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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (11): 1434-1436. 上一篇    下一篇

研究简报

全氟辛基磺酸稀土金属盐催化氟两相酯化反应

易文斌，蔡春*   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2005-03-24 修回日期:2005-05-21 发布日期:2005-10-30
  • 通讯作者: 蔡春

Esterification of Fluorous Biphasic System Catalyzed by Rare Earth(III) Perfluorooctanesulfonates

YI Wen-Bin,CAI Chun*   

  1. (Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094)
  • Received:2005-03-24 Revised:2005-05-21 Published:2005-10-30
  • Contact: CAI Chun

PDF

1877

被引次数

24

制备了全氟辛基磺酸稀土金属盐[RE(OSO2C8F17)3, RE＝Sc, Y, La～Lu]并研究了该催化剂作用下氟两相酯化反应. 全氟己烷(C6F14)、全氟甲苯(C7F8)、全氟甲基环己烷(C7F14)、全氟辛烷(C8F18)、1-溴代全氟辛烷(C8F17Br)和全氟萘烷(C10F18, 顺式与反式的混合物)可作为该反应的氟溶剂. 研究表明Yb(OSO2C8F17)3和C10F18分别是最好的氟代催化剂和氟溶剂. 以Yb(OSO2C8F17)3为催化剂在C10F18中苯甲酸和异戊醇的酯化反应得率为99%. 含有催化剂的氟相通过简单的相分离, 就可回收利用, 氟相重复使用5次, 其催化活性减少不大.

关键词: 氟两相催化, 全氟辛基磺酸稀土金属盐, 全氟溶剂, 酯化

The catalyst of rare earth(III) perfluorooctanesulfonates [RE(OSO2C8F17)3, RE＝Sc, Y, La～Lu] has been prepared for the esterification in fluorous biphasic system. Perfluorohexane (C6F14), perfluoromethylcyclohexane (C7F14), per-fluorotoluene (C7F8), perfluorooctane (C8F18), per-fluorooctyl bromide (C8F17Br) or perfluorodecalin (C10F18, cis- and trans-mixture) could be used as fluorous solvent for this reaction. The results showed that Yb(OSO2C8F17)3 and C10F18 were the best catalyst and fluorous solvent respectively. The yield of Yb(OSO2C8F17)3 catalyzed esterification of benzoic acid with isopentanol was 99% in C10F18. By simple phase separation the fluor-ous phase containing catalyst could be re-utilized up to five times only with a little decrease in activity.

Key words: rare earth(III) perfluorooctanesulfonate, perfluorocarbon, fluorous biphasic catalysis, esterification