应用化学 ›› 2009, Vol. 26 ›› Issue (09): 1090-1099.

• 研究论文 • 上一篇    下一篇

2-(氨基苯基)六氟异丙醇衍生物的合成

戴燕,李斌栋,罗军,吕春绪*,胡玉锋   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2008-08-26 修回日期:2008-12-18 出版日期:2009-09-10 发布日期:2009-09-10
  • 通讯作者: 吕春绪,男,教授,博士生导师; E-mail:lucx@mail.njust.edu.cn; 研究方向:含能材料、表面活性剂及含氟有机中间体等

Synthesis of 2-Aromatic Amide Hexafluoroisoropanol

DAI Yan, LI Bin-Dong, LUO Jun, LV Chun-Xu*, HU Yu-Feng   

  1. (College of Chemical Engineering,Nanjing University of Science and Technology,Nanjing 210094)
  • Received:2008-08-26 Revised:2008-12-18 Published:2009-09-10 Online:2009-09-10

摘要:

以六氟丙酮三水合物和芳香胺为原料,合成了一系列2-芳胺基六氟异丙醇化合物。研究了反应中原料配比、催化剂种类及用量、溶剂种类、反应时间及取代基对反应的影响。结果表明,在六氟丙酮三水合物用量为90 mmol,芳香胺用量为30 mmol,对甲基苯磺酸为催化剂,其用量为苯胺物质量的6%时,回流反应5~35h,反应的转化率和收率分别高达40.1%~100.0%,39.0%~99.0%。同时本文对六氟丙酮三水合物和无水六氟丙酮与苯胺的反应机理进行了比较,推测了六氟丙酮三水合物与苯胺的反应历程,并通过对其中间产物结构的表征进一步确认了该历程。

关键词: 2-芳胺基六氟异丙醇, 六氟丙酮三水合物, 芳香胺, 苯胺, 反应机理

Abstract:

A series of 2-aromatic amide hexafluoroisopropanol were obtained from HFA•3H2O and aromatic amine. The effects of the mole ratio of HFA•3H2O and aromatic amine, different catalyst and its quantity, different solvents, the reaction time and substituting groups on the reaction of HFA•3H2O and aromatic amine were investigated. The results showed that the optimum reaction conditions were as follows: 90 mmol of HFA•3H2O, 30 mmol of aromatic amine, mole fraction of toluene-4-sulfonic acid 6% based on aromatic amine, reflux condition and reaction time 5~35 h. Under these conditions, the conversion and the yield was respectively 40.1%~100% and 39.0%~99.0%. The reaction mechanism of aniline and HFA•3H2O was discussed on the basis of literatures about the reaction mechanism of aniline and HFA. That was proved father by the structure characterization of intermediates.

Key words: 2-aromatic amide hexafluoroisopropanol, hexafluoroacetone trihydrate, aromatic amine, aniline, reaction mechanism

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