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研究生: 江國振
Chiang, Kwo-Chen
論文名稱: α-氯醯基芳香肼與啶類化合物 之環化反應及產物之光電性質之研究
Studies on the light-Emitting property of the cyclization products from α-Chloroformylarylhydrazine with pyridines derivatives
指導教授: 葉茂榮
Yeh, Mou-Yung
學位類別: 碩士
Master
系所名稱: 理學院 - 化學系碩士在職專班
Department of Chemistry (on the job class)
論文出版年: 2003
畢業學年度: 91
語文別: 中文
論文頁數: 80
中文關鍵詞: 發光二極體氯醯基芳香肼多雜環螢光性質
外文關鍵詞: 1,3,4-oxadiazole, 1,2,4- triazdo, Polyheterocyclic, carbazole, light-emitting material
相關次數: 點閱:68下載:1
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  • 有機發光二極體材料近年來為一非常重要的電激發光材料,在相
    關文獻報導中,具1,3,4-oxadiazole 與carbazole 環衍生物,具有良好傳
    輸電子及阻擋洞子傳輸的功能,且其相關的衍生物也常被運用於發藍
    光的電激發光材料中。
    本論文研究之目的,乃先合成出具藍色發光團之1,3,4—oxadiazole 或
    carbazole環之pyridine 類化合物,再利用實驗室所開發出獨特的α-
    氯醯基芳香hydrazine 氯化氫與pyridine 類化合物反應,合成出具
    1,3,4-oxadiazole 環, carbazole 環及1,2,4- triazdo 環三種發光基團的
    多雜環化合物,並將此所得之產物進行螢光性質(UV,PL)之測試,探
    討取代基的改變對其光電性質的影響。
    希望藉由光電性質的探討,拓展α-氯醯基芳香hydrazine 氯
    化氫在合成小分子有機電激發光材料上的應用。希望藉由光電性質的探討,拓展α-氯醯基芳香肼 氯化氫在合成小分子有機電激發光材料上的應用。

    Organic compounds, which can be used to make organiclight-emitting diodes, have recently become an interesting and important material. Research in looking for potential target compounds has been studied intensively. Compounds derived from 1,3,4-oxadiazoles and carbazoles had been reported having good electron-transporting and hole-transporting properties andhad been applied as blue light-emitting material.
    The aims in this study are to synthesis potential blue light-emitting compounds and characterize the light-emitting properties. Polyheterocyclic compounds containing the moiety of 1,3,4-oxadiazole,carbazole, or 1,2,4-triazdo are our target compounds. The synthetic method for synthesizing these target compounds was reacting pyridines, which have both carbazole and 1,2,4-triazdo rings attached, with -chloroformylaryl-
    hydrazine hychochloride. And the synthesized compounds were tested to study the effects of the various substituted groups on the electroluminescent properties.
    The UV-visible and fluorescence studies indicated that derivatives of polyheterocyclic compounds containing the moieties of 1,3,4-oxadiazole and 1,2,4-triazdo (compounds 47) or the moieties 1,3,4-oxadiazole,carbazole and 1,2,4-triazdo (compounds
    53) showed having the property of emitting green light. Compound such as the type 45, 46, and 52 containing only either
    1,3,4-oxadiazole,carbazole and 1,2,4-triazdo moiety showed having the property of emitting blue light. In this study we have shown that by starting from -chloroformylaryl- hydrazine hychochloride
    polyheterocyclic compounds, it is possible to synthesize potential target compounds with which to make OLED device.

    第一章a-氯醯基芳香hydrazine 氯化氫之簡介 一. 簡介......................1 二. 雪梨酮化合物的一般合成法............2 三. 雪梨酮化合物第4 位置碳原子之親電性取代反應...4 四. a-氯醯基芳香hydrazine 氯化氫之反應簡介.....5 五. 研究動機及目的.................12 第二章a-氯醯基芳香hydrazine 氯化氫與4-(1,3,4- oxadiazole )pyridine之環反應 一. 簡介......................14 二. 結果與討論...................15 三. 實驗部分 2-3-1 實驗儀器..................22 2-3-2 實驗藥品..................22 2-3-3 原料製備..................24 2-3-4 實驗步驟..................29 第三章a-氯醯基芳香hydrazine 氯化氫與1,3,4-oxadiazole- carbazole pyridine之環反應 一. 簡介......................36 二. 結果與討論...................38 三. 實驗部分 3-3-1 實驗儀器.................43 3-3-2 實驗藥品.................43 3-3-3 原料製備.................44 3-3-4 實驗步驟.................48 第四章光電性質的探討 一. 發光二極體簡介...............50 二. 光學性質之測試................52 1. 實驗儀器與裝置..............52 2. UV-Vis 及PL 螢光測試...........52 3. 電化學性質之測試..............63 第五章結論.....................75 參考文獻........................77

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