ORIGINAL_ARTICLE
Study of Fabrication of MgO Nanoparticles by Solid-State Reaction and Ion Exchange Methods in ZSM-5 Matrix Synthesized from Rice Husk Ash
The fabrication and characterization of ZSM-5 zeolite using rice husk ash as an alternative cheap silica source is reported. Rice husk, combusted at 700 ºC for the production of amorphous silica, has been used for the preparation of RHA-ZSM-5 zeolite.MgO nanoparticles were synthesized in the RHA-ZSM-5 matrix with a solid-state reaction method and calcined at 300°C. The samples were characterized by X-ray diffraction, Fourier transform infrared spectroscopy, Transmission electron microscopy, and scanning electron microscopy. XRD results revealed diffraction peaks for each of the two compounds in the nanocomposite. In the FT-IR spectra, all bands in the nanocomposite sample show a shift concerning that of the matrix, indicating that the MgO is incorporated in the matrix. Transmission electron microscopy images showed small particles belong to MgO nanoparticles with a maximum diameter of 26 nm.
https://www.nsmsi.ir/article_31238_52bff5d50b3b77e0443ddf5279a6e8bc.pdf
2019-08-23
1
9
Rice husk
ZSM-5 zeolite
Magnesium oxide nanoparticles
Nanocomposite
Solid-state reaction
Fatemeh
Asadi
fatemeh.asadi@yahoo.com
1
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
AUTHOR
Afshin
Pourahmad
pourahmad@iaurasht.ac.ir
2
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
LEAD_AUTHOR
[1] محمدی روشنده، جمشید؛ پوراسماعیل سلاکجانی، پیمان؛ اخلاصی کزج، کامل؛ بنزیله کردن پوسته شلتوک برنج و بررسی ویژگیهای مکانیکی کامپوزیتهای به دست آمده از آن با پلی استایرن و پلی کاپروالکتون، نشریه شیمی و مهندسی شیمی ایران، (3) 33: 31 تا 39 (1393).
1
[2] Kordatos K., Ntziouni A., Iliadis L., Kasselouri-Rigopoulou V., Utilization of amorphous rice husk ash for the synthesis of ZSM-5 zeolite under low temperature, J Mater Cycles Waste Manag, 15: 571–580 (2013).
2
[3] Ziksari M., Pourahmad A., Green synthesis of CuO/RHA-MCM-41 nanocomposite by solid state reaction: Characterization and antibacterial activity, Indian J. Chem., Sect A, 55A: 1347-1351 (2016).
3
[4] Soltani N., Simon U., Bahrami A., Wang X., Selve S., Dirk Epping J., Pech-Canul M.I., Bekheet M.F., Gurlo A., Macroporous polymer-derived SiO2/SiOC monoliths freeze-cast from polysiloxane and amorphous silica derived from rice husk, J. Eur. Ceram. Soc., 37(15): 4809-4820 (2017).
4
[5] Salas A., Delvasto S., de Gutierrez R.M., Lange D., Comparison of two processes for treating rice husk ash for use in high performance concrete, Cem Concr Res, 39: 773–778 (2009).
5
[6] Yousefpour M.,Modelling of Adsorption of Zinc and Silver Ions on Analcime and Modified Analcime Zeolites Using Central Composite Design, Iran. J. Chem. Chem. Eng. (IJCCE), 36: 81-90 (2017).
6
[7] Sistani S., Ehsani M. R.,Microwave Assisted Synthesis of Nano Zeolite Seed for Synthesis Membrane and Investigation of its Permeation Properties for H2 Separation, Iran. J. Chem. Chem. Eng. (IJCCE), 29: 99-104 (2010).
7
[8] Sarkar B., Tiwari R., Singha R.K., Suman Sh., Ghosh Sh., Acharyya Sh.Sh., Mantri K., Sivakumar Konathala L.N., Pendem Ch., Bal R., Reforming of methane with CO2 over Ni nanoparticle supported on mesoporous ZSM-5, Catal. Today, 198(1): 209–214 (2012).
8
[9] Zhen-Xing T., Bin-Feng Lv., MgO nanoparticles as antibacterial agent: preparation and activity,Braz. J. Chem. Eng., 31(3): 591-601 (2014).
9
[10] Hikku G.S., Jeyasubramanian K., Vignesh Kumar S.,Nanoporous MgO as self-cleaning and anti-bacterial pigment for alkyd based coating,J. Ind. Eng. Chem., 52(25): 168-178 (2017).
10
[11] Nayak J.P., Bera J., Bioactivity Characterization of Amorphous Silica Ceramics Derived from Rice Husk Ash,Silicon, 4 (1): 57-60 (2012).
11
[12] Grisdanurak N., Chiarakorn S., Wittayakun J., Utilization of mesoporous molecular sieves synthesized from natural source rice husk silica to Chlorinated Volatile Organic Compounds (CVOCs) adsorption, Korean J. Chem. Eng., 20(5): 950-955 (2003).
12
[13] Liou T-H., Preparation and characterization of Nano-structured silica from rice husk, Mater. Sci. Eng., A, 364(1-2): 313-323 (2004).
13
[14] فیروزی، محمد؛ بقالها، مرتضی؛ سنتز زئولیت ZSM-5 به عنوان کاتالیست فرایند تبدیل متانول به پروپیلن، نشریه شیمی و مهندسی شیمی ایران، (2) 31: 21 تا 26 (1391).
14
[15] Bindhu M.R., Umadevi M., Kavin Micheal M., Valan Arasu M., Al-Dhabi N.A., Structural, morphological and optical properties of MgO nanoparticles for antibacterial applications, Mater. Lett., 166: 19-22 (2016).
15
[16] Pourahmad A., Preparation and spectroscopic studies of PbS/nanoMCM-41 nanocomposite, Arabian J. Chem., 7(4): 788-792 (2014).
16
[17] Pourahmad A., Nanocomposite prepared from ZnS nanoparticles and molecular sieves nanoparticles by ion exchange method: Characterization and its photocatalytic activity, Spectrochim. Acta, Part A, 103: 193-198 (2013).
17
ORIGINAL_ARTICLE
Synthesis of Solid Lipid Nanoparticles and Cryoprotectant Effect on Their Size Stabilization
Solid lipid nanoparticles form colloidal drug carrier systems, which are alternative carrier systems to traditional colloidal carriers, such as emulsions, liposomes, and, polymeric micro and nanoparticles. Solid lipid nanoparticles are typically spherical with an average diameter between 1 and 1000 nm, which are dispersed in the water or the aqueous surfactant. Various techniques are used to synthesize these nanoparticles. A variety of methods can be applied to loading different drugs, ranging from hydrophobic to hydrophilic, into lipid nanoparticles. These nanoparticles are used as suitable carriers for drug delivery. However, the physicochemical stability of lipid nanoparticles is one of the major goals for long-term use in the pharmaceutical industry. In this study, the investigations in the presence and absence of cryoprotectants have been considered for the stabilization of the lipid nanoparticles. Studies have shown that 1% concentration of sucrose results in the stability of nanoparticles size after nine months. Also, laboratory release studies revealed no change in release profiles of stabilized lipid nanoparticles.
https://www.nsmsi.ir/article_31231_9759942239256e235de4084baa06be7a.pdf
2019-08-23
11
18
Lipid nanoparticles
surfactant
Stabilization
Sucrose
cryoprotectant
Drug Delivery
Parvaneh
Pakravan
pakravanparvaneh20@gmail.com
1
Department of Chemistry, Zanjan Branch, Islamic Azad University, Zanjan, I.R. IRAN
LEAD_AUTHOR
[1] De Jong W. H., Borm P. JA., Drug delivery and nanoparticles: applications and hazards, Int. j. nanomedicin.3(2): 133-149 (2008).
1
[2] معاد ی ت.، قهرمان زاده ر.، یوسفی م.، محمدی ف.، تهیه نانوذره های نقره توسط عصاره چهار گونه گیاهی و بررسی ویژگی های ضد میکروبی آن، نشریه شیمی و مهندسی شیمی ایران، (4)33، 1تا 9، (1393)
2
[3] Liu D., Jiang S., Shen H., Qin S., Liu J., Zhang Q., Li R., Xu, Q., Diclofenac sodium-loaded solid lipid nanoparticles prepared by emulsion/solvent evaporation method. J. Nanopart. Res. 13(6): 2375-2386 (2011).
3
[4] Han J., Zhao D., Li D., Wang X., Jin Z., Zhao K., Polymer-Based Nanomaterials and Applications for Vaccines and Drugs. Polym. 10(1):31-45 (2018).
4
[5] He Q., Liu J., Liang J., Liu X., Ding Z, Tuo D., Li W., Sodium Acetate Orientated Hollow/Mesoporous Magnetite Nanoparticles: Facile Synthesis, Characterization and Formation Mechanism, Appl. Sci. 8(2): 292-307 (2018).
5
[6] Abdelbary G., Fahmy R.H., Diazepam-loaded solid lipid nanoparticles: design and characterization, AAPS Pharm. Sci. Tech. 10(1): 211-219 (2009).
6
[7] Kheradmandnia S., Vasheghani-Farahani.,Nosrati M., The Effect of Process Variables on the Propertiesof Ketoprofen Loaded Solid Lipid Nanoparticlesof Beeswax and Carnauba Wax, Iran. J. Chem. Chem. Eng. (IJCCE), 29(4): 181-187 (2010).
7
[8] Wissing S.A., Kayser O., Müller R.H., Solid lipid nanoparticles for parenteral drug delivery. Adv. drug deliv. rev. 56(9): 1257-1272 (2004).
8
[9] Kaur I. P., Bhandari R., Bhandari S., Kakkar V., Potential of solid lipid nanoparticles in brain targeting. J. Control. Release. 127(2): 97-109 (2008).
9
[10] Mehnert W., Mäder K., Solid lipid nanoparticles: production, characterization and applications. Adv. drug deliv. rev. 47(2): 165-196 (2001).
10
[11] Cirri M., Mennini N., Maestrelli F., Mura P., Ghelardini C., di Cesare Mannelli L., Development and in vivo evaluation of an innovative “Hydrochlorothiazide-in Cyclodextrins-in Solid Lipid Nanoparticles” formulation with sustained release and enhanced oral bioavailability for potential hypertension treatment in pediatrics. Int. j. pharm. 521(1): 73-83 (2017).
11
[12] Li S., Zhao B., Wang F., Wang M., Xie S., Wang S., Han C., Zhu L., Zhou W., Yak interferon-alpha loaded solid lipid nanoparticles for controlled release. Res. Vet. Sci. 88(1): 148-153 (2010).
12
[13] Martins S., Sarmento B., Ferreira D.C., Souto E.B., Lipid-based colloidal carriers for peptide and protein delivery–liposomes versus lipid nanoparticles, Int. j. nanomedicine. 2(4): 595-607 (2007).
13
[14] Wong H.L., Bendayan R., Rauth A.M., Li Y., Wu X.Y., Chemotherapy with anticancer drugs encapsulated in solid lipid nanoparticles, Adv. drug deliv. rev. 59(6): 491-504 (2007).
14
[15] Garcia-Fuentes M., Alonso M.J., Torres D., Design and characterization of a new drug nanocarrier made from solid–liquid lipid mixtures, J. colloid interface sci. 285(2): 590-598 (2005).
15
[16] Shah R., Eldridge D., Palombo E., Harding I., Optimisation and stability assessment of solid lipid nanoparticles using particle size and zeta potential, J. Phys. Sci. 25(1): 59-75 (2014).
16
[17] Mazur A.J., Nowak D., Mannherz H.G., Malicka-Błaszkiewicz M., Methotrexate induces apoptosis in CaSki and NRK cells and influences the organization of their actin cytoskeleton, Eur. J. Pharmacol. 613(1): 24-33 (2009).
17
[18] Kosasih A., Bowman B.J., Wigent R. J., Ofner C.M., Characterization and in vitro release of methotrexate from gelatin/methotrexate conjugates formed using different preparation variables, Int. j. pharm. 204(1): 81-89 (2000).
18
[19] Yousefi G.H., Foroutan M., Zarghi A., Shafaati A., Synthesis and Characterization of Methotrexate Polyethylene Glycol Esters as a drug Delivery system,Chem. Pharm. Bull.58(2): 147-153 (2010).
19
[20] Shukla R., Thomas T.P., Desai A.M., Kotlyar A., Park S.J., Baker J.R., HER2 specific delivery of methotrexate by dendrimer conjugated anti-HER2 mAb, Nanotechnol.19(29): 295102 (2008).
20
[21] Kashanian S., Azandaryani A.H., Derakhshandeh K., New surface-modified solid lipid nanoparticles using N-glutaryl phosphatidylethanolamine as the outer shell, Int. j. nanomedicine. 6: 2393-2401 (2011).
21
[22] Stella B., Peira E., Dianzani C., Gallarate M., Battaglia L., Gigliotti C.L., Boggio E., Dianzani U., Dosio, F., Development and Characterization of Solid Lipid Nanoparticles Loaded with a Highly Active Doxorubicin Derivative, Nanomaterials, 8(2): 110-126 (2018).
22
[23] Chuang S.Y., Lin C.H., Huang T.H., Fang, J.Y., Lipid-Based Nanoparticles as a Potential Delivery Approach in the Treatment of Rheumatoid Arthritis. Nanomaterials, 8(1): 42 (2018).
23
[24] Naseri N., Valizadeh H., Zakeri-Milani P., Solid lipid nanoparticles and nanostructured lipid carriers: structure, preparation and application. Adv. Pharm. Bull. 5(3): 305-313 (2015).
24
[25] Chaudhary H., Puri N., Kumar V., Solid lipid nanoparticles: An innovative nano-vehicles for drug delivery. Nanosci. Nanotechnol.-Asia, 4(1): 38-44 (2014).
25
[26] Pathak P., Nagarsenker M., Formulation and evaluation of lidocaine lipid nanosystems for dermal delivery, AAPS Pharm. Sci. Tech. 10(3): 985-992 (2009).
26
[27] Zhao Y., Chang Y.X., Hu X., Liu C.Y., Quan L.H., Liao Y.H., Solid lipid nanoparticles for sustained pulmonary delivery of Yuxingcao essential oil: preparation, characterization and in vivo evaluation,Int. j. pharm. 516(1): 364-371(2017).
27
[28] Cavalli R., Caputo O., Carlotti M.E., Trotta M., Scarnecchia C., Gasco M.R., Sterilization and freeze-drying of drug-free and drug-loaded solid lipid nanoparticles,Int. j. pharm. 148(1): 47-54 (1997).
28
[29] Subedi R.K., Kang K.W., Choi H.K., Preparation and characterization of solid lipid nanoparticles loaded with doxorubicin,Eur. J. pharm. Sci. 37(3): 508-513(2009).
29
ORIGINAL_ARTICLE
Cu-Cr-O and Cu-Cr-O, Zn-Cr-O Nano-Composites: Synthesis and Study of Different Parameters on the Composition and Morphology of Them
In this research, the synthesis of Cu-Cr-O and Cu-Cr-O.Zn-Cr-O nano-composite was done by the co-precipitation method at pH=9. The effect of some materials such as Al(NO3)3.9H2O and Zn(NO3)2, two polymeric surfactants, PEG-400 and PEG-600, and different calcination conditions of precursor on the structure, crystal phase, and morphology of nanocomposite was investigated. All samples were characterized by X-Ray Diffraction (XRD), Scanning Electron Microscopy (SEM) and Energy-Dispersive X-ray (EDX) spectroscopy analysis. According to the results of XRD, the structure of nano-composite is a function of the salts used as reactants and surfactants. When the salts used are Cu(NO3)2.3H2O and (NH4)2Cr2O7 in the absence of surfactants, the nano-composite is composed of CuO and CuCr2O4. While, within the presence of PEG-400 and PEG-600, the nano-composite consists of CuO and CuCr2O4, in addition, a small amount of Cu2Cr2O4 is also found. The presence of Cu2Cr2O4 can be due to the reduction of some Cu2+ ion to Cu+ in spinel in the presence of a little remaining surfactant. When Zn(NO3)2 is added to the reactants the nano-composite is composed of CuCr2O4 and ZnCr2O4 spinels and CuO is not seen in the crystal structure of nano-composite. Adding of Al(NO3)3.9H2O to the reactants will cause Al2O3 to enter the structure of the nano-composite. CuAl2O4 doesn’t form here because the CuAl2O4 (which contains Al3+ (d0) ions) is less sustainable than CuCr2O4 based on Crystal Field Stabilization Energy (CFST). SEM images of nano-composites revealed that different calcination conditions and calcination temperature and surfactants affect the morphology and uniformity and the sizes of nano-composites. The best nano-composite according to the uniformity of morphology and small particle size is formed when the reactants are Cu(NO3)2.3H2O, (NH4)2Cr2O7, and Zn(NO3)2. and the precursor is calcined 2h at 400˚C and 2h at 600˚C. The morphology of the Nano-composite is almost like a small nano-sheet with a thickness of about 15 nm.
https://www.nsmsi.ir/article_31236_4854c80eb43e9f5a0de38231918edce8.pdf
2019-08-23
19
28
Calcination conditions
co-precipitation
surfactant
Nano-composite
Moslem
Setoodehkhah
setoodehkhah@kashanu.ac.ir
1
Department of Inorganic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, I.R. IRAN
LEAD_AUTHOR
Ahad
Zare
ahad_zare@yahoo.com
2
Department of Chemistry, Marvdasht branch, Islamic Azad University, Marvdasht, I.R. IRAN
AUTHOR
Maryam
Tootoonchi
martootoonchi@gmail.com
3
Department of Chemistry, Marvdasht branch, Islamic Azad University, Marvdasht, I.R. IRAN
AUTHOR
[1] Geng Q., Zhao X., Gao X., Yang S., Liu G., Low-temperature combustion synthesis of CuCr2O4 spinel powder for spectrally selective paints, J. Sol. Gel. Sci. Technol., 61: 281-288 (2012).
1
[2] Yazdanbakhsh M., Khosravi I., Mashhoori M.S., Rahimizadeh M., Shiri A., Bakavoli M., Synthesis, characterization and application of nano-sized Co2CrO4 spinel catalyst for selective oxidation of sulfides to sulfoxides, Mater. Res. Bull., 47: 413-418 (2012).
2
[3] Rahmatolahzadeh R. Mousavi-Kamazani M. Shobeiri S.A., Facile Co-precipitation-calcination Synthesis of CuCo2O4 Nanostructures using Novel Precursors for Degradation of Azo Dyes, J. Inorg. Organomet. Polym., 27: 313-322 (2016).
3
[4] Jarimi-Jaberi Z., Moaddeli, M.S., Setoodehkhah M., Nazarifar M.R., Nano-copper chromite (nano-CuCr2O4): a novel and efficient catalyst for the synthesis of biscoumarin and pyrano[c]chromene derivatives in water at room temperature, Res. Chem. Intermed., 42: 4641-4650 (2016).
4
[5] Shiau C.Y., Chen S., Tsai J.C., Lin S.I., Effect of zinc addition on copper catalyst in isoamyl alcohol dehydrogenation, Appl. Catal. A: Gen., 198:95-102 (2000).
5
[6] Crivello M., Pe´rez, C., Ferna´ndez J., Eimer G., Herrero E., Casuscelli S., Rodri´guez Castello´n, E., Synthesis and characterization of Cr/Cu/Mg mixed oxides obtained from hydrotalcite-type compounds and their application in the dehydrogenation of isoamylic alcohol, Appl. Catal. A: Gen., 317: 11-19 (2007).
6
[7] Shankha S.A., Ghosh S., Bal R., Surfactant Promoted Synthesis of CuCr2O4 Spinel Nanoparticles: A Recyclable Catalyst for One-Pot Synthesis of Acetophenone from Ethylbenzene, Ind. Eng. Chem. Res., 53: 20056-20063 (2014).
7
[8] Shankha S.A., Ghosh S., Bal R., Catalytic Oxidation of Aniline to Azoxybenzene Over CuCr2O4 Spinel Nanoparticle Catalyst, ACS Sustainable Chem. Eng., 2: 584-589 (2014).
8
[9] Santacesaria E. Carotenuto G. Tesser R. Di Serio M., Ethanol dehydrogenation to ethyl acetate by using copper and copper chromite catalysts, Chem. Engin. J., 179: 209-220 (2012).
9
[10] Keenan L.D. Brent H., Shanks H., Active species of copper chromite catalyst in C–O hydrogenolysis of 5-methylfurfuryl alcohol, J. Catalysis, 285:235-241 (2012).
10
[11] Musil J., Blazek J., Fajfrlik K., Cerstvy R., Proksova S., Antibacterial Cr–Cu–O films prepared by reactive magnetron sputtering J. App. Surf. Sci., 276: 660-666 ( 2013).
11
[12] Valdes-Solis T., Marban G., Fuertes A.B., Nanosized catalysts for the production of hydrogen by methanol steam reforming, Catal. Today, 116: 354-360 (2006).
12
[13] Hana X., Zhoua R., Lai G., Yue B., Zheng X., Effect of transition metal (Cr, Mn, Fe, Co, Ni and Cu) on the hydrogenation properties of chloronitrobenzene over Pt/TiO2 catalysts, J. Mol. Catal. A: Chem., 209: 83-87 (2004).
13
[14] Sobeiri S.A., Mousavi-Kamazani M., Beshkar F., Facile mechanical milling synthesis of NiCr2O4 using novel organometallic precursors and investigation of its photocatalytic activity, J. Mater. Sci.: Mater. Electron., 28:8108-8115 (2017).
14
[15] Hosseini S.A., Alvarez-Galvan M.C., G.Fierro J.L., Niaei A., Salari D., MCr2O4 (M=Co, Cu,and Zn) nanospinels for 2-propanol combustion: Correlation of structural properties with catalytic performance and stability, Ceram. Int., 39: 9253–9261 (2013).
15
[16] Hosseini S.A., Niaei A., Salari D., Alvarez-Galvan M.C., Fierro J.L.G., Study of correlation between activity and structural properties of Cu-(Cr, Mn and Co)2 nano mixed oxides in VOC combustion, Ceram. Int., 40: 6157–6163 (2014).
16
[17] Sathiskumar P.S., Thomas C.R., Madras G., Solution combustion synthesis of nanosized copper chromite and its use as a burn rate modifier in solid propellants, Ind. Eng. Chem. Res., 51: 10108-10116 (2012).
17
[18] visvanth J.V., vijayadarshan P., Mohan T., Rao N.V.S., Gupta A., venkataraman A., Copper Chromite as Ballistic Modifier in a Typical Solid Rocket Propellant Composition: A Novel Synthetic Route Involved, J. Energ. Mater., 69: 1-13 (2017).
18
[19] Patil P.R., Krishnamurthy V.N., Joshi S.S., Effect of Nano‐Copper Oxide and Copper Chromite on the Thermal Decomposition of Ammonium Perchlorate, Propell. Explos. Pyrotec., 33: 266-270 (2008).
19
[20] Snoop A.P., Rajeev R., George B.K., Synthesis and characterization of a novel copper chromite catalyst for the thermal decomposition of ammonium perchlorate, Thermochim. Acta, 606: 34-40 (2015).
20
[21] حسینی، سید قربان؛ حدادی پور، زهرا سنتز نانوکامپوزیت گرافن/Fe3O4 و بررسی فعالیت کاتالیزی آن بر رفتار احتراقی آمونیوم پرکلرات، نشریه شیمی و مهندسی شیمی ایران، (3)37 :71 تا 79 (1397)
21
[22] Campos E.A., Dutra R.C.L., Rezende L.C., Diniz M.F., Nawa W.M.D., Iha K., Performance evaluation of commercial copper chromites as burning rate catalyst for solid propellants, J. Aerosp. Technol. Manage., 2: 323-330 ( 2010).
22
[23] Kawamoto A.M., Pardini L.C., Rezende L.C., Synthesis of copper chromite catalyst, Aerosp. Sci. Technol, 8: 591-598 (2004).
23
[24] Prasad R., Singh P., Applications and Preparation Methods of Copper chromite catalyst: A review, Bull. Chem. React. Engine. Catal., 6: 63-113 (2011).
24
[25] Tavakoli H., Saraf Mamoorey R., Zarei A.R., Inverse Co-precipitation Synthesis of Copper Chromite Nanoparticles, Iran. Chem. Chem. Eng.(IJCCE), 35(1): 51-55 (2016).
25
[26] Hassanzadeh-Tabrizi S.A., Pournajaf R., Moradi-Faradonbeh A., Sadeghinejad S., Nanostructured CuAl2O4: Co-precipitation synthesis, optical and photocatalytic properties, Ceram. Int., 42: 14121-14125 (2016).
26
[27] Kwak B.K., Park D.S., Yun Y.S., Yi J., Preparation and characterization of nanocrystalline CuAl2O4 spinel catalysts by sol–gel method for the hydrogenolysis of glycerol, Catal. Commun., 24: 90-95 (2012).
27
[28] Yanyan J., Jinggang L., Xiaotao S., Guiling N., Chengyu W., Xiumei G., CuAl2O4 powder synthesis by sol-gel method and its photodegradation property under visible light irradiation, J. Sol–Gel Sci. Technol., 42: 41-45 (2007).
28
[29] Lv W., Luo Z., Yang H., Liu B., Weng W., Liu J Effect of processing conditions on sonochemical synthesis of nanosized copper aluminate powders, ultrason. sonochem., 17: 344-351(2010).
29
[30] Hu Z., Qin Y., Zhou H., Kang J., Zhai S., Gao H., Preparation And Photoelectric Properties Of CuCr2O4 Nanopowders, Adv. Mater. Res., 974: 284-286 (2011).
30
ORIGINAL_ARTICLE
Synthesis and Characterization of a Novel and Recyclable Palladium N-Heterocyclic Carbene Pyrimidine Nanocatalyst on a Periodic Mesoporous Organosilica and Its Performance Investigation in the Suzuki-Miyaura Reaction
In this study, N-heterocyclic carbene palladium complex containing pyrimidine supported on a periodic mesoporous organosilica (Pd-Pym-NHC@PMO) was synthesized from 2-aminopyrimidine in four reaction steps. Structure and Physico-chemical properties of Pd-Pym-NHC@PMO was characterized by different techniques of spectroscopic analysis such as XRD, CP-MAS-NMR, AAS, TGA, and BET porosimetry. After full characterization, its catalytic activity in the synthesis of biaryls via the Suzuki–Miyaura cross-coupling was evaluated under the different conditions such as solvent, temperature, and the molar ratio of the reactants. It was observed that the nanocatalyst Pd-Pym-NHC@PMO exhibited excellent activity. Furthermore, the nanocatalyst can be reused and handled at least eight consecutive without any loss of catalytic activity. The present work is a novel, very mild and environmentally friendly method.
https://www.nsmsi.ir/article_31056_ca0299c63ca5a29f27e33f12b1fc4f27.pdf
2019-08-23
29
38
nanocatalyst
N-Heterocycl carbene
Pyrimidine
Organo silica
Suzuki-Miyaura reaction
Fatemeh
Rajabi
faprajabi@yahoo.com
1
Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, I.R. IRAN
LEAD_AUTHOR
Abolfazl
Olyaei
olyaei_a@pnu.ac.ir
2
Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, I.R. IRAN
AUTHOR
[1] Alente C., OrganM. G., "The Contemporary Suzuki–Miyaura Reaction, in Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials" (Volume 1 and 2), Second Edition (ed D. G. Hall), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany (2011).
1
[2] Miyaura N., Suzuki A., Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds, Chem. Rev., 95 (7): 2457-2483 (1995).
2
[3] Surry D. S., Buchwald S. L., Biaryl Phosphine Ligands in Palladium-Catalyzed Amination, Angew. Chem. Int. Ed.,47 (34): 6338-6361(2008).
3
[4] Surry D. S., Buchwald S. L., Biarylphosphanliganden in der palladiumkatalysierten Aminierung, Angew. Chem.,120 (34): 6438-6461(2008).
4
[5] Miyaura N.,Suzuki A., Stereoselective Synthesis of Arylated (E)-Alkenes by the Reaction of Alk-1-enylboranes with Aryl Halides in the Presence of Palladium Catalyst, J. Chem. Soc., Chem. Commun., (19): 866-867 (1979).
5
[6] Han F. S., Transition-Metal-Catalyzed Suzuki–Miyaura Cross-Coupling Reactions: A Remarkable Advance from Palladium to Nickel Catalysts, Chem. Soc. Rev., 42 (12): 5270-5298 (2013).
6
[7] LennoxaJ. J., Lloyd-Jones G. C., Selection of Boron Reagents for Suzuki–Miyaura Coupling, Chem. Soc. Rev., 43 (1): 412-443 (2014).
7
[8] Kostas I. D., "Suzuki–Miyaura Cross-Coupling Reaction and Potential Applications", MDPI Books (2017).
8
[9] Veerakumar P., Thanasekaran P., Lu K.-L., Liu S.-B., Rajagopal S., Functionalized Silica Matrices and Palladium: A Versatile Heterogeneous Catalyst for Suzuki, Heck, and Sonogashira Reactions, ACS Sustainable Chem. Eng., 5 (8): 6357-6376 (2017).
9
[10] Stratakis M., Garcia H., Catalysis by Supported Gold Nanoparticles: Beyond Aerobic Oxidative Processes, Chem. Rev., 112 (8): 4469-4506 (2012).
10
[11] Shi J., On the Synergetic Catalytic Effect in Heterogeneous Nanocomposite Catalysts, Chem. Rev., 113 (3): 2139-2181 (2013).
