請用此 Handle URI 來引用此文件:
http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/87292
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 | 張琦琦 | zh_TW |
dc.contributor.author | Chi-Chi Chang | en |
dc.date.accessioned | 2023-05-18T16:52:53Z | - |
dc.date.available | 2023-11-09 | - |
dc.date.copyright | 2023-05-14 | - |
dc.date.issued | 2022 | - |
dc.date.submitted | 2002-01-01 | - |
dc.identifier.citation | (1) Smith, G. E. J. J. Thomson and The Electron: 1897–1899 An Introduction. The Chemical Educator 1997, 2 (2).
(2) Boeuf, J. P. Plasma display panels: physics, recent developments and key issues. J. Phys. D: Appl. Phys. 2003, 36, R53–R79. (3) Chen, H. W.; Lee, J. H.; Lin, B. Y.; Chen, S.; Wu, S. T. Liquid crystal display and organic light-emitting diode display: present status and future perspectives. Light Sci Appl 2018, 7, 17168. DOI: 10.1038/lsa.2017.168 From NLM PubMed-not-MEDLINE. (4) Schulze, P. S.; Barreira, L. A.; Pereira, H. G.; Perales, J. A.; Varela, J. C. Light emitting diodes (LEDs) applied to microalgal production. Trends Biotechnol 2014, 32 (8), 422-430. DOI: 10.1016/j.tibtech.2014.06.001 From NLM Medline. (5) 陳金鑫, 黃孝文. OLED:夢幻顯示器 Materials and Devices-OLED 材料與元件. 2012. (6) Parker, C. A. H. C. G. Delayed Fluorescence from Solutions of Anthracene and Phenanthrene. Proc. R. Soc. A 1962, 269, 574-584. (7) Tang, C.-W. V., S.A. . Organic electroluminescent diodes. Appl. Phys. Lett. 1987, 51, 913. (8) Burroughes, J. H. B., D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Light-emitting diodes based on conjugated polymers. Nature 1990, 347, 539–541. (9) Yang, Y. C., S.-C.; Bharathan, J.; Liu, J. Organic/polymeric electroluminescent devices processed by hybrid ink-jet printing. J. Mater. Sci.: Mater. Electron. 2000, 11, 89-96. (10) Adachi, C. T., S.; Tsutsui, T.; Saito, S. Organic electroluminescent device with a three-layer structure. Jpn. J. Appl. Phys. 1988, 27 (4A). (11) Baldo, M. A. O. B., D. F.; You, Y.; Shoustikov, A.; Sibley, S.; Thompson, M. E.; Forrest, S. R. Highly efficient phosphorescent emission from organic electroluminescent devices. Nature 1998, 395, 151–154. (12) Terenin, A.; Ermilaev, V. Sensitized phosphorescence in organic solutions at low temperature. Energy transfer between triplet states. Trans. Faraday Soc. 1956. (13) O’Brien, D. F. B., M. A. Improved energy transfer in electrophosphorescent devices. Appl. Phys. Lett. 1999, 74, 442. (14) Mahato, P.; Monguzzi, A.; Yanai, N.; Yamada, T.; Kimizuka, N. Fast and long-range triplet exciton diffusion in metal-organic frameworks for photon upconversion at ultralow excitation power. Nat. Mater. 