Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups

Autores
Dell'Erba, Ignacio Esteban; Fasce, Diana Patricia; Williams, Roberto Juan Jose; Fukuyama, Yuko; Nonami, Hiroshi; Erra Balsells, Rosa
Año de publicación
2003
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Organotrialkoxysilanes containing secondary hydroxyl groups were synthesized by reacting 1 mole of (3-aminopropyl)triethoxysilane (APS) with 1 or 2 mole of phenylglycidylether (PGE). Resulting products, APS-PGE and APS-PGE2, respectively, were subjected to hydrolytic condensation at 50 °C during 24 h. For APS-PGE, the reaction was performed using a molar ratio [H2O]/Si=3, without addition of an external catalyst. For APS-PGE2, the reaction was catalyzed by HCOOH or NaOH. Resulting poly(silsesquioxanes) (PSSO) were characterized by size exclusion chromatography, Fourier-transformed infrared spectroscopy and matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry (UV-MALDI-TOF MS). PSSO derived from APS-PGE and APS-PGE2, catalyzed by HCOOH, exhibited a relatively narrow distribution of polyhedral structures. This constitutes a simple one-step synthesis of polyhedral oligomeric silsesquioxanes (POSS) functionalized with amine and/or hydroxyl groups. The directionality of the reaction pathway towards the formation of polyhedral structures was ascribed to the formation of intramolecular Si-O-C bonds through the reaction of SiOEt or SiOH groups with secondary hydroxyl groups. Intramolecular Si-O-C bonds were found in the structures of APS-PGE and APS-PGE2, and in most of the species of the PSSO obtained from the NaOH-catalyzed reaction of APS-PGE2. A small fraction of surviving Si-O-C bonds was also found in the polyhedral structures of the PSSO derived from the hydrolytic condensation of APS-PGE and APS-PGE2 catalyzed by formic acid. By usual organic reactions transforming hydroxyl groups into other functional groups, it is possible to generate narrow distribution of multi-functionalized POSS starting from an OH-functionalized organotrialkoxysilane.
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: Fasce, Diana Patricia. 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: Fukuyama, Yuko. Ehime University; Japón
Fil: Nonami, Hiroshi. Ehime University; Japón
Fil: Erra Balsells, Rosa. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
Oh-Functionalized Organotrialkoxysilanes
Poly(Silsesquioxanes)
Polyhedral Oligomeric Silsesquioxanes (Poss)
S o C Bonds
Uv-Maldi-Tof Ms
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:11336/78339
Acceder
id CONICETDig_7db8297d5935ec6668a2dc736e822329
oai_identifier_str oai:ri.conicet.gov.ar:11336/78339
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groupsDell'Erba, Ignacio EstebanFasce, Diana PatriciaWilliams, Roberto Juan JoseFukuyama, YukoNonami, HiroshiErra Balsells, RosaOh-Functionalized OrganotrialkoxysilanesPoly(Silsesquioxanes)Polyhedral Oligomeric Silsesquioxanes (Poss)S o C BondsUv-Maldi-Tof Mshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2Organotrialkoxysilanes containing secondary hydroxyl groups were synthesized by reacting 1 mole of (3-aminopropyl)triethoxysilane (APS) with 1 or 2 mole of phenylglycidylether (PGE). Resulting products, APS-PGE and APS-PGE2, respectively, were subjected to hydrolytic condensation at 50 °C during 24 h. For APS-PGE, the reaction was performed using a molar ratio [H2O]/Si=3, without addition of an external catalyst. For APS-PGE2, the reaction was catalyzed by HCOOH or NaOH. Resulting poly(silsesquioxanes) (PSSO) were characterized by size exclusion chromatography, Fourier-transformed infrared spectroscopy and matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry (UV-MALDI-TOF MS). PSSO derived from APS-PGE and APS-PGE2, catalyzed by HCOOH, exhibited a relatively narrow distribution of polyhedral structures. This constitutes a simple one-step synthesis of polyhedral oligomeric silsesquioxanes (POSS) functionalized with amine and/or hydroxyl groups. The directionality of the reaction pathway towards the formation of polyhedral structures was ascribed to the formation of intramolecular Si-O-C bonds through the reaction of SiOEt or SiOH groups with secondary hydroxyl groups. Intramolecular Si-O-C bonds were found in the structures of APS-PGE and APS-PGE2, and in most of the species of the PSSO obtained from the NaOH-catalyzed reaction of APS-PGE2. A small fraction of surviving Si-O-C bonds was also found in the polyhedral structures of the PSSO derived from the hydrolytic condensation of APS-PGE and APS-PGE2 catalyzed by formic acid. By usual organic reactions transforming hydroxyl groups into other functional groups, it is possible to generate narrow distribution of multi-functionalized POSS starting from an OH-functionalized organotrialkoxysilane.