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Phthalocyanines Prepared From 4,5-Dihexylthiophthalonitrile, A Popular Building Block, Derya Topkaya Taşkiran, Zeynel Şahi̇n, Ümi̇t İşci̇, Fabi̇enne Dumouli̇n İşci̇
Phthalocyanines Prepared From 4,5-Dihexylthiophthalonitrile, A Popular Building Block, Derya Topkaya Taşkiran, Zeynel Şahi̇n, Ümi̇t İşci̇, Fabi̇enne Dumouli̇n İşci̇
Turkish Journal of Chemistry
Phthalocyanines are tetrapyrrolic artificial porphyrinoids that play major roles in advanced biological and technological applications. Research on this family of dyes is particularly active in Türkiye, with many derivatives being prepared from 4,5-dihexyl-thiophthalonitrile DiSHexPN, which is one of the most popular noncommercially available building blocks for phthalocyanines. This review summarizes the phthalocyanines and their versatile properties and applications that have been published since 1994, when the synthesis of DiSHexPN was first described, to emphasize the importance of this building block in plentiful applications, all with bio-medical or technological impact.
The Chemical And Electrochemical Stimuli Viologen Substituted Phthalocyanine With Tunable Optical Features1, Özge Di̇lara Ateş, Gülenay Tunç, Ahmet Şenocak, Burcu Dedeoğlu, Mehmet Menaf Ayhan, Ayşe Gül Gürek
The Chemical And Electrochemical Stimuli Viologen Substituted Phthalocyanine With Tunable Optical Features1, Özge Di̇lara Ateş, Gülenay Tunç, Ahmet Şenocak, Burcu Dedeoğlu, Mehmet Menaf Ayhan, Ayşe Gül Gürek
Turkish Journal of Chemistry
In this study, viologen-tetrasubstituted Zn(II) phthalocyanines (PcV1 and PcV2) were designed and synthesized to achieve the tunable optical features via redox-active viologen groups. Several parameters relevant to the evaluation of the tunable optical features have been investigated: UV-Vis, cyclic voltammetry (CV), EPR, square wave voltammetry (SWV), and theoretical analyses. The results showed that upon reductions and oxidations of viologen groups either chemically or electrochemically, the optical features of PcV1 and PcV2 change drastically with switchable processes. These outcomes indicate that achieving control over optical features of large organic chromophores such as Pc with our rational design can be used for …
Water-Soluble Phthalocyanine Photosensitizers For Photodynamic Therapy, İpek Ömeroğlu, Mahmut Durmuş
Water-Soluble Phthalocyanine Photosensitizers For Photodynamic Therapy, İpek Ömeroğlu, Mahmut Durmuş
Turkish Journal of Chemistry
Photodynamic therapy (PDT) is based on a photochemical reaction that is started when a photosensitizing process is activated by the light and results in the death of tumor cells. Solubility is crucial in PDT applications to investigate the physical and chemical characteristics of phthalocyanines, but, unfortunately, most phthalocyanines show limited solubility especially in water. To increase the solubility of phthalocyanines in polar solvents and water, ionic groups such as -SO3 - , -NR3 +, -COO- , and nonionic groups such as poly-oxy chains are frequently added to the peripheral or nonperipheral positions of the phthalocyanine framework. Since water-solubility and NIR-absorbing …
Comparatively Sonophotochemical And Photochemical Studies Of Phthalocyanines With Cationic Substituents On Nonperipheral Positions, Mukaddes Özçeşmeci̇, Ceren Can Karanlik, Ali̇ Erdoğmuş, Esi̇n Hamuryudan
Comparatively Sonophotochemical And Photochemical Studies Of Phthalocyanines With Cationic Substituents On Nonperipheral Positions, Mukaddes Özçeşmeci̇, Ceren Can Karanlik, Ali̇ Erdoğmuş, Esi̇n Hamuryudan
Turkish Journal of Chemistry
The term sonophotodynamic therapy (SPDT) refers to a combination of sonodynamic therapy (SDT) and photodynamic therapy (PDT), in which the efficacy of the treatment is boosted by utilizing the proper amount of a sensitizer that is responsive to both light and ultrasound. Although it has been proven in photophysicochemical studies that SPDT enhances singlet oxygen production, related studies in the literature are very limited. Considering this situation, this study aims to investigate the efficacy of synthesized phthalocyanines in terms of PDT and SPDT. The singlet oxygen quantum values calculated as 0.13 for 5, 0.44 for 6, and 0.61 for 7 …
