1609268-55-4Relevant academic research and scientific papers
Synthesis, characterization, effect of triaryl ring substituents groups on thermal and spectral properties of new soluble triphenylamine-based aromatic polyamides
Rashid, Azhar Kamil,Yahya, Rosiya Binti,Wai, Phang Sook
, p. 85 - 92 (2014/03/21)
Three new triphenylamine-containing aromatic diacid monomers, 4,4'-dicarboxy-4''-isopropyl-triphenylamine (Ma), 4,4'-dicarboxy-2'4''- dimethyl-triphenylamine (Mb, 4,4'-dicarboxy-4''-ethyltriphenylamine (Mc) were successfully synthesized via the aromatic nucleophilic fluoro-displacement reaction of 4-fluorobenzonitrile with aniline-derivatives using sodium hydride as the base, followed by alkaline hydrolysis of the dinitrile intermediates (Ia), (Ib), (Ic). A series of poly(amine-amide)s were prepared by the direct phosphorylation polycondensation from the newly synthesized diacid monomers with various aromatic diamines. FTIR, 1H and 13C NMR spectroscopic techniques were used to identify the chemical structures of the dicyano intermediates, the carboxylic acid monomer and the resultant poly(amine-amide)s. These aromatic poly(amine-amide)s were found to be readily soluble in a variety of organic solvents and could afford strong and tough films via solution casting. They exhibited excellent thermal stability associated with high glass transition temperatures (Tg = 248.32-290.46 °C) and 10 % weight loss temperatures in excess of 522 °C in nitrogen. In dilute N-methyl pyrrolidone solution, these polymers exhibited a medium to strong photoluminescence in the blue region at (425-443) nm. Cyclic voltammetry of the poly(amineamide) s films cast onto an ITO-coated glass substrate in dry acetonitrile containing 0.1 M of tetrabutylammonium perchlorate (TBAP) as an electrolyte exhibited one oxidation redox couples (Eonset) at (1.30-1.37) V versus Ag/AgCl and revealed electrochromic characteristics with a colour change from pale yellow to blue at applied potentials switched between 0.0 and 1.6 V.
