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.
| Original language | English |
|---|---|
| Pages (from-to) | 10065–10076 |
| Number of pages | 12 |
| Journal | Journal of Materials Science |
| Volume | 54 |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 2019 |
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ASJC Scopus subject areas
- Materials Science(all)
- Mechanics of Materials
- Mechanical Engineering
Fields of Expertise
- Advanced Materials Science
Cite this
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.
In: Journal of Materials Science, Vol. 54, No. 13, 2019, p. 10065–10076.Research output: Contribution to journal › Article › Research › peer-review
}
TY - JOUR
T1 - Synthesis of a tetrazine–quaterthiophene copolymer and its optical, structural and photovoltaic properties
AU - Knall, Astrid Caroline
AU - Hoefler, Sebastian Franz
AU - Hollauf, Manuel
AU - Thaler, Ferula
AU - Noesberger, Sven
AU - Hanzu, Ilie
AU - Ehmann, Heike
AU - Hobisch, Mathias
AU - Spirk, Stefan
AU - Wen, Shuguang
AU - Yang, Renqiang
AU - Rath, Thomas
AU - Trimmel, Gregor
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85064225123&partnerID=8YFLogxK
UR - https://graz.pure.elsevier.com/en/publications/synthesis-of-a-tetrazinequaterthiophene-copolymer-and-its-optical-structural-and-photovoltaic-properties(381decd7-1f01-4807-b528-17671d9d499d).html
U2 - 10.1007/s10853-019-03551-3
DO - 10.1007/s10853-019-03551-3
M3 - Article
VL - 54
SP - 10065
EP - 10076
JO - Journal of Materials Science
JF - Journal of Materials Science
SN - 0022-2461
IS - 13
ER -