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Altering Electronic and Optical Properties of Novel Benzothiadiazole Comprising Homopolymers via π Bridges
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Date
2021-03-01
Author
Zeytun Karaman, Cansu
Göker, Seza
Özdemir Hacıoğlu, Şerife
Hacıefendioğlu, Tuğba
Yıldırım, Erol
Toppare, Levent Kamil
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Four novel benzo[c][1,2,5]thiadiazole comprising monomers namely 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TBTT), 5-fluoro-4,7-bis(4-hexylthiophen-2-yl)-6-((2-octyldodecyl)oxy)benzo[c][1,2,5]thiadiazole (HTBTHT),5-fluoro-4,7-di(furan-2-yl)-6-((2-octyldodecyl)oxy)benzo- [c][1,2,5]thiadiazole (FBTF), and 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-bis(thieno[3,2-b]thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TTBTTT) were designed, and synthesized successfully via Stille polycondensationreaction. The structural characterizations of the monomers were performed by 1H and 13C NMR spectroscopy and HighResolution Mass Spectroscopy (HRMS). The monomers were then electropolymerized in a three electrode cell system via cyclicvoltammetry. The electrochemical, and spectroelectrochemical characterization of the polymers were reported in detail. Besides,theoretical calculations were performed to elucidate observed experimental properties. According to the cyclic voltammogram of thepolymers, HOMO and LUMO energy levels were calculated as −5.68 eV/−3.91 eV, −5.71 eV/−3.72 eV, −5.61 eV/−4.04 eV, and−5.51 eV/−3.71 eV and the electronic band gaps were 1.77 eV, 1.99 eV, 1.57 eV, and 1.80 eV for PTBTT, PHTBTHT, PFBTF, andPTTBTTT, respectively.
URI
https://hdl.handle.net/11511/89417
Journal
Journal Of The Electrochemical Society
Collections
Department of Chemistry, Article
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Altering Electronic and Optical Properties of Novel Benzothiadiazole Comprising Homopolymers via pi Bridges
Zeytun Karaman, Cansu; Goeker, Seza; Hacioglu, Serife O.; Haciefendioglu, Tugba; Yıldırım, Erol; Toppare, Levent Kamil (2021-03-01)
Four novel benzo[c][1,2,5]thiadiazole comprising monomers namely 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TBTT), 5-fluoro-4,7-bis(4-hexylthiophen-2-yl)-6-((2-octyldodecyl)oxy)benzo[c][1,2,5]thiadiazole (HTBTHT), 5-fluoro-4,7-di(furan-2-yl)-6-((2-octyldodecyl)oxy)benzo- [c][1,2,5]thiadiazole (FBTF), and 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-bis(thieno[3,2-b]thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TTBTTT) were designed, and synthesized successfully via Stille polycond...
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Synthesis and electro-optical properties of new conjugated hybrid polymers based on furan and fluorene units
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C. Zeytun Karaman, S. Göker, Ş. Özdemir Hacıoğlu, T. Hacıefendioğlu, E. Yıldırım, and L. K. Toppare, “Altering Electronic and Optical Properties of Novel Benzothiadiazole Comprising Homopolymers via π Bridges,”
Journal Of The Electrochemical Society
, pp. 1–13, 2021, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/89417.