A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low <italic style="font-style: italic">E</italic><sub>loss</sub>

Hongbin Chen; Xiangjian Cao; Xiaoyun Xu; Chenxi Li; Xiangjian Wan; Zhaoyang Yao; Yongsheng Chen

doi:10.1007/s10118-022-2730-4

Your Location：

Home >

Browse articles >

A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss

RESEARCH ARTICLE | Updated：2022-07-21

- A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss
- A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss
- Chinese Journal of Polymer Science 2022年40卷第8期页码：921-927
- Affiliations：
  
  a.State Key Laboratory and Institute of Elemento-Organic Chemistry, The Centre of Nanoscale Science and Technology and Key Laboratory of Functional Polymer Materials, Renewable Energy Conversion and Storage Center (RECAST), College of Chemistry, Nankai University, Tianjin 300071, China
  b.State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, Center for Advanced Low-dimension Materials, College of Materials Science and Engineering, Donghua University, Shanghai 201620, China
- Author bio：
  
  yschen99@nankai.edu.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 21935007, 52025033 and 51873089) and Ministry of Science and Technology (No. 2019YFA0705900) of China, Tianjin city (No. 20JCZDJC00740) and 111 Project (No. B12015). We also acknowledge the GIWAXS measurements provided by Prof Zhixiang Wei at the National Center for Nanoscience and Technology, CAS, Beijing 100190, China. All the theoretical calculations were performed on National Supercomputer Center in Guangzhou.
- DOI：10.1007/s10118-022-2730-4
  中图分类号：
- 收稿：2022-02-03，
  
  修回：2022-2-28，
  
  录用：2022-3-7，
  
  网络首发：2022-06-06，
  
  纸质出版：2022-08-01
- Accepted：
Scan QR Code
Chen, H.; Cao, X.; Xu, X.; Li, C.; Wan, X.; Yao, Z.; Chen, Y. A low reorganization energy and two-dimensional acceptor with four end units for organic solar cells with low E_loss. Chinese J. Polym. Sci. 2022, 40, 921–927 DOI: 10.1007/s10118-022-2730-4.

Hongbin Chen, Xiangjian Cao, Xiaoyun Xu, et al. A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss[J]. Chinese Journal of Polymer Science, 2022, 40(8): 921-927. DOI: 10.1007/s10118-022-2730-4.
Chen, H.; Cao, X.; Xu, X.; Li, C.; Wan, X.; Yao, Z.; Chen, Y. A low reorganization energy and two-dimensional acceptor with four end units for organic solar cells with low E_loss. Chinese J. Polym. Sci. 2022, 40, 921–927 DOI: 10.1007/s10118-022-2730-4. DOI：

Hongbin Chen, Xiangjian Cao, Xiaoyun Xu, et al. A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss[J]. Chinese Journal of Polymer Science, 2022, 40(8): 921-927. DOI: 10.1007/s10118-022-2730-4. DOI：

摘要

A novel two-dimensional A-D-A acceptor named as CH8 with four electron-withdrawing end units has an extremely low electron reorganization energy of 98 meV. When blended with PM6

a considerate PCE of 9.37%

along with a high Voc 0.889 V and low Eloss below 0.6 eV is achieved.

Abstract

A novel two-dimensional A-D-A acceptor named as

CH8

with four electron-withdrawing end units has been successfully designed and synthesized. The enlarged conjugation in two directions renders

CH8

exhibit an extremely low electron reorganization energy of 98 meV

which makes

CH8

a potential candidate for outstanding organic semiconductor material. When blended with

PM6

a considerate power conversion efficiency of 9.37% along with a high open-circuit voltage (

) 0.889 V and low energy loss (

loss

) below 0.6 eV is achieved. These results indicate that the two-dimensional A-D-A molecule with four electron-withdrawing end units is an effective molecular design strategy to achieve lower voltage loss and also possible high performance for organic photovoltaics if ideal morphology could be achieved.

