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In this study, soluble, n-dopable, florescent, electrochromic polypyrrole derivative was synthesized through both chemical and electrochemical polymerization of 2-[6-(1H-pyrrol-1-yl)hexyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione (PyNI). The polymer synthesized through chemical polymerization had PL emission maxima at 471 and 543 nm and exhibited two redox couples at E 1/2,p ¼ À1.48 V and E 1/2,p ¼ 1.12 V due to n-type and p-type doping, respectively. Electrochromic properties of electrochemically synthesized poly(PyNI) (PPyNI) were investigated via spectroelectrochemistry, kinetic studies, coloration efficiency, and colorimetry measurements. The optical band gap of PPyNI was calculated as 2.99 and 2.37 eV. Spectroelec-trochemistry analysis of PPyNI reflected electronic transitions at 330-418 nm and 704 nm due to p-p* transition and charge carrier band formation, respectively. The polymer exhibited a switching time of 1.63 s and an optical contrast of 33.37%. Furthermore, dual-type, complementary-colored polymer electrochromic device in ITO/PPyNI/PEDOT/ITO configuration was assembled and characterized. V C 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: [4847][4848][4849][4850][4851][4852][4853] 2012

In this paper we disclose the synthesis of a novel monomer (2,2′-di-pyrrol-1-yl-[4,4′]bithiazolyl, PyDBTH) and the optoelectronic properties of the resultant conducting polymers. PyDBTH was synthesized via the Clauson-Kaas reaction of 2,2′-diamino-4,4′-bithiazole with 2,5-dimethoxytetrahydrofuran in acetic acid which was characterized by 1H, 13C-NMR, FTIR and MS analyses. Homopolymerization and copolymerization (in the presence of 3,4-ethylenedioxythiophene) were achieved in a tetrabutylammonium hexafluorophosphate (TBAPF6) dichloromethane system. The electrochemical and electrochromic properties of the homopolymer and copolymers were examined by cyclic voltammetry, FTIR, spectroelectrochemistry and kinetic studies. Depending on the synthesis conditions, the bithiazole based polymers exhibited optical band gaps ranging from 2.60 to 1.75 eV and the copolymers displayed multichromism within a wide span of the visible spectrum. The copolymers revealed short switching times and useful optical contrast of 0.6 s and 54%, respectively. Due to its favorable electrochromic properties, utilization of bithiazole based polymers in electrochromic devices was also investigated. These devices exhibited low switching voltages and switching times with reasonable stability under atmospheric conditions.