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Method for selectively preparing evoglucosenone (LGO) and other anhydrosugars from biomass in polar aprotic solvents

Patent ·
OSTI ID:1344773
; ; ;

A method to produce 5-hydroxymethylfurfural (HMF) is described in which a reactant including cellulose, lignocellulose, or a combination thereof, in a reaction mixture of a polar, aprotic solvent and an acid is reacted for a time, at a temperature, and at a hydrogen ion concentration wherein at least a portion of the cellulose or lignocellulose present in the reactant is converted to HMF. The reaction mixture is initially substantially devoid of water. As the reaction proceeds, dehydration of intermediates causes the water concentration in the reaction mixture to rise to no more than about 2.0 wt % water.

Research Organization:
Wisconsin Alumni Research Foundation, Madison, WI (United States)
Sponsoring Organization:
USDOE
Assignee:
Wisconsin Alumni Research Foundation (Madison, WI)
Patent Number(s):
9,376,451
Application Number:
14/588,178
OSTI ID:
1344773
Country of Publication:
United States
Language:
English

References (14)

Recent Applications of Levoglucosenone as Chiral Synthon journal July 2012
Influence of pyrolysis temperature and time on the cellulose fast pyrolysis products: Analytical Py-GC/MS study journal November 2011
Sulfonate Ionic Liquid as a Stable and Active Catalyst for Levoglucosenone Production from Saccharides via Catalytic Pyrolysis journal September 2013
Feasibility of broadening the feedstock choice for levoglucosenone production by acid pre-treatment of wood and catalytic pyrolysis of the obtained lignocellulose journal September 2013
An efficient microwave-assisted green transformation of cellulose into levoglucosenone. Advantages of the use of an experimental design approach journal January 2007
Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents journal January 2014
Total Synthesis of (+)-Chloriolide journal April 2014
Efficient levoglucosenone production by catalytic pyrolysis of cellulose mixed with ionic liquid journal January 2011
Design, Synthesis, and Biological Evaluation of Levoglucosenone-Derived Ras Activation Inhibitors journal April 2009
Preparation of levoglucosenone through sulfuric acid promoted pyrolysis of bagasse at low temperature journal January 2012
Fast pyrolysis of cellulose with solid acid catalysts for levoglucosenone journal May 2014
Pre-treatment of biomass with phosphoric acid prior to fast pyrolysis journal August 2003
Some reactions of levoglucosenone journal June 1979
Microwave pyrolysis of cellulosic materials for the production of anhydrosugars journal December 2001

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