Citation: Dai Xuexin, Cheng Xiaodong, Kan Zhipeng, Xiao Zeyun, Duan Tainan, Hu Chao, Lu Shirong. Research Progress on Small-Molecule Photovoltaic Materials Based on Donor-Acceptor-Donor Type Polycyclic Aromatic Hydrocarbons[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4031-4045. doi: 10.6023/cjoc202005023 shu

Research Progress on Small-Molecule Photovoltaic Materials Based on Donor-Acceptor-Donor Type Polycyclic Aromatic Hydrocarbons

Dai Xuexin ^a,b,, ,
Cheng Xiaodong ^a ,
Kan Zhipeng ^b ,
Xiao Zeyun ^b ,
Duan Tainan ^b ,
Hu Chao ^b,, ,
Lu Shirong ^b,,

a.
School of Chemistry and Chemical Engineering, Qiannan Normal University for Nationalities, Duyun, Guizhou 558000
b.
Organic Semiconductor Research Center, Chongqing Institute of Green and Intelligent Technology, Chinese Academy of Science, Chongqing 400714

Corresponding author: Dai Xuexin, daixuexin@sgmtu.edu.cn Hu Chao, huchao@cigit.ac.cn Lu Shirong, lushirong@cigit.ac.cn
Received Date: 10 May 2020
Revised Date: 28 July 2020
Available Online: 15 September 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21762036), the Science and Technology Foundation of Guizhou Province (No. LH[2015]7706) and the Education Department of Guizhou Province (No. KY[2018]422)the Science and Technology Foundation of Guizhou Province LH[2015]7706the Education Department of Guizhou Province KY[2018]422the National Natural Science Foundation of China 21762036

Figures(2)

