Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts

Autores
Marchi, Alberto Julio; Gordo, Diego A.; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo
Año de publicación
2003
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The liquid phase hydrogenation of cinnamaldehyde was studied at 393 K and 10 bar on Cu-based catalysts containing about 12 wt.% of copper. Cu/SiO 2 was prepared by incipient wetness impregnation while Cu-Al, Cu-Zn-Al, and Cu-Ni(Co)-Zn-Al catalysts were obtained by coprecipitation at constant pH. Cinnamaldehyde was initially hydrogenated to cinnamyl alcohol and hydrocinnamaldehyde, and these products consecutively yielded hydrocinnamyl alcohol. Hydrogenation kinetic constants were determined by modeling catalytic data and using a pseudohomogeneous kinetic network. The reaction occurred via two different pathways depending on the composition and surface properties of the catalyst. On Cu/SiO2 and binary Cu-Al samples, cinnamaldehyde hydrogenation proceeded via a monofunctional pathway on metallic copper that produced predominantly hydrocinnamaldehyde. Ternary Cu-Zn-Al and quaternary Cu-Ni(Co)-Zn catalysts were about one order of magnitude more active than Cu/SiO2 for cinnamaldehyde conversion and produced predominantly cinnamyl alcohol. The general composition formula of reduced Cu-Zn-Al and Cu-Ni(Co)-Zn-Al catalysts was Cu0.50·[MO] 0.5·ZnAl2O4, where M is Zn, Co, or Ni. These catalysts contained the Cu0 particles highly dispersed in a super-stoichiometric zinc aluminate spinel and in close interaction with M 2+ cations. The presence of M2+ cations provided a new reaction pathway for adsorbing and hydrogenating cinnamaldehyde in addition to the metal copper active sites. Cinnamaldehyde interacts linearly via the CO group with M2+ sites and is selectively hydrogenated to unsaturated alcohol by atomic hydrogen activated in neighboring Cu0 sites. Formation of surface Cu0-M2+ sites was, therefore, crucial to efficiently catalyze the cinnamyl alcohol formation from cinnamaldehyde via a dual-site reaction pathway.
Fil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Gordo, Diego A.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Materia
Aldehydes (Α,Β-Unsaturated)
Cinnamaldehyde Hydrogenation
Copper-Based Catalysts
Selective Hydrogenation
Spinel-Like Catalysts
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/55374
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/55374
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalystsMarchi, Alberto JulioGordo, Diego A.Trasarti, Andres FernandoApesteguia, Carlos RodolfoAldehydes (Α,Β-Unsaturated)Cinnamaldehyde HydrogenationCopper-Based CatalystsSelective HydrogenationSpinel-Like Catalystshttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2The liquid phase hydrogenation of cinnamaldehyde was studied at 393 K and 10 bar on Cu-based catalysts containing about 12 wt.% of copper. Cu/SiO 2 was prepared by incipient wetness impregnation while Cu-Al, Cu-Zn-Al, and Cu-Ni(Co)-Zn-Al catalysts were obtained by coprecipitation at constant pH. Cinnamaldehyde was initially hydrogenated to cinnamyl alcohol and hydrocinnamaldehyde, and these products consecutively yielded hydrocinnamyl alcohol. Hydrogenation kinetic constants were determined by modeling catalytic data and using a pseudohomogeneous kinetic network. The reaction occurred via two different pathways depending on the composition and surface properties of the catalyst. On Cu/SiO2 and binary Cu-Al samples, cinnamaldehyde hydrogenation proceeded via a monofunctional pathway on metallic copper that produced predominantly hydrocinnamaldehyde. Ternary Cu-Zn-Al and quaternary Cu-Ni(Co)-Zn catalysts were about one order of magnitude more active than Cu/SiO2 for cinnamaldehyde conversion and produced predominantly cinnamyl alcohol. The general composition formula of reduced Cu-Zn-Al and Cu-Ni(Co)-Zn-Al catalysts was Cu0.50·[MO] 0.5·ZnAl2O4, where M is Zn, Co, or Ni. These catalysts contained the Cu0 particles highly dispersed in a super-stoichiometric zinc aluminate spinel and in close interaction with M 2+ cations. The presence of M2+ cations provided a new reaction pathway for adsorbing and hydrogenating cinnamaldehyde in addition to the metal copper active sites. Cinnamaldehyde interacts linearly via the CO group with M2+ sites and is selectively hydrogenated to unsaturated alcohol by atomic hydrogen activated in neighboring Cu0 sites. Formation of surface Cu0-M2+ sites was, therefore, crucial to efficiently catalyze the cinnamyl alcohol formation from cinnamaldehyde via a dual-site reaction pathway.Fil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Gordo, Diego A.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaElsevier Science2003-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/55374Marchi, Alberto Julio; Gordo, Diego A.; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts; Elsevier Science; Applied Catalysis A: General; 249; 1; 8-2003; 53-670926-860XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/S0926-860X(03)00199-6info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0926860X03001996info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:03:08Zoai:ri.conicet.gov.ar:11336/55374instacron: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:34982025-09-03 10:03:08.7CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
title Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
spellingShingle Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
Marchi, Alberto Julio
Aldehydes (Α,Β-Unsaturated)
Cinnamaldehyde Hydrogenation
Copper-Based Catalysts
Selective Hydrogenation
Spinel-Like Catalysts
title_short Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
title_full Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
title_fullStr Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
title_full_unstemmed Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
title_sort Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts
dc.creator.none.fl_str_mv Marchi, Alberto Julio
Gordo, Diego A.
