Synthesis and Characterization of Polyphenylene Dendrimeric Porphyrazines

Abstract

Substituted phthalocyanines have attracted much attention due to their potential application in morden material technologies because of their peculiar optic, liquid crystalline, semi-conducting properties1. Strongly electron donating amyloxy groups have a large influence on the ?-system of phthalocyanine macrocycle and its spectral, and coordination properties. The phthalocyanines soluble in organic solvents have been developed by peripheral introduction of substituents groups. Compared with the phthalocyanine complex substituted with alkyl, alkoxy and alkylthio groups, phthalocyanines substituted with phenyl and aromatic groups are still limited in number. We have reported a new method for preparation of the polyphenyl-substituted dicyanopyrazines based on the [2+4] Diels-Alder cycloaddition of the tetraphenylcyclopentadienone to an ethynyl compound, followed by the elimination of carbon monoxide. Dendrimers were well-defined three-dimentional nanoscopic macromolecules constructed from a focal point with several layers of branching units2. The synthetic availability of dendrimers in a wide range of sizes makes them attractive molecular components for the construction of electronic and photonic nano-devices and smart nano-materials. With increase of the ratio of tetrabutyl ammonium fluoride to porphyrazines , the Q-BAND absorption increases. The strange absorption spectra observed in chloroform should be sttributed to the molecular aggregation. Enviorment dependencies of the absorption spectra can be applied as optical shutter were embedded in window glasses The synthesized tetrapyrazinoporphyrazinato metal complexes were characterized by UV-visible spectroscopy, MALDI-TOF-Ms (matrix-assisted laser desorption ionization time-of-flight mass) spectroscopy, elemental analysis and 1H NMR spectroscopy.