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[12] Meyer D., Taige M. A., Zeller A., Hohlfeld K., Ahrens S., Strassner T., Palladium Complexes with Pyrimidine-Functionalized N-Heterocyclic Carbene Ligands: Synthesis, Structure and Catalytic Activity, Organometallics, 28 (7): 2142-2149 (2009).
12
[13] Zhao D., Feng J., Huo Q., Melosh N., Fredrickson G. H., Chmelka B. F., Stucky G. D., Triblock Copolymer Syntheses of Mesoporous Silica with Periodic 50 to 300 Angstrom Pores, Science, 279 (5350): 548-552 (1998).
13
[14] Kresge C. T., Leonowicz M. E., Roth W. J., Vartuli J. C., Beck J. S., Ordered mesoporous Molecular Sieves Synthesized by a Liquid-Crystal Template Mechanism, Nature, 359 (6397): 710-712 (1992).
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[15] AsefaT., MacLachlan M. J., Coombs N., Ozin G. A., Periodic Mesoporous Organosilicas with Organic Groups Inside the Channel Walls, Nature, 402 (6764): 867-871 (1999).
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[16] De Vos D. E., Dams M., Sels B. F., Jacobs P. A., Ordered Mesoporous and Microporous Molecular Sieves Functionalized with Transition Metal Complexes as Catalysts for Selective Organic Transformations, Chem. Rev., 102 (10): 3615-3640 (2002).
16
[17] Mohammadi Ziarani G., Aleali F., Lashgari N., Badiei A., An Efficient Green Approach for the Synthesis of Structurally Diversified Spirooxindoles Using Sulfonic Acid Functionalized Nanoporous Silica (SBA-Pr-SO3H), Iran. J. Chem. Chem. Eng., 35 (1): 17-23 (2016).
17
[18] رشیدی، لادن؛ واشقانی فراهانی، ابراهیم، مروری بر کاربرد نانوذرات مزومتخلخل سیلیکا به عنوان سامانه حمل دارو، نشریه شیمی و مهندسی شیمی ایران، (1)37: 11 تا 49 (1397)
18
[19] رضوانی، محمدعلی؛ شاطریان، مریم؛ اقمشه، معصومه، گوگردزدایی اکسیداسیونی بنزین با استفاده از نانوکامپوزیت جدید TBA-FePOM@NiO به عنوان یک کاتالیزور موثر و تکرارپذیر، نشریه شیمی و مهندسی شیمی ایران، (4)37: 77 تا 88 (1397)
19
[20] Van Der Voort P., Esquivel D., Canck E. D., Goethals F., Driessche I. V., Romero-Salguero F. J., Periodic Mesoporous Organosilicas: from Simple to Complex Bridges; AComprehensive Overview of Functions, Morphologies and Applications, Chem. Soc. Rev., 42(9): 3913-3955 (2013).
20
[21] Fortmana G. C., Nolan S. P., N-Heterocyclic Carbene (NHC) Ligands and Palladium in Homogeneous Cross-Coupling Catalysis: A Perfect Union, Chem. Soc. Rev.,40 (10): 5151-5169 (2011).
21
[22] Janssen-Müller D., Schlepphorst C., Glorius F., Privileged Chiral N-Heterocyclic Carbene Ligands for Asymmetric Transition-Metal Catalysis, Chem. Soc. Rev.,46 (16): 4845-4854 (2017).
22
[23] Zhong R., Lindhorst A. C., Groche F. J., Kühn F. E., Immobilization of N-Heterocyclic Carbene Compounds: A Synthetic Perspective, Chem. Rev., 117 (3): 1970-2058 (2017).
23
[24] Meyer D., Strassner T., Methylpalladium Complexes with Pyrimidine-Functionalized N-Heterocyclic Carbene Ligands, Beilstein J. Org. Chem.,12:1557-1565 (2016).
24
ORIGINAL_ARTICLE
Stepwise Thiourea-Based Tungsten Oxide Supported Graphitic Carbon Nitride Preparation: Study of Sulfur-Doped Bulk and Nanosheets g-C3N4/WO3 in Photo Oxidation Degradation of Methylene-Blue Pollution Using Visible Light Radiation
Taguchi model is a model for the analysis of experiments, that predicts both the effects of each factor and the optimum level of them using a certain number of experiments. The purpose of this study was the optimization of Cd(II) ions adsorption on the cobalt oxide using the Taguchi model. The characterization of synthesized cobalt oxide was investigated by Scanning Electron Microscope (SEM), Transmission Electron Microscope (TEM), Fourier Transfer InfraRed (FT-IR) spectrometry and X-Ray Diffraction (XRD). In this experimental study, the cobalt oxide was prepared in a few steps. Then, 4 main factors (i.e. temperature, amount of absorption, contact time, and pH) on 4 levels were selected by Matrix L25 trials and the experiments were conducted in this matrix. Finally, the adsorption of Cd(II) on cobalt oxide was determined in optimal conditions. The optimization of the adsorption process using the Taguchi model showed that the factors of importance for optimizing respectively were: contact time of 20 minutes, pH =8, temperature=15 °Cand adsorbent dosages of 25 mg. The maximum adsorption in optimal conditions was determined 96/21.
https://www.nsmsi.ir/article_31736_96163a3ecd98166a4f6d1b5ddd14a9e6.pdf
2019-08-23
39
49
photocatalyst
Methylene blue
Visible light
graphite carbon nitride
Tungsten oxide
Hamed
Mohtasham
hamed.mohtasham1372@gmail.com
1
Organic and Nano Group, Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, Iran
AUTHOR
Siavash
Sarmasti
sarmasti74@gmail.com
2
Organic and Nano Group (ONG), Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, I.R. IRAN
AUTHOR
ُSadegh
Rostamnia
srostamnia@gmail.com
3
Organic and Nano Group (ONG), Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, I.R. IRAN
LEAD_AUTHOR
[1] L. Zhou, W. Zhang, L. Chen, H. Deng, J. Wan, A novel ternary visible-light-driven photocatalyst AgCl/Ag3PO4/g-C3N4: Synthesis, characterization, photocatalytic activity for antibiotic degradation and mechanism analysis, Catalysis Communications, 100: 191-195 (2017).
1
[2] D. Ghosh, K.G. Bhattacharyya, Adsorption of methylene blue on kaolinite, Applied Clay Science, 20: 295-300 (2002).
2
[3] S. Zhang, J. Li, X. Wang, Y. Huang, M. Zeng, J. Xu, In situ ion exchange synthesis of strongly coupled Ag@ AgCl/g-C3N4 porous nanosheets as plasmonic photocatalyst for highly efficient visible-light photocatalysis, ACS applied materials & interfaces, 6: 22116-22125 (2014).
3
[4] X.-j. Wang, W.-y. Yang, F.-t. Li, Y.-b. Xue, R.-h. Liu, Y.-j. Hao, In situ microwave-assisted synthesis of porous N-TiO2/g-C3N4 heterojunctions with enhanced visible-light photocatalytic properties, Industrial & Engineering Chemistry Research, 52: 17140-17150 (2013).
4
[5] Y.-P. Zhu, T.-Z. Ren, Z.-Y. Yuan, Mesoporous phosphorus-doped g-C3N4 nanostructured flowers with superior photocatalytic hydrogen evolution performance, ACS applied materials & interfaces, 7: 16850-16856 (2015).
5
[6] C. Lu, R. Chen, X. Wu, M. Fan, Y. Liu, Z. Le, S. Jiang, S. Song, Boron doped gC 3 N 4 with enhanced photocatalytic UO 2 2+ reduction performance, Applied Surface Science, 360: 1016-1022 (2016).
6
[7] L. Song, S. Zhang, X. Wu, Q. Wei, A metal-free and graphitic carbon nitride sonocatalyst with high sonocatalytic activity for degradation methylene blue, Chemical Engineering Journal, 184: 256-260 (2012).
7
[8] X. Wang, K. Maeda, X. Chen, K. Takanabe, K. Domen, Y. Hou, X. Fu, M. Antonietti, Polymer semiconductors for artificial photosynthesis: hydrogen evolution by mesoporous graphitic carbon nitride with visible light, Journal of the American Chemical Society, 131: 1680-1681 (2009).
8
[9] Y. Zhang, J. Liu, G. Wu, W. Chen, Porous graphitic carbon nitride synthesized via direct polymerization of urea for efficient sunlight-driven photocatalytic hydrogen production, Nanoscale, 4: 5300-5303 (2012).
9
[10] S. Yan, Z. Li, Z. Zou, Photodegradation performance of g-C3N4 fabricated by directly heating melamine, Langmuir, 25: 10397-10401 (2009).
10
[11] G. Zhang, J. Zhang, M. Zhang, X. Wang, Polycondensation of thiourea into carbon nitride semiconductors as visible light photocatalysts, Journal of Materials Chemistry, 22: 8083-8091 (2012).
11
[12] Y. Meng, J. Shen, D. Chen, G. Xin, Photodegradation performance of methylene blue aqueous solution on Ag/g-C3N4 catalyst, Rare Metals, 30: 276-279 (2011).
12
[13] H.-Y. Chen, L.-G. Qiu, J.-D. Xiao, S. Ye, X. Jiang, Y.-P. Yuan, Inorganic–organic hybrid NiO–gC 3 N 4 photocatalyst for efficient methylene blue degradation using visible light, RSC Advances, 4: 22491-22496 (2014).
13
[14] S. Vadivel, D. Maruthamani, A. Habibi-Yangjeh, B. Paul, S.S. Dhar, K. Selvam, Facile synthesis of novel CaFe 2 O 4/gC 3 N 4 nanocomposites for degradation of methylene blue under visible-light irradiation, Journal of colloid and interface science, 480: 126-136 (2016).
14
[15] Y. Ke, H. Guo, D. Wang, J. Chen, W. Weng, ZrO2/g-C3N4 with enhanced photocatalytic degradation of methylene blue under visible light irradiation, Journal of Materials Research, 29: 2473-2482 (2014).
15
[16] E. Doustkhah, S. Rostamnia, B. Gholipour, B. Zeynizadeh, A. Baghban, R. Luque, Design of chitosan-dithiocarbamate magnetically separable catalytic nanocomposites for greener aqueous oxidations at room temperature, Molecular Catalysis, 434: 7-15 (2017).
16
[17] S. Rostamnia, B. Gholipour, X. Liu, Y. Wang, H. Arandiyan, NH2-coordinately immobilized tris (8-quinolinolato) iron onto the silica coated magnetite nanoparticle: Fe3O4@ SiO2-FeQ3 as a selective Fenton-like catalyst for clean oxidation of sulfides, Journal of colloid and interface science, 511: 447 (2017).
17
[18] E. Doustkhah, S. Rostamnia, H.G. Hossieni, R. Luque, Covalently Bonded PIDA on SBA‐15 as Robust Pd Support: Water‐Tolerant Designed Catalysts for Aqueous Suzuki Couplings, ChemistrySelect, 2: 329-334 (2017).
18
[19] S. Rostamnia, M. Jafari, Metal–organic framework of amine‐MIL‐53 (Al) as active and reusable liquid‐phase reaction inductor for multicomponent condensation of Ugi‐type reactions, Applied Organometallic Chemistry, 31: (2017).
19
[20] S. Rostamnia, S. Kholdi, Synthesis of hybrid interfacial silica-based nanospheres composite as a support for ultra-small palladium nanoparticle and application of PdNPs/HSN in Mizoroki-Heck reaction, Journal of Physics and Chemistry of Solids, 111: 47-53 (2017).
20
[21] S. Rostamnia, E. Doustkhah, B. Zeynizadeh, Cationic modification of SBA-15 pore walls for Pd supporting: Pd@ SBA-15/IL DABCO as a catalyst for Suzuki coupling in water medium, Microporous and Mesoporous Materials, 222: 87-93 (2016).
21
[22] S. Rostamnia, E. Doustkhah, R. Bulgar, B. Zeynizadeh, Supported palladium ions inside periodic mesoporous organosilica with ionic liquid framework (Pd@ IL-PMO) as an efficient green catalyst for S-arylation coupling, Microporous and Mesoporous Materials, 225: 272-279 (2016).
22
[23] S. Rostamnia, E. Doustkhah, A mesoporous silica/fluorinated alcohol adduct: an efficient metal-free, three-component synthesis of indazolophthalazinetrione heterocycles using a reusable nanoporous/trifluoroethanol adduct (SBA-15/TFE), Tetrahedron Letters, 55: 2508-2512 (2014).
23
[24] S. Rostamnia, A. Morsali, Basic isoreticular nanoporous metal–organic framework for Biginelli and Hantzsch coupling: IRMOF-3 as a green and recoverable heterogeneous catalyst in solvent-free conditions, RSC Advances, 4: 10514-10518 (2014).
24
[25] S. Rostamnia, H. Alamgholiloo, X. Liu, Pd-grafted open metal site copper-benzene-1, 4-dicarboxylate metal organic frameworks (Cu-BDC MOF’s) as promising interfacial catalysts for sustainable Suzuki coupling, Journal of colloid and interface science, 469: 310-317 (2016).
25
[26] K.-i. Katsumata, R. Motoyoshi, N. Matsushita, K. Okada, Preparation of graphitic carbon nitride (g-C3N4)/WO3 composites and enhanced visible-light-driven photodegradation of acetaldehyde gas, Journal of hazardous materials, 260: 475-482 (2013).
26
[27] Z. Jin, N. Murakami, T. Tsubota, T. Ohno, Complete oxidation of acetaldehyde over a composite photocatalyst of graphitic carbon nitride and tungsten (VI) oxide under visible-light irradiation, Applied Catalysis B: Environmental, 150: 479-485 (2014).
27
[28] J. Ding, Q. Liu, Z. Zhang, X. Liu, J. Zhao, S. Cheng, B. Zong, W.-L. Dai, Carbon nitride nanosheets decorated with WO 3 nanorods: ultrasonic-assisted facile synthesis and catalytic application in the green manufacture of dialdehydes, Applied Catalysis B: Environmental, 165: 511-518 (2015).
28
[29] H.J. Kong, D.H. Won, J. Kim, S.I. Woo, Sulfur-doped g-C3N4/BiVO4 composite photocatalyst for water oxidation under visible light, Chemistry of Materials, 28: 1318-1324 (2016).
29
ORIGINAL_ARTICLE
Metal-Free Graphene Quantum Dots Catalyzed Reduction of Aromatic Nitro Compounds in the Presence of LED Light
In this study, for the first time, Graphene Quantum Dots (QGD) was used as a green catalyst for the reduction of aromatic nitro compounds under the Light-Emitting Diode (LED) and metal-free conditions. Prepared graphene quantum dots were characterized using different techniques such as Transmission Electron Microscopy (TEM), X-ray Photoelectron Spectroscopy (XPS), and absorption and emission spectroscopy. Using graphene quantum dots, structurally different aromatic nitro compounds were reduced to corresponding amines at room temperature and gave corresponding amines at high to excellent yields. Finally, the kinetic reduction reaction of different substitutions nitrobenzene (ortho, meta, and para) and the effect of substitution on rate were studied.
https://www.nsmsi.ir/article_28577_04e7b115840cf4ed54fb02528786beb0.pdf
2019-08-23
51
59
Graphene quantum dots
Reduction
Nitro aromatic
Light-emitting diode
Sodium borohydride
Mohammad
Gholinejad
gholinejad@iasbs.ac.ir
1
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P.O. Box 45137-6731 Zanjan, I.R. IRAN
LEAD_AUTHOR
Mohammad
Seyedhamzeh
m.s.hamzeh@gmail.com
2
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P.O. Box 45137-6731 Zanjan, I.R. IRAN
AUTHOR
Mohsen
Kompany‐Zareh
kompanym@iasbs.ac.ir
3
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P.O. Box 45137-6731 Zanjan, I.R. IRAN
AUTHOR
Foad
Kazemi
kazemi_f@iasbs.ac.ir
4
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P.O. Box 45137-6731 Zanjan, I.R. IRAN
AUTHOR
[1] Bacon M., Bradley S.J., Nann, T., Graphene quantum dots. Particle & Particle Systems Characterization,Part. Part. Syst. Charact., 31(4): 415-428 (2014).
1
[2] Shen J., Zhu Y., Yang X., Li, C., Graphene quantum dots: emergent nanolights for bioimaging, sensors, catalysis and photovoltaic devices, Chem. Commun., 48(31): 3686-3699 (2012).
2
[3] Li L., Wu G., Yang, G., Peng, J., Zhao, J., Zhu, J.J., Focusing on luminescent graphene quantum dots: current status and future perspectives, Nanoscale, 5(10): 4015-4039 (2013).
3
[4] Gholinejad M., Ahmadi J., Nájera C., Seyedhamzeh M., Zareh F.,Kompany‐Zareh, M., Graphene Quantum Dot Modified Fe3O4 Nanoparticles Stabilize PdCu Nanoparticles for Enhanced Catalytic Activity in the Sonogashira Reaction. Chem. Cat. Chem., 9(8): 1442-1449 (2017).
4
[5] Kadam H.K., Tilve, S.G., Advancement in methodologies for reduction of nitroarenes. RSC Adv., 5(101): 83391-83407 (2015).
5
[6] Kiasat A.R., Zayadi M., Mohammad-Taheri F., Fallah-Mehrjard M., Simple, Practical and Eco-friendly Reduction of Nitroarenes with Zinc in the Presence of olyethylene Glycol Immobilized on Silica Gel as a New Solid–liquid Phase Transfer Catalyst in Water. Iran. J. Chem. Chem. Eng. (IJCCE), 30(2):37-41(2011).
6
[7] Zeynizadeh B.,Zabihzadeh, M., Rapid and green reduction of aromatic/aliphatic nitro compounds to amines with NaBH4 and additive Ni2B in H2O. J. Iran. Chem. Soc., 12(7): 1221-1226 (2015).
7
[8] Corma A., Serna P., Preparation of substituted anilines from nitro compounds by using supported gold catalysts. Nat. Protoc., 1(6): 2590-2595 (2006).
8
[9] Wang J., Yuan Z., Nie R., Hou Z., Zheng X., Hydrogenation of nitrobenzene to aniline over silica gel supported nickel catalysts. Ind. Eng. Chem. Res., 49(10): 4664-4669 (2010).
9
[10] Kantam M.L., Chakravarti R., Pal U., Sreedhar B., Bhargava, S., Nanocrystalline Magnesium Oxide‐Stabilized Palladium (0): An Efficient and Reusable Catalyst for Selective Reduction of Nitro Compounds. Adv. Synth. Catal. , 350(6): 822-827 (2008).
10
[11] Zeynizadeh B., Zabihzadeh M., Shokri Z., Cu nanoparticles: a highly efficient non-noble metal catalyst for rapid reduction of nitro compounds to amines with NaBH4 in water. J. Iran. Chem. Soc., 13(8): 1487-1492 (2016).
11
[12] Orlandi M., Tosi F., Bonsignore M., Benaglia, M., Metal-Free Reduction of Aromatic and Aliphatic Nitro Compounds to Amines: A HSiCl3-Mediated Reaction of Wide General Applicability. Org. Lett., 17(16): 3941-3943 (2015).
12
[13] Yu C., Liu B., Hu L., Samarium (0) and 1, 1 ‘-dioctyl-4, 4 ‘-bipyridinium dibromide: a novel electron-transfer system for the chemoselective reduction of aromatic nitro groups. J. Org. Chem, 66(3): 919-924 (2001).
13
[14] Maki Y., Sugiyama H., KikuchiK., Seto, S., THIOL-ACTIVATED SODIUM BOROHYDRIDE REDUCTION OF NITRO COMPOUNDS. Chem. Lett., 4(10): 1093-1094 (1975).
14
[15] Sharma S., Kumar M., Kumar V., Kumar N., Metal-free transfer hydrogenation of nitroarenes in water with vasicine: revelation of organocatalytic facet of an abundant alkaloid. J. Org. Chem., 79(19): 9433-9439 (2014).
15
[16] Park, K.K., Oh, C.H. and Sim, W.J., 1995. Chemoselective reduction of nitroarenes and nitroalkanes by sodium dithionite using octylviologen as an electron transfer catalyst. J. Org. Chem., 60(19): 6202-6204 (1995).
16
[17] Ma C.B., Zhu Z.T., Wang H.X., Huang X., Zhang X., Qi X., Zhang H.L., Zhu Y., Deng X., Peng Y., Han, Y., A general solid-state synthesis of chemically-doped fluorescent graphene quantum dots for bioimaging and optoelectronic applications. Nanoscale, 7(22): 10162-10169 (2015).
17
[18] Shchukarev, A.,Korolkov, D., XPS study of group IA carbonates. Open Chem., 2(2):347-362 (2004).
18
[19] Karimi B., Mansouri F., Vali, H., A Highly Water‐Dispersible/Magnetically Separable Palladium Catalyst: Selective Transfer Hydrogenation or Direct Reductive N‐Formylation of Nitroarenes in Water. Chem. Plus Chem., 80(12): 1750-1759 (2015).
19
[20] Zolfigol, M. A., Amani K., Ghorbani-Choghamarani A., Hajjami M., Ayazi-Nasrabadi R., Jafari S. Chemo and homoselective catalytic oxidation of sulfides to sulfoxides with supported nitric acid on silica gel and poly vinyl pyrrolidone (PVP) catalyzed by KBr and/or NaBr. Catal. Commun. 9(8) :1739-1744 (2008)
20
[21] Hasaninejad A., Chehardoli G., Zolfigol M. A., Abdoli A. Uronium Hydrogen Sulfate/Urea- Hydrogen Peroxide as a Green and Metal- Free Catalytic System for the Efficient, Chemo-, and Homoselective Oxidation of Sulfides to Sulfoxides. Phosphorus, Sulfur, and Silicon, 186 (2): 271–280, (2011).
21
[22] Amani K., Zolfigol M. A., Ghorbani-Choghamarani A., Hajjami M. Ferric nitrate in the presence of catalytic amounts of KBr or NaBr: an efficient and homoselective catalytic media for the selective oxidation of sulfides to sulfoxides. Monatsh. Chem., 140(1): 65–68(2009).
22
[23] Mondal P., Ghosal K., Bhattacharyya S.K., Das M., Bera A., Ganguly D., Kumar P., Dwivedi J., Gupta R.K., Martí A.A., Gupta B.K., Formation of a gold–carbon dot nanocomposite with superior catalytic ability for the reduction of aromatic nitro groups in water. RSC Adv., 4(49): 25863-25866 (2014).
23
[24] Du J., Xia Z., Measurement of the catalytic activity of gold nanoparticles synthesized by a microwave-assisted heating method through time-dependent UV spectra. Analytical Methods, 5(8): 1991-1995 (2013).
24
[25] Fountoulaki S., Daikopoulou V., Gkizis P.L., Tamiolakis I., Armatas G.S., Lykakis, I.N., Mechanistic studies of the reduction of nitroarenes by NaBH4 or hydrosilanes catalyzed by supported gold nanoparticles
25
ORIGINAL_ARTICLE
Epoxidation Reactions Using Mesoporous SBA-15 Supported Mn(II)-Substituted Polyoxophosphomolybdate as Catalyst
Nanoscale catalyst SBA-POM was successfully synthesized by covalent bonding of polyoxomolybdate [PMnMo11O39]5‒ on the amino-functionalized SBA-15. The mesoporous nanomaterials, SBA-POM were characterized by a series of characterization techniques such as FT–IR, XRD, SEM, and EDX. The synthesized nanocatalyst was employed for olefins epoxidation which showed efficient reactivity with high yield and selectivity for the products, in most cases. In addition, the prepared heterogeneous nanocomposite was chemically stable and can be efficiently reused for at least five cycles without a significant loss in catalytic activity. Leaching tests and metal analysis of reaction solutions show that the catalytic activity stemmed from the immobilized species, not from the leaching of active species into solution.
https://www.nsmsi.ir/article_31057_28964db944c6bf46d1b5cb5826ad6fd1.pdf
2019-08-23
59
67
Heterogeneous catalyst
SBA-15
Polyoxomolybdate
Epoxidation reactions
Maryam
Zare
mmzare1981@gmail.com
1
Department of Basic Sciences, Golpayegan University of Technology, P.O. Box 8771765651, Golpayegan, I.R. IRAN
LEAD_AUTHOR
Zeinab
Moradi Shoeili
zmoradi@guilan.ac.ir
2
Department of Chemistry, Faculty of Sciences, University of Guilan, Rasht, I.R. IRAN
AUTHOR
[1] Zhu Y., Wang Q., Cornwall R.G., Shi Y., Organocatalytic Asymmetric Epoxidation and Aziridination of Olefins and Their Synthetic Applications, Chem. Rev., 114: 8199-8256 (2014).
1
[2] نعلبندی، احمد.؛ خلیلی، علی، اصغر، اپوکسیداسیون روغن سویا توسط کاتالیست ناهمگن سیلیکا سولفوریک اسید، نشریه شیمی و مهندسی شیمی ایران، (4)33: 19 تا 29(1393).
2
[3] Mallat T., Baiker A., Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts, Chem. Rev., 104: 3037-3058 (2004).
3
[4] Narkhede N., Singh S., Patel A., Recent progress on supported polyoxometalates for biodiesel synthesis via esterification and transesterification, Green Chem., 17: 89-107 (2015).
4
[5] Patel K., Patel A., Functionalization of Keggin type manganese substituted phosphotungstate by R-(−)-1-cyclohexylethylamine: Synthesis and characterization, Inorg. Chim. Acta., 382: 79-83 (2012).
5
[6] Wang S., Yang G., Recent Advances in Polyoxometalate-Catalyzed Reactions, Chem. Rev., 115: 4893–4962 (2015).
6
[7] Fielden J., Quasdorf K., Croninc L., Kögerler P., A fluorophosphate-based inverse Keggin structure, Dalton Trans., 41: 9876-9878 (2012).
7
[8] Zhou Y., Guo Z., Hou W., Wang Q., Wang J., Polyoxometalate-based phase transfer catalysis for liquid–solid organic reactions: a review., Catal. Sci. Technol. 5: 4324-4335 (2015).
8
[9] Moradi-Shoeili Z., Zare M., Bagherzadeh M., Synthesis and characterization of magnetic silica-supported Mn(II)-substituted polyoxophosphotungstate as catalyst in sulfoxidation reaction, J Nanopart Res., 18: 298-306 (2016).
9
[10] Polshettiwar V., Luque R., Fihri A., Zhu H., Bouhrara M., Basset J.M., Magnetically Recoverable Nanocatalysts., Chem. Rev., 111: 3036–3075 (2011).
10
[11] Zare M., Moradi-Shoeili Z., Ashouri F., Bagherzadeh M., Heterogeneous SBA-15-supported Oxoperoxomolybdenum(VI) complex for enhanced olefin epoxidation., Catal. Commun., 88: 9-12 (2017).
11
[12] Yang W., Liu H., Li Y., He D., Interaction mechanism of Ni(NO3)2·6H2O and P123 in preparing highly-dispersed Ni/SBA-15 catalytic materials., Microporous Mesoporous Mat., 228:174-181 (2016).
12
[13] جورشعبانی میلاد.؛ بدیعی علیرضا.؛ لشگری نگار .؛ محمدی زیارانی قدسی، تهیه و شناسایی نانومتخلخل V-SBA-16 و کاربرد آن به عنوان کاتالیست در فرایند اکسایش مستقیم بنزن به فنل، نشریه شیمی و مهندسی شیمی ایران، (3)34: 13 تا 20(1394).
13
[14] ممیز فروغ ؛ توفیقی داریان جعفر ؛ علیزاده علی محمد، اثر بارگذاری فلزهای سریم و زیرکونیم بر پایه HZSM-5 برای تولید الفین های سبک از نفتا، نشریه شیمی و مهندسی شیمی ایران، (1)33: 37 تا 47(1393).
14
[15] Gawande M.B., Monga Y., Zboril R., Sharma R.K., Silica-decorated magnetic nanocomposites for catalytic applications., Coord. Chem. Rev., 288: 118-143 (2015).
15
[16] Ariga, K., Vinu A., Hill J.P., Mori T., Coordination chemistry and supramolecular chemistry in mesoporous nanospace., Coord. Chem. Rev., 251: 2562-2591 (2007).
16
[17] Dragoi A. U, B., Chirieac A., Ciotonea, C., Royer S., Duprez D., Mamede A.S., Dumitriu E., Composition-dependent morphostructural properties of Ni–Cu oxide nanoparticles confined within the channels of ordered mesoporous SBA-15 silica., ACS Appl. Mater. Interfaces, 5: 3010 (2013).
17
[18] Bagherzadeh M., Zare M., Amini M., Salemnoush T., Akbayrak S., Özkar S., Epoxidation of olefins catalyzed by a molybdenum-Schiff base complex anchored in the pores of SBA-15., J. Mol. Catal. A: Chem., 395: 470-480 (2014).
18
[19] Duan L., Fu R., Zhang B., Shi W., Chen Sh., Wan Y., An Efficient Reusable Mesoporous Solid-Based Pd Catalyst for Selective C2 Arylation of Indoles in Water., ACS Catal., 6: 1062–1074 (2016).
19
[20] Park S.E., Han D.S., Han S.C., Jin M.J., Ohsuna T., Amino-functionalized SBA-15 type mesoporous silica having nanostructured hexagonal platelet morphology., Chem. Commun., 39: 4131-4133 (2006).
20
[21] Patel A., Pathan S., Keggin-type cesium salt of first series transition metal-substituted phosphomolybdates: one-pot easy synthesis, structural, and spectral analysis., J. Coord. Chem., 65: 3122-3132 (2012).
21
[22] Yan B., Li Y., Luminescent ternary inorganic-organic mesoporous hybrids Eu(TTASi-SBA-15)phen: covalent linkage in TTA directly functionalized SBA-15., Dalton Trans., 39: 1480-1487 (2010).
