The Experts below are selected from a list of 297 Experts worldwide ranked by ideXlab platform
Mahmut Durmus - One of the best experts on this subject based on the ideXlab platform.
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Novel Hexadeca-Substituted Metal Free and Zinc(II) Phthalocyanines; Design, Synthesis and Photophysicochemical Properties
Molecules (Basel Switzerland), 2018Co-Authors: Ayoub I Awaji, Mahmut Durmus, Baybars Köksoy, Ateyatallah Aljuhani, Shaya Y. Al-raqaAbstract:The syntheses of a novel 1,4,8,11,15,18,22,25-octahexyloxy-2,3,9,10,16,17,23,24-octa-(4-trifluoromethoxyphenyl) Phthalocyanine (3a) and its zinc(II) Phthalocyanine derivative (3b) have been described and characterized by elemental analysis,¹H NMR, 13C NMR, 19F NMR, mass, UV-Vis and FT-IR. The newly prepared metal-free Phthalocyanine and its zinc(II) counterpart are soluble in most organic solvents. The photophysical and photochemical properties such as aggregation, fluorescence, singlet oxygen generation and photodegradation under light irradiation of these Phthalocyanines have been investigated in DMF. The hexadeca-substituted Phthalocyanines (3a and 3b) showed longer absorption and emission wavelength values when compared to that of reported Phthalocyanine derivatives due to substitution of the all possible positions in the Phthalocyanine framework. The zinc(II) Phthalocyanine derivative does not only have a good singlet oxygen generation but also has other photophysicochemical properties that enables this Phthalocyanine to be useful as a photosensitizer for cancer treatment using photodynamic therapy.
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the synthesis of novel directly conjugated zinc ii Phthalocyanine via palladium catalyzed suzuki miyaura cross coupling reaction and its quaternized water soluble derivative investigation of photophysical and photochemical properties
Dyes and Pigments, 2016Co-Authors: Hulya Yanik, Ateyatallah Aljuhani, Shaya Y Alraqa, Mahmut DurmusAbstract:Abstract The novel zinc(II) Phthalocyanine directly conjugated with 4-(diethylamino)phenyl groups (2) via C C bond formation using Suzuki-Miyaura coupling reaction was synthesized for the first time. This Phthalocyanine was converted to the quaternized derivative (3) to enhance its water solubility. The photochemical (singlet oxygen quantum yield and photodegradation quantum yield) and photophysical (fluorescence quantum yield and lifetime) properties of the synthesized novel zinc(II) Phthalocyanines (2 and 3) were investigated in DMSO (for both Phthalocyanines 2 and 3) and in aqueous solution (for only Phthalocyanine 3) for determination of their photodynamic therapy abilities. Additionally, the bovine serum albumin (BSA) binding behavior of the water soluble zinc(II) Phthalocyanine (3) was investigated in aqueous solution for determination of transporting capability of this Phthalocyanine in the circulatory system.
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axially paraben substituted silicon iv Phthalocyanines towards dental pathogen streptococcus mutans synthesis photophysical photochemical and in vitro properties
Journal of Photochemistry and Photobiology A-chemistry, 2015Co-Authors: Gokce Canan Taskin, Mahmut Durmus, Fatma Yuksel, Vanya Mantareva, Vesselin Kussovski, Ivan Angelov, Devrim AtillaAbstract:Abstract A series of silicon(IV) Phthalocyanines axially substituted with methylparaben, ethylparaben, propylparaben and butylparaben groups were synthesized and studied as photosensitizers for antimicrobial photodynamic therapy. The absorption, fluorescence, photodegradation and singlet oxygen generation properties of the synthesized Si(IV) Phthalocyanines were studied. In vitro antibacterial photodynamic therapy was investigated against cariogenic pathogenic bacterium Streptococcus mutans . Axially propylparaben substituted Si(IV) Phthalocyanine showed significant photodynamic efficacy (log 4) at concentration of 10 μM and mild irradiation (60 mW cm −2 , 50 J cm −2 , LED 637 nm). The low inactivation capacity was observed for the other studied Si(IV) Phthalocyanines. The uptake and localization properties of axially propylparaben substituted Si(IV) Phthalocyanine showed a sufficient level of accumulation in planktonic cultured bacterium and a complete penetration depth into the biomass of the 48-h bacterial biofilm.
