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Epoxy-Containing Ionic Liquids With Tunable Functionality

Tetsuya Tsuda, Kazuki Iwasaki, Kohei Kumagai, Susumu Kuwabata

Molecules. 2019 Jul 17;24(14):2591.

PMID: 31319460

Abstract:

New types of ionic liquids (ILs) with an epoxy group on a piperidinium-type cation were successfully synthesized by the simple anion exchange reaction of a solid 1-allyl-1-(oxiran-2-ylmethyl)piperidinium bromide, which was designed in this study. Unfortunately, the physicochemical properties, e.g., viscosity and ionic conductivity, of the ILs were inferior to those of common ILs such as 1-ethyl-3-methylimidazolium tetrafluoroborate ([C2mim][BF4]) and 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide ([C4mim][Tf2N]). However, the resulting ILs are of great interest as reaction intermediates: For example, the epoxy group on the cation could react with various reagents, including CO2. Consequently, the modification of the cation structure in the ILs was possible. This is particularly interesting because it is very difficult to modify commonly used ILs. The approach established in this article will provide a favorable synthetic route for creating novel functional ILs in the future.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP143314163 1-Ethyl-3-methylimidazolium tetrafluoroborate 1-Ethyl-3-methylimidazolium tetrafluoroborate 143314-16-3 Price
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