Synthesis of Spectral, Thermal and Electrochemical Properties of New Thermally Stable: Blue Light Emitting Materials Based Aromatic Polyamide

摘要

A three new triphenylamine-containing aromatic diacid monomers. 4,4'-dicarboxy-4"-phenoxy-triphenylamine (Ma), 4,4'-diearboxy-4"-(N-pyrrolyl)triphenylamine (Mb), 4.4',4",4"'-(l,4-phenylenebis(azanetriyl))tetrabenzoic acid (Mc) were successfully synthesized via the aromatic nucleophdie flouro-displacement reaction of 4-fluorobenzonitrile with aniline-derivatives, respectively using sodium hydride as the base, followed by alkaline hydrolysis of the dinitrile intermediate (Ia),(Ib). (Ic). A series of poly(amine-amide)s were prepared by the direct phosphorylation polycondensation from the newly synthesized diacid monomer with various aromatic diamines. FTIR, ~1H and ~(13)C NMR spectroscopic techniques were used to identify the chemical structures of the intermediate dicyano, carboxylic acid monomer and resultant poly(amine-amide)s. These aromatic poly(amine-amide)s were found to be easily soluble in a variety of organic solvents and could afford strong and hard films via solution casting. They exhibited excellent thermal stability associated with high glass transition temperatures (T_g= 246.28-292.62 °C) and 10 % weight loss temperatures in excess of 578 °C in nitrogen. In dilute NMP solution, these polymers exhibited a medium to strong photoluminescence in the blue region at 423-488 nm.