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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 吳忠幟(Chung-Chih Wu) | |
dc.contributor.author | Yu-Ching Lin | en |
dc.contributor.author | 林佑靜 | zh_TW |
dc.date.accessioned | 2023-03-19T21:17:20Z | - |
dc.date.copyright | 2022-08-15 | |
dc.date.issued | 2022 | |
dc.date.submitted | 2022-08-04 | |
dc.identifier.citation | [1] M. Pope, H.P. Kallmann, P. Magnante, Electroluminescence in Organic Crystals, The Journal of Chemical Physics, 38 (1963) 2042-2043. [2] C.W. Tang, S.A. VanSlyke, Organic electroluminescent diodes, Applied Physics Letters, 51 (1987) 913-915. [3] C.K. Chiang, C.R. Fincher, Y.W. Park, A.J. Heeger, H. Shirakawa, E.J. Louis, S.C. Gau, A.G. MacDiarmid, Electrical Conductivity in Doped Polyacetylene, Physical Review Letters, 39 (1977) 1098-1101. [4] J.H. Burroughes, D.D. Bradley, A. Brown, R. Marks, K. Mackay, R.H. Friend, P.L. Burns, A.B. Holmes, Light-emitting diodes based on conjugated polymers, Nature, 347 (1990) 539-541. [5] J. Kido, K. Hongawa, K. Okuyama, K. Nagai, White light?emitting organic electroluminescent devices using the poly (N?vinylcarbazole) emitter layer doped with three fluorescent dyes, Applied Physics Letters, 64 (1994) 815-817. [6] J. Shi, C.W. Tang, Doped organic electroluminescent devices with improved stability, Applied Physics Letters, 70 (1997) 1665-1667. [7] C.G. Zhen, Y.F. Dai, W.J. Zeng, Z. Ma, Z.K. Chen, J. Kieffer, Achieving highly efficient fluorescent blue organic light?emitting diodes through optimizing molecular structures and device configuration, Advanced Functional Materials, 21 (2011) 699-707. [8] S. Tang, W. Li, F. Shen, D. Liu, B. Yang, Y. Ma, Highly efficient deep-blue electroluminescence based on the triphenylamine-cored and peripheral blue emitters with segregative HOMO–LUMO characteristics, Journal of Materials Chemistry, 22 (2012) 4401-4408. [9] Z. Wang, M. Helander, J. Qiu, D. Puzzo, M. Greiner, Z. Liu, Z. Lu, Highly simplified phosphorescent organic light emitting diode with> 20% external quantum efficiency at> 10, 000 cd/m 2, Applied Physics Letters, 98 (2011) 39. [10] M.A. Baldo, D.F. O'Brien, Y. You, A. Shoustikov, S. Sibley, M.E. Thompson, S.R. Forrest, Highly efficient phosphorescent emission from organic electroluminescent devices, Nature, 395 (1998) 151-154. [11] B.D. Ravetz, A.B. Pun, E.M. Churchill, D.N. Congreve, T. Rovis, L.M. Campos, Photoredox catalysis using infrared light via triplet fusion upconversion, Nature, 565 (2019) 343-346. [12] G. Hong, X. Gan, C. Leonhardt, Z. Zhang, J. Seibert, J.M. Busch, S. Br?se, A brief history of OLEDs—emitter development and industry milestones, Advanced Materials, 33 (2021) 2005630. [13] T.A. Lin, T. Chatterjee, W.L. Tsai, W.K. Lee, M.J. Wu, M. Jiao, K.C. Pan, C.L. Yi, C.L. Chung, K.T. Wong, Sky?blue organic light emitting diode with 37% external quantum efficiency using thermally activated delayed fluorescence from spiroacridine?triazine hybrid, Advanced Materials, 28 (2016) 6976-6983. [14] D.R. Lee, B.S. Kim, C.W. Lee, Y. Im, K.S. Yook, S.