Electrochemical synthesis of electrochromic polycarbazole films from N-phenyl-3,6-bis(N-carbazolyl)carbazoles
Literature Information
Publication Date
2015-10-22
DOI
10.1039/C5PY01407G
Impact Factor
5.582
Authors
Sheng-Huei Hsiao, Shu-Wei Lin
View Original
Abstract
Two compounds with a tri-carbazole (3Cz) structure, namely 3,6-di(carbazol-9-yl)-N-(4-nitrophenyl)carbazole (NO2-3Cz) and 3,6-di(carbazol-9-yl)-N-(4-aminophenyl)carbazole (NH2-3Cz), were synthesized and electropolymerized into robust polymer films on the electrode surface in an electrolyte solution via the oxidative coupling reactions. The electro-generated polymer films exhibited reversible electrochemical oxidation processes, with significant electrochromic behaviour. The colour of P(NO2-3Cz) films changed from the pale yellow neutral state to yellow-green as a radical cation and then to blue when fully oxidized. Upon oxidation, the colour of P(NH2-3Cz) films changed from colourless to pale green and finally to blue. Furthermore, we also synthesized and characterized some N-phenylcarbazoles with different substituents on the phenyl group. Based on a comparative study, the possible electropolymerization mechanisms of the NO2-3Cz and NH2-3Cz monomers are suggested; that of the former is through carbazole–carbazole coupling, and the latter is through both carbazole–carbazole and NH2–carbazole coupling.
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.
Recommended Compounds
2-Methyl 1-(2-methyl-2-propanyl) (2S)-3,3-dimethyl-4-oxo-1,2-pyrrolidinedicarboxylate
CAS Number:
478698-30-5
Molecular Formula:
C13H21NO5
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