A soluble conducting polymer of 2,5-di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole and its electrochromic device

VARİS, Serhat
Tanyeli, Cihangir
Akhmedov, Idris M.
Toppare, Levent Kamil
A monomer 2,5-di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole was synthesized via reaction of 1,4-di(2-thienyl)-1,4-butanedione and p-toluidine in the presence of catalytical amount of p-toluenesulfonic acid. Chemical polymerization of the monomer yielded a soluble polymer. The average molecular weight was determined by gel permeation chromatography as number average molecular weight (Mn) 2.5 x 10(3) g/mol. The monomer was also electrochemically polymerized in the presence of LiClO4, NaClO4 (1:1) as the supporting electrolyte in acetonitrile. Cyclic Voltammetry, Fourier Transform Infra Red, Nuclear Magnetic Resonance, Scanning Electron Microscopy and Ultraviolet-Visible Spectroscopy were employed for the characterization of the polymer. Spectroelectrochemistry analysis of homopolymer revealed an electronic transition at 428 nm which corresponds to pi-pi* transition. Switching ability of the homopolymer was evaluated by kinetic studies upon measuring the percent transmittance (%T) at the maximum contrast point, indicating that poly(2,5-di(thiophen-2-yl)-l-p-tolyl-IH-pyrrole) is a suitable material for electrochromic devices.


An integrated process for partial oxidation of alkanes
Zhou, XP; Yılmaz, Ayşen; Yilmaz, GA; Lorkovic, YM; Laverman, LE; Weiss, M; Sherman, JH; McFarland, EW; Stucky, GD; Ford, PC (Royal Society of Chemistry (RSC), 2003-09-21)
The partial oxidation of alkanes via bromination followed by the reaction with solid metal oxide mixtures (MO) is shown to give an array of products that can be tuned by varying the MO and the reaction conditions.
Synthesis and characterization of conducting copolymers of succinic acid bis-(4-pyrrol-1-yl-phenyl) ester and their electrochromic properties
Ertas, M; Çırpan, Ali; Toppare, Levent Kamil (Elsevier BV, 2004-05-07)
A new dipyrrolyl monomer was synthesized via the reaction between 4-pyrrol-1-yl phenol and butanedioyl dichloride. Electrochemical behavior of this monomer, succinic acid bis-(4-pyrrol-1-yl-phenyl) ester (SM) was studied. Homopolymerization was achieved by chemical and constant Current electrolysis methods. Copolymerization of SM with thiophene was performed by constant potential electrolysis in acetonitrile (AN)-tetrabutylammonium tetrafluoroborate (TBAFB) and dichloromethane (DCM)-TBAFB, solvent-electroly...
Direct enantioselective aldol reactions catalyzed by a proline-thiourea host-guest complex
Reis, Oemer; Eymur, Serkan; Reis, Barbaros; Demir, Ayhan Sıtkı (Royal Society of Chemistry (RSC), 2009-01-01)
Proline-thiourea host-guest complex-catalyzed direct enantioselective aldol reactions have been developed, in which the catalytic activities were evaluated in the direct asymmetric aldol reactions of various aromatic aldehydes and cyclohexanone.
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...
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...
Citation Formats
B. YİGİTSOY, S. VARİS, C. Tanyeli, I. M. Akhmedov, and L. K. Toppare, “A soluble conducting polymer of 2,5-di(thiophen-2-yl)-1-p-tolyl-1H-pyrrole and its electrochromic device,” THIN SOLID FILMS, pp. 3898–3904, 2007, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/41259.