Molecular aggregation, solvato- and acidochromic properties of symmetrical ketocyanines

Fayed, Tarek A.; El-morsi, Mohammed A.; El‐Nahass, Marwa N.

doi:10.1007/s12039-013-0428-4

Cited by 9 publications

(6 citation statements)

References 19 publications

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“…The less polar keto form contributes mainly in nonpolar and less polar solvents. By contrast the highly polar enol form predominates in polar and strong hydrogen bond donor solvents, thus, causing larger spectral shifts . Further, both the absorption and fluorescence band maxima undergo pronounced red shifts with increases in solvent polarity.…”

Section: Resultsmentioning

confidence: 97%

“…This value is slightly smaller than that calculated from Bakshiev's and Bilot‐Kawski's equations. This might be because methods based on Bakshiev's and Bilot‐Kawski's equations do not consider specific solute–solvent interactions such as the hydrogen bonding effect and complex formation, and also ignore the molecular aspects of solvation, whereas these aspects are incorporated into the method based on

E_{T}^{N}

.…”

Section: Resultsmentioning

confidence: 99%

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Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

et al. 2016

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The effect of solvents of varying polarity and hydrogen bonding ability, solvent mixture and silver nanoparticles on the photophysical properties of a ketocyanine dye, 2,5-di[(E)-1-(4-diethylaminophenyl) methylidine]-1-cyclopentanone (2,5-DEAPMC), is investigated at room temperature. Solvent effect is analyzed using Lippert-Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter, and Kamlet's and Catalan's multiple linear regression approaches. The spectral properties better follow Reichardt's microscopic solvent polarity parameter than the Lippert-Mataga bulk polarity function. This indicates that both general and specific solute-solvent interactions are operative. Kamlet's and Catalan's multiple linear regression approaches indicate that polarizability/dipolarity solvent influences are greater than hydrogen bond donor and hydrogen bond acceptor solvent influences. The solvatochromic correlations are used to estimate excited state dipole moment using the experimentally determined ground state dipole moment. The excited state dipole moment of the dye is found to be larger than its corresponding ground state dipole moment and ground and excited state dipole moments are not parallel, but subtend an angle of 77°. The absorption and emission spectra are modulated in the presence silver nanoparticles. The fluorescence of 2,5-DEAPMC is quenched by silver nanoparticles. The possible fluorescence quenching mechanisms are discussed. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 97%

E_{T}^{N}

.…”

Section: Resultsmentioning

confidence: 99%

Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

et al. 2016

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“…This indicates the existence of a more relaxed excited state, due to ICT being favored by the cooperative effects of the 2-aminochromone moieties as donors and the carbonyl/thione groups as acceptors, and suggesting that the present compounds can serve as good nominee components of nonlinear optical materials. 51 …”

Section: Results and Discssionmentioning

confidence: 99%

TD-DFT calculations, dipole moments, and solvatochromic properties of 2-aminochromone-3-carboxaldehyde and its hydrazone derivatives

Adly,

Taha,

Fahmy

et al. 2023

RSC Adv.

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“…These features confirm the ICT from the dialkyl aniline moiety to the thiazolyl pyridyl fragment in the ground state. [ 50 ]…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

El‐Nahass

Bakr

El‐Gamil³

et al. 2022

Applied Organom Chemis

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Herein, a novel ligand, namely, N,N-dimethyl-4-((4-(pyridin-2-yl)thiazol-2-yl) diazenyl)aniline, and its solid Mn (II), Co (II), Ni (II), and Cu (II) complexes have been synthesized and characterized. The photophysical properties of the thiazolyl azo ligand, L, have been investigated in various solvents of different polarities. The absorption and fluorescence maxima of the ligand show a strong dependence on the solvent polarity. The metal ions sensing response to Mn (II), Co (II), Ni (II), and Cu (II) ions were also investigated in ethanolic solutions. The novel solid complexes of hexacoordinate Mn (II), Co (II), Ni (II), and Cu (II) of the ligand have the molar ratio 2:1 (M:L) and general chemical formula [M 2 (L)(H 2 O) 4 Cl 4 ]ÁnH 2 O. The presence of metal-metal interaction was proved by the low magnetic moment values μ eff of metal complexes. The UV-Vis spectra of the ligand and its metal complexes displayed bands characteristic to different types of transitions inside the molecules. The metal complexes show additional absorption bands of very low intensity around 650-690 nm attributed to d-d transitions within the metal ion indicating octahedralgeometry. The geometry of the ligand and its complexes was also theoretically confirmed using the DMOL3 program and density functional theory (DFT). The free ligand and its metal complexes have been studied for their DNA-binding properties using steady-state absorption and emission techniques. They demonstrated successful binding properties against CT-DNA in an intercalative mode.Additionally, the ligand and its metal complexes have also been successfully applied to polyester fabrics as disperse dyes. Multifunctional properties such as color representation, colorimetric data (L*, a*, b*, C*, h*, K/S), and fastness properties of the dyed samples have been discussed and evaluated in detail. These dyes have proven their efficiency in dyeing polyester fabrics, as they give satisfactory results in fastness properties, colorimetric data. Moreover, the antioxidant and antitumor activities for the synthesized compounds were evaluated.

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Molecular aggregation, solvato- and acidochromic properties of symmetrical ketocyanines

Cited by 9 publications

References 19 publications

Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

Effect of solvents, solvent mixture and silver nanoparticles on photophysical properties of a ketocyanine dye

TD-DFT calculations, dipole moments, and solvatochromic properties of 2-aminochromone-3-carboxaldehyde and its hydrazone derivatives

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

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