Dopant-free hole-transporting materials based on a simple nonfused core with noncovalent conformational locking for efficient perovskite solar cells

Liu, Yiqi; Zhang, Heng; Sun, Lixue; Yan, Xiangwu; Sun, Zhe; Xue, Song; Liang, Mao

doi:10.1016/j.orgel.2022.106566

Cited by 4 publications

(3 citation statements)

References 55 publications

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“…Figure S24b shows that ACR-DM , ACR-2FDM , ACR-4FDM , and ACR-PhDM all have glass transition temperatures ( T g ) of 178, 145, 182, and 202 °C, respectively, which are much higher than Spiro-OMeTAD . The higher T g will largely prevent the transition from the amorphous to crystalline form and thus improve the working stability of PSCs. , …”

Section: Resultsmentioning

confidence: 99%

“…55 The higher T g will largely prevent the transition from the amorphous to crystalline form and thus improve the working stability of PSCs. 56,57 To further evaluate whether the energy levels of acridinebased HTMs are suitable for organic−inorganic hybrid PSCs, we performed cyclic voltammetry (CV) tests, and the results are shown in Figure 2b, which shows that acridine-based HTMs have very stable redox properties. Combining the UV− vis and CV test results, the optical properties of the four acridine-based HTMs were calculated (see Figure S23a and Table 1).…”

Section: Resultsmentioning

confidence: 99%

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Molecular Engineering of Peripheral Substitutions to Construct Efficient Acridine Core-Based Hole Transport Materials for Perovskite Solar Cells

Liu

Miao

Zhai

et al. 2022

ACS Appl. Mater. Interfaces

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The development of highly efficient hole transport materials (HTMs) for perovskite solar cells (PSCs) has been a hot research topic. Acridine and its derivatives are gradually utilized as new blocks for optoelectronic applications, which stems from its rigid conjugated structure, shedding a new light on this old molecule. Meanwhile, its application in PSCs as a HTM has not been well explored, and the efficiency of 9,10-dihydroacridine (ACR)-based HTMs is relatively low. In this work, we conduct a systematic modulation of the peripheral substituents for ACR core building block-based HTMs and investigate the effects of the electron-donating ability and π-conjugation of peripheral groups on the photovoltaic performance of the corresponding HTMs. It is found that the peripheral groups with a weaker electron-donating ability and stronger π-conjugation are more suitable for the acridine core, which itself has a stronger electron-donating ability. Through molecular engineering, the newly developed HTM ACR-PhDM achieves an impressive power conversion efficiency of 23.5%. Our work lays the foundation for the design and development of efficient HTMs in the future.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Molecular Engineering of Peripheral Substitutions to Construct Efficient Acridine Core-Based Hole Transport Materials for Perovskite Solar Cells

Liu

Miao

Zhai

et al. 2022

ACS Appl. Mater. Interfaces

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“…[3][4][5][6][7][8][9][10] In general, in addition to achieving high device efficiency, extracting holes from perovskite layers, and inhibiting non-radiative recombination, hole-transporting materials (HTMs) have been reported in numerous articles to improve the stability of PSCs. [11][12][13][14][15][16] Nowadays, different types of organic HTMs have been applied in efficient PSCs, including linear, star-shaped, or spirocentered structures. [17][18][19][20][21] Among them, spiro-centered molecules, especially 2,2',7,7'-tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene (spiro-OMeTAD), are still recognized as the most efficient HTM in PSCs [22] because of the superiority from their twisted structures granting suitable energy levels for transporting holes and blocking electrons.…”

Section: Introductionmentioning

confidence: 99%

A N‐Ethylcarbazole‐Terminated Spiro‐Type Hole‐Transporting Material for Efficient and Stable Perovskite Solar Cells

et al. 2022

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The development of stable and efficient hole-transporting materials (HTMs) is critical for the commercialization of perovskite solar cells (PSCs). Herein, a novel spiro-type HTM was designed and synthesized where N-ethylcarbazole-terminated groups fully substituted the methoxy group of spiro-OMeTAD, named spiro-carbazole. The developed molecule exhibited a lower highest occupied molecular orbital level, higher hole mobility, and extremely high glass transition temperature (T g = 196 °C) compared with spiro-OMeTAD. PSCs with the developed molecule exhibited a champion power conversion efficiency (PCE) of 22.01 %, which surpassed traditional spiro-OMeTAD (21.12 %). Importantly, the spiro-carbazole-based device had dramatically better thermal, humid, and long-term stability than spiro-OMeTAD.

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Dopant‐Free Hole Transport Material Based on Non‐Covalent Interaction for Efficient Perovskite Solar Cells

Tan,

Zhang,

Sun

et al. 2024

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Hole transport materials (HTMs) have a critical impact on the performance of perovskite solar cells (PSCs). Especially, the dopant‐free HTMs could avoid the usage of hygroscopic dopants and reduce costs, which are important for device stability. Most of the current organic dopant‐free HTMs are polycyclic aromatic hydrocarbons‐based planar conjugated structures. Yet, the synthesis of conjugated fused heterocycles is often complicated. In this work, intramolecular non‐covalent interaction is introduced to construct two organic HTMs (DCT and DTC), which can be facilely obtained through simple reactions. Compared to DTC with hexyl chain on the central benzene ring, DCT with hexyloxy chains shows better planarity in the core structure, as a result of the intramolecular non‐covalent interactions between oxygen on hexyloxy and sulfur atom on the adjacent thiophene, as reflected from its single crystal structure. Moreover, DCT in a pristine state shows a decent hole mobility comparable to the doped Spiro‐OMeTAD. Ultimately, conventional devices using dopant‐free DCT as HTM show a high efficiency of 22.50%, with excellent long‐term stability, and light and thermal stability. The results show that the noncovalent interaction is a useful and simple design strategy for dopant‐free HTMs, that can effectively improve the efficiency and stability of PSCs.

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Dopant-free hole-transporting materials based on a simple nonfused core with noncovalent conformational locking for efficient perovskite solar cells

Cited by 4 publications

References 55 publications

Molecular Engineering of Peripheral Substitutions to Construct Efficient Acridine Core-Based Hole Transport Materials for Perovskite Solar Cells

Molecular Engineering of Peripheral Substitutions to Construct Efficient Acridine Core-Based Hole Transport Materials for Perovskite Solar Cells

A N‐Ethylcarbazole‐Terminated Spiro‐Type Hole‐Transporting Material for Efficient and Stable Perovskite Solar Cells

Dopant‐Free Hole Transport Material Based on Non‐Covalent Interaction for Efficient Perovskite Solar Cells

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