Aggregation-induced emission, self-assembly, and electroluminescence of 4,4′-bis(1,2,2-triphenylvinyl)biphenyl

Zhao, Zujin; Chen, Shuming; Shen, Xiaoyuan; Mahtab, Faisal; Yu, Yong; Lü, Ping; Lam, Jacky W. Y.; Kwok, Hoi Sing; Tang, Ben Zhong

doi:10.1039/b915271g

Cited by 315 publications

(171 citation statements)

References 19 publications

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“…AIE materials are successfully put into application in the construction of OLEDs [1][2][3][4][5], bioimaging systems [6][7][8] and chemical sensors [9,10]. Most of the fluorescent organic molecules show fluorescence in dilute solutions but it suffer from the aggregation-caused quenching (ACQ) effect due to strong π-π stacking interactions in extended π-conjugated systems and dipoledipole interactions in D-π-A systems.…”

Section: Introductionmentioning

confidence: 99%

AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

Lanke

Sekar

2015

J Fluoresc

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A new class of red emitting extensively conjugated donor-π-acceptor type dyes bearing coumarin units have been synthesized by condensation of 7-(diethylamino)-2-oxo-2 H-chromene-3-carbaldehyde with different active methylenes. All the dyes are characterized by (1)H NMR, (13)C NMR and HRMS spectroscopy. The photophysical behaviour and the relation between structure and properties of the coumarin "push-pull" derivatives were investigated experimentally. The dyes exhibited positive solvatochromism and solvatofluorism in solution of varying polarity. These coumarin dyes show aggregation induced emission properties with red emitting fluorescence. They show absorption in the range of 501-528 and emission in the range of 547-630 nm. We evaluated photophysical properties of coumarin dyes using solvotochromism and solvent dependent shift in the emission wavelength. All the synthesized coumarin dyes COS1-COS4 are showing very good solvatochromic properties.

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Section: Introductionmentioning

confidence: 99%

AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

Lanke

Sekar

2015

J Fluoresc

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“…1). [12] Mechanistic investigations reveal that the AIE effect is caused by the restriction to the intramolecular rotations of the luminogens in the aggregate state. [15][16][17][18][19] The AIE effect has enabled the luminogens to find an array of technological applications as chemosensors, bioprobes, PAGE visualizers, active layers in the construction of organic light-emitting diodes.…”

Section: Introductionmentioning

confidence: 99%

“…Nonemissive luminogens, such as tetraphenylethene (TPE) and hexaphenylsilole, are induced to emit efficiently by aggregate formation. [12][13][14] The AIE effect dramatically boosts fluorescence quantum yields (F F ) of the luminogens, turning them from faint fluorophores to strong emitters. An extreme example of such AIE luminogen is 4,4'-bis(1,2,2-triphenylvinyl)biphenyl: its emission efficiencies in the solution (F F,S ) and aggregate (F F,A ) states are~0 and 100 %, respectively, resulting in an infinitely large AIE effect (a AIE = F F,A /F F,S !…”

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confidence: 99%

Fabrication of Fluorescent Silica Nanoparticles Hybridized with AIE Luminogens and Exploration of Their Applications as Nanobiosensors in Intracellular Imaging