Donor-acceptor-donor (D-A-D) type polycyclic aromatic hydrocarbon and its derivatives have been widely used in the design of photovoltaic materials and have made great breakthrough in recent years, due to their advantages of unique large planar structure, high charge mobility, excellent light absorption performance, thermal and light stability. The latest research progress of small-molecule photovoltaic materials based on D-A-D type polycyclic aromatic hydrocarbons is reviewed. The relationships between photovoltaic properties and the molecular structures are analyzed systematically.
- polycyclic aromatic hydrocarbon,
- solar cell,
- small-molecule,
- organic photovoltaic material
1. [1]
  Wang, Y.; Michinobu, T. J. Mater. Chem. C 2016, 4, 6200. doi: 10.1039/C6TC01860B
2. [2]
  Geng, Y.; Tang, A.; Tajima, K.; Zeng, Q.; Zhou, E. J. Mater. Chem. A 2019, 7, 64.
3. [3]
  Godfroy, M.; Aumaitre, C.; Caffy, F.; Kervella, Y.; Cabau, L.; Pellejà, L.; Maldivi, P.; Narbey, S.; Oswald, F.; Palomares, E.; Joly, D.; Demadrille, R. Dyes Pigm. 2017, 146, 352. doi: 10.1016/j.dyepig.2017.07.022
4. [4]
  Cui, Y.; Yao, H.; Zhang, J.; Xian, K.; Zhang, T.; Hong, L.; Wang, Y.; Xu, Y.; Ma, K.; An, C.; He, C.; Wei, Z.; Gao, F.; Hou, J. Adv. Mater. 2020, 32, 1908205. doi: 10.1002/adma.201908205
5. [5]
  Wang, Y.; Chen, W.; Wang, L.; Tu, B.; Chen, T.; Liu, B.; Yang, K.; Koh, C.; Zhang, X.; Sun, H.; Chen, G.; Feng, X.; Woo, H.; Djurišić, A.; He, Z.; Guo, X. Adv. Mater. 2019, 31, 1902781. doi: 10.1002/adma.201902781
6. [6]
  Cheng, Y.; Chen, C.; Ho, Y.; Chang, S.; Witek, H.; Hsu, C. Org. Lett. 2011, 13, 5484. doi: 10.1021/ol202199v
7. [7]
  Arroyave, F.; Richard, C.; Reynolds, J. Org. Lett. 2012, 14, 6138. doi: 10.1021/ol302704v
8. [8]
  O'Regan, B.; Grätzel, M. Nature 1991, 353, 737. doi: 10.1038/353737a0
9. [9]
  Grätzel, M. Nature 2001, 414, 338. doi: 10.1038/35104607
10. [10]
  Grätzel, M. Acc. Chem. Res. 2009, 42, 1788. doi: 10.1021/ar900141y
11. [11]
  Ooyama, Y.; Harima, Y. ChemPhysChem 2012, 13, 4032. doi: 10.1002/cphc.201200218
12. [12]
  Qu, S.; Hua, J.; Tian, H. Sci. China:Chem. 2012, 42, 567.
13. [13]
  Luo, J.; Wan, Z.; Jia, C. Chin. Chem. Lett. 2016, 27, 1304. doi: 10.1016/j.cclet.2016.07.002
14. [14]
  Huang, Z; Meier, H.; Cao, D. J. Mater. Chem. C 2016, 4, 2404. doi: 10.1039/C5TC04418A
15. [15]
  Tian, Y.; Cai, N.; Chen, Y.; Qian, S.; Huo, Y. Chin. J. Org. Chem. 2018, 38, 1085(in Chinese).
16. [16]
  Huang, Z.; Feng, H.; Zang X.; Iqbal, Z.; Zeng, H.; Kuang, D.; Wang, L.; Meier, H.; Cao, D. J. Mater. Chem. A 2014, 2, 15365. doi: 10.1039/C4TA02639J
17. [17]
  Huang, Z.; Hua, T.; Tian, J.; Wang, L.; Meier, H.; Cao, D. Dyes Pigm. 2016, 125, 229. doi: 10.1016/j.dyepig.2015.10.022
18. [18]
  Ni, J.; You, J.; Hung, W.; Kao, W.; Chou, H.; Lin, J. ACS Appl. Mater. Int. 2014, 6, 22612. doi: 10.1021/am5067145
19. [19]
  Richard, C.; Pan, Z.; Hsu, H.; Cekli, S.; Schanze, K.; Reynolds, J. ACS Appl. Mater. Int. 2014, 6, 5221. doi: 10.1021/am500535k
