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

Golding, J., Forsyth, S., MacFarlane, D. R., Forsyth, M. and Deacon, G. B. 2002, Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations : novel low cost ionic liquids, Green chemistry, vol. 4, no. 3, pp. 223-229.

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Title Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations : novel low cost ionic liquids
Formatted title Methanesulfonate and p-toluenesulfonate salts of the N-methyl-N-alkylpyrrolidinium and quaternary ammonium cations : novel low cost ionic liquids
Author(s) Golding, J.
Forsyth, S.
MacFarlane, D. R.
Forsyth, M.
Deacon, G. B.
Journal name Green chemistry
Volume number 4
Issue number 3
Start page 223
End page 229
Publisher Royal Society of Chemistry
Place of publication London, England
Publication date 2002
ISSN 1463-9262
1463-9270
Summary 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.
Language eng
Field of Research 039999 Chemical Sciences not elsewhere classified
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1.1 Refereed article in a scholarly journal
Copyright notice ©2002, The Royal Society of Chemistry
Persistent URL http://hdl.handle.net/10536/DRO/DU:30030160

Document type: Journal Article
Collection: Institute for Technology Research and Innovation
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