Citation: Li Xiaofang, Li Kun, Su Dan, Shen Fugang, Huo Shuying, Fu Hongbing, Zhan Chuanlang. Design a thieno[3, 2-b]thiophene bridged nonfullerene acceptor to increase open-circuit voltage, short-circuit current-density and fill factor via the ternary strategy[J]. Chinese Chemical Letters, ;2020, 31(5): 1243-1247. doi: 10.1016/j.cclet.2019.10.029 shu

Design a thieno[3, 2-b]thiophene bridged nonfullerene acceptor to increase open-circuit voltage, short-circuit current-density and fill factor via the ternary strategy

Li Xiaofang ^{a,b, 1} ,
Li Kun ^{b,c, 1} ,
Su Dan ^a,b ,
Shen Fugang ^a,b,*, ,
Huo Shuying ^a,*, ,
Fu Hongbing ^c ,
Zhan Chuanlang ^a,b,*,

a.
College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China
b.
CAS key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
c.
Department of Chemistry, Capital Normal University, Beijing 100048, China

shenfg@hbu.edu.cn

shuyinghuo@hbu.edu.cn

clzhan@iccas.ac.cn

Received Date: 5 September 2019
Revised Date: 15 October 2019
Accepted Date: 24 October 2019
Available Online: 30 October 2019

Figures(4)

