月桂酸甲酯与甘氨酸钠在甘油中合成N-月桂酰基甘氨酸钠  

Synthesis of Sodium N-Lauroylglycinate from Methyl Laurate and Sodium Glycinate in Glycerol

作　　者：刘群[1] 胡学一[1] 方云[1] 

机构地区：[1]江南大学化学与材料工程学院食品胶体与生物技术教育部重点实验室,江苏无锡214122

出　　处：《精细化工》2016年第7期768-771,810,共5页Fine Chemicals

基　　金："十二五"国家科技支撑计划资助项目(2014BAEO3B01)~~

摘　　要：传统肖顿-鲍曼反应需要使用环境非友好的脂肪酰氯以及低沸点有机溶剂,且会生成氯化钠副产物,该文主要对肖顿-鲍曼反应进行改进。在甲醇钠(SM)催化下以月桂酸甲酯(ML)与甘氨酸钠(SG)为原料在甘油中缩合合成N-月桂酰基甘氨酸钠(SLG),并采用FTIR和1HNMR证实所得产物为目标分子SLG。考察了反应溶剂种类、催化剂种类、ML与SG的摩尔比、催化剂用量、反应时间和反应温度对收率的影响,得到在甘油为溶剂和SM为催化剂时,n(ML)∶n(SG)∶n(SM)=1.0∶2.5∶0.02,于135℃反应3.5 h后SLG的收率达78.7%。与传统肖顿-鲍曼反应相比,改进后反应环境友好性增强,不使用脂肪酰氯,不生成氯化钠副产物以及无需低沸点有机溶剂。Traditional Schotten-Baumann reaction needs to use non eco-friendly fatty acyl chloride and low boiling point solvents and produces by-product of sodium chloride. A novel synthesis method based on Schotten-Baumann reaction was developed to synthesize sodium N-lauroylglycinate（ SLG） from methyl laurate（ ML） and sodium glycinate（ SG） catalyzed by sodium methoxide（ SM） in glycerol,and the final product was confirmed by FTIR and1 HNMR as the target molecule of SLG. The effect of condensation reaction conditions including reaction solvent type,catalyst type,molar ratio of ML to SG,SM dosage,reaction time and temperature on the yield of SLG were investigated. The results showed that the yield of SLG reached 78. 7% under molar ratios of ML / SG / SM being 1. 0 ∶ 2. 5 ∶ 0. 02 and catalyzed by SM for 3. 5 h at 135 ℃ in glycerol. Compared with traditional Schotten-Baumann reaction,the improved method is eco-friendly,free from fatty acyl chloride forming sodium chloride by product and rid of low boiling point solvents.

关 键 词：肖顿-鲍曼反应 N-月桂酰基甘氨酸钠 N-酰基甘氨酸钠 甲酯 甘油 表面活性剂 

分 类 号：TQ423.11[化学工程] TQ225.1