ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Thiophene-Fused Perylenediimide-Based Polymer Acceptors for High-Performance All-Polymer Solar Cells

  • Rong Wei
    Rong Wei
    Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering, the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    More by Rong Wei
  • Hui Chen
    Hui Chen
    Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China
    More by Hui Chen
  • Yikun Guo
    Yikun Guo
    Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering, the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    More by Yikun Guo
  • Han Han
    Han Han
    Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering, the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    More by Han Han
  • Di Zhang
    Di Zhang
    Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering, the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    More by Di Zhang
  • Yulin Zhu
    Yulin Zhu
    Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China
    More by Yulin Zhu
  • Feng He*
    Feng He
    Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China
    Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China
    *Email: [email protected]
    More by Feng He
  • , and 
  • Dahui Zhao*
    Dahui Zhao
    Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering, the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    *Email: [email protected]
    More by Dahui Zhao
Cite this: Macromolecules 2021, 54, 3, 1499–1506
Publication Date (Web):January 25, 2021
https://doi.org/10.1021/acs.macromol.0c02558
Copyright © 2021 American Chemical Society

    Article Views

    1283

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Other access options
    Supporting Info (1)»

    Abstract

    Abstract Image

    Over the past years, perylenediimide (PDI)-based polymers have emerged as one of the widely studied polymer acceptors applicable to all-polymer solar cells (PSCs) due to their outstanding photovoltaic properties. Covalently fused PDI units, such as naphthodiperylenetetraimide (NDP), are proven beneficial to increasing the regularity of polymer backbones and enhancing the molecular packing in blend films, thus optimizing the active-layer morphology and improving the device performance. However, most investigated PDI polymers commonly demonstrated low open-circuit voltage (Voc) in solar cells due to their low-lying lowest unoccupied molecular orbital (LUMO), which greatly limited the power-conversion efficiencies (PCEs) of their devices. Herein, we design and synthesize two new polymer acceptors (PTP-TT and PTP-Th) using thiophene-fused dimeric PDI (i.e., PTP) as the key building block. Both polymers exhibit much elevated LUMO levels at ca. −3.8 eV and achieve higher Voc in devices compared with NDP-derived polymers. In particular, PTP-TT exhibits stronger light-absorption ability than PTP-Th and a presumably more planar backbone conformation, which are favorable for molecular packing and charge carrier transport in the active layer. Using PTB7-Th as the donor, PTP-TT-based devices achieve the best PCE of 7.04%, with a Voc of 0.86 V, a short-circuit current density of 14.96 mA/cm2, and a fill factor of 54%. The current results demonstrate that fusing PDIs with a proper electron-rich moiety can synergistically elevate the LUMO level and optimize the backbone regularity of polymer acceptors to obtain desirable efficiencies of PSCs.

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Supporting Information

    ARTICLE SECTIONS
    Jump To

    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.macromol.0c02558.

    • Synthetic procedures and structure characterizations, photophysical and electrochemical characterizations, PL quenching experiments and spectra, device fabrication and characterizations, and SCLC methods and data (PDF)

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    This article is cited by 13 publications.

