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

Date

2010-01-01

Author

Bezgin, Buket
Önal, Ahmet Muhtar

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

49
views

0
downloads

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.

Subject Keywords

Electrochemistry, General Chemical Engineering

URI

https://hdl.handle.net/11511/35624

Journal

ELECTROCHIMICA ACTA

DOI

https://doi.org/10.1016/j.electacta.2009.08.030

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Multichromic polymers of benzotriazole derivatives: Effect of benzyl substitution Yigitsoy, Basak; Karim, S. M. Abdul; Balan, Abidin; Baran, Derya; Toppare, Levent Kamil (Elsevier BV, 2011-02-01) Two electroactive monomers 1-benzyl-4,7-di(thiophen-2-yl))-2H-benzo[d][1,2,3]triazole (BBTA) and 2-benzyl-4,7-di(thiophen-2-yl))-2H-benzo[d][1,2,3]triazole (BBTS) were synthesized with satisfactory yields. The effect of substitution site on electrochemical and optical properties was investigated with cyclic voltammetry and spectroelectrochemical studies. Results showed that position of pendant group alters the electronic structure of the resulting polymer causing different optical and electrochemical behavi...
Synthesis and spectroelectrochemical characterization of multi-colored novel poly(3,6-dithienylcarbazole) derivatives containing azobenzene and coumarin chromophore units Yigit, Deniz; Hacioglu, Serife O.; GÜLLÜ, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2016-04-01) 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...
Synthesis and electrochromic properties of conducting copolymers of dioxocino- and dithiocino-quinoxalines with bithiophene Beyazyidirim, S; Camurlu, P; Yilmaz, D; Gullu, M; Toppare, Levent Kamil (Elsevier BV, 2006-02-15) Two new monomers, 2-benzyl-5,12-dihydro-2H-pyrrolo[3',4':2,3][1,4]dioxocino[6,7-b]quinoxaline (DPOQ) and 5,12-dihydrothieno[3',4':2,3][1,4]dithiocino[6,7-b]quinoxaline (DTTQ), were synthesized. The chemical structures of the monomers were characterized by nuclear magnetic resonance (H-1 NMR), Fourier transform infrared (FTIR) and mass spectra. Copolymer of DPOQ with bithiophene (BT) was synthesized via potentiostatic electrochemical polymerization in acetonitrile-tetrabutylammonium tetrafluoroborate solvent...
Electrochromic properties of a novel low band gap conductive copolymer Yigitsoy, Basak; Varis, Serhat; Tanyeli, Cihangir; Akhmedov, Idris M.; Toppare, Levent Kamil (Elsevier BV, 2007-07-10) A copolymer of 2,5-di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole (DTTP) with 3,4-ethylene dioxythiophene (EDOT) was electrochemically synthesized. The resultant copolymer P(DTTP-co-EDOT) was characterized via cyclic voltammetry, FTIR, SEM, conductivity measurements and spectroelectrochemistry. Copolymer film has distinct electrochromic proper-ties. It has four different colors (chestnut, khaki, camouflage green, and blue). At the neutral state; gimel(max) due to the pi-pi* transition was found to be 487 nm and E-g...
Syntheses of electroactive layers based on functionalized anthracene for electrochromic applications Yıldırım, Ahmet; Tarkuc, S.; AK, MESUT; Toppare, Levent Kamil (Elsevier BV, 2008-05-30) A new monomer (DTAT) was synthesized via linking 3,4-ethylenedioxythiophene (EDOT) on anthracene. The polymer, P(DTAT) was electrosynthesized by anodic oxidation of the corresponding monomer in 0.1 M LiClO4 acetonitrile (ACN) solution. The optical properties, the absorption spectra and the kinetics, were examined. Spectroelectrochemical analysis showed that P(DTAT) has an electronic band gap (due to pi-pi* transition) of 1.57 eV at 776 nm.

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.