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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/89674完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 梁文傑 | zh_TW |
| dc.contributor.advisor | Man-kit Leung | en |
| dc.contributor.author | 黃怡茹 | zh_TW |
| dc.contributor.author | Yi-Ru Huang | en |
| dc.date.accessioned | 2023-09-15T16:12:02Z | - |
| dc.date.available | 2023-09-16 | - |
| dc.date.copyright | 2023-09-15 | - |
| dc.date.issued | 2022 | - |
| dc.date.submitted | 2002-01-01 | - |
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/89674 | - |
| dc.description.abstract | 本篇論文利用簡單且高產率的鈴木反應以及芳香族親核取代反應合成出四個芘基衍生物，在分子中引入具有推電子性的咔唑以及和芘同樣具有TTA-UC特性的蒽，從結構設計上來修飾芘基苯，不僅可以增加分子的電性，同時減少分子間芘基的π-π stacking，避免分子堆疊形成準分子 (Excimer)，使材料具有高螢光量子效率並且維持在深藍光的範圍。 從X-ray晶體結構分析可以看到這系列化合物的芘基、咔唑、蒽和中心苯環具有扭曲結構，可以有效減少分子的堆疊，避免螢光紅移；熱性質分析說明這幾個化合物的熱穩定性高，符合元件製作時蒸鍍的需求；光性質分析則可以看到其螢光皆在藍光的範圍，且具有高螢光量子產率；此外也引入PdOEP作為敏料，測試化合物在溶液態中TTA-UC的性質，在此條件下可以觀察到化合物dFPPP、PPA、dmPPA具有TTA-UC的現象。 在有機發光二極體的元件應用上，將化合物作為發光層的材料，應用在非摻混元件以及摻混化合物DPaNIF的元件中，其中非摻混元件以化合物dcPPP的元件表現最好，最大亮度為10120 cd/m2，最大電流效率為8.11 cd/A，最大功率為6.25 lm/W，外部量子效率可達7.24%，CIE座標為 (0.159, 0.148)，屬於深藍光的範圍。而摻混元件則以化合物PPA的元件表現最好，最大亮度為27870 cd/m2，最大電流效率為15.01 cd/A，最大功率為11.25 lm/W，外部量子效率更可高達12.94 %，從亮度5000 cd/m2開始，元件生命期為26分鐘，元件各方面效率不僅相較於市售材料DMPPP的摻混元件有所提升，其生命期更可高近兩倍，足以說明其在藍光OLED應用之潛力。 | zh_TW |
| dc.description.abstract | Four blue-light emitting pyrene derivatives have been synthesized by Suzuki coupling reaction and nucleophilic aromatic substitution reaction in high yield. By introducing carbazole and anthracene into pyrenylbenzene, it can not only improve the electrical properties of molecule, but also suppress the π–π stacking of pyrene. Therefore, it can prevent the intermolecular aggregation of pyrene, which tends to show a more red-shifted excimer emission and low fluorescence quantum yields. Due to the highly twisted structure of the pyrenylbenzene and phenylanthracene skeleton, these compounds exhibit a low degree of aggregation that reduces the formation of excimer. According to absorption and emission spectra and thermal analysis, these pyrene derivatives have blue light emission, high fluorescence quantum yields, and high thermal stability. The phenomenon of triplet-triplet annihilation upconversion (TTA-UC) can also be observed by inducing PdOEP as a sensitizer. In the application of non-doped blue OLEDs, the most efficient dcPPP-based device shows a high luminance of 10120 cd/m2, a maximum current efficiency of 8.11 cd/A, and a high external quantum efficiency of 7.24 % with CIE color coordinates (0.159, 0.148). In the application of doped blue OLEDs, the PPA-based device exhibited the best performance with a high luminance of 27870 cd/m2, a maximum current efficiency of 15.01 cd/A, a maximum power efficiency of 11.25 lm/W, and a high external quantum efficiency of 12.94 %. Furthermore, the lifetime of the device from 5000 cd/m2 is 26 minutes, which is about two times longer than the commercially available pyrene-based materials, DMPPP. These pyrene-based compounds have high potential in high efficiency blue OLED. | en |
