Citation: Yi-kun Guo, Yun-ke Li, Han Han, He Yan, Dahui Zhao. All-Polymer Solar Cells with Perylenediimide Polymer Acceptors[J]. Chinese Journal of Polymer Science, ;2017, 35(2): 293-301. doi: 10.1007/s10118-017-1893-x shu

All-Polymer Solar Cells with Perylenediimide Polymer Acceptors

Yi-kun Guo ^a ,
Yun-ke Li ^b ,
Han Han ^a ,
He Yan ^b,, ,
Dahui Zhao ^a,,

a.
Beijing National Laboratory for Molecular Sciences, Center for the Soft Matter Science and Engineering and the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
b.
Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China

Corresponding author: He Yan, hyan@ust.hk Dahui Zhao, dhzhao@pku.edu.cn
Received Date: 18 October 2016
Revised Date: 31 October 2016
Accepted Date: 2 November 2016

Fund Project: the National Natural Science Foundation of China 21674001the National Natural Science Foundation of China 51473003

Four polymers based on perylenediimide co-polymerized with thiophene, bithiophene, selenophone and thieno[3, 2-b]thiophene were investigated as the acceptor materials in all-polymer solar cells. Two different donor polymers, poly[4, 8-bis (5-(2-ethylhexyl) thiophen-2-yl) benzo[1, 2-b; 4, 5-b']dithiophene-2, 6-diyl-alt-(4-(2-ethylhexyl)-3-fluorothieno[3, 4-b]thiophene)-2-carboxylate-2, 6-diyl] (PTB7-Th) and poly[(5, 6-difluoro-2, 1, 3-benzothiadiazol-4, 7-diyl)-alt-(3, 3"'-di (2-dodecyltetradecyl)-2, 2';5', 2";5", 2"'-quaterthiophen-5, 5"'-diyl)] (PffBT4T-2DT), with suitably complementary absorption spectra and energy levels were applied and examined. Among all different donor-acceptor pairs studied here, the combination of PTB7-Th:poly[N,N'-bis (1-hexylheptyl)-3, 4, 9, 10-perylenediimide-1, 6/1, 7-diyl-alt-2, 5-thiophene] (PDI-Th) exhibited the best power conversion efficiency (PCE) of 5.13%, with open-circuit voltage (V_oc)=0.79 V, short-circuit current density (J_sc)=12.35 mA·cm^-2 and fill-factor (FF)=0.52. The polymer of PDI-Th acceptor used here had a regio-irregular backbone, conveniently prepared from a mixture of 1, 6-and 1, 7-dibromo-PDI. It is also noteworthy that neither additive nor post-treatment is required for obtaining such a cell performance.
- All-polymer solar cells,
- Polymer acceptor,
- Perylenediimides,
- Donor-acceptor pair
1. [1]
  Yu, G., Gao, J., Hummelen, J.C., Wudl, F. and Heeger, A.J., Science, 1995, 270:1789 doi: 10.1126/science.270.5243.1789
2. [2]
  Halls, J.J.M., Walsh, C.A., Greenham, N.C., Marseglia, E.A., Friend, R.H., Moratti, S.C. and Holmes, A.B., Nature, 1995, 376:498 doi: 10.1038/376498a0
3. [3]
  He, Z.C., Zhong, C.M., Su, S.J., Xu, M., Wu, H.B. and Cao, Y., Nat. Photon., 2012, 6:591
4. [4]
