Synthesis and property of flame retardant epoxy resins modified with 2-(diphenylphosphinyl)-1,4-benzenediol

Abstract

2-(Diphenylphosphinyl)-1,4-benzenediol(DPO-HQ) was synthesized by the reaction of diphenylphosphine oxide(DPO) with 1,4-benzoquinone(BQ), and characterized by Fourier transform infrared(FTIR), and nuclear magnetic resonance(¹H NMR, ¹³C NMR, ³¹P NMR) spectrometries. The thermal stability of DPO-HQ was investigated by thermogravimetric analysis(TGA). Flame retardant epoxy resin was synthesized based on DPO-HQ. The thermal properties and burning performance of cured epoxy resins were measured by differential scanning calorimetry(DSC), thermogravimetric analysis(TGA), limited oxygen index(LOI) and vertical burning test(UL-94V). The morphologies of cured epoxy resins after combustion were investigated by scanning electron microscopy(SEM) and electron probe microanalysis(EPMA). Moreover, the thermal stability(both in air and in N₂) of DPO-HQ and its cured epoxy resin was compared with that of 10-(2,5-dihydroxyphenyl)-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide(DOPO-HQ) and its cured epoxy resin. The thermal stability of DPO-HQ is comparable with that of DOPO-HQ, while the thermal stability of cured epoxy resin based on DPO-HQ is better than that based on DOPO-HQ.

Keywords

Flame retardant / Thermal stability / Epoxy resin / Phosphorus / Burning behavior

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