Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents

Autores
Asmussen, Silvana Valeria; Giudicessi, Silvana Laura; Erra Balsells, Rosa; Vallo, Claudia Ines
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The polycondensation of (3-methacryloxypropyl)-trimethoxysilane in acidic conditions using different methacrylate monomers as reactive solvents resulted in incompletely condensed methacrylate-functionalized silsesquioxanes with a very large fraction of intramolecular cycles. UV-MALDI-TOF-MS analysis demonstrated that the species present after 2 weeks of reaction at 60 °C were: T6(OH)2, T7(OH), T8(OH) 2, T9(OH), T10(OH)2 and T 11(OH). Analysis of samples after 30 months of storage at room temperature revealed the presence of T12(OH)2 and T 13(OH) species. The absence of higher molar mass oligomers after prolonged storage periods is attributed to dilution of the reacting medium, which discourages bimolecular reactions that lead to polymer growth. 29Si NMR spectroscopy showed that the conversion in the polycondensation reaction was in the range 0.91-0.96. The methacrylate monomers are not involved in the hydrolysis-condensation reactions with MPTMS and therefore can be polymerized by thermal or photochemical means, thereby cross-linking the preformed nanosized cagelike silsesquioxanes. The formulations containing silsesquioxanes showed a markedly reduced content of extractable monomer after photopolymerization, which makes these resins very attractive for dental filling materials.
Fil: Asmussen, Silvana Valeria. 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: Giudicessi, Silvana Laura. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Erra Balsells, Rosa. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vallo, Claudia Ines. 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
DENTAL RESINS
NANOCOMPOSITES
PHOTOPOLYMERIZATION
SILSESQUIOXANES
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/98710
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/98710
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solventsAsmussen, Silvana ValeriaGiudicessi, Silvana LauraErra Balsells, RosaVallo, Claudia InesDENTAL RESINSNANOCOMPOSITESPHOTOPOLYMERIZATIONSILSESQUIOXANEShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The polycondensation of (3-methacryloxypropyl)-trimethoxysilane in acidic conditions using different methacrylate monomers as reactive solvents resulted in incompletely condensed methacrylate-functionalized silsesquioxanes with a very large fraction of intramolecular cycles. UV-MALDI-TOF-MS analysis demonstrated that the species present after 2 weeks of reaction at 60 °C were: T6(OH)2, T7(OH), T8(OH) 2, T9(OH), T10(OH)2 and T 11(OH). Analysis of samples after 30 months of storage at room temperature revealed the presence of T12(OH)2 and T 13(OH) species. The absence of higher molar mass oligomers after prolonged storage periods is attributed to dilution of the reacting medium, which discourages bimolecular reactions that lead to polymer growth. 29Si NMR spectroscopy showed that the conversion in the polycondensation reaction was in the range 0.91-0.96. The methacrylate monomers are not involved in the hydrolysis-condensation reactions with MPTMS and therefore can be polymerized by thermal or photochemical means, thereby cross-linking the preformed nanosized cagelike silsesquioxanes. The formulations containing silsesquioxanes showed a markedly reduced content of extractable monomer after photopolymerization, which makes these resins very attractive for dental filling materials.Fil: Asmussen, Silvana Valeria. 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: Giudicessi, Silvana Laura. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Erra Balsells, Rosa. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Vallo, Claudia Ines. 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 Ltd2010-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/98710Asmussen, Silvana Valeria; Giudicessi, Silvana Laura; Erra Balsells, Rosa; Vallo, Claudia Ines; Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents; Pergamon-Elsevier Science Ltd; European Polymer Journal; 46; 9; 9-2010; 1815-18230014-3057CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0014305710002272info:eu-repo/semantics/altIdentifier/doi/10.1016/j.eurpolymj.2010.06.006info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:31Zoai:ri.conicet.gov.ar:11336/98710instacron: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 09:47:31.681CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
title Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
spellingShingle Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
Asmussen, Silvana Valeria
DENTAL RESINS
NANOCOMPOSITES
PHOTOPOLYMERIZATION
SILSESQUIOXANES
title_short Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
