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Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization

Schade, Oliver R. 1,2; Dannecker, Patrick-Kurt 3; Kalz, Kai F. 1,2; Steinbach, David 1; Meier, Michael A. R. 4; Grunwaldt, Jan-Dierk ORCID iD icon 1,2
1 Institut für Katalyseforschung und -technologie (IKFT), Karlsruher Institut für Technologie (KIT)
2 Institut für Technische Chemie und Polymerchemie (ITCP), Karlsruher Institut für Technologie (KIT)
3 Karlsruher Institut für Technologie (KIT)
4 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)


Efficient synthesis of valuable platform chemicals from renewable feedstock is a challenging, yet essential strategy for developing technologies that are both economical and sustainable. In the present study, we investigated the synthesis of 2,5-furandicarboxylic acid (FDCA) in a two-step catalytic process starting from sucrose as largely available biomass feedstock. In the first step, 5-(hydroxymethyl)furfural (HMF) was synthesized by hydrolysis and dehydration of sucrose using sulfuric acid in a continuous reactor in 34% yield. In a second step, the resulting reaction solution was directly oxidized to FDCA without further purification over a Au/ZrO$_{2}$ catalyst with 84% yield (87% selectivity, batch process), corresponding to 29% overall yield with respect to sucrose. This two-step process could afford the production of pure FDCA after the respective extraction/crystallization despite the impure intermediate HMF solution. To demonstrate the direct application of the biomass-derived FDCA as monomer, the isolated product was used for Ugi-multicomponent polymerizations, establishing a new application possibility for FDCA. In the future, this efficient two-step process strategy toward FDCA should be extended to further renewable feedstock.

Verlagsausgabe §
DOI: 10.5445/IR/1000118544
Veröffentlicht am 21.04.2020
DOI: 10.1021/acsomega.9bo2373
Zitationen: 25
Web of Science
Zitationen: 21
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Katalyseforschung und -technologie (IKFT)
Institut für Organische Chemie (IOC)
Institut für Technische Chemie und Polymerchemie (ITCP)
Publikationstyp Zeitschriftenaufsatz
Publikationsjahr 2019
Sprache Englisch
Identifikator ISSN: 2470-1343
KITopen-ID: 1000118544
Erschienen in ACS omega
Verlag American Chemical Society (ACS)
Band 4
Heft 16
Seiten 16972-16979
Vorab online veröffentlicht am 01.10.2019
Nachgewiesen in Scopus
Web of Science
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