Synthesis and optical properties of fused aromatic thienopyrazine based pi-conjugated polymers

Kolay, Merve
Tarkuc, Simge
Udum, Yasemin Arslan
Toppare, Levent Kamil
Two new polythieno[3,4-b]pyrazine derivatives, poly-10,12-bis(4-hexylthiophen-2-yl)dibenzo[f,h]thieno[3,4-b]quinoxaline (PDBTQ) and poly-8,10-bis(4-hexylthiophen-2-yl)acenaphtho[1,2-b]thieno[3,4-e]pyrazine (PATP) were synthesized by electrochemical polymerization and their electrochemical properties reported. Electroactivity of the monomer and electrochemical redox behavior of its polymers were investigated by cyclic voltammetry. Spectroelectrochemical analysis was performed and the band gaps of the polymers were determined as 2.0 eV and 1.2 eV from the onset of the pi-pi* transitions of PDBTQ and PATP, respectively. The polymer PDBTQ shows multicolored electrochromic behavior with five distinct states-orange (0.0 V), yellow (+0.30 V), brown (+0.50 V), green (+0.65 V), blue-gray (0.80 V); PATP has two distinct colors-transmissive gray (0.0 V) and green (+0.80 V). The polymers revealed superior optical contrast in the near-infrared (NIR) region with fast switching times of less than 1 s.


Synthesis and characterization of a new soluble conducting polymer and its electrochromic devices
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A new polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-(perfluorophenyl)-2,5-di(2-thienyl)-1H-pyrrole (FPTPy). The structures of both the monomer and the soluble polymer were elucidated by nuclear magnetic resonance (H-1-NMR) and fourier transform infrared (FTIR). Polymer of FPTPy was also synthesized via potentiostatic electrochemical polymerization in acetonitrile (AN)/NaClO4/LiClO4 (0.1 M:0.1 M) Solvent-electrolyte couple. Characterizations of th...
Synthesis of aromatic poly(pyridinium salt)s and their electrochromic properties
Keshtov, M. L.; UDUM, YASEMİN; Toppare, Levent Kamil; Kochurov, V. S.; Khokhlov, A. R. (Elsevier BV, 2013-05-15)
Synthesis of a series of new conjugated electrochromic polymeric pyridinium salts containing main-chain triphenylamine and their electrochromic properties were demonstrated. All polymers exhibit intense UV absorptions at 336-338 nm in DMF and 340-343 nm in thin film form and fluorescence centered at 410-438 nm in DMF and 460-461 nm in thin film form. The electrochromic properties of the films were investigated by electrochemical and spectroelectrochemical methods. Reversible redox signals with stable electr...
Preparation and characterization of zeolite framework stabilized cuprous oxide nanoparticles
Zahmakiran, Mehmet; Özkar, Saim (Elsevier BV, 2009-05-15)
Zeolite framework stabilized copper(I) oxide nanoparticles (4.8 +/- 2.6 nm) were prepared for the first time by using a four step procedure: the ion exchange of Cu(2+) ions with the extra framework Na(+) ions in Zeolite-Y, the reduction of the Cu(2+) ions within the cavities of zeolite with sodium borohydride in aqueous solution, the dehydration of Zeolite-Y with the copper(0) nanoclusters, and the oxidation of intrazeolite copper(0) nanoclusters by O(2) at room temperature. Zeolite stabilized copper(I) oxi...
Improving electrochromic properties via copolymerization
Taskin, Asli Tuba; Balan, Abidin; Udum, Yasemin Arslan; Toppare, Levent Kamil (IOP Publishing, 2010-06-01)
Copolymers of 5,8-di(1H-pyrrol-2-yl)-2,3-di(thiophen-2-yl) quinoxaline (PTQ) in the presence of 2,2'-bis(3,4-ethylenedioxythiophene) (BiEDOT) and 4,7-bis(2,3-dihydrothieno[3,4-b][1,4] dioxin-5-yl)-2-dodecyl-2H-benzo[1,2,3] triazole (BEBT) were synthesized via the potentiodynamic method in a tetrabutylammonium perchlorate/dichloromethane (TBAP/DCM) (0.1 M) solvent-electrolyte couple. P(PTQ-co-BiEDOT) reveals an oxidation potential at +0.45 V and a reduction potential at -0.2 V (figure 1(a)), whereas the homo...
Synthesis and characterization of a new soluble conducting polymer and its electrochromic device
Varis, Serhat; Ak, Metin; Tanyeli, Cihangir; Akhmedov, Idris Mecidoglu; Toppare, Levent Kamil (Elsevier BV, 2006-12-01)
A mixture of isomers 2,5-di(4-methyl-thiophen-2-yl)-1-(4-nitrophenyl)-1H-pyrrole, 2-(4-methyl-thiophen-2-yl)-5-(3-methyl-thiophen-2-yl)1-(4-nitrophenyl)-1H-pyrrole and 2,5-di(3-methyl-thiophen-2-yl)-1-(4-nitrophenyl)-1H-pyrrole (Me-SNS(NO2)) were synthesized. Resulting monomers were polymerized chemically, producing soluble polymers in common organic solvents. The average molecular weight has been determined by gel permeation chromatography (GPC) as Mn = 5.6 x 10(3) for the chemically synthesized polymer. T...
Citation Formats
M. Kolay, S. Tarkuc, Y. A. Udum, and L. K. Toppare, “Synthesis and optical properties of fused aromatic thienopyrazine based pi-conjugated polymers,” SMART MATERIALS & STRUCTURES, pp. 0–0, 2011, Accessed: 00, 2020. [Online]. Available: