臺灣博碩士論文加值系統

利用導電性材料為發光層(emission layer, EML)的有機發光二極體(OLEDs)應用在顯示器上的貢獻，倍受學界及產業界廣泛的研究與注目。目前電致發光(electroluminescent)的元件是以多層方式組成，即是在電極與發光層之間各塗佈一層電子傳遞層(electron transport layer, ETL)及電洞傳遞層(hole transport layer, HTL)，藉以控制電子與電洞注入之平衡，以製成最佳的發光元件。本研究主要目的在於合成具有電子傳遞能力的1,3,4-口咢二唑(1,3,4-oxadiazole)環為主架構，並進行其2,5-位置對稱與非對稱的芳香族取代基之衍生化反應及各種試劑對其產率之影響。
本論文以4-硝基苯醯氯與各種取代基的苯醯肼進行反應而得二醯肼類化合物，再經由各種環化試劑進行環化反應以合成具有2,5-二芳香基的oxadiazole衍生物，接著進行硝基的各種氫化還原反應研究，合成具有胺基苯基的1,3,4-口咢二唑(1,3,4-oxadiazole)衍生物；最後再利用胺基與酮類、二苯基酮、甲基碘及苯醯氯進行各種不同的縮合或取代反應，以獲得各種衍生化之2,5-二芳香基-1,3,4-口咢二唑(2,5-diaryl-1,3,4- oxadiazole)化合物的有機發光材料。

Using conducting materials as emission layer (EML), Organic light-emitting diode (OLEDs) has been applied on monitors. Its contribution has drawn more and more attention from academic and industrial circles. Currently the components of electroluminescent are composed in the way of multi-layers, that means to paint a coating of electron transport layer (ETL) and hole transport layer (HTL) separately between electrode and emission layer, so as to control the injection balance of electron and hole and manufacture best luminous element. This study focuses on synthesizing 1,3,4-oxadiazole ring that has electron transport capacity to be the main frame, and finding out the effect of its 2,5 positions to the derivatizing reaction of non-aromatic substituent and various reagents to its productive rate.
This report uses 4-nitrobenzoyl chloride and various benzohydrazide of substitutional group to carry out condensation reaction and obtained dicarboxylic hydrazide compound, then through various cyclization reagents to carry out cyclization reaction to form 2,5-aromatic base oxadiazole derivate. There after , following up the study of various nitro- hydrogenation reduction reaction and synthesized 1,3,4-oxadiazole derivate that contains aminopheny. Finally, using amino group, ketones, diphenyl ketone, methyl iodide, and benzoyl chloride to carry out various condensation and substitution reactions, so as to prepare various derivatives of 2,5-aromatic base, -1,3,4- oxadiazole (2,5-diaryl-1,3,4- oxadiazole) ring organic luminous materials.

中文摘要................................................Ι
英文摘要................................................II
致謝....................................................III
目錄....................................................IV

第一章 緒論 1
1-1 前言…………………………… ……………………………… 1
1-2 有機發光二極體的基本原理 4
1-3 有機發光二極體的元件構造 8
1-4 有機發光二極體的元件材料 10
1-5 有機發光二極體的未來研究發展方向 17
第二章 文獻回顧 18
2-1 前言………………………………………………………… 18
2-2 1,3,4-口咢二唑衍生物簡介 20
2-3 研究動機…………………………………………………… 22
第三章 實驗部份 23
3-1 實驗儀器 23
3-2 實驗藥品 23
3-3 實驗步驟 25
3-4 光學性質測試 42
3-5 實驗光譜 52
第四章 結論 62
參考文獻 63

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