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 (∆OD) 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.
Two electroactive arylamine compounds with a methoxy-substituted bistriphenylamine core connected via amide linkages to two triphenylamine (TPA) or N-phenylcarbazole (NPC) end-groups, i.e. bis{N-[4-(4-diphenylaminobenzamido)phenyl]-N'-(4-methoxyphenyl)}-1,4-phenylenediamine [(MeO) 2 TPPA-(TPA) 2 ] and bis{N-[4-(4-carbazol-9-ylbenzamido)phenyl]-N'-(4methoxyphenyl)}-1,4-phenylenediamine [(MeO) 2 TPPA-(NPC) 2 ], were synthesized and used to build up triarylamine-based polymeric films on indiun-tin oxide (ITO) electrode via electrochemical polymerization. Due to the triarylamine-rich polymer matrix, the electro-synthesized polymer films exhibit multi-staged redox processes and multi-colored anodic electrochromic behaviors. The polymer films also show strong near-infrared absorption in the first oxidation state. They possess high coloration efficiency and good cycling stability, especially when switched between neutral and first or second oxidation states. For comparison, bis{N-[4-(benzamido)phenyl]-N'-(4-methoxyphenyl)}-1,4-phenylenediamine [(MeO) 2 TPPA-(Ph) 2 ] was also prepared as a model compound and characterized with the electrochemical and electro-optical properties.
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