Biomass into Chemicals: Aerobic Oxidation of 5-Hydroxymethyl-2-furfural into 2,5-Furandicarboxylic Acid with Gold Nanoparticle Catalysts

被引:459
作者
Casanova, Onofre [1 ]
Iborra, Sara [1 ]
Corma, Avelino [1 ]
机构
[1] Univ Politecn Valencia, CSIC, Inst Tecnol Quim, Valencia 46022, Spain
关键词
biomass; gold; heterogeneous catalysis; nanoparticles; supported catalysts; LIQUID-PHASE; CEO2; FRUCTOSE; ALCOHOLS; OXYGEN;
D O I
10.1002/cssc.200900137
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5-hydroxymethyl-2-furfural is selectively converted into 2,5-furandicarboxylic acid (99 mol% yield) in water, under mild conditions (65-130 degrees C, 10 bar air) with gold nanoparticles supported on nanoparticulate ceria (Au-CeO2) and on titania (Au-TiO2); the former being more active and selective. A reaction mechanism is established and the rate-limiting step of the reaction is the alcohol oxidation of 5-hydroxymethyl-2-furancarboxylic acid into 25-furandicarboxylic acid. The effects of pressure, temperature, substrate-to-catalyst ratio, and amount of base are studied to find the most suitable reaction conditions. The absence of metal leaching is verified by chemical analysis of the reaction solution and by confirming that the reaction does not occur after catalyst removal by filtration in hot water. Substrate degradation is strongly diminished and the catalyst life increased by performing the reaction in two temperature steps.
引用
收藏
页码:1138 / 1144
页数:7
相关论文
共 30 条
[1]   A collaborative effect between gold and a support induces the selective oxidation of alcohols [J].
Abad, A ;
Concepción, P ;
Corma, A ;
García, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) :4066-4069
[2]   Efficient chemoselective alcohol oxidation using oxygen as oxidant.: Superior performance of gold over palladium catalysts [J].
Abad, Alberto ;
Almela, Carles ;
Corma, Avelino ;
Garcia, Hermenegildo .
TETRAHEDRON, 2006, 62 (28) :6666-6672
[3]  
[Anonymous], 2005, AM ETHNOL
[4]  
BARANENKO VI, 1990, ATOM ENERG, V68, P291
[5]  
BENECKE HP, 2008, Patent No. 207847
[6]   Gold and gold-platinum as active and selective catalyst for biomass conversion:: Synthesis of γ-butyrolactone and one-pot synthesis of pyrrolidone [J].
Budroni, Gerolamo ;
Corma, Avelino .
JOURNAL OF CATALYSIS, 2008, 257 (02) :403-408
[7]   Biomass into chemicals: One pot-base free oxidative esterification of 5-hydroxymethyl-2-furfural into 2,5-dimethylfuroate with gold on nanoparticulated ceria [J].
Casanova, O. ;
Iborra, S. ;
Corma, A. .
JOURNAL OF CATALYSIS, 2009, 265 (01) :109-116
[8]   Hierarchically mesostructured doped CeO2 with potential for solar-cell use [J].
Corma, A ;
Atienzar, P ;
García, H ;
Chane-Ching, JY .
NATURE MATERIALS, 2004, 3 (06) :394-397
[9]   Gold supported on a mesoporous CeO2 matrix as an efficient catalyst in the selective aerobic oxidation of aldehydes in the liquid phase [J].
Corma, A ;
Domine, ME .
CHEMICAL COMMUNICATIONS, 2005, (32) :4042-4044
[10]   Supported gold nanoparticles as catalysts for organic reactions [J].
Corma, Avelino ;
Garcia, Hermenegildo .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (09) :2096-2126