Synthesis, photoluminescence, and electrochromism of polyamides containing (3,6-di-tert-butylcarbazol-9-yl)triphenylamine units
Journal
Journal of Polymer Science, Part A: Polymer Chemistry
Journal Volume
48
Journal Issue
21
Pages
4775-4789
Date Issued
2010
Author(s)
Abstract
A new carbazole-derived, triphenylamine (TPA)-containing aromatic dicarboxylic acid monomer, 4,4′-dicarboxy-4″-(3,6-di-tert- butylcarbazol-9-yl)TPA, was synthesized, and it led to a series of electroactive aromatic polyamides with main-chain TPA and pendent 3,6-bis(tert-butyl) carbazole units by reacting it with various aromatic diamines via the phosphorylation polyamidation technique. The polyamides were amorphous with good solubility in many organic solvents and could be solution-cast into flexible and strong films. They showed high glass-transition temperatures (282-335 °C) and high thermal stability (10% weight loss temperatures >480 °C). The electroactive polymer films had well-defined and reversible redox couples with good cycle stability in acetonitrile solutions. The polymer films also exhibited fluorescent and multielectrochromic behaviors. The anodically electrochromic polyamide films had moderate coloration efficiency (∼100 cm2/C) and high optical contrast ratio of transmittance change (δ%T) up to 47% at 813 nm and 48% at 414 nm for the green coloring. After hundreds of cyclic switches, the polymer films still retained good redox and electrochromic activity. © 2010 Wiley Periodicals, Inc.
Type
journal article