研究生: |
瓦蘇德萬 THANGARAJI, VASUDEVAN |
---|---|
論文名稱: |
熱活化延遲放光與三重態-三重態激發子淬熄之有機發光材料及其於有機電致發光元件之應用 Thermally Activated Delayed Fluorescence and Triplet-Triplet Annihilation Emitters and Their Application in Organic Electroluminescent Devices |
指導教授: |
鄭建鴻
Cheng, Chien-Hong |
口試委員: |
廖文峯
Liaw, Wen-Feng 陳登銘 Chen, Teng-Ming 洪文誼 Hung, Wen-Yi 周鶴修 Chou, Ho-Hsiu |
學位類別: |
博士 Doctor |
系所名稱: |
理學院 - 化學系 Department of Chemistry |
論文出版年: | 2019 |
畢業學年度: | 108 |
語文別: | 英文 |
論文頁數: | 208 |
中文關鍵詞: | 有機發光二極體 、熱活化延遲螢光 、三重激發子 、電子予體 電子受體 、藍光、綠光摻雜物 、螢光 |
外文關鍵詞: | OLED, TADF, TTA, Donor-Acceptor, Blue, Green Dopant, Hyperfluoresence |
相關次數: | 點閱:3 下載:0 |
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中文摘要
在這篇論文中,我們將探討熱活性延遲螢光及三重態-三重態淬熄之發光體在有機發光二極體元件中的應用。首先透過理論計算(TD-DFT)分別設計及合成有機材料分子、探討材料的光物理性質後,根據材料的特性進行發光元件的製作,並對其光電性質進行分析及討論。這篇論文將分成四個部分來探討我們的研究成果
首先第一篇章節我們設計並合成了一系列高效率藍色的熱活化延遲螢光放光材料,包括1.4BPy-mDTC、1.3Py-mDTC、1.2BPy-mDTC、1.BP-mDTC。這一系列的分子設計包含了互相兩個位於間位的3,6-二叔丁基咔唑連結至苯甲醯基吡啶或者是二苯基甲酮基團上。這四個有機材料分子的放光波長從458-488 nm,屬於藍光的範圍;而且製成薄膜態後其具有不錯的光量子效率75-96%,與相當小的單重激發態與三重激發態能階差(ΔEST)從0.01-0.05 eV。並由於這些分子具有相當小的ΔEST使得其具有熱活化延遲螢光放光的特性,使用暫態延遲螢光光譜儀量測後發現,具有直接螢光及延遲螢光的特性出現,並隨著溫度的提升延遲螢光的強度也隨之提升。可能是由於吡啶與苯環上的氫互相作用,造成更加堅固的結構使得BPy系列的螢光材料(PLQY>92%)相較於1.BP-mDTC(75%)皆具有更高的光量子效率。將客體摻雜材料1.4BPy-mDTC與1.2BPy-mDTC製成元件後,放光顏色為水藍色、最大外部量子效率(External Quantum Efficiencies)超過28%。吡啶環上氮原子的位置對於量子效率及元件效率的影響是相當重要的,並且我們發現透過將苯環替換成吡啶後,對於光量子效率、外部量子效率及最大亮度都有相當程度的提升。
第二章節中我們設計三種以喹啉為主體,設計與合成三種熱活化延遲螢光放光材料2.2QPM-mDC、2.2QPM-mDTC及2.4QPM-mDTC。三個材料皆具有相當小的ΔEST約0.07 eV和高量子效率約98%。其中使用2.2QPM-mDTC作為客體材料的元件,經過最佳化後可以達到超過24%的外部量子效率。與其他已發表的文獻相比,製成元件後具有相當小的半波寬及高的色純度。2.2QPM-mDTC可以有如此不錯的表現,可能是由於其分子的結構中具有分子內氫鍵,造成分子不易震動及轉動,使得其具有較佳的效率及色純度的表現。
在第三個章節中,我們設計以電子予體-電子受體為結構的3.ThX-27DTC及3.ThXO-27DTC兩種熱活化延遲螢光放光材料,兩個分子皆具有較小的ΔEST與高的光量子效率。製成元件後,最高分別可以達到約17.8%與15.5%的外部量子效率、放光峰波長分別是486 nm與562 nm、電流效率分別為38.8 cd/A與54.4 cd/A,並無套用任何增加出光率的結構。其中發光效率更分別達到34.7 lm/W與42.5 lm/W及達到最大亮度8559 cd/m2及17009 cd/m2。這種以D-A為結構主體的設計方式,對於使熱活化延遲螢光放光材料達到高的光量子效率具有正向的幫助。
在第四的部分中,(4.TAA-PPO 及 4.CzA-PPO) 我們將設計與合成兩種雙偶極性綠色的三重態-三重態淬熄之發光體應用在未摻雜的發光二極體元件(non-doped device)中,可以達到最高外部量子效率為7.2%。此外,這些元件具有相當低的啟動電壓2.5V及相當高的亮度103,500 cd/m2,其最大亮度可以和傳統使用昂貴的磷光材料相互比較。而元件的外部量子效率依然可以在高亮度(20,000 cd/m2)的情況下,維持最大外部量子效率的90%。這個部分中,我們提出了對於高效率未摻雜元件與低啟動電壓元件有效的設計方式,並提出了可以透過簡單的方式增加元件的表現。此外,我們也透過使用其他熱活性延遲螢光放光材料作為協助客體摻雜材料,並達到最高17.8%的外部量子效率
ABSTRACT
This dissertation, thermally activated delayed fluorescence and triplet-triplet annihilation emitters in OLEDs applications. Theoretical calculation (TD-DFT), designed and synthesis, Photophysical properties, device fabrication and Electroluminescence properties have been discussed. This thesis is divided into four chapters for easy to understanding.