22
[23] Li Y., Yan B., Liu J.L., Luminescent Organic–Inorganic Hybrids of Functionalized Mesoporous Silica SBA-15 by Thio-Salicylidene Schiff Base., Nanoscale Res. Lett., 5: 797-804 (2010).
23
[24] Zhang, L.; Yu, C.; Zhao, W.; Hua, Z.; Chen, H.; Li, L.; Shi, J. Preparation of multi-amine-grafted mesoporous silicas and their application to heavy metal ions adsorption. J. Non-Cryst. Solids, 353: 4055-4061(2007).
24
[25] Quintanilla, D.P.; Hierro, I.; Fajardo, M.; Sierra, I. Preparation of 2-mercaptobenzothiazole-derivatized mesoporous silica and removal of Hg(II) from aqueous solution. J. Environ. Monit. 8: 214-222 (2006).
25
[26] Nunes, C.D.; Pillinger, M.; Valente, A.A.; Rocha, J.; Lopes, A.D.; Goncalves, I.S. Dioxomolybdenum(VI)-modified mesoporous MCM-41 and MCM-48 materials for the Catalytic Epoxidation of Olefins. Eur. J. Inorg. Chem. 3870-3877 (2003).
26
[27] Bagherzadeh M., Zare M., Salemnoush T., Özkar S., Akbayrak S., Immobilization of dioxomolybdenum(VI) complex bearing salicylidene 2-picoloyl hydrazone on chloropropyl functionalized SBA-15: A highly active, selective and reusable catalyst in olefin epoxidation., Appl. Catal. A: Gen., 475: 55-62 (2014).
27
[28] Ferreira P., Goncalves I.S., Kuhn F.E., Lopes A.D., Martins M.A., Pillinger M., Pina A., Rocha J., Romao C.C., Santos A.M., Santos T.M., Valente A.A., Mesoporous Silicas Modified with Dioxomolybdenum(VI) Complexes: Synthesis and Catalysis., Eur. J. Inorg.Chem., 2000: 2263–2270 (2000).
28
[29] Thiel W.R., Priermeier T., The First Olefin-Substituted Peroxomolybdenum Complex: Insight into a New Mechanism for the Molybdenum-Catalyzed Epoxidation of Olefins., Angew. Chem. Int. Ed. Engl., 34: 1737–1738 (1995).
29
ORIGINAL_ARTICLE
One-Pot Synthesis of Tetrahydrochromenochromene Diones Catalyzed by 3-carboxy-1-sulfopyridinium Chloride
The development of new methods for the efficient preparation of heterocyclic compounds is an important issue in the synthesis of organic compounds in chemistry. Chromene derivatives play a considerable role in the synthesis of pharmaceutical compounds as a significant structural component in active and natural biological compounds. In this research, 3-carboxy-1-sulfopyridinium chloride ([NA-SO3H]+Cl-) was evaluated as a recoverable catalyst for the one-pot synthesis of dihydrochromenochromene derivatives by reaction of aryl aldehydes, 1,3-cyclohexanediones, and hydroxycoumarines in good to excellent yields in ethanol at 70 °C. The [NA-SO3H]+Cl- could be recycled several times without significant loss of its catalytic activity. Clean methodologies, easy work-up procedures, high yield, and simple preparation of the catalyst are some advantages of this procedure. All products were characterized by spectral data and by comparison with authentic samples reported in the literature.
https://www.nsmsi.ir/article_31167_89daa71684c2e4339dc36d172f8002bb.pdf
2019-08-23
69
76
Nicotinic acid
Chlorosulfonic acid
multicomponent reactions
Dihydrochromeno-chromene
Masoud
Mokhtary
mmokhtary@iaurasht.ac.ir
1
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
LEAD_AUTHOR
Mohammad
Nikpassand
mohammadnikpassand@gmail.com
2
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
AUTHOR
[1] Rotstein B. H., Zaretsky S., Rai V., Yudin A. K., Small heterocycles in multicomponent reactions, Chem. Rev., 114: 8323-8359 (2014).
1
[2] Dömling A., Wang W., Wang K., Chemistry and biology of multicomponent reactions, Chem. Rev., 112: 3083-3135 (2012).
2
[3] Dömling A., Recent developments in isocyanide based multicomponent reactions in applied chemistry, Chem. Rev., 106:17-89 (2006).
3
[4] Elinson M. N., Dorofeev A. S., Feducovich S. K., Gorbunov S. V., Nasybullin R. F., Stepanov N. O., Nikishin G. I., Electrochemically induced chain transformation of salicylaldehydes and alkyl cyanoacetates into substituted 4H-chromenes, Tetrahedron Lett., 47: 7629-7633 (2006).
4
[5] Sun W., Cama L. J., Birzin E. T., Warrier S., Locco L., Mosley R., Hammond M. L., Rohrer S. P., 6H-Benzo[c]chromen-6-one derivatives as selective ERbeta agonists, Bioorg. Med. Chem. Lett., 16: 1468-1472 (2006).
5
[6] Stachulski A. V., Berry N. G., Low A. C. L., Moores S. L., Row E., Warhurst D. C., Adagu I. S., Rossignol, J. F., Identification of isoflavone derivatives as effective anticryptosporidial agents in vitro and in vivo, J. Med. Chem., 49: 1450-1454 (2006).
6
[7] Chen Z., Zhu Q., Su W., Novel sulfonic acid functionalized ionic liquid catalyzed multicomponent synthesis of 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione derivatives in water, Tetrahedron Lett., 52: 2601-2604 (2011).
7
[8] Sun, X .J., Zhou, J. F., Zhi, S. J., Efficient one-pot synthesis of tetrahydrobenzo [c]xanthene-1,11-dione derivatives under microwave irradiation , Synth. Commun., 42: 1987-1995 (2012).
8
[9] Anaraki-Ardakani H., Ghanavatian R., Akbari M., An efficient one-pot Synthesis of tetrahydro-chromeno [4,3-b]chromene-6,8-dione and tetrahydro-pyrano[4,3-b]chromene-1,9-dione derivatives under solvent-free conditions, World Appl. Sci. J., 22: 802-808 (2013).
9
[10] Pradhan K., Paul S., Das A. R., An efficient Lewis acid-surfactant-combined catalyst (LASC) for the one pot synthesis of chromeno[4,3-b]chromene derivatives by assembling the basic building blocks, Tetrahedron Lett., 54: 3105-3110 (2013).
10
[11] Maleki B., Green synthesis of bis-coumarin and dihydropyrano[3,2-c]chromene derivatives catalyzed by o-Benzenedisulfonimide, Org. Prep. Proced. Int. 48:303–318 (2016).
11
[12] Jean K., Philippe H., "Nutrition for Healthy Skin: Strategies for Clinical and Cosmetic Practice", Springer Science & Business Media, 153 (2010).
12
ORIGINAL_ARTICLE
Synthesis of New Polyamine Ligands Using Vinamidinium Salts
In the present study, synthesis of new polyamine ligands using vinamidinium salts in the presence of N-ethyl diisopropylamine in ethanol were reported. In the first part of this study, the synthesis of new polyamine ligands has been reported, in the presence of N-ethyl diisopropylamine in ethanol in three steps: 1. Preparation of N-heteroaryl acetic acid salts, 2. Synthesis of vinamidinium salts and 3. synthesis of polyamine ligands using vinamidinium salts. In the second part, from the reaction of nickel acetate with synthesized polyamine compounds in DMSO as the solvent, the corresponding nickel (II) complexes were obtained and studied by UV spectroscopy.
https://www.nsmsi.ir/article_31232_b46cad460a4eed84de777f25b5a66b88.pdf
2019-08-23
77
85
Heterocyclic compounds
Polyamine ligands
Vinamidinium Salts
Abdoimohammad
Mehranpour
ammehranpour@hotmail.com
1
Department of Chemistry, Persian Gulf University, Bushehr, I.R. IRAN
LEAD_AUTHOR
Leila
Gudarzi
leila.gudarz@iyahoo.cpm
2
Department of Chemistry, Persian Gulf University, Bushehr, I.R. IRAN
AUTHOR
[1] Kappe C. O., 100 years of the biginelli dihydropyrimidine synthesis. Tetrahedron, 49: 6937-6963(1993).
1
[2] Mehranpour A. M., Synthesis of new derivatives of 1,5,9,13-tetraaza[16]annulene using 2-substituted vinamidinium salts. Tetrahedron Lett., 55: 5229-5231 (2014).
2
[3] Kozikowski A. P., Reviews of several applications of heterocyclic compounds can be found in Comprehensi Heterocyclic Chemistry, 1, Meth-Cohn O. )ed.(, Pergamon Press, Oxford, (1984).
3
[4] Mehranpour A. M., Zahiri M., Synthesis and characterization of new benzimidazole derivatives using 2-substituted 1,3-bis(dimethylamino)-trimethinium salts .Tetrahedron Lett., 55: 3969-3971 (2014).
4
[5] (a) Reviews: Kozikowski, A. P. in Comprehensive Heterocyclic Chemistry, Vol. 1, ed. Meth-Cohn, O. Pergamon Press, Oxford, (1984), p. 413. (b) Lipshutz B. H., Five-membered heteroaromatic rings as intermediates in organic synthesis. Chem. Rev. 86: 795-819 (1986). (c) Shipman M., Aromatic heterocycles as intermediates in natural product synthesis. Contemp. Org. Synth. 2: 1-17 (1995).
5
[6] Mehranpour A. M., Hashemnia S., Bashiri E., Synthesis of new dibenzo-tetraaza and dibenzo-dioxadiaza [14]annulene derivatives using 3-bromo-substituted vinamidinium salts, Synth. Commun. 43: 1931-1938 (2013).
6
[7] Gregory R. Johnson A., Alexis T. B., Effects of Lewis acidity of Metal Oxide Promoters on the Activity and Selectivity of Co-Based Fischer–Tropsch Synthesis Catalysts, Journal of Catalysis., 338: 250–264 (2016).
7
[8] Bahman Jahromi E., Mehranpour A. M., Synthesis of New 7-Aminoquinolines from 1,3-Diaminobenzene and 2-Substituted Vinamidinium Salts. Org. Prep. Proc. Int. 48: 468-473 (2016).
8
[9] Bahmani B., Mehranpour A. M., Nowrouzi N., Facile synthesis of novel 3-substituted pyrido[1,2-a] pyrimidinium salts using vinamidinium salts. Synth. Commun. 46: 1833-1839 (2016).
9
[10] Bahmani B., Mehranpour, A. M., A Novel Synthesis of New 1,8-Naphthyridine Derivatives Using the Reaction of Vinamidinium Salts With 2,6-Diaminopyridine. J. Heterocyclic Chem. 54: 1210-1214 (2017).
10
[11] Mehranpour A. M., Hashemnia S., Shayan Z., Synthesis and characterization of new derivatives of 1,4-diazepinium salts. Synth. Commun. 41:3501-3511 (2011).
11
[12] Hashemnia S., Mehranpour A. M., Rezvani S., Ameri Rad J., Synthesis, electronic spectroscopy, electrochemistry and catalyticactivity of a new Co (II) complex of 1,4,8,11-tetraaza[14]annulenederivative. Synthetic Methals.187: 68-74(2014).
12
[13] (a) Takamatsu S., Kim Y. P., Hayashi M., Hiraoka H. , Natori M., KomiyamaK., Omura S., Macrosphelide, a novel inhibitor of cell-cell adhesion molecule. II. Physiochemical properties and structural elucidation. J. Antibiot. (Tokyo), 49:95-98 (1996). (b) Takamatsu S., Hiraoka H., Kim Y.Y., Hayashi M., Natori M., Komiyama K., Omura S., Macrosphelides C and D, novel inhibitors of cell adhesion. J. Antibiot. (Tokyo), 50: 878-880 (1997). (c) Fukami A., Taniguchi Y., Nakamura T., Rho M.C., Kawaguchi K., Hayashi M., Komiyama K., Omura S., TMC-171A,B,C and TMC-154,novel polyketide antibiotics produced by Gliocladium sp. TC 1304 and TC 1282. J. Antibiot. (Tokyo), 52:1114-1123 (1999).
13
[14] (a) Noga E. J., Barthalmus G. T., Mitchell M. K., Cyclic amines are selective cytotoxic agents for pigmented cells. Cell Biol. Int. 10: 239-247(1986). (b) Craig P. N., In Comprehensive Medicinal Chemistry; Drayton, C. J., Ed.; Pergamon Press: New York, 8 (1991). (c) Awadallah F. M., Muller F., Lehmann A. H., Abadi A. H., Synthesis of novel lactam derivatives and their evaluation as ligands for the dopamine receptors, leading to a D4-selective ligand. Bioorg. Med. Chem. 15: 5811-5818 (2007). (d) Bagley M. C., Davis T., Dix M. C., Rokicki M. J., Kipling D., Rapid synthesis of VX-745: p38 MAP kinase inhibition in Werner syndrome cells. Bioorg. Med. Chem. Lett. 17: 5107-5110(2007).
14
(e) Conchon E., Anizon F., Adoab B ., Purdhomme M., synthesis and biological activities of new checkpoint kinase1 inhubitors structurally related to granulation. J. Med .Chem . 50: 4669-4680 (2007)
15
[15] Chen Y.l., Fang k.c., Sheu j.Y., Hsu S.l., Tzeng C.C., Search Results Synthesis and antibacterial evaluation of certain quinolone derivatives. J. Med. Chem. 44: 2374-2377 (2001).
16
[16] بیات، نیما؛ رضایی، مهران ؛ مشکانیک، فرشته ، مطالعه اثر بهبود دهنده ها برعملکرد کاتالیست مبتنی بر نیکل در تجزیه ترموکاتالیستی متان، نشریه شیمی و مهندسی شیمی ایران، 36: 95 تا 103( 1396).
17
ORIGINAL_ARTICLE
Synthesis of Functionalized Ketenimines from Hydrazones, Acetylenic Esters, and Alkyl Isocyanides
A simple, efficient one-pot three-component reaction of alkyl isocyanides, acetylenic esters, and hydrazones proceeded at dichloromethane at room temperature afford as highly functionalized ketenimines. The reaction between benzaldehyde derivatives with isatin or benzhydrazide provides hydrazones in good to excellent yields. 1,3-Dipolar intermediates result from alkyl isocyanides to acetylenic esters in the presence of acidic proton, for example, hydrazones proceeded at ketenimines. The functionalized ketenimines caused a suitable substrate for organic compounds. The present procedure carries the advantage that not only is the reaction performed under neutral conditions, but also the substances can be mixed without any activation or catalyst.
https://www.nsmsi.ir/article_31233_bfd8ba846bcd37208091a07a33906503.pdf
2019-08-23
87
95
Three-component reaction
Alkyl isocyanides
Benzhydrazide
Ketenimines
Acetylenic Esters
Mohammad
Bayat
bayat_mo@yahoo.com
1
Department of Chemistry, Imam Khomeini International University, Qazvin, I.R. IRAN
LEAD_AUTHOR
Somaye
Zeinali Nikoo
2
Department of Chemistry, Imam Khomeini International University, Qazvin, I.R. IRAN
AUTHOR
Monireh
Rezaei,
monireh.rezaei1370@gmail.com
3
Department of Chemistry, Imam Khomeini International University, Qazvin, I.R. IRAN
AUTHOR
[1] Neochoritis C.G., Zarganes-Tzitzikas T., Stephanidou-Stephanatou J., Dimethyl Acetylenedicarboxylate: A versatile tool in organic synthesis, Synthesis, 46: 537-585 (2014).
1
[2] Shaabani A., Maleki A., Rezayan A.H., Sarvary, A., Recent progress of isocyanide-based multicomponent reactions in Iran, Mol. Divers.,15: 41-68 (2011).
2
[3] Dömling A., Ugi I., Multicomponent reactions with isocyanides, Angew. Chem., Int. Ed.,39: 3168-3210 (2000).
3
[4] Ugi I., From isocyanides via four‐component condensations to antibiotic syntheses, Angew. Chem., Int. Ed.,21: 810-819 (1982).
4
[5] Dömling A., Recent developments in isocyanide based multicomponent reactions in applied chemistry, Chem. Rev.,106: 17-89 (2006).
5
[6] Winterfeldt E., Schumann D., Dillinger H.J., Additionen an die Dreifachbindung, XI. Struktur und Reaktionen des 2: 1‐Adduktes aus Acetylendicarbonester und Isonitrilen, Chem. Ber.,102: 1656-1664 (1969).
6
[7] Janežič D., Hodošček M., Ugi I., The Simultaneous a-Addition of a Cation and an Anion onto an Isocyanide, Internet Electron. J. Mol. Des.,1: 293-299 (2002).
7
[8] Nair V., Menon R.S., Sreekumar, V., Multicomponent reactions based on nucleophilic carbenes and their applications in organic synthesis, Pure appl.chem.,77: 1191-1198 (2005).
8
[9] Adib M., Sayahi M.H., An efficient one-pot synthesis of 4Hpyrrolo [3, 2, 1-ij] quinolines, Monatsh. Chem.,137: 207-211 (2006).
9
[10] Anary-Abbasinejad M., Anaraky-Ardakani H., Rastegari F., Hassanabadi, A. One-pot synthesis of functionalised keteneimines by three component reaction of isocyanides, dialkyl acetylenedicarboxylates, and 4-phenylaminocoumarin, J. Chem. Res.,2007(10): 602-604 (2007).
10
[11] Yavari I., Nasiri F., Djahaniani H., Synthesis and dynamic NMR study of ketenimines derived from tert-butyl isocyanide, alkyl 2-arylamino-2-oxo-acetates, and dialkyl acetylenedicarboxylates, Mol. Divers.,8: 431-435 (2004).
11
[12] Yavari I., Zare H., Mohtat, B., Three-Component Synthesis of Dialkyl 2-(Alkylimino-Methylene) 3-(2, 2, 5-Trimethyl-4, 6-Dioxo-1,3-Dioxan-5-Yl)-Succinates, Mol. Divers., 10(2): 247-250 (2006).Yavari I., Nasiri F., Djahaniani H., Synthesis and dynamic NMR study of ketenimines derived from tert-butyl isocyanide, alkyl 2-arylamino-2-oxo-acetates, and dialkyl acetylenedicarboxylates, Mol. Divers.,8: 431-435 (2004).
12
[13] Lu P., Wang Y., The thriving chemistry of ketenimines, Chem. Soc. Rev., 41: 5687-5705 (2012).
13
[14] Krow G.R., Synthesis and Reactions of Ketenimines, Angew. Chem. Int. Ed., 10: 435-449 (1971).
14
[15] Aumann R., Ketenimine Complexes from Carbene Complexes and Isocyanides: Versatile Building Blocks for Carbocycles and Nheterocycles [New Synthetic Methods (74)], Angew. Chem. Int. Ed.,27: 1456-1467 (1988).
15
[16] Li M., Kong W., Wen L.R., Liu F.H., Facile isocyanide-based one-pot three-component regioselective synthesis of highly substituted pyridin-2(1H)-one derivatives at ambient temperature, Tetrahedron, 68: 4838-4845 (2012).
16
[17] Bayat M., Imanieh H. , Hossieninejad E., Simple Synthesis of Highly Functionalized Ketenimines,Synth. Commun., 38: 2567-2574 (2008).
17
[18] Yavari I., Sanaeishoar T., Azad L., Ghazvini M., Ketenimine N-functionalization of thiazolidine-2, 4-diones with acetylenes and isocyanides,Mendeleev Commun., 21: 108-109 (2011).
18
[19] Yavari I., Nematpour M.M., Synthesis of Functionalized Azet-2(1H)-imines through [2+2] Cycloaddition of Imines and Ketenimines, Synlett, 24: 1420-1422 (2013).
19
[20] Yavari I., Taheri Z., Nematpour M., Sheikhi, A., Sulfonyl Ketenimines as Key Intermediates in One-Pot Synthesis of N-Sulfonyl-2-alkaneimidoyl Selenocyanates,Helv. Chim. Acta, 98: 343-346 (2015).
20
[21] تیموری، محمد باقر؛ باژرنگ، ریحانه، به دام اندازی حدواسط هویزگن حاصل از واکنش ایزوسیانیدها با آلکینهای فعال: روشی کارامد برای سنتز ترکیبات آلی نوین، نشریه شیمی و مهندسی شیمی ایران، (3) 29: 1 تا 38 (1389).
21
[22]
22
Shiri, M., Heravi, M., Zadsirjan, V., Nejatinezhad-Arani, A., Shintre, S., Koorbanally, N., Pseudo-five-component condensation for the diversity-oriented synthesis of novel indoles and quinolines containing pseudo-peptides (tricarboxamides), Iran. J. Chem. Chem. Eng. (IJCCE), 37 (4): 101-115 (2018).
23
[23] Khalafy, J., Eslamipour, P., Poursattar Marjani, A., Ahmadi Sabegh, M., Synthesis of a New Series of 4H-benzo[h]chromenes by a Multicomponent Reaction Under Solvent-free Microwave Conditions,Iran. J. Chem. Chem. Eng. (IJCCE), 38(4): 51-57 (2019).
24
[24] محتاط بیتا، سنتز دی آلکیل 2-(4-اکسوکینازولین-3(4H)-ایل) آکریلات ها با استفاده از واکنش دو جزیی 4-هیدروکسی کینازولین با دی آلکیل استیلن دی کربوکسیلات ها در مجاورت کاتالیزگر ایزوکینولین، نشریه شیمی و مهندسی شیمی ایران، (1) 38: 177 تا 183 (1398).
25
ORIGINAL_ARTICLE
One-pot Synthesis of Tetrahydrobenzo[b]pyrans and Pyranopyrazoles Tetrahydrochromenochromene by Ammonium Fluoride
Consideration for the development of new methods for the efficient preparation of heterocyclic compounds is an important issue in the synthesis of organic compounds in chemistry. The benzo[b]pyrans and pyranopyrazoles are important heterocyclic compounds that constitute the structural unit of a series of important natural biological products. In this research, ammonium fluoride was successfully applied to perform a one-pot reaction of aryl aldehydes, dimedone, or 1,3-cyclohexadione and malononitrile in EtOH:H2O (1:1) at room temperature to provide a series of tetrahydrobenzo[b]pyrans in excellent yields. Furthermore, ammonium fluoride catalyzed four-component condensations of aldehyde, malononitrile, hydrazine hydrate, and ethyl acetoacetate to synthesize pyranopyrazole derivatives in EtOH:H2O (1:1) at 80 °C. Clean methodologies, short reaction time, high yields, cost-effective catalysts, non-toxic, and environmentally friendly solvent are some advantages of this research. All products were characterized by spectral data and by comparison with authentic samples reported in the literature.
https://www.nsmsi.ir/article_31237_55243bd146c3613795fbcf8bdfe36846.pdf
2019-08-23
97
105
Tetrahydrobenzo[b]pyran
Pyranopyrazole؛ Ammonium fluoride؛ Malononitrile؛ One-pot synthesis
Matin
Asadi
mas_polychem@yahoo.com
1
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
AUTHOR
Sepideh
Ehsanifar
sepideh.ehsanifar68@gmail.com
2
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
AUTHOR
Masoud
Mokhtary
mmokhtary@iaurasht.ac.ir
3
Department of Chemistry, Rasht Branch, Islamic Azad University, Rasht, I.R. IRAN
LEAD_AUTHOR
[1] Bonsignore L., Loy G., Secci D., Calignano A. Synthesis and pharmacological activity of 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives. Eur. J. Med. Chem., 28: 517-520 (1993).
1
[2] Saini, A.; Kumar, S.; Sandhu, J.S.; A new LiBr-catalyzed, facile and efficient method for the synthesis of 14-alkyl or aryl-14H-dibenzo[a,j]xanthenes and tetrahydrobenzo[b]pyrans under solvent-free conventional and microwave heating, Synlett, 1928-1932 (2006).
2
[3] Hatakeyama S., Ochi N., Numata H., Takano S. A new route to substituted 3-methoxycarbonyldihydropyrans; enantioselective synthesis of (–)-methyl elenolate. J. Chem. Soc. Chem. Commun., 21: 1202-1204 (1988).
3
[4] Nimbalkar U. D., Seijas, J. A., Vazquez-Tato M. P., Damale M. G., Sangshetti J. N., Nikalje A. P. G. Ionic liquid-catalyzed green protocol for multi-component synthesis of dihydropyrano[2,3-c]pyrazoles as potential anticancer scaffolds. Molecules, 22: 1628-1645 (2017).
4
[5] Zaki M. E. A., Saliman H. A., Hiekal O. A., Rashad A. E. Z.,Pyrazolopyranopyrimidines as a class of anti-inflammatory agents. Naturforsch. C: Biosci., 61: 1- 5 (2006).
5
[6] Foloppe N., Fisher L. M., Howes R., Potter A., Robertson A. G., Surgenor A. E. Identification of chemically diverse Chk1 inhibitors by receptor-based virtual screening. Bioorg. Med. Chem.,14: 4792-4802 (2006).
6
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[8] Abdollahi-Alibeik M., Nezampour F. Synthesis of 4H-benzo[b]pyrans in the presence of sulfated MCM-41 nanoparticles as efficient and reusable solid acid catalyst. Reac. Kinet. Mech. Cat., 108: 213-229 (2013).
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[9] Hasaninejad A., Shekouhy M., Golzar N., Zare A., Doroodmand M. M. Silica bonded n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride (SB-DABCO): A highly efficient, reusable and new heterogeneous catalyst for the synthesis of 4H-benzo[b]pyran derivatives. Appl. Catal. A Gen., 402:11-22 (2011).
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[10] Shi D., Mou J., Zhuang Q., Wang X., One-pot synthesis of 2-amino-4-aryl-5-oxo-5,6,7,8-tetrahydro-4H-1-benzopyran-3-carbonitriles in aqueous media. J. Chem. Res., 821-823 (2004).
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[11 Mohammadi Ziarani, G.; Abbasi, A.; Badiei, A.; Aslani, Z.; An efficient synthesis of tetrahydrobenzo[b]pyran derivatives using sulfonic acid functionalized silica as an efficient catalyst. J. Chem., 8: 293-299 (2011).
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[13] Chen L., Bao S., Yang L., Zhang X., Li B., Li Y. Cheap thiamine hydrochloride as efficient catalyst for synthesis of 4H-benzo[b]pyrans in aqueous ethanol. Res. Chem. Intermed., 43: 3883-3891(2017).
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[14] Sharma P., Gupta M., Kant R., Gupta V. K., One-pot synthesis of various 2-amino-4H-chromene derivatives using a highly active supported ionic liquid catalyst. RSC Adv., 6: 32052-32059 (2016).
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[15] Pore D. M., Undale K. A., Dongare B. B., Desai U. V. Potassium Phosphate Catalyzed a Rapid Three-Component Synthesis of Tetrahydrobenzo[b]pyran at Ambient Temperature. Catal. Lett., 132: 104-108 (2009).
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[16] Azarifar D., Abbasi Y. Sulfonic acid–functionalized magnetic Fe3-xTixO4 nanoparticles: New recyclable heterogeneous catalyst for one-pot synthesis of tetrahydrobenzo[b]pyrans and dihydropyrano[2,3-c]pyrazole derivatives. Synth. Commun., 46: 745-758 (2016).
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[17] Jin T. S., Wang A. Q., Shi F., Han L. S., Liu L. B., Li T. S. Hexadecyldimethyl benzyl ammonium bromide: an efficient catalyst for a clean one-pot synthesis of tetrahydrobenzopyran derivatives in water.ARKIVOC, xiv: 78-86 (2006).
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[18] Moosavi-Zare A. R., Zolfigol M. A., Noroozizadeh E., Tavasoli M., Khakyzadeh V., Zare A. Synthesis of 6-amino-4-(4-methoxyphenyl)-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles using disulfonic acid imidazolium chloroaluminate as a dual and heterogeneous catalyst. New J. Chem., 37:4089-4094 (2013).
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[19] Kiyani H., Samimi H. A., Ghorbani F., Esmaieli S. One-pot, four-component synthesis of pyrano[2,3-c]pyrazoles catalyzed by sodium benzoate in aqueous medium. Curr. Chem. Lett. 2: 197-206 (2013).
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[20] Brahmachari G., Banerjee B., Room temperature one-pot green synthesis of coumarin-3-carboxylic acids in water: a practical method for the large-scale synthesis. ACS Sust. Chem. Eng., 2: 411-422 (2014).
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[21] Zhou C. F., Li J. J., Su W. K.. Morpholine triflate promoted one-pot, four-component synthesis of dihydropyrano[2,3-c]pyrazoles. Chin. Chem. Lett., 27: 1686-1690 (2016).
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[22] Kumar G. S., Kurumurthy C., Veeraswamy B., Rao P. S., Rao P. S., Narsaiah B. An efficient multi-component synthesis of 6-amino-3-methyl-4-Aryl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles. Org. Prep. Proced. Int., 45: 429-436 (2013).
22
[23] Soleimani E., Jafarzadeh M., Norouzi P., Dayou J., Sipaut C. S., Mansa R. F., Saei P. Synthesis of pyranopyrazoles using magnetically recyclable heterogeneous iron oxide-silica core-shell nanocatalyst. J. Chin. Chem. Soc. 62: 1155-1162 (2015).
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[24] Mecadon H., Rohman M. R., Rajbangshi M., Myrboh B. γ-Alumina as a recyclable catalyst for the four-component synthesis of 6-amino-4-alkyl/aryl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles in aqueous medium.Tetrahedron Lett., 52: 2523-2525 (2011).