Synthesis And In Vitro Α-Glucosidase And Cholinesterases Inhibitory Actions Of Watersolublemetallophthalocyanines Bearing ({6-[3-(Diethylamino)Phenoxy]Hexyl}Oxy Groups, Turgut Keleş, Zekeri̇ya Biyiklioğlu, Di̇dem Akkaya, Arzu Özel, Burak Barut
Synthesis And In Vitro Α-Glucosidase And Cholinesterases Inhibitory Actions Of Watersolublemetallophthalocyanines Bearing ({6-[3-(Diethylamino)Phenoxy]Hexyl}Oxy Groups, Turgut Keleş, Zekeri̇ya Biyiklioğlu, Di̇dem Akkaya, Arzu Özel, Burak Barut
Turkish Journal of Chemistry
In this paper, we have prepared peripherally tetra-({6-[3-(diethylamino)phenoxy]hexyl}oxy substituted cobalt(II), copper(II), manganese(III) phthalocyanines (3, 4, 5) and their water-soluble derivatives (3a, 4a, 5a). Then, in vitro α-glucosidase and cholinesterases inhibitory actions of the water-soluble 3a, 4a, 5a were examined using spectrophotometric methods. 4a had the highest inhibitory effects among the tested compounds against α-glucosidase due to IC50 values. 4a and 5a had 40 fold higher inhibitory effects than the positive control. For cholinesterases, the compounds showed significant inhibitory actions that of galantamine which was used as a positive control. According to the SI value, 3a inhibited acetylcholinesterase enzyme selectively. In …
Synthesis Of Nonperipherally Tetra-[5-(Diethylamino)-2-Formylphenoxy] Substituted Metallophthalocyanines And Their Electrochemistry, Turgut Keleş, Di̇lek Ünlüer, Zekeri̇ya Biyiklioğlu, Yasemi̇n Ünver
Synthesis Of Nonperipherally Tetra-[5-(Diethylamino)-2-Formylphenoxy] Substituted Metallophthalocyanines And Their Electrochemistry, Turgut Keleş, Di̇lek Ünlüer, Zekeri̇ya Biyiklioğlu, Yasemi̇n Ünver
Turkish Journal of Chemistry
3-[5-(diethylamino)-2-formylphenoxy]phthalonitrile (n-TY-CN), metallophthalocyanines n-TY-Co, n-TY-Cu, and n-TY-Mn bearing [5-(diethylamino)-2-formylphenoxy] groups at nonperipheral positions were prepared for the first time. These compounds were characterized with IR, NMR (only for n-TY-CN), mass and UV-vis (except n-TY-CN) spectroscopy. Voltammetric characterizations of n-TY-Co, n-TY-Cu, and n-TY-Mn revealed that while n-TY-Co, n-TY-Cu, and n-TY-Mn showed characteristic Pc ring and/or metal-based reduction reaction, n-TY-Co, n-TY-Cu, and n-TY-Mn were coated on the working electrode during the oxidation processes owing to the cationic electropolymerizations of the [5-(diethylamino)-2-formylphenoxy] substituents.
In-Situ Synthesis Of Phthalocyanines On Electrospun Tio2 Nanofiber By Solvothermal Process For Photocatalytic Degradation Of Methylene Blue, Seli̇n Gümrükçü, Mukaddes Özçeşmeci̇, Esma Sezer, Belkiz Ustamehmetoğlu, Esi̇n Hamuryudan
In-Situ Synthesis Of Phthalocyanines On Electrospun Tio2 Nanofiber By Solvothermal Process For Photocatalytic Degradation Of Methylene Blue, Seli̇n Gümrükçü, Mukaddes Özçeşmeci̇, Esma Sezer, Belkiz Ustamehmetoğlu, Esi̇n Hamuryudan
Turkish Journal of Chemistry
Titanium dioxide/phthalocyanine (TiO2/Pc), TiO2/fluor containing phthalocyanine (TiO2/FPc), and TiO2/fluor containing cobalt phthalocyanine (TiO2/FCoPc) had been successfully fabricated by a simple combination of phthalocyanines obtained by in-situ synthesis on the surface of TiO2 nanofibers prepared by electrospinning. Scanning electron microscopy micrographs and X-ray diffraction analysis indicated that the phthalocyanines uniformly immobilized on the surface of TiO2 nanofibers. Photocatalytic activity of TiO2, TiO2/Pc, TiO2/FPc, TiO2/FCoPc nanofibers for methylene blue in water was comparatively investigated firstly by ultraviolet-visible absorption measurements with time, and kinetic parameters were calculated. Results indicated that the obtained TiO2/Pc, TiO2/FPc and TiO2/FCoPc exhibited high photocatalytic activity for the degradation …
Design Of Novel Substituted Phthalocyanines; Synthesis And Fluorescence, Dft,Photovoltaic Properties, Mehmet Sali̇h Ağirtaş, Derya Güngördü Solğun, Ümi̇t Yildiko, Abdullah Özkartal
Design Of Novel Substituted Phthalocyanines; Synthesis And Fluorescence, Dft,Photovoltaic Properties, Mehmet Sali̇h Ağirtaş, Derya Güngördü Solğun, Ümi̇t Yildiko, Abdullah Özkartal
