A Catalytic Strategy for Selective Production of 5-Formylfuran-2-carboxylic Acid and Furan-2,5-dicarboxylic Acid

Jan J. Wiesfeld, M. Asakawa, T. Aoshima, A. (Atsushi) Fukuoka, Emiel J.M. Hensen, A. (Atsushi) Fukuoka, Kiyotaka Nakajima (Corresponding author)

Onderzoeksoutput: Bijdrage aan tijdschriftTijdschriftartikelAcademicpeer review

1 Citaat (Scopus)

Samenvatting

A novel catalytic strategy involving protective chemistry is presented for the selective production of 5-formylfuran-2-carboxylic acid (FFCA) and furan-2,5-dicarboxylic acid (FDCA) from concentrated 5-hydroxymethylfurfural (HMF) solutions. By protecting the reactive formyl group of HMF by acetalization with 1,3-propanediol (PDO), degradation and premature oxidation of HMF is suppressed. A hydroxyapatite-supported Au catalyst can selectively oxidize HMF-acetal in a 10 wt % solution to FFCA-acetal in 94 % yield in 2 hours at 373 K under 0.5 MPa of O 2. Deprotection of FFCA-acetal by mineral acids affords FFCA in 98 % yield and recovers nearly all PDO. FFCA in a 20 wt % solution can be oxidized to FDCA in 95 % yield under similar reaction conditions. The presented chemistry contributes to the development of novel manufacturing routes of prospective biobased monomer precursors using protecting agents.

Originele taal-2Engels
TijdschriftChemCatChem
VolumeXX
Nummer van het tijdschriftX
DOI's
StatusGeaccepteerd/In druk - 2022

Vingerafdruk

Duik in de onderzoeksthema's van 'A Catalytic Strategy for Selective Production of 5-Formylfuran-2-carboxylic Acid and Furan-2,5-dicarboxylic Acid'. Samen vormen ze een unieke vingerafdruk.

Citeer dit