Oligomeric hydroxy-aryloxy phosphazene based on cyclic chlorophosphazenes

Сиротин, И. С.; Bilichenko, Yu. V.; Brigadnov, K. A.; Киреев, В. В.; Suraeva, Oksana; Борисов, Р. С.

doi:10.1134/s1070427213120161

Cited by 11 publications

(5 citation statements)

References 2 publications

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“…A similar decomposition of the isopropylidene group with the formation of a double bond was observed earlier under conditions of the synthesis bisphenol A based hydroxyaryloxycyclotriphosphazenes at 170 • C [60]:…”

Section: Resultssupporting

confidence: 77%

“…where 43 and M are the molecular weights of the oxirane group and the whole epoxy resin molecule, respectively, and n is the number of oxirane groups in the epoxy resin molecule. The experimental epoxy group content was determined by the method of reverse acid-base titration [60][61][62]. In these methods, glycidyl groups are converted to chlorohydrin groups by dissolving the sample of epoxy resin in hydrochloric acid acetone solution followed by titration of the excess of hydrochloric acid with NaOH solution.…”

Section: Methods Of Analysismentioning

confidence: 99%

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Synthesis of Bisphenol A Based Phosphazene-Containing Epoxy Resin with Reduced Viscosity

et al. 2019

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Phosphazene-containing epoxy oligomers (PEO) were synthesized by the interaction of hexachlorocyclotriphosphazene (HCP), phenol, and bisphenol A in a medium of excess of epichlorohydrin using potassium carbonate and hydroxide as HCl acceptors with the aim of obtaining a product with lower viscosity and higher phosphazene content. PEOs are mixtures of epoxycyclophosphazene (ECP) and a conventional organic epoxy resin based on bisphenol A in an amount controlled by the ratio of the initial mono- and diphenol. According to 31P NMR spectroscopy, pentasubstituted aryloxycyclotrophosphazene compounds predominate in the ECP composition. The relative content in the ECP radicals of mono- and diphenol was determined by the MALDI-TOF mass spectrometry method. The organic epoxy fraction, according to gas chromatograpy-mass spectrometry (GC-MS), contains 50–70 wt % diglycidyl ether of bisphenol A. PEO resins obtained in the present work have reduced viscosity when compared to other known phosphazene-containging epoxy resins while phosphazene content is still about 50 wt %. Resins with an epoxy number within 12–17 wt %, are cured by conventional curing agents to form compositions with flame-retardant properties, while other characteristics of these compositions are at the level of conventional epoxy materials.

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Section: Resultssupporting

confidence: 77%

Section: Methods Of Analysismentioning

confidence: 99%

Synthesis of Bisphenol A Based Phosphazene-Containing Epoxy Resin with Reduced Viscosity

et al. 2019

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“…It was previously shown that a convenient method for the synthesis of hydroxyaryloxycyclotriphosphazenes is the use of excess diphenol at the stage of the substitution of chlorine atoms in HCP, which is not subsequently removed, but the obtained mixture of hydroxyaryloxycyclotriphosphazenes and diphenol is used for further transformations [ 36 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Phosphazene-Containing, Bisphenol A-Based Benzoxazines and Properties of Corresponding Polybenzoxazines

et al. 2020

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With the aim of obtaining halogen-free polybenzoxazazines with reduced flammability, phosphazene-containing benzoxazines (PhBZ) were synthesized in a two-stage method. In the first stage of the reaction of hexachlorocycotriphosphazene with bisphenol A at molar ratios of 1:12, 1:16, and 1:24, respectively, mixtures of bisphenol and hydroxyaryloxycyclotriphosphazenes were obtained, which mainly contained P3N3[OC6H4C(CH3)3C6H4OH]6. In the second stage, when these mixtures interacted with aniline and an excess of paraformaldehyde in toluene at 80–90 °C, PhBZ containing 20–50% of the phosphazene component with Mw 1200–5800 were formed. According to 1H and 13C NMR spectroscopy, PhBZ contain a small amount of oligomeric compounds with Mannich aminomethylene bridges. With an increase of the content of the phosphazene component, the curing temperature of PhBZ decreases from 242 °C to 215 °C. Cured PhBZ samples with a phosphorus content of more than 1.5% have increased flammability resistance according to UL-94.

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“…Zuschriften 31 PM AS spectrum of PNCl shows two narrow signals at 18.8 and 17.6 ppm (Figure 3b)t hat can be attributed to the two phosphorous inequivalent sites (1:2 ratio) in the crystalline structure. [24] After reaction with DPT at 260 8 8C, the spectrum was drastically changed and broad signals ranging from 10 to À40 ppm appeared. Thep rominent changes are probably due to the formation of PN 3 Cl and PN 4 environments owing to the replacement of Cl group with the NH 2 groups.T ofurther elucidate the Pchemical environment, we applied structural modeling (Figure 3c)t oc alculate the possible 31 Pc hemical shift values (Supporting Information, Table S6) on simple systems with representative phosphorus first neighbors.T he absence of signals between 20 and 50 ppm, where peaks for [PCl 2 N] 3 rings would be expected, confirmed the opening of [PCl 2 N] 3 rings.…”

Section: Angewandte Chemiementioning

confidence: 99%

Synthesis of Carbon–Nitrogen–Phosphorous Materials with an Unprecedented High Amount of Phosphorous toward an Efficient Fire‐Retardant Material

et al. 2018

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Phosphorus incorporation into carbon can greatly modify its chemical, electronic, and thermal stability properties. To date this has been limited to low levels of phosphorus. Now a simple, large-scale synthesis of carbon-nitrogen-phosphorus (CNP) materials is reported with tunable elemental composition, leading to excellent thermal stability to oxidation and fire-retardant properties. The synthesis consists of using monomers that are liquid at high temperatures as the reaction precursors. The molten-state stage leads to good monomer miscibility and enhanced reactivity at high temperatures and formation of CNP materials with up to 32 wt % phosphorus incorporation. The CNP composition and fire-retardant properties can be tuned by modifying the starting monomers ratio and the final calcination temperature. The CNP materials demonstrate great resistance to oxidation and excellent fire-retardant properties, with up to 90 % of the materials preserved upon heating to 800 °C in air.

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Oligomeric hydroxy-aryloxy phosphazene based on cyclic chlorophosphazenes

Cited by 11 publications

References 2 publications

Synthesis of Bisphenol A Based Phosphazene-Containing Epoxy Resin with Reduced Viscosity

Synthesis of Bisphenol A Based Phosphazene-Containing Epoxy Resin with Reduced Viscosity

Synthesis of Phosphazene-Containing, Bisphenol A-Based Benzoxazines and Properties of Corresponding Polybenzoxazines

Synthesis of Carbon–Nitrogen–Phosphorous Materials with an Unprecedented High Amount of Phosphorous toward an Efficient Fire‐Retardant Material

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