Electrochromic properties of multicolored novel polymer synthesized via combination of benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole units

Date

2014-08-20

Author

Rende, Eda
Kilic, Cihan E.
Udum, Yasemin Arslan
Toffoli, Daniele
Toppare, Levent Kamil

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

261
views

0
downloads

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]triazole (M1), 2-(6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-di(thiophen-2-yl)-2H-benzo[d][1,2,3]triazole (M2) and 2-(6-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexyl)-4,7-bis(5-methylthiophen-2-y1)-2H-benzo[d][1,2,3]triazole (M3) were synthesized. To better characterize the electronic and spectroscopic properties of the monomers, density functional theory (DFT) and its time-dependent generalization (TD-DFT) were used to calculate their vertical ionization potentials, vertical electron affinity and to simulate and interpret their infrared and UV-vis spectra. The monomers were electrochemically polymerized and the resultant polymers were characterized with cyclic voltammetry and UV-vis-NIR spectroscopy techniques. An electrochromic device was constructed with electrochemical polymer of M2. The device switched between red and blue colors and showed exceptional optical memory.

Subject Keywords

DFT, SNS Derivatives, Electrochromism, Conducting Polymer, Electrochemical Polymerization

URI

https://hdl.handle.net/11511/41493

Journal

ELECTROCHIMICA ACTA

DOI

https://doi.org/10.1016/j.electacta.2014.06.153

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Electrochemical polymerization of 1-(4-nitrophenyl)-2,5-di(2-thienyl)-1 H-pyrrole as a novel immobilization platform for microbial sensing Tuncagil, Sevinc; ODACI DEMİRKOL, DİLEK; Varis, Serhat; TİMUR, SUNA; Toppare, Levent Kamil (2009-09-01) Two types of bacterial biosensor were constructed by immobilization of Gluconobacter oxydans and Pseudomonas fluorescens cells on graphite electrodes modified with the conducting polymer; poly(1-(4-nitrophenyl)-2,5-di(2-thienyl)-1 H-pyrrole) [SNS(NO2)]. The measurement was based on the respiratory activity of cells estimated by the oxygen consumption at -0.7 V due to the metabolic activity in the presence of substrate. As well as analytical characterization, the linear detection ranges, effects of electropo...
Conducting polymer composites of polypyrrole and polyimide Selampinar, F; Akbulut, Ural; Toppare, Levent Kamil (1997-01-01) A conducting composite of polypyrrole with a polyimide as the insulating matrix polymer was prepared via electrochemical methods. The characterization of the composite was done by FTIR, SEM and TGA studies. Conductivity and solubility studies together with spectroscopic methods reveal that a chemical interaction between the two polymers exists.
Electrochemical polymerization of furan and 2-methylfuran Demirboga, B; Önal, Ahmet Muhtar (1999-02-26) Conductive polyfuran and poly(2-methyl)furan are prepared by controlled potential electrolysis in acetonitrile at room temperature. It is found that conductivity of polyfuran decreased by factor of 4 when methyl group is present in the a position. Temperature effect on the rate of polymerization of furan is studied by cyclic voltammetry technique and an increase in the initial rate of polymerization was observed with increasing temperature. Apparent activation energy of electrochemical polymerization of fur...
Electrically controlled terahertz spatial light modulators with graphene arrays Kakenov, Nurbek; Takan, Taylan; Özkan, Vedat Ali; Balci, Osman; Polat, Emre O.; Altan, Hakan; KOCABAŞ, COŞKUN (2016-05-27) Gate-tunable high-mobility electrons on atomically thin graphene layers provide a unique opportunity to control electromagnetic waves in a very broad spectrum. In this paper, we describe an electrically-controlled multipixel terahertz light modulators. The spatial light modulator is fabricated using two large-area graphene layers grown by chemical vapor deposition and transferred on THz transparent and flexible substrates. Room temperature ionic liquid, inserted between the graphene, provides mutual gating ...
Electrochromic and photovoltaic applications of benzotriazole bearing donor acceptor type conjugated polymers Baran, Derya; Toppare, Levent Kamil; Department of Chemistry (2010) Organic semi-conductors are of great interest since these compounds can be utilized as active layers in many device applications such as ECDs, LEDs and solar cells. Incorporating the benzotriazole units into the polymer backbone enhances the optical properties of donor units. Hexyl thiophene and pyrrole are commonly used as electron donor materials. Benzotriazole can be coupled to hexyl thiophene or pyrrole to yield materials which can be polymerized to give donor acceptor type polymers. These materials are...

Citation Formats

E. Rende, C. E. Kilic, Y. A. Udum, D. Toffoli, and L. K. Toppare, “Electrochromic properties of multicolored novel polymer synthesized via combination of benzotriazole and N-functionalized 2,5-di(2-thienyl)-1H-pyrrole units,” ELECTROCHIMICA ACTA, pp. 454–463, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/41493.