Synthesis and characterization of 2′,3′-epoxy propyl-N-methyl-2-oxopyrrolidinium salicylate ionic liquid and study of its interaction with water or methanol

Abstract

Important physico-chemical properties of ionic liquids (ILs) can be manipulated by adjusting the nature of the cation or anion. These properties are exploited in applications such as organic synthesis, catalysis and electrochemical processes to mention a few. In this work, the novel pyrrolidone ionic liquid N-(2′,3′-epoxypropyl)-N-methyl-2-oxopyrrolidinium salicylate [EPMpyr]⁺[SAL]⁻ was synthesized using two steps and characterized. The temperature dependent density and speed of sound for ionic liquid, methanol, water, and their corresponding binary mixtures of {IL (1) + methanol or water (2)} were measured over the entire range of mole fractions at temperatures from T = (293.15 to 313.15) K in steps of 5 K, under atmospheric pressure. The calculated thermodynamic properties such as excess molar volume V^E_m, isentropic compressibility k_s, intermolecular free length L_f, and deviation in isentropic compressibility Δk_s, were derived from the investigated density and speed of sound data. The resulting experimental data for excess molar volumes V^E_m, intermolecular free length L_f, and deviation in isentropic compressibility Δk_s, were well fitted to the Redlich–Kister polynomial equation. The effect of temperature and concentration on thermophysical properties was also provided.