Distribution of N-Methylimidazole in Ionic Liquids/Organic Solvents Systems.

The partition coefficients, K_mim, of N-methylimidazole (mim) in two-component systems composed of ionic liquid (IL) and a series of organic solvents immiscible with ILs (butyl acetate, ethyl acetate, tert-butyl methyl ether, diethyl ether and cyclohexane) were determined by a shake-flask method. The influence of different factors such as temperature, solvent polarity, mim concentration, and water content on Kmim by using 1-butyl-3-methylimidazolium chloride {[C₄C₁im]Cl} as a model compound was comprehensively studied. The calculated thermodynamic functions of transfer (ΔtrG⁰Δ, Δ_trH⁰, Δ_trS⁰) showed that the mim migration (IL→organic phase) is a thermodynamically unfavorable and enthalpy-determined process in the temperature range of 298.15 to 328.15K; however, the results suggested that mim partition toward the organic phase can be enhanced by the rational manipulation of the extraction conditions. Experiments conducted with other 1-alkyl-3-methylimidazolim chlorides (C_nC₁im]Cl (n = 6, 8, 10) revealed that mim possesses similar behavior and can be successfully washed out from the ILs by extraction with organic solvents. The results obtained in this study give some clues toward the choice of an appropriate solvent and conditions to be employed for the purification of halide-based ILs by means of a liquid-liquid extraction. [ABSTRACT FROM AUTHOR]