Synthesis Of Imidazolporphyrin With Different Chemical Bonds And Study On Their Photoelectric Properties

Porphyrins are a type of classical optical materials, and have some characteristics, like macrocyclic plane conjugate structure, structural stability, easily synthesis and modification, special feature of optical properties. They are used widely in research area as organic light emitting devices (OLED), non-linear optical materials (NLO) and organic solar cells (OSC). But there are still some problems such as low fluorescence intensity, narrow absorption, easy gathering. So, it is extremely important that how to design and synthesis excellent optical properties of porphyrin molecule.Imidazole compounds used widely and are good potential optical materials in OLED, OSC and NLO. becouse porphyrins and imidazole compounds have excellent optical properties, so that use some way to connect imidazole compounds to the porphyrin ring by molecular designed, it would be possible to improve emission performance of porphyrin molecules, and also improve the optical properties of devices of porphyrin compounds. This paper designed and synthesized a number of different connection ways of imidazolporphyrin, and study the affect between the structure of porphyrin and their luminescence properties and electrochemical properties. The main contents of this thesis are as follows:1. The research and application progress of the porphyrins are briefly introduced in the field of organic electroluminescent devices (OLED), nonlinear optical materials (NLO) and organic solar cells (OSC), and the research of synthesis excellent optical properties of porphyrins are introduced.2. Designed and synthesized eight different original imidazolporphyrin compounds, including direct bonding, bonding with the double bond, and bonding with Single bond. The structures of all these porphyrins were characterized by mass spectra,1HNMR, UV spectra, elemental analysis, and IR spectra.3. Designed a new route of synthesis 5-(4-formylphenyl)-10,15,20-triphenyl porphyrin, and studied the advantage of the synthetic route than the previously reported synthetic methods, and also discussed synthesis and purification methods of three types of imidazolporphyrin.4. Studied the electronic absorption and emission spectra of 8 types different imidazolporphyrin, compared the difference of luminescence properties to tetraphenylporphyrins, and also studied the change of fluorescence resonance energy transfer of phenanthroimidazolporphyrins under different excitation wavelengths, proved that there is a great influence that different connection ways of imidazole can change the luminance properties of porphyrin.5. Calculated HOMO and LUMO energy levels of 3 types phenanthroimidazol-porphyrins by their redox potentials in cyclic voltammetry, found that imidazole can enhance the electronic transmission ability of porphyrin, and the imidazole-porphyrin with double bond could transit electron more easily. Simulated the spatial structure of those molecules by MM2 method, and discussed the difference effect of imidazole-porphyrin by difference bond ways contacting with their spectral properties, proved when connecting with single bone, the distortion of porphyrin plane is greatest extent.