In this study, we report a new small molecule acceptor (named TT-4F) which uses 3, 6-dimethoxylthieno[3, 2-b]thiophene (TT) as the π-bridge. Addition of 0.05 weight ratio amount of TT-4F into the host binary blend of PTB7-Th:IEICO-4F, resulting in a ternary blend in a weight ratio of 1:1:0.05, enables increased open-circuit voltage (V_oc), short-circuit current-density (J_sc), and fill-factor (FF) at the same time. Finally, 12.1% efficiency is obtained. Compared to the 3-(2-ethylhexyloxylthiophene) bridge on IEICO-4F, the additional methoxyl group on the TT-6 position is involved in the lowest unoccupied molecular orbital (LUMO) and the larger π-system on TT increases the electron-donating nature, both of which help to raise the LUMO level, one reason of the increased V_oc. Upon addition of 0.05 TT-4F, the hole mobility is increased, the monomolecular recombination is reduced, and the charge dissociation and collection is enhanced. All of these contribute to the increased J_sc and FF.
- Fullerene-free,
- Polymer solar cell,
- Small molecule acceptor,
- Ternary solar cell,
- Organic photovoltaic
1. [1]
  B. Fan, D. Zhang, M. Li, et al., Sci. China Chem. 62(2019) 746-752. doi: 10.1007/s11426-019-9457-5
2. [2]
  X. Xu, K. Feng, Z. Bi, et al., Adv. Mater. 9(2019) e1901872.
3. [3]
  Y. Cui, H. Yao, J. Zhang, et al., Nat. Commun. 10(2019) 2515. doi: 10.1038/s41467-019-10351-5
4. [4]
  M.A. Pan, T.K. Lau, Y. Tang, et al., J. Mater. Chem. A 7(2019) 20713-20722. doi: 10.1039/C9TA06929A
5. [5]
  Y. Ma, X. Zhou, D. Cai, et al., Mater. Horizon. 7(2020) 117-124. doi: 10.1039/C9MH00993K
6. [6]
  D. Su, M.A. Pan, Z. Liu, et al., Chem. Mater. 31(2019) 8908-8917. doi: 10.1021/acs.chemmater.9b02943
7. [7]
  J. Yuan, Y. Zhang, L. Zhou, et al., Joule 3(2019) 1-12. doi: 10.1016/j.joule.2018.12.022
8. [8]
  Q. An, J. Zhang, W. Gao, et al., Small 14(2018) e1802983. doi: 10.1002/smll.201802983
9. [9]
  P. Cheng, R. Wang, J. Zhu, et al., Adv. Mater. 30(2018) 1705243. doi: 10.1002/adma.201705243
10. [10]
  J. Gao, R. Ming, Q. An, et al., Nano Energy 63(2019) 103888. doi: 10.1016/j.nanoen.2019.103888
11. [11]
  L. Nian, Y. Kan, H. Wang, et al., Energy Environ. Sci. 11(2018) 3392-3399. doi: 10.1039/C8EE01564C
12. [12]
  L. Zhong, H. Bin, Y. Li, et al., J. Mater. Chem. A 6(2018) 24814-24822. doi: 10.1039/C8TA08406H
13. [13]
  Z. Li, D. Tang, Z. Ji, et al., J. Mater. Chem. C 6(2018) 9119-9129. doi: 10.1039/C8TC03024C
14. [14]
  X. Xu, Z. Bi, W. Ma, et al., J. Mater. Chem. A 7(2019) 14199-14208. doi: 10.1039/C9TA03188J
15. [15]
  W. Liu, J. Yao, C. Zhan, Chin. Chem. Lett. 28(2017) 875-880. doi: 10.1016/j.cclet.2017.01.013
16. [16]
  Y. Chang, T.K. Lau, M.A. Pan, et al., Mater. Horizon. 6(2019) 2094-2102. doi: 10.1039/C9MH00844F
17. [17]
  W. Wu, G. Zhang, X. Xu, et al., Adv. Funct. Mater. 28(2018) 1707493.
18. [18]
  R. Yu, S. Zhang, H. Yao, et al., Adv. Mater. 29(2017) 1700437. doi: 10.1002/adma.201700437
19. [19]
  M. Xiao, K. Zhang, S. Dong, et al., ACS Appl. Mater. Interfaces 10(2018) 25594-25603. doi: 10.1021/acsami.8b06822
20. [20]
  L. Zhan, S. Li, H. Zhang, et al., Adv. Sci. 5(2018) 1800755. doi: 10.1002/advs.201800755
21. [21]
  J. Lee, S.J. Ko, M. Seifrid, et al., Adv. Energy Mater. 8(2018) 1801209. doi: 10.1002/aenm.201801209
22. [22]
  P. Xue, Y. Xiao, T. Li, et al., J. Mater. Chem. A 6(2018) 24210-24215. doi: 10.1039/C8TA09042D
23. [23]
  S. Dai, Y. Xiao, P. Xue, et al., Chem. Mater. 30(2018) 5390-5396. doi: 10.1021/acs.chemmater.8b02222
