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Conflict of Interest: In relation to this article, we declare that there is no conflict of interest.

Publication history: Received February 26, 2002
Accepted October 10, 2002

This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Diphenylmethane Synthesis Using Ionic Liquids as Lewis Acid Catalyst

Dong-Sun Kim Wha-Seung Ahn^†

School of Chemical Science and Engineering, Inha University, Incheon 402-751, Korea

whasahn@inha.ac.kr

Korean Journal of Chemical Engineering, January 2003, 20(1), 39-43(5), 10.1007/BF02697182

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Abstract

Friedel-Crafts alkylation of benzene with benzyl chloride was studied by using organochloroaluminate ionic liquids as Lewis acid catalyst. The reaction was performed in the temperature range of 40 to 70 ℃ at benzene/benzyl chloride=17, where selectivity to diphenylmethane was high. The optimum AlCl3/BMIC ratio of the ionic liquid for the benzylation reaction was 2. Superior performance was obtained with butyl group constituting the cationic species of the ionic liquid. Stirring speed had a major impact on catalytic activity of the BMIC-AlCl3 ionic liquid; benzyl chloride conversion decreased substantially from 98 to 68% as stirring speed was reduced from 900 to 500 rpm, and eventually no reaction took place at 200 rpm. BMIC-AlCl3 ionic liquid was more active than Fe-MCM-41 at the expense of a small drop in selectivity but still higher than 96% selectivity was obtained. The ionic liquid could be easily_x000D_ recovered after phase separation. The performance of BMIC-AlCl3 ionic liquid was maintained after the second run with 97.4% conversion and 95.6% selectivity, but a sudden drop in activity was observed after the third run with only 26.8% conversion.

Keywords

Friedel-Crafts Alkylation Diphenylmethane Ionic-liquid Fe-MCM-41

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