Nitrogen Alkoxyl The Synthesis And Properties Of Phthalocyanine Complexes

Over the last few years,phthalocyanine's deriveatives have been receiving more frequent attention due to the utility of these species in a variety of new fields. For example, phthalocyanine can be used for secondary-battery,sensitive material of chemical sensor,photoelectricity switch material of solar battery,CD-R material,non-linear optics material and light catalyzer. By the way, the structure of phthalocyanines and their deriveatives resembles that of porphyrin,and phthalocyanines have strong aborption in more than 600nm. Then they can avoid the phototoxicity because of the aborption in visible light section. And the light that wavelength is longer than 600nm can penetrate tissue cell more easier. All of this make it possible that phthalocyanine replace porphyrin and become the second generation photosensitizer drug.we describe the complete synthesis of 9 kinds new substituted metallo phthalocyanines,including tetra-β-chloroacetamide substituted metallo phthalo- cyanines, tetra-β-(p-amino) benzyloxy substituted metallo phthalocyanines. Their properties are characterized by IR,UV/Vis and elemental analysis.And we synthesize tetra-β-amino substituted metallo phthalocyanines, tetra-β-(m-amino)benzyloxy substituted metallo phthalocyanines by means of referent papers. And we optimize the way of synthesizing tetra-β-amino substituted phthalocyanine: reaction time is shortened from 12 hours to one hour and revert efficiency has almost achieved 100%. The most important, by simplifying purifyication, we can gained rather pure compounds without separating compound by column-chromatogram.In this paper we try to find out the effecting factors of UV/Vis and summarize the rules of their λmax in Q-band,when the substituted functional groups,the central metal and solvent are different. As a result, the phthalocyanines we synthesis have the maximal absorption in the range of 600～800nm. In contrast to the correspond non-substituted phthalocyanines, the λmax of the four kinds different functional groups substituted phthalocyanines shift to red region. When the functional groups is the same, in contrast to free-metal phthalocyanines,the λmax of metallo phthalocyanines shift to blue region. And the change of λmax is not distinct between the phthalocyanines that have the different metal and the same substituted groups. But the λmax change of phthalocyanines that have the same metal and the different substituted groups.And solvent hasn't distinct effect on the λmax of phthalocyanines. We mensurate the UV/Vis of the phthalocyanines in DMSO after irradiating thecompounds a few hours by using 670nm laser.And we found that the logε of these compounds reduce hardly after irradiatd 100 minutes.That show they have a high photo stability.And we found the compounds have high molar absorption coefficients. What's more,when the substituted functional groups are the same,the substituted phthalocyanines whose center atom is zinc have higher molar absorption coefficient.　They are hopeful to become photosensitizer of photodynamic therapy(PDT) or be the raw materials of cationic substituted phthalocyanine .