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CC BY-NC-ND 4.0 · Organic Materials 2019; 01(01): 071-077
DOI: 10.1055/s-0039-3402049
Original Article
The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/). (2019) The Author(s).

Nonfullerene Small-Molecule Acceptors with Extended Optical Absorption Based on the “Spliced” Strategy for Organic Solar Cells

Di Zhou
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
b   Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing, China
,
Zhilin Liu
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
c   College of Materials Science and Engineering, Qingdao University of Science and Technology, Qingdao, China
,
Dangqiang Zhu 
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
,
Xiyue Yuan
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
b   Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing, China
,
Xichang Bao
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
,
Renqiang Yang 
a   Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
› Institutsangaben 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.
Weitere Informationen

Publikationsverlauf

Received: 29. September 2019

Accepted after revision: 12. November 2019

Publikationsdatum:
20. Dezember 2019 (online)

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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 - aggregation

Supporting Information

Supporting information for this article is available online at https://doi.org/10.1055/s-0039-3402049.


Supporting Information

 

  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 3 Hou J, Inganäs O, Friend RH, Gao F. Nat. Mater. 2018; 17: 119
    CrossrefPubMed
  • 4 Liang Z, Tong J, Li H, Wang Y, Wang N, Li J, Yang C, Xia Y. J. Mater. Chem. A 2019; 7: 15841
    CrossrefPubMed
  • 5 Yan C, Barlow S, Wang Z, Yan H, Jen AKY, Marder SR, Zhan X. Nat. Rev. Mater. 2018; 3: 18003
    CrossrefPubMed
  • 6 Lin Y, Wang J, Zhang ZG. Adv. Mater. 2015; 27: 1170
    CrossrefPubMed
  • 7 Liang Z, Tong J, Li H, Wang Y, Wang N, Li J, Yang C, Xia Y. J. Mater. Chem. A 2019; 7: 15841
    CrossrefPubMed
  • 8 Liu F, Zhou Z, Zhang C, Vergote T, Fan H, Liu F, Zhu X. J. Am. Chem. Soc. 2016; 138: 15523
    CrossrefPubMed
  • 9 Liu F, Zhou Z, Zhang C, Zhang J, Hu Q, Vergote T, Liu F, Russell TP, Zhu X. Adv. Mater. 2017; 29: 1606574
    CrossrefPubMed
  • 10 Wang X, Du Z, Dou K, Jiang H, Gao C, Han L, Yang R. Adv. Energy Mater. 2019; 9: 1802530
    CrossrefPubMed
  • 11 Li Y. Acc. Chem. Res. 2012; 45: 723
    CrossrefPubMed
  • 12 Huang W, Cheng P, Yang YM, Li G, Yang Y. Adv. Mater. 2018; 30: 1705706
    CrossrefPubMed
  • 13 Li T, Dai S, Ke Z, Yang L, Wang J, Yan C, Ma W, Zhan X. Adv. Mater. 2018; 30: 1705969
    CrossrefPubMed
  • 14 Wang W, Yan C, Lau TK, Wang J, Liu K, Fan Y, Lu X, Zhan X. Adv. Mater. 2017; 29: 1606574
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 17 Xiao B, Tang A, Zhang J, Mahmood A, Wei Z, Zhou E. Adv. Energy Mater. 2017; 7: 1602269
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 19 Lin Y, Zhang Z-G, Bai H, Wang J, Yao Y, Li Y, Zhu D, Zhan X. Energy Environ. Sci. 2015; 8: 610
    CrossrefPubMed
  • 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
    PubMed
  • 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
    CrossrefPubMed
  • 22 Yao H, Cui Y, Yu R, Gao B, Zhang H, Hou J. Angew. Chem. Int. Ed. 2017; 56: 3045
    CrossrefPubMed
  • 23 Zhao W, Li S, Yao H, Zhang S, Zhang Y, Yang B, Hou J. J. Am. Chem. Soc. 2017; 139: 7148
    CrossrefPubMed
  • 24 Liao SH, Jhuo HJ, Cheng YS, Chen SA. Adv. Mater. 2013; 25: 4766
    CrossrefPubMed
  • 25 Zhao W, Qian D, Zhang S, Li S, Inganas O, Gao F, Hou J. Adv. Mater. 2016; 28: 4734
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 31 Liu Z, Wu Y, Zhang Q, Gao X. J. Mater. Chem. A 2016; 4: 17604
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 34 Tang A, Xiao B, Chen F, Zhang J, Wei Z, Zhou E. Adv. Energy Mater. 2018; 8: 1801582
    CrossrefPubMed
  • 35 Tang A, Song W, Xiao B, Guo J, Min J, Ge Z, Zhang J, Wei Z, Zhou E. Chem. Mater. 2019; 31: 3941
    CrossrefPubMed
  • 36 Ni W, Wan X, Li M, Wang Y, Chen Y. Chem. Commun. 2015; 51: 4936
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 38 Zhang X, Jiang B, Zhang X, Tang A, Huang J, Zhan C, Yao J. J. Phys. Chem. C 2014; 118: 24212
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 40 Zhu D, Bao X, Ouyang D, Wang J, Yuan X, Wang Q, Zhou D, Wen S, Yang R. Nano Energy 2017; 40: 495
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 42 Li J, Liang Z, Wang Y, Li H, Tong J, Bao X, Xia Y. J. Mater. Chem. C 2018; 6: 11015
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 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
    CrossrefPubMed
  • 45 Zhu D, Wang Q, Wang Y, Bao X, Qiu M, Shahid B, Li Y, Yang R. Chem. Mater. 2018; 30: 4639
    CrossrefPubMed