Subscribe to RSS
DOI: 10.1055/s-0039-3402049
Nonfullerene Small-Molecule Acceptors with Extended Optical Absorption Based on the “Spliced” Strategy for Organic Solar Cells
Funding Informationt The authors are deeply grateful to the National Natural Science Foundation of China (51573205 and 51773220) and the Youth Innovation Promotion Association CAS (2019215), for financial support.Publication History
Received: 29 September 2019
Accepted after revision: 12 November 2019
Publication Date:
20 December 2019 (online)
Abstract
How to broaden the optical absorption of photovoltaic materials is one of the key issues in the design of high-performance organic solar cells. Nowadays, the sunlight of 400–550 nm wavelength range is not effectively utilized for most small-molecule nonfullerene acceptors. In this work, we proposed the “spliced” strategy of combining the acceptor–donor–acceptor type narrow band-gap small molecules and wide-band-gap perylene diimide (PDI) moieties via a flexible alkyl chain linkage, which could give the superposition effect of the absorption spectra, and three small-molecule acceptors ([S1], [S2], and [S3]) were designed based on various end-capping groups with different electron withdrawing abilities. Encouragingly, the as-constructed molecules can well make use of 400–550 nm sunlight with two independent absorption regions. Meanwhile, the aggregation of [S1] with a highly planar end-capping group was dominated by both the PDI unit and main skeleton, while [S2] and [S3] exhibited PDI-controlled aggregation. When fabricated into organic solar cells, [S1]-based devices achieved a superior efficiency of 3.41% in comparison with those of the other two. The poor photovoltaic performance could be attributed to severe PDI aggregation, which can hinder the charge transfer through the main skeletons. This work could provide a new perspective to modulate optical absorption through the spliced strategy.
Key words
Organic solar cells - nonfullerene acceptor - spliced strategy - optical absorption - aggregationSupporting Information
Supporting information for this article is available online at https://doi.org/10.1055/s-0039-3402049.
-
References
- 1 Meng L, Zhang Y, Wan X, Li C, Zhang X, Wang Y, Ke X, Xiao Z, Ding L, Xia R, Yip H-L, Cao Y, Chen Y. Science 2018; 361: 1094
- 2 Yuan J, Zhang Y, Zhou L, Zhang G, Yip HL, Lau TK, Lu X, Zhu C, Peng H, Johnson PA, Leclerc M, Cao Y, Ulanski J, Li Y, Zou Y. Joule 2019; 3: 1140
- 3 Hou J, Inganäs O, Friend RH, Gao F. Nat. Mater. 2018; 17: 119
- 4 Liang Z, Tong J, Li H, Wang Y, Wang N, Li J, Yang C, Xia Y. J. Mater. Chem. A 2019; 7: 15841
- 5 Yan C, Barlow S, Wang Z, Yan H, Jen AKY, Marder SR, Zhan X. Nat. Rev. Mater. 2018; 3: 18003
- 6 Lin Y, Wang J, Zhang ZG. Adv. Mater. 2015; 27: 1170
- 7 Liang Z, Tong J, Li H, Wang Y, Wang N, Li J, Yang C, Xia Y. J. Mater. Chem. A 2019; 7: 15841
- 8 Liu F, Zhou Z, Zhang C, Vergote T, Fan H, Liu F, Zhu X. J. Am. Chem. Soc. 2016; 138: 15523
- 9 Liu F, Zhou Z, Zhang C, Zhang J, Hu Q, Vergote T, Liu F, Russell TP, Zhu X. Adv. Mater. 2017; 29: 1606574
- 10 Wang X, Du Z, Dou K, Jiang H, Gao C, Han L, Yang R. Adv. Energy Mater. 2019; 9: 1802530
- 11 Li Y. Acc. Chem. Res. 2012; 45: 723
- 12 Huang W, Cheng P, Yang YM, Li G, Yang Y. Adv. Mater. 2018; 30: 1705706
- 13 Li T, Dai S, Ke Z, Yang L, Wang J, Yan C, Ma W, Zhan X. Adv. Mater. 2018; 30: 1705969
