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Chemoenzymatic Synthesis of 5-Hydroxymethylfurfural (HMF) Derived Plasticizers by Coupling HMF Reduction with Enzymatic Esterification

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Chemoenzymatic Synthesis of 5-Hydroxymethylfurfural (HMF) Derived Plasticizers by Coupling HMF Reduction with Enzymatic Esterification

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dc.contributor.author Arias-Carrascal, Karen Sulay es_ES
dc.contributor.author Carceller-Carceller, Jose Miguel es_ES
dc.contributor.author Climent Olmedo, María José es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.contributor.author Iborra Chornet, Sara es_ES
dc.date.accessioned 2021-03-25T04:31:34Z
dc.date.available 2021-03-25T04:31:34Z
dc.date.issued 2020-04-07 es_ES
dc.identifier.issn 1864-5631 es_ES
dc.identifier.uri http://hdl.handle.net/10251/164217
dc.description This is the peer reviewed version of the following article: K. S. Arias, J. M. Carceller, M. J. Climent, A. Corma, S. Iborra, ChemSusChem 2020, 13, 1864, which has been published in final form at https://doi.org/10.1002/cssc.201903123. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. es_ES
dc.description.abstract [EN] Biobased plasticizers, as substitutes for phthalates, have been synthesized from 5-hydroxymethylfurfural (HMF) and carboxylic acids (or esters) through a chemoenzymatic cascade process that involves as its first step the reduction of 5-hydroxymethylfurfural into 2,5-bis(hydroxymethyl)furan (BHMF), followed by the esterification of BHMF with carboxylic acids (or esters) by using a supported lipase (Novozym 435). The reduction of HMF into BHMF is performed by using monodisperse metallic Co nanoparticles with a thin carbon shell (Co@C) with high activity and selectivity. After optimization of reaction conditions (temperature, hydrogen pressure, and solvent), it is possible to achieve 97% conversion of HMF with 99% selectivity to BHMF after 2 h reaction time. The reduction of HMF and esterification of BHMF using carboxylic acids or vinyl esters as acyl donors by lipase are optimized separately in batch and in fixed-bed continuous reactors. The coupling of two flow reactors (for reduction and subsequent esterification) working under optimized reaction conditions affords the diesters of BHMF in roughly 90% yield with no loss of activity during 60 h of operation. es_ES
dc.description.sponsorship The research leading to these results has received funding from the Spanish Ministry of Science, Innovation and Universities through "Severo Ochoa" Excellence Programme (SEV-2016-0683) and the PGC2018-097277-B-100 (MCIU/AEI/FEDER, UE) project. The authors also thank the Microscopy Service of UPV for kind help with measurements. JMC thanks UPV for a predoctoral fellowship. es_ES
dc.language Inglés es_ES
dc.publisher John Wiley & Sons es_ES
dc.relation.ispartof ChemSusChem es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Biocatalysis es_ES
dc.subject Biomass valorization es_ES
dc.subject Cascade synthesis es_ES
dc.subject Cobalt es_ES
dc.subject Lipase es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Chemoenzymatic Synthesis of 5-Hydroxymethylfurfural (HMF) Derived Plasticizers by Coupling HMF Reduction with Enzymatic Esterification es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/cssc.201903123 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2016-0683/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PGC2018-097277-B-I00/ES/MEJORA DEL CONCEPTO DE BIORREFINERIA MEDIANTE IMPLEMENTACION DE NUEVOS PROCESOS CATALITICOS CON CATALIZADORES SOLIDOS DE METALES NO NOBLES PARA LA PRODUCCION DE BIOCOMPUESTOS/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Arias-Carrascal, KS.; Carceller-Carceller, JM.; Climent Olmedo, MJ.; Corma Canós, A.; Iborra Chornet, S. (2020). Chemoenzymatic Synthesis of 5-Hydroxymethylfurfural (HMF) Derived Plasticizers by Coupling HMF Reduction with Enzymatic Esterification. ChemSusChem. 13(7):1864-1875. https://doi.org/10.1002/cssc.201903123 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1002/cssc.201903123 es_ES
dc.description.upvformatpinicio 1864 es_ES
dc.description.upvformatpfin 1875 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 13 es_ES
dc.description.issue 7 es_ES
dc.identifier.pmid 31944622 es_ES
dc.relation.pasarela S\409257 es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES
dc.contributor.funder European Regional Development Fund es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
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