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Title: Biorefining compounds and organocatalytic upgrading methods

Patent ·
OSTI ID:1329321

The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5'-di(hydroxymethyl)furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C.sub.8-C.sub.12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

Research Organization:
Colorado State University Research Foundation, Fort Collins, CO (United States)
Sponsoring Organization:
USDOE
DOE Contract Number:
FG02-10ER16193
Assignee:
Colorado State University Research Foundation (Fort Collins, CO)
Patent Number(s):
9,469,626
Application Number:
13/934,074
OSTI ID:
1329321
Resource Relation:
Patent File Date: 2013 Jul 02
Country of Publication:
United States
Language:
English

References (8)

Catalytic process for producing furan derivatives in a biphasic reactor patent August 2009
2,2′-furoin derivatives and use thereof to light skin patent December 2014
Production Of Liquid Alkanes In The Jet Fuel Range (C8-C15) From Biomass-Derived Carbohydrates patent-application May 2009
Method Of Pretreating Lignocellulose-Based Biomass patent-application November 2010
Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates journal June 2005
Polymeric ionic liquid (PIL)-supported recyclable catalysts for biomass conversion into HMF journal January 2013
The hydrodeoxygenation of bioderived furans into alkanes journal April 2013
Ionic Liquid−Water Mixtures: Enhanced Kw for Efficient Cellulosic Biomass Conversion journal April 2010