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

[Image: see text] 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 t...

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Autores principales: Schade, Oliver R., Dannecker, Patrick-Kurt, Kalz, Kai F., Steinbach, David, Meier, Michael A. R., Grunwaldt, Jan-Dierk
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6797053/
https://www.ncbi.nlm.nih.gov/pubmed/31646244
http://dx.doi.org/10.1021/acsomega.9b02373
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author Schade, Oliver R.
Dannecker, Patrick-Kurt
Kalz, Kai F.
Steinbach, David
Meier, Michael A. R.
Grunwaldt, Jan-Dierk
author_facet Schade, Oliver R.
Dannecker, Patrick-Kurt
Kalz, Kai F.
Steinbach, David
Meier, Michael A. R.
Grunwaldt, Jan-Dierk
author_sort Schade, Oliver R.
collection PubMed
description [Image: see text] 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.
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spelling pubmed-67970532019-10-23 Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization Schade, Oliver R. Dannecker, Patrick-Kurt Kalz, Kai F. Steinbach, David Meier, Michael A. R. Grunwaldt, Jan-Dierk ACS Omega [Image: see text] 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. American Chemical Society 2019-10-01 /pmc/articles/PMC6797053/ /pubmed/31646244 http://dx.doi.org/10.1021/acsomega.9b02373 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Schade, Oliver R.
Dannecker, Patrick-Kurt
Kalz, Kai F.
Steinbach, David
Meier, Michael A. R.
Grunwaldt, Jan-Dierk
Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title_full Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title_fullStr Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title_full_unstemmed Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title_short Direct Catalytic Route to Biomass-Derived 2,5-Furandicarboxylic Acid and Its Use as Monomer in a Multicomponent Polymerization
title_sort direct catalytic route to biomass-derived 2,5-furandicarboxylic acid and its use as monomer in a multicomponent polymerization
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6797053/
https://www.ncbi.nlm.nih.gov/pubmed/31646244
http://dx.doi.org/10.1021/acsomega.9b02373
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