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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 汪根欉 | zh_TW |
dc.contributor.advisor | Ken-Tsung Wong | en |
dc.contributor.author | 方紹丞 | zh_TW |
dc.contributor.author | Shao-Cheng Fang | en |
dc.date.accessioned | 2023-03-19T23:39:25Z | - |
dc.date.available | 2023-12-27 | - |
dc.date.copyright | 2022-09-13 | - |
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/123456789/86154 | - |
dc.description.abstract | 相較於傳統的薄膜電晶體液晶顯示器 (Thin film transistor liquid crystal display, TFT-LCD),有機發光二極體 (Organic Light-Emitting Diode, OLED),具有可撓曲、重量輕、厚度薄、高對比、應答速度快等優勢,已經廣泛應用於商業市場上。應用於OLED的材料開發方興未艾,特別是具有高效率、高穩定性的藍光材料有許多挑戰。 本論文分為兩部分,第一部分為具有分子內三重態-三重態煙滅 (Triplet–triplet annihilation, TTA) 的藍光材料分子,第二部分是以N-環化苝 (N-annulated perylene) 為主體的分子。相關材料的性質,將於本文中透過光物理及元件結果分析,探討分子結構、物理特性與元件效能之間的關係。 為了更有效運用到三態激子,避免於元件中過度累積,進而提升元件穩定度與效率,我們開發出具有分子內TTA性質的分子,分別以吖啶 (acridine) 及芘 (pyrene) 作為功能基團,並以不同官能基團 (如芴、醚、甲基碳橋、三氟甲基碳橋) 連接,合成出一系列具有近距離功能基團的有機分子材料,探討構形變化對分子內TTA效果之影響。此外,以N-環化苝 (N-annulated perylene) 為核心,在3,10號位置引入推電子基,合成出具強推電子能力之電洞傳輸材料,搭配適當的電子傳輸材料,進而產生深紅光之激發複合體 (exciplex)。另外,改以在3,10號位置分別引入拉電子基及推電子基,藉由推拉電子效應 (push-pull effect),調控放光光色變化,探討系列分子之光物理性質。 | zh_TW |
dc.description.abstract | Organic light-emitting diodes (OLEDs) have already been commercialized with advantages such as mechanical flexibility, light weight, thin, high contrast, and fast response compared to those of traditional liquid crystal displays (LCDs). This thesis contains two parts. The first part is organic materials with intramolecular Triplet-triplet annihilation (intra-TTA) properties. The second part is N-annulated perylene derivatives. The characterized physical properties of these materials together with the results of their applications in OLEDs are explored to establish the relationship between molecular structure, physical properties and device performance. In order to utilize the triplet excitons more effectively for improving the efficiency of devices, the excessive accumulation of triplet exciton needs to be significantly avoided. In this regard, we developed blue emission molecules with intramolecular TTA properties. In which, acridine and pyrene were introduced as TTA functional groups respectively, which are connected by linkage such as fluorene, ether, carbon with methyl or trifluoromethyl. A series of blue emitters with close-distance of TTA functional groups were synthesized and characterized. The influence of configuration effect on intramolecular TTA mechanism was explored. In addition, electron-donating groups were introduced at 3 and 10 positions of N-annulated perylene to synthesize hole-transporting materials with strong electron-donating ability. By matching with appropriate electron-transporting materials, exciplex with deep red emission was yielded. Furthermore, electron-withdrawing groups and electron-donating groups were introduced at 3 and 10 positions of N-annulated perylene respectively to control the emission color through push-pull effect. The photophysical properties of these molecules were investigated. | en |
dc.description.provenance | Made available in DSpace on 2023-03-19T23:39:25Z (GMT). No. of bitstreams: 1 U0001-0209202213402100.pdf: 13121092 bytes, checksum: c9ea35253da58410487187912781306a (MD5) Previous issue date: 2022 | en |
