A new route to direct synthesis styrene carbonate from styrene catalyzed by quaternary ammonium bromide

作者:Sun Jian Min*; Wang Ya Li; Qu Xue Jian; Jiang Da Zhen; Xiao Feng Shou; Fujita Shin ichiro; Arai Masahiko
来源:Chemical Journal of Chinese Universities, 2006, 27(8): 1522-1525.

摘要

This paper reports a novel and convenient synthetic route to styrene carbonate from styrene and CO2 catalyzed by quaternary ammonium( phosphonium) salts, which avoids the isolation of intermediate epoxide. This route involves two sequential reactions: epoxidation of styrene and cycloaddition of CO2 to epoxide. With tetrabutylammonium bromide as the catalyst, oxidants have a strong effect on the carbonate yield. The influences of reaction temperature, reaction time, CO, pressure and catalyst amount are studied in detail. Under mild reaction conditions (80 degrees C, 6 h, CO2 pressure 1 MPa), the yield of styrene carbonate can be increased to 38% with TBAB without any organic solvent. Moreover, the synergistic, effect of bulky ammonium cation and moderate nucleophilicity of anion results in its good performance in the one-pot synthesis of styrene carbonate.