Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone

Autores
Mazarío, Jaime; Parreño Romero, Miriam; Concepción, Patricia; Chávez Sifontes, Marvin; Spanevello, Rolando Angel; Comba, María Betina; Suarez, Alejandra Graciela; Domine, Marcelo Eduardo
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Levoglucosenone, directly produced from cellulose-containing residual biomass via pyrolysis treatments, is believed to be a promising bio-renewable platform for both fine and commodity chemicals. In this work, the possibilities given by tuneable catalysts based on Pd and Pt supported on metallic oxides to produce the desired product in the one-pot hydrogenation of levoglucosenone are evaluated. Particularly, the excellent catalytic performance of Pd/ZrO2 and Pt/ZrO2 type materials for the synthesis of dihydrolevoglucosenone (or Cyrene) and levoglucosanol, respectively, during the mild hydrogenation of levoglucosenone is demonstrated. In the Cyrene synthesis, the Pd/t-ZrO2 material showed the best catalytic activity compared to other Pd-supported on metallic oxides. This catalyst achieved nearly 95% yields of Cyrene by working under mild reaction conditions, with very low catalyst loadings (≈3 wt%) and using water as the solvent. On the other hand, the one-pot hydrogenation of levoglucosenone to levoglucosanol is reported for the first time with a Pt-based heterogeneous catalyst (Pt/ZrO2-mix, yield ≈90%), by working at low temperatures and mild H2 pressures with water as the solvent. Comparison of the results attained with other Pt-supported metallic oxides let us to conclude that the metal crystal facets (specifically the 100 facet) play an important role in the hydrogenation process to give levoglucosanol selectively. In addition, the stability and re-usability of both catalysts under operational conditions are also evaluated. Finally, catalytic tests including the use of crude bio-liquids obtained from cellulose-rich biomass pyrolysis and containing ≈66 wt% of levoglucosenone are also assayed, thus demonstrating the possibility of scaling-up the process over these metals supported on zirconia catalysts.
Fil: Mazarío, Jaime. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; España. Universidad Politécnica de Valencia; España
Fil: Parreño Romero, Miriam. Universidad Politécnica de Valencia; España. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; España
Fil: Concepción, Patricia. Universidad Politécnica de Valencia; España
Fil: Chávez Sifontes, Marvin. Universidad Politécnica de Valencia; España
Fil: Spanevello, Rolando Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Comba, María Betina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Suarez, Alejandra Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Domine, Marcelo Eduardo. Universidad Politécnica de Valencia; España
Materia
LEVOGLUCOSENONE
CATALYSIS
SUPPORTED METALLIC OXIDES
HYDROGENATION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/108039
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenoneMazarío, JaimeParreño Romero, MiriamConcepción, PatriciaChávez Sifontes, MarvinSpanevello, Rolando AngelComba, María BetinaSuarez, Alejandra GracielaDomine, Marcelo EduardoLEVOGLUCOSENONECATALYSISSUPPORTED METALLIC OXIDESHYDROGENATIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Levoglucosenone, directly produced from cellulose-containing residual biomass via pyrolysis treatments, is believed to be a promising bio-renewable platform for both fine and commodity chemicals. In this work, the possibilities given by tuneable catalysts based on Pd and Pt supported on metallic oxides to produce the desired product in the one-pot hydrogenation of levoglucosenone are evaluated. Particularly, the excellent catalytic performance of Pd/ZrO2 and Pt/ZrO2 type materials for the synthesis of dihydrolevoglucosenone (or Cyrene) and levoglucosanol, respectively, during the mild hydrogenation of levoglucosenone is demonstrated. In the Cyrene synthesis, the Pd/t-ZrO2 material showed the best catalytic activity compared to other Pd-supported on metallic oxides. This catalyst achieved nearly 95% yields of Cyrene by working under mild reaction conditions, with very low catalyst loadings (≈3 wt%) and using water as the solvent. On the other hand, the one-pot hydrogenation of levoglucosenone to levoglucosanol is reported for the first time with a Pt-based heterogeneous catalyst (Pt/ZrO2-mix, yield ≈90%), by working at low temperatures and mild H2 pressures with water as the solvent. Comparison of the results attained with other Pt-supported metallic oxides let us to conclude that the metal crystal facets (specifically the 100 facet) play an important role in the hydrogenation process to give levoglucosanol selectively. In addition, the stability and re-usability of both catalysts under operational conditions are also evaluated. Finally, catalytic tests including the use of crude bio-liquids obtained from cellulose-rich biomass pyrolysis and containing ≈66 wt% of levoglucosenone are also assayed, thus demonstrating the possibility of scaling-up the process over these metals supported on zirconia catalysts.Fil: Mazarío, Jaime. