Reduction of carbon dioxide to carboxylic acids, glycols, and carboxylates

• US 8,592,633 B2
• Filed: 07/05/2012
• Issued: 11/26/2013
• Est. Priority Date: 07/29/2010
• Status: Active Grant

• Current Assignee: Avantium Knowledge Centre B.V. (Avantium NV)
• Original Assignee: Liquid Light, Inc. (Avantium NV)
• Inventors: Cole, Emily Barton, Teamey, Kyle, Bocarsly, Andrew B., Sivasankar, Narayanappa
• Primary Examiner(s): Wong, Edna
• Application Number:
  US13/542,152
• Publication Number:
  US 20120277465A1
• Time in Patent Office: 509 Days
• Field of Search: 568/300, 568/420, 568/426, 205/440, 205/44, 205/443
• US Class Current: 568/300
• CPC Class Codes: C25B 11/04 characterised by the material
• CPC Class Codes: C25B 3/07 Oxygen containing compounds
• CPC Class Codes: C25B 3/25 Reduction
• CPC Class Codes: C25B 3/26 of carbon dioxide

Abstract

Methods and systems for electrochemical conversion of carbon dioxide to carboxylic acids, glycols, and carboxylates are disclosed. A method may include, but is not limited to, steps (A) to (D). Step (A) may introduce water to a first compartment of an electrochemical cell. The first compartment may include an anode. Step (B) may introduce carbon dioxide to a second compartment of the electrochemical cell. The second compartment may include a solution of an electrolyte and a cathode. Step (C) may apply an electrical potential between the anode and the cathode in the electrochemical cell sufficient to reduce the carbon dioxide to a carboxylic acid intermediate. Step (D) may contact the carboxylic acid intermediate with hydrogen to produce a reaction product.

Claims

1. A method for electrochemical conversion of carbon dioxide, comprising:

(A) introducing a liquid to a first compartment of an electrochemical cell, the first compartment including an anode;

(B) introducing carbon dioxide to a second compartment of the electrochemical cell, the second compartment including a solution of an electrolyte, a cathode, and a homogenous heterocyclic amine catalyst, wherein each bond of the homogenous heterocyclic amine catalyst is selected from the group consisting of;

a carbon-carbon bond, a carbon-hydrogen bond, a carbon-nitrogen bond, a carbon-oxygen bond, a carbon-sulfur bond, a nitrogen-hydrogen bond, a nitrogen-nitrogen bond, a nitrogen-oxygen bond, and an oxygen-hydrogen bond;

(C) applying an electrical potential between the anode and the cathode sufficient for the cathode to reduce the carbon dioxide to at least a carboxylate;

(D) acidifying the carboxylate to convert the carboxylate into a carboxylic acid;

(E) extracting the carboxylic acid; and

(F) contacting the carboxylic acid with hydrogen to form a reaction product.

2. The method of claim 1, wherein the carboxylate includes at least one of formate, glycolate, glyoxylate, lactate, or oxalate.

3. The method of claim 1, wherein the carboxylic acid includes at least one of formic acid, glycolic acid, glyoxylic acid, lactic acid, or oxalic acid.

4. The method of claim 1, wherein the reaction product includes at least one of formaldehyde, methanol, glycolic acid, glyoxal, glyoxylic acid, glycolaldehyde, ethylene glycol, acetic acid, acetaldehyde, ethanol, propylene glycol, or isopropanol.

5. The method of claim 1, wherein the carboxylate includes formate, the carboxylic acid includes formic acid, and the reaction product includes at least one of formaldehyde or methanol.

6. The method of claim 1, wherein the carboxylate includes oxalate, the carboxylic acid includes oxalic acid, and the reaction product includes at least one of glyoxylic acid, glycolic acid, glyoxal, glycolaldehyde, ethylene glycol, acetic acid, acetaldehyde, or ethanol.

7. The method of claim 1, wherein the carboxylate includes lactate, the carboxylic acid includes lactic acid, and the reaction product includes at least one of propylene glycol or isopropanol.

8. The method of claim 1, wherein the carboxylate includes glycolate, the carboxylic acid includes glycolic acid, and the reaction product includes at least one of glycolaldehyde, ethylene glycol, acetic acid, acetaldehyde, or ethanol.

9. The method of claim 1, wherein the carboxylate includes glyoxylate, the carboxylic acid includes glyoxylic acid, and the reaction product includes at least one of glycolic acid, glyoxal, glycolaldehyde, ethylene glycol, acetic acid, acetaldehyde, or ethanol.

10. The method of claim 1, wherein the solution of the electrolyte is an aqueous electrolyte.