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Critical Factors Affecting the Selective Transformation of 5-Hydroxymethylfurfural to 3-Hydroxymethylcyclopentanone Over Ni Catalysts

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dc.contributor.authorConesa, José M.
dc.contributor.authorCampos Castellanos, Eduardo
dc.contributor.authorGuerrero Ruiz, Antonio R
dc.contributor.authorRodríguez Ramos, Inmaculada
dc.contributor.authorMorales Vargas, Mª Virtudes
dc.contributor.orcidhttps://orcid.org/0000-0003-2834-0296
dc.contributor.orcidhttps://orcid.org/0000-0001-5470-7958
dc.contributor.orcidhttps://orcid.org/0000-0003-4622-6008
dc.date.accessioned2024-11-06T10:13:57Z
dc.date.available2024-11-06T10:13:57Z
dc.date.issued2024-06-11
dc.descriptionThe registered version of this article, first published in “ChemSusChem (2024), e202400559", is available online at the publisher's website: Chemistry Europe, https://doi.org/10.1002/cssc.202400559 La versión registrada de este artículo, publicado por primera vez en “ChemSusChem (2024), e202400559", está disponible en línea en el sitio web del editor: Chemistry Europe, https://doi.org/10.1002/cssc.202400559
dc.description.abstractThe ring-rearrangement of 5-hydroxymethylfurfural (HMF) to 3-hydroxymethylcyclopentanone (HCPN) was investigated over Ni catalysts supported on different carbon supports and metallic oxides with different structure and acid-base properties. Their catalytic performance was tested in a batch stirred reactor in aqueous solution at 180 °C and 30 bar of H2. Under these conditions, the HMF hydrogenation proceeds through three possible competitive routes: (i) a non-water path leading to the total hydrogenation product, 2,5-di-hydroxymethyl-tetrahydrofuran (DHMTHF), and two parallel acid-catalyzed water-mediated routes responsible for (ii) ring-opening and (iii) ring-rearrangement reaction products. All catalyst systems primarily produced HCPN, but reaction rates and product distribution were influenced by several variables, some of them intensely analyzed in this work. The most proper conditions resulted to be the presence of the medium/strong Lewis's acidity of a Ni/ZrO2 catalyst (initial TOF=5.99 min−1 and 73 % HCPN selectivity) or the Brønsted acidity originated by an oxidized high surface area graphite, Ni/HSAG-ox (initial TOF=5.92 min−1 and 87 % HCPN selectivity). However, too high density of acidic sites on the catalyst support (Ni/Al2O3) and sulfur impurities from the HMF feedstock led to catalyst deactivation by coke deposition and Ni poisoning, respectively.en
dc.description.versionversión publicada
dc.identifier.citationM.V. Morales*, J.M. Conesa, E. Campos-Castellanos, A. Guerrero-Ruiz, I. Rodríguez-Ramos*. Critical factors affecting the selective transformation of 5-hydroxymethylfurfural to 3-hydroxymethylcyclopentanone over Ni catalysts. ChemSusChem (2024), e202400559. DOI: 10.1002/cssc.202400559
dc.identifier.doihttps://doi.org/10.1002/cssc.202400559
dc.identifier.issn1864-564X, 1864-5631
dc.identifier.urihttps://hdl.handle.net/20.500.14468/24259
dc.journal.issuee202400559
dc.journal.titleChemSusChem
dc.language.isoen
dc.publisherChemistry Europe
dc.relation.centerFacultad de Ciencias
dc.relation.departmentQuímica Inorgánica y Química Técnica
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/deed.es
dc.subject2303 Química inorgánica
dc.titleCritical Factors Affecting the Selective Transformation of 5-Hydroxymethylfurfural to 3-Hydroxymethylcyclopentanone Over Ni Catalystsen
dc.typeartículoes
dc.typejournal articleen
dspace.entity.typePublication
person.familyNameCampos Castellanos
person.familyNameGuerrero Ruiz
person.familyNameMorales Vargas
person.givenNameEduardo
person.givenNameAntonio R
person.givenNameMª Virtudes
person.identifier.orcid0000-0003-1848-5985
relation.isAuthorOfPublication4bac4f9b-3f25-4779-ae7e-3c35605c694e
relation.isAuthorOfPublicationcc207db8-3a2f-44eb-9e3f-01005f87485a
relation.isAuthorOfPublication4e55f630-9a9b-4256-ab7d-37144eaec7f7
relation.isAuthorOfPublication.latestForDiscovery4bac4f9b-3f25-4779-ae7e-3c35605c694e
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