双阳离子表面活性剂催化合成精喹禾灵的研究  

Catalytic synthesis of quizalofop-p-ethyl by a double cationic surfactant

作　　者：储佳乐 潘忠稳[1] 宣俊 王翰斌 CHU Jia-le;PAN Zhong-wen;XUAN Jun;WANG Han-bin(School of Chemistry and Chemical Engineering,Anhui University,Hefei 230601,China)

机构地区：[1]安徽大学化学化工学院,安徽合肥230601

出　　处：《化学研究与应用》2020年第10期1826-1831,共6页Chemical Research and Application

基　　金：国家自然科学基金面上项目(21971001)资助。

摘　　要：三乙烯二胺分别与正溴代十四烷和氯乙酸乙酯反应,经纯化后获得新型含酯基双阳离子表面活性剂(收率为80.6%),通过1HNMR、ESI-MS和IR表征了结构,通过悬滴法测定其CMC为0.975 mmol·L^-1,γcmc为38.31mN·m^-1。以此为催化剂,采用喹禾灵酸钠与对甲苯磺酸乙酯反应合成精喹禾灵,收率97.6%,光学纯度为97.1%。研究了其对反应动力学及反应表观活化能的影响,结果表明:催化剂可显著加速反应,其表观速率常数与催化剂浓度呈线性正相关。当催化剂浓度为0.01mol·L^-1时,反应表观活化能下降了15.81 kJ·mol^-1。The novel double cationic surfactant(CJL^-14)was synthesized by the reaction of triethylenediamine with n-bromotetradecane and ethyl chloroacetate,then purification(yield 80.6%).The structure were characterized by 1H NMR,ESI-MS and FT-IR.The CMC was 0.975 mmol·L^-1 and theγcmc was 38.31mN·m^-1 by hanging drop method.The quizalofop-p-ethyl was synthesized by the reaction of sodium quizalofop-p-acid with ethyl p-toluenesulfonate under the catalysis of CJL^-14 with 97.6%yield and 97.1%optical purity.The effect of the catalyst on the reaction kinetics and the apparent activation energy were studied.The results showed that the catalyst could significantly accelerate the reaction,and the apparent rate constant had a linear positive correlation with the catalyst concentration.When the catalyst concentration was 0.01 mol·L^-1,the apparent activation energy decreased by 15.81 kJ·mol^-1.

关 键 词：相转移催化剂 精喹禾灵 合成 

分 类 号：O623.73[理学—有机化学]