Mahtab

Hong

Liu

et al. 2010

Chemistry A European J

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126

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IntroductionFluorescent nanoparticles have been found useful as visualization tools for biological sensing, probing, imaging, monitoring. [1,2] Among nanoparticles, semiconductor quantum dots (QDs) have attracted much attention, particularly in the area of cellular marking or imaging. QDs enjoy such advantages as size-tunable emission color, long luminescence lifetime and resistance to photobleaching. Their surfaces, however, need to be modified in order to improve their hydrophilicity. Recent investigations have revealed that a large portion (> 40 %) of QDs used under biological conditions show dark state. The use of high concentrations of QDs may solve this problem but causes more serious problems such as enhanced cytotoxicity. This is easy to understand, taking into consideration that QDs are usually chalcogenides of heavy metals (e.g., ZnSe, CdS and PdTe), which are well known toxicants or carcinogens. [3][4][5][6] In contrast, silica nanoparticles (SNPs) are hydrophilic and biocompatible. SNPs have found a variety of applications in areas spanning from information technology to biological engineering. Besides being cytophilic, SNPs are transparent but nonfluorescent and hence ideal host materials for the fabrication of fluorescent silica nanoparticles (FSNPs) for imaging purposes. FSNPs can be prepared by incorporating fluorophores into silica networks via physical processes or chemical reactions. The silica matrix acts as a protective shield, reducing the likelihood of penetrations of oxygen and other harmful species that may cause photobleaching of the embedded fluorophores. [7][8][9] For sensitive detection, trace analysis, diagnostic assay, and real-time monitoring, FSNPs should emit intense visible Abstract: Highly emissive inorganicorganic nanoparticles with core-shell structures are fabricated by a one-pot, surfactant-free hybridization process. The surfactant-free sol-gel reactions of tetraphenylethene-(TPE) and silolefunctionalized siloxanes followed by reactions with tetraethoxysilane afford fluorescent silica nanoparticles FSNP-1 and FSNP-2, respectively. The FSNPs are uniformly sized, surface-charged and colloidally stable. [10] A low fluorophore loading in the nanoparticle may be free of aggregation but can offer only weak fluorescence signals. The light emission can further be weakened, rather than enhanced, when more fluorophores are loaded into the nanoparticles, because of the notorious aggregation-caused quenching (ACQ) effect. [11] We have discovered an "abnormal" phenomenon that is exactly opposite to the ACQ effect, namely aggregation-induced emission (AIE). Nonemissive luminogens, such as tetraphenylethene (TPE) and hexaphenylsilole, are induced to emit efficiently by aggregate formation. [12][13][14] The AIE effect dramatically boosts fluorescence quantum yields (F F ) of the luminogens, turning them from faint fluorophores to strong emitters. An extreme example of such AIE luminogen is 4,4'-bis(1,2,2-triphenylvinyl)biphenyl: its emission efficiencies in the solution (F F,S ) and aggre...

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“…The AIE effect greatly boosts their emission efficiency up to unity, turning them from weak fluorophores to strong emitters. This intriguing phenomenon has prompted us to explore more AIE dyes in order to have a better understanding of their structure-property relationship [15][16][17][18][19][20]. Recently, we have synthesized a group of AIE-active silole derivatives, namely 2,5-bis(trialkylsilylethynyl)-3,4-diphenylsiloles, with varying 1,1-and 2,5-substituents [21].…”

Section: Introductionmentioning

confidence: 99%

Theoretical study of substituent effect on the charge mobility of 2,5-bis(trialkylsilylethynyl)-1,1,3,4-tetraphenylsiloles

Zhao

Liu²,

Lam³

et al. 2010

Sci. China Chem.

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The theoretical calculation of the charge mobility of 2,5-bis(trialkylsilylethynyl)-1,1,3,4-tetraphenylsiloles is presented. B3LYP/6-31* calculations demonstrated that these silole molecules possessed large coupling matrix elements and reorganization energies for electron and hole transfers and high electron mobilities. The bulkiness of the trialkyl substituents influenced the charge mobility of the silole molecules, with the smaller trimethyl group imparting higher charge mobility than triethyl and triisopropyl substituents.silole, theoretical calculation, substitution effect, electronic structure, charge mobility

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Aggregation-induced emission, self-assembly, and electroluminescence of 4,4′-bis(1,2,2-triphenylvinyl)biphenyl

Cited by 315 publications

References 19 publications

AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

AIE Based Coumarin Chromophore - Evaluation and Correlation Between Solvatochromism and Solvent Polarity Parameters

Fabrication of Fluorescent Silica Nanoparticles Hybridized with AIE Luminogens and Exploration of Their Applications as Nanobiosensors in Intracellular Imaging

Theoretical study of substituent effect on the charge mobility of 2,5-bis(trialkylsilylethynyl)-1,1,3,4-tetraphenylsiloles

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