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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 梁文傑(Man-kit Leung) | |
dc.contributor.author | Yu-yin Chiu | en |
dc.contributor.author | 邱郁尹 | zh_TW |
dc.date.accessioned | 2021-07-11T15:47:13Z | - |
dc.date.available | 2023-08-20 | |
dc.date.copyright | 2018-08-20 | |
dc.date.issued | 2018 | |
dc.date.submitted | 2018-08-02 | |
dc.identifier.citation | 1. 黃孝文, 陳金鑫, OLED-夢幻顯示器.
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S.; Matilde, Y.; Simone, C., Conventional and Microwave‐Assisted Synthesis of Benzimidazole Derivatives and Their In Vitro Inhibition of Human Cyclooxygenase. Journal of Heterocyclic Chemistry 2012, 49 (5), 1187-1195. 55. Surry, D. S.; Buchwald, S. L., Dialkylbiaryl phosphines in Pd-catalyzed amination: a user's guide. Chemical Science 2011, 2 (1), 27-50. 56. Dawson, W. R.; Windsor, M. W., Fluorescence yields of aromatic compounds. The Journal of Physical Chemistry 1968, 72 (9), 3251-3260. 57. Galanin, M. D. K., A. A.; Smorchkov, V. N.; Timofeev, Y. P.; Chizhikov, Z. A., Opt. Spektrosk. 1982, 53, 683-690. 58. D’Andrade, B. W.; Datta, S.; Forrest, S. R.; Djurovich, P.; Polikarpov, E.; Thompson, M. E., Relationship between the ionization and oxidation potentials of molecular organic semiconductors. Organic Electronics 2005, 6 (1), 11-20. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/79140 | - |
dc.description.abstract | 相較於一般以碳氮氧為基礎的有機電致發光材料,含硼材料的研究較為罕見。硼具有較低的親電性,因此將硼設計於分子架構中,有望提升材料的最低空置分子軌道(LUMO),並應用於藍色磷光有機發光二極體的材料中。我們引入等電子體的概念,將硼二氮與苯環整合成10pi電子系統,設計了以1,3,2,-苯并二氮雜硼為主架構的分子,並引入咔唑及苯并咪唑合成於不同位置,以調整其傳電洞及電子的能力。因1,3,2,-苯并二氮雜硼具有10個π電子及硼原子的空pz軌域,展現了獨特的光電性質,擁有高三重態能階之特性,期許此系列化合物能有效應用於藍色磷光有機發光二極體中。在元件部分,目前已將本系列的bcb作為主發光材料,FIrpic作為客發光材料之元件,此bcb元件的最大亮度為16030 cd/m2,最佳發光功率為33.2 lm/W,最佳發光效率為44.3 cd/A,而最大外部量子效率為22.28%;以bcb作為電子阻擋層材料,BImbp作為發光層,FIrpic作為客發光材料之元件,bcb元件的最大亮度為10150 cd/m2,最佳發光功率為39.09 lm/W,最佳發光效率為56.00 cd/A,而最大外部量子效率為28.26%。此外我們發現溶液中陰離子會與硼二氮分子作用,改變此化合物的螢光性質,因此我們進行不同離子的偵測實驗,目前初步測試,此系列化合物對於F-及OH-的顏色變化最為明顯,能於10-5M下以肉眼辨識。目前測試,此系列化合物有望作為多重離子偵測之應用。 | zh_TW |
dc.description.abstract | Compared with carbon, nitrogen and oxygen atoms, boron atom has relatively low electron negativity. One may therefore expect that boron containing aromatic compounds should have a higher LUMO than other aromatic molecules. Surprisingly examples of boron containing OLED materials are rare. Therefore, we are interested in exploring this new area, including the synthetic methodologies and applications of boron containing compounds in phosphorescent organic light emitting diode.Considering that a combination of boron-nitrogen atoms are iso-electronic with a carbon-carbon moiety, we substitute the C=C fragment in indole by B-N to form 1,3,2-benzodiazaborole moiety. Having a 10πelectron array and an empty p orbital on boron, 1,3,2-benzodiazaborole show special photo-physical properties.The emission spectra reveal that 1,3,2-benzodiazaborole derivatives maintain high triplet energy. The electronic properties can be tuned by introducing carbazolyl and benzimidazolyl substituents; the electron and hole transport ability can therefore be fine adjusted