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研究生： 陳彥甫
Chen, Yen-Fu
論文名稱： 咔唑衍生物的合成與其光電性質之研究
Synthesis and Electro-optical Characterization of Carbazole Derivatives
指導教授： 黃守仁
Whang, Thou-Jen
學位類別： 碩士
Master
系所名稱： 理學院 - 化學系
Department of Chemistry
論文出版年： 2010
畢業學年度： 98
語文別： 中文
論文頁數： 84
中文關鍵詞： 有機發光二極體 、咔唑
外文關鍵詞： Carbazole, OLED
相關次數： 點閱：61  下載：2 
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    • 有機光電材料具有高的螢光效率和半導體特性，是未來有機電激發光顯示器的發展重點，藉由有機分子結構的設計可以得到特定光電性質。本研究主要目的在於合成以咔唑為基礎的發光材料及探討其在光電上的應用，藉由改善電化學穩定性與熱穩定性使其更具應用性。熱性質分析顯示DMOPC、DMFPC與DTFPC三者具有良好的熱穩定性，其熱裂解溫度達340oC以上，其中DTFPC甚至達到447oC，且材料均具有高的玻璃轉換溫度。經由循環伏安法的量測，材料的HOMO與LUMO能階範圍分別介於5.52~5.59 eV與2.13~2.24 eV。

    Organic materials have been expected to be applicable for practical electro-luminescent devices because of their high fluorescence efficiency and semiconducting properties. Through molecular design of organic materials, we can get specific electro-optical properties. The goal of this research is to study the synthesis and the application of the light emitting materials based on carbazole. By improving electrochemical and thermal stability, the carbazole derivatives that we synthesized are more applicable in organic light emitting diode. The decomposed temperatures of DMOPC, DMFPC and DTFPC are above 340oC, even DTFPC achieve 447oC. All of these materials exhibit high glass transition temperature. HOMO and LUMO energies derived from cyclic voltametry data are in the range of 5.52~5.59 eV and 2.13~2.24 eV, respectively.

    摘要 I ABSTRACT II 誌謝 III 目錄 IV 圖目錄 VII 表目錄 XI 第一章 緒論 1 1-1 前言 1 1-2 有機發光二極體的發展歷史 3 1-3 有機電致發光元件結構與材料 5 1-4 有機發光二極體之發光原理 10 1-4-1 光激發光過程 10 1-4-2 電激發光過程 14 1-5 研究動機 17 第二章 實驗內容 20 2-1 實驗藥品及溶劑 20 2-2 實驗儀器 22 2-3化合物的合成 26 第三章 結果與討論 36 3-1 實驗合成方法 36 3-1-1 鈀金屬催化碳氮鍵偶合反應 38 3-1-2 自由基溴化反應 39 3-1-3 鈴木偶合反應 40 3-2 光學性質分析 42 3-2-1 紫外光-可見光吸收光譜 43 3-2-2 螢光放射光譜 48 3-2-3 史托克位移 52 3-2-4 量子效率 54 3-2-5 低溫磷光放射光譜 58 3-3 電化學性質分析 61 3-3-1 循環伏安法 62 3-3-2 光電子能譜 67 3-4 熱學性質分析 72 第四章 結論 76 參考文獻 78 附錄 81

    (1) 陳金鑫; 黃孝文 OLED :夢幻顯示器 : OLED材料與元件; 五南圖書出版公司, 2007.
    (2) Pope, M.; Kallmann, H. P.; Magnante, P. The Journal of Chemical Physics 1963, 38, 2042.
    (3) Tang, C. W.; VanSlyke, S. A. Applied Physics Letters 1987, 51, 913.
    (4) Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990, 347, 539.
    (5) Baldo, M. A.; Lamansky, S.; Burrows, P. E.; Thompson, M. E.; Forrest, S. R. Applied Physics Letters 1999, 75, 4.
    (6) Ishida, T.; Kobayashi, H.; Nakato, Y. Journal of Applied Physics 1993, 73, 4344.
    (7) Seo, E. T.; Nelson, R. F.; Fritsch, J. M.; Marcoux, L. S.; Leedy, D. W.; Adams, R. N. Journal of the American Chemical Society 1966, 88, 3498.
