[Emim]Cl-AlCl_3离子液体催化1,2-蒽乙二酮的合成  

Synthesis of 1,2-aceanthrylenedione by catalysis of [Emim]Cl-AlCl_3 ionic liquid

作　　者：陈敏[1] 袁新华[2] 张春燕[1] 刘华[1] 程晓农[2] 

机构地区：[1]江苏大学化学化工学院,江苏镇江212013 [2]江苏大学材料科学与工程学院,江苏镇江212013

出　　处：《江苏大学学报（自然科学版）》2008年第6期498-501,共4页Journal of Jiangsu University：Natural Science Edition

基　　金：国家自然科学基金资助项目(20207003);江苏大学高级人才基金资助项目(6810000019)

摘　　要：采用选择性好、催化效率高的氯代1-乙基-3-甲基咪唑-三氯化铝([Emim]Cl-AlCl3)离子液体催化蒽与草酰氯的Friedel-Craft酰基化反应,合成了重要的精细化工产品及功能高分子中间体1,2-蒽乙二酮.用GC法考察了不同反应条件对1,2-蒽乙二酮产率和选择性的影响,结果表明当AlCl3在[Emim]Cl-AlCl3离子液体中的摩尔分数为0.67,离子液体与蒽的摩尔比为2,草酰氯与蒽摩尔比为2,反应温度为40℃,反应时间6 h时,1,2-蒽乙二酮产率可达91.6%,选择性达98.5%.且[Emim]Cl/AlCl3离子液体对环境污染小,并可循环使用.采用萃取、重结晶等方法得到了1,2-蒽乙二酮纯品,通过熔点测定,GC,GC/MS,FTIR和1HNMR对该产物进行了定性和定量分析.The Friedel-Crafl acylation of anthracene with oxalyl chloride catalysed by [ Emim ] Cl - AlCl3 ionic liquid to synthesize 1,2 -aeeanthrylenedione, which was used as important fine chemical and functional macromolecule intermediate, was studied. The effects of various reaction conditions on the yield and selectivity of 1,2 - aceanthrylenedione were studied by GC analysis. The results show that the suitable synthesis conditions of the aeylation reaction are as follows ： the molar fraction of AlCl3 in [ Emim ] Cl - AlCl3 is 0.67, the mole ratio of [ Emim ] Cl - AlCl3 to anthracene is 2, the mole ratio of oxalyl chloride to anthracene is 2, the reaction temperature is 40 ℃ and the reaction time is 6 h. Under those conditions, the yield of 1,2- aceanthrylenedione is 91.6 % and the selectivity towards 1,2 -aceanthrylenedione is 98.5 %. Furthermore, [ Emim] Cl - AlCl3 has little pollution to environment and can be reused. Pure 1, 2 - aceanthrylenedione was prepared by extraction and recrystalling and the structure of 1,2 - aceanthrylenedione was identified by measuration of melting point, GC/MS, FTIR and ^1H NMR analyses.

关 键 词：精细化工产品 高分子中间体 1 2-蒽乙二酮 离子液体 蒽 酰基化 

分 类 号：O625.15[理学—有机化学]