A novel polythiophene bearing a pendant terpyridine moiety has been synthesized by electrochemical polymerization of a new thiophene monomer, namely 4’-(2,2’:5’,2’’-terthien-3’-ethynyl)-2,2’:6’,2’’-terpyridine (TAT). The insertion of a conjugated ethynyl spacer between the terthiophene and the terpyridine fragments provides for an effective extension of the delocalisation 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-Vis 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 = 4′-[(2,2′:5′,2″-terthien-3′-yl)methoxy]-2,2′:6′,2″-terpyridine) polymer is discussed.
A new terpyridine tethered polythiophene: electrosynthesis and characterisation / P., Manca; M. I., Pilo; G., Casu; S., Gladiali; G., Sanna; R., Scanu; N., Spano; A., Zucca; Zanardi, Chiara; D., Bagnis; L., Valentini. - In: JOURNAL OF POLYMER SCIENCE. PART A, POLYMER CHEMISTRY. - ISSN 0887-624X. - STAMPA. - 49:16(2011), pp. 3513-3523. [10.1002/pola.24786]
A new terpyridine tethered polythiophene: electrosynthesis and characterisation
ZANARDI, Chiara;
2011
Abstract
A novel polythiophene bearing a pendant terpyridine moiety has been synthesized by electrochemical polymerization of a new thiophene monomer, namely 4’-(2,2’:5’,2’’-terthien-3’-ethynyl)-2,2’:6’,2’’-terpyridine (TAT). The insertion of a conjugated ethynyl spacer between the terthiophene and the terpyridine fragments provides for an effective extension of the delocalisation 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-Vis 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 = 4′-[(2,2′:5′,2″-terthien-3′-yl)methoxy]-2,2′:6′,2″-terpyridine) polymer is discussed.
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