    (8) Bässler, H. Advanced Materials 1993, 5, 662.
    (9) Stolka, M.; Yanus, J. F.; Pai, D. M. The Journal of Physical Chemistry 1984, 88, 4707.
    (10) Adachi, C.; Nagai, K.; Tamoto, N. Applied Physics Letters 1995, 66, 2679.
    (11) Salbeck, J.; Yu, N.; Bauer, J.; Weissörtel, F.; Bestgen, H. Synthetic Metals 1997, 91, 209.
    (12) Malliaras, G. G.; Shen, Y.; Dunlap, D. H.; Murata, H.; Kafafi, Z. H. Applied Physics Letters 2001, 79, 2582.
    (13) Anderson, J. D.; McDonald, E. M.; Lee, P. A.; Anderson, M. L.; Ritchie, E. L.; Hall, H. K.; Hopkins, T.; Mash, E. A.; Wang, J.; Padias, A.; Thayumanavan, S.; Barlow, S.; Marder, S. R.; Jabbour, G. E.; Shaheen, S.; Kippelen, B.; Peyghambarian, N.; Wightman, R. M.; Armstrong, N. R. Journal of the American Chemical Society 1998, 120, 9646.
    (14) Hamada, Y.; Matsusue, N.; Kanno, H.; Fujii, H.; Tsujioka, T.; Takahashi, H. Japanese Journal of Applied Physics 2001, 40, L753.
    (15) Liu, Z.; Pinto, J.; Soares, J.; Pereira, E. Synthetic Metals 2001, 122, 177.
    (16) Tang, C. W.; VanSlyke, S. A.; Chen, C. H. Journal of Applied Physics 1989, 65, 3610.
    (17) Tao, Y. T.; Balasubramaniam, E.; Danel, A.; Tomasik, P. Applied Physics Letters 2000, 77, 933.
    (18) Johansson, N.; Salbeck, J.; Bauer, J.; Weissörtel, F.; Bröms, P.; Andersson, A.; Salaneck, W. R. Advanced Materials 1998, 10, 1136.
    (19) Heeger, A. J.; Kivelson, S.; Schrieffer, J. R.; Su, W. P. Reviews of Modern Physics 1988, 60, 781.
    (20) Holmes, A. B.; Bradley, D. D. C.; Brown, A. R.; Burn, P. L.; Burroughes, J. H.; Friend, R. H.; Greenham, N. C.; Gymer, R. W.; Halliday, D. A.; Jackson, R. W.; Kraft, A.; Martens, J. H. F.; Pichler, K.; Samuel, I. D. W. Synthetic Metals 1993, 57, 4031.
    (21) Holmes, R. J.; D'Andrade, B. W.; Forrest, S. R.; Ren, X.; Li, J.; Thompson, M. E. Applied Physics Letters 2003, 83, 3818.
    (22) Turro, N. J. Modern molecular photochemistry; University Science Books, 1991.
    (23) Klessinger, M.; Michl, J. Excited states and photochemistry of organic molecules; Wiley-VCH: New York, 1995.
    (24) Suzuki, H.; Hoshino, S. Journal of Applied Physics 1996, 79, 8816.
    (25) Lamansky, S.; Djurovich, P. I.; Abdel-Razzaq, F.; Garon, S.; Murphy, D. L.; Thompson, M. E. Journal of Applied Physics 2002, 92, 1570.
    (26) Baldo, M. A.; O'Brien, D. F.; You, Y.; Shoustikov, A.; Sibley, S.; Thompson, M. E.; Forrest, S. R. Nature 1998, 395, 151.
    (27) Shih, P.-I.; Chuang, C.-Y.; Chien, C.-H.; Diau, E. W.-G.; Shu, C.-F. Advanced Functional Materials 2007, 17, 3141.
    (28) Tsuzuki, T.; Tokito, S. Advanced Materials 2007, 19, 276.
    (29) D'Andrade, B. W.; Forrest, S. R. Advanced Materials 2004, 16, 1585.
    (30) D'Andrade, B. W.; Holmes, R. J.; Forrest, S. R. Advanced Materials 2004, 16, 624.
