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Research Article

Efficient and stable perovskite solar cells by build-in π-columns and ionic interfaces in covalent organic frameworks

Riming Nie1( ), Xiaokai Chen1, Zhongping Li2( ), Weicun Chu1, Si Ma3, Changqing Li4, Xiaoming Liu3, Yonghua Chen5, Zhuhua Zhang1, Wanlin Guo1( )
State Key Laboratory of Mechanics and Control of Mechanical Structures, Key Laboratory for Intelligent Nano Materials and Devices of the Ministry of Education, Institute for Frontier Science, Nanjing University of Aeronautics and Astronautics, Nanjing 210016, China
Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul 120-749, Republic of Korea
College of Chemistry, Jilin University, Changchun 130012, China
Department of Energy and Chemical Engineering, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Eonyang-eup, Ulju-gun, Ulsan 44919, Republic of Korea
Key Laboratory of Flexible Electronics (KLoFE), School of Flexible Electronics (Future Technologies) & Institute of Advanced Materials (IAM), Nanjing Tech University (Nanjing Tech), Nanjing 211816, China
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An erratum to this article is available online at:
https://doi.org/10.1007/s12274-023-6250-5

Graphical Abstract

In this research, we firstly introduce cationic covalent organic frameworks (C-COFs) to perovskite solar cells (PSC). The addition of C-COFs to the hole transporting layer forms periodic π-columnar arrays over the skeletons, enhances the charge transport ability of layer, and suppresses the decomposition of perovskites. The high efficiency (23.4%) and excellent humidity and thermal stability set up a new benchmark in the PSC system.

Abstract

Perovskite solar cells (PSCs) have attracted much attention due to their rapidly increased power conversion efficiencies, however, their inherent poor long-term stability hinders their commercialization. The degradation of PSCs first comes from the degradation of hole transport materials (HTMs). Here, we report the construction of periodic π-columnar arrays and ionic interfaces over the skeletons by introducing cationic covalent organic frameworks (C-COFs) to the HTM. Periodic π-columnar arrays can optimize the charge transport ability and energy levels of the hole transport layer and suppress the degradation of HTM, and ionic interfaces over the skeletons can produce stronger electric dipole and electrostatic interactions, as well as higher charge densities. The C-COFs were designed and synthesized via Schiff base reaction by using 1,3,5-triformylphloroglucinol as a neutral knot and dimidium bromide as cationic linker. The neutral COFs (N-COFs) were also synthesized as a reference by using 3,8-diamino-6-phenylphenanthridine as neutral linker. PSCs with cationic COF exhibit the highest efficiency of 23.4% with excellent humidity and thermal stability. To the best of our knowledge, this is the highest efficiency among the meso-structured PSCs fabricated by a sequential process.

Keywords

cationic covalent organic framework (C-COF)π-columnar arraysionic interfacescharge densityperovskite solar cells

Electronic Supplementary Material

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References

[1]

Kojima, A.; Teshima, K.; Shirai, Y.; Miyasaka, T. Organometal halide perovskites as visible-light sensitizers for photovoltaic cells. J. Am. Chem. Soc. 2009, 131, 6050–6051.
Crossref Google Scholar
[2]

Kim, H. S.; Lee, C. R.; Im, J. H.; Lee, K. B.; Moehl, T.; Marchioro, A.; Moon, S. J.; Humphry-Baker, R.; Yum, J. H.; Moser, J. E. et al. Lead iodide perovskite sensitized all-solid-state submicron thin film mesoscopic solar cell with efficiency exceeding 9%. Sci. Rep. 2012, 2, 591.
Crossref Google Scholar
[3]

Lee, M. M.; Teuscher, J.; Miyasaka, T.; Murakami, T. N.; Snaith, H. J. Efficient hybrid solar cells based on meso-superstructured organometal halide perovskites. Science 2012, 338, 643–647.
Crossref Google Scholar
[4]

Zhou, H. P.; Chen, Q.; Li, G.; Luo, S.; Song, T. B.; Duan, H. S.; Hong, Z. R.; You, J. B.; Liu, Y. S.; Yang, Y. Interface engineering of highly efficient perovskite solar cells. Science 2014, 345, 542–546.
Crossref Google Scholar
[5]

Yang, W. S.; Noh, J. H.; Jeon, N. J.; Kim, Y. C.; Ryu, S.; Seo, J.; Seok, S. I. High-performance photovoltaic perovskite layers fabricated through intramolecular exchange. Science 2015, 348, 1234–1237.
Crossref Google Scholar
[6]

