Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases
Abstract
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.
- Authors:
-
- Ruhr-Univ. Bochum, Bochum (Germany)
- Ruhr-Univ. Bochum, Bochum (Germany); Ames Lab., Ames, IA (United States); Iowa State Univ., Ames, IA (United States)
- Publication Date:
- Research Org.:
- Ames Laboratory (AMES), Ames, IA (United States)
- Sponsoring Org.:
- USDOE Advanced Research Projects Agency - Energy (ARPA-E)
- OSTI Identifier:
- 1239141
- Report Number(s):
- IS-J-8603
Journal ID: ISSN 1528-7483
- Grant/Contract Number:
- AC02-07CH11358
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Crystal Growth and Design
- Additional Journal Information:
- Journal Volume: 15; Journal Issue: 2; Journal ID: ISSN 1528-7483
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; ionic liquids; liquid crystals; ionic liquid crystals; structure analysis
Citation Formats
Stappert, Kathrin, Unal, Derya, Spielberg, Eike T., and Mudring, Anja -Verena. Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases. United States: N. p., 2014.
Web. doi:10.1021/cg501564j.
Stappert, Kathrin, Unal, Derya, Spielberg, Eike T., & Mudring, Anja -Verena. Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases. United States. https://doi.org/10.1021/cg501564j
Stappert, Kathrin, Unal, Derya, Spielberg, Eike T., and Mudring, Anja -Verena. Tue .
"Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases". United States. https://doi.org/10.1021/cg501564j. https://www.osti.gov/servlets/purl/1239141.
@article{osti_1239141,
title = {Influence of the counteranion on the ability of 1-dodecyl-3-methyltriazolium ionic liquids to form mesophases},
author = {Stappert, Kathrin and Unal, Derya and Spielberg, Eike T. and Mudring, Anja -Verena},
abstractNote = {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.},
doi = {10.1021/cg501564j},
journal = {Crystal Growth and Design},
number = 2,
volume = 15,
place = {United States},
year = {Tue Nov 25 00:00:00 EST 2014},
month = {Tue Nov 25 00:00:00 EST 2014}
}
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