含Imidazo[1,2-a]pyrimidine 單元的光電材料;Photoelectric material including unit Imidazo[1,2-a]pyrimidine

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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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