2015, 14 (9), 924-930. DOI: 10.1038/nmat4366 From NLM PubMed-not-MEDLINE. (15) (a) SikJeon, W. J., T.; Kim, S. Y.; Pode, R.; Jang, J.; Kwon, J. K. Ideal host and guest system in phosphorescent OLEDs. Org. Electron. 2009, 10 (2), 240-246. (b) Holmes, R. J. F., S. R. Blue organic electrophosphorescence using exothermic host–guest energy transfe. Appl. Phys. Lett. 2003, 82, 2422. (16) Hamann, S. K., J. F.; Litman, T.; Alvarez-Leefmans, F. J.; Winther, B. R.; Zeuthen, T. . Measurement of Cell Volume Changes by Fluorescence Self-Quenching. J. Fluoresc. 2002, 12. (17) Dexter, D. L. A Theory of Sensitized Luminescence in Solids. J. Chem. Phys. 1953, 21 (5), 836-850. DOI: 10.1063/1.1699044. (18) Forster, T. 10th Spiers Memorial Lecture. Transfer mechanisms of electronic excitation. Discuss. Faraday Soc. 1959, 27, 7-17. (19) Song, D.; Zhao, S.; Luo, Y.; Aziz, H. Causes of efficiency roll-off in phosphorescent organic light emitting devices: Triplet-triplet annihilation versus triplet-polaron quenching. Applied Physics Letters 2010, 97 (24). DOI: 10.1063/1.3527085. (20) 李明哲; 彭玉容; 李君浩; 曾柏宸; 林伯彥; 林奇鋒; 邱天隆. 有機發光二極體和白光有機發光二極體. TW I611612B, 2018. (21) (a) Parker, I. D. Carrier tunneling and device characteristics in polymer light‐emitting diodes. J. Appl. Phys. 1994, 75 (3), 1656-1666. DOI: 10.1063/1.356350. (b) Balasubramanian, N. S., A. . Studies on Evaporated Indium Tin Oxide (ITO)/Silicon Junctions and an Estimation of ITO Work Function. J. Electrochem. Soc. 1991, 138, 322. (22) Kim, J. S.; Granström, M.; Friend, R. H.; Johansson, N.; Salaneck, W. R.; Daik, R.; Feast, W. J.; Cacialli, F. Indium–tin oxide treatments for single- and double-layer polymeric light-emitting diodes: The relation between the anode physical, chemical, and morphological properties and the device performance. J. Appl. Phys. 1998, 84 (12), 6859-6870. DOI: 10.1063/1.368981. (23) Mason, M. G.; Hung, L. S.; Tang, C. W.; Lee, S. T.; Wong, K. W.; Wang, M. Characterization of treated indium–tin–oxide surfaces used in electroluminescent devices. J. Appl. Phys. 1999, 86 (3), 1688-1692. DOI: 10.1063/1.370948. (24) Kim, M. S.; Jeong, C. H.; Lim, J. T.; Yeom, G. Y. White top-emitting organic light-emitting diodes using one-emissive layer of the DCJTB doped DPVBi layer. Thin Solid Films 2008, 516 (11), 3590-3594. DOI: 10.1016/j.tsf.2007.08.078. (25) Jeon, S. O.; Jang, S. E.; Son, H. S.; Lee, J. Y. External quantum efficiency above 20% in deep blue phosphorescent organic light-emitting diodes. Adv. Mater. 2011, 23 (12), 1436-1441. DOI: 10.1002/adma.201004372 From NLM Medline. (26) (a) Cha, J. R.; Lee, C. W.; Gong, M. S. New spiro[benzotetraphene-fluorene] derivatives: synthesis and application in sky-blue fluorescent host materials. J Fluoresc 2014, 24 (4), 1215-1224. DOI: 10.1007/s10895-014-1403-2 From NLM Medline. (b) Kim, M.