Turkish Journal of Chemistry
The 4-(2-[3,4-dimethoxyphenoxy] phenoxy) phthalonitrile was synthesized as the starting material of new syntheses. Zinc, copper, and cobalt phthalocyanines were achieved by reaction of starting compound with Zn(CH3COO)2, CuCl2, and CoCl2 metal salts. Basic spectroscopic methods such as nuclear magnetic resonance electronic absorption, mass and infrared spectrometry were used in the structural characterization of the compounds. Absorption, excitation, and emission measurements of the fluorescence zinc phthalocyanine compound were also investigated in THF. Then, structural, energy, and electronic properties for synthesized metallophthalocyanines were determined by quantum chemical calculations, including the DFT method. The bandgap of HOMO and LUMO was determined to be …
Synthesis And Effect Of Substituent Position, Metal Type On The Electrochemical Properties Of (3-Morpholin-4-Ylpropoxy) Groups Substituted Cobalt, Manganese Phthalocyanines, Zekeri̇ya Biyiklioğlu, Hüseyi̇n Baş
Synthesis And Effect Of Substituent Position, Metal Type On The Electrochemical Properties Of (3-Morpholin-4-Ylpropoxy) Groups Substituted Cobalt, Manganese Phthalocyanines, Zekeri̇ya Biyiklioğlu, Hüseyi̇n Baş
Turkish Journal of Chemistry
In this work, 4-(3-morpholin-4-ylpropoxy)phthalonitrile 2, 3-(3-morpholin-4-ylpropoxy)phthalonitrile 3, Co(II)Pc and Mn(III)Pcs containing (3-morpholin-4-ylpropoxy) groups at peripheral and nonperipheral positions were synthesized. Phthalonitrile derivatives (2 and 3), Co(II)Pc and Mn(III)Pcs (2a, 2b, 3a, 3b) were characterized by using FT-IR, NMR (only for 2 and 3), mass and UV-Vis (except 2 and 3) spectral data techniques. Also, electrochemistry of (3-morpholin-4-ylpropoxy) group substituted Co(II)Pc and Mn(III)Pcs were inspected by using cyclic voltammetry. Electrochemical studies show that (3-morpholin-4-ylpropoxy) group substituted Co(II)Pc and Mn(III)Pcs electropolymerized on the Pt working electrode.
The Use Of Water-Soluble Phthalocyanines As Textile Dyes In Nylon/Elastane Fabric: Fastness And Antibacterial Effectiveness, Armağan Günsel, Ayşe Usluoğlu, Ahmet Turgut Bi̇lgi̇çli̇, Büşra Tosun, Gülnur Arabaci, Meryem Ni̇lüfer Yaraşir
The Use Of Water-Soluble Phthalocyanines As Textile Dyes In Nylon/Elastane Fabric: Fastness And Antibacterial Effectiveness, Armağan Günsel, Ayşe Usluoğlu, Ahmet Turgut Bi̇lgi̇çli̇, Büşra Tosun, Gülnur Arabaci, Meryem Ni̇lüfer Yaraşir
Turkish Journal of Chemistry
This work reports on dyeing of nylon/elastane fabric with water-soluble phthalocyanines (1-4) bearing quinoline 5-sulfonic acid substituents on the peripheral or nonperipheral positions and determining the antibacterial efficiency of the phthalocyanine compounds and the dyed nylon/elastane fabrics. The light, washing, water, perspiration, and rubbing fastness properties of nylon/elastane fabrics dyed with phthalocyanines were also determined. The results showed that all dyed fabrics showed very good wet fastness values. The lightfastness value of the nylon/elastane fabric dyed with phthalocyanine dye (1) showed a much better value than the others. Also, the antibacterial efficiencies of the dyed nylon fabrics and the dye …
Evaluation Of Carbonic Anhydrase And Paraoxonase Inhibition Activities And Molecular Docking Studies Of Highly Water-Soluble Sulfonated Phthalocyanines, Emre Güzel, Fati̇h Sönmez, Sultan Erkan, Kübra Çikrikci, Adem Ergün, Nahi̇t Gençer, Oktay Arslan, Makbule Koçak
Evaluation Of Carbonic Anhydrase And Paraoxonase Inhibition Activities And Molecular Docking Studies Of Highly Water-Soluble Sulfonated Phthalocyanines, Emre Güzel, Fati̇h Sönmez, Sultan Erkan, Kübra Çikrikci, Adem Ergün, Nahi̇t Gençer, Oktay Arslan, Makbule Koçak
Turkish Journal of Chemistry
The investigation of carbonic anhydrase and paraoxonase enzyme inhibition properties of water-soluble zinc and gallium phthalocyanine complexes (1 and 2) are reported for the first time. The binding of p-sulfonylphenoxy moieties to the phthalocyanine structure favors excellent solubilities in water, as well as providing an inhibition effect on carbonic anhydrase (CA) I and II isoenzymes and paraoxonase (PON1) enzyme. According to biological activity results, both complexes inhibited hCA I, hCA II, and PON1. Whereas 1 and 2 showed moderate hCA I and hCA II (off-target cytosolic isoforms) inhibitory activity (Ki values of 26.09 μM and 43.11 μM for hCA I …
