Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker

Autores
Besset, Cèline; Bernard, Julien; Fleury, Etienne; Pascault, Jean-Pierre.; Cassagnau, Philippe; Drockenmuller, Eric; Williams, Roberto Juan Jose
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A2B2 aliphatic cross-linker, i.e., 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced networks through thermal 1,3-dipolar Huisgen polyaddition. The investigation of the cross-linking reactions through DSC analyses confirmed the highly exothermic character of the azide/alkyne cycloaddition (ΔH(total) = 232 ± 5 kJ/mol of functional groups of type A or B) and as predicted clearly underlined a one-to-one relationship between the glass transition temperature and the conversion. Experimental values of conversion at the gel point estimated from DSC and rheological measurements deviated significantly from the ideal main-field theory of network formation. On the basis of statistical calculations, this behavior was assigned to the occurrence of intramolecular cyclizations during the network formation. Although a significant fraction of intramolecular cycles was generated during the curing process, the AB + A2B2 thermal 1,3-dipolar Huisgen polyaddition strategy afforded relatively high glass transition temperature polytriazole networks (Tg ≥ 140 °C) using versatile processing conditions and in the absence of additives.
Fil: Besset, Cèline. Université Claude Bernard Lyon 1; Francia
Fil: Bernard, Julien. Université Claude Bernard Lyon 1; Francia
Fil: Fleury, Etienne. Université Claude Bernard Lyon 1; Francia
Fil: Pascault, Jean-Pierre.. Université Claude Bernard Lyon 1; Francia
Fil: Cassagnau, Philippe. Université Claude Bernard Lyon 1; Francia
Fil: Drockenmuller, Eric. Université Claude Bernard Lyon 1; Francia
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
Bio-Sourced Networks
Click Chemistry
Polymer Network
Starch-Derived Monomer
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:11336/22996
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/22996
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linkerBesset, CèlineBernard, JulienFleury, EtiennePascault, Jean-Pierre.Cassagnau, PhilippeDrockenmuller, EricWilliams, Roberto Juan JoseBio-Sourced NetworksClick ChemistryPolymer NetworkStarch-Derived Monomerhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A2B2 aliphatic cross-linker, i.e., 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced networks through thermal 1,3-dipolar Huisgen polyaddition. The investigation of the cross-linking reactions through DSC analyses confirmed the highly exothermic character of the azide/alkyne cycloaddition (ΔH(total) = 232 ± 5 kJ/mol of functional groups of type A or B) and as predicted clearly underlined a one-to-one relationship between the glass transition temperature and the conversion. Experimental values of conversion at the gel point estimated from DSC and rheological measurements deviated significantly from the ideal main-field theory of network formation. On the basis of statistical calculations, this behavior was assigned to the occurrence of intramolecular cyclizations during the network formation. Although a significant fraction of intramolecular cycles was generated during the curing process, the AB + A2B2 thermal 1,3-dipolar Huisgen polyaddition strategy afforded relatively high glass transition temperature polytriazole networks (Tg ≥ 140 °C) using versatile processing conditions and in the absence of additives.Fil: Besset, Cèline. Université Claude Bernard Lyon 1; FranciaFil: Bernard, Julien. Université Claude Bernard Lyon 1; FranciaFil: Fleury, Etienne. Université Claude Bernard Lyon 1; FranciaFil: Pascault, Jean-Pierre.. Université Claude Bernard Lyon 1; FranciaFil: Cassagnau, Philippe. Université Claude Bernard Lyon 1; FranciaFil: Drockenmuller, Eric. Université Claude Bernard Lyon 1; FranciaFil: 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; ArgentinaAmerican Chemical Society2010-06-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/22996Besset, Cèline; Bernard, Julien; Fleury, Etienne; Pascault, Jean-Pierre.; Cassagnau, Philippe; et al.; Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker; American Chemical Society; Macromolecules; 43; 13; 2-6-2010; 5672-56780024-9297CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/ma100770tinfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/ma100770tinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:27:36Zoai:ri.conicet.gov.ar:11336/22996instacron: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:34982025-09-29 10:27:36.735CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
title Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
spellingShingle Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
Besset, Cèline
Bio-Sourced Networks
Click Chemistry
Polymer Network
Starch-Derived Monomer
title_short Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
title_full Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
title_fullStr Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
title_full_unstemmed Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
title_sort Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker
dc.creator.none.fl_str_mv Besset, Cèline
Bernard, Julien
Fleury, Etienne
Pascault, Jean-Pierre.
