Electrochemical polymerization of an electron deficient fluorene derivative bearing ethylenedioxythiophene side groups

Bezgin, Buket
Önal, Ahmet Muhtar
A new low band gap polyfluorene derivative, poly(2,7-bis-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5yl)-fluoren-9-one) (PEFE), containing ethylenedioxythiophene as donor and fluorenone (FO) as an acceptor groups was electrochemically synthesized. Electrochemical polymerization of 2,7-bis-(2,3dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-fluoren-9-one (EFE) was achieved in dichloromethane with 0.1 M tetrabutylammonium-hexafluorophosphate both via and potentiostatic methods. The polymer was characterized by cyclic voltammetry, UV-vis, FT-IR and NMR spectroscopic techniques. Spectroelectrochemical and electrochemical analysis revealed that the polymer film is both p- and n-dopable and can be successfully cycled and switched between its neutral and oxidized/reduced states. Furthermore, PEFE shows electrochromic behavior by a color change from brown to blue with a switching time of 1.65 s during oxidation with a high coloration efficiency (250 cm(2)/C). Fluorescence studies were also performed.


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Azobenzene and coumarin units bearing four novel 3,6-linked thiophene-carbazole-thiophene type electroactive monomers were synthesized in order to observe the effects of strong chromophore units on the electrochemical and spectroelectrochemical behaviors of resulting pi-conjugated conducting polymers (PTCbzAz, PECbzAz, PTCbzCo and PECbzCo). Electronic and optoelectronic properties of all polymers were investigated by cyclic voltammetry and in situ spectroelectrochemical studies, and their oxidation potentia...
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Citation Formats
B. Bezgin and A. M. Önal, “Electrochemical polymerization of an electron deficient fluorene derivative bearing ethylenedioxythiophene side groups,” ELECTROCHIMICA ACTA, pp. 779–784, 2010, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/35624.