Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins

Two phosphorus-containing cage-like silsesquioxane derivatives were synthesized as reactive or additive flame retardants for epoxy resin. The silsesquioxanes were obtained via an epoxide ring-opening reaction using a 10-hydroxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPA). In one deriva...

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Main Authors: Mariusz Szołyga, Michał Dutkiewicz, Marek Nowicki, Kamila Sałasińska, Maciej Celiński, Bogdan Marciniec
Format: Article
Language:English
Published: MDPI AG 2020-11-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/13/23/5373
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author Mariusz Szołyga
Michał Dutkiewicz
Marek Nowicki
Kamila Sałasińska
Maciej Celiński
Bogdan Marciniec
author_facet Mariusz Szołyga
Michał Dutkiewicz
Marek Nowicki
Kamila Sałasińska
Maciej Celiński
Bogdan Marciniec
author_sort Mariusz Szołyga
collection DOAJ
description Two phosphorus-containing cage-like silsesquioxane derivatives were synthesized as reactive or additive flame retardants for epoxy resin. The silsesquioxanes were obtained via an epoxide ring-opening reaction using a 10-hydroxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPA). In one derivative containing in its structure 4 glycidoxypropyl and 4 phosphate groups, denoted as 4P4GS, only half of the epoxy rings was reacted with phosphate to obtain a reactive additive, while in the second derivative containing 8 phosphate groups, denoted as 8PS, all epoxy groups were converted, thus an additive modifier was obtained. The silsesquioxanes containing phosphorus atoms and the reactive phosphorus-free silsesquioxane derivative (octakis[(3-glycidoxypropyl)dimethylsiloxy]octasilsesquioxane (8GS)) were used to prepare hybrid materials based on epoxy resin. To compare the impact of the structure of silsesquioxane derivatives on the properties of hybrid materials, a number of samples containing 1, 5, and 10% of the modifiers making a series of epoxy materials containing additive or reactive modifiers, were obtained. The modified epoxies were studied using scanning electron microscopy and energy-dispersive X-ray spectroscopy (SEM-EDS), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), nanoindentation, water contact angle, and cone calorimetry tests to assess the effects of the modifier structure on the physicochemical properties of the investigated materials.
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spelling doaj.art-7f27b99038b44fdfac9d871a8f5fab142023-11-20T22:30:01ZengMDPI AGMaterials1996-19442020-11-011323537310.3390/ma13235373Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy ResinsMariusz Szołyga0Michał Dutkiewicz1Marek Nowicki2Kamila Sałasińska3Maciej Celiński4Bogdan Marciniec5Centre for Advanced Technologies, Adam Mickiewicz University in Poznan, Uniwersytetu Poznanskiego 10, 61-614 Poznan, PolandCentre for Advanced Technologies, Adam Mickiewicz University in Poznan, Uniwersytetu Poznanskiego 10, 61-614 Poznan, PolandCentre for Advanced Technologies, Adam Mickiewicz University in Poznan, Uniwersytetu Poznanskiego 10, 61-614 Poznan, PolandDepartment of Chemical, Biological and Aerosol Hazards, Central Institute for Labour Protection - National Research Institute, Czerniakowska 16, 00-701 Warsaw, PolandDepartment of Chemical, Biological and Aerosol Hazards, Central Institute for Labour Protection - National Research Institute, Czerniakowska 16, 00-701 Warsaw, PolandCentre for Advanced Technologies, Adam Mickiewicz University in Poznan, Uniwersytetu Poznanskiego 10, 61-614 Poznan, PolandTwo phosphorus-containing cage-like silsesquioxane derivatives were synthesized as reactive or additive flame retardants for epoxy resin. The silsesquioxanes were obtained via an epoxide ring-opening reaction using a 10-hydroxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPA). In one derivative containing in its structure 4 glycidoxypropyl and 4 phosphate groups, denoted as 4P4GS, only half of the epoxy rings was reacted with phosphate to obtain a reactive additive, while in the second derivative containing 8 phosphate groups, denoted as 8PS, all epoxy groups were converted, thus an additive modifier was obtained. The silsesquioxanes containing phosphorus atoms and the reactive phosphorus-free silsesquioxane derivative (octakis[(3-glycidoxypropyl)dimethylsiloxy]octasilsesquioxane (8GS)) were used to prepare hybrid materials based on epoxy resin. To compare the impact of the structure of silsesquioxane derivatives on the properties of hybrid materials, a number of samples containing 1, 5, and 10% of the modifiers making a series of epoxy materials containing additive or reactive modifiers, were obtained. The modified epoxies were studied using scanning electron microscopy and energy-dispersive X-ray spectroscopy (SEM-EDS), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), nanoindentation, water contact angle, and cone calorimetry tests to assess the effects of the modifier structure on the physicochemical properties of the investigated materials.https://www.mdpi.com/1996-1944/13/23/5373silsesquioxanephosphateepoxy resinflammability
spellingShingle Mariusz Szołyga
Michał Dutkiewicz
Marek Nowicki
Kamila Sałasińska
Maciej Celiński
Bogdan Marciniec
Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
Materials
silsesquioxane
phosphate
epoxy resin
flammability
title Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
title_full Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
title_fullStr Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
title_full_unstemmed Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
title_short Phosphorus-Containing Silsesquioxane Derivatives as Additive or Reactive Components of Epoxy Resins
title_sort phosphorus containing silsesquioxane derivatives as additive or reactive components of epoxy resins
topic silsesquioxane
phosphate
epoxy resin
flammability
url https://www.mdpi.com/1996-1944/13/23/5373
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AT michałdutkiewicz phosphoruscontainingsilsesquioxanederivativesasadditiveorreactivecomponentsofepoxyresins
AT mareknowicki phosphoruscontainingsilsesquioxanederivativesasadditiveorreactivecomponentsofepoxyresins
AT kamilasałasinska phosphoruscontainingsilsesquioxanederivativesasadditiveorreactivecomponentsofepoxyresins
AT maciejcelinski phosphoruscontainingsilsesquioxanederivativesasadditiveorreactivecomponentsofepoxyresins
AT bogdanmarciniec phosphoruscontainingsilsesquioxanederivativesasadditiveorreactivecomponentsofepoxyresins