簡易檢索 / 詳目顯示

研究生: 陳玉真
Chen, Yu-Chen
論文名稱: 三芳胺-吡啶銥金屬錯合物之合成與其光電性質探討鑑定
Synthesis and characterization of triarylamine-pyridine iridium complex
指導教授: 孫亦文
Sun, I -Wen
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: 2007
畢業學年度: 95
語文別: 中文
論文頁數: 80
中文關鍵詞: 銥金屬錯合物陽極氧化還原對
外文關鍵詞: Ir complexes, anodic redox couples
相關次數: 點閱:140下載:1
分享至:
查詢本校圖書館目錄 查詢臺灣博碩士論文知識加值系統 勘誤回報
  • 本論文目的在於將有推電子基的diarylamine基團加入在phenylpyridine配位基的銥金屬錯合物上,形成具有強磷光性質的銥金屬錯合物,並探討強推電子基引入銥金屬錯合物後,對其光物、電化學及元件等性質之影響。 在光物理方面,triarylamine-pyridine系列銥金屬錯合物,其溶液態放光光譜從516-532 nm,屬於黃綠光。其中Bis(9-(4-(2’-pyridinyl)phenyl)carbazolato-N’,C3) iridium(III) (acetyl acetonate) [(ppy-cbz)2Ir(acac)]在室溫下其溶液態的量子產率最好,高達0.5。在電化學方面,此系列銥金屬錯合物在循環伏安法下,會測得兩個陽極氧化還原對 (anodic redox couples),由diarylamine取代基及Ir-phenyl中心連續失去電子分別形成自由基陽離子 (radical cations) 及自由基二陽離子 (radical dication),這與一般的氧化峰不同,是由diphenylamine所貢獻的。元件結構為ITO / NPB / BAlq : 6% (ppy-cbz)2Ir(acac) / Alq3 / Al : LiF,當電壓為15 V時,最大亮度為3322 cd/m2,而最大發光效率及能量效率分別為4.3 cd/A及1.1 lm/W,電激放光波長在516 nm,屬於綠光,CIE位置在 (0.32, 0.53)。

    the thesis describes the incoorpation of electron-donating diarylamine group to the phenylpyridine ligands and use these ligands to prepare Ir-complexes that exhibit strong phosphorescence. The photophysical and electrochemical properties of these Ir complexes were investigated. In CH2Cl2, these Ir complexes emit yellow-green phosphorescence within the wavelenghth ranging of 516 to 522 nm. Among the Ir-complexes, Bis(9-(4-(2’-pyridinyl)phenyl)carbazolato-N',C3)iridium(III) (acetyl acetonate) [(ppy-cbz)2Ir(acac)] show the best quantum yield up to 0.5 at room temperature. Cyclic voltammograms of these Ir complexes show two anodic redox couples that correspond to the sequential removal of electrons from the peripheral diarylamine group and Ir-phenyl center to form radical cations and dications, respectively. The (ppy-cbz)2Ir(acac) was test for electroluminescent devices.The device structure is ITO/NPB/BAlq:6% (ppy-cbz)2Ir(acac) /Alq3/Al:LiF. For this device, the maximum luminance is 3322 cd/m2 at a voltage of 15V, and the maximum luminance efficiency and power efficiency are 4.3 cd/A and 1.1 lm/W, respectively, with the emission of 516 nm. The corresponding CIE corrdinate is x=0.32, y=0.53.

    目錄....................................................IV 表目錄..................................................VI 圖目錄..................................................VII 第一章緒論..............................................1 1-1 前言................................................1 1-2 有機材料在發光二極體之發展..........................2 1-3 元件結構及其發光原理................................4 1-4 光激發光-螢光(fluorescence) 與磷光(phosphorescence).8 1-5 主發光體能量傳遞至客發光體的機制....................10 1-6 磷光發光理論........................................12 1-7 主發光體材料........................................14 1-8 綠光磷光材料........................................18 第二章研究動機..........................................23 第三章實驗部份..........................................24 3-1 實驗藥品及溶劑......................................24 3-2 相關儀器操作........................................25 3-3 Triarylamine pyridine 銥金屬錯合物實驗部份..........27 第四章結果與討論........................................34 4-1 合成討論............................................34 4-2 X 光單晶繞射........................................34 4-3 UV-vis 吸收光譜.....................................38 4-4 Photoluminescence (PL)放光光譜......................41 4-5 量子產率的算法......................................42 4-6 循環伏安及錯合物的能階..............................46 4-7 元件結構與討論......................................50 第五章結論..............................................55 第六章參考文獻..........................................56 第七章附錄..............................................63

