Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks

Autores
Dell'Erba, Ignacio Esteban; Williams, Roberto Juan Jose
Año de publicación
2007
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A silsesquioxane functionalized with (β-carboxyl)ester groups was synthesized by reacting a silsesquioxane functionalized with secondary hydroxyls with a stoichiometric amount of an acid anhydride. The reaction could be carried out to completion as shown by FTIR spectra and SEC chromatograms. The carboxyl-functionalized silsesquioxane was composed of polyhedra with 8-11 Si atoms, containing two (β-carboxyl)ester groups per organic branch (from 16 to 22 carboxyl groups per molecule). It was a stable glassy product at room temperature and could be dissolved in a variety of organic solvents. It was used as a modifier of epoxy networks based on diglycidylether of bisphenol A (DGEBA) cured with 4-(dimethylamino)pyridine (DMAP). A complete reaction of epoxy groups was observed in a higher temperature range than in the formulation devoid of the functionalized silsesquioxane. This was explained by the reversible complexation of the tertiary amine with (β-carboxyl)ester groups. The addition of the silsesquioxane produced a decrease in the crosslink density explained by the presence of transesterification and chain transfer reactions, and a maximum in the elastic modulus measured at room temperature, explained by a combination of variations of cohesive energy density and the magnitude of β-relaxations. © 2007 Elsevier Ltd. All rights reserved.
Fil: Dell'Erba, Ignacio Esteban. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Fil: Williams, Roberto Juan Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Materia
Cooh-Functionalized Silsesquioxanes
Epoxy Networks
Epoxy-Acid Reaction
Poly(Silsesquioxanes)
Silsesquioxanes
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:11336/75829
Acceder
id CONICETDig_a14cd0aa56a502397a47a2a3c0dae9dd
oai_identifier_str oai:ri.conicet.gov.ar:11336/75829
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networksDell'Erba, Ignacio EstebanWilliams, Roberto Juan JoseCooh-Functionalized SilsesquioxanesEpoxy NetworksEpoxy-Acid ReactionPoly(Silsesquioxanes)Silsesquioxaneshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2A silsesquioxane functionalized with (β-carboxyl)ester groups was synthesized by reacting a silsesquioxane functionalized with secondary hydroxyls with a stoichiometric amount of an acid anhydride. The reaction could be carried out to completion as shown by FTIR spectra and SEC chromatograms. The carboxyl-functionalized silsesquioxane was composed of polyhedra with 8-11 Si atoms, containing two (β-carboxyl)ester groups per organic branch (from 16 to 22 carboxyl groups per molecule). It was a stable glassy product at room temperature and could be dissolved in a variety of organic solvents. It was used as a modifier of epoxy networks based on diglycidylether of bisphenol A (DGEBA) cured with 4-(dimethylamino)pyridine (DMAP). A complete reaction of epoxy groups was observed in a higher temperature range than in the formulation devoid of the functionalized silsesquioxane. This was explained by the reversible complexation of the tertiary amine with (β-carboxyl)ester groups. The addition of the silsesquioxane produced a decrease in the crosslink density explained by the presence of transesterification and chain transfer reactions, and a maximum in the elastic modulus measured at room temperature, explained by a combination of variations of cohesive energy density and the magnitude of β-relaxations. © 2007 Elsevier Ltd. All rights reserved.Fil: Dell'Erba, Ignacio Esteban. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaFil: Williams, Roberto Juan Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaPergamon-Elsevier Science Ltd2007-07-27info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/75829Dell'Erba, Ignacio Esteban; Williams, Roberto Juan Jose; Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks; Pergamon-Elsevier Science Ltd; European Polymer Journal; 43; 7; 27-7-2007; 2759-27670014-3057CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.eurpolymj.2007.04.017info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0014305707002431info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:02:07Zoai:ri.conicet.gov.ar:11336/75829instacron: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 10:02:07.929CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
title Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
spellingShingle Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
Dell'Erba, Ignacio Esteban
Cooh-Functionalized Silsesquioxanes
Epoxy Networks
Epoxy-Acid Reaction
Poly(Silsesquioxanes)
Silsesquioxanes
title_short Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
