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N-methyl-N-alkylpyrrolidinium bis(perfluoroethylsulfonyl)amide ([NPf2]–) and tris(trifluoromethanesulfonyl)methide ([CTf3]–) salts : synthesis and characterization

journal contribution
posted on 01.01.2007, 00:00 authored by K Johansson, J Adebahr, Patrick HowlettPatrick Howlett, Maria ForsythMaria Forsyth, D MacFarlane
Novel salts based the pyrrolidinium cation [Cnmpyr]+ (where n denote the number of carbons in the straight alkyl chain) and either the [NPf2] or [CTf3] anions have been synthesized and characterized to determine their thermal behaviour, stability, and conductivity. [C1mpyr][NPf2], [C2mpyr][NPf2], and [C1mpyr][CTf3] exhibit behaviour indicative of a plastic crystal phase. Both [C3mpyr][NPf2] and [C4mpyr][NPf2] are RTILs, while all of the [CTf3]salts, have melting points above 60°C. [C3mpyr][NPf2] exhibited the widest electrochemical window of 5.5 V. The [NPf2]– salt exhibited similar reductive limits to the [NTf2] anion, –3.2 V versus Fc+|Fc, while [CTf3] had lower reductive stability. The [CTf3] salts were more stable towards oxidation, +2.5 V versus Fc+|Fc, compared to the [NPf2] and [NTf2] salts.

History

Journal

Australian journal of chemistry

Volume

60

Issue

1

Pagination

57 - 63

Publisher

CSIRO

Location

Melbourne, Vic.

ISSN

0004-9425

eISSN

1445-0038

Language

eng

Publication classification

C1.1 Refereed article in a scholarly journal

Copyright notice

2007, CSIRO