    1. Borchardt, J. K. Mater. Today 2004, 7, 42.
    2. Pope, M.; Kallman, H.; Magnante, P. J. Chem. Phys.
    1963, 38, 2042.
    3. Tang, C.; VanSlyke, S. Appl. Phys. Lett. 1987, 51, 914.
    4. Burroughes, J.; Bradley, D.; Brown, A.; Marks, R.;
    Mackay, K.; Friend,R.; Burn, P.; Holmes, A. Nature.
    1990, 347, 539.
    5. Kim, H. J.; Bae, J. W.; Kim, J. S. Surf. Coat.
    Technol.2000, 131, 201.
    6. Matsuo, J.; Katsumata, H.; Minami, E. Nucl. Instrum.
    Methods Phts. Res. B 2000, 161, 952.
    7. Sohn, M. H.; Kim, D.; Kim, J. S. J.Vac. Sci. Technol.A
    2003, 21, 1347.
    8. Ishii, M.; Mori, T.; Tokito, S.; Taga, Y. Journal of
    Luminescsnce 2000, 87, 1165.
    9. Skoog, D. A.; Holler, E. J.; Nieman, T.A. Principles
    of Instrumental Analysis, 5th ed. 1998, 355.
    10. Turro N. J. Modern Molecular Photochemistry 1991,
    University ScienceBooks, California.
    11. Yersin H. Top. Curr. Chem. 2004, 241, 1.
    12. F¨orster T. Disc. Faraday Soc. 1959, 27, 7.
    13. Dexter D. L. J. Chem. Phys. 1953, 21, 836.
    14. Suzuki, H.; Hoshino, A. J. Appl. Phys. 1996, 79, 8816.
    15. Uchida, M.; Adachi, C.; Koyama, T.; Taniguchi, Y. J.
    Appl. Phys. 1999, 86, 1680.
    16. Lamansky, S.; Kwong, R.C.; Nugent, M.; Djurovich, P.
    I.; Thompson, M. E. Org. Electron. 2001, 2, 53.
    17. Lamansky, S.; Djurovich, P. I.; Abdel-Razzaq, F.;
    Garon, S.; Murphy, D.; Thompson, M. E. J. Appl. Phys.
    2002, 92, 1570.
    18. He, G.; Li, Y.; Yang, Y. Appl. Phys. Lett. 2002, 80,
    424.
    19. Wang, X. J.; Andersson, M. R.; Thompson, M. E.;
    Inganas, O. Synth. Met. 2003, 137, 1019.
    20. Gong, X.; Ostrowski, J. C.; Mose, D.; Bazan, G. C.;
    Heeger, A. J. Adv. Funct. Mater. 2003, 13, 439.
    21. Baldo M. A.; O’Brien D. F.; You Y.; Shoustikov A.;
    Sibley S.; Thompson M. E.; Forrest S. R. Nature 1998,
    395, 151.
    22. Baldo M. A.; Lamansky S.; Burrows P. E.; Thompson M.
    E.; Forrest S. R. Appl. Phys. Lett. 1999, 75, 4.
    23. Adachi C.; Baldo M. A.; Forrest S. R.; Thompson M. E.
    Appl. Phys. Lett. 2000, 77, 904.
    24. Evans R.C.; Douglas P.; Winscom C. J. Coord. Chem.
    Rev. 2006, 250, 2093.
    25. 陳金鑫,黃孝文. OLED有機電激發光材料與元件, 2005.
    26. Pai, D. M.; Yanus, J. F.; Stolka, M. J. Appl. Phys.
    1984, 88, 4714.
