Thieno[3,2 -b]thiophene-based linear dopant-free hole transport materials for efficient perovskite solar cells

Zhang, Ping; Chen, Kaixing; Gao, Xing; Zhang, Jin; Zeng, Ye; Tang, Rong; Wu, Fei; Zhong, Cheng; Zhu, Linna

doi:10.1016/j.dyepig.2023.111693

Cited by 7 publications

(3 citation statements)

References 38 publications

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“…Although these dopants can obviously increase the conductivity of the HTM, their hygroscopicity or volatility easily degrade the HTM film, leading to a short device lifespan and inferior PCE. For example, both TBP and Spiro-OMeTAD are known react to form nonconductive products, degrading the cell performance. , For PSCs to be commercialized, these instability problems must be overcome. , Therefore, various dopant-free HTMs have been explored as Spiro-OMeTAD replacements and incorporated into PSCs. − For example, small organic molecules, , long π-conjugated polymers, , large two-dimensional planar π-stacked-type compounds, , and metal complexes , are well-known HTMs; however, the synthesis of dopant-free organic HTMs often leads to further complications. Despite these efforts, top-level performance has rarely been reported for PSCs based on dopant-free HTMs.…”

Section: Introductionmentioning

confidence: 99%

“…21,22 Therefore, various dopant-free HTMs have been explored as Spiro-OMeTAD replacements and incorporated into PSCs. 23−27 For example, small organic molecules, 28,29 long π-conjugated polymers, 30,31 large two-dimensional planar π-stacked-type compounds, 32,33 and metal complexes 34,35 are well-known HTMs; however, the synthesis of dopant-free organic HTMs often leads to further complications. Despite these efforts, top-level performance has rarely been reported for PSCs based on dopant-free HTMs.…”

Section: ■ Introductionmentioning

confidence: 99%

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Short-Step Synthesized Dopant-Free Spiro-Type Hole-Transporting Materials for Efficient and Stable Perovskite Solar Cells

Onozawa-Komatsuzaki,

Tsuchiya,

Inoue

et al. 2024

ACS Appl. Energy Mater.

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Hole-transporting materials (HTMs) play an important role in charge extraction, interfacial recombination, and device stability in perovskite solar cells (PSCs). For example, 2,2′,7,7′-tetrakis(N,N-di-pmethoxyphenylamino)-9,9′-spirobifluorene (Spiro-OMeTAD) is one of the most frequently used HTMs. However, dopants such as lithium bis(trifluoromethylsulfonyl)imide are necessary to achieve high powerconversion efficiency (PCE), and these dopants have been speculated to cause severe instability issues in PSCs. Recently, dopant-free organic HTMs have emerged as highly desirable materials for stable and efficient n−i−ptype PSCs; however, the literature contains relatively few reports of such dopant-free organic HTMs. In addition, the synthesis of dopant-free organic HTMs often leads to further complications. Herein, we synthesized spiro-type HTMs SF67 and SF71, which are nondoped HTMs with halogen and N,N-dimethylamino substituents as electron-withdrawing and -donating groups, respectively. The advantage of SF67 and SF71 is that they are easy to synthesize because of their two-step synthesis starting from commercially available precursors. By introducing two kinds of substituents with different electronic properties, we could adjust the highest occupied molecular orbital (HOMO) to an energy level appropriate for PSCs. Moreover, both SF67 and SF71 can cover the surface of the perovskite uniformly without forming pinholes. Compared with Spiro-OMeTAD, they also exhibit a superior hole extraction ability. Consequently, the PCEs of devices based on SF67 and SF71 were 19.6% and 19.5%, respectively. In addition, the thermal stability of the PSCs based on nondoped SF67 and SF71 at 85 °C in ambient air was superior to that of a PSC based on nondoped Spiro-OMeTAD. Therefore, both SF67 and SF71 are expected to be effective high-performance dopant-free HTMs for PSCs.