20. [20]
  Richard, C.; Pan, Z.; Parthasarathy, A.; Arroyave, F.; Estrada, L.; Schanzeb, K.; Reynolds, J. J. Mater. Chem. A 2014, 2, 9866. doi: 10.1039/c4ta01199f
21. [21]
  Huang, Z.; Zang, X.; Hua, T.; Wang, L.; Meier, H.; Cao, D. ACS Appl. Mater. Interfaces 2015, 7, 20418. doi: 10.1021/acsami.5b06404
22. [22]
  Ni, J.; Kao, W.; Chou, H.; Lin, J. ChemSusChem 2015, 8, 2932. doi: 10.1002/cssc.201500193
23. [23]
  Ni, J.; Chiu, T.; Kao, W.; Chou, H.; Su, C.; Lin, J. ACS Appl. Mater. Int. 2016, 8, 23066. doi: 10.1021/acsami.6b07346
24. [24]
  Lin, Y.; Zhan, X. Adv. Energy Mater. 2015, 5, 1501063. doi: 10.1002/aenm.201501063
25. [25]
  Dai, S.; Zhan, X. Acta Polym. Sinica 2017, 1706(in Chinese).
26. [26]
  Lin, Y.; Wang, J.; Zhang, Z.; Bai, H.; Li, Y.; Zhu, D.; Zhan, X. Adv. Mater. 2015, 27, 1170. doi: 10.1002/adma.201404317
27. [27]
  Yan, C.; Barlow, S.; Wang, Z.; Yan, H.; Jen, A.; Marder, S.; Zhan, X. Nat. Rev. Mater. 2018, 3, 18003. doi: 10.1038/natrevmats.2018.3
28. [28]
  Lin, Y.; Li, Y.; Zhan, X. Chem. Soc. Rev. 2012, 41, 4245. doi: 10.1039/c2cs15313k
29. [29]
  Lin, Y.; Zhan, X. Acc. Chem. Res. 2016, 49, 175. doi: 10.1021/acs.accounts.5b00363
30. [30]
  Lin, Y.; Zhang, Z.; Bai, H.; Wang, J.; Yao, Y.; Li, Y.; Zhu, D.; Zhan, X. Energy Environ. Sci. 2015, 8, 610. doi: 10.1039/C4EE03424D
31. [31]
  Yuan, J.; Huang, T.; Cheng, P.; Zou, Y.; Zhang, H.; Yang, J.; Chang, S.; Zhang, Z.; Huang, W.; Wang, R.; Meng, D.; Gao, F.; Yang, Y. Nat. Commun. 2019, 10, 570. doi: 10.1038/s41467-019-08386-9
32. [32]
  Feng, L.; Yuan J.; Zhang, Z.; Peng, H.; Zhang, Z.; Xu, S.; Liu, Y.; Li, Y.; Zou, Y. ACS Appl. Mater. Interfaces 2017, 9, 31985. doi: 10.1021/acsami.7b10995
33. [33]
  Luo, M.; Zhou, L.; Yuan, J.; Zhu C.; Cai, F.; Hai, J.; Zou, Y. J. Energy Chem. 2020, 42, 169. doi: 10.1016/j.jechem.2019.07.002
34. [34]
  Ma, X.; Luo, M.; Gao, W.; Yuan, J.; An, Q.; Zhang, M.; Hu, Z.; Gao, J.; Wang, J.; Zou, Y.; Yang, C.; Zhang, F. J. Mater. Chem. A 2019, 7, 7843. doi: 10.1039/C9TA01497G
35. [35]
  Dai, S.; Zhao, F.; Zhang, Q.; Lau, T.; Li, T.; Liu, K.; Ling, Q.; Wang, C.; Lu, X.; You, W.; Zhan, X. J. Am. Chem. Soc. 2017, 139, 1336. doi: 10.1021/jacs.6b12755
36. [36]
  Luo, M.; Zhu, C.; Yuan, J.; Zhou, L.; Keshtov, M.; Godovsky, D.; Zou, Y. Chin. Chem. Lett. 2019, 30, 2343. doi: 10.1016/j.cclet.2019.07.023
37. [37]
  Liu, S.; Yuan, J.; Deng, W.; Luo, M.; Xie, Y.; Liang, Q.; Zou, Y.; He, Z.; Wu, H.; Cao, Y. Nat. Photonics 2020, 14, 300.
38. [38]
  Yuan, J.; Zhang, Y.; Zhou, L.; Zhang, C.; Lau, T.; Zhang, G.; Lu, X.; Yip, H.; So, S.; Beaupré, S.; Mainville, M.; Johnson, P.; Leclerc, M.; Chen, H.; Peng, H.; Li, Y.; Zou, Y. Adv. Mater. 2019, 31, 1807577. doi: 10.1002/adma.201807577
39. [39]
  Yuan, J.; Zhang, Y.; Zhou, L.; Zhang, G.; Yip, H.; Lau, T.; Lu, X.; Zhu, C.; Peng, H.; Johnson, P.; Leclerc, M.; Cao, Y.; Ulanski, J.; Li, Y.; Zou, Y. Joule 2019, 3, 1140. doi: 10.1016/j.joule.2019.01.004
