A new p- and n-dopable selenophene derivative and its electrochromic properties

Cetin, Guelben Ardahan
Balan, Abidin
Durmus, Asuman
Günbaş, Emrullah Görkem
Toppare, Levent Kamil
A novel electrically conducting polymer, poly(2-dodecyl-4,7-di(selenophen-2-yl)benzotriazole) (PSBT), containing selenophene as the strong donor and benzotriazole as the strong acceptor groups was synthesized by electrochemical polymerization. Homopolymerization and copolymerization (in the presence of 3,4-ethylenedioxythiophene (EDOT)) were achieved in acetonitrile/dichloromethane(95/5 v/v) with 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)). The electrochemical and optical properties of homopolymer and copolymer were investigated by cyclic voltammetry, UV-Vis, near IR Spectroscopy. Cyclic voltammetry and spectroelectrochemistry studies demonstrated that homopolymer can be reversibly reduced and oxidized (both n- and p-doped) between -1.9V and +1.4V. at a scan rate of 100 mV/s. The homopolymer revealed a transmissive light blue color in the oxidized state, and a red-purple color in the neutral state. A transmissive light blue color was also observed in the reduced state. Homopolymer films could be fully switched between their reduced and oxidized forms in 2.4 s and 0.4 s with a percent transmittance of 32% and 56% at 511 and 1200 nm, respectively. Poly(SBT) exhibits a lambda(max) value of 511 nm and a band gap of 1.67 eV which is quite low among the selenophene-containing polymers reported so far except for poly(1,2-bis(2-seleninyl)ethane).


Synthesis and characterization of a new soluble conducting polymer and its electrochromic devices
Sahin, Elif; Sahmetlioglu, Ertugrul; Akhmedov, Idris M.; Tanyeli, Cihangir; Toppare, Levent Kamil (Elsevier BV, 2006-10-01)
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...
An electrochemically and optically stable electrochromic polymer film based on EDOT and 1,2,3,4-tetrahydrophenazine
ERGÜN, EMİNE GÜL CANSU; Eroglu, Deniz (Elsevier BV, 2019-12-01)
In this work, 3,4-ethylenedioxythiophene (EDOT) and 1,2,3,4-tetrahydrophenazine based donor-acceptor-donor type monomer (EBE) was synthesized, electropolymerized and the resulting polymer film (P(EBE)) was investigated in terms of its electrochemical and spectroelectrochemical properties. The polymer film showed excellent electrochemical stability upon 1000 switchings by saving almost full of its electroactivity. Moreover, 95% of the optical contrast was maintained after 500 switchings. The optical band gap...
A neutral state yellow to navy polymer electrochrome with pyrene scaffold
Icli-Ozkut, Merve; Oztas, Zahide; Algi, Fatih; CİHANER, ATİLLA (Elsevier BV, 2011-09-01)
A new pyrene based soluble polymer, namely poly(3,3-didecyl-6-(1-(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4] dioxepin-6-yl) pyren-6-yl)-3,4-dihydro-2H-thieno[3,4-b][1,4] dioxepine), P5, which is synthesized by both chemical and electrochemical methods, is highlighted. The polymer shows both electrochromic and fluorescent properties (the emission of yellow (545 nm) and yellowish green light (524 nm) in solid state and in THF solution, respectively). It is noteworthy that P5 has a specific optical band gap...
The effect of the donor unit on the optical properties of polymers
UNVER, Elif Kose; TARKUC, Simge; Udum, Yasemin Arslan; Tanyeli, Cihangir; Toppare, Levent Kamil (Elsevier BV, 2011-10-01)
A series of donor-acceptor-donor (DAD) type pi-conjugated monomers containing 10,11,12,13-tetrahydrodibenzo[a, c] phenazine moiety in the backbone as the acceptor unit and thiophene derivatives as the donor unit were prepared by Stille coupling. Thiophene, 3-hexyl thiophene and 3,4-ethylenedioxythiophene were used as the donor units to understand the effects of donor unit on electrochemical and optoelectronic properties of the resulting polymers. Electroactivity of monomers and redox behavior of their polym...
Characterization of Ge nanocrystals embedded in SiO2 by Raman spectroscopy
Serincan, U; Kartopu, G; Guennes, A; Finstad, TG; Turan, Raşit; Ekinci, Y; Bayliss, SC (IOP Publishing, 2004-02-01)
Ge nanocrystals formed in a SiO2 matrix by ion implantation were studied by Raman spectroscopy. It is shown that Raman analysis based on the phonon confinement model yields a successful explanation of the peculiar characteristics resulting from the nanocrystals. A broadening and a shift in the Raman peak are expected to result from the reduced size of the crystals. Asymmetry in the peak is attributed to the variations in the size of the nanocrystals. These effects were observed experimentally for the Ge nan...
Citation Formats
G. A. Cetin, A. Balan, A. Durmus, E. G. Günbaş, and L. K. Toppare, “A new p- and n-dopable selenophene derivative and its electrochromic properties,” ORGANIC ELECTRONICS, pp. 34–41, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/43335.