Laser Mass Spectrometry Analysis of the Formation of Phosphazene-Containing Epoxy Oligomers

Киреев, В. В.; Bilichenko, Yu. V.; Борисов, Р. С.; Сиротин, И. С.; Филатов, С. Н.

doi:10.1134/s1560090418030065

Cited by 8 publications

(5 citation statements)

References 20 publications

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“…In light of this, functional highly-flexible oligosiloxanes seem to be ideal cross-linkers [16][17][18]. On the other hand, eugenol fragments are promising functional groups to be introduced into polyphosphazene structure [19][20][21]. Eugenoxy fragments on phosphorus atoms have two active centers, which can react with hydride-containing siloxanes by different ways: allylic groups through the hydrosilylation and methoxy groups through Piers-Rubinsztajn reaction [22].…”

Section: Introductionmentioning

confidence: 99%

Novel Approaches to Chemically Cross-Linked Phosphazene Structures: Hydrosilylation vs Piers–Rubinsztajn Reaction

Esin¹,

Chernysheva²,

Soldatov³

et al. 2021

Preprint

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Finding new ways for the preparation of cross-linked structures is a significant problem in terms of materials for biomedical application, lithium batteries electrolytes, and etc. Within this work we have studied the possibility to utilize hydrosilylation and Piers-Rubinsztajn reactions to obtain cross-linked model phosphazene compounds, containing eugenoxy and guaiacoxy groups. It was shown that Piers-Rubinsztajn reaction cannot be efficiently used to prepare tailored polymer-matrix, due to the catalyst deactivation by nitrogen atoms of phosphazene units. A number of cross-linked phosphazene-based materials was obtained with the use of hydrosilylation reaction and their properties were studied by NMR spectroscopy, FTIR, DSC, and TGA. This work showed a perspective for the use of eugenoxy functional groups for the preparation of three-dimensional hybrid phosphazene/siloxane-based materials for various applications.

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Section: Introductionmentioning

confidence: 99%

Novel Approaches to Chemically Cross-Linked Phosphazene Structures: Hydrosilylation vs Piers–Rubinsztajn Reaction

Esin¹,

Chernysheva²,

Soldatov³

et al. 2021

Preprint

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“…A new promising class of modifiers in this field are polyfunctional epoxyphosphazenes, which have proved to be effective halogen-free flame retardants [ 3 , 4 , 5 , 6 , 7 ]. They are well compatible with epoxy matrix and can also improve mechanical properties [ 8 ], probably due to the formation of a special three-dimensional polymer network, in the nodes of which phosphazene cycles are located [ 3 ].…”

Section: Introductionmentioning

confidence: 99%

The Curing Rheokinetics of Epoxyphosphazene Binders

et al. 2020

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The influence of epoxyphosphazene-modifying additives on the features of the hot curing process of epoxy-amine composition was studied by the rotational viscometry method. The modification caused an acceleration of the curing process, changed rheokinetics of viscosity increase, especially the stage molecular mass growth of linear chains became almost twice shorter for composition with 30% modifier than for unmodified one. We suggest the reason for these changes is the polyfunctionality of epoxyphosphazene, which finally results in high-density network formation. In cold curing process the bulkiness of epoxyphosphazene molecule and the lack of heat for its motion results in incomplete cure. Thus, in order to cope with these difficulties hot curing systems were proposed and studied.

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“…In Kireev et al’s study [65], several methods for the synthesis of phosphazene-containing epoxy oligomers (PEO) by oxidation of eugenol derivatives of cyclophosphazenes and epoxidation of hydroxyaryloxycyclophosphazene (GARP) with epichlorohydrin were compared. Synthesis of the original GARP by the interaction of chlorocyclophosphazenes with diphenols is complicated by the high functionality of the system and the need to use a significant excess of diphenol [66,67], the subsequent separation of which is a difficult, time-consuming task.…”

Section: Introductionmentioning

confidence: 99%

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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Laser Mass Spectrometry Analysis of the Formation of Phosphazene-Containing Epoxy Oligomers

Cited by 8 publications

References 20 publications

Novel Approaches to Chemically Cross-Linked Phosphazene Structures: Hydrosilylation vs Piers–Rubinsztajn Reaction

Novel Approaches to Chemically Cross-Linked Phosphazene Structures: Hydrosilylation vs Piers–Rubinsztajn Reaction

The Curing Rheokinetics of Epoxyphosphazene Binders

Synthesis of Resorcinol-Based Phosphazene-Containing Epoxy Oligomers

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