Distannylated Bithiophene Imide: Enabling High-Performance n-Type Polymer Semiconductors with an Acceptor–Acceptor Backbone

Yongqiang Shi, Han Guo, Jiachen Huang, Xianhe Zhang, Ziang Wu, Kun Yang, Yujie Zhang, Kui Feng, Han Young Woo, Rocio Ponce Ortiz, Ming Zhou, Xugang Guo

Research output: Contribution to journalArticlepeer-review

66 Citations (Scopus)

Abstract

A distannylated electron-deficient bithiophene imide (BTI-Tin) monomer was synthesized and polymerized with imide-functionalized co-units to afford homopolymer PBTI and copolymer P(BTI-BTI2), both featuring an acceptor–acceptor backbone with high molecular weight. Both polymers exhibited excellent unipolar n-type character in transistors with electron mobility up to 2.60 cm2 V−1 s−1. When applied as acceptor materials in all-polymer solar cells, PBTI and P(BTI-BTI2) achieved high power-conversion efficiency (PCE) of 6.67 % and 8.61 %, respectively. The PCE (6.67 %) of polymer PBTI, synthesized from the distannylated monomer, is much higher than that (0.14 %) of the same polymer PBTI*, synthesized from typical dibrominated monomer. The 8.61 % PCE of copolymer P(BTI-BTI2) is also higher than those (<1 %) of homopolymers synthesized from dibrominated monomers. The results demonstrate the success of BTI-Tin for accessing n-type polymers with greatly improved device performance.

Original languageEnglish
Pages (from-to)14449-14457
Number of pages9
JournalAngewandte Chemie - International Edition
Volume59
Issue number34
DOIs
Publication statusPublished - 2020 Aug 17

Bibliographical note

Funding Information:
M.Z. thanks the Project of State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation (PLN201807) and Key Projects of Application Foundation in Sichuan Province (19YYJC1537). Research at University of Málaga was supported by Junta de Andalucía (UMA18- FEDERJA-080). X.G. thanks the Shenzhen Science and Technology Innovation Commission (Nos. JCYJ20170817105905899 and JCYJ20180504165709042). Y.S. thanks the Innovative Research Foundation of Southwest Petroleum University (2019cxyb011). H.Y.W. is grateful for the financial support from the National Research Foundation (NRF) of Korea (NRF-2016M1A2A2940911 and 2019R1A6A1A11044070). This work is supported by Center for Computational Science and Engineering at SUSTech. The authors also thank the Materials Characterization and Preparation Center (MCPC) and the Pico Center of SUSTech for some characterizations in this work.

Funding Information:
M.Z. thanks the Project of State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation (PLN201807) and Key Projects of Application Foundation in Sichuan Province (19YYJC1537). Research at University of Málaga was supported by Junta de Andalucía (UMA18‐ FEDERJA‐080). X.G. thanks the Shenzhen Science and Technology Innovation Commission (Nos. JCYJ20170817105905899 and JCYJ20180504165709042). Y.S. thanks the Innovative Research Foundation of Southwest Petroleum University (2019cxyb011). H.Y.W. is grateful for the financial support from the National Research Foundation (NRF) of Korea (NRF‐2016M1A2A2940911 and 2019R1A6A1A11044070). This work is supported by Center for Computational Science and Engineering at SUSTech. The authors also thank the Materials Characterization and Preparation Center (MCPC) and the Pico Center of SUSTech for some characterizations in this work.

Publisher Copyright:
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • all-polymer solar cells
  • n-type acceptor–acceptor polymers
  • organic thin-film transistors
  • polymer molecular weight
  • stannylated bithiophene imide

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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