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author Marchi, Alberto Julio
author_facet Marchi, Alberto Julio
Gordo, Diego A.
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author_role author
author2 Gordo, Diego A.
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author2_role author
author
author
dc.subject.none.fl_str_mv Aldehydes (Α,Β-Unsaturated)
Cinnamaldehyde Hydrogenation
Copper-Based Catalysts
Selective Hydrogenation
Spinel-Like Catalysts
topic Aldehydes (Α,Β-Unsaturated)
Cinnamaldehyde Hydrogenation
Copper-Based Catalysts
Selective Hydrogenation
Spinel-Like Catalysts
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv The liquid phase hydrogenation of cinnamaldehyde was studied at 393 K and 10 bar on Cu-based catalysts containing about 12 wt.% of copper. Cu/SiO 2 was prepared by incipient wetness impregnation while Cu-Al, Cu-Zn-Al, and Cu-Ni(Co)-Zn-Al catalysts were obtained by coprecipitation at constant pH. Cinnamaldehyde was initially hydrogenated to cinnamyl alcohol and hydrocinnamaldehyde, and these products consecutively yielded hydrocinnamyl alcohol. Hydrogenation kinetic constants were determined by modeling catalytic data and using a pseudohomogeneous kinetic network. The reaction occurred via two different pathways depending on the composition and surface properties of the catalyst. On Cu/SiO2 and binary Cu-Al samples, cinnamaldehyde hydrogenation proceeded via a monofunctional pathway on metallic copper that produced predominantly hydrocinnamaldehyde. Ternary Cu-Zn-Al and quaternary Cu-Ni(Co)-Zn catalysts were about one order of magnitude more active than Cu/SiO2 for cinnamaldehyde conversion and produced predominantly cinnamyl alcohol. The general composition formula of reduced Cu-Zn-Al and Cu-Ni(Co)-Zn-Al catalysts was Cu0.50·[MO] 0.5·ZnAl2O4, where M is Zn, Co, or Ni. These catalysts contained the Cu0 particles highly dispersed in a super-stoichiometric zinc aluminate spinel and in close interaction with M 2+ cations. The presence of M2+ cations provided a new reaction pathway for adsorbing and hydrogenating cinnamaldehyde in addition to the metal copper active sites. Cinnamaldehyde interacts linearly via the CO group with M2+ sites and is selectively hydrogenated to unsaturated alcohol by atomic hydrogen activated in neighboring Cu0 sites. Formation of surface Cu0-M2+ sites was, therefore, crucial to efficiently catalyze the cinnamyl alcohol formation from cinnamaldehyde via a dual-site reaction pathway.
Fil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Gordo, Diego A.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
description The liquid phase hydrogenation of cinnamaldehyde was studied at 393 K and 10 bar on Cu-based catalysts containing about 12 wt.% of copper. Cu/SiO 2 was prepared by incipient wetness impregnation while Cu-Al, Cu-Zn-Al, and Cu-Ni(Co)-Zn-Al catalysts were obtained by coprecipitation at constant pH. Cinnamaldehyde was initially hydrogenated to cinnamyl alcohol and hydrocinnamaldehyde, and these products consecutively yielded hydrocinnamyl alcohol. Hydrogenation kinetic constants were determined by modeling catalytic data and using a pseudohomogeneous kinetic network. The reaction occurred via two different pathways depending on the composition and surface properties of the catalyst. On Cu/SiO2 and binary Cu-Al samples, cinnamaldehyde hydrogenation proceeded via a monofunctional pathway on metallic copper that produced predominantly hydrocinnamaldehyde. Ternary Cu-Zn-Al and quaternary Cu-Ni(Co)-Zn catalysts were about one order of magnitude more active than Cu/SiO2 for cinnamaldehyde conversion and produced predominantly cinnamyl alcohol. The general composition formula of reduced Cu-Zn-Al and Cu-Ni(Co)-Zn-Al catalysts was Cu0.50·[MO] 0.5·ZnAl2O4, where M is Zn, Co, or Ni. These catalysts contained the Cu0 particles highly dispersed in a super-stoichiometric zinc aluminate spinel and in close interaction with M 2+ cations. The presence of M2+ cations provided a new reaction pathway for adsorbing and hydrogenating cinnamaldehyde in addition to the metal copper active sites. Cinnamaldehyde interacts linearly via the CO group with M2+ sites and is selectively hydrogenated to unsaturated alcohol by atomic hydrogen activated in neighboring Cu0 sites. Formation of surface Cu0-M2+ sites was, therefore, crucial to efficiently catalyze the cinnamyl alcohol formation from cinnamaldehyde via a dual-site reaction pathway.
publishDate 2003
dc.date.none.fl_str_mv 2003-08
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/11336/55374
Marchi, Alberto Julio; Gordo, Diego A.; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts; Elsevier Science; Applied Catalysis A: General; 249; 1; 8-2003; 53-67
0926-860X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/55374
identifier_str_mv Marchi, Alberto Julio; Gordo, Diego A.; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Liquid phase hydrogenation of cinnamaldehyde on Cu-based catalysts; Elsevier Science; Applied Catalysis A: General; 249; 1; 8-2003; 53-67
0926-860X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/S0926-860X(03)00199-6
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0926860X03001996
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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 13.13397

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