-J.; Lee, C.-W.; Gong, M.-S. New spirobenzoanthracene derivatives with naphthylanthracene core: Synthesis and application in sky-blue fluorescent host materials. Dyes Pigm. 2014, 105, 202-207. DOI: 10.1016/j.dyepig.2014.02.005. (27) Lin, H.-W.; Lin, W.-C.; Chang, J.-H.; Wu, C.-I. Solution-processed hexaazatriphenylene hexacarbonitrile as a universal hole-injection layer for organic light-emitting diodes. Org. Electron. 2013, 14 (4), 1204-1210. DOI: 10.1016/j.orgel.2013.02.011. (28) Jain, N.; Sinha, O. P.; Pandey, S. Optimization of organic light emitting diode for HAT-CN based nano-structured device by study of injection characteristics at anode/organic interface. Front. Optoelectron. 2019, 12 (3), 268-275. DOI: 10.1007/s12200-019-0848-y. (29) (a) Okumoto, K.; Shirota, Y. Development of high-performance blue–violet-emitting organic electroluminescent devices. Applied Physics Letters 2001, 79 (9), 1231-1233. DOI: 10.1063/1.1398325. (b) Maglione, M. G.; Minarini, C.; Miscioscia, R.; Nenna, G.; Romanelli, E.; Tassini, P. Efficiency and Aging Comparison Between N,N′-Bis (3-methylphenyl)-N,N′-diphenylbenzidine (TPD) and N,N′-Di-[(1-naphthalenyl)-N,N′-diphenyl]-1,1′-biphenyl-4,4′-diamine (NPD) Based OLED Devices. Macromolecular Symposia 2007, 247 (1), 311-317. DOI: 10.1002/masy.200750135. (30) Baldo, M. A. A., C.; Forrest, S. R. . Transient analysis of organic electrophosphorescence. II. Transient analysis of triplet-triplet annihilation. Phys. Rev. B 2000, 62. (31) Shirota, Y. Organic materials for electronic and optoelectronic devices. J. Mater. Chem. C, 2000, 10, 1-25. (32) Chang, C.-H.; Wu, S.-W.; Huang, C.-W.; Hsieh, C.-T.; Lin, S.-E.; Chen, N.-P.; Chang, H.-H. Efficient red, green, blue and white organic light-emitting diodes with same exciplex host. Jpn. J. Appl. Phys. 2017, 55 (12). DOI: 10.7567/jjap.56.129209. (33) Liu, Z.; Li, X.; Lu, Y.; Zhang, C.; Zhang, Y.; Huang, T.; Zhang, D.; Duan, L. In situ-formed tetrahedrally coordinated double-helical metal complexes for improved coordination-activated n-doping. Nat. Commun. 2022, 13 (1), 1215. DOI: 10.1038/s41467-022-28921-5 From NLM PubMed-not-MEDLINE. (34) Adachi, C.; Tsutsui, T.; Saito, S. Organic electroluminescent device having a hole conductor as an emitting layer. Appl. Phys. Lett. 1989, 55 (15), 1489-1491. DOI: 10.1063/1.101586. (35) Guo, F.; Ma, D.; Wang, L.; Jing, X.; Wang, F. High efficiency white organic light-emitting devices by effectively controlling exciton recombination region. Semicond. Sci. Technol. 2005, 20 (3), 310-313. DOI: 10.1088/0268-1242/20/3/010. (36) Adachi, C.; Kwong, R. C.; Djurovich, P.; Adamovich, V.