N,N’-双[3-(3’,5’-二叔丁基-4’-羟基苯基)丙酰]六甲撑二胺的合成

以 3 (3’ ,5’ 二叔丁基 4 羟基苯基 )丙酸甲酯 (简称 3,5 甲酯 )与己二胺为原料 ,有机锡为催化剂 ,二甲苯为溶剂合成了N ,N’ 双 3 (3’ ,5’ 二叔丁基 4’ 羟基苯基 )丙酰 ]六甲撑二胺。通过实验考察了反应温度、催化剂及催化剂用量、反应时间及物料配比等因素对反应的影响。结果表明 ,最佳的反应条件是 :反应温度 135～ 14 5℃ ,催化剂为有机锡 ,催化剂用量0 6 0 g ,反应时间 3 5h ,3,5 甲酯与己二胺摩尔比 2 10∶1。在此条件下 ,收率在 97%以上 ,放大到 10 0 0ml,收率在 99%以上 ,产品熔点为 16 1～ 16 2℃ ,产品纯度较高 ,通过元素分析、红外光谱分析、核磁氢谱对产品进行了结构表征

New Process on Synthesis of N,N'-bis[3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionyl] hexanethylene diamine

N,N'-bis3-(3',5'-di-tert-butyl-4'-hydroxyphenyl) propionyl] hexanethylene diamine was prepared with xylene as solvent by aminolsis of methyl-3- (3,5-di-tert-butyl-4'-hydroxyphenyl) propionate with 1,6-hexane diamine in the presence of organic-tin as a catalyst. The influence of temperature, times, catalyst and the molar ratio of raw materials on the yield of the product were studied. The experimental result showed that the optimum conditions were as follows: reaction temperature ranged from 135℃ to 145℃, the catalyst was 0.6g, reaction time was 3.5h, the molar ratio of methyl-3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-propionate to 1,6-hexane diamine was 2.10∶1. The yield of the product can be up to 97% and 99% in 250ml and 1000ml scales under the optimum conditions, respectively. The purity of the product is very high. Melting point of the product is 161-162℃. The structure of the product was characterized by elemental analysis, IR and 1HNMR.