新型含短氟碳链侧基的氧杂环丁烷单体的合成与表征有机化学.pdfVIP

2009 年第 29 卷 有 机 化 学 Vol. 29, 2009 第 12 期, 1969～1974 Chinese Journal of Organic Chemistry No. 12, 1969～1974 ·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 (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) 摘要 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 Synthesis and Characterization of Novel Oxetane Monomers Containing Short Perfluorocarbon Side Chains Wang, Juna Huang, Jiqinga Huang, Yangena Qing, Fengling*,a,b (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) Abstract 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