-H. Hwang, J.Y. Lee, Above 30% external quantum efficiency in green delayed fluorescent organic light-emitting diodes, ACS Applied Materials & Interfaces, 7 (2015) 9625-9629. [15] R. Braveenth, H. Lee, J.D. Park, K.J. Yang, S.J. Hwang, K.R. Naveen, R. Lampande, J.H. Kwon, Achieving Narrow FWHM and High EQE Over 38% in Blue OLEDs Using Rigid Heteroatom?Based Deep Blue TADF Sensitized Host, Advanced Functional Materials, 31 (2021) 2105805. [16] H. Uoyama, K. Goushi, K. Shizu, H. Nomura, C. Adachi, Highly efficient organic light-emitting diodes from delayed fluorescence, Nature, 492 (2012) 234-238. [17] W. Zeng, H.Y. Lai, W.K. Lee, M. Jiao, Y.J. Shiu, C. Zhong, S. Gong, T. Zhou, G. Xie, M. Sarma, Achieving Nearly 30% External Quantum Efficiency for Orange–Red Organic Light Emitting Diodes by Employing Thermally Activated Delayed Fluorescence Emitters Composed of 1, 8?Naphthalimide?Acridine Hybrids, Advanced Materials, 30 (2018) 1704961. [18] M. Vasilopoulou, A. Fakharuddin, F.P. Garc?a de Arquer, D.G. Georgiadou, H. Kim, M. Yusoff, F. Gao, M.K. Nazeeruddin, H.J. Bolink, E.H. Sargent, Advances in solution-processed near-infrared light-emitting diodes, Nature Photonics, 15 (2021) 656-669. [19] J. Xue, Q. Liang, R. Wang, J. Hou, W. Li, Q. Peng, Z. Shuai, J. Qiao, Highly efficient thermally activated delayed fluorescence via J?aggregates with strong intermolecular charge transfer, Advanced Materials, 31 (2019) 1808242. [20] D. Karthik, Y.H. Jung, H. Lee, S. Hwang, B.M. Seo, J.Y. Kim, C.W. Han, J.H. Kwon, Acceptor–Donor–Acceptor?Type Orange–Red Thermally Activated Delayed Fluorescence Materials Realizing External Quantum Efficiency Over 30% with Low Efficiency Roll?Off, Advanced Materials, 33 (2021) 2007724. [21] X. Zeng, Y.-H. Huang, S. Gong, P. Li, W.-K. Lee, X. Xiao, Y. Zhang, C. Zhong, C.-C. Wu, C. Yang, An unsymmetrical thermally activated delayed fluorescence emitter enables orange-red electroluminescence with 31.7% external quantum efficiency, Materials Horizons, 8 (2021) 2286-2292. [22] C. Mayr, S.Y. Lee, T.D. Schmidt, T. Yasuda, C. Adachi, W. Br?tting, Efficiency enhancement of organic light?emitting diodes incorporating a highly oriented thermally activated delayed fluorescence emitter, Advanced Functional Materials, 24 (2014) 5232-5239. [23] K.C. Pan, S.W. Li, Y.Y. Ho, Y.J. Shiu, W.L. Tsai, M. Jiao, W.K. Lee, C.C. Wu, C.L. Chung, T. Chatterjee, Efficient and tunable thermally activated delayed fluorescence emitters having orientation?adjustable CN?substituted pyridine and pyrimidine acceptor units, Advanced Functional Materials, 26 (2016) 7560-7571. [24] K. Goushi, K. Yoshida, K. Sato, C. Adachi, Organic light-emitting diodes employing efficient reverse intersystem crossing for triplet-to-singlet state conversion, Nature Photonics, 6 (2012) 253-258. [25] K. Sugiyama, H. Ishii, Y. Ouchi, K. Seki, Dependence of indium–tin–oxide work function on surface cleaning method as studied by ultraviolet and x-ray photoemission spectroscopies, Journal of Applied Physics, 87 (2000) 