Dehydration of fructose to 5-hydroxymethylfurfural in sub-critical water over heterogeneous zirconium phosphate catalysts

被引:184
作者
Asghari, Feridoun Salak [1 ]
Yoshida, Hiroyuki [1 ]
机构
[1] Osaka Prefecture Univ, Coll Engn, Dept Chem Engn, Sakai, Osaka 5998531, Japan
关键词
sub-critical water; solid acid; zirconium phosphate; fructose; dehydration; 5-hydroxymethylfurfural;
D O I
10.1016/j.carres.2006.06.025
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
Dehydration of fructose to 5-hydroxymethylfurfural in a batch-type process with sub-critical water (sub-CW) was performed in the presence of different laboratory-made zirconium phosphate solid acids at 240 degrees C. A direct relation was found between increasing the crystallinity and decreasing the surface area of solid acids. However, irrespective of the different surface areas, similar catalytic behaviors were observed. Meanwhile, calcination of the samples showed no improvement in the activity of the solid acids. In the presence of the amorphous form of zirconium phosphate, about 80% of fructose was decomposed in sub-critical water at 240 degrees C after 120 s, and the selectivity of the dehydration reaction of fructose to 5-hydroxymethylfurfural rose to 61%. No rehydration products were identified. Soluble polymers and furaldehyde were the only major and minor side products found, respectively. Finally it was found that zirconium phosphate solid acids were stable under sub-CW conditions, and they can easily be recovered without changing their catalytic properties. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2379 / 2387
页数:9
相关论文
共 44 条
[1]   PREPARATION, CHARACTERIZATION, AND STRUCTURE OF ALPHA-ZIRCONIUM HYDROGEN PHOSPHATE HEMIHYDRATE [J].
ALBERTI, G ;
COSTANTINO, U ;
MILLINI, R ;
PEREGO, G ;
VIVANI, R .
JOURNAL OF SOLID STATE CHEMISTRY, 1994, 113 (02) :289-295
[2]   KINETIC-STUDIES OF THE REACTIONS OF KETOSES AND ALDOSES IN WATER AT HIGH-TEMPERATURE .1. MECHANISM OF FORMATION OF 5-(HYDROXYMETHYL)-2-FURALDEHYDE FROM D-FRUCTOSE AND SUCROSE [J].
ANTAL, MJ ;
MOK, WSL ;
RICHARDS, GN .
CARBOHYDRATE RESEARCH, 1990, 199 (01) :91-109
[3]  
ANTAL MJ, 1988, RESEARCH IN THERMOCHEMICAL BIOMASS CONVERSION, P464
[4]   Acid sites characterization of niobium phosphate catalysts and their activity in fructose dehydration to 5-hydroxymethyl-2-furaldehyde [J].
Armaroli, T ;
Busca, G ;
Carlini, C ;
Giuttari, M ;
Galletti, AMR ;
Sbrana, G .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 151 (1-2) :233-243
[5]   Acid-catalyzed production of 5-hydroxymethyl furfural from D-fructose in subcritical water [J].
Asghari, FS ;
Yoshida, H .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2006, 45 (07) :2163-2173
[6]   Tailored porous materials [J].
Barton, TJ ;
Bull, LM ;
Klemperer, WG ;
Loy, DA ;
McEnaney, B ;
Misono, M ;
Monson, PA ;
Pez, G ;
Scherer, GW ;
Vartuli, JC ;
Yaghi, OM .
CHEMISTRY OF MATERIALS, 1999, 11 (10) :2633-2656
[7]   Heterogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2-furaldehyde from carbohydrates [J].
Benvenuti, F ;
Carlini, C ;
Patrono, P ;
Galletti, AMR ;
Sbrana, G ;
Massucci, MA ;
Galli, P .
APPLIED CATALYSIS A-GENERAL, 2000, 193 (1-2) :147-153
[8]   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
[9]   Structure of zirconium phosphate gels produced by the sol-gel method [J].
Bogdanov, SG ;
Valiev, EZ ;
Dorofeev, YA ;
Pirogov, AN ;
Sharygin, LM ;
Moisseev, VE ;
Galkin, VM .
JOURNAL OF PHYSICS-CONDENSED MATTER, 1997, 9 (20) :4031-4039
[10]   A FOURIER-TRANSFORM INFRARED AND CATALYTIC STUDY OF THE EVOLUTION OF THE SURFACE-ACIDITY OF ZIRCONIUM-PHOSPHATE FOLLOWING HEAT-TREATMENT [J].
BUSCA, G ;
LORENZELLI, V ;
GALLI, P ;
LAGINESTRA, A ;
PATRONO, P .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1987, 83 :853-864