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Electrochemical Conversion of Muconic Acid to Biobased Diacid Monomers

TitleElectrochemical Conversion of Muconic Acid to Biobased Diacid Monomers
Publication TypeJournal Article
Year of Publication2016
AuthorsMatthiesen, JE, Carraher, JM, Vasiliu, M, Dixon, DA, Tessonnier, JP
Journal Engineering
Volume4
Pagination3575-3585
Date Published06
Type of ArticleArticle
ISBN Number2168-0485
Accession NumberWOS:000377425900072
Keywordsadipic acid, biological catalysis, chemistry, correlation-energy, degrees-c, density, electrocatalysis, electrocatalytic hydrogenation, Electrochemistry, Engineering, Hexenedioic acid, hydrogenation, key products, muconic acid, Polyamides, Renewables, revised pourbaix diagrams, screening model, Technology - Other Topics, thermodynamic properties
Abstract

Electrocatalysis is evolving as a competitive alternative to conventional heterogeneous catalysis for the conversion of platform chemicals from biomass. Here, we demonstrate the electrocatalytic conversion of cis,cis-muconic acid, a fermentation product, to trans,trans-muconic acid, trans-3-hexenedioic acid, and adipic acid used for the production of biobased polyamides and polyesters such as nylon, nylon derivatives, and polyethylene terephthalate (PET). The electrocatalytic hydrogenation in this work considers a wide range of early, late, and post -transition metals (Cu, Fe, Ni, Mo, Pb, Pd, Sn, and Zn) with low and high hydrogen overpotentials, and varying degrees of metal hydrogen binding strengths. The binding strength was determined to be an important factor for the conversion rate, faradaic efficiency, and product distribution. Selectivities are also discussed in relation to thermodynamic data, which suggests the possibility to tune the kinetics of reaction to allow for the variable production of the multiple biobased monomers.

DOI10.1021/acssuschemeng.6b00679
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Alternate JournalACS Sustain. Chem. Eng.