24
[25] Mecadon H., Rohman M. R., Kharbangar I., Laloo B. M., Kharkongor I., Rajbangshi M., Myrboh B. l-Proline as an efficicent catalyst for the multi-component synthesis of 6-amino-4-alkyl/aryl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles in water.Tetrahedron Lett., 52: 3228-3231 (2011).
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[26] Tayade Y. A., Padvi S. A., Wagh Y. B., Dalal D. S. β-Cyclodextrin as a supramolecular catalyst for the synthesis of dihydropyrano[2,3-c]pyrazole and spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] in aqueous medium.Tetrahedron Lett., 56: 2441-2447 (2015).
26
[27] Wu M., Feng Q., Wan H. D., Ma J. CTACl as catalyst for four-component, one-pot synthesis of pyranopyrazole derivatives in aqueous medium. Synth. Commun., 43: 1721-1726 (2013).
27
[28] Atar, A.B.; Kim, J.T.; Lim, K.T.; Jeong, Y.T.; Synthesis of 6-amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles catalyzed by silica-supported tetramethylguanidine under solvent-free conditions. Synth. Commun., 44: 2679-2691 (2014).
28
[29] Vekariya, R. H.; Patel, K.D.; Patel, H.; Fruit juice of Citrus limon as a biodegradable and reusable catalyst for facile, eco-friendly and green synthesis of 3,4-disubstituted isoxazol-5(4H)-ones and dihydropyrano[2,3-c]-pyrazole derivatives. Res. Chem. Intermed., 42: 4683-4696 (2016).
29
[30] Khurana J. M., Chaudhary A., Efficient and green synthesis of 4H-pyrans and 4H-pyrano[2,3-c] pyrazoles catalyzed by task-specific ionic liquid [bmim]OH under solvent-free conditions. Green Chem. Lett. Rev., 5: 633-638 (2012).
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[31] Sachdeva H., Saroj R.,ZnO nanoparticles as an efficient, heterogeneous, reusable, and ecofriendly catalyst for four-component one-pot green synthesis of pyranopyrazole derivatives in water. Sci. World. J.,(2013).
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[32] Reddy, G.M.; Garcia, J.R.; Synthesis of pyranopyrazoles under eco-friendly approach by using acid catalysis. J. Heterocyclic Chem., 54: 89-94 (2017).
32
[33] Maleki, B.; Eshghi, H, Barghamadi, M.; Nasiri, N.; Khojastehnezhad, A.; Ashrafi, S.S.; Pourshiani, O. Silica-coated magnetic NiFe2O4 nanoparticles-supported H3PW12O40; synthesis, preparation, and application as an efficient, magnetic, green catalyst for one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives. Res. Chem. Intermed., 42: 3071–3093 (2016).
33
[34] Maleki, B.; Nasiri, N.; Tayebee, R.; Khojastehnezhad, A.; Akhlaghi H.A. Green synthesis of tetrahydrobenzo[b]pyrans, pyrano[2,3-c]pyrazoles and spiro[indoline-3,4′-pyrano[2,3-c]pyrazoles catalyzed by nano-structured diphosphate in water., RSC Adv., 6: 79128-79134 (2016).
34
[35] Maghsoodlou M. T., Heydari R., Mohamadpour F.Fe2O3 as an environmentally benign natural catalyst for one-pot and solvent-free synthesis of spiro-4H-pyran derivatives. Iran. J. Chem. Chem. Eng.,36: 31-38 (2017).
35
ORIGINAL_ARTICLE
Regioselective Synthesis of
Dihydrobenzofuro[2,3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brønsted Acidic Ionic Liquid
The reaction of 2-naphthol and p-substituted phenols with glyoxal in presence of 1-(4-sulfonylbutyl) pyridinium hydrogensulfate[Py-(CH2)4SO3H][HSO4], a Brønsted acidic ionic liquid, as a green catalyst was studied. The effects of solvent, amount of catalyst, temperature, and time on the yield of the reaction was investigated. It was found, that the use of 5% mol ratio of catalyst (mol percentage of IL to glyoxal) at 80 °C in solvent-free condition gave good yield (80%). The products were characterized based on FT-IR, 1H-NMR, 13C-NMR spectra, and comparison of melting point with an authentic sample. The NMR spectra indicated that the compounds had the acetal structure, nor ether.
https://www.nsmsi.ir/article_31234_311d5d9a7707a0640008ed3e956a2baa.pdf
2019-08-23
107
114
Regioselective Synthesis؛ 5a
10b-Dihydrobenzofuro[2
3-b]benzofuran؛ Ionic Liquid؛ Phenols؛ Glyoxal
Sahar
Niroomand
sahar_hasti2012@yahoo.com
1
Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, I.R. IRAN
AUTHOR
Hossein
Behmadi
behmadi@mshdiau.ac.ir
2
Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, I.R. IRAN
LEAD_AUTHOR
Mehdi
Pordel
mehdipordel58@yahoo.com
3
Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, I.R. IRAN
AUTHOR
Sadegh
Allameh
sadegh_allameh@yahoo.com
4
Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, I.R. IRAN
AUTHOR
[1] Chwala A., Barteck W., Über einige Kondensationsreaktionen des Glyoxals, Monatsh. Chem., 82: 652-653 (1951).
1
[2] Maravingna P., Thermally Stable Polymers by Condensation of Diphenols with Glyoxal, J. Polym. Sci., Polym. Chem. Ed. 26(9): 2475-2485 (1988).
2
[3] Tunca A.A., Sìrkecìoğlu O., Talinli N., Akar A., Condensation Polymers from Diphenols and Glyoxal, Eur. Polym. J., 31(1): 9-14 (1995).
3
[4] Rosenthal A., Zaionchkovsky A., The Condensation of Glyoxal with p-Cresol, Can. J. Chem., 38(11): 2277-2278 (1960).
4
[5] Coxworth E.C.M., Reaction of Glyoxal at Ortho Position of Phenols: Synthesis of 5a,10b-Dihydrobenzofuro[2,3-b]benzofurans and 2-(3-Benzofuranyl)phenols, Can. J. Chem., 45(15): 1777-1784 (1967).
5
[6] Rahmatpour A., 5a,10b-Dihydrobenzofuro[2,3-b]benzofuran Type Compounds and Related Products from p-Substituted Phenols and Glyoxal, J. Heterocyclic Chem., 47(5): 1011-1016 (2010).
6
[7] Tunca A.A., Talinli N., Akar A., Investigation on the Condensation of Dialdehydes with 2-Naphthol, 2-Thionaphthole and Dihydroxynaphthalenes, Tetrahedron, 51(7): 2109-2116 (1995).
7
[8] Ergunes D., Kokce Z., Sirkecioglu O., Talinli N., Novel N-O Type Oxazoline Ligands, Rev. Roum. Chim., 55(8): 455-458(2010).
8
[9] Banihashemi A., Rahmatpour A., Efficient Condensation of p-Substituted Phenols, p-Thiocresol and 2,7-Dihydroxy naphthalene with Malonaldehyde Tetramethyl Acetal in Trifluoroacetic Acid, Tetrahedron, 55(23): 7271-7278 (1999).
9
[10] Kito T., Yoshinaga K., Yamaye M., Mizobe H., Base-Catalyzed Alkylation of 2-Naphthol with Glyoxal, J. Org. Chem., 56: 3336-3339(1991).
10
[11] Fan X., Yamaye M., Kosugi Y., Okazaki H., Mizobe H., Yanai T., Kito T., Stereochemistry of the Products from the Alkylation of 2-Naphthol with Glyoxal, J. Chem. Soc. Perkin Trans. 2, 23(9): 2001-2005 (1994).
11
[12] Abdi M., Behmadi H., Es-haghi A., Synthesis of Some New Molecular Tweezer Molecules Bearing Dibenzobarallene Pincers Using a Bronsted-Acid Ionic Liquid as Catalyst, Heterocycl. lett.,7(2): 7275-279 (2017).
12
[13] اتابکی، فریبرز؛ یوسفی،محمدحسن؛ آل کرم، ایمان، بررسی و بهبود رسانایی پلی(4 ،3- اتیلن دی اکسی تیوفن(: پلی)استایرن سولفونیک اسید (PEDOT:PSS) با افزودن نانوذرات نقره و مایع یونی 2 متیل ایمیدازولیوم، نشریه شیمی و مهندسی شیمی ایران، (4)35: 39 تا 48 (1395).
13
[14] طلعت مهراباد، ژیلا؛ شیخلوئی، حسین؛ارجمندی راد، فرزاد، اندازه گیری مقدار جزیی سرب در نمونههای زیست محیطی و زیستی به روش میکرواستخراج با یک قطره مایع یونی و اسپکتروسکوپی جذب اتمی الکتروترمال، نشریه شیمی و مهندسی شیمی ایران، (4)33: 61 تا 68 (1393).
14
[15] Ghandi K., A Review of Ionic Liquids, Their Limits and Applications, Green and Sustainable Chemistry, 4: 44-53 (2014).
15
[16] Behmadi H., Naderipour S., Saadati S.M., Barghamadi M., Shaker M., Tavakoli-Hoseini N., Solvent-Free Synthesis of New 2,4,6-Triarylpyridines Catalyzed by a Brønsted Acidic Ionic Liquid as a Green rand Reusable Catalyst, J. Heterocyclic Chem. 48(5): 1117-1121 (2011).
16
[17] Davoodnia A., Bakavoli M., Moloudi R., Tavakoli-Hoseini N., Khashi M., Highly Efficient, One-Pot, Solvent Free Synthesis of 2,4,6-Triarylpyridines Using a Brønsted Acidic Ionic Liquid as Reusable Catalyst, Monatsh. Chem., 141(8): 867-870 (2010).
17
[18] Hiremathad A., Patil M.R., Chethana K. R., Chand K., Santos M.A., Keri R.S., Benzofuran: an emerging scaffold for antimicrobial agents, RSC Adv., 5: 96809-96828 (2015).
18
[19] Chand K., Rajeshwaria , Hiremathad A., Singh M., Santos M.A., Keri R.S., A review on antioxidant potential of bioactive heterocycle benzofuran: Natural and synthetic derivatives, Pharmacological Reports, 69(2): 281-295 (2017).
19
[20] Millefiori S., Alparone A., Millefiori A., Nonlinear optical properties of benzofurobenzofurans, J. Heterocyclic Chem. 34(1): 195-201 (1997).
20
[21] Venuti M.C., 2,3-Dihydroxy-1,4-dioxane: A Stable Synthetic Equivalent of Anhydrous Glyoxal, Synthesis, 1982(1): 61-63 (1982).
21
[22] Nanbu M., Momonoi K., Oguro S., Kawase Y., The Synthesis of the Benzofuro[2,3-b]benzofuran Derivative, Bull. Chem. Soc. Jpn., 48(11): 3421-3422 (1975).
22
[23] Eskildsen J., Krebs F.C., Faldt A., Sommer-Larsen P., Bechgaard K., Preparation and Structural Properties of 7,8-Dioxa[6]helicenes and 7a,14c-Dihydro-7,8-dioxa[6]helicenes, J. Org. Chem., 66(2): 200-205 (200
23
ORIGINAL_ARTICLE
Catalytic Deoximation of Oximes by PIDA in the Presence of Mn(TPP)OAc
Manganese can frequently be found in the catalytic redox center of several enzymes including superoxide dismutase, catalase, and the oxygen-evolving complex photosystem II. Ti gain insight into the mechanism of these enzymes, a variety of Mn complex such as manganese porphrins; the active mimic of cytochrome P-450, have been developed. Mn prophyrins and several other metal porphyrins, in particular Fe and cr system, have been studied intensively as catalysts in epoxidation of alkenes, hydroxylation of alkanes, hydroxylation of alkanes, decarboxylation of carboxy acids, aromatization of 1,4- dihydropyridines, and oxidation of sulfides. In these catalytic conversions, a variety of oxidants such as iodosylarenes .alkylhydroperoxides, hydrogen peroxide, priodates ,hypochloride, etc .were employed. Herein, we report an efficient method for deoximation of oximes by phenyliodine (III) diacetate (PhI(OAc)2; PIDA) in the presence of manganese (III) meso-tetraphenylporphyrin acetate (Mn(TPP)OAc) and imidazole at room temperature. A high-Valent manganese-oxo porphyrin complex (Mn=O) was considered as a reactive oxidation intermediate according to an investigation by Uv-Visible spectroscopy. While the steric properties of the substrate (alkenes and oximes) Used in this study are of paramount importance in determining the overall catalytic reaction times and oxidation yields (%),
https://www.nsmsi.ir/article_40402_d9ad13da646c332e62f65692e1896a06.pdf
2019-08-23
115
126
Cytochrome P-450
catalysor
Oxime
manganese-oxo
Fatemeh
Azizi
azizif18@gmail.com
1
Yasouj
AUTHOR
Gholamreza
Karimipour
ghkar@mail.yu.ac.ir
2
Yasouj
LEAD_AUTHOR
[1] Singh R.B., Garg B.S., Singh R.P, Talanta. 26: 425(1978).
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[4] Hantzach A, Werne A.r, Chem. Ber. 23: 1(1890).
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[5] شراینر، مهران غیاثی (مترجم) “شناسایی سیستماتیک ترکیبات آلی”، انتشارات دانشگاه صنعتی اصفهان،1379.
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[27] Ortiz de Montellano P.R.., Hydrocarbon Hydroxylation by Cytochrome P450 Enzymes, Chem. Rev., 110: 932 (2010)
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[29] Bell S. R., Groves J. T., J. Am. Chem. Soc., 131(28): 9640 (2009).
29
ORIGINAL_ARTICLE
A Study on the Volumetric and Rheological Properties of Binary Mixtures of [bmim]PF6 Ionic Liquid and Aromatic Compounds
In this work, some thermophysical and transport properties of binary mixtures of ionic liquid 1- butyl -3- methyl imidazolium hexafluoro phosphate ([bmim] PF6) with some aromatic compounds, i.e. toluene and paraxylene, were measured and analyzed. The temperature and composition dependencies of the density and viscosity have been studied in these mixtures. Also, the dependence of viscosity on the shear rate were investigated. The small intercepts of plots of viscosity versus shear rate show that the studied mixtures are moderately non-Newtonian fluids. The viscosities of these mixtures are quadratic functions of temperature. This fact shows that the studied fluids have non-Arrhenius behavior. Temperature dependence of viscosity data was fitted using four known equations, namely, Power-law, Litovitz, VFT, and Ghatee et al. equations. Also, the activation thermodynamic parameters of these mixtures were calculated. The positive values of Gibbs free energy of activation show that the slip of two layers of the fluid is a non-spontaneous process. The composition dependence of these mixtures are fitted well with McAlister equation.
https://www.nsmsi.ir/article_30903_13955b2fc6fb53e2bdd302150da56487.pdf
2019-08-23
127
144
Ionic liquid
Aromatic compound
Density
Viscosity
Activation thermodynamic property
Binary mixture
Co-solvent
Majid
Moosavi
m.mousavi@sci.ui.ac.ir
1
Department of Physical Chemistry, Faculty of Chemistry, University of Isfahan, Isfahan, I.R. IRAN
LEAD_AUTHOR
Fatemeh
Zangi
fateme.zangi@gmail.com
2
Department of Physical Chemistry, Faculty of Chemistry, University of Isfahan, Isfahan, I.R. IRAN
AUTHOR
[1] Fortunato, G. G.; Mancini, P. M.; Bravo, M. V.; Adam, C. G., New solvents designed on the basis of the molecular-microscopic properties of binary mixtures of the type (protic molecular solvent+ 1-butyl-3-methylimidazolium-based ionic liquid), J. Phys. Chem. B 114: 11804-11819 (2010).
1
[2] Wang, W.; Gou, Z.; Zhu, S., Liquid-liquid equilibria for aromatics extraction systems with tetraethylene glycol, J. Chem. Eng. Data 43: 81-83 (1998).
2
[3] اتابکی، فریبرز؛ یوسفی، محمدحسن؛ آل کرم، ایمان ، بررسی و بهبود رسانایی پلی (4،3- اتیلن دی اکسی تیوفن): پلی(استایرن سولفونیک اسید) ( PEDOT:PSS) با افزودن نانوذرات نقره و مایع یونی 2-متیل ایمیدازولیوم ، نشریه شیمی و مهندسی شیمی ایران، (4) 35: 39 تا 48 (1395).
3
[4] صحرایی، وهاب؛ قطبی، سیروس؛ متقیخانی،وحید؛ نظری، خداداد، بررسی ضریب فعالیت محلولهای الکترولیتی و ضریب اسمزی مایع یونی [[BMIM][BF4 با استفاده از معادله حالت SAFT-MSA GV ، نشریه شیمی و مهندسی شیمی ایران، (1) 31: 45 تا 54 (1391).
4
[5] Huo, Y.; Xia, S.; Ma, P., Densities of ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate and 1-butyl-3-methylimidazolium tetrafluoroborate, with benzene, acetonitrile, and 1-propanol at T=(293.15 to 343.15) K, J. Chem. Eng. Data 52: 2077-2082(2007).
5
[6] Del Popolo, M.; Mullan, C.; Holbrey, J.; Hardacre, C.; Ballone, P., Ion association in [bmim][PF6]/naphthalene mixtures: An experimental and computational study, J. Am. Chem. Soc. 130: 7032-7041 (2008).
6
[7] Zhong, Y.; Wang, H.; Diao, K., Densities and excess volumes of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate with aromatic compound at T=(298.15 to 313.15) K, J. Chem. Thermodyn. 39: 291-296 (2007).
7
[8] González, E.; Requejo, P.; Maia, F.; Domínguez, Á.; Macedo, E., Solubility, density and excess molar volume of binary mixtures of aromatic compounds and common ionic liquids at T= 283.15 K and atmospheric pressure, Phys. Chem. Liq. 53: 419-428 (2015).
8
[9] Daneshvar, A.; Moosavi, M. A study of the transport properties of [Bmim]BF4 and PEG mixtures using diffusion-ordered NMR and UV−visible spectroscopy techniques, Ind. Eng. Chem. Res. 55: 6517-6529 (2016).
9
[10] Moosavi, M.; Daneshvar, A., Synergistic effects and specific molecular interactions in the binary mixtures of [bmim][BF4] and poly (ethylene glycol)s, J. Mol. Liq. 225: 810-821 (2017).
10
[11] Zhang, T.; Hu, J.; Tang, S., Densities and surface tensions of ionic liquids/sulfuric acid binary mixtures, Chin. J. Chem. Eng. In press (https://doi.org/10.1016/j.cjche.2018.02.001) (2018).
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[12] Tomida, D.; Kumagai, A.; Qiao, K.; Yokoyama, C., Viscosity of 1-butyl-3-methylimidazolium hexafluorophosphate+ CO2 mixture, J. Chem. Eng. Data 52: 1638-1640 (2007).
12
[13] Fan, W.; Zhou, Q.; Sun, J.; Zhang, S., Density, excess molar volume, and viscosity for the methyl methacrylate+ 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid binary system at atmospheric pressure, J. Chem. Eng. Data 54: 2307-2311 (2009).
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[15] Baker, S. N.; Baker, G. A.; Kane, M. A.; Bright, F. V., The cybotactic region surrounding fluorescent probes dissolved in 1-butyl-3-methylimidazolium hexafluorophosphate: effects of temperature and added carbon dioxide, J. Phys. Chem. B 105: 9663-9668 (2001).
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[16] Harris, K. R.; Woolf, L. A.; Kanakubo, M., Temperature and pressure dependence of the viscosity of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate, J. Chem. Eng. Data 50: 1777-1782 (2005).
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[22] Al-Kandary, J. A.; Al-Jimaz, A. S.; Abdul-Latif, A.-H. M., Viscosities, densities, and speeds of sound of binary mixtures of benzene, toluene, o-xylene, m-xylene, p-xylene, and mesitylene with anisole at (288.15, 293.15, 298.15, and 303.15) K, J. Chem. Eng. Data 51: 2074-2082 (2006).
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35
ORIGINAL_ARTICLE
The Change of Energy of Atoms at the FOX-7 Isomerization
In this research, the energies of atoms at the isomerization of 1,1-diamino-2,2-dinitroethene (FOX-7) to Nitrite isomer and Hydrogen transfer isomer have been investigated using Density Functional Theory (DFT) at the level of Quantum mechanics calculation of B3LYP/aug-cc-pVDZ. The study of energies of atoms using Quantum Theory Atoms in Molecules (QTAIM), shows the variations of the energy of atoms from FOX-7 to the product. The connected Carbon atom to NO2 group and also Nitrogen of NO2 have the most contribution at the processing of the formation of Nitrite isomer and transition state from FOX-7. At the formation of H-transfer isomer from FOX-7, the role of Nitrogen atoms of NO2 and NH2 groups at the trance position are important; but the changes of the energy of connected Carbon atom to NO2 group and also Oxygen of this group are notable in this process. The difference in energy of structures at the QTAIM analysis has been compared with DFT results.
https://www.nsmsi.ir/article_31168_7780d8ba38590d52703e82aec2aaaffa.pdf
2019-08-23
145
152
Fox-7
energy
QTAIM
Nitrite isomer
Hydrogen transfer isomer
Farrokh Roya
Nikmaram
nikmaram87@yahoo.com
1
Shiite Department, Faculty of Science, Imam Khomeini Memorial –Shahr-e-Rey Branch, Islamic Azad University, Tehran, I.R. IRAN
LEAD_AUTHOR
Jamshid
Najafpour
j.najafpour@gmail.com
2
Shiite Department, Faculty of Science, Imam Khomeini Memorial –Shahr-e-Rey Branch, Islamic Azad University, Tehran, I.R. IRAN
AUTHOR
Behzad
Shaikh
behzad.sheikh@yahoo.com
3
Young and Elite Researchers Club, Imam Khomeini Memorial –Shahr-e-Rey Branch, Islamic Azad University, Tehran, I.R. IRAN
AUTHOR
[1] نجف پور، جمشید.؛ زهری، نرگس؛ هندسه، ساختار مولکولی و پیوند شیمیایی در ماده منفجره FOX-7، مجله علمی- پژوهشی مواد پرانرژی، (2) 3 : -8173 (1387)
1
[2] Bemm U., Östmark H., 1,1-Diamino-2,2-Dinitroethylene: a Novel Energetic Material with Infinite Layers in Two Dimentions, Acta Cryst C, 54: 1997 -1999(1998).
2
[3] Dorsett H., Computational Studies of FOX-7, A New Insensitive Explosive, DSTO-TR-1054, Australia, (2000).
3
[4] Najafpour J., Zohari N., The Structure and Chemical Bond of FOX-7: The AIM Analysis and Vibrational Normal Modes, Iran. J. Chem. Chem. Eng, 30: 113-120(2011).
4
[5] Mohammadi M., Hashemi Dashtaki S.L., Ramazani S., Karami B., Chemical Kinetics for Reaction of 5-Nitro-1H-benzo[d]imidazole to Produce 6-Nitro-1H-benzo[d]imidazole and Calculation of Heat Capacity of Activation, Phys.Chem. Res, 5: 409-424 (2017).
5
[6] آزادی، رؤیا؛ نظری فر، زهرا؛ نیترودار کردن ترکیبات آروماتیک با استفاده از N-برموسوکسینیمید، سدیم نیتریت به عنوان یک سیستم ملایم و گزینشی، نشریه شیمی و مهندسی شیمی ایران،(4) 36 :89 تا 95 (1396).
6
[7] سلیمانی امیری، سمیه؛ کسایی، محمدزمان؛ بررسی محاسباتی حالتهای الکترونی یکتایی، سه تایی و پنج تایی نایترنواتینیل هالوسایلیلن، نشریه شیمی و مهندسی شیمی ایران، (4) 35 :87 تا 98 (1395).
7
[8] Alecu M., Zheng J., Zhao Y., Truhlar, D G., Computational Thermochemistry: Scale Factor Databases and Scale Factors for Vibrational Frequencies Obtained from Electronic Model Chemistries, J. Chem. Theory Comput. 6: 2872–2887 (2010).
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[9] Bader R F W., “Atoms in Molecules: A Quantum Theory”, Oxford University Press: Oxford, U.K. (1990).
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[10] Popelier P L A., “Atoms in Molecules: An Introduction”, Prentice Hall, England (2000).
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[11] Frisch M. J., Trucks G. W., Schlegel H B., Scuseria G E., Robb M A., Cheeseman J R., Montgomery J A., Vreven T., Kudin K N., Burant J C., M.Millam J., Iyengar S S., Tomasi J., Yazyev O., Austin A J., Cammi R., Pople J A.; “Revision B.03 ed., Gaussian, Inc., Pittsburgh PA”, (2003).
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[13] خان محمدی، آزاده؛ مطالعه نظری برهمکنش های مولکولی مشتقات بنزن پارا استخلاف شده با سیانید هیدروژن، نشریه شیمی و مهندسی شیمی ایران، (1) 36 :21 تا 33 (1396).
13
[14] Bader R F W., Everyman's Derivation of the Theory of Atoms in Molecules, J. Phys. Chem. A, 111: 7966- 7972 (2007).
14
ORIGINAL_ARTICLE
Coordination Chemistry, Spectral, and Structural Characterizations of Mercury (II) Complexes with a New Phosphorus Ylide and
Confirmation Ylide Reactive Site Toward Interaction with Metal Atom by Computational Methods
The reaction of 2-bromo-1-(3-nitrophenyl) ethan-1-one with (tri-p-tolylphosphane) in acetone as solvent was led to effective ylide of 1-(3-nitrophenyl)-2-(tri-p-tolyl- λ5-phosphanylidene) ethan -1- one (NTPPY) (1). Then binuclear complexes of the type [HgX2 (ptolyl)3PCHCOC6H4NO2)] (X = Cl, Br and I), were prepared by the reaction of title ylide with mercury (II) halides in equimolar ratios, using dry methanol as solvent. The final products were characterized by IR, 1H, 13C, 31P NMR spectroscopic methods. The solid-state structure of (1) was established by X-ray crystallography analysis. Computational studies at DFT (B3LYP/6-31G*) level of theory were used to confirm ylide reactive site
https://www.nsmsi.ir/article_32283_81561e1e3709d8cea6fa2e02c5af5af9.pdf
2019-08-23
153
164
Coordination chemistry
Phosphorus ylide complexes
Hg (II) binuclear complexes
Tri-p-tolylphosphane
Transition metal complexes
Alireza
Dadras
dadrassi@yahoo.com
1
Department of Chemistry, Faculty of Science, Urmia University, Postal Fund 57153-165 Urmia, I.R. IRAN
LEAD_AUTHOR
Shahla
Ebrahimnezhad
shahlaebrah@gmail.com
2
Department of Chemistry, Faculty of Science, Urmia University, Postal Fund 57153-165 Urmia, I.R. IRAN
AUTHOR
Mahsa
Pourmirza
ma.pourmirza@gmail.com
3
Department of Chemistry, Faculty of Science, Urmia University, Postal Fund 57153-165 Urmia, I.R. IRAN
AUTHOR
Ali
Ramezani
aliramazani@gmail.com
4
Department of Chemistry, Zanjan Branch, Islamic Azad University, Zanjan I.R. IRAN
AUTHOR
Ali
Soldoozi
5
Physics Group, Urmia Branch, Islamic Azad University, Urmia, I.R. IRAN
AUTHOR
[1] Bhatti R. S., Shah S., Suresh., Krishan P., Sandhu J. S., Recent Pharmacological Developments on Rhodanines and 2,4-Thiazolidinediones, J. Medicinal Chem, 2013: 16 pages (2013).
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2
[3] ضیایی حلیمه جانی، عظیم؛ آقابزرگ نانوا، پریچهر؛ لطفی نوسود، یزدانبخش؛ خلیلی، بهزاد؛ تهیه 4 - آریلیدین - 2- آلکیلتیو - -4H تیازول - 5 - اون ها با استفاده از آمینواسیدهای بر پایه دیوتیوکاربامات و آلدهیدها، نشریه شیمی و مهندسی شیمی ایران، (3) 35: )1395(.
3
[4] Heng S., Tieu W., Hautmann S., Kuan K., Pedersen D. S., Pietsch M., Gütschow M., Abell A D, New cholesterol esterase inhibitors based on rhodanine and thiazolidinedione scaffolds, J. Bioorg & Med. Chem, 19(24): 7453–7463 (2011).
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[5] Arimori S., Matsubara O., Takada M., Shiro M., Shibata N., Difluoromethanesulfonyl hypervalent iodonium ylide for electrophilic difluoromethylthiolation reactions under copper catalysis, J. Royal society of chem, (2016).
5
[6] Zhou H., Wang G. X., Zhang W. Z., Lu X. B., CO2 Adducts of Phosphorus Ylides: Highly Active Organocatalysts for Carbon Dioxide Transformation, J. ACS Catal, 5 (11): 6773–6779 (2015).
6
[7] Spengler G., Ocsovszki I., Tönki ÁS., Saijo R., Watanabe G., Kawase M., Molnár J., Fluorinated β-Diketo Phosphorus Ylides Are Novel Inhibitors of the ABCB1 Efflux Pump of Cancer Cells, J. Anticancer Res, 35(11): 5915-9 (2015).
7
[8] Kincses A., Szabó ÁM., Saijo R., Watanabe G., Kawase M., Molnár J., Spengler G., Fluorinated Beta-diketo Phosphorus Ylides Are Novel Efflux Pump Inhibitors in Bacteria, J. Vivo, 30(6): 813-817 (2016).
8
[9] Kalkeren H. A. V., Blom A. L., Rutjes F. P. J. T., Huijbregts M. A. J, On the usefulness of life cycle assessment in early chemical methodology development: the case of organophosphorus-catalyzed Appel and Wittig reactions, J. Green Chem, 15: 1255 (2013).
