Synthesis,Characterization And Properties Of Porphyrin Ligands And Their Complexes

Porphyrin compounds and their derivatives are a class of macromolecular heterocyclic conjugated compounds with 18? electrons.It is precisely this special electron-rich property.The dual properties of effective conjugation,electron donation and electron withdrawing make it widely used.In catalysis,photoelectric conversion,biomedicine,bionics and materials science and many other fields.In this paper,the basic porphyrin ligands tetraphenylporphyrin?H₂TPP?and the modified ligands meso-5,10,15,20-tetra?4-methylphenyl?porphyrin?H₂TTP?and meso-5,10,15,20-tetra?4-methoxyphenyl?porphyrin?H₂TMP?were synthesized by Alder method;The metal complex tetraphenylpalladium porphyrin?Pd TPP?,tetraphenyl cobalt porphyrin?Co TPP?,tetraphenyl iron porphyrin?Fe TPP?,meso-5,10,15,20-tetra?4-methylphenyl?iron porphyrin?Fe TTP?and meso-5,10,15,20-tetra?4-methoxyphenyl?iron porphyrin?Fe TMP?was synthesized by acetate method and chloride method;the ligand meso-5,10,15,20-tetraferrocenyl porphyrin?H₂TFc P?was synthesized by [2+2].The above structures were analyzed and characterized by X-ray single crystal diffraction,infrared spectroscopy,ultraviolet spectroscopy,liquid phase mass spectrometry and nuclear magnetic resonance,and finally confirmed their structures.The nature research has the following points:?1?Na⁺,Mg²⁺,Al³⁺,Ca²⁺,Mn²⁺,Fe²⁺,Fe³⁺,Co²⁺,Ni²⁺,Cu²⁺,Zn²⁺,Pb³⁺,Ru³⁺,Pd²⁺,Ag⁺,Cd²⁺,Cr³⁺,La³⁺,Bi³⁺ there are 19 metal cations and three types standard solution of the body has been tested by ultraviolet spectrophotometer and fluorescence test.The conclusion is that except for Ag⁺ and Cu²⁺,the remaining 17 metal ions have no special ultraviolet and fluorescence responsiveness to the three porphyrin ligands TPP,TTP and TMP,and the complexes of Ag⁺ and Cu²⁺ with the three ligands can completely quench the fluorescence of the ligand.?2?The water-insoluble metal porphyrin Fe TPP is insoluble in alcohol and easily soluble in methylene chloride.Dissolve Fe TPP in methylene chloride and mix with 6 alcohol solutions of methanol,ethanol,isopropanol,methanol: ethanol = 1:1,methanol:isopropanol=1:1,ethanol:isopropanol=1:1.A standard 1/100 dichloromethane alcohol solution was monitored by liquid chromatography-mass spectrometer and ultraviolet spectrophotometer during the same period of time.The results were compared with the mixed solution of rhodamine B and Fe TPP rhodamine B.It shows that 6 kinds of alcohol solutions can degrade the mixed solution of Fe TPP and Fe TPP rhodamine B to different degrees,but rhodamine B does not degrade,which shows that the alcohol solution can degrade Fe TPP,and this degradation is specific and permanently unrecoverable degradation.