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Sulfur‐Containing Silsesquioxane Derivatives Obtained by the Thiol‐ene Reaction: Synthesis and Thermal Degradation

Sulfur‐Containing Silsesquioxane Derivatives Obtained by the Thiol‐ene Reaction: Synthesis and... This article presents the synthesis of new derivatives of octa(3‐thiopropyl)silsesquioxane (SSQ‐8SH) via thiol‐ene reaction with simple olefins bearing alkyl groups as well as methoxysilyl, substituted aryl or fluoroalkyl groups. All products were characterized by 1H NMR, 13C NMR, 29Si NMR, FTIR, GPC, MALDI‐TOF‐MS, as well as thermal analysis (TGA) to confirm their structures, purity and thermal stability, and finally give some insight into their thermal degradation pathway. In some of the structures obtained, the T5% values take place at high temperatures and are close to 230 °C. The thiol‐ene reaction allowed to obtain 7 new compounds with high yield (>92 %), no by‐products and in a relatively short time (24 h). All products are characterized by high conversion >99 %. New derivatives can find potential use as modifiers of plastics to improve their certain properties for example hydrophobicity or thermo‐oxidative stability. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png ChemPlusChem Wiley

Sulfur‐Containing Silsesquioxane Derivatives Obtained by the Thiol‐ene Reaction: Synthesis and Thermal Degradation

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References (2)

Publisher
Wiley
Copyright
© 2022 Wiley‐VCH GmbH
eISSN
2192-6506
DOI
10.1002/cplu.202200099
Publisher site
See Article on Publisher Site

Abstract

This article presents the synthesis of new derivatives of octa(3‐thiopropyl)silsesquioxane (SSQ‐8SH) via thiol‐ene reaction with simple olefins bearing alkyl groups as well as methoxysilyl, substituted aryl or fluoroalkyl groups. All products were characterized by 1H NMR, 13C NMR, 29Si NMR, FTIR, GPC, MALDI‐TOF‐MS, as well as thermal analysis (TGA) to confirm their structures, purity and thermal stability, and finally give some insight into their thermal degradation pathway. In some of the structures obtained, the T5% values take place at high temperatures and are close to 230 °C. The thiol‐ene reaction allowed to obtain 7 new compounds with high yield (>92 %), no by‐products and in a relatively short time (24 h). All products are characterized by high conversion >99 %. New derivatives can find potential use as modifiers of plastics to improve their certain properties for example hydrophobicity or thermo‐oxidative stability.

Journal

ChemPlusChemWiley

Published: Jun 1, 2022

Keywords: cage compounds; sulfur; silsesquioxanes; thermal degradation; thiol-ene reaction

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