Abstract
Polymerizing the narrow bandgap small-molecule architecture with a conjugated linking unit (or called the polymerized small molecule acceptors (PSMAs)) is a promising strategy to design polymer acceptors for efficient all polymer solar cells (all-PSCs). Currently, the fused-ring-based small molecule acceptors (SMAs) are preferred monomers to design efficient PSMAs, leaving the challenge of reducing the materials cost. In this work, we firstly employ nonfused-core SMA with simple synthetic procedures to design PSMAs (namely PBTI-H, PBTI-F and PBTI-Cl) to address this issue. Relative to the fused-ring based counterparts, these three PSMAs exhibit much higher figure-of-merit value. Additionally, a power-conversion efficiency of 8.80% is achieved in the PBTI-Cl-based all-PSC. The results offer an attractive approach to design low-cost PSMAs for efficient all-PSCs.
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Li, G.; Zhu, R.; Yang, Y. Polymer solar cells. Nat. Photonics 2012, 6, 153–161.
Yang, H.; Cui, C.; Li, Y. Effects of heteroatom substitution on the photovoltaic performance of donor materials in organic solar cells. Acc. Mater. Res. 2021, 2, 986–997.
Li, Y.; Xu, G.; Cui, C.; Li, Y. Flexible and semitransparent organic solar cells. Adv. Energy Mater. 2018, 8, 1701791.
Bi, P.; Zhang, S.; Wang, J.; Ren, J.; Hou, J. The progress in organic solar cells: Materials, physics and device engineering. Chin. J. Chem. 2021, 39, 2607–2625.
Liu, B.; Xu, Y.; Xia, D.; Xiao, C.; Yang, Z.; Li, W. Semitransparent organic solar cells based on non-fullerene electron acceptors. Acta Phys. Chim. Sin. 2020, 37, 2009056.
Lee, C.; Lee, S.; Kim, G. U.; Lee, W.; Kim, B. J. Recent advances, design guidelines, and prospects of all-polymer solar cells. Chem. Rev. 2019, 119, 8028–8086.
Zhao, R.; Liu, J.; Wang, L. Polymer acceptors containing B←N units for organic photovoltaics. Acc. Chem. Res. 2020, 53, 1557–1567.
Genene, Z.; Mammo, W.; Wang, E.; Andersson, M. R. Recent advances in n-type polymers for all-polymer solar cells. Adv. Mater. 2019, 31, 1807275.
Zhang, Z. G.; Yang, Y.; Yao, J.; Xue, L.; Chen, S.; Li, X.; Morrison, W.; Yang, C.; Li, Y. Constructing a strongly absorbing low-bandgap polymer acceptor for high-performance all-polymer solar cells. Angew. Chem. Int. Ed. 2017, 56, 13503–13507.
Sun, R.; Wang, W.; Yu, H.; Chen, Z.; Xia, X.; Shen, H.; Guo, J.; Shi, M.; Zheng, Y.; Wu, Y.; Yang, W.; Wang, T.; Wu, Q.; Yang, Y.; Lu, X.; Xia, J.; Brabec, C. J.; Yan, H.; Li, Y.; Min, J. Achieving over 17% efficiency of ternary all-polymer solar cells with two well-compatible polymer acceptors. Joule 2021, 5, 1548–1565.
Qin, Y.; Balar, N.; Peng, Z.; Gadisa, A.; Angunawela, I.; Bagui, A.; Kashani, S.; Hou, J.; Ade, H. The performance-stability conundrum of BTP-based organic solar cells. Joule 2021, 5, 2129–2147.
Zhang, Z. G.; Li, Y. Polymerized small-molecule acceptors for high-performance all-polymer solar cells. Angew. Chem. Int. Ed. 2021, 60, 4422–4433.
Li, S.; Zhan, L.; Liu, F.; Ren, J.; Shi, M.; Li, C. Z.; Russell, T. P.; Chen, H. An unfused-core-based nonfullerene acceptor enables high-efficiency organic solar cells with excellent morphological stability at high temperatures. Adv. Mater. 2018, 30, 1705208.
Yao, H.; Cui, Y.; Qian, D.; Ponseca, C. S.; Honarfar, A.; Xu, Y.; Xin, J.; Chen, Z.; Hong, L.; Gao, B.; Yu, R.; Zu, Y.; Ma, W.; Chabera, P.; Pullerits, T.; Yartsev, A.; Gao, F.; Hou, J. 14.7% Efficiency organic photovoltaic cells enabled by active materials with a large electrostatic potential difference. J. Am. Chem. Soc. 2019, 141, 7743–7750.
