Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)

Autores
Gotelli, Gustavo A.; Bonelli, Pablo Ricardo; Abraham, Gustavo Abel; Sosnik, Alejandro Dario
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Due to advantageous features such as shorter reaction times, greater yields, limited generation of by-products and relatively easy scale-up without detrimental effects, microwave-assisted synthesis has become a very appealing tool in organic synthesis. On the other hand, its implementation in the context of the synthesis of biomaterials for biopharmaceutical applications has been more limited. The present work reports on the fast and efficient microwave-assisted synthesis of poly(ethylene glycol) (PEG)-initiated poly(epsilon-caprolactone) diols (PCL) by the ring-opening polymerization (ROP) of epsilon-caprolactone using stannous octanoate as the catalyst. Since the PEG content in the synthesized copolymers was extremely low (0.2-1.9%), products were highly hydrophobic and displayed the intrinsic physicochemical and thermal properties of pure PCL. As opposed to the more time–consuming conventional thermally-driven synthesis that usually demands 2-3 h, the microwave technique resulted in high molecular weight PCL derivatives within 10-15 min. The influence of different parameters affecting the synthetic process, namely monomer-to-initiator ratio, reaction time, catalyst concentration and the presence, type and concentration of solvent were thoroughly investigated.
Fil: Gotelli, Gustavo A.. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; Argentina
Fil: Bonelli, Pablo Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Abraham, Gustavo Abel. 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: Sosnik, Alejandro Dario. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Microwave-Assisted Polymer Synthesis
Polyesters
Biomaterials
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:11336/16032
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)Gotelli, Gustavo A.Bonelli, Pablo RicardoAbraham, Gustavo AbelSosnik, Alejandro DarioMicrowave-Assisted Polymer SynthesisPolyestersBiomaterialshttps://purl.org/becyt/ford/2.9https://purl.org/becyt/ford/2Due to advantageous features such as shorter reaction times, greater yields, limited generation of by-products and relatively easy scale-up without detrimental effects, microwave-assisted synthesis has become a very appealing tool in organic synthesis. On the other hand, its implementation in the context of the synthesis of biomaterials for biopharmaceutical applications has been more limited. The present work reports on the fast and efficient microwave-assisted synthesis of poly(ethylene glycol) (PEG)-initiated poly(epsilon-caprolactone) diols (PCL) by the ring-opening polymerization (ROP) of epsilon-caprolactone using stannous octanoate as the catalyst. Since the PEG content in the synthesized copolymers was extremely low (0.2-1.9%), products were highly hydrophobic and displayed the intrinsic physicochemical and thermal properties of pure PCL. As opposed to the more time–consuming conventional thermally-driven synthesis that usually demands 2-3 h, the microwave technique resulted in high molecular weight PCL derivatives within 10-15 min. The influence of different parameters affecting the synthetic process, namely monomer-to-initiator ratio, reaction time, catalyst concentration and the presence, type and concentration of solvent were thoroughly investigated.Fil: Gotelli, Gustavo A.. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; ArgentinaFil: Bonelli, Pablo Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Abraham, Gustavo Abel. 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: Sosnik, Alejandro Dario. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaWiley2011-08info: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/11336/16032Gotelli, Gustavo A.; Bonelli, Pablo Ricardo; Abraham, Gustavo Abel; Sosnik, Alejandro Dario; Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS); Wiley; Journal Of Applied Polymer Science; 121; 3; 8-2011; 1321-13290021-8995enginfo:eu-repo/semantics/altIdentifier/doi/10.1002/app.33664info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/app.33664/fullinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:01:16Zoai:ri.conicet.gov.ar:11336/16032instacron: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 10:01:17.257CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
title Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
spellingShingle Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
Gotelli, Gustavo A.
Microwave-Assisted Polymer Synthesis
Polyesters
Biomaterials
title_short Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
title_full Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
title_fullStr Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
title_full_unstemmed Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
title_sort Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS)
dc.creator.none.fl_str_mv Gotelli, Gustavo A.
