Synthesis and properties of new crystalline poly(arylene ether)s containing pendant benzoyl groups

Abstract

Poly(arylene ether)s (3) containing pendant benzoyl groups were prepared by the aromatic substitution reaction of 2,5‐difluoro‐4‐benzoylbenzophenone (2) with hydroquinone (1a) and methylhydroquinone (1b) in the presence of potassium carbonate in N,N‐dimethylacetamide. The polycondensation proceeded smoothly at 165°C and produced poly(arylene ether)s with inherent viscosities up to 0.8 dL/g. The polymer (3b) derived from methylhydroquinone was quite soluble in common organic solvents and could be processed into uniform films from solutions. On the other hand, the polymer (3a) derived from hydroquinone was only soluble in pentafluorophenol and methanesulfonic acid and had a high crystallinity. These polymers showed 10% weight losses at around 420 and 490°C in nitrogen. Polymer 3b also showed good tensile strength and tensile moduli. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35: 605–611, 1997

Recent Developments in Polyether Synthesis

“…In one of the early examples of such an approach pendant benzoyl groups were utilized. [20] Thus, using 2,5-difluoro-4-benzoylbenzophenone (15) and hydroquinone, wholly aromatic polyethers of high molecular weights (g inh = 0.8 dL/g) were prepared.…”

“…A wide range of wholly aromatic polyethers (20) were prepared under standard S N Ar polymerization conditions, using polar aprotic solvents, such as N-methylpyrrolidone (NMP), and a base, such as K 2 CO 3 (Scheme 7). Highmolecular weight polymers (M -n = 30 000-40 000, PD = 2.5, as determined by means of gel permeation chromatography (GPC) using PS standards) with very high T g s (200-250 8C) and decomposition temperatures A 500 8C were readily prepared.…”

Size exclusion chromatography characterization of poly (ether ether ketone), PEEK, after chemical modification

“…Examples are bearings, piston parts, pumps, high-performance liquid chromatography columns, compressor plate valves, electrical components, and electrical cable insulation for cables in nuclear plants as well as underground railways. [2][3][4] The remarkable solvent resistance of PEEK 5 is a particularly attractive characteristic when the polymer is used in aggressive environments including high-pressure steam.…”

“…The physico‐chemical properties of poly (ether ether ketone) (PEEK), such as high thermal stability, chemical resistance, and high mechanical strength 1 promote the materials' use in aerospace, automotive, and chemical process industries in a variety of applications. Examples are bearings, piston parts, pumps, high‐performance liquid chromatography columns, compressor plate valves, electrical components, and electrical cable insulation for cables in nuclear plants as well as underground railways 2–4 . The remarkable solvent resistance of PEEK 5 is a particularly attractive characteristic when the polymer is used in aggressive environments including high‐pressure steam.…”