研究生: |
林炫亨 Lin, Hsuan-Heng |
---|---|
論文名稱: |
以二甲基苯酮建構的雙極性有機發光二極體材料 Benzophenone-Based Bipolar Compounds for Organic Light Emitting Diodes Application |
指導教授: |
葉名倉
Yeh, Ming-Chang |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2017 |
畢業學年度: | 105 |
語文別: | 中文 |
論文頁數: | 98 |
中文關鍵詞: | 有機發光二極體 、二甲基苯酮 、熱擾動延遲螢光 、主體材料 |
英文關鍵詞: | OLED, TADF, host material |
DOI URL: | https://doi.org/10.6345/NTNU202202934 |
論文種類: | 學術論文 |
相關次數: | 點閱:93 下載:4 |
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藉由鈀金屬物催化之碳-氮鍵耦合、碳-碳鍵耦合將不同的推電子基團引入二苯基甲酮 (benzophenone) 片段的苯環中,本研究合成出四個雙極化分子 (bipolar),化合物中有三個經單晶結構解析確認結構。由於推電子基團位於羰基的鄰位,分子的共軛性因為立體障礙而降低,使得分子擁有較高之單重激發態(HOMO與LUMO的能階差則大約為2.7−3.0 eV,HOMO能階位置則約落在5.7 eV−5.9 eV)。化合物有不錯的熱穩定性,熱裂解溫度高達300 ℃以上,玻璃轉移溫度約在 80−130 ℃。配合雙極性特徵,這些分子有利於未來作為可摻雜發光客體的主體材料。
化合物於低極性的溶劑的放光波段約為370 −550 nm之間,屬於藍光或綠光;但因立體障礙使得螢光量子產率僅達19%。化合物之螢光可能來自分子中片段的局部發光,或是電荷轉移躍遷之放光。
Different arylamines were incorporated at the ortho position of the phenyl rings of benzophenone via palladium complex catalyzed C-N or C-C coupling reaction to form bipolar compounds. Among four new compounds, three were also characterized by X-ray single crystal structural determination. Non-planar conformation of the molecules due to significant steric congestion results in weaker conjugation and larger HOMO/LUMO gap (2.7−3.0 eV). The HOMO energy level was measured to be 5.7 eV−5.9 eV. The thermal decomposition temperatures of the compounds are above 300 ℃ and the glass transition temperatures fall in the range of 80−130 ℃. The new compounds hsve potential as the host for phosphorescent emitter due to their large HOMO/LUMO gap, good thermal properties together with dipolar character.
In low polar solvent, the compounds emit in the range of 370−550 nm, which is in the blue or green region. However, twisted structure of the molecules jeopardizes the emission efficiency and the best solution quantum yield only reaches 19%. The emission originates from localized π−π* transition or intramolecular charge transfer.
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