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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (12): 1969-1974. 上一篇    下一篇

研究论文

新型含短氟碳链侧基的氧杂环丁烷单体的合成与表征

王 君a；黄继庆a；黄焰根a；卿凤翎*,a,b   

  1. (a东华大学化学化工与生物工程学院 上海 201620) (b中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
  • 收稿日期:2009-04-09 修回日期:2009-06-04 发布日期:2009-07-08
  • 通讯作者: 卿凤翎 E-mail:flq@mail.sioc.ac.cn
  • 基金资助:

    国家级.国家自然科学基金

Synthesis and Characterization of Novel Oxetane Monomers Containing Short Perfluorocarbon Side Chains

Wang, Juna；Huang, Jiqinga；Huang, Yangena；Qing, Fengling*,a,b   

  1. (a College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620) (b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2009-04-09 Revised:2009-06-04 Published:2009-07-08

PDF

1590

被引次数

2

应用含短氟碳链的功能性聚合物可以避免因使用含长氟碳链化合物给环境带来的潜在危害. 以全氟丁基磺酰氟为原料, 通过磺酰化和N-烷基化合成带有端羟基的中间体4, 再通过2,2-二溴甲基氧杂环丁烷(2)与4的Williamson醚化反应合成了含全氟丁基磺酰胺侧基的新型氧杂环丁烷衍生物1a和1b. 以5,5-二甲基海因为原料, 采用类似的合成路线, 合成了带海因侧基的新型氧杂环丁烷单体6.

关键词: 氧杂环丁烷, 全氟丁基磺酰胺, 海因, 合成, 表征

The application of functional polymers containing short perfluorinated side chains could avoid the potential environmental damage caused by the use of compounds containing long perfluorinated side chains. Starting from perfluorobutyl sulfuryl fluoride, intermediate 4 with a hydroxy end group was obtained by sulfonylation and N-alkylation, then novel oxetane derivatives 1a and 1b with a nonafluorobu-tane-1-sulfonamide side chain were synthesized via Williamson etherification between 4 and 2,2-di(bromomethyl)oxetane (2). Similar procedure was applied to the preparation of hydantoin-oxetane monomer 6 using 5,5-dimethylhydantoin as starting material.

Key words: oxetane, perfluorobutylated sulfonamide, hydantoin, synthesis, characterization