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Title: Triazolium based ionic liquid crystals: Effect of asymmetric substitution

Journal Article · · RSC Advances
DOI:https://doi.org/10.1039/c4ra14961k· OSTI ID:1239144
 [1];  [2]
  1. Ruhr-Univ. Bochum, Bochum (Germany)
  2. Ruhr-Univ. Bochum, Bochum (Germany); Ames Lab., Ames, IA (United States)

A new series of ten different asymmetrical 1-dodecyl-3-alkyl-triazolium bromides, [C12CnTr][Br], has been synthesized and their mesomorphic behavior studied by DSC (differential scanning calorimetry), POM (polarizing optical microscopy) and SAXS (small angle X-ray scattering). The influence of the chain length of the triazolium salts is investigated to explore the effect of asymmetric substitution on the phase behaviour of these compounds. For that reason, the length of one alkyl chain was varied from 14 to 1 carbon atoms (n = 14, 12, 10, 8–4, 2, 1) while the other alkyl chain was kept at 12 carbon. Single crystal X-ray structure analysis of compounds [C12C12Tr][Br] and [C12C5Tr][Br] reveal that the cations adopt a U-shaped conformation with head-to-head arranged triazolium cores. In contrast, for [C12C1Tr][Br], a rod like shape of the cation with interdigitated alkyl chains is found. All investigated compounds are thermotropic liquid crystals. Higher ordered smectic phases, smectic C as well as smectic A phases were found depending on the chain length of the cation. Moreover, the clearing point temperature decreases with decreasing chain length with exception for the n-dodecyl-3-alkyltrizoliumbromides with the two shortest alkyl chains, [C12C2Tr][Br] and [C12C1Tr][Br], which present higher clearing temperatures (86 and 156 °C) and are structurally distinctly different.

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:
1239144
Report Number(s):
IS-J-8632; RSCACL
Journal Information:
RSC Advances, Vol. 5, Issue 22; ISSN 2046-2069
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 23 works
Citation information provided by
Web of Science

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Cited By (10)

Main-chain ionic liquid-crystalline polymers bearing quaternary phosphonium ions journal September 2018
Ionic liquid syntheses via click chemistry: expeditious routes toward versatile functional materials journal January 2018
1,2,4-Triazolium ions as flexible scaffolds for the construction of polyphilic ionic liquid crystals journal January 2018
Synthesis, structural characterization and luminescence properties of 1-carboxymethyl-3-ethylimidazolium chloride journal May 2018
Recent Advances on Triazolium Ionic Liquids: Synthesis and Applications journal August 2019
Induction of ionic smectic C phases: a systematic study of alkyl-linked guanidinium-based liquid crystals text January 2016
Induction of ionic smectic C phases: a systematic study of alkyl-linked guanidinium-based liquid crystals journal March 2016
Induction of ionic smectic C phases: a systematic study of alkyl-linked guanidinium-based liquid crystals text January 2016
New Pyrazolium Salts as a Support for Ionic Liquid Crystals and Ionic Conductors journal April 2018
Diketonylpyridinium Cations as a Support of New Ionic Liquid Crystals and Ion-Conductive Materials: Analysis of Counter-Ion Effects journal May 2016


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