title_full Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
title_fullStr Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
title_full_unstemmed Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
title_sort Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks
dc.creator.none.fl_str_mv Dell'Erba, Ignacio Esteban
Williams, Roberto Juan Jose
author Dell'Erba, Ignacio Esteban
author_facet Dell'Erba, Ignacio Esteban
Williams, Roberto Juan Jose
author_role author
author2 Williams, Roberto Juan Jose
author2_role author
dc.subject.none.fl_str_mv Cooh-Functionalized Silsesquioxanes
Epoxy Networks
Epoxy-Acid Reaction
Poly(Silsesquioxanes)
Silsesquioxanes
topic Cooh-Functionalized Silsesquioxanes
Epoxy Networks
Epoxy-Acid Reaction
Poly(Silsesquioxanes)
Silsesquioxanes
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv A silsesquioxane functionalized with (β-carboxyl)ester groups was synthesized by reacting a silsesquioxane functionalized with secondary hydroxyls with a stoichiometric amount of an acid anhydride. The reaction could be carried out to completion as shown by FTIR spectra and SEC chromatograms. The carboxyl-functionalized silsesquioxane was composed of polyhedra with 8-11 Si atoms, containing two (β-carboxyl)ester groups per organic branch (from 16 to 22 carboxyl groups per molecule). It was a stable glassy product at room temperature and could be dissolved in a variety of organic solvents. It was used as a modifier of epoxy networks based on diglycidylether of bisphenol A (DGEBA) cured with 4-(dimethylamino)pyridine (DMAP). A complete reaction of epoxy groups was observed in a higher temperature range than in the formulation devoid of the functionalized silsesquioxane. This was explained by the reversible complexation of the tertiary amine with (β-carboxyl)ester groups. The addition of the silsesquioxane produced a decrease in the crosslink density explained by the presence of transesterification and chain transfer reactions, and a maximum in the elastic modulus measured at room temperature, explained by a combination of variations of cohesive energy density and the magnitude of β-relaxations. © 2007 Elsevier Ltd. All rights reserved.
Fil: Dell'Erba, Ignacio Esteban. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Fil: Williams, Roberto Juan Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
description A silsesquioxane functionalized with (β-carboxyl)ester groups was synthesized by reacting a silsesquioxane functionalized with secondary hydroxyls with a stoichiometric amount of an acid anhydride. The reaction could be carried out to completion as shown by FTIR spectra and SEC chromatograms. The carboxyl-functionalized silsesquioxane was composed of polyhedra with 8-11 Si atoms, containing two (β-carboxyl)ester groups per organic branch (from 16 to 22 carboxyl groups per molecule). It was a stable glassy product at room temperature and could be dissolved in a variety of organic solvents. It was used as a modifier of epoxy networks based on diglycidylether of bisphenol A (DGEBA) cured with 4-(dimethylamino)pyridine (DMAP). A complete reaction of epoxy groups was observed in a higher temperature range than in the formulation devoid of the functionalized silsesquioxane. This was explained by the reversible complexation of the tertiary amine with (β-carboxyl)ester groups. The addition of the silsesquioxane produced a decrease in the crosslink density explained by the presence of transesterification and chain transfer reactions, and a maximum in the elastic modulus measured at room temperature, explained by a combination of variations of cohesive energy density and the magnitude of β-relaxations. © 2007 Elsevier Ltd. All rights reserved.
publishDate 2007
dc.date.none.fl_str_mv 2007-07-27
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/11336/75829
Dell'Erba, Ignacio Esteban; Williams, Roberto Juan Jose; Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks; Pergamon-Elsevier Science Ltd; European Polymer Journal; 43; 7; 27-7-2007; 2759-2767
0014-3057
CONICET Digital
CONICET
url http://hdl.handle.net/11336/75829
identifier_str_mv Dell'Erba, Ignacio Esteban; Williams, Roberto Juan Jose; Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl)ester groups and their use as modifiers of epoxy networks; Pergamon-Elsevier Science Ltd; European Polymer Journal; 43; 7; 27-7-2007; 2759-2767
0014-3057
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.eurpolymj.2007.04.017
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0014305707002431
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
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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_ 1842269738789502976
score 12.885934

Publicaciones similares