Electrocatalytic hydrogenation of muconic acid
Abstract
Various embodiments disclosed relate to electrocatalytic hydrogenation of muconic acid and polymers formed from the reaction products thereof. In various embodiments, the present invention provides an electrocatalytic method to prepare 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a combination thereof, from muconic acid. The method includes passing current through a catalytic cathode in a reactor including an aqueous acidic solution including muconic acid, a supporting electrolyte, and an anode, so as to generate atomic hydrogen on the cathode surface in an amount effective to hydrogenate the muconic acid to yield a product including 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a mixture thereof. Also disclosed is the polymerization of 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, or a combination thereof with another compound, such as a diamine or a dialcohol, to form a polymer, such as a polyamide or a polyester.
- Inventors:
- Issue Date:
- Research Org.:
- Ames Laboratory (AMES), Ames, IA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1650819
- Patent Number(s):
- 10633750
- Application Number:
- 15/524,888
- Assignee:
- Iowa States University Research Foundation, Inc. (Ames, IA)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- DOE Contract Number:
- AC02-07CH11358
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 11/10/2015
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Tessonnier, Jean-Philippe, Matthiesen, John Edward, Hernandez-Cantu, Nacu B., and Cochran, Eric W.. Electrocatalytic hydrogenation of muconic acid. United States: N. p., 2020.
Web.
Tessonnier, Jean-Philippe, Matthiesen, John Edward, Hernandez-Cantu, Nacu B., & Cochran, Eric W.. Electrocatalytic hydrogenation of muconic acid. United States.
Tessonnier, Jean-Philippe, Matthiesen, John Edward, Hernandez-Cantu, Nacu B., and Cochran, Eric W.. Tue .
"Electrocatalytic hydrogenation of muconic acid". United States. https://www.osti.gov/servlets/purl/1650819.
@article{osti_1650819,
title = {Electrocatalytic hydrogenation of muconic acid},
author = {Tessonnier, Jean-Philippe and Matthiesen, John Edward and Hernandez-Cantu, Nacu B. and Cochran, Eric W.},
abstractNote = {Various embodiments disclosed relate to electrocatalytic hydrogenation of muconic acid and polymers formed from the reaction products thereof. In various embodiments, the present invention provides an electrocatalytic method to prepare 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a combination thereof, from muconic acid. The method includes passing current through a catalytic cathode in a reactor including an aqueous acidic solution including muconic acid, a supporting electrolyte, and an anode, so as to generate atomic hydrogen on the cathode surface in an amount effective to hydrogenate the muconic acid to yield a product including 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a mixture thereof. Also disclosed is the polymerization of 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, or a combination thereof with another compound, such as a diamine or a dialcohol, to form a polymer, such as a polyamide or a polyester.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2020},
month = {4}
}
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