咪唑鎓离子液体协同催化苯酚与碳酸丙烯酯的反应  

Imidazolium Ionic Liquids Cooperatively Catalyzed the Reaction of Phenol and Propylene Carbonate

作　　者：周静[1,2] 王滨燊[1] 杨四娟[1] 张利锋[1] 高国华[1] 

机构地区：[1]华东师范大学化学系,上海市绿色化学与化工过程绿色化重点实验室,上海200062 [2]黔南民族师范学院化学与化工系,贵州都匀558000

出　　处：《分子催化》2013年第3期266-270,共5页Journal of Molecular Catalysis(China)

基　　金：国家自然科学基金(20873041;21273078);上海市重点学科建设项目(B409)

摘　　要：在离子液体1-丁基-3-甲基咪唑乙酸盐([bmim]OAc)催化下,苯酚和碳酸丙烯酯一步合成了丙二醇苯醚.系统考察了反应温度、反应时间及催化剂用量对反应性能的影响,在优化的反应条件下,丙二醇苯醚的收率达79%.同时研究了不同咪唑鎓离子液体的阴阳离子的种类对催化反应的影响,发现咪唑鎓中的C2-H对反应有极大的促进作用,咪唑鎓通过提供氢键能力活化反应底物碳酸丙烯酯;同时,离子液体的阴离子也对反应有很大的影响,阴离子通过接受氢键能力活化另一反应底物苯酚.离子液体阴阳离子通过提供和接受氢键协同催化苯酚与碳酸丙烯酯的反应.离子液体循环使用5次,其活性未见明显降低.Ionic liquid 1-butyl-3-methyl-imidazolium acetate（OAc） can effectively catalyze the reaction of phenol and propylene carbonate to form 1-phenoxy-propan-2-ol.The effects of reaction temperature,time,and catalyst amount were investigated in detail.Under the optimized reaction conditions,the yield of 1-phenoxy-propan-2-ol was 79%.The effect of cations and anions of ionic liquids on the reactivity was also studied.The cations play an important role in the reaction and the catalytic activity follows the order of 1-butyl-3-methyl-imidazolium（） 1,2-dimethyl-3-butyl imidazolium（）,which is consistent with the order of hydrogen bond donor ability.Meanwhile,the anions are also crucial to the reaction and the catalytic activity of imidazolium based ionic liquids follows the order of OAc Cl Br BF4,which is consistent with the order of the hydrogen bond acceptor ability.The dual roles of hydrogen bond donor and hydrogen bond acceptor of ionic liquids catalyze the reaction of phenol with propylene carbonate cooperatively.The ionic liquid can be reused at last 5 times without significant loss of catalytic activity.

关 键 词：离子液体 协同催化 氢键 苯酚 碳酸丙烯酯 

分 类 号：O643.32[理学—物理化学]