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
.jpg) 
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/111238
Ver los metadatos del registro completo
| id | CONICETDig_06da613c901784f754671380cfeaf898 | 
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| 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 | 
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| 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 | 
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