Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene

Autores
Zelin, Juan; Nieres, Pablo Daniel; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Abstract The activity and selectivity of silica-supported Hoveyda-Grubbs (HG) complex for the cross-metathesis of methyl oleate with 1-hexene to obtain 1-decene, methyl 9-tetradecenoate, 5-tetradecene and methyl 9-decenoate were studied in a batch reactor. The HG complex loading was varied between 0.87 and 11.6 wt%. Competitive secondary reactions were the self-metathesis of methyl oleate and the self-metathesis of 1-hexene. The yield to cross-metathesis products (ηC-M) was 47% when a 1-hexene/methyl oleate reactant ratio (RC6/MO) of one was employed. The ηC-M value increased with increasing 1-hexene initial concentration, reaching 87% for RC6/MO = 7. The selectivity to terminal olefins also increased at the expense of internal olefins among the cross-metathesis products when the concentration of 1-hexene was increased.
Fil: Zelin, Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Nieres, Pablo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; 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 ; 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 ; Argentina
Materia
1-Hexene
Cross-Metathesis
Fame
Hoveyda-Grubbs Catalysts,
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:11336/36653
Acceder
id CONICETDig_8e2f47c3a716f87418125e611395295a
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexeneZelin, JuanNieres, Pablo DanielTrasarti, Andres FernandoApesteguia, Carlos Rodolfo1-HexeneCross-MetathesisFameHoveyda-Grubbs Catalysts,Methyl OleateOleochemistryhttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2Abstract The activity and selectivity of silica-supported Hoveyda-Grubbs (HG) complex for the cross-metathesis of methyl oleate with 1-hexene to obtain 1-decene, methyl 9-tetradecenoate, 5-tetradecene and methyl 9-decenoate were studied in a batch reactor. The HG complex loading was varied between 0.87 and 11.6 wt%. Competitive secondary reactions were the self-metathesis of methyl oleate and the self-metathesis of 1-hexene. The yield to cross-metathesis products (ηC-M) was 47% when a 1-hexene/methyl oleate reactant ratio (RC6/MO) of one was employed. The ηC-M value increased with increasing 1-hexene initial concentration, reaching 87% for RC6/MO = 7. The selectivity to terminal olefins also increased at the expense of internal olefins among the cross-metathesis products when the concentration of 1-hexene was increased.Fil: Zelin, Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaFil: Nieres, Pablo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaFil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaFil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaElsevier2015-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/36653Zelin, Juan; Nieres, Pablo Daniel; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene; Elsevier; Applied Catalysis A: General; 502; 7-2015; 410-4170926-860XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.apcata.2015.06.021info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0926860X15300375info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-29T11:14:34Zoai:ri.conicet.gov.ar:11336/36653instacron: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 11:14:34.915CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
title Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
spellingShingle Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
Zelin, Juan
1-Hexene
Cross-Metathesis
Fame
Hoveyda-Grubbs Catalysts,
Methyl Oleate
Oleochemistry
title_short Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
title_full Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
title_fullStr Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
title_full_unstemmed Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
title_sort Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
dc.creator.none.fl_str_mv Zelin, Juan
Nieres, Pablo Daniel
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author Zelin, Juan
author_facet Zelin, Juan
Nieres, Pablo Daniel
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author_role author
author2 Nieres, Pablo Daniel
Trasarti, Andres Fernando
Apesteguia, Carlos Rodolfo
author2_role author
author
author
dc.subject.none.fl_str_mv 1-Hexene
Cross-Metathesis
Fame
Hoveyda-Grubbs Catalysts,
Methyl Oleate
Oleochemistry
topic 1-Hexene
Cross-Metathesis
Fame
Hoveyda-Grubbs Catalysts,
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 Abstract The activity and selectivity of silica-supported Hoveyda-Grubbs (HG) complex for the cross-metathesis of methyl oleate with 1-hexene to obtain 1-decene, methyl 9-tetradecenoate, 5-tetradecene and methyl 9-decenoate were studied in a batch reactor. The HG complex loading was varied between 0.87 and 11.6 wt%. Competitive secondary reactions were the self-metathesis of methyl oleate and the self-metathesis of 1-hexene. The yield to cross-metathesis products (ηC-M) was 47% when a 1-hexene/methyl oleate reactant ratio (RC6/MO) of one was employed. The ηC-M value increased with increasing 1-hexene initial concentration, reaching 87% for RC6/MO = 7. The selectivity to terminal olefins also increased at the expense of internal olefins among the cross-metathesis products when the concentration of 1-hexene was increased.
Fil: Zelin, Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Nieres, Pablo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; 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 ; 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 ; Argentina
description Abstract The activity and selectivity of silica-supported Hoveyda-Grubbs (HG) complex for the cross-metathesis of methyl oleate with 1-hexene to obtain 1-decene, methyl 9-tetradecenoate, 5-tetradecene and methyl 9-decenoate were studied in a batch reactor. The HG complex loading was varied between 0.87 and 11.6 wt%. Competitive secondary reactions were the self-metathesis of methyl oleate and the self-metathesis of 1-hexene. The yield to cross-metathesis products (ηC-M) was 47% when a 1-hexene/methyl oleate reactant ratio (RC6/MO) of one was employed. The ηC-M value increased with increasing 1-hexene initial concentration, reaching 87% for RC6/MO = 7. The selectivity to terminal olefins also increased at the expense of internal olefins among the cross-metathesis products when the concentration of 1-hexene was increased.
publishDate 2015
dc.date.none.fl_str_mv 2015-07
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/11336/36653
Zelin, Juan; Nieres, Pablo Daniel; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene; Elsevier; Applied Catalysis A: General; 502; 7-2015; 410-417
0926-860X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/36653
identifier_str_mv Zelin, Juan; Nieres, Pablo Daniel; Trasarti, Andres Fernando; Apesteguia, Carlos Rodolfo; Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene; Elsevier; Applied Catalysis A: General; 502; 7-2015; 410-417
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/j.apcata.2015.06.021
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0926860X15300375
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
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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 13.10058

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