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Regioregular Asymmetric Diketopyrrolopyrrole Copolymers with Good Molecular Ordered Assembly Ability for High-performance Polymer Transistors

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Abstract

Introduction of asymmetric units into conjugated polymers is an important strategy to regulate the photophysical and electronic properties of polymers, as asymmetric units can not only regulate solubility and energy levels, but also molecular stacking and orientation, thus giving much higher optoelectronic properties. However, very few studies have been reported in this field. The semiconducting properties of conjugated polymers could be regulated through regioregularity adjustment. Here, we took the asymmetric thiophene/pyridine side group DPP as core and developed the regioregular monomer T-Py-DPP through three steps: alkyl chain introduction, tin monomer coupling and NBS double bromination. The T-Py-DPP monomer was polymerized into reg-PPyTDPP-2FBT with a head-to-head structure. The regioregularity of T-Py-DPP unit endowed reg-PPyTDPP-2FBT with backbone planarity, self-assembly orientation, network-like morphology and high crystallinity in films, thus the superior bipolar transport properties. The highest hole and electron mobilities of reg-PPyTDPP-2FBT were 0.93 and 0.57 cm2·V−1·s−1, respectively, with 40% improvement relative to the regiorandom polymer.

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Acknowledgments

This work was financially supported by the Ministry of Science and Technology of China (Nos. 2018YFA0703200 and 2022YFB3603800), the National Natural Science Foundation of China (Nos. 21875259, 52233010, 51725304, 61890943, 52103245 and 22021002) the CAS Project for Young Scientists in Basic Research (No. YSBR-053), the Youth Innovation Promotion Association of the Chinese Academy of Sciences, the National Program for Support of Top-notch Young Professionals, the Beijing National Laboratory for Molecular Sciences (No. BNLMS-CXXM-202012), and the Key Research Program of the Chinese Academy of Sciences (Nos. XDPB13 and 121111KYSB20200004).

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  1. These authors contributed equally to this work.

Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Qing-Qing Liu, Jia-Xin Yang, Man Zhao, Can Gao, Bo Guan & Huan-Li Dong

  2. School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing, 100049, China

    Qing-Qing Liu, Jia-Xin Yang, Bo Guan & Huan-Li Dong

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  1. Qing-Qing Liu
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  2. Jia-Xin Yang
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  3. Man Zhao
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Correspondence to Can Gao, Bo Guan or Huan-Li Dong.

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Regioregular Asymmetric Diketopyrrolopyrrole Copolymers with Good Molecular Ordered Assembly Ability for High-performance Polymer Transistors

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Liu, QQ., Yang, JX., Zhao, M. et al. Regioregular Asymmetric Diketopyrrolopyrrole Copolymers with Good Molecular Ordered Assembly Ability for High-performance Polymer Transistors. Chin J Polym Sci 41, 1215–1222 (2023). https://doi.org/10.1007/s10118-023-2918-2

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