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Low-cost organic photovoltaic materials with great application potentials enabled by developing isomerized non-fused ring acceptors

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Abstract

Benefitting from low cost and simple synthesis, simple structured non-fused ring acceptors (NFRAs) and polymer donors are crucial for the application of organic solar cells (OSCs). Herein, two isomerized NFRAs, namely 4T-FClFCl and 4T-2F2Cl, are designed with end-group engineering, which modulates the electrostatic potential distributions and crystallinity of acceptors, and accordingly, the A/A and D/A intermolecular interactions. The OSC based on 4T-2F2Cl with strong D/A interactions shows a record-high efficiency of 16.31% in blending with a low-cost polymer donor PTQ10, which shapes obviously improved bulkheterojunction (BHJ) networks blade-coated by non-halogenated solvent o-xylene, and thus significantly diminishes non-radiative recombination loss. A higher industrial figure of merit (i-FOM) of 0.46 for PTQ10:4T-2F2Cl in comparison with PTQ10:4T-FClFCl (i-FOM=0.29) is demonstrated owing to its superior device efficiency and operational stability. Note that the i-FOM of PTQ10:4T-2F2Cl is the highest value for OSCs reported so far. This work deepens the synergistic effect of the A/A and D/A interactions on achieving desired bulk heterojunction morphology and demonstrates a printable photovoltaic system for low-cost, high-efficiency, stable, and eco-friendly OSCs.

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References

  1. Cui Y, Xu Y, Yao H, Bi P, Hong L, Zhang J, Zu Y, Zhang T, Qin J, Ren J, Chen Z, He C, Hao X, Wei Z, Hou J. Adv Mater, 2021, 33: 2102420

    Article  CAS  Google Scholar 

  2. Sun R, Wu Y, Yang X, Gao Y, Chen Z, Li K, Qiao J, Wang T, Guo J, Liu C, Hao X, Zhu H, Min J. Adv Mater, 2022, 34: 2110147

    Article  CAS  Google Scholar 

  3. Zhu L, Zhang M, Xu J, Li C, Yan J, Zhou G, Zhong W, Hao T, Song J, Xue X, Zhou Z, Zeng R, Zhu H, Chen CC, MacKenzie RCI, Zou Y, Nelson J, Zhang Y, Sun Y, Liu F. Nat Mater, 2022, 21: 656–663

    Article  CAS  PubMed  Google Scholar 

  4. Liu Y, Liu B, Ma CQ, Huang F, Feng G, Chen H, Hou J, Yan L, Wei Q, Luo Q, Bao Q, Ma W, Liu W, Li W, Wan X, Hu X, Han Y, Li Y, Zhou Y, Zou Y, Chen Y, Li Y, Chen Y, Tang Z, Hu Z, Zhang ZG, Bo Z. Sci China Chem, 2021, 65: 224–268

    Article  Google Scholar 

  5. Yuan X, Zhao Y, Zhang Y, Xie D, Deng W, Li J, Wu H, Duan C, Huang F, Cao Y. Adv Funct Mater, 2022, 32: 2201142

    Article  CAS  Google Scholar 

  6. Zhang M, Guo X, Ma W, Ade H, Hou J. Adv Mater, 2015, 27: 4655–4660

    Article  CAS  PubMed  Google Scholar 

  7. Liu Q, Jiang Y, Jin K, Qin J, Xu J, Li W, Xiong J, Liu J, Xiao Z, Sun K, Yang S, Zhang X, Ding L. Sci Bull, 2020, 65: 272–275

    Article  CAS  Google Scholar 

  8. Bin H, Gao L, Zhang ZG, Yang Y, Zhang Y, Zhang C, Chen S, Xue L, Yang C, Xiao M, Li Y. Nat Commun, 2016, 7: 13651

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Wang W, Wu Q, Sun R, Guo J, Wu Y, Shi M, Yang W, Li H, Min J. Joule, 2020, 4: 1070–1086

    Article  CAS  Google Scholar 

  10. Yuan J, Zhang Y, Zhou L, Zhang G, Yip HL, Lau TK, Lu X, Zhu C, Peng H, Johnson PA, Leclerc M, Cao Y, Ulanski J, Li Y, Zou Y. Joule, 2019, 3: 1140–1151

    Article  CAS  Google Scholar 

  11. Cui Y, Yao H, Zhang J, Zhang T, Wang Y, Hong L, Xian K, Xu B, Zhang S, Peng J, Wei Z, Gao F, Hou J. Nat Commun, 2019, 10: 2515

    Article  PubMed  PubMed Central  Google Scholar 

  12. Li C, Zhou J, Song J, Xu J, Zhang H, Zhang X, Guo J, Zhu L, Wei D, Han G, Min J, Zhang Y, Xie Z, Yi Y, Yan H, Gao F, Liu F, Sun Y. Nat Energy, 2021, 6: 605–613

