Epoxy oligomers modified with epoxyphosphazenes

Brigadnov, K. A.; Bilichenko, Yu. V.; Polyakov, V.A.; Борисов, Р. С.; Gusev, K. I.; Rudakova, T. A.; Филатов, С. Н.; Киреев, В. В.

doi:10.1134/s1560090416050018

Cited by 10 publications

(8 citation statements)

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“…Previously, using the example of a bisphenol-A based PEO, it was shown that to eliminate gelation in highly functional A 2 + B 6 systems (diphenol:HCP), it is necessary to use diphenol in an amount that provides at least a twofold excess of OH-groups relative to P–Cl bonds [69,70]. …”

Section: Resultsmentioning

confidence: 99%

“…As in the case of bisphenol A based epoxyphosphazene oligomers [69,70], the PERO phosphazene fraction mainly contains compounds with 1–2 unsubstituted chlorine atoms in the triphosphazene cycle. This is indicated by the presence in the 31 P spectra (Figure 2) of signals of phosphorus atoms belonging to tetra- (AB 2 system with cis-trans isomerism, δ P = 19.4 ppm (dd) and 4.2 ppm (tt)) and penta-substituted (AB 2 system, δ P = 21.2 ppm (t) and 6.2 (d)) trimeric cycles.…”

Section: Resultsmentioning

confidence: 99%

“…The simplest, most convenient and promising method for obtaining PEO—based on hexachlorocyclotriphosphazene (HCP) and bisphenol A—is a one-step one-pot process of the interaction of these monomers in the presence of an alkaline agent in an environment of excess epichlorohydrin as a reagent and solvent [69,70]. …”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Resorcinol-Based Phosphazene-Containing Epoxy Oligomers

et al. 2019

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Phosphazene-containing epoxy-resorcinol oligomers (PERO) are synthesized in one stage with the direct interaction of hexachlorocyclotriphosphazene (HCP), resorcinol, and epichlorohydrin in the presence of solid NaOH. Depending on the initial ratio of HCP:resorcinol, PERO contains from 20 to 50 wt.% phosphazene component (2.0–4.8% of phosphorus) and have an epoxy group content up to 30 %. Products are characterized using 1H and 31P NMR spectroscopy, MALDI-TOF mass spectrometry, and elemental analysis. According to mass spectrometry, the phosphazene fractions of PERO include up to 30 individual compounds with a predominance of cyclotriphosphazenes with one unsubstituted chlorine atom and four or five glycidyl groups. PERO has a lower viscosity in comparison with similar resins based on bisphenol A, which can simplify their use as a binder for polymer composites, adhesives, and paints.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Synthesis of Resorcinol-Based Phosphazene-Containing Epoxy Oligomers

et al. 2019

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“…In order to exclude phenolate synthesis in the known method [53] (Figure 2) and to obtain pre-formulated PEOs with lower viscosity and greater phosphorus content in the present work, by analogy with [55,56], PEO was synthesized by direct interaction of HCP, phenol, bisphenol A, and epichlorohydrin.…”

Section: Methodsmentioning

confidence: 99%

“…Epoxidation of a mixture of HAP and excess of diphenol with epichlorohydrin produces PEO, which contains fractions of the usual bisphenol A based epoxy resin and epoxycyclophosphazene (ECP) oligomers with a variable ratio [54]. In [55,56], single-stage synthesis of PEO was realized by direct interaction of HCP and an excess of diphenol (bisphenol A [55,56] or resorcinol [57]) in the epichlorohydrin medium as a reagent and a solvent. The resulting PEO includes ECP consisting essentially of tetra-and pentaepoxides of the above formula with n = 4 and 5 and a conventional organic epoxy monomer.…”

Section: Introductionmentioning

confidence: 99%

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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