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Endothermic energy transfer: A mechanism for generating very efficient high-energy phosphorescent emission in organic materials. Appl. Phys. Lett. 2001, 79 (13), 2082-2084. DOI: 10.1063/1.1400076. (37) Yang, H.; Liang, Q.; Han, C.; Zhang, J.; Xu, H. A Phosphanthrene Oxide Host with Close Sphere Packing for Ultralow-Voltage-Driven Efficient Blue Thermally Activated Delayed Fluorescence Diodes. Adv. Mater. 2017, 29 (38). DOI: 10.1002/adma.201700553 From NLM PubMed-not-MEDLINE. (38) Tsai, Y.-C.; Jou, J.-H. Long-lifetime, high-efficiency white organic light-emitting diodes with mixed host composing double emission layers. Appl. Phys. Lett. 2006, 89 (24). DOI: 10.1063/1.2408663. (39) Lee, D. R.; Kim, M.; Jeon, S. K.; Hwang, S. H.; Lee, C. W.; Lee, J. Y. Design strategy for 25% external quantum efficiency in green and blue thermally activated delayed fluorescent devices. Adv. Mater. 2015, 27 (39), 5861-5867. DOI: 10.1002/adma.201502053 From NLM PubMed-not-MEDLINE. (40) Lee, J.-H.; Huang, C.-L.; Hsiao, C.-H.; Leung, M.-K.; Yang, C.-C.; Chao, C.-C. Blue phosphorescent organic light-emitting device with double emitting layer. Appl. Phys. Lett. 2009, 94 (22). DOI: 10.1063/1.3147866. (41) Higuchi, T.; Nakanotani, H.; Adachi, C. High-efficiency white organic light-emitting diodes based on a blue thermally activated delayed fluorescent emitter combined with green and red fluorescent emitters. Adv. Mater. 2015, 27 (12), 2019-2023. DOI: 10.1002/adma.201404967 From NLM PubMed-not-MEDLINE. (42) Gondre-Lewis, T. A.; Hartmann, C. B.; Caffrey, R. E.; McCoy, K. L. Gallium arsenide exposure impairs splenic B cell accessory function. Int. Immunopharmacol. 2003, 3 (3), 403-415. DOI: 10.1016/s1567-5769(03)00007-9. (43) Lai, S. L.; Tao, S. L.; Chan, M. Y.; Ng, T. W.; Lo, M. F.; Lee, C. S.; Zhang, X. H.; Lee, S. T. Efficient white organic light-emitting devices based on phosphorescent iridium complexes. Org. Electron. 2010, 11 (9), 1511-1515. DOI: 10.1016/j.orgel.2010.06.011. (44) Singh, A. K.; Singh, S. K.; Mishra, H.; Prakash, R.; Rai, S. B. Structural, Thermal, and Fluorescence Properties of Eu(DBM)3Phenx Complex Doped in PMMA. J. Phys. Chem. B 2010, 114, 13042–13051. (45) Li, D.; Liao, L.-S. Highly efficient deep-red organic light-emitting diodes using exciplex-forming co-hosts and thermally activated delayed fluorescence sensitizers with extended lifetime. J. Mater. Chem. C, 2019, 7 (31), 9531-9536. DOI: 10.1039/c9tc02834j. (46) Zhang, Z.; Wang, Q.; Dai, Y.; Liu, Y.; Wang, L.; Ma, D. High efficiency fluorescent white organic light-emitting diodes with red, green and blue separately monochromatic emission layers. Org. Electron. 