295-298. [26] J. Herbich, M. Kijak, A. Zieli?ska, R.P. Thummel, J. Waluk, Fluorescence quenching by pyridine and derivatives induced by intermolecular hydrogen bonding to pyrrole-containing heteroaromatics, The Journal of Physical Chemistry A, 106 (2002) 2158-2163. [27] F. Tenopala?Carmona, O.S. Lee, E. Crovini, A.M. Neferu, C. Murawski, Y. Olivier, E. Zysman?Colman, M.C. Gather, Identification of the Key Parameters for Horizontal Transition Dipole Orientation in Fluorescent and TADF Organic Light?Emitting Diodes, Advanced Materials, 33 (2021) 2100677. [28] S. Wang, Z. Cheng, X. Song, X. Yan, K. Ye, Y. Liu, G. Yang, Y. Wang, Highly efficient long-wavelength thermally activated delayed fluorescence OLEDs based on dicyanopyrazino phenanthrene derivatives, ACS Applied Materials & Interfaces, 9 (2017) 9892-9901. [29] Y.H. Huang, W.L. Tsai, W.K. Lee, M. Jiao, C.Y. Lu, C.Y. Lin, C.Y. Chen, C.C. Wu, Unlocking the Full Potential of Conducting Polymers for High?Efficiency Organic Light?Emitting Devices, Advanced Materials, 27 (2015) 929-934. [30] X. Gong, C.-H. Lu, W.-K. Lee, P. Li, Y.-H. Huang, Z. Chen, L. Zhan, C.-C. Wu, S. Gong, C. Yang, High-efficiency red thermally activated delayed fluorescence emitters based on benzothiophene-fused spiro-acridine donor, Chemical Engineering Journal, 405 (2021) 126663. [31] J.-L. He, F.-C. Kong, B. Sun, X.-J. Wang, Q.-S. Tian, J. Fan, L.-S. Liao, Highly efficient deep-red TADF organic light-emitting diodes via increasing the acceptor strength of fused polycyclic aromatics, Chemical Engineering Journal, 424 (2021) 130470. [32] H. Yu, X. Song, N. Xie, J. Wang, C. Li, Y. Wang, Reversible Crystal?to?Crystal Phase Transitions with High?Contrast Luminescent Alterations for a Thermally Activated Delayed Fluorescence Emitter, Advanced Functional Materials, 31 (2021) 2007511. [33] T. Yang, B. Liang, Z. Cheng, C. Li, G. Lu, Y. Wang, Construction of efficient deep-red/near-infrared emitter based on a large π-conjugated acceptor and delayed fluorescence OLEDs with external quantum efficiency of over 20%, The Journal of Physical Chemistry C, 123 (2019) 18585-18592. [34] T. Yang, Z. Cheng, Z. Li, J. Liang, Y. Xu, C. Li, Y. Wang, Improving the efficiency of red thermally activated delayed fluorescence organic light?emitting diode by rational isomer engineering, Advanced Functional Materials, 30 (2020) 2002681. [35] C. Li, R. Duan, B. Liang, G. Han, S. Wang, K. Ye, Y. Liu, Y. Yi, Y. Wang, Deep?red to near?infrared thermally activated delayed fluorescence in organic solid films and electroluminescent devices, Angewandte Chemie International Edition, 56 (2017) 11525-11529. [36] X. Tang, X.-L. Li, H. Liu, Y. Gao, Y. Shen, S. Zhang, P. Lu, B. Yang, S.