Copper Phthalocyanine Complexes Research Articles

A novel electrospun polyvinyl alcohol/Co3O4/copper phthalocyanine nanofiber for oxidation of alcohols

That’s a very interesting application of the cobalt oxide modified with copper phthalocyanine complex (II) tetrasodium tetrasulfonic acid (Co3O4/CuSPC) that was produced from Sesbania sesban plant. It’s impressive that the Co3O4/CuSPC was deposited on polyvinyl alcohol (PVA) using a conventional single nozzle electrospinning technique to create Co3O4/PVA/CuSPC nanofibers. TEM, SEM, AFM, FT-IR, EDAX, and elemental analysis were used to determine fiber compositional information. Catalytic activities of this novel hetrogenous catalyst was evaluated on the oxidation of alcohols in green strategy. The reactions were performed without the use of solvents with tetra-n butylammonium peroxomonosulfate (TBAO) as a recoverable oxidant. It’s great to hear that The catalyst was recycled for six times making it more economically and environmentally sustainable.

Impact of copper phthalocyanine structure on catalytic activity when incorporated into hierarchically porous carbon

A copper porphyrin and two copper phthalocyanine complexes were incorporated into a hierarchically porous carbon support formed by a sol-gel resorcinol-formaldehyde polymerization templated by F-127 block copolymer. The F127 self-organization leads to formation of mesostructure that on carbonization produces mesopores. Striking differences in catalytic activity for iodobenzene/imidazole cross coupling were observed between Alcian Blue-8gx (CuPc-8gx) (active) and copper phthalocyanine disulfonate (CuPc2S) (inactive). FTIR and EPR spectroscopy confirmed that phthalocyanine remained in the carbon after it was formed by heating to 500 °C, but that no complex survived heating to 800 °C. Electron microscopy (SEM and TEM) showed that the two dyes were differently distributed within the carbon support and found very different sizes of copper nanoparticles: 1.5 nm for CuPc-8gx and 86 nm for CuPc2S. Based on quenching of pyrene fluorescence by the two dyes it was concluded that CuPc-8gx was incorporated into F127 micelles. During polymerization the CuPc-8gx remained associated with F127 and so was incorporated into the polymer and subsequently the carbon. CuPc2S was not associated with F127 micelles, was not incorporated into the polymer and instead precipitated out during drying. This led to large CuPc2S nanoparticles, which resulted in very large copper nanoparticles with no catalytic activity.

Electrocatalytic activity of Schiff base containing copper phthalocyanines towards the detection of catechol: Effect of heteroatoms and asymmetry

In this study, four new copper phthalocyanine complexes were synthesised and studied as electrocatalysts for the detection of catechol. Two of these complexes were derived from a symmetrical benzaldehyde phthalocyanine complex via the condensation of the benzaldehyde substituents with amine reagents. The electrocatalysts proved to be highly stable towards the detection of catechol. The oxidation peaks obtained using cyclic voltammetry range from 0.20 to 0.38 V. Detection limits were obtained via chronoamperometry and are as low as 0.16 µM with fairly high sensitives being obtained. Overall all four copper complexes exhibited excellent electrocatalytic activity towards the electrooxidation of catechol.

Electrocatalytic Activity of Schiff Base Containing Copper Phthalocyanines Towards the Detection of Catechol: Effect of Heteroatoms and Asymmetry

In this study, four new copper phthalocyanine complexes were synthesised and studied as electrocatalysts for the detection of catechol. Two of these complexes were derived from a symmetrical benzaldehyde phthalocyanine complex via the condensation of the benzaldehyde substituents with amine reagents. The electrocatalyst proved to be highly stable towards the detection of catechol. The oxidation peaks obtained using cyclic voltammetry range from 0.20 to 0.38 V. Detection limits were obtained via chronoamperometry and are as low as 0.16 µM and fairly high sensitives being obtained. Overall all four copper complexes exhibited excellent electrocatalytic activity towards the electrooxidation of catechol.

Preparation and characterization of poly-Schiff base cobaltcopper phthalocyanine bimetallic complex

Schiff bases can undergo coordination reactions with metals to form polymer complexes. The method of synthesizing Schiff base is simple and easy to operate. This article mainly synthesizes mononuclear metal copper phthalocyanine and polymer o-phthalimide salicylaldehyde Schiff base cobalt-copper phthalocyanine bimetallic complex, and the Schiff base complex. It is analyzed and characterized by infrared, ultraviolet and scanning electron microscopy.

