Syntheses, electrochemical and spectroelectrochemical characterization of benzothiadiazole and benzoselenadiazole based random copolymers

Date

2016-6-13

Author

Kutkan, Seda
Goker, Seza
Hacioglu, Serife O.
Toppare, Levent Kamil

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Three novel donor-acceptor-donor type random copolymers based on benzothiadiazole (BTh) and benzoselenadiazole (BSe) were synthesized via Pd (0) catalyzed Suzuki polycondensation reaction. The two acceptor units were coupled with electron rich moieties which are carbazole (CZ), fluorene (FL) and silafluorene (SiFL). Monomers were characterized using H-1 and C-13-NMR spectroscopy. The number and weight average molecular weights of the polymers were calculated using gel permeation chromatography (GPC). All three polymers were electrochemically and spectroelectrochemically characterized. PBThBSeCZ, PBThBSeFL and PBThBSeSiFL showed only p-dopable character and their doping/dedoping potentials were determined as 1.4V/1.2V, 1.53V/1.27V and 1.8V/1.3V, respectively. Corresponding HOMO energy levels were calculated as -5.85eV, -6.05eV and -6.15eV whereas LUMO energy levels were found to be -3.67eV, -3.84eV and -3.77eV, respectively. PBThBSeCZ had lower HOMO level and band gap than PBThBSeFL and PBThBSeSiFL due to its increased electron donating capability of nitrogen atom in carbazole unit.

Subject Keywords

Benzothiadiazolel, Benzoselenadiazole, Carbazole, Carbazole, Fluorene, Silafluorene, Silafluorene, Electrochromism, Donor-acceptor type, Random copolymers

URI

https://hdl.handle.net/11511/28429

Journal

Journal of Macromolecular Science, Part A

DOI

https://doi.org/10.1080/10601325.2016.1189280

Collections

Department of Chemistry, Article

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Citation Formats

S. Kutkan, S. Goker, S. O. Hacioglu, and L. K. Toppare, “Syntheses, electrochemical and spectroelectrochemical characterization of benzothiadiazole and benzoselenadiazole based random copolymers,” Journal of Macromolecular Science, Part A, pp. 475–483, 2016, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/28429.