Citation: Dan Wang, Zhaofan Yang, Feng Liu, Chengyi Xiao, Yonggang Wu, Weiwei Li. A benzo[ghi]-perylene triimide based double-cable conjugated polymer for single-component organic solar cells[J]. Chinese Chemical Letters, ;2022, 33(1): 466-469. doi: 10.1016/j.cclet.2021.06.042 shu

A benzo[ghi]-perylene triimide based double-cable conjugated polymer for single-component organic solar cells

Dan Wang ^{a, b, 1} ,
Zhaofan Yang ^{b, 1} ,
Feng Liu ^{a, c, *,} ,
Chengyi Xiao ^b ,
Yonggang Wu ^{a, *,} ,
Weiwei Li ^{b, *,}

a.
College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China
b.
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
c.
College of Basic Medicine, Hebei University, Baoding 071002, China

liufeng@hbu.edu.cn

wuyonggang@hbu.edu.cn

liweiwei@iccas.ac.cn

Received Date: 12 May 2021
Revised Date: 31 May 2021
Accepted Date: 15 June 2021
Available Online: 25 June 2021

Figures(3)

Single-component organic solar cells (SCOSCs) with high stability and simplified fabrication process are supposed to accelerate the commercialization of organic photovoltaics. However, the types of photo-active materials and photovoltaic performance of SCOSCs are still far lagging behind the bulk-heterojunction type organic solar cells (BHJ OSCs). It is still an arduous task to introduce new photo-active materials into SCOSCs, aiming to improve the efficiencies of SCOSCs. One feasible way is to construct double-cable polymers with new structures and tune conformation, morphology and mobility for the improvement in power conversion efficiencies (PCEs). Hence, in this work, we constructed a new double-cable polymer PBTT-BPTI by introducing fused core 5,7-dibromo-2,3-bis(2-ethylhexyl)benzo[1,2-b:4,5-c']dithiophene-4,8-dione (TTDO) into the main backbone and benzo[ghi]-perylene triimide (BPTI) unit into the side chain. Both of the two units show strong electron-withdrawing property, which are expected to broaden absorption spectra and enhance intermolecular interaction. The double-cable polymer exhibited a broad absorption in the range of 300-700 nm with an optical band gap (E_g) of 1.79 eV. The PCE of PBTT-BPTI-based SCOSCs was 2.15%, which may be limited by the unconstructed efficient electron transporting channels.
- Double-cable polymer,
- Single-component organic solar cells,
- BPTI,
- Electron withdrawing,
- Electron transporting channels
1. [1]
  O. Inganäs, Adv. Mater. 30 (2018) 1800388. doi: 10.1002/adma.201800388
2. [2]
  M. Riede, D. Spoltore, K. Leo, Adv. Energy Mater. 11 (2021) 2002653. doi: 10.1002/aenm.202002653
3. [3]
  Y.W. Li, G.Y. Xu, C.H. Cui, Y.F. Li, Adv. Energy Mater. 8 (2018) 1701791. doi: 10.1002/aenm.201701791
4. [4]
  K. Fukuda, K. Yu, T. Someya, Adv. Energy Mater. 10 (2020) 2000765. doi: 10.1002/aenm.202000765
5. [5]
  G. Jia, S. Zhang, L. Yang, et al., Acta Phys. Chim. Sin. 35 (2019) 76-83. doi: 10.3866/PKU.WHXB201712063
6. [6]
  B. Liu, Y. Xu, D. Xia, et al., Acta Phys. Chim. Sin. 37 (2021) 2009056. doi: 10.3866/PKU.WHXB202009056
7. [7]
  Y. Li, Y. Xu, F. Yang, et al., Chin. Chem. Lett. 30 (2019) 222-224. doi: 10.1016/j.cclet.2018.09.014
8. [8]
  F. Liu, C. Li, J. Li, et al., Chin. Chem. Lett. 31 (2020) 865-868. doi: 10.1016/j.cclet.2019.06.051
9. [9]
  N. Yan, C. Zhao, S. You, Y. Zhang, W. Li, Chin. Chem. Lett. 31 (2020) 643-653. doi: 10.1016/j.cclet.2019.08.022
10. [10]
  X. Wang, A. Tang, J. Yang, et al., Sci. China Chem. 63 (2020) 1666-1674. doi: 10.1007/s11426-020-9840-x
11. [11]
  A. Tang, W. Song, B. Xiao, et al., Chem. Mater. 31 (2019) 3941-3947. doi: 10.1021/acs.chemmater.8b05316
12. [12]
  Q. Liu, Y. Jiang, K. Jin, et al., Sci. Bull. 65 (2020) 272. doi: 10.1016/j.scib.2020.01.001
13. [13]
  Y. Lin, Y. Firdaus, F.H. Isikgor, et al., ACS Energy Lett. 5 (2020) 2935-2944. doi: 10.1021/acsenergylett.0c01421