2009, 10 (3), 491-495. DOI: 10.1016/j.orgel.2009.02.006. (47) Lee, J.-H.; Chen, C.-H.; Lee, P.-H.; Lin, H.-Y.; Leung, M.-k.; Chiu, T.-L.; Lin, C.-F. Blue organic light-emitting diodes: current status, challenges, and future outlook. J. Mater. Chem. C, 2019, 7 (20), 5874-5888. DOI: 10.1039/c9tc00204a. (48) Kido, J. L., Y. Fabrication of highly efficient organic electroluminescent devices. Appl. Phys. Lett. 1998, 73, 2721. DOI: https://doi.org/10.1063/1.122570. (49) Chou, P. Y.; Chou, H. H.; Chen, Y. H.; Su, T. H.; Liao, C. Y.; Lin, H. W.; Lin, W. C.; Yen, H. Y.; Chen, I. C.; Cheng, C. H. Efficient delayed fluorescence via triplet-triplet annihilation for deep-blue electroluminescence. Chem. Commun. 2014, 50 (52), 6869-6871. DOI: 10.1039/c4cc01851f From NLM PubMed-not-MEDLINE. (50) Kepler, R. G.; Caris, J. C.; Avakian, P.; Abramson, E. Triplet excitons and Delayed Fluorescence in Anthracene Crystals. Phys. Rev. Lett. 1963, 10 (9), 400-402. DOI: 10.1103/PhysRevLett.10.400. (51) Chen, C. H.; Lee, P.-H.; Lin, H.-Y.; Lin, B.-Y.; Leung, M.-k.; Chiu, T.-L.; Lee, J.-H. Hyper Triplet-Triplet Fusion Blue Fluorescent Organic Light-Emitting Diode. Research Square 2022. DOI: 10.21203/rs.3.rs-994123/v1. (52) (a) Figueira-Duarte, T. M.; Mullen, K. Pyrene-based materials for organic electronics. Chem Rev 2011, 111 (11), 7260-7314. DOI: 10.1021/cr100428a From NLM PubMed-not-MEDLINE. (b) Manandhar, E.; Wallace, K. J. Host–guest chemistry of pyrene-based molecular receptors. Inorg. Chim. Acta. 2012, 381, 15-43. DOI: 10.1016/j.ica.2011.09.021. (53) (a) Uddin, M. G. Z. A., A.T.M. . A novel oligo-DNA probe carrying non-nucleosidic silylated pyrene derivatives: Synthesis and excimer forming ability. Am. J. Biochem. Mol. Biol. 2013, 3 (1), 175-181. (b) Hoche, J.; Schmitt, H. C.; Humeniuk, A.; Fischer, I.; Mitric, R.; Rohr, M. I. S. The mechanism of excimer formation: an experimental and theoretical study on the pyrene dimer. Phys. Chem. Chem. Phys. 2017, 19 (36), 25002-25015. DOI: 10.1039/c7cp03990e From NLM PubMed-not-MEDLINE. (54) Keawin, T.; Prachumrak, N.; Namuangruk, S.; Pansay, S.; Kungwan, N.; Maensiri, S.; Jungsuttiwong, S.; Sudyoadsuk, T.; Promarak, V. Efficient bifunctional materials based on pyrene- and triphenylamine-functionalized dendrimers for electroluminescent devices. RSC Adv. 2015, 5 (90), 73481-73489. DOI: 10.1039/c5ra07161e. (55) Feng, X.; Qi, C.; Feng, H. T.; Zhao, Z.; Sung, H. H. Y.; Williams, I. D.; Kwok, R. T. K.; Lam, J. W. Y.; Qin, A.; Tang, B. Z. Dual fluorescence of tetraphenylethylene-substituted pyrenes with aggregation-induced emission characteristics for white-light emission. Chem. Sci. 2018, 9 (25), 5679-5687. DOI: 10.1039/c8sc01709c From NLM