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Issue 10, 2003
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1-Alkyl-3-methylbenzotriazolium salts: ionic solvents and electrolytes

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Abstract

A series of 1-alkyl-3-methylbenzotriazolium halides were synthesised and purified by recrystallisation. Novel salts of these benzotriazolium cations were obtained by metathesis with a number of diverse anions including: dicyanamide N(CN)2, mesylate CH3SO3, tosylate CH3C6H4SO3 and bis(trifluoromethane)sulfonamide N(SO2CF3)2. Thermal analyses of these very stable salts included the determination of glass transition temperatures (−65 to −12 °C), melting points (29 to 143 °C), entropies of fusion (14 to 69 J K−1 mol−1) and decomposition temperatures (up to 315 °C). Electrochemical analyses show electrochemical windows of up to ≈3.5 V, the cation producing electrochemical reduction reactions below −1 V (Ag/Ag+). Solubility data for a range of organic compounds dissolved in the new ionic liquids and for comparison in some more common ionic liquids are also provided.

Graphical abstract: 1-Alkyl-3-methylbenzotriazolium salts: ionic solvents and electrolytes

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Article information


Submitted
14 Jul 2003
Accepted
07 Aug 2003
First published
22 Aug 2003

J. Mater. Chem., 2003,13, 2451-2456
Article type
Paper

1-Alkyl-3-methylbenzotriazolium salts: ionic solvents and electrolytes

S. A. Forsyth and D. R. MacFarlane, J. Mater. Chem., 2003, 13, 2451
DOI: 10.1039/B307931G

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