Synthesis Optimization of DBTDL Cooking Catalyst and Kinetic Study of Polyurethane Preparation

Document Type : Research Article

Authors

Department of Chemistry, Faculty of Science, University of Imam Hossein, Tehran, I.R. IRAN

Abstract

Tin catalysts are widely used in the preparation of polyurethane elastomers. dibutyltin dilaurate (DBTDL) as a tin catalyst has been used for more than 35 years in the polyurethane production industry. In this research, the synthesis of DBTDL, using dibutyltin dichloride and dibutyltin oxide was carried out at different temperatures and solvents. In all methods, lauric acid or laurate salt was used as the essential reagent to prepare laurate ligand. The results showed that among these methods, the best efficiency (95%) was obtained using two conditions of tetrahydrofuran solvent at ambient temperature (for dibutyltin dichloride) and toluene solvent at reflux temperature (for dibutyltin oxide). The chemical structure of the compound was investigated by IR, 1H-NMR, 13C-NMR, GC-MS. Finally, the infrared spectroscopy method was selected for simplicity and better accuracy to investigate the kinetics of the HTPB and IPDI reactions using a commercial and synthetic DBTDL. Using the obtained data, the reaction progress rate, reaction speed constants, and activation energy of the reaction were calculated. Activation energies for commercial DBTDL catalyst and synthetic were obtained 65.09 and 54.09 KJ/mol, respectively.

Keywords

Main Subjects

References

[1] Bossert C., “Introduction to Organotin Chemistry and Application”, Wayne, Pennsylvania (2004).
[2] Poller R.C., “The Chemistry of Organotin Compound”, Academic Press (1970).
[3] Wen, Z.; Hu, W.; Chi, X.; Wang, X.; Tian, D.; Wang, M.; Liu, J.; Ma, X.; Pang, A. DFT Study of the Catalytic Mechanism for Urethane Formation in the Presence of Basic Catalyst 1,4‐diazabicyclo[2.2.2]octane, Commun. Comput. Chem., 2: 22-25 (2014).
[4] Yongjun L., Yi L.,Synthesis Method of Dibutyltin Dilaurate, CN Pat.102838631 A (2012).
[5] Chong W., Method for Preparing Dibutyltin Dilaurate Catalyst, CN Pat.102516544 A (2012).
[6] Massaki S., Nobuhisa M., Process for Production of Dialkyltin dialkoxide, EP 07829108A (2007).
[7] پیر زمان، آرش؛ کامران، کاظمینی، محمد؛ مطالعه تجربی پلیمریزاسیون پلی بوتادی ان دارای انتهای هیدروکسیل (HTPB) با ایزوفرن دی ایزوسیانات (IPDI)، مجله علمس- پژوهشیموادپرانرژی سالچهارم، (8)2 : 29 تا 38 (1388).
[8] Coutinho F.M.B., Rezende L.C., Rezende Q.R., Kinetic Study of the Reaction Between Hydroxylated Poly butadieneand Isocyanates, Reaction with 3-Isocyanateomethyl,3,3,5- Tri methyl cyclohexyl Isocyanate (IPDI) and Dimer Diacid Diisocyanate (DDI), J. Polym. Sci., 2: 3021-3032 (1986).
[9] Yee R.Y., Adicoff A., Polymerization Kinetics in Propellant of the Hydroxyl Terminated Polybutadiene–Isophorone Diisocyanate System, J. Appl. Polym. Sci., 20: 1117- 1124 (1976).
[10] باریکانی، مهدی؛ بابانعلبندی، احمد؛ احمدی، علی؛ مطالعه  و بررسی سینتیک پلیمر شدن پلی یورتان با روش (DSC)، علوم و تکنولوژی پلیمر،(3)4 : 186 تا 192 (1370).
[11] Kincal D., Ozkar S., Kinetic Study of the Reaction Between Hydroxyl-Terminated Polybutadiene and Isophorone Diisocyanate in Bulk by Quantitative FTIR Spectroscopy, J. Appl. Polym. Sci., 66: 1979-1988 (1997).
[12] Tanver A., Huang M.H., Hei Z., Chemical Kinetic Studies on Polyurethane Formation of GAP and HTPB with IPDI by Using In Situ FT-IR Spectroscopy, Adv. Mat. Res., 1061: 337-341 (2015).
[13] Yang P.F., Yu Y.H., Wang S.P., Li T.D., Kinetic Studies of Isophorone Diisicyanate–Polyether Polymerization with in situ FT-IR, Int. J. Polym. Anal., 16: 584–590 (2011).
[13] Saunders, K. J. “Dictionary of Analytical Reagents”; Org. Polym. Chem. Chapman and Hall,London, (1973).
[14] NOFC, Dibutyltin Dilaurate Military Specifications, DOD-D-82727. (1983)
[15] Wen Qing Zhen.; Zou Chao.; Zhu Jinhua, FT-IR Study of Polyurethane Curing Behavior Polymer, Materials Science and Engineering, 19(1): 108-111 (2003).
[16] Connors K. A., “Chemical Kinetics-The Study of Reaction Rates in Solution”, VCH Publishers, New York, (1990).
Nashrieh Shimi va Mohandesi Shimi Iran
Volume 38, Issue 3 - Serial Number 93
October 2019
Pages 127-136

Files

Share

How to cite

Statistics