PubMed-not-MEDLINE. (56) (a) Goswami, N.; Yao, Q.; Luo, Z.; Li, J.; Chen, T.; Xie, J. Luminescent Metal Nanoclusters with Aggregation-Induced Emission. J. Phys. Chem. Lett. 2016, 7 (6), 962-975. DOI: 10.1021/acs.jpclett.5b02765 From NLM PubMed-not-MEDLINE. (b) Zhao, Z.; Zhang, H.; Lam, J. W. Y.; Tang, B. Z. Aggregation-Induced Emission: New Vistas at the Aggregate Level. Angew. Chem., Int. Ed. Engl. 2020, 59 (25), 9888-9907. DOI: 10.1002/anie.201916729 From NLM PubMed-not-MEDLINE. (c) Chen, Y.; Lam, J. W. Y.; Kwok, R. T. K.; Liu, B.; Tang, B. Z. Aggregation-induced emission: fundamental understanding and future developments. Mater. Horiz. 2019, 6 (3), 428-433. DOI: 10.1039/c8mh01331d. (57) Chang, X.; Zhou, Z.; Shang, C.; Wang, G.; Wang, Z.; Qi, Y.; Li, Z. Y.; Wang, H.; Cao, L.; Li, X.; et al. Coordination-Driven Self-Assembled Metallacycles Incorporating Pyrene: Fluorescence Mutability, Tunability, and Aromatic Amine Sensing. J. Am. Chem. Soc. 2019, 141 (4), 1757-1765. DOI: 10.1021/jacs.8b12749 From NLM Medline. (58) Liu, H.; Kang, L.; Li, J.; Liu, F.; He, X.; Ren, S.; Tang, X.; Lv, C.; Lu, P. Highly efficient deep-blue organic light-emitting diodes based on pyreno[4,5-d]imidazole-anthracene structural isomers. J. Mater. Chem. C. 2019, 7 (33), 10273-10280. DOI: 10.1039/c9tc02990g. (59) Liu, Y. M., X.; Bai, Q.; Liu, H.; Liu, P.; Fu, Y.; Hu, D.; Lu, P.; Ma, Y. . Highly Efficient Blue Organic Light-Emitting Diode Based on a Pyrene[4,5-d]Imidazole-Pyrene Molecule. CCS Chem. 2021, 3, 545–558. (60) Hu, S. T., Y.; Lin, Y.; Shi, W.; Pang, Y.; Pan, S.; Wei, B.;. High-efficiency and long-lifetime deep-blue organic light-emitting diode with a maximum external quantum efficiency of 20.6% and CIEy of 0.04. Dyes Pigm. 2022, 205. DOI: 10.1016/j.dyepig.2022.110548. (61) Chen, S.; Deng, L.; Xie, J.; Peng, L.; Xie, L.; Fan, Q.; Huang, W. Recent developments in top-emitting organic light-emitting diodes. Adv Mater 2010, 22 (46), 5227-5239. DOI: 10.1002/adma.201001167 From NLM Medline. (62) (a) Karthik, D. T., K. R. J.; Jou, J.-H.; Kumar, S.; Chenb, Y.-L. ; Jou, Y.-C. . Deep-blue emitting pyrene–benzimidazole conjugates for solution processed organic lightemitting diodes. RSC Adv. 2015, 5, 8727. (b) Ouyang, X.-h. Z., H.-p. High Brightness Blue Luminescent Material with Hole-Transporting Ability of 9-(pyren-1-yl)-9H-Carbazole. Chin. J. Chem. Phys. 2011, 24 (1), 40-46. DOI: 10.1088/1674-0068/24/01/40-46. (63) Huang, J.-J.; Yun, L.-K.; Kung, T.-J.; Chen, C.-L.; Lee, J.-H.; Wu, Y.-R.; Chiu, T.-L.; Chou, P.-T.; Leung, M.-k. Networking hole and electron hopping paths by Y-shaped host molecules: promoting blue phosphorescent organic light emitting diodes. J. Mater. Chem. C 2017, 5 (14), 3600-3608. DOI: 10.1039/c6tc05538a. (64) Lee, Y.