Process for making 2,5-furandicarboxylic acid

Patent metadata

Field	Value
Publication number	US-9562028-B2
Application number	US-201414771832-A
Country	US
Kind code	B2
Filing date	Mar 5, 2014
Priority date	Mar 14, 2013
Publication date	Feb 7, 2017
Grant date	Feb 7, 2017

Abstract

A process is described for converting HMF to FDCA, comprising dissolving a quantity of HMF in water to form an aqueous solution including HMF, combining the aqueous solution including HMF with an oxygen source in the presence of a homogeneous metal salt catalyst, but in the substantial absence of any solvent for the HMF and the homogeneous metal salt catalyst other than water, and under conditions which are effective for oxidizing HMF in the presence of the catalyst to form FDCA, and then recovering an FDCA precipitate.

First claim

What is claimed is:

1. A process for converting HMF to FDCA, comprising:
providing an aqueous solution comprising HMF;
combining the aqueous solution comprising HMF with an oxygen source in the presence of a homogeneous metal salt catalyst, but in the absence of any solvent for the HMF and the homogeneous metal salt catalyst other than water, and under conditions which are effective for oxidizing HMF in the presence of the catalyst to form FDCA; and
recovering an FDCA precipitate.

2. The process according to claim 1 , wherein the homogeneous metal salt catalyst is selected from the group consisting of the acetate, carbonate and halide salts of any of cobalt, manganese, cerium and zirconium.

3. The process according to claim 2 , wherein the catalyst is cobalt bromide.

4. The process according to claim 1 , wherein the aqueous solution comprising HMF is provided and combined with the oxygen source in the presence of the homogeneous metal salt catalyst by:
dehydrating an aqueous feed including one or more six-carbon sugars in the presence of an acid catalyst to yield a crude dehydration product mixture comprising HMF;
combining the crude dehydration product mixture with a homogeneous metal salt catalyst; and
directly supplying the crude dehydration product mixture with the homogeneous metal salt catalyst as the aqueous solution to the oxidation step.

Assignees

• Archer Daniels Midland Co
• Archer Daniels Midland Co

Inventors

• Sanborn Alexandra

Classifications

• C07D307/68 Primary

  Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen · CPC title

• C07D307/71

  attached in position 5 · CPC title

• C07D307/46

  Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom · CPC title

• Y02E50/10

  Biofuels, e.g. bio-diesel · CPC title