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Hybrid Conversion of 5 ‐Hydroxymethylfurfural to 5‐Aminomethyl‐2‐furancarboxylic acid: Toward New Bio‐sourced Polymers

Abstract : Hybrid catalysis, which combines chemo-and biocatalytic benefits, is an efficient way to address green chemistry principles. 5-Hydroxymethylfurfural (HMF) is a versatile building block in numerous industrial applications. To date, few studies have described the production of its amine derivatives and their polymers. Finding a good methodology to directly transform HMF to 5-aminomethyl-2furancarboxylic acid (AMFC) therefore represents an important challenge. After selecting the best oxidation catalyst for HMF conversion to 5-aldehyde-2-furancarboxylic acid and immobilizing a transaminase onto a solid carrier, we implemented the first onepot/two-steps hybrid catalytic process to produce AMFC (77 % yield); this is the most efficient AMFC catalytic production method from HMF reported to date. This process also produced 2,5-furandicarboxylic acid (21 % yield) as a major secondary product that can be applied to polymer syntheses such as polyethylene furanoate. Herein, we report a novel way to access new biosourced polymers based on HMF oxidized and aminated derivatives.
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https://hal.univ-lille.fr/hal-03092541
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Soumis le : lundi 4 janvier 2021 - 10:41:43
Dernière modification le : mardi 19 janvier 2021 - 03:23:29

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Antoine Lancien, Robert Wojcieszak, Eric Cuvelier, Matthieu Duban, Pascal Dhulster, et al.. Hybrid Conversion of 5 ‐Hydroxymethylfurfural to 5‐Aminomethyl‐2‐furancarboxylic acid: Toward New Bio‐sourced Polymers. ChemCatChem, Wiley, In press, ⟨10.1002/cctc.202001923⟩. ⟨hal-03092541⟩

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