-S. C., Y.-H.; Lee, S.J.; Bin, J.-K.; Yang, J.H.; Chae, G.S.; Cheon, C.-H. Significant facilitation of metal-free aerobic oxidative cyclization of imines with water in synthesis of benzimidazoles. Tetrahedron 2015, 71 (4), 532-538. DOI: 10.1016/j.tet.2014.12.043. (65) Sambiagio, C. M., S. P.; Blacker, A. J.; McGowan, P. C. Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development. Chem. Soc. Rev. 2014, 43, 3525. (66) Kubin, R. F.; Flrtcher, A. N. Fluorescence quantum yields of some rhodamine dyes. J. Lumin. 1982, 27, 455—462. (67) Hoche, J. S., H.-C.; Humeniuk, A.; Fischer, I.; Mitric´, R.; Ro¨hr, M. I. S. The mechanism of excimer formation: an experimental and theoretical study on the pyrene dimer. Phys.Chem.Chem.Phys. 2017, 19, 25002. (68) Wu, K.-C. K., P.-J.; Lin, C.-S.; Shih, H.-T.; Wu, F.-I.; Huang, M.-J.; Lin, J.-J.; Chen, I-C.; Cheng, C.-H. The Photophysical Properties of Dipyrenylbenzenes and Their Application as Exceedingly Efficient Blue Emitters for Electroluminescent Devices. Adv. Funct. Mater. 2008, 18, 67–75. DOI: 10.1002/adfm.200700803. (69) Tomoya, S.; Takayuki, M.; Hiroshi, O.; Tetsuo, T. Direct observations of the charge behavior of a high-efficiency blue organic light-emitting diode under operating conditions using electric-field-induced doubly resonant sum-frequency-generation vibrational spectroscopy. Org. Electron. 2019, 74, 118-125. DOI: 10.1016/j.orgel.2019.07.008. | - |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/87292 | - |
dc.description.abstract | 本論文設計不同電性的取代基,分別為具有拉電子性之苯並咪唑(Benzimidazole,Bz) 和具有推電子性之咔唑 (Carbazole,Cbz),接在芘 (Pyrene)的1號碳上,合成化合物 BzP 和 CbzP,以及將咔唑連接在1-苯基芘 (1-phenyl pyrene) 的苯環兩側鄰位和對位上,合成化合物 D-CbzP 和 T-CbzP。
由於過往的研究報導中,尚未有相關研究明確指出是哪一原因極大程度影響了芘系統之元件生命期 (Lifetime),於是本文設計了三項實驗,透過系統化的方式逐一排除可能主導芘基系統在元件壽命耗損的原因,利用化合物 BzP 和 CbzP 之拉、推電子性質,可穩定或改善在發光二極體工作中可能產生的帶不同電性的自由基(Radical),期許找出主導芘基系統之元件生命期的關鍵原因,延長元件的使用壽命;化合物 D-CbzP 和 T-CbzP則利用扭曲且擁擠的構象,避免分子間的芘環距離過近產生高能量的激發雙體 (Excimer) 造成元件損耗,也預防了 π-π 堆疊 (π-π stacking) 作用,維持深藍色光之發光表現。 元件表現上,材料的光色皆落在深藍色到藍色的範圍,化合物 T-CbzP 有最佳的放光表現,最大發光效率為15.95 cd/A,最大發光功率為12.55 lm/W,最大外部量子效率 (EQE) 達12.09 %,為一優秀之doped深藍色有機發光二極體。化合物 BzP 也有不錯的放光表現,最為突出的是極佳的生命期 (T50) 長達164分鐘,綜合密度泛函理論 (DFT)、晶體數據、電化學數據等分析後,推測當傳遞電子電洞的芘基之排列為平行且距離適當的情況下,傳遞通道順通無阻將有助於生命期的延長,但引導芘基系統元件獲得高生命期的原因還需要更多的研究討論、包含造成元件耗損的原因與機制等等。 | zh_TW |
dc.description.abstract | In this thesis, substituents with different electrical properties (electron-withdrawing benzimidazole and electron-pushing carbazole) were designed, which were attached to the C1-linked to pyrene unit, named BzP and CbzP. And synthesized D-CbzP and T-CbzP by connecting carbazole to the ortho and para positions of the 1-phenylpyrene.
