Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications

Date

2020-03-01

Author

Yasa, Mustafa
Surmeli, Seher
DEPCİ, TOLGA
Toppare, Levent Kamil
Hacioglu, Serife Ozdemir

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A quinoxaline (Qx) and benzodithiophene (BDT) comprising of random copolymers, namely poly(5-(6-(5-(4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b ']dithiophen-2-yl)-4-(2-ethylhexyl)thiophen-2-yl)-4,8-bis ((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b ']dithiophen-2-yl)-2,3-bis(3,4-bis(octyloxy)phenyl)quinoxaline) (PQBT), is synthesized via Stille polycondensation reaction. To investigate the effect of the pi-bridge on the electrochromic properties, 3-(2-ethylhexyl) thiophene is incorporated the between Qx and BDT moiety. The resulting random copolymer is characterized by NMR spectroscopy, gel permeation chromatography (GPC), attenuated total reflectance-Fourier-transform infrared spectroscopy (ATR-FTIR), and scanning electron microscopy (SEM). PQBT exhibits ambipolar and multichromic characteristics and is highly soluble in common solvents. Optoelectronic studies reveal two well-separated absorption bands having maxima at 500 and 532 nm with 1.83 eV optical band gap (E-g(op)). PQBT exhibits orange color in the neutral state with brown, green, and blue colors in the intermediate, oxidized, and reduced states, respectively. Subsequently, a PQBT and poly-3,4-ethylenedioxythiophene (PEDOT)-bearing prototype bilayer electrochromic device working between orange and blue colors is constructed and characterized.

Subject Keywords

Physical and Theoretical Chemistry, Organic Chemistry, Materials Chemistry, Polymers and Plastics, Condensed Matter Physics

URI

https://hdl.handle.net/11511/41520

Journal

MACROMOLECULAR CHEMISTRY AND PHYSICS

DOI

https://doi.org/10.1002/macp.201900470

Collections

Department of Chemistry, Article

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Citation Formats

M. Yasa, S. Surmeli, T. DEPCİ, L. K. Toppare, and S. O. Hacioglu, “Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications,” MACROMOLECULAR CHEMISTRY AND PHYSICS, pp. 0–0, 2020, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/41520.