题名

含苯並三唑苯酚氧基之鈀金屬錯合物合成、結構鑑定及應用於鈴木偶合催化反應

并列篇名

Synthesis, Characterization and Catalytic Application of Palladium Complexes Incorporating Benzotriazole-phenoxide Ligands: Efficient Catalysts for Suzuki Coupling Reaction

DOI

10.6840/cycu201100481

作者

吳嘉慶

关键词

鈴木偶合催化反應 ; 有機發光二極體 ; 含苯並三唑苯酚氧基之鈀金屬錯合物 ; benzotriazole-phenoxide (BTP) ligands to react with palladium precursor ; Suzuki Coupling Reaction ; OLED

期刊名称

中原大學化學系學位論文

卷期/出版年月

2011年

学位类别

碩士

导师

柯寶燦

内容语文

繁體中文

中文摘要

摘要 本論文已成功合成一系列含苯並三唑苯酚氧基(benzotriazle-phenoxide, BTP)的鈀金屬錯化合物[(C1DEABTP)2Pd](1) (C1DEABTP-H:2-(2H-benzotriazol-2-yl)- 6-((diethylamino)methyl)-4-methylphenol)、[(C8DEABTP)2Pd](2) (C8DEABTP-H: 2-(2H-benzotriazol-2-yl)-6-((diethylamino)methyl)-4-(2,4,4-trimethylpentan-2-yl)phenol)、[(C1PIBTP)2Pd](3) ( C1PIBTP-H :2-(2H-benzotriazol-2-yl)-4-methyl -6-(piperidin-1-ylmethyl)phenol)、[(C8PIBTP)2Pd](4) (C1PIBTP-H: 2-(2H-benzo -triazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)-6-(piperidin-1-ylmethyl)-phenol),並利用X-ray單晶繞射儀與元素分析儀鑑定四個鈀金屬錯合物之結構及純度。並藉由UV-Vis光譜儀測得四個金屬錯合物之紫外區吸收波長介於276~281 nm與343~347 nm的範圍,其中最大吸收波長在276~281 nm之間。在PL中使用350 nm波長來激發四個金屬錯合物,測得它們的發射波長介於392 nm ~ 432 nm之間。 在OLED 面板中,10-(naphthalen-3-yl)-9-phenylanthracene這個發光材料,通常使用在主發光層中,其合成方法主要是利用鈴木偶合催化反應來合成,故我們也利用上述四種鈀金屬錯合物進行催化反應測試並與Pd(OAc)2/PPh3的觸媒系統作比較。在轉化率測試中,四種錯合物都具有不錯的催化活性,特別是[(C1PIPABTP)2Pd](3)呈現最佳的催化活性。

英文摘要

Abstract In this thesis, we used the benzotriazole-phenoxide (BTP) ligands to react with palladium precursor. A series of palladium complexes {[(C1DEABTP)2Pd] (1)、[(C8DEABTP)2Pd](2)、[(C1PIBTP)2Pd](3)、[(C8PIBTP)2Pd](4)} have been successfully synthesized and structurally characterized by single X-ray diffractometer as well as microanalysis. The optical properties of four palladium complexes were further determined by UV-Vis and PL spectra. Their absorption wavelengths are in the range of 276~281 nm and 343~347 nm. For their visible absorptions, the maximum absorption wavelengths (λmax) are 276~281 nm. In addition, we ued wavelength 350 nm to excite the four palladium complexes in the PL. Their PL maximum emission wavelengths are in a range of 432~436nm. The 10-(naphthalen-3-yl)-9-phenylanthracene is the emitting material and was used a host material in the OLED display. Usually, this compound was synthesized by Suzuki-Miyaura coupling reaction. Therefore, four novel palladium complexes were employeed to catalyze Suzuki-Miyaura coupling reaction instead of original catalyst system [Pd(OAc)2/PPh3]. Experimental results showed the 10-(naphthalene-3-yl)-9-phenylanthracene cloud be efficiently synthesized. In the series of experiment, we found that the [(C1PIBTP)2Pd](3) is the efficient catalyst among the four palladium complexes.

主题分类 基礎與應用科學 > 化學
理學院 > 化學系
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