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Synthesis of a tetrazine–quaterthiophene copolymer and its optical, structural and photovoltaic properties
- Knall, Astrid-Caroline, Hoefler, Sebastian Franz, Hollauf, Manuel, Thaler, Ferula, Noesberger, Sven, Hanzu, Ilie, Ehmann, Heike, Hobisch, Mathias, Spirk, Stefan, Wen, Shuguang, Yang, Renqiang, Rath, Thomas, Trimmel, Gregor
- Journal of materials science 2019 v.54 no.13 pp. 10065-10076
- catalytic activity, composite polymers, copolymerization, energy, palladium, solar cells, solar energy, solubility, thiophene
- Herein, we report the synthesis of a novel, tetrazine-based conjugated polymer. Tetrazines have the benefit of being strong electron acceptors, while little steric hindrance is imposed on the flanking thiophene rings. Conversion of a suitably substituted nitrile precursor led to 3,6-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-1,2,4,5-tetrazine (2OD-TTz). Palladium-catalyzed copolymerization of 2OD-TTz with a bithiophene monomer yielded an alternating tetrazine–quaterthiophene copolymer (PTz4T-2OD). The polymer PTz4T-2OD showed an optical band gap of 1.8 eV, a deep HOMO energy level of − 5.58 eV and good solubility. In combination with the non-fullerene acceptor ITIC-F, solar cells with power conversion efficiencies of up to 2.6% were obtained.