Synthesis And Characterization Of Poly(Aryl Ether)s Containing Triazines

The researches of introducing functional structure into polymer main chain for enhancing the properties of polymeric materials have received extensive interest due to the constant requirement for high-performance polymers. Among them, aromatic s-triazine-based polymers, have recently gained a lot of interests contribute to their unique triazine structure features. The incorporation of s-triazine units into aromatic polymer chain could enhance the rigidity of their backbone, and also leads to strong charge transfer interactions between s-triazine rings and aromatic rings. Because of the high electron affinity and structural symmetry of the s-triazine units, electron injection and transport should be favored also. Therefore, this kind of polymers always possesses an attracting balance of excellent thermal stability, nice luminosity, good chemical resistance, high tensile strengths and modulus.2,4-bis(4-fluorophenyl)-6-phenyl-1,3,5-triazine(BFPT) was synthesized by microwave-assisted reaction of 4-fluorobenzamidine-hydrochloride and benzoyl chloride. Synthesis conditions were optimized to enhance the product yield. The crude product was purified by semi-preparative high-performance liquid chromatography. A satisfactory separation of BFPT and byproduct was obtained with 4.0 mL min-1 of flow rate in less than 20 min. The structures of separated BFPT and byproduct 2-(4-fluorophenyl)-4,6-diphenyl-1,3,5-triazine(FDT) were confirmed by FTIR, 1H NMR, MS and HPLC. The potential reaction mechanism between 4-fluorobenzamidine-hydrochloride and benzoyl chloride was also explored.Two series of phosphorus-nitrogen containing poly(arylene ether phenyl-s-triazine) s were synthesized by a direct solution polycondensation of BFPT with 1,1’-bis(4-hydroxyphenyl)-metheylene-bispheny-1-oxophosphine oxide(DOPO-PhOH) and 6-(4-hydroxyphenyl)pyridazin-3(2H)-one(HPZ) or 4,4′-difluoro diphenylmethanone(DFBP) at different molar ratios. The polymer structures were characterized by means of Fourier transform infrared spectra(FTIR) and nuclear magnetic resonance spectroscopy(1H NMR, 31 P NMR). The molecular weight and glass-transition temperatures(Tg’s) of the polymers increased with increasing content of the HPZ or DFBP monomer. The polymers exhibited excellent thermal and thermo-oxidative stability under nitrogen and air atmosphere, respectively. Because of the incorporation of nitrogen and phosphorus-containing unit in the polymer chains, a distinct synergistic effect for retarding termo-oxidation was demonstrated in air atmosphere,. This kind of polymers may be considered as a good candidate for exploring high-performance thermostable materials.A novel organic nano-poly(aryl ether)s that was prepared by microemulsion polymerization of 2,4,6-tris(4-fluorophenyl)-1,3,5-triazine(TFPT), was synthesized in high yield, high purity, low time and low temperature, and 6-(4-hydroxyphenyl)pyridazin-3(2H)-one(HPZ) to investigate the thermal stability, fluorescence and biocompatible and applied for fluorescent labelling of E. coli. Surface morphology of the nanoparticle(<200 nm) was observed by transmission electron microscopy. The nanoparticle exhibited excellent comprehensive performance in thermal stability, solvent resistance and fluorescence, was healthy for E. coli by biocompatible test. The crossing-linked poly(aryl ether)s based on TFPT was prepared and endowed a feasible and promising application in biology field firstly. The work can promote the using of TFPT monomer and give a new view of crossing-linked poly(aryl ether)s.