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Synthesis, structural and spectroscopic characterization, and photophysical and photochemical properties of peripherally tetratriazole-subsituted highly soluble metalloPhthalocyanines
Polyhedron, 2012Co-Authors: Rıza Bayrak, Mahmut Durmus, Sevgi Meydanal, Kemal Sancak, İsmail DeğirmencioğluAbstract:Abstract The synthesis of novel zinc (II) ( 4 ), nickel (II) ( 5 ), cobalt (II) ( 6 ) and copper (II) ( 7 ) Phthalocyanines substituted with four [1,2,4]triazole groups on peripheral positions are described for the first time in this study. All the new compounds are characterized by a combination of elemental analyses, IR, 1 H and 13 C NMR, mass and UV–Vis spectroscopy techniques. Aggregation behaviors of all these novel compounds were investigated and they showed monomeric behavior in DMSO between 2 × 10 −6 and 1.2 × 10 −5 M concentrations. The photophysical (fluorescence quantum yield and lifetime) and photochemical (singlet oxygen generation and photodegradation quantum yield) properties of the zinc Phthalocyanine derivative ( 4 ) were studied in dimethylsulfoxide (DMSO). The fluorescence quenching behavior of the zinc Phthalocyanine derivative ( 4 ) was also investigated. The fluorescence emission of this Phthalocyanine derivative is effectively quenched by 1,4-benzoquinone in DMSO. The other synthesized Phthalocyanine complexes ( 8 , 9 and 10 ) were not appropriate for photophysical and photochemical studies due to the paramagnetic behavior of the central metals in the Phthalocyanine cavity of these complexes.
Michael Hanack - One of the best experts on this subject based on the ideXlab platform.
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Glycosylated Metal Phthalocyanines.
Molecules (Basel Switzerland), 2015Co-Authors: Michael HanackAbstract:In the first part; the syntheses of mono-; di-; and tetra-glycosylated phthalonitriles is described; which are the most used starting materials for the preparation of the corresponding glycosylated metal (mostly zinc) Phthalocyanines. In the second section; the preparation of symmetric and unsymmetric mono-; tetra-; and octa- glycosylated zinc Phthalocyanines are reviewed; in which the sugar is attached to the Phthalocyanine macrocycle; either anomerically or via another one of its OH-groups.
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soluble axially substituted Phthalocyanines synthesis and nonlinear optical response
Journal of Materials Science, 2006Co-Authors: Michael Hanack, Yu Chen, Werner J Blau, Danilo Dini, Ying Liu, Ying Lin, Jinrui BaiAbstract:This review lays special stress on describing the synthesis of soluble axially substituted or bridged indium, gallium and titanium Phthalocyanine complexes and their electronic absorption characteristics, photophysical and nonlinear optical properties. The enhanced solubility of the axially substituted or bridged Phthalocyanine monomers and dimers, compared to the chloro analogues, shows that the usual tendency of Phthalocyanines to form aggregates can be effectively suppressed by axial substitution. Axial substitution in Phthalocyanine complexes has provoked relevant changes on the electronic structure of the molecule by altering the π-electronic distribution due to the dipole moment of the central metal-axial ligand bond. The nanosecond nonlinear absorption and the optical limiting of indium, gallium and titanium Phthalocyanines seem to be dominated by a strong triplet state absorption in the optical region comprised between the Q- and B-bands in their UV/Vis absorption spectra.
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axially modified gallium Phthalocyanines and naPhthalocyanines for optical limiting
Chemical Society Reviews, 2005Co-Authors: Michael Hanack, Yu Chen, Yasuyuki Araki, Osamu ItoAbstract:Phthalocyanines (Pcs) offer a high architectural flexibility in structure, which facilitates the tailoring of their physical, optoelectronic and chemical parameters over a very broad range. This tutorial review describes the recent advances in the synthesis of soluble axially substituted or bridged gallium phthalo- and naPhthalocyanine compounds, and their photophysical and nonlinear optical properties. The exploitation of the chemical reactivity of the Ga–Cl bond can allow the preparation of a series of highly soluble axially substituted and bridged Pc complexes. Axial substituents in Pcs influence favourably nonlinear optical absorption for the presence of a dipole moment perpendicular to the macrocycle in the axially substituted Phthalocyanines. All Z-scans performed exhibit a decrease of transmittance about the focus typical of an induced positive nonlinear absorption of incident light. Substitution and dimerization of the Phthalocyanine monomer resulted in significant reductions in the saturation energy density of the material displaying clear evidence of the usefulness of structurally modifying the gallium Phthalocyanine unit. Similar to indium Phthalocyanines, gallium Phthalocyanines are also among the most promising materials that have been investigated as limiters of intense light and the current series presents a selection of structural modifications useful for varying their nonlinear optical properties.
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Studies on Phosphorus Phthalocyanines and Triazatetrabenzcorroles
European Journal of Organic Chemistry, 1998Co-Authors: Lakshminarayanapuram R. Subramanian, Michael HanackAbstract:The previously reported reaction of Phthalocyanines [H2(pc)] with PBr3, which was claimed to give a phosphorus(III) Phthalocyanine “(PcPIII)”, has been reinvestigated in detail with both unsubstituted and alkyl-substituted Phthalocyanines, 1-4. The products exhibit unusual electronic and mass spectra compared to normal Phthalocyanines and have been identified as oxophosphorus(V) triazatetrabenzcorroles 5–8. The corresponding dihydroxyphosphorus(V) Phthalocyanine hydroxides 9–12 have also been synthesized for the first time by insertion of phosphorus(V) into Phthalocyanines and have been characterized in detail. The different reactivities of PBr3 and POX3 (X = Cl, Br) toward Phthalocyanines are discussed.