40. [40]
  Chen, H.; Hu, D.; Yang, Q.; Gao, J.; Fu, J.; Yang, K.; He, H.; Chen, S.; Kan, Z.; Duan, T.; Yang, C.; Ouyang, J.; Xiao, Z.; Sun, K.; Lu, S. Joule 2019, 3, 3034. doi: 10.1016/j.joule.2019.09.009
41. [41]
  Yue, Q.; Wu, H.; Zhou, Z.; Zhang, M.; Liu, F.; Zhu, X. Adv. Mater. 2019, 31, 1904283. doi: 10.1002/adma.201904283
42. [42]
  Fan, B.; Zhang, D.; Li, M.; Zhong, W.; Zeng, Z.; Ying, L.; Huang, F.; Cao, Y. Sci. China:Chem. 2019, 62, 746. doi: 10.1007/s11426-019-9457-5
43. [43]
  Cui, Y.; Yao, H.; Zhang, J.; Zhang, T.; Wang, Y.; Hong, L.; Xian, K.; Xu, B.; Zhang, S.; Peng, J.; Wei, Z.; Gao, F.; Hou, J. Nat. Commun. 2019, 10, 2515. doi: 10.1038/s41467-019-10351-5
44. [44]
  Wang, H.; Liu, T.; Zhou, J.; Mo, D.; Han, L.; Lai, H.; Chen, H.; Zheng, N.; Zhu, Y.; Xie, Z.; He, F. Adv. Sci. 2020, 7, 1903784. doi: 10.1002/advs.201903784
45. [45]
  Xu, X.; Feng, K.; Lee, Y.; Woo, H.; Zhang, G.; Peng, Q. Adv. Funct. Mater. 2020, 30, 1907570. doi: 10.1002/adfm.201907570
46. [46]
  Li, X.; Pan, M.; Lau, T.; Liu, W.; Li, K.; Yao, N.; Shen, F.; Huo, S.; Zhang, F.; Wu, Y.; Li, X.; Lu, X.; Yan, H.; Zhan, C. Chem. Mater. 2020, 32, 5182. doi: 10.1021/acs.chemmater.0c01245
47. [47]
  Jiang, K.; Wei, Q.; Lai, J.; Peng, Z.; Kim, H.; Yuan, J.; Ye, L.; Ade, H.; Zou, Y.; Yan, H. Joule 2019, 3, 3020. doi: 10.1016/j.joule.2019.09.010
48. [48]
  Luo, Z.; Sun, R.; Zhong, C.; Liu, T.; Zhang, G.; Zou, Y.; Jiao, X.; Min, J.; Yang, C. Sci. China:Chem. 2020, 63, 361. doi: 10.1007/s11426-019-9670-2
49. [49]
  Cui, Y.; Yao, H.; Hong, L.; Zhang, T.; Tang, Y.; Lin, B.; Xian, K.; Gao, B.; An, C.; Bi, P.; Ma, W.; Hou, J. Nat. Sci. Rev. 2019, nwz200.
50. [50]
  Chai, G.; Chang, Y.; Peng, Z.; Jia, Y.; Zou, X.; Yu, D.; Yu, H.; Chen, Y.; Chow, P.; Wong, K.; Zhang, J.; Ade, H.; Yang, L.; Zhan, C. Nano Energy 2020, 76, 105087. doi: 10.1016/j.nanoen.2020.105087
51. [51]
  Zhou, Z.; Liu, W.; Zhou, G.; Zhang, M.; Qian, D.; Zhang, J.; Chen, S.; Xu, S.; Yang, C.; Gao, F.; Zhu, H.; Liu, F.; Zhu, X. Adv. Mater. 2020, 32, 1906324. doi: 10.1002/adma.201906324
52. [52]
  Gao, J.; Gao, W.; Ma, X.; Hu, Z.; Xu, C.; Wang, X.; An, Q.; Yang, C.; Zhang, X.; Zhang, F. Energy Environ. Sci. 2020, 13, 958. doi: 10.1039/C9EE04020J
53. [53]
  Lai, H.; Chen, H.; Zhu, Y.; Chen, L.; Huang, H.; He, F. J. Mater. Chem. A 2020, 8, 96706.
54. [54]
  Luo, Z.; Ma, R.; Liu, T.; Yu, J.; Xiao, Y.; Sun, R.; Xie, G.; Yuan, Y.; Chen, Y.; Chen, K.; Chai, G.; Sun, H; Min, J.; Zhang, J.; Zou, Y.; Yang, C.; Lu, X.; Gao, F.; Yan, H. Joule 2020, 4, 1236. doi: 10.1016/j.joule.2020.03.023
55. [55]
  Sun, C.; Qin, S.; Wang, R.; Chen, S.; Pan, F.; Qiu, B.; Shang, Z.; Meng, L.; Zhang, C.; Xiao, M.; Yang, C.; Li, Y. J. Am. Chem. Soc. 2020, 142, 1465.
56. [56]
  Yang, C.; Zhang, S.; Ren, J.; Gao, M.; Bi, P.; Ye, L.; Hou, J. Energy Environ. Sci. 2020, 13, 2864.
57. [57]