9
[10] Liu S., Chen W., Luo J., Yu Y., [3+3] Annulation of allylic phosphoryl-stabilized carbanions / phosphorus ylides and vinyl azide: a practice strategy for polyfunctionalized anilines, J. Chem. Commun, 50: 8539-8542 (2014).
10
[11] Maigali S. S., Abd-El-Maksoud M. A., El-Hussieny M., Soliman F. M., Abdel-Aziz M.S., Shalaby E. S. M., Chemistry of phosphorus ylides: Part 41 Synthesis of antimicrobial agents from the reaction of aminoantipyrine, coumarin- and quinoline-carbaldehyde with phosphacumulene and phosphaallene ylides, J. Chem. Research, 38:.0 754–761(2014).
11
[12] Karami K., Hosseini-K. M., Shirani-Sarmazeh Z., Zahedi-Nasab R., Corrado Rizzoli, Janusz Lipkowski. NC Palladacycles and C,C-chelating phosphorus ylide complexes: synthesis, X-ray characterization, and comparison of the catalytic activity in the Suzuki-Miyaura reaction, J. coordination Chemistry, 69(5) (2016).
12
[13] Kolodiazhnyi O. I., “Phosphorus Ylides: Chemistry and Applications in Organic Synthesis”, wiley, E-book, (2008).
13
[14] Sabounchei S. J., Hosseinzadeh M., Hashemi A., Salehzadeh S., Maleki F., P,C-Chelation versus P,P- coordination of unsymmetrical phosphorus ylides in palladacyclopropa[60] fullerene complexes; synthetic spectroscopic, and theoretical studies, J.Dalton Trans, 45: 13899-13906 (2016).
14
[15] Spencer E. C., Kalyanasundari B., Mariyatra M. B., Howard J. A.K., Panchanatheswaran K., The preparation and structural elucidation of uranium (VI) complexes and salts of the phosphorus ylides Ph3PCHCOPh, Ph3PC(COMe)(COPh) and Ph3PCHCOOCH2CH3, Inorg. Chim. Acta, 359:35–43 (2006).
15
[16] Karami K., Büyükgüngör O., Dalvand H., Synthesis, spectroscopic and structural characterization of orthopalladated complexes with 4-phenylbenzoylmethylene triphenyl phosphorane ylide, J. Transition Met.Chem, 35(5): 621–626 (2010).
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[17] Li X., Sun H., Harms K., Sundermeyer J., Simple Synthesis and Structure Characterization of a Stable Niobium(V) Phosphoniomethylidyne Complex, J. Organomet, 24 (19): 4699–4701(2005).
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[18] Fedorov A., Chen P., Mechanistic Insights from the Gas-Phase Reactivity of Phosphorus-Ylid-Supported Benzylidene Gold Complexes, J. Organomet, 29(13): 2994–3000 (2010).
18
[19] Lin Tzu-P., Gabbaï F. P., Bis- and tris-phosphinostannane gold complexes featuring Au → Sn dative interactions: Synthesis, structures, and DFT calculations, J. Polyhedron, 125(29): 18–25 (2017).
19
[20] Sabounchei S. J., Pourshahbaz M., Salehzadeh S., Bayat M., Karamian R., Asadbegy M., Khavasi H. R., New chlorine bridged binuclear silver (I) complexes of bidentate phosphorus ylides: Synthesis, spectroscopy, theoretical and anti-bacterial studies, J. Polyhedron, 85: 652-664(2015).
20
[21] Brownie J. H., Baird Michael C., Coordination complexes of aryl- and alkylphosphonium cyclopentadienylides (cyclopentadienylidene ylides), C5R4PR′R′′R′′′ (R = H, alkyl, aryl; R′, R′′, R′′′ = alkyl, aryl), Coordination Chem Rev. 252: 1734–1754 (2008).
21
[22] Sabounchei S. J., Akhlaghi B. F., Boskovic C., Gable R. W., Karamian R., Asadbegy M., Reactivity of mercury (II) halides with the α-keto stabilized sulfonium ylides: crystal structures of two new polymer and binuclear complexes and in vitro antibacterial study, J Polyhedron, 53: 1-7 (2013).
22
[23] Estevez-Hernandez O., Duque J., Rodriguez-Hernandez J., Reguera E., Dinuclear and polymeric Hg(II) complexes with 1-(2-furoyl)thiourea derivatives: Their crystal structure and related properties, J. Polyhedron, 97: 148–156 (2015).
23
[24] Dadrass A., Rahchamani H., Khalafy J., Ramazani A., Parsa- Habashi B., Poursattar- Marjani A., Souldozi A., Slepokura K., Lis T., Rouhani M., Study Of Conversion Of Polymeric Organophosphorus Ylide Complexes Of Mercury(Ii) Halides To Phenazine Complexes: X-Ray Crystal Structures And Spectral Characterizations, J. Phosphorus, Sulfur, and Silicon, 190: 360–371 (2015).
24
[25] Garoufis A., Perlepes S., Schreiber A., Bau R., Hadjiliadis N., mercury (II) – Carbon bond cleavage due to the coordination of the metal by 2-(2/- pyridyl) quinoxaline(L): preparation and characterization of [Hg2I2L2] derived from the reaction of CH3HgI and L, J. Ppolyhedron, 15 (2): 177-182, (1996).
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[27] Wang D., Huang S., Liu P., Liu X., He Y., Chen W., Hu Q., Wei T., Gan J., Ma J., Chen H., Structural Analysis of the Hg(II)- Regulatory Protein Tn501 MerR from Pseudomonas aeruginosa, J. Scientific Reports, (2016).
27
[28] Sabounchei, S. J., Zamanian M., Pourshahbaz M., Bayat M., Karamian R., Asadbegy M., Synthesis, characterisation and theoretical and antibacterial studies of Hg(II), Cd(II) and Ag(I) complexes with a new monodentate phosphorus ylide, J. Chemical Research, 40: 127-191 (2016).
28
[29] Abdullah B. H., Salh y. M., Synthesis, characterization and biological activity of N-phenylÑ-(2-phenolyl)thiourea (PPTH) and its metal complexes of Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II), Pd(II), Pt(II) and Hg(II), Oriental Journal of Chemistry, 26(3): 763-773 (2010).
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[30] Shiekh A. R., Ab Rahman I., Malik A. M., Masudi M. S., Luddin N., Synthesis, Spectral, Electrochemical and Biological Studies of Nitrogen Donor Macrocyclic Ligand and its Transition Metal Complexes. Int. J. Electrochem. Sci., 7:12829 – 12845(2012).
30
[31] Sabounchei S. J., Akhlaghi B. F., Boskovic C., Gable W. R., Karamian R., Asadbegy M., Reactivity of mercury(II) halides with the a-keto stabilized sulfonium ylides: Crystal structures of two new polymer and binuclear complexes and in vitro antibacterial study, J. Polyhedron, 53: 1–7 (2013).
31
[32] Sabounchei S. J., Zamanian M., Pourshahbaz M., Bayat M., Karamian R. Asadbegy M., Synthesis, characterisation and theoretical and antibacterial studies of Hg(II), Cd(II) and Ag(I) complexes with a new monodentate phosphorus ylide, J. Chem. Research, 40: 130–136 (2016).
32
[33] Spencer E.C., Mariyatra M.B., Howard J.A.K., Kenwright A.M., Panchanatheswaran K., The synthesis and structural characterisation of the mercury (II) halide complexes of the phosphorus ylide Carbethoxymethylenetriphenylphosphorane, J. Organomet. Chem, 692(5): 1081–1086 (2007).
33
[34] CrysAlisCCD and CrysAlisRED in Xcalibur PX software., Agilent Technologies, Yarnton,Oxfordshire, England, (2010).
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[36] Brandenburg K., DIAMOND Version 3.2k. Crystal Impact GbR, Bonn, Germany. (2014).
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[37] Schmidt M. W., Baldridge K. K., Boatz J. A., Elbert S. T., Gordon M. S., Jensen J. H., Koseki S., Matsunaga N., et al. General atomic and molecular electronic structuresystem, J. Comput. Chem, 11, 1347–1363 (1993).
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[40] Dadrass A.R., Ramazani A., Poursattar Marjani A., Rahchamani H., Nasri Koureh H., Souldozi A., Samiee S., Ślepokurae K., Lise T., Synthesis and Structural Characterization of Organophosphorus Ylide-1-(3-nitrophenyl)-2- (triphenyl phosphoranylidene)ethanone, Chinese J. Struct. Chem 34(3) 373-378 (2015).
40
[41] Sabounchei S. J., Panahimehr M., Khavasi H. R., Akhlaghi Bagherjeri F., Boscovic C., Mercury (II) complexes of new bidentate phosphorus ylides: synthesis, spectra and crystal structures. J. Chemical Papers, 68 (5) 624–632 (2014).
41
[42] Akbarzadeh-Torbati N., Shahraki M., Assignment of the Major Geometrical Isomer of the Synthesized Stable Phosphorus Ylide: Crystallography and Theoretical Approaches, J. Biomedical & Pharmacology, 9(1), 133-142 (2016).
42
[43] Spencer E.C., Kalyanasundari B., Mariyatra M.B., Howard J.A.K., Panchanatheswaran K., The preparation and structural elucidation of uranium (VI) complexes and salts of the phosphorus ylides Ph3PCHCOPh, Ph3PC(COMe)(COPh) and Ph3PCHCOOCH2CH3. J. Inorganica Chimica Acta. 359(1), 35–43 (2006).
43
ORIGINAL_ARTICLE
Synthesis and Characterization of Unsymmetrical Schiff Base Complexes Containing Thioether Donor with Mn(II), Co(III), Ni(II), Cu(II) and Cd(II) Metals Ions
For the preparation of the ligand, 2-((2-(2-(pyridine-2-ylmethyleneamino) phenylthio)ethylimino)methyl)phenol (HL), at first, unymmetric thioethere amine 2-(2-aminoethylthio)-N-(pyridine-2-ylmethyleneanilin) has been prepared through nucleophilic substitution of 2-aminothiophenol with N-(2-bromoethyl)phthalimide, then condensed with pyridine-2-carbaldehyde and then phthalimide group removed with hydrazine hydrate. Then Schiff base ligand HL was prepared via condensation of this unsymmetrical thioether amine with 2-hydroxybenzaldehyde. Mn(II), Co(III), Ni(II), Cu(II) and Cd(II) Schiff base complexes of this ligand have been synthesized. The thioether amine and unsymmetrical Schiff base ligand were characterized by appropriate spectroscopic methods such as IR, 1H NMR, 13C NMR studies, and also unsymmetrical Schiff base complexes were characterized by IR, UV-Vis, molar conductivity and elemental analysis methods.
https://www.nsmsi.ir/article_31165_97164da4aadc9edb1d0792e49f309d56.pdf
2019-08-23
165
172
Thioether ligand
Unsymmetrical Schiff base ligand
Unsymmetrical Schiff base complex
Unsymmetrical amine
Ahmad Ali
Dehghani-Firouzabadi
aadehghani@yazd.ac.ir
1
Department of Chemistry, Yazd University, Yazd, I.R. IRAN
LEAD_AUTHOR
Syedeh Maryam
Hosseinimoghadam
moghadamandana@gmail.com
2
Depaement of Chemistry, Yazd University, Yazd, Iran
AUTHOR
[1] Reger T. S., Janda K. D., Polymer-Supported (Salen)Mn Catalysts for Asymmetric Epoxidation: A Comparisonbetween Soluble and Insoluble Matrices, J. Am. Chem. Soc. 122(29): 6929-6934 (2000).
1
[2] Nakajima K., Ando Y., Mano H., Kojima M., Photosubstitution reactivity, crystal structures, and electrochemistry of ruthenium (II)(III) complexes containing tetradentate (O2N2, S2N2, and P2N2) Schiff base ligands, Inorg. Chim. Acta 274(2): 184-191 (1998).
2
[3] Brewer G., Kamaras P., May L., Prytkov S., Rapta M., Synthesis and structural characterization of metal complexes of an unsymmetric N3O tetradentate Schiff base ligand, Inorg. Chim. Acta 279(1): 111-115 (1998).
3
[4] Yam V. W., Lo K. K., Luminescent polynuclear d10 metal complexes, Chem. Soc. Rev. 28: 323-334 (1999).
4
[5] McMillin D. R., McNett K. M., Photoprocesses of copper complexes that bind to DNA, Chem. Rev. 98(3): 1201-1220 (1998).
5
[6] Akbar Ali M., Mirza A. H., Ting W. Y., Haniti M., Hamid S. A., Bernhardt P. V., Butcher R. J., Mixed-ligand nickel(II) and copper(II) complexes of tridentate ONS and NNS ligands derived from S-alkyldithiocarbazates with the saccharinate ion as a co-ligand, Polyhedron 48(1): 167-173 (2012).
6
[7] Manikandan R., Viswnathamurthi P., Coordination behavior of ligand based on NNS and NNO donors with ruthenium(III) complexes and their catalytic and DNA interaction studies, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 97: 864-870 (2012).
7
[8] Shafaatian B., Soleymanpour A., Oskouei N. K., Notash B., Rezvani S. A., Synthesis, crystal structure, fluorescence and electrochemical studies of a new tridentate Schiff base ligand and its nickel(II) and palladium(II) complexes, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 128: 363-369 (2014).
8
[9] Hosseini-Monfared H., Kheirabadi S., Asghari-Lalami N., Mayer P., Dioxo- and oxovanadium(V) complexes of biomimetic hydrazone ONO and NNS donor ligands: Synthesis, crystal structure and catalytic reactivity, Polyhedron 30(8): 1375-1384 (2011).
9
[10] Chang S., Karambelkar V. V., Sommer R. D., Rheingold A. L., Goldberg D. P., New Monomeric Cobalt(II) and Zinc(II) Complexes of a Mixed N,S(alkylthiolate) Ligand: Model Complexes of (His)(His)(Cys) Metalloprotein Active Sites, Inorg. Chem.41(2): 239-248 (2002).
10
[11] Karahan A., Karabulut S., Dal H., Kurtaran R., Leszczynski J., Experimental and theoretical investigation of a novel mononuclear copper(II) azido compound with tridentate (NNO) Schiff base, J. Mol. Struct.1093: 1-7 (2015).
11
[12] Singh R., Banerjee A., Rajak K. K., Iron(III) complexes using NNS reduced Schiff bases and NNOS coordinating tetradentate ligands: Synthesis, structure and catecholase activity, Inorg. Chim. Acta 363(12): 3131-3138(2010).
12
[13] Jana S., Jana M. S., Biswas S., Sinha C., Mondal T. K., Synthesis, electronic structure and catalytic activity of ruthenium-iodo-carbonyl complexes with thioether containing NNS donor ligand, J. Mol. Struct.1065-1066: 52-60 (2014).
13
[14] Kim S., Ginsbach J. W., Billah A. I., Siegler M. A., Moore C. D., Solomon E. I., Karlin K. D., Tuning of the Copper–Thioether Bond in Tetradentate N3S(thioether) Ligands; O–O Bond Reductive Cleavage via a [CuII2(μ-1,2-peroxo)]2+/[CuIII2(μ-oxo)2]2+ Equilibrium, J. Am. Chem. Soc. 136(22): 8063-8071 (2014).
14
[15] Kalita M., Bhattacharjee T., Gogoi P., Barman P., Kalita R. D., Synthesis, characterization, crystal structure and bioactivities of a new potential tridentate (ONS) Schiff base ligand N-[2-(benzylthio) phenyl] salicylaldimine and its Ni(II), Cu(II) and Co(II) complexes, Polyhedron 60: 47-53 (2013).
15
[16] یگانه فعال، علی؛ موجدیان، مریم؛ کلهر، مهدی؛ عطاران، عبدالمحمد؛ تبارکی، رضا؛ تهیه مشتق تازهای از بازشیف تیوفن تتراهیدروبنزو و کاربرد آن در اندازهگیری فلوئورید در خمیردندان به عنوان یک حسگر تازه فلورسانی فلوئورید، نشریهشیمیومهندسیشیمیایران، (3) 35: 65 تا 75 (1395).
16
[17] Brand U., Burth R., Vahrenkamp H., Design of Trigonal-Bipyramidal ZnN3S2 Complexes, Inorg. Chem.35(4): 1083-1086 (1996).
17
[18] Zhang Z., Martell A. E., Motekaitis R. J., Fu L., Synthesis of pentadentate mixed NS dithiolate chelating ligands derived from heterocycles and 2-mercaptoethylamines, Tetrahedron lett.40(25): 4615-4618(1999).
18
[19] Chandra S., Gupta K., Chromium(III), manganese(II), iron(III), cobalt(II), nickel(II) and copper(II) complexes with a pentadentate, 15-membered new macrocyclic ligand, Trans. Met. Chem.27(2): 196-199 (2002).
19
[20] Ganjali M. R., Pourjavid M. R., Rezapour M., Haghgoo S., Novel samarium(III) selective membrane sensor based on glipizid, Sens. Actuators B: Chemical 89(1-2): 21-26 (2003).
20
[21] Ganjali M. R., Rahimi M., Maddah B., Moghimi A., Borhani S., An Eu(III) Sensor Based on N,N-Diethyl-N-(4-hydroxy-6-methylpyridin-2-yl)guanidine, Anal. Sci.20(10): 1427-1431 (2004).
21
[22] Shamsipur M., Yousefi M., Hosseini M., Ganjali M. R., Lanthanum(III) PVC Membrane Electrodes Based on 1,3,5-Trithiacyclohexane, Anal. Chem. 74(21): 5538-5543 (2002).
22
[23] Taki M., Hattori H., Osako T., Nagatomo S., Shiro M., Kitagawa T., Itoh S., Model complexes of the active site of galactose oxidase. Effects of the metal ion binding sites, Inorg. Chim. Acta 357(11): 3369-3381 (2004).
23
[24] Neuba A. , Rohrmüller M., Holscher R., Schmidt W. G., Henkel G., A panel of peralkylated sulfur–guanidine type bases: Novel pro-ligands for use in biomimetic coordination chemistry, Inorg. Chim. Acta 430: 225-238(2015).
24
[25] Dehghani-Firouzabadi A.A., Motevaseliyan F., Synthesis and characterization of four new unsymmetrical potentially pentadentate Schiff base ligands and related Zn(II) and Cd(II) complexes, Eur. J. Chem.5(4): 635-638 (2014).
25
[26] Dehghani-Firouzabadi A.A., Kargar H., Eslaminejad S., Notash B., Synthesis and characterization of a thioether Schiff base ligand and its metal complexes and crystal structure determination of the nickel(II) complex, J. Coord.Chem. 68(24): 4345-4354 (2015).
26
[27] Dehghani-Firouzabadi A. A., Sobhani M., Notash B., Synthesis and characterization of metal complexes with NOS unsymmetrical tridentate Schiff base ligand. X-ray crystal structures determination of nickel(II) and copper(II) complexes, Polyhedron 119: 49-54(2016).
27
[28] Kuan W., Ghang H., Horng Y., Mononuclear zinc(II) and mercury(II) complexes of Schiff bases derived from pyrrolealdehyde and cysteamine containing intramolecular NH⋯S hydrogen bonds, J. Organomet. Chem. 694(13): 2085-2091 (2009 ).
28
[29] Khandara A. A., Cardin C., Hosseini-Yazdi S. A., McGrady J., Abedi M., Zarei S. A., Gan Y., Nickel(II) and copper(II) complexes of Schiff base ligands containing N4O2 and N4S2 donors with pyrrole terminal binding groups: Synthesis, characterization, X-ray structures, DFT and electrochemical studies, Inorg. Chim. Acta 363(14): 4080-4087 (2010).
29
[30] Dehghani-Firouzabadi A. A., Firouzmandi S., Synthesis and Characterization of a New Unsymmetrical Potentially Pentadentate Schiff Base Ligand and Related Complexes with Manganese(II), Nickel(II), Copper(II), Zinc(II) and Cadmium(II), J. Braz. Chem. Soc. 28(5): 768-774 (2017).
30
[31] Geary W. J., The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coord. Chem. Rev. 7(1): 81-122 (1971).
31
[1] Reger T. S., Janda K. D., Polymer-Supported (Salen)Mn Catalysts for Asymmetric Epoxidation: A Comparisonbetween Soluble and Insoluble Matrices, J. Am. Chem. Soc. 122(29): 6929-6934 (2000).
32
[2] Nakajima K., Ando Y., Mano H., Kojima M., Photosubstitution reactivity, crystal structures, and electrochemistry of ruthenium (II)(III) complexes containing tetradentate (O2N2, S2N2, and P2N2) Schiff base ligands, Inorg. Chim. Acta 274(2): 184-191 (1998).
33
[3] Brewer G., Kamaras P., May L., Prytkov S., Rapta M., Synthesis and structural characterization of metal complexes of an unsymmetric N3O tetradentate Schiff base ligand, Inorg. Chim. Acta 279(1): 111-115 (1998).
34
[4] Yam V. W., Lo K. K., Luminescent polynuclear d10 metal complexes, Chem. Soc. Rev. 28: 323-334 (1999).
35
[5] McMillin D. R., McNett K. M., Photoprocesses of copper complexes that bind to DNA, Chem. Rev. 98(3): 1201-1220 (1998).
36
[6] Akbar Ali M., Mirza A. H., Ting W. Y., Haniti M., Hamid S. A., Bernhardt P. V., Butcher R. J., Mixed-ligand nickel(II) and copper(II) complexes of tridentate ONS and NNS ligands derived from S-alkyldithiocarbazates with the saccharinate ion as a co-ligand, Polyhedron 48(1): 167-173 (2012).
37
[7] Manikandan R., Viswnathamurthi P., Coordination behavior of ligand based on NNS and NNO donors with ruthenium(III) complexes and their catalytic and DNA interaction studies, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 97: 864-870 (2012).
38
[8] Shafaatian B., Soleymanpour A., Oskouei N. K., Notash B., Rezvani S. A., Synthesis, crystal structure, fluorescence and electrochemical studies of a new tridentate Schiff base ligand and its nickel(II) and palladium(II) complexes, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 128: 363-369 (2014).
39
[9] Hosseini-Monfared H., Kheirabadi S., Asghari-Lalami N., Mayer P., Dioxo- and oxovanadium(V) complexes of biomimetic hydrazone ONO and NNS donor ligands: Synthesis, crystal structure and catalytic reactivity, Polyhedron 30(8): 1375-1384 (2011).
40
[10] Chang S., Karambelkar V. V., Sommer R. D., Rheingold A. L., Goldberg D. P., New Monomeric Cobalt(II) and Zinc(II) Complexes of a Mixed N,S(alkylthiolate) Ligand: Model Complexes of (His)(His)(Cys) Metalloprotein Active Sites, Inorg. Chem.41(2): 239-248 (2002).
41
[11] Karahan A., Karabulut S., Dal H., Kurtaran R., Leszczynski J., Experimental and theoretical investigation of a novel mononuclear copper(II) azido compound with tridentate (NNO) Schiff base, J. Mol. Struct.1093: 1-7 (2015).
42
[12] Singh R., Banerjee A., Rajak K. K., Iron(III) complexes using NNS reduced Schiff bases and NNOS coordinating tetradentate ligands: Synthesis, structure and catecholase activity, Inorg. Chim. Acta 363(12): 3131-3138(2010).
43
[13] Jana S., Jana M. S., Biswas S., Sinha C., Mondal T. K., Synthesis, electronic structure and catalytic activity of ruthenium-iodo-carbonyl complexes with thioether containing NNS donor ligand, J. Mol. Struct.1065-1066: 52-60 (2014).
44
[14] Kim S., Ginsbach J. W., Billah A. I., Siegler M. A., Moore C. D., Solomon E. I., Karlin K. D., Tuning of the Copper–Thioether Bond in Tetradentate N3S(thioether) Ligands; O–O Bond Reductive Cleavage via a [CuII2(μ-1,2-peroxo)]2+/[CuIII2(μ-oxo)2]2+ Equilibrium, J. Am. Chem. Soc. 136(22): 8063-8071 (2014).
45
[15] Kalita M., Bhattacharjee T., Gogoi P., Barman P., Kalita R. D., Synthesis, characterization, crystal structure and bioactivities of a new potential tridentate (ONS) Schiff base ligand N-[2-(benzylthio) phenyl] salicylaldimine and its Ni(II), Cu(II) and Co(II) complexes, Polyhedron 60: 47-53 (2013).
46
[16] یگانهفعال،علی؛موجدیان،مریم؛ کلهر،مهدی؛ عطاران، عبدالمحمد؛ تبارکی، رضا؛ تهیه مشتق تازهای از بازشیف تیوفن تتراهیدروبنزو و کاربرد آن در اندازهگیری فلوئورید در خمیردندان به عنوان یک حسگر تازه فلورسانی فلوئورید، نشریهشیمیومهندسیشیمیایران، (3) 35: 65 تا 75 (1395).
47
[17] Brand U., Burth R., Vahrenkamp H., Design of Trigonal-Bipyramidal ZnN3S2 Complexes, Inorg. Chem.35(4): 1083-1086 (1996).
48
[18] Zhang Z., Martell A. E., Motekaitis R. J., Fu L., Synthesis of pentadentate mixed NS dithiolate chelating ligands derived from heterocycles and 2-mercaptoethylamines, Tetrahedron lett.40(25): 4615-4618(1999).
49
[19] Chandra S., Gupta K., Chromium(III), manganese(II), iron(III), cobalt(II), nickel(II) and copper(II) complexes with a pentadentate, 15-membered new macrocyclic ligand, Trans. Met. Chem.27(2): 196-199 (2002).
50
[20] Ganjali M. R., Pourjavid M. R., Rezapour M., Haghgoo S., Novel samarium(III) selective membrane sensor based on glipizid, Sens. Actuators B: Chemical 89(1-2): 21-26 (2003).
51
[21] Ganjali M. R., Rahimi M., Maddah B., Moghimi A., Borhani S., An Eu(III) Sensor Based on N,N-Diethyl-N-(4-hydroxy-6-methylpyridin-2-yl)guanidine, Anal. Sci.20(10): 1427-1431 (2004).
52
[22] Shamsipur M., Yousefi M., Hosseini M., Ganjali M. R., Lanthanum(III) PVC Membrane Electrodes Based on 1,3,5-Trithiacyclohexane, Anal. Chem. 74(21): 5538-5543 (2002).
53
[23] Taki M., Hattori H., Osako T., Nagatomo S., Shiro M., Kitagawa T., Itoh S., Model complexes of the active site of galactose oxidase. Effects of the metal ion binding sites, Inorg. Chim. Acta 357(11): 3369-3381 (2004).
54
[24] Neuba A. , Rohrmüller M., Holscher R., Schmidt W. G., Henkel G., A panel of peralkylated sulfur–guanidine type bases: Novel pro-ligands for use in biomimetic coordination chemistry, Inorg. Chim. Acta 430: 225-238(2015).
55
[25] Dehghani-Firouzabadi A.A., Motevaseliyan F., Synthesis and characterization of four new unsymmetrical potentially pentadentate Schiff base ligands and related Zn(II) and Cd(II) complexes, Eur. J. Chem.5(4): 635-638 (2014).
56
[26] Dehghani-Firouzabadi A.A., Kargar H., Eslaminejad S., Notash B., Synthesis and characterization of a thioether Schiff base ligand and its metal complexes and crystal structure determination of the nickel(II) complex, J. Coord.Chem. 68(24): 4345-4354 (2015).
57
[27] Dehghani-Firouzabadi A. A., Sobhani M., Notash B., Synthesis and characterization of metal complexes with NOS unsymmetrical tridentate Schiff base ligand. X-ray crystal structures determination of nickel(II) and copper(II) complexes, Polyhedron 119: 49-54(2016).
58
[28] Kuan W., Ghang H., Horng Y., Mononuclear zinc(II) and mercury(II) complexes of Schiff bases derived from pyrrolealdehyde and cysteamine containing intramolecular NH⋯S hydrogen bonds, J. Organomet. Chem. 694(13): 2085-2091 (2009 ).
59
[29] Khandara A. A., Cardin C., Hosseini-Yazdi S. A., McGrady J., Abedi M., Zarei S. A., Gan Y., Nickel(II) and copper(II) complexes of Schiff base ligands containing N4O2 and N4S2 donors with pyrrole terminal binding groups: Synthesis, characterization, X-ray structures, DFT and electrochemical studies, Inorg. Chim. Acta 363(14): 4080-4087 (2010).
60
[30]Dehghani-Firouzabadi A. A., Firouzmandi S., Synthesis and Characterization of a New Unsymmetrical Potentially Pentadentate Schiff Base Ligand and Related Complexes with Manganese(II), Nickel(II), Copper(II), Zinc(II) and Cadmium(II), J. Braz. Chem. Soc. 28(5): 768-774 (2017).
61
[31] Geary W. J., The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coord. Chem. Rev. 7(1): 81-122 (1971).
