Citation: ZHOU Shichao, FENG Guitao, XIA Dongdong, LI Cheng, WU Yonggang, LI Weiwei. Star-Shaped Electron Acceptor based on Naphthalenediimide-Porphyrin for Non-Fullerene Organic Solar Cells[J]. Acta Physico-Chimica Sinica, ;2018, 34(4): 344-347. doi: 10.3866/PKU.WHXB201709112 shu

Star-Shaped Electron Acceptor based on Naphthalenediimide-Porphyrin for Non-Fullerene Organic Solar Cells

ZHOU Shichao ^1,2 ,
FENG Guitao ² ,
XIA Dongdong ² ,
LI Cheng ^2,, ,
WU Yonggang ^1,, ,
LI Weiwei ^2,,

1.
College of Chemistry and Environmental Science, Hebei University, Baoding 071002, Hebei Province, P. R. China
2.
CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

Corresponding author: LI Cheng, licheng1987@iccas.ac.cn WU Yonggang, wuyonggang@hbu.edu.cn LI Weiwei, liweiwei@iccas.ac.cn
Received Date: 11 August 2017
Revised Date: 6 September 2017
Accepted Date: 7 September 2017
Available Online: 11 April 2017
Fund Project: the Strategic Priority Research Program XDB12030200the National Natural Science Foundation of China 21574138the National Natural Science Foundation of China 21474026The project was supported by the National Natural Science Foundation of China (51773207, 21574138, 51603209, 91633301, 21474026) and the Strategic Priority Research Program (XDB12030200) of the Chinese Academy of Sciencesthe National Natural Science Foundation of China 51773207the National Natural Science Foundation of China 51603209the National Natural Science Foundation of China 91633301