Yang, W. S.; Park, B. W.; Jung, E. H.; Jeon, N. J.; Kim, Y. C.; Lee, D. U.; Shin, S. S.; Seo, J.; Kim, E. K.; Noh, J. H. et al. Iodide management in formamidinium-lead-halide-based perovskite layers for efficient solar cells. Science 2017, 356, 1376–1379.
Crossref Google Scholar
[7]

Jiang, Q.; Zhao, Y.; Zhang, X. W.; Yang, X. L.; Chen, Y.; Chu, Z. M.; Ye, Q. F.; Li, X. X.; Yin, Z. G.; You, J. B. Surface passivation of perovskite film for efficient solar cells. Nat. Photonics 2019, 13, 460–466.
Crossref Google Scholar
[8]

Jeong, M.; Choi, I. W.; Go, E. M.; Cho, Y.; Kim, M.; Lee, B.; Jeong, S.; Jo, Y.; Choi, H. W.; Lee, J. et al. Stable perovskite solar cells with efficiency exceeding 24.8% and 0.3-V voltage loss. Science 2020, 369, 1615–1620.
Crossref Google Scholar
[9]

Yoo, J. J.; Seo, G.; Chua, M. R.; Park, T. G.; Lu, Y. L.; Rotermund, F.; Kim, Y. K.; Moon, C. S.; Jeon, N. J.; Correa-Baena, J. P. et al. Efficient perovskite solar cells via improved carrier management. Nature 2021, 590, 587–593.
Crossref Google Scholar
[10]

Min, H.; Lee, D. Y.; Kim, J.; Kim, G.; Lee, K. S.; Kim, J.; Paik, M. J.; Kim, Y. K.; Kim, K. S.; Kim, M. G. et al. Perovskite solar cells with atomically coherent interlayers on SnO2 electrodes. Nature 2021, 598, 444–450.
Crossref Google Scholar
[11]
NREL. Best research cell efficiencies. https://www.nrel.gov/pv/assets/pdfs/best-research-cell-efficiencies.pdf. (accessed November 6, 2022).
[12]

Chen, J. Z.; Park, N. G. Causes and solutions of recombination in perovskite solar cells. Adv. Mater. 2019, 31, 1803019.
Crossref Google Scholar
[13]

Zhang, J. D.; Guo, S. S.; Zhu, M. Q.; Li, C.; Chen, J. G.; Liu, L. Z.; Xiang, S. C.; Zhang, Z. J. Simultaneous defect passivation and hole mobility enhancement of perovskite solar cells by incorporating anionic metal-organic framework into hole transport materials. Chem. Eng. J. 2021, 408, 127328.
Crossref Google Scholar
[14]

Luo, J. S.; Xia, J. X.; Yang, H.; Chen, L. L.; Wan, Z. Q.; Han, F.; Malik, H. A.; Zhu, X. H.; Jia, C. Y. Toward high-efficiency, hysteresis-less, stable perovskite solar cells: Unusual doping of a hole-transporting material using a fluorine-containing hydrophobic Lewis acid. Energy Environ. Sci. 2018, 11, 2035–2045.
Crossref Google Scholar
[15]

Jung, E. H.; Jeon, N. J.; Park, E. Y.; Moon, C. S.; Shin, T. J.; Yang, T. Y.; Noh, J. H.; Seo, J. Efficient, stable and scalable perovskite solar cells using poly(3-hexylthiophene). Nature 2019, 567, 511–515.
Crossref Google Scholar
[16]

Lou, Q.; Li, H. L.; Huang, Q. S.; Shen, Z. T.; Li, F. M.; Du, Q.; Jin, M. Q.; Chen, C. Multifunctional CNT:TiO2 additives in spiro-OMeTAD layer for highly efficient and stable perovskite solar cells. EcoMat 2021, 3, e12099.
Crossref Google Scholar
[17]

Ye, S. Y.; Rao, H. X.; Yan, W. B.; Li, Y. L.; Sun, W. H.; Peng, H. T.; Liu, Z. W.; Bian, Z. Q.; Li, Y. F.; Huang, C. H. A strategy to simplify the preparation process of perovskite solar cells by co-deposition of a hole-conductor and a perovskite layer. Adv. Mater. 2016, 28, 9648–9654.
Crossref Google Scholar
[18]

Chen, C.; Li, C. X.; Li, F. M.; Wu, F.; Tan, F. R.; Zhai, Y.; Zhang, W. F. Efficient perovskite solar cells based on low-temperature solution-processed (CH3NH3)PbI3 perovskite/CuInS2 planar heterojunctions. Nanoscale Res. Lett. 2014, 9, 457.
Crossref Google Scholar
[19]

