Cargando…

Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines

As a result of this research, it was established that the chlorine atom replacement rates in hexa-chlorocyclotriphosphazene by o-, m-, and p-methylanilines’ temperatures are crucial in determining which reaction is made. The speed of reaction practically does not affect the polarity of the synthesis...

Descripción completa

Detalles Bibliográficos
Autores principales: Rybyan, Artem A., Bilichenko, Julia V., Kireev, Vyacheslav V., Kolenchenko, Alexander A., Chistyakov, Evgeniy M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9787593/
https://www.ncbi.nlm.nih.gov/pubmed/36559701
http://dx.doi.org/10.3390/polym14245334
_version_ 1784858548514062336
author Rybyan, Artem A.
Bilichenko, Julia V.
Kireev, Vyacheslav V.
Kolenchenko, Alexander A.
Chistyakov, Evgeniy M.
author_facet Rybyan, Artem A.
Bilichenko, Julia V.
Kireev, Vyacheslav V.
Kolenchenko, Alexander A.
Chistyakov, Evgeniy M.
author_sort Rybyan, Artem A.
collection PubMed
description As a result of this research, it was established that the chlorine atom replacement rates in hexa-chlorocyclotriphosphazene by o-, m-, and p-methylanilines’ temperatures are crucial in determining which reaction is made. The speed of reaction practically does not affect the polarity of the synthesis solvent. For the formation of fully substituted o-, m-, and p-arilaminocyclotriphosphazenes, the reaction takes 5 h and is carried out in the diglyme at its boiling temperature. The structure of the synthesized AAP was confirmed by (31)P and (1)H NMR spectroscopy and MALDI-TOF mass spectrometry. By means of synchronous DSK and TGA, it is found that the synthesized AAP are crystalline and their thermal destruction has a stepped character. Thermal destruction is shown to be accompanied by the simultaneous removal of three aniline molecules from the AAP molecules. Conducted curing of epoxy resin DER-331 is carried out using the AAP as a curing agent. It has been established that due to steric difficulties, o- AAP does not interact with epoxy resin, unlike m- and p- AAP. The gel fraction in curing resin is measured, and the AAP relate to the stage processes of macromolecule formation. The result is that polymers based on DER-331 and m-, p-AAP have a gel fraction content up to 97 mass. %. These polymers have glass-transition temperatures 80 and 85 °C (m- and p-AAP-based, respectively) and demonstrate fire resistance to standard UL-94 of category V-0.
format Online
Article
Text
id pubmed-9787593
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-97875932022-12-24 Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines Rybyan, Artem A. Bilichenko, Julia V. Kireev, Vyacheslav V. Kolenchenko, Alexander A. Chistyakov, Evgeniy M. Polymers (Basel) Article As a result of this research, it was established that the chlorine atom replacement rates in hexa-chlorocyclotriphosphazene by o-, m-, and p-methylanilines’ temperatures are crucial in determining which reaction is made. The speed of reaction practically does not affect the polarity of the synthesis solvent. For the formation of fully substituted o-, m-, and p-arilaminocyclotriphosphazenes, the reaction takes 5 h and is carried out in the diglyme at its boiling temperature. The structure of the synthesized AAP was confirmed by (31)P and (1)H NMR spectroscopy and MALDI-TOF mass spectrometry. By means of synchronous DSK and TGA, it is found that the synthesized AAP are crystalline and their thermal destruction has a stepped character. Thermal destruction is shown to be accompanied by the simultaneous removal of three aniline molecules from the AAP molecules. Conducted curing of epoxy resin DER-331 is carried out using the AAP as a curing agent. It has been established that due to steric difficulties, o- AAP does not interact with epoxy resin, unlike m- and p- AAP. The gel fraction in curing resin is measured, and the AAP relate to the stage processes of macromolecule formation. The result is that polymers based on DER-331 and m-, p-AAP have a gel fraction content up to 97 mass. %. These polymers have glass-transition temperatures 80 and 85 °C (m- and p-AAP-based, respectively) and demonstrate fire resistance to standard UL-94 of category V-0. MDPI 2022-12-07 /pmc/articles/PMC9787593/ /pubmed/36559701 http://dx.doi.org/10.3390/polym14245334 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Rybyan, Artem A.
Bilichenko, Julia V.
Kireev, Vyacheslav V.
Kolenchenko, Alexander A.
Chistyakov, Evgeniy M.
Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title_full Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title_fullStr Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title_full_unstemmed Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title_short Curing of DER-331 Epoxy Resin with Arylaminocyclotriphosphazenes Based on o-, m-, and p-methylanilines
title_sort curing of der-331 epoxy resin with arylaminocyclotriphosphazenes based on o-, m-, and p-methylanilines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9787593/
https://www.ncbi.nlm.nih.gov/pubmed/36559701
http://dx.doi.org/10.3390/polym14245334
work_keys_str_mv AT rybyanartema curingofder331epoxyresinwitharylaminocyclotriphosphazenesbasedonomandpmethylanilines
AT bilichenkojuliav curingofder331epoxyresinwitharylaminocyclotriphosphazenesbasedonomandpmethylanilines
AT kireevvyacheslavv curingofder331epoxyresinwitharylaminocyclotriphosphazenesbasedonomandpmethylanilines
AT kolenchenkoalexandera curingofder331epoxyresinwitharylaminocyclotriphosphazenesbasedonomandpmethylanilines
AT chistyakovevgeniym curingofder331epoxyresinwitharylaminocyclotriphosphazenesbasedonomandpmethylanilines