Production of levulinic acid, furfural, and gamma valerolactone from C.sub.5 and C.sub.6 carbohydrates in mono- and biphasic systems using gamma-valerolactone as a solvent
Abstract
A method to make levulinic acid (LA), furfural, or gamma-valerolactone (GVL). React cellulose (and/or other C.sub.6 carbohydrates) or xylose (and/or other C.sub.5 carbohydrates) or combinations thereof in a monophasic reaction medium comprising GVL and an acid; or (ii) a biphasic reaction system comprising an organic layer comprising GVL, and a substantially immiscible aqueous layer. At least a portion of the cellulose (and/or other C.sub.6 carbohydrates), if present, is converted to LA and at least a portion of the xylose (and/or other C.sub.5 carbohydrates), if present, is converted into furfural.
- Inventors:
- Issue Date:
- Research Org.:
- DOESC (USDOE Office of Science (SC) (United States))
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1083032
- Patent Number(s):
- 8399688
- Application Number:
- 13/445,643
- Assignee:
- Wisconsin Alumni Research Foundation (Madison, WI)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- DOE Contract Number:
- FC02-07ER64494
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Dumesic, James A., Alonso, David Martin, Gurbuz, Elif I., and Wettstein, Stephanie G. Production of levulinic acid, furfural, and gamma valerolactone from C.sub.5 and C.sub.6 carbohydrates in mono- and biphasic systems using gamma-valerolactone as a solvent. United States: N. p., 2013.
Web.
Dumesic, James A., Alonso, David Martin, Gurbuz, Elif I., & Wettstein, Stephanie G. Production of levulinic acid, furfural, and gamma valerolactone from C.sub.5 and C.sub.6 carbohydrates in mono- and biphasic systems using gamma-valerolactone as a solvent. United States.
Dumesic, James A., Alonso, David Martin, Gurbuz, Elif I., and Wettstein, Stephanie G. Tue .
"Production of levulinic acid, furfural, and gamma valerolactone from C.sub.5 and C.sub.6 carbohydrates in mono- and biphasic systems using gamma-valerolactone as a solvent". United States. https://www.osti.gov/servlets/purl/1083032.
@article{osti_1083032,
title = {Production of levulinic acid, furfural, and gamma valerolactone from C.sub.5 and C.sub.6 carbohydrates in mono- and biphasic systems using gamma-valerolactone as a solvent},
author = {Dumesic, James A. and Alonso, David Martin and Gurbuz, Elif I. and Wettstein, Stephanie G.},
abstractNote = {A method to make levulinic acid (LA), furfural, or gamma-valerolactone (GVL). React cellulose (and/or other C.sub.6 carbohydrates) or xylose (and/or other C.sub.5 carbohydrates) or combinations thereof in a monophasic reaction medium comprising GVL and an acid; or (ii) a biphasic reaction system comprising an organic layer comprising GVL, and a substantially immiscible aqueous layer. At least a portion of the cellulose (and/or other C.sub.6 carbohydrates), if present, is converted to LA and at least a portion of the xylose (and/or other C.sub.5 carbohydrates), if present, is converted into furfural.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Mar 19 00:00:00 EDT 2013},
month = {Tue Mar 19 00:00:00 EDT 2013}
}
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
A Viable Hydrogen-Storage System Based On Selective Formic Acid Decomposition with a Ruthenium Catalyst
journal, May 2008
- Fellay, Céline; Dyson, Paul J.; Laurenczy, Gábor
- Angewandte Chemie International Edition, Vol. 47, Issue 21, p. 3966-3968
Selective and Flexible Transformation of Biomass-Derived Platform Chemicals by a Multifunctional Catalytic System
journal, June 2010
- Geilen, Frank M. A.; Engendahl, Barthel; Harwardt, Andreas
- Angewandte Chemie International Edition, Vol. 49, Issue 32, p. 5510-5514
Production of levulinic acid from carbohydrate-containing materials
patent, March 1997
- Fitzpatrick, Stephen W.
- US Patent Document 5,608,105
Catalytic Conversion of Biomass-Derived Carbohydrates into γ-Valerolactone without Using an External H2 Supply
journal, August 2009
- Deng, Li; Li, Jiang; Lai, Da-Ming
- Angewandte Chemie International Edition, Vol. 48, Issue 35, p. 6529-6532
The Effect of Flow Rate of Compressed Hot Water on Xylan, Lignin, and Total Mass Removal from Corn Stover
journal, September 2003
- Liu, Chaogang; Wyman, Charles E.
