a.Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, School of Materials Science and Engineering, Peking University, Beijing 100871, China
b.Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
c.Department of Physics, The Chinese University of Hong Kong, Hong Kong 999077, China
xwzhan@pku.edu.cn
收稿:2022-01-30,
修回:2022-3-13,
录用:2022-3-14,
网络首发:2022-06-17,
纸质出版:2022-08-01
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Li, T.; Cai, G.; Lin, Y.; Lu, X.; Zhan, X. Effects of thieno[3,2-b]thiophene number on narrow-bandgap fused-ring electron acceptors. Chinese J. Polym. Sci. 2022, 40, 914–920
Tengfei Li, Guilong Cai, Yuze Lin, et al. Effects of Thieno[3,2-
Li, T.; Cai, G.; Lin, Y.; Lu, X.; Zhan, X. Effects of thieno[3,2-b]thiophene number on narrow-bandgap fused-ring electron acceptors. Chinese J. Polym. Sci. 2022, 40, 914–920 DOI: 10.1007/s10118-022-2735-z.
Tengfei Li, Guilong Cai, Yuze Lin, et al. Effects of Thieno[3,2-
Four narrow-bandgap fused-ring electron acceptor materials named as nTTIC (
n
= 2
3
4
and 5) with strong near-infrared absorption are synthesized and the effects of thieno[3
2-b]thiophene number on their photovoltaic performance are systematically studied. 3TTIC yields the best performance
while 5TTIC shows the lowest efficiency.
We synthesize and compare four near-infrared absorbing fused-ring electron acceptors named as
n
TTIC (
n
=2
3
4
and 5)
based on different number of thieno[3
2-
b
]thiophene (TT) unit as the electron-donating core. With increasing the TT unit
absorption spectrum of the TTIC series red shifts
and the highest occupied molecular orbital (HOMO) upshifts notably. It is worth noting that 4TTIC and 5TTIC exhibit absorption edges approaching 1100 nm
which is the photoresponse limit of solar cells based on crystal silicon. When the TTIC series acceptors are blended with polymer donor PM6
the binary-blend organic solar cells based on 3TTIC show the best power conversion efficiency (PCE) of 13.1%. In contrast
2TTIC-based devices exhibit relatively lower PCE of 8.32%
mainly caused by the larger energy loss and blue-shifted absorption. Due to insufficient driving force of charge separation caused by very high HOMO
4TTIC and 5TTIC show poor PCEs lower than 3%.
Li, T.; Zhan, X . Advances in organic photovoltaics . Acta Chim. Sinica , 2021 . 79 257 - 283 . DOI: 10.6023/A20110502 http://doi.org/10.6023/A20110502 .
Yan, C.; Barlow, S.; Wang, Z.; Yan, H.; Jen, A. K. Y.; Marder, S. R.; Zhan, X . Non-fullerene acceptors for organic solar cells . Nat. Rev. Mater. , 2018 . 3 18003 DOI: 10.1038/natrevmats.2018.3 http://doi.org/10.1038/natrevmats.2018.3 .
Wang, J.; Zhan, X . Fused-ring electron acceptors for photovoltaics and beyond . Acc. Chem. Res. , 2021 . 54 132 - 143 . DOI: 10.1021/acs.accounts.0c00575 http://doi.org/10.1021/acs.accounts.0c00575 .
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 .
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 .
Lin, Y.; He, Q.; Zhao, F.; Huo, L.; Mai, J.; Lu, X.; Su, C. J.; Li, T.; Wang, J.; Zhu, J.; Sun, Y.; Wang, C.; Zhan, X . A facile planar fused-ring electron acceptor for as-cast polymer solar cells with 8. 71% efficiency . J. Am. Chem. Soc. , 2016 . 138 2973 - 2976 . DOI: 10.1021/jacs.6b00853 http://doi.org/10.1021/jacs.6b00853 .
Li, T.; Wu, Y.; Zhou, J.; Li, M.; Wu, J.; Hu, Q.; Jia, B.; Pan, X.; Zhang, M.; Tang, Z.; Xie, Z.; Russell, T. P.; Zhan, X . Butterfly effects arising from starting materials in fused-ring electron acceptors . J. Am. Chem. Soc. , 2020 . 142 20124 - 20133 . DOI: 10.1021/jacs.0c09800 http://doi.org/10.1021/jacs.0c09800 .
