Electrochromic Properties of a Copolymer of 1-4-Di[2,5-di(2-thieny1)-1H-1-pyrroly1]benzene with EDOT

Homopolymer of 1-4-di[2,5-di(2-thienyl)- 1H-1-pyrroly1]benzene and its copolymer with 3,4-ethylenedioxythiophene (EDOT) were electrochemically synthesized and characterized. Resulting homopolymer and copolymer films have distinct electrochromic properties. At the neutral state, homopolymer has lambda(max) due to the pi-pi* transition as 410 nm and E-g was calculated as 2.03 eV. The resultant copolymer revealed multichromism through the entire visible region, displaying red-violet, brownish yellow green, and blue colors with the variation of the applied potential. For the copolymer, lambda(max) and E-g were found to be 450 nm and 1.66 eV, respectively. Double potential step chronoamperometry experiment shows that homopolymer and copolymer films have good stability, fast switching times, and high optical contrast in NIR region as 41 and 30%, respectively. Copolymerization with EDOT not only decreases the band gap, E-g, but also enhances the electrochromic properties. Hence, electrochemical copolymerization is considered to be a powerful tool to improve the electrochromic properties of N-substituted 2,5-di(2-thienylpyrrole) derivatives. (C) 2009 Wiley Periodicals, Inc. J Appl Polym Sci 112: 1082-1087, 2009


Electrochemical and spectroelectrochemical studies of poly(2,5-di-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-ylthienyl) derivatives bearing azobenzene, coumarine and fluorescein dyes: Effect of chromophore groups on electrochromic properties
Yigit, Deniz; Udum, Yasemin Arslan; GÜLLÜ, Mustafa; Toppare, Levent Kamil (2014-11-20)
Three novel thiophene based monomers, 2,5-di-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-ylthienyl derivatives, 1-{4-[(2,5-Di-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl-3-thienyl) methoxy] phenyl}-2-phenyldiazene) (ETEAz), 4-[(2,5-Di-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl-3-thienyl) methoxy]2H- chromen-2-one) (ETECo) and methyl 2-{6-[(2,5-Di-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl-3-thienyl) methoxy]-3-oxo-3H-xanthen -9-yl} benzoate (ETEFlo), were synthesized and their conducting polymers were electrochemically ...
A soluble conducting polymer: 1-Phenyl-2,5-di(2-thienyl)-1H-pyrrole and its electrochromic application
Tarkuc, S.; Sahmetlioglu, E.; Tanyeli, Cihangir; Akhmedov, I. M.; Toppare, Levent Kamil (2006-07-28)
A thiophene-functionalized monomer 1-phenyl-2,5-di(2-thienyl)-1H-pyrrole (PTP) was synthesized. The chemical polymerization of PTP (CPTP) was realized by using FeCl3 as the oxidant. The structures of both the monomer and the soluble polymer (CPTP) were investigated by Nuclear Magnetic Resonance (H-1 and C-13 NMR) and Fourier Transform Infrared (FTIR). The average molecular weight of the chemically synthesized polymer was determined by gel permeation chromatography (GPC) as Mn = 7.2 x 10(3). The electrochemi...
Electrochromic properties of multicolored novel polymer synthesized via combination of benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole units
Rende, Eda; Kilic, Cihan E.; Udum, Yasemin Arslan; Toffoli, Daniele; Toppare, Levent Kamil (2014-08-20)
Synthesis of new conducting polymers is desired since their electrochemical and optical properties enable them to be used as active layers in many device applications. Benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole (SNS Series) containing polymers showed very promising results as electrochromic materials. In order to observe the effect of the combination of these two units, three new monomers; 2-(6-(2,5-bis(5-methylthiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-di(thiophen-2-yl)-2H benzo[d][1,2,3...
Electrochromic properties and electrochromic device application of copolymer of N-(4-(3-thienyl methylene)-oxycarbonylphenyl)maleimide with thiophene
Ak, Metin; Camurlu, Pinar; Yilmaz, Faruk; Cianga, Luminita; Yagci, Yusuf; Toppare, Levent Kamil (2006-12-05)
A new copolymer of N-(4-(3-thienyl methylene)-oxycarbonylphenyl)maleimide (MBThi) with thiophene [P(MBThi-co-Th)] was synthesized electrochemically in the presence of tetrabutylammonium tetrafluoroborate as the supporting electrolyte, in acetonitrile/borontrifluoride ethylether solvent mixture (80 : 20, v/v). Spectroelectrochemical analysis of the resulting copolymer reflected electronic transitions at 440, 730, and similar to 1000 nm, revealing pi-pi* transition, polaron, and bipolaron band formation, resp...
Electrochromic and photovoltaic applications of conjugated polymers
Apaydın, Doğukan Hazar; Toppare, Levent Kamil; Department of Polymer Science and Technology (2012)
Three new azobenzene containing conjugated monomers were designed and synthesized. Resulting monomers were characterized by means of 1H NMR and 13C NMR techniques. Monomers (E)-1,2-bis(4-(thiophen-2-yl)phenyl)diazene (M1), (E)-1,2-bis(4-(4-hexylthiophen-2-yl) phenyl) diazene (M2) and (E)-1,2-bis(2-fluoro-4-(4-hexylthiophen-2-yl)phenyl) diazene (M3) were electrochemically polymerized using cyclic voltammetry to give polymers P1, P2 and P3. The polymers were subjected to spectroelectrochemical and kinetic stu...
Citation Formats
S. KİRALP, P. ÇAMURLU, E. G. Günbaş, C. Tanyeli, I. AKHMEDOV, and L. K. Toppare, “Electrochromic Properties of a Copolymer of 1-4-Di[2,5-di(2-thieny1)-1H-1-pyrroly1]benzene with EDOT,” JOURNAL OF APPLIED POLYMER SCIENCE, pp. 1082–1087, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/42155.