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Synthesis of a tetrazine-quaterthiophene copolymer and its optical, structural and photovoltaic properties.

ABSTRACT: 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.

SUBMITTER: Knall AC

PROVIDER: S-EPMC6472551 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Synthesis of a tetrazine-quaterthiophene copolymer and its optical, structural and photovoltaic properties.

Knall Astrid-Caroline AC Hoefler Sebastian Franz SF Hollauf Manuel M Thaler Ferula F Noesberger Sven S Hanzu Ilie I Ehmann Heike H Hobisch Mathias M Spirk Stefan S Wen Shuguang S Yang Renqiang R Rath Thomas T Trimmel Gregor G

Journal of materials science 20190403 13

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-2 ...[more]

PMID: 31057182

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