Pyrazine-Flanked Diketopyrrolopyrrole (DPP): A New Polymer Building Block for High-Performance n-Type Organic Thermoelectrics

Yan, Xinwen; Xiong, Miao; Li, Jia-Tong; Zhang, Song; Ahmad, Zachary; Lu, Yang; Wang, Zi-Yuan; Yao, Ze-Fan; Wang, Jie-Yu; Gu, Xiaodan; Lei, Ting

doi:10.1021/jacs.9b10107

Pyrazine-Flanked Diketopyrrolopyrrole (DPP): A New Polymer Building Block for High-Performance n-Type Organic Thermoelectrics

Journal Article · Wed Nov 27 00:00:00 UTC 2019 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.9b10107· OSTI ID:1774739

Yan, Xinwen ^[1]; Xiong, Miao ^[2]; Li, Jia-Tong ^[2]; Zhang, Song ^[3]; Ahmad, Zachary ^[3]; Lu, Yang ^[2]; Wang, Zi-Yuan ^[2]; ^[2]; ^[2]; ^[3]; ^[2]

Peking Univ., Beijing (China); Department of Materials Science and Engineering, College of Engineering, Peking University, Beijing 100871, China
Peking Univ., Beijing (China)
Univ. of Southern Mississippi, Hattiesburg, MS (United States)

n-Doped conjugated polymers usually show low electrical conductivities and low thermoelectric power factors, limiting their applications in n-type organic thermo- electrics. 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 Å. 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 μWm^-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. Furthermore, 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.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of Southern Mississippi, Hattiesburg, MS (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0019361

OSTI ID:: 1774739

Alternate ID(s):: OSTI ID: 1985421

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 51 Vol. 141; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Pyrazine-Flanked Diketopyrrolopyrrole (DPP): A New Polymer Building Block for High-Performance n-Type Organic Thermoelectrics

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