24. [24]
  L. Yang, W. Gu, L. Hong, et al., ACS Appl. Mater. Interfaces 9(2017) 26928-26936. doi: 10.1021/acsami.7b08146
25. [25]
  X. Xu, Z. Bi, W. Ma, et al., Adv Mater. 29(2017) 1704271. doi: 10.1002/adma.201704271
26. [26]
  Y. Chang, X. Zhang, Y. Tang, et al., Nano Energy 64(2019) 103934. doi: 10.1016/j.nanoen.2019.103934
27. [27]
  X. Ma, W. Gao, J. Yu, et al., Energy Environ. Sci. 11(2018) 2134-2141. doi: 10.1039/C8EE01107A
28. [28]
  M. Zhang, W. Gao, F. Zhang, et al., Energy Environ. Sci. 11(2018) 841-849. doi: 10.1039/C8EE00215K
29. [29]
  P. Cheng, J. Wang, Q. Zhang, et al., Adv. Mater. 30(2018) 1801501. doi: 10.1002/adma.201801501
30. [30]
  B. Kan, Y.Q.Q. Yi, X. Wan, et al., Adv. Energy Mater. 8(2018) 1800424. doi: 10.1002/aenm.201800424
31. [31]
  K. Li, Y. Wu, Y. Tang, et al., Adv. Energy Mater. 9(2019) 1901728. doi: 10.1002/aenm.201901728
32. [32]
  W. Su, Q. Fan, X. Guo, et al., Nano Energy 38(2017) 510-517. doi: 10.1016/j.nanoen.2017.05.060
33. [33]
  Z. Hu, F. Zhang, Q. An, et al., ACS Energy Lett. 3(2018) 555-561. doi: 10.1021/acsenergylett.8b00100
34. [34]
  W. Jiang, R. Yu, Z. Liu, et al., Adv. Mater. 30(2018) 1703005. doi: 10.1002/adma.201703005
35. [35]
  T. Liu, Z. Luo, Q. Fan, et al., Energy Environ. Sci. 11(2018) 3275-3282. doi: 10.1039/C8EE01700J
36. [36]
  H. Yao, Y. Cui, R. Yu, et al., Angew. Chem. In. Ed. 56(2017) 3045-3049. doi: 10.1002/anie.201610944
37. [37]
  W. Huang, S.Y. Chang, P. Cheng, et al., Nano Lett. 18(2018) 7977-7984. doi: 10.1021/acs.nanolett.8b03950
38. [38]
  T. Liu, Y. Guo, Y. Yi, et al., Adv. Mater. 28(2016) 10008-10015. doi: 10.1002/adma.201602570
39. [39]
  J. Lee, S.J. Ko, M. Seifrid, et al., Adv. Energy Mater. 8(2018) 1801212. doi: 10.1002/aenm.201801212
40. [40]
  M. Zhang, W. Gao, F. Zhang, et al., Energy Environ. Sci. 11(2018) 841-849. doi: 10.1039/C8EE00215K
41. [41]
  M. Zhang, Z. Xiao, W. Gao, et al., Adv. Energy Mater. 8(2018) 1801968. doi: 10.1002/aenm.201801968
42. [42]
  X. Ma, W. Gao, J. Yu, et al., Energy Environ. Sci. 11(2018) 2134-2141. doi: 10.1039/C8EE01107A
43. [43]
  J. Zhang, G. Xu, F. Tao, et al., Adv. Mater. (2019) e1807159.
44. [44]
  Y. Li, J.D. Lin, X. Che, et al., J. Am. Chem. Soc. 139(2017) 17114-17119. doi: 10.1021/jacs.7b11278
45. [45]
  L. Yang, W. Gu, L. Hong, et al., ACS Appl. Mater. Interfaces 9(2017) 26928-26936. doi: 10.1021/acsami.7b08146
46. [46]
  Y. Liu, S. Wang, Y. Tao, et al., Chin. Chem. Lett. 27(2016) 1250-1258. doi: 10.1016/j.cclet.2016.07.018
47. [47]
  P. Ye, Y. Chen, J. Wu, et al., J. Mater. Chem. C 5(2017) 12591-12596. doi: 10.1039/C7TC04669C
48. [48]
  F. Ullah, H. Chen, Ch. Li, Chin. Chem. Lett. 28(2017) 503-511. doi: 10.1016/j.cclet.2016.11.009
49. [49]
  P. He, X. Qiao, Q. Qian, et al., Chin. Chem. Lett. 27(2016) 1277-1282. doi: 10.1016/j.cclet.2016.06.032
50. [50]
  X. Shen, G. Han, Y. Yi, Chin. Chem. Lett. 27(2016) 1453-1463. doi: 10.1016/j.cclet.2016.05.030
1. [1]
  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
2. [2]
  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
3. [3]
  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
4. [4]
  Yunan Yuan , Zhimin Luo , Jie Chen , Chaoliang He , Kai Hao , Huayu Tian . Constructing thermoresponsive PNIPAM-based microcarriers for cell culture and enzyme-free cell harvesting. Chinese Chemical Letters, 2024, 35(7): 109549-. doi: 10.1016/j.cclet.2024.109549
5. [5]
