Synthesis And Properties Study Of Porphyrin Derivatives

Porphyrin and porphyrin metal compounds with high fluorescence quantum yield, large Stokes shift, the relative length of the excitation and emission wavelengths, and is widely used in molecular recognition. Porphyrins as fluorescent chromophores can be used for sensors or molecular probes as two forms of porphyrins and porphyrin metal complexes, for this dissertation, three amino porphyrin derivative was synthesized: Por-BM, Por-SM, NBPor-N-2Zn2+, and the compounds were characterized by NMR, IR, MALDI-TOF-MS. Photophysical behavior and through its role with the detection of objects led to changes in the photophysical properties of molecular recognition, the results show that:1. The compounds Por-BM, Por-SM, NBPor-N-2Zn2+ have good stability, as tetraphenylporphyrin derivatives, also have large molar absorption coefficient, a large fluorescence quantum yield, and longer excitation and emission wavelengths, and improved its solubility in common solvents2. In the application of molecular recognition, PorBM and PorSM can be identified as copper ions fluorescent probe, PorBM which contains two recognition groups of copper ions has a single selective and subject to other metal ions in the water system, the minimum detection limit was 3.1×10-7 mol/L, PorSM which contains an identified group of of copper ions have a very good selectivity, but not as good as PorBM effective anti-interference ability3. Npor-N-2Zn2+ connected two metal porphyrin groups, each metalloporphyrins with capacity of coordination. In dichloromethane solution, Npor-N-2Zn2+ have axial coordination with small chain diamine organic molecules, and forme a 1:1 coordination with the length of the appropriate Tetra ethylenepentamine (5-N), combined with constant 1.611 X 107 M-1, the chain length of some of the triethylenetetramine (4-N), diethylenetriamine (3-N) forme a 1:2 coordination, binding constants are 4.6×106 M-1, and 1.0856×106 M-1. In terms of molecular recognition,zinc porphyrin Npor-N-2Zn2+ have better recognition effect on the length of the appropriate diamine small organic molecules.The study suggests that:Por-BM as a good fluorescent probe of copper ions is expected for the water environment and intracellular detection of trace amounts of copper ions, NBPor-N-2Zn2+ of diamine molecules have a stronger identification capacity, but its lack of selectivity and needs to be further improved...