Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions

Bibliographic Details
Main Author: Morais, Eduarda S.
Publication Date: 2022
Other Authors: Freire, Mara G., Freire, Carmen S. R., Silvestre, Armando J. D.
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10773/35939
Summary: Hydroxymethylfurfural (5-HMF) is a key platform chemical, essential for the production of other chemicals, as well as fuels. Despite its importance, the production methods applied so far still lack in sustainability. In this work, acidic deep eutectic solvents (DES), acting both as solvent and catalyst, were studied for the conversion of fructose into 5-HMF using microwave-assisted reactions. These solvents were screened and optimized by varying the hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA). The bio-based solvent γ-valerolactone (GVL) was also applied as additive, leading to a boost in 5-HMF yield. Then, a response surface methodology was applied to further optimize operating conditions, such as reaction time, temperature and wt.% of added GVL. The highest 5-HMF yield attained, after optimization, was 82.4% at 130 °C, in 4 min of reaction time and with the addition of 10 wt.% of GVL. Moreover, a process for 5-HMF recovery and DES reuse was developed through the use of the bio-based solvent 2-methyltetrahydrofuran (2-Me-THF), allowing at least three cycles of 5-HMF production with minimal yield losses, while maintaining the purity of the isolated 5-HMF and the efficacy of the reaction media.
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spelling Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions5-hydroxymethylfurfuralDeep eutectic solventsCatalystFructoseHydroxymethylfurfural (5-HMF) is a key platform chemical, essential for the production of other chemicals, as well as fuels. Despite its importance, the production methods applied so far still lack in sustainability. In this work, acidic deep eutectic solvents (DES), acting both as solvent and catalyst, were studied for the conversion of fructose into 5-HMF using microwave-assisted reactions. These solvents were screened and optimized by varying the hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA). The bio-based solvent γ-valerolactone (GVL) was also applied as additive, leading to a boost in 5-HMF yield. Then, a response surface methodology was applied to further optimize operating conditions, such as reaction time, temperature and wt.% of added GVL. The highest 5-HMF yield attained, after optimization, was 82.4% at 130 °C, in 4 min of reaction time and with the addition of 10 wt.% of GVL. Moreover, a process for 5-HMF recovery and DES reuse was developed through the use of the bio-based solvent 2-methyltetrahydrofuran (2-Me-THF), allowing at least three cycles of 5-HMF production with minimal yield losses, while maintaining the purity of the isolated 5-HMF and the efficacy of the reaction media.MDPI2023-01-20T18:23:32Z2022-02-10T00:00:00Z2022-02-10info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/35939eng1661-659610.3390/ijms23041959Morais, Eduarda S.Freire, Mara G.Freire, Carmen S. R.Silvestre, Armando J. D.info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2024-05-06T04:41:50Zoai:ria.ua.pt:10773/35939Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T14:17:03.847640Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
title Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
spellingShingle Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
Morais, Eduarda S.
5-hydroxymethylfurfural
Deep eutectic solvents
Catalyst
Fructose
title_short Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
title_full Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
title_fullStr Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
title_full_unstemmed Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
title_sort Improved production of 5-hydroxymethylfurfural in acidic deep eutectic solvents using microwave-assisted reactions
author Morais, Eduarda S.
author_facet Morais, Eduarda S.
Freire, Mara G.
Freire, Carmen S. R.
Silvestre, Armando J. D.
author_role author
author2 Freire, Mara G.
Freire, Carmen S. R.
Silvestre, Armando J. D.
author2_role author
author
author
dc.contributor.author.fl_str_mv Morais, Eduarda S.
Freire, Mara G.
Freire, Carmen S. R.
Silvestre, Armando J. D.
dc.subject.por.fl_str_mv 5-hydroxymethylfurfural
Deep eutectic solvents
Catalyst
Fructose
topic 5-hydroxymethylfurfural
Deep eutectic solvents
Catalyst
Fructose
description Hydroxymethylfurfural (5-HMF) is a key platform chemical, essential for the production of other chemicals, as well as fuels. Despite its importance, the production methods applied so far still lack in sustainability. In this work, acidic deep eutectic solvents (DES), acting both as solvent and catalyst, were studied for the conversion of fructose into 5-HMF using microwave-assisted reactions. These solvents were screened and optimized by varying the hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA). The bio-based solvent γ-valerolactone (GVL) was also applied as additive, leading to a boost in 5-HMF yield. Then, a response surface methodology was applied to further optimize operating conditions, such as reaction time, temperature and wt.% of added GVL. The highest 5-HMF yield attained, after optimization, was 82.4% at 130 °C, in 4 min of reaction time and with the addition of 10 wt.% of GVL. Moreover, a process for 5-HMF recovery and DES reuse was developed through the use of the bio-based solvent 2-methyltetrahydrofuran (2-Me-THF), allowing at least three cycles of 5-HMF production with minimal yield losses, while maintaining the purity of the isolated 5-HMF and the efficacy of the reaction media.
publishDate 2022
dc.date.none.fl_str_mv 2022-02-10T00:00:00Z
2022-02-10
2023-01-20T18:23:32Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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url http://hdl.handle.net/10773/35939
dc.language.iso.fl_str_mv eng
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10.3390/ijms23041959
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