Asymmetrically tetra-substituted phthalocyanine derivatives: synthesis,photophysical and photochemical properties

Transition Metal Chemistry - The syntheses of highly soluble asymmetrically substituted metal free and zinc phthalocyanine derivatives bearing three 4-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenoxy) and...     

Microwave-assisted synthesis and characterization of a new soluble metal-free and metallophthalocyanines peripherally fused to four 18-membered tetrathiadiaza macrocycles

Preparation of some novel symmetrically tetrasubstituted metal-free phthalocyanine (6) and metallophthalocyanines (7-10) containing four 18-membered tetrathiadiaza macrocycles moieties on peripheral positions has been achieved by cyclotetramerization reaction of phthalonitrile derivative (5) in a multi-step reaction sequence. Metal-free phthalocyanine (6) was synthesized by microwave irradiation of 13,24-bis[(4-methylphenyl)sulfonyl]-6,7,14,15,23,24-hexahydro-13H,22H-tribenzo[b,h,n][1,4,10,13,7,16]tetrathiadiazacyclo-octadecine-18,19-dicarbonitrile (5) in 2-(dimethylamino)ethanol. The metallophthalocyanines (7-10) were prepared by the reaction of the phthalonitrile compound (5) with NiCl₂, Zn(CH₃COO)₂, CoCl₂, CuCl₂ salts, respectively, by microwave irradiation in 2-(dimethylamino)ethanol for at 175 °C, 350 W. The new compounds were characterized by IR, ¹H NMR, ¹³C NMR, UV-Vis, elemental analysis and MS spectra data.     

Control of the surface of a sectioned bimorph plate

Rostov State University. Rostov State Technical University, Rostov-on-Don 344000. Translated from Prikladnaya Mekhanika i Tekhnicheskaya Fizika, Vol. 36, No. 4, pp. 131–136, July–August, 1995.     

Microwave-assisted synthesis and characterization of novel symmetrical substituted 19-membered tetrathiadiaza metal-free and metallophthalocyanines and investigation of their biological activities

This work reports on a new symmetrically substituted metal-free phthalocyanine and its transition metal complexes which were prepared by a condensation of N,N′-[propan-1,3-diilbis(tiyoetan-2,1-diil)]bis(4-methylbenzenesulfonamid) (1) and 1,2-bis (2-iodomercaptoethyl)-4,5-dicyanobenzene (2) with NiCl₂, ZnCl₂, CoCl₂, CuCl₂,and PbO salts in 2-(dimethylamino)ethanol, respectively. The phthalocyanines bearing thia and aza donor atoms at the peripheral position were characterized by IR, UV-Vis, ¹H NMR, ¹³C NMR, Mass spectra, and elemental analysis data. The thermal behaviors of 4-9 were investigated by TG/DTA. Novel phthalocyanines were also investigated for enlightening their possible biological activities by employing antimicrobial (antibacterial and antifungal), antineoplastic and antioxidative assays. Of all tested, four samples exhibited antimicrobial activity against test microorganisms, among which, Branhamella catarrhalis was the most sensitive one with a MIC value around 0.312 mg/mL followed by a yeast, Candida albicans (MIC. 0.625 mg/mL). Due to their colored nature, the samples were found not to be applicable for antioxidative and antineoplastic assays.     

Mixing of miscible liquids in gas-segmented serpentine channels

The chaotic mixing of miscible liquids in gas-segmented serpentine channels is studied computationally in a two-dimensional setting. Passive tracer particles are used to visualize and quantify the mixing. The molecular diffusion is ignored and only the mixing due to chaotic stirring is considered. Mixing is quantified using the entropy and intensity of segregation measures. The effects of various non-dimensional parameters on the quality of mixing are investigated and it is found that the relative bubble size, the capillary number and the non-dimensional channel corrugation length are the most important parameters influencing the mixing. The mixing is found to be weakly dependent on Reynolds number and nearly independent of viscosity ratio.     

Electrochemical and Spectroelectrochemical Analysis of 4‐(4‐(5‐Phenyl‐1,3,4‐oxadiazole‐2‐yl)phenoxy)‐Substituted Cobalt(II), Lead(II) and Metal‐Free Phthalocyanines

Electrochemical and spectroelectrochemical analyses of 4‐(4‐(5‐phenyl‐1,3,4‐oxadiazole‐2‐yl)phenoxy)‐substituted metal‐free phthalocyanine ( H₂Pc ( 1 )) and metallated phthalocyanines ( PbPc ( 2 ) and CoPc ( 3 )) were performed in solution. Voltammetric characterizations of the phthalocyanine complexes were investigated by using cyclic voltammetry and square wave voltammetry techniques. CoPc ( 3 ) gave common metal and ring based electron transfer reactions; however they split due to the aggregation. Although PbPc ( 2 ) illustrated reversible reduction processes during the voltammetric measurements, it was de‐metallized and thus turned to the metal free phthalocyanine during repetitive voltammetric cycles and in situ spectroelectrochemical measurements.     

The photo-physicochemical properties of an octa-substituted zinc phthalocyanine containing 1,2,4-triazole moieties

4,5-Bis(2-(4-(4-methoxybenzylamino)-5-oxo-3-p-tolyl-4,5-dihydro-1H-1,2,4-triazol-1-yl)ethoxy)-substituted zinc(II) phthalocyanine (4) was synthesized from a phthalonitrile derivative (3). The compounds were characterized by several spectral methods such as electronic absorption, FT-IR, ¹H NMR, ¹³C NMR, mass spectrometry, and elemental analyses. The photophysical and the photochemical properties of 4 were investigated in DMSO and DMF. The solvent effect on the photochemical and photophysical properties for 4 is also discussed.     

Microwave-induced transient parametric gratings

We propose a new method for the formation of light-induced transient gratings in microwave-biased semiconductor crystals that exhibit a negative differential resistivity. Nonuniform heating of the electron gas in alternating electric fields induces spatially periodic modulation of the refractive index with spacing that is tunable by the external field frequency. Numerical simulations performed on a bulk GaAs sample prove that transient parametric gratings of both free-carrier and electro-optic origin can be triggered by a spatially modulated light pattern or by uniform photoexcitation.