Pyrazine-Flanked Diketopyrrolopyrrole (DPP): A New Polymer Building Block for High-Performance n-Type Organic Thermoelectrics
| Autor: | Miao Xiong, Yang Lu, Zi-Yuan Wang, Ting Lei, J. Li, Song Zhang, Xinwen Yan, Zachary Ahmad, Jie-Yu Wang, Ze-Fan Yao, Xiaodan Gu |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Pyrazine Stacking General Chemistry Polymer Conjugated system 010402 general chemistry Thermoelectric materials 01 natural sciences Biochemistry Combinatorial chemistry Catalysis 0104 chemical sciences Molecular engineering chemistry.chemical_compound Colloid and Surface Chemistry chemistry Copolymer HOMO/LUMO |
| Zdroj: | Journal of the American Chemical Society. 141:20215-20221 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/jacs.9b10107 |
| Popis: | n-Doped conjugated polymers usually show low electrical conductivities and low thermoelectric power factors, limiting their applications in n-type organic thermoelectrics. Here, we report the synthesis of a new diketopyrrolopyrrole (DPP) derivative, pyrazine-flanked DPP (PzDPP), with the deepest LUMO level in all the reported DPP derivatives. Based on PzDPP, a donor-acceptor copolymer, P(PzDPP-CT2), is synthesized. The polymer displays a deep LUMO energy level and strong interchain interaction with a short π-π stacking distance of 3.38 A. When doped with n-dopant N-DMBI, P(PzDPP-CT2) exhibits high n-type electrical conductivities of up to 8.4 S cm-1 and power factors of up to 57.3 μW m-1 K-2. These values are much higher than previously reported n-doped DPP polymers, and the power factor also ranks the highest in solution-processable n-doped conjugated polymers. These results suggest that PzDPP is a promising high-performance building block for n-type organic thermoelectrics and also highlight that, without sacrificing polymer interchain interactions, efficient n-doping can be realized in conjugated polymers with careful molecular engineering. |
| Databáze: | OpenAIRE |
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