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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
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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
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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.