Synthesis of a new conducting polymer based on functionalized anthracene and its uses as an electrochromic device component

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2008

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Yıldırım, Ayşe Gül

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2,3-Dihydro-5-(10-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)anthracen-9-yl)thieno [3,4-b][1,4]dioxine (DTAT) was synthesized via linking 3,4-ethylenedioxy thiophene (EDOT) on anthracene by Stille coupling. Homopolymer P(DTAT) was achieved by electrochemical techniques. The polymer, P(DTAT) was electrosynthesized by anodic oxidation of the corresponding monomer in the presence of 0.1 M LiClO4 as the supporting electrolyte in acetonitrile (ACN) solution. Copolymer of DTAT in the presence of EDOT was synthesized via potentiodynamic method in ACN/LiClO4 (0.1 M) solvent-electrolyte couple. Structural characterizations of the sample was carried out via 1H-Nuclear Magnetic Resonance (NMR) and Fourier Transform Infrared Spectroscopy (FTIR). Electrochemical behaviors of the monomer and polymers were determined by Cyclic Voltammetry (CV). Electrochromic and spectroelectrochemical behavior of the polymers were investigated on ITO glass electrode, and their ability of employment in device construction was examined. Spectroelectrochemistry analysis of P(DTAT) revealed an electronic transition at 505 nm corresponding to π-π* transition with a band gap of 1.57 eV. In order to investigate electronic structure of the copolymers obtained by different applied potentials, spectroelectrochemistry studies were performed. Electrochromic investigations showed that P(DTAT) switches between yellow and blue while P(DTAT-co-EDOT) was found to be multichromic, switching between claret red neutral state, a gray and a red intermediate state, and a blue oxidized state. Switching time of the polymers was evaluated by a kinetic study upon measuring the percent transmittance (%T) at the maximum contrast point. Dual type polymer electrochromic devices (ECDs) based on P(DTAT-co-EDOT) with poly(3,4-ethylenedioxythiophene) (PEDOT) were constructed. Spectroelectrochemistry and electrochromic switching of the device was studied. They were found to have good switching times and reasonable contrasts.

Subject Keywords

Chemistry., Physical and Thoretical Chemistry.

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http://etd.lib.metu.edu.tr/upload/12609623/index.pdf
https://hdl.handle.net/11511/18170

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

A. G. Yıldırım, “Synthesis of a new conducting polymer based on functionalized anthracene and its uses as an electrochromic device component,” M.S. - Master of Science, Middle East Technical University, 2008.