Chapter one is a series of highly efficient blue TADF emitters including (1.4BPy-mDTC), (1.3BPy-mDTC), (1.2BPy-mDTC) and (1.BP-mDTC) were designed and synthesized. The molecular structures feature two meta carbazole substituents attached to a benzoylpyridine (BPy) group or to a benzophenone (BP) group. These compounds, blue emissions (458–488 nm), high photoluminescence quantum yields (PLQY) (75–96%) in thin films and very small energy gaps between S1 and T1 (ΔEST) of 0.01–0.05 eV. In addition, they all reveal TADF properties including small ΔEST, two components in the transient PL decays, prompt emission and temperature-dependent delayed emission. The BPy series appears to give much higher photoluminescence quantum yields (PLQY > 92%) than 1.BP-mDTC (75%) plausibly due to the more rigid structure caused by the interaction between pyridine nitrogen and the aromatic C–H bond. The electroluminescent devices based on 1.4BPy-mDTC and 1.2BPy-mDTC as the dopant emitters exhibit sky blue emission with maximum external quantum efficiencies (EQEs) over 28. The presence of the pyridine ring and the position of the nitrogen atom in the molecules are critical for the high quantum yield and device efficiency. The PLQY EQE and luminance are dramatically improved by changing the phenyl into a pyridine group in the dopant in these devices.
Chapter two is three new quinoline TADF emitters, 2.2QPM-mDC, 2.2QPM-mDTC and 2.4QPM-mDTC, were designed and synthesized and the emitters show ΔEST as low as 0.07 eV and high PL quantum yield (PLQY) up to 98%. An electroluminescence device based on 2.2QPM-mDTC can reach high EQE over 24%. Compared with the reported TADF devices, the device shows narrow emission band width and high color purity. The excellent device performance is likely ascribed to the molecular design of 2.2QPM-mDTC containing an intramolecular H-bonding in the molecule.
Chapter three is designed and synthesized, their electroluminance properties were discussed in two TADF emitters based on a donor and acceptor types of molecules (3.ThX-27DTC and 3.ThXO-27DTC) and these emitters concurrently possess low ΔEST and high PLQY. An electroluminescence device based on 3.ThX-27DTC and 3.ThXO-27DTC as the emitter reached a high EQE over 17.8% and 15.5%, emission band 486 nm and 562 nm, current efficiency of 38.8 cd/A and 54.4 cd/A without any light out coupling technique, with respectively. The power efficiency reached up to 34.7 lm/W and 42.5 lm/W and with a maximum brightness of 8559 cd/m2 and 17009 cd/m2, 3.ThX-27DTC and 3.ThXO-27DTC with respectively. This strategy very useful for making donor and acceptor types of TADF molecules with high PLQY.
Chapter four is designed and synthesized two bipolar green TTA emitters (4.TAA-PPO and 4.CzA-PPO) with an appropriate hole and the electron transporting unit for non-doped device fabrication. Using these compounds as a self-host emitter (non-doped), the external quantum efficiencies over 7.2% were achieved. In addition, the device shows a very low turn-on voltage of 2.5 V and high brightness 103500 cd/m2 which is comparable to the expensive phosphorescent OLEDs. Moreover, device retain the 90% of the maximum external quantum efficiency and current efficiency even at 20000 cd/m2. The manuscript provides an effective strategy to design molecules for highly efficient non-doped OLEDs with low operating voltage. This strategy opens up a new route to enhance the efficiency of device with an easy fabrication process. Furthermore, the ultimate device performance 17.8% of EQE is achieved from this emitter using TADF material as an assistant dopant.
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Chapter-2
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