Microreactor Process for the Optimized Synthesis of 5-Hydroxymethylfurfural: A Promising Building Block Obtained by Catalytic Dehydration of Fructose

被引:75
作者
Tuercke, Tobias [1 ]
Panic, Slobodan [1 ]
Loebbecke, Stefan [1 ]
机构
[1] Fraunhofer Inst Chem Technol ICT, D-76327 Pfinztal, Germany
关键词
Dehydration; Microreactors; Process optimization; Renewables; ION-EXCHANGE-RESIN; LANTHANIDE(III) IONS; NIOBIUM PHOSPHATE; 5-HYDROXYMETHYL-2-FURALDEHYDE; CONVERSION; BIOMASS; ACID; MONOSACCHARIDES; SACCHARIDES; GLUCOSE;
D O I
10.1002/ceat.200900427
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
A continuous microreaction process was set up to analyze and improve the "green" synthesis of 5-hydroxymethylfurfural (5-HMF) based oil the HCl-catalyzed dehydration of fructose in pure aqueous solutions. The process conditions were deliberately shifted to high temperatures and pressures (185 degrees C, 17 bar) and combined with a reduced reaction time of only 1 min to avoid extensive rehydration of the product. 5-HMF was obtained with 75 % selectivity and 54 % yield at 71 % fructose conversion. In comparison to published data, a 24 % increase in selectivity and a 21 % increase in conversion could be achieved. Moreover, by adding organic co-solvents and extraction agents to the reaction system, both 5-HMF selectivity and yield could be further enhanced to 85 and 82 %, respectively. However, the use of additional organic solvents cannot be considered as a green process anymore.
引用
收藏
页码:1815 / 1822
页数:8
相关论文
共 44 条
[21]   Catalytic activity of lanthanoide(III)) ions for dehydration of D-glucose to 5-(hydroxymethyl)furfural [J].
Ishida, H ;
Seri, K .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 112 (02) :L163-L165
[22]   Chemistry in microstructured reactors [J].
Jähnisch, K ;
Hessel, V ;
Löwe, H ;
Baerns, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (04) :406-446
[23]   Production of platform chemicals and synthesis gas from biomass [J].
Kamm, B. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (27) :5056-5058
[24]   Enabling continuous-flow chemistry in microstructured devices for pharmaceutical and fine-chemical production [J].
Kockmann, Norbert ;
Gottsponer, Michael ;
Zimmermann, Bertin ;
Roberge, Dominique M. .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (25) :7470-7477
[25]   PREPARATION OF 5-HYDROXYMETHYLFURFURAL .2. DEHYDRATION OF FRUCTOSE IN A TUBE REACTOR USING POLYETHYLENEGLYCOL AS SOLVENT [J].
KUSTER, BFM ;
LAURENS, J .
STARKE, 1977, 29 (05) :172-176
[26]   Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquids [J].
Lansalot-Matras, C ;
Moreau, C .
CATALYSIS COMMUNICATIONS, 2003, 4 (10) :517-520
[27]   Dehydration of fructose and sucrose into 5-hydroxymethylfurfural in the presence of 1-H-3-methyl imidazolium chloride acting both as solvent and catalyst [J].
Moreau, C ;
Finiels, A ;
Vanoye, L .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 253 (1-2) :165-169
[28]   Dehydration of fructose to 5-hydroxymethylfurfural over H-mordenites [J].
Moreau, C ;
Durand, R ;
Razigade, S ;
Duhamet, J ;
Faugeras, P ;
Rivalier, P ;
Ros, P ;
Avignon, G .
APPLIED CATALYSIS A-GENERAL, 1996, 145 (1-2) :211-224
[29]   Preparation of 5-hydroxymethylfurfural from fructose and precursors over H-form zeolites [J].
Moreau, Claude ;
Durand, Robert ;
Pourcheron, Cecile ;
Razigade, Sylvie .
INDUSTRIAL CROPS AND PRODUCTS, 1994, 3 (1-2) :85-90
[30]   THE PREPARATION OF 5-HYDROXYMETHYL-2-FURALDEHYDE (HMF) FROM D-FRUCTOSE IN THE PRESENCE OF DMSO [J].
MUSAU, RM ;
MUNAVU, RM .
BIOMASS, 1987, 13 (01) :67-74