Huang, H.; Guo, Q.; Feng, S.; Zhang, C. e.; Bi, Z.; Xue, W.; Yang, J.; Song, J.; Li, C.; Xu, X.; Tang, Z.; Ma, W.; Bo, Z. Noncovalently fused-ring electron acceptors with near-infrared absorption for high-performance organic solar cells. Nat. Commun. 2019, 10, 3038.
Yi, Y. Q. Q.; Feng, H.; Zheng, N.; Ke, X.; Kan, B.; Chang, M.; Xie, Z.; Wan, X.; Li, C.; Chen, Y. Small molecule acceptors with a nonfused architecture for high-performance organic photovoltaics. Chem. Mater. 2019, 31, 904–911.
Ma, L.; Zhang, S.; Zhu, J.; Wang, J.; Ren, J.; Zhang, J.; Hou, J. Completely non-fused electron acceptor with 3D-interpenetrated crystalline structure enables efficient and stable organic solar cell. Nat. Commun. 2021, 12, 5093.
Wen, T. J.; Liu, Z. X.; Chen, Z.; Zhou, J.; Shen, Z.; Xiao, Y.; Lu, X.; Xie, Z.; Zhu, H.; Li, C. Z.; Chen, H. Simple non-fused electron acceptors leading to efficient organic photovoltaics. Angew. Chem. Int. Ed. 2021, 60, 12964–12970.
Li, C.; Zhang, X.; Yu, N.; Gu, X.; Qin, L.; Wei, Y.; Liu, X.; Zhang, J.; Wei, Z.; Tang, Z.; Shi, Q.; Huang, H. Simple nonfused-ring electron acceptors with noncovalently conformational locks for low-cost and high-performance organic solar cells enabled by end-group engineering. Adv. Funct. Mater. 2022, 32, 2108861.
Zhou, Y.; Li, M.; Lu, H.; Jin, H.; Wang, X.; Zhang, Y.; Shen, S.; Ma, Z.; Song, J.; Bo, Z. High-efficiency organic solar cells based on a low-cost fully non-fused electron acceptor. Adv. Funct. Mater. 2021, 31, 2101742.
Cui, C. Recent progress in fused-ring based nonfullerene acceptors for polymer solar cells. Front. Chem. 2018, 6, 404.
Yuan, J.; Zhang, Y.; Zhou, L.; Zhang, G.; Yip, H. L.; Lau, T. K.; Lu, X.; Zhu, C.; Peng, H.; Johnson, P. A.; Leclerc, M.; Cao, Y.; Ulanski, J.; Li, Y.; Zou, Y. Single-junction organic solar cell with over 15% efficiency using fused-ring acceptor with electron-deficient core. Joule 2019, 3, 1140–1151.
Liu, F.; Wang, D.; Li, J. Y.; Xiao, C. Y.; Wu, Y. G.; Li, W. W.; Fu, G. S. Side-chains engineering of conjugated polymers toward additive-free non-fullerene organic solar cells. Chinese J. Polym. Sci. 2020, 39, 43–50.
Zhang, Z.; Han, F.; Fang, J.; Zhao, C.; Li, S.; Wu, Y.; Zhang, Y.; You, S.; Wu, B.; Li, W. An organic-inorganic hybrid material based on benzo[ghi]perylenetri-imide and cyclic titanium-oxo cluster for efficient perovskite and organic solar cells. CCS Chem. 2022, 4, 880–888.
Spano, F. C.; Silva, C. H- and J-aggregate behavior in polymeric semiconductors. Annu. Rev. Phys. Chem. 2014, 65, 477–500.
Hestand, N. J.; Spano, F. C. Expanded theory of H- and J-molecular aggregates: The effects of vibronic coupling and intermolecular charge transfer. Chem. Rev. 2018, 118, 7069–7163.
Zou, Y.; Dong, Y.; Sun, C.; Wu, Y.; Yang, H.; Cui, C.; Li, Y. High-performance polymer solar cells with minimal energy loss enabled by a main-chain-twisted nonfullerene acceptor. Chem. Mater. 2019, 31, 4222–4227.
Wang, D.; Yang, Z.; Liu, F.; Xiao, C.; Wu, Y.; Li, W. A benzo[ghi]-perylene triimide based double-cable conjugated polymer for single-component organic solar cells. Chin. Chem. Lett. 2022, 33, 466–469.
