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Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2338-2344.DOI: 10.6023/cjoc201405022 Previous Articles     Next Articles

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多面体低聚八(二苯砜基)硅倍半氧烷合成优化及磺酰化机理研究

李紫千, 杨荣杰   

  1. 北京理工大学材料学院 北京 100081
  • 收稿日期:2014-05-13 修回日期:2014-07-06 发布日期:2014-07-15
  • 通讯作者: 杨荣杰,yrj@bit.edu.cn E-mail:yrj@bit.edu.cn
  • 基金资助:

    国家自然科学基金(No.512730223)资助项目.

Optimal Synthesis and Sulfonylation Mechanism of a Novel Polyhedral Oligomeric Octadiphenylsulfonylsilsesquioxane

Li Ziqian, Yang Rongjie   

  1. School of Materials, Beijing Institute of Technology, Beijing 100081
  • Received:2014-05-13 Revised:2014-07-06 Published:2014-07-15
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.512730223).

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Octadiphenylsulfonylsilsesquioxane (ODPSS) was synthesized through sulfonylation of octaphenylsilsesquioxane (OPS) with benzenesulfonyl chloride and the AlCl3 catalyst in dichloromethane (CH2Cl2). By changing the solvent, catalyst, reaction time and molar ratio of reactants, the optimal reaction conditions were determined. It was found that OPS could be completely converted to ODPSS with a high yield. The product ODPSS was identified by FTIR, MALDI-TOF MS, 1H NMR, 13C NMR, 29Si NMR and elemental analysis. The reaction mechanism was analyzed and a sulfonylation model of OPS was established.

Key words: octadiphenylsulfonylsilsesquioxane, Friedel-Crafts sulfonylation, octaphenylsilsesquioxane