Multiple Photoluminescent Processes from Pyrene Derivatives with Aggregation‐ and Mechano‐Induced Excimer Emission

Wang, Xiaoyan; Zhang, Jing; Yin, Jun; Liu, Sheng Hua

doi:10.1002/asia.201900798

Cited by 12 publications

(7 citation statements)

References 51 publications

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“…This photophysical behavior of TFPPy indicates excimer emission at 540 nm upon aggregation, while the peak at 472 denotes locally excited state emission. [ 25,26 ] Additionally, TFPPy shows similar aggregation‐induced excimer emission in acetonitrile (Figure S3, Supporting Information) as well as in acetonitrile–water mixtures (Figure S4, Supporting Information) as the water content (v/v%) is increased. We conclude from these studies that TFPPy molecules start to aggregate and nearby TFPPy units become close to one another throughout the excimer formation process in acetonitrile–water and highly concentrated solutions.…”

Section: Resultsmentioning

confidence: 95%

Emissive Substoichiometric Covalent Organic Frameworks for Water Sensing and Harvesting

Maiti

Sharma

Ling

et al. 2022

Macromol. Rapid Commun.

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Emissive covalent organic frameworks (COFs) have recently emerged as next-generation porous materials with attractive properties such as tunable topology, porosity, and inherent photoluminescence. Among the different types of COFs, substoichiometric frameworks (so-called Type III COFs) are especially attractive due to the possibility of not only generating unusual topology and complex pore architectures but also facilitating the introduction of well-defined functional groups at precise locations for desired functions. Herein, the first example of a highly emissive (PLQY 6.8%) substoichiometric 2D-COF (COF-SMU-1) featuring free uncondensed aldehyde groups is reported. In particular, COF-SMU-1 features a dual-pore architecture with an overall bex net topology, tunable emission in various organic solvents, and distinct colorimetric changes in the presence of water. To gain further insights into its photoluminescence properties, the charge transfer, excimer emission, and excited state exciton dynamics of COF-SMU-1 are investigated using femtosecond transient absorption spectroscopy in different organic solvents. Additionally, highly enhanced atmospheric water-harvesting properties of COF-SMU-1 are revealed using FT-IR and water sorption studies.The findings will not only lead to in-depth understanding of structure-property relationships in emissive COFs but also open new opportunities for designing COFs for potential applications in solid-state lighting and water harvesting.

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Section: Resultsmentioning

confidence: 95%

Emissive Substoichiometric Covalent Organic Frameworks for Water Sensing and Harvesting

Maiti

Sharma

Ling

et al. 2022

Macromol. Rapid Commun.

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“…Any perturbation of states should be originated from interactions with the adjacent TAE moiety. Although this possibility cannot be completely ruled out, it seems to be less likely. − …”

Section: Introductionmentioning

confidence: 98%

Aggregation-Enhanced Excimer Emission of Tetraarylethene Linkers in Ladderphanes

2021

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Tetraarylethene (TAE) has been used as linkers in polynorbornene- and polycyclobutene-based double-stranded ladderphanes and as pendants in related single-stranded polymers. The adjacent TAE linkers in these polymers are separated by 4.5–5.5 Å. Upon irradiation at 315 nm in dichloromethane (DCM), TAE excimer emission is observed at 493 nm with quantum yield Φ = 0.005–0.015. When MeOH/DCM (3/1) is used as the medium, Φs of hexyloxy-substituted TAE ladderphanes increase to 0.45–0.48 due to aggregation-enhanced excimer emission (AEEE). TAE-appended single-stranded polynorbornene has Φ = 0.21 under the same conditions. The neighboring TAE chromophores in these single-stranded polymers may not be eclipsed and therefore might be less favored for excimer formation. Entangling of hexyloxy groups, inter alia, may be responsible for AEEE. Replacement of a hexyloxy group by a methoxy group leads to a reduction in the quantum yield by 70% due to lack of entangling. The overall process that is responsible for AEEE involves excimer formation, aggregation of polymers, plus entangling of long-chain alkyl groups.

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“…Therefore, researchers have developed various organic fluorophores consisting of polycyclic/branched aromatic hydrocarbons [ 31 , 32 , 33 , 34 ]. Among these polycyclic aromatic hydrocarbons, pyrene is noted as a highly emissive organic luminophore having a flat aromatic scaffold with four fused benzene rings [ 35 , 36 ]. Due to the π–π stacking property, the monomer and excimer emission of pyrene-based derivatives displays distinct emissive properties in the presence of analytes, thereby, acting as stimuli responsive materials [ 37 , 38 , 39 , 40 , 41 , 42 ].…”

Section: Introductionmentioning

confidence: 99%

Pyrene-Based AIE Active Materials for Bioimaging and Theranostics Applications

Shellaiah

Sun

2022

Biosensors

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Aggregation-induced emission (AIE) is a unique research topic and property that can lead to a wide range of applications, including cellular imaging, theranostics, analyte quantitation and the specific detection of biologically important species. Towards the development of the AIE-active materials, many aromatic moieties composed of tetraphenylethylene, anthracene, pyrene, etc., have been developed. Among these aromatic moieties, pyrene is an aromatic hydrocarbon with a polycyclic flat structure containing four fused benzene rings to provide an unusual electron delocalization feature that is important in the AIE property. Numerous pyrene-based AIE-active materials have been reported with the AIE property towards sensing, imaging and theranostics applications. Most importantly, these AIE-active pyrene moieties exist as small molecules, Schiff bases, polymers, supramolecules, metal-organic frameworks, etc. This comprehensive review outlines utilizations of AIE-active pyrene-based materials on the imaging and theranostics studies. Moreover, the design and synthesis of these pyrene-based molecules are delivered with discussions on their future scopes.

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Multiple Photoluminescent Processes from Pyrene Derivatives with Aggregation‐ and Mechano‐Induced Excimer Emission

Cited by 12 publications

References 51 publications

Emissive Substoichiometric Covalent Organic Frameworks for Water Sensing and Harvesting

Emissive Substoichiometric Covalent Organic Frameworks for Water Sensing and Harvesting

Aggregation-Enhanced Excimer Emission of Tetraarylethene Linkers in Ladderphanes

Pyrene-Based AIE Active Materials for Bioimaging and Theranostics Applications

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