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; España. Universidad Politécnica de Valencia; EspañaFil: Parreño Romero, Miriam. Universidad Politécnica de Valencia; España. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; EspañaFil: Concepción, Patricia. Universidad Politécnica de Valencia; EspañaFil: Chávez Sifontes, Marvin. Universidad Politécnica de Valencia; EspañaFil: Spanevello, Rolando Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Comba, María Betina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Suarez, Alejandra Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Domine, Marcelo Eduardo. Universidad Politécnica de Valencia; EspañaRoyal Society of Chemistry2019-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/108039Mazarío, Jaime; Parreño Romero, Miriam; Concepción, Patricia; Chávez Sifontes, Marvin; Spanevello, Rolando Angel; et al.; Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone; Royal Society of Chemistry; Green Chemistry (print); 21; 17; 7-2019; 4769-47851463-9262CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2019/gc/c9gc01857c#!divAbstractinfo:eu-repo/semantics/altIdentifier/doi/10.1039/C9GC01857Cinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:57:07Zoai:ri.conicet.gov.ar:11336/108039instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 09:57:07.316CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
title Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
spellingShingle Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
Mazarío, Jaime
LEVOGLUCOSENONE
CATALYSIS
SUPPORTED METALLIC OXIDES
HYDROGENATION
title_short Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
title_full Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
title_fullStr Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
title_full_unstemmed Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
title_sort Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone
dc.creator.none.fl_str_mv Mazarío, Jaime
Parreño Romero, Miriam
Concepción, Patricia
Chávez Sifontes, Marvin
Spanevello, Rolando Angel
Comba, María Betina
Suarez, Alejandra Graciela
Domine, Marcelo Eduardo
author Mazarío, Jaime
author_facet Mazarío, Jaime
Parreño Romero, Miriam
Concepción, Patricia
Chávez Sifontes, Marvin
Spanevello, Rolando Angel
Comba, María Betina
Suarez, Alejandra Graciela
Domine, Marcelo Eduardo
author_role author
author2 Parreño Romero, Miriam
Concepción, Patricia
Chávez Sifontes, Marvin
Spanevello, Rolando Angel
Comba, María Betina
Suarez, Alejandra Graciela
Domine, Marcelo Eduardo
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv LEVOGLUCOSENONE
CATALYSIS
SUPPORTED METALLIC OXIDES
HYDROGENATION
topic LEVOGLUCOSENONE
CATALYSIS
SUPPORTED METALLIC OXIDES
HYDROGENATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Levoglucosenone, directly produced from cellulose-containing residual biomass via pyrolysis treatments, is believed to be a promising bio-renewable platform for both fine and commodity chemicals. In this work, the possibilities given by tuneable catalysts based on Pd and Pt supported on metallic oxides to produce the desired product in the one-pot hydrogenation of levoglucosenone are evaluated. Particularly, the excellent catalytic performance of Pd/ZrO2 and Pt/ZrO2 type materials for the synthesis of dihydrolevoglucosenone (or Cyrene) and levoglucosanol, respectively, during the mild hydrogenation of levoglucosenone is demonstrated. In the Cyrene synthesis, the Pd/t-ZrO2 material showed the best catalytic activity compared to other Pd-supported on metallic oxides. This catalyst achieved nearly 95% yields of Cyrene by working under mild reaction conditions, with very low catalyst loadings (≈3 wt%) and using water as the solvent. On the other hand, the one-pot hydrogenation of levoglucosenone to levoglucosanol is reported for the first time with a Pt-based heterogeneous catalyst (Pt/ZrO2-mix, yield ≈90%), by working at low temperatures and mild H2 pressures with water as the solvent. Comparison of the results attained with other Pt-supported metallic oxides let us to conclude that the metal crystal facets (specifically the 100 facet) play an important role in the hydrogenation process to give levoglucosanol selectively. In addition, the stability and re-usability of both catalysts under operational conditions are also evaluated. Finally, catalytic tests including the use of crude bio-liquids obtained from cellulose-rich biomass pyrolysis and containing ≈66 wt% of levoglucosenone are also assayed, thus demonstrating the possibility of scaling-up the process over these metals supported on zirconia catalysts.