  You, J.B., Dou, L.T., Yoshimura, K., Kato, T., Ohya, K., Moriarty, T., Emery, K., Chen, C.C., Gao, J., Li, G. and Yang, Y., Nat. Commun., 2013, 4:1446 doi: 10.1038/ncomms2411
5. [5]
  Liu, Y., Zhao, J., Li, Z., Mu, C., Ma, W., Hu, H., Jiang, K., Lin, H., Ade, H. and Yan, H., Nat. Commun., 2014, 5:5293 doi: 10.1038/ncomms6293
6. [6]
  Liao, S.H., Jhuo, H.J., Yeh, P.N., Cheng, Y.S., Li, Y.L., Lee, Y.H., Sharma, S. and Chen, S.A., Sci. Rep., 2014, 4:6813 doi: 10.1038/srep06813
7. [7]
  Jung, J.W., Liu, F., Russell, T.P. and Jo, W.H., Energy Environ. Sci., 2012, 5:6857 doi: 10.1039/c2ee21149a
8. [8]
  Huang, J., Carpenter, J.H., Li, C.Z., Yu, J.S., Ade, H. and Jen, A.K.Y., Adv. Mater., 2016, 28:967 doi: 10.1002/adma.v28.5
9. [9]
  Zhao, J., Li, Y., Yang, G., Jiang, K., Lin, H., Ade, H., Ma, W. and Yan, H., Nat. Energy, 2016, 1:15027 doi: 10.1038/nenergy.2015.27
10. [10]
  Zhang, S., Ye, L., Zhao, W., Yang, B., Wang, Q. and Hou, J., Sci. China Chem., 2015, 58:248 doi: 10.1007/s11426-014-5273-x
11. [11]
  Lee, J.U., Jung, J.W., Jo, J.W. and Jo, W.H., J. Mater. Chem., 2012, 22:24265 doi: 10.1039/c2jm33645f
12. [12]
  Eftaiha, A., Sun, J., Hill, I.G. and Welch, G.C., J. Mater. Chem. A, 2014, 2:1201 doi: 10.1039/C3TA14236A
13. [13]
  Facchetti, A., Mater. Today, 2013, 16:123 doi: 10.1016/j.mattod.2013.04.005
14. [14]
  Hwang, Y.J., Courtright, B.A.E., Ferreira, A.S., Tolbert, S.H. and Jenekhe, S.A., Adv. Mater., 2015, 27:4578 doi: 10.1002/adma.v27.31
15. [15]
  Lee, C., Kang, H., Lee, W., Kim, T., Kim, K.H., Woo, H.Y., Wang, C. and Kim, B.J., Adv. Mater., 2015, 27:2466 doi: 10.1002/adma.201405226
16. [16]
  Mori, D., Benten, H., Okada, I., Ohkita, H. and Ito, S., Energy Environ. Sci., 2014, 7:2939 doi: 10.1039/C4EE01326C
17. [17]
  Diao, Y., Zhou, Y., Kurosawa, T., Shaw, L., Wang, C., Park, S., Guo, Y., Reinspach, J.A., Gu, K., Gu, X., Tee, B.C.K., Pang, C., Yan, H., Zhao, D., Toney, M.F., Mannsfeld, S.C.B. and Bao, Z., Nat. Commun., 2015, 6:7955 doi: 10.1038/ncomms8955
18. [18]
  Zhou, E., Cong, J., Zhao, M., Zhang, L., Hashimoto, K. and Tajima, K., Chem. Commun., 2012, 48:5283 doi: 10.1039/c2cc31752d
19. [19]
  Zhou, E., Cong, J., Hashimoto, K. and Tajima, K., Adv. Mater., 2013, 25:6991 doi: 10.1002/adma.v25.48
20. [20]
  Gao, Y., Xiao, B., Izawa, S., Huang, J., Tajima, K., Zeng, Q. and Zhou, E., J. Mater. Chem. A, 2015, 3:22325 doi: 10.1039/C5TA06612C
21. [21]
  Wang, X., Huang, J., Tajima, K., Xiao, B. and Zhou, E., Mater. Today Commun., 2015, 4:16 doi: 10.1016/j.mtcomm.2015.05.002
22. [22]
  Zhou, E., Nakano, M., Izawa, S., Cong, J., Osaka, I., Takimiya, K. and Tajima, K., ACS Macro Lett., 2014, 3:872 doi: 10.1021/mz5004272
23. [23]
