Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains

Autores
Puig, Julieta; Hoppe, Cristina Elena; Pérez, Claudio Javier; Galante, Maria Jose; Williams, Roberto Juan Jose; Rodríguez Abreu, C.
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
In a recent paper (Zucchi, I. A.; et al. Macromolecules 2008, 41, 4895), we showed that linear amphiphilic epoxy polymers synthesized by the polyaddition of diglycidyl ether of bisphenol A (DGEBA) with dodecylamine (DA) could undergo a physical gelation process through tail-to-tail association of dodecyl chains. The aim of the present study was to analyze in more detail conditions leading to the formation of epoxy networks with physical cross-links by the reaction of DGEBA with alkylamines of different chain lengths: octylamine (OA), dodecylamine (DA), and hexadecylamine (HA). SAXS spectra showed that tail-to-tail associations of alkyl chains were present since the beginning of polymerization and remained in the final materials. Initially, these associations correspond to micelles of the alkylamines dispersed in the solvent (DGEBA). In the course of polymerization, micelles are disaggregated as the individual alkylamine chains become part of the linear amphiphilic polymer. However, tail-to-tail associations among alkyl chains attached to the polymer backbone persisted in the final materials. Reactions were followed by rheometry at 100 °C. For every system, a significant discontinuity in the increase in the storage modulus observed at advanced conversions was assigned to a phase inversion process produced by solvent depletion. By annealing prolonged times at the reaction temperature, a crossover of storage and loss modulus was observed because of the increase in the extent of associations among alkyl chains leading to a physical gel. Times for physical gelation varied in the order OA < DA < HA. Both DGEBA−DA and DGEBA−HA polymers could be reversibly transformed from gel to liquid states by appropriate heating−cooling cycles; however, the DGEBA−OA polymer showed no thermoreversibility. Physical gels exhibited a high swelling capacity in THF (HA > DA > OA). These amphiphilic gels could be used as dispersion media for a variety of nanoparticles stabilized with alkyl chains. They can also be the basis of single-component thermally remendable epoxy networks.
Fil: Puig, Julieta. 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: Hoppe, Cristina Elena. 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: Pérez, Claudio Javier. 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: Galante, Maria 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
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
Fil: Rodríguez Abreu, C.. Instituto de Química Avanzada de Cataluña. Barcelona; España. CIBER de Bioingeniería, Biomateriales y Nanomedicina; España
Materia
Epoxy Networks
Physical Crosslinks
Reversible Networks
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:11336/35019
Acceder
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spelling Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl ChainsPuig, JulietaHoppe, Cristina ElenaPérez, Claudio JavierGalante, Maria JoseWilliams, Roberto Juan JoseRodríguez Abreu, C.Epoxy NetworksPhysical CrosslinksReversible Networkshttps://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2In a recent paper (Zucchi, I. A.; et al. Macromolecules 2008, 41, 4895), we showed that linear amphiphilic epoxy polymers synthesized by the polyaddition of diglycidyl ether of bisphenol A (DGEBA) with dodecylamine (DA) could undergo a physical gelation process through tail-to-tail association of dodecyl chains. The aim of the present study was to analyze in more detail conditions leading to the formation of epoxy networks with physical cross-links by the reaction of DGEBA with alkylamines of different chain lengths: octylamine (OA), dodecylamine (DA), and hexadecylamine (HA). SAXS spectra showed that tail-to-tail associations of alkyl chains were present since the beginning of polymerization and remained in the final materials. Initially, these associations correspond to micelles of the alkylamines dispersed in the solvent (DGEBA). In the course of polymerization, micelles are disaggregated as the individual alkylamine chains become part of the linear amphiphilic polymer. However, tail-to-tail associations among alkyl chains attached to the polymer backbone persisted in the final materials. Reactions were followed by rheometry at 100 °C. For every system, a significant discontinuity in the increase in the storage modulus observed at advanced conversions was assigned to a phase inversion process produced by solvent depletion. By annealing prolonged times at the reaction temperature, a crossover of storage and loss modulus was observed because of the increase in the extent of associations among alkyl chains leading to a physical gel. Times for physical gelation varied in the order OA < DA < HA. Both DGEBA−DA and DGEBA−HA polymers could be reversibly transformed from gel to liquid states by appropriate heating−cooling cycles; however, the DGEBA−OA polymer showed no thermoreversibility. Physical gels exhibited a high swelling capacity in THF (HA > DA > OA). These amphiphilic gels could be used as dispersion media for a variety of nanoparticles stabilized with alkyl chains. They can also be the basis of single-component thermally remendable epoxy networks.Fil: Puig, Julieta. 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: Hoppe, Cristina Elena. 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: Pérez, Claudio Javier. 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: Galante, Maria 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; 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; ArgentinaFil: Rodríguez Abreu, C.. Instituto de Química Avanzada de Cataluña. Barcelona; España. CIBER de Bioingeniería, Biomateriales y Nanomedicina; EspañaAmerican Chemical Society2009-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/35019Puig, Julieta; Hoppe, Cristina Elena; Pérez, Claudio Javier; Galante, Maria Jose; Williams, Roberto Juan Jose; et al.; Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains; American Chemical Society; Macromolecules; 42; 23; 10-2009; 9344-93500024-9297CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/ma9018203info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/ma9018203info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:24:58Zoai:ri.conicet.gov.ar:11336/35019instacron: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:34982025-10-22 11:24:58.426CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
title Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
spellingShingle Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
Puig, Julieta
Epoxy Networks
Physical Crosslinks
Reversible Networks
title_short Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
title_full Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
title_fullStr Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
title_full_unstemmed Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
title_sort Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains
dc.creator.none.fl_str_mv Puig, Julieta
Hoppe, Cristina Elena
Pérez, Claudio Javier
Galante, Maria Jose
Williams, Roberto Juan Jose
Rodríguez Abreu, C.
author Puig, Julieta
author_facet Puig, Julieta
Hoppe, Cristina Elena
Pérez, Claudio Javier
Galante, Maria Jose
Williams, Roberto Juan Jose
Rodríguez Abreu, C.
author_role author
author2 Hoppe, Cristina Elena
Pérez, Claudio Javier
Galante, Maria Jose
Williams, Roberto Juan Jose
Rodríguez Abreu, C.