Fil: Mazarío, Jaime. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; España. Universidad Politécnica de Valencia; España
Fil: Parreño Romero, Miriam. Universidad Politécnica de Valencia; España. Consejo Superior de Investigaciones Científicas. Instituto de Tecnología Química; España
Fil: Concepción, Patricia. Universidad Politécnica de Valencia; España
Fil: Chávez Sifontes, Marvin. Universidad Politécnica de Valencia; España
Fil: Spanevello, Rolando Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Comba, María Betina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Suarez, Alejandra Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Domine, Marcelo Eduardo. Universidad Politécnica de Valencia; España
description Levoglucosenone, directly produced from cellulose-containing residual biomass via pyrolysis treatments, is believed to be a promising bio-renewable platform for both fine and commodity chemicals. In this work, the possibilities given by tuneable catalysts based on Pd and Pt supported on metallic oxides to produce the desired product in the one-pot hydrogenation of levoglucosenone are evaluated. Particularly, the excellent catalytic performance of Pd/ZrO2 and Pt/ZrO2 type materials for the synthesis of dihydrolevoglucosenone (or Cyrene) and levoglucosanol, respectively, during the mild hydrogenation of levoglucosenone is demonstrated. In the Cyrene synthesis, the Pd/t-ZrO2 material showed the best catalytic activity compared to other Pd-supported on metallic oxides. This catalyst achieved nearly 95% yields of Cyrene by working under mild reaction conditions, with very low catalyst loadings (≈3 wt%) and using water as the solvent. On the other hand, the one-pot hydrogenation of levoglucosenone to levoglucosanol is reported for the first time with a Pt-based heterogeneous catalyst (Pt/ZrO2-mix, yield ≈90%), by working at low temperatures and mild H2 pressures with water as the solvent. Comparison of the results attained with other Pt-supported metallic oxides let us to conclude that the metal crystal facets (specifically the 100 facet) play an important role in the hydrogenation process to give levoglucosanol selectively. In addition, the stability and re-usability of both catalysts under operational conditions are also evaluated. Finally, catalytic tests including the use of crude bio-liquids obtained from cellulose-rich biomass pyrolysis and containing ≈66 wt% of levoglucosenone are also assayed, thus demonstrating the possibility of scaling-up the process over these metals supported on zirconia catalysts.
publishDate 2019
dc.date.none.fl_str_mv 2019-07
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/108039
Mazarío, Jaime; Parreño Romero, Miriam; Concepción, Patricia; Chávez Sifontes, Marvin; Spanevello, Rolando Angel; et al.; Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone; Royal Society of Chemistry; Green Chemistry (print); 21; 17; 7-2019; 4769-4785
1463-9262
CONICET Digital
CONICET
url http://hdl.handle.net/11336/108039
identifier_str_mv Mazarío, Jaime; Parreño Romero, Miriam; Concepción, Patricia; Chávez Sifontes, Marvin; Spanevello, Rolando Angel; et al.; Tuning zirconia-supported metal catalysts for selective one-step hydrogenation of levoglucosenone; Royal Society of Chemistry; Green Chemistry (print); 21; 17; 7-2019; 4769-4785
1463-9262
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2019/gc/c9gc01857c#!divAbstract
info:eu-repo/semantics/altIdentifier/doi/10.1039/C9GC01857C
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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