Synthesis and characterization of flame resistant poly(arylene ether)s

Abstract

Hydrolytically stable phosphorus-containing monomers, such as 4,4'-bis(fluoro-pheny1)methylphosphine oxide (BFPMPO), 4,4'-bis(hydroxyphe1nyl)methylphosphine oxide (BOHPMPO), and 4,4-bis(hydroxyphenyl)phenylpliosphine oxide (BOHPPO), were synthesized and used in nucleophilic aromatic Substitution polycondensation to prepare poly(ary1ene ether phosphine oxide) engineering thermoplastics. The synthesis and characterization of these novel polymers are described. It was determined that by incorporating the phosphine oxide moiety into the polymer backbone, certain properties of the resulting poly(ary1ene ether) were substantially improved, such as an increase in Tg, thermal stability in air, modulus, and char yield compared with control poly(ary1ene ether su1fone)s. The :high char yields obtained for these polymers in air along with observed intumescence indicates that these materials have improved fire resistance. Preliminary cone calorimetry measurements support this conclusion.

Synthesis and characterization of a novel AB2 monomer and corresponding hyperbranched poly(arylene ether phosphine oxide)s

“…4 To achieve a high molecular weight polymer product, specific solvents such as phenyl sulfone and an extremely high temperature (350°C) were used. Our initial efforts with phenyl sulfone and high temperatures were unsuccessful at obtaining a soluble product.…”

“…Glass-transition temperatures for hyperbranched poly(arylene ether ketone)s and poly(arylene ether sulfone)s were earlier reported to be 127 and 277°C, respectively. 2,14 McGrath et al 4 earlier demonstrated that poly(arylene ether phosphine oxides) have higher glass-transition temperatures than corresponding ketone and sulfone analogues. Future efforts involve the incorporation of other comonomers to increase M n 's.…”

“…McGrath et al 4 demonstrated various polymerization methodologies for the synthesis of high molecular weight poly(arylene ether)s with dipolar aprotic solvents in the presence of weak bases such as potassium carbonate. Significant research attention continues to be devoted to the improvement of the physical properties of linear poly(arylene ether)s. 4 -6 Hyperbranched poly(arylene ether ketone) analogues have been studied in significant detail.…”

Synthesis and Characterisation of Sulphonated Poly(arylene sulphone) Terpolymers with Triphenylphosphine Oxide Moieties for Proton Exchange Membrane Fuel Cells

“…Phosphine oxide fragments containing sulphonated aromatic polymers are showing challenging properties [43][44][45]. Introduction of phosphine oxide fragments in the polymer backbone enhances mechanical properties, oxidative stability, water retention and adhesion to inorganic materials [46][47][48]. Since the polymer chain of polysulphones usually are highly symmetrical, thus leading to brittleness and low solubility, the introduction of unsymmetrical groups disrupting this arrangement seems to be an interesting way to improve the mechanical properties and solubility.…”

Aromatic Hyperbranched Polymers: Synthesis and Application

“…High molecular weight poly(aryl ether)s can be prepared typically from arylhalogenides and phenols in the presence of weak bases such as potassium carbonate in dipolar aprotic solvents [148][149][150]. The water formed during the reaction is removed azeotropically with toluene to promote the polymerization.…”