Bi, P.; Zhang, S.; Chen, Z.; Xu, Y.; Cui, Y.; Zhang, T.; Ren, J.; Qin, J.; Hong, L.; Hao, X.; Hou, J . Reduced non-radiative charge recombination enables organic photovoltaic cell approaching 19% efficiency . Joule , 2021 . 5 2408 - 2419 . DOI: 10.1016/j.joule.2021.06.020 http://doi.org/10.1016/j.joule.2021.06.020 .
Xiao, Z.; Jia, X.; Li, D.; Wang, S.; Geng, X.; Liu, F.; Chen, J.; Yang, S.; Russell, T. P.; Ding, L . 26 mA·cm −2 J sc from organic solar cells with a low-bandgap nonfullerene acceptor . Sci. Bull. , 2017 . 62 1494 - 1496 . DOI: 10.1016/j.scib.2017.10.017 http://doi.org/10.1016/j.scib.2017.10.017 .
Ma, Y.; Zhang, M.; Wan, S.; Yin, P.; Wang, P.; Cai, D.; Liu, F.; Zheng, Q . Efficient organic solar cells from molecular orientation control of M-series acceptors . Joule , 2021 . 5 197 - 209 . DOI: 10.1016/j.joule.2020.11.006 http://doi.org/10.1016/j.joule.2020.11.006 .
Qin, L.; Liu, X.; Zhang, X.; Yu, J.; Yang, L.; Zhao, F.; Huang, M.; Wang, K.; Wu, X.; Li, Y.; Chen, H.; Wang, K.; Xia, J.; Lu, X.; Gao, F.; Yi, Y.; Huang, H . Triplet acceptors with a D-A structure and twisted conformation for efficient organic solar cells . Angew. Chem. Int. Ed. , 2020 . 59 15043 - 15049 . DOI: 10.1002/anie.202006081 http://doi.org/10.1002/anie.202006081 .
Xu, X.; Yu, L.; Yan, H.; Li, R.; Peng, Q . Highly efficient non-fullerene organic solar cells enabled by a delayed processing method using a non-halogenated solvent . Energy Environ. Sci. , 2020 . 13 4381 - 4388 . DOI: 10.1039/D0EE02034F http://doi.org/10.1039/D0EE02034F .
Dai, S.; Zhao, F.; Zhang, Q.; Lau, T . K.; Li, T.; Liu, K.; Ling, Q.; Wang, C.; Lu, X.; You, W.; Zhan, X. Fused nonacyclic electron acceptors for efficient polymer solar cells . J. Am. Chem. Soc. , 2017 . 139 1336 - 1343 . DOI: 10.1021/jacs.6b12755 http://doi.org/10.1021/jacs.6b12755 .
Zhang, Z.; Li, Y.; Cai, G.; Zhang, Y.; Lu, X.; Lin, Y . Selenium heterocyclic electron acceptor with small urbach energy for as-cast high-performance organic solar cells . J. Am. Chem. Soc. , 2020 . 142 18741 - 18745 . DOI: 10.1021/jacs.0c08557 http://doi.org/10.1021/jacs.0c08557 .
Meng, H.; Liao, C.; Deng, M.; Xu, X.; Yu, L.; Peng, Q. 18 . 77 % efficiency organic solar cells promoted by aqueous solution processed cobalt(II) acetate hole transporting layer . Angew. Chem. Int. Ed. , 2021 . 60 22554 - 22561 . DOI: 10.1002/anie.202110550 http://doi.org/10.1002/anie.202110550 .
Zhang, Z.-G.; Yang, Y.; Yao, J.; Xue, L.; Chen, S.; Li, X.; Morrison, W.; Yang, C.; Li, Y . A new strategy to construct low bandgap polymer acceptor for high performance all-polymer solar cells . Angew. Chem. Int. Ed. , 2017 . 56 13503 - 13507 . DOI: 10.1002/anie.201707678 http://doi.org/10.1002/anie.201707678 .
