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姓名 陳冠吉(Kuan-Chi Chen) 查詢紙本館藏 畢業系所 化學學系 論文名稱 含Imidazo[1,2-a]pyrimidine 單元的光電材料
(Photoelectric material including unit Imidazo[1,2-a]pyrimidine)相關論文 檔案 [Endnote RIS 格式]
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摘要(中) 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。摘要(英) 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.關鍵字(中) ★ 有機發光二極體 關鍵字(英) ★ OLED 論文目次 摘要--------------------------------------------------------------------------------Ⅰ
謝誌 ----------------------------------------------------------------------------- Ⅲ
目錄--------------------------------------------------------------------------------Ⅴ
圖目錄-----------------------------------------------------------------------------Ⅶ
表目錄---------------------------------------------------------------------------- Ⅵ
第一章 緒論 ------------------------------------------------------------------- 1
1.1 前言--------------------------------------------------------------------------1
1.2 OLED 的歷史回顧---------------------------------------------------------2
1.3 產業現況---------------------------------------------------------------------3
1.4 OLED 的發光原理--------------------------------------------------------- 4
1.5 有機電激發光二極體的基本構造與材料------------------------------ 5
1.6 磷光發光材料--------------------------------------------------------------15
1.7 研究動機--------------------------------------------------------------------20
第二章 實驗部分 ----------------------------------------------------------- 22
2.1 實驗儀器 ------------------------------------------------------------------ 22
2.2 實驗藥品及溶劑 --------------------------------------------------------- 24
2.3 實驗大綱--------------------------------------------------------------------26
2.4 合成步驟 ------------------------------------------------------------------ 27
第三章 結果與討論 -------------------------------------------------------- 56
3.1 化合物之結構及代號 --------------------------------------------------- 56
3.2 反應機構之探討---------------------------------------------------------- 57
3.3 Imidazo[1,2-a]pyrimidine 溴化位置的鑑定-------------------------- 62
3.4 紫外光-可見光、螢光光譜及量子產率之探討---------------------- 65
3.5 化合物之熱性質討論---------------------------------------------------- 76
3.6 x-ray 晶體的探討---------------------------------------------------------- 80
3.7 AC-2 的量測---------------------------------------------------------- 87
第四章 結論 ------------------------------------------------------------------- 90
參考文獻 ----------------------------------------------------------------------- 91
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M. Peng, J. Am. Chem. Soc. 2002, 124, 11576.指導教授 林建村(Jiann Tsuen Lin) 審核日期 2006-7-21 推文 plurk
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