Aggregation Induced Emission of Excited-State Intramolecular Proton Transfer Compounds: Nanofabrication Mediated White Light Emitting Nanoparticles

@article{Kundu2016AggregationIE,
  title={Aggregation Induced Emission of Excited-State Intramolecular Proton Transfer Compounds: Nanofabrication Mediated White Light Emitting Nanoparticles},
  author={Anup K. Kundu and Palamarneri Sivaraman Hariharan and Kaliyan Prabakaran and Dohyun Moon and Savarimuthu Philip Anthony},
  journal={Crystal Growth \& Design},
  year={2016},
  volume={16},
  pages={3400-3408}
}
Excited-state intramolecular proton transfer (ESIPT) compounds, 2-(2-((2-hydroxybenzylidine)amino)phenoxy)benzonitrile (1) and 2-(4-((2-hydroxy-4-methoxybenzylidine)amino)phenoxy)benzonitrile (2) exhibited aggregation induced enhanced emission (AIEE) in the solid state and nanofabrication mediated white light emission. The strong intermolecular interactions (H-bonding, C–H···π and π··· π) restrict the free rotation and rigidify the fluorophores, 1 and 2, in the crystal lattice that lead to… Expand
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References

SHOWING 1-10 OF 55 REFERENCES
White-light emission strategy of a single organic compound with aggregation-induced emission and delayed fluorescence properties.
TLDR
By purposefully selecting the two parent molecules, that is, O2C (blue) and O2P (yellow), the white-light emission of OPC can be achieved in a single molecule, providing a feasible molecular strategy to design new AIE-DF white- light-emitting organic molecules. Expand
Self-Reversible Mechanochromism and Thermochromism of a Triphenylamine-Based Molecule: Tunable Fluorescence and Nanofabrication Studies
A triphenylamine-based fluorophore, 4-((4-methoxyphenyl)(phenyl)amino)benzaldehyde (1), exhibits external-stimuli-responsive self-reversible solid-state fluorescence switching, tunable fluorescence,Expand
Reversible fluorescence switching and topochemical conversion in an organic AEE material: polymorphism, defection and nanofabrication mediated fluorescence tuning
2-(4-(Diphenylamino)-2-methoxybenzylidene) malononitrile (DPAMBM), an organic aggregation enhanced emission material, showed an external stimulus mediated reversible phase change (crystalline toExpand
Polymorph-dependent solid-state fluorescence and selective metal-ion-sensor properties of 2-(2-hydroxyphenyl)-4(3H)-quinazolinone.
TLDR
Tunable solid-state fluorescence and selective metal-ion-sensor properties were demonstrated in a single organic material. Expand
Solid-state fluorescence properties and reversible piezochromic luminescence of aggregation-induced emission-active 9,10-bis[(9,9-dialkylfluorene-2-yl)vinyl]anthracenes
In this work, we have synthesized 9,10-bis[(9,9-dialkylfluorene-2-yl)vinyl]anthracene derivatives (FLA-Cnn) with propyl, pentyl, and dodecyl side chains to investigate their fluorescence properties.Expand
Efficient Light Emitters in the Solid State: Synthesis, Aggregation‐Induced Emission, Electroluminescence, and Sensory Properties of Luminogens with Benzene Cores and Multiple Triarylvinyl Peripherals
Benzene-cored luminogens with multiple triarylvinyl units are designed and synthesized. These propeller-shaped molecules are nonemissive when dissolved in good solvents, but become highly emissiveExpand
Aggregation-enhanced emission in fluorophores containing pyridine and triphenylamine terminals: restricted molecular rotation and hydrogen-bond interaction
Restriction on molecular rotation of fluorophores reduces non-radiative decay channels and promotes strong fluorescence due to aggregation-enhanced emission (AEE) behavior. To evaluate the importantExpand
Quinoacridine derivatives with one-dimensional aggregation-induced red emission property.
TLDR
A new series of acceptor-donor-acceptor (A-D-A) type quinoacridine derivatives (1-3) with aggregation-induced red emission properties were designed and synthesized and it was demonstrated that the synthesized compounds with different lengths of alkyl chains displayed different wire formation properties. Expand
A blue-white-yellow color-tunable excited state intramolecular proton transfer (ESIPT) fluorophore: sensitivity to polar–nonpolar solvent ratios
We report the emission wavelength tunability of an excited state intramolecular proton transfer (ESIPT) fluorophore, 2,4-dibenzothiazolylphenol (2,4-DBTP), and its application to white lightExpand
Effect of stacking mode on the mechanofluorochromic properties of 3-aryl-2-cyano acrylamide derivatives
Three structurally simple 3-aryl-2-cyano acrylamide derivatives, 2-cyano-3-(2-methoxyphenyl)-2-propenamide (1), 2-cyano-3-(3-methoxyphenyl)-2-propenamide (2) andExpand
...
1
2
3
4
5
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