Gas Sensing With Hexafluoroisopropanol Substituted Phthalocyanines And Vic-Dioximes: A Comparative Study, Mika Harbeck, Zafer Şen, Di̇lek Erbahar, Gülay Gümüş, Emel Musluoğlu
Gas Sensing With Hexafluoroisopropanol Substituted Phthalocyanines And Vic-Dioximes: A Comparative Study, Mika Harbeck, Zafer Şen, Di̇lek Erbahar, Gülay Gümüş, Emel Musluoğlu
Turkish Journal of Chemistry
Phthalocyanines (Pcs) are established sensitive materials for chemical gas sensors due to their superb sensing characteristics and the achievable manifold in their analyte interaction properties. Their sorption properties are determined by the metal ion center and substituents attached to the periphery of the ring system. Similarly, vic-dioximes can be modified in their sorption properties and employed as sensitive materials. In this work, a nickel Pc and various vic-dioximes functionalized with the same hexafluoroisopropanol moiety are assessed and compared in their gas-sensing properties using the quartz crystal microbalance for the first time. This specific substituent is selected for its hydrogen bond …
Synthesis Of Tetrakis Bromine Terminated Phthalocyanine And Its Methyl Methacrylate Polymers Via Atr, Tuba Çakir Çanak, Damla Yeşi̇ldağ, Ilgin Nar, Esi̇n Hamuryudan, İbrahi̇m Ersi̇n Serhatli
Synthesis Of Tetrakis Bromine Terminated Phthalocyanine And Its Methyl Methacrylate Polymers Via Atr, Tuba Çakir Çanak, Damla Yeşi̇ldağ, Ilgin Nar, Esi̇n Hamuryudan, İbrahi̇m Ersi̇n Serhatli
Turkish Journal of Chemistry
A phthalocyanine (Pc) initiator, tetrakis(2-bromopropyloxyester)ethylthiophthalocyaninatozinc(II) (ZnPc-Br), was prepared and successfully applied to atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) for the first time. Bromine end groups of the synthesized Pc took part in the initiation of the MMA chain growth. Polymerization was demonstrated by monomodal molecular weight distribution of the synthesized polymers and their increasing molecular weight behavior with reaction time. UV-Vis absorption, fluorescence, and transmittance properties of the polymers were also examined. The results indicate that the ZnPc-Br-based initiator is potentially applicable in ATRP applied to MMA in order to obtain and develop functional acrylic materials.
Synthesis, Characterization, And Investigation Of Singlet Oxygen, Dna Interaction, And Topoisomerase I Inhibition Properties Of Novel Zinc(Ii) Phthalocyanine, Ümi̇t Demi̇rbaş
Turkish Journal of Chemistry
In this work, phthalonitrile (3) and zinc(II) phthalocyanine (4) were prepared. To determine the photodynamic therapy potential of compound 4, singlet oxygen quantum yield, DNA binding and cleavage, and topoisomerase I inhibition experiments were performed. The singlet oxygen quantum yield value of compound 4 was found higher than that of the standard unsubstituted zinc(II) phthalocyanine compound (Std-ZnPc). The binding experiments showed that compound 4 interacted with ct-DNA strongly via nonintercalation mode. pBR322 plasmid DNA cleavage activity of the compound was investigated using agarose gel electrophoresis. The results showed that the compound 4 had important DNA cleavage activity. The E. coli …
Synthesis And Some Optical Results Of Long Chain Substituted Phthalocyanines, İbrahi̇m Özçeşmeci̇, İdri̇s Sorar
Synthesis And Some Optical Results Of Long Chain Substituted Phthalocyanines, İbrahi̇m Özçeşmeci̇, İdri̇s Sorar
Turkish Journal of Chemistry
Four metallo (zinc, copper, vanadyl, and indium) phthalocyanine derivatives bearing four aliphatic (hexylthio) groups were prepared from corresponding phthalonitrile compounds. The metallophthalocyanines were characterized with ultraviolet–visible spectroscopy (UV-Vis), proton nuclear magnetic resonance (1H NMR), Fourier transform-infrared spectroscopy (FT-IR), and mass and elemental analyses techniques. Aggregation properties of metallophthalocyanines in solution were studied in varied concentration ranges. Thin films of metallophthalocyanines were obtained by spin coating technique. Optical measurements showed that transmittance values of metallophthalocyanine thin films obviously changed with respect to the metal ion in the phthalocyanines. Transmittance spectra of the phthalocyanines synthesized using different metal ions showed a variation …
