Synthesis And Characterization Of Metallophthalocyanines Substituted With Aromaticoxy With Nitrogen

Phthalocyanine is a kind of macocycle compound with peculiar phothophysicsand phothochemical properties.They has been used in many fields, especially inphotodynamic therapy. Photosensitizer is of paramount importance in photodynamictherapy, so the development of new and more efficient photosensitizer has become anurgent matter. Phthalocyanine as photosensitizer use has been an active researchfield.A number of phthalocyanines have been synthesized. In this dissertation, wefocus on metal phthalocyanines modified by aromatic substitutions based on theprevious work of our group. The main results of this paper are summarized asfollows:Three kinds of precursors have been synthesized which can be used to preparemetallophthalocyanines,3-(2-amino-6-metnyl-4-pyrimidineoxygen)phthalonitrile,4-(2-amino-6-metnyl-4-pyrimidineoxygen)phthalonitrile a nd3-(5-nitro-8-Quinolineoxy)phthalonitrile and eight kinds of metallophthalocyanines have been synthsized; Allthe compounds are characterized by Elemental Analysis, IR,1HNMR as well as Massspectrum. The complexes are demonstrated to be new compounds, according to thebest of our knowledge.Relative photophysical and photochemical properties of synthesized compoundsare studied, including UV-Vis spectrum, fluorescence spectrum.We discussed theeffects of substitutions kinds,substitutions sites,central metal,solvents on themetallophthalocyanines Q band. The results show that, Metallophthalocyanines withclosed shell has advantage over open shell.The λmaxin Q band of α substitutedmetallophthalocyanines shife to red region is much more distinctly than β substitutedmetallophthalocyanines,when the substitutions are the same. We also studied thephoto-stabilities of metallophthalocyanines in different solvents, The results show that,the photo-stabilities order is that,DMF﹤CH2Cl2﹤CHCl3﹤DMSO.The aggregation behavior of metallophthalocyanines in the solvent DMF indifferent concentration were discussed.Separated the UV-Vis spectrum with twodifferent ways. The results show that, when the concentration is low, withconcentration increasing, aggregation behavior becomes more obvious.At the same time,we studied the protonation behavior of α-mono-substituted zinc phthalocyaninewith8-hydroxyquinoline.The fluorescence yield was measured when it hasprotonation behavior,we found that, with protonation behavior happened fluorescenceyield becomes low.