Synthesis And Characterization Of Metal Phthalocyanine And Their Derivatives

Phthalocyanines are a class of macrocyclic compounds with a conjugated system of 18 π-electrons. Their Q band are located in the visible light region around 620-700nm. Phthalocyanines have been used as dyes and inks in areas of textile for a long time. Phthalocyanines are stable in both of thermal property and chemical property. But,their application are limited due to their poor solubility.The solubility of phthalocyanines was improved by changing center metals and peripheral groups including the nitro,amino, Schiff base-C=N-groups, resulting in change of physical and chemical properties for metal phthalocyanines. There are four parts in this paper. The structure, basic properties, synthesis and applications of phthalocyanine compounds was summarized in the first chapter. Phthalocyanine with different metals and peripheral substituents were prepared by solid phase method in the second chapter. The products were characterized by elemental analysis, FT-IR, UV-Vis, and 1H-NMR.The third chapter is mainly fosused in the results analysis and discussion. For phthalocyanines in different solvents,the red shift order of Q band in the UV-Vis absorption spectrum are distributed as THF<DMF<DMSO. The Q bands with different metals of tetranitroben phthabcyanine (TNPC) shows the red shift order of Mn<Cu<Ni<Zn. The Q band with differently perriperal substituents shows the red shift order of-H<-NO2<-CH=N-<-NH2.The characteristic absorption peaks of the phthalocyanine ring are around 1000-1100 cm-1 and 700 cm-1 respectively in the infrared spectr. Amino shows a singlet peak at 6.2 ppm from hydrogen nuclear magnetic resonance(1H-NMR).The emission spectrum of phthalocyanine with differently peripheral groups on the ring shows almost the same influences reflected in their absorption spectra. The electrochemical properties of phthalocyanine were also discussed by electrochemical test.The paramagnetics of phthabcyanines were studied by electron paramagnetic resonance in the fouth chapter of this article. Phthalocyanines showed strong free radical signal when the center metal is Zn2 +and Ni2+ without single electron. Phthalocyanines showed strong signal of the single spin electron character when the center metal replaced by copper,meanwhile the radical signal disappears. Phthalocyanine shows both a strong signal of the single electron of Mn2+ and free radical signal at the same time.In the research, not only reflects important theoretical significance,but also provides certain theoretical reference and technical support for the further study application of phthalocyanine derivatives.