关键词

Keywords

references

Chen, H.; Zhang, R.; Chen, X.; Zeng, G.; Kobera, L.; Abbrent, S.; Zhang, B.; Chen, W.; Xu, G.; Oh, J.; Kang, S . H.; Chen, S.; Yang, C.; Brus, J.; Hou, J.; Gao, F.; Li, Y.; Li, Y. A guest-assisted molecular-organization approach for >17% efficiency organic solar cells using environmentally friendly solvents . Nat. Energy , 2021 . 6 1045 - 1053 . DOI: 10.1038/s41560-021-00923-5 http://doi.org/10.1038/s41560-021-00923-5 .

Hu, Z.; Wang, J.; Ma, X.; Gao, J.; Xu, C.; Yang, K.; Wang, Z.; Zhang, J.; Zhang, F . A critical review on semitransparent organic solar cells . Nano Energy , 2020 . 78 105376 DOI: 10.1016/j.nanoen.2020.105376 http://doi.org/10.1016/j.nanoen.2020.105376 .

Liu, S.; Chen, D.; Hu, X.; Xing, Z.; Wan, J.; Zhang, L.; Tan, L.; Zhou, W.; Chen, Y . Printable and large-area organic solar cells enabled by a ternary pseudo-planar heterojunction strategy . Adv. Funct. Mater. , 2020 . 30 2003223 DOI: 10.1002/adfm.202003223 http://doi.org/10.1002/adfm.202003223 .

Song, W.; Liu, Y.; Fanady, B.; Han, Y.; Xie, L.; Chen, Z.; Yu, K.; Peng, X.; Zhang, X.; Ge, Z . Ultra-flexible light-permeable organic solar cells for the herbal photosynthetic growth . Nano Energy , 2021 . 86 106044 DOI: 10.1016/j.nanoen.2021.106044 http://doi.org/10.1016/j.nanoen.2021.106044 .

Chai, G.; Chang, Y.; Zhang, J.; Xu, X.; Yu, L.; Zou, X.; Li, X.; Chen, Y.; Luo, S.; Liu, B.; Bai, F.; Luo, Z.; Yu, H.; Liang, J.; Liu, T.; Wong, K. S.; Zhou, H.; Peng, Q.; Yan, H . Fine-tuning of side-chain orientations on nonfullerene acceptors enables organic solar cells with 17. 7% efficiency . Energy Environ. Sci. , 2021 . 14 3469 - 3479 . DOI: 10.1039/D0EE03506H http://doi.org/10.1039/D0EE03506H .

Li, W.; Liu, D.; Wang, T . Stability of non-fullerene electron acceptors and their photovoltaic devices . Adv. Funct. Mater. , 2021 . 31 2104552 DOI: 10.1002/adfm.202104552 http://doi.org/10.1002/adfm.202104552 .

Wan, X.; Li, C.; Zhang, M.; Chen, Y . Acceptor–donor–acceptor type molecules for high performance organic photovoltaics—chemistry and mechanism . Chem. Soc. Rev. , 2020 . 49 2828 - 2842 . DOI: 10.1039/D0CS00084A http://doi.org/10.1039/D0CS00084A .

Lin, Y.; Wang, J.; Zhang, Z. G.; Bai, H.; Li, Y.; Zhu, D.; Zhan, X . An electron acceptor challenging fullerenes for efficient polymer solar cells . Adv. Mater. , 2015 . 27 1170 - 1174 . DOI: 10.1002/adma.201404317 http://doi.org/10.1002/adma.201404317 .

Yao, H.; Cui, Y.; Yu, R.; Gao, B.; Zhang, H.; Hou, J . Design, synthesis, and photovoltaic characterization of a small molecular acceptor with an ultra-narrow band gap . Angew. Chem. Int. Ed. , 2017 . 56 3045 - 3049 . DOI: 10.1002/anie.201610944 http://doi.org/10.1002/anie.201610944 .

Ke, X.; Meng, L.; Wan, X.; Li, M.; Sun, Y.; Guo, Z.; Wu, S.; Zhang, H.; Li, C.; Chen, Y . The rational and effective design of nonfullerene acceptors guided by a semi-empirical model for an organic solar cell with an efficiency over 15% . J. Mater. Chem. A , 2020 . 8 9726 - 9732 . DOI: 10.1039/D0TA03087B http://doi.org/10.1039/D0TA03087B .

