A novel quinoxaline bearing electroactive monomer: Pyrrole as the donor moiety

Taskin, Asli Tuba
Balan, Abidin
Epik, Bugra
Yildiz, Ersin
Udum, Yasemin Arslan
Toppare, Levent Kamil
A novel electroactive monomer 5,8-di(1H-pyrrol-2-yl)-2,3-di(thiophen-2-yl)quinoxaline (PTQ) was successfully synthesized and its electrochromic properties were reported. Nuclear magnetic resonance ((1)H NMR-(13)C NMR) and mass spectroscopy were used to characterize the monomer. The monomer was electrochemically polymerized in the presence of tetrabutylammonium perchlorate (TBAP) as supporting electrolyte in dichloromethane. Monomer reveals relatively low oxidation potential at +0.70V. Spectroelectrochemical behaviors and switching ability of homopolymer were investigated by UV-vis spectroscopy and cyclic voltammetry. Two pi-pi* transitions were observed at 400 and 815 nm with a low band gap, 1.0 eV. Polymer possesses 66% optical contrast in the Near IR region, which may be promising in NIR electrochromic device applications.


A novel electrochromic and fluorescent polythienylpyrrole bearing 1,1 '-bipyrrole
CİHANER, ATİLLA; Mert, Olcay; Demir, Ayhan Sıtkı (Elsevier BV, 2009-01-30)
A novel conducting polymer was successfully synthesized via electropolymerization of 1-(1H-pyrrol-1-yl)-2,5-di(thiophen-2-yl)-1H-pyrrole. The electrochemical and electro-optical properties of the corresponding polymer, which was the first example of polymer containing 1,1'-bipyrrole units, were elaborated using electroanalytical and spectroscopic techniques. Cyclic voltammograms and electro-optical studies showed that the polymer has a stable and well-defined reversible redox process as well as electrochrom...
A fast switching, low band gap, p- and n-dopable, donor-acceptor type polymer
Günbaş, Emrullah Görkem; Akhmedov, Idris Mecidoglu; Tanyeli, Cihangir; Önal, Ahmet Muhtar; Toppare, Levent Kamil (Elsevier BV, 2008-04-01)
A new electrochromic polymer, poly(2,3-diplienyl-5,7-bis(3,4-ethylenedioxy-2-thienyl)thieno[3,4-b]pyrazine) (PGS) is electrochemically synthesized and its electrochromic properties are reported. PGS showed well defined electrochemical characteristics with a relatively low oxidation potential of 0. 18 V vs Ag/Ag+. Polymer also exhibited a definite redox couple at applied cathodic potentials, indicating n-doping characteristic of the polymer. Spectroelectrochemistry and previously unattempted technique, ESR d...
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...
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.
Synthesis, characterization and optoelectrochemical properties of poly(1,6-bis(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexane) and its copolymer with EDOT
Ak, Metin; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil (Elsevier BV, 2008-09-01)
A new polythiophene derivative was synthesized by electrochemical oxidative polymerization of 1,6-bis(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexane (TPH). The structure of the monomer was elucidated by H-1, C-13, MR and mass analyses. The polymer P(TPH) and its copolymer with 3,4-ethylenedioxythiophene (P(TPH-co-EDOT)) were synthesized via potentiostatic electrochemical polymerization. Characterizations of the resulting polymers were performed by cyclic voltammetry (CV), FTIR, UV-vis spectroscopies; and condu...
Citation Formats
A. T. Taskin, A. Balan, B. Epik, E. Yildiz, Y. A. Udum, and L. K. Toppare, “A novel quinoxaline bearing electroactive monomer: Pyrrole as the donor moiety,” ELECTROCHIMICA ACTA, pp. 5449–5453, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/41428.