Bonelli, Pablo Ricardo
Abraham, Gustavo Abel
Sosnik, Alejandro Dario
author Gotelli, Gustavo A.
author_facet Gotelli, Gustavo A.
Bonelli, Pablo Ricardo
Abraham, Gustavo Abel
Sosnik, Alejandro Dario
author_role author
author2 Bonelli, Pablo Ricardo
Abraham, Gustavo Abel
Sosnik, Alejandro Dario
author2_role author
author
author
dc.subject.none.fl_str_mv Microwave-Assisted Polymer Synthesis
Polyesters
Biomaterials
topic Microwave-Assisted Polymer Synthesis
Polyesters
Biomaterials
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Due to advantageous features such as shorter reaction times, greater yields, limited generation of by-products and relatively easy scale-up without detrimental effects, microwave-assisted synthesis has become a very appealing tool in organic synthesis. On the other hand, its implementation in the context of the synthesis of biomaterials for biopharmaceutical applications has been more limited. The present work reports on the fast and efficient microwave-assisted synthesis of poly(ethylene glycol) (PEG)-initiated poly(epsilon-caprolactone) diols (PCL) by the ring-opening polymerization (ROP) of epsilon-caprolactone using stannous octanoate as the catalyst. Since the PEG content in the synthesized copolymers was extremely low (0.2-1.9%), products were highly hydrophobic and displayed the intrinsic physicochemical and thermal properties of pure PCL. As opposed to the more time–consuming conventional thermally-driven synthesis that usually demands 2-3 h, the microwave technique resulted in high molecular weight PCL derivatives within 10-15 min. The influence of different parameters affecting the synthetic process, namely monomer-to-initiator ratio, reaction time, catalyst concentration and the presence, type and concentration of solvent were thoroughly investigated.
Fil: Gotelli, Gustavo A.. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; Argentina
Fil: Bonelli, Pablo Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Abraham, Gustavo Abel. 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: Sosnik, Alejandro Dario. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Tecnología Farmacéutica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Due to advantageous features such as shorter reaction times, greater yields, limited generation of by-products and relatively easy scale-up without detrimental effects, microwave-assisted synthesis has become a very appealing tool in organic synthesis. On the other hand, its implementation in the context of the synthesis of biomaterials for biopharmaceutical applications has been more limited. The present work reports on the fast and efficient microwave-assisted synthesis of poly(ethylene glycol) (PEG)-initiated poly(epsilon-caprolactone) diols (PCL) by the ring-opening polymerization (ROP) of epsilon-caprolactone using stannous octanoate as the catalyst. Since the PEG content in the synthesized copolymers was extremely low (0.2-1.9%), products were highly hydrophobic and displayed the intrinsic physicochemical and thermal properties of pure PCL. As opposed to the more time–consuming conventional thermally-driven synthesis that usually demands 2-3 h, the microwave technique resulted in high molecular weight PCL derivatives within 10-15 min. The influence of different parameters affecting the synthetic process, namely monomer-to-initiator ratio, reaction time, catalyst concentration and the presence, type and concentration of solvent were thoroughly investigated.
publishDate 2011
dc.date.none.fl_str_mv 2011-08
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/11336/16032
Gotelli, Gustavo A.; Bonelli, Pablo Ricardo; Abraham, Gustavo Abel; Sosnik, Alejandro Dario; Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS); Wiley; Journal Of Applied Polymer Science; 121; 3; 8-2011; 1321-1329
0021-8995
url http://hdl.handle.net/11336/16032
identifier_str_mv Gotelli, Gustavo A.; Bonelli, Pablo Ricardo; Abraham, Gustavo Abel; Sosnik, Alejandro Dario; Fast and efficient synthesis of high molecular weight poly(e-caprolactone) diols by Microwave-Assisted Polymer Synthesis (MAPS); Wiley; Journal Of Applied Polymer Science; 121; 3; 8-2011; 1321-1329
0021-8995
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/app.33664
info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/app.33664/full
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
application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
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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