疏水性全氟烷基磺酰亚胺固体酸催化酯化与Pechmann缩合  

Hydrophobic Perfluoroalkylsulfonyl Imide Solid Acid as Catalyst of Esterification and Pechmann Condensation

作　　者：马忠华[1] 贺梦丽[1] 张海娟[1] 马敬中[1] 原弘[1] 

机构地区：[1]华中农业大学理学院化学系,武汉430070

出　　处：《有机化学》2014年第11期2255-2261,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21172083;21277055)资助项目~~

摘　　要：通过溶剂热的方法，成功制备一类具有良好疏水性和强酸性的高分子，聚二乙烯苯-对苯乙烯磺酰基全氟丁基磺酰亚胺（记作H-PDVB-0.3-SSFAI）.用于催化水相中长链脂肪酸的酯化反应，可获得88%转化率（24 h）；在直接酯化反应体系中，转化率最高能达到95%～96%（5～6 h）；催化短链的乙酸和己酸的酯化反应，伯醇和环己醇都能顺利进行，其中，环己醇转化率87%～92%（4 h）.催化剂能循环使用至少7次.在无溶剂条件下用于催化另一类酯化反应Pechmann缩合，制备7-羟基香豆素，能在140℃高温下循环使用4次，平均产率约90%. H-PDVB-0.3-SSFAI的良好疏水性、强酸性和丰富多孔性，是影响其催化效率的关键.Polydivinylbene-bound perfluoroalkylsulfonyl imide polymers with excellent acidity and hydrophobicity were prepared by copolymerization under solvothermal conditions （noted as H-PDVB-x-SSFAI）. H-PDVB-x-SSFAI catalyzed the esterification of long chain fatty acid with methanol/ethanol in water, affording 88% conversion, which increased to 95%without additional water within 5~6 h. The catalytic esterification of short chain fatty acid with both primary alcohol and secondary alcohol was carried out smoothly, for example, 87%~92% of conversion was gave for cyclohexanol within 4 h. H-PDVB-x-SSFAI was cycled for at least seven runs with stable catalysis efficiency. On the other hand, H-PDVB-x-SSFAI was used to catalyze Pechmann condensation to give 7-hydroxyl coumarin under 140 ℃, affording ca. 90%of average iso-lated yield, and the catalyst could be cycled for 4 runs. Furthermore, the excellent catalytic performance is attributed to com-bination of excellent acidity and hydrophobicity.

关 键 词：全氟烷基磺酰亚胺 多相催化 酯化 Pechmann缩合 

分 类 号：O621.251[理学—有机化学]