Efficient catalytic system for the conversion of fructose into 5-ethoxymethylfurfural

被引:123
作者
Wang, Hongliang [1 ,2 ]
Deng, Tiansheng [1 ]
Wang, Yingxiong [1 ]
Qi, Yongqin [1 ]
Hou, Xianglin [1 ]
Zhu, Yulei [1 ,3 ]
机构
[1] Chinese Acad Sci, Inst Coal Chem, Taiyuan, Peoples R China
[2] Chinese Acad Sci, Grad Univ, Beijing, Peoples R China
[3] Chinese Acad Sci, Inst Coal Chem, State Key Lab Coal Convers, Taiyuan, Peoples R China
关键词
5-Ethoxymethylfurfural; 5-Hydroxymethylfurfural; Fructose; Ethyl levulinate; DMSO; SOLID ACID CATALYSTS; BIOMASS; GLUCOSE; HMF; ETHERIFICATION; TRANSFORMATION; ISOMERIZATION; DEHYDRATION; ETHANOL; INULIN;
D O I
10.1016/j.biortech.2013.02.110
中图分类号
S2 [农业工程];
学科分类号
0828 ;
摘要
DMSO can improve the selectivity of 5-hydroxymethylfurfural (HMF) in the conversion of carbohydrates. However, one of the bottlenecks in its application is product separation. Thus a one-pot synthesis of 5-ethoxymethylfurfural (EMF) rather than HMF from fructose in ethanol-DMSO was investigated. Phosphotungstic acid was used as an effective catalyst. The yield of EMF can be reached as high as 64% in the mixed solvent system of DMSO and ethanol within 130 min at 140 degrees C. Ethyl levulinate (LAE) was detected as the main by-product, the yield of which increased with the reaction time, temperature and the amount of catalyst. In addition, the existence of water could significantly reduce the yield of EMF and increased the yield of LAE. Most importantly, it was discovered that EMF could be much more efficiently extracted from the reaction solvent system by some organic solvents than HMF. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:394 / 400
页数:7
相关论文
共 31 条
[1]   Solid-acid and ionic-liquid catalyzed one-pot transformation of biorenewable substrates into a platform chemical and a promising biofuel [J].
Alam, Md. Imteyaz ;
De, Sudipta ;
Dutta, Saikat ;
Saha, Basudeb .
RSC ADVANCES, 2012, 2 (17) :6890-6896
[2]   Etherification and reductive etherification of 5-(hydroxymethyl)furfural: 5-(alkoxymethyl)furfurals and 2,5-bis(alkoxymethyl)furans as potential bio-diesel candidates [J].
Balakrishnan, Madhesan ;
Sacia, Eric R. ;
Bell, Alexis T. .
GREEN CHEMISTRY, 2012, 14 (06) :1626-1634
[3]   Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals [J].
Binder, Joseph B. ;
Raines, Ronald T. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1979-1985
[4]   Catalytic selective etherification of hydroxyl groups in 5-hydroxymethylfurfural over H4SiW12O40/MCM-41 nanospheres for liquid fuel production [J].
Che, Penghua ;
Lu, Fang ;
Zhang, Junjie ;
Huang, Yizheng ;
Nie, Xin ;
Gao, Jin ;
Xu, Jie .
BIORESOURCE TECHNOLOGY, 2012, 119 :433-436
[5]   Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals [J].
Chheda, Juben N. ;
Huber, George W. ;
Dumesic, James A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (38) :7164-7183
[6]   Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived mono- and poly-saccharides [J].
Chheda, Juben N. ;
Roman-Leshkov, Yuriy ;
Dumesic, James A. .
GREEN CHEMISTRY, 2007, 9 (04) :342-350
[7]   Conversion of carbohydrates into 5-hydroxymethylfurfural catalyzed by ZnCl2 in water [J].
Deng, Tiansheng ;
Cui, Xiaojing ;
Qi, Yongqin ;
Wang, Yinxiong ;
Hou, Xianglin ;
Zhu, Yulei .
CHEMICAL COMMUNICATIONS, 2012, 48 (44) :5494-5496
[8]   Chemicals from biomass [J].
Dodds, David R. ;
Gross, Richard A. .
SCIENCE, 2007, 318 (5854) :1250-1251
[9]   Conversion of biomass to selected chemical products [J].
Gallezot, Pierre .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (04) :1538-1558
[10]  
Gruter G.J.M., 2007, METHOD TRANSFORMING