Zhang, X.; Qin, L.; Liu, X.; Zhang, C.; Yu, J.; Xiao, Z.; Zheng, N.; Wang, B.; Wei, Y.; Xie, Z.; Wu, Y.; Wei, Z.; Wang, K.; Gao, F.; Ding, L.; Huang, H . Enhancing the photovoltaic performance of triplet acceptors enabled by side-chain engineering . Sol. RRL , 2021 . 5 2100522 DOI: 10.1002/solr.202100522 http://doi.org/10.1002/solr.202100522 .
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. . Organic and solution-processed tandem solar cells with 17.3% efficiency . Science , 2018 . 361 1094 - 1098 . DOI: 10.1126/science.aat2612 http://doi.org/10.1126/science.aat2612 .
Wang, J.; Zheng, Z.; Zu, Y.; Wang, Y.; Liu, X.; Zhang, S.; Zhang, M.; Hou, J . A tandem organic photovoltaic cell with 19. 6% efficiency enabled by light distribution control . Adv. Mater. , 2021 . 33 2102787 DOI: 10.1002/adma.202102787 http://doi.org/10.1002/adma.202102787 .
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 .
Chang, S . Y.; Cheng, P.; Li, G.; Yang, Y. Transparent polymer photovoltaics for solar energy harvesting and beyond . Joule , 2018 . 2 1039 - 1054 . DOI: 10.1016/j.joule.2018.04.005 http://doi.org/10.1016/j.joule.2018.04.005 .
Dai, S.; Zhan, X . Nonfullerene acceptors for semitransparent organic solar cells . Adv. Energy Mater. , 2018 . 8 1800002 DOI: 10.1002/aenm.201800002 http://doi.org/10.1002/aenm.201800002 .
Cheng, P.; Yang, Y . Narrowing the band gap: the key to high-performance organic photovoltaics . Acc. Chem. Res. , 2020 . 53 1218 - 1228 . DOI: 10.1021/acs.accounts.0c00157 http://doi.org/10.1021/acs.accounts.0c00157 .
Liu, C.; Wang, K.; Gong, X.; Heeger, A. J . Low bandgap semiconducting polymers for polymeric photovoltaics . Chem. Soc. Rev. , 2016 . 45 4825 - 4846 . DOI: 10.1039/C5CS00650C http://doi.org/10.1039/C5CS00650C .
Classen, A.; Chochos, C. L.; Lüer, L.; Gregoriou, V. G.; Wortmann, J.; Osvet, A.; Forberich, K.; McCulloch, I.; Heumüller, T.; Brabec, C. J . The role of exciton lifetime for charge generation in organic solar cells at negligible energy-level offsets . Nat. Energy , 2020 . 5 711 - 719 . DOI: 10.1038/s41560-020-00684-7 http://doi.org/10.1038/s41560-020-00684-7 .
Karuthedath, S.; Gorenflot, J.; Firdaus, Y.; Chaturvedi, N.; De Castro, C. S. P.; Harrison, G. T.; Khan, J. I.; Markina, A.; Balawi, A. H.; Pena, T. A. D.; Liu, W.; Liang, R. Z.; Sharma, A.; Paleti, S. H. K.; Zhang, W.; Lin, Y.; Alarousu, E.; Anjum, D. H.; Beaujuge, P. M.; De Wolf, S.; McCulloch, I.; Anthopoulos, T . D.; Baran, D.; Andrienko, D.; Laquai, F. Intrinsic efficiency limits in low-bandgap non-fullerene acceptor organic solar cells . Nat. Mater. , 2021 . 20 378 - 384 . DOI: 10.1038/s41563-020-00835-x http://doi.org/10.1038/s41563-020-00835-x .
Wang, W.; Yan, C.; Lau, T. K.; Wang, J.; Liu, K.; Fan, Y.; Lu, X.; Zhan, X . Fused hexacyclic nonfullerene acceptor with strong near-infrared absorption for semitransparent organic solar cells with 9. 77% efficiency . Adv. Mater. , 2017 . 29 1701308 DOI: 10.1002/adma.201701308 http://doi.org/10.1002/adma.201701308 .
