Integrated process for producing carboxylic acids from carbon dioxide

• US 9,175,407 B2
• Filed: 12/21/2012
• Issued: 11/03/2015
• Est. Priority Date: 07/26/2012
• Status: Active Grant

• Current Assignee: Avantium Knowledge Centre B.V. (Avantium NV)
• Original Assignee: Liquid Light, Inc. (Avantium NV)
• Inventors: Kaczur, Jerry J., Teamey, Kyle
• Primary Examiner(s): Wilkins, III, Harry D
• Application Number:
  US13/724,339
• Publication Number:
  US 20130175181A1
• Time in Patent Office: 1,047 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C07C 51/02 from salts of carboxylic acids
• CPC Class Codes: C07C 51/10 by reaction with carbon monoxide
• CPC Class Codes: C07C 51/41 Preparation of salts of carboxylic acids C07C51/093 - C07C51/34 take precedence preparation of soap C11D
• CPC Class Codes: C07C 53/06 Salts thereof
• CPC Class Codes: C07C 55/07 Salts thereof
• CPC Class Codes: C25B 1/22 Inorganic acids
• CPC Class Codes: C25B 3/23 Oxidation halogenation C25B3/27
• CPC Class Codes: C25B 3/25 Reduction
• CPC Class Codes: C25B 3/27 Halogenation
• CPC Class Codes: C25B 9/19 with diaphragms
• CPC Class Codes: Y02P 20/10 Process efficiency
• CPC Class Codes: Y02P 20/133 Renewable energy sources, e.g. sunlight
• CPC Class Codes: Y02P 20/582 Recycling of unreacted starting or intermediate materials

Abstract

The present disclosure is a method and system for production of carboxylic based chemicals, including carboxylic acids and salts. A method for producing at oxalic acid may include receiving an anolyte feed at an anolyte region of an electrochemical cell including an anode and receiving a catholyte feed including carbon dioxide and an alkali metal hydroxide at a catholyte region of the electrochemical cell including a cathode. Method may include applying an electrical potential between the anode and cathode sufficient to reduce the carbon dioxide to at least one reduction product and converting the at least one reduction product and the alkali metal hydroxide to an alkali metal oxalate via a thermal reactor. The method may further include receiving the alkali metal oxalate at an electrochemical acidification electrolyzer and converting the alkali metal oxalate to oxalic acid at the electrochemical acidification electrolyzer.

Claims

1. A system for producing an oxalic acid comprising:

an electrochemical cell having an anolyte region including an anode and a catholyte region including a cathode separated by at least one ion exchange membrane;

an anolyte feed input operably coupled to the anolyte region of the electrochemical cell, the anolyte feed input includes a hydrogen halide and at least one of a alkane, haloalkane, alkene, haloalkene, aromatic compound, haloaromatic compound, heteroaromatic compound or halo-heteroaromatic compound;

a catholyte feed input operably coupled to the catholyte region of the electrochemical cell, the catholyte feed input includes carbon dioxide and alkali metal hydroxide;

at least one thermal reactor configured to receive a reduction product, generated via a reduction reaction at the catholyte region of the electrochemical cell, and the alkali metal hydroxide;

an electrochemical acidification electrolyzer configured to receive alkali metal oxalate product generated at the at least one thermal reactor and generate oxalic acid, an alkali metal hydroxide and a halogen as an anolyte product; and

a source of electrical potential operably connected to the electrochemical cell and the electrochemical acidification electrolyzer, wherein a product is generated via a reaction at the anolyte region of the electrochemical cell.

2. The system of claim 1, wherein the hydrogen halide includes hydrogen bromide.

3. The system of claim 1, wherein the alkali metal hydroxide includes potassium hydroxide.

4. The system of claim 1, wherein the at least one reduction product includes carbon monoxide.

5. The system of claim 1, wherein the at least one thermal reactor configured to receive a reduction product, generated via a reduction reaction at the catholyte region of the electrochemical cell, and the alkali metal hydroxide comprises:

a first thermal reactor configured to receive a carbon monoxide reduction product and the alkali metal hydroxide and generate an alkali metal formate product; and

a second thermal reactor configured to receive the alkali metal formate product and an alkali metal hydroxide and generate an alkali metal oxalate product.

6. The system of claim 5, wherein the alkali metal formate product includes potassium formate.

7. The system of claim 1, wherein the electrochemical acidification electrolyzer configured to receive an alkali metal oxalate product comprises:

an electrochemical acidification electrolyzer configured to receive an alkali metal oxalate product at an ion exchange region of the electrochemical acidification electrolyzer at least partially bounded by one or more cation ion exchange membranes.

8. The system of claim 1, wherein the electrochemical acidification electrolyzer includes three compartments.

9. The system of claim 8, wherein the electrochemical acidification electrolyzer includes at least two cation exchange membranes.

10. The system of claim 1, further comprising recycling the alkali metal hydroxide co-generated at the electrochemical acidification electrolyzer to the catholyte feed input.

11. The system of claim 10, further comprising recycling the alkali metal hydroxide co-generated at the electrochemical acidification electrolyzer to the at least one thermal reactor.

12. The system of claim 1, wherein the product generated via a reaction at the anolyte region of the electrochemical cell is a halogenated compound.

13. The method of claim 12, further comprising a reactor configured to receive the halogenated compound and generate a different compound.