Synthesis Of Meso-Imidazolyltriphenylamine Substituted Porphyrins And Investigation Of Their Spectrum Properties

Porphyrin macrocycle compounds are firstly chosen as materials of fabricating red-emitting electro-luminescence devices because their light-emitting wavelength lies red-light district and they have distinctive emission in narrow band and so on. The production usually has high color purity, but there are still some problems such as low brightness and low efficiency. The strategy that modifies the porphyrin by connecting large substituent which is special functional group is very important to prevent the aggregation of porphyrin and to get higher fluorescent quantum yield.The imidazolyltriphenylamines have good thermal stability and film-forming, which is good materials to transmit electrons and holes; The compounds have high fluorescence quantum yields and they are also very good blue light-emitting materials, whose fluorescence emitting peak has good overlapping with ultraviolet(UV) absorption peak of tetraphenylporphyrin(TPP). In this paper, we connected imidazolyltriphenylamines to the meso of porphyrin through chemical conjugated bonds, and researched their spectrum Properties, discovered that the excitation energy transfer from the imidazolyltriphenylamine part to the porphyrin core, which not only expands photoelectron absorption scope of the porphyrins, but also enhances the their luminescence performance to a great extent.The main contents of this thesis are as follows:1. The research progress of the porphyrins, polyarylamines, arylimidazoles, and triphenyamine substituted porphyrins and imidazolylporphyrins were briefly introduced, especially in research and application of their Electroluminescence devices.2. Ten representative new prophyrins include one porphyrin as a precursor,two formylporphyrins as the intermediate of the final seven imidazolyltriphenylamine substituted porphyrins have been designed and synthesized. The intermediate porphyrins were obtained from the easy formylation precursor by Vilsmeier reaction, then the final seven meso-imidazolyltriphenylamine substituted porphyrins were synthesized by the cycloaddition reaction of the aldehyde groups. The structures of all these porphyrins were characterized by 1HNMR, elemental analysis, UV spectra and mass spectra, some porphyrins which have special functional groups were be characterized by IR spectra.3. The formylation reaction of the meso triphenylamine substituted porphyrin and the synthetic methods of goal porphyrins have been discussed and optimized.4. The UV spectra and fluorescence spectra of ten porphyrins were tested. The relationship of molecular structure and the spectrum properties was scientifically discussed and illustrated by the Molecular Orbit Theory.5. We have studied the fluorescence resonance energy transfer(FRET) of the six imidazolyltriphenylamine substituted porphyrins, and compared with their corresponding mixture of solution at the same concentration, discovered that the target porphyrins can emit intense red fluorescence through excitating the absorption wavelength of imidazolyltriphenylamine part, the energy transfer highly efficiently from the imidazolyltriphenylamine part to the porphyrin core, which enhanced the porphyrins photoelectron absorption capacity. These target porphyrins have the higher fluorescence quantum yields compared with TPP, and they have prodigious potential in the field of red organic electroluminescence devices.