    Article  CAS  Google Scholar 

  13. Hong L, Yao H, Cui Y, Ge Z, Hou J. APL Mater, 2020, 8: 120901

    Article  CAS  Google Scholar 

  14. Brabec CJ, Distler A, Du X, Egelhaaf H-, Hauch J, Heumueller T, Li N. Adv Energy Mater, 2020, 10: 2001864

    Article  CAS  Google Scholar 

  15. Liu Y, Liu B, Ma CQ, Huang F, Feng G, Chen H, Hou J, Yan L, Wei Q, Luo Q, Bao Q, Ma W, Liu W, Li W, Wan X, Hu X, Han Y, Li Y, Zhou Y, Zou Y, Chen Y, Liu Y, Meng L, Li Y, Chen Y, Tang Z, Hu Z, Zhang ZG, Bo Z. Sci China Chem, 2022, 65: 1457–1497

    Article  CAS  Google Scholar 

  16. Min J, Luponosov YN, Cui C, Kan B, Chen H, Wan X, Chen Y, Ponomarenko SA, Li Y, Brabec CJ. Adv Energy Mater, 2017, 7: 1700465

    Article  Google Scholar 

  17. Yuan D, Pan F, Zhang L, Jiang H, Chen M, Tang W, Qin G, Cao Y, Chen J. Sol RRL, 2020, 4: 2000062

    Article  CAS  Google Scholar 

  18. Yang W, Wang W, Wang Y, Sun R, Guo J, Li H, Shi M, Guo J, Wu Y, Wang T, Lu G, Brabec CJ, Li Y, Min J. Joule, 2021, 5: 1209–1230

    Article  Google Scholar 

  19. Li N, McCulloch I, Brabec CJ. Energy Environ Sci, 2018, 11: 1355–1361

    Article  CAS  Google Scholar 

  20. Yang C, Yu R, Liu C, Li H, Zhang S, Hou J. ChemSusChem, 2021, 14: 3607–3613

    Article  CAS  PubMed  Google Scholar 

  21. Ye L, Ke H, Liu Y. Trends Chem, 2021, 3: 1074–1087

    Article  CAS  Google Scholar 

  22. Bi P, Ren J, Zhang S, Wang J, Chen Z, Gao M, Cui Y, Zhang T, Qin J, Zheng Z, Ye L, Hao X, Hou J. Nano Energy, 2022, 100: 107463

    Article  CAS  Google Scholar 

  23. Sun C, Pan F, Bin H, Zhang J, Xue L, Qiu B, Wei Z, Zhang ZG, Li Y. Nat Commun, 2018, 9: 743

    Article  PubMed  PubMed Central  Google Scholar 

  24. Wu Y, Zheng Y, Yang H, Sun C, Dong Y, Cui C, Yan H, Li Y. Sci China Chem, 2019, 63: 265–271

    Article  Google Scholar 

  25. Yu ZP, Liu ZX, Chen FX, Qin R, Lau TK, Yin JL, Kong X, Lu X, Shi M, Li CZ, Chen H. Nat Commun, 2019, 10: 2152

    Article  PubMed  PubMed Central  Google Scholar 

  26. Chen Y, Li M, Wang Y, Wang J, Zhang M, Zhou Y, Yang J, Liu Y, Liu F, Tang Z, Bao Q, Bo Z. Angew Chem Int Ed, 2020, 59: 22714–22720

    Article  CAS  Google Scholar 

  27. Zhang X, Li C, Qin L, Chen H, Yu J, Wei Y, Liu X, Zhang J, Wei Z, Gao F, Peng Q, Huang H. Angew Chem Int Ed, 2021, 60: 17720–17725

    Article  CAS  Google Scholar 

  28. Li S, Zhan L, Sun C, Zhu H, Zhou G, Yang W, Shi M, Li CZ, Hou J, Li Y, Chen H. J Am Chem Soc, 2019, 141: 3073–3082

    Article  CAS  PubMed  Google Scholar 

  29. Ma L, Zhang S, Zhu J, Wang J, Ren J, Zhang J, Hou J. Nat Commun, 2021, 12: 5093

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  30. Zhang Q, Xu X, Chen S, Bodedla GB, Sun M, Hu Q, Peng Q, Huang B, Ke H, Liu F, Russell TP, Zhu X. Sustain Energy Fuels, 2018, 2: 2616–2624

