Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate

Autores
Nieres, Pablo Daniel; Zelin, Juan; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The cross-metathesis of methyl oleate (MO) with ethylene was studied on a second-generation Hoveyda?Grubbs complex supported on silica (HG/SiO2). The reaction was carried out in a batch slurry reactor at 313?353 K and 2.5?7.5 bar of C2H4(5%)/N2, using cyclohexane as a solvent. The MO ethenolysis productswere methyl 9-decenoate and 1-decene. The competitive MO self-metathesis reaction formed 9-octadecene and methyl 9-octadecen-1,18-dioate. The yield (YE) and selectivity (SE) for ethenolysis products at PC2H4 = 0.125 bar (total pressure = 2.5 bar) were 52% and 69%, respectively. Both parameters increasedwith PC2H4, essentially because the reaction equilibrium was shifted to higher methyl oleate conversions. Thus, at PC2H4 = 0.250 bar, the YE and SE values were 63% and 77%, respectively. Nevertheless, catalyst deactivation was observed for ethylene pressures higher than 0.125 bar, thereby suggesting that the presence of ethylene may suppress the metathesis cycle on HG/SiO2 catalysts. The ethenolysis product yield decreased when the temperature was increased, reflecting mainly the MO equilibrium conversion diminution.
Fil: Nieres, Pablo Daniel. 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: Zelin, 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
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
METATHESIS
ETHENOLYSIS
METHYL OLEATE
OLEOCHEMISTRY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/111238
Acceder
id CONICETDig_06da613c901784f754671380cfeaf898
oai_identifier_str oai:ri.conicet.gov.ar:11336/111238
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleateNieres, Pablo DanielZelin, JuanTrasarti, Andres FernandoApesteguia, Carlos RodolfoMETATHESISETHENOLYSISMETHYL OLEATEOLEOCHEMISTRYhttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2The cross-metathesis of methyl oleate (MO) with ethylene was studied on a second-generation Hoveyda?Grubbs complex supported on silica (HG/SiO2). The reaction was carried out in a batch slurry reactor at 313?353 K and 2.5?7.5 bar of C2H4(5%)/N2, using cyclohexane as a solvent. The MO ethenolysis productswere methyl 9-decenoate and 1-decene. The competitive MO self-metathesis reaction formed 9-octadecene and methyl 9-octadecen-1,18-dioate. The yield (YE) and selectivity (SE) for ethenolysis products at PC2H4 = 0.125 bar (total pressure = 2.5 bar) were 52% and 69%, respectively. Both parameters increasedwith PC2H4, essentially because the reaction equilibrium was shifted to higher methyl oleate conversions. Thus, at PC2H4 = 0.250 bar, the YE and SE values were 63% and 77%, respectively. Nevertheless, catalyst deactivation was observed for ethylene pressures higher than 0.125 bar, thereby suggesting that the presence of ethylene may suppress the metathesis cycle on HG/SiO2 catalysts. The ethenolysis product yield decreased when the temperature was increased, reflecting mainly the MO equilibrium conversion diminution.Fil: Nieres, Pablo Daniel. 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: Zelin, 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"; 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"; ArgentinaRoyal Society of Chemestry2016-06info: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/11336/111238Nieres, Pablo Daniel; Zelin, Juan; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate; Royal Society of Chemestry; Catalysis Science & Technology; 6; 6-2016; 6561-65682044-4761CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1039/c6cy01214kinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-29T12:36:08Zoai:ri.conicet.gov.ar:11336/111238instacron: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:34982025-10-29 12:36:08.515CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
title Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
spellingShingle Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
Nieres, Pablo Daniel
METATHESIS
ETHENOLYSIS
METHYL OLEATE
OLEOCHEMISTRY
title_short Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
title_full Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
title_fullStr Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
title_full_unstemmed Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
title_sort Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate
dc.creator.none.fl_str_mv Nieres, Pablo Daniel
Zelin, Juan
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author Nieres, Pablo Daniel
author_facet Nieres, Pablo Daniel
Zelin, Juan
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author_role author
author2 Zelin, Juan
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author2_role author
author
author
dc.subject.none.fl_str_mv METATHESIS
ETHENOLYSIS
METHYL OLEATE
OLEOCHEMISTRY
topic METATHESIS
ETHENOLYSIS
METHYL OLEATE
OLEOCHEMISTRY
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 cross-metathesis of methyl oleate (MO) with ethylene was studied on a second-generation Hoveyda?Grubbs complex supported on silica (HG/SiO2). The reaction was carried out in a batch slurry reactor at 313?353 K and 2.5?7.5 bar of C2H4(5%)/N2, using cyclohexane as a solvent. The MO ethenolysis productswere methyl 9-decenoate and 1-decene. The competitive MO self-metathesis reaction formed 9-octadecene and methyl 9-octadecen-1,18-dioate. The yield (YE) and selectivity (SE) for ethenolysis products at PC2H4 = 0.125 bar (total pressure = 2.5 bar) were 52% and 69%, respectively. Both parameters increasedwith PC2H4, essentially because the reaction equilibrium was shifted to higher methyl oleate conversions. Thus, at PC2H4 = 0.250 bar, the YE and SE values were 63% and 77%, respectively. Nevertheless, catalyst deactivation was observed for ethylene pressures higher than 0.125 bar, thereby suggesting that the presence of ethylene may suppress the metathesis cycle on HG/SiO2 catalysts. The ethenolysis product yield decreased when the temperature was increased, reflecting mainly the MO equilibrium conversion diminution.
Fil: Nieres, Pablo Daniel. 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: Zelin, 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
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 cross-metathesis of methyl oleate (MO) with ethylene was studied on a second-generation Hoveyda?Grubbs complex supported on silica (HG/SiO2). The reaction was carried out in a batch slurry reactor at 313?353 K and 2.5?7.5 bar of C2H4(5%)/N2, using cyclohexane as a solvent. The MO ethenolysis productswere methyl 9-decenoate and 1-decene. The competitive MO self-metathesis reaction formed 9-octadecene and methyl 9-octadecen-1,18-dioate. The yield (YE) and selectivity (SE) for ethenolysis products at PC2H4 = 0.125 bar (total pressure = 2.5 bar) were 52% and 69%, respectively. Both parameters increasedwith PC2H4, essentially because the reaction equilibrium was shifted to higher methyl oleate conversions. Thus, at PC2H4 = 0.250 bar, the YE and SE values were 63% and 77%, respectively. Nevertheless, catalyst deactivation was observed for ethylene pressures higher than 0.125 bar, thereby suggesting that the presence of ethylene may suppress the metathesis cycle on HG/SiO2 catalysts. The ethenolysis product yield decreased when the temperature was increased, reflecting mainly the MO equilibrium conversion diminution.
publishDate 2016
dc.date.none.fl_str_mv 2016-06
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/11336/111238
Nieres, Pablo Daniel; Zelin, Juan; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate; Royal Society of Chemestry; Catalysis Science & Technology; 6; 6-2016; 6561-6568
2044-4761
CONICET Digital
CONICET
url http://hdl.handle.net/11336/111238
identifier_str_mv Nieres, Pablo Daniel; Zelin, Juan; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: Ethenolysis of methyl oleate; Royal Society of Chemestry; Catalysis Science & Technology; 6; 6-2016; 6561-6568
2044-4761
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/c6cy01214k
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/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 Chemestry
publisher.none.fl_str_mv Royal Society of Chemestry
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_ 1847427335106592768
score 13.10058

Publicaciones similares