有机化学 ›› 2014, Vol. 34 ›› Issue (3): 596-599.DOI: 10.6023/cjoc201308024 上一篇    下一篇

研究简报

1,3,5,7-四异氰氧基乙基-1,3,5,7-四甲基环四硅氧烷合成及结构表征

吴林a, 臧雄a, 阎四海b, 唐松青b, 李战雄a   

  1. a 苏州大学纺织与服装工程学院 苏州 215021;
    b 中国科学院上海有机化学研究所 上海 200032
  • 收稿日期:2013-08-27 修回日期:2013-10-23 发布日期:2013-11-05
  • 通讯作者: 李战雄 E-mail:lizhanxiong@163.com
  • 基金资助:

    国家自然科学基金(No. 51273140)资助项目.

Synthesis and Characterization of 1,3,5,7-Tetraisocyanatoethyl-1,3,5,7-tetramethylcyclotetrasiloxane

Wu Lina, Zang Xionga, Yan Sihaib, Tang Songqingb, Li Zhanxionga   

  1. a College of Textile and Clothing Engineering, Soochow University, Suzhou 215021;
    b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2013-08-27 Revised:2013-10-23 Published:2013-11-05
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 51273140).

以丙烯酸和1,3,5,7-四甲基环四硅氧烷(D4H)等为初始原料,经酯化、硅氢加成反应制得1,3,5,7-四(三甲基硅氧羰丙基)-1,3,5,7-四甲基环四硅氧烷(2),水解2制得1,3,5,7-四羧丙基-1,3,5,7-四甲基环四硅氧烷(3),3经Staudinger反应和Curtius重排反应制得1,3,5,7-四异氰氧基乙基-1,3,5,7-四甲基环四硅氧烷(4). 反应总收率为14.5%,化合物结构经1H NMR,29Si NMR,IR,MS和HRMS确证.

关键词: 合成, Curtius重排, 环硅氧烷, 异氰酸酯

1,3,5,7-Tetra(trimethylsiloxysilicatecarboxypropyl)-1,3,5,7-tetramethylcyclotetrasiloxane (2) was prepared by esterification and hydrosilylation reaction using acrylic acid and 1,3,5,7-tetramethylcyclotetrasiloxane (D4H) as raw materials. 2 was hydrolyzed to obtain 1,3,5,7-tetracarboxypropyl-1,3,5,7-tetramethylcyclotetrasiloxane (3) followed by Staudinger reaction and Curtius rearrangement reaction to give 1,3,5,7-tetraisocyanatoethyl-1,3,5,7-tetramethylcyclotetrasiloxane (4) with the total yield of 14.5%. The structure of cyclosiloxane was characterized by 1H NMR, 29Si NMR, IR, MS and HR-MS techniques.

Key words: synthesis, curtius rearrangement, cyclosiloxane, isocyanate