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Glucose Conversion to Furans in Alcohols Catalyzed by Lewis Acidic Beta Zeolites and Brønsted Acidic Resins

Journal Article · · Chemistry Select
 [1]
  1. Univ. of South Carolina, Columbia, SC (United States). Dept. of Chemical Engineering
Glucose was converted to 5-(hydroxymethyl)furfural (HMF) and the potential biodiesel additives 5-(ethoxymethyl)furfural (EMF) and 5-(isopropoxymethyl)furfural (IMF) by Lewis acidic zeolites and Brønsted acidic resins. The conversion occured by sequential isomerization and dehydration reactions in semiaqueous mixtures containing ethanol or isopropanol. Sn-beta and Amberlyst® 15 catalyzed the conversion of glucose to HMF and IMF in 53% yield in isopropanol containing 7.5 weight % water. The yield of undetected byproducts including humins was 7%. The moderate yield is attributed to the increased selectivity of the isomerization reaction and the suppression of further reactions of HMF to byproducts such as levullinic acid, formic acid, and humins in the alcohols.
Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI)
Sponsoring Organization:
USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Grant/Contract Number:
SC0001004
OSTI ID:
1470090
Alternate ID(s):
OSTI ID: 1408534
Journal Information:
Chemistry Select, Journal Name: Chemistry Select Journal Issue: 32 Vol. 2; ISSN 2365-6549
Publisher:
WileyCopyright Statement
Country of Publication:
United States
Language:
English

References (35)

Simple and Scalable Preparation of Highly Active Lewis Acidic Sn-β journal October 2012
Direct, High-Yield Conversions of Cellulose into Biofuel and Platform Chemicals-On the Way to a Sustainable Biobased Economy journal February 2009
The Production of 5-Hydroxymethylfurfural from Fructose in Isopropyl Alcohol: A Green and Efficient System journal October 2011
A Continuous Flow Strategy for the Coupled Transfer Hydrogenation and Etherification of 5-(Hydroxymethyl)furfural using Lewis Acid Zeolites journal July 2014
Water-resistant solid Lewis acid catalysts: Meerwein–Ponndorf–Verley and Oppenauer reactions catalyzed by tin-beta zeolite journal April 2003
Optimal design and operation of SMB bioreactor: production of high fructose syrup by isomerization of glucose journal October 2004
Conversion of glucose into furans in the presence of AlCl3 in an ethanol–water solvent system journal July 2012
Efficient conversion of carbohydrates into 5-ethoxymethylfurfural in ethanol catalyzed by AlCl3 journal November 2013
Production of liquid biofuels from renewable resources journal February 2011
Synthesis and pervaporation properties of NaA zeolite membranes prepared with vacuum-assisted method journal August 2007
Diels–Alder and Dehydration Reactions of Biomass-Derived Furan and Acrylic Acid for the Synthesis of Benzoic Acid journal October 2015
Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering journal September 2006
Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources journal February 2013
“One-Pot” Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite journal April 2011
Production of 5-Hydroxymethylfurfural from Glucose Using a Combination of Lewis and Brønsted Acid Catalysts in Water in a Biphasic Reactor with an Alkylphenol Solvent journal April 2012
Probing Lewis Acid Sites in Sn-Beta Zeolite journal February 2013
Elucidating the Roles of Zeolite H-BEA in Aqueous-Phase Fructose Dehydration and HMF Rehydration journal April 2013
One-Pot Synthesis of 5-(Ethoxymethyl)furfural from Glucose Using Sn-BEA and Amberlyst Catalysts journal March 2012
Al-Free Sn-Beta Zeolite as a Catalyst for the Selective Reduction of Carbonyl Compounds (Meerwein−Ponndorf−Verley Reaction) journal April 2002
High Performance Zeolite LTA Pervaporation Membranes on Ceramic Hollow Fibers by Dipcoating−Wiping Seed Deposition journal May 2009
Sustainable Solvent Systems for Use in Tandem Carbohydrate Dehydration Hydrogenation journal March 2013
Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer–Villiger oxidations journal July 2001
Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived mono- and poly-saccharides journal January 2007
Production and upgrading of 5-hydroxymethylfurfural using heterogeneous catalysts and biomass-derived solvents journal January 2013
State of the art of Lewis acid-containing zeolites: lessons from fine chemistry to new biomass transformation processes journal January 2014
Catalytic dehydration of C 6 carbohydrates for the production of hydroxymethylfurfural (HMF) as a versatile platform chemical journal January 2014
Direct transformation of carbohydrates to the biofuel 5-ethoxymethylfurfural by solid acid catalysts journal January 2016
Selective hydrolysis of cellulose into glucose over solid acid catalysts journal January 2008
Continuous production of 5-hydroxymethylfurfural from fructose: a design case study journal January 2010
5-Hydroxymethylfurfural (HMF) as a building block platform: Biological properties, synthesis and synthetic applications journal January 2011
Direct conversion of carbohydrates to 5-hydroxymethylfurfural using Sn-Mont catalyst journal January 2012
Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water journal March 2010
Structural Characterization of Zeolite Beta
  • Newsam, J. M.; Treacy, M. M. J.; Koetsier, W. T.
  • Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences, Vol. 420, Issue 1859 https://doi.org/10.1098/rspa.1988.0131
journal December 1988
Tin-containing silicates: structure-activity relations
  • Osmundsen, C. M.; Holm, M. S.; Dahl, S.
  • Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences, Vol. 468, Issue 2143, p. 2000-2016 https://doi.org/10.1098/rspa.2012.0047
journal February 2012
Engineered Synthetic Pathway for Isopropanol Production in Escherichia coli journal October 2007

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