均三乙苯的合成研究  

The Synthesis of 1,3,5-Triethylbenzene

作　　者：马婉莹 张风雨 丁茯 王东平 MA Wan-ying;ZHANG Feng-yu;DING Fu;WANG Dong-ping(Shenyang University of Chemical Technology,Shenyang 110142,China;Dalian University of Technology,Dalian 116024,China)

机构地区：[1]沈阳化工大学化学工程学院,辽宁沈阳110142 [2]大连理工大学精细化工国家重点实验室,辽宁大连116024

出　　处：《沈阳化工大学学报》2020年第4期289-294,共6页Journal of Shenyang University of Chemical Technology

基　　金：辽宁省教育厅科学研究一般项目(L2016003);大连理工大学精细化工国家重点实验室开放课题基金资助项目(KF1610)。

摘　　要：多烷基芳烃均三乙苯可作为高温反应的溶剂,也是制备多种功能分子的重要中间体.以混合二乙苯和1,2,4-三乙苯为模型底物,研究工业副产多乙苯与溴乙烷在Lewis酸AlCl3催化下生成热力学稳定的均三乙苯的反应.重点考察催化剂、催化剂量、时间、温度和反应物配比对反应的影响,优选反应条件为:AlCl3作为催化剂,n(二乙苯)∶n(溴乙烷)∶n(AlCl3)=1∶1.1∶0.15,室温,反应时间为1.5 h.此外,研究多乙苯与溴乙烷反应生成均三乙苯的反应机理,即通过路易斯酸催化的烷基化、异构化、歧化反应将上述多乙苯转化为均三乙苯.该反应在产生1分子均三乙苯的同时,只生成1分子的氢溴酸,工艺更为经济、环保.该研究开拓了利用工业副产多乙苯的新途径.Polyalkylated aromatic compound,1,3,5-triethylbenzene,can be used as a solvent for elevated temperature reaction,and an important intermediate for the preparation of many functional molecules.Thediethylbenzene isomers and 1,2,4-triethylbenzene were selected as model substrates for the study of reaction of industrial by-product polyethylbenzene and bromoethane in the presence of Lewis acid AlCl3,which afforded a thermodynamically favored 1,3,5-triethylbenzene. The effects of catalyst,amount of catalyst, time, temperature and reactant ratio on the reaction were investigated. The optimal conditions were as follows: AlCl3 as catalyst,molar ratio of n( ethylbenzene) ∶ n( bromoethane) ∶ n( AlCl3) =1∶ 1. 1∶ 0. 15, room temperature, 1. 5 h. In addition, the reaction mechanism of polyethylbenzene with bromoethane was studied, the polyethylbenzene was converted to 1,3,5-triethylbenzene by Lewis acid catalyzed alkylation, isomerization and disproportionation. This process is more economical and environmentally friendly because it only released one molecule of hydrobromic acid when producing one molecule of1,3,5-triethylbenzene. Furthermore, this study affords a new approach to utilize industrial by-product polyethylbenzene.

关 键 词：均三乙苯 多乙苯 二乙苯 

分 类 号：TQ241.1[化学工程—有机化工]