| Phthalocyanine compounds with large π-conjugated symstem in macrocycle display photo-electrical,thermal and magnetic peculiarity.They would be used widely in the future.Whereas,because they can't be resolved easily,which limites their application. So the structure of phthalocyanine molecule has to be modified to improve their solubilities and obtain the required physical and chemical properties. Based on this,several metallophthalocyanines substituted with different types of azo-aromaticoxy in different position of the Pc ring were synthesized in this paper. These compounds were characterized and studied on properties. Synthesis and characterization: 1. Five precursors were synthesized in this paper which could be used to prepare metallophthalocyanines:3-(4-pyridyloxy)phthalonitrile,4-(4-pyridyloxy) phthalonitrile, 4-(8-quinolinoxy) phthalonitrile, 4-(2-methyl-8-quinolinoxy) phthalonitrile and 4-(2-methyl-8-quinolinoxy) phthalonitrile. And they were characterized by Elemental Analysis,IR,1HNMR as well as Mass spectrum. 2. Five series of substituted metallophthalocyanines (23 kinds) were synthesized: tetra -α-(4-pyridyloxy) metallophthalocyanines,tetra -β-(4-pyridyloxy) metallophthalocyanines, tetra-β-(8-quinolinoxy) metallophthalocyanines, tetra-α-(2-methyl-8-quinolinoxy) metallophthalocyanines and tetra -β-(2-methyl-8-quinolinoxy) metallophthalocyanines. They were characterized by Elemental Analysis, IR, UV-Vis as well as Mass spectrum. Study on properties: The UV/Vis spectrums of the metallophthalocyanines with different ring substituted groups were investigated in different solvent, As a result, in contrast to the corresponding non-substituted metallophthalocyanines, the λmax in Q-band of the metallophthalocyanines synthesized in thi paper shifted to red region observably.And The effects of central mental,solvent and the kinds of substituted groups on the metallophthalocyanines'λmax in Q-band were not distinct. The effects of substituted groups'position on the metallophthalocyanines'λmax in Q-band were much more distinct. For αsubstituted metallophthalocyanines,the λmax in Q-band shifted to red region more distinctly than that of βsubstituted metallophthalocyanines . The congregate behavior of tetra -β-(8 -quinolinoxy) phthalocyanine zinc( Ⅱ) with different concentrations in DMF and DMSO and tetra-β-(2-methyl -8-quinolinoxy) phthalocyanine zinc(Ⅱ) with different concentrations in DMF,DMSO and THF was discussed. The results indicated that the two kinds of metallophthalocyanines molecules are still monomer within certain concentration. Fluorescence spectrum of metallophthalocyanines was investigated in DMF,and the datas showed that the fluorescence decay life of tetra-β-(8-quinolinoxy) phthalocyanine nickel(Ⅱ), tetra-β-(8-quinolinoxy) phthalocyanine zinc(Ⅱ) as well as tetra-β-(4-pyridyloxy) phthalocyanine copper (Ⅱ) was 5.19ns,4.18ns and 4.58ns respectively.Furthermore,the three metallophthalocyanines had stonger fluorescence intensity than others and they would be used as fluorescence diagnosis agent in clinic. In N2 and O2 atmosphere,the metallophthalocyanines resolved in DMF were irradiated with different lamp-houses,and the photo-stable properties of the metallophthalocyanines were studied according to the varieties of UV/Vis spectrum.The results indicated that the effects of central mentals on the photostability of the metallophthalocyanines were distinctest,and the order of photo-stability was Zn |
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