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: Fasce, Diana Patricia. 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: Fukuyama, Yuko. Ehime University; JapónFil: Nonami, Hiroshi. Ehime University; JapónFil: Erra Balsells, Rosa. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; ArgentinaElsevier Science Sa2003-12info: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/11336/78339Dell'Erba, Ignacio Esteban; Fasce, Diana Patricia; Williams, Roberto Juan Jose; Fukuyama, Yuko; Nonami, Hiroshi; et al.; Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups; Elsevier Science Sa; Journal of Organometallic Chemistry; 686; 1-2; 12-2003; 42-510022-328XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022328X03003772info:eu-repo/semantics/altIdentifier/doi/10.1016/S0022-328X(03)00377-2info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:50:47Zoai:ri.conicet.gov.ar:11336/78339instacron: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 09:50:48.052CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
title Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
spellingShingle Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
Dell'Erba, Ignacio Esteban
Oh-Functionalized Organotrialkoxysilanes
Poly(Silsesquioxanes)
Polyhedral Oligomeric Silsesquioxanes (Poss)
S o C Bonds
Uv-Maldi-Tof Ms
title_short Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
title_full Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
title_fullStr Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
title_full_unstemmed Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
title_sort Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups
dc.creator.none.fl_str_mv Dell'Erba, Ignacio Esteban
Fasce, Diana Patricia
Williams, Roberto Juan Jose
Fukuyama, Yuko
Nonami, Hiroshi
Erra Balsells, Rosa
author Dell'Erba, Ignacio Esteban
author_facet Dell'Erba, Ignacio Esteban
Fasce, Diana Patricia
Williams, Roberto Juan Jose
Fukuyama, Yuko
Nonami, Hiroshi
Erra Balsells, Rosa
author_role author
author2 Fasce, Diana Patricia
Williams, Roberto Juan Jose
Fukuyama, Yuko
Nonami, Hiroshi
Erra Balsells, Rosa
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Oh-Functionalized Organotrialkoxysilanes
Poly(Silsesquioxanes)
Polyhedral Oligomeric Silsesquioxanes (Poss)
S o C Bonds
Uv-Maldi-Tof Ms
topic Oh-Functionalized Organotrialkoxysilanes
Poly(Silsesquioxanes)
Polyhedral Oligomeric Silsesquioxanes (Poss)
S o C Bonds
Uv-Maldi-Tof Ms
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 Organotrialkoxysilanes containing secondary hydroxyl groups were synthesized by reacting 1 mole of (3-aminopropyl)triethoxysilane (APS) with 1 or 2 mole of phenylglycidylether (PGE). Resulting products, APS-PGE and APS-PGE2, respectively, were subjected to hydrolytic condensation at 50 °C during 24 h. For APS-PGE, the reaction was performed using a molar ratio [H2O]/Si=3, without addition of an external catalyst. For APS-PGE2, the reaction was catalyzed by HCOOH or NaOH. Resulting poly(silsesquioxanes) (PSSO) were characterized by size exclusion chromatography, Fourier-transformed infrared spectroscopy and matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry (UV-MALDI-TOF MS). PSSO derived from APS-PGE and APS-PGE2, catalyzed by HCOOH, exhibited a relatively narrow distribution of polyhedral structures. This constitutes a simple one-step synthesis of polyhedral oligomeric silsesquioxanes (POSS) functionalized with amine and/or hydroxyl groups. The directionality of the reaction pathway towards the formation of polyhedral structures was ascribed to the formation of intramolecular Si-O-C bonds through the reaction of SiOEt or SiOH groups with secondary hydroxyl groups. Intramolecular Si-O-C bonds were found in the structures of APS-PGE and APS-PGE2, and in most of the species of the PSSO obtained from the NaOH-catalyzed reaction of APS-PGE2. A small fraction of surviving Si-O-C bonds was also found in the polyhedral structures of the PSSO derived from the hydrolytic condensation of APS-PGE and APS-PGE2 catalyzed by formic acid. By usual organic reactions transforming hydroxyl groups into other functional groups, it is possible to generate narrow distribution of multi-functionalized POSS starting from an OH-functionalized organotrialkoxysilane.