Qiu, N.; Zhang, H.; Wan, X.; Li, C.; Ke, X.; Feng, H.; Kan, B.; Zhang, H.; Zhang, Q.; Lu, Y.; Chen, Y . A new nonfullerene electron acceptor with a ladder type backbone for high-performance organic solar cells . Adv. Mater. , 2017 . 29 1604964 DOI: 10.1002/adma.201604964 http://doi.org/10.1002/adma.201604964 .

Li, C.; Zhou, J.; Song, J.; Xu, J.; Zhang, H.; Zhang, X.; Guo, J.; Zhu, L.; Wei, D.; Han, G.; Min, J.; Zhang, Y.; Xie, Z.; Yi, Y.; Yan, H.; Gao, F.; Liu, F.; Sun, Y . Non-fullerene acceptors with branched side chains and improved molecular packing to exceed 18% efficiency in organic solar cells . Nat. Energy , 2021 . 6 605 - 613 . DOI: 10.1038/s41560-021-00820-x http://doi.org/10.1038/s41560-021-00820-x .

Yuan, J.; Zhang, Y.; Zhou, L.; Zhang, G.; Yip, H. L.; Lau, T. K.; Lu, X.; Zhu, C.; Peng, H.; Johnson, P . A.; Leclerc, M.; Cao, Y.; Ulanski, J.; Li, Y.; Zou, Y. Single-junction organic solar cell with over 15% efficiency using fused-ring acceptor with electron-deficient core . Joule , 2019 . 3 1140 - 1151 . DOI: 10.1016/j.joule.2019.01.004 http://doi.org/10.1016/j.joule.2019.01.004 .

Cui, Y.; Xu, Y.; Yao, H.; Bi, P.; Hong, L.; Zhang, J.; Zu, Y.; Zhang, T.; Qin, J.; Ren, J.; Chen, Z.; He, C.; Hao, X.; Wei, Z.; Hou, J . Single-junction organic photovoltaic cell with 19% efficiency . Adv. Mater. , 2021 . 33 2102420 DOI: 10.1002/adma.202102420 http://doi.org/10.1002/adma.202102420 .

Chen, H.; Zou, Y.; Liang, H.; He, T.; Xu, X.; Zhang, Y.; Ma, Z.; Wang, J.; Zhang, M.; Li, Q.; Li, C.; Long, G.; Wan, X.; Yao, Z.; Chen, Y. . Lowing the energy loss oforganic solar cells by molecular packing engineering via multiple molecular conjugation extension . Sci. China Chem. , 2022 . 65 https://doi.org/10.1007/s11426-022-1264-y DOI: https://doi.org/10.1007/s11426-022-1264-y http://doi.org/https://doi.org/10.1007/s11426-022-1264-y .

Cai, G.; Wang, W.; Zhou, J.; Xiao, Y.; Liu, K.; Xie, Z.; Lu, X.; Lian, J.; Zeng, P.; Wang, Y.; Zhan, X . Comparison of linear- and star-shaped fused-ring electron acceptors . ACS Mater. Lett. , 2019 . 1 367 - 374 . DOI: 10.1021/acsmaterialslett.9b00253 http://doi.org/10.1021/acsmaterialslett.9b00253 .

Li, S.; Liu, W.; Shi, M.; Mai, J.; Lau, T.-K.; Wan, J.; Lu, X.; Li, C. Z.; Chen, H . A spirobifluorene and diketopyrrolopyrrole moieties based non-fullerene acceptor for efficient and thermally stable polymer solar cells with high open-circuit voltage . Energy Environ. Sci. , 2016 . 9 604 - 610 . DOI: 10.1039/C5EE03481G http://doi.org/10.1039/C5EE03481G .

Liu, D.; Wang, T.; Chang, Z.; Zheng, N.; Xie, Z.; Liu, Y . Fused or unfused? Two-dimensional non-fullerene acceptors for efficient organic solar cells . J. Mater. Chem. A , 2021 . 9 2319 - 2324 . DOI: 10.1039/D0TA10901K http://doi.org/10.1039/D0TA10901K .

Qian, D.; Ye, L.; Zhang, M.; Liang, Y.; Li, L.; Huang, Y.; Guo, X.; Zhang, S.; Tan, Z. A.; Hou, J . Design, application, and morphology study of a new photovoltaic polymer with strong aggregation in solution state . Macromolecules , 2012 . 45 9611 - 9617 . DOI: 10.1021/ma301900h http://doi.org/10.1021/ma301900h .

