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Physicochemical Properties and Electrochemical Behavior of Systematically Functionalized Aryltrifluoroborate-Based Room-Temperature Ionic Liquids

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journal contribution
posted on 22.01.2018, 00:00 by Kazuki Iwasaki, Seiji Tsuzuki, Tetsuya Tsuda, Susumu Kuwabata
The physicochemical properties and electrochemical behavior of 1-butyl-3-methylimidazolium aryltrifluoroborate ([C4mim]­[ArBF3]) with various substituents, e.g., methoxy, fluoro, trifluoromethyl, and cyano groups, introduced on the phenyl moiety on the anion are examined. Several position isomers of the [ArBF3] anion are also prepared to provide further insight into the effect of the position. The equivalent conductivity and the electrochemical stability for some [C4mim]­[ArBF3] room-temperature ionic liquids (RTILs) is qualitatively discussed from the results of quantum chemical calculations of the cation–anion interaction and the HOMO energy level of the anion. Interestingly, [C4mim]­[ArBF3] RTILs with an electron-withdrawing group on the phenyl moiety electrochemically form an ion-selective membrane on a Pt electrode, and only neutral and cationic species can pass through the membrane.