Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40

Autores
Balbinot, L.; Schuchardt, U.; Vera, Carlos Roman; Sepúlveda, Juan
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Liquid phase cyclohexanol catalytic oxidation to cyclohexanone and epsilon(ε)-caprolactone were studied using aqueous hydrogen peroxide as oxidant and H3PW12O40 (HPA) and H0.5Cs2.5PW12O40 (Cs-salt) as catalysts. The hydrophobic and insoluble Cs-salt showed the highest activity (per unit catalytic weight and turnover number) and selectivity to (ε)-caprolactone. The ultrafine Cs-salt crystallites could be filtrated and recycled. Solvent effects on the activity and selectivity and the rate of peroxide decomposition were assessed and they were correlated to their polarity and protic/aprotic nature. When employing acetonitrile at 90 °C the highest activity and selectivity were achieved and also the lowest rate of hydrogen peroxide decomposition.
Fil: Balbinot, L.. Universidade Estadual de Campinas; Brasil
Fil: Schuchardt, U.. Universidade Estadual de Campinas; Brasil
Fil: Vera, Carlos Roman. 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: Sepúlveda, Juan. 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
Cyclohexanol
Caprolactone
Heteropolyacid
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:11336/65307
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/65307
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40Balbinot, L.Schuchardt, U.Vera, Carlos RomanSepúlveda, JuanCyclohexanolCaprolactoneHeteropolyacidhttps://purl.org/becyt/ford/2.7https://purl.org/becyt/ford/2Liquid phase cyclohexanol catalytic oxidation to cyclohexanone and epsilon(ε)-caprolactone were studied using aqueous hydrogen peroxide as oxidant and H3PW12O40 (HPA) and H0.5Cs2.5PW12O40 (Cs-salt) as catalysts. The hydrophobic and insoluble Cs-salt showed the highest activity (per unit catalytic weight and turnover number) and selectivity to (ε)-caprolactone. The ultrafine Cs-salt crystallites could be filtrated and recycled. Solvent effects on the activity and selectivity and the rate of peroxide decomposition were assessed and they were correlated to their polarity and protic/aprotic nature. When employing acetonitrile at 90 °C the highest activity and selectivity were achieved and also the lowest rate of hydrogen peroxide decomposition.Fil: Balbinot, L.. Universidade Estadual de Campinas; BrasilFil: Schuchardt, U.. Universidade Estadual de Campinas; BrasilFil: Vera, Carlos Roman. 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: Sepúlveda, Juan. 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 Science2008-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/65307Balbinot, L.; Schuchardt, U.; Vera, Carlos Roman; Sepúlveda, Juan; Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40; Elsevier Science; Catalysis Communications; 9; 9; 5-2008; 1878-18811566-7367CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.catcom.2008.03.006info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:45:10Zoai:ri.conicet.gov.ar:11336/65307instacron: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 09:45:11.094CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
title Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
spellingShingle Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
Balbinot, L.
Cyclohexanol
Caprolactone
Heteropolyacid
title_short Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
title_full Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
title_fullStr Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
title_full_unstemmed Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
title_sort Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40
dc.creator.none.fl_str_mv Balbinot, L.
Schuchardt, U.
Vera, Carlos Roman
Sepúlveda, Juan
author Balbinot, L.
author_facet Balbinot, L.
Schuchardt, U.
Vera, Carlos Roman
Sepúlveda, Juan
author_role author
author2 Schuchardt, U.
Vera, Carlos Roman
Sepúlveda, Juan
author2_role author
author
author
dc.subject.none.fl_str_mv Cyclohexanol
Caprolactone
Heteropolyacid
topic Cyclohexanol
Caprolactone
Heteropolyacid
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.7
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Liquid phase cyclohexanol catalytic oxidation to cyclohexanone and epsilon(ε)-caprolactone were studied using aqueous hydrogen peroxide as oxidant and H3PW12O40 (HPA) and H0.5Cs2.5PW12O40 (Cs-salt) as catalysts. The hydrophobic and insoluble Cs-salt showed the highest activity (per unit catalytic weight and turnover number) and selectivity to (ε)-caprolactone. The ultrafine Cs-salt crystallites could be filtrated and recycled. Solvent effects on the activity and selectivity and the rate of peroxide decomposition were assessed and they were correlated to their polarity and protic/aprotic nature. When employing acetonitrile at 90 °C the highest activity and selectivity were achieved and also the lowest rate of hydrogen peroxide decomposition.
Fil: Balbinot, L.. Universidade Estadual de Campinas; Brasil
Fil: Schuchardt, U.. Universidade Estadual de Campinas; Brasil
Fil: Vera, Carlos Roman. 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: Sepúlveda, Juan. 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 Liquid phase cyclohexanol catalytic oxidation to cyclohexanone and epsilon(ε)-caprolactone were studied using aqueous hydrogen peroxide as oxidant and H3PW12O40 (HPA) and H0.5Cs2.5PW12O40 (Cs-salt) as catalysts. The hydrophobic and insoluble Cs-salt showed the highest activity (per unit catalytic weight and turnover number) and selectivity to (ε)-caprolactone. The ultrafine Cs-salt crystallites could be filtrated and recycled. Solvent effects on the activity and selectivity and the rate of peroxide decomposition were assessed and they were correlated to their polarity and protic/aprotic nature. When employing acetonitrile at 90 °C the highest activity and selectivity were achieved and also the lowest rate of hydrogen peroxide decomposition.
publishDate 2008
dc.date.none.fl_str_mv 2008-05
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/11336/65307
Balbinot, L.; Schuchardt, U.; Vera, Carlos Roman; Sepúlveda, Juan; Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40; Elsevier Science; Catalysis Communications; 9; 9; 5-2008; 1878-1881
1566-7367
CONICET Digital
CONICET
url http://hdl.handle.net/11336/65307
identifier_str_mv Balbinot, L.; Schuchardt, U.; Vera, Carlos Roman; Sepúlveda, Juan; Oxidation of cyclohexanol to epsilon-caprolactone with aqueous hydrogen peroxide on H3PW12O40 and Cs2.5H0.5PW12O40; Elsevier Science; Catalysis Communications; 9; 9; 5-2008; 1878-1881
1566-7367
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/j.catcom.2008.03.006
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
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
_version_ 1842268714290905088
score 13.13397

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