Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges

We described a synthetic approach to bisphenol-based monocyanate esters based on mono-O-methylation of parental bisphenols followed by cyanation of the residual phenolic hydroxyl. Structures of the synthesized compounds were determined by the application of IR, NMR (1)H and (13)C spectroscopies, EI...

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Autores principales: Galukhin, Andrey, Nosov, Roman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337567/
https://www.ncbi.nlm.nih.gov/pubmed/30621236
http://dx.doi.org/10.3390/molecules24010177
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author Galukhin, Andrey
Nosov, Roman
author_facet Galukhin, Andrey
Nosov, Roman
author_sort Galukhin, Andrey
collection PubMed
description We described a synthetic approach to bisphenol-based monocyanate esters based on mono-O-methylation of parental bisphenols followed by cyanation of the residual phenolic hydroxyl. Structures of the synthesized compounds were determined by the application of IR, NMR (1)H and (13)C spectroscopies, EI and MALDI mass spectrometry, and purity of the final product was controlled by HPLC. We showed that stability of the cyanate esters depends on the nature of the bridging group. Temperature range of thermally initiated cyclotrimerization of synthesized monocyanate ester, as well as reaction enthalpy, was determined by differential scanning calorimetry (DSC).
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spelling pubmed-63375672019-01-25 Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges Galukhin, Andrey Nosov, Roman Molecules Article We described a synthetic approach to bisphenol-based monocyanate esters based on mono-O-methylation of parental bisphenols followed by cyanation of the residual phenolic hydroxyl. Structures of the synthesized compounds were determined by the application of IR, NMR (1)H and (13)C spectroscopies, EI and MALDI mass spectrometry, and purity of the final product was controlled by HPLC. We showed that stability of the cyanate esters depends on the nature of the bridging group. Temperature range of thermally initiated cyclotrimerization of synthesized monocyanate ester, as well as reaction enthalpy, was determined by differential scanning calorimetry (DSC). MDPI 2019-01-04 /pmc/articles/PMC6337567/ /pubmed/30621236 http://dx.doi.org/10.3390/molecules24010177 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Galukhin, Andrey
Nosov, Roman
Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title_full Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title_fullStr Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title_full_unstemmed Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title_short Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges
title_sort synthesis of cyanate esters based on mono-o-methylated bisphenols with sulfur-containing bridges
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337567/
https://www.ncbi.nlm.nih.gov/pubmed/30621236
http://dx.doi.org/10.3390/molecules24010177
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AT nosovroman synthesisofcyanateestersbasedonmonoomethylatedbisphenolswithsulfurcontainingbridges

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