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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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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. |
format | Online Article Text |
id | pubmed-6797053 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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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