Electrosynthesis of Aromatic Poly(amide-amine) Films from Triphenylamine-Based Electroactive Compounds for Electrochromic Applications

Two electropolymerizable monomers with a methoxytriphenylamine core linked via amide groups to two triphenylamine (TPA) or N-phenylcarbazole (NPC) terminal groups, namely 4,4′-bis(4-diphenylaminobenzamido)-4′′-methoxytriphenylamine (MeOTPA-(TPA)(2)) and 4,4′-bis(4-(carbazol-9-yl)benzamido)-4′′-methoxytriphenylamine (MeOTPA-(NPC)(2)), were synthesized and characterized by FTIR and (1)H NMR spectroscopy, mass spectrometry, and cyclic voltammetry. The electrochemical polymerization reactions of these MeOTPA-cored monomers over indium tin oxide (ITO) electrode allow the generation of electroactive poly(amide-amine) films. The electro-generated polymer films exhibited reversible redox processes and multi-colored electrochromic behaviors upon electro-oxidation, together with moderate coloration efficiency and cycling stability. The optical density changes (ΔOD) were observed in the range of 0.18–0.68 at specific absorption maxima, with the calculated coloration efficiencies of 42–123 cm(2)/C. Single-layer electrochromic devices using the electrodeposited polymer films as active layers were fabricated for the preliminary investigation of their electrochromic applications.