934-65-6Relevant academic research and scientific papers
Hybrid Conversion of 5-Hydroxymethylfurfural to 5-Aminomethyl-2-furancarboxylic acid: Toward New Bio-sourced Polymers
Lancien, Antoine,Wojcieszak, Robert,Cuvelier, Eric,Duban, Matthieu,Dhulster, Pascal,Paul, Sébastien,Dumeignil, Franck,Froidevaux, Renato,Heuson, Egon
, p. 247 - 259 (2020/11/30)
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.
Furfurylamines from biomass: Transaminase catalysed upgrading of furfurals
Dunbabin, Alice,Subrizi, Fabiana,Ward, John M.,Sheppard, Tom D.,Hailes, Helen C.
, p. 397 - 404 (2017/01/29)
Furfural is recognised as an attractive platform molecule for the production of solvents, plastics, resins and fuel additives. Furfurylamines have many applications as monomers in biopolymer synthesis and for the preparation of pharmacologically active compounds, although preparation via traditional synthetic routes is not straightforward due to by-product formation and sensitivity of the furan ring to reductive conditions. In this work transaminases (TAms) have been investigated as a mild sustainable method for the amination of furfural and derivatives to access furfurylamines. Preliminary screening with a recently reported colorimetric assay highlighted that a range of furfurals were readily accepted by several transaminases and the use of different amine donors was then investigated. Multistep synthetic routes were required to synthesise furfurylamine derivatives for use as analytical standards, highlighting the benefits of using a one step biocatalytic route. To demonstrate the potential of using TAms for the production of furfurals, the amination of selected compounds was then investigated on a preparative scale.
METHODS OF PRODUCING COMPOUNDS FROM 5-(HALOMETHYL)FURFURAL
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Paragraph 0180, (2016/10/09)
Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.
METHODS OF PRODUCING COMPOUNDS FROM 5-(HALOMETHYL)FURFURAL
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Paragraph 0179; 0180, (2016/04/26)
Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5- (halomethyl)furfural.
