IP Library Granted Patent US 9,079,844
Granted Patent B2
US 9,079,844 · App. 14/390,211 · Granted Jul 14, 2015

Catalytic oxidation of uronic acids to aldaric acids

Inventors: Daniël Stephan Van Es (Wageningen, NL); Jacobus van Haveren (Wageningen, NL); Henricus Wilhelmus Carolina Raaijmakers (Wageningen, NL); Frits van der Klis (Wageningen, NL); Gerardus Petrus Franciscus Maria van Engelen (Wageningen, NL); Augustinus Emmanuël Frissen (Wageningen, NL)
Assignee: STICHTING DIENST LANDBOUWKUNDIG ONDERZOEK
C07C51/235B01J23/52B01J23/66C07C59/285C07H1/00C07H7/033B01J21/04B01J21/063
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Quick Facts
Patent No.
US 9,079,844
App. No.
14/390,211
Granted
Jul 14, 2015
Kind
B2
Abstract

Disclosed is the oxidation of uronic acids, such as galacturonic acid, to the corresponding aldaric acids (characterized by the formula HOOC—(CHOH)n-COOH, with n being an integer of from 1 to 5) such as galactaric acids. The starting material comprising the uronic acid is subjected to oxygen under the influence of a supported gold catalyst and in the presence of a base. The oxidation occurs in good selectivity and yield, under unexpectedly mild conditions. A source of galacturonic acids is pectin, such as that derived from sugar beet pulp.

Claims (10)

1. A process for the preparation of an aldaric acid by the oxidation of the corresponding uronic acid, wherein a starting material comprising the uronic acid is subjected to oxygen under the influence of a supported gold catalyst and in the presence of a base.

2. A process according to claim 1 , wherein the oxygen is in the form of air.

3. A process according to claim 1 , wherein the oxygen is in the form of an oxygen-containing gas-stream comprising at least 40% oxygen, preferably at least 60% oxygen.

4. A process according to claim 3 , wherein the oxygen-containing gas stream is oxygen-enriched air.

5. A process according to claim 1 , wherein the uronic acid is selected from the group consisting of galacturonic acid, glucuronic acid, mannuronic acid, guluronic acid, and mixtures thereof.

6. A process according to claim 1 , wherein the starting material further comprises at least one aldose.

7. A process according to claim 5 , wherein the starting material comprises a pectin hydrolyzate, preferably sourced from sugar beet pulp.

8. A process according to claim 1 , wherein the oxidation is carried out at a temperature in the range of from 0° C. to 50° C., preferably from 15° C. to 35° C.

9. A process according to claim 1 , followed by the purification of the aldaric acid.

10. A process according to claim 1 , wherein the aldaric acid is selected from the group consisting of galactaric acid, xylaric acid, glucaric acid, mannaric acid, gularic acid and iduronic acid.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2018
From: STICHTING WAGENINGEN RESEARCH
To: COOPERATIE KONINKLIJKE COSUN U.A.
Reel/Frame 046214/0750 →
CHANGE OF NAME Recorded May 10, 2017
From: STICHTING DIENST LANDBOUWKUNDIG ONDERZOEK
To: STICHTING WAGENINGEN RESEARCH
Reel/Frame 042436/0399 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2014
From: VAN ES, DANIEL STEPHAN; VAN HAVEREN, JACOBUS; RAAIJMAKERS, HENRICUS WILHELMUS CAROLINA; VAN DER KLIS, FRITS; VAN ENGELEN, GERARDUS PETRUS FRANCISCUS MARIA; FRISSEN, AUGUSTINUS EMMANUEL
To: STICHTING DIENST LANDBOUWKUNDIG ONDERZOEK
Reel/Frame 034422/0656 →
Priority Claims (1)
EP 12163081 · Apr 4, 2012 · regional
Continuity (1)
Related Publication 20150065749A1 · Mar 5, 2015