Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems

Autores
Campanella, Alejandrina; Baltanas, Miguel Angel
Año de publicación
2006
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The reaction regimes under which proceed some of the relevant and deletereous consecutive reactions that occur during the conventional epoxidation process of vegetable oils were analyzed in detail, considering – separately – each transport and intrinsic kinetic step. Epoxidized soybean oil (ESBO) was used as a model material. In this process, peracetic acid is generated in situ by reacting acetic acid and H2O2 (aq) in a polar phase, so that the (acid catalyzed) reaction system is always heterogeneous. The distribution constants between the organic and the polar phases of soybean oil and ESBO were determined, as well as (in the case of the ring opening with acetic acid) the reaction rate constant in the homogeneous ESBO–glacial acetic acid reaction system. The epoxide ring opening caused by hydrogen peroxide is always slow and, unlike the attack by the acetic acid, progresses only in the polar phase. When no catalyst is added, the attack by acetic acid is also moderate, and the ring-opening reaction proceeds slowly in both phases, albeit slightly above the kinetic regime in the aqueous phase. However, if a homogeneous catalyst (e.g., sulfuric acid) is added, the reaction makes way in the instantaneous (mass-transfer controlled) regime in said phase.
Fil: Campanella, Alejandrina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Baltanas, Miguel Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Materia
Epoxidacion
Aceites Vegetales
Degradacion
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:11336/21446
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction SystemsCampanella, AlejandrinaBaltanas, Miguel AngelEpoxidacionAceites VegetalesDegradacionhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The reaction regimes under which proceed some of the relevant and deletereous consecutive reactions that occur during the conventional epoxidation process of vegetable oils were analyzed in detail, considering – separately – each transport and intrinsic kinetic step. Epoxidized soybean oil (ESBO) was used as a model material. In this process, peracetic acid is generated in situ by reacting acetic acid and H2O2 (aq) in a polar phase, so that the (acid catalyzed) reaction system is always heterogeneous. The distribution constants between the organic and the polar phases of soybean oil and ESBO were determined, as well as (in the case of the ring opening with acetic acid) the reaction rate constant in the homogeneous ESBO–glacial acetic acid reaction system. The epoxide ring opening caused by hydrogen peroxide is always slow and, unlike the attack by the acetic acid, progresses only in the polar phase. When no catalyst is added, the attack by acetic acid is also moderate, and the ring-opening reaction proceeds slowly in both phases, albeit slightly above the kinetic regime in the aqueous phase. However, if a homogeneous catalyst (e.g., sulfuric acid) is added, the reaction makes way in the instantaneous (mass-transfer controlled) regime in said phase.Fil: Campanella, Alejandrina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; ArgentinaFil: Baltanas, Miguel Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; ArgentinaElsevier Science Sa2006-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/21446Campanella, Alejandrina; Baltanas, Miguel Angel; Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems; Elsevier Science Sa; Chemical Engineering Journal; 118; 3; 12-2006; 141-1521385-8947CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.cej.2006.01.010info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1385894706000313info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:43:24Zoai:ri.conicet.gov.ar:11336/21446instacron: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 09:43:24.434CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
title Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
spellingShingle Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
Campanella, Alejandrina
Epoxidacion
Aceites Vegetales
Degradacion
title_short Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
title_full Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
title_fullStr Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
title_full_unstemmed Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
title_sort Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems
dc.creator.none.fl_str_mv Campanella, Alejandrina
Baltanas, Miguel Angel
author Campanella, Alejandrina
author_facet Campanella, Alejandrina
Baltanas, Miguel Angel
author_role author
author2 Baltanas, Miguel Angel
author2_role author
dc.subject.none.fl_str_mv Epoxidacion
Aceites Vegetales
Degradacion
topic Epoxidacion
Aceites Vegetales
Degradacion
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The reaction regimes under which proceed some of the relevant and deletereous consecutive reactions that occur during the conventional epoxidation process of vegetable oils were analyzed in detail, considering – separately – each transport and intrinsic kinetic step. Epoxidized soybean oil (ESBO) was used as a model material. In this process, peracetic acid is generated in situ by reacting acetic acid and H2O2 (aq) in a polar phase, so that the (acid catalyzed) reaction system is always heterogeneous. The distribution constants between the organic and the polar phases of soybean oil and ESBO were determined, as well as (in the case of the ring opening with acetic acid) the reaction rate constant in the homogeneous ESBO–glacial acetic acid reaction system. The epoxide ring opening caused by hydrogen peroxide is always slow and, unlike the attack by the acetic acid, progresses only in the polar phase. When no catalyst is added, the attack by acetic acid is also moderate, and the ring-opening reaction proceeds slowly in both phases, albeit slightly above the kinetic regime in the aqueous phase. However, if a homogeneous catalyst (e.g., sulfuric acid) is added, the reaction makes way in the instantaneous (mass-transfer controlled) regime in said phase.
Fil: Campanella, Alejandrina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Baltanas, Miguel Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
description The reaction regimes under which proceed some of the relevant and deletereous consecutive reactions that occur during the conventional epoxidation process of vegetable oils were analyzed in detail, considering – separately – each transport and intrinsic kinetic step. Epoxidized soybean oil (ESBO) was used as a model material. In this process, peracetic acid is generated in situ by reacting acetic acid and H2O2 (aq) in a polar phase, so that the (acid catalyzed) reaction system is always heterogeneous. The distribution constants between the organic and the polar phases of soybean oil and ESBO were determined, as well as (in the case of the ring opening with acetic acid) the reaction rate constant in the homogeneous ESBO–glacial acetic acid reaction system. The epoxide ring opening caused by hydrogen peroxide is always slow and, unlike the attack by the acetic acid, progresses only in the polar phase. When no catalyst is added, the attack by acetic acid is also moderate, and the ring-opening reaction proceeds slowly in both phases, albeit slightly above the kinetic regime in the aqueous phase. However, if a homogeneous catalyst (e.g., sulfuric acid) is added, the reaction makes way in the instantaneous (mass-transfer controlled) regime in said phase.
publishDate 2006
dc.date.none.fl_str_mv 2006-12
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/11336/21446
Campanella, Alejandrina; Baltanas, Miguel Angel; Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems; Elsevier Science Sa; Chemical Engineering Journal; 118; 3; 12-2006; 141-152
1385-8947
CONICET Digital
CONICET
url http://hdl.handle.net/11336/21446
identifier_str_mv Campanella, Alejandrina; Baltanas, Miguel Angel; Degradation of the Oxirane Ring of Epoxidized Vegetable Oils in Liquid-liquid Heterogeneous Reaction Systems; Elsevier Science Sa; Chemical Engineering Journal; 118; 3; 12-2006; 141-152
1385-8947
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.cej.2006.01.010
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1385894706000313
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
dc.publisher.none.fl_str_mv Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
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_ 1842268599614439424
score 13.13397

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