Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

A Hybrid Microfluidic Device for Performing Bromine-Lithium Exchange Reaction and Separating the Resulting Organic and Aqueous Phases of the Reaction Products

Document Type : Research Article

Authors
Ali Pourasghar Mohammadi
Aliasghar Mohammadi
Dariush Bastani
Department of Chemical and Petroleum Engineering, Sharif University of Technology, Tehran, I.R. IRAN
Abstract
Nowadays, with the development of microtechnology in chemical synthesis, the application of appropriate systems for the separation and purification of synthesized chemicals is of importance. In this study, the continuous performance of the bromine-lithium exchange reaction and the separation of the resulting organic and aqueous phases of the reaction products in a hybrid microfluidic device, fabricated by laser engraving and thermal bonding, were investigated. The microfluidic device consists of a microreactor and a microscale capillary separator, where after conducting the exchange reaction in the microreactor and injecting water in the main channel of the separator, two existing phases were separated from each other by the capillary channels embedded in the separator. The results of the reaction conductance in the continuous microsystem showed a yield of 73% and conversion of more than 90%. It was found that employing the microsystem increased the efficiency and selectivity of the reaction compared to a batch system.
Keywords
Microreactor
Microscale capillary separator
Continuous microsystem
Bromine-lithium exchange reaction
Glass microfluidic device

Subjects

[1] Geyer, K., Codee, J.D., Seeberger, P.H., Microreactors as Tools for Synthetic Chemists—The Chemists' Round‐Bottomed Flask of the 21st Century?, Chemistry ـ A European Journal, 12: 8434-8442, (2006).
[2] Hartman R.L., Jensen, K.F., Microchemical Systems for Continuous ـ Flow Synthesis, Lab. on a Chip, 9: 2495-2507, (2009).
[3] Mitchell, M. C., Spikmans, V., de Mello, A. J., Microchip ـ Based Synthesis and Analysis: Control of Multicomponent Reaction Products and Intermediates, Analyst, 126: 24-27, (2001).
[4] Chambers R., Spink, R. H., Microreactors for Elemental Fluorine, Chemical Communications, 883-884, (1999).
[5] Watts P., Haswell, S. J., The Application of Micro Reactors for Organic Synthesis, Chemical Society Reviews, 34: 235-246, (2005).
[6] Watts, P., Microreactors for Drug Discovery: The Importance of Integrating Chemical Synthesis with Real ـ Time Analytical Detection, Analytical and Bioanalytical Chemistry, 382: 865-867, (2005).
[7] Wittig, G., Pockels, U., Dröge, H., Über Die Austauschbarkeit Von Aromatisch Gebundenem Wasserstoff Gegen Lithium Mittels Phenyl‐Lithiums, European Journal of Inorganic Chemistry, 71: 1903-1912, (1938).
[8] Gilman H., Bebb, R. L., Relative Reactivities of Organometallic Compounds. XX.* Metalation, Journal of the American Chemical Society, 61: 109-112, (1939).
[9] Nagaki, A., Tomida, Y., Usutani, H., Kim, H., Takabayashi, N., Nokami, T., Okamoto H., Yoshida, J.,  Integrated Micro Flow Synthesis Based on Sequential Br–Li Exchange Reactions of p‐, m‐, and o‐Dibromobenzenes, Chemistry–An Asian Journal, 2: 1513-1523, (2007).
[10] Usutani, H., Tomida, Y., Nagaki, A., Okamoto, H., Nokami, T., Yoshida, J. ـ i., Generation and Reactions of O ـ Bromophenyllithium Without Benzyne Formation Using a Microreactor, Journal of the American Chemical Society, 129: 3046-3047, (2007).
[11] Zeibi Shirejini S., Mohammadi, A., Halogen–Lithium Exchange Reaction Using an Integrated Glass Microfluidic Device: An Optimized Synthetic Approach, Organic Process Research & Development, 21: 292-303, (2017).
[12] پوراصغر محمدی، علی.، محمدی، علی اصغر.، باستانی، داریوش. جداسازی فاز های آبی و آلی به کمک فناوری میکروسیالی،  نشریه علوم و مهندسی جداسازی، (2)10: 41 تا50 (1392)