高国华,周静.咪唑鎓离子液体协同催化苯酚与碳酸丙烯酯的反应[J].分子催化编辑部,2013,(3):266-270
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
投稿时间:2013-03-08  修订日期:2013-04-28
DOI:
中文关键词:  离子液体 协同催化 氢键 苯酚 碳酸丙烯酯
英文关键词:Ionic liquid Cooperatively catalysis Hydrogen bond Phenol Propylene carbonate
基金项目:国家自然科学基金项目(面上项目,重点项目,重大项目)
作者单位E-mail
高国华 华东师范大学化学系 ghgao@chem.ecnu.edu.cn 
周静 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 qnsytaoer@163.com 
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中文摘要:
      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。
英文摘要:
      Ionic liquid 1-butyl-3-methyl-imidazolium acetate ([bmim]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 conditions, the yield of 1-phenoxy-propan-2-ol was 79%. The impacts of cations and anions of ionic liquids were also studied. The cations play an important role in the reaction and the catalytic activity follows the order of 1-butyl-3-methyl-imidazolium ([bmim]) > 1, 2-dimethyl-3-butyl imidazolium ([bmmim]), 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. Keywords:Ionic liquid Cooperatively catalysis Hydrogen bond Phenol Propylene carbonate
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