Chem. J. Chinese Universities

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A New Route to Direct Synthesis Styrene Carbonate from Styrene Catalyzed by Quaternary Ammonium Bromide

SUN Jian-Min1, WANG Ya-Li1, QU Xue-Jian1, JIANG Da-Zhen1, XIAO Feng-Shou1, Fujita Shin-ichiro2, Arai Masahiko2   

    1. Department of Inorganic and Materials, College of Chemistry, Jilin University, Changchun 130012, China;
    2. Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan
  • Received:2005-08-24 Revised:1900-01-01 Online:2006-08-10 Published:2006-08-10
  • Contact: SUN Jian-Min

Abstract: 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 epo-xide. 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, CO2 pressure and catalyst amount are studied in detail. Under mild reaction conditions(80 ℃, 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.

Key words: Styrene carbonate, One-step synthesis, Styrene, CO2, Quaternary ammonium bromide

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