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研究生: 周佳興
Chou, Chia-Hsing
論文名稱: 含1,2,3-三唑和1,3,4-(口咢)二唑衍生物之合成及其發光性質之研究
Studies on the Synthesis and Light-Emitting Properties of the Derivatives including 1,2,3-Triazole and 1,3,4-Oxadiazole
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
Department of Chemistry
論文出版年: 2004
畢業學年度: 92
語文別: 中文
論文頁數: 132
中文關鍵詞: (口咢)二唑三唑有機發光二極體
外文關鍵詞: oxadiazole, triazole, OLED
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  •   本論文之研究,主要分為兩大部分,其一為小分子的有機發光體之合成,第二部分則為光電性質的探討:
      第一部分是利用雪梨酮衍生物-1,2,3,-三唑環化合物為原料,合成含1,2,3,-三唑和1,3,4-二唑為主體的小分子發光材料,並利用 MNR、EA、IR、MS…等鑑定所合成之化合物
      第二部分則利用 UV-Vis、PL 及 CV 等進行光電性質之測試,在UV-Vis方面,我們合成的分子,其吸收波長在 340 nm~360 nm 左右,而其光學能量價帶在 3.05 ev~3.20 ev。在PL方面,我們發現適當的改變 R1 取代基,可以使放光波長紅移和藍移,就本論文而言,當R1為推電子基時,可使分子的放光波長紅移,反之,則藍移。改變R2之取代基,則對 UV-Vis 和 PL 影響不大,但若以吡啶取代R2之苯環,則有明顯紅移。而從CV和UV得到各分子之HOMO介於-5.80 eV ~ -5.47 eV之間而LUMO則介於-2.61 eV ~ -2.34 eV。

      The thesis contents are divided into two parts; the one describes the synthesis of luminescent materials and the other is to discuss the luminescent and electric properties.
      First, we synthesize the luminescent molecules containing 1, 2, 3-triazole and 1, 3, 4-oxidiazole, which are derived from sydones. Then, we identify these compounds by means of MNR、EA、IR、MS etc.
      Secondly, we test the luminescent and electric properties of these compounds by UV-Vis、PL and CV. From UV/Vis spectrum, these compounds have maximum absorption wavelength in 340 nm~360 nm, and their optical band gap is in the region of 3.05 ev~3.20 ev. From PL spectrum, if we change the R1, we can make the maximum emission wavelength red shift or blue shift. When R1 is an electron-donating group,the maximum emission wavelength become red shift. On the other hand, it will be blue shift. We also find that changing the R2, only causing a little difference. However there will be apparent shift, if we replace the benzene with pyridine in R2. Finally, we utilize the UV/Vis and CV spectra to obtain the HOMO and LUMO. HOMO for these compounds are in -5.80 eV ~ -5.47 eV range and LUMO are in -2.61 eV ~ -2.34 eV range.

    中文摘要 ……………………………………………………Ⅰ 英文摘要 ……………………………………………………Ⅱ 第一章 有機發光二極體之簡介 …………………………1 1-1 前言 ……………………………………………………1 1-2 有機發光二極體的基本原理 …………………………3 1-3 有機發光二極體元件發展簡史 …………………………7 1-4 操作電壓與發光效率 ……………………………………9 1-5 元件結構介紹……………………………………………17 1-6 未來展望…………………………………………………22 第二章 含1,2,3-三唑環和1,3,4-(口咢)二唑衍生物之合成 …………………………………………………24 2-1 前言………………………………………………………24 2-1-1 2H-1,2,3-三唑類化合物之簡介………………24 2-2-2 1,3,4-(口咢)二唑環(oxadiazole)之簡介 ………28 2-2 合成動機…………………………………………………31 2-2-1 實驗方法 ……………………………………32 2-2-2 實驗結果與討論 ………………………………37 2-3 實驗部分…………………………………………………50 2-3-1 實驗儀器 ………………………………………50 2-3-2 實驗藥品 ………………………………………51 2-3-3 實驗步驟 ………………………………………52 第三章 光電性質之研究 ………………………………………88 3-1 前言………………………………………………………88 3-2 實驗裝置和儀器…………………………………………88 3-3 光學性質之研究…………………………………………89 3-3-1 紫外光-可見光吸收光譜………………………89 3-3-2 螢光放射光譜 …………………………………98 3-4 電化學分析 ………………………………………… 104 第四章 結論 ……………………………………………………117 參考文獻……………………………………………………119 附錄 ………………………………………………………125

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