Development and Application of Pyrazole Derivatives in Medicinal Syntheses and Organic Light-Emiting Diodes

• Main Authors: En-Ming Chang, 張恩銘
• Other Authors: Mou-Yung Yeh
• Format: Others
• Language: zh-TW
• Published: 2008
• Online Access: http://ndltd.ncl.edu.tw/handle/77416158491514837742

博士 === 國立成功大學 === 化學系碩博士班 === 96 === In this thesis, we developed the new synthesis and application for pyrazole-based derivatives as the DHODase inhibitors, and the organic electronic-transporting and electronic-hole electroluminescent materials derivatives. In the first part, we developed a new efficient and convenient synthetic method from 3-(p-aryl)-4-cyanosydnone for Pyrazole-based DHODase inhibitors via chemoselective 1,3-diploar cycloaddition, amidation, and Ritter reaction. Overall yields was in 51–60% yield in three steps. In the second part, 1,3,4-oxadiazole-based pyrazole derivatives have been synthesized and characterized as blue-greenish electroluminescent materials. Those compounds are successfully inducted a pyrazole chromophore and multiple 1,3,4-oxadiazole moieties by 1,3-dipolar-cyclization and dehydration-cyclization to promote the conjugation range and exhibit high thermal stability and good physical properties. Spectroscopic studies, the measurements of cyclic voltammogram, thermal characterization and electroluminescent properties have revealed that 1,3,4-oxadiazole-based pyrazole derivatives are efficient blue-greenish electroluminescent materials In the third part, we have also prepared the double-layer OLED devices containing new organic electronic-transporting and electronic-hole electroluminescent materials under vacuum onto the ITO-coated glass substrate. The device showed the blue-greenish emission.