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| dc.description.tableofcontents | 目錄 i 化合物結構與編號命名 iv 摘要 vi Abstract vii 致謝 ix 圖目錄 x 表目錄 xiv 流程目錄 xvi 第一章 緒論 1 1.1 前言 1 1.2 有機發光二極體之發展史 2 1.3 有機分子發光機制 5 1.4 有機發光二極體元件之工作原理 8 1.5 主客發光系統之工作原理 13 1.6 有機發光二極體各層材料介紹 16 1.6.1 陽極 (Anode) 16 1.6.2 陰極 (Cathode) 16 1.6.3 電洞注入層 (Hole injection layer, HIL) 17 1.6.4 電洞傳輸層 (Hole transport layer, HTL) 18 1.6.5 電子注入層 (Electron injection layer, EIL) 20 1.6.6 電子傳輸層 (Electron transport layer, ETL) 20 1.6.7 發光層 (Emissive layer, EML) 21 1.7 藍色有機發光二極體發展現況 23 第二章 研究動機 24 2.1 文獻回顧 24 2.1.1 芘基衍生物在有機發光二極體之應用 24 2.1.2 具有TTA-UC特性材料在有機發光二極體之應用 32 2.2 分子設計 44 2.2.1 改善化合物DiAnBz之合成 (An-Ph-An) 44 2.2.2 新型藍光OLED材料之合成 (Pyr-Ph-Pyr、Pyr-Ph-An) 44 2.3 合成策略與方法 46 第三章 結果與討論 49 3.1 化合物DiAnBz之合成方法改善 49 3.2 X-Ray晶體結構分析 50 3.2.1 化合物dFPPP之晶體解析 51 3.2.2 化合物dcPPP之晶體解析 52 3.2.3 化合物PPA之晶體解析 53 3.2.4 化合物dmPPA之晶體解析 54 3.3 熱性質分析 56 3.4 光物理性質分析 59 3.5 溶液態的TTA-UC現象 64 3.6 電化學分析 67 3.7 有機電致發光元件之表現 72 3.7.1 應用於非摻混藍光OLED 72 3.7.2 應用於摻混藍光OLED 80 第四章 結論 88 第五章 實驗部分 89 5.1 實驗儀器 89 5.1.1 核磁共振光譜儀 (Nuclear magnetic resonance spectrum, NMR) 89 5.1.2 基質輔助雷射脫附游離飛行時間質譜儀 (MALDI-TOF/TOF mass spectrometer) 89 5.1.3 元素分析儀 (Elemental analyzer, EA) 90 5.1.4 X光單晶繞射儀 (Single Crystal X-Ray Diffractometer, SXRD) 90 5.1.5 紫外光-可見光分光光譜儀 (UV-Visible spectrophotometer) 90 5.1.6 螢光光譜儀 (Spectrofluorophotometer) 90 5.1.7 循環伏安儀 (Cyclic voltammetry instrument, CV) 90 5.1.8 熱重分析儀 (Thermogravimetirc analyzer, TGA) 90 5.1.9 示差掃描卡計儀 (Differential scanning calorimeter, DSC) 90 5.2 實驗試劑 91 5.3 合成步驟 92 第六章 參考資料 100 第七章 附錄 108 7.1 化合物之1H與13C核磁共振光譜 108 7.2 化合物之TGA與DSC圖 114 7.3 化合物薄膜態之UV-Vis、FL光譜 116 7.4 摻混藍光OLED之優化過程 117 7.4.1 化合物dFPPP之摻混元件優化過程 117 7.4.2 化合物dcPPP之摻混元件優化過程 120 7.4.3 化合物PPA之摻混元件優化過程 123 7.5 化合物X-ray晶體參數表、鍵長與鍵角數據 126 | - |
| dc.language.iso | zh_TW | - |
| dc.subject | 藍色螢光有機發光二極體 | zh_TW |
| dc.subject | 蒽 | zh_TW |
| dc.subject | 三重態-三重態湮滅光子上轉換 | zh_TW |
| dc.subject | 芘 | zh_TW |
| dc.subject | 二芘基苯 | zh_TW |
| dc.subject | Pyrene | en |
| dc.subject | Dipyrenylbenzene | en |
| dc.subject | Anthracene | en |
| dc.subject | Triplet-triplet annihilation photon upconversion | en |
| dc.subject | Blue fluorescent OLED | en |
| dc.title | 芘基衍生物之合成、性質探討及其在藍色有機發光二極體之應用 | zh_TW |
| dc.title | Synthesis and Characterization of Pyrene Derivatives and Their Applications in Blue Fluorescent Organic Light Emitting Diodes | en |
| dc.type | Thesis | - |
| dc.date.schoolyear | 110-2 | - |
| dc.description.degree | 碩士 | - |
| dc.contributor.oralexamcommittee | 邱天隆 | zh_TW |
| dc.contributor.oralexamcommittee | Jiun-Haw Lee;Tien-Lung Chiu | en |
| dc.subject.keyword | 芘,二芘基苯,蒽,三重態-三重態湮滅光子上轉換,藍色螢光有機發光二極體, | zh_TW |
| dc.subject.keyword | Pyrene,Dipyrenylbenzene,Anthracene,Triplet-triplet annihilation photon upconversion,Blue fluorescent OLED, | en |
| dc.relation.page | 172 | - |
| dc.identifier.doi | 10.6342/NTU202203596 | - |
| dc.rights.note | 同意授權(全球公開) | - |
| dc.date.accepted | 2022-09-26 | - |
| dc.contributor.author-college | 理學院 | - |
| dc.contributor.author-dept | 化學系 | - |
| dc.date.embargo-lift | 2027-09-23 | - |
| 顯示於系所單位： | 化學系 | |
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|---|---|---|---|
| ntu-110-2.pdf 此日期後於網路公開 2027-09-23 | 6.69 MB | Adobe PDF |
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