Litcius/Paper detail

Electrifying Adipic Acid Production: Copper‐Promoted Oxidation and C−C Cleavage of Cyclohexanol

Ran Wang, Yikun Kang, Jianxiang Wu, Tao Jiang, Yongjie Wang, Limin Gu, Yefei Li, Xuejing Yang, Zhi‐Pan Liu, Ming Gong

2022Angewandte Chemie International Edition52 citationsDOI

Abstract

Abstract Adipic acid is a central platform molecule for the polymer industry. Production of adipic acid with electroreforming technology is more sustainable compared to the thermochemical synthesis route. We discovered that incorporation of Cu 2+ into a Ni hydroxide lattice significantly improved the electrocatalytic oxidation of cyclohexanol into adipate with a high yield (84 %) and selectivity (87 %). This Cu promotion effect serves as a mechanistic probe that can be combined with product analysis, steady‐state kinetics, and in situ spectroscopy. A two‐electron oxidation into cyclohexanone first occurs, followed by consecutive hydroxylation and C−C cleavage before dione formation. The central role of Cu 2+ is to weaken the interaction between the NiOOH and surface‐adsorbed O‐centered radical that facilitates subsequent C−C cleavage. This enables a highly efficient two‐electrode system capable of electroreforming KA oil into adipate and pure H 2 .

Topics & Concepts

CyclohexanolAdipic acidAdipateChemistryCyclohexanoneSelectivityHydroxylationCopperBond cleavageCleavage (geology)Inorganic chemistryPhotochemistryOrganic chemistryPolymer chemistryCatalysisMaterials scienceEnzymeComposite materialFracture (geology)Electrocatalysts for Energy ConversionCO2 Reduction Techniques and CatalystsElectrochemical Analysis and Applications