NDLI: Solvent Effects on Fructose Dehydration to 5-Hydroxymethylfurfural in Biphasic Systems Saturated with Inorganic Salts

Content Provider	Springer Nature Link
Author	Román Leshkov, Yuriy Dumesic, James A.
Copyright Year	2009
Abstract	Furan derivatives, such as 5-hydroxymethylfurfural (HMF), obtained from acid-catalyzed dehydration of carbohydrates, can serve as renewable chemical platforms for the production of fuels and chemical intermediates. Addition of an inorganic salt to concentrated aqueous solutions of fructose (30 wt% fructose on salt free basis) in biphasic systems containing an organic extracting phase improves HMF yields by increasing the partitioning of HMF into the extracting phase, as measured by the partition coefficient, R, equal to the concentration of HMF in the organic phase normalized by the concentration in the aqueous phase. We have studied the impact of solvent choice on HMF yield using primary and secondary alcohols, ketones, and cyclic ethers in the C$_{3}$–C$_{6}$ range as extracting solvents in biphasic systems saturated with NaCl. Biphasic systems containing C$_{4}$ solvents generated the highest HMF yields within each solvent class. Tetrahydrofuran demonstrated the best combination of high HMF selectivity (83%) and high extracting power (R = 7.1) at 423 K. The presence of NaCl provided the additional benefit of creating biphasic systems using solvents that are completely miscible with water in the absence of salt. We have also studied the impact of different salts on HMF yield in systems using 1-butanol as the extracting solvent. Na$^{+}$ and K$^{+}$ showed the best combination of extracting power and HMF selectivity of the monovalent and divalent chloride salts tested. Changing the anion of the salt from Cl$^{−}$ to Br$^{−}$ resulted in R-values and HMF selectivity values resembling the non-salt system, while changing to the SO$_{4}$ $^{2−}$ divalent species generated a high R-value (8.1), but a low HMF selectivity value (71%).
Starting Page	297
Ending Page	303
Page Count	7
File Format	PDF
ISSN	10225528
Journal	Topics in Catalysis
Volume Number	52
Issue Number	3
e-ISSN	15729028
Language	English
Publisher	Springer US
Publisher Date	2009-01-10
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	HMF Solvent Acid catalysis Biphasic Fructose Characterization and Evaluation of Materials Industrial Chemistry/Chemical Engineering Pharmacy Physical Chemistry Catalysis
Content Type	Text
Resource Type	Article
Subject	Chemistry Catalysis

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Water-Compatible Lewis Acid-Catalyzed Conversion of Carbohydrates to 5-Hydroxymethylfurfural in a Biphasic Solvent System

Bifunctional Solid Catalysts for the Selective Conversion of Fructose to 5-Hydroxymethylfurfural

Production of Oxidized Derivatives of 5-Hydroxymethylfurfural (HMF)

The Catalytic Conversion of d-Glucose to 5-Hydroxymethylfurfural in DMSO Using Metal Salts

Efficient Production of 5-Hydroxymethylfurfural (HMF) from d-Fructose and Inulin with Graphite Derivatives as the Catalysts

A new approach for the production of 2,5-furandicarboxylic acid by in situ oxidation of 5-hydroxymethylfurfural starting from fructose

Etherification of 5-Hydroxymethylfurfural to a Biodiesel Component Over Ionic Liquid Modified Zeolites

Organic acid catalyzed production of platform chemical 5-hydroxymethylfurfural from fructose: Process comparison and evaluation based on kinetic modeling

Green Chemicals from d-glucose: Systematic Studies on Catalytic Effects of Inorganic Salts on the Chemo-Selectivity and Yield in Aqueous Solutions

Solvent Effects on Fructose Dehydration to 5-Hydroxymethylfurfural in Biphasic Systems Saturated with Inorganic Salts

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