Effect of Different Ionic Liquids on 5-Hydroxymethylfurfural Preparation from Glucose in DMA over AlCl_(3):Experimental and Theoretical Study  

作　　者：Yan Yang Wentao Liu Ningning Wang Haijun Wang Wei Li Zhanxin Song 

机构地区：[1]Key Laboratory of Food Colloids and Biotechnology,Ministry of Education,School of Chemical and Material Engineering,Jiangnan University,Wuxi,Jiangsu 214122,China

出　　处：《Chinese Journal of Chemistry》2015年第5期583-588,共6页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(No.21206057);the Natural Science Foundation of Jiangsu Province(Nos.BK2012118,BK2012547);MOE&SAFEA for the 111 Project(No.B13025)for financial support.

摘　　要：In this work,effect of different ionic liquids(ILs)on 5-hydroxymethylfurfural(HMF)preparation from glucose in N,N-dimethylacetamide(DMA)over AlCl3 was revealed by a combined experimental and computational study.ILs used as cocatalysts in this work included N-methyl-2-pyrrolidone hydrogen sulfate([NMP]HSO_(4)),N-methyl-2-pyrrolidone methyl sulfate([NMP]CH_(3)SO_(3)),N-methyl-2-pyrrolidone chlorine([NMP]Cl)and N-methyl-2-pyrrolidone bromide([NMP]Br)which were endowed with the same cation but different anions.According to the conclusion that fructose was intermediate product from glucose to HMF,we found fructose was transformed to more by-products by[NMP]H_(S)O_(4),making HMF yield decline significantly when glucose was treated as substrate.Neither glucose nor fructose could be converted by[NMP]CH_(3)SO_(3)efficiently,leading to its no influence on glucose conversion to HMF.[NMP]Br had a higher selectivity for HMF from fructose than[NMP]Cl and AlCl3.Besides,Al^(3+)preferred to combine with Br−,slightly decreasing both the overall free energy barrier for glucose isomerization and activation barrier for H-shift at 393.15 K.So a high HMF yield of 57%was obtained from glucose catalyzed by AlCl3 together with[NMP]Br under mild conditions.

关 键 词：ANIONS quantum chemistry complex glucose isomerization H-shift 

分 类 号：O62[理学—有机化学]