Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases

Stappert, Kathrin; Unal, Derya; Spielberg, Eike T.; Mudring, Anja -Verena

doi:10.1021/cg501564j

Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases

Journal Article · Tue Nov 25 00:00:00 EST 2014 · Crystal Growth and Design

DOI:https://doi.org/10.1021/cg501564j· OSTI ID:1239141

Stappert, Kathrin ^[1]; Unal, Derya ^[1]; Spielberg, Eike T. ^[1]; Mudring, Anja -Verena ^[2]

Ruhr-Univ. Bochum, Bochum (Germany)
Ruhr-Univ. Bochum, Bochum (Germany); Ames Lab., Ames, IA (United States); Iowa State Univ., Ames, IA (United States)

The influence of the counteranion on the ability of the mesogenic cation 1-methyl-3-dodecyl-triazolium to form mesophases is explored. To that avail, salts of the cation with anions of different size, shape, and hydrogen bonding capability such as Cl^–, Br^–, I^–, I₃^–, PF₆^–, and Tf₂N^– [bis(trifluorosulfonyl)amide] were synthesized and characterized. The crystal structures of the bromide, the iodide, and the triiodide reveal that the cations form bilayers with cations oriented in opposite directions featuring interdigitated alkyl tails. Within the layers, the cations are separated by anions. The rod-shaped triiodide anion forces the triazolium cation to align with it in this crystal structure but due to its space requirement reduces the alkyl chain interdigitation which prevents the formation of a mesophase. Rather the compound transforms directly from a crystalline solid to an (ionic) liquid like the analogous bis(trifluorosulfonyl)amide. In contrast, the simple halides and the hexafluorophosphate form liquid crystalline phases. As a result, their clearing points shift with increasing anion radius to lower temperatures.

View Accepted Manuscript (DOE)

Research Organization:: Ames Laboratory (AMES), Ames, IA (United States)

Sponsoring Organization:: USDOE Advanced Research Projects Agency - Energy (ARPA-E)

Grant/Contract Number:: AC02-07CH11358

OSTI ID:: 1239141

Report Number(s):: IS-J--8603

Journal Information:: Crystal Growth and Design, Journal Name: Crystal Growth and Design Journal Issue: 2 Vol. 15; ISSN 1528-7483

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases

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