Liquid oxygen compatibility and thermal stability of bisphenol A and bisphenol F epoxy resins modified by DOPO

Wu, Zhanjun; Li, Jialiang; Wang, Zhi

doi:10.1002/pat.3440

Cited by 24 publications

(14 citation statements)

References 20 publications

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“…Reduction in combustibility of the epoxy resins by using phosphorus‐containing retardants has become a pivotal part of the development and application especially in aerospace industries and electrical/electronic fields . Among these phosphorus‐containing retardants, 9, 10‐dihydro‐9‐oxa‐10‐phosphaphenanthrene‐10‐oxide (DOPO) derivatives are attractive because of their relatively high thermal stability and flame‐retarding efficiency. Furthermore, phosphorus‐containing reactive imine can be used as curing agent and flame retardant in epoxy resins .…”

Section: Introductionmentioning

confidence: 99%

Improving thermal and flame‐retardant properties of epoxy resins by a new imine linkage phosphorous‐containing curing agent

Xie

Dong

et al. 2016

Polymer Engineering & Sci

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A new reactive phosphorus-containing curing agent with imine linkage called 4,4 0 -[1, 3-phenyl-bis(9, 10-dihydro-9oxa-10-phosphaphenanthrene-10-yl)dimethyneimino)]diphenol (2) was synthesized both via two-pot and one-pot procedure. The chemical structure of this curing agent was confirmed by FTIR, 1 H, 13 C, and 31 P NMR spectra. A series of thermosetting systems were prepared by using conventional epoxy resins (E51), 4, 4 0 -diaminodiphenyl methane (DDM) and (2). Resins with different phosphorus contents were obtained by changing the DDM/(2) molar ratios. Their dynamic mechanical thermal, thermal and flame-retardant properties were evaluated by dynamic mechanical thermal analysis (DMTA), thermogravimetric analysis (TGA), and limiting oxygen index (LOI), respectively. All samples had a single T g , which showed that these epoxy resins were homogeneous phase. Both the two char yields under nitrogen and air atmospheres increased with increasing content of (2) and the LOI values increased from 24.5 for standard resin to 37.5 for phosphoruscontaining resin, which indicated that incorporation of (2) could impart good thermal stability and excellent flame retardancy to the conventional epoxy thermosets. POLYM. ENG. SCI.,

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Section: Introductionmentioning

confidence: 99%

Improving thermal and flame‐retardant properties of epoxy resins by a new imine linkage phosphorous‐containing curing agent

Xie

Dong

et al. 2016

Polymer Engineering & Sci

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“…Several studies have revealed that DOPO-modified bisphenol A epoxy resin was compatible with liquid oxygen at 2 wt% phosphorus content. 25 Therefore, the differences among the liquid oxygen compatibility of the modified resin system were that the IRS could be further lowered by reducing the SR value. This could be attributed to the reduced rigidity by decreasing the SR value in the resin at cryogenic temperature.…”

Section: Resultsmentioning

confidence: 99%

Study of the epoxy/amine equivalent ratio on thermal properties, cryogenic mechanical properties, and liquid oxygen compatibility of the bisphenol A epoxy resin containing phosphorus

Wang

Yuan

et al. 2019

High Performance Polymers

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A liquid oxygen-compatible epoxy resin is successfully prepared by changing the epoxy/amine equivalent ratio (SR) of a phosphorus-containing epoxy resin. The liquid oxygen impact test results showed that the modified resin was compatible with liquid oxygen only when the SR was 0.8. The mechanical properties at 90 K showed that the strain energy and impact toughness reached the maximum when the SR was 0.8, which suggested that the reduced rigidity might be beneficial to improve the liquid oxygen compatibility of the polymer. The thermomechanical and thermal results showed that the cross-linking density and thermal stability was proportional to SR. Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy analysis showed that the P=O group in the resin decomposed into phosphoric oxidative solids and P–N intermediates to inhibit the resin from decomposing and contacting with liquid oxygen during impact. Overall, this study provides a new idea for the design of liquid oxygen-compatible epoxy resin.

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“…In recent years, phosphorus‐containing compounds have shown extensive application as halogen‐free flame retardants in epoxy resin . 9,10‐Dihydro‐9‐oxa‐10‐phosphaphenanthrene‐10‐oxide (DOPO) is a type of cyclic phosphate with a diphenyl structure, which can react with epoxy monomer . As reported in previous studies, DOPO and its derivatives can significantly improve the flame retardancy of epoxy resin.…”

Section: Introductionmentioning

confidence: 91%

Effect of phosphorus‐containing flame retardants on flame retardancy and thermal stability of tetrafunctional epoxy resin

Zhang

Pan

et al. 2015

Polymers for Advanced Techs

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Hexaphenoxycyclotriphosphazene (HPCTP) and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) were used to flame retard N,N,N′,N′-tetraglycidyl-4,4′-diaminodiphenylmethane epoxy resins. The curing behaviors and glass transition temperature were investigated by differential scanning calorimetry. The limiting oxygen index (LOI), UL-94 vertical burning, and cone calorimetry tests were used to assess the flame retardancy of the cured epoxy resins. The increase in LOI value and UL-94 rating was strongly dependent on the phosphorus content. The reduction in peak of heat release rate and total heat release showed that the incorporation of flame retardants could improve the flame retardancy of epoxy resin. The higher smoke release and CO yield of the flame-retardant epoxy resins indicated that both DOPO and HPCTP showed a gas phase flame retardancy action. Thermogravimetric analysis of the flame-retardant epoxy resins indicated that the incorporation of the flame retardants reduced the initial decomposition temperature of epoxy resin.

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Liquid oxygen compatibility and thermal stability of bisphenol A and bisphenol F epoxy resins modified by DOPO

Cited by 24 publications

References 20 publications

Improving thermal and flame‐retardant properties of epoxy resins by a new imine linkage phosphorous‐containing curing agent

Improving thermal and flame‐retardant properties of epoxy resins by a new imine linkage phosphorous‐containing curing agent

Study of the epoxy/amine equivalent ratio on thermal properties, cryogenic mechanical properties, and liquid oxygen compatibility of the bisphenol A epoxy resin containing phosphorus

Effect of phosphorus‐containing flame retardants on flame retardancy and thermal stability of tetrafunctional epoxy resin

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