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

Shi, Yongqiang1,2; Guo, Han2; Huang, Jiachen2; Zhang, Xianhe2; Wu, Ziang3; Yang, Kun2; Zhang, Yujie2; Feng, Kui2; Woo, Han Young3; Ortiz, Rocio Ponce4; Zhou, Ming1; Guo, Xugang2

2020-08-17

10.1002/anie.202002292

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Impact Factor & Quartile

1433-7851

1521-3773

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

EI ; SCI ; IC

English

NI Journal Papers

Corresponding

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 M&aacute;laga was supported by Junta de Andaluc&iacute;a (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.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 M&aacute;laga was supported by Junta de Andaluc&iacute;a (UMA18&#8208; FEDERJA&#8208;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&#8208;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.

WOS:000545686300001

Wiley-VCH Verlag

20202808922048

Molecular weight ; Organic polymers ; Thin film circuits ; Thin film transistors ; Tin

Tin and Alloys:546.2 ; Semiconductor Devices and Integrated Circuits:714.2 ; Chemical Products Generally:804 ; Organic Polymers:815.1.1 ; Atomic and Molecular Physics:931.3

CHEMISTRY

EV Compendex

1.School of New Energy and Materials and State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation Engineering, Southwest Petroleum University, Chengdu; Sichuan; 610500, China
2.Department of Materials Science and Engineering, Southern University of Science and Technology (SUSTech), No. 1088, Xueyuan Road, Shenzhen; Guangdong; 518055, China
3.Department of Chemistry, College of Science, Korea University, 145 Anam-ro, Seoul; Seongbuk-gu; 136-713, Korea, Republic of
4.Department of Physical Chemistry, University of Málaga, Campus de Teatinos s/n, Málaga; 29071, Spain

Shi, Yongqiang,Guo, Han,Huang, Jiachen,et al. Distannylated Bithiophene Imide: Enabling High-Performance n-Type Polymer Semiconductors with an Acceptor-Acceptor Backbone[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2020,59:14449-14457.

Shi, Yongqiang.,Guo, Han.,Huang, Jiachen.,Zhang, Xianhe.,Wu, Ziang.,...&Guo, Xugang.(2020).Distannylated Bithiophene Imide: Enabling High-Performance n-Type Polymer Semiconductors with an Acceptor–Acceptor Backbone.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,59,14449-14457.

Shi, Yongqiang,et al."Distannylated Bithiophene Imide: Enabling High-Performance n-Type Polymer Semiconductors with an Acceptor–Acceptor Backbone".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 59(2020):14449-14457.