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Synthesis And Spectrum Properties Of Tetra-substituted Phthalocyanines Substituted With Schiff Base Dervative

Posted on:2014-10-30Degree:MasterType:Thesis
Country:ChinaCandidate:D L WangFull Text:PDF
GTID:2251330401981987Subject:Physical chemistry
Abstract/Summary:PDF Full Text Request
Phthalocyanine-based compound has a unique large ring structure, good heat resistance,good structure stability. Have unique optical, electrical, thermal, and magnetic properties.Phthalocyanine compounds as a novel functional materials are widely used in solar cells,electrochromic, chemical sensors, liquid crystal display materials, photodynamic therapy,nonlinear optics and other high-tech fields. We can play the desired properties in differentareas to make the phthalocyanine by changing the central metal of the phthalocyanine or theintroduction of a variety of substituent groups on the peripheral ring of the phthalocyanine.Content and results of this study are summarized as follows:1. Synthesis and Characterization: a liquid phase method synthetic four schiff basesubstituted metal-free and metal phthalocyanine. First, the nucleophilic substitution reactionsof two different substituents of the phthalocyanine precursor:4-[4-(3,4-dimethoxybenzene-iminomethyl)phenoxy] phthalonitrile4-[4-(4-(dimethylamino)benzylideneamino) phenoxy] phthalonitrile, by elemental analysis, IR,1HNMR methods werecharacterized to determine whether to give the required phthalocyanine precursor. The liquidphase catalytic synthesis of the two metal-free phthalocyanine and then using these twoprecursors, the use of DBU (1,8-diaza-bicyclo [5,4,0] undecene-7) and eight metalphthalocyanine phthalocyanine, tetra-β-[4-(3,4-dimethoxybenzene-iminomethyl)phenoxy]metal-free phthalocyanine, tetra-β-[4-(3,4-dimethoxybenzene-iminomethyl)phenoxy] metalphthalocyanine, tetra-β-[4-(4-(dimethylamino)benzylideneamino)phenoxy] metal-freephthalocyanine, tetra-β-[4-(4-(dimethylamino)benzylideneamino)phenoxy] metalphthalocyanine, the Soxhlet extraction method for the synthesis of the phthalocyanine productseparation and purification. They were characterized by elemental analysis, UV-Vis spectra,IR,1HNMR, fluorescence spectra and mass spectrum.2. Nature of research: focus on two types of phthalocyanine complexes UV-Vis andfluorescence spectroscopy. The concentration, solvent, the central metal and the substituentson the metal phthalocyanine compound Q band λmax. The results showed that, with λmax theinfluence of different solvents on the metal phthalocyanine complexes Q is not very obvious;the two substituents introduced in this paper based on the Q-band λmax smaller; Q band ofthe concentration of the metal phthalocyanine complexes λmax no effect, and only changesthe intensity of the absorption peak; different due to the difference in ability of the metalpolarization, different central metal band λmax affect the Q of the metal phthalocyaninecomplexes, the results show that the the λmax of redshift order of: Zn (II)> Cu (II)> Ni (II)> Co (II). In the fluorescence emission spectrum, the central metal phthalocyanine complexes Qband λemmaxlittle effect, while a greater impact on the fluorescence intensity, when the centralmetal is Cu (II) and Co (II), metal phthalocyanine complexes the fluorescence intensity isweak, the central metal is Zn (II) and Ni (II), the fluorescence intensity of the metalphthalocyanine complexes.
Keywords/Search Tags:Metallophthalocyanine, Schiff base, DBU liquid phase catalytic method, Synthesis, Spectrum
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