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研究生: 黃允中
Yun-Zhong Huang
論文名稱: 長氟鏈2-苯基吡啶及其銥金屬錯合物之合成與進行可回收再利用之Michael reaction反應研究
Synthesis of Iridium(III) metal complex, containing long fluoro-ponytailed 2-phenylpyridine ligand, as a recyclable catalyst for the Michael reaction
指導教授: 何郡軒
Jinn-Hsuan Ho
呂良賜
Norman Lu
口試委員: 何郡軒
Jinn-Hsuan Ho
呂良賜
Norman Lu
鄭智嘉
Chih-Chia Cheng
學位類別: 碩士
Master
系所名稱: 工程學院 - 化學工程系
Department of Chemical Engineering
論文出版年: 2021
畢業學年度: 109
語文別: 中文
論文頁數: 84
中文關鍵詞: 銥金屬可回收催化劑氟鏈
外文關鍵詞: Iridium, recyclable, catalyst, fluorine chain
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實驗室先前研究1開發出一系列含短氟鏈的銥金屬錯合物,並研究其光物理性質,且與經典的Ir(ppy)3相比,具有良好的熱穩定性,高量子產率,良好的lifetime,更引進了氟鏈,使其擁有不怕水的特性,這些性質使得這些新型銥金屬錯合物成為很好的發光材料。其中綠色磷光材料是目前發展最好的,以fac-tris(2-phenylpyridine)iridium為發展主流,其最大放射波長位於510nm。
除了上述銥金屬錯合物可以成為很好的發光材料之外,本論文延伸了先前的研究,成功合成了具有長氟鏈的銥金屬錯合物,還增加含氟的比例,使其與水互不相容的效應更明顯,添加大量去離子水使其沉澱,以此來達到回收再利用。
本實驗會分成兩個部分: 第一部分是合成具有長氟鏈的銥金屬錯合物,並與先前的研究做比較,而第二部分則是利用此合成出來的銥金屬錯合物來進行光催化合成反應並且回收再利用。


Our laboratory had developed a series of iridium metal complexes containing short fluorine chains and studied their photophysical properties, compared with the classic Ir(ppy)3, they have good thermal stability and high quantum yield, good life time, and because of the introduction of a fluorine chain, so that it has the characteristics of not afraid of water, these properties make these new iridium metal complexes become a good luminescent material. Among them, green phosphorescent materials are currently the best developed, with fac-tris (2-phenylpyridine) iridium as the mainstream, and its maximum emission wavelength is at 510nm.
In addition to the above-mentioned iridium metal complexes can become good luminescent materials, this paper extends the previous research, successfully synthesized iridium metal complexes with long fluorine chains, and also increased the proportion of fluorine, making its incompatible effect with water is more obvious, and I can add a large amount of deionized water to precipitate it, so as to achieve recovery and reuse.
This experiment will be divided into two parts: the first part is to synthesize the iridium metal complex with long fluorine chain and compare it with the previous research, and the second part is to use the synthesized iridium metal complex to carry out light catalytic synthesis reaction and recycling.

摘要 I Abstract II 目錄 III 表目錄 V 流程圖目錄 VI 圖目錄 VII 附錄 IX 第一章 緒論 1 1-1 前言 1 1-2 有機電激發光原理 2 1-3 氟化學 4 1-4 文獻回顧 5 1-4-1 麥可加成反應 5 1-4-2 氟雙相系統、溫控系統與觸媒的回收 7 1-5 研究動機 9 第二章 實驗 10 2-1 實驗儀器 10 2-1-1 傅立葉轉換核磁共振光譜儀 10 2-1-2 氣相色層分析串聯質譜儀(Gas Chromatography–Mass Spectrometry, GC-MS) 11 2-1-3 傅立葉轉換紅外線吸收光譜儀 11 2-1-4 馬弗爐 (Muffle furnace) 12 2-1-5 垂直式光化學反應器(Photochemical Reactor) 12 2-1-6 熔點測定儀(melting point tester) 12 2-1-7 真空減壓旋轉濃縮機(Rotary Evaporators) 13 2-1-8 油迴轉式真空幫浦(Rotary Vacuum Pump) 13 2-1-9 快原子轟擊質譜儀 14 2-2 儀器量測方法 15 2-2-1 氣相色層分析串聯質譜儀量測方法 15 2-2-2 傅立葉轉換紅外線吸收光譜儀量測方法 15 2-2-3 溶點測定儀量測方法 15 2-3 實驗用藥品與溶劑 16 2-4 實驗部分 21 2-4-1 合成[4-(pyridine-2-yl)phenyl]methanol 21 2-4-2 合成2-[(4-bromomethyl)phenyl]pyridine 22 2-4-3 合成螯合劑 23 2-4-4 合成金屬錯合物 24 2-4-5 Michael reaction 25 2-4-6 觸媒回收 26 2-5 含氟鏈2-苯基吡啶螯合劑與銥金屬錯合物之鑑定數據 27 2-6 Michael reaction產物鑑定數據 35 第三章 結果與討論 37 3-1 含氟鏈2-苯基吡啶螯合劑之鑑定 37 3-1-1 1H NMR 37 3-1-2 GC-MS 39 3-2 含氟鏈銥錯合物之鑑定 40 3-2-1 1H NMR 40 3-3 觸媒回收再利用結果 42 3-4 與文獻比較 49 第四章 結論 52 4-1 結論 52 4-2 未來展望 52 第五章 參考文獻 53 附錄 56

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全文公開日期 2024/07/23 (國家圖書館:臺灣博碩士論文系統)
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