Process for treating a dicarboxylic acid composition

Patent metadata

Field	Value
Publication number	US-11060197-B2
Application number	US-201716463756-A
Country	US
Kind code	B2
Filing date	Nov 24, 2017
Priority date	Nov 24, 2016
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

A process for treating a dicarboxylic acid composition, with the proviso that the dicarboxylic acid is not furan 2,5-dicarboxylic acid, which process comprises: —introducing a dicarboxylic acid composition, which dicarboxylic acid composition contains an impurity compound and which impurity compound is an organic compound comprising a carbonyl group, into a cathode compartment of an electrochemical cell; and electrochemically reducing the impurity compound in the cathode compartment.

First claim

The invention claimed is:

1. A process for treating a dicarboxylic acid composition containing a dicarboxylic acid and an impurity compound which is an organic compound comprising a carbonyl group, with the proviso that the dicarboxylic acid is not furan 2,5-dicarboxylic acid, which process comprises:
introducing a feedstock containing a dicarboxylic acid precursor into an anode compartment of an electrochemical cell;
electrochemically oxidizing the dicarboxylic acid precursor in the anode compartment, thereby producing the dicarboxylic acid composition;
introducing the dicarboxylic acid composition into a cathode compartment of the electrochemical cell; and
electrochemically reducing the impurity compound in the cathode compartment, thereby producing one or more impurity reduction products.

2. The process according to 1 , wherein the feedstock containing the dicarboxylic acid precursor further includes the dicarboxylic acid.

3. The process according to claim 2 , wherein the dicarboxylic acid is an aromatic dicarboxylic acid.

4. The process according to claim 2 , wherein the dicarboxylic acid is an aromatic dicarboxylic acid obtained or obtainable, directly or indirectly, by oxidation of a corresponding dialkyl aromatic compound.

5. The process according to claim 2 , wherein the dicarboxylic acid is benzene-1,4-dicarboxylic acid and the impurity compound is 4-formylbenzenecarboxylic acid.

6. The process according to claim 1 , wherein the electrochemical cell is a divided electrochemical cell and the cathode compartment and the anode compartment are part of the same electrochemical cell.

7. The process according to claim 1 , wherein the dicarboxylic acid composition further includes an aromatic dicarboxylic acid and the organic compound comprising the carbonyl group is an aromatic organic compound comprising the carbonyl group.

8. The process according to claim 1 , wherein the cathode compartment further includes a cathodic electrolyte solution, which cathodic electrolyte solution has a pH of equal to or less than 4.0 or having a pH of equal to or more than 10.0.

9. The process according to claim 1 , wherein the cathode compartment further contains a cathode including carbon or including a material selected from the group consisting of gold, silver, nickel, palladium, platinum, chromium, ruthenium, rhodium, osmium, iridium, indium, bismuth, copper, tin, iron, lead and compounds and alloys thereof and hydroxides and oxides thereof.

10. The process according to claim 1 , wherein the cathode compartment further contains a cathode containing or consisting of a copper or nickel mesh or a carbon cloth.

11. The process according to claim 1 , comprising a further step of separating the one or more impurity reduction products from the dicarboxylic acid.

12. The process according to claim 11 , wherein the further step of separating the one or more impurity reduction products comprises acidizing an electrolyte solution comprising the dicarboxylic acid and the one or more impurity reduction products, thereby allowing the dicarboxylic acid and optionally the one or more reduction products to precipitate to form a precipitated dicarboxylic acid composition.

13. A process for treating a dicarboxylic acid composition containing a dicarboxylic acid and further an impurity compound which is an organic compound comprising a carbonyl group, with the proviso that the dicarboxylic acid is not furan 2,5-dicarboxylic acid, which process comprises:
introducing a feedstock containing a dicarboxylic acid precursor into an anode compartment of an electrochemical cell;
electrochemically oxidizing the dicarboxylic acid precursor in the anode compartment, thereby producing the dicarboxylic acid composition;
introducing the dicarboxylic acid composition into a cathode compartment of another electrochemical cell; and
electrochemically reducing the impurity compound in the cathode compartment, thereby producing one or more impurity reduction products.

14. The process according to 13 , wherein the feedstock further includes the dicarboxylic acid and the dicarboxylic acid precursor.

15. The process according to claim 14 , wherein the dicarboxylic acid is an aromatic dicarboxylic acid.

16. The process according to claim 14 , wherein the dicarboxylic acid is an aromatic dicarboxylic acid obtained or obtainable, directly or indirectly, by oxidation of a corresponding dialkyl aromatic compound.

17. The process according to claim 14 , wherein the dicarboxylic acid is benzene-1,4-dicarboxylic acid and the impurity compound is 4-formylbenzenecarboxylic acid.

18. The process according to claim 13 , wherein the dicarboxylic acid composition further includes an aromatic dicarboxylic acid and the organic compound comprising the carbonyl group is an aromatic organic compound comprising the carbonyl group.

19. The process according to claim 13 , wherein the cathode compartment further includes a cathodic electrolyte solution, which cathodic electrolyte solution has a pH of equal to or less than 4.0 or having a pH of equal to or more than 10.0.

Assignees

• Avantium Knowledge Centre Bv

Inventors

• Schouten Klaas Jan Pieter
• Gruter Gerardus Johannes Maria
• Van Der Waal Jan Cornelis

Classifications

• C25B11/03

  perforated or foraminous · CPC title

• C07C51/42

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07D307/68

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

• C25B9/19

  with diaphragms · CPC title

• C07B63/02 Primary

  by treatment giving rise to a chemical modification · CPC title