Cassagnau, Philippe
Drockenmuller, Eric
Williams, Roberto Juan Jose
author Besset, Cèline
author_facet Besset, Cèline
Bernard, Julien
Fleury, Etienne
Pascault, Jean-Pierre.
Cassagnau, Philippe
Drockenmuller, Eric
Williams, Roberto Juan Jose
author_role author
author2 Bernard, Julien
Fleury, Etienne
Pascault, Jean-Pierre.
Cassagnau, Philippe
Drockenmuller, Eric
Williams, Roberto Juan Jose
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Bio-Sourced Networks
Click Chemistry
Polymer Network
Starch-Derived Monomer
topic Bio-Sourced Networks
Click Chemistry
Polymer Network
Starch-Derived Monomer
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A2B2 aliphatic cross-linker, i.e., 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced networks through thermal 1,3-dipolar Huisgen polyaddition. The investigation of the cross-linking reactions through DSC analyses confirmed the highly exothermic character of the azide/alkyne cycloaddition (ΔH(total) = 232 ± 5 kJ/mol of functional groups of type A or B) and as predicted clearly underlined a one-to-one relationship between the glass transition temperature and the conversion. Experimental values of conversion at the gel point estimated from DSC and rheological measurements deviated significantly from the ideal main-field theory of network formation. On the basis of statistical calculations, this behavior was assigned to the occurrence of intramolecular cyclizations during the network formation. Although a significant fraction of intramolecular cycles was generated during the curing process, the AB + A2B2 thermal 1,3-dipolar Huisgen polyaddition strategy afforded relatively high glass transition temperature polytriazole networks (Tg ≥ 140 °C) using versatile processing conditions and in the absence of additives.
Fil: Besset, Cèline. Université Claude Bernard Lyon 1; Francia
Fil: Bernard, Julien. Université Claude Bernard Lyon 1; Francia
Fil: Fleury, Etienne. Université Claude Bernard Lyon 1; Francia
Fil: Pascault, Jean-Pierre.. Université Claude Bernard Lyon 1; Francia
Fil: Cassagnau, Philippe. Université Claude Bernard Lyon 1; Francia
Fil: Drockenmuller, Eric. Université Claude Bernard Lyon 1; Francia
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 starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A2B2 aliphatic cross-linker, i.e., 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced networks through thermal 1,3-dipolar Huisgen polyaddition. The investigation of the cross-linking reactions through DSC analyses confirmed the highly exothermic character of the azide/alkyne cycloaddition (ΔH(total) = 232 ± 5 kJ/mol of functional groups of type A or B) and as predicted clearly underlined a one-to-one relationship between the glass transition temperature and the conversion. Experimental values of conversion at the gel point estimated from DSC and rheological measurements deviated significantly from the ideal main-field theory of network formation. On the basis of statistical calculations, this behavior was assigned to the occurrence of intramolecular cyclizations during the network formation. Although a significant fraction of intramolecular cycles was generated during the curing process, the AB + A2B2 thermal 1,3-dipolar Huisgen polyaddition strategy afforded relatively high glass transition temperature polytriazole networks (Tg ≥ 140 °C) using versatile processing conditions and in the absence of additives.
publishDate 2010
dc.date.none.fl_str_mv 2010-06-02
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/11336/22996
Besset, Cèline; Bernard, Julien; Fleury, Etienne; Pascault, Jean-Pierre.; Cassagnau, Philippe; et al.; Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker; American Chemical Society; Macromolecules; 43; 13; 2-6-2010; 5672-5678
0024-9297
CONICET Digital
CONICET
url http://hdl.handle.net/11336/22996
identifier_str_mv Besset, Cèline; Bernard, Julien; Fleury, Etienne; Pascault, Jean-Pierre.; Cassagnau, Philippe; et al.; Bio-sourced networks from thermal polyaddition of a starch-derived α-Azide-ω-Alkyne AB monomer with an A2B2 aliphatic cross-linker; American Chemical Society; Macromolecules; 43; 13; 2-6-2010; 5672-5678
0024-9297
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/ma100770t
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/ma100770t
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 American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 13.070432

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