A novel polythiophene bearing a pendant terpyridine moiety has been synthesized by electrochemical polymerization of a new thiophene monomer, namely 40-(2,20:50,200- terthien-30-ethynyl)-2,20:60,200-terpyridine (TAT). The insertion of a conjugated ethynyl spacer between the terthiophene and the terpyridine fragments provides for an effective extension of the delocalization of electrons within the structural unit and the polymer as a whole. The synthesis and characterization of the relevant monomer, the electrosynthesis of the corresponding polymer and its electrochemical, UV–visible spectroelectrochemical and IR characterization are described. Finally, a comparison between the electrochemical, spectroscopic, and spectroelectrochemical properties of PTAT and the analogue, saturated-spacer PTTT (TTT ¼ 40-[(2,20:50,200-terthien-30-yl)methoxy]- 2,20:60,200-terpyridine) polymer is discussed.

A new terpyridine tethered polythiophene: electrosynthesis and characterization

VALENTINI, LUCA
2011

Abstract

A novel polythiophene bearing a pendant terpyridine moiety has been synthesized by electrochemical polymerization of a new thiophene monomer, namely 40-(2,20:50,200- terthien-30-ethynyl)-2,20:60,200-terpyridine (TAT). The insertion of a conjugated ethynyl spacer between the terthiophene and the terpyridine fragments provides for an effective extension of the delocalization of electrons within the structural unit and the polymer as a whole. The synthesis and characterization of the relevant monomer, the electrosynthesis of the corresponding polymer and its electrochemical, UV–visible spectroelectrochemical and IR characterization are described. Finally, a comparison between the electrochemical, spectroscopic, and spectroelectrochemical properties of PTAT and the analogue, saturated-spacer PTTT (TTT ¼ 40-[(2,20:50,200-terthien-30-yl)methoxy]- 2,20:60,200-terpyridine) polymer is discussed.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/202289
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