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Symmetrically and Unsymmetrically Substituted Phthalocyanines
Materials Syntheses, 1Co-Authors: M. J. Ferreira Calvete, Michael HanackAbstract:A symmetrically and an unsymmetrically substituted Phthalocyanine was synthesized by template reaction between the correspondent dinitriles and the metal salts. Considerations were made regarding the mechanistic process, as well as product distribution in the case of the unsymmetrically substituted Phthalocyanine, which was synthesized by statistical condensation. These types of Phthalocyanines are very important materials for nonlinear optic applications and for further functionalization to produce e.g. Phthalocyanine polymers.
Yiru Peng - One of the best experts on this subject based on the ideXlab platform.
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Fluorinated coumarin silicon(IV) / zinc(II) Phthalocyanines: Synthesis, photophysical properties and photoinduced intramolecular energy transfer
Journal of Luminescence, 2018Co-Authors: Jianling Chen, Xiuqin Chen, Qiumei Guo, Hongqin Yang, Shusen Xie, Yiru PengAbstract:Abstract A novel series of fluorinated coumarin substituted zinc (II) /silicon (IV) Phthalocyanines were synthesized. Their structures were characterized by FT-IR, 1H NMR, ESI methods as well as elemental analysis. Their photophysical and photochemical properties were investigated by UV–Vis and fluorescence spectroscopic methods. The effects of the central ions and the substitution positions of fluorinated coumarin on the photophysical and photochemical properties of Phthalocyanine rings were studied. The photoinduced intramolecular energy transfer between the Phthalocyanine and fluorinated coumarin evidenced the fluorescence spectra changes. The above results demonstrated that newly synthesized Phthalocyanines could be good candidates for photodynamic therapy of cancer.
Devrim Atilla - One of the best experts on this subject based on the ideXlab platform.
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axially paraben substituted silicon iv Phthalocyanines towards dental pathogen streptococcus mutans synthesis photophysical photochemical and in vitro properties
Journal of Photochemistry and Photobiology A-chemistry, 2015Co-Authors: Gokce Canan Taskin, Mahmut Durmus, Fatma Yuksel, Vanya Mantareva, Vesselin Kussovski, Ivan Angelov, Devrim AtillaAbstract:Abstract A series of silicon(IV) Phthalocyanines axially substituted with methylparaben, ethylparaben, propylparaben and butylparaben groups were synthesized and studied as photosensitizers for antimicrobial photodynamic therapy. The absorption, fluorescence, photodegradation and singlet oxygen generation properties of the synthesized Si(IV) Phthalocyanines were studied. In vitro antibacterial photodynamic therapy was investigated against cariogenic pathogenic bacterium Streptococcus mutans . Axially propylparaben substituted Si(IV) Phthalocyanine showed significant photodynamic efficacy (log 4) at concentration of 10 μM and mild irradiation (60 mW cm −2 , 50 J cm −2 , LED 637 nm). The low inactivation capacity was observed for the other studied Si(IV) Phthalocyanines. The uptake and localization properties of axially propylparaben substituted Si(IV) Phthalocyanine showed a sufficient level of accumulation in planktonic cultured bacterium and a complete penetration depth into the biomass of the 48-h bacterial biofilm.
Jinping Xue - One of the best experts on this subject based on the ideXlab platform.
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Synthesis and in vitro photodynamic activity of oligomeric ethylene glycol-quinoline substituted zinc(II) Phthalocyanine derivatives.
Journal of medicinal chemistry, 2013Co-Authors: Xiao Jia, Jian-yong Liu, Fengfeng Yang, Jinping XueAbstract:A new series of zinc(II) Phthalocyanine derivatives have been synthesized and characterized. These macrocycles exhibited a sharp absorption band in the red visible region in DMF, which indicated that they were dissolved well and almost did not aggregate in this solvent. Compared with the unsubstituted zinc(II) Phthalocyanine, all these Phthalocyanines have a red-shifted Q-band (at 678-699 vs 670 nm) and exhibit a relatively weaker fluorescence emission and a higher efficiency at generating singlet oxygen. The monosubstituted photosensitizers also exhibit high photocytotoxicity toward HepG2 human hepatocarcinoma cells with IC50 values as low as 0.02-0.05 μM (λ = 670 nm, 80 mW·cm(-2), 1.5 J·cm(-2)). The high photodynamic activities of these compounds are in accordance with their low aggregation tendency and high cellular uptake. Their structure-activity relationship was assessed by determining the photophysical properties, cellular uptake, and in vitro photodynamic activities of this series of compounds. As shown by confocal microscopy, monosubstituted Phthalocyanines can target the mitochondria and lysosomes of the cells, and tetrasubstituted Phthalocyanines tend to target the lysosomes of the cells.
