Reusable and efficient polystyrene-supported acidic ionic liquid catalyst for esterifications

Polystyrene (PS)-supported 1-(propyl-3-sulfonate) imidazolium hydrosulfate acidic ionic liquid (PS-CH2-[SO3H-pIM][HSO4]) catalyst was prepared by supporting the ionic liquid onto highly cross-linked chloromethylated polystyrene (PS-CH2Cl). FT-IR, SEM and TG-DSC were employed to characterize the structure and property of the catalyst. Results suggested that acidic ionic liquid was supported onto the surface of PS-CH2Cl by covalent bond. The original rough surface of PS-CH2Cl was covered with acidic ionic liquid, forming a compact and thin surface layer, and its size had no obvious change. Moreover, the PS-CH2-[SO3H-pIM][HSO4] catalyst showed a better thermal stability than that of PS-CH2Cl support. It also exhibited high catalytic activity for a series of esterifications. After the catalyst was reused for 13 times in the synthesis of n-butyl acetate, the yield only decreased 7.3%. A reaction mechanism of esterification over this new catalyst was proposed as well. (C) 2010 Elsevier B.V. All rights reserved.