Effect of the donor units on the properties of fluorinated acceptor based systems

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2020-10-01

Author

Önal, Ahmet Muhtar
Akdağ, Akın
Çakal, Deniz

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A new series of monomers in the donor-acceptor-donor array, namely 5-fluoro-4,7-di(furan-2-yl)benzo[c][1,2,5]thiadiazole (F2BT-F), and 5-fluoro-4,7-di(selenophen-2-yl)benzo[c][1,2,5] thiadiazole (S2BT-F), bearing 5-fluorobenzo[c][1,2,5]-thiadiazole as the acceptor moiety and furan and selenophene as the electron donating groups was synthesized and polymerized electrochemically. To compare heteroatom effect, thiophene analogue of newly synthesized F2BT-F and S2BT-F namely, (5-fluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5] thiadiazole (T2BT-F)) and its corresponding polymer were also synthesized. Effect of donor units on the electrochemical and optical properties of fluorinated acceptor based systems was investigated in terms of the effect of different sized heteroatoms in five-membered rings on the dihedral angle and planarity. Theoretical calculations also suggested a deviation from planarity upon fluorination. Moreover, electrochemically obtained polymers possess low bandgap values (1.62 eV–1.68 eV for PF2BT-F and PS2BT-F, respectively) and exhibited electrochromic properties with relatively low switching times.

Subject Keywords

Process Chemistry and Technology, General Chemical Engineering, Electropolymerization, Electrochromism, Dihedral angle, Benzothiadiazole, Furan, Thiophene, Selenophene

URI

https://hdl.handle.net/11511/69369

Journal

DYES AND PIGMENTS

DOI

https://doi.org/10.1016/j.dyepig.2020.108955

Collections

Department of Chemistry, Article

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Citation Formats

A. M. Önal, A. Akdağ, and D. Çakal, “Effect of the donor units on the properties of fluorinated acceptor based systems,” DYES AND PIGMENTS, pp. 108955–108963, 2020, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/69369.