62
ORIGINAL_ARTICLE
Molecular Dynamic Simulation of Adsorption of tri-Bisphenol-A-Diglycidyl Ether on Montmorillonite
In this research, adsorption of six tri-bisphenol-A-diglycidyl ether oligomers on montmorillonite are investigated using molecular dynamics simulation method at 298, 323, and 348k. At the beginning of the simulation, the distance between oligomers and Montmorillonite is set greater than cut-off distance; but, the distance between oligomer chains is smaller than the cut-off distance. During the simulation, the oligomer chains are adsorbed on the surface and after temperature and pressure equilibration, sampling is done for data analysis. The results show that the adsorption of oligomer chains on Montmorillonite is done via etheric Oxygens of oligomer chains. The etheric oxygen has a partial negative charge and reacts sufficiently with positive calcium ions of Montmorillonite. The result of this interaction is the strong adsorption of oligomer chains on Montmorillonite. Increasing temperature causes an increase in distance between adsorbed oligomer chains, but, does not strong effect on adsorption of chains on surface.
https://www.nsmsi.ir/article_31239_da26afb690a49014ae2ef4b2437bac9f.pdf
2019-08-23
173
182
Montmorillonite
Bisphenol-A
molecular dynamics
Adsorption
Mohammad
Khodadadi Moghaddam
m_khodadadi@iauardabil.ac.ir
1
Department of Chemistry, Ardabil Branch, Islamic Azad University, Ardabil, I.R. IRAN
LEAD_AUTHOR
Soheila
Sarabi Aghbolagh
soheilasarabistudent1395@gmail.com
2
Department of Chemistry, Ardabil Branch, Islamic Azad University, Ardabil, I.R. IRAN
AUTHOR
[1] ثابت زاده، مریم؛ باقری، روح الله؛ معصومی، محمود، تهیه و بررسی ویژگی های آمیخته های پلی اتیلن سبک ـ نشاسته گرمانرم؛ قسمت اول: اثر سازگارکننده ی PE-g-MA بر خواص مکانیکی و رفتار جریان، نشریه شیمی و مهندسی شیمی ایران، (4)32: 59 تا 69 (1392).
1
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[30] Kim D.H., Kim H.S., Investigation of hygroscopic and mechanical properties of nanoclay/epoxy system: Molecular dynamics simulations and experiments, Compos. Sci. Tech., 101: 110–120 (2014).
30
ORIGINAL_ARTICLE
Thermodynamic Modeling of Carbon Dioxide Absorption in Methyl Diethanolamine Aqueous Solutions
The natural gas as the most important alternative oil resources for providing energy is taken into consideration in recent years. Since the operational and environmental problems are created by some compounds in natural gas, so it must be refined in order to use it. CO2 is one of these compounds. On the other hand, today the world is faced with the problem of minimizing greenhouse emissions. Among these gases, CO2 is considered to be the major contributor due to its abundance. The absorption of CO2 into alkanolamine chemical solvents is one of the most common methods for capturing CO2. In this report, the SAFT-HR equation of state is used to determine the solubility of CO2 in aqueous methyldiethanolamine solutions. By using the available parameters in the articles and adjusted parameters in this work, the prediction of equilibrium solubility of CO2 for the temperature range of 298-413.15 K and the pressure range of 0.11-5036.7 kPa is done. The Average Absolute Deviation Percent (AAD%) in temperatures of 298-313-323-328-333-343-348-353-358-373-393-413 is equal to 47.45%, 39.9%, 36.5%, 8.8%, 17.6%, 6.6%, 29.2%, 10.5%, 10.7%, 27.2%, 6.4%, 4.5%, respectively. The average absolute deviation for all of the data points is found to be 27.9%.
https://www.nsmsi.ir/article_34365_dfeac37b1ead1937817c6decb6cbc732.pdf
2019-08-23
183
194
Carbon dioxide absorption
Chemical equilibrium
MDEA aqueous solution
SAFT-HR equation of state
Azam
Majafloo
najaflooazam@gmail.com
1
Department of Chemical Engineering, Central Tehran Branch, Islamic Azad University, Tehran, I.R. IRAN
LEAD_AUTHOR
[1] Saghafi, H. and M. Arabloo, Modeling of CO2 solubility in MEA, DEA, TEA, and MDEA aqueous solutions using AdaBoost-Decision Tree and Artificial Neural Network. International Journal of Greenhouse Gas Control, 2017. 58: p. 256-265.
1
[2] Stewart, C. and M.-A. Hessami, A study of methods of carbon dioxide capture and sequestration––the sustainability of a photosynthetic bioreactor approach. Energy Conversion and Management, 2005. 46(3): p. 403-420.
2
[3] Constantinou, A., S. Barrass, and A. Gavriilidis, CO2 Absorption in Polytetrafluoroethylene Membrane Microstructured Contactor Using Aqueous Solutions of Amines. Industrial & Engineering Chemistry Research, 2014. 53(22): p. 9236-9242.
3
[4] Nwaoha, C., et al., Carbon dioxide (CO2) capture performance of aqueous tri-solvent blends containing 2-amino-2-methyl-1-propanol (AMP) and methyldiethanolamine (MDEA) promoted by diethylenetriamine (DETA). International Journal of Greenhouse Gas Control, 2016. 53: p. 292-304.
4
[5] Ghalib, L., et al., Modeling the effect of piperazine on CO2 loading in MDEA/PZ mixture. Fluid Phase Equilibria, 2017. 434: p. 233-243.
5
[6] Afsharpour, A. and A. Haghtalab, Modeling of CO2 solubility in aqueous N-methyldiethanolamine solution using electrolyte modified HKM plus association equation of state. Fluid Phase Equilibria, 2017. 433: p. 149-158.
6
[7] Uyan, M., et al., Predicting CO2 solubility in aqueous N-methyldiethanolamine solutions with ePC-SAFT. Fluid Phase Equilibria, 2015. 393(0): p. 91-100.
7
[8] Park, S.-B. and H. Lee, Vapor-liquid equilibria for the binary monoethanolamine+ water and monoethanolamine+ethanol systems. Korean Journal of Chemical Engineering, 1997. 14(2): p. 146-148.
8
[9] Najafloo, A., A.T. Zoghi, and F. Feyzi, Measuring solubility of carbon dioxide in aqueous blends of N-methyldiethanolamine and 2-((2-aminoethyl)amino)ethanol at low CO2 loadings and modelling by electrolyte SAFT-HR EoS. The Journal of Chemical Thermodynamics, 2015. 82(0): p. 143-155.
9
[10] Zhao, B., et al., Enhancing the energetic efficiency of MDEA/PZ-based CO2 capture technology for a 650 MW power plant: Process improvement. Applied Energy, 2017. 185, Part 1: p. 362-375.
10
[11] Kent, R.L. and B. Elsenberg, BETTER DATA FOR AMINE TREATING. Hydrocarbon Processing, 1976. 55(2): p. 87-90.
11
[12] Mondal, B.K., S.S. Bandyopadhyay, and A.N. Samanta, Experimental measurement and Kent-Eisenberg modelling of CO2 solubility in aqueous mixture of 2-amino-2-methyl-1-propanol and hexamethylenediamine. Fluid Phase Equilibria, 2017. 437: p. 118-126.
12
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[14] Haghtalab, A. and M. Dehghani Tafti, Electrolyte UNIQUAC−NRF Model to Study the Solubility of Acid Gases in Alkanolamines. Industrial & Engineering Chemistry Research, 2007. 46(18): p. 6053-6060.
14
[15] Fakouri Baygi, S. and H. Pahlavanzadeh, Application of the perturbed chain-SAFT equation of state for modeling CO2 solubility in aqueous monoethanolamine solutions. Chemical Engineering Research and Design, 2015. 93(0): p. 789-799.
15
[16] Pahlavanzadeh, H. and S. Fakouri Baygi, Modeling CO2 solubility in Aqueous Methyldiethanolamine Solutions by Perturbed Chain-SAFT Equation of State. The Journal of Chemical Thermodynamics, 2013. 59(0): p. 214-221.
16
[17] Haghtalab, A. and S.H. Mazloumi, Electrolyte cubic square-well equation of state for computation of the solubility CO2 and H2S in aqueous MDEA solutions. Industrial and Engineering Chemistry Research, 2010. 49(13): p. 6221-6230.
17
[18] Huang, S.H. and M. Radosz, Equation of state for small, large, polydisperse, and associating molecules. Industrial & Engineering Chemistry Research, 1990. 29(11): p. 2284-2294.
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[19] Huang, S.H. and M. Radosz, Equation of state for small, large, polydisperse, and associating molecules: extension to fluid mixtures. Industrial & Engineering Chemistry Research, 1991. 30(8): p. 1994-2005.
19
[20] Al-Rashed, O.A. and S.H. Ali, Modeling the solubility of CO2 and H2S in DEA–MDEA alkanolamine solutions using the electrolyte–UNIQUAC model. Separation and Purification Technology, 2012. 94(0): p. 71-83.
20
[21] Chen, S.S. and A. Kreglewski, Applications of the Augmented van der Waals Theory of Fluids.: I. Pure Fluids. Berichte der Bunsengesellschaft für physikalische Chemie, 1977. 81(10): p. 1048-1052.
21
[22] Tan, S.P., H. Adidharma, and M. Radosz, Recent Advances and Applications of Statistical Associating Fluid Theory. Industrial & Engineering Chemistry Research, 2008. 47(21): p. 8063-8082.
22
[23] Smith, W.R. and R.W. Missen, Strategies for solving the chemical equilibrium problem and an efficient microcomputer-based algorithm. The Canadian Journal of Chemical Engineering, 1988. 66(4): p. 591-598.
23
[24] Lagarias, J.C., et al., Convergence Properties of the Nelder-Mead Simplex Method in Low Dimensions. SIAM J. on Optimization, 1998. 9(1): p. 112-147.
24
[25] Lemoine, B., et al., Partial vapor pressure of CO2 and H2S over aqueous methyldiethanolamine solutions. Fluid Phase Equilibria,.2000. 172(2): p. 261-277.
25
[26] Sidi-Boumedine, R., et al., Experimental determination of carbon dioxide solubility data in aqueous alkanolamine solutions. Fluid Phase Equilibria, 2004. 218(1): p. 85-94.
26
[27] Ma'mun, S., et al., Solubility of carbon dioxide in 30 mass % monoethanolamine and 50 mass % methyldiethanolamine solutions. Journal of Chemical and Engineering Data, 2005. 50(2): p. 630-634.
27
[28] Kuranov, G., et al., Solubility of Single Gases Carbon Dioxide and Hydrogen Sulfide in Aqueous Solutions of N-Methyldiethanolamine in the Temperature Range 313-413 K at Pressures up to 5 MPa. Industrial & Engineering Chemistry Research, 1996. 35:6(6): p. 1959-1966.
28
[29] Rho, S.-W., et al., Solubility of CO2 in Aqueous Methyldiethanolamine Solutions. Journal of Chemical & Engineering Data, 1997. 42(6): p. 1161-1164.
29
[30] Kamps, Á.P.-S., et al., Solubility of Single Gases Carbon Dioxide and Hydrogen Sulfide in Aqueous Solutions of N-Methyldiethanolamine at Temperatures from 313 to 393 K and Pressures up to 7.6 MPa: New Experimental Data and Model Extension. Industrial & Engineering Chemistry Research, 2000. 40(2): p. 696-706.
30
[31] MacGregor, R.J. and A.E. Mather, Equilibrium solubility of H2S and CO2 and their mixtures in a mixed solvent. Can. J. Chem. Eng, 1991. 69: p. 1357.
31
ORIGINAL_ARTICLE
Development of a Novel and Robust Hyphenated Method Called DLLME/LI-TLS for Trace Analysis of Cd
in Water and Drug Samples
Cadmium is one of the most hazardous elements in human health. Dispersive Liquid-Liquid Microextraction / Laser Induced-Thermal Lens Spectrometry (DLLME/LI-TLS) was developed as a new combination method for preconcentration and determination of Cd in water, juices, and drug tablets. Thermal lens spectrometry is suitable for the determination of analyte after DLLME because of the low volume of the remained phase after DLLME and increasing of the enhancement factor for the nonpolar organic solvents. Some effective parameters on the microextraction, complex formation, and combination were selected and optimized. Under optimum conditions, the calibration graphs were linear in the range of 0.1-20 µg/L with the detection limit of 0.01 µg/L. The relative standard deviation (RSD) for 1 and 10 µg/L of cadmium was 3.2 and 2.5, respectively. The enhancement factor of 700 was obtained from a sample volume of 10.0 mL and a determination volume of 25 µL. DLLME/LI-TLS method was applied to the analysis of juices, drug tablets, and real water samples. The accuracy of the method was proved by using standard reference materials and microspectrophotometry.
https://www.nsmsi.ir/article_32753_8beb3b79b3ad3e298d9c7d7625d51d2f.pdf
2019-08-23
195
206
Thermal lens
Dispersive
Real samples
Laser
Cadmium
Nader
Shokoufi
n.shokoufi@ccerci.ac.ir
1
Analytical Instrumentation & Spectroscopy Laboratory, Chemistry & Chemical Engineering Research Center of Iran, Tehran, I.R. IRAN
LEAD_AUTHOR
Amir
Hamdamali
amir.hamdam@gmail.com
2
Analytical Instrumentation & Spectroscopy Laboratory, Chemistry & Chemical Engineering Research Center of Iran,Tehran, I.R. IRAN
AUTHOR
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1
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2
[3] Pawliszyn J., “Sampling and sample preparation for field and laboratory: fundamentals and new directions in sample preparation”, Elsevier, (2002) .
3
[4] Liu H., Huang L., Chen Y., et al., Simultaneous determination of polycyclic musks in blood and urine by solid supported liquid–liquid extraction and gas chromatography–tandem mass spectrometry, J. Chromatogr. B, 992: 96-102 (2015) .
4
[5] Radchenko V., Engle J., Wilson J., et al., Application of ion exchange and extraction chromatography to the separation of actinium from proton-irradiated thorium metal for analytical purposes, J. Chromatogr. A, 1380: 55-63 (2015) .
5
[6] Atrabi J. R., Shokoufi N., Kargosha K., Micelle Mediated Preconcentration of Mercury in pH Controlled Mode for Trace Analysis, Iran. J. Chem. Chem. Eng.,35(2): 79-87 (2016).
6
[7] Qiu H., Sun D., Gunatilake S.R., She J., Mlsna T.E., Analysis of trace dicyandiamide in stream water using solid phase extraction and liquid chromatography UV spectrometry, J. Environ. Sci. 35: 38-42 (2015) .
7
[8] Zdravkovic S.A., Solid phase extraction in tandem with GC/MS for the determination of semi-volatile organic substances extracted from pharmaceutical packaging/delivery systems via aqueous solvent systems, J. Pharm. Biomed. Anal. 112: 126-138 (2015) .
8
[9] Khajeh M., Kaykhaii M., Hashemi S.H., Shakeri M., Particle swarm optimization–artificial neural network modeling and optimization of leachable zinc from flour samples by miniaturized homogenous liquid–liquid microextraction, J. Food Compost. Anal. 33(1): 32-38 (2014) .
9
[10] Ebrahimzadeh H., Molaei K., Asgharinezhad A., Shekari N., Dehghani Z., Molecularly imprinted nano particles combined with miniaturized homogenous liquid–liquid extraction for the selective extraction of loratadine in plasma and urine samples followed by high performance liquid chromatography-photo diode array detection, Anal. Chim. Acta, 767: 155-162 (2013) .
10
[11] Cai M-Q., Wei X-Q., Du C-H., Ma X-M., Jin M-C., Novel amphiphilic polymeric ionic liquid-solid phase micro-extraction membrane for the preconcentration of aniline as degradation product of azo dye Orange G under sonication by liquid chromatography–tandem mass spectrometry, J.Chromatogr. A, 1349: 24-29 (2014) .
11
[12] Rezaee M., Assadi Y., Hosseini M-RM., Aghaee E., Ahmadi F., Berijani S., Determination of organic compounds in water using dispersive liquid–liquid microextraction, J. Chromatogr. A, 1116(1-2): 1-9 (2006) .
12
[13] Yang Z., Liu Y., Liu D., Zhou Z., Determination of organophosphorus pesticides in soil by dispersive liquid–liquid microextraction and gas chromatography, J. Chromatogr. Sci. 50(1): 15-20 (2012) .
13
[14] Kamarei F., Ebrahimzadeh H., Yamini Y., Optimization of temperature-controlled ionic liquid dispersive liquid phase microextraction combined with high performance liquid chromatography for analysis of chlorobenzenes in water samples, Talanta, 83(1): 36-41 (2010) .
14
[15] Rodríguez-Cabo T., Ramil M., Rodríguez I., Cela R., Dispersive liquid–liquid microextraction with non-halogenated extractants for trihalomethanes determination in tap and swimming pool water, Talanta, 99: 846-852 (2012) .
15
[16] Li X., Xue A., Chen H., Li S., Low-density solvent-based dispersive liquid–liquid microextraction combined with single-drop microextraction for the fast determination of chlorophenols in environmental water samples by high performance liquid chromatography-ultraviolet detection, J. Chromatogr. A, 1280: 9-15 (2013) .
16
[17] Zhang Y., Duan J., He M., Chen B., Hu B., Dispersive liquid liquid microextraction combined with electrothermal vaporization inductively coupled plasma mass spectrometry for the speciation of inorganic selenium in environmental water samples, Talanta, 115: 730-736 (2013).
17
[18] Trujillo-Rodríguez M.J., Rocío-Bautista P., Pino V., Afonso A.M., Ionic liquids in dispersive liquid-liquid microextraction, Trends Analyt. Chem. 51: 87-106 (2013) .
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[19] Zhou Q., Zhao N., Xie G., Determination of lead in environmental waters with dispersive liquid–liquid microextraction prior to atomic fluorescence spectrometry, J. Hazard. Mater. 189(1-2): 48-53 (2011) .
19
[20] Mirabi A., Dalirandeh Z., Rad A.S., Preparation of modified magnetic nanoparticles as a sorbent for the preconcentration and determination of cadmium ions in food and environmental water samples prior to flame atomic absorption spectrometry, J Magn. Magn. Mater. 381: 138-144 (2015).
20
[21] Guzsvány V., Madžgalj A., Trebše P., Gaál F., Franko M., Determination of selected neonicotinoid insecticides by liquid chromatography with thermal lens spectrometric detection, Environ. Chem. Let. 5(4): 203-208 (2007) .
21
[22] Kliger D., "Ultrasensitive Laser Spectroscopy", Chapter 3, Elsevier Science BV, Amsterdam, 2012, pp 176-230.
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[23] Jalbani N., Soylak M., Ligandless surfactant mediated solid phase extraction combined with Fe3O4 nano-particle for the preconcentration and determination of cadmium and lead in water and soil samples followed by flame atomic absorption spectrometry: multivariate strategy, Ecotoxicol. Environ. Saf. 102: 174-178 (2014) .
23
[24] Anthemidis A.N., Ioannou K-IG., Development of a sequential injection dispersive liquid–liquid microextraction system for electrothermal atomic absorption spectrometry by using a hydrophobic sorbent material: Determination of lead and cadmium in natural waters, Anal. Chim. Acta, 668(1): 35-40 (2010) .
24
[25] Mashhadizadeh M.H., Karami Z., Solid phase extraction of trace amounts of Ag, Cd, Cu, and Zn in environmental samples using magnetic nanoparticles coated by 3-(trimethoxysilyl)-1-propantiol and modified with 2-amino-5-mercapto-1, 3, 4-thiadiazole and their determination by ICP-OES, J. Hazard. Mater. 190(1-3): 1023-1029 (2011) .
25
[26] Franko M., Tran C.D., “Thermal lens spectroscopy”, Encyclopedia of Analytical Chemistry: Applications, Theory and Instrumentation, (2006) .
26
[27] Shokoufi N., Hamdamali A., Laser induced-thermal lens spectrometry in combination with dispersive liquid–liquid microextraction for trace analysis, Anal. Chim. Acta, 681(1-2) :56-62 (2010) .
27
[28] Bialkowski S., “Photothermal spectroscopy methods for chemical analysis” ,John Wiley & Sons, (1996) .
28
[29] Ezoddin M., Shemirani F., Abdi K., Saghezchi M.K., Jamali M., Application of modified nano-alumina as a solid phase extraction sorbent for the preconcentration of Cd and Pb in water and herbal samples prior to flame atomic absorption spectrometry determination, J. Hazard. Mater. 178(1-3): 900-905 (2010) .
29
[30] Gawin M., Konefał J., Trzewik B., et al., Preparation of a new Cd (II)-imprinted polymer and its application to determination of cadmium (II) via flow-injection-flame atomic absorption spectrometry, Talanta, 80(3): 1305-1310 (2010) .
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[31] Viitak A., Volynsky A.B., Simple procedure for the determination of Cd, Pb, As and Se in biological samples by electrothermal atomic absorption spectrometry using colloidal Pd modifier, Talanta, 70(4): 890-895 (2006) .
31
[32] Myöhänen T., Mäntylahti V., Koivunen K., Matilainen R., Simultaneous determination of As, Cd, Cr and Pb in aqua regia digests of soils and sediments using electrothermal atomic absorption spectrometry and fast furnace programs, Spectrochim. Acta Part B, At. Spectrosc. 57(11): 1681-1688 (2002).
32
ORIGINAL_ARTICLE
Determination of Cloxacillin by Using Co3O4 Nanoparticles-Enhanced Chemiluminescence Reaction
In this work, the catalytic effect of Co3O4 NanoParticles (NPs) on the luminol-O2 chemiluminescence (CL) reaction in alkaline medium was presented. By using quick precipitation method, Co3O4 NPs were synthesized and then by using Scanning Electron Microscopy (SEM), X-Ray Diffraction (XRD), Transmission Electron Microscopy (TEM), Fourier Transform InfraRed (FT-IR) spectroscopy were characterized. In the following, it was indicated that cloxacillin can increase the intensity of the luminol-O2 CL reaction. Based on these findings, a new, simple, and sensitive CL method for the determination of cloxacillin was presented. The liner range, correlation coefficient, limit of detection and reproducibility (RSD%) of the method for cloxacillin were 3.0 × 10-5 - 7.0 × 10-4 mol/L, 0.99, 2.9 × 10-5 mol/L and 2.2% respectively and analysis of each sample took about 1.0 minute. In addition, this proposed method was successfully used for the determination of cloxacillin in pharmaceutical formulation.
https://www.nsmsi.ir/article_31464_98965a251bc54394b8bfae64657802e0.pdf
2019-08-23
207
217
Co3O4 nanoparticles
Chemiluminescence
Cloxacillin
Luminol
Mortaza
Iranifam
mortezairanifam@yahoo.com
1
Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, I.R. IRAN
LEAD_AUTHOR
Shirin
Mikalili Haji Kandi
shirinmikaili11@gmail.com
2
Department of Chemistry, Faculty of Science, University of Maragheh, Maragheh, I.R. IRAN
AUTHOR
[1] Sorouraddin, M.H. and M. Iranifam, A new chemiluminescence method for determination of EDTA in ophthalmic drugs. Chem Anal (Warsaw, Pol), 52(3): 481-490 (2007).
1
[2] Lara, F.J., Airado-Rodriguez D., Moreno-Gonzalez D., Huertas-Perez J.F., Garcia-Campana A.M., Applications of capillary electrophoresis with chemiluminescence detection in clinical, environmental and food analysis. A review. Anal Chim Acta. , 913: 22-40 (2016).
2
[3] Iranifam, M., Revisiting flow-chemiluminescence techniques: pharmaceutical analysis. Luminescence,28(6): 798–820 (2013).
3
[4] Iranifam, M., Analytical applications of chemiluminescence methods for cancer detection and therapy. TrAC, Trends Anal. Chem., 59(0): 156-183 (2014).
4
[5] Al Haddabi B., Al Lawati H.A.J., Suliman F.O., An enhanced cerium(IV)-rhodamine 6G chemiluminescence system using guest-host interactions in a lab-on-a-chip platform for estimating the total phenolic content in food samples. Talanta, 150: 399-406 (2016).
5
[6] Iranifam, M., Analytical applications of chemiluminescence systems assisted by carbon nanostructures. TrAC, Trends Anal. Chem., 80: 387–415 (2016).
6
[7] Liu Z.Z., Zhao F.R., Gao S.D., Shao J.J., Chang H.Y. , The Applications of Gold Nanoparticle-Initialed Chemiluminescence in Biomedical Detection. Nanoscale Res. Lett., 11: 1-8 (2016).
7
[8] Iranifam, M., Chemiluminescence reactions enhanced by silver nanoparticles and silver alloy nanoparticles: applications in analytical chemistry TrAC, Trends Anal. Chem.., 82: 126–142 (2016).
8
[9] Iranifam, M. and N.R. Hendekhale, CuO nanoparticles-catalyzed hydrogen peroxide-sodium hydrogen carbonate chemiluminescence system used for quenchometric determination of atorvastatin, rivastigmine and topiramate. Sens Actuators, B. , 243: 532-541 (2017).
9
[10] Iranifam, M., Analytical applications of chemiluminescence-detection systems assisted by magnetic microparticles and nanoparticles. TrAC, Trends Anal. Chem., 51: 51-70 (2013).
10
[11] Xie, J., Huang Y., Co3O4 nanoparticles-enhanced luminol chemiluminescence and its application in H2O2 and glucose detection. Anal Methods, 3(5): 1149-1155 (2011).
11
[12] Li X.H., Bai Y.F., Feng F., Zhang Z.J., The development of a novel chemiluminescent glucose sensor using hydrophilic Co3O4@SiO2 mesoporous nanoparticles. Anal Methods, 8(14): 2923-2928 (2016).
12
[13] Khataee, A., , Iranifam M., Fathinia M., Nikravesh M., Flow-injection chemiluminescence determination of cloxacillin in water samples and pharmaceutical preparation by using CuO nanosheets-enhanced luminol-hydrogen peroxide system. Spectrochim Acta, Part A. ,134(0): 210-217 (2015).
13
[14] Legrand T., Vodovar D., Tournier N., Khoudour N., Hulin A. Simultaneous Determination of Eight beta-Lactam Antibiotics, Amoxicillin, Cefazolin, Cefepime, Cefotaxime, Ceftazidime, Cloxacillin, Oxacillin, and Piperacillin, in Human Plasma by Using Ultra-High-Performance Liquid Chromatography with Ultraviolet Detection. Antimicrob. Agents Chemother. 60(8): 4734-4742(2016).
14
[15] Kumar, V., Bhutani, H., Singh, S., ICH guidance in practice: Validated stability-indicating HPLC method for simultaneous determination of ampicillin and cloxacillin in combination drug products. J Pharm. Biomed. Anal. , 43(2): 769-773 (2007).
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[17] Marchetti, M., I. Schwaiger, Schmid E.R., Determination of benzylpenicillin, oxacillin, cloxacillin, and dicloxacillin in cows' milk by ion-pair high-performance liquid chromatography after precolumn derivatization. Fresenius J. Anal. Chem. 371(1): 64-67 (2001).
17
[18] Qureshi, S.Z., Qayoom T., Helaleh M.I.H., Simultaneous spectrophotometric and volumetric determinations of amoxycillin, ampicillin and cloxacillin in drug formulations: reaction mechanism in the base catalysed hydrolysis followed by oxidation withiodate in dilute acid solution. J Pharm Biomed Anal, 21(3), 473-482 (1999).
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19
[20] Drackova M., Navratilova P., Hadra L., Vorlova L., Hudcova L., Determination Residues of Penicillin G and Cloxacillin in Raw Cow Milk Using Fourier Transform Near Infrared Spectroscopy. Acta Vet Brno. 78(4): 685-690 (2009).
20
[21] Khataee A., Iranifam M., Fathinia M., Nikravesh M., Flow-injection chemiluminescence determination of cloxacillin in water samples and pharmaceutical preparation by using CuO nanosheets-enhanced luminol-hydrogen peroxide system. . Spectrochim. Acta, Part A. , 134: 210-217 (2015).
21
[22] Srivastava A.K., Madhavi S., Ramanujan R. , A novel method to synthesize cobalt oxide (Co3O4) nanowires from cobalt (Co) nanobowls. Phys. Status Solidi A. 207(4): 963-966 (2010).
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[23] Farhadi S., Sepahdar A., Jahanara K., Spinel-type cobalt oxide (Co3O4) nanoparticles from the mer-Co (NH3)3 (NO2)3 complex: preparation, characterization, and study of optical and magnetic properties. J Nanostruct. , 3(2): 199-207 (2013) .
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[24] Jha A., Rode C.V. , Highly selective liquid-phase aerobic oxidation of vanillyl alcohol to vanillin on cobalt oxide (Co3O4) nanoparticles. New. J. Chem. 37(9): 2669-2674 (2013).
24
[25] Barni F, Lewis S.W., Berti A., Miskelly G.M., Lago G. , Forensic application of the luminol reaction as a presumptive test for latent blood detection. Talanta, 72(3): 896-913 (2007).
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[26] Fan Y., Shi W., Zhang X., Huang Y., Mesoporous material-based manipulation of the enzyme-like activity of CoFe2O4 nanoparticles. J. Mater. Chem. A. , 2(8): 2482-2486 (2014).
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[27] Liang S.X., Zhao L.X., Zhang B.T., Lin J.M.., Experimental studies on the chemiluminescence reaction mechanism of carbonate/bicarbonate and hydrogen peroxide in the presence of cobalt(II). J. Phys. Chem. A. 112(4): 618-623 (2008).
27
[28] Guan G., Yang L., Mei Q., Zhang K., Zhang Z., Han M-Y., Chemiluminescence switching on peroxidase-like Fe3O4 nanoparticles for selective detection and simultaneous determination of various pesticides, Anal Chem., 84: 9492–9497 (2012).
28
[29] Ma L, Kang W, Xu X, Niu L, Shi H, Li S., Flow-injection chemiluminescence determination of penicillin antibiotics in drugs and human urine using luminol-Ag (III) complex system, J. Anal. Chem. 67(3), 219–225 (2012).
29
[30] Khataee A., Hasanzadeh A., Lotfi R., Joo S.W., Enhanced chemiluminescence of carminic acid-permanganate by CdS quantum dots and its application for sensitive quenchometric flow injection assays of cloxacillin, Talanta, 2016, 152, ,171-178 (2016).
