Publication Date

10-5-2016

Department

Chemistry; Ames Laboratory; Agricultural and Biosystems Engineering; Chemical and Biological Engineering; NSF Engineering Research Center for Biorenewable Chemicals

Campus Units

Chemistry, Agricultural and Biosystems Engineering, Chemical and Biological Engineering, Ames Laboratory, NSF Engineering Research Center for Biorenewable Chemicals

OSTI ID+

1355400

Report Number

IS-J 9181

DOI

10.1021/acssuschemeng.6b01981

Journal Title

ACS Sustainable Chemistry & Engineering

Volume Number

4

Issue Number

12

First Page

7098

Last Page

7109

Abstract

We present muconic acid, an unsaturated diacid that can be produced from cellulosic sugars and lignin monomers by fermentation, emerges as a promising intermediate for the sustainable manufacture of commodity polyamides and polyesters including Nylon-6,6 and polyethylene terephthalate (PET). Current conversion schemes consist in the biological production of cis,cis-muconic acid using metabolically engineered yeasts and bacteria, and the subsequent diversification to adipic acid, terephthalic acid, and their derivatives using chemical catalysts. In some instances, conventional precious metal catalysts can be advantageously replaced by base metal electrocatalysts. Here, we show the economic relevance of utilizing a hybrid biological–electrochemical conversion scheme to convert glucose to trans-3-hexenedioic acid (t3HDA), a monomer used for the synthesis of bioadvantaged Nylon-6,6. Potential roadblocks to biological and electrochemical integration in a single reactor, including electrocatalyst deactivation due to biogenic impurities and low faradaic efficiency inherent to side reactions in complex media, have been studied and addressed. In this study, t3HDA was produced with 94% yield and 100% faradaic efficiency. With consideration of the high t3HDA yield and faradaic efficiency, a technoeconomic analysis was developed on the basis of the current yield and titer achieved for muconic acid, the figures of merit defined for industrial electrochemical processes, and the separation of the desired product from the medium. On the basis of this analysis, t3HDA could be produced for approximately $2.00 kg –1. The low cost for t3HDA is a primary factor of the electrochemical route being able to cascade biological catalysis and electrocatalysis in one pot without separation of the muconic acid intermediate from the fermentation broth.

DOE Contract Number(s)

AC02-07CH11358; 1101284; EEC-0813570; CBET-1512126

Language

en

Department of Energy Subject Categories

59 BASIC BIOLOGICAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Publisher

Iowa State University Digital Repository, Ames IA (United States)

Share

COinS