A Low Band Gap Benzimidazole Derivative and Its Copolymer with 3,4-Ethylenedioxythiophene for Electrochemical Studies

Soylemez, Saniye
Hacioglu, Serife O.
Uzun, Sema Demirci
Toppare, Levent Kamil
A novel monomer; 2-(3-nitrophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole) (BIMN) was used for electrochemical copolymerization with 3,4-ethylenedioxythiophene (EDOT). Polymerization was achieved in acetonitrile (ACN)/dichloromethane (DCM) (1:1, 1:3 and 1:5, molar ratios) solution containing sodium perchlorate (NaClO4) and lithium perchlorate (LiClO4) mixture as the supporting electrolyte on an ITO electrode. The chemical structures of monomer and copolymers were characterized by nuclear magnetic resonance (H-1 NMR) and scanning electron microscopy (SEM). The optical and electrochromic properties were investigated by UV-vis spectrophotometer and cyclic voltammetry, respectively. Combination of BIMN and EDOT provides lower oxidation potential, lower bandgap and higher optical contrast. (C) The Author(s) 2014. Published by ECS. This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 License (CC BY, http://creativecommons.org/licenses/by/4.0/), which permits unrestricted reuse of the work in any medium, provided the original work is properly cited. All rights reserved.
Journal of The Electrochemical Society


Electrochromism with selenophene derivatives
Aydemir, Kadir; Toppare, Levent Kamil; Department of Chemistry (2008)
A novel selenophene-based monomer; 1,4-di(selenophen-2-yl) benzene (DSB), synthesized via Stille coupling reaction of 1,4 dibromobenzene and tributyl (2-selenophenyl) stannane and corresponding conducting homopolymer (Poly (DSB)) was electrochemically synthesized in the presence of tetrabutylammoniumhexafluorophosphate (TBAPF6) as the supporting electrolyte in dichloromethane. The resulting conducting polymer was characterized by Cyclic Voltammetry (CV), Fourier Transform Infra Red Spectrometry (FTIR) and U...
Synthesis of a dipyrromethane functionalized monomer and optoelectrochromic properties of its polymer
Ak, Metin; Gancheva, Valeria; Terlemezyan, Levon; Tanyeli, Ghangir; Toppare, Levent Kamil (2008-08-01)
A dipyrromethane functionalized monomer; 5-(4-tert-butylphenyl)dipyrromethane (BPDP) was synthesized. The structure of the monomer was characterized by nuclear magnetic resonance (H-1 NMR and C-13 NMR) and Fourier transform infrared (FTIR) spectroscopies. Electrochemical polymerization of BPDP was performed in acetonitrile (AN)/LiClO4. The resulting conducting polymer was characterized by FTIR spectroscopy and electrical conductivity measurements. Spectroelectrochemical behavior and switching ability of P(B...
A New High-Performance Blue to Transmissive Electrochromic Material and Use of Silver Nanowire Network Electrodes as Substrates
YÜKSEL, Recep; ATAOGLU, Emre; TURAN, Janset; ALPUGAN, Ece; HACIOGLU, Serife Ozdemir; Toppare, Levent Kamil; Çırpan, Ali; Ünalan, Hüsnü Emrah; Günbaş, Emrullah Görkem (2017-05-15)
Synthesis of a novel, high-performance blue to transmissive switching electrochromic material is described. The polymer (P1) was prepared by both electrochemical (P1E) and chemical (P1C) means from the corresponding monomer. The electrochemically synthesized polymer (P1E) revealed 64% optical contrast change (on ITO) in the visible region and very fast switching times of 0.32 s (coloration) and 0.90 s (bleaching). On the other hand, the chemically synthesized, solution processable polymer (P1C) also showed ...
Remarkable phosphodiester hydrolysis activity of a novel Ce-IV complex in neutral aqueous solutions
Baykal, U; Akkaya, Mahinur; Akkaya, EU (1999-09-08)
A novel Ce-IV-complex of 1,4,7-tris(carbamoylmethyl)-1,4,7-triazacyclononane has been synthesized. The complex is both stable in aqueous solutions at neutral pH and very efficient in promoting the hydrolysis of a phosphodiester model compound and yeast tRNA(phe). The RNA model compound, 2-hydroxypropyl-p-nitrophenylphosphate hydrolysis is accelerated 7400-fold at pH 7.5, as a result of an unprecedented hydrolytic activity.
A novel red to transmissive electrochromic polymer based on phenanthrocarbazole
Atakan, Gizem; Günbaş, Emrullah Görkem (Royal Society of Chemistry (RSC), 2016-01-01)
A novel red to transmissive electrochromic polymer is described. A monomer which consists of EDOT and phenanthrocarbazole units was designed. Upon electrochemical polymerization of this material, a red colored polymer film was formed, which upon oxidation switches to a highly transmissive state. A high optical contrast (51%) and fast switching times (0.65 s and 0.52 s) were achieved, making this polymer an important candidate for electrochromic device and simple display applications. In addition, to best of...
Citation Formats
S. Soylemez, S. O. Hacioglu, S. D. Uzun, and L. K. Toppare, “A Low Band Gap Benzimidazole Derivative and Its Copolymer with 3,4-Ethylenedioxythiophene for Electrochemical Studies,” Journal of The Electrochemical Society, pp. H6–H14, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/28229.