| 研究生: |
謝栢源 Hsieh, Bar-Yuan |
|---|---|
| 論文名稱: |
主鏈含不同發光基團之共聚芴的合成、光電性質 與其在白光元件的應用 Copolyfluorenes Slightly Doped with Chromophores: Synthesis, Optoelectronic Properties and Applications in White-Light-Emitting Diodes |
| 指導教授: |
陳雲
Chen, Yun |
| 學位類別: |
博士 Doctor |
| 系所名稱: |
工學院 - 化學工程學系 Department of Chemical Engineering |
| 論文出版年: | 2009 |
| 畢業學年度: | 97 |
| 語文別: | 英文 |
| 論文頁數: | 186 |
| 中文關鍵詞: | 有機發光二極體 、共軛高分子 |
| 外文關鍵詞: | copolyfluorenepolymer, light-emitting diodes (PLED), conjugated polymer |
| 相關次數: | 點閱:68 下載:3 |
| 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 |
White organic light-emitting diodes (WOLEDs) have received considerable attention due to their potential application in solid-state lighting and in backlight for liquid crystal displays. Among these devices, white-light OLEDs based on semiconducting polymers (PLEDs) are of particular interest for their facile solution processability that allows spin-coating and printing methods to be utilized for the fabrication of large-area-display devices. Through color mixing method, white-light-emitting devices could be readily obtained. In this dissertation, we devoted to design and prepare new copolyfluorenes to be applied in white-light-emitting devices. The copolyfluorenes were chemically doped (0.0025~50 mol%) with chromophores that emitted green or reddish orange light. The dominant parts of the copolyfluorenes were fluorene segments which acted as blue-emitting host. The guests (chromophores) were derived from seven new dibromo monomers, respectively, which are based on DCM, distyrylbenzene, phenothiazine, thiophene, and triphenylamine moieties. These monomers were incorporated into polyfluorene backbone through the palladium-catalyzed Suzuki coupling reaction. All new synthesized monomers and polymers were identified by 1H NMR, FT-IR, and elemental analysis (EA). Thermal properties of the polymers were determined using TGA and DSC. The optical (UV and PL), electrochemical (CV), and electroluminescent properties of these polymers were investigated in detail.
In chapter 4, 5 and 7, four chromophores (DCM, R, PhT and ThT) were designed and their corresponding dibromo monomer synthesized. Their PL emissions located at 522~586 nm region. They were incorporated into polyfluorene to prepare copolyfluorenes with various contents of chromophores. The PLED devices exhibiting dichromatic white-light- emission were realized by using the copolyfluorenes as emitting layer. The EL devices of blends from PF and PFD0.5 (w/w = 4/1 or 9/1) exhibited near white light emission with the CIE coordinates being (0.33, 0.35) and (0.32, 0.34). The PFR devices showed a broad emission band, covering the entire visible region, with chromaticity coordinates being (0.36, 0.35) and (0.32, 0.30) for PFR1 and PFR2 devices, respectively. The maximum brightness and current efficiency of the PFR2 device were 3011 cd/m2 and 1.98 cd/A, respectively. Blending PFPhT2 with PF (w/w = 10/1), the dichromatic white-light emission was realized with the maximum brightness, maximum current efficiency, and CIE coordinates being 10600 cd/m2, 1.85 cd/A, and (0.31, 0.33), respectively.
In chapter 6 and 8, three chromophores (MG, TP and TT) were designed and their corresponding dibromo monomers synthesized. Their PL emissions located at 492~536 nm. Copolyfluorenes with varied chromophore contents were prepared from the dibromo monomers. The PLED devices using the copolyfluorenes as emitting layer displayed both blue and green colors. When doping with red-emitting iridium complex, Ir(piq)2(acac), the trichromatic white-light emission was obtained. The trichromatic white EL device was fabricated by using the PFG2 as the host to blend with the iridium complex; the maximum brightness and CIE coordinate was 4120 cd/m2 and (0.31, 0.28), respectively. The other trichromatic white-light emission was realized through blending PFTT1 with polyfluorene and a red-emitting iridium complex, in which the maximum brightness and CIE coordinates were 6880 cd/m2 and (0.31, 0.33), respectively.
1. Destriau, G. J. Chem. Phys. 1936, 33, 587.
2. Ohnishi, H. Ann. Rev. Mater. Res. 1989, 19, 101.
3. In Electronic display devices, Matsumoto, S., Ed. Wiley: New York, 1990; Chapter 5, p 180.
4. Pope, M.; Kallmann, H.; Magnante, P. J. Chem. Phys. 1963, 38, 2042.
5. Tang, C. W.; Van Slyke, S. A. Appl. Phys. Lett. 1987, 51, 913.
6. 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.
