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    題名: 含Imidazo[1,2-a]pyrimidine 單元的光電材料;Photoelectric material including unit Imidazo[1,2-a]pyrimidine
    作者: 陳冠吉;Kuan-Chi Chen
    貢獻者: 化學研究所
    關鍵詞: 有機發光二極體;OLED
    日期: 2006-07-04
    上傳時間: 2009-09-22 10:15:59 (UTC+8)
    出版者: 國立中央大學圖書館
    摘要: 本研究在於開發新的缺電子性的材料。我們成功的將imidzole- [1,2-a]pyrimidine 之二號碳上及三號碳上,進行C-C 鍵的偶合,合成 出兩系列化合物,其其螢光光色從藍到藍綠,在toluene 中的量子產 率大約4﹪~ 50﹪,此系列化合物經AC-2 量測,其HOMO 能階介於 5.42 eV~ 6.11 eV,並且經由UV 的edge 切線求得化合物的HOMO 與 LUMO 能階差,而估算出LUMO 能階,其LUMO 能階 介於2.47 eV ~ 2.94 eV。化合物2、3、6、14 並經單晶解析,證實其結構。其中除 化合物2 為三斜晶系外,化合物3、6 與14 皆為單斜晶系。化合物3 中之晶體中可發現分子有π-π interaction,imidzole[1,2-a]pyrimidine 環間距離為約3.36 Å,但僅存在於兩兩配對之分子,無法形成π-通 道( π-channel )。化合物6 則存在有分子間C-H…π interaction,距 離約為2.7 Å。化合物14 則是形成有趣的魚骨頭( herringbone )架構, 其π-π interaction 之距離分別是3.34 Å 與3.39 Å。 Electron-deficent organic materials containing imidazole[1,2-a]- pyrimidine unit have been synthesized via C-C coupling at the C-2 and C-3 sites of imidazole[1,2-a]pyrimidine unit. These compounds emit from blue to green-blue and their quantum yields in toluene range from 4 to 50%. Based on the data from AC-2 measurement,and the 0-0 transition energy from UV spectra, the HOMO and LUMO energies were calculated to be 5.42 ~ 6.11 eV and 2.47 ~ 2.94 eV, respectively. The molecular structure of compounds 2, 3, 6 and 14 were confirmed by the single crystal X-ray structural determination. The crystal system of 2 is triclinic, that of all others is monoclinic. In the lattice of 3, there exists 9-9 interaction at a distance ~ 3.36 Å. However, such an interaction was found in the paired molecules only. In 6, C-H…9 interaction with a distance of 2.7 Å was observed. In comparison, compound 14 has interesting herringbone packing in the lattice. The 9-9 interaction distances for two different 9-channels are 3.34 Å and 3.39 Å, respectively.
    顯示於類別:[化學研究所] 博碩士論文

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