Synthesis, antioxidant, DNA cleavage and antimicrobial properties of phthalocyanine complexes bearing the poly-hydroxyl groups

(4-((1-((2-(bis(2-hydroxypropyl) amino) ethyl) (2-hydroxypropyl) amino) propan-2-yl) oxy) phthalonitrile) (BHHP) was synthesized from reaction N, N, N′, N′- tetrakis (2-hydroxypropyl) ethylene diamine (SM) with 4-nitro phthalonitrile. Zinc, cobalt and copper phthalocyanine complexes were achieved from the reaction of BHHP compound with metal salts. Quantum chemical studies of these phthalocyanines have been computationally supported using density functional theory methods. The antioxidant properties of phthalocyanine compounds were determined with the help of l, l-diphenyl-2-picrilhydrazyl radical scavenging ability and chelating ability to iron ions. Compound 6 showed 72.8% inhibition of DPPH free radicals at 200 mg/L concentration and compound 4 showed 71.5% ferrous metal chelating activity at 200 mg/L concentration. The antimicrobial and DNA cleavage activities of compounds were also investigated. All tested phthalocyanine compounds showed excellent nuclease activity at all concentration. Antimicrobial activities of phthalocyanine compounds were detected using broth microdilution method and all test compounds demonstrated perfect antimicrobial activities. According to in vitro studies, copper phthalocyanine compound 6 has the best activity against the P. aeruginosa with 8 µg/mL of MIC value.

Study of the Electronic Structure of Complexes of Copper Phthalocyanine CuPc with a Lithium Atom

The electronic structure of the copper phthalocyanine CuPc molecule and its energy-stable complexes with a lithium atom are studied within the density functional theory formalism. The effect of the Hubbard correction on the energy splitting of the Cu 3d shell in the CuPc complex is analyzed. It is shown that the absence of the Abrikosov-Suhl resonance in the copper phthalocyanine complex with added lithium is due to the filling of its highest molecular orbital. The tunneling current through these organometallic complexes is calculated and the results are in agreement with experimental scanning tunneling microscopy images.

Theoretical Studies of the Zeolite-Y Encapsulated Chlorine-Substituted Copper(II)phthalocyanine Complex on the Formation Glycidol from Allyl Alcohol.

Density functional theory (DFT) used to study the encapsulation of copper(II)phthalocyanine and chlorine-substituted copper(II)phthalocyanine to a zeolite-Y framework. Changes occurring in the redox properties, as well as the red shift of the time-dependent DFT (TD-DFT) spectra, point out the influence of encapsulation on the geometric parameters of the complexes. Also, the TD-DFT calculations show good agreement with the energy changes occurred in the highest occupied molecular orbital and lowest unoccupied molecular orbital. DFT-based descriptors are used for scrutinizing the reactivity of the encapsulated complexes and a mechanism of the glycidol formation is proposed based on the energetics involved in the transformation.

Preparation, characterization of new Co(II) and Cu(II) phthalocyanines and their catalytic performances in aerobic oxidation of substituted phenols

Substituted phenol pollutants are produced as by products of many industrial processes. Aerobic oxidations for their degradation in the context of effluent treatment or environmental remediation often lack selectivity. In this work Co(II) and Cu(II) phthalocyanines-catalyzed approach is described that converts substituted phenols into less harmfull products. New cobalt(II) and copper(II) phthalocyanine complexes are used as catalyst for degradation of substituted phenols with different oxidants. The oxidation process exhibits remarkable selectivity and conversion owing to the fact that Co(II) and Cu(II) phthalocyanines work with high performance.

Novel phthalocyanines containing azo chromophores; synthesis, characterization, photophysical, and electrochemical properties

A series of novel metal-free and zinc (II), copper (II), cobalt (II), and manganese (III) phthalocyanine complexes bearing peripheral 2,6-dimethyl-4-(4-tert-butyl-phenylazo)phenoxy units have been synthesized. Novel phthalonitrile derivative required for the preparation of these phthalocyanine complexes was prepared by a base-catalyzed nucleophilic aromatic nitro displacement of 4-nitrophthalonitrile with 2,6-dimethyl-4-(4-tert-butyl-phenylazo)phenol. The structures of these new compounds were characterized by using elemental analyses, proton and carbon nuclear magnetic resonance, Fourier transform infrared spectroscopy, ultraviolet–visible spectroscopy and mass spectrometry. The photophysical properties of metal-free and zinc(II) phthalocyanines were studied in tetrahydrofuran. The electrochemical properties of the phthalocyanine complexes were investigated by cyclic and square wave voltammetry.

