Synthesis, Characterization of New Polyamides Bearing Triarylamine for Lightemitting Diodes

Abstract

In this work, new di-acid monomers 4, 4’-di-carboxillic-4”-bromo-2”, 6”-dimethyl triphenylamine (Ma),4, 4’- di-carboxylic -4”-chloro-2”, 6”-dimethyl triphenylamine (Mb) and 4, 4’- di-carboxylic -2”,4”-dichloro-6”-methyl triphenylamine (Mc) were synthesized by reaction of p-cyanobenzofluride with threedifferent aromatic amines (4-bromo,2,6-dimethyl aniline, 4-chloro,2,6-dimethyl aniline and 2,4 dichloro,6- methyl aniline ) via aromatic nucleophilc substitution method to form three di cyano intermediates 4,4’-Dicyano-4”-bromo-2”, 6”-dimethyl triphenylamine (Da), 4, 4’-dicyano-4”-chloro-2”, 6”-dimethyltriphenylamine (Db) and 4, 4’-dicyano-2”,4”-dichloro-6”-methyl triphenylamine (Dc) which form final dicarboxylicmonomers after alkaline hydrolysis. Finally, these monomers react with two different aromaticdi amines, phenylene diamins and benzidine respectively via polycondensation reaction to form finalpolyamides 4"-bromo-2", 6"-dimethyl-triphenylamine-4, 4'-polyphenylbenzamide (Pa), 4”-chloro-2”,6”-dimethyl- triphenylamine-4,4'-polyphenylbenzamide (Pb), 2”,4”-dichloro-6”-methyl-triphenylamine 4,4'-polyphenylbenzamide (Pc),4"-bromo-2",6"-dimethyl triphenylamine-4,4'- polyphenylbiphenylamide (Pd),2”,4”-dichloro-6”-methyl-triphenylamine-4,4’-polyphenylamide (Pf). The chemical structure of thesepolymers characterized by FTIR and NMR techniques. All the results of polyamides showed excellentsolubility in most polar solvents to form strong thin films. The polyamides possess a good thermalstability with height glass transition temperatures (Tg). Polyamides in DMSO solvent gave strongphotoluminescence PL. Thin casting films of these polyamides in cyclic voltammetry (C.V) onglass base of iridium-tin oxide (ITO) as working electrode in dry CH3CN solvent contains 0.1 Mof tetrabutylantimoneperchlorate (TBAP) as an Electrolyte gave one redox wave