Process for making hmf from sugars with reduced byproduct formation, and improved stability hmf compositions

Patent metadata

Field	Value
Publication number	US-2016009675-A1
Application number	US-201414771842-A
Country	US
Kind code	A1
Filing date	Feb 25, 2014
Priority date	Mar 14, 2013
Publication date	Jan 14, 2016
Grant date	—

Abstract

Disclosed is a process for making HMF′ or a derivative of HMF by dehydrating one or more hexose sugars in a reduced oxygen environment, in another, related aspect, a method for improving the stability and resistance to degradation of an HMF product Involves adding one or more antioxidants to the HMF product.

First claim

What is claimed is:

1 . A process for making hydroxymethylfurfural from an aqueous solution including one or more hexoses, comprising dehydrating the aqueous hexose solution through exposure to an acid in a reduced oxygen environment.

2 . A process according to claim 1 , wherein an ester or ether derivative of hydroxymethylfurfural is formed by conducting the dehydration in the presence of an alcohol or a carboxylic acid, respectively.

3 . A process according to either of claim 1 or 2 , wherein oxygen is displaced from the headspace of a reactor in which the dehydration takes place by sparging in another, inert gas.

4 . A process according to claim 3 , comprising sparging nitrogen or carbon dioxide into the reactor.

5 . A process for improving the degradation resistance of hydroxymethylfurfural or of a derivative of hydroxymethylfurfural, comprising adding one or more antioxidants.

6 . A process according to claim 8 , wherein butylated hydroxyanisole is included in the one or more antioxidants.

7 . An improved stability hydroxymethylfurfural composition, comprising hydroxymethylfurfural with one or more antioxidants.

8 . A composition according to claim 7 , comprising hydroxymethylfurfural and butylated hydroxyanisole

9 . A method for improving the degradation resistance of stored hydroxymethylfurfural prior to use thereof, comprising storing the hydroxymethylfurfural in a reduced oxygen environment.

Assignees

• Archer Daniels Midland Co

Inventors

• Sanborn Alexandra
• Hagberg Erik
• Howard Stephen
• Rockafellow Erin M

Classifications

• C07D307/48 Primary

  Furfural · CPC title

• C07D307/50 Primary

  Preparation from natural products · CPC title

• A61K47/30

  Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates · CPC title

• A61K9/08

  Solutions {(composition of solutions A61K47/00)} · CPC title

• A61K31/70 Primary

  Carbohydrates; Sugars; Derivatives thereof (sorbitol A61K31/047) · CPC title