Synthesis and properties of a trinuclear copper(II) complex of a ligand with phthalocyanine and Schiff-base coordination sites

A trinuclear copper(II) phthalocyanine complex was synthesized by chelate coordination of the peripherally introduced Schiff-base nitrogen and phenoxide oxygen on the Cu(pc) core to a copper(II) ion. The magnetic, spectral and electrochemical properties were compared with those of the precursor mononuclear Cu(pc) complex with the NO chelate coordination site and a mononuclear Schiff-base copper(II) complex corresponding to the central bis-chelated unit of the title trinuclear complex. A stronger aggregating nature of the trinuclear complex compared with the precursor mononuclear Cu(pc) complex was confirmed by the spectral change of the Q band feature coming from the coordination to the copper(II) ion in dichloromethane. Two successive pc-ring reduction waves were not observed for the trinuclear complex in dichloromethane containing TBP(PF[Formula: see text], alternatively showing an irreversible wave in the reduction side. The central bis-chelated copper(II) ion was considered to play an important role for the redox behavior of the trinuclear complex.

New Co(II) and Cu(II) Phthalocyanine Catalysts Reinforced by Long Alkyl Chains for the Degradation of Organic Pollutants

The need to develop sustainable, low-cost, earth abundant catalyst is becoming paramount for overcoming environmental problems. Toward this goal, new cobalt(II) and copper(II) phthalocyanine complexes used as catalyst for degradation of organic pollutants (such as 2,3-dichlorophenol, 4-methoxyphenol, 4-nitrophenol, 2,3,6-trimethylphenol) with different oxygen source. This catalytic system with these complexes showed high conversion rates for degradation of organic pollutants and could easily be recovered by recycling reactions.

Photochemical Water Oxidation Catalyzed by a Water-Soluble Copper Phthalocyanine Complex.

Copper tetrasulfonatophthalocyanine (CuPcTS) is reported to serve as a catalyst for photochemical water oxidation via a radical coupling mechanism. Chloride greatly inhibits the water oxidation rate as a result of axial chloride binding to CuPcTS, preventing formation of the Cu oxyl or hydroxyl intermediate required for O-O bond formation.

Electrochemical, spectroelectrochemical and catalytical properties of new Cu(II) and Co(II) phthalocyanines

The synthesis of a novel phthalonitrile derivative with 2-(2-(4-allyl-2-methoxyphenoxy)ethoxy)ethoxy functionalized groups and its peripherally tetrasubstituted copper(II) and cobalt(II) phthalocyanine complexes were reported. These novel compounds were characterized by using IR, 1H NMR, 13C NMR, UV–vis and MS spectral data. Electrochemical characterization of CuPc and CoPc were performed in solution with voltammetric and in situ spectroelectrochemical measurements. CoPc gives metal based reduction and oxidation reactions in addition to the ligand based electron transfer reactions. CuPc gives reversible ligand based reductions and irreversible oxidation reactions. Voltammetric and in situ spectroelectrochemical responses of complexes were affected from the electrolyte systems considerably. Especially distinct color differences were observed between the electrogenerated anionic and cationic species of CoPc. Catalytic activity of these novel compounds were investigated in the benzyl alcohol oxidation. Different parameters that effect the oxidation process were examined for finding optimal conditions of catalysis.

Synthesis, characterization and properties of 1,11,15,25-tetrahydroxy-4,8,18,22-bis(bridging butanedioic acid)phthalocyanine copper

A novel copper phthalocyanine complex with bridging butanedioic acid moieties, 1,11,15,25-tetrahydroxy-4,8,18,22-bis(bridging butanedioic acid) phthalocyanine copper, is reported. This complex is soluble in chloroform, THF, DMSO and DMF, and sparingly soluble in i-PrOH. The compound is characterized by elemental analysis, IR, 1H NMR and UV/Vis spectroscopies and MALDI–TOF–MS. Cyclic voltammetry showed that the complex exhibited well-defined ring-based reduction and oxidation processes. NIR OLEDs containing tris-(8-hydroxyquinoline) aluminum doped with the copper phthalocyanine complex were fabricated. Room-temperature electroluminescence was observed near 1098nm originating from the transition from the first excited singlet state to the ground state.

