Synthesis 2017; 49(05): 1065-1072
DOI: 10.1055/s-0036-1589402
paper
© Georg Thieme Verlag Stuttgart · New York

Redox Reaction: A New Route for the Synthesis of Water-Miscible Imidazolium Ionic Liquids

Wenxiu Li
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Shangwu Dai
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Dong Li
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Qinqin Zhang
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Hongtao Fan
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Tao Zhang
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
,
Zhigang Zhang*
Shenyang University of Chemical Technology, Shenyang, 110142, P. R. of China   eMail: zhzhgang@syuct.edu.cn
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Publikationsverlauf

Received: 23. September 2016

Accepted after revision: 29. September 2016

Publikationsdatum:
16. November 2016 (online)


Abstract

A novel chemical redox route was developed for the preparation of water-miscible imidazolium ionic liquids (ILs). In this method, the reaction between 1-alkyl-3-methylimidazolium bromides or 3-butyl-1-phenylimidazolium bromide and the appropriate acid reactant was promoted by the redox reaction between the bromide ion and aqueous hydrogen peroxide, with hex-1-ene as both solvent and bromine scavenger. The residual bromide ion and water contents of the prepared ILs were determined by ion chromatography and the Karl–Fischer test, respectively. This method not only produces water-miscible ILs in high purity and high yield, but also simplifies the reaction conditions in comparison with previous routes.