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Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Short-Step Synthesized Dopant-Free Spiro-Type Hole-Transporting Materials for Efficient and Stable Perovskite Solar Cells

Onozawa-Komatsuzaki,

Tsuchiya,

Inoue

et al. 2024

ACS Appl. Energy Mater.

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“…[25][26][27] In recent years, dopant-free small molecule HTMs have been developed substantially, primarily due to their facile synthesis and tunable structure. [28][29][30][31][32][33] Among them, selfassembled monolayer (SAM)-based HTMs emerge as highly promising candidates, [34][35][36][37][38] offering distinct advantages, [39] such as: 1). Low material consumption and simple processing; 2).…”

Section: Introductionmentioning

confidence: 99%

A Fluorination Strategy and Low‐Acidity Anchoring Group in Self‐Assembled Molecules for Efficient and Stable Inverted Perovskite Solar Cells

Sun,

Fan,

et al. 2024

Chemistry A European J

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Herein, we synthesized two donor‐acceptor (D‐A) type small organic molecules with self‐assembly properties, namely MPA‐BT‐BA and MPA‐2FBT‐BA, both containing a low acidity anchoring group, benzoic acid. After systematically investigation, it is found that, with the fluorination, the MPA‐2FBT‐BA demonstrates a lower highest occupied molecular orbital (HOMO) energy level, higher hole mobility, higher hydrophobicity and stronger interaction with the perovskite layer than that of MPA‐BT‐BA. As a result, the device based‐on MPA‐2FBT‐BA displays a better crystallization and morphology of perovskite layer with larger grain size and less non‐radiative recombination. Consequently, the device using MPA‐2FBT‐BA as hole transport material achieved the power conversion efficiency (PCE) of 20.32% and remarkable stability. After being kept in an N2 glove box for 116 days, the unsealed PSCs’ device retained 93% of its initial PCE. Even exposed to air with a relative humidity range of 30±5% for 43 days, its PCE remained above 91% of its initial condition. This study highlights the vital importance of the fluorination strategy combined with a low acidity anchoring group in SAMs, offering a pathway to achieve efficient and stable PSCs.

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Thiocarbonyl‐Based Hole Transport Materials with Enhanced Defect Passivation Ability for Efficient and Stable Perovskite Solar Cells

Tan,

Tang,

Wang

et al. 2024

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Organic hole transporting materials (HTMs) are extensively studied in perovskite solar cells (PSCs). The HTMs directly contact the underlying perovskite material, and they play additional roles apart from hole transporting. Developing organic HTMs with defect passivation function has been proved to be an efficient strategy to construct efficient and stable PSCs. In this work, new organic molecules with thiocarbonyl (C═S) and carbonyl (C═O) functional groups are synthesized and applied as HTMs (named FN‐S and FN‐O). FN‐S with C═S can be facilely obtained from FN‐O containing C═O. Notably, the C═S in FN‐S results in superior defect passivation ability compared to FN‐O. Moreover, FN‐S exhibits excellent hole extraction/transport capability. Conventional PSCs using FN‐S as HTM show an impressive power conversion efficiency (PCE) of 23.25%, with excellent long‐term stability and operational stability. This work indicates that simply converting C═O to C═S is an efficient way to improve the device performance by strengthening the defect passivation functionality.

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Thieno[3,2 -b]thiophene-based linear dopant-free hole transport materials for efficient perovskite solar cells

Cited by 7 publications

References 38 publications

Short-Step Synthesized Dopant-Free Spiro-Type Hole-Transporting Materials for Efficient and Stable Perovskite Solar Cells

Short-Step Synthesized Dopant-Free Spiro-Type Hole-Transporting Materials for Efficient and Stable Perovskite Solar Cells

A Fluorination Strategy and Low‐Acidity Anchoring Group in Self‐Assembled Molecules for Efficient and Stable Inverted Perovskite Solar Cells

Thiocarbonyl‐Based Hole Transport Materials with Enhanced Defect Passivation Ability for Efficient and Stable Perovskite Solar Cells

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