Zinc(II) phthalocyanine containing Schiff base containing sulfonamide: synthesis, characterization, photophysical, and photochemical properties

Şahal, Hakan; Pişkin, Mehmet; Organ, Gülen Atiye; Öztürk, Ömer Faruk; Kaya, Mehmet; Canpolat, Erdal

doi:10.1080/00958972.2018.1524140

Cited by 20 publications

(29 citation statements)

References 42 publications

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“…The ΦF value of the MgPc 2 was lower than unsubstituted magnesium (II) phthalocyanine in DMF [27], which implies that the presence of the 2,6-dimethoxyphenoxy units reduced the fluorescence quenching of the Pc molecule. The ΦF value of the MgPc 2 is similar and typical of the other studied magnesium (II) Pc in DMF [37][38][39][40][41][42][43][44][45][46][47]. Fluorescence lifetime (τF) refers to the average time a molecule stays in its excited state before fluorescing, and its value is directly related to that of ΦF, i.e.…”

Section: Fluorescence Quantum Yield and Lifetimesupporting

confidence: 55%

“…In DMF, the τF value of the substituted MgPc 2 is 4.65 ns and longer compared to unsubstituted magnesium (II) phthalocyanine [27], suggesting less quenching by substitution. The τF value of the MgPc 2 is typical for the metallo-phthalocyanines [37][38][39][40][41][42][43][44][45][46][47]. The natural radiative lifetime (τ0) and the rate constants for fluorescence (kF) value of the MgPc 2 are 5.81× 10 −7 s -1 and 17.22 ns, respectively.…”

Section: Fluorescence Quantum Yield and Lifetimementioning

confidence: 99%

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Synthesis, spectroscopy, and photophysical properties of newly magnesium (II) phthalocyanine

Pişkin

Öztürk

Odabaş

2021

MANAS Journal of Engineering

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2(3),9(10),16(17),23(24)-tetrakis-2,6-dimethoxyphenoxy substituted magnesium (II) phthalocyanine, which has very good solubility in polar and non-polar solvents and does not aggregate, was synthesized. Its structure was characterized by spectroscopic methods such as elemental analysis, UV-vis, FT-IR, MALDI-TOF mass and 1 H NMR. It has very good solubility in polar aprotic solvents such as dimethyl sulfoxide, N, N-Dimethylformamide, tetrahydrofuran, dichloromethane, and non-polar solvents such as toluene, chloroform. Its aggregation properties have been studied both in the solvents mentioned above and in N, N-Dimethylformamide at different concentrations. Its photophysical properties were determined in N, N-dimethyl formamide. The effects of the nature and presence of 2,6-dimethoxyphenoxy group, which is an antioxidant derivative, on the phthalocyanine skeleton on the spectroscopic and photophysical properties were investigated by comparing it with unsubstituted magnesium (II) phthalocyanine. It can be a good nominee for various technological applications in that it does not aggregate and has good solubility in polar and non-polar solvents, as well as better and favorable fluorescence properties than its analog in the previous study.

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Section: Fluorescence Quantum Yield and Lifetimesupporting

confidence: 55%

Section: Fluorescence Quantum Yield and Lifetimementioning

confidence: 99%

Synthesis, spectroscopy, and photophysical properties of newly magnesium (II) phthalocyanine

Pişkin

Öztürk

Odabaş

2021

MANAS Journal of Engineering

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“…7). The Φ Δ value of compound 5 (Φ Δ = 0.57) was found to be lower than Std-ZnPc [22]. Here, one of the factors that can affect singlet oxygen production is substituted…”

Section: Resultsmentioning

confidence: 86%

Synthesis, DFT calculations, photophysical, photochemical properties of peripherally metallophthalocyanines bearing (2-(benzo[d] [1,3] dioxol-5-ylmethoxy) phenoxy) substituents

Solğun

Yıldıko

Ağırtaş

2021

Preprint

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4-(2-(benzo[d] [1, 3] dioxol-5-ylmethoxy) phenoxy) phthalonitrile was first prepared as a starting material. Then, this new phthalonitrile derivative was reacted with Zn and Co salts to obtain new phthalocyanine complexes. Phthalocyanine complexes were evaluated by fluorescence emission, extinction, and absorption measurements. Aggregation studies show the compliance with the lambert-beer law in the concentration range studied for peripheral phthalocyanine compounds. The density functional theory (DFT) calculations of the metallophthalocyanines compounds were performed using B3LYP / 6-31G in Zn-Pc and B3LYP / LanL2DZ in Co-Pc to derive structural optimization, HOMO-LUMO energy parameters, and NLO properties. The calculated values of M-Pcs with different center atoms were obtained close to each other. Molecular electronic surface (MEP) maps of the studied compounds are mapped and discussed. The HOMO-LUMO energy gaps of our compounds studied are around 2.1 eV. The docking studies were performed with the phthalonitrile.

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“…7). The Φ Δ value of compound 5 (Φ Δ = 0.57) was found to be lower than Std-ZnPc [22]. Here, one of the factors that can affect singlet oxygen production is substituted (2-(benzo [d] [1,3] dioxol-5-ylmethoxy) phenoxy) groups.…”

Section: Resultsmentioning

confidence: 92%

Synthesis, DFT Calculations, Photophysical, Photochemical Properties of Peripherally Metallophthalocyanines Bearing (2-(Benzo[d] [1,3] Dioxol-5-Ylmethoxy) Phenoxy) Substituents

Solğun

Yıldıko

Ağırtaş

2021

Polycyclic Aromatic Compounds

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4- (2-(benzo[d] [1, 3] dioxol-5-ylmethoxy) phenoxy) phthalonitrile was rst prepared as a starting material.Then, this new phthalonitrile derivative was reacted with Zn and Co salts to obtain new phthalocyanine complexes. Phthalocyanine complexes were evaluated by uorescence emission, extinction, and absorption measurements. Aggregation studies show the compliance with the lambert-beer law in the concentration range studied for peripheral phthalocyanine compounds. The density functional theory (DFT) calculations of the metallophthalocyanines compounds were performed using B3LYP / 6-31G in Zn-Pc and B3LYP / LanL2DZ in Co-Pc to derive structural optimization, HOMO-LUMO energy parameters, and NLO properties. The calculated values of M-Pcs with different center atoms were obtained close to each other. Molecular electronic surface (MEP) maps of the studied compounds are mapped and discussed. The HOMO-LUMO energy gaps of our compounds studied are around 2.1 eV. The docking studies were performed with the phthalonitrile.

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Zinc(II) phthalocyanine containing Schiff base containing sulfonamide: synthesis, characterization, photophysical, and photochemical properties

Cited by 20 publications

References 42 publications

Synthesis, spectroscopy, and photophysical properties of newly magnesium (II) phthalocyanine

Synthesis, spectroscopy, and photophysical properties of newly magnesium (II) phthalocyanine

Synthesis, DFT calculations, photophysical, photochemical properties of peripherally metallophthalocyanines bearing (2-(benzo[d] [1,3] dioxol-5-ylmethoxy) phenoxy) substituents

Synthesis, DFT Calculations, Photophysical, Photochemical Properties of Peripherally Metallophthalocyanines Bearing (2-(Benzo[d] [1,3] Dioxol-5-Ylmethoxy) Phenoxy) Substituents

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