A new monomer, 2,6-bis(4-phenoxybenzoyl)naphthalene (BPOBON), was easily synthesized via simple synthetic procedures from readily available materials. A series of novel poly(aryl ether ketone)s containing both 2,6-naphthylene moieties and amide linkages in the main chains were prepared by the Friedel-Crafts acylation solution copolycondensation of isophthaloyl chloride with a mixture of BPOBON and N,N'-bis(4-phenoxybenzoyl)-1,4-phenylenediamine (BPBPPD), over a wide range of BPOBON/BPBPPD molar ratios, in the presence of anhydrous AlCl 3 and N-methylpyrrolidone in 1,2-dichloroethane. All the polymers are semicrystalline and had remarkably increased T g s over the conventional PEEK and PEKK due to the incorporation of naphthalene and amide linkages in the main chains. The polymers with 50-70 mol % BPOBON had not only high T g s of 179-186C, but also moderate T m s of 321-328 C, which are very suitable for the melt processing. These polymers had tensile strengths of 101.5-107.1 MPa, Young's moduli of 2.13-2.39 GPa, and elongations at break of 11.8-13.7% and exhibited excellent thermal stability and good resistance to organic solvents.
A new monomer containing naphthalene, namely 4,4 0 -di(1-naphthoxy)benzophenone (DNOBN), was prepared by the condensation reaction of 4,4 0 -difluorobenzophenone with 1-naphthol in the presence of base in N-methylpyrrolidone (NMP). Novel poly(aryl ether ketone)s containing both 2,6-naphthylene and 1,4-naphthylene units were synthesized by the electrophilic Friedel-Crafts acylation polycondensation of terephthaloyl chloride with a mixture of 2,6-bis(4-phenoxybenzoyl)naphthalene (BPOBN) and DNOBN, over a wide range of BPOBN/DNOBN molar ratios, in the presence of anhydrous AlCl 3 and NMP in 1,2-dichloroethane (DCE). The copolymers obtained were characterized by different physicochemical techniques. The copolymers with 10-20 mol% DNOBN are semicrystalline and had remarkably increased T g s over commercially available poly(ether ether ketone) and poly(ether ketone ketone) due to the incorporation of 2,6-naphthylene and 1,4-naphthylene moieties in the main chains. The copolymer IV with 20 mol% DNOBN had not only high T g of 189 C, but also moderate T m of 338 C, having good potential for melt processing. The copolymer IV had tensile strength of 102.2 MPa, Young's modulus of 3.25 GPa, and elongation at break of 18.5% and exhibited high thermal stability and excellent resistance to organic solvents.
A new monomer, N,N '-bis(4-phenoxybenzoyl)-4,4'-diaminodiphenyl sulfone (BPBDAS), was prepared by the condensation of 4,4'-diaminodiphenyl sulfone with 4-phenoxybenzoyl chloride in N,N-dimethylacetamide. Novel soluble aromatic poly(ether amide sulfone amide ether ketone ketone)s (PEASAEKKs) were synthesized by electrophilic solution copolycondensation of BPBDAS with a mixture of terephthaloyl chloride and isophthaloyl chloride in the presence of anhydrous aluminum chloride and N-methylpyrrolidone in 1,2-dichloroethane. The influences of reaction conditions on the preparation of polymers were examined. All these polymers are amorphous and soluble in aprotic polar solvents due to the incorporation of 4,4'-dibenzoylaminodiphenyl sulfone moieties in the main chain. Thermal analyses showed that the polymers had high Tg values of 236—259 °C and exhibited high thermal stability. All the polymers formed transparent, strong, and flexible films, with tensile strengths of 97.6—103.7 MPa, Young’s moduli of 2.12—2.45 GPa, and elongations at break of 10.6—13.8%.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.