Preparation and properties of three novel poly(phosphazene‐aryl amide)s containing cyclotriphosphazene structures

Abstract

1,1,3,5-tetraphenoxy-3,5-bis(4-aminoanilino)cyclotriphosphazene, 1,1,3,5-tetraphenoxy-3,5-bis[4-(4-aminophenysulfone) anilino)]cyclotriphosphazene, and 1,1,3,5-tetraphenoxy-3,5-bis(N,N 0 -ethanediamine)cyclotriphosphazene were synthesized in two steps from the p-Phenylenediamine, 4,4 0 -diaminodiphenylsulfone, and ethylenediamine via nucleophilic substitution and catalytic reduction with hexachlorocyclotriphosphazene. Three novel aromatic polyamides such as poly(cyclotriphosphazene-p-phenylene amide), poly (cyclotriphosphazene-p-sulfuryl amide), and poly(cyclotriphosphazene-ethyl amide) were synthesized from these diamines by direct polycondensation reaction with terephthaloyl chloride and pyridine in N-methyl pyrrolidone, respectively. The chemical structures of the diamine monomers and three novel poly(cyclotriphosphazene-aryl amide)s were characterized by Fourier Transform Infrared, ( 1 H and 31 P) Nuclear Magnetic Resonance, and Elemental Analysis. The thermal properties of the polyamides were determined by Differential Scanning Calorimetry and Thermogravimetric Analysis (TGA). The crystallization behaviors of the polyamides were studied by Wide-ray X-ray diffraction, and the morphology of the pyrolysis residues were observed by Scanning Electron Microscope. The three poly(cyclotriphosphazene-aryl amide)s with amorphous structure would exhibit an enhanced solubility in polar aprotic solvents and a superior thermal stability with initial decomposition temperature being at about 198-259 C. TGA curves of the poly(cyclotriphosphazene-aryl amide)s exhibit mainly three thermal decomposition steps, and the poly(cyclotriphosphazene-p-phenylene amide) presents the highest solid residue rate 62.6% heated to 600 C. In the morphology analysis of the poly(cyclotriphosphazene-aryl amide) solid residues, organophosphorus gelatum forms in the surface layer were observed.

Synthesis of A Novel Cyclotriphosphazene and Its Enhancement of Anti‐aging and Flame Retardancy of Polyolefin

“…Figure shows the X‐ray diffraction spectrum of PDP. Literature review proves that HCCP has characteristic diffraction peaks with great peak intensity, that is, 13.6°, 15.6°, 24.0°, 25.2° and 29.1° at 2θ, while no characteristic diffraction peak of HCCP can be found in the spectrum and the diffraction results indicate that the PDP sample has lower and wide diffraction peak and roughly no obvious peak can be seen, that is, the target material is pure and that PDP is non‐crystallizable polymer. A conclusion can be drawn in conjunction with FTIR analysis that relatively pure PDP materials were prepared in the experiment.…”

Re‐attainable lubrication films at 500°C converted through the positional polymerisation of DCDPS on the preset Na2S coating

“…By characterising the chemical structure of these solid residues, the structure of the solid lubricating films can be inferred reversely. 33,34 The FT-IR spectra of the solid residues on the steel disk after test B-10 is shown in Figure 11, PPSS synthesised by the conventional method was also characterised as a control. Absorption peaks about 1571, 1473 and 1390 cm À1 on the PPSS curve correspond to the stretching vibration of the benzene-ring skeleton.…”

The reactions of cyclotriphosphazene with 2-(2-hydroxyethylamino)ethanol. Spectroscopic studies of the derived products

“…The most important feature of the cyclophosphazene chemistry is that the halogen atoms attached to the phosphorus atoms in the cyclic system can be replaced by nucleophilic substitution reactions with various organic, inorganic or organometallic reagents and the compounds exhibit different physical, chemical and biological properties relative to the substituted ligands . Cyclic phosphazenes-based derivatives have wide range of properties and applications such as electrical conductivity [24], liquid crystals [42,[45][46][47][48], chemosensors [28] and biologically active materials [14][15][16][17][18][19][20]. In recent years, many studies have been performed on cyclophosphazene derivatives to determine cytotoxic and antimicrobial activities and their interactions with DNA [20-23, 26, 27, 29-35].…”