    1. Akash, J. P. Tiwari. Recent advancements in perylene diimide as an electron acceptor in organic solar cells. Journal of Materials Chemistry C 2024, 12 (3) , 838-853. https://doi.org/10.1039/D3TC04054B
    2. Junfeng Tong, Wuyan Liu, Yubo Huang, Zheyu Li, Yan Wang, Suiyan Bai, Zezhou Liang, Lihe Yan, Jianfeng Li, Yangjun Xia. Unraveling the origin of improved photovoltaic performance in acceptor–acceptor-structured perylene-diimide-based polymeric acceptors through partially fluorinating benzo[ c ][1,2,5]thiadiazole. Journal of Materials Chemistry C 2023, 11 (21) , 6951-6962. https://doi.org/10.1039/D3TC00696D
    3. Junfeng Tong, Zheyu Li, Yubo Huang, Yan Wang, Lichun Zhang, Lili An, Pengzhi Guo, Chunyan Yang, Jianfeng Li, Yangjun Xia. Asymmetric perylene-diimide-based polymeric acceptor integrating alkoxy and alkyl side chains: Synthesis and application for all-polymer solar cell. Dyes and Pigments 2023, 214 , 111236. https://doi.org/10.1016/j.dyepig.2023.111236
    4. Junfeng Tong, Kun Yang, Yubo Huang, Zeyan Dong, Lili An, Yan Wang, Pengzhi Guo, Chunyan Yang, Jianfeng Li, Yangjun Xia. Effect of incorporating an asymmetric electron-richer dithieno[3,2-b:2ʹ,3ʹ-d]pyrrole moiety into perylene-diimide-based polymer backbone on the optoelectronic and photovoltaic properties. Optical Materials 2023, 139 , 113752. https://doi.org/10.1016/j.optmat.2023.113752
    5. Dan Zhou, Jianru Wang, Zhentian Xu, Haitao Xu, Jianwei Quan, Jiawei Deng, Yubing Li, Yongfen Tong, Bin Hu, Lie Chen. Recent advances of nonfullerene acceptors in organic solar cells. Nano Energy 2022, 103 , 107802. https://doi.org/10.1016/j.nanoen.2022.107802
    6. Ke Hu, Can Zhu, Shucheng Qin, Wenbin Lai, Jiaqi Du, Lei Meng, Zhanjun Zhang, Yongfang Li. n-Octyl substituted quinoxaline-based polymer donor enabling all-polymer solar cell with efficiency over 17%. Science Bulletin 2022, 67 (20) , 2096-2102. https://doi.org/10.1016/j.scib.2022.10.005
    7. Adam R. Tetreault, Minh-Trung Dang, Timothy P. Bender. PTB7 and PTB7-Th as universal polymers to evaluate materials development aspects of organic solar cells including interfacial layers, new fullerenes, and non-fullerene electron acceptors. Synthetic Metals 2022, 287 , 117088. https://doi.org/10.1016/j.synthmet.2022.117088
    8. Wissem Khelifi, Hussein Awada, Sylvie Blanc, Gilles Henri Roche, Lionel Hirsch, Bassey Oboho, Frédéric Castet, Antoine Bousquet, Christine Lartigau-Dagron. Diketo-Pyrrolo Pyrrole-Based Acceptor-Acceptor Copolymers with Deep HOMO and LUMO Levels Absorbing in the Near Infrared. Applied Sciences 2022, 12 (9) , 4494. https://doi.org/10.3390/app12094494
    9. Ming Zhang, Yang Bai, Chenkai Sun, Lingwei Xue, Haiqiao Wang, Zhi-Guo Zhang. Perylene-diimide derived organic photovoltaic materials. Science China Chemistry 2022, 65 (3) , 462-485. https://doi.org/10.1007/s11426-021-1171-4
    10. Guangye Zhang, Chen Xie, Peng You, Shunpu Li. Organic Photovoltaic Devices. 2022, 131-176. https://doi.org/10.1007/978-981-19-6091-8_5
    11. Xiaomin Wu, Xiangyu Hao, Ping Deng, Huipeng Chen. A Y6-based polymerized small-molecule acceptor with non-conjugated alkyl linkages for efficient all-polymer solar cells. Dyes and Pigments 2021, 196 , 109824. https://doi.org/10.1016/j.dyepig.2021.109824
    12. Yinghui Wang, Ning Wang, Qingqing Yang, Jidong Zhang, Jun Liu, Lixiang Wang. A polymer acceptor containing the B←N unitfor all-polymer solar cells with 14% efficiency. Journal of Materials Chemistry A 2021, 9 (37) , 21071-21077. https://doi.org/10.1039/D1TA06041D
    13. Shuting Pang, Baoqi Wu, Bao Zhang, Ruiwen Zhang, Claas Reckmeier, Erjun Zhou, Chunhui Duan, Fei Huang, Yong Cao. Optimized active layer morphology via side-chain atomic substituents to achieve efficient and stable all-polymer solar cells. Journal of Materials Chemistry C 2021, 9 (30) , 9515-9523. https://doi.org/10.1039/D1TC01650D

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect