Citation: Wu Meimei, Shi Laitao, Hu Yu, Chen Lie, Hu Ting, Zhang Youdi, Yuan Zhongyi, Chen Yiwang. Additive-free non-fullerene organic solar cells with random copolymers as donors over 9% power conversion efficiency[J]. Chinese Chemical Letters, ;2019, 30(6): 1161-1167. doi: 10.1016/j.cclet.2019.04.029 shu

Additive-free non-fullerene organic solar cells with random copolymers as donors over 9% power conversion efficiency

Wu Meimei ^a ,
Shi Laitao ^a ,
Hu Yu ^a ,
Chen Lie ^a,b ,
Hu Ting ^a,b ,
Zhang Youdi ^a,b,*, ,
Yuan Zhongyi ^a,b,*, ,
Chen Yiwang ^a,b,*,

a.
College of Chemistry, Nanchang University, Nanchang 330031, China
b.
Institute of Polymers and Energy Chemistry(IPEC), Nanchang University, Nanchang 330031, China

ydzhang2007@ncu.edu.cn

yuan@ncu.edu.cn

ywchen@ncu.edu.cn

Received Date: 22 December 2018
Revised Date: 9 April 2019
Accepted Date: 10 April 2019
Available Online: 13 June 2019

Figures(5)

In this study, a series of random conjugated polymers (PBDB-TBTn) as donors were designed and synthesized. In these polymers, benzodithiophene unit with thiophene conjugated side chains (BDT) are donor part, and two different content of benzo[1, 2-c:4, 5-c']dithiophene-4, 8-dione (BDD) and difluorobenzothiadizole (BT) linked alkylthiophene are acceptor unit. Polymer solar cells (PSCs) were fabricated with ITIC as an acceptor, and over the power conversion efficiency (PCE) of 9% was obtained, with open circuit voltage (V_oc) of 0.86 V, short-circuit current density (J_sc) of 16.84 mA/cm², and fill factor (FF) of 62.5%. These random conjugated polymers based solar cells are insensitive to solvent additives and thermal annealing. The performance of the device decreases gradually with the increasing of the proportion of fluorinated acceptor unit. The declining efficiency is due to the excessive fluorinated acceptor unit, which leads to over aggregated topography, destroys the effective charge transport pathways, and affects phase separation domain size between the donor and the acceptor. The phenomena are explained by the charge carrier recombination, atomic force microscope (AFM), and transmission electron microscope (TEM). These results indicate that proper addition of fluorinated acceptor units to build random copolymers can enhance the efficiency of organic photovoltaics toward additive-free and thermal annealing-free PSCs.
- Random conjugated polymer,
- Polymer solar cells,
- Ternary conjugate polymers,
- Non-fullerene organic photovoltaics
1. [1]
  G. Yu, J. Gao, J.C. Hummelen, F. Wudl, A.J. Heeger, Science 270(1995) 1789. doi: 10.1126/science.270.5243.1789
2. [2]
  Y. Zhong, M.T. Trinh, R. Chen, et al., Nat. Commun. 6(2015) 8242. doi: 10.1038/ncomms9242
3. [3]
  Y. Liu, J. Zhao, Z. Li, et al., Nat. Commun. 5(2014) 5293. doi: 10.1038/ncomms6293
4. [4]
  X. Ouyang, R. Peng, L. Ai, X. Zhang, Z. Ge, Nat. Photonics 9(2015) 520. doi: 10.1038/nphoton.2015.126
5. [5]
  C. Sun, F. Pan, H. Bin, et al., Nat. Commun. 9(2018) 743. doi: 10.1038/s41467-018-03207-x
6. [6]
  C. Yan, S. Barlow, Z. Wang, et al., Nat. Rev. Mater. 3(2018) 18003. doi: 10.1038/natrevmats.2018.3
7. [7]
  P. Cheng, G. Li, X. Zhan, Y. Yang, Nat. Photonics 12(2018) 131-142. doi: 10.1038/s41566-018-0104-9
8. [8]
  W. Gao, M. Zhang, T. Liu, et al., Adv. Mater. 30(2018) 1800052. doi: 10.1002/adma.v30.26
9. [9]
  H. Yao, Y. Cui, R. Yu, et al., Angew. Chem. Int. Ed. 56(2017) 3045-3049. doi: 10.1002/anie.201610944
10. [10]
  A. Tang, B. Xiao, Y. Wang, et al., Adv. Funct. Mater. 28(2018) 1704507. doi: 10.1002/adfm.v28.6
11. [11]
  Y. Zhang, X. Guo, B. Guo, et al., Adv. Funct. Mater. 27(2017) 1603892. doi: 10.1002/adfm.v27.10
12. [12]
  W. Zhao, D. Qian, S. Zhang, et al., Adv. Mater. 28(2016) 4734-4739. doi: 10.1002/adma.v28.23
13. [13]
  Z. Zhang, L. Feng, S. Xu, et al., Adv. Sci. 4(2017) 1700152. doi: 10.1002/advs.201700152
14. [14]
  H. Yan, J. Chen, K. Zhou, et al., Adv. Energy Mater. 8(2018) 1703672. doi: 10.1002/aenm.201703672
15. [15]
  Z. Ding, X. Long, C. Dou, J. Liu, L. Wang, Chem. Sci. 7(2016) 6197-6202. doi: 10.1039/C6SC01756H
16. [16]
  M. Li, Y. Liu, W. Ni, et al., J. Mater. Chem. A 4(2016) 10409-10413. doi: 10.1039/C6TA04358E
17. [17]
  J. Zhao, Y. Li, G. Yang, et al., Nat. Energy 1(2016) 15027. doi: 10.1038/nenergy.2015.27
18. [18]
  Y. Zhang, D. Deng, Z. Wang, et al., Adv. Energy Mater. 7(2017) 1701548. doi: 10.1002/aenm.201701548
19. [19]
  G. Zhao, Y. He, Y. Li, Adv. Mater. 22(2010) 4355-4358. doi: 10.1002/adma.v22:39
20. [20]
  Y. He, H.Y. Chen, J. Hou, Y. Li, J. Am. Chem. Soc. 132(2010) 1377-1382. doi: 10.1021/ja908602j
21. [21]
  Z.G. Zhang, Y. Yang, J. Yao, et al., Angew. Chem. Int. Ed. 56(2017) 13503-13507. doi: 10.1002/anie.201707678
22. [22]
  A. Yin, D. Zhang, S.H. Cheung, et al., J. Mater. Chem. C 6(2018) 7855-7863. doi: 10.1039/C8TC02689K
23. [23]
  T. Zhang, W. Feng, W. Wang, et al., J. Mater. Chem. C 6(2018) 8418-8428. doi: 10.1039/C8TC02553C
24. [24]
  S. Li, W. Liu, M. Shi, et al., Energy Environ. Sci. 9(2016) 604-610. doi: 10.1039/C5EE03481G
25. [25]
  Y. Liu, Z. Zhang, S. Feng, et al., J. Am. Chem. Soc. 139(2017) 3356-3359. doi: 10.1021/jacs.7b00566
26. [26]
  D. Liu, B. Yang, B. Jang, et al., Energy Environ. Sci. 10(2017) 546-551. doi: 10.1039/C6EE03489F
27. [27]
  W. Zhao, S. Li, H. Yao, et al., J. Am. Chem. Soc. 139(2017) 7148-7151. doi: 10.1021/jacs.7b02677
28. [28]
  S. Li, L. Ye, W. Zhao, et al., J. Am. Chem. Soc. 140(2018) 7159-7167. doi: 10.1021/jacs.8b02695
29. [29]
  H. Chen, Z. Hu, H. Wang, et al., Joule 2(2018) 1623-1634. doi: 10.1016/j.joule.2018.05.010
30. [30]
  Y. Lin, Z.G. Zhang, H. Bai, et al., Energy Environ. Sci. 8(2015) 610-616. doi: 10.1039/C4EE03424D
31. [31]
  A. Zhang, C. Li, F. Yang, et al., Angew. Chem. Int. Ed. 56(2017) 2694-2698. doi: 10.1002/anie.201612090
32. [32]
  Y. Duan, X. Xu, H. Yan, et al., Adv. Mater. 29(2017) 1605115. doi: 10.1002/adma.201605115
33. [33]
  D. Meng, H. Fu, C. Xiao, et al., J. Am. Chem. Soc. 138(2016) 10184-10190. doi: 10.1021/jacs.6b04368
34. [34]
  D. Meng, D. Sun, C. Zhong, et al., J. Am. Chem. Soc. 138(2016) 375-380. doi: 10.1021/jacs.5b11149
35. [35]
  J. Zhang, Y. Li, J. Huang, et al., J. Am. Chem. Soc. 139(2017) 16092-16095. doi: 10.1021/jacs.7b09998
36. [36]
  B. Fan, L. Ying, Z. Wang, et al., Energy Environ. Sci. 10(2017) 1243-1251. doi: 10.1039/C7EE00619E
37. [37]
  H. You, D. Kim, H.H. Cho, et al., Adv. Funct. Mater. 28(2018) 1803613.
38. [38]
  S. Chen, Y. An, G.K. Dutta, et al., Adv. Funct. Mater. 27(2017) 1603564. doi: 10.1002/adfm.v27.2
39. [39]
  N.B. Kolhe, H. Lee, D. Kuzuhara, et al., Chem. Mater. 30(2018) 6540-6548. doi: 10.1021/acs.chemmater.8b03229
40. [40]
  M.H. Hoang, G.E. Park, S. Choi, et al., J. Mater. Chem. C 7(2019) 111-118. doi: 10.1039/C8TC05035J
41. [41]
  D. Chen, J. Yao, L. Chen, et al., Angew. Chem. Int. Ed. 57(2018) 4580-4584. doi: 10.1002/anie.201800035
42. [42]
  X. Liao, L. Zhang, L. Chen, et al., Nano Energy 37(2017) 32-39. doi: 10.1016/j.nanoen.2017.05.008
43. [43]
  X. Liu, C. Zhang, C. Duan, et al., J. Am. Chem. Soc. 140(2018) 8934-8943. doi: 10.1021/jacs.8b05038
44. [44]
  Y.J. Hwang, T. Earmme, B.A. Courtright, J. Am. Chem. Soc.137(2015) 4424-4434. doi: 10.1021/ja513260w
45. [45]
  Z. Li, X. Xu, W. Zhang, et al., Energy Environ. Sci. 10(2017) 2212-2221. doi: 10.1039/C7EE01858D
46. [46]
  C. Duan, K. Gao, J.J. van Franeker, et al., J. Am. Chem. Soc. 138(2016) 10782-10785. doi: 10.1021/jacs.6b06418
47. [47]
  M. Jeong, S. Chen, S.M. Lee, et al., Adv. Energy Mater. 8(2018) 1702166.
48. [48]
  S. Albrecht, S. Janietz, W. Schindler, et al., J. Am. Chem. Soc. 134(2012) 14932-14944. doi: 10.1021/ja305039j
49. [49]
  Y. Lin, Y. Jin, S. Dong, et al., Adv. Energy Mater. 8(2018) 1701942. doi: 10.1002/aenm.201701942
50. [50]
  L. Ye, W. Zhao, S. Li, et al., Adv. Energy Mater. 7(2017) 1602000. doi: 10.1002/aenm.201602000
51. [51]
  L. Zhang, B. Lin, Z. Ke, et al., Nano Energy 41(2017) 609-617. doi: 10.1016/j.nanoen.2017.10.014
52. [52]
  X. Zhang, C. Zhan, J. Yao, Chem. Mater. 27(2015) 166-173. doi: 10.1021/cm504140c
53. [53]
  D.J.D. Moet, M. Lenes, M. Morana, et al., Appl. Phys. Lett. 96(2010) 213506. doi: 10.1063/1.3435468
54. [54]
  S. Zhang, L. Ye, W. Zhao, et al., Sci. China Chem. 58(2015) 248-256. doi: 10.1007/s11426-014-5273-x
55. [55]
  A. Sharenko, D. Gehrig, F. Laquai, T.Q. Nguyen, Chem. Mater. 26(2014) 4109-4118. doi: 10.1021/cm5010483
56. [56]
  W. Zhao, S. Zhang, Y. Zhang, et al., Adv. Mater. 30(2018) 1704837. doi: 10.1002/adma.v30.4
57. [57]
  H.C. Liao, C.C. Ho, C.Y. Chang, et al., Mater. Today 16(2013) 326-336. doi: 10.1016/j.mattod.2013.08.013
58. [58]
  A.J. Moulé, K. Meerholz, Adv. Mater. 20(2008) 240-245. doi: 10.1002/(ISSN)1521-4095
59. [59]
  Y. Yao, J. Hou, Z. Xu, G. Li, Y. Yang, Adv. Funct. Mater. 18(2008) 1783-1789. doi: 10.1002/adfm.200701459
60. [60]
  C.V. Hoven, X.D. Dang, R.C. Coffin, et al., Adv. Mater. 22(2010) E63-E66. doi: 10.1002/adma.v22:8
61. [61]
  Y. Zhang, Q. Wan, X. Guo, et al., J. Mater. Chem. A 3(2015) 18442-18449. doi: 10.1039/C5TA05014F
62. [62]
  Y. Zhou, K.L. Gu, X. Gu, et al., Chem. Mater. 28(2016) 5037-5042. doi: 10.1021/acs.chemmater.6b01776
63. [63]
  S. Li, L. Ye, W. Zhao, et al., J. Am. Chem. Soc. 140(2018) 7159-7167. doi: 10.1021/jacs.8b02695
64. [64]
  L. Ye, Y. Jing, X. Guo, et al., J. Phys. Chem. C 117(2013) 14920-14928. doi: 10.1021/jp404395q
65. [65]
  B.J. Tremolet de Villers, K.A. O'Hara, D.P. Ostrowski, et al., Chem. Mater. 28(2016) 876-884. doi: 10.1021/acs.chemmater.5b04346
66. [66]
  Q. Sun, H. Wang, C. Yang, Y. Li, J. Mater. Chem. 13(2003) 800-806. doi: 10.1039/b209469j
67. [67]
  S.R. Cowan, A. Roy, A.J. Heeger, Phys. Rev. B 82(2010) 245207. doi: 10.1103/PhysRevB.82.245207
68. [68]
  O.K. Kwon, M.A. Uddin, J.H. Park, et al., Adv. Mater. 28(2016) 910-916. doi: 10.1002/adma.v28.5
1. [1]
  Yaohua Li , Qi Cao , Xuanhua Li . Tailoring the configuration of polymer passivators in perovskite solar cells. Chinese Journal of Structural Chemistry, 2025, 44(2): 100413-100413. doi: 10.1016/j.cjsc.2024.100413
2. [2]
  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. Chinese Chemical Letters, 2024, 35(4): 109164-. doi: 10.1016/j.cclet.2023.109164
3. [3]
  Yuanzhe Lu , Yuanqin Zhu , Linfeng Zhong , Dingshan Yu . Long-lifespan aqueous alkaline and acidic batteries enabled by redox conjugated covalent organic polymer anodes. Chinese Journal of Structural Chemistry, 2024, 43(3): 100249-100249. doi: 10.1016/j.cjsc.2024.100249
4. [4]
  Chengcheng Xie , Chengyi Xiao , Hongshuo Niu , Guitao Feng , Weiwei Li . Mesoporous organic solar cells. Chinese Chemical Letters, 2024, 35(11): 109849-. doi: 10.1016/j.cclet.2024.109849
5. [5]
  Wenbiao Zhang , Bolong Yang , Zhonghua Xiang . Atomically dispersed Cu-based metal-organic framework directly for alkaline polymer electrolyte fuel cells. Chinese Chemical Letters, 2025, 36(2): 109630-. doi: 10.1016/j.cclet.2024.109630
6. [6]
  Donghui Wu , Qilin Zhao , Jian Sun , Xiurong Yang . Corrigendum to 'Fluorescence immunoassay based on alkaline phosphatase-induced in situ generation of fluorescent non-conjugated polymer dots' [Chin. Chem. Lett. 34 (2023) 107672]. Chinese Chemical Letters, 2024, 35(12): 109881-. doi: 10.1016/j.cclet.2024.109881
7. [7]
  Xin-Tong Zhao , Jin-Zhi Guo , Wen-Liang Li , Jing-Ping Zhang , Xing-Long Wu . Two-dimensional conjugated coordination polymer monolayer as anode material for lithium-ion batteries: A DFT study. Chinese Chemical Letters, 2024, 35(6): 108715-. doi: 10.1016/j.cclet.2023.108715
8. [8]
  Kangrong Yan , Ziqiu Shen , Yanchun Huang , Benfang Niu , Hongzheng Chen , Chang-Zhi Li . Curing the vulnerable heterointerface via organic-inorganic hybrid hole transporting bilayers for efficient inverted perovskite solar cells. Chinese Chemical Letters, 2024, 35(6): 109516-. doi: 10.1016/j.cclet.2024.109516
9. [9]
  Zhiyang Zhang , Yi Chen , Yingnan Zhang , Chuanlang Zhan . Deuterated chloroform replaces ultra-dry chloroform to achieve high-efficient organic solar cells. Chinese Chemical Letters, 2025, 36(1): 110083-. doi: 10.1016/j.cclet.2024.110083
10. [10]
  Rongjun Zhao , Tai Wu , Yong Hua , Yude Wang . Improving performance of perovskite solar cells enabled by defects passivation and carrier transport dynamics regulation via organic additive. Chinese Chemical Letters, 2025, 36(2): 109587-. doi: 10.1016/j.cclet.2024.109587
11. [11]
  Shaonan Liu , Shuixing Dai , Minghua Huang . The impact of ester groups on 1,8-naphthalimide electron transport material in organic solar cells. Chinese Journal of Structural Chemistry, 2024, 43(6): 100277-100277. doi: 10.1016/j.cjsc.2024.100277
12. [12]
  Jinge Zhu , Ailing Tang , Leyi Tang , Peiqing Cong , Chao Li , Qing Guo , Zongtao Wang , Xiaoru Xu , Jiang Wu , Erjun Zhou . Chlorination of benzyl group on the terminal unit of A₂-A₁-D-A₁-A₂ type nonfullerene acceptor for high-voltage organic solar cells. Chinese Chemical Letters, 2025, 36(1): 110233-. doi: 10.1016/j.cclet.2024.110233
13. [13]
  Fereshte Hassanzadeh-Afruzi , Mina Azizi , Iman Zare , Ehsan Nazarzadeh Zare , Anwarul Hasan , Siavash Iravani , Pooyan Makvandi , Yi Xu . Advanced metal-organic frameworks-polymer platforms for accelerated dermal wound healing. Chinese Chemical Letters, 2024, 35(11): 109564-. doi: 10.1016/j.cclet.2024.109564
14. [14]
  Ting Shi , Ziyang Song , Yaokang Lv , Dazhang Zhu , Ling Miao , Lihua Gan , Mingxian Liu . Hierarchical porous carbon guided by constructing organic-inorganic interpenetrating polymer networks to facilitate performance of zinc hybrid supercapacitors. Chinese Chemical Letters, 2025, 36(1): 109559-. doi: 10.1016/j.cclet.2024.109559
15. [15]
  Wenxiang Ma , Xinyu He , Tianyi Chen , De-Li Ma , Hongzheng Chen , Chang-Zhi Li . Near-infrared non-fused electron acceptors for efficient organic photovoltaics. Chinese Chemical Letters, 2024, 35(4): 109099-. doi: 10.1016/j.cclet.2023.109099
16. [16]
  Panke Zhou , Hong Yu , Mun Yin Chee , Tao Zeng , Tianli Jin , Hongling Yu , Shuo Wu , Wen Siang Lew , Xiong Chen . Electron push-pull effects induced performance promotion in covalent organic polymer thin films-based memristor for neuromorphic application. Chinese Chemical Letters, 2024, 35(5): 109279-. doi: 10.1016/j.cclet.2023.109279
17. [17]
  Jun Guo , Zhenbang Zhuang , Wanqiang Liu , Gang Huang . "Co-coordination force" assisted rigid-flexible coupling crystalline polymer for high-performance aqueous zinc-organic batteries. Chinese Chemical Letters, 2024, 35(9): 109803-. doi: 10.1016/j.cclet.2024.109803
18. [18]
  Xiaoman Dang , Zhiying Wu , Tangxin Xiao , Zhouyu Wang , Leyong Wang . Highly robust supramolecular polymer networks crosslinked by metallacycles. Chinese Chemical Letters, 2024, 35(12): 110208-. doi: 10.1016/j.cclet.2024.110208
19. [19]
  Tiankai Sun , Hui Min , Zongsu Han , Liang Wang , Peng Cheng , Wei Shi . Rapid detection of nanoplastic particles by a luminescent Tb-based coordination polymer. Chinese Chemical Letters, 2024, 35(5): 108718-. doi: 10.1016/j.cclet.2023.108718
20. [20]
  Mengjun Sun , Zhi Wang , Jvhui Jiang , Xiaobing Wang , Chuang Yu . Gelation mechanisms of gel polymer electrolytes for zinc-based batteries. Chinese Chemical Letters, 2024, 35(5): 109393-. doi: 10.1016/j.cclet.2023.109393

Get Citation

PDF

XML

Metrics

PDF Downloads(14)
Abstract views(761)
HTML views(20)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142