Liu, G. L.; Liu, L.; Niu, X. X.; Zhou, H. P.; Chen, Q. Effects of iodine doping on carrier behavior at the interface of perovskite crystals: Efficiency and stability. Crystals 2018, 8, 185.
Crossref Google Scholar
[20]

Wang, S.; Huang, Z. H.; Wang, X. F.; Li, Y. M.; Günther, M.; Valenzuela, S.; Parikh, P.; Cabreros, A.; Xiong, W.; Meng, Y. S. Unveiling the role of tBP-LiTFSI complexes in perovskite solar cells. J. Am. Chem. Soc. 2018, 140, 16720–16730.
Crossref Google Scholar
[21]

Wang, S.; Sina, M.; Parikh, P.; Uekert, T.; Shahbazian, B.; Devaraj, A.; Meng, Y. S. Role of 4-tert-butylpyridine as a hole transport layer morphological controller in perovskite solar cells. Nano Lett. 2016, 16, 5594–5600.
Crossref Google Scholar
[22]

Lou, Q.; Lou, G.; Guo, H. L.; Sun, T.; Wang, C. Y.; Chai, G. D.; Chen, X.; Yang, G. S.; Guo, Y. Z.; Zhou, H. Enhanced efficiency and stability of n-i-p perovskite solar cells by incorporation of fluorinated graphene in the spiro-OMeTAD hole transport layer. Adv. Energy Mater. 2022, 12, 2201344.
Crossref Google Scholar
[23]

Zhao, X. M.; Zhang, F.; Yi, C. Y.; Bi, D. Q.; Bi, X. D.; Wei, P.; Luo, J. S.; Liu, X. C.; Wang, S. R.; Li, X. G. et al. A novel one-step synthesized and dopant-free hole transport material for efficient and stable perovskite solar cells. J. Mater. Chem. A 2016, 4, 16330–16334.
Crossref Google Scholar
[24]

Lee, I.; Yun, J. H.; Son, H. J.; Kim, T. S. Accelerated degradation due to weakened adhesion from Li-TFSI additives in perovskite solar cells. ACS Appl. Mater. Interfaces 2017, 9, 7029–7035.
Crossref Google Scholar
[25]

Yang, K.; Liao, Q. G.; Huang, J.; Zhang, Z. L.; Su, M. Y.; Chen, Z. C.; Wu, Z. A.; Wang, D.; Lai, Z. W.; Woo, H. Y. et al. Intramolecular noncovalent interaction-enabled dopant-free hole-transporting materials for high-performance inverted perovskite solar cells. Angew. Chem., Int. Ed. 2022, 61, e202113749.
Crossref Google Scholar
[26]

You, G. F.; Li, L. H.; Wang, S. Q.; Cao, J. B.; Yao, L.; Cai, W. Z.; Zhou, Z. G.; Li, K.; Lin, Z. H.; Zhen, H. Y. et al. Donor–acceptor type polymer bearing carbazole side chain for efficient dopant-free perovskite solar cells. Adv. Energy Mater. 2021, 12, 2102697.
Crossref Google Scholar
[27]

Ullah, A.; Park, K. H.; Nguyen, H. D.; Siddique, Y.; Shah, S. F. A.; Tran, H.; Park, S.; Lee, S. I.; Lee, K. K.; Han, C. H. et al. Novel phenothiazine-based self-assembled monolayer as a hole selective contact for highly efficient and stable p-i-n perovskite solar cells. Adv. Energy Mater. 2022, 12, 2103175.
Crossref Google Scholar
[28]

Waller, P. J.; Gándara, F.; Yaghi, O. M. Chemistry of covalent organic frameworks. Acc. Chem. Res. 2015, 48, 3053–3063.
Crossref Google Scholar
[29]

Wang, H.; Wang, H.; Wang, Z. W.; Tang, L.; Zeng, G. M.; Xu, P.; Chen, M.; Xiong, T.; Zhou, C. Y.; Li, X. Y. et al. Covalent organic framework photocatalysts: Structures and applications. Chem. Soc. Rev. 2020, 49, 4135–4165.
Crossref Google Scholar
[30]

Geng, K. Y.; He, T.; Liu, R. Y.; Dalapati, S.; Tan, K. T.; Li, Z. P.; Tao, S. S.; Gong, Y. F.; Jiang, Q. H.; Jiang, D. L. Covalent organic frameworks: Design, synthesis, and functions. Chem. Rev. 2020, 120, 8814–8933.
Crossref Google Scholar
[31]