Synthesis and magnetic properties of an annulated dinuclear copper(II) phthalocyanine peripherally having 2,6-dimethylphenoxy substituents

A dinuclear copper(II) phthalocyanine complex with 12 2,6-dimethylphenoxyl groups at the peripheral positions of the [ CuPc ]2 framework, where [ CuPc ] units are linked by a common annulated benzene ring to give the planar dinuclear structure, was prepared and characterized. The introduced bulky 2,6-dimethylphenoxyl groups were revealed to effectively suppress the aggregation of the dinuclear complex in the toluene solution, showing a considerably red-shifted Q-band at 838 nm. The EPR spectrum (measured in the frozen toluene solution at 15 K) and temperature-dependent magnetic moment indicated the existence of antiferromagnetic interaction between the copper(II) ions. The exchange integral J was estimated to be -1.8 cm-1 using Bleaney Bowers equation for the S1 = S2 = 1/2 system. The long-range interaction ( Cu – Cu distance = 10.7 Å) through the common annulated benzene ring between two [ CuPc ] units was confirmed by the DFT calculation result.

Electrochemical and Optical Characterization of Cobalt, Copper and Zinc Phthalocyanine Complexes

New phthalocyanine (Pc) derivatives that include the alkyl group in ligand were synthesized based on three core metals such as zinc (Zn), copper (Cu), and cobalt (Co). Electrochemical behaviors and optical properties of the new phthalocyanine derivatives with ligand and different core metal were investigated by using cyclic voltammetry, UV-Visible (UV-Vis) spectroscopy and photoluminescence (PL) spectroscopy. In UV-Vis data, maximum values of 2H, Co, Cu, and Zn complexes were 708 nm and 677 nm, 686 nm, 684 nm, respectively.

Azine-bridged binuclear metallophthalocyanines functioning photophysical and photochemical-responsive

Abstract The new phthalodinitrile containing azine-bridged (3) was prepared by the reaction of 4-nitrophthalonitrile (2) and 4,4′-(1E,1'E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)diphenol (1). The new binuclear asymmetric type zinc(II) (5), oxotitanium(IV) (6), tin(II) (7), cobalt(II) (8), copper(II) (9) and nickel(II) (10) phthalocyanine complexes containing azine moiety were synthesized by the cyclotetramerization of azine containing phthalonitrile (3) and unsubstituted phthalonitrile (4). The aggregation behaviors of these compounds were investigated at different concentrations in dimethylsulfoxide (DMSO). Furthermore, the photophysical (fluorescence quantum yields and lifetimes) and photochemical properties (singlet oxygen and photodegradation quantum yields) were studied for zinc(II) (5), oxotitanium(IV) (6) and tin(II) (7) phthalocyanine complexes in DMSO. The synthesized cobalt (8), copper (9) and nickel (10) phthalocyanine complexes were not evaluated for this purpose due to transition metal and paramagnetic behavior of central metals in the phthalocyanine cavity.

Synthesis and electrochemical properties of crown ether functionalized coumarin substituted cobalt and copper phthalocyanines

The synthesis of novel 6,7-[15-crown-5]-3-[ p-(3,4-dicyanophenoxy)phenyl]coumarin ( 1)/6,7-[15-crown-5]-3-[ p-(2,3-dicyanophenoxy)phenyl]coumarin ( 2) and their peripherally/non-peripherally cobalt and copper phthalocyanine complexes ( 3–6) have been prepared and characterized by elementel analysis, 1H-NMR, MALDI-TOF, FT-IR and UV–Vis spectral data. Fluorescence intensity changes of compound 1 and 2 have been determined by addition of Na + or K + ions at 25 °C in THF. The effect of substitution type on the redox and aggregation behaviour of the compounds was investigated by voltammetry and in situ spectroelectrochemistry.

X-ray photoelectron investigation of charge distribution in copper(II) phthalocyanine complexes

The charged states of atoms in unsubstituted copper(II) phthalocyanine (CuPcH16) and hexade-cafluorinated copper(II) phthalocyanine (CuPcF16) complexes and in thin films of them deposited on silicon substrates by vacuum thermal evaporation are investigated by X-ray photoelectron spectroscopy (XPS). The C(1s), N(1s), Cu(2p) core level energies and the charged states of atoms in the studied complexes are calculated using the DFT method. The performed experimental study and theoretical calculations show that the introduction of electron acceptor substituents into benzene rings mostly affects the atoms of benzene rings and insignificantly affects the charge state of nitrogen atoms in the pyrrole ring.