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Hybrid Conversion of 5 ‐Hydroxymethylfurfural to 5 ‐Aminomethyl‐ 2 ‐furancarboxylic acid: Toward New Bio‐sourced Polymers
Author(s) -
Lancien Antoine,
Wojcieszak Robert,
Cuvelier Eric,
Duban Matthieu,
Dhulster Pascal,
Paul Sébastien,
Dumeignil Franck,
Froidevaux Renato,
Heuson Egon
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202001446
Subject(s) - 5 hydroxymethylfurfural , yield (engineering) , chemistry , catalysis , organic chemistry , amine gas treating , polymer , aldehyde , transaminase , combinatorial chemistry , materials science , metallurgy , enzyme
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‐ 2 ‐furancarboxylic 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 one‐pot/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.