Non-fullerene organic solar cells are of broad and current interest in the field of organic solar cells, and show promising application in high performance solar cells. When designing conjugated molecules as non-fullerene materials, several parameters, such as absorption, energy levels, charge transport, and crystallinity should be considered. Among them, absorption spectra are an important parameter that determine the efficiency of sun-light harvesting. In this work, we explore a new near-infrared electron acceptor naphthalenediimide-porphyrin (NDI-Por) by using electron-donating porphyrin as the core, and four NDI as end groups with ethynyl as linkers attached to the meso-position of porphyrin. This star-shaped molecule exhibits absorption spectra up to 900 nm. NDI-Por was incorporated into non-fullerene solar cells as an electron acceptor, and together with a wide-band gap polymer donor, an initial power conversion efficiency of 1.80% could be achieved. In particular, the solar cells exhibit a broad photo-response from 300 to 900 nm. Our results demonstrate that it is an efficient strategy to incorporate porphyrin into conjugated molecules to realize non-fullerene materials with near-infrared absorption spectra.
- Non-fullerene organic solar cells,
- Porphyrin,
- Naphthalenediimide,
- Electron acceptor,
- Near-infrared
1. [1]
  Li, Y. Acc. Chem. Res. 2012, 45, 723. doi: 10.1021/ar2002446
2. [2]
  Zhao, Y. F.; Zou, W. J.; Li, H.; Lu, K.; Yan, W.; Wei, Z. X. Chin. J. Polym. Sci. 2017, 35, 261. doi: 10.1007/s10118-017-1875-z
3. [3]
  Krebs, F. C.; Espinosa, N.; Hösel, M.; Søndergaard, R. R.; Jørgensen, M. Adv. Mater. 2014, 26, 29. doi: 10.1002/adma.201302031
4. [4]
  Lu, L.; Zheng, T.; Wu, Q.; Schneider, A. M.; Zhao, D.; Yu, L. Chem. Rev. 2015, 115, 12666. doi: 10.1021/acs.chemrev.5b00098 doi: 10.1021/acs.chemrev.5b00098
5. [5]
  Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789. doi: 10.1126/science.270.5243.1789
6. [6]
  Wienk, M. M.; Kroon, J. M.; Verhees, W. J. H.; Knol, J.; Hummelen, J. C.; van Hal, P. A.; Janssen, R. A. J. Angew. Chem. Int. Ed. 2003, 42, 3371. doi: 10.1002/anie.2003516547
7. [7]
  Lin, Y.; Wang, J.; Zhang, Z. G.; Bai, H.; Li, Y.; Zhu, D.; Zhan, X. Adv. Mater. 2015, 27, 1170. doi: 10.1002/adma.201404317
8. [8]
  Jiang, W.; Ye, L.; Li, X.; Xiao, C.; Tan, F.; Zhao, W.; Hou, J.; Wang, Z. Chem. Commun. 2014, 50, 1024. doi: 10.1039/C3CC47204C
9. [9]
  Nielsen, C. B.; Holliday, S.; Chen, H. Y.; Cryer, S. J.; McCulloch, I. Acc. Chem. Res. 2015, 48, 2803. doi: 10.1021/acs.accounts.5b00199
10. [10]
  Zhang, S. Q.; Hou, J. H. Acta Phys. -Chim. Sin. 2017, 33, 2327.
11. [11]
  Yang, F.; Li, C.; Feng, G.; Jiang, X.; Zhang, A.; Li, W. Chin. J. Polym. Sci. 2017, 35, 239. doi: 10.1007/s10118-017-1870-4
12. [12]
  Zhao, R. Y.; Dou, C. D.; Liu, J.; Wang, L. X. Chin. J. Polym. Sci. 2017, 35, 198. doi: 10.1007/s10118-017-1878-9
13. [13]
  Shao, R.; Yang, X. B.; Yin, S. W.; Wang, W. L. Acta Chim. Sin. 2016, 74, 676.
14. [14]
  Liu, Y.; Zhang, Z.; Feng, S.; Li, M.; Wu, L.; Hou, R.; Xu, X.; Chen, X.; Bo, Z. J. Am. Chem. Soc. 2017, 139, 3356. doi: 10.1021/jacs.7b00566
15. [15]
  Zhao, W.; Li, S.; Yao, H.; Zhang, S.; Zhang, Y.; Yang, B.; Hou, J. J. Am. Chem. Soc. 2017, 139, 7148. doi: 10.1021/jacs.7b02677 doi: 10.1021/jacs.7b02677
16. [16]
  Liu, J.; Chen, S.; Qian, D.; Gautam, B.; Yang, G.; Zhao, J.; Bergqvist, J.; Zhang, F.; Ma, W.; Ade, H.; Ingan s, O.; Gundogdu, K.; Gao, F.; Yan, H. Nat. Energy 2016, 1, 16089. doi: 10.1038/nenergy.2016.89
17. [17]
  Meng, D.; Sun, D.; Zhong, C.; Liu, T.; Fan, B.; Huo, L.; Li, Y.; Jiang, W.; Choi, H.; Kim, T.; Kim, J. Y.; Sun, Y.; Wang, Z.; Heeger, A. J. J. Am. Chem. Soc. 2016, 138, 375. doi: 10.1021/jacs.5b11149
18. [18]
  Jiang, X.; Xu, Y.; Wang, X.; Yang, F.; Zhang, A.; Li, C.; Ma, W.; Li, W. Polym. Chem. 2017, 8, 3300. doi: 10.1039/C7PY00444C
19. [19]
  Lin, Y.; He, Q.; Zhao, F.; Huo, L.; Mai, J.; Lu, X.; Su, C. J.; Li, T.; Wang, J.; Zhu, J.; Sun, Y.; Wang, C.; Zhan, X. J. Am. Chem. Soc. 2016, 138, 2973. doi: 10.1021/jacs.6b00853
20. [20]
  Cheng, P.; Zhang, M.; Lau, T. K.; Wu, Y.; Jia, B.; Wang, J.; Yan, C.; Qin, M.; Lu, X.; Zhan, X. Adv. Mater. 2017, 29, 1605216. doi: 10.1002/adma.201605216
21. [21]
  Yang, F.; Li, C.; Lai, W.; Zhang, A.; Huang, H.; Li, W. Mater. Chem. Front. 2017, 1, 1389. doi: 10.1039/C7QM00025A
22. [22]
  Yang, Y.; Zhang, Z. G.; Bin, H.; Chen, S.; Gao, L.; Xue, L.; Yang, C.; Li, Y. J. Am. Chem. Soc. 2016, 138, 15011. doi: 10.1021/jacs.6b09110
23. [23]
  Lin, Y.; Zhao, F.; Wu, Y.; Chen, K.; Xia, Y.; Li, G.; Prasad, S. K. K.; Zhu, J.; Huo, L.; Bin, H.; Zhang, Z. G.; Guo, X.; Zhang, M.; Sun, Y.; Gao, F.; Wei, Z.; Ma, W.; Wang, C.; Hodgkiss, J.; Bo, Z.; Ingan s, O.; Li, Y.; Zhan, X. Adv. Mater. 2017, 29, 1604155. doi: 10.1002/adma.201604155 doi: 10.1002/adma.201604155
24. [24]
  Zhang, A.; Li, C.; Yang, F.; Zhang, J.; Wang, Z.; Wei, Z.; Li, W. Angew. Chem. Int. Ed. 2017, 56, 2694. doi: 10.1002/anie.201612090 doi: 10.1002/anie.201612090
25. [25]
  Yen, W. N.; Lo, S. S.; Kuo, M. C.; Mai, C. L.; Lee, G. H.; Peng, S. M.; Yeh, C. Y. Org. Lett. 2006, 8, 4239. doi: 10.1021/ol061478w
26. [26]
  Guo, Y.; Zhang, A.; Li, C.; Li, W.; Zhu, D. Chin. Chem. Lett. 2017. doi: 10.1016/j.cclet.2017.08.006
27. [27]
  Liu, Y.; Zhang, L.; Lee, H.; Wang, H. W.; Santala, A.; Liu, F.; Diao, Y.; Briseno, A. L.; Russell, T. P. Adv. Energy Mater. 2015, 5, 1500195. doi: 10.1002/aenm.201500195 doi: 10.1002/aenm.201500195
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