dc.description.tableofcontents | 謝誌 ii 中文摘要 iii Abstract iv 分子結構 v 目錄 viii 圖目錄 xii 表目錄 xxi 第一章 緒論 1 1-1 前言 1 1-2 電致放光元件原理及機制 3 1-3 光致放光與電致放光原理及目前發展 5 1-4 三重態-三重態的煙滅 (Triplet-triplet annihilation, TTA) 8 1-5 熱激活化延遲螢光分子 (Thermally activated delayed fluorescence, TADF) 14 1-6 激發錯合物 (exciplex) 17 1-7 主客發光系統與能量轉移機制 19 1-8 有機熱電材料 22 1-9 參考文獻 28 第二章 吖啶衍生物之設計、合成、性質與其在三重態-三重態煙滅之應用 34 2-1 前言 34 2-2 文獻探討 36 2-2-1 分子內TTA之文獻探討 36 2-2-2吖啶結構材料之文獻探討 37 2-3 含吖啶之衍生物之分子設計與合成 40 2-3-1 材料Ac2Ph2O、Ac2Ph2F、Ac2Ph2CH3及Ac2Ph2CF3 之分子設計 40 2-3-2 分子Ac2Ph2O、Ac2Ph2F、Ac2Ph2CH3及Ac2Ph2CF3 之合成 43 2-4 理論計算 45 2-5 性質研究 48 2-5-1 熱性質 48 2-5-2 電化學性質 48 2-5-3 溶液態光與混摻薄膜物理性質 52 2-6 有機發光二極體元件應用 57 2-6-1 有機發光二極體元件 57 2-6-2 暫態電致發光分析 61 2-6-3 有機發光二極體元件外部量子產率分析 62 2-6-4 有機發光二極體元件最大激子利用效率分析 63 2-7 結論 65 2-8 參考文獻 66 第三章 芘衍生物之設計、合成、性質與其在三重態-三重態煙滅之應用 70 3-1 前言 70 3-2 含芘結構材料之文獻探討 70 3-3 含芘之衍生物之分子設計與合成 76 3-3-1 材料Py2Ph2O、Py2Ph2F、Py2Ph2CH3及Py2Ph2CF3之分子設計 76 3-3-2 材料Py2Ph2O、Py2Ph2F、Py2Ph2CH3及Py2Ph2CF3之合成 78 3-4 理論計算 79 3-5 性質研究 82 3-5-1 熱性質 82 3-5-2 電化學性質 82 3-5-3 溶液態與固態薄膜物理性質 85 3-6 有機發光二極體元件應用 92 3-6-1 有機發光二極體元件應用 92 3-6-2 暫態電致放光分析 100 3-6-3 有機發光二極體元件外部量子產率分析 101 3-6-4 有機發光二極體元件最大激子利用效率分析 103 3-7 結論 106 3-8 參考文獻 107 第四章 以氮-環化苝(N-annulated perylene)為核心之D--D架構電洞傳輸材料 (Hole Transporting Materials) 之設計合成、性質與元件表現 110 4-1 D--D架構應用於有機發光二極體元件 110 4-1-1 前言 110 4-1-2 含氮-環化苝結構材料之文獻探討 111 4-1-3 含氮-環化苝之衍生物之分子設計與合成 116 4-1-4 理論計算 119 4-1-5 性質研究 121 4-1-6 元件應用 128 4-1-7 結論 139 4-2 D--D架構應用於小分子有機熱電元件 140 4-2-1 前言 140 4-2-2 小分子有機熱電元件文獻探討 141 4-2-3有機熱電元件應用 146 4-2-4 結論 152 4-3 參考文獻 153 第五章 以氮-環化苝(N-annulated perylene)為核心之D--A架構發光材料 (Emitting Materials) 之設計合成、性質與元件表現 157 5-1 前言 157 5-2 D--A架構材料之文獻探討 158 5-3 含氮-環化苝D--A架構之衍生物之分子設計與合成 163 5-3-1材料PDIPhDTANR、mCNPhDTANR、pCNPhDTANR、PDIDTANR、mCNDTANR及pCNDTANR分子設計 163 5-3-2 材料材料PDIPhDTANR、mCNPhDTANR、pCNPhDTANR、PDIDTANR、mCNDTANR及pCNDTANR之合成 166 5-4 理論計算 169 5-5 性質研究 171 5-5-1 熱性質 171 5-5-2 電化學性質 172 5-5-3 溶液態物理性質 176 5-6 有機發光二極體元件應用 183 5-7 結論 187 5-8 參考文獻 188 第六章 實驗部分 190 6-1實驗儀器 190 6-1-1 1H NMR、 13C NMR 核磁共振光譜 (nuclear magnetic resonance spectroscopy, NMR) 190 6-1-2 質譜儀 (mass spectroscopy) 190 6-1-3 熱重分析 (thermalgravimeric analysis, TGA) 190 6-1-4 紫外光 /可見光吸收光譜 (vltraviolet-visible spectrometer) 190 6-1-5 螢光光譜 (fluorescence) 191 6-1-6 薄層色層分析薄層色層分析 (thin-layer chromatography, TLC) 191 6-1-7 管住層析 (column chromatography) 191 6-1-8 試藥與反應儀器 191 6-2實驗步驟 192 附錄甲 1HNMR and 13C NMR Spectra 213 | - |
dc.language.iso | zh_TW | - |
dc.title | 具分子內三重態-三重態煙滅有機材料之設計、合成與元件應用 | zh_TW |
dc.title | Design, Synthesis and Device Application of Organic Materials with Intramolecular Triplet-Triplet Annihilation | en |
dc.type | Thesis | - |
dc.date.schoolyear | 110-2 | - |
dc.description.degree | 碩士 | - |
dc.contributor.oralexamcommittee | 周必泰;劉振良;邱天隆 | zh_TW |
dc.contributor.oralexamcommittee | Pi-Tai Chou;Cheng-Liang Liu;Tien-Lung Chiu | en |
dc.subject.keyword | 有機,分子內三重態-三重態煙滅,有機發光二極體,有機熱電材料,吖啶,芘,N-環化苝, | zh_TW |
dc.subject.keyword | Organic light-emitting diodes (OLEDs),Intramolecular triplet-triplet annihilation,Organic thermoelectric materials,acridine,pyrene,N-annulated perylene, | en |
dc.relation.page | 238 | - |
dc.identifier.doi | 10.6342/NTU202203105 | - |
dc.rights.note | 同意授權(全球公開) | - |
dc.date.accepted | 2022-09-06 | - |
dc.contributor.author-college | 理學院 | - |
dc.contributor.author-dept | 化學系 | - |
dc.date.embargo-lift | 2024-08-31 | - |
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