石油化工2012，Vol.41Issue(9)：1011-1016,6.
醋酸镱催化异佛尔酮二胺甲氧羰基化反应
Methoxycarbonylation of Isophorone Diamine Catalyzed by Ytterbium Acetate
谭学峰 1王越 2李建国 1胡晓佳 1王公应1
作者信息
- 1. 中国科学院成都有机化学研究所,四川成都610041
- 2. 中国科学院研究生院,北京100049
- 折叠
摘要
Abstract
The solvent-free catalytic methoxycarbonylation of isophorone diamine(IPDA) with dimethyl carbonate(DMC) to methyl N-(3-{ [(methoxycarbonyl)amino]methyl}-3, 5, 5-trimethylcyclohexyl) carbamate(IPDC) under atmospheric pressure was studied. The catalytic activity of various metal acetates for the methoxycarbonylation was investigated. It was found that the stronger the Lewis acidity of rare earth metal acetates, the higher the yield and selectivity of IPDC within a certain range. Among the various metal acetates, ytterbium acetate showed the highest catalytic activity for the methoxycarbonylation. The effects of reaction temperature, mole ratio between the reactants, catalyst dosage and reaction time on the methoxycarbonylation were discussed. Under the optimal conditions: reaction temperature 90 ℃ , n(DMC) : n(IPDA) 4, n(catalyst) : n(IPDA) 0.025 and reaction time 6 h, the conversion of IPDA, and the yield and selectivity of IPDC are 94.3%, 54.2% and 57.5%, respectively. A possible reaction mechanism of the methoxycarbonylation in the presence of ytterbium acetate was proposed, which is a SN2 nucleophilic substitution.关键词
异佛尔酮二胺/碳酸二甲酯/异佛尔酮二氨基甲酸甲酯/甲氧羰基化/醋酸镱催化剂Key words
isophorone diamine/ dimethyl carbonate/ methyl N-(3-{ [(methoxycarbonyl)amino] methyl}- 3, 5, 5-trimethylcyclohexyl) carbamate/ methoxycarbonylation/ ytterbium acetate catalyst分类
化学化工引用本文复制引用
谭学峰,王越,李建国,胡晓佳,王公应..醋酸镱催化异佛尔酮二胺甲氧羰基化反应[J].石油化工,2012,41(9):1011-1016,6.