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: Fasce, Diana Patricia. 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: Fukuyama, Yuko. Ehime University; Japón
Fil: Nonami, Hiroshi. Ehime University; Japón
Fil: Erra Balsells, Rosa. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
description Organotrialkoxysilanes containing secondary hydroxyl groups were synthesized by reacting 1 mole of (3-aminopropyl)triethoxysilane (APS) with 1 or 2 mole of phenylglycidylether (PGE). Resulting products, APS-PGE and APS-PGE2, respectively, were subjected to hydrolytic condensation at 50 °C during 24 h. For APS-PGE, the reaction was performed using a molar ratio [H2O]/Si=3, without addition of an external catalyst. For APS-PGE2, the reaction was catalyzed by HCOOH or NaOH. Resulting poly(silsesquioxanes) (PSSO) were characterized by size exclusion chromatography, Fourier-transformed infrared spectroscopy and matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry (UV-MALDI-TOF MS). PSSO derived from APS-PGE and APS-PGE2, catalyzed by HCOOH, exhibited a relatively narrow distribution of polyhedral structures. This constitutes a simple one-step synthesis of polyhedral oligomeric silsesquioxanes (POSS) functionalized with amine and/or hydroxyl groups. The directionality of the reaction pathway towards the formation of polyhedral structures was ascribed to the formation of intramolecular Si-O-C bonds through the reaction of SiOEt or SiOH groups with secondary hydroxyl groups. Intramolecular Si-O-C bonds were found in the structures of APS-PGE and APS-PGE2, and in most of the species of the PSSO obtained from the NaOH-catalyzed reaction of APS-PGE2. A small fraction of surviving Si-O-C bonds was also found in the polyhedral structures of the PSSO derived from the hydrolytic condensation of APS-PGE and APS-PGE2 catalyzed by formic acid. By usual organic reactions transforming hydroxyl groups into other functional groups, it is possible to generate narrow distribution of multi-functionalized POSS starting from an OH-functionalized organotrialkoxysilane.
publishDate 2003
dc.date.none.fl_str_mv 2003-12
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/11336/78339
Dell'Erba, Ignacio Esteban; Fasce, Diana Patricia; Williams, Roberto Juan Jose; Fukuyama, Yuko; Nonami, Hiroshi; et al.; Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups; Elsevier Science Sa; Journal of Organometallic Chemistry; 686; 1-2; 12-2003; 42-51
0022-328X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/78339
identifier_str_mv Dell'Erba, Ignacio Esteban; Fasce, Diana Patricia; Williams, Roberto Juan Jose; Fukuyama, Yuko; Nonami, Hiroshi; et al.; Poly(silsesquioxanes) derived from the hydrolytic condensation of organotrialkoxysilanes containing hydroxyl groups; Elsevier Science Sa; Journal of Organometallic Chemistry; 686; 1-2; 12-2003; 42-51
0022-328X
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/S0022328X03003772
info:eu-repo/semantics/altIdentifier/doi/10.1016/S0022-328X(03)00377-2
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
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
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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