Issue 24, 2014

Long-alkyl-chain-derivatized imidazolium salts and ionic liquid crystals with tailor-made properties

Abstract

A series of new 1,3-dialkylimidazolium salts with the general formula [CnCnIM][A] (for n = 12; A = PF6, OTf, NTf2; for n = 10, 14, 16, and 18; A = BF4, ClO4) has been synthesized. The [C12C12IM][A] salts are ionic liquids at room temperature, whereas all [CnCnIM][BF4] and [CnCnIM][ClO4] (n = 10, 14, 16, 18) salts demonstrate a liquid crystalline phase at elevated temperatures that have a large mesophase window, which varies from 10 to 80 °C with increasing alkyl chain length. In particular, [C10C10IM][BF4] shows liquid crystalline behavior at room temperature and therefore is potentially suitable for application as a pre-organized reaction medium in synthesis and catalysis. Viscosity studies of [C16C16IM][BF4] and the corresponding perchlorate salt demonstrate strong non-Newtonian viscosity behavior for the liquid crystalline state of these ionic liquids.

Graphical abstract: Long-alkyl-chain-derivatized imidazolium salts and ionic liquid crystals with tailor-made properties

Supplementary files

Article information

Article type
Paper
Submitted
03 Dec 2013
Accepted
12 Feb 2014
First published
19 Feb 2014
This article is Open Access
Creative Commons BY license

RSC Adv., 2014,4, 12476-12481

Author version available

Long-alkyl-chain-derivatized imidazolium salts and ionic liquid crystals with tailor-made properties

X. Wang, M. Sternberg, F. T. U. Kohler, B. U. Melcher, P. Wasserscheid and K. Meyer, RSC Adv., 2014, 4, 12476 DOI: 10.1039/C3RA47250G

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