New, highly stable electrochromic polymers from 3,4-ethylenedioxythiophene-bis-substituted quinoxalines toward green polymeric materials

Date

2007-12-11

Author

Durmus, Asuman
Günbaş, Emrullah Görkem
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

268
views

0
downloads

Two new highly stable electrochromic polymers, poly(5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-di(thiophen-2-yl)quinoxaline) (PDETQ) and poly (5,8-bis(2,3 -dihydrothieno[3,4-b][ 1,4]dioxin-5yl)quinoxaline) (PDEQ) were synthesized, and their potential use as neutral state green polymeric materials was investigated. Spectroelectrochemistry showed that both polymers reveal two distinct absorption bands as expected for this type of donor-acceptor polymer, at 410 and 660 nm for PDEQ and 405 and 780 nm for PDETQ. The colorimetry analysis revealed that while PDEQ has a green-blue color, PDETQ showed a saturated green color in the neutral state which is a unique property of conjugated polymers for the completion of the RGB color system. Both polymers have excellent switching properties with satisfactory optical contrasts and very fast switching times. In addition, via both electrochemical and spectral analyses PDETQ was proven to be an n-type dopable polymer. Outstanding optical contrasts in the NIR region, perfect stability, and fast switching times make these polymers excellent candidates for many applications like smart windows and data storage technologies. It should be noted that PDETQ is one of the few examples of neutral state green polymeric materials in literature with a relatively transmissive oxidized state, high stability, and superior switching properties. Hence, PDETQ can be a paramount choice as a green polymeric material for display applications.

Subject Keywords

Materials Chemistry, General Chemistry, General Chemical Engineering

URI

https://hdl.handle.net/11511/42675

Journal

CHEMISTRY OF MATERIALS

DOI

https://doi.org/10.1021/cm702143c

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Proquinoidal-Conjugated Polymer as an Effective Strategy for the Enhancement of Electrical Conductivity and Thermoelectric Properties Tam, Teck Lip Dexter; Ng, Chee Koon; Lim, Siew Lay; Yıldırım, Erol; Ko, Jieun; Leong, Wei Lin; Yang, Shuo-Wang; Xu, Jianwei (American Chemical Society (ACS), 2019-10-22) P-doping of conjugated polymers requires electron transfer from the conjugated polymer to the p-dopant. This implies that the highest occupied molecular orbital (HOMO) of the conjugated polymer has to be higher than the lowest unoccupied molecular orbital (LUMO) of the p-dopant. Although commonly used p-dopants such as 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ) have a low LUMO of -5.24 eV, most conjugated polymers used in high-performance field-effect transistors are donor- acceptor-type ...
Novel Molecular Building Blocks Based on the Boradiazaindacene Chromophore: Applications in Fluorescent Metallosupramolecular Coordination Polymers Bozdemir, Oe. Altan; Buyukcakir, Onur; AKKAYA, Engin Umut (Wiley, 2009-01-01) We designed and synthesized novel boradiazaindacene (Bodipy) derivatives that are appropriately functionalized for metal-ion-mediated supramolecular polymerization. Thus, ligands for 2-terpyridyl-, 2,6-terpyridyl-. and bipyridyl-functionalized Bodipy dyes were synthesized through Sonogashira couplings. These fluorescent building blocks are responsive to metal ions in a stoichiometry-dependent manner. Octahedral coordinating metal ions such as Zn-II result in polymerization at a stoichiometry corresponding t...
Phase transition of chemically synthesized FePt nanoparticles under high pressure ŞİMŞEK, TELEM; Karci, Ozgur; ÖZCAN, ŞADAN (The Scientific and Technological Research Council of Turkey, 2018-01-01) We present the results of a study related to phase transformation of chemically synthesized FePt nanoparticles under high pressure from face-centered cubic into face-centered tetragonal structure. As-synthesized nanoparticles are around 4.5 nm and show superparamagnetic behavior at 300 K. After annealing under 60 bar pressure of hydrogen at 400 degrees C for 2 h, nanoparticles exhibit strong ferromagnetic behavior with 5391 Oe coercivity. Results show that high-pressure annealing lowers the decomposition te...
A Practical Guide to the Preparation of Liquid Crystal-Templated Microparticles Wang, Xiaoguang; Büküşoğlu, Emre; Abbottt, Nicholas L. (American Chemical Society (ACS), 2017-01-10) We provide a practical guide to methods and protocols that use polymer networks templated from droplets of liquid crystal (LC) to synthesize micrometer-sized polymeric particles that are chemically patchy, are anisometric in shape, possess anisotropic optical properties, and/or are mesoporous. We describe a range of methods that permit the preparation of LC droplets (containing reactive monomers) as templates for polymerization, including formation of LC-in-water emulsions by mechanical methods (e.g., vorte...
Voltammetric methods of reboxetine analysis and the mechanism of its electrode reactions Altunöz Erdoğan, Deniz; Erk, Nevin; Kilic, Esma (Walter de Gruyter GmbH, 2013-05-01) Reboxetine (RBX) electrochemical redox behavior at hanging mercury drop (HMDE) and glassy carbon electrodes (GCE) was studied in various pH Britton-Robinson universal buffers using cyclic voltammetry and square-wave voltammetry. RBX was reduced at the HMDE and oxidized at the GCE with reversible adsorption controlled and irreversible diffusion controlled processes respectively. The anodic peak is due to the amine and the cathodic peak may correspond to oxygen protonation. An oxidation reaction mechanism is ...

Citation Formats

A. Durmus, E. G. Günbaş, and L. K. Toppare, “New, highly stable electrochromic polymers from 3,4-ethylenedioxythiophene-bis-substituted quinoxalines toward green polymeric materials,” CHEMISTRY OF MATERIALS, pp. 6247–6251, 2007, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/42675.