Citation: Yikun Wang, Qiaomei Chen, Shijie Liang, Dongdong Xia, Chaowei Zhao, Christopher R. McNeill, Weiwei Li. Near-infrared double-cable conjugated polymers based on alkyl linkers with tunable length for single-component organic solar cells[J]. Chinese Chemical Letters, ;2024, 35(4): 109164. doi: 10.1016/j.cclet.2023.109164 shu

Near-infrared double-cable conjugated polymers based on alkyl linkers with tunable length for single-component organic solar cells

a.
Beijing Advanced Innovation Center for Soft Matter Science and Engineering & State Key Laboratory of Organic-Inorganic Composites, Beijing University of Chemical Technology, Beijing 100029, China
b.
Institute of Applied Chemistry, Jiangxi Academy of Sciences, Nanchang 330096, China
c.
Department of Materials Science and Engineering, Monash University, Wellington Road, Clayton, Victoria 3800, Australia

chenqm@mail.buct.edu.cn

liweiwei@iccas.ac.cn

Received Date: 24 July 2023
Revised Date: 25 September 2023
Accepted Date: 28 September 2023
Available Online: 10 October 2023

Figures(4)

The photovoltaic properties of double-cable conjugated polymers are significantly influenced by the length of the alkyl linkers that connect donor backbones and acceptor side units. In this study, a series of 2-(3-oxo-2,3-dihydroinden-1-ylidene)malononitrile (IC)-based double-cable polymers with alkyl linkers ranging from C₈H₁₆ to C₁₆H₃₂ (Px, x = 8, 10, 12, 14, 16) were synthesized for single-component organic solar cells (SCOSCs). Among these, the linker length x = 12 (P12) is found to optimize the power conversion efficiencies (PCEs) in SCOSCs. Specifically, PCEs increase from P8 to P12 and then decline from P12 to P16. Detailed investigations of optical absorption, charge transport, and morphology provide insights into the underlying factors contributing to these PCE variations. The findings indicate that the exceptional photovoltaic properties observed in P12 can be attributed to three key factors: A delicate balance between enhanced charge separation facilitated by the increased spacer length and reduced crystallinity resulting from longer spacers, higher charge mobilities, and well-balanced hole/electron transport characteristics. This study highlights the critical role of linker length in determining the photovoltaic properties of double-cable conjugated polymer-based SCOSCs and offers valuable guidance for the design of novel double-cable conjugated polymers.
- Single-component organic solar cells,
- Double-cable conjugated polymers,
- Photovoltaic properties,
- Alkyl linkers
1. [1]
  W. Lai, C. Li, J. Zhang, et al., Chem. Mater. 29 (2017) 7073–7077. doi: 10.1021/acs.chemmater.7b02534
2. [2]
  Y. He, T. Heumuller, W. Lai, et al., Adv. Energy Mater. 9 (2019) 1900409. doi: 10.1002/aenm.201900409
3. [3]
  J. Roncali, I. Grosu, Adv. Sci. 6 (2019) 1801026. doi: 10.1002/advs.201801026
4. [4]
  S. Liang, X. Jiang, C. Xiao, et al., Acc. Chem. Res. 54 (2021) 2227–2237. doi: 10.1021/acs.accounts.1c00070
5. [5]
  S. Liang, W. Li, L. Ding, J. Semicond. 44 (2023) 030201. doi: 10.1088/1674-4926/44/3/030201
6. [6]
  G. Chamberlain, Sol. Cells 8 (1983) 47–83. doi: 10.1016/0379-6787(83)90039-X
7. [7]
  D. Zhou, X. Cheng, H. Xu, et al., J. Mater. Chem. A 4 (2016) 18478–18489. doi: 10.1039/C6TA08049A
8. [8]
  D. Xia, S. Zhou, W.L. Tan, et al., Aggregate 4 (2022) e279.
9. [9]
  G. Zhang, Q. Chen, Z. Zhang, et al., Angew. Chem. Int. Ed. 62 (2023) 202216304. doi: 10.1002/anie.202216304
10. [10]
  C. Zhao, Z. Zhang, F. Han, et al., Angew. Chem. Int. Ed. 60 (2021) 8526–8531. doi: 10.1002/anie.202100755
11. [11]
  W. Gao, F. Qi, Z. Peng, et al., Adv. Mater. 34 (2022) e2202089. doi: 10.1002/adma.202202089
12. [12]