Enhanced Electrocatalytic Activity Of Copper Phthalocyanine/Multiwalled Carbon Nanotube Composite Electrode Via Pt Nanoparticle Modification For Oxygen Reduction, Çağri Ceylan Koçak, Zekerya Dursun
Enhanced Electrocatalytic Activity Of Copper Phthalocyanine/Multiwalled Carbon Nanotube Composite Electrode Via Pt Nanoparticle Modification For Oxygen Reduction, Çağri Ceylan Koçak, Zekerya Dursun
Turkish Journal of Chemistry
Enhanced electrocatalytic reduction of oxygen is achieved using Pt nanoparticle-modified copper phthalocya- nine-multiwalled carbon nanotube (PtNPs/CuPc-CNT) composite film on a glassy carbon electrode (PtNPs/CuPc-CNT/GCE). The PtNPs/CuPc-CNT/GCE surface is characterized by scanning electron microscopy, transmission electron microscopy, electrochemical impedance spectroscopy, X-ray photoelectron spectroscopy, and X-ray diffraction. The electrocatalytic activity of composite electrodes in the oxygen reduction reaction is investigated by cyclic voltammetry and rotating-disk electrode measurements. PtNPs/CuPc-CNT/GCE show higher catalytic activity than CNT/GCE, CuPc/GCE, and CuPc-CNT/GCE in oxygen reduction with four electron transfers.
Synthesis Of Quaternized Zinc(Ii) And Cobalt(Ii) Phthalocyanines Bearing Pyridine-2-Yl-Ethynyl Groups And Their Dna Binding Properties, Maryam Moeini Alishah, Hacer Yasemi̇n Yeni̇lmez, İbrahi̇m Özçeşmeci̇, Behi̇ce Şebnem Sesalan, Zehra Altuntaş Bayir
Synthesis Of Quaternized Zinc(Ii) And Cobalt(Ii) Phthalocyanines Bearing Pyridine-2-Yl-Ethynyl Groups And Their Dna Binding Properties, Maryam Moeini Alishah, Hacer Yasemi̇n Yeni̇lmez, İbrahi̇m Özçeşmeci̇, Behi̇ce Şebnem Sesalan, Zehra Altuntaş Bayir
Turkish Journal of Chemistry
The synthesis and biological properties of tetra-substituted zinc and cobalt phthalocyanines bearing ethynylpy- ridine units on the periphery and their quaternized derivatives have been reported. The binding of quaternized ZnPc and CoPc (Q-ZnPc and Q-CoPc) with calf thymus DNA was investigated by UV-Vis spectrophotometric methods and thermodynamics. The mixtures of Q-ZnPc or Q-CoPc and DNA solutions were used to determine the change in the thermal melting temperature of DNA with the thermal denaturation profile. Thermodynamic parameters that show the spontaneity of the reactions between DNA and the quaternized phthalocyanines were investigated. K$_{b}$ binding constants at a degree of 10$^{5}$ and …
Synthesis And Characterization Of Novel Unsymmetrical Phthalocyanine/Tio$_{2}$ Composites And Their Evaluation As Photocatalysts For Degradation Of 4-Chlorophenol Under Visible Light, Yunus Alp Sütcüler, Görkem Gezek, Yaghub Mahmi̇ani̇, Altuğ Mert Sevi̇m
Synthesis And Characterization Of Novel Unsymmetrical Phthalocyanine/Tio$_{2}$ Composites And Their Evaluation As Photocatalysts For Degradation Of 4-Chlorophenol Under Visible Light, Yunus Alp Sütcüler, Görkem Gezek, Yaghub Mahmi̇ani̇, Altuğ Mert Sevi̇m
Turkish Journal of Chemistry
We prepared novel unsymmetrical A$_{3}$B-type zinc and cobalt phthalocyanines bearing monocarboxylic acid groups on peripheral positions using statistical condensation method, especially designed to anchor on the TiO$_{2}$ semiconductor surface. The novel complexes were anchored on TiO$_{2}$ semiconductor to prepare effective dye sensitized photoactive composites as heterogeneous catalysts. The results indicated that modified TiO$_{2}$ nanocrystals possessed only the anatase phase and MPc-TiO$_{2}$ photocatalysts with loading amount of dye ca. 8.27 $\mu $mol/g TiO$_{2}$ exhibit strong visible light absorption. Photocatalytic degradation of 4-chlorophenol (4-CP) under illumination with visible light ($\lambda >$ 400 nm) was tested with the composites prepared. The degradation profile …
A Quartz Crystal Microbalance Study Of The Adsorption Of Benzene And Acetone Vapors Onto Coumarin-Substituted Manganese Phthalocyanine Film, Bi̇rsel Can Ömür, Ahmet Altindal