Since the previous reports, there is no relevant research that clearly pointed out what dominates the lifetime of the pyrene system components extremely. Therefore, three experiments were designed in this thesis to systematically exclude the possibly dominant lifetime of pyrene groups one by one. The method finding out the components consume the life is that push-pull electronics of BzP and CbzP can be used to stabilize the radicals with different charges which may be generated in OLED. Hope to find out the key reasons that dominate the life of the components of the pyrene-based system to extend the life of the components. Another method is to use the distorted and crowded D-CbzP and T-CbzP to avoid the intermolecular pyrene-pyrene too close to generate high-energy unstable excimers, which cause component loss, and steric hindrance prevent π-π stacking to maintain the light color performance of dark blue light. In terms of component performance, the light color of the materials falled in the dark blue to blue range. T-CbzP has the best luminous performance, the maximum current efficiency is 15.95 cd/A, the maximum power efficiency is 12.55 lm/W, and the external quantum efficiency is 12.09 %, which is an excellent doped dark blue organic light emitting diode. BzP also exhibits good performance, most notably an excellent lifetime (T50) of 164 minutes. After comprehensive analysis of density functional theory, single crystal data, electrochemical data, etc., it is speculated that when the pyrene groups that transmit electrons and holes are arranged in parallel and the distance is appropriate, the unobstructed transmission channel will help to prolong the life span. However, the reason that lead the pyrene-based system components to obtain a high lifetime still need more research and discussion, including the causes and mechanisms of component wear and tear, and so on. | en |
dc.description.provenance | Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2023-05-18T16:52:53Z No. of bitstreams: 0 | en |
dc.description.provenance | Made available in DSpace on 2023-05-18T16:52:53Z (GMT). No. of bitstreams: 0 | en |
dc.description.tableofcontents | 口試委員會審定書 i
謝辭 ii 摘要 iii Abstract iv 化合物結構與編號 vi 目錄 vii 圖目錄 ix 表目錄 xii 第一章 緒論 1 1.1 前言 1 1.2 有機發光二極體之發展歷史 2 1.3 有機發光二極體之發光 3 1.3.1 有機分子之發光機制 3 1.3.2 1有機發光二極體之工作原理 5 1.4 螢光&磷光有機發光二極體之發光機制 6 1.4.3 三重態-三重態湮滅光子上轉換發光機制 (TTA-UC) 7 1.4.4 主客摻雜之螢光發光系統 9 1.5 有機發光二極體之各層材料介紹 13 第二章 研究動機 18 2.1 文獻回顧 18 2.2 分子設計 27 2.3 合成方法 30 第三章 結果與討論 33 3.1 熱性質分析 33 3.2 晶體結構分析 35 3.3 光物理性質分析 41 3.4 電化學分析 48 3.5 藍色有機電致發光元件表現分析 53 3.5.1 單層元件分析 53 3.5.2 雙層元件分析 61 3.6 密度泛函理論分析 68 第四章 結論 72 第五章 實驗部分 73 5.1 實驗儀器及試劑 73 5.2 合成步驟 75 第六章 參考資料 81 附錄一. 化合物之1H與13C核磁共振光譜 92 附錄二. 化合物之DSC圖 98 附錄三. 化合物X-Ray晶體參數表、鍵長與鍵角數據 99 | - |
dc.language.iso | zh_TW | - |
dc.title | 含不同電性與具有咔唑立障結構之芘基衍生物合成、性質探討以及在藍光有機發光二極體的應用 | zh_TW |
dc.title | Synthesis and Characterization of Pyrene Derivatives Containing Different Electricity and Ortho-linked Carbazole Substituted and Their Applications in Blue Light Organic Light Emitting Diodes | en |
dc.type | Thesis | - |
dc.date.schoolyear | 111-1 | - |
dc.description.degree | 碩士 | - |
dc.contributor.oralexamcommittee | 李君浩;邱天隆 | zh_TW |
dc.contributor.oralexamcommittee | Jiun-Haw Lee;Tien-Lung Chiu | en |
dc.subject.keyword | 苯並咪唑,咔唑,芘,生命期,深藍色有機發光二極體, | zh_TW |
dc.subject.keyword | benzimidazole,carbazole,pyrene,lifetime,ifespan,blue organic light emitting diode, | en |
dc.relation.page | 143 | - |
dc.identifier.doi | 10.6342/NTU202204233 | - |
dc.rights.note | 同意授權(全球公開) | - |
dc.date.accepted | 2022-09-30 | - |
dc.contributor.author-college | 理學院 | - |
dc.contributor.author-dept | 化學系 | - |
dc.date.embargo-lift | 2024-09-30 | - |
顯示於系所單位: | 化學系 |
文件中的檔案:
檔案 | 大小 | 格式 | |
---|---|---|---|
ntu-111-1.pdf 此日期後於網路公開 2024-09-30 | 5.4 MB | Adobe PDF |
系統中的文件,除了特別指名其著作權條款之外,均受到著作權保護,並且保留所有的權利。