- 14 Wang W, Yan C, Lau TK, Wang J, Liu K, Fan Y, Lu X, Zhan X. Adv. Mater. 2017; 29: 1606574
- 15 Yao Z, Liao X, Gao K, Lin F, Xu X, Shi X, Zou L, Liu F, Chen Y, Jen AK. J. Am. Chem. Soc. 2018; 140: 2054
- 16 Chen FX, Xu JQ, Liu ZX, Chen M, Xia R, Yang Y, Lau TK, Zhang Y, Lu X, Yip HL, Jen AK, Chen H, Li CZ. Adv. Mater. 2018; 30: 1803769
- 17 Xiao B, Tang A, Zhang J, Mahmood A, Wei Z, Zhou E. Adv. Energy Mater. 2017; 7: 1602269
- 18 Lin Y, He Q, Zhao F, Huo L, Mai J, Lu X, Su CJ, Li T, Wang J, Zhu J, Sun Y, Wang C, Zhan X. J. Am. Chem. Soc. 2016; 138: 2973
- 19 Lin Y, Zhang Z-G, Bai H, Wang J, Yao Y, Li Y, Zhu D, Zhan X. Energy Environ. Sci. 2015; 8: 610
- 20 Xiao Z, Jia X, Li D, Wang S, Geng X, Liu F, Chen J, Yang S, Russell TP, Ding L. Sci. Bull. 2017; 62: 1494
- 21 Xue P, Xiao Y, Li T, Dai S, Jia B, Liu K, Wang J, Lu X, Han RPS, Zhan X. J. Mater. Chem. A 2018; 6: 24210
- 22 Yao H, Cui Y, Yu R, Gao B, Zhang H, Hou J. Angew. Chem. Int. Ed. 2017; 56: 3045
- 23 Zhao W, Li S, Yao H, Zhang S, Zhang Y, Yang B, Hou J. J. Am. Chem. Soc. 2017; 139: 7148
- 24 Liao SH, Jhuo HJ, Cheng YS, Chen SA. Adv. Mater. 2013; 25: 4766
- 25 Zhao W, Qian D, Zhang S, Li S, Inganas O, Gao F, Hou J. Adv. Mater. 2016; 28: 4734
- 26 Qian D, Ye L, Zhang M, Liang Y, Li L, Huang Y, Guo X, Zhang S, Tan Za, Hou J. Macromolecules 2012; 45: 9611
- 27 Liu T, Guo Y, Yi Y, Huo L, Xue X, Sun X, Fu H, Xiong W, Meng D, Wang Z, Liu F, Russell TP, Sun Y. Adv. Mater. 2016; 28: 10008
- 28 Sun D, Meng D, Cai Y, Fan B, Li Y, Jiang W, Huo L, Sun Y, Wang Z. J. Am. Chem. Soc. 2015; 137: 11156
- 29 Zhang J, Li Y, Huang J, Hu H, Zhang G, Ma T, Chow PCY, Ade H, Pan D, Yan H. J. Am. Chem. Soc. 2017; 139: 16092
- 30 Liu X, Du X, Wang J, Duan C, Tang X, Heumueller T, Liu G, Li Y, Wang Z, Wang J, Liu F, Li N, Brabec CJ, Huang F, Cao Y. Adv. Energy Mater. 2018; 8: 1801699
- 31 Liu Z, Wu Y, Zhang Q, Gao X. J. Mater. Chem. A 2016; 4: 17604
- 32 Liang N, Meng D, Ma Z, Kan B, Meng X, Zheng Z, Jiang W, Li Y, Wan X, Hou J, Ma W, Chen Y, Wang Z. Adv. Energy Mater. 2017; 7: 1601664
- 33 Tang A, Xiao B, Wang Y, Gao F, Tajima K, Bin H, Zhang ZG, Li Y, Wei Z, Zhou E. Adv. Funct. Mater. 2018; 28: 1704507
- 34 Tang A, Xiao B, Chen F, Zhang J, Wei Z, Zhou E. Adv. Energy Mater. 2018; 8: 1801582
- 35 Tang A, Song W, Xiao B, Guo J, Min J, Ge Z, Zhang J, Wei Z, Zhou E. Chem. Mater. 2019; 31: 3941
- 36 Ni W, Wan X, Li M, Wang Y, Chen Y. Chem. Commun. 2015; 51: 4936
- 37 Luo Z, Liu T, Chen Z, Xiao Y, Zhang G, Huo L, Zhong C, Lu X, Yan H, Sun Y, Yang C. Adv. Sci. 2019; 6: 1802065
- 38 Zhang X, Jiang B, Zhang X, Tang A, Huang J, Zhan C, Yao J. J. Phys. Chem. C 2014; 118: 24212
- 39 Lai W, Li C, Zhang J, Yang F, Colberts FJM, Guo B, Wang QM, Li M, Zhang RA, Janssen J, Zhang M, Li W. Chem. Mater. 2017; 29: 7073
- 40 Zhu D, Bao X, Ouyang D, Wang J, Yuan X, Wang Q, Zhou D, Wen S, Yang R. Nano Energy 2017; 40: 495
- 41 Zhang J, Bai F, Li Y, Hu H, Liu B, Zou X, Yu H, Huang J, Pan D, Ade H, Yan H. J. Mater. Chem. A 2019; 7: 8136
- 42 Li J, Liang Z, Wang Y, Li H, Tong J, Bao X, Xia Y. J. Mater. Chem. C 2018; 6: 11015
- 43 Uddin MA, Lee TH, Xu S, Park SY, Kim T, Song S, Nguyen TL, Ko SJ, Hwang S, Kim JY, Woo HY. Chem. Mater. 2015; 27: 5997
- 44 Wang Y, Liang Z, Li X, Qin J, Ren M, Yang C, Bao X, Xia Y, Li J. J. Mater. Chem. C 2019; 7: 11152
- 45 Zhu D, Wang Q, Wang Y, Bao X, Qiu M, Shahid B, Li Y, Yang R. Chem. Mater. 2018; 30: 4639