Synthesis, Absorption and Fluorescence Spectral Investigation of Porphyrazines with Eight 9-Anthracenecarboxy Esters

Abstract

Magnesium porphyrazines substituted with eight 9-anthracenecarboxy groups on the peripheral positions have been synthesized by esterification of octakis(hydroxyethylthio) derivative with 9-anthracenecarboxy lie acid. Metal-free derivative as well as zinc porphyrazine were also isolated. These porphyrazines have been characterized by elemental anaysis, 'H NMR, 13 C NMR, U.V. -vis. spectral data. In the case of compounds carrying porphyrazine and anthracene entities together in the same molecule and also in the case of mixtures made up of these electron-rich moieties, the emission of anthracene has been quenched by the porphyrazine core. The detected emission is related only to porphyrazine. Therefore, in both cases energy transfer has been realized from electronically excited anthracene (donor) units to the porphyrazine moiety (acceptor). These materials can be proposed to provide antenna effect to facilitate energy transfer and light harvesting.

Synthesis and investigation of thermal properties of octakis (ethylsulfanyl) porphyrazine

“…Porphyrazine systems and their metal complexes are known to exhibit adaptable physical (e.g. electronic, optical, magnetic and redox) properties for construction of various molecular architectures [14][15][16][17][18]. If the starshaped functionalization of the central core is required for molecular construction, those symmetrical octakis planar tetrapyrrole derivatives with eight periferal positions are well known candidates.…”

Synthesis and photophysical properties of A3B-type non-symmetrically substituted anthracene-based zinc(II) phthalocyanine

“…The poor solubility of Pcs in common organic solvents (like chlorinated solvents, ethers, and water) hamper the uses of them. If the Pc molecule is decorated with alkyl, alkoxy, alkylsulfanyl, or bulky groups at the peripheral, non-peripheral or axial positions, the solubility increases drastically (27,28). Aggregation, in general, is the bringing together of molecules in dimers or higher oligomers in solution and aggregates present their hydrophobic part (at the center) as a group.…”