M. Grigoras, A. Catargiu, T. Ivan
Feb 1, 2015
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Influential Citations
8
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Journal
Dyes and Pigments
Abstract
Abstract New triphenylamine-based polyarylenevinylenes with pendant phenylethynyl- and 3-pyridylethynyl substituents were synthesized by Stille polycondensation of t rans -1,2-bis(tributylstannyl)ethene with two new ethynyl substituted triphenylamine monomers, i.e., N,N -bis(4-iodophenyl)-4'-(phenylethynyl) phenylamine and N,N -bis(4-iodophenyl)-4'-(3-pyridylethynyl) phenylamine. The polymers were characterized by spectral methods and cyclic voltammetry and their properties were compared with those of the unsubstituted poly(4,4'-triphenylamine vinylene). Chemical post-modifications of the polymers by tetracyanoethylene addition to the triple bond, and quaternization of pyridyl group with accent on the fine-tuning of the optical and electrochemical properties were also studied. Density functional theory calculations provide a reliable interpretation of the observed spectra and electrochemical data.