Jump to main content
Jump to site search

Issue 3, 2002
Previous Article Next Article

Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations: novel low cost ionic liquids

Author affiliations

Abstract

The preparation and characterization of a series of novel salts, based on the N-methyl-N-alkylpyrrolidinium or quaternary ammonium organic cations coupled with sulfonate type anions, namely the mesylate (CH3SO3) and tosylate (CH3C6H4SO3) anions are reported. These salts are analogues of the previously described organic cation bis(trifluoromethanesulfonyl)amide (TFSA) salts that form useful ionic liquids of interest in “Green” synthesis. Several of the salts are liquid below 50 °C, e.g. tributylhexylammonium tosylate and ethylmethylpyrrolidinium mesylate and one is liquid at and below room temperature (tributylhexylammonium mesylate). These new salts have a cost advantage over salts of the TFSA, PF6 and CF3SO3 anions. Electrochemical and thermal properties have been investigated. The salts are stable to beyond 100 °C and exhibit electrochemical potential windows of at least ±2 V vs. Ag/Ag+. Some of the salts exhibit multiple crystalline phases below their melting points, potentially indicative of plastic crystal behaviour, whilst others showed more simple solid–liquid behaviour. Many of the salts were found to be glass forming.

Graphical abstract: Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations: novel low cost ionic liquids

Back to tab navigation

Publication details

The article was received on 29 Jan 2002 and first published on 17 Apr 2002


Article type: Paper
DOI: 10.1039/B201063A
Citation: Green Chem., 2002,4, 223-229
  •   Request permissions

    Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations: novel low cost ionic liquids

    J. Golding, S. Forsyth, D. R. MacFarlane, M. Forsyth and G. B. Deacon., Green Chem., 2002, 4, 223
    DOI: 10.1039/B201063A

Search articles by author

Spotlight

Advertisements