高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

溴化四丁铵催化苯乙烯一步合成苯乙烯环状碳酸酯

孙建敏1, 王亚丽1, 屈学俭1, 蒋大振1, 肖丰收1, 藤田进一郎2, 荒井正彦2   

    1. 吉林大学化学学院无机与材料化学系, 长春130012;
    2. 北海道大学工学部, 札幌 060-8628, 日本
  • 收稿日期:2005-08-24 修回日期:1900-01-01 出版日期:2006-08-10 发布日期:2006-08-10
  • 通讯作者: 孙建敏

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

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被引次数

16

摘要： 以溴化季铵盐为催化剂, 通过苯乙烯的环氧化和CO2的加成反应一步直接合成出苯乙烯环状碳酸酯, 详细考察了催化剂的用量、氧化剂的种类、反应温度、反应时间和CO2压力等因素对反应主产物收率的影响. 结果表明, 以溴化四丁铵为催化剂, 于80 ℃和1 MPa CO2下反应6 h, 环状碳酸酯的收率达到38%, 这是季铵盐阳离子和亲核性阴离子协同催化的结果.

关键词: 苯乙烯环状碳酸酯, 一步合成, 苯乙烯, 二氧化碳, 溴化季铵盐

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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