Issue 22, 2012

Synthesis and properties of ammonium ionic liquids with cyclohexyl substituent and dissolution of cellulose

Abstract

We have synthesized alkyl(cyclohexyl)dimethylammonium bromides, formates and acetates, 2-methoxyacetates, 2-(2-methoxyethoxy)acetates, 2-[2-(2-methoxyethoxy)ethoxy]acetates, and 2-ethoxyacetates and assessed their ability to dissolve cellulose. Their physicochemical properties and microbiological activity were determined. Alkyl(cyclohexyl)dimethylammonium cation dimensions of alkyl groups are essential for cellulose solubility and are generally limited to butyl, hexyl, and octyl as effective substituents. In parallel, the alkyl group determines activity of the entire molecule against microbes. The molecule's biological activity against microbes begins when a length of the alkyl substituent begins to block cellulose solubility. We present the computational model of the solubility mechanism, composed of an ensemble of two cellobiose units and (cyclohexyl)hexyldimethylammonium acetate.

Graphical abstract: Synthesis and properties of ammonium ionic liquids with cyclohexyl substituent and dissolution of cellulose

Supplementary files

Article information

Article type
Paper
Submitted
19 Jul 2012
Accepted
20 Jul 2012
First published
24 Jul 2012

RSC Adv., 2012,2, 8429-8438

Synthesis and properties of ammonium ionic liquids with cyclohexyl substituent and dissolution of cellulose

J. Pernak, R. Kordala, B. Markiewicz, F. Walkiewicz, M. Popławski, A. Fabiańska, S. Jankowski and M. Łożyński, RSC Adv., 2012, 2, 8429 DOI: 10.1039/C2RA21502K

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