Effect of Water on Phenol Separation from Model Oil with Ionic Liquids Based on COSMO-RS Calculation and Experimental Study

Ionic liquids (ILs) are widely used in the extraction of phenolic compounds from low-temperature coal tar (LTCT). However, both ILs and LTCT contain a certain amount of water. The existence of water may have a remarkable impact on the phenol separation performance of ILs with different structures. In this work, the capacity and selectivity for m-cresol, as well as the solubility of cumene and dodecane in different IL–H2O mixtures, were firstly calculated by the conductor-like screening model for real solvents (COSMO-RS) at infinite dilution. The calculation covers ILs with different anionic and anionic structures and different water contents. To explore the effect of water in IL on separation performance, 1-ethyl-3-methyl imidazolium acetate ([C2mim]­[Ac]) was selected as the representative IL, and then the molecular interactions between the [C2mim]­[Ac]–H2O mixture solvent and solute (including m-cresol, cumene, and dodecane) were analyzed by COSMO-RS. The results indicated that both water and m-cresol could form hydrogen bonds with [C2mim]­[Ac]. The competition between them leads to decreasing separation performance for m-cresol of the [C2mim]­[Ac]–H2O mixture with increasing water content. Moreover, through analyses of m-cresol extraction efficiency, distribution coefficient, selectivity, and entrainment of cumene and dodecane, the experimental results confirmed that the presence of water in [C2mim]­[Ac] had a negative effect on the separation of m-cresol. The viscosity and UV–vis spectra of the [C2mim]­[Ac]–H2O mixture were also measured. Water in ILs should be removed as much as possible to ensure a better dephenolization effect and avoid phenol containing wastewater.