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Stabilization of alkaline 5-HMF electrolytes via Cannizzaro reaction for the electrochemical oxidation to FDCA

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GREEN CHEMISTRY
卷 25, 期 5, 页码 1797-1802

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d2gc04732b

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The electrochemical oxidation of HMF to FDCA, a monomer for biopolymer production, is a promising route to renewable materials. However, this process is often performed in alkaline media, causing HMF degradation. In this study, it was found that alkaline degradation of HMF produced stable compounds (HMFCA and DHMF) that can be electrooxidized to FDCA.
The electrochemical oxidation of 5-(hydroxymethyl)furfural (HMF) to 2,5-furandicarboxylic acid (FDCA), a monomer for biopolymer production, caught attention as a route to renewable materials. However, this process is mostly performed in alkaline media, which causes HMF to degrade into humins. In this study, we demonstrate that alkaline degradation of HMF yielded 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) and dihydroxymethylfuran (DHMF), which are both stable in alkaline media, and both of which can be electrooxidized to FDCA. Furthermore, the stability of the Cannizzaro products allowed the indirect electrooxidation of HMF to FDCA at unprecedentedly high concentrations of substrate and base, leading to current densities on the order of technical processes (similar to 1 A cm(-2)) and increased space-time-yields.

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