Synthesis, Characterization And Properties Of Azole Heterocyclic Derivatives

As environmental pollution are more and more serious and energy resources aremore and more scarce, solvent-free solid method has been getting the wide attention ofpeople in organic synthesis chemistry field, which can avoid the use of large amountsof organic solvents and reduce the waste of resources. Due to the strong electronaffinity and the ability to form H-bonding and ligand binding, the five-memberheterocyclic benzodiazepine compounds are getting more and more interest fromscholars in biological activity and photoelectric material field.In this disertation, we use the solvent-free solid phase methed to synthesize aseries of five-ember heterocyclic nitrogen compounds.In the second chapter, we use symmetrical biacylhydrazine as raw material, using asolvent-free solid phase organic reactions, and using phosphorus pentoxide, phosphoruspentasulfide and ammonium salt as a source of oxygen, sulfur and nitrogen sourcerespectively, and have successful synthesized nine derivates of2,5-two substitutents-1,3,4-oxadiazole, seven derivates of2,5-two substitutents-1,3,4-thiadiazole and fivederivates of3,5-two substitutents-4H-1,2,4-triazole in the high pressure reactor. By thedetermination of their fluorescence emission spectra and UV-Vis absorption spectra, wehave made a preliminary study on their luminous performance. The results show thatthe different substituents on the benzene ring exerted different effects on reaction yield.In the UV-vis absorption spectra, we can see that different substituents made differenteffects on absorbtion wavelength. Fluorine and methyl substituents exerted little effectson the absorption wavelength, but strong suction electric nitro substituent made theexcited state electronic more dispersed with lower excitation state energy, and lead tolonger wavelength of UV-Vis absorption. Therefore, by changing different substituentsand different nitrogen, oxygen, sulfur kernel elements, we can regulate the emissionwavelength of fluorescence and UV-Vis.In the third chapter, we have synthesized the first class of organicelectroluminescent main body materials. Connecting carbazole group which has holetransporting ability and five-member ring which has electronic transmission capacity,we synthesized five novel bipolar carrier transmission main body material. Mainly，uising five membered ring as the center, and by changing the hetero atoms and theposition of substituents on the benzene ring, we get five new compounds with similarstructure. We also get the identification and characterization of compounds through NMR, GC-MS, elemental analysis and other methods, inspected the photophysicalproperties. The results show that the wavelength was decided by carbazole moiety andfive membered ring together. The emission wavelength compound3c was in the UVregion, and the remaining four compounds were located in the visible region, andcompound3b has reached the blue zone.In the fourth chapter, we have synthesized second class of organicelectroluminescent materials. Using five-member ring as the center, and by changingthe center of hetero atom and the position of benzene ring carbazole substituent, we getfive new similar structure compounds also. We get the identification andcharacterization of compounds through NMR, GC-MS, elemental analysis and othermethods, inspected the photophysical properties also. The results show that thewavelength was decided by carbazole moiety and five-member ring together. Theemission wavelength of compounds4d and4e were in the UV region, the remainingthree compounds were located in the visible region, compound4b has reached the bluezone.