5-triazine functional monomers and aromatic polyamides are described.A novel aromatic diacid
namely 4
4'-(6-phenyl-1
3
5-triazine-2
4-diyl)dibenzoic acid (PTDA) was successfully prepared by a two-step reaction including Friedel-Crafts reaction and oxidation starting from 2
4-dichloro-6-phenyl-1
3
5-triazine (DCPT).Its chemical structure was characterized by 1H-NMR
FTIR
MS and Elemental analysis.Optimal conditions of the oxidation were chosen on the basis of the yield by using orthogonal experiments with respect to oxidizer content
solvent ratio
heating temperature and reaction time.The reaction
which was achieved at the temperature of 25℃ for 8 h with a CH3COOH/H2SO4 ratio of 10 and a CrO3/PTDA ratio of 4
gave the targeted product with a highest yield of 81.3%.A new aromatic polyamide (PPA) with an inherent viscosity of 0.49 dL/g was obtained by direct phosphorylation polycondensation of PTDA with benzene-1
4-diamine.The obtained polymer possesses good solubility.It is readily soluble in N-methylpyrrolidone
N
N-dimethyl acetamide (DMAc) and sulfolane
and can be easily cast into transparent thin films.Such polymer exhibits glass transition temperature (Tg) up to 315℃
and possesses excellent thermal and thermo-oxidative stability without significant weight loss up to temperatures of approximately 500℃.Its decomposition temperature for 5% mass-loss is in excess of 493℃ in nitrogen and it retains 90% weight at round 520℃.The obtained films exhibits attractable mechanical properties with tensile strengths of 82 MPa
elongation at break of 8.2% and initial moduli of 2.3 GPa.