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Paper | Regular issue | Vol 104, No. 2, 2022, pp.275-287
Published online, 5th November, 2021
DOI: 10.3987/COM-21-14572
Substituent Effects on Physical Properties of Azole Based Ionic Liquids

Satoshi Kitaoka,* Shinnosuke Nishinaka, and Kaoru Nobuoka

*Department of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe 1, Takaya, Higashihiroshima 739-2116


We investigated the effect of the substituents on the physical properties of azole based ionic liquids, such as melting point and viscosity. The introduction of electron-withdrawing groups to azolate anions and electron-donating groups to azolium cations delocalized the charge of anion or cation, and reduced the viscosity and melting point of the ionic liquids. The charge of the azolium cations and the azolate anions are distributed not only on the azole ring but also on the substituents. The decrease in the charge density of anions and cations in ionic liquids weakens the interaction between the anions and the cations, resulting in a decrease in the viscosity of the ionic liquids. Such a method of delocalizing the anion and cation charges of triazole-based ionic liquids by introduction of the substituents can be applied to reduce the viscosity of various ionic liquids as reaction medium and electrolytes.