Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers

Since 5-(hydroxymethyl)furfural (HMF) has been labelled as the “sleeping giant” of the bio-based platform-chemical realm, numerous investigations have been devoted to the exploitation of this versatile molecule and its endless chemical transformations into novel monomers for producing bio-based polymers. However, beyond 2,5-furandicarboxylic acid (2,5-FDCA), little attention has been devoted to key aspects that deserve being addressed before bringing forward other HMF-derivatives into the bio-based plastic market, i.e., procedures, scaling-up of the syntheses, products’ purification, physical-thermal properties, and above all green metrics (sustainability/greenness of procedures). This critical review focuses on the most investigated derivatives of HMF beyond 2,5-FDCA, assessing their exploitation as monomers for bio-based polymers. HMF-derived compounds have been classified according to their functionalities, i.e., aldehyde-, diol-, polyol-, amine-, acid-, ester-, carbonate-, acrylate-, and epoxy-based monomers. The related synthetic approaches are discussed, evaluating the sustainability of the procedures reported so far, based on green metrics such as the environmental factor (E-factor) and the process mass intensity (PMI). For each family of HMF derivatives, their use as monomers for the synthesis of bio-based polymers has been addressed, taking into consideration the efficiency of the polymerisation reactions, the physical-chemical and thermal properties of the resulting bio-based polymers, as well as their biodegradability if applicable. The overall picture that emerges is that much has been achieved for the synthesis of furan monomers; however, many obstacles still need to be overcome prior to massively introducing these compounds into the bio-based plastic market. Hopefully, the data reported in this review will shed light on the goals achieved so far, and on some critical issues that must still be tackled in the short- or medium-term for a more sustainable and however efficient industrial process.

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Main Authors: Annatelli, Mattia, Sánchez-Velandia, Julián E., Mazzi, Giovanna, Pandeirada, Simão V., Giannakoudakis, Dimitrios, Rautiainen, Sari, Esposito, Antonella, Thiyagarajan, Shanmugam, Richel, Aurore, Triantafyllidis, Konstantinos S., Robert, Tobias, Guigo, Nathanael, Sousa, Andreia F., García-Verdugo, Eduardo, Aricò, Fabio
Format: Article/Letter to editor biblioteca
Language:English
Subjects:Life Science,
Online Access:https://research.wur.nl/en/publications/beyond-25-furandicarboxylic-acid-status-quo-environmental-assessm
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spelling dig-wur-nl-wurpubs-6308552024-12-04 Annatelli, Mattia Sánchez-Velandia, Julián E. Mazzi, Giovanna Pandeirada, Simão V. Giannakoudakis, Dimitrios Rautiainen, Sari Esposito, Antonella Thiyagarajan, Shanmugam Richel, Aurore Triantafyllidis, Konstantinos S. Robert, Tobias Guigo, Nathanael Sousa, Andreia F. García-Verdugo, Eduardo Aricò, Fabio Article/Letter to editor Green Chemistry 26 (2024) 16 ISSN: 1463-9262 Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers 2024 Since 5-(hydroxymethyl)furfural (HMF) has been labelled as the “sleeping giant” of the bio-based platform-chemical realm, numerous investigations have been devoted to the exploitation of this versatile molecule and its endless chemical transformations into novel monomers for producing bio-based polymers. However, beyond 2,5-furandicarboxylic acid (2,5-FDCA), little attention has been devoted to key aspects that deserve being addressed before bringing forward other HMF-derivatives into the bio-based plastic market, i.e., procedures, scaling-up of the syntheses, products’ purification, physical-thermal properties, and above all green metrics (sustainability/greenness of procedures). This critical review focuses on the most investigated derivatives of HMF beyond 2,5-FDCA, assessing their exploitation as monomers for bio-based polymers. HMF-derived compounds have been classified according to their functionalities, i.e., aldehyde-, diol-, polyol-, amine-, acid-, ester-, carbonate-, acrylate-, and epoxy-based monomers. The related synthetic approaches are discussed, evaluating the sustainability of the procedures reported so far, based on green metrics such as the environmental factor (E-factor) and the process mass intensity (PMI). For each family of HMF derivatives, their use as monomers for the synthesis of bio-based polymers has been addressed, taking into consideration the efficiency of the polymerisation reactions, the physical-chemical and thermal properties of the resulting bio-based polymers, as well as their biodegradability if applicable. The overall picture that emerges is that much has been achieved for the synthesis of furan monomers; however, many obstacles still need to be overcome prior to massively introducing these compounds into the bio-based plastic market. Hopefully, the data reported in this review will shed light on the goals achieved so far, and on some critical issues that must still be tackled in the short- or medium-term for a more sustainable and however efficient industrial process. en application/pdf https://research.wur.nl/en/publications/beyond-25-furandicarboxylic-acid-status-quo-environmental-assessm 10.1039/d4gc00784k https://edepot.wur.nl/659772 Life Science https://creativecommons.org/licenses/by-nc/4.0/ https://creativecommons.org/licenses/by-nc/4.0/ Wageningen University & Research
institution WUR NL
collection DSpace
country Países bajos
countrycode NL
component Bibliográfico
access En linea
databasecode dig-wur-nl
tag biblioteca
region Europa del Oeste
libraryname WUR Library Netherlands
language English
topic Life Science
Life Science
spellingShingle Life Science
Life Science
Annatelli, Mattia
Sánchez-Velandia, Julián E.
