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

Wenxiu Li; Shangwu Dai; Dong Li; Qinqin Zhang; Hongtao Fan; Tao Zhang; Zhigang Zhang

doi:10.1055/s-0036-1589402

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(05): 1065-1072
DOI: 10.1055/s-0036-1589402

paper

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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Abstract

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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.

Key words

ionic liquids - redox reaction - protic acids - imidazolium salts

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