Synthesis And Properties Of Phenanthroline Derivatives And Their Fluorescence Complexes Of Europium And Carbazyl Porphyrins

Organic electroluminescent technology developed in 1980s, which is considered as a new type of flat panel display technology, has been paid various attention in recent years because of its solid, flat-panel type, active and large screen display, etc. Blue and green luminescent materials have reached practical application standards presently, but red luminescent materials, which still existed low brightness, impure color and low luminescent efficiency in the devices, have become a bottleneck of the full color OLED display. So research and development on the red luminescent materials possess important theoretical significance and application prospects.In order to solve the existing problems of red luminescent materials, the research work focusing on red fluorescent complexes of europium and porphyrin compounds are as follows:1. A series of 2-aryl-imidazo[5,6-f]-(1,10) phenanthroline Compounds have been synthesized with 1,10-phenanthroline as the basic framework, and also characterized by 1H NMR, MS, elemental analysis.2. A series of new red fluorescence complexes of europium with the first ligands of part phenanthroline derivatives and the second ligands of unitary fatty acid or binary fatty acid have been synthesized under the best optimisation synthesis conditions. Their molecular compositions and structures were characterized by means of elemental analysis, EDTA titrimetric method, FT-IR and UV spectroscopies. Their thermal properties were studied by thermal analysis instrument; their luminescent properties were investigated by means of fluorescence instrument. The results show that the title complexes possess excellent thermal stability, and show good single property and luminescence intensity. Luminescence intensity of the title complexes was greatly increased in comparison with their corresponding binary complexes, this reveals the second ligands form very good synergistic effect with the first ligands. The excitation wavelength location red shift of the title complexes in comparison with their corresponding binary complexes will reduce the excitation energy of the fluorescence complexes.3. In order to synthesize carbazolyl porphyrins, seven carbazole derivatives have been firstly synthesized, then six new carbazolyl porphyrins, which are 5-(4-(N-carbazole acetyl) phenyl)-10,15,20-triphenyl porphyrin, 5-(4-(N-carbazole acetyl)phenyl)-10, 15, 20-tri (4-methoxyphenyl)porphyrin, 5-(4-(4-(N-carbazole methyl) benzoyl)phenyl)-10,15,20-triphenyl porphyrin, 5-(4-(4-(N-carbazole methyl) benzoyl)phenyl)-10,15,20-tri(4-methoxyphenyl)porphyrin, 5-(4-(N-carbazole acetamido)phenyl)-10,15,20-triphenyl porphyrin, 5-(4-(4-(N-carbazole methyl)benzamido)phenyl)-10,15,20-triphenyl porphyrin, with N-carbazole acetic acid and 4-(N-carbazole methyl) benzoic acid bonded to hydroxy porphyrin and amido porphyrin were synthesized by means of acyl chloride and DCC-DMAP, and also characterized by 1H NMR, MS, elemental analysis and FT-IR. The results show that the reaction conditions of DCC-DMAP method are mild, the products are easily separated, and the yield of title compound is up to 80%.4. The UV spectrum and fluorescence spectrum properties of carbazolyl porphyrins were investigated. The results show that UV absorption wavelength and fluorescent emission wavelength of the carbazolyl porphyrins produce red shift in comparison with 5,10,15,20-tetraphenyl porphyrin, their fluorescence quantum yields are increased 0.12 to 0.18. Moreover, the hole transport capacity of carbazolyl porphyrins with the carbazole group are enhanced, and this is useful to manufacture organic electroluminescent devices with excellent properties.