Synthesis And Characterization Of Novel Poly(Ether Ketone)s And Polyesters Bearing 4-Phenoxyphenyl Triphenyl Methane Moieties

In this dissertation, the recent progress on the study of poly(aryl ethe rketone)s and polyesters were investigated.the main skeletons were described as follows:1. Treatment of diphenyl ether and benzoyl chloride as original materials afford 4-phenoxyphenyl-diphenyl ketone, and then with sulfurous oxychloride and phenol gave rise to 1-(4-phenoxyphenyl)-1-phenyl-4,4′-bis(hydroxyphenyl)methane (PPBHP- M) from One-Pot reactions in 65% general yield.2. Reactions of PPBHPM, 4,4′–difluorobenzophenone, 1,4–bis(4–fluorobenzoyl) benzene, 4,4′–bis(4–fluorobenzoyl)diphenyl and 4,4′–bis(4–fluorobenzoyl)diphenyl ether gave rise to these novel poly(aryl ether ketone)s with high temperature solution polycondensation.The polymers have relatively high glass transition temperatures between 171-198°C, decomposition temperatures at 5% weight loss ranging from 390 oC to 421 oC in nitrogen. The inherent viscosities ranged from 0.404 to 0.716 are all amorphous and readily soluble in common organic solvents such as DCE, CHCl3, THF, pyridine, DMF, DMAC, 1,2?dichloro ethane, and NMP at room temperature. These polymers with tensile strength of 42.9-84.8 MPa, elongation at break of 5-7 % and tensile modulus of 0.92-1.74 GPa.3. Reactions of PPBHPM, bisphenol A(BPA) with 1,4–di(4–fluorobenzoyl)benz -ene gave rise to these polymers. Our results showed that the copolymers have relatively high glass transition temperatures in the range of 159-180°C, and decomposition temperatures at 5% weight loss in the range of 348 -388 oC in nitrogen. The inherent viscosities ranged from 0.503 to 0.732 , and these polymers were all amorphous and readily soluble in common organic solvents such as NMP, DMF, DMAc at room temperature. These polymers with tensile strength of 27-57 MPa, elongation at break of 3-6 % and tensile modulus of 1.33-2.75 GPa.4. Reactions of PPBHPM with 1,4-benzenedicanbonyl chloride, 1,3-benzened ican bonyl-chloride, 1,2-bis(4-chloroformylphenoxyphenyl)benzene or 1,3-bis(4chlor -oformylphenoxyphenyl)benzene, 1,4-bis(4-chloroformylphenoxyphenyl)benzene,and 2-(4-trifluoromethylphenoxy)terephthalyl chloride(TFPC), using dichloromethane as an organic solvent, sodium hydroxide as an acid acceptor, and benzyltriethylammoniu -m chloride(BTEAC) as an emulsifier afforded the desired polymers. These polyesters had the inherent viscosities in the range 0.25–1.38 dL/g. All the polyesters were soluble in organic solvents such as dichloromethane, chloroform, THF , pyridine, DMF, DMAc and NMP. These polymers showed glass transition temperatures between 120°C-211°C, and decomposition temperatures at 5% weight loss ranging from 315 oC to 414 oC in nitrogen. These polymers with tensile strength of 14-59 MPa, elongation at break of 3-11 % and tensile modulus of 1.2-1.5 GPa.