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Updated: Oct 10, 2025

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Cold Crystallization and the Molecular Structure of Imidazolium-Based Ionic Liquid Crystals with a p-Nitroazobenzene
Katsuma Ishino1, Hajime Shingai1, Yasuyuki Hikita1
1DENSO CORPORATION, 500-1 Minamiyama, Komenoki-cho, Nisshin, Aichi 470-0111, Japan.
Abstract:
The cold crystallization mechanism of 1-{[4'-(4″-nitrophenylazo)phenyloxy]}hexyl-3-methyl-1H-imidazol-3-ium tetrafluoroborate ionic liquid crystal was investigated based on thermal analysis, structural analysis, infrared spectroscopy, and quantum chemical calculations. By conducting thorough structural characterization, we found that the prerequisite for cold crystallization is the irreversible molecular conformational alteration induced by the initial heating of the as-grown crystal into a smectic liquid crystal. The originally linear cation molecule bends and forms a step-stair conformation that persists throughout the subsequent heating and cooling processes as phase transition occurs from the crystal phase to the liquid crystal phase and then to the isotropic liquid phase. The formation of cold crystal occurs because of the choice of molecular stability over crystalline stability. Given the exothermic anomaly exhibited upon heating generic crystals to cold crystals, these findings demonstrate the promising potential of this ionic liquid crystal for thermal energy storage applications.
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