Li, Y. S.; Chen, W. B.; Xing, G. L.; Jiang, D. L.; Chen, L. New synthetic strategies toward covalent organic frameworks. Chem. Soc. Rev. 2020, 49, 2852–2868.
Crossref Google Scholar
[32]

Ding, S. Y.; Wang, W. Covalent organic frameworks (COFs): From design to applications. Chem. Soc. Rev. 2013, 42, 548–568.
Crossref Google Scholar
[33]

Zhang, T. Y.; Gregoriou, V. G.; Gasparini, N.; Chochos, C. L. Porous organic polymers in solar cells. Chem. Soc. Rev. 2022, 51, 4465–4483.
Crossref Google Scholar
[34]

Li, Z. P.; Geng, K. Y.; He, T.; Tan, K. T.; Huang, N.; Jiang, Q. H.; Nagao, Y.; Jiang, D. L. Editing light emission with stable crystalline covalent organic frameworks via wall surface perturbation. Angew. Chem., Int. Ed. 2021, 60, 19419–19427.
Crossref Google Scholar
[35]

Ma, H. P.; Liu, B. L.; Li, B.; Zhang, L. M.; Li, Y. G.; Tan, H. Q.; Zang, H. Y.; Zhu, G. S. Cationic covalent organic frameworks: A simple platform of anionic exchange for porosity tuning and proton conduction. J. Am. Chem. Soc. 2016, 138, 5897–5903.
Crossref Google Scholar
[36]

Mi, Z.; Yang, P.; Wang, R.; Unruangsri, J.; Yang, W. L.; Wang, C. C.; Guo, J. Stable radical cation-containing covalent organic frameworks exhibiting remarkable structure-enhanced photothermal conversion. J. Am. Chem. Soc. 2019, 141, 14433–14442.
Crossref Google Scholar
[37]

Wang, H.; Qian, C.; Liu, J.; Zeng, Y. F.; Wang, D. D.; Zhou, W. Q.; Gu, L.; Wu, H. W.; Liu, G. F.; Zhao, Y. L. Integrating suitable linkage of covalent organic frameworks into covalently bridged inorganic/organic hybrids toward efficient photocatalysis. J. Am. Chem. Soc. 2020, 142, 4862–4871.
Crossref Google Scholar
[38]

She, P. F.; Qin, Y. Y.; Wang, X.; Zhang, Q. C. Recent progress in external-stimulus-responsive 2D covalent organic frameworks. Adv. Mater. 2022, 34, 2101175.
Crossref Google Scholar
[39]

Liang, R. R.; Jiang, S. Y.; A, R. H.; Zhao, X. Two-dimensional covalent organic frameworks with hierarchical porosity. Chem. Soc. Rev. 2020, 49, 3920–3951.
Crossref Google Scholar
[40]

Li, J.; Jing, X. C.; Li, Q. Q.; Li, S. W.; Gao, X.; Feng, X.; Wang, B. Bulk COFs and COF nanosheets for electrochemical energy storage and conversion. Chem. Soc. Rev. 2020, 49, 3565–3604.
Crossref Google Scholar
[41]

Yu, F.; Liu, W. B.; Ke, S. W.; Kurmoo, M.; Zuo, J. L.; Zhang, Q. C. Electrochromic two-dimensional covalent organic framework with a reversible dark-to-transparent switch. Nat. Commun. 2020, 11, 5534.
Crossref Google Scholar
[42]

Segura, J. L.; Mancheno, M. J.; Zamora, F. Covalent organic frameworks based on Schiff-base chemistry: Synthesis, properties and potential applications. Chem. Soc. Rev. 2016, 45, 5635–5671.
Crossref Google Scholar
[43]

Zhao, J. W.; Ren, J. Y.; Zhang, G.; Zhao, Z. Q.; Liu, S. Y.; Zhang, W. D.; Chen, L. Donor–acceptor type covalent organic frameworks. Chemistry 2021, 27, 10781–10797.
Crossref Google Scholar
[44]

Xu, S. Q.; Sun, H. J.; Addicoat, M.; Biswal, B. P.; He, F.; Park, S.; Paasch, S.; Zhang, T.; Sheng, W. B.; Brunner, E. et al. Thiophene-bridged donor–acceptor sp2-carbon-linked 2D conjugated polymers as photocathodes for water reduction. Adv. Mater. 2021, 33, 2006274.
Crossref Google Scholar
[45]