  Brandon Bishop , Shaofeng Huang , Hongxuan Chen , Haijia Yu , Hai Long , Jingshi Shen , Wei Zhang . Artificial transmembrane channel constructed from shape-persistent covalent organic molecular cages capable of ion and small molecule transport. Chinese Chemical Letters, 2024, 35(11): 109966-. doi: 10.1016/j.cclet.2024.109966
6. [6]
  Zhi Li , Shuya Pan , Yuan Tian , Shaowei Liu , Weifeng Wei , Jinlin Wang , Tianfeng Chen , Ling Wang . Selenium nanoparticles enhance the chemotherapeutic efficacy of pemetrexed against non-small cell lung cancer. Chinese Chemical Letters, 2024, 35(12): 110018-. doi: 10.1016/j.cclet.2024.110018
7. [7]
  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
8. [8]
  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.2023.100277
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]
  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
12. [12]
  Xinyu Yu , Fei Wu , Xianglang Sun , Linna Zhu , Baoyu Xia , Zhong'an Li . Low-cost dopant-free fluoranthene-based branched hole transporting materials for efficient and stable n-i-p perovskite solar cells. Chinese Chemical Letters, 2024, 35(10): 109821-. doi: 10.1016/j.cclet.2024.109821
13. [13]
  Kun Zhang , Ni Dan , Dan-Dan Ren , Ruo-Yu Zhang , Xiaoyan Lu , Ya-Pan Wu , Li-Lei Zhang , Hong-Ru Fu , Dong-Sheng Li . A small D-A molecule with highly heat-resisting room temperature phosphorescence for white emission and anti-counterfeiting. Chinese Journal of Structural Chemistry, 2024, 43(3): 100244-100244. doi: 10.1016/j.cjsc.2024.100244
14. [14]
  Aolei Tan , Xiaoxiao Ma . Exploring the functional roles of small-molecule metabolites in disease research: Recent advancements in metabolomics. Chinese Chemical Letters, 2024, 35(8): 109276-. doi: 10.1016/j.cclet.2023.109276
15. [15]
  Weiyu Chen , Zenghui Li , Chenguang Zhao , Lisha Zha , Junfeng Shi , Dan Yuan . Enzyme-modulate conformational changes in amphiphile peptide for selectively cell delivery. Chinese Chemical Letters, 2024, 35(12): 109628-. doi: 10.1016/j.cclet.2024.109628
16. [16]
  Yunjie Dang , Yanru Feng , Xiao Chen , Chaoxing He , Shujie Wei , Dingyang Liu , Jinlong Qi , Huaxing Zhang , Shaokun Yang , Zhiyun Niu , Bai Xiang . Development of a multi-level pH-responsive lipid nanoplatform for efficient co-delivery of siRNA and small-molecule drugs in tumor treatment. Chinese Chemical Letters, 2024, 35(12): 109660-. doi: 10.1016/j.cclet.2024.109660
17. [17]
  Chen Lu , Zefeng Yu , Jing Cao . Advancement in porphyrin/phthalocyanine compounds-based perovskite solar cells. Chinese Journal of Structural Chemistry, 2024, 43(3): 100240-100240. doi: 10.1016/j.cjsc.2024.100240
18. [18]
  Chi Li , Peng Gao . Is dipole the only thing that matters for inverted perovskite solar cells?. Chinese Journal of Structural Chemistry, 2024, 43(6): 100324-100324. doi: 10.1016/j.cjsc.2024.100324
19. [19]
  Xian Yan , Huawei Xie , Gao Wu , Fang-Xing Xiao . Boosted solar water oxidation steered by atomically precise alloy nanocluster. Chinese Chemical Letters, 2025, 36(1): 110279-. doi: 10.1016/j.cclet.2024.110279
20. [20]
  Xinyi Luo , Ke Wang , Yingying Xue , Xiaobao Cao , Jianhua Zhou , Jiasi Wang . Digital PCR-free technologies for absolute quantitation of nucleic acids at single-molecule level. Chinese Chemical Letters, 2025, 36(2): 109924-. doi: 10.1016/j.cclet.2024.109924

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(729)
HTML views(60)

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