An Efficient Approach to Pyrene‐based Aggregation‐induced Emission Luminogens

Guo, Hongxi; Song, Xinyi; Wang, Xiaohui; Liu, Yiwei; Redshaw, Carl; Feng, Xing

doi:10.1002/slct.202202208

Cited by 3 publications

(2 citation statements)

References 38 publications

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“…On the other hand, it is noted that not all pyrene‐based AIEgens exhibit high quantum yields (Φ f ) in the solid state. [ 22 ] For example, pyrenes containing benzophenone [ 22 ] or substituted TPE units [ 23 ] show much lower Φ f than that of pyrene in the film state (44%). [ 24 ] The low quantum yield values of these compounds are not only the result of complex intermolecular interactions (such as π–π stacking interactions, hydrogen‐bond interactions, etc.)…”

Section: Introductionmentioning

confidence: 99%

Molecular Engineering toward Broad Color‐Tunable Emission of Pyrene‐Based Aggregation‐Induced Emission Luminogens

Liu,

Li,

Xie

et al. 2024

Advanced Optical Materials

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A molecular design strategy for the precise regulation of full‐color‐tunable emission organic luminescence materials is not yet systematically established for pyrene chemistry. To fabricate color‐tunable and highly‐efficiency pyrene‐based emitters, this article presents novel pyrene‐based molecules with donating‐π‐accepting structures, which exhibit bright, relatively narrow‐band FWHM emission, broad color‐tunable from deep blue (439 nm) to orange‐red (599 nm) both in solution and in the solid state. Moreover, the compounds 2a, 2d–g exhibit typical aggregation‐induced emission (AIE) characteristics, with an enhanced fluorescence quantum yield in the solid state. The experimental results indicated that the presence of the sterically bulky meta‐substituted biphenyl adopts an out‐of‐plane twist conformation, which can strengthen the rigidity of the molecular conformation and suppress the intermolecular π–π stacking in the aggregated state, resulting in an enhanced emission in the solid state. The prepared pyrene‐based AIEgens are applied as fluorescent inks to write Chinese characters and art with a vivid pattern. Thus, this article not only presents an efficient molecular strategy to construct pyrene‐based AIEgen with broad color‐tunable emission properties for practical applications, but also display a powerful combination of the strong alliance between the advanced luminescent materials, art and Chinese traditional culture.

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Section: Introductionmentioning

confidence: 99%

Molecular Engineering toward Broad Color‐Tunable Emission of Pyrene‐Based Aggregation‐Induced Emission Luminogens

Liu,

Li,

Xie

et al. 2024

Advanced Optical Materials

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“…Possessing intensive photophysical properties, PAHs are of immense importance. 1 Owing to their polarity, sensitive excimer fluorescence, large mobile electron density, prolonged fluorescence lifetime, promising robustness, chemical stability, and extended pi-surface planarity, pyrene and pyrene appended systems offer ubiquitous applications in diverse fields of optical, electronic, bioimaging and chemosensors. 2 Tang et al successfully applied aggregation-induced emission (AIE) in diversified fields of science.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, crystal structure, photophysical behavior and aggregation-induced emission of a novel pyrene scaffold multifunctional Schiff base ligand: inhibition of digestive enzymes and docking studies

et al. 2023

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Analysis of Solid-State Emission of the p-Bis(2,2-dicyanovinyl)benzene Analogue through Combined X-ray, Synchrotron, and Microcrystal Electron Diffraction

Deka,

Jaiswal,

Sarma

et al. 2024

Crystal Growth & Design

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Organic solid-state emissive materials have recently gained significant attention for their optoelectronic properties, leading to the design of various optical devices and sensors. Achieving highly efficient solid-state fluorescence is challenging. Moreover, understanding a structure−property relationship is crucial for designing and improvising solid-state emitters. Herein, we have synthesized different compounds having p-bis(2,2-dicyanovinyl)benzene as a core structure and varied the substitution position and linker length. However, after several batches of failed crystallization for a few analogues, microcrystal electron diffraction (MicroED) and synchrotron were used for structure elucidation that helps in better understanding the solid-state emission behavior of the synthesized organic fluorophores. During the analysis, MicroED helps us to characterize a novel polymorph of 4,4′-biphenyldicarboxaldehyde (starting material for BP-1 and BP-2) and an intermediate product of BP-2, i.e., monoaldehyde derivative, from a powdered mixture. Based on the structural analysis, it was observed that π−π interactions and C−H•••O/N interactions play a dominant role in tuning the photophysical properties of these organic fluorophores.

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An Efficient Approach to Pyrene‐based Aggregation‐induced Emission Luminogens

Cited by 3 publications

References 38 publications

Molecular Engineering toward Broad Color‐Tunable Emission of Pyrene‐Based Aggregation‐Induced Emission Luminogens

Molecular Engineering toward Broad Color‐Tunable Emission of Pyrene‐Based Aggregation‐Induced Emission Luminogens

Design, synthesis, crystal structure, photophysical behavior and aggregation-induced emission of a novel pyrene scaffold multifunctional Schiff base ligand: inhibition of digestive enzymes and docking studies

Analysis of Solid-State Emission of the p-Bis(2,2-dicyanovinyl)benzene Analogue through Combined X-ray, Synchrotron, and Microcrystal Electron Diffraction

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