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  • articleNo Access

    Towards chiral 1,2-naphthalocyanines: syntheses of the pure geometrical isomers of the magnesium and lutetium complexes

    Planar 1,2-naphthalocyanines present four different geometrical isomers of C4h, C2v, D2h and Cs symmetries. In the case of magnesium complexes these four isomers have been isolated and characterized for the first time. The C4h and Cs isomers of the magnesium complexes have been transformed in two steps into the corresponding lutetium mononaphthalocyanines 1,2-NcLuX.

  • articleNo Access

    Boronic esters of a porphyrazine and its precursor

    Phenylboronic acid esters of an unsaturated precursor 1,2-dicyano-1,2-bis(2-hydroxy- ethylthio)ethylene and the magnesium porphyrazine derived from it have been prepared either by refluxing a mixture of the reagents in chloroform in the presence of molecular sieve or by solvent-free heating in an oven under reduced pressure. The two novel compounds have been characterized by elemental analysis together with ultraviolet-visible, infrared spectroscopy, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, boron-11 nuclear magnetic resonance, and mass spectra.

  • articleNo Access

    Synthesis and structural characterization of a magnesium phthalocyanine(3–) anion

    The reduction of magnesium phthalocyanine (MgPc) with 2.2 equivalents of potassium graphite in 1,2-dimethoxyethane (DME) gives [K2(DME)4]PcMg(OH)(1) in 67% yield. Compound 1 was structurally characterized using single crystal X-ray crystallography and was found to be a monomeric, heterometallic complex consisting of a μ3-OH ligand that bridges a [MgIIPc3-]- anion to two potassium cations solvated by four DME molecules. An absorption spectrum of 1 confirms the Pc ligand is singly reduced and has a 3–charge. The solid-state structure of 1 does not indicate breaking of the aromaticity of the Pc ligand. Compound 1 is only the second Pc3- complex and the first reduced MgPc to be isolated and structurally characterized.

  • articleNo Access

    Influence of additives in bulk heterojunction solar cells using magnesium tetraethynylporphyrin with triisopropylsilyl and anthryl substituents

    We designed and synthesized anthryl-disubstituted magnesium tetraethynylporphyrin([{5,15-bis(anthracen-9′-yl)ethynyl}-10,20-bis{(triisopropylsilyl)ethynyl}porphyrinato] magnesium(II)), and applied it as an electron donor to solution-processed bulk heterojunction small molecule organic solar cells. The compound was characterized by single crystal X-ray crystallography as well as UV-vis light absorption spectrum showing the absorption maximum and onset at 700 and 740 nm, respectively. Organic solar cells using this compound and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) as electron donor and acceptor, respectively, showed power conversion efficiency of 1.31% at the donor and acceptor ratio of 1:3. The use of pyridine as a coordinating additive increased power conversion efficiency to 1.61%, which was the best among tested additives, THF, pyradine, dioxane, and 1,8-diiodooctane.

  • articleNo Access

    Diporphyrin magnesium complex with long-wavelength light absorption for organic solar cells

    We synthesized a diporphyrin compound [4,7-bis[5-[arylethynyl]-10,20-bis{(triisopropylsilyl)ethynyl}porphyrin-15-yl]]-2,1,3-benzothiadiazole dimagnesium(II)], in which two porphyrin units were linked using a benzodiathiazole unit as an electron-withdrawing moiety. These diporphyrins have low-lying HOMO and LUMO levels with long-wavelength light absorption property. Power conversion efficiency of the organic solar cell using this diporphyrin and mix-PCBM (a 85:15 mixture of [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) was 2.75% with short-circuit current density of 8.79 mA/cm2, open-circuit voltage of 0.80 V, and fill factor of 0.39. Photocurrent conversion in the near infrared region was demonstrated by the incident photon-to-current efficiency spectrum.

  • articleNo Access

    New water soluble magnesium phthalocyanine as a potential anticancer drug: Cytotoxic and apoptotic effect on different cancer cell lines

    Although phthalocyanines are usually used a photosensitizers for photodynamic therapy, these works focus on the directly cytotoxic effect of a new water-soluble magnesium phthalocyanine. The new water-soluble magnesium phthalocyanine 2 was synthesized, characterized and investigated for cytotoxic and apoptotic activities. The cytotoxic activities of the compound 2 were determined by using (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) cell viability assay on human breast cancer cells (MDA-MB-231, MCF-7), human prostate cancer cells (PC-3), and human healthy lung fibroblast cells (WI-38). The cells were plated and treated 1 to 20 μM of different concentrations of the compound. MTT assay results indicated that the compound 2 has concentration and time-dependent cytotoxic activities against cancer cells. We also observed that the compound displayed lower toxicity against WI-38 healthy cells than cancer cells at 48 and 72 h. The compound showed a significant cytotoxic activity difference between breast cancer cells and WI-38 healthy cells at 48 and 72 h. Selectivity index of the compound 2 against MCF-7 for 72 h was calculated ¿ 15.62. We also studied the apoptotic and necrotic effect of compound 2using TUNEL and PI staining, respectively. It was found that the synthesized compound 2 increased apoptotic and necrotic cells.

  • articleNo Access

    FTMP-BASED MODELING AND SIMULATION OF MAGNESIUM

    The present study proposes a constitutive model for deformation twinning which takes into account the twin degrees of freedom via incompatibility tensor model based on Field Theory of Multiscale Plasticity (FTMP). The model is introduced in the hardening law in the FTMP-based crystalline plasticity framework, which is further implemented into a finite element code. Deformation analyses are made for pure single crystal magnesium with HCP structure, and the descriptive capabilities of the proposed model are confirmed based on critical comparisons with experimental data under plain–strain compression in multiple orientations, available in the literature. The simulated results are demonstrated to successfully reproduce the unique stress–strain responses induced by twinning. The evolution of the relative activities of the various slips, and twin mechanisms for each orientation are extensively examined.