30
[31] ارشدی، ستار ؛ دیده بان، خدیجه ؛ رستمی پایین افراکتی، معصومه، نانومخروط بور نیتریدی BNNC جایگزین شده با جایگاه فعال شبه کلروفیل: حسگری گزینش پذیر برای گاز اکسیژن، نشریه شیمی و مهندسی شیمی ایران، 32(1) 157 تا 143 (1396).
31
[32] قلیزاده، اعظم ؛ شاهرخیان، سعید ؛ ایرجی زاد، اعظم ؛ مهاجرزاده، شمس الدین ؛ وثوقی، منوچهر ، اندازهگیری گلوتامات با استفاده از حسگر زیستی بر پایه نانولولههای کربنی عمودی ، نشریه شیمی و مهندسی شیمی ایران، 32(4)33 تا 36 (1392).
32
ORIGINAL_ARTICLE
Determination of Total Acidic Number of Motor Oils of Diesels and Cars and Its Correlation to the Mileage
Oils are a major group of lubricants which are used to reduce the amount of friction and easier movement of two in contact surfaces that are extracted from crude oil. One of the most important applications of lubricants is the engine oil of vehicles. In this research, the Total Acidic Number (TAN) of various types of motor, gearbox, hydraulic, and brake oils were measured in different mileages. The oils were selected both for cars and diesel vehicles from a range of manufacturers. The results showed that the average TAN is 1.4 and 1.7 (mg KOH)/g for car and diesel motor oils, respectively. Also for most of the oils, there is a direct relationship between TAN and the mileage of the car. As for an average of each 5,000 km, TAN increases 0.7 (mg KOH)/g for car oils and 0.3 (mg KOH)/g for diesel oil vehicles. Moreover, it was found that the TAN of brake oil is zero and do not change with mileage. Besides, TAN of the oil taken from the engine and from the inside of the oil filter is the same.
https://www.nsmsi.ir/article_31169_0f744dbc3426f908e8caae6e79f572c0.pdf
2019-08-23
219
227
Total acidic number
Titration
engine oil
Vehicle
Sadeq
Tanavardinasab
sadeq.chemist@gmail.com
1
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan, I.R. IRAN
AUTHOR
Mona
Sargazi
sargazi.mona@gmail.com
2
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan, I.R. IRAN
AUTHOR
Karam
Goodarzi
karam.godarzi@yahoo.com
3
Hormozgan Province Gas Company, Sixth Zone of Gas Transfer, Bandar Abbas, I.R. IRAN
AUTHOR
Massoud
Kaykhaii
kaykhaii@chem.usb.ac.ir
4
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan, I.R. IRAN
LEAD_AUTHOR
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1
[2] زمانی،"مجموعه مقالات سمینار شناخت و کاربرد روغنهای روانساز صنعتی"، شرکت نفت بهران با همکاری موسسه انتشارات جهاد دانشگاهی، تهران، ص.ص. 177و176 (1365).
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[10] Van De Voort F.R., Pinchuk D., Davies M., Taghizadeh A., "FTIR acid and base number analyses: their potential to Replace ASTM Methods", Proceedings of the JOAP International Monitoring Conference, Canada, 4,5 (2002).
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17
ORIGINAL_ARTICLE
Applications of Genetic Algorithms to Optimize Chemical Processes
In engineering science, the word design from the perspective of people with different definitions and the selection of inputs for the model in different parts of the design and modeling of chemical processes have a special place. A genetic algorithm is one of the methods that it has been using with a simulator to turn it into a powerful tool for optimizing the target function. Due to the widespread of this method in recent years and its significant results in various fields of chemical engineering, in this article, the method of operation of this method and its applications in different fields are discussed in order to get more familiar. In this research, the efficiency of the genetic algorithm in the optimization of chemical engineering-related industries, such as the optimization of agitated reactors, the design of process control equipment, the membrane process parameters, and the optimization of thermal systems have been investigated. The results of this study showed the great ability of the genetic algorithm to optimize the processes associated with the chemical engineering industry.
https://www.nsmsi.ir/article_31585_669bbf8ca417328204fc143c3aee54b2.pdf
2019-08-23
229
244
Chemical Engineering
genetic algorithm
Optimization
Objective function
Assessment
Mashallah
Rezakazemi
mashalah.rezakazemi@gmail.com
1
Faculty of Chemical and Materials Engineering, Shahrood University of Technology, Shahrood, I.R. IRAN
LEAD_AUTHOR
Mojtaba
Raji
mojtabaraji90@gmail.com
2
Department of Chemical Engineering, University of Kashan, Kashan, I.R. IRAN
AUTHOR
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[2] Al-Dabbagh R., Neri F., Idris N., Baba M., Algorithm Design Issues in Adaptive Differential Evolution: Review and taxonomy, (2018).
2
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[5] Karr C., Freeman L.M., Industrial applications of genetic algorithms, CRC press, (1998).
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[6] Syswerda G., A study of reproduction in generational and steady state genetic algorithms, Foundations of genetic algorithms, 2(94-101 (1991).
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[9] Chang H., Hou W.-C., Optimization of membrane gas separation systems using genetic algorithm, Chem. Eng. Sci., 61(16): 5355-5368 (2006).
9
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[11] Tomassini M., A survey of genetic algorithms, in: Annual reviews of computational physics III, 1995, pp. 87-118 (1995).
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[14] Davis L., Handbook of genetic algorithms, (1991).
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[15] Altınten A., Ketevanlioğlu F., Erdoğan S., Hapoğlu H., Alpbaz M., Self-tuning PID control of jacketed batch polystyrene reactor using genetic algorithm, Chem. Eng. J., 138(1–3): 490-497 (2008).
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[17] Machado R., Bolzan A., Control of batch suspension polymerization reactor, Chemical Engineering Journal, 70(1): 1-8 (1998).
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[18] Sarkar D., Modak J.M., Optimization of fed-batch bioreactors using genetic algorithm: multiple control variables, Comput. Chem. Eng., 28(5): 789-798 (2004).
18
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[23] Qi R., Henson M.A., Membrane system design for multicomponent gas mixtures via mixed-integer nonlinear programming, Comput. Chem. Eng., 24(12): 2719-2737 (2000).
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[24] Purnomo I., Alpay E., Membrane column optimisation for the bulk separation of air, Chemical engineering science, 55(18): 3599-3610 (2000).
24
[25] Lee T.-M., Oh H., Choung Y.-K., Oh S., Jeon M., Kim J.H., Nam S.H., Lee S., Prediction of membrane fouling in the pilot-scale microfiltration system using genetic programming, Desalination, 247(1–3): 285-294 (2009).
25
[26] Rahimpour M., Elekaei H., Optimization of a novel combination of fixed and fluidized-bed hydrogen-permselective membrane reactors for Fischer–Tropsch synthesis in GTL technology, Chemical Engineering Journal, 152(2): 543-555 (2009).
26
[27] Oh P., Ray A.K., Rangaiah G., Triple-objective optimization of an industrial hydrogen plant, Journal of chemical engineering of Japan, 34(11): 1341-1355 (2001).
27
[28] Rajesh J., Gupta S., Rangaiah G., Ray A., Multi-objective optimization of industrial hydrogen plants, Chemical Engineering Science, 56(3): 999-1010 (2001).
28
[29] Tarafder A., Lee B.C., Ray A.K., Rangaiah G., Multiobjective optimization of an industrial ethylene reactor using a nondominated sorting genetic algorithm, Industrial & engineering chemistry research, 44(1): 124-141 (2005).
29
[30] Arefi-Oskoui S., Khataee A., Vatanpour V., Modeling and Optimization of NLDH/PVDF Ultrafiltration Nanocomposite Membrane Using Artificial Neural Network-Genetic Algorithm Hybrid, ACS Combinatorial Science, 19(7): 464-477 (2017).
30
[31] Selbaş R., Kızılkan Ö., Reppich M., A new design approach for shell-and-tube heat exchangers using genetic algorithms from economic point of view, Chemical Engineering and Processing: Process Intensification, 45(4): 268-275 (2006).
31
[32] Wildi‐Tremblay P., Gosselin L., Minimizing shell‐and‐tube heat exchanger cost with genetic algorithms and considering maintenance, International Journal of Energy Research, 31(9): 867-885 (2007).
32
[33] Babu B., Munawar S., Differential evolution strategies for optimal design of shell-and-tube heat exchangers, Chemical Engineering Science, 62(14): 3720-3739 (2007).
33
[34] Valdevit L., Pantano A., Stone H.A., Evans A.G., Optimal active cooling performance of metallic sandwich panels with prismatic cores, International Journal of Heat and Mass Transfer, 49(21): 3819-3830 (2006).
34
[35] Peng H., Ling X., Optimal design approach for the plate-fin heat exchangers using neural networks cooperated with genetic algorithms, Applied Thermal Engineering, 28(5–6): 642-650 (2008).
35
[36] Xie G., Sundén B., Wang Q., Optimization of compact heat exchangers by a genetic algorithm, Applied Thermal Engineering, 28(8): 895-906 (2008).
36
[37] John A.K., Krishnakumar K., Performing multiobjective optimization on perforated plate matrix heat exchanger surfaces using genetic algorithm, International Journal for Simulation and Multidisciplinary Design Optimization, 8(A3 (2017).
37
[38] Ravagnani M., Da Silva A., Andrade A., Detailed equipment design in heat exchanger networks synthesis and optimisation, Applied Thermal Engineering, 23(2): 141-151 (2003).
38
[39] Pettersson F., Söderman J., Design of robust heat recovery systems in paper machines, Chemical Engineering and Processing: Process Intensification, 46(10): 910-917 (2007).
39
[40] Lu L., Cai W., Chai Y.S., Xie L., Global optimization for overall HVAC systems––Part I problem formulation and analysis, Energy Conversion and Management, 46(7–8): 999-1014 (2005).
40
[41] Lu L., Cai W., Soh Y.C., Xie L., Global optimization for overall HVAC systems––Part II problem solution and simulations, Energy Conversion and Management, 46(7–8): 1015-1028 (2005).
41
[42] Jin X., Ren H., Xiao X., Prediction-based online optimal control of outdoor air of multi-zone VAV air conditioning systems, Energy and Buildings, 37(9): 939-944 (2005).
42
[43] Huang W., Lam H., Using genetic algorithms to optimize controller parameters for HVAC systems, Energy and Buildings, 26(3): 277-282 (1997).
43
[44] Wang J., Wang Y., Performance improvement of VAV air conditioning system through feedforward compensation decoupling and genetic algorithm, Applied Thermal Engineering, 28(5–6): 566-574 (2008).
44
[45] Guillemin A., Morel N., An innovative lighting controller integrated in a self-adaptive building control system, Energy and buildings, 33(5): 477-487 (2001).
45
[46] Atashkari K., Nariman-Zadeh N., Pilechi A., Jamali A., Yao X., Thermodynamic Pareto optimization of turbojet engines using multi-objective genetic algorithms, International Journal of Thermal Sciences, 44(11): 1061-1071 (2005).
46
[47] Ruano A.E., Crispim E.M., Conceiçao E.Z., Lúcio M.M.J., Prediction of building's temperature using neural networks models, Energy and Buildings, 38(6): 682-694 (2006).
47
[48] Kesgin U., Heperkan H., Simulation of thermodynamic systems using soft computing techniques, International Journal of Energy Research, 29(7): 581-611 (2005).
48
[49] Qin X., Chen L., Sun F., Wu C., Optimization for a steam turbine stage efficiency using a genetic algorithm, Applied Thermal Engineering, 23(18): 2307-2316 (2003).
49
[50] Sanaye S., Hajabdollahi H., Multi-objective optimization of rotary regenerator using genetic algorithm, International Journal of Thermal Sciences, 48(10): 1967-1977 (2009).
50
[51] Yu H., Fang H., Yao P., Yuan Y., A combined genetic algorithm/simulated annealing algorithm for large scale system energy integration, Computers & Chemical Engineering, 24(8): 2023-2035 (2000).
51
[52] Kordabadi H., Jahanmiri A., Optimization of methanol synthesis reactor using genetic algorithms, Chemical Engineering Journal, 108(3): 249-255 (2005).
52
[53] Jang W.-H., Hahn J., Hall K.R., Genetic/quadratic search algorithm for plant economic optimizations using a process simulator, Comput. Chem. Eng., 30(2): 285-294 (2005).
53
[54] Dam M., Saraf D.N., Design of neural networks using genetic algorithm for on-line property estimation of crude fractionator products, Comput. Chem. Eng., 30(4): 722-729 (2006).
54
[55] Kasat R.B., Gupta S.K., Multi-objective optimization of an industrial fluidized-bed catalytic cracking unit (FCCU) using genetic algorithm (GA) with the jumping genes operator, Computers & Chemical Engineering, 27(12): 1785-1800 (2003).
55
[56] Montes G., Bartolome P., Udias A.L., The use of genetic algorithms in well placement optimization, in: SPE Latin American and Caribbean petroleum engineering conference, Society of Petroleum Engineers, (2001).
56
[57] صفرزاده، محمد امین؛ مطهری، مهدیا، بهینه سازی همزمان ذخیره سازی زیرزمینی گاز و ازدیاد برداشت نفت در فرایند تزریق گاز کربن دیاکسید با استفاده از روش الگوریتم ژنتیک چند هدفه، نشریه شیمی و مهندسی شیمی ایران،(3)33; 85 تا 95 (1393).
57
[58] John A.K., Krishnakumar K., Performing multiobjective optimization on perforated plate matrix heat exchanger surfaces using genetic algorithm, International Journal for Simulation and Multidisciplinary Design Optimization, 8(A3 (2017).
58
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59
ORIGINAL_ARTICLE
Review of Polymerization and Green Polymers Producing in the Supercritical Carbon Dioxide (SC-CO2)
In recent decades, orientations of different sciences are applying the methods which have less effect on the environment and reduce the wastes. For these reasons, producing the polymers with intermediate media (solvent and anti-solvent) of supercritical carbon dioxide is not only a good replacement but also eliminates the problems that were mentioned before. In this article, different processes of homogeneous and heterogeneous polymerization and the polymers which have been produced in this media, have been reviewed. The emulsion polymerizations of water and supercritical carbon dioxide, the polymers applied in the medical purpose and the porous polymers have been studied too. In addition, emulsifiers and stabilizers applied in this field were classified. A review of the research shows the growing and progressing in applying of these solvents, modifying and optimization these methods in the green and sustainable development process.
https://www.nsmsi.ir/article_35182_b90d3738c22bbc64468a2bd427ea622a.pdf
2019-08-23
245
273
Supercritical carbon dioxide (SC-CO2)
green polymerization
Emulsifier
porous polymer
drug delivery polymer
controlled radical polymerization
Gholamhossein
Sodeifian
sodeifian@kashanu.ac.ir
1
Department of Chemical Engineering, University of Kashan, Kashan, I.R. IRAN
LEAD_AUTHOR
Sahar
Daneshyan
daneshyan@gmail.com
2
Department of Chemical Engineering, University of Kashan, Kashan, I.R. IRAN
AUTHOR
[1] Kamali, H., E. Khodaverdi, and F. Hadizadeh, Ring-opening polymerization of PLGA-PEG-PLGA triblock copolymer in supercritical carbon dioxide. The Journal of Supercritical Fluids, 2018. 137: p. 9-15.
1
[2] Kamali, H., et al., Ring-opening polymerization of poly (d, l-lactide-co-glycolide)-poly (ethylene glycol) diblock copolymer using supercritical CO2. The Journal of Supercritical Fluids, 2019. 145: p. 133-139.
2
[3] Scholsky, K.M., Polymerization reactions at high pressure and supercritical conditions. TheJournal of Supercritical Fluids, 1993. 6(2): p. 103-127.
3
[4] Yeo, S.-D. and E. Kiran, Formation of polymer particles with supercritical fluids: a review. The Journal of Supercritical Fluids, 2005. 34(3): p. 287-308.
4
[5] Sodeifian, G. and K. Ansari, Optimization of Ferulago Angulata oil extraction with supercritical carbon dioxide. The Journal of Supercritical Fluids, 2011. 57(1): p. 38-43.
5
[6] Sodeifian, G., N.S. Ardestani, and S.A. Sajadian, Extraction of seed oil from Diospyros lotus optimized using response surface methodology. Journal of Forestry Research: p. 1-11.
6
[7] Sodeifian, G., et al., Application of supercritical carbon dioxide to extract essential oil from Cleome coluteoides Boiss: experimental, response surface and grey wolf optimization methodology. The Journal of Supercritical Fluids, 2016. 114: p. 55-63.
7
[8] Sodeifian, G., et al., Properties of Portulaca oleracea seed oil via supercritical fluid extraction: experimental and optimization. The Journal of Supercritical Fluids, 2018. 135: p. 34-44.
8
[9] Sodeifian, G., et al., Measurement, correlation and thermodynamic modeling of the solubility of Ketotifen fumarate (KTF) in supercritical carbon dioxide: Evaluation of PCP-SAFT equation of state. Fluid Phase Equilibria, 2018. 458: p. 102-114.
9
[10] Sodeifian, G., J. Azizi, and S. Ghoreishi, Response surface optimization of Smyrnium cordifolium Boiss (SCB) oil extraction via supercritical carbon dioxide. The Journal of Supercritical Fluids, 2014. 95: p. 1-7.
10
[11] Sodeifian, G., et al., Extraction of oil from Pistacia khinjuk using supercritical carbon dioxide: Experimental and modeling. The Journal of Supercritical Fluids, 2016. 110: p. 265-274
11
[12] Sodeifian, G. and S.A. Sajadian, Investigation of essential oil extraction and antioxidant activity of Echinophora platyloba DC. using supercritical carbon dioxide. The Journal of Supercritical Fluids, 2017. 121: p. 52-62.
12
[13] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Extraction of Dracocephalum kotschyi Boiss using supercritical carbon dioxide: experimental and optimization. The Journal of Supercritical Fluids, 2016. 107: p. 137-144.
13
[14] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Supercritical fluid extraction of omega-3 from Dracocephalum kotschyi seed oil: process optimization and oil properties. The Journal of Supercritical Fluids, 2017. 119: p. 139-149.
14
[15] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Optimization of essential oil extraction from Launaea acanthodes Boiss: utilization of supercritical carbon dioxide and cosolvent. The Journal of Supercritical Fluids, 2016. 116: p. 46-56.
15
[16] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Experimental optimization and mathematical modeling of the supercritical fluid extraction of essential oil from Eryngium billardieri: Application of simulated annealing (SA) algorithm. The Journal of Supercritical Fluids, 2017. 127: p. 146-157.
16
[17] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Evaluation of the response surface and hybrid artificial neural network-genetic algorithm methodologies to determine extraction yield of Ferulago angulata through supercritical fluid. Journal of the Taiwan Institute of Chemical Engineers, 2016. 60: p. 165-173.
17
[18] Sodeifian, G., S.A. Sajadian, and B. Honarvar, Mathematical modelling for extraction of oil from Dracocephalum kotschyi seeds in supercritical carbon dioxide. Natural product research, 2018. 32(7): p. 795-803.
18
[19] Sodeifian, G., S.A. Sajadian, and F. Razmimanesh, Solubility of an antiarrhythmic drug (amiodarone hydrochloride) in supercritical carbon dioxide: Experimental and modeling. Fluid Phase Equilibria, 2017. 450: p. 149-159.
19
[20] Sodeifian, G., S.A. Sajadian, and S. Daneshyan, Preparation of Aprepitant nanoparticles (efficient drug for coping with the effects of cancer treatment) by rapid expansion of supercritical solution with solid cosolvent (RESS-SC). The Journal of Supercritical Fluids, 2018. 140: p. 72-84.
20
[21] Sodeifian, G., S.A. Sajadian, and N.S. Ardestani, Determination of solubility of Aprepitant (an antiemetic drug for chemotherapy) in supercritical carbon dioxide: Empirical and thermodynamic models. The Journal of Supercritical Fluids, 2017. 128: p. 102-111.
21
[22] Wang, R. and H.M. Cheung, Ultrasound assisted polymerization of MMA and styrene in near critical CO2. The Journal of supercritical fluids, 2005. 33(3): p. 269-274.
22
[23] Boyère, C., C. Jérôme, and A. Debuigne, Input of supercritical carbon dioxide to polymer synthesis: An overview. European Polymer Journal, 2014. 61: p. 45-63.
23
[24] Kiran, E., Supercritical fluids and polymers–The year in review–2014. The Journal of Supercritical Fluids, 2016. 110: p. 126-153.
24
[25] Kemmere, M.F. and T. Meyer, Supercritical carbon dioxide: in polymer reaction engineering. 2006: John Wiley & Sons.
25
[26] Shah, P.S., et al., Nanocrystal and nanowire synthesis and dispersibility in supercritical fluids, 2004, ACS Publications.
26
[27] گودرزنیا, ا. and ع. سعیدی, بازیافت روغن موتور کارکرده به روش استخراج فوق بحرانی با کربن دی اکسید. نشریه شیمی و مهندسی شیمی ایران, 2012. (3)31:صفحات 44-39 .
27
[28] مسقطی, ش. س.م. قریشی, اﺳﺘﺨﺮاج فوق بحرانی وآنالیز سینامالدهید موجود در پوست درخت دارچین و بررسی شرایط موثر بر آن در مقایسه با سایر روشهای سنتی. نشریه شیمی و مهندسی شیمی ایران, 2017. 36(4): صفحات 220-209
28
[29] Sodeifian, G., et al., A comprehensive comparison among four different approaches for predicting the solubility of pharmaceutical solid compounds in supercritical carbon dioxide. Korean Journal of Chemical Engineering, 2018. 35(10): p. 2097-2116.
29
[30] Sodeifian, G., F. Razmimanesh, and S.A. Sajadian, Solubility measurement of a chemotherapeutic agent (Imatinib mesylate) in supercritical carbon dioxide: Assessment of new empirical model. The Journal of Supercritical Fluids, 2019.
30
[31] Sodeifian, G., et al., Solubility measurement of an antihistamine drug (Loratadine) in supercritical carbon dioxide: Assessment of qCPA and PCP-SAFT equations of state. Fluid Phase Equilibria, 2018. 472: p. 147-159.
31
[32] Sodeifian, G. and S.A. Sajadian, Solubility measurement and preparation of nanoparticles of an anticancer drug (Letrozole) using rapid expansion of supercritical solutions with solid cosolvent (RESS-SC). The Journal of Supercritical Fluids, 2018. 133: p. 239-252.
32
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121
ORIGINAL_ARTICLE
Investigation of Nanoparticle Effect on Lubricant Oil Property and Their Performance on Wear Reduce
Nanoparticles play an important role in improving the performance of engine oil, especially in reducing abrasion. In this research MOS2, Al2O3 and MnO2 nanoparticles used to improve performance and reduce wear properties of lubricant oil. Nanoparticles were added to SN 10W40 oil with different weight fractions. Results of viscosity, flash point and pour point measurements and four-ball tests were compared between lubricant oils contain nanoparticles and lubricant oil without nanoparticles. The results showed that adding MOS2 and Al2O3 nanoparticles improved wear properties while MOS2 had a better effect and adding MnO2 nanoparticles to engine oil improved thermal conduction of SN 10W40 engine oil.
https://www.nsmsi.ir/article_34014_c96f7f7153457b989e6100ebacd25efe.pdf
2019-08-23
275
282
Lubricant Oil
Wear property
nanoparticles
MOS2
Al2O3
MnO2
Khadijeh
Dideban,
kh_didehban@yahoo.com
1
Chemistry Department, Payame Noor University, Tehran, I.R. IRAN
LEAD_AUTHOR
Shida
Baragh
sheidaborragh@gmail.com
2
Chemistry Department, Payame Noor University, Tehran, I.R. IRAN
AUTHOR
[1] طاهری، رمضانعلی، "نقش نانو روانکارها در افزایش راندمان و کاهش هزینه های نت موتور"، معاونت آموزش ندسا، ستاد بهینه سازی آموزش، چاپ اول، (1384).
1
[2] شهیدیپور، روحا...، "کتاب جامع صنعت روانکار ایران"، شرکت بازار پژوهان نوآور، (1384).
2
[3] ابوالقاسم کوچکی، علی عباسی، حامد افشاری، حسین شکی، عمادالدین هراتی فر، امیرحسین میردامادیان ، "فناوری نانو در صنعت خودرو و کاربردهای آن"، چاپ دوم ، تهران ، ستاد ویژه توسعه فناوری نانو، (1391).
3
[4] Hernandes A., Gonzales R., Viesca J.L., Fernandes J.E., Diaz Fernandes J.M., Machdo A., Chou R., Riba J., CuO, ZrO2 and ZnO nanoparticles as antiwear additive in oil lubricants, Wear, 265. (2008).
4
[5] رحمانیان، فرگام؛ فرزین، فرین؛ امینیان، مهرداد؛ هاشمی یزدی، حمیدرضا، "آشنایی با نانوالماس با کاربرد به عنوان افزودنی روغن موتور"، نخستین کنگره بین المللی نانوفناوری و کاربردهای آن در صنایع نفت، گاز و پتروشیمی، (1393).
5
[6] Peng D., Chen C., Kang Y., Chang Y., Chang S., Size effects of SiO2 nanoparticles as oil additives on tribology of lubricant, Industrial Lubrication and Tribology, (2010).
6
[7] Yathish K., Binu K., Shenoy B., Rao D., Pai R., Study of TiO2 Nanoparticles as Lubricant Additive in Two-Axial Groove Journal Bearing, International Journal of Mechanical, Aerospace, Industrial, Mechatronic and Manufacturing Engineering Vol:8, No:11, (2014).
7
[8] شکرریز، مریم؛ حاجی علی اکبری، فروزان؛ ابراهیم پور ضیایی، الهه، ساخت نانو ذره نیکل پوشش دار و بررسی کاربرد آن در روانکارها، پژوهش نفت، 80، (1393).
8
[9] علائی، مهشاد؛ سلیمانی، محمد؛ رعیت دوست، سعیده؛ کیان، فاطمه؛ رشیدی، علیمراد؛ سنتز و بررسی عملکرد برخی از نانوساختارهای کربنی و سیلیسی در بهبود ویژگیهای روانسازی و فشارپذیری سیالهای حفاری، نشریه شیمی و مهندسی شیمی ایران، (4)36 (1396).
9
[10] سازمان ملی استاندارد ایران، "روانکنندهها-روغن موتور برای روغنهای بنزینی در سطح کیفیت معادل با API SN-ویژگیها:، (1392).
10
[11] سازمان ملی استاندارد ایران، "آزمون گرانروی مایعات شفاف و تیره"، (1392).
11
[12] سازمان ملی استاندارد ایران، "فرآوردههای نفتی-محاسبه شاخص گرانروی با استفاده از گرانروی سینماتیک در دمای 40 و 100 درجه سانتیگراد-آیین" کار، (1393).
12
[13] سازمان ملی استاندارد ایران، " فرآوردههای نفتی-روانکنندهها و اندازهگیری نقطه ریزش-روش آزمون، (1392).
13
[14] سازمان ملی استاندارد ایران، فرآوردههای نفتی- اندازهگیری نقطه اشتعال و نقطه آتشگیری با دستگاه روباز کلیولند-روش آزمون"، تجدید نظر دوم، (1394).
14
[15] اتفاقی، احسان ا...؛ محتسبی، سید سعید؛ احمدی، حجت؛ سلطانی، رضا؛ رشیدی، علیمراد، بررسی تأثیر نانو ذرات روی خواص روغن موتور و میزان عملکرد آن در کاهش سایش، فصلنامة علمی- پژوهشی تحقیقات موتور، (1390).
15
[16] سازمان ملی استاندارد ایران، "روغنهای روانکننده-اندازهگیری خواص فشارپذیری-روش چهارگلوله،" تجدید نظر اول، (1393).
16
[17] زارع دثاری، بهروز؛ عباس زاده یخفروزانی، محمد؛ داودی، بهنام، بهبود روانکاری در فرآیند کشش عمیق با استفاده از افزودنی نانوذرات، مجلهمهندسیمکانیکمدرس، (1394).
17
[18] فرزین نژاد، نجمه؛ حسنی راد، سید جمال، مروری بر کاربرد فناوری نانو در روانکارها، فصلنامه تخصصی علمی ترویجی فرآیند نو، شماره 4، (1393).
18
[19] وکیلی نژاد، غلامرضا؛ شریعتی نیاسر، مجتبی؛ قدمی؛مسعود، بازیافت روغن پایه موتور از روغن مستعمل به روش استخراج با حلال، نشریه شیمی و مهندسی شیمی ایران، (1)24 (1384)
19
[20] Ettefaghi E., Ahmadi H., Rashidi A., Mohtasebi S., Alaei M., Experimental evaluation of engine oil properties containing copper oxide nanoparticles as a nanoadditive, International Journal of Industrial Chemistry (2013).
20
[21] Asrul M., Zulkifli N.W.M., Masjuki H.H., Kalam M.A., Tribological Properties and Lubricant Mechanism of Nanoparticle in Engine Oil, Procedia Engineering, Volume 68, (2013).
21
[22] Mello V.S., Faria E. A., Camargo A.P.P., Alves S.M., Nanolubricants Developed from Tiny CuO Nanoparticles, Tribology international, Volume 100, Pages 263-271, (2016).
22
[23] Hwang Y., Lee C., Choi Y., Cheong C., Kim D., Lee K., Lee J., Kim S., Effect of the size and morphology of particles dispersed in nano-oil on friction performance between rotating discs, Journal of Mechanical Science and Technology, (2011).