Mazzi, Giovanna
Pandeirada, Simão V.
Giannakoudakis, Dimitrios
Rautiainen, Sari
Esposito, Antonella
Thiyagarajan, Shanmugam
Richel, Aurore
Triantafyllidis, Konstantinos S.
Robert, Tobias
Guigo, Nathanael
Sousa, Andreia F.
García-Verdugo, Eduardo
Aricò, Fabio
Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
description Since 5-(hydroxymethyl)furfural (HMF) has been labelled as the “sleeping giant” of the bio-based platform-chemical realm, numerous investigations have been devoted to the exploitation of this versatile molecule and its endless chemical transformations into novel monomers for producing bio-based polymers. However, beyond 2,5-furandicarboxylic acid (2,5-FDCA), little attention has been devoted to key aspects that deserve being addressed before bringing forward other HMF-derivatives into the bio-based plastic market, i.e., procedures, scaling-up of the syntheses, products’ purification, physical-thermal properties, and above all green metrics (sustainability/greenness of procedures). This critical review focuses on the most investigated derivatives of HMF beyond 2,5-FDCA, assessing their exploitation as monomers for bio-based polymers. HMF-derived compounds have been classified according to their functionalities, i.e., aldehyde-, diol-, polyol-, amine-, acid-, ester-, carbonate-, acrylate-, and epoxy-based monomers. The related synthetic approaches are discussed, evaluating the sustainability of the procedures reported so far, based on green metrics such as the environmental factor (E-factor) and the process mass intensity (PMI). For each family of HMF derivatives, their use as monomers for the synthesis of bio-based polymers has been addressed, taking into consideration the efficiency of the polymerisation reactions, the physical-chemical and thermal properties of the resulting bio-based polymers, as well as their biodegradability if applicable. The overall picture that emerges is that much has been achieved for the synthesis of furan monomers; however, many obstacles still need to be overcome prior to massively introducing these compounds into the bio-based plastic market. Hopefully, the data reported in this review will shed light on the goals achieved so far, and on some critical issues that must still be tackled in the short- or medium-term for a more sustainable and however efficient industrial process.
format Article/Letter to editor
topic_facet Life Science
author Annatelli, Mattia
Sánchez-Velandia, Julián E.
Mazzi, Giovanna
Pandeirada, Simão V.
Giannakoudakis, Dimitrios
Rautiainen, Sari
Esposito, Antonella
Thiyagarajan, Shanmugam
Richel, Aurore
Triantafyllidis, Konstantinos S.
Robert, Tobias
Guigo, Nathanael
Sousa, Andreia F.
García-Verdugo, Eduardo
Aricò, Fabio
author_facet Annatelli, Mattia
Sánchez-Velandia, Julián E.
Mazzi, Giovanna
Pandeirada, Simão V.
Giannakoudakis, Dimitrios
Rautiainen, Sari
Esposito, Antonella
Thiyagarajan, Shanmugam
Richel, Aurore
Triantafyllidis, Konstantinos S.
Robert, Tobias
Guigo, Nathanael
Sousa, Andreia F.
García-Verdugo, Eduardo
Aricò, Fabio
author_sort Annatelli, Mattia
title Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
title_short Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
title_full Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
title_fullStr Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
title_full_unstemmed Beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
title_sort beyond 2,5-furandicarboxylic acid : status quo, environmental assessment, and blind spots of furanic monomers for bio-based polymers
url https://research.wur.nl/en/publications/beyond-25-furandicarboxylic-acid-status-quo-environmental-assessm
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