Yao, H.; Wang, J.; Xu, Y.; Zhang, S.; Hou, J. Recent progress in chlorinated organic photovoltaic materials. Acc. Chem. Res. 2020, 53, 822–832.
Zhao, Q.; Qu, J.; He, F. Chlorination: An effective strategy for high-performance organic solar cells. Adv. Sci. 2020, 7, 2000509.
Koster, L. J. A.; Mihailetchi, V. D.; Ramaker, R.; Blom, P. W. M. Light intensity dependence of open-circuit voltage of polymer:Fullerene solar cells. Appl. Phys. Lett. 2005, 86, 123509.
Schilinsky, P.; Waldauf, C.; Brabec, C. J. Recombination and loss analysis in polythiophene based bulk heterojunction photodetectors. Appl. Phys. Lett. 2002, 81, 3885–3887.
Mihailetchi, V. D.; Koster, L. J. A.; Hummelen, J. C.; Blom, P. W. M. Photocurrent generation in polymer-fullerene bulk heterojunctions. Phys. Rev. Lett. 2004, 93, 216601.
Po, R.; Bianchi, G.; Carbonera, C.; Pellegrino, A. “All that glisters is not gold”: an analysis of the synthetic complexity of efficient polymer donors for polymer solar cells. Macromolecules 2015, 48, 453–461.
Du, J.; Hu, K.; Zhang, J.; Meng, L.; Yue, J.; Angunawela, I.; Yan, H.; Qin, S.; Kong, X.; Zhang, Z.; Guan, B.; Ade, H.; Li, Y. Polymerized small molecular acceptor based all-polymer solar cells with an efficiency of 16. 16. via tuning polymer blend morphology by molecular design. Nat. Commun. 2021, 12, 5264.
Zhang, J.; Tan, C H.; Zhang, K.; Jia, T.; Cui, Y.; Deng, W.; Liao, X.; Wu, H.; Xu, Q.; Huang, F.; Cao, Y. π-Extended conjugated polymer acceptor containing thienylene-vinylene-thienylene unit for high-performance thick-film all-polymer solar cells with superior long-term stability. Adv. Energy Mater. 2021, 11, 2102559.
Jia, T.; Zhang, J.; Zhang, K.; Tang, H.; Dong, S.; Tan, C. H.; Wang, X.; Huang, F. All-polymer solar cells with efficiency approaching 16% enabled using a dithieno[3′,2′:3,4;2″,3″:5,6]benzo[1,2-c][1,2,5] thiadiazole (fDTBT)-based polymer donor. J. Mater. Chem. A 2021, 9, 8975–8983.
Meng, Y.; Wu, J.; Guo, X.; Su, W.; Zhu, L.; Fang, J.; Zhang, Z.-G.; Liu, F.; Zhang, M.; Russell, T. P.; Li, Y. 11.2% Efficiency all-polymer solar cells with high open-circuit voltage. Sci. China Chem. 2019, 62, 845–850.
Fan, Q.; Su, W.; Chen, S.; Kim, W.; Chen, X.; Lee, B.; Liu, T.; Mendez-Romero, U. A.; Ma, R.; Yang, T.; Zhuang, W.; Li, Y.; Li, Y.; Kim, T. S.; Hou, L.; Yang, C.; Yan, H.; Yu, D.; Wang, E. Mechanically robust all-polymer solar cells from narrow band gap acceptors with heterobridging atoms. Joule 2020, 4, 658–672.
Yao, H.; Bai, F.; Hu, H.; Arunagiri, L.; Zhang, J.; Chen, Y.; Yu, H.; Chen, S.; Liu, T.; Lai, J. Y. L.; Zou, Y.; Ade, H.; Yan, H. Efficient all-polymer solar cells based on a new polymer acceptor achieving 10.3% power conversion efficiency. ACS Energy Lett. 2019, 4, 417–422.
Acknowledgments
This work was financially supported by the National Natural Science Foundation of China (Nos. 22022509, 51873140 and 51820105003), Jiangsu Provincial Natural Science Foundation (No. BK20190095), Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 21KJA150006), Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and Collaborative Innovation Center of Suzhou Nano Science and Technology.
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Zhu, XM., Bao, SN., Yang, H. et al. Nonfused-Core-Small-Molecule-Acceptor-Based Polymer Acceptors for All-Polymer Solar Cells. Chin J Polym Sci 40, 960–967 (2022). https://doi.org/10.1007/s10118-022-2769-2
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DOI: https://doi.org/10.1007/s10118-022-2769-2