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Modified Imidazolium‐Based Ionic Liquids With Improved Chemical Stability Against Lithium Metal
Author(s) -
Schmitz Paulo,
Kolek Martin,
Pyschik Marcelina,
Jalkanen Kirsi,
Nowak Sascha,
Winter Martin,
Bieker Peter
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701599
Subject(s) - ionic liquid , imide , c4mim , lithium (medication) , electrochemistry , chemistry , inorganic chemistry , electrolyte , decomposition , metal , chemical stability , organic chemistry , catalysis , electrode , medicine , endocrinology
Abstract Chemical instability against metallic lithium of imidazolium cation‐based ionic liquids (ILs) such as 1‐butyl‐3‐methylimidazolium bis(trifluoromethanesulfonyl)imide ([C4MIm]TFSI) has been reported in literature previously. In this work, modified imidazolium cation‐based ionic liquids are shown, in which the acidic proton at the C‐2 position of the imidazolium ring is replaced by methyl groups. 1‐butyl‐2,3‐dimethylimidazolium bis(trifluoromethanesulfonyl)imide ([C4MMIm]TFSI) and 1‐butyl‐2,3,4,5‐tetramethylimidazolium bis(trifluoromethanesulfonyl)imide ([C44MIm]TFSI) are found to prevent the formation of N ‐heterocyclic carbenes and thus improve the electrochemical performance of electrolytes including these ILs. Furthermore, possible decomposition products of the modified imidazolium cations are characterized.