Two asymmetric small molecule acceptors with aromatic and non-aromatic ring side chains were developed for organic solar cells

Li, Renlong; Zhang, Xiongbo; Dong, Minghao; Cui, Cheng‐Xing; Zhang, Wanqing; Wang, Jichao; Zhang, Kai; Jia, Tao; Niu, Hong‐Ying; Huang, Fei

doi:10.1016/j.dyepig.2022.110908

Cited by 6 publications

(5 citation statements)

References 52 publications

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“…Huang et al synthesized asymmetric SMAs Y6-Ph4F and Y6-CH4F by introducing phenyl and cyclohexyl groups at the end of the alkyl group on one side of the pyrrole. [134] The results show that Y6-CH4F with cyclohexyl group has stronger molecular stacking and crystallinity in the solid state compared to Y-Ph4F with aromatic ring. Yan et al reported an asymmetric SMA Y6-sch with a structure similar to Y6-CH4F.…”

Section: Inner Chain Modificationmentioning

confidence: 92%

The Asymmetric Strategy of Small‐Molecule Materials for Organic Solar Cells

Hu,

Ge,

Chen

et al. 2024

Advanced Energy Materials

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The conjugated small‐molecule materials of organic solar cells have always played a crucial role in light‐harvesting, charge transport, morphology optimization, and the attainment of efficient devices. The advancement of novel materials and the understanding of underlying molecular design rules serve as the driving force for furthering efficient and stable photovoltaic devices. Among a variety of design principles, the symmetry‐breaking strategy, which is well developed in 3,9‐bis(2‐methylene‐(3‐(1,1‐dicyanomethylene)‐indanone))‐5,5,11,11‐tetrakis(4‐hexylphenyl)‐dithieno[2,3‐d:2′,3′‐d’]‐s‐indaceno[1,2‐b:5,6‐b’]dithiophene (ITIC)‐series acceptors, recently demonstrates great potential in small‐molecule acceptors and donors for realizing high power conversion efficiency. In this review, in order to give a deep insight on asymmetric strategy, the small‐molecule acceptors and donors are systematically summarized with asymmetric structure to elucidate structure‐performance relationship, molecular packing behaviors, and morphology evolution. Not only the delicate balance between open circuit voltage and short‐circuit current density, but also the reductions in charge recombination and non‐radiative recombination are considered to play the key points in improving the photovoltaic performance when the asymmetric molecule is used as host or guest materials. Finally, concise challenges and outlooks are provided for the future development and application of asymmetric molecules and symmetry‐breaking strategies.

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Section: Inner Chain Modificationmentioning

confidence: 92%

The Asymmetric Strategy of Small‐Molecule Materials for Organic Solar Cells

Hu,

Ge,

Chen

et al. 2024

Advanced Energy Materials

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“…[18][19][20][21][22] However, despite the high efficiency of devices based on fused-ring NFAs, the complexity and low yield of the synthesis process for the core structure of these acceptors result in high costs and difficulties in chemical modification, hindering the applications of OSCs. 23,24 To address these problems, unfused-ring NFAs (UF-NFAs) have emerged as a promising alternative for the development of NFAs because of their easily tunable chemical structures, high yield, and short synthesis routes. [25][26][27] Compared with fused-ring NFAs, UF-NFAs employ noncovalent conformational locks, such as OÁ Á ÁS, NÁ Á ÁS, and FÁ Á ÁH interactions, to preserve the planarity of the molecular backbone, thereby improving molecular stacking and carrier mobility.…”

Section: Introductionmentioning

confidence: 99%

“…18–22 However, despite the high efficiency of devices based on fused-ring NFAs, the complexity and low yield of the synthesis process for the core structure of these acceptors result in high costs and difficulties in chemical modification, hindering the applications of OSCs. 23,24 To address these problems, unfused-ring NFAs (UF-NFAs) have emerged as a promising alternative for the development of NFAs because of their easily tunable chemical structures, high yield, and short synthesis routes. 25–27…”

Section: Introductionmentioning

confidence: 99%

Phthalimide-based unfused-ring non-fullerene acceptors for constructing efficient organic solar cells with high open-circuit voltage

He,

Tang,

Huang

et al. 2024

New J. Chem.

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“…As a notable side chain system, cyclo-alkyl chain holds both a flexible alkyl part and a rigid cyclic part, which can effectively influence the photoelectric properties of materials, such as the regulation of steric hindrance to facilitate charge carrier transport and increment in intermolecular interaction to optimize self-assemble properties. [44][45][46][47][48][49][50] Accordingly, the cyclo-alkyl chain could be one promising choice for small molecules, to optimize the BHJ morphology for elevated overall photovoltaic performance. However, the cyclo-alkyl chain has never been introduced into the SMDs in the literature.…”

Section: Introductionmentioning

confidence: 99%

High‐Efficiency All‐Small‐Molecule Organic Solar Cells Based on New Molecule Donors with Conjugated Symmetric/Asymmetric Hybrid Cyclopentyl‐Hexyl Side Chains

Wang

Zheng

et al. 2023

Adv Funct Materials

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All small molecule organic solar cells (ASM-OSCs) have numerous advantages but lower power conversion efficiencies (PCEs) than their polymer equivalents, which is largely due to the suboptimal nanoscale network structure in a bulk heterojunction (BHJ). Herein, new small molecule donors with symmetric/asymmetric hybrid cyclopentyl-hexyl side chains are designed, accounting for manipulated intermolecular interactions and BHJ morphology. Theoretical and experimental results reveal that the asymmetric cyclopentylhexyl side chains modification has a significant influence on potential energy surface and intermolecular interaction that can ensure preferable molecular assembly and regulate the D/A interfacial energetics, thus boosting the exciton dissociation and charge transport when pairing with a wide-used acceptor L8-BO. Concurrently, a nanoscale bicontinuous interpenetrating network with optimal domain size can be fully evolved in the BHJ layer. As a consequence, the As-TCp-based binary device achieves a superior PCE of 16.46% in comparison to that of the controlled symmetric counterparts S-BF (14.92%) and A-TCp (15.77%), and ranks one of best performance among ASM-OSCs. This study demonstrates that precise manipulation of the cyclo-alkyl chain in combination with the asymmetric 2D side chain strategy is an effective synergistic approach to control intermolecular interaction and nanoscale bicontinuous phase separation for achieving high-performance ASM-OSCs.

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Two asymmetric small molecule acceptors with aromatic and non-aromatic ring side chains were developed for organic solar cells

Cited by 6 publications

References 52 publications

The Asymmetric Strategy of Small‐Molecule Materials for Organic Solar Cells

The Asymmetric Strategy of Small‐Molecule Materials for Organic Solar Cells

Phthalimide-based unfused-ring non-fullerene acceptors for constructing efficient organic solar cells with high open-circuit voltage

High‐Efficiency All‐Small‐Molecule Organic Solar Cells Based on New Molecule Donors with Conjugated Symmetric/Asymmetric Hybrid Cyclopentyl‐Hexyl Side Chains

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