23
[24] Patil V., Jadhav M., Pawar G., Gunjavate P., Some studies on tribological properties of lubricating oil with nanoparticles as an additive, International Journal of Advanced Engineering Technology, (2014).
24
[25] Liu G., Li X., Qin B., Xing D., Guo Y., Fan R., Investigation of mending effect and mechanism of copper nano-particles on a tribologically stressed surface, Tribol. Lett., 17, (2004).
25
ORIGINAL_ARTICLE
Experimental Investigation of Thermal Marangoni Effect on Bypassed Oil Recovery
In this paper, the effect of the InterFacial Tension (IFT) gradient caused by the temperature changes (Benard-Marangoni phenomenon), as a new EOR method has been investigated. For a proper understanding and visualizing the mechanism, glass micromodels were used. Carbon dioxide and methane were injected into n-decane saturated micromodel. The gas injection was conducted in different pressure and temperature. The cold gas injection was compared with isotherm gas injection as the zero level of Marangoni flow. The presented results show the significant impact of thermal Marangoni convection on the recovery of bypassed oil and introduced Benard-Marangoni convection as an important mechanism of oil recovery especially in low-pressure reservoirs.
https://www.nsmsi.ir/article_32896_9e3c0d16598399b865140de281972b7d.pdf
2019-08-23
283
291
Cold gas injection
Gas injection in the fracture
Thermal Marangoni convection
Micromodel
Mohammad
Masoudi
m.masoudi@ut.ac.ir
1
Institute of Petroleum Engineering, College of Engineering, University of Tehran, Tehran, I.R. IRAN
AUTHOR
Maryam
Khosravi
khosravi.inbox@gmail.com
2
IOR Research Institute, National Iranian Oil Company, Tehran, I.R. IRAN
AUTHOR
Behzad
Rostami
brostami@ut.ac.ir
3
Institute of Petroleum Engineering, College of Engineering, University of Tehran, Tehran, I.R. IRAN
LEAD_AUTHOR
Pejman
Abolhosseini
pejman.abolhosseini@gmail.com
4
Institute of Petroleum Engineering, College of Engineering, University of Tehran, Tehran, I.R. IRAN
AUTHOR
[1] T. D. Van Golf-Racht, Fundamentals of fractured reservoir engineering: Elsevier, 1982.
1
[2] M. Khosravi, A. Bahramian, M. Emadi, B. Rostami, and E. Roayaie, "Effect of Marangoni flow on recovery of bypassed oil during CO2 injection," Journal of Petroleum Science and Engineering, vol. 114, pp. 91-98, 2014.
2
[3] A. D'Aubeterre, R. Da Silva, and M. Aguilera, "Experimental study on Marangoni effect induced by heat and mass transfer," International communications in heat and mass transfer, vol. 32, pp. 677-684, 2005.
3
[4] H. Bernard, "Les tourbillons cellulaires dans une nappe liquide [The cellular vortices in a liquid layer]," Rev Gén Sci Pure Appl, vol. 11, pp. 1261-1271, 1900.
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[5] L. Rayleigh, "LIX. On convection currents in a horizontal layer of fluid, when the higher temperature is on the under side," The London, Edinburgh, and Dublin Philosophical Magazine and Journal of Science, vol. 32, pp. 529-546, 1916.
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[6] M. J. Block, "Surface tension as the cause of Bénard cells and surface deformation in a liquid film," Nature, vol. 178, pp. 650-651, 1956.
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[7] J. Pearson, "On convection cells induced by surface tension," J. Fluid Mech, vol. 4, pp. 489-500, 1958.
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[8] H. Groothuis and F. Zuiderweg, "Influence of mass transfer on coalescence of drops," Chemical Engineering Science, vol. 12, pp. 288-289, 1960.
8
[9] A. C. Lam, R. S. Schechter, and W. H. Wade, "Mobilization of residual oil under equilibrium and nonequilibrium conditions," Society of Petroleum Engineers Journal, vol. 23, pp. 781-790, 1983.
9
[10] H. Pratt, "Marangoni flooding with water drives: A novel method for EOR?," in SPE Asia-Pacific Conference, 1991.
10
[11] H.-H. Lu, Y.-M. Yang, and J.-R. Maa, "Effect of artificially provoked Marangoni convection at a gas/liquid interface on absorption," Industrial & engineering chemistry research, vol. 35, pp. 1921-1928, 1996.
11
[12] P. A. Lyford, H. Pratt, D. C. Shallcross, and F. Grieser, "The marangoni effect and enhanced oil recovery Part 1. Porous media studies," The Canadian Journal of Chemical Engineering, vol. 76, pp. 167-174, 1998.
12
[13] M. Khosravi, B. Rostami, M. Emadi, and E. Roayaei, "Marangoni flow: An unknown mechanism for oil recovery during near-miscible CO 2 injection," Journal of Petroleum Science and Engineering, vol. 125, pp. 263-268, 2015.
13
[14] J. Kuneš, Dimensionless physical quantities in science and engineering: Elsevier, 2012.
14
[15] A. Georgiadis, F. Llovell, A. Bismarck, F. J. Blas, A. Galindo, G. C. Maitland, et al., "Interfacial tension measurements and modelling of (carbon dioxide+n-alkane) and (carbon dioxide+ water) binary mixtures at elevated pressures and temperatures," The Journal of Supercritical Fluids, vol. 55, pp. 743-754, 2010.
15
[16] R. Amin and T. N. Smith, "Interfacial tension and spreading coefficient under reservoir conditions," Fluid phase equilibria, vol. 142, pp. 231-241, 1998.
16
[17] C. A. Conn, K. Ma, G. J. Hirasaki, and S. L. Biswal, "Visualizing oil displacement with foam in a microfluidic device with permeability contrast," Lab on a Chip, vol. 14, pp. 3968-3977, 2014.
17
[18] S. Thomas, "Enhanced oil recovery-an overview," Oil & Gas Science and Technology-Revue de l'IFP, vol. 63, pp. 9-19, 2008.
18
[19] K. Verschueren, Handbook of environmental data on organic chemicals: Wiley, 2001.
19
[20] Simant R. Upreti and A. K. Mehrotra, "Diffusivity of CO2, CH4, C2H6 and N2 in athabasca bitumen," Journal of Chemical Engineering, vol. 80, pp. 116-125, 2002.
20
[21] F. Civan and M. L. Rasmussen, "Determination of gas diffusion and interface-mass transfer coefficients for quiescent reservoir liquids," SPE Journal, vol. 11, pp. 71-79, 2006.
21
[22] P. G. Fogg, Carbon Dioxide in non-aqueous solvents at pressures less than 200 kPa vol. 50: Elsevier, 2013.
22
[23] R. Nguele, K. Sasaki, M. R. Ghulami, Y. Sugai, and M. Nakano, "Pseudo-phase equilibrium of light and heavy crude oils for enhanced oil recovery," Journal of Petroleum Exploration and Production Technology, vol. 6, pp. 419-432, 2016.
23
[24] Y. M. Naziev and M. Aliev, "Thermal conductivity and specific heat of n-decane at various temperatures and pressures," Journal of engineering physics, vol. 24, pp. 717-720, 1973.
24
ORIGINAL_ARTICLE
Sphalerite Separation from the Tailings of Kooshk Lead-Zinc Mine Using Flotation Method
In this research work, selective separation of sphalerite from Kooshk mine accumulated tailings were evaluated by the flotation method. Besides the high amount of sphalerite, the presence of carbonaceous matters and a high amount of pyrite (about 50%) were two main features of prepared tailings. In the test conditions of 15g/t collector and pulp natural pH, experimental results indicated that the highest grade and sphalerite recovery achieved by Aero3477 among different collectors of PAX، ، Florrea 2214 و Danafloat 233. In which condition, pyrite had the lowest floatability in the rougher stage. Increasing collector dosage to 40 g/t Zn grade and recovery obtained 24.27% and 68.89% respectively. Unlike PAX collector, in the presence of Aero3477, increasing flotation pulp pH not only depressed pyrite but also pyrite floated considerably in the alkaline pH, in comparison to acidic pulp condition. In addition, it was concluded that in the alkaline condition, pulp viscosity increased, as a result, sphalerite floatability and separation efficiency dropped significantly. The obtained results could be referred to as the side effect of gypsum and some clay minerals on the sphalerite surface and also flotation pulp rheology.
https://www.nsmsi.ir/article_31164_8960a581a823f95e5f180b924e10e4e2.pdf
2019-08-23
293
303
Flotation
Tailing
Sphalerite
Pyrite
Collector type
Behnam
Bagheri
b_bagheri@sut.ac.ir
1
Depatment of Mining Engineering, Sahand University of Technology, Tabriz, I.R. IRAN
AUTHOR
Javad
Vazifeh Mehrabani
mehrabani@sut.ac.ir
2
Department of Mining Engineering, Sahand University of Technology, Tabriz, I.R. IRAN
LEAD_AUTHOR
[1] Bulatovic S. M., "Handbook of Flotation Reagents- Chemistry, Theory and Practice- Flotation of Sulfide Ores", Vol. 1, pp.325-349 (2007).
1
[2] Gredelj S., Zanin M., Grano S.R., Selective flotation of carbon in the Pb-Zn carbonaceous sulphide ores of Century Mine, Zinifex, Minerals Engineering 22, pp.279-288 (2009).
2
[3] Basilio C.I., Kartio I.J., Yoon R. H., Lead activation of sphalerite during galena flotation, Minerals Engineering, pp. 869–879 (1996).
3
[4] Boulton A., Fornasier D., Ralston, J., Depression of iron sulphide flotation in zinc roughers, Minerals engineering, Vol.14, No.9, pp. 1067-1079 (2001).
4
[5] Mu Y., Peng Y., Lauter R.A., The depression of pyrite in selective flotation by different reagent system- A Literature review, Minerals Engineering 96-97, pp.143-156 (2016).
5
[6] Chandra A.P., Gerson A.R., The mechanisms of pyrite oxidation and leaching: A fundamental perspective, Sience Reports 65, pp. 293-315 (2010).
6
[7] Lopez Valdivieso A., et al., Dextrin as a non-taxic depressant for pyrite in flotation with xanthates as collector, Minerals Engineering 17. pp. 1001-1006 (2004).
7
[8] Bulatovic S. M., "Handbook of Flotation Reagents- Chemistry, Theory and Practice- Flotation of Sulfide Ores", Vol. 1, pp.153-184 (2007).
8
[9] Klassen V.I., Mokrousov V. A., "An Introduction to the Theory of Flotation", Butterworth and Co. Ltd., London (1963).
9
[10] Guo B., Peng Y., Espinosa-Gomez R., Cyanide chemistry and its effect on mineral flotation, Minerals Engineering 66-68, pp. 25-32 (2014).
10
[11] Khmeleva T.N., Skinner W., Beattie, D.A., Georgiev, T. V., The effect of sulphide on the xanthate-induced flotation of cpper-activated pyrite, Physicochemical problems of mineral processing 36, pp. 185-195 (2002).
11
[12] Tapley B., Yan D., The selective flotation of arsenopyrite from pyrite, Minerals Engineering 16, pp. 1217–1220 (2003).
12
[13] Pencina-Trevinno E.T., Uribe-Salas A., Nava-Alonso F., Perez-Garibay R., On the sodium-diisobutyle dithiophosphinate (Aerophine 3418A) intraction with activated and unactivated galena and pyrite, Int. J. Miner. Process71, pp. 201-217 (2003).
13
[14] Cytec., "Mining Chemicals Handbook", Revised edition (2002).
14
[15] رجائی م.م.؛ مطالعه و بررسی بازیابی روی از باطلههای کارخانهی فرآوری سرب و روی کوشک ، پروژهی کارشناسی ارشد، دانشگاه تهران، (1390).
15
[16] Patra P., Nagaraj D.R., Somasundaran P., Impact of pulp rheology on selective recovery of value minerals from ores, Proceedings of the XI International seminar on Mineral Processing Technology (MPT-2010), pp. 1223-1231 (2010).
16
[17] Zhang M., Peng Y., Effect of clay minerals on pulp rheology and the flotation of copper and gold minerals, Minerals Engineering 70, pp. 8-13 (2015).
17
[18] Ndlovu B., Becker M., Forbes E., Deglon D., Franzidis J.P., The influence of phyllosilicate mineralogy on the rheology of mineral slurries, Minerals Engineering 24 ,pp.1314–1322 (2011).
18
[19] Luckham P.F., Rossi S., The colloidal and rheological properties of bentonite suspensions, Adv. Colloid Interf. Sci. 82 (1–3), pp.43–92 (1999).
19
[20] Davila-Pulido G.I., Uribe-Salas, A., Effect of calcium, sulphate and gypsum on copper-activated and non-activated sphalerite surface properties, Minerals Engineering 55, pp.147-153 (2014).
20
[21] Deng M., Liu Q., Xu Zh., Impact of gypsum supersaturated water on the uptake of copper and xanthate on sphalerite, Minerals Engineering 49, pp.165-171 (2013).
21
[22] حیدری ق.؛ بهینهسازی مدار شناورسازی کارخانهی فرآوری سرب و روی کوشک، پروژهی کارشناسی ارشد، دانشگاه صنعتی سهند تبریز، (1395).
22
[23] Bogusz E. J., The mechanism of the depressant action of dextrin on pyrite. M.Sc. Thesis, McGill university (1995).
23
ORIGINAL_ARTICLE
Wastewater Treatment and Biodiesel Production Using Microalgae Cultivated in Municipal Wastewater in Semi-Pilot Scale: Mashhad City Wastewater Case Study
The conventional activated sludge technique in wastewater treatment is an expensive process and suffers from problems such as large amounts of sludge, high energy consumption, high turbidity in the effluent, and not effectively respond to variations in the composition of wastewater. The use of municipal wastewater for microalgae production and its conversion to value-added products such as biodiesel in conjunction with wastewater treatment is a new approach in the wastewater treatment industry. But due to the lack of sufficient information, it has not been extended to a commercial level and most reported activities are at the research level. Specifically, in simultaneous wastewater treatment and microalgae production in a semi-pilot scale very few publications exist. In this study, for the first time, simultaneous wastewater treatment and microalgae production was conducted in a semi-pilot 500 l open pond raceway. The objectives of this study were, on one hand, evaluation of the potential of algae-based treatment for removal of nutrients and COD and, on the other hand, evaluation of the potential of wastewater to produce microalgae in a semi-pilot scale in an open pond raceway. The results indicated that in week-long cultivation, biomass concentration of the broth reached 1.25 g/L with the lipid content of 25%. Harvesting of microalgae using chemical flocculation resulted in 83% recovery of algal solid content. The dried microalgae, during direct acidic transesterification with 76% yield, produced biodiesel with proper fatty acid profile mainly based on Palmitic, Oleic, and Linoleic acids that accounted for 49.5% of total lipid content. The simultaneous wastewater treatment results indicated COD removal of approximately 50% along with total nitrogen removal of 25%, and phosphate removal of 50% was achieved. This study indicated that microalgae production using wastewater is a promising approach to the development of green technology to produce value-added products.
https://www.nsmsi.ir/article_34013_bca67721d7a7c4c4e6e8e1c58bd1da17.pdf
2019-08-23
305
319
Wastewater treatment
microalgae
Biodiesel
Biomass
lipid
Mahmood
Akhavan Mahdavi
mahdavi@um.ac.ir
1
Department of Chemical Engineering, Ferdowsi University of Mashhad, Mashhad, I.R. IRAN
LEAD_AUTHOR
Reza
Gheshlaghi
gheshlaghi@um.ac.ir
2
Department of Chemical Engineering, Ferdowsi University of Mashhad, Mashhad, I.R. IRAN
AUTHOR
Gholamreza
Saghi
3
Office of Research and Productivity, Water and Wastewater Management Company of Mashhad, Mashhad, I.R. IRAN
AUTHOR
Samaneh
Aminian Tavakoli
4
Office of Research and Productivity, Water and Wastewater Management Company of Mashhad, Mashhad, I.R. IRAN
AUTHOR
[1] حاج سردار, مهدی, برقعی, سید مهدی, حسنی, امیرحسام, تکدستان, افشین; بررسی نیتریفیکاسیون و دنیتریفیکاسیون هم زمان در تصفیه پساب بدون استفاده از منبع کربن خارجی در راکتور ناپیوسته متوالی, نشریه شیمی و مهندسی شیمی ایران, (2) 35, 97-83 (1395).
1
[2] نجفی، بهمن؛ مدل سازی سینتیک شیمیایی تولید سوخت بیودیزل از روغن پسماند رستوران، نشریه شیمی و مهندسی شیمی ایران، (2)30: 25-33 (1390).
2
[3] Rodolfi L., Zittelli G.C., Bassi N., Padovani G., Biondi N., Bonin I.G., Tredicil M.R., Microalgae for oil: Strain selection, induction of lipid synthesis and outdoor mass cultivation in a low-cost photobioreactor, J. Biotechnology and Bioengineering, 102:100–112 (2009).
3
[4] Green F.B., Bernstone L.S., Lundquist T.J., Oswald W.J., Advanced Integrated wastewater pond systems for nitrogen removal, Water Science & Technology, 33(7): 207-217 (1996).
4
[5] Oswald W.J., My sixty years in applied algalogy, J. Applied Phycology, 15(2): 99-106 (2003).
5
[6] Oswald W. J., Advanced Integrated Wastewater Pond Systems, ASCE Convention EE Div/ASCE, San Francisco, CA, Nov. 5-8 (1990).
6
[7] Chisti Y., Biofuel from microalgae, Biotechnology Advances, 25(3): 294-306 (2007).
7
[8] Park J.B., Craggs R.J., Algal production in wastewater treatment high rate algal ponds for potential biofuel use, Water SciTechnol, 63(10): 2403-10 (2011).
8
[9] Ruiz-Marin A., Mendoza-Espinosa L.G., Stephenson T., Growth and nutrient removal in free and immobilized green algae in batch and semi-continuous cultures treating real wastewater, Bioresource Technol. 101: 58–64 (2010).
9
[10] Mata T.M., Martins A.A., Caetano N. S., Microalgae for biodiesel production and other applications: A review, Renewable and Sustainable Energy Reviews, 14: 217-232 (2010).
10
[11] Kong Q.X., Li L., Martinez B., Chen P., Ruan R., Culture of microalgae Chlamydomonas reinhardtii in wastewater for biomass feedstock production, Appl. Biochem. Biotechnol. 160: 9–18 (2010).
11
[12] Orpez R., Martinez M.E., Hodaifa G., El Yousfi F., Jbari N., Sanchez S., Growth of the microalga Botryococcus braunii in secondarily treated sewage, Desalination 246: 625–630 (2009).
12
[13] Chinnasamy S., Bhatnagar A., Hunt R.W., Das K.C., Microalgae cultivation in a wastewater dominated by carpet mill effluents for biofuel applications, Bioresource Technol. 101:3097–3105 (2010).
13
[14] Roberts G.W., Fortier M.-O.P., Sturn B.S.M., Stagg-Williams S.M., Promising pathway for algal biofuels through wastewater cultivation and hydrothermal conversion, Energy & Fuels, 27(2): 857-867 (2013).
14
[15] Schenk P.M., Thomas-Hall S.R., Stephens E., Marx U.C., Mussgnug J.H., Posten C.,Kruse O., Hankamer B., Second generation biofuels: high-efficiency microalgae for biodiesel production, BioEnergy Research, 1(1): 24-30 (2008).
15
[16] Mobin S., Alam F., Biofuel production from algae utilizing wastewater, 19th Australian Fluid Mechanics Conference, Melborne, Australia, 8-11 December (2014).
16
[17] Bligh E.G., Dyer W.J., A rapid method of total lipid extraction and purification, Canadian journal of biochemistry and physiology, 37:911-917(1959).
17
[18] Breuer G., Evers W.A., de Vree J. H., Kleinegris D. M., Martens D. E., Wijffels R.H., Lamers P. P., Analysis of fatty acid content and composition in microalgae, JoVE (Journal of Visualized Experiments), 80:e50628 (2013).
18
[19] “4500-N NITROGEN (2017)”, Standard Methods For the Examination of Water and Wastewater, DOI: 10.2105/SMWW.2882.086
19
[20] گلزاری، ابوعلی؛ عبدلی، محمد علی؛ خدادادی، عباسعلی؛ کرباسی، عبدالرضا؛ ایمانیان، سجاد؛ بررسی فرآیندهای انعقاد الکتریکی و شیمیایی برای جداسازی میکروجلبک های آب شور، نشریه شیمی و مهندسی شیمی ایران، (1)35: 39-52 (1395).
20
[21] Zhu S., Qin L., Feng P., Shang C., Wang Z., Yuan Z., Treatment of low C/N ratio wastewater and biomass production using co-culture of Chlorella vulgaris and activated sludge in a batch photobiorector, Bioresource Technology, In Press (Available online 17 October 2018).
21
[22] Drira N., Piras A., Rosa A., Porcedda S., Dhaouadi H., Microalgae from domestic wastewater facility's high rate algal pond: lipids extraction, characterization and biodiesel production, Bioresource Technology, 206, 239-244 (2016).
22
[23] Bhatnagar A., Bhatnagar M., Chinnasamy S., Das K., Chlorella minutissima – a promising fuel alga for cultivation in municipal wastewaters. Appl. Biochem. Biotechnol. 161, 523–536 (2010).
23
[24] Singh P., Guldhe A., Kumari S., Rawat I., Bux F., Investigation of combined effect of nitrogen, phosphorous, and iron on lipid productivity of microalgae Ankistrodesmus falcatus KJ671624 using response surface methodology, Biochemical Engineering Journal, 94, 22-29 (2015).
24
[25] Guldhe A., Singh P., Renuka N., Bux F., Biodiesel synthesis from wastewater grown microalgal feedstock using enzymatic conversion: A greener approach, Fuel, 237, 112-1118 (2019).
25
[26] Woertz I., Feffer A., Lundquist T., Nelson Y., Algae grown on dairy and municipal wastewater for simultaneous nutrient removal and lipid production for biofuel feedstock, J. Environmental Engineering, 135: 1115-1122 (2009).
26
[27] Park J.B.K., Craggs R.J., Shilton A.N., Wastewater treatment high rate algal ponds for biofuel production, Bioresource Technol., 102, 35-42 (2011).
27
[28] Ren H., Tuo J., Addy M.M., Zhang R., Lu Q., Anderson E., Chen P., Ruan R., Cultivation of Chlorella vulgaris in a pilot-scale photobioreactor using real centrate wastewater with waste glycerol for improving microalgae biomass production and wastewater nutrients removal, Bioresource Technol., 245, 113-1138 (2017).
28
[29] De Francisci D., Su Y., Lital A., Angelidaki I., Evaluation of microalgae production coupled with wastewater treatment, Environ Technol, 39, 581-592 (2018).
29
[30] Alvarez-Diaz P.D., Ruiz J., Arbib Z., Barragan J., Garrido-Perez M.C., Perales J.A., Freshwater microalgae for simultaneous wastewater nutrient removal and lipid production, Algal Research, 24, 477-485 (2017)
30
ORIGINAL_ARTICLE
Design, Synthesize and Biological Evaluation of Novel Urea Soluble Epoxide Hydrolase Inhibitors
Soluble Epoxide Hydrolase (sEH) enzyme converts Epoxyeicosatrienoic acids (EETs), substrates formed by epoxygenases from arachidonic acid, to the corresponding diols. EETs have a wide range of physiological effects. Among them, vasodilatory actions in vascular conduit, renal afferent arterioles, and coronary vessels are more considerable and lead to the regulation of blood pressure and myocardial perfusion. In addition, EETs modulate adhesion molecule expression, platelet aggregation, vascular smooth muscle cell migration, and thrombolytic properties, which could be involved in a protective mechanism against athero 5 sclerosis. Therefore, sEH inhibition that leads to the accumulation of active EETs, provides a novel approach to the treatment of hypertension and atherosclerosis. Since the most reported potent sEH inhibitors have limited pharmacokinetic profile, they aren’t useful for clinical application. The effort to achieve to sEH inhibitors with proper potency and enhanced pharmacokinetic properties is still continuous. In this study, new urea-based compounds with oxadiazole ring against sEH enzyme were developed. The designed compounds showed a high affinity to the active site of the sEH enzyme and were synthesized in good yield and characterized by IR, Mass, and 1HNMR. Some novel compounds had comparable in vitro sEH inhibitory activity to 12-(3-Adamantan-1-yl-ureido)-dodecanoicacid (AUDA), a potent urea-based sEH inhibitor.
https://www.nsmsi.ir/article_30923_4e9d649a1cd0012650da0498b884417c.pdf
2019-08-23
321
329
Inhibitor
antihypertensive agents
soluble epoxide hydrolase
urea
oxadiazole
Elham
Rezaei
elham_rezaee63@yahoo.com
1
Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, I.R. IRAN
AUTHOR
Mahdi
Hedayati
hedayati@enocrine.ac.ir
2
Cellular and Molecular Research Center, Research Institute for Endocrine Sciences, Shahid Beheshti University of Medical Sciences, I.R. IRAN
AUTHOR
Laleh
Hoghooghi Rad
lhoghooghirad@yahoo.com
3
Cellular and Molecular Research Center, Research Institute for Endocrine Sciences, Shahid Beheshti University of Medical Sciences, I.R. IRAN
AUTHOR
Sayyed Abbas
Tabatabai
sa_tabatabai@yahoo.com
4
Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, I.R. IRAN
LEAD_AUTHOR
[1] Miyamoto T., Silva M., Hammock B.D., Inhibition of Epoxide Hydrolases and Glutathione S-transferases by 2-, 3-, and 4-Substituted Derivatives of 4′-Phenylchalcone and its Oxide. Arch Biochem Biophys, 254 (1): 203-13 (1987).
1
[2] Dietze E.C., Kuwano E., Casas J., Hammock B.D., Inhibition of Cytosolic Epoxide Hydrolase by trans-3-Phenylglycidols. Biochem Pharmacol, 42 (6): 1163-75 (1991).
2
[3] Pecic S., Pakhomova S., Newcomer M.E., Morisseau C., Hammock B.D., Zhu Z., Synthesis and Structure–Activity Relationship of Piperidine-Derived Non-Urea Soluble Epoxide Hydrolase Inhibitors. Bioorg Med Chem Lett; 23 (2): 417-21 (2013).
3
[4] Shen H.C., Ding F.X., Wang S., Xu S., Chen H.S., Tong X., Discovery of Spirocyclic Secondary Amine-Derived Tertiary Ureas as Highly Potent, Selective and Bioavailable Soluble Epoxide Hydrolase Inhibitors. Bioorg Med Chem Lett, 19 (13): 3398-404(2009).
4
[5] Xie Y., Liu Y., Gong G., Smith D.H., Yan F., Rinderspacher A., Discovery of Potent Non-Urea Inhibitors of Soluble Epoxide Hydrolase. Bioorg Med Chem Lett, 19 (8): 2354-9 (2009).
5
[6] Huang S.X., Li H.Y., Liu J.Y., Morisseau C., Hammock B.D., Long Y.Q., Incorporation of Piperazino Functionality into 1,3-Disubstituted Urea as the Tertiary Pharmacophore Affording Potent Inhibitors of Soluble Epoxide Hydrolase with Improved Pharmacokinetic Properties. J Med Chem, 53 (23): 8376-86 (2010).
6
[7] Kim I.H., Tsai H.J., Nishi K., Kasagami T., Morisseau C., Hammock B.D., 1,3-Disubstituted Ureas Functionalized with Ether Groups are Potent Inhibitors of the Soluble Epoxide Hydrolase with Improved Pharmacokinetic Properties. J Med Chem, 50 (21): 5217-26 (2007).
7
[8] Shen H.C., Ding F.X., Wang S., Deng Q., Zhang X., Chen Y., Discovery of a Highly Potent, Selective, and Bioavailable Soluble Epoxide Hydrolase Inhibitor with Excellent Ex vivo Target Engagement. J Med Chem, 52 (16): 5009-12 (2009).
8
[9] Shen H.C., Ding F.X., Deng Q., Xu S., Tong X., Zhang X., A Strategy of Employing Aminoheterocycles as Amide Mimics to Identify Novel, Potent and Bioavailable Soluble Epoxide Hydrolase Inhibitors. Bioorg Med Chem Lett; 19 (19): 5716-21(2009).
9
[10] ضیایی، عظیم آقابزرگ نانوا، پریچهر؛ لطفی نوسود، یزدان بخش؛ خلیلی، بهزاد؛ تهیه 4 - آریلیدین - 2 - آلکیل تیو - 4H - تیازول - 5 - اون ها با استفاده از آمینواسید های دی تیوکاربامات و آلدهید ها، نشریه شیمی و مهندسی شیمی ایران، 35 (3( : 43-55 (1395)
10
[11] Schiøtt B., Bruice T.C., Reaction Mechanism of Soluble Epoxide Hydrolase: Insights from Molecular Dynamics Simulations . J Am Chem Soc, 124 (49): 14558-70 (2002).
11
[12] Morisseau C., Goodrow M.H., Newman J.W., Wheelock C.E., Dowdy D.L., Hammock B.D., Structural Refinement of Inhibitors of Urea-Based Soluble Epoxide Hydrolases. Biocheml pharmacol, 63(9): 1599-608(2002).
12
[13] Kim I.H., Nishi K., Tsai H.J., Bradford T., Koda Y., Watanabe T., Morisseaua C., Blanchfield J., Toth I., Hammock B.D. , A Design of Bioavailable Derivatives of 12-(3-adamantan-1-yl-ureido)dodecanoic acid, a Potent Inhibitor of the Soluble Epoxide Hydrolase. Bioorg Med Chem, 15 (1): 312-23(2007).
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