- Industrial & Engineering Chemistry Research, Vol. 42, Issue 21, p. 5409-5416
Gamma-valerolactone-based solvents
journal, January 2010
- Fegyverneki, Dániel; Orha, László; Láng, Győző
- Tetrahedron, Vol. 66, Issue 5, p. 1078-1081
Ru-Sn catalysts for selective hydrogenation of crotonaldehyde: Effect of the Sn/(Ru+Sn) ratio
journal, February 2007
- Riguetto, B. A.; Rodrigues, C. E. C.; Morales, M. A.
- Applied Catalysis A: General, Vol. 318, p. 70-78
Mechanism of levulinic acid formation
journal, January 1985
- Horvat, Jaroslav; Klaić, Branimir; Metelko, Biserka
- Tetrahedron Letters, Vol. 26, Issue 17, p. 2111-2114
Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels
journal, February 2010
- Bond, J. Q.; Alonso, D. M.; Wang, D.
- Science, Vol. 327, Issue 5969, p. 1110-1114
Technology development for the production of biobased products from biorefinery carbohydrates—the US Department of Energy’s “Top 10” revisited
journal, January 2010
- Bozell, Joseph J.; Petersen, Gene R.
- Green Chemistry, Vol. 12, Issue 4, p. 539-554
Conversion of cellulose to hydrocarbon fuels by progressive removal of oxygen
journal, October 2010
- Serrano-Ruiz, Juan Carlos; Braden, Drew J.; West, Ryan M.
- Applied Catalysis B: Environmental, Vol. 100, Issue 1-2, p. 184-189
Production of levulinic acid and use as a platform chemical for derived products
journal, February 2000
- Bozell, Joseph J.; Moens, L.; Elliott, D. C.
- Resources, Conservation and Recycling, Vol. 28, Issue 3-4, p. 227-239
Valeric Biofuels: A Platform of Cellulosic Transportation Fuels
journal, June 2010
- Lange, Jean-Paul; Price, Richard; Ayoub, Paul M.
- Angewandte Chemie International Edition, Vol. 49, Issue 26, p. 4479-4483
A fourier transform infrared spectroscopic study of C02 methanation on supported ruthenium
journal, May 1991
- Prairie, M.
- Journal of Catalysis, Vol. 129, Issue 1
γ-Valerolactone—a sustainable liquid for energy and carbon-based chemicals
journal, January 2008
- Horváth, István T.; Mehdi, Hasan; Fábos, Viktória
- Green Chem., Vol. 10, Issue 2
Synthesis of γ-Valerolactone by Hydrogenation of Biomass-derived Levulinic Acid over Ru/C Catalyst
journal, August 2009
- Yan, Zhi-pei; Lin, Lu; Liu, Shijie
- Energy & Fuels, Vol. 23, Issue 8
Raney Ni-Sn Catalyst for H2 Production from Biomass-Derived Hydrocarbons
journal, June 2003
- Huber, G. W.
- Science, Vol. 300, Issue 5628
Towards ‘bio-based’ Nylon: conversion of γ-valerolactone to methyl pentenoate under catalytic distillation conditions
journal, January 2007
- Lange, Jean-Paul; Vestering, Jan Z.; Haan, René J.
- Chemical Communications, Issue 33
Integration of Homogeneous and Heterogeneous Catalytic Processes for a Multi-step Conversion of Biomass: From Sucrose to Levulinic Acid, γ-Valerolactone, 1,4-Pentanediol, 2-Methyl-tetrahydrofuran, and Alkanes
journal, April 2008
- Mehdi, Hasan; Fábos, Viktória; Tuba, Róbert
- Topics in Catalysis, Vol. 48, Issue 1-4
Connecting Biomass and Petroleum Processing with a Chemical Bridge
journal, July 2010
- Bozell, Joseph J.
- Science, Vol. 329, Issue 5991, p. 522-523
Combined dehydration/(transfer)-hydrogenation of C6-sugars (D-glucose and D-fructose) to γ-valerolactone using ruthenium catalysts
journal, January 2009
- Heeres, Hans; Handana, Ratna; Chunai, Dai
- Green Chemistry, Vol. 11, Issue 8
Catalytic Conversion of Biomass to Monofunctional Hydrocarbons and Targeted Liquid-Fuel Classes
journal, October 2008
- Kunkes, E. L.; Simonetti, D. A.; West, R. M.
- Science, Vol. 322, Issue 5900
Catalytic conversion of biomass to biofuels
journal, January 2010
- Alonso, David Martin; Bond, Jesse Q.; Dumesic, James A.
- Green Chemistry, Vol. 12, Issue 9, p. 1493-1513
Selective hydrogenation of α,β-unsaturated carbonyl compounds on supported Ru-Sn catalysts
journal, November 2005
- Špringerová, Jana; Kačer, Petr; Červený, Libor
- Research on Chemical Intermediates, Vol. 31, Issue 9