-J. Su, Y. Ma, Efficient near-infrared emission based on donor-acceptor molecular architecture: the role of ancillary acceptor of cyanophenyl, Dyes and Pigments, 149 (2018) 430-436. [37] A. Shang, T. Lu, H. Liu, C. Du, F. Liu, D. Jiang, J. Min, H. Zhang, P. Lu, Study of configuration differentia and highly efficient deep-red thermally activated delayed fluorescent organic light-emitting diodes based on phenanthro [4, 5-fgh] quinoxaline derivatives, Journal of Materials Chemistry C, 9 (2021) 7392-7399. [38] Y. Yue, N. Salim, Y. Wu, X. Yang, A. Islam, W. Chen, J. Liu, E. Bi, F. Xie, M. Cai, Enhanced Stability of Perovskite Solar Cells through Corrosion?Free Pyridine Derivatives in Hole?Transporting Materials, Advanced Materials, 28 (2016) 10738-10743. [39] W. Zeng, T. Zhou, W. Ning, C. Zhong, J. He, S. Gong, G. Xie, C. Yang, Realizing 22.5% External Quantum Efficiency for Solution?Processed Thermally Activated Delayed?Fluorescence OLEDs with Red Emission at 622 nm via a Synergistic Strategy of Molecular Engineering and Host Selection, Advanced Materials, 31 (2019) 1901404. [40] H. Sasabe, Y. Chikayasu, S. Ohisa, H. Arai, T. Ohsawa, R. Komatsu, Y. Watanabe, D. Yokoyama, J. Kido, Molecular orientations of delayed fluorescent emitters in a series of carbazole-based host materials, Frontiers in Chemistry, 8 (2020) 427. [41] P. Li, Y. Xiang, S. Gong, W.-K. Lee, Y.-H. Huang, C.-Y. Wang, C. Yang, C.-C. Wu, Quinazoline-based thermally activated delayed fluorescence emitters for high-performance organic light-emitting diodes with external quantum efficiencies about 28%, Journal of Materials Chemistry C, 9 (2021) 12633-12641. [42] J.-L. He, Y. Tang, K. Zhang, Y. Zhao, Y.-C. Lin, C.-K. Hsu, C.-H. Chen, T.-L. Chiu, J.-H. Lee, C.-K. Wang, An extended π-backbone for highly efficient near-infrared thermally activated delayed fluorescence with enhanced horizontal molecular orientation, Materials Horizons, 9 (2022) 772-779. [43] H. Ye, D.H. Kim, X. Chen, A.S. Sandanayaka, J.U. Kim, E. Zaborova, G. Canard, Y. Tsuchiya, E.Y. Choi, J.W. Wu, Near-infrared electroluminescence and low threshold amplified spontaneous emission above 800 nm from a thermally activated delayed fluorescent emitter, Chemistry of Materials, 30 (2018) 6702-6710. [44] U. Balijapalli, R. Nagata, N. Yamada, H. Nakanotani, M. Tanaka, A. D'Al?o, V. Placide, M. Mamada, Y. Tsuchiya, C. Adachi, Highly efficient near?infrared electrofluorescence from a thermally activated delayed fluorescence molecule, Angewandte Chemie International Edition, 60 (2021) 8477-8482. [45] S. Wang, Y. Miao, X. Yan, K. Ye, Y. Wang, A dibenzo [a, c] phenazine-11, 12-dicarbonitrile (DBPzDCN) acceptor based thermally activated delayed fluorescent compound for efficient near-infrared electroluminescent devices, Journal of Materials Chemistry C, 6 (2018) 6698-6704. [46] Y. Hu, Y. Yuan, Y.L. Shi, D. Li, Z.Q. Jiang, L.S. Liao, Efficient near?infrared emission by adjusting the guest–host interactions in thermally activated delayed fluorescence organic light?emitting diodes, Advanced Functional Materials, 28 (2018) 1802597. [47] D.-H. Kim, A. D’al?o, X.