so that the application in blue phosphorescent organic light emitting diode (PhOLED) become successful. A PhOLED device derived from bcb, a 1,3,2-benzodiazaborole type PhOLED host, exhibits the maximum luminance of 16030 cd/m2, the maximum current efficiency of 44.3 cd/A, the maximum power efficiency of 33.2 lm/W, and the maximum external quantum of 22.28%;as electron blocking layer as bcb, bcb maximum luminance of 10150 cd/m2, the maximum power efficiency of 39.09 lm/W, the maximum current efficiency of 56.00 cd/A, and the maximum external quantum of 28.26%。On the other hand, in an anion detection experiment, we discover that anions can bind with the molecules and the fluorescence properties can be significantly enhanced. In particular, fluoride ion and hydroxide ion can be detected by naked eye in 10-5M. These molecules have the potential application in sensor array for multi-anion detection. | en |
dc.description.provenance | Made available in DSpace on 2021-07-11T15:47:13Z (GMT). No. of bitstreams: 1 ntu-107-R05223145-1.pdf: 12516297 bytes, checksum: 74293e20c776143ecf367dd1627e16d3 (MD5) Previous issue date: 2018 | en |
dc.description.tableofcontents | 目錄 I
化合物結構及編號命名 III 中文摘要 VI Abstract VII 圖目錄 IX 表目錄 XV 第一章緒論 1 1.1前言 1 1.2有機發光二極體之歷史 2 1.3有機發光二極體 (OLED) 工作原理 3 1.4. 有機發光二極體 (OLED) 之工作原理 5 1.5 有機發光二極體 (OLED) 各層材料 8 第二章 研究動機 16 2.1 文獻回顧 16 圖2.1.11 Zhang等人發表之硼氮并苯結構 21 2.2分子設計 22 2.3合成策略及方法 26 第三章 結果與討論 33 3.1晶體結構分析 33 表3.1.1化合物 B(1)-N(1) 以及 B(1)-N(2) 的鍵長 39 表3.1.2 化合物之晶系及密度 39 3.2 熱性質分析 40 表3.2.1 化合物之熱性質分析數據 41 3.3光物理分析 44 表3.3.1 化合物之溶液態光化學性質分析數據 48 3.4 電化學分析 51 表3.4.1 化合物及參考物之氧化電位、還原電位 54 表3.4.2 化合物在薄膜態之能階 55 3.5 有機電致發光元件表現 57 表3.5.1.1 bcb 及dCb 之驅動電壓、起始電壓 59 表3.5.1.2 bcb 及dCb 之元件表現 60 表3.5.1.3以bcb為主發光材料之元件架構 61 表3.5.2.1 以mCP、bcb、Bmcbz、Macbz 為電子阻擋層元件驅動電壓及最大亮度 63 表3.5.2.2 以mCP、bcb、Bmcbz、Macbz 為電子阻擋層之元件表現 64 表3.5.2.3 以mCP、bcb、Bmcbz、Macbz 為電子阻擋層之元件架構 64 表3.5.3.1 以BBIZ、HBIZ 為non dopant 發光元件之驅動電壓及最大亮度 66 表3.5.3.2 以BBIZ、HBIZ 為發光層之元件表現 67 表3.5.3.3 BBIZ 及HBIZ 作為non dopant 材料之元件架構 68 3.6陰離子偵測實驗 69 第四章結論 74 第五章 實驗部分 75 5.1實驗儀器與試劑 75 5.2合成步驟 77 第六章 參考資料 104 第七章 附錄 111 7.1 化合物之1H 及13C 核磁共振光譜 111 7.2 化合物 TGA 跟DSC 158 7.3 化合物AcⅡ 圖及薄膜態紫外-可見光吸收光譜 161 7.4 化合物 X-ray 晶體參數表、鍵長鍵角數據 163 | |
dc.language.iso | zh-TW | |
dc.title | "1,3,2苯并二氮雜硼引入咔唑及苯并咪唑之合成、性質探討及其在藍色磷光有機發光二極體及陰離子偵測之應用" | zh_TW |
dc.title | Synthesis and Characterization of 1,3,2-Benzodiazaboroles Substituted Carbazole and Benzimidazole and Their Applications in Blue Phosphorescent Organic Light Emitting Diodes and Anion Detection | en |
dc.type | Thesis | |
dc.date.schoolyear | 106-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 邱天隆(Tien-Lung Chiu) | |
dc.subject.keyword | 硼氮??,有機含硼化合物,1,3,2,-苯并二氮雜硼,陰離子偵測,OLED, | zh_TW |
dc.subject.keyword | B-N indole,organoboron,1,3,2-benzodiazaborole,anion detection,OLED, | en |
dc.relation.page | 222 | |
dc.identifier.doi | 10.6342/NTU201802421 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2018-08-03 | |
dc.contributor.author-college | 理學院 | zh_TW |
dc.contributor.author-dept | 化學研究所 | zh_TW |
dc.date.embargo-lift | 2023-08-20 | - |
顯示於系所單位: | 化學系 |
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