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Title: Catalytic conversion of cellulose to fuels and chemicals using boronic acids

Abstract

Methods and catalyst compositions for formation of furans from carbohydrates. A carbohydrate substrate is heating in the presence of a 2-substituted phenylboronic acid (or salt or hydrate thereof) and optionally a magnesium or calcium halide salt. The reaction is carried out in a polar aprotic solvent other than an ionic liquid, an ionic liquid or a mixture thereof. Additional of a selected amount of water to the reaction can enhance the yield of furans.

Inventors:
; ;
Issue Date:
Research Org.:
Wisconsin Alumni Research Foundation, Madison, WI (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1223705
Patent Number(s):
9162999
Application Number:
13/629,588
Assignee:
Wisconsin Alumni Research Foundation (Madison, WI)
Patent Classifications (CPCs):
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY
Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y02 - TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE Y02P - CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
DOE Contract Number:  
FC02-07ER64494
Resource Type:
Patent
Resource Relation:
Patent File Date: 2012 Sep 27
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Raines, Ronald, Caes, Benjamin, and Palte, Michael. Catalytic conversion of cellulose to fuels and chemicals using boronic acids. United States: N. p., 2015. Web.
Raines, Ronald, Caes, Benjamin, & Palte, Michael. Catalytic conversion of cellulose to fuels and chemicals using boronic acids. United States.
Raines, Ronald, Caes, Benjamin, and Palte, Michael. Tue . "Catalytic conversion of cellulose to fuels and chemicals using boronic acids". United States. https://www.osti.gov/servlets/purl/1223705.
@article{osti_1223705,
title = {Catalytic conversion of cellulose to fuels and chemicals using boronic acids},
author = {Raines, Ronald and Caes, Benjamin and Palte, Michael},
abstractNote = {Methods and catalyst compositions for formation of furans from carbohydrates. A carbohydrate substrate is heating in the presence of a 2-substituted phenylboronic acid (or salt or hydrate thereof) and optionally a magnesium or calcium halide salt. The reaction is carried out in a polar aprotic solvent other than an ionic liquid, an ionic liquid or a mixture thereof. Additional of a selected amount of water to the reaction can enhance the yield of furans.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2015},
month = {10}
}

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Works referenced in this record:

Chiral [2.2.2] Dienes as Ligands for Rh(I) in Conjugate Additions of Boronic Acids to a Wide Range of Acceptors
journal, October 2004


Benzoboroxoles as Efficient Glycopyranoside-Binding Agents in Physiological Conditions: Structure and Selectivity of Complex Formation
journal, September 2008


Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals
journal, February 2009


Fermentable sugars by chemical hydrolysis of biomass
journal, March 2010


Olefins from Alcohols
journal, July 1950


Conversion of Fructose into 5-(Hydroxymethyl)furfural in Sulfolane
journal, February 2011


Organocatalytic conversion of cellulose into a platform chemical
journal, January 2013


An Improved Class of Sugar-Binding Boronic Acids, Soluble and Capable of Complexing Glycosides in Neutral Water
journal, April 2006


Boronate-Mediated Biologic Delivery
journal, February 2012


Ortho-substituted aryl monoboronic acids have improved selectivity for d-glucose relative to d-fructose and l-lactate
journal, February 2011


Synergy of boric acid and added salts in the catalytic dehydration of hexoses to 5-hydroxymethylfurfural in water
journal, January 2011


Inhibition of acid-catalyzed depolymerization of cellulose with boric acid in non-aqueous acidic media
journal, February 2008


Stable complex formation with boric acid in pyrolysis of levoglucosan in acidic media
journal, May 2008


3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH
journal, January 2004


Boric Acid Catalyzed Amidation in the Synthesis of Active Pharmaceutical Ingredients
journal, November 2007


The Boric Acid Dehydration of Alcohols
journal, March 1955


A detailed examination of boronic acid–diol complexation
journal, June 2002


Metal-Free Dehydration of Glucose to 5-(Hydroxymethyl)furfural in Ionic Liquids with Boric Acid as a Promoter
journal, January 2011