-K. Chen, A.D. Sandanayaka, D. Yao, L. Zhao, T. Komino, E. Zaborova, G. Canard, Y. Tsuchiya, High-efficiency electroluminescence and amplified spontaneous emission from a thermally activated delayed fluorescent near-infrared emitter, Nature Photonics, 12 (2018) 98-104. [48] Y. Zhang, Y. Wang, J. Song, J. Qu, B. Li, W. Zhu, W.Y. Wong, Near?infrared emitting materials via harvesting triplet excitons: molecular design, properties, and application in organic light emitting diodes, Advanced Optical Materials, 6 (2018) 1800466. [49] J.H. Kim, J.H. Yun, J.Y. Lee, Recent progress of highly efficient red and near?infrared thermally activated delayed fluorescent emitters, Advanced Optical Materials, 6 (2018) 1800255. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/83771 | - |
dc.description.abstract | 近25年來,有機發光二極體(organic light-emitting diode, OLED)在學術界和工業界迅速發展。在顯示產業,較早發展的液晶顯示器(liquid crystal display, LCD)因其高效率的背光源及成熟技術仍然在市場上佔有主要地位,但OLED讓顯示面板能有更好的發光色彩、且結構比LCD簡單,並且OLED也有比LCD更好的光利用率,因此OLEDs成為具有發展性的顯示技術。OLED目前所面臨的挑戰為發光材料及元件結構。在OLED發光材料中,其中熱激活化延遲螢光(thermally activated delayed fluorescence, TADF)材料近期被廣泛討論及研究,因其不需要在分子結構中加過渡金屬,即能使內部量子效率(internal quantum efficiency, IQE, η_int)達100%,且外部量子效率(external quantum efficiency, EQE, η_ext)也可以和有加過渡金屬的磷光(phosphorescence)材料一樣達到20~30%,甚至超過30%。然而,波長700 nm以上的近紅外光(near-infrared, NIR) TADF OLED卻仍少有EQE達15%的發表,因此本論文將研究高效率深紅光及近紅外光的有機材料與元件。 本論文的第一部分,我們探討三種新穎的深紅光及近紅外光的TADF材料:TPA-CN-N4、TPA-CN-N4-2PY及TPA-CN-N4-CH3,研究目標為:元件的電激發光(electroluminescence, EL)頻譜峰值波長在700 nm以上時仍然有高EQE。將此三種TADF材料製作成元件後,發現只有TPA-CN-N4-2PY可以達到我們NIR TADF OLED的目標,可歸因以TPA-CN-N4為主體向外接上?啶基(pyridine, C5H5N),使TPA-CN-N4-2PY在9 wt.%濃度下時EL峰值波長即可達700 nm,且元件EQE可高達22.8%,因此經過本論文第一部分的比較後,本論文的第二部分繼續以TPA-CN-N4外接pyridine的結構進行探討。 本論文的第二部分,我們探討分子結構與論文第一部分的TPA-CN-N4-2PY相似,但pyridine的鍵結位置不同的Py-TPA,而Py-TPA所製成的元件不管在mCPCN及CBP主體中,EL峰值波長皆比第一部分的TPA-CN-N4-2PY更大,因此證實外接不同位置的pyridine能使EL峰值波長更大的預期。另外,我們發現在Py-TPA的濃度及EQE皆相同的情況下,Py-TPA在CBP主體中元件的EL峰值波長會比在mCPCN主體中更大。 | zh_TW |
dc.description.abstract | In the past 25 years, organic light-emitting diodes (OLEDs) have been rapidly developed in academia and industry. In the display industry, liquid crystal displays (LCDs), which have been developed for a long time, are still in demand in the market due to their high-efficiency backlight sources and maturity. On the other hand, OLEDs allow displays to have better colors and simpler structures than LCDs, and OLEDs also have better light utilization efficiency than LCDs. Thus, OLEDs have become an important display technology. Nevertheless, the challenges that OLEDs currently face are light-emitting materials and device structures. Among OLEDs’ light-emitting materials, the thermally activated delayed fluorescence (TADF) materials have been widely discussed and studied, because they require no transition metals to the molecular structures, and yet that the internal quantum efficiency (IQE) can reach 100%, and the external quantum efficiency (EQE) can also reach 20~30% like the phosphorescence materials with transition metals, or even exceed 30%. However, Near-Infrared (NIR) TADF OLEDs with wavelengths above 700 nm are rarely published in journals with EQE of 15%. Therefore, this thesis will study high-efficiency deep-red and NIR organic TADF materials and devices, and also conduct photophysical and electrical