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Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units

A series of new hexasubstituted cyclotriphosphazene compounds (4a–j) consisting of two Schiff base linking units and different terminal substituents was successfully synthesized and characterized. The structures of these compounds were confirmed using Fourier Transform Infra-Red (FTIR), Nuclear Magn...

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Autores principales: Jamain, Zuhair, Khairuddean, Melati, Guan-Seng, Tay
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7248761/
https://www.ncbi.nlm.nih.gov/pubmed/32370000
http://dx.doi.org/10.3390/molecules25092122
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author Jamain, Zuhair
Khairuddean, Melati
Guan-Seng, Tay
author_facet Jamain, Zuhair
Khairuddean, Melati
Guan-Seng, Tay
author_sort Jamain, Zuhair
collection PubMed
description A series of new hexasubstituted cyclotriphosphazene compounds (4a–j) consisting of two Schiff base linking units and different terminal substituents was successfully synthesized and characterized. The structures of these compounds were confirmed using Fourier Transform Infra-Red (FTIR), Nuclear Magnetic Resonance (NMR), and CHN elemental analysis. Polarized optical microscopy (POM) was used to determine their liquid-crystal behavior, which was then further confirmed using differential scanning calorimetry (DSC). Compounds 4a–i with heptyl, nonyl, decyl, dodecyl, tetradecyl, hydroxy, 4-carboxyphenyl, chloro, and nitro terminal ends, respectively, showed the liquid-crystal properties, whereas compound 4j with the amino group was found to be non-mesogenic. The attachment of an electron-donating group in 4j eventually give a non-mesogenic product. The study of the fire-retardant properties of these compounds was done using the limiting oxygen index (LOI). In this study, polyester resin (PE) was used as a matrix for moulding, and the LOI value of pure PE was 22.53%. The LOI value increased to 24.71% when PE was incorporated with 1 wt.% of hexachlorocyclotriphosphazene (HCCP), thus indicating that HCCP has a good fire-retardant properties. The result showed that all the compounds have good agreement in their LOI values. Compound 4i with a nitro terminal group gave the highest LOI value of 28.37%.
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spelling pubmed-72487612020-08-13 Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units Jamain, Zuhair Khairuddean, Melati Guan-Seng, Tay Molecules Article A series of new hexasubstituted cyclotriphosphazene compounds (4a–j) consisting of two Schiff base linking units and different terminal substituents was successfully synthesized and characterized. The structures of these compounds were confirmed using Fourier Transform Infra-Red (FTIR), Nuclear Magnetic Resonance (NMR), and CHN elemental analysis. Polarized optical microscopy (POM) was used to determine their liquid-crystal behavior, which was then further confirmed using differential scanning calorimetry (DSC). Compounds 4a–i with heptyl, nonyl, decyl, dodecyl, tetradecyl, hydroxy, 4-carboxyphenyl, chloro, and nitro terminal ends, respectively, showed the liquid-crystal properties, whereas compound 4j with the amino group was found to be non-mesogenic. The attachment of an electron-donating group in 4j eventually give a non-mesogenic product. The study of the fire-retardant properties of these compounds was done using the limiting oxygen index (LOI). In this study, polyester resin (PE) was used as a matrix for moulding, and the LOI value of pure PE was 22.53%. The LOI value increased to 24.71% when PE was incorporated with 1 wt.% of hexachlorocyclotriphosphazene (HCCP), thus indicating that HCCP has a good fire-retardant properties. The result showed that all the compounds have good agreement in their LOI values. Compound 4i with a nitro terminal group gave the highest LOI value of 28.37%. MDPI 2020-05-01 /pmc/articles/PMC7248761/ /pubmed/32370000 http://dx.doi.org/10.3390/molecules25092122 Text en © 2020 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
Jamain, Zuhair
Khairuddean, Melati
Guan-Seng, Tay
Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title_full Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title_fullStr Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title_full_unstemmed Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title_short Liquid-Crystal and Fire-Retardant Properties of New Hexasubstituted Cyclotriphosphazene Compounds with Two Schiff Base Linking Units
title_sort liquid-crystal and fire-retardant properties of new hexasubstituted cyclotriphosphazene compounds with two schiff base linking units
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7248761/
https://www.ncbi.nlm.nih.gov/pubmed/32370000
http://dx.doi.org/10.3390/molecules25092122
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