  Y. Wei, Z. Chen, G. Lu, et al., Adv. Mater. 34 (2022) e2204718. doi: 10.1002/adma.202204718
13. [13]
  G.Y. Ding, T.Y. Chen, M.T. Wang, et al., Nano-Micro Lett. 15 (2023) 14. doi: 10.1007/s40820-022-00981-8
14. [14]
  G. Ding, T. Chen, M. Wang, et al., Nano-Micro Lett. 15 (2023) 92. doi: 10.1007/s40820-023-01057-x
15. [15]
  J. Fu, P.W.K. Fong, H. Liu, et al., Nat. Commun. 14 (2023) 1760. doi: 10.1038/s41467-023-37526-5
16. [16]
  C. Han, J. Wang, S. Zhang, et al., Adv. Mater. 35 (2023) e2208986. doi: 10.1002/adma.202208986
17. [17]
  J. Wang, Y. Wang, P. Bi, et al., Adv. Mater. 35 (2023) e2301583. doi: 10.1002/adma.202301583
18. [18]
  L. Zhu, M. Zhang, J. Xu, et al., Nat. Mater. 21 (2022) 656–663. doi: 10.1038/s41563-022-01244-y
19. [19]
  A. Kiriy, V. Senkovskyy, M. Sommer, Macromol. Rapid Commun. 32 (2011) 1503–1517. doi: 10.1002/marc.201100316
20. [20]
  D. Wang, Z.F. Yang, F. Liu, et al., Chin. Chem. Lett. 33 (2022) 466–469. doi: 10.1016/j.cclet.2021.06.042
21. [21]
  C.S. Yu, Y.H. Xu, C. Li, et al., Chin. J. Chem. 36 (2018) 515–518. doi: 10.1002/cjoc.201800009
22. [22]
  C.W. Zhao, Y.T. Guo, Y.F. Zhang, et al., J. Mater. Chem. A 7 (2019) 10174–10199. doi: 10.1039/C9TA01976F
23. [23]
  C. Li, C. Wang, Y.T. Guo, et al., J. Mater. Chem. C 7 (2019) 3802–3810. doi: 10.1039/C9TC00377K
24. [24]
  B.Q. Liu, Y.H. Xu, F. Liu, et al., Chin. J. Polym. Sci. 40 (2022) 898–904. doi: 10.1007/s10118-022-2732-2
25. [25]
  H.S. Fang, D.D. Xia, C.W. Zhao, et al., Dyes Pigments 203 (2022) 110355. doi: 10.1016/j.dyepig.2022.110355
26. [26]
  S. Liang, J. Wang, Y. Ouyang, et al., Macromolecules 55 (2022) 2517–2523. doi: 10.1021/acs.macromol.1c02593
27. [27]
  W. Lai, S. Karuthedath, C. Xiao, et al., Chin. Chem. Lett. 35 (2024) 108287. doi: 10.1016/j.cclet.2023.108287
28. [28]
  C. Wang, D. Xia, F. Yang, et al., ACS Appl. Polym. Mater. 3 (2021) 4645–4650. doi: 10.1021/acsapm.1c00743
29. [29]
  S. Liang, B. Liu, S. Karuthedath, et al., Angew. Chem. Int. Ed. 61 (2022) 202209316. doi: 10.1002/anie.202209316
30. [30]
  B. Liu, S. Liang, S. Karuthedath, et al., Macromolecules 56 (2023) 1154–1164. doi: 10.1021/acs.macromol.2c02184
31. [31]
  B.Q. Liu, S.J. Liang, S. Karuthedath, et al., J. Mater. Chem. A 11 (2023) 12236–12244. doi: 10.1039/D3TA01501G
32. [32]
  X.Y. Xu, H.B. Wu, S.J. Liang, et al., Acta Phys. Chim. Sin. 38 (2022) 2201039.
33. [33]
  Z. Zhang, J. Wang, Z. Hu, et al., Chin. Chem. Lett. 34 (2023) 108527. doi: 10.1016/j.cclet.2023.108527
34. [34]
  S. Pang, X. Zhou, S. Zhang, et al., ACS Appl. Mater. Interfaces 12 (2020) 16531–16540. doi: 10.1021/acsami.0c01850
35. [35]
  B.Q. Wu, Y. Zhang, S.Z. Tian, et al., Sol. RRL 6 (2022) 2101034. doi: 10.1002/solr.202101034
36. [36]
  C.N. Gannett, L. Melecio-Zambrano, M.J. Theibault, et al., Mater. Rep. Energy 1 (2021) 100008. doi: 10.1016/j.matre.2021.01.003
37. [37]
  S. Li, C.Z. Li, M. Shi, H. Chen, ACS Energy Lett. 5 (2020) 1554–1567. doi: 10.1021/acsenergylett.0c00537
38. [38]
  S. Liang, C. Xiao, C. Xie, et al., Adv. Mater. 35 (2023) e2300629. doi: 10.1002/adma.202300629
39. [39]
  G. Feng, W. Tan, S. Karuthedath, et al., Angew. Chem. Int. Ed. 60 (2021) 25499–25507. doi: 10.1002/anie.202111192
40. [40]
  Z. Hu, C. Xiao, W. Tan, et al., Macromolecules 55 (2022) 5188–5196. doi: 10.1021/acs.macromol.2c00444
41. [41]
  L. Yuan, S. Liang, C. Xiao, et al., Chem. Asian J. 16 (2021) 4171–4178. doi: 10.1002/asia.202101147
42. [42]
  C. Xiao, C. Li, F. Liu, et al., J. Mater. Chem. C 8 (2020) 5370–5374. doi: 10.1039/D0TC00587H
43. [43]
  D. Meng, J.L. Yang, C. Xiao, et al., Proc. Natl. Acad. Sci. U. S. A. 117 (2020) 20397–20403. doi: 10.1073/pnas.2010733117
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1.
沈阳化工大学材料科学与工程学院沈阳 110142