analyses In the first part of this thesis, we study three novel TADF materials for deep-red and NIR emitters: TPA-CN-N4, TPA-CN-N4-2PY and TPA-CN-N4-CH3. The research goal is to achieve OLEDs having high EQE when the peak wavelength of electroluminescence (EL) is above 700 nm. After incorporating three TADF materials into devices, it was found that only TPA-CN-N4-2PY could achieve this purpose of NIR TADF OLEDs. With TPA-CN-N4 being connected to the pyridine (C5H5N), the EL peak wavelength of TPA-CN-N4-2PY at 9 wt.% can reach 700 nm, and the EQE of the device is as high as 22.8%. In the second part of this thesis, we further explore the compound Py-TPA whose molecular structure is similar to TPA-CN-N4-2PY in the first part, but the position of pyridine is different. The EL peak wavelength of Py-TPA is larger than that of TPA-CN-N4-2PY in both mCPCN and CBP hosts, thus confirming the conjecture that appropriate positioning of pyridine can make the EL peak wavelength larger. In addition, we found that the EL peak wavelength of the Py-TPA device in the CBP host is larger than that in the mCPCN host when the Py-TPA concentration and EQE are the same. | en |
dc.description.provenance | Made available in DSpace on 2023-03-19T21:17:20Z (GMT). No. of bitstreams: 1 U0001-0208202211294600.pdf: 9397774 bytes, checksum: fce8d0975d0db1bdacab5909080c5ac7 (MD5) Previous issue date: 2022 | en |
dc.description.tableofcontents | 論文口試委員審定書 (I) 誌謝 (II) 摘要 (III) Abstract (IV) 目次 (VII) 表目次 (VIII) 圖目次 (IX) 第一章 緒論 (1) 1.1 有機發光二極體之簡介 (1) 1.2 主體與客體材料的系統 (2) 1.3 客體材料放光原理 (3) 1.3.1 螢光材料 (3) 1.3.2 磷光材料 (4) 1.3.3 延遲螢光材料 (4) 1.4 研究動機與論文架構 (5) 第一章圖表 (7) 第二章 深紅光到近紅外光熱激活化延遲螢光有機發光材料及元件 (9) 2.1 前言 (9) 2.2 研究方法 (10) 2.2.1 材料 (10) 2.2.2 光物理特性 (12) 2.2.3 水平發光偶極比 (13) 2.2.4 光學模擬 (13) 2.2.5 元件製作與量測 (14) 2.3 結果與討論 (15) 2.3.1 光物理特性 (15) 2.3.2 水平發光偶極比 (16) 2.3.3 光學模擬 (17) 2.3.4 元件特性與討論 (18) 2.4 總結 (20) 第二章圖表 (22) 第三章 近紅外光熱激活化延遲螢光有機發光材料及元件 (46) 3.1 前言 (46) 3.2 研究方法 (46) 3.2.1 材料 (46) 3.2.2 光物理特性 (48) 3.2.3 水平發光偶極比 (48) 3.2.4 光學模擬 (48) 3.2.5 元件製作與量測 (48) 3.3 結果與討論 (48) 3.3.1 光物理特性 (48) 3.3.2 水平發光偶極比 (49) 3.3.3 光學模擬 (50) 3.3.4 元件特性與討論 (51) 3.4 總結 (53) 第三章圖表 (55) 第四章 總結 (71) 參考資料 (72) | |
dc.language.iso | zh-TW | |
dc.title | 新型深紅光及近紅外光熱激活化延遲螢光發光材料及元件研究 | zh_TW |
dc.title | Investigations on Novel Deep-Red and Near-Infrared Thermally Activated Delayed Fluorescent Emitters and Devices | en |
dc.type | Thesis | |
dc.date.schoolyear | 110-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 陳俐吟(Li-Yin Chen),蔡志宏(Chih-Hung Tsai) | |
dc.subject.keyword | 有機發光二極體,熱激活化延遲螢光,內部量子效率,外部量子效率, | zh_TW |
dc.subject.keyword | Organic Light Emitting Diode,Thermally Activated Delayed Fluorescence,Internal Quantum Efficiency,External Quantum Efficiency, | en |
dc.relation.page | 78 | |
dc.identifier.doi | 10.6342/NTU202201962 | |
dc.rights.note | 未授權 | |
dc.date.accepted | 2022-08-04 | |
dc.contributor.author-college | 電機資訊學院 | zh_TW |
dc.contributor.author-dept | 光電工程學研究所 | zh_TW |
顯示於系所單位: | 光電工程學研究所 |
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