Catalytic process for producing furan derivatives in a...

Details Catalytic process for producing furan derivatives in a... Catalytic process for producing furan derivatives in a...

2007-06-04

2009-08-11

Dentz, Bernard (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S489000

Reexamination Certificate

active

07572925

ABSTRACT:
Described is a catalytic process for converting sugars to furan derivatives (e.g. 5-hydroxymethylfurfural, furfural, dimethylfuran, etc.) using a biphasic reactor containing a reactive aqueous phase and an organic extracting phase. The process provides a cost-effective route for producing di-substituted furan derivatives. The furan derivatives are useful as value-added intermediates to produce polymers, as precursors to diesel fuel, and as fuel additives.

REFERENCES:
patent: 2750394 (1956-06-01), Peniston
patent: 2917520 (1959-12-01), Cope
patent: 2929823 (1960-03-01), Garber et al.
patent: 2994645 (1961-08-01), Jones et al.
patent: 3118912 (1964-01-01), Smith
patent: 3201331 (1965-08-01), Hunter
patent: 4154744 (1979-05-01), Hamada et al.
patent: 4339387 (1982-07-01), Fléche et al.
patent: 4549031 (1985-10-01), Chen et al.
patent: 4740605 (1988-04-01), Rapp
patent: 4971657 (1990-11-01), Avignon et al.
patent: 6603026 (2003-08-01), Lightner
patent: 2003/0032819 (2003-02-01), Lightner
patent: 0 082 689 (1983-06-01), None
patent: 2663933 (1992-01-01), None
patent: 2664273 (1992-01-01), None
patent: 2669635 (1992-05-01), None
patent: 591858 (1944-05-01), None
patent: 600871 (1948-04-01), None
patent: 876463 (1962-02-01), None
patent: 2 131 014 (1984-06-01), None
patent: WO 9210486 (1992-06-01), None
patent: WO 2005018799 (2005-03-01), None
Roman-Leshkov et al., “Phase Modifiers Promote Efficient Production of Hydroxymethylfurfural from Fructose,” Science, vol. 312, No. 5782 (2006), 1993-1997.
Huber et al., “Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates,” Science, vol. 308, No. 5727 (2005), 1446-1450.
Antal, M.J.J. et al., Mechanism of formation of 5-(hydroxymethyl(-2-furaldehyde from D-fructose and sucrose,Carbohydrate Research199, 91 (1990).
Benvenuti, F. et al., Heterogeneous zirconium and titanium catalysts for the selective synthesis of 5-hydroxymethyl-2-furaldehyde from carbohydrates,Applied Catalysis A: General193, 147 (2000).
Bicker, M. et al., Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone,Green Chemistry5, 280 (2003).
Carlini, C. et al., Selective saccharides dehydration to 5-hydroxymethyl-2-furaldehyde by heterogenous niobium catalystsApplied Catalysis A: General183, 295 (1999).
Carlini, C. et al., Heterogeous catalysts based on vanadyl phosphate for fructose dehydration to 5-hydroxymethyl-2-furaldehyde,Applied Catalysis A: General275, 111 (2004).
El Hajj, T. et al., Synthèse de l'hydroxyméthyl-5 furanne carboxaldéhyde-2 et de ses dérivés par traitement acide de sucres sur résines échangeuses d'ions,Bulletin de la Societe Chimique de France5, 855 (1987).
Gaset, A. et al.,procédés d'obtention de l'hydroxyméthyl-5 furannecarboxyaldéhyde-2,Informations Chimie212, 179 (1981).
Huber, G.W. et al., Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-DErived Carbohydrates,Science308, 1446 (2005).
Nakamura, Y. et al., The Dehydratioin of D-Fructose to 5-Hydroxymethyl-2-furaldehyde,Bulletin of the Chemical Society of Japan53, 3705 (1980).
Rigal, L. et al., Selective Conversion of D-Fructose to 5-Hydroxymethyl-2-furancarboxadehyde Using a Water-Solvent-Ion-Exchange Resin Triphasic System,Industrial Engineering and Chemical Product Research Development20, 719 (1981).
Rivalier, P. et al., Development of a continuous catalytic heterogeneous column reactor with simultaneous extraction of an intermediate product by an organic solvent circulating in countercurrent manner with the aqueous phase,Catalysis Today24, 165 (1995).
Seri, K. et al., Catalytic Activitiy of Lanthanide(III) Ions for the Dehydration of Hexose to 5-Hydroxymethyl-2-furaldehyde in Water,Bulletin of the Chemical Society of Japan74, 1145 (2001).
Chheda, et al., “An overview of dehydration, aldol condensation and hydrogenation processes for production of liquid alkanes from biomass-derived carbohydrates,”Catalysis Today, 2007, vol. 123, pp. 59-70.
Brown, D.W. et al., Dehydration Reactions of Fructose in Non-aqueous Media,Journal of Chemical Technology and Biotechnology32, 920 (1982).
Cottier, L. et al., 5-Hydroxymethylfurfural syntheses and chemical transformations,Trends Heterocycl. Chem., vol. 2, 233-248 (1991).
Dadgar et al., The Production of Hydroxymethyl Furfural from Sawdust,Biotechnology and Bioengineering Symp., No. 13, 41-52 (1983).
Dias, A.S. et al., Dehydration of xylose into furfural over micro-mesoporous sulfonic acid catalysts,Journal of Catalysis229, 414 (2005).
Harris, J.F. et al., Preparation and Properties of Hydroxymethylfurfural,Forest Products Journal10, 125 (1960).
Kuster, B.M.F., 5-Hydroxymethylfurfural (HMF). A Review Focusing on its Manufacture,Starch42, 314 (1990).
Lewkowski, J., Synthesis, Chemistry and Applications of 5-Hydroxymethyl-furfural And Its Derivatices,ArkivocAvailable electronically at www.arkat-usa.org/ark/journal/2001/I01—General/403/0113.pdf 17 (2001).
Mercadier, D. et al., Synthesis of 5-Hydroxymethyl-2-furancarboxyaldehyde Catalysed by Cationic Exchange Resins. Part 1. Choice of the Catalyst and the Characteristics of the Reaction Medium,J. Chem. Tech. Biotechnol. 31:489-496 (1981).
Moreau, C. et al., Recent catalytic advances in the chemistry of substituted furans from carbohydrates and in the ensuing polymers,Topics in Catalysis27, 11 (2004).
Moye, C.J., 5-Hydroxymethylfurfural,Rev. Pure and Appl. Chem., 14:161-170 (1964).
Musau, R. et al., The Preparation of 5-Hydroxymethyl-2-Furaldehyde (HMF) from D-Fructose in the Presence of DMSO,Biomass13:67-74 (1987).
Szmant, H.H. et al., The Preparation of 5-Hydroxymethylfurfuraldehyde from High Fructose Corn Syrup and Other Carbohydrates,Journal of Chemical Technology and Biotechnology31, 135 (1981).
Van Dam, H.E. et al., The Conversion of Fructose and Glucose in Acidic Media: Formation of Hydroxymethylfurfural,Starch38, 95 (1986).
Werpy, T. et al.,Top Value Added Chemicals From BiomassAvailable electronically at http://www.osti.gov/bridge (2004).

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