4.6 Article

Electrochemical Conversion of Muconic Acid to Biobased Diacid Monomers

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 4, Issue 6, Pages 3575-3585

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.6b00679

Keywords

Electrocatalysis; Electrochemistry; Muconic acid; Hydrogenation; Renewables; Polyamides; Adipic acid; Hexenedioic acid

Funding

  1. National Science Foundation Grant Numbers [EEC-0813570, EPSC-1101284, CBET-1512126]
  2. U.S. Department of Energy Laboratory Royalty Revenue [DE-ACO207CH11358]
  3. Chemical Sciences, Geosciences and Biosciences Division, Office of Basic Energy Sciences, U.S. Department of Energy
  4. Robert Ramsay Chair Fund
  5. STANCE project Technology for a Sustainable Chemical Economy of The University of Alabama [RG14648]
  6. Directorate For Engineering
  7. Div Of Chem, Bioeng, Env, & Transp Sys [1512126] Funding Source: National Science Foundation

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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.

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