14. [14]
  C. Zhu, J. Yuan, F.F. Cai, et al., Energy Environ. Sci. 13 (2020) 2459-2466. doi: 10.1039/D0EE00862A
15. [15]
  M. Zhang, L. Zhu, G. Zhou, et al., Nat. Commun. 12 (2021) 309. doi: 10.1038/s41467-020-20580-8
16. [16]
  K. Jin, Z. Xiao, L. Ding, J. Semicond. 42 (2021) 060502. doi: 10.1088/1674-4926/42/6/060502
17. [17]
  Y. Chen, H. Chen, H. Guan, et al., Chin. Chem. Lett. 32 (2021) 229-233. doi: 10.1016/j.cclet.2020.10.042
18. [18]
  W. Zheng, X. Luo, Y. Zhang, et al., ACS Appl Mater Interfaces 12 (2020) 23190-23198. doi: 10.1021/acsami.0c03508
19. [19]
  L. Yao, N. Guijarro, F. Boudoire, et al., J. Am. Chem. Soc. 142 (2020) 7795-7802. doi: 10.1021/jacs.0c00126
20. [20]
  J. Wu, Q. Fan, M. Xiong, et al., Nano Energy 82 (2020) 105679. doi: 10.1016/j.nanoen.2020.105679
21. [21]
  S. Park, T. Kim, S. Yoon, et al., Adv. Mater. 32 (2020) 2002217. doi: 10.1002/adma.202002217
22. [22]
  S. Feng, H. Lu, Z. Liu, et al., Acta Phys. Chim. Sin. 35 (2019) 355-360. doi: 10.3866/PKU.WHXB201805161
23. [23]
  Y. Guo, A. Zhang, C. Li, W. Li, D. Zhu, Chin. Chem. Lett. 29 (2018) 371-373. doi: 10.1016/j.cclet.2017.08.006
24. [24]
  N. Wang, W. Yang, S. Li, et al., Chin. Chem. Lett. 30 (2019) 1277-1281. doi: 10.1016/j.cclet.2019.01.010
25. [25]
  P. Yu, G. Feng, J. Li, et al., J. Mater. Chem. C 8 (2020) 2790-2797. doi: 10.1039/C9TC06667E
26. [26]
  C. Li, X. Wu, X. Sui, et al., Angew. Chem. Int. Ed. 58 (2019) 15532-15540. doi: 10.1002/anie.201910489
27. [27]
  D. Xia, F. Yang, J. Li, C. Li, W. Li, Mater. Chem. Front. 3 (2019) 1565-1573. doi: 10.1039/C9QM00238C
28. [28]
  W. Lai, C. Li, J. Zhang, et al., Chem. Mater. 29 (2017) 7073-7077. doi: 10.1021/acs.chemmater.7b02534
29. [29]
  V.D. Mitchell, D.J. Jones, Polym. Chem. 9 (2018) 795-814. doi: 10.1039/C7PY01878A
30. [30]
  G. Feng, J. Li, F.J.M. Colberts, et al., J. Am. Chem. Soc. 139 (2017) 18647-18656. doi: 10.1021/jacs.7b10499
31. [31]
  G. Feng, J. Li, Y. He, et al., Joule 3 (2019) 1765-1781. doi: 10.1016/j.joule.2019.05.008
32. [32]
  Y. GENG, Acta Phys. Chim. Sin. 35 (2019) 1311-1312. doi: 10.3866/PKU.WHXB201909019
33. [33]
  C. Wang, F. Liu, Q.M. Chen, et al., Chin. J. Polym. Sci. 39 (2021) 525-536. doi: 10.1007/s10118-021-2537-8
34. [34]
  X. Jiang, J. Yang, S. Karuthedath, et al., Angew. Chem. Int. Ed. 59 (2020) 21683-21692. doi: 10.1002/anie.202009272
35. [35]
  D. Xia, C. Li, W. Li, Chem. Rec. 19 (2019) 962-972. doi: 10.1002/tcr.201800131
36. [36]
  S.H. Park, Y. Kim, N.Y. Kwon, et al., Adv. Sci. 7 (2020) 1902470. doi: 10.1002/advs.201902470
37. [37]
  X. Jiang, J. Yang, S. Karuthedath, et al., Angew. Chem. Int. Ed. 59 (2020) 21683-21692. doi: 10.1002/anie.202009272
38. [38]
  S. Lucas, J. Kammerer, M. Pfannmöller, et al., Sol. RRL 5 (2021) 2000653. doi: 10.1002/solr.202000653
39. [39]
  S. Liang, Y. Xu, X. Jiang, C. Li, W. Li, Dyes Pigm. 170 (2019) 107575. doi: 10.1016/j.dyepig.2019.107575
40. [40]
  D. Xia, F. Yang, J. Li, C. Li, W. Li, Mater. Chem. Front. 3 (2019) 1565-1573. doi: 10.1039/C9QM00238C
41. [41]
  S.J. Liang, Y.H. Xu, C. Li, et al., Polym. Chem. 10 (2019) 4584-4592. doi: 10.1039/C9PY00765B
42. [42]
  C. Li, X. Wu, X. Sui, et al., Angew. Chem. Int. Ed. 58 (2019) 15532-15540. doi: 10.1002/anie.201910489
43. [43]
  F. Yang, J.Y. Li, C. Li, W.W. Li, Macromolecules 52 (2019) 3689-3696. doi: 10.1021/acs.macromol.9b00495
44. [44]
  P. Chao, H. Chen, Y. Zhu, et al., Adv. Mater. 32 (2020) 1907059. doi: 10.1002/adma.201907059
45. [45]
  H.C. Chen, C.P. Hsu, J.N. Reek, R.M. Williams, A.M. Brouwer, ChemSusChem 8 (2015) 3639-3650. doi: 10.1002/cssc.201500950
46. [46]
  P. Chao, H. Chen, Y. Zhu, et al., Adv. Mater. 32 (2020) 1907059. doi: 10.1002/adma.201907059
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