  Best Research-Cell Efficiency Chart, [2020-03-11] https://www.nrel.gov/pv/cell-efficiency.html.
58. [58]
  Zhao, X.; Quan, Y.; Pan, H.; Li, Q.; Shen, Y.; Huang, Z.; Wang, M. J. Energy Chem. 2019, 32, 85.
59. [59]
  Ye, X.; Zhao, X.; Li, Q.; Ma, Y.; Song, W.; Quan, Y.; Wang, Z.; Wang, M.; Huang, Z. Dyes Pigm. 2019, 164, 407.
60. [60]
  Tu, B.; Wang, Y.; Chen, W.; Liu, B.; Feng, X.; Zhu, Y.; Yang, K.; Zhang, Z.; Shi, Y.; Guo, X.; Li, H.; Tang, Z.; Djurišić, A.; He, Z. ACS Appl. Mater. Interfaces 2019, 11, 48556.
1. [1]
  Yixuan Gao , Lingxing Zan , Wenlin Zhang , Qingbo Wei . Comprehensive Innovation Experiment: Preparation and Characterization of Carbon-based Perovskite Solar Cells. University Chemistry, 2024, 39(4): 178-183. doi: 10.3866/PKU.DXHX202311091
2. [2]
  Rui Li , Huan Liu , Yinan Jiao , Shengjian Qin , Jie Meng , Jiayu Song , Rongrong Yan , Hang Su , Hengbin Chen , Zixuan Shang , Jinjin Zhao . 卤化物钙钛矿的单双向离子迁移. Acta Physico-Chimica Sinica, 2024, 40(11): 2311011-. doi: 10.3866/PKU.WHXB202311011
3. [3]
  Yikai Wang , Xiaolin Jiang , Haoming Song , Nan Wei , Yifan Wang , Xinjun Xu , Cuihong Li , Hao Lu , Yahui Liu , Zhishan Bo . 氰基修饰的苝二酰亚胺衍生物作为膜厚不敏感型阴极界面材料用于高效有机太阳能电池. Acta Physico-Chimica Sinica, 2025, 41(3): 2406007-. doi: 10.3866/PKU.WHXB202406007
4. [4]
  Pengyu Dong , Yue Jiang , Zhengchi Yang , Licheng Liu , Gu Li , Xinyang Wen , Zhen Wang , Xinbo Shi , Guofu Zhou , Jun-Ming Liu , Jinwei Gao . NbSe₂纳米片优化钙钛矿太阳能电池的埋底界面. Acta Physico-Chimica Sinica, 2025, 41(3): 2407025-. doi: 10.3866/PKU.WHXB202407025
5. [5]
  Nengmin ZHU , Wenhao ZHU , Xiaoyao YIN , Songzhi ZHENG , Hao LI , Zeyuan WANG , Wenhao WEI , Xuanheng CHEN , Weihai SUN . Preparation of high-performance CsPbBr₃ perovskite solar cells by the aqueous solution solvent method. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1131-1140. doi: 10.11862/CJIC.20240419
6. [6]
  Zhifang SU , Zongjie GUAN , Yu FANG . Process of electrocatalytic synthesis of small molecule substances by porous framework materials. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2373-2395. doi: 10.11862/CJIC.20240290
7. [7]
  Xinxin JING , Weiduo WANG , Hesu MO , Peng TAN , Zhigang CHEN , Zhengying WU , Linbing SUN . Research progress on photothermal materials and their application in solar desalination. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1033-1064. doi: 10.11862/CJIC.20230371
8. [8]
  Zeyuan WANG , Songzhi ZHENG , Hao LI , Jingbo WENG , Wei WANG , Yang WANG , Weihai SUN . Effect of I₂ interface modification engineering on the performance of all-inorganic CsPbBr₃ perovskite solar cells. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1290-1300. doi: 10.11862/CJIC.20240021
9. [9]
  Jizhou Liu , Chenbin Ai , Chenrui Hu , Bei Cheng , Jianjun Zhang . 六氯锡酸铵促进钙钛矿太阳能电池界面电子转移及其飞秒瞬态吸收光谱研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2402006-. doi: 10.3866/PKU.WHXB202402006
10. [10]
