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Synthesis, thermophysical properties, Hammett acidity and COSMO-RS study of camphorsulfonate-based Brönsted acidic ionic liquids

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Abstract In this work the synthesis of five new Bronsted acidic ionic liquids (BAILs) bearing same anion (camphorsulfonate) but different cations; 3-(3-sulfopropyl)-imidazolium, 1-methyl-3-(3-sulfopropyl)-imidazolium, 1-methyl-3-(4-sulfobutyl)-imidazolium, 1-ethyl-3-(3-sulfopropyl)-imidazolium, 1-butyl-3-(3-sulfopropyl)-imidazolium) were synthesized and characterized.… Click to show full abstract

Abstract In this work the synthesis of five new Bronsted acidic ionic liquids (BAILs) bearing same anion (camphorsulfonate) but different cations; 3-(3-sulfopropyl)-imidazolium, 1-methyl-3-(3-sulfopropyl)-imidazolium, 1-methyl-3-(4-sulfobutyl)-imidazolium, 1-ethyl-3-(3-sulfopropyl)-imidazolium, 1-butyl-3-(3-sulfopropyl)-imidazolium) were synthesized and characterized. The characterization of BAILs was carried out using NMR, FTIR and elemental analysis (CHNS). The thermophysical properties of these ILs such as density, refractive index, viscosity and thermal stability were analyzed in wide temperature window. Furthermore, the effect of alkyl chain length of cations on thermophysical properties was well studied. The experimental values of density were further used to calculate other significant properties such as molar volume, standard molar entropy, lattice energy and thermal expansion coefficients. The Bronsted acidities of investigated ILs were determined using Hammett method. Furthermore, COSMO-RS study was performed to determine δ-surface, and δ-profile of the studied ILs.

Keywords: thermophysical properties; sulfopropyl imidazolium; cosmo study; ionic liquids; acidic ionic; imidazolium

Journal Title: Journal of Molecular Liquids
Year Published: 2018

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