New peripherally and non-peripherally tetra-substituted metal-free, magnesium(II) and zinc(II) phthalocyanine derivatives fused chalcone units: Design, synthesis, spectroscopic characterization, photochemistry and photophysics

Kanteki̇n, Hali̇t; Yalazan, Halise; Kahriman, Nuran; Ertem, Beytullah; Serdaroğlu, Vildan; Pişkin, Mehmet; Durmuş, Mahmut

doi:10.1016/j.jphotochem.2018.04.034

Cited by 34 publications

(10 citation statements)

References 89 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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“…Aggregation depends on the concentration, solvent, temperature, metal ions, and structures of the substituents. 30 Aggregation of the PC compounds is generally examined by changing the concentration of the PC or by changing the solvent. These factors will affect the shape and position of the Q band when aggregation happens.…”

Section: Resultsmentioning

confidence: 99%

New chalcone-substituted metallophthalocyanines: Synthesis, characterization, and investigation of their properties

Kamiloğlu

Karaca

Çelik

et al. 2020

Journal of Chemical Research

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The synthesis of novel metallophthalocyanines (M = Zn, Mg, and Co) derived from ( E)-3-(3-bromophenyl)-1-(3-hydroxyphenyl)prop-2-en-1-one and ( E)-3-(3-fluorophenyl)-1-(3-hydroxyphenyl)prop-2-en-1-one is achieved. These complexes and the synthesized novel phthalonitrile derivatives are characterized by FTIR, 1H NMR, 13C NMR, UV-Vis, mass spectrometry, and elemental analysis. The aggregation properties of the metallophthalocyanines ZnPc, MgPc, and CoPc are investigated in different solvents and at different concentrations in dimethyl formamide. The electrochemical behavior is also investigated. The cyclic voltammograms give one oxidation reaction for all the bromo-derived metallophthalocyanines and one reduction reaction for all the fluoro-derived metallophthalocyanines. Fe3+, Cd2+, Hg2+, Cu2+, Ni2+, and Co2+ ions are titrated fluorometrically with the phthalocyanines. The bromo- and fluoro-substituted phthalocyanine compounds show different effects on the metal ion titrations.

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“…Therefore, they have different advanced technological application areas. The main areas of use are electrochemical applications [10,11], gas sensors [12,13], pigments and dye industry [14,15], photovoltaic materials [16,17], liquid crystals [18,19], organic field transistors [20][21][22], non-linear optical materials [23][24][25], light-emitting devices [26,27], optical switching and limiting devices [28][29][30], solar cells [31,32] and as a photosensitizer for photodynamic therapy (PDT) [33][34][35][36][37][38][39][40][41]. The type of metal in the metal-containing phthalocyanine (MPc) cavity, changes MPc's planar geometry, solubility, thermal and optical stability, as well as electrical and chemical properties [42][43][44][45][46][47][48][49][50].…”

Section: Introductionmentioning

confidence: 99%

“…In this research work, a new phthalocyanine complex was designed, which can be used in different technological application areas, is well soluble in different solvent types, contains monomeric species, has fluorescent properties, and contains heavy metal ions. For this purpose, 2 (3), 9 (10), 16 (17)…”

Section: Introductionmentioning

confidence: 99%

Novel indium(III) acetate phthalocyanine: synthesis and spectroscopic properties

GÖKÇE¹,

SOYLU²,

GÜREL³

et al. 2022

MANAS Journal of Engineering

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A new phthalocyanine 1 was synthesized, containing 2-aminophenoxy groups as tetra from its peripheral positions and indium (III) acetate in its cavity. The structure of 1 was illuminated by elemental analysis, FTIR, UV-vis and fluorescence spectroscopy techniques It is well soluble in solvents such as polar and nonpolar solvent types. Its aggregation properties have been studied both in the solvents mentioned above and in Dimethyl sulfoxide at different concentrations. Its aggregation properties were examined in these solvents as well as in Dimethyl sulfoxide at certain different concentration ranges. With these determined spectroscopic properties, it can be a candidate for use in various technological applications.

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New peripherally and non-peripherally tetra-substituted metal-free, magnesium(II) and zinc(II) phthalocyanine derivatives fused chalcone units: Design, synthesis, spectroscopic characterization, photochemistry and photophysics

Cited by 34 publications

References 89 publications

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

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

New chalcone-substituted metallophthalocyanines: Synthesis, characterization, and investigation of their properties

Novel indium(III) acetate phthalocyanine: synthesis and spectroscopic properties

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