Li, S.; Zhang, Y.; Mei, S.; Kong, X.; Yang, M.; Hu, Z.; Wu, W.; He, J.; Tan, H . A molecular engineering strategy of phenylamine-based zinc-porphyrin dyes for dye-sensitized solar cells: synthesis, characteristics, and structure-performance relationships . ACS Appl. Energy Mater. , 2021 . 4 9267 - 9275 . DOI: 10.1021/acsaem.1c01509 http://doi.org/10.1021/acsaem.1c01509 .

Swick, S. M.; Zhu, W.; Matta, M.; Aldrich, T. J.; Harbuzaru, A.; Lopez Navarrete, J. T.; Ponce Ortiz, R.; Kohlstedt, K. L.; Schatz, G. C.; Facchetti, A.; Melkonyan, F. S.; Marks, T. J . Closely packed, low reorganization energy π -extended postfullerene acceptors for efficient polymer solar cells . Proc. Natl. Acad. Sci. U.S.A. , 2018 . 115 E8341 .

Li, G.; Zhang, X.; Jones, L. O.; Alzola, J. M.; Mukherjee, S.; Feng, L. W.; Zhu, W.; Stern, C. L.; Huang, W.; Yu, J.; Sangwan, V. K.; DeLongchamp, D. M.; Kohlstedt, K. L.; Wasielewski, M. R.; Hersam, M. C.; Schatz, G. C.; Facchetti, A.; Marks, T. J . Systematic merging of nonfullerene acceptor π-extension and tetrafluorination strategies affords polymer solar cells with >16% efficiency . J. Am. Chem. Soc. , 2021 . 143 6123 - 6139 . DOI: 10.1021/jacs.1c00211 http://doi.org/10.1021/jacs.1c00211 .

Stehr, V.; Fink, R . F.; Tafipolski, M.; Deibel, C.; Engels, B. Comparison of different rate constant expressions for the prediction of charge and energy transport in oligoacenes . WIREs Comput. Mol. Sci. , 2016 . 6 694 - 720 . DOI: 10.1002/wcms.1273 http://doi.org/10.1002/wcms.1273 .

Zhang, G.; Chen, X. K.; Xiao, J.; Chow, P. C. Y.; Ren, M.; Kupgan, G.; Jiao, X.; Chan, C. C. S.; Du, X.; Xia, R.; Chen, Z.; Yuan, J.; Zhang, Y.; Zhang, S.; Liu, Y.; Zou, Y.; Yan, H.; Wong, K. S.; Coropceanu, V.; Li, N.; Brabec, C. J.; Bredas, J. L.; Yip, H. L.; Cao, Y . Delocalization of exciton and electron wavefunction in non-fullerene acceptor molecules enables efficient organic solar cells . Nat. Commun. , 2020 . 11 3943 DOI: 10.1038/s41467-020-17867-1 http://doi.org/10.1038/s41467-020-17867-1 .

Liu, Q.; Jiang, Y.; Jin, K.; Qin, J.; Xu, J.; Li, W.; Xiong, J.; Liu, J.; Xiao, Z.; Sun, K.; Yang, S.; Zhang, X.; Ding, L . 18% Efficiency organic solar cells . Sci. Bull. , 2020 . 65 272 - 275 . DOI: 10.1016/j.scib.2020.01.001 http://doi.org/10.1016/j.scib.2020.01.001 .

Liu, S.; Yuan, J.; Deng, W.; Luo, M.; Xie, Y.; Liang, Q.; Zou, Y.; He, Z.; Wu, H.; Cao, Y . High-efficiency organic solar cells with low non-radiative recombination loss and low energetic disorder . Nat. Photon. , 2020 . 14 300 - 305 . .

Marcus, R. A . Relation between charge transfer absorption and fluorescence spectra and the inverted region . J. Phys. Chem. C , 1989 . 93 3078 - 3086 . DOI: 10.1021/j100345a040 http://doi.org/10.1021/j100345a040 .

Liu, H.; Li, M.; Wu, H.; Wang, J.; Ma, Z.; Tang, Z . Improving quantum efficiency in organic solar cells with a small energetic driving force . J. Mater. Chem. A , 2021 . 9 19770 - 19777 . DOI: 10.1039/D1TA00576F http://doi.org/10.1039/D1TA00576F .