Wu, C. Y.; Liu, Y. M.; Liu, H.; Duan, C. H.; Pan, Q. Y.; Zhu, J.; Hu, F.; Ma, X. Y.; Jiu, T.; Li, Z. B. et al. Highly conjugated three-dimensional covalent organic frameworks based on spirobifluorene for perovskite solar cell enhancement. J. Am. Chem. Soc. 2018, 140, 10016–10024.
Crossref Google Scholar
[46]

Li, Z. P.; Zhang, Z. W.; Nie, R. M.; Li, C. Z.; Sun, Q. K.; Shi, W.; Chu, W. C.; Long, Y. Y.; Li, H.; Liu, X. M. Construction of stable donor–acceptor type covalent organic frameworks as functional platform for effective perovskite solar cell enhancement. Adv. Funct. Mater. 2022, 32, 2112553.
Crossref Google Scholar
[47]

He, J.; Liu, H. L.; Zhang, F.; Li, X. G.; Wang, S. R. In situ synthesized 2D covalent organic framework nanosheets induce growth of high-quality perovskite film for efficient and stable solar cells. Adv. Funct. Mater. 2022, 32, 2110030.
Crossref Google Scholar
[48]

Li, Y. S.; Chen, Q.; Xu, T. T.; Xie, Z.; Liu, J. J.; Yu, X.; Ma, S. Q.; Qin, T. S.; Chen, L. De novo design and facile synthesis of 2D covalent organic frameworks: A two-in-one strategy. J. Am. Chem. Soc. 2019, 141, 13822–13828.
Crossref Google Scholar
[49]

Mohamed, M. G.; Lee, C. C.; El-Mahdy, A. F. M.; Lüder, J.; Yu, M. H.; Li, Z.; Zhu, Z. L.; Chueh, C. C.; Kuo, S. W. Exploitation of two-dimensional conjugated covalent organic frameworks based on tetraphenylethylene with bicarbazole and pyrene units and applications in perovskite solar cells. J. Mater. Chem. A 2020, 8, 11448–11459.
Crossref Google Scholar
[50]

Dogru, M.; Handloser, M.; Auras, F.; Kunz, T.; Medina, D.; Hartschuh, A.; Knochel, P.; Bein, T. A photoconductive thienothiophene-based covalent organic framework showing charge transfer towards included fullerene. Angew. Chem., Int. Ed. 2013, 52, 2920–2924.
Crossref Google Scholar
[51]

Li, Z. P.; Zhi, Y. F.; Feng, X.; Ding, X. S.; Zou, Y. C.; Liu, X. M.; Mu, Y. An azine-linked covalent organic framework: Synthesis, characterization and efficient gas storage. Chem.—Eur. J. 2015, 21, 12079–12084.
Crossref Google Scholar
[52]

Zheng, K. H.; Ge, J. F.; Liu, C.; Lou, Q.; Chen, X.; Meng, Y. Y.; Yin, X.; Bu, S. X.; Liu, C. R.; Ge, Z. Y. Improved phase stability of CsPbI2Br perovskite by released microstrain toward highly efficient and stable solar cells. InfoMat 2021, 3, 1431–1444.
Crossref Google Scholar
[53]

Nie, R. M.; Deng, X. Y.; Feng, L.; Hu, G. G.; Wang, Y. Y.; Yu, G.; Xu, J. B. Highly sensitive and broadband organic photodetectors with fast speed gain and large linear dynamic range at low forward bias. Small 2017, 13, 1603260.
Crossref Google Scholar
[54]

Zheng, L. P.; Zhou, Q. M.; Deng, X. Y.; Yuan, M.; Yu, G.; Cao, Y. Methanofullerenes used as electron acceptors in polymer photovoltaic devices. J. Phys. Chem. B 2004, 108, 11921–11926.
Crossref Google Scholar
Nano Research
Volume 16 Issue 7,
July 2023
Pages 9387-9397
DOI: 10.1007/s12274-023-5603-4
Cite this article:
Nie R, Chen X, Li Z, et al. Efficient and stable perovskite solar cells by build-in π-columns and ionic interfaces in covalent organic frameworks. Nano Research, 2023, 16(7): 9387-9397. https://doi.org/10.1007/s12274-023-5603-4
Topics:
Perovskite solar cells

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Received: 06 December 2022
Revised: 28 January 2023
Accepted: 22 February 2023
Published: 11 April 2023
© Tsinghua University Press 2023
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