Xia, R.; Brabec, C. J.; Yip, H. L.; Cao, Y . High-throughput optical screening for efficient semitransparent organic solar cells . Joule , 2019 . 3 2241 - 2254 . DOI: 10.1016/j.joule.2019.06.016 http://doi.org/10.1016/j.joule.2019.06.016 .
Li, Y.; Guo, X.; Peng, Z.; Qu, B.; Yan, H.; Ade, H.; Zhang, M.; Forrest, S. R . Color-neutral, semitransparent organic photovoltaics for power window applications . Proc. Natl. Acad. Sci. U. S. A. , 2020 . 117 21147 - 21154 . DOI: 10.1073/pnas.2007799117 http://doi.org/10.1073/pnas.2007799117 .
Wang, D.; Liu, H.; Li, Y.; Zhou, G.; Zhan, L.; Zhu, H.; Lu, X.; Chen, H.; Li, C. Z . High-performance and eco-friendly semitransparent organic solar cells for greenhouse applications . Joule , 2021 . 5 945 - 957 . DOI: 10.1016/j.joule.2021.02.010 http://doi.org/10.1016/j.joule.2021.02.010 .
Jia, Z.; Qin, S.; Meng, L.; Ma, Q.; Angunawela, I.; Zhang, J.; Li, X.; He, Y.; Lai, W.; Li, N.; Ade, H.; Brabec, C. J.; Li, Y . High performance tandem organic solar cells via a strongly infrared-absorbing narrow bandgap acceptor . Nat. Commun. , 2021 . 12 178 DOI: 10.1038/s41467-020-20431-6 http://doi.org/10.1038/s41467-020-20431-6 .
Dai, S.; Li, T.; Wang, W.; Xiao, Y.; Lau, T . K.; Li, Z.; Liu, K.; Lu, X.; Zhan, X. Enhancing the performance of polymer solar cells via core engineering of NIR-absorbing electron acceptors . Adv. Mater. , 2018 . 30 1706571 DOI: 10.1002/adma.201706571 http://doi.org/10.1002/adma.201706571 .
Li, T.; Yang, L.; Xiao, Y.; Liu, K.; Wang, J.; Lu, X.; Zhan, X . Facile synthesis of high-performance nonfullerene acceptor isomers via a one stone two birds strategy . J. Mater. Chem. A , 2019 . 7 20667 - 20674 . DOI: 10.1039/C9TA07917C http://doi.org/10.1039/C9TA07917C .
Zhang, M.; Guo, X.; Ma, W.; Ade, H.; Hou, J . A large-bandgap conjugated polymer for versatile photovoltaic applications with high performance . Adv. Mater. , 2015 . 27 4655 - 4660 . DOI: 10.1002/adma.201502110 http://doi.org/10.1002/adma.201502110 .
Xu, X.; Li, Y.; Peng, Q. Ternary blend organic solar cells: understanding the morphology from recent progress. Adv. Mater. 2022, DIO: 10.1002/adma.202107476.
Malliaras, G. G.; Salem, J. R.; Brock, P. J.; Scott, C . Electrical characteristics and efficiency of single-layer organic light-emitting diodes . Phys. Rev. B , 1998 . 58 R13411 - R13414 . DOI: 10.1103/PhysRevB.58.R13411 http://doi.org/10.1103/PhysRevB.58.R13411 .
Yao, J.; Qiu, B.; Zhang, Z . G.; Xue, L.; Wang, R.; Zhang, C.; Chen, S.; Zhou, Q.; Sun, C.; Yang, C.; Xiao, M.; Meng, L.; Li, Y. Cathode engineering with perylene-diimide interlayer enabling over 17% efficiency single-junction organic solar cells . Nat. Commun. , 2020 . 11 2726 DOI: 10.1038/s41467-020-16509-w http://doi.org/10.1038/s41467-020-16509-w .
