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

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...

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Autores principales:	Asmussen, S.V., Giudicessi, S.L., Erra-Balsells, R., Vallo, C.I.
Formato:	JOUR
Materias:	Dental resins Nanocomposites Photopolymerization Silsesquioxanes Acidic conditions Bimolecular reaction Dental filling Functionalized MALDI-TOF-MS analysis Methacrylate monomers Nano-sized NMR spectroscopy Polycondensation reactions Polymer growth Reactive solvent Room temperature Storage periods Trimethoxysilane Dental prostheses Filling Monomers Nuclear magnetic resonance spectroscopy Oligomers Polycondensation Resins Synthesis (chemical) Condensation reactions
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_00143057_v46_n9_p1815_Asmussen
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_00143057_v46_n9_p1815_Asmussen
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spelling	todo:paper_00143057_v46_n9_p1815_Asmussen2023-10-03T14:12:15Z Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents Asmussen, S.V. Giudicessi, S.L. Erra-Balsells, R. Vallo, C.I. Dental resins Nanocomposites Photopolymerization Silsesquioxanes Acidic conditions Bimolecular reaction Dental filling Dental resins Functionalized MALDI-TOF-MS analysis Methacrylate monomers Nano-sized NMR spectroscopy Polycondensation reactions Polymer growth Reactive solvent Room temperature Silsesquioxanes Storage periods Trimethoxysilane Dental prostheses Filling Monomers Nanocomposites Nuclear magnetic resonance spectroscopy Oligomers Photopolymerization Polycondensation Resins Synthesis (chemical) Condensation reactions 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. © 2010 Elsevier Ltd. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00143057_v46_n9_p1815_Asmussen
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Dental resins Nanocomposites Photopolymerization Silsesquioxanes Acidic conditions Bimolecular reaction Dental filling Dental resins Functionalized MALDI-TOF-MS analysis Methacrylate monomers Nano-sized NMR spectroscopy Polycondensation reactions Polymer growth Reactive solvent Room temperature Silsesquioxanes Storage periods Trimethoxysilane Dental prostheses Filling Monomers Nanocomposites Nuclear magnetic resonance spectroscopy Oligomers Photopolymerization Polycondensation Resins Synthesis (chemical) Condensation reactions
spellingShingle	Dental resins Nanocomposites Photopolymerization Silsesquioxanes Acidic conditions Bimolecular reaction Dental filling Dental resins Functionalized MALDI-TOF-MS analysis Methacrylate monomers Nano-sized NMR spectroscopy Polycondensation reactions Polymer growth Reactive solvent Room temperature Silsesquioxanes Storage periods Trimethoxysilane Dental prostheses Filling Monomers Nanocomposites Nuclear magnetic resonance spectroscopy Oligomers Photopolymerization Polycondensation Resins Synthesis (chemical) Condensation reactions Asmussen, S.V. Giudicessi, S.L. Erra-Balsells, R. Vallo, C.I. Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
topic_facet	Dental resins Nanocomposites Photopolymerization Silsesquioxanes Acidic conditions Bimolecular reaction Dental filling Dental resins Functionalized MALDI-TOF-MS analysis Methacrylate monomers Nano-sized NMR spectroscopy Polycondensation reactions Polymer growth Reactive solvent Room temperature Silsesquioxanes Storage periods Trimethoxysilane Dental prostheses Filling Monomers Nanocomposites Nuclear magnetic resonance spectroscopy Oligomers Photopolymerization Polycondensation Resins Synthesis (chemical) Condensation reactions
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. © 2010 Elsevier Ltd. All rights reserved.
format	JOUR
author	Asmussen, S.V. Giudicessi, S.L. Erra-Balsells, R. Vallo, C.I.
author_facet	Asmussen, S.V. Giudicessi, S.L. Erra-Balsells, R. Vallo, C.I.
author_sort	Asmussen, S.V.
title	Synthesis of silsesquioxanes based in (3-methacryloxypropyl)- trimethoxysilane using methacrylate monomers as reactive solvents
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
url	http://hdl.handle.net/20.500.12110/paper_00143057_v46_n9_p1815_Asmussen
work_keys_str_mv	AT asmussensv synthesisofsilsesquioxanesbasedin3methacryloxypropyltrimethoxysilaneusingmethacrylatemonomersasreactivesolvents AT giudicessisl synthesisofsilsesquioxanesbasedin3methacryloxypropyltrimethoxysilaneusingmethacrylatemonomersasreactivesolvents AT errabalsellsr synthesisofsilsesquioxanesbasedin3methacryloxypropyltrimethoxysilaneusingmethacrylatemonomersasreactivesolvents AT valloci synthesisofsilsesquioxanesbasedin3methacryloxypropyltrimethoxysilaneusingmethacrylatemonomersasreactivesolvents
_version_	1807315722926292992

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

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