Gold-Catalyzed Aerobic Oxidation of 5-Hydroxymethylfurfural in Water at Ambient Temperature

被引：288

作者：

Gorbanev, Yury Y. ^{[1
,2
]}

Klitgaard, Soren K. ^{[1
,2
]}

Woodley, John M. ^{[3
]}

Christensen, Claus H. ^{[4
]}

Riisager, Anders ^{[1
,2
]}

机构：

[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark

[2] Tech Univ Denmark, Ctr Catalysis & Sustainable Chem, DK-2800 Lyngby, Denmark

[3] Tech Univ Denmark, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark

[4] Haldor Topsoe Res Labs, DK-2800 Lyngby, Denmark

来源：

CHEMSUSCHEM | 2009年 / 2卷 / 07期

关键词：

biomass; gold; oxygen; supported catalysts; titania; AQUEOUS-PHASE OXIDATION; SELECTIVE OXIDATION; CARBON-MONOXIDE; ACETIC-ACID; GLYCEROL; 2,5-DIFORMYLFURAN; CHEMICALS; ALCOHOLS; ETHANOL; BIOMASS;

D O I：

10.1002/cssc.200900059

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The aerobic oxidation of 5-hydroxymethylfurfural, a versatile biomass-derived chemical, is examined in water with a titania-supported gold-nanoparticle catalyst at ambient temperature (30 degrees C). The selectivity of the reaction towords 2,5-furandicarboxylic acid and the intermediate oxidation. product 5-hydroxymethyl-2-furancarboxylic acid is found to depend on the amount of added base and the oxygen pressure, suggesting that the reaction proceeds via initial oxidation of the aldehyde moiety followed by oxidation of the hydroxymethyl group of 5-hydroxymethylfurfural. Under optimized reaction conditions, a 71% yield of 2,5-furandicarboxylic acid is obtained at full 5-hydroxymethylfurfural conversion in the presence of excess base.

引用

页码：672 / 675

页数：4

共 28 条

[1] Selective oxidation of 5-hydroxymethyl-2-furaldehyde to furan-2,5-dicarboxaldehyde by catalytic systems based on vanadyl phosphate [J].

Carlini, C ;

Patrono, P ;

Galletti, AMR ;

Sbrana, G ;

Zima, V .

APPLIED CATALYSIS A-GENERAL, 2005, 289 (02) :197-204

[2]

Christensen C. H., 2006, ANGEW CHEM, V118, P4764

[3] Formation of acetic acid by aqueous-phase oxidation of ethanol with air in the presence of a heterogeneous gold catalyst [J].

Christensen, Claus H. ;

Jorgensen, Betina ;

Rass-Hansen, Jeppe ;

Egeblad, Kresten ;

Madsen, Robert ;

Klitgaard, Soren K. ;

Hansen, Stine M. ;

Hansen, Mike R. ;

Andersen, Hans C. ;

Riisager, Anders .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (28) :4648-4651

[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]

DONOHOE TJ, 1994, OXIDATION REDUCTION

[7] Process options for converting renewable feedstocks to bioproducts [J].

Gallezot, Pierre .

GREEN CHEMISTRY, 2007, 9 (04) :295-302

[8] One-pot, two-step, practical catalytic synthesis of 2,5-diformylfuran from fructose [J].

Halliday, GA ;

Young, RJ ;

Grushin, VV .

ORGANIC LETTERS, 2003, 5 (11) :2003-2005

[9] Aerobic oxidation of aqueous ethanol using heterogeneous gold catalysts: Efficient routes to acetic acid and ethyl acetate [J].

Jorgensen, Betina ;

Christiansen, Sofie Egholm ;

Thomsen, Marie Louise Dahl ;

Christensen, Claus Hviid .

JOURNAL OF CATALYSIS, 2007, 251 (02) :332-337

[10] Biorefineries - Multi product processes [J].

Kamm, B. ;

Kamm, M. .

WHITE BIOTECHNOLOGY, 2007, 105 :175-204

← 1 2 3 →