Drastic Modulation of Stimuli-Responsive Fluorescence by a Subtle Structural Change of Organic Fluorophore and Polymorphism Controlled Mechanofluorochromism

@article{Hariharan2018DrasticMO,
  title={Drastic Modulation of Stimuli-Responsive Fluorescence by a Subtle Structural Change of Organic Fluorophore and Polymorphism Controlled Mechanofluorochromism},
  author={Palamarneri Sivaraman Hariharan and Gayathri Parthasarathy and Anup K. Kundu and Subramanian Vedhanarayanan Karthikeyan and Yoshimitsu Sagara and Dohyun Moon and Savarimuthu Philip Anthony},
  journal={Crystal Growth \& Design},
  year={2018},
  volume={18},
  pages={3971-3979}
}
Stimuli-responsive fluorescence modulation of organic fluorophores is closely related to their structural organization, noncovalent interactions, ability to adopt different conformation, and phase change in the solid state. Herein, we have synthesized aggregation enhanced emissive fluorophores, (5-(4-(diphenylamino)benzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (1), 5-(4-(diphenylamino)-2-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (2), and 5-(4-(diphenylamino)-4-methoxybenzylidene… Expand
Multi-stimuli responsive fluorescence switching of D-A tetraphenylethylene functionalized cyanopyridine isomers
Abstract Three new positional isomers (Z)-2-(pyridin-2-yl)-3-(4′-(1,2,2-triphenylvinyl)-[1,1′-biphenyl]-4-yl)acrylonitrile (o-PyTBA),Expand
Synthesis of Strongly Fluorescent Imidazole Derivatives: Structure Property Studies, Halochromism and Fluorescent Photoswitching
TLDR
The present studies attempted to develop new fluorescent molecules and establish structure-property relationship for designing fluorescence switching materials and a rare fluorescence photoswitching in chloroform have been observed with triphenylamine-imidazole derivatives. Expand
Modulation of piezochromic fluorescence behavior by subtle structural change
Abstract Two piezochromic molecules, (2Z,4E)-2-(4-(Diphenylamino)phenyl)-5-phenylpenta-2,4-dienenitrile (1a) and (2Z,4E)-2-(4-(acridin-10(9H)-yl)phenyl)-5-phenylpenta-2,4-dienenitrile (1b), wereExpand
A Strongly Fluorescent Molecular Material Responsive to Physical/Chemical Stimuli and their Coupled Impact.
TLDR
The pyridine moieties in the molecule, in addition to the amino and cyano groups of the strongly dipolar fluorophore moiety, induce extensive H-bonding interactions which can impart structural integrity to the solid material; this enables reversible crystalline-amorphous transformations triggered by mechanical grinding and solvent fuming. Expand
Optoelectronic properties of (Z)-3-(4-(4,5-diphenyl-1H-imidazole-2-yl)phenyl)-2-phenylacrylonitrile films under acid and thermal environments for tuning OLED emission
Abstract A systematic study of changes on optoelectronic properties of (Z)-3-(4-(4,5-diphenyl-1H-imidazole-2-yl)phenyl)-2-phenylacrylonitrile (DPimdPPA) based films owing to treatments with acid orExpand
Aggregation Enhanced Emissive Mechanofluorochromic Carbazole-Halogen Positional Isomers: Tunable Fluorescence via Conformational Polymorphism and Crystallization Induced Fluorescence Switching
Carbazole-based donor–acceptor derivatives of halogen-substituted positional isomers were synthesised and the effect of the halogen and position on the solid-state fluorescence andExpand
Triphenylamine-based stimuli-responsive solid state fluorescent materials
Smart fluorescent materials exhibit a controlled fluorescence response to different external stimuli such as pressure, heat, light, pH, etc. Molecular structure and supramolecular assembly via weakExpand
Stimuli-responsive aggregation-induced fluorescence in a series of biphenyl-based Knoevenagel products: effects of substituent active methylene groups on π-π interactions.
TLDR
Interestingly, compound 1a exhibits mechanofluorochromism with emission color changes from yellow to green (wavelength shift of 40 nm) after mechanical grinding, making them potential candidates for aggregation-enhanced emission-based pH sensors. Expand
Fluorescence tuning with a single dye embedded in a polymer matrix and its Application on multicolor OLEDs
Abstract The tuning of emission for (Z)-2-(4-bromophenyl)-3-(4-(diphenylamine)phenyl)acrylonitrile owing to solvatochromism and colloidal formation, was studied. Fluorescence emission from blue (485Expand
Directed Polymorphism and Mechanofluorochromism of Conjugated Materials through Weak Non-Covalent Control.
TLDR
A series of seven ester-terminated three-ring phenylene ethynylenes exhibit structure-dependent polymorphism wherein alkyl chain length modulates the propensity to form violet or green fluorescent solid phases, as well as tunable thermal and mechanofluorochromic transitions. Expand
...
1
2
3
...