A Quartz Crystal Microbalance Study Of The Adsorption Of Benzene And Acetone Vapors Onto Coumarin-Substituted Manganese Phthalocyanine Film, Bi̇rsel Can Ömür, Ahmet Altindal
Turkish Journal of Physics
A novel coumarin-substituted manganese phthalocyanine (5) was successfully synthesized and used as sensing element for benzene and acetone vapor detection. The effects of water vapor on the benzene and acetone vapor-sensing properties and adsorption isotherms on thin film of 5 were also studied. Our preliminary results indicated that the presence of humidity modifies the baseline frequency but not the sensitivity of the sensor toward benzene and acetone vapors. Two isotherm models, Langmuir and Jovanovic isotherms, were selected to describe the adsorption process. Linear regression analysis, which is the most basic and commonly used predictive analysis method, was used to estimate …
Investigation Of The Photophysical And Photochemical Behavior Of Substituted Zinc Phthalocyanines And Their Water-Soluble Quaternized Derivatives, Gülsev Di̇lber, Mahmut Durmuş, Hali̇t Kanteki̇n
Investigation Of The Photophysical And Photochemical Behavior Of Substituted Zinc Phthalocyanines And Their Water-Soluble Quaternized Derivatives, Gülsev Di̇lber, Mahmut Durmuş, Hali̇t Kanteki̇n
Turkish Journal of Chemistry
New nonperipherally and peripherally tetrasubstituted zinc(II) phthalocyanine complexes containing 1-benzylpiperidin-4-ol groups and their quaternized derivatives are reported in this work. These complexes were characterized successfully and their photophysical and photochemical properties were studied. These properties were determined in dimethylsulfoxide for all studied complexes and in water and water $+$ Triton X-100 solutions for ionic Zn(II) phthalocyanines. All studied zinc(II) phthalocyanine complexes generated high singlet oxygen, especially in dimethylsulfoxide, and these properties make them potential photosensitizers for use in the photodynamic therapy of cancer. The effects of the position and quaternization of the substituents on the photophysical and photochemical properties were …
Investigation Of Photochemical And Photophysical Properties Of Novel Silicon(Iv) Phthalocyanines And Their $\Mu $-Oxo Dimers, Ömer Güngör, Mahmut Durmuş, Vefa Ahsen
Investigation Of Photochemical And Photophysical Properties Of Novel Silicon(Iv) Phthalocyanines And Their $\Mu $-Oxo Dimers, Ömer Güngör, Mahmut Durmuş, Vefa Ahsen
Turkish Journal of Chemistry
The synthesis and characterization of novel tetraalkylthio (SC$_{6}$H$_{13}$ or SC$_{12}$H$_{25})$ substituted $\mu $-oxo silicon(IV) phthalocyanines (3a and 3b) and their $\mu$-oxo derivatives (4a and 4b) were described in this study. These silicon(IV) phthalocyanines were characterized using different spectroscopic techniques such as UV-Vis, $^{1}$H NMR, FT-IR, and mass and elemental analysis, as well. Furthermore, the photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation) properties of the newly synthesized silicon(IV) phthalocyanines (3a, 3b, 4a, and 4b) were investigated in dimethylformamide solution. The absorption and fluorescence excitation wavelengths of the studied silicon(IV) phthalocyanines were blue-shifted when they converted to their …
Synthesis And Electrochemistry Of Phthalocyanines Bearing [(3,4-Dimethoxybenzyl)Oxy] Groups, İpek Ömeroğlu, Zekeri̇ya Biyiklioğlu
Synthesis And Electrochemistry Of Phthalocyanines Bearing [(3,4-Dimethoxybenzyl)Oxy] Groups, İpek Ömeroğlu, Zekeri̇ya Biyiklioğlu
Turkish Journal of Chemistry
In this study peripherally tetra-substituted metal-free, metallophthalocyanines bearing (3,4-dimethoxybenzyl) oxy groups have been synthesized and characterized. Electrochemical properties of novel phthalocyanines 4, 5, 6, and 7 were determined by cyclic and square wave voltammetry in order to define their possible applications in different electrochemical technologies. Co^{II} and Ti^{IV}O metal ions behave as redox active cations in the core of the CoPc and TiOPc complexes, respectively. Voltammetric studies revealed that phthalocyanines have reversible/irreversible redox processes, which are the main requirement for the technological usage of these compounds.