  Nakano, K., Nakano, M., Xiao, B., Zhou, E., Suzuki, K., Osaka, I., Takimiya, K. and Tajima, K., Macromolecules, 2016, 49:1752 doi: 10.1021/acs.macromol.5b02658
24. [24]
  Zhou, N., Dudnik, A.S., Li, T.I.N.G., Manley, E.F., Aldrich, T.J., Guo, P., Liao, H.C., Chen, Z., Chen, L.X., Chang, R.P.H., Facchetti, A., Olvera de la Cruz, M. and Marks, T, J., J. Am. Chem. Soc., 2016, 138:1240 doi: 10.1021/jacs.5b10735
25. [25]
  Mori, D., Benten, H., Okada, I., Ohkita, H. and Ito, S., Adv. Energy Mater., 2014, 4:1301006 doi: 10.1002/aenm.201301006
26. [26]
  Jung, J.W., Jo, J.W., Chueh, C.C., Liu, F., Jo, W.H., Russell, T.P. and Jen, A.K.Y., Adv. Mater., 2015, 27:3310 doi: 10.1002/adma.v27.21
27. [27]
  Guo, Y., Li, Y., Awartani, O., Zhao, J., Han, H., Ade, H., Zhao, D. and Yan, H., Adv. Mater., 2016, 28:8483 doi: 10.1002/adma.v28.38
28. [28]
  Kim, T., Kim, J.H., Kang, T.E., Lee, C., Kang, H., Shin, M., Wang, C., Ma, B., Jeong, U., Kim, T.S. and Kim, B.J., Nat. Commun., 2015, 6:8547 doi: 10.1038/ncomms9547
29. [29]
  Gao, L., Zhang, Z., Xue, L., Min, J., Zhang, J., Wei, Z. and Li, Y., Adv. Mater., 2016, 28:1884 doi: 10.1002/adma.201504629
30. [30]
  Li, S., Ye, L., Zhao, W., Zhang, S., Mukherjee, S., Ade, H. and Hou, J., Adv. Mater. 2016, DOI:10.1002/adma.201602776 doi: 10.1002/adma.201602776
31. [31]
  Zhao, W., Qian, D., Zhang, S., Li, S., Inganäs, O., Gao, F. and Hou, J., Adv. Mater., 2016, 28:4734 doi: 10.1002/adma.v28.23
32. [32]
  Schubert, M., Dolfen, D., Frisch, J., Roland, S., Steyrleuthner, R., Stiller, B., Chen, Z., Scherf, U., Koch, N., Facchetti, A. and Neher, D., Adv. Energy Mater., 2010, 2:369
33. [33]
  Zhou, Y., Kurosawa, T., Ma, W., Guo, Y., Fang, L., Vandewal, K., Diao, Y., Wang, C., Yan, Q., Reinspach, J., Mei, J., Appleton, A.L., Koleilat, G.I., Gao, Y., Mannsfeld, S.C.B., Salleo, A., Ade, H., Zhao, D. and Bao, Z., Adv. Mater., 2014, 26:3767 doi: 10.1002/adma.v26.22
34. [34]
  Zhou, Y., Yan, Q., Zheng, Y.Q., Wang, J.Y., Zhao, D. and Pei, J., J. Mater. Chem. A, 2013, 1:6609 doi: 10.1039/c3ta10864c
35. [35]
  Zhang, S., Ye, L. and Hou, J., Adv. Energy Mater., 2016, 6:1502529 doi: 10.1002/aenm.201502529
36. [36]
  Zhao, J., Li, Y., Lin, H., Liu, Y., Jiang, K., Mu, C., Ma, T., Lai, J.Y.L., Hu, H., Yu, D. and Yan, H., Energy Environ. Sci., 2015, 8:520 doi: 10.1039/C4EE02990A
37. [37]
  Zhou, E., Cong, J., Wei, Q., Tajima, K., Yang, C. and Hashimoto, K., Angew. Chem. Int. Ed., 2011, 50:2799 doi: 10.1002/anie.201005408
38. [38]
  Zhang, X., Zhan, C., Zhang, X. and Yao, J., Tetrahedron, 2013, 69:8155 doi: 10.1016/j.tet.2013.07.035
39. [39]
  Earmme, T., Hwang, Y.J., Murari, N.M., Subramaniyan, S. and Jenekhe, S.A., J. Am. Chem. Soc., 2013, 135:14960 doi: 10.1021/ja4085429
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