    Article  CAS  Google Scholar 

  31. Zhao F, Zhou J, He D, Wang C, Lin Y. J Mater Chem C, 2021, 9: 15395–15406

    Article  CAS  Google Scholar 

  32. Wang X, Lu H, Liu Y, Zhang A, Yu N, Wang H, Li S, Zhou Y, Xu X, Tang Z, Bo Z. Adv Energy Mater, 2021, 11: 2102591

    Article  CAS  Google Scholar 

  33. Chong K, Xu X, Meng H, Xue J, Yu L, Ma W, Peng Q. Adv Mater, 2022, 34: 2109516

    Article  CAS  Google Scholar 

  34. Zhang X, Qin L, Yu J, Li Y, Wei Y, Liu X, Lu X, Gao F, Huang H. Angew Chem Int Ed, 2021, 60: 12475–12481

    Article  CAS  Google Scholar 

  35. Li C, Zhang X, Yu N, Gu X, Qin L, Wei Y, Liu X, Zhang J, Wei Z, Tang Z, Shi Q, Huang H. Adv Funct Mater, 2021, 32: 2108861

    Article  Google Scholar 

  36. Zhang X, Qin L, Li Y, Yu J, Chen H, Gu X, Wei Y, Lu X, Gao F, Huang H. Adv Funct Mater, 2022, 32: 2112433

    Article  CAS  Google Scholar 

  37. Luo Z, Liu T, Chen Z, Xiao Y, Zhang G, Huo L, Zhong C, Lu X, Yan H, Sun Y, Yang C. Adv Sci, 2019, 6: 1802065

    Article  Google Scholar 

  38. Wang P, Bi F, Li Y, Han C, Zheng N, Zhang S, Wang J, Wu Y, Bao X. Adv Funct Mater, 2022, 32: 2200166

    Article  CAS  Google Scholar 

  39. Guo Y, Han G, Yi Y. Angew Chem Int Ed, 2022, 61: e202205975

    CAS  Google Scholar 

  40. Xu Y, Yao H, Ma L, Hong L, Li J, Liao Q, Zu Y, Wang J, Gao M, Ye L, Hou J. Angew Chem Int Ed, 2020, 59: 9004–9010

    Article  CAS  Google Scholar 

  41. Bai H, An Q, Jiang M, Ryu HS, Yang J, Zhou X, Zhi H, Yang C, Li X, Woo HY, Wang J. Adv Funct Mater, 2022, 32: 2200807

    Article  CAS  Google Scholar 

  42. Ma L, Yao H, Wang J, Xu Y, Gao M, Zu Y, Cui Y, Zhang S, Ye L, Hou J. Angew Chem Int Ed, 2021, 60: 15988–15994

    Article  CAS  Google Scholar 

  43. Han C, Wang J, Chen L, Chen J, Zhou L, Wang P, Shen W, Zheng N, Wen S, Li Y, Bao X. Adv Funct Mater, 2021, 31: 2107026

    Article  CAS  Google Scholar 

  44. Kim G, Sun C, Lee D, Choi G, Park JS, Seo S, Lee S, Choi D, Kwon S, Cho S, Kim Y, Kim BJ. Adv Funct Mater, 2022, 32: 2201150

    Article  CAS  Google Scholar 

  45. Lu T, Chen F. J Comput Chem, 2012, 33: 580–592

    Article  PubMed  Google Scholar 

  46. Wang Y, Qian D, Cui Y, Zhang H, Hou J, Vandewal K, Kirchartz T, Gao F. Adv Energy Mater, 2018, 8: 1801352

    Article  Google Scholar 

  47. Chen XK, Qian D, Wang Y, Kirchartz T, Tress W, Yao H, Yuan J, Hülsbeck M, Zhang M, Zou Y, Sun Y, Li Y, Hou J, Inganäs O, Coropceanu V, Bredas JL, Gao F. Nat Energy, 2021, 6: 799–806

    Article  CAS  Google Scholar 

  48. Rosenthal KD, Hughes MP, Luginbuhl BR, Ran NA, Karki A, Ko SJ, Hu H, Wang M, Ade H, Nguyen TQ. Adv Energy Mater, 2019, 9: 1901077

    Article  Google Scholar 

  49. Po R, Bianchi G, Carbonera C, Pellegrino A. Macromolecules, 2015, 48: 453–461

    Article  CAS  Google Scholar 

  50. Wei Y, Chen Z, Lu G, Yu N, Li C, Gao J, Gu X, Hao X, Lu G, Tang Z, Zhang J, Wei Z, Zhang X, Huang H. Adv Mater, 2022, 34: 2204718

    Article  CAS  Google Scholar 

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (52061135206, 22279094) and the Fundamental Research Funds for the Central Universities.

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Correspondence to Rui Sun, Yongfang Li or Jie Min.

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The supporting information is available online at chem.scichina.com and link.springer.com/journal/11426. The supporting materials are published as submitted, without typesetting or editing. The responsibility for scientific accuracy and content remains entirely with the authors.

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Shao, Y., Sun, R., Wang, W. et al. Low-cost organic photovoltaic materials with great application potentials enabled by developing isomerized non-fused ring acceptors. Sci. China Chem. 66, 1101–1110 (2023). https://doi.org/10.1007/s11426-022-1502-3

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