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Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation

5‐Hydroxymethylfurfural (HMF) is a versatile intermediate in biomass conversion pathways. However, the notoriously unstable nature of HMF imposes challenges to design selective routes to chemicals such as furan‐2,5‐dicarboxylic acid (FDCA). Here, a new strategy for obtaining furans is presented, byp...

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Autores principales: van der Klis, Frits, van Haveren, Jacco, van Es, Daan S., Bitter, Johannes H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5413837/
https://www.ncbi.nlm.nih.gov/pubmed/28124823
http://dx.doi.org/10.1002/cssc.201700051
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author van der Klis, Frits
van Haveren, Jacco
van Es, Daan S.
Bitter, Johannes H.
author_facet van der Klis, Frits
van Haveren, Jacco
van Es, Daan S.
Bitter, Johannes H.
author_sort van der Klis, Frits
collection PubMed
description 5‐Hydroxymethylfurfural (HMF) is a versatile intermediate in biomass conversion pathways. However, the notoriously unstable nature of HMF imposes challenges to design selective routes to chemicals such as furan‐2,5‐dicarboxylic acid (FDCA). Here, a new strategy for obtaining furans is presented, bypassing the formation of the unstable HMF. Instead of starting with glucose/fructose and thus forming HMF as an intermediate, the new route starts from uronic acids, which are abundantly present in many agro residues such as sugar beet pulp, potato pulp, and citrus peels. Conversion of uronic acids, via ketoaldonic acids, to the intermediate formylfuroic acid (FFA) esters, and subsequently to FDCA esters, proceeds without formation of levulinic acid or insoluble humins. This new route provides an attractive strategy to valorize agricultural waste streams and a route to furanic building blocks without the co‐production of levulinic acid or humins.
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spelling pubmed-54138372017-05-19 Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation van der Klis, Frits van Haveren, Jacco van Es, Daan S. Bitter, Johannes H. ChemSusChem Full Papers 5‐Hydroxymethylfurfural (HMF) is a versatile intermediate in biomass conversion pathways. However, the notoriously unstable nature of HMF imposes challenges to design selective routes to chemicals such as furan‐2,5‐dicarboxylic acid (FDCA). Here, a new strategy for obtaining furans is presented, bypassing the formation of the unstable HMF. Instead of starting with glucose/fructose and thus forming HMF as an intermediate, the new route starts from uronic acids, which are abundantly present in many agro residues such as sugar beet pulp, potato pulp, and citrus peels. Conversion of uronic acids, via ketoaldonic acids, to the intermediate formylfuroic acid (FFA) esters, and subsequently to FDCA esters, proceeds without formation of levulinic acid or insoluble humins. This new route provides an attractive strategy to valorize agricultural waste streams and a route to furanic building blocks without the co‐production of levulinic acid or humins. John Wiley and Sons Inc. 2017-03-01 2017-04-10 /pmc/articles/PMC5413837/ /pubmed/28124823 http://dx.doi.org/10.1002/cssc.201700051 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Full Papers
van der Klis, Frits
van Haveren, Jacco
van Es, Daan S.
Bitter, Johannes H.
Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title_full Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title_fullStr Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title_full_unstemmed Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title_short Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation
title_sort synthesis of furandicarboxylic acid esters from nonfood feedstocks without concomitant levulinic acid formation
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5413837/
https://www.ncbi.nlm.nih.gov/pubmed/28124823
http://dx.doi.org/10.1002/cssc.201700051
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