Efficient microwave-assisted synthesis of 5-hydroxymethylfurfural from concentrated aqueous fructose

被引:155
作者
Hansen, Thomas S. [1 ,2 ]
Woodley, John M. [3 ]
Riisager, Anders [1 ,2 ]
机构
[1] Tech Univ Denmark, Ctr Catalysis & Sustainable Chem, DK-2800 Lyngby, Denmark
[2] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark
[3] Tech Univ Denmark, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark
关键词
Fructose; 5-Hydroxymethylfurfural; Homogeneous catalysis; Microwave synthesis; Green chemistry; Renewable resources; ION-EXCHANGE-RESIN; DEHYDRATION; CONVERSION; BIOMASS; GLUCOSE; WATER; HMF;
D O I
10.1016/j.carres.2009.09.036
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Studies on the HCl-catalysed microwave-assisted dehydration of highly concentrated aqueous fructose (27 wt %) to 5-hydroxymethylfurfural (HMF) revealed a significant increase in the fructose conversion rate over the conventional heated systems. Water, being the most benign solvent and therefore ideal for green and sustainable chemistry, normally is a poor solvent for the dehydration process resulting in low HMF selectivities and yields. However, reaction at 200 degrees C with microwave irradiation with a short reaction time of only 1 s resulted in good HMF selectivity of 63% and fructose conversion of 52%, while prolonged irradiation for 60 s (or more) resulted in nearly full fructose conversion (95%) but lower HMF yield (53%). Decreasing the fructose concentration significantly improved the HMF selectivity, but possibly made the production route less attractive from an industrial point of view due to the resultant low throughput. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2568 / 2572
页数:5
相关论文
共 26 条
[1]   Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone [J].
Bicker, M ;
Hirth, J ;
Vogel, H .
GREEN CHEMISTRY, 2003, 5 (02) :280-284
[2]   Dehydration of D-fructose to hydroxymethylfurfural in sub- and supercritical fluids [J].
Bicker, M ;
Kaiser, D ;
Ott, L ;
Vogel, H .
JOURNAL OF SUPERCRITICAL FLUIDS, 2005, 36 (02) :118-126
[3]   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
[4]   The renewable chemicals industry [J].
Christensen, Claus Hviid ;
Rass-Hansen, Jeppe ;
Marsden, Charlotte C. ;
Taarning, Esben ;
Egeblad, Kresten .
CHEMSUSCHEM, 2008, 1 (04) :283-289
[5]   Chemical routes for the transformation of biomass into chemicals [J].
Corma, Avelino ;
Iborra, Sara ;
Velty, Alexandra .
CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502
[6]  
Cottier L., 1991, Trend. Heterocycl. Chem, V2, P233
[7]  
Hayes B.L., 2002, MICROWAVE SYNTHESIS
[8]   MECHANISM OF LEVULINIC ACID FORMATION [J].
HORVAT, J ;
KLAIC, B ;
METELKO, B ;
SUNJIC, V .
TETRAHEDRON LETTERS, 1985, 26 (17) :2111-2114
[9]   5-HYDROXYMETHYLFURFURAL (HMF) - A REVIEW FOCUSING ON ITS MANUFACTURE [J].
KUSTER, BFM .
STARCH-STARKE, 1990, 42 (08) :314-321
[10]   Direct, high-yield conversion of cellulose into biofuel [J].
Mascal, Mark ;
Nikitin, Edward B. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (41) :7924-7926