    27. Gong, X.; Robinson, M. R.; Ostrowski, J. C.; Mose,
    D.;Bazan, G. C.; Heeger, A. J. Adv. Mater. 2001, 14,
    581.
    28. Kanai, H.; Ichinosawa, S.; Sato, Y. Synth. Met. 1997,
    91, 195.
    29. Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzaq,
    F.; Lee, H. E.; Adachi, C.; Burrow, P. E.; Forrest, S.
    R.; Thompson, M. E. J. Am. Chem. Soc. 2001, 123, 4304.
    30. Tsutsui, T.; Yang, M. J.; Yahiro, M.; Nakamura, K.;
    Watanabe, T.; Tsuji, T.; Fukuda, M.; Wakimoto, T.;
    Miyaguchi, S. J. Appl. Phys. Part 2 1999, 38, L1502.
    31. Adachi C.;Kwong, R. C.; Forrest, S. R. Org. Electron.
    2001, 2, 37.
    32. Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Nature
    2000, 403, 750.
    33. D’Andrade, B. W.; Baldo, M. A.; Adachi, C.; Beook,
    J.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett.
    2001, 79, 1045.
    34. Watanabe, T.; Nakamura, K.; Kawami, S.; Fukuda, Y.;
    Tsuji, T.; Wakimoto, T.; Miyaguchi, S.; Yahiro, M.;
    Yang, M. J.; Tsutsui, T. Synth. Met. 2001, 122, 203.
    35. Adachi, C.; Kwong, R. C.; Djurovich, P. Appl. Phs.
    Lett. 2001, 79, 2082.
    36. Ikai, M.; Ichinosawa, S.; Sakamoto, Y. Appl. Phs.
    Lett. 2001, 79, 156.
    37. (a) Adamovich, V.; Broonk, J.; Tamayo, A. Thomopson,
    M. E. New J. Chem. 2002, 26, 1171. (b) Holmes, R. J.;
    Forrest, S. R.; Thomopson, M. E. Appl. Phs. Lett.
    2003, 82, 2422.
    38. Tokito, S.; Iijima, T.; Suzuri, Y.; Sato, F. Appl.
    Phs. Lett. 2003, 82, 569.
    39. Lei, G.T.; Wang, L.D.; Qiu, Y. Synth. Met. 2004, 144,
    249.
    40. Kolosv, D.; Adamovich, V.; Adachi, C. . J. Am. Chem.
    Soc. 2002, 124, 9945.
    41. Inpmata, H.; Goushi, K.; Brown, J. J. Adachi, C.
    Chem.Marer. 2004, 16, 1285.
    42. Tsuji, T.; Kawami, S.; Miyaguchi, S.; Najio, T.; Yuki,
    T.; Matsuo, S.; Miyazaki, H. Proceedings of SID
    2004, 900.
    43. (a) Holmes, R. J.; D’Andrade, B. W.; Thompson, M. E.;
    Forrest, S. R. Appl. Phys. Lett. 2003, 83, 3818. (b)
    Ren, X. Li, J.; Holmes, R. J.; Djurovich, P. I.;
    Forrest, S. R.; Thompson, M. E. Chem. Marer. 2004, 16,
    4743.
    44. Yeh, S. J.; Wu, W. C.; Chen, C. T.; Chen, C. H. Adv.
    Mater. 2005, 17, 285.
    45. Baldo, M. A.; Lamansky, S.; Burrow, P. E.; Thompson,
    M. E.; Forrest, S. R. Appl. Phys. Lett. 2001, 78, 1622.
    46. Grushin, V. V.; Herron, N.; Wang, Y. Chem. Commun.
    2001, 1494.
    47. Tsutsui, T.; Shiraswa, N.; Suzuki, T.; Tokito, S. Adv.
    Mater. 2003, 15, 1455.
    48. Huang, W. S.; Liu, J. T.; Chien, C. H.; Wen, Y. S.
    Chem. Mater. 2004, 16, 2480.
    49. Ostrowski, J. C.; Robinson, M. R.; Heeger, A.
    J.;Bazan, G. C. Chem. Commun. 2002, 784.
