Synthesis, characterization and comparative studies on the photophysical and photochemical properties of peripherally and non-peripherally tetra-substituted zinc(II) phthalocyanines

Acar, İrfan; Bıyıklıoğlu, Zekeriya; Durmuş, Mahmut; Kanteki̇n, Hali̇t

doi:10.1016/j.jorganchem.2012.02.028

Cited by 38 publications

(16 citation statements)

References 65 publications

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“…1 H NMR and 13 C NMR spectra were carried on a Varian Gemini 400 (400 MHz) spectrometer using TMS as internal standard (δ = 0 ppm). IR spectra were recorded on a Perkin-Elmer 398 Spectrophotometer.…”

Section: Methodsmentioning

confidence: 99%

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Synthesis, Characterization, Aggregation behaviors, Antioxidant and Anti-inflammatory activities of Unmetalled and metallophthalocyanines bearing 2(3,4-dimethoxyphenyl)ethanol and 4-Hydroxybenzaldehyde groups

Sulaiman¹

2016

Mediterr.J.Chem.,

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Novel metallophthalocyanines (M: Co, Cu, Ni) containing 2(2-methoxyphenyl)ethanol and 3-Hydroxybenzaldehyde groupsÂ were synthesized and characterized.The structures were confirmed by IR, UV/vis, 1H NMR, 13C NMR, mass spectroscopy Â and elemental analysis. The aggregation behavior of these compounds was investigated in DMSO.Â In addition; the compounds 4-9 were investigated for anti-oxidant activities by super oxide radical; DPPH (2,2-Diphenyl-1-picrylhydrazyl); and hydroxyl radical scavenging assays; in which most of themÂ displayed significant antioxidant activities. Furthermore; compounds 4-9Â Â were evaluated for anti-inflammatory activity by indirect hemolytic and lipoxygenase inhibition assays and revealed good activity.

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Section: Methodsmentioning

confidence: 99%

“…The solubility of Pc compounds can be improved via nonperipheral or peripheral substitution [9][10][11][12][13] . Placing substituents on nonperipheral positions of the Pc ring may reduce the detrimental effect of the substituents on the strong π-π interaction between Pc molecules.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Aggregation behaviors, Antioxidant and Anti-inflammatory activities of Unmetalled and metallophthalocyanines bearing 2(3,4-dimethoxyphenyl)ethanol and 4-Hydroxybenzaldehyde groups

Sulaiman¹

2016

Mediterr.J.Chem.,

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“…17,18 (1) where F and F Std are the areas under the fluorescence emission curves of the samples and the standard, respectively; A and A Std are the relative absorbance of the samples and standard at the excitation wavelength, respectively; n 2 and n 2 Std are the refractive indices of solvents for the sample and standard, respectively. Unsubstituted ZnPc (in DMSO) (Φ F = 0.20) 17,18 was employed as the standard. Both the sample and standard were excited at 350 nm.…”

Section: Fluorescence Quantum Yields and Lifetimesmentioning

confidence: 99%

Photophysical and Photochemical Properties and Aggregation Behavior of Phthalocyanine and Naphthalocyanine Derivatives

Souza¹,

Antonio²,

Zanotto³

et al. 2017

J. Braz. Chem. Soc.

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The photophysical and photochemical properties of phthalocyanine and naphthalocyanine with similar structures were studied in solution and with density-functional theory (DFT) computational method. The extended π-conjugated system in naphthalocyanines causes a bathochromic shift in UV-Vis, emission and excitation bands, and promotes lesser generation of singlet oxygen in solution when compared to phthalocyanines. Time dependent DFT (TD-DFT) calculations point out the molecular orbitals involved in Q-band transition, corresponding to highest occupied molecular orbital (HOMO) to lowest unoccupied molecular orbital (LUMO) transition with a concentration of charge along x-axis, while the transition to LUMO+1 is in y-axis direction. The presence of tert-butyl substituents does not affect the molecular orbitals shape, but affect their energies. Aggregation studies in dimethyl sulfoxide (DMSO):water solutions showed that naphthalocyanines studied have more aggregation tendency than the phthalocyanines. DFT studies indicated that stacked-dimers are preferred to rotated-stacked conformation due the interaction between Zn II and nitrogen atom from different monomers.

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“…With the increase of [OH À ], Q-band splitting was gradually disappeared and finally became the spectrum of metal Pc type, which is due to the reaction H 2 PcR 4 + 2OH À ? [PcR 4 ] 2À + 2H 2 O [43].…”

Section: Amines As Solventsmentioning

confidence: 99%

Metal-free phthalocyanine aggregation and binding with amines: Specific and general solvent effects on absorption and fluorescence properties

Wang

Zhang

2015

Journal of Molecular Structure

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Synthesis, characterization and comparative studies on the photophysical and photochemical properties of peripherally and non-peripherally tetra-substituted zinc(II) phthalocyanines

Cited by 38 publications

References 65 publications

Synthesis, Characterization, Aggregation behaviors, Antioxidant and Anti-inflammatory activities of Unmetalled and metallophthalocyanines bearing 2(3,4-dimethoxyphenyl)ethanol and 4-Hydroxybenzaldehyde groups

Synthesis, Characterization, Aggregation behaviors, Antioxidant and Anti-inflammatory activities of Unmetalled and metallophthalocyanines bearing 2(3,4-dimethoxyphenyl)ethanol and 4-Hydroxybenzaldehyde groups

Photophysical and Photochemical Properties and Aggregation Behavior of Phthalocyanine and Naphthalocyanine Derivatives

Metal-free phthalocyanine aggregation and binding with amines: Specific and general solvent effects on absorption and fluorescence properties

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