    (31) Tokito, S.; Iijima, T.; Tsuzuki, T.; Sato, F. Applied Physics Letters 2003, 83, 2459.
    (32) Adachi, C.; Kwong, R.; Forrest, S. R. Organic Electronics 2001, 2, 37.
    (33) Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzaq, F.; Lee, H.-E.; Adachi, C.; Burrows, P. E.; Forrest, S. R.; Thompson, M. E. Journal of the American Chemical Society 2001, 123, 4304.
    (34) Holmes, R. J.; Forrest, S. R.; Tung, Y. J.; Kwong, R. C.; Brown, J. J.; Garon, S.; Thompson, M. E. Applied Physics Letters 2003, 82, 2422.
    (35) Wong, K.-T.; Chen, Y.-M.; Lin, Y.-T.; Su, H.-C.; Wu, C.-c. Organic Letters 2005, 7, 5361.
    (36) Tao, Y.; Wang, Q.; Yang, C.; Wang, Q.; Zhang, Z.; Zou, T.; Qin, J.; Ma, D. Angewandte Chemie International Edition 2008, 47, 8104.
    (37) Paine, A. J. Journal of the American Chemical Society 1987, 109, 1496.
    (38) Gauthier, S.; Frechet, J. M. J. Synthesis 1987, 383.
    (39) Huang, X.; Anderson, K. W.; Zim, D.; Jiang, L.; Klapars, A.; Buchwald, S. L. Journal of the American Chemical Society 2003, 125, 6653.
    (40) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Accounts of Chemical Research 1998, 31, 805.
    (41) Hartwig, J. F. Angewandte Chemie International Edition 1998, 37, 2046.
    (42) Watanabe, M.; Nishiyama, M.; Yamamoto, T.; Koie, Y. Tetrahedron Letters 2000, 41, 481.
    (43) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. Journal of the American Chemical Society 1985, 107, 972.
    (44) Miyaura, N.; Yanagi, T.; Suzuki, A. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry 1981, 11, 513
    (45) Martin, A. R.; Yang, Y. Acta Chemica Scandinavica 1993, 47, 221.
    (46) Coolidge, A. S.; James, H. M.; Present, R. D. The Journal of Chemical Physics 1936, 4, 193.
    (47) Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press, 1983.
    (48) Wu, F.-I.; Reddy, D. S.; Shu, C.-F.; Liu, M. S.; Jen, A. K. Y. Chemistry of Materials 2002, 15, 269.
    (49) Wohlgenannt, M.; Tandon, K.; Mazumdar, S.; Ramasesha, S.; Vardeny, Z. V. Nature 2001, 409, 494.
    (50) Adachi, C.; Kwong, R. C.; Djurovich, P.; Adamovich, V.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Applied Physics Letters 2001, 79, 2082.
    (51) Brunner, K.; van Dijken, A.; Börner, H.; Bastiaansen, J. J. A. M.; Kiggen, N. M. M.; Langeveld, B. M. W. Journal of the American Chemical Society 2004, 126, 6035.
    (52) Tsai, M.-H.; Lin, H.-W.; Su, H.-C.; Ke, T.-H.; Wu, C.-c.; Fang, F.-C.; Liao, Y.-L.; Wong, K.-T.; Wu, C.-I. Advanced Materials 2006, 18, 1216.
    (53) Pommerehne, J.; Vestweber, H.; Guss, W.; Mahrt, R. F.; Bässler, H.; Porsch, M.; Daub, J. Advanced Materials 1995, 7, 551.
    (54) Janietz, S.; Bradley, D. D. C.; Grell, M.; Giebeler, C.; Inbasekaran, M.; Woo, E. P. Applied Physics Letters 1998, 73, 2453.
    (55) RKI Instruments (2006). Model AC-2 Photoelectron Spectrometer. Retrieved April 7, 2010, from http://www.photoelectronspectrometer.com/
    (56) Tokito, S.; Tanaka, H.; Noda, K.; Okada, A.; Taga, Y. Applied Physics Letters 1997, 70, 1929.
    (57) Yin, S.; Shuai, Z.; Wang, Y. Journal of Chemical Information and Computer Sciences 2003, 43, 970.

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