Synthesis And Characterization Of Novel 2-{[2-(Dimethylamino)Ethyl](Methyl)Amino} Ethoxy-Substituted Metallophthalocyanines, Hi̇lal Zengi̇n, Hacer Yasemi̇n Yeni̇lmez, Ayfer Kalkan Burat, Zehra Altuntaş Bayir
Synthesis And Characterization Of Novel 2-{[2-(Dimethylamino)Ethyl](Methyl)Amino} Ethoxy-Substituted Metallophthalocyanines, Hi̇lal Zengi̇n, Hacer Yasemi̇n Yeni̇lmez, Ayfer Kalkan Burat, Zehra Altuntaş Bayir
Turkish Journal of Chemistry
The synthesis of novel, symmetrical, tetrasubstituted metallophthalocyanines (cobalt, zinc, and copper) bearing four 2-{[2-(dimethylamino)ethyl](methyl)amino} ethoxy units was reported. The dinitrile derivative was converted into the water-soluble quaternized product by its reaction with methyl iodide. The quaternized zinc phthalocyanine was obtained from the reaction of the water-soluble dinitrile derivative with zinc acetate. The structures of the newly synthesized molecules were proposed according to elemental analysis, ^1H NMR, FT-IR, and UV-Vis spectral data.
Synthesis, Characterization, And Photophysical And Photochemical Properties Of 3-(4-Phenyloxy)Coumarin Containing Metallo- And Metal-Free Phthalocyanines, Nurullah Kartaloğlu, Ali̇ye Asli Esenpinar, Mustafa Bulut
Synthesis, Characterization, And Photophysical And Photochemical Properties Of 3-(4-Phenyloxy)Coumarin Containing Metallo- And Metal-Free Phthalocyanines, Nurullah Kartaloğlu, Ali̇ye Asli Esenpinar, Mustafa Bulut
Turkish Journal of Chemistry
The synthesis of novel zinc, cobalt, indium, and metal-free phthalocyanines carrying four 3-(4-phenyloxy)couma- rins in the periphery/nonperiphery were prepared by cyclotetramerization of 3-[4-(3,4-dicyanophenyloxy)phenyl]coumarin (2)/3-[4-(2,3- dicyanophenyloxy)phenyl]coumarin (3). The novel chromogenic compounds were characterized by elemental analysis, ^1H NMR, mass spectra, F-IR, and UV-vis spectral data. The effects of the coumarin units on the zinc, indium, and metal-free phthalocyanine complexes (2a/3a, 2c/3c, 2d/3d) were also investigated.
Synthesis And Characterization Of New Metallophthalocyanines Containing O_4s_2 Mixed-Donor Substituted Macrocyclic Groups, Meltem Betül Kiliçaslan, Hali̇t Kanteki̇n
Synthesis And Characterization Of New Metallophthalocyanines Containing O_4s_2 Mixed-Donor Substituted Macrocyclic Groups, Meltem Betül Kiliçaslan, Hali̇t Kanteki̇n
Turkish Journal of Chemistry
New phthalocyanine compounds containing mixed-donor substituted macrocyclic groups were synthesized. The complexes of metal phthalocyanines 3--5 were prepared by the reaction of 2 to get dinitrile derivative complexes by means of the corresponding anhydrous metal salts. Structures of the new compounds were characterized by IR, ^1H NMR, ^{13}C NMR, elemental analysis, and MS spectral data.
N-Bridged Dimers Of Tetrapyrroles Complexed By Transition Metals: Syntheses, Characterization Methods, And Uses As Oxidation Catalysts, Ümi̇t İşci̇, Fabienne Dumoulin, Alexander B. Soroki̇n, Vefa Ahsen
N-Bridged Dimers Of Tetrapyrroles Complexed By Transition Metals: Syntheses, Characterization Methods, And Uses As Oxidation Catalysts, Ümi̇t İşci̇, Fabienne Dumoulin, Alexander B. Soroki̇n, Vefa Ahsen
Turkish Journal of Chemistry
N-bridged dimers of tetrapyrroles complexed by transition metals have been known for nearly four decades, and gained renewed attention when their powerful oxidation properties were recently evidenced. This article is a state of the art review of the reported complexes and of their synthetic methods. Beyond classical chemistry characterization tools, specific methods appropriate to their structure are used and are presented in detail. Finally, their uses and importance of oxidation catalysts are reviewed.
