Abstract

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%.

Highlights

  • Hexachlorocyclotriphosphazene (HCCP) is an inorganic phosphorus–nitrogen compound consisting of alternating phosphorus and nitrogen atoms, bound to each other through alternating single and double bonds [1]

  • The limiting oxygen index (LOI) value increased to 24.71% when polyester resin (PE) was incorporated with 1 wt.% of hexachlorocyclotriphosphazene (HCCP), indicating that HCCP has a good fire-retardant properties

  • HCCP, with 4-hydroxybenzaldehyde gave intermediate 3, which was used for further reaction to yield the final compounds 4a–i

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Summary

Introduction

Hexachlorocyclotriphosphazene (HCCP) is an inorganic phosphorus–nitrogen compound consisting of alternating phosphorus and nitrogen atoms, bound to each other through alternating single and double bonds [1]. Due to the high reactivity of the P–Cl bond, the corresponding substitution method allows the introduction of a wide range of substituents [7,8] and provides substituted cyclotriphosphazene derivatives with different chemical and physical properties [9,10]. Such compounds have been used in commercial applications [11,12,13,14] especially in liquid-crystal and fire-retardant materials, where it has Molecules 2020, 25, 2122; doi:10.3390/molecules25092122 www.mdpi.com/journal/molecules

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