  Yipeng Zhou , Chenxin Ran , Zhongbin Wu . Metacognitive Enhancement in Diversifying Ideological and Political Education within Graduate Course: A Case Study on “Solar Cell Performance Enhancement Technology”. University Chemistry, 2024, 39(6): 151-159. doi: 10.3866/PKU.DXHX202312096
11. [11]
  Xiaoyao YIN , Wenhao ZHU , Puyao SHI , Zongsheng LI , Yichao WANG , Nengmin ZHU , Yang WANG , Weihai SUN . Fabrication of all-inorganic CsPbBr₃ perovskite solar cells with SnCl₂ interface modification. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 469-479. doi: 10.11862/CJIC.20240309
12. [12]
  Mingxuan Qi , Lanyu Jin , Honghe Yao , Zipeng Xu , Teng Cheng , Qi Chen , Cheng Zhu , Yang Bai . 钙钛矿太阳能电池在反向偏压下的电学失效及稳定性研究进展. Acta Physico-Chimica Sinica, 2025, 41(8): 100088-. doi: 10.1016/j.actphy.2025.100088
13. [13]
  Fugui XI , Du LI , Zhourui YAN , Hui WANG , Junyu XIANG , Zhiyun DONG . Functionalized zirconium metal-organic frameworks for the removal of tetracycline from water. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 683-694. doi: 10.11862/CJIC.20240291
14. [14]
  Kun Rong , Cuilian Wen , Jiansen Wen , Xiong Li , Qiugang Liao , Siqing Yan , Chao Xu , Xiaoliang Zhang , Baisheng Sa , Zhimei Sun . Hierarchical MoS₂/Ti₃C₂T_x heterostructure with excellent photothermal conversion performance for solar-driven vapor generation. Acta Physico-Chimica Sinica, 2025, 41(6): 100053-. doi: 10.1016/j.actphy.2025.100053
15. [15]
  Shicheng Yan . Experimental Teaching Design for the Integration of Scientific Research and Teaching: A Case Study on Organic Electrooxidation. University Chemistry, 2024, 39(11): 350-358. doi: 10.12461/PKU.DXHX202408036
16. [16]
  Chao Liu , Huan Yu , Jiaming Li , Xi Yu , Zhuangzhi Yu , Yuxi Song , Feng Zhang , Qinfang Zhang , Zhigang Zou . Facile synthesis of hierarchical Ti₃C₂/Bi₁₂O₁₇Br₂ Schottky heterojunction with photothermal effect for solar-driven antibiotics photodegradation. Acta Physico-Chimica Sinica, 2025, 41(7): 100075-. doi: 10.1016/j.actphy.2025.100075
17. [17]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
18. [18]
  Zheqi Wang , Yawen Lin , Shunliu Deng , Huijun Zhang , Jinmei Zhou . Antiviral Strategies: A Brief Review of the Development History of Small Molecule Antiviral Drugs. University Chemistry, 2024, 39(9): 85-93. doi: 10.12461/PKU.DXHX202403108
19. [19]
  Yuanyin Cui , Jinfeng Zhang , Hailiang Chu , Lixian Sun , Kai Dai . Rational Design of Bismuth Based Photocatalysts for Solar Energy Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2405016-. doi: 10.3866/PKU.WHXB202405016
20. [20]
  Yifeng Xu , Jiquan Liu , Bin Cui , Yan Li , Gang Xie , Ying Yang . “Xiao Li’s School Adventures: The Working Principles and Safety Risks of Lithium-ion Batteries”. University Chemistry, 2024, 39(9): 259-265. doi: 10.12461/PKU.DXHX202404009

Get Citation

PDF

XML

Metrics

PDF Downloads(131)
Abstract views(5929)
HTML views(1415)

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