title_full Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
title_fullStr Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
title_full_unstemmed Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
title_sort Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
dc.creator.none.fl_str_mv Asmussen, Silvana Valeria
Giudicessi, Silvana Laura
Erra Balsells, Rosa
Vallo, Claudia Ines
author Asmussen, Silvana Valeria
author_facet Asmussen, Silvana Valeria
Giudicessi, Silvana Laura
Erra Balsells, Rosa
Vallo, Claudia Ines
author_role author
author2 Giudicessi, Silvana Laura
Erra Balsells, Rosa
Vallo, Claudia Ines
author2_role author
author
author
dc.subject.none.fl_str_mv DENTAL RESINS
NANOCOMPOSITES
PHOTOPOLYMERIZATION
SILSESQUIOXANES
topic DENTAL RESINS
NANOCOMPOSITES
PHOTOPOLYMERIZATION
SILSESQUIOXANES
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 polycondensation of (3-methacryloxypropyl)-trimethoxysilane in acidic conditions using different methacrylate monomers as reactive solvents resulted in incompletely condensed methacrylate-functionalized silsesquioxanes with a very large fraction of intramolecular cycles. UV-MALDI-TOF-MS analysis demonstrated that the species present after 2 weeks of reaction at 60 °C were: T6(OH)2, T7(OH), T8(OH) 2, T9(OH), T10(OH)2 and T 11(OH). Analysis of samples after 30 months of storage at room temperature revealed the presence of T12(OH)2 and T 13(OH) species. The absence of higher molar mass oligomers after prolonged storage periods is attributed to dilution of the reacting medium, which discourages bimolecular reactions that lead to polymer growth. 29Si NMR spectroscopy showed that the conversion in the polycondensation reaction was in the range 0.91-0.96. The methacrylate monomers are not involved in the hydrolysis-condensation reactions with MPTMS and therefore can be polymerized by thermal or photochemical means, thereby cross-linking the preformed nanosized cagelike silsesquioxanes. The formulations containing silsesquioxanes showed a markedly reduced content of extractable monomer after photopolymerization, which makes these resins very attractive for dental filling materials.
Fil: Asmussen, Silvana Valeria. 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: Giudicessi, Silvana Laura. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Erra Balsells, Rosa. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vallo, Claudia Ines. 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 The polycondensation of (3-methacryloxypropyl)-trimethoxysilane in acidic conditions using different methacrylate monomers as reactive solvents resulted in incompletely condensed methacrylate-functionalized silsesquioxanes with a very large fraction of intramolecular cycles. UV-MALDI-TOF-MS analysis demonstrated that the species present after 2 weeks of reaction at 60 °C were: T6(OH)2, T7(OH), T8(OH) 2, T9(OH), T10(OH)2 and T 11(OH). Analysis of samples after 30 months of storage at room temperature revealed the presence of T12(OH)2 and T 13(OH) species. The absence of higher molar mass oligomers after prolonged storage periods is attributed to dilution of the reacting medium, which discourages bimolecular reactions that lead to polymer growth. 29Si NMR spectroscopy showed that the conversion in the polycondensation reaction was in the range 0.91-0.96. The methacrylate monomers are not involved in the hydrolysis-condensation reactions with MPTMS and therefore can be polymerized by thermal or photochemical means, thereby cross-linking the preformed nanosized cagelike silsesquioxanes. The formulations containing silsesquioxanes showed a markedly reduced content of extractable monomer after photopolymerization, which makes these resins very attractive for dental filling materials.
publishDate 2010
dc.date.none.fl_str_mv 2010-09
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/11336/98710
Asmussen, Silvana Valeria; Giudicessi, Silvana Laura; Erra Balsells, Rosa; Vallo, Claudia Ines; Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents; Pergamon-Elsevier Science Ltd; European Polymer Journal; 46; 9; 9-2010; 1815-1823
0014-3057
CONICET Digital
CONICET
url http://hdl.handle.net/11336/98710
identifier_str_mv Asmussen, Silvana Valeria; Giudicessi, Silvana Laura; Erra Balsells, Rosa; Vallo, Claudia Ines; Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents; Pergamon-Elsevier Science Ltd; European Polymer Journal; 46; 9; 9-2010; 1815-1823
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/url/https://www.sciencedirect.com/science/article/pii/S0014305710002272
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.eurpolymj.2010.06.006
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv 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
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score 13.13397

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