    50. Xie, H. Z.; Liu, M. W.; Wang, O. Y.; Zhang, X. H.;
    Lee, C. S.; Hung, L. S.; Lee, S. T.;Teng, P. F.;
    Kwong, H. L. ; Zheng, H.; Che, C. M. Adv.
    Mater. 2001, 13, 1245.
    51. Suh, S. C.; Suh, M. C.; Chim, S. C. Macromol. Chem.
    Phys. 1999, 200,1991.
    52. Farina, V.; Krishnamurthy, V.; Scott, W. J. Org.
    React. 1997,50, 1.
    53. Nonoyama, M. Bull. Chem. Soc. Jpn. 1974, 47, 767.
    54. Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razaq,
    F.; Kwong,R.; Tsyba, I.; Bortz, M.; Mui, B.; Bau, R.;
    Thompson, M. E. Inorg. Chem. 2001, 40, 1704.
    55. Garces, F. O.; Dedian, K.; Keder, N. L.; Watts, R. J.
    Acta Crystallogr. 1993, C49, 1117.
    56. Urban, R.; Kra¨mer, R.; Mihan, S.; Polborn, K.;
    Wagner, B.; Beck, W. J. Organomet. Chem. 1996, 15, 823.
    57. Neve, F.; Crispini, A. Eur. J. Inorg. Chem. 2000, 1039.
    58. Hunter, C. A,; Leighton, P.; Sanders, J. K. M. J.
    Chem. Soc., Trans. Perkin I 1989, 547.
    59. Hunter, C. A.; Sander, J. K. M. J. Am. Chem. Soc.
    1990, 112, 5525.
    60. Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzaq,
    F; Lee, H. E.; Adachi, C.; Burrows, P. E.; Forrest, S.
    R.; Thompson, M. E. J. Am. Chem. Soc. 2001, 123, 4304.
    61. Wong, W. Y.; Zhou, G. J.; Yu, X. W.; Kwok, H. S.;
    Tang, B. Z. Adv. Funct. Mater. 2006, 16, 838.
    62. Tsuboyama, A.; Iwawaki, H.; Furugori, M.; Mukaide, T.;
    Kamatani, J.;Igawa, S.; Moriyama, T.; Miura, S.;
    Takiguchi, T.; Okada, S.; Hoshino, M.;Ueno, K. J. Am.
    Chem. Soc. 2003, 125, 12 971.
    63. Katsuhiko, O.; Michitoshi, J.; Katsuhiro, S. Eur. J.
    Inorg. Chem. 2006, 3676.
    64. DePriest, J.; Zheng, G. Y.; Goswami, N.; Eichhorn, D.
    M.; Woods, C.; Rillema, D. P. Inorg. Chem. 2000, 39,
    1955.
    65. Ding, J.; Gao, J; Cheng, Y.; Xie, Z.; Wang, L.; Ma,
    D.; Jing, X.; Wang, F. Adv. Funct. Mater. 2006, 16,
    575.
    66. Bard, A. J.; Faulkner, L. R. Electrochemical Methods
    Fundamentals and Applications. 2000.
    67. Liu, Y.; Liu, M. S.; Jen, A. K. -Y. Acta. Polym. 1999,
    50, 105.
    68. Pomrnerehne, J.; Vestweber, H.; Gun, W.; Muhrt, R. E.;
    Bassler, H.; Porsch, M.; Daub, J. Adv. Mater. 1995, 7,
    551.
    69. Koepp, H.-M.; Wendt, H.; Strehlow, H. Z. Electruchem.
    1960, 64, 483.
    70. Promarak, V.; Ichikawa, M.; Sudyoaduk, T.; Saengsuwan,
    S.; Jungsuttiwong, S.; Keawin, T. Syth. Met. 2007,
    157, 17.
    71. Thelakkat, M.; Schmidt, H. –W. Adv. Mater. 1998, 10,
    219.
    72. Xiaowei,Z.; Jia, G.; Chuluo, Y. J. Organomet. Chem.
    2006, 691, 4312.

    下載圖示 校內:2009-08-07公開
    校外:2009-08-07公開
    QR CODE