Liao, S. H.; Jhuo, H. J.; Cheng, Y. S.; Chen, S. A . Fullerene derivative-doped zinc oxide nanofilm as the cathode of inverted polymer solar cells with low-bandgap polymer (PTB7-Th) for high performance . Adv. Mater. , 2013 . 25 4766 - 4771 . DOI: 10.1002/adma.201301476 http://doi.org/10.1002/adma.201301476 .
Bin, H.; Zhang, Z. G.; Gao, L.; Chen, S.; Zhong, L.; Xue, L.; Yang, C.; Li, Y. . Non-fullerene polymer solar cells based on alkylthio and fluorine substituted 2D-conjugated polymers reach 9.5% efficiency . J. Am. Chem. Soc. , 2016 . 138 4657 - 4664 . DOI: 10.1021/jacs.6b01744 http://doi.org/10.1021/jacs.6b01744 .
Lu, L.; Xu, T.; Chen, W.; Landry, E. S.; Yu, L . Ternary blend polymer solar cells with enhanced power conversion efficiency . Nat. Photon. , 2014 . 8 716 - 722 . DOI: 10.1038/nphoton.2014.172 http://doi.org/10.1038/nphoton.2014.172 .
Koster, L. J. A.; Mihailetchi, V. D.; Ramaker, R.; Blom, P. W. M . Light intensity dependence of open-circuit voltage of polymer:Fullerene solar cells . Appl. Phys. Lett. , 2005 . 86 123509 DOI: 10.1063/1.1889240 http://doi.org/10.1063/1.1889240 .
Cowan, S. R.; Roy, A.; Heeger, A. J . Recombination in polymer-fullerene bulk heterojunction solar cells . Phys. Rev. B , 2010 . 82 245207 DOI: 10.1103/PhysRevB.82.245207 http://doi.org/10.1103/PhysRevB.82.245207 .
Wheeler, S.; Deledalle, F.; Tokmoldin, N.; Kirchartz, T.; Nelson, J.; Durrant, J. R . Influence of surface recombination on charge-carrier kinetics in organic bulk heterojunction solar cells with nickel oxide interlayers . Phys. Rev. Appl. , 2015 . 4 024020 DOI: 10.1103/PhysRevApplied.4.024020 http://doi.org/10.1103/PhysRevApplied.4.024020 .
Schilinsky, P.; Waldauf, C.; Brabec, C. J . Recombination and loss analysis in polythiophene based bulk heterojunction photodetectors . Appl. Phys. Lett. , 2002 . 81 3885 - 3887 . DOI: 10.1063/1.1521244 http://doi.org/10.1063/1.1521244 .
Rau, U.; Blank, B.; Müller, T. C. M.; Kirchartz, T . Efficiency potential of photovoltaic materials and devices unveiled by detailed-balance analysis . Phys. Rev. Appl. , 2017 . 7 044016 DOI: 10.1103/PhysRevApplied.7.044016 http://doi.org/10.1103/PhysRevApplied.7.044016 .
Vandewal, K.; Tvingstedt, K.; Gadisa, A.; Inganäs, O.; Manca, J. V . Relating the open-circuit voltage to interface molecular properties of donor:acceptor bulk heterojunction solar cells . Phys. Rev. B , 2010 . 81 125204 DOI: 10.1103/PhysRevB.81.125204 http://doi.org/10.1103/PhysRevB.81.125204 .
Karki, A.; Vollbrecht, J.; Dixon, A. L.; Schopp, N.; Schrock, M.; Reddy, G. N. M.; Nguyen, T. Q . Understanding the high performance of over 15% efficiency in single-junction bulk heterojunction organic solar cells . Adv. Mater. , 2019 . 31 1903868 DOI: 10.1002/adma.201903868 http://doi.org/10.1002/adma.201903868 .
Wang, Y.; Jia, B.; Wang, J.; Xue, P.; Xiao, Y.; Li, T.; Wang, J.; Lu, H.; Tang, Z.; Lu, X.; Huang, F.; Zhan, X . High-efficiency perovskite quantum dot hybrid nonfullerene organic solar cells with near-zero driving force . Adv. Mater. , 2020 . 32 2002066 DOI: 10.1002/adma.202002066 http://doi.org/10.1002/adma.202002066 .
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