Removal of Thiophene and Its Derivatives from Model Gasoline Using Polymer-Supported Metal Chlorides Ionic Liquid Moieties

Ind. Eng. Chem. Res., 2012, 51 (8), pp 3418–3424
Removal of Thiophene and Its Derivatives from Model Gasoline Using Polymer-Supported Metal Chlorides Ionic Liquid Moieties
Xiaomeng Wang †, Hui Wan †, Mingjuan Han ‡, Lei Gao †, and Guofeng Guan *†
guangf@njut.edu.cn
†College of Chemistry and Chemical Engineering, and ‡College of Sciences, Nanjing University of Technology, Nanjing 210009, China
Researchers synthesized a series of polymer-supported metal chlorides imidazolium ionic liquid (IL) moieties, M/CMPS-Im(Cl) (M = CuCl, ZnCl₂ and FeCl₃) by grafted method using chloromethylated polystyrene (CMPS) resin as support.  They determined the structures of synthesized ILs using Fourier transform infrared (FTIR), X-ray photoelectron spectroscopy (XPS), and scanning electron microscope (SEM).  Results revealed that the surface of CMPS resin was covered with a thin layer of extraction activity components.
Researchers then studied the synthesized CMPS-supported imidazolium-based ILs to extract thiophene and its derivatives from model gasoline (n-octane/thiophene) under certain conditions.  For a given imidazolium-based IL: first, the order of extraction capacity of extractant was CuCl/CMPS-Im(Cl) > ZnCl₂/CMPS-Im(Cl) > FeCl₃/CMPS-Im(Cl); the reason for this was that the π-complexation capability between Cu⁺ and thiophene was stronger than those of Fe³⁺ and Zn²⁺. Second, the sulfur removal selectivity of sulfur compound followed the order of TS < BT < DBT under the same conditions; it indicated that the extraction was favored for those aromatic heterocyclic sulfur compounds with higher density aromatic π-electrons density.
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