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Ionic liquids and plastic crystals with a symmetrical pyrrolidinium cation

Version 2 2024-06-06, 09:24
Version 1 2019-02-18, 14:27
journal contribution
posted on 2024-06-06, 09:24 authored by R Yunis, TW Newbegin, AF Hollenkamp, Jenny PringleJenny Pringle
Solid and liquid salts utilising the N-methyl-N-alkyl pyrrolidinium cation, [Cnmpyr]+, and their use in electrochemical devices, are well established. However, new materials with enhanced properties, such as higher conductivity, lower viscosity or more favourable thermal phase behaviour, are still required. Here we report the synthesis and characterisation of new ionic liquids and plastic crystals using the N,N-diethylpyrrolidinium cation ([C2epyr]+) with six different anions. With the fluorosulfonyl(trifluoromethanesulfonyl)imide ([FTFSI]) and dicyanamide ([DCA]) anions, room temperature ionic liquids with low viscosity are formed. With the bis(trifluoromethanesulfonyl)imide ([NTf2]), bis(fluorosulfonyl)imide ([FSI]), hexafluorophosphate ([PF6]) and tetrafluoroborate ([BF4]) anions, organic ionic plastic crystals are produced. Of the new solid salts, [C2epyr][FSI] has the highest conductivity, higher than the well-established methyl-substituted analogue, giving 1.9 105 S cm1 at 30 1C. Thermal analysis, conductivity and the Walden relationship are used to compare the new N,N-diethylpyrrolidinium salts across the different anions and with some previously reported N-methyl-N-alkylpyrrolidinium salts.

History

Journal

Materials chemistry frontiers

Volume

2

Pagination

1207-1214

Location

Cambridge, Eng.

eISSN

2052-1537

Language

eng

Publication classification

C1 Refereed article in a scholarly journal

Copyright notice

2018, The Royal Society of Chemistry and the Chinese Chemical Society

Issue

6

Publisher

Royal Society of Chemistry

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