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Epoxy Networks
Physical Crosslinks
Reversible Networks
topic Epoxy Networks
Physical Crosslinks
Reversible Networks
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv In a recent paper (Zucchi, I. A.; et al. Macromolecules 2008, 41, 4895), we showed that linear amphiphilic epoxy polymers synthesized by the polyaddition of diglycidyl ether of bisphenol A (DGEBA) with dodecylamine (DA) could undergo a physical gelation process through tail-to-tail association of dodecyl chains. The aim of the present study was to analyze in more detail conditions leading to the formation of epoxy networks with physical cross-links by the reaction of DGEBA with alkylamines of different chain lengths: octylamine (OA), dodecylamine (DA), and hexadecylamine (HA). SAXS spectra showed that tail-to-tail associations of alkyl chains were present since the beginning of polymerization and remained in the final materials. Initially, these associations correspond to micelles of the alkylamines dispersed in the solvent (DGEBA). In the course of polymerization, micelles are disaggregated as the individual alkylamine chains become part of the linear amphiphilic polymer. However, tail-to-tail associations among alkyl chains attached to the polymer backbone persisted in the final materials. Reactions were followed by rheometry at 100 °C. For every system, a significant discontinuity in the increase in the storage modulus observed at advanced conversions was assigned to a phase inversion process produced by solvent depletion. By annealing prolonged times at the reaction temperature, a crossover of storage and loss modulus was observed because of the increase in the extent of associations among alkyl chains leading to a physical gel. Times for physical gelation varied in the order OA < DA < HA. Both DGEBA−DA and DGEBA−HA polymers could be reversibly transformed from gel to liquid states by appropriate heating−cooling cycles; however, the DGEBA−OA polymer showed no thermoreversibility. Physical gels exhibited a high swelling capacity in THF (HA > DA > OA). These amphiphilic gels could be used as dispersion media for a variety of nanoparticles stabilized with alkyl chains. They can also be the basis of single-component thermally remendable epoxy networks.
Fil: Puig, Julieta. 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: Hoppe, Cristina Elena. 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: Pérez, Claudio Javier. 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: Galante, Maria 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
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
Fil: Rodríguez Abreu, C.. Instituto de Química Avanzada de Cataluña. Barcelona; España. CIBER de Bioingeniería, Biomateriales y Nanomedicina; España
description In a recent paper (Zucchi, I. A.; et al. Macromolecules 2008, 41, 4895), we showed that linear amphiphilic epoxy polymers synthesized by the polyaddition of diglycidyl ether of bisphenol A (DGEBA) with dodecylamine (DA) could undergo a physical gelation process through tail-to-tail association of dodecyl chains. The aim of the present study was to analyze in more detail conditions leading to the formation of epoxy networks with physical cross-links by the reaction of DGEBA with alkylamines of different chain lengths: octylamine (OA), dodecylamine (DA), and hexadecylamine (HA). SAXS spectra showed that tail-to-tail associations of alkyl chains were present since the beginning of polymerization and remained in the final materials. Initially, these associations correspond to micelles of the alkylamines dispersed in the solvent (DGEBA). In the course of polymerization, micelles are disaggregated as the individual alkylamine chains become part of the linear amphiphilic polymer. However, tail-to-tail associations among alkyl chains attached to the polymer backbone persisted in the final materials. Reactions were followed by rheometry at 100 °C. For every system, a significant discontinuity in the increase in the storage modulus observed at advanced conversions was assigned to a phase inversion process produced by solvent depletion. By annealing prolonged times at the reaction temperature, a crossover of storage and loss modulus was observed because of the increase in the extent of associations among alkyl chains leading to a physical gel. Times for physical gelation varied in the order OA < DA < HA. Both DGEBA−DA and DGEBA−HA polymers could be reversibly transformed from gel to liquid states by appropriate heating−cooling cycles; however, the DGEBA−OA polymer showed no thermoreversibility. Physical gels exhibited a high swelling capacity in THF (HA > DA > OA). These amphiphilic gels could be used as dispersion media for a variety of nanoparticles stabilized with alkyl chains. They can also be the basis of single-component thermally remendable epoxy networks.
publishDate 2009
dc.date.none.fl_str_mv 2009-10
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/11336/35019
Puig, Julieta; Hoppe, Cristina Elena; Pérez, Claudio Javier; Galante, Maria Jose; Williams, Roberto Juan Jose; et al.; Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains; American Chemical Society; Macromolecules; 42; 23; 10-2009; 9344-9350
0024-9297
CONICET Digital
CONICET
url http://hdl.handle.net/11336/35019
identifier_str_mv Puig, Julieta; Hoppe, Cristina Elena; Pérez, Claudio Javier; Galante, Maria Jose; Williams, Roberto Juan Jose; et al.; Epoxy Networks with Physical Cross-Links Produced by Tail-to-Tail Associations of Alkyl Chains; American Chemical Society; Macromolecules; 42; 23; 10-2009; 9344-9350
0024-9297
CONICET Digital
CONICET
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language eng
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dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
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dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
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repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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