Nature Of Second-Order Nonlinear Optical Response In Phthalocyanine Derivatives: A Density Functional Theory Study, Chiming Wang, Chao Chen, Qingqi Zhang, Dongdong Qi, Jianzhuang Jiang
Nature Of Second-Order Nonlinear Optical Response In Phthalocyanine Derivatives: A Density Functional Theory Study, Chiming Wang, Chao Chen, Qingqi Zhang, Dongdong Qi, Jianzhuang Jiang
Turkish Journal of Chemistry
Density functional theory was employed to investigate a series of phthalocyanine derivatives, discovering the limitation when the expansion of the conjugated system was employed to improve the hyper-Rayleigh scattering response coefficient. Furthermore, an unusually C_{\infty v}-type octupolar population was found by electrostatic potential analysis. In addition, the dynamic and static hyper-Rayleigh scattering responses (\beta_{HRS}) were simulated using the coupled perturbed density functional theory, showing an increasing dynamic \beta_{HRS} value along with an increase in incident light energy.
Synthesis And Spectral And Thermal Characterization Of New Metal-Free And Metallophthalocyanines: Investigation Of Their Photophysical, Photochemical, And Thin Film Properties, Eli̇f Çelenk Kaya, Mahmut Durmuş, Ekrem Yanmaz, Hali̇t Kanteki̇n
Synthesis And Spectral And Thermal Characterization Of New Metal-Free And Metallophthalocyanines: Investigation Of Their Photophysical, Photochemical, And Thin Film Properties, Eli̇f Çelenk Kaya, Mahmut Durmuş, Ekrem Yanmaz, Hali̇t Kanteki̇n
Turkish Journal of Chemistry
Novel tetrasubstituted metal-free (2), zinc (II) (3), cobalt (II) (4), and copper (II) (5) phthalocyanines bearing 2-phenylethanolate groups on the peripheral positions were synthesized by the cyclotetramerization reaction of the phthalonitrile derivative 1. The new compounds were characterized by a combination of IR, ^1H NMR, ^{13}C NMR, UV-Vis, elemental analysis, and MS spectra data. The thermal stabilities of the phthalocyanine compounds were determined by thermogravimetric analysis. For metal-free (2) and zinc (3) phthalocyanines, photochemical (photodegradation and singlet oxygen quantum yields) and photophysical (fluorescence quantum yields and fluorescence lifetimes) properties were analyzed in dimethylsulfoxide (DMSO). The cobalt (4) and copper (5) …
Microwave-Assisted Synthesis And Characterization Of Co(Ii) Phthalocyanine And Investigation Of Its Catalytic Activity On 4-Nitrophenol Oxidation, Ece Tuğba Saka, Zekeri̇ya Biyiklioğlu, Hali̇t Kanteki̇n
Microwave-Assisted Synthesis And Characterization Of Co(Ii) Phthalocyanine And Investigation Of Its Catalytic Activity On 4-Nitrophenol Oxidation, Ece Tuğba Saka, Zekeri̇ya Biyiklioğlu, Hali̇t Kanteki̇n
Turkish Journal of Chemistry
In this study, new cobalt phthalocyanine containing a 2-(2-benzothiazolylthio)ethoxy group at peripheral positions has been synthesized and characterized by spectroscopic methods (IR, UV-Vis elemental analysis, and mass spectroscopies). Catalytic activity of Co(II) phthalocyanine has been investigated in the presence of oxidants such as tert-buthylhydroperoxide, m-chloroperoxybenzoic acid, and H_2O_2. Co(II) phthalocyanine shows catalytically activity and product conversion under mild conditions. To find the optimal conditions in the oxidation process, substrate ratio, oxidant ratio, temperature, and oxidant type were examined over 3 h. The results exhibit the best optimum reaction conditions in this catalytic system.
Microwave-Assisted Synthesis Of Novel Nonperipherally Substituted Metallophthalocyanines Bearing (7-(Trifluoromethyl)Quinolin-4-Yl)Oxy Groups, Di̇dem Evren, Hacer Yasemi̇n Yeni̇lmez, Ayfer Kalkan Burat
Microwave-Assisted Synthesis Of Novel Nonperipherally Substituted Metallophthalocyanines Bearing (7-(Trifluoromethyl)Quinolin-4-Yl)Oxy Groups, Di̇dem Evren, Hacer Yasemi̇n Yeni̇lmez, Ayfer Kalkan Burat
Turkish Journal of Chemistry
The synthesis, characterization, and spectroscopic properties of novel nonperipherally tetrasubstituted metallophthalocyanines (zinc, cobalt, copper, manganese, and indium) bearing 4 (7-(trifluoromethyl)quinolin-4-yl)oxy units has been reported. The new compounds have been characterized using UV-Vis, IR, ^1H NMR, ^{13}C NMR, ^{19}F NMR, and mass spectroscopic data. The absorption properties of these new complexes were compared to those of peripherally substituted phthalocyanine derivatives. Based on the structural, spectroscopic, and absorption studies, it was found that the substitution effect altered the electronic structures significantly. The results provide useful information to understand the effect of peripheral or nonperipheral substitution on the properties of this macrocyclic ring. …