Eisner, F. D.; Azzouzi, M.; Fei, Z.; Hou, X.; Anthopoulos, T. D.; Dennis, T. J . S.; Heeney, M.; Nelson, J. Hybridization of local exciton and charge-transfer states reduces nonradiative voltage losses in organic solar cells . J. Am. Chem. Soc. , 2019 . 141 6362 - 6374 . DOI: 10.1021/jacs.9b01465 http://doi.org/10.1021/jacs.9b01465 .

Gillett, A. J.; Privitera, A.; Dilmurat, R.; Karki, A.; Qian, D.; Pershin, A.; Londi, G.; Myers, W. K.; Lee, J.; Yuan, J.; Ko, S. J.; Riede, M. K.; Gao, F.; Bazan, G. C.; Rao, A.; Nguyen, T. Q.; Beljonne, D.; Friend, R. H . The role of charge recombination to triplet excitons in organic solar cells . Nature , 2021 . 597 666 - 671 . DOI: 10.1038/s41586-021-03840-5 http://doi.org/10.1038/s41586-021-03840-5 .

Wang, Y.; Qian, D.; Cui, Y.; Zhang, H.; Hou, J.; Vandewal, K.; Kirchartz, T.; Gao, F . Optical gaps of organic solar cells as a reference for comparing voltage losses . Adv. Energy Mater. , 2018 . 8 1801352 DOI: 10.1002/aenm.201801352 http://doi.org/10.1002/aenm.201801352 .

Chen, X.-K.; Qian, D.; Wang, Y.; Kirchartz, T.; Tress, W.; Yao, H.; Yuan, J.; Hülsbeck, M.; Zhang, M.; Zou, Y.; Sun, Y.; Li, Y.; Hou, J.; Inganäs, O.; Coropceanu, V.; Bredas, J. L.; Gao, F . A unified description of non-radiative voltage losses in organic solar cells . Nat. Energy , 2021 . 6 799 - 806 . DOI: 10.1038/s41560-021-00843-4 http://doi.org/10.1038/s41560-021-00843-4 .

Qian, D.; Zheng, Z.; Yao, H.; Tress, W.; Hopper, T. R.; Chen, S.; Li, S.; Liu, J.; Chen, S.; Zhang, J.; Liu, X. K.; Gao, B.; Ouyang, L.; Jin, Y.; Pozina, G.; Buyanova, I. A.; Chen, W. M.; Inganäs, O.; Coropceanu, V.; Bredas, J. L.; Yan, H.; Hou, J.; Zhang, F.; Bakulin, A. A.; Gao, F . Design rules for minimizing voltage losses in high-efficiency organic solar cells . Nat. Mater. , 2018 . 17 703 - 709 . DOI: 10.1038/s41563-018-0128-z http://doi.org/10.1038/s41563-018-0128-z .

Englman, R.; Jortner, J . The energy gap law for radiationless transitions in large molecules . Molec. Phys. , 1970 . 18 145 - 164 . DOI: 10.1080/00268977000100171 http://doi.org/10.1080/00268977000100171 .

浏览量

139

Downloads

CSCD

文章被引用时，请邮件提醒。

Submit

工具集

关联资源

Manipulating Hierarchical Aggregation Structure via Film-forming Kinetics Enables Organic Photovoltaics over 20% Efficiency

A Simple Building Block with Noncovalently Conformational Locks towards Constructing Low-Cost and High-Performance Nonfused Ring Electron Acceptors

Durable Anti-fogging and Abrasion-resistant Coatings Based on Polyoxometalates-Hydrophilic Resin Composites with Enhanced Cohesion and Adhesion

Experimental Investigation of Graphene and TiO2 Reinforced Poly(vinyl alcohol)-based Fiber Metal Laminates

End-to-End Neuron-inspired Signal Transduction Using Organic Electrochemical Transistors

A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low Eloss

A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low Eloss

DOI：10.1007/s10118-022-2730-4

摘要

Abstract

关键词

Keywords

references

A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss

A Low Reorganization Energy and Two-dimensional Acceptor with Four End Units for Organic Solar Cells with Low E_loss