7. Friend, R.; Burroughes, J.; Bradley, D. WO Patent 90/13 148, 1990.
8. Friend, R.; Burroughes, J.; Bradley, D. US Patent 5 247 190, 1993.
9. Wessling, R.; Zimmerman, R. US Patent 3 401 152, 1968.
10. Wessling, R.; Zimmerman, R. US Patent 3 706 677, 1972.
11. Wessling, R. J. Polym. Sci. Polym. Symp. 1985, 72, 55.
12. Bradley, D. D. C. Synth. Met. 1993, 54, 401.
13. Crawford, M. G.; Steranka, F. M. Encycl. of Appl. Phys. 1994, 8, 485.
14. Hsieh, B. R.; Antoniades, H.; Abkowitz, M. A.; Stolka, M. Polymer Preprints 1993, 33, 128.
15. Rikken, G. L. J. A.; Kessener, Y. A. R. R.; Braun, D.; Starring, E. G. J.; Demandt, R. Synth. Met. 1994, 67, 115.
16. Ettedugi, E.; Razafitrimo, H.; Park, K. T.; Gao, Y.; Hsieh, B. R. Surface and Interface Analysis 1995, 23, 89.
17. Dini, D. Chem. Mater. 2005, 17, 1933.
18. Braun, D.; Heeger, A. Appl. Phys. Lett. 1991, 58, 1982.
19. Miyashita, K.; Kaneko, M. Synth. Met. 1995, 68, 161.
20. Gin, D. L.; Conticello, V. P. Trends Polym. Sci. 1996, 4, 217.
21. Hamaguchi, M.; Sawada, H.; Kyokane, J.; Yoshino, K. Chem. Lett. 1996, 527.
22. Bernius, M.; Inbasekaran, M.; Woo, E.; Wu, W. S.; Wujkowski, L. J. Mater. Sci. Mater. Electron. 2000, 11, 11.
23. Inbasekaran, M.; E.Woo; Wu, W. S.; Bernius, M.; Wujkowski, L. Synth. Met. 2000, 111, 397.
24. Bradley, D. D. C.; Greel, M.; Grice, A.; Tajbakhsh, A. R.; O'Brien, D. F.; Bleyer, A. Opt. Mater. 1998, 9, 1.
25. Liu, B.; Yu, W. L.; Lai, Y.; Huang, W. Chem. Mater. 2001, 13, 1984.
26. Grice, A. W.; Bradley, D. D. C.; Bernius, M. T.; Inbasekaran, M.; Wu, W. W. Appl. Phys. Lett. 1998, 73, 629.
27. Leclerc, M.; Diaz, F. M.; Wegner, G. Macromol. Chem. 1989, 190, 3105.
28. Mao, H.; Holdcroft, S. Macromolecules 1992, 25, 554.
29. Mao, H.; Xu, B.; Holdcroft, S. Macromolecules 1993, 26, 1163.
30. Andersson, M. R.; Selse, D.; Berggren, M.; Jarvinen, H.; Hjertberg, T.; Inganas, O.; Wennerstrom, O.; Osterholm, J. E. Macromolecules 1994, 27, 6503.
31. McCullough, R. D.; Lowe, R. D.; Jayaraman, M.; Anderson, D. L. J. Org. Chem. 1993, 58, 904.
32. McCullough, R. D.; Williams, S. P.; Tristram-Nagle, S.; Jayaraman, M.; Ewbank, P. C.; Miller, L. Synth. Met. 1995, 69, 279.
33. Chen, T. A.; Wu, X.; Rieke, R. D. J. Am. Chem. Soc. 1995, 117, 233.
34. Kocacic, P.; Kyriakis, A. J. Am. Chem. Soc. 1963, 85, 454.
35. Mccullough, R. D. Adv. Mater. 1998, 10, 93.
36. Scherf, U. Top. Curr. Chem. 1999, 201, 164.
37. Hadziioannou, G.; Hutten, v. P. F., Semiconducting Polmers. Wiely: Germany, 2000; chapter 16.
38. Suzuki, A. Pure Appl. Chem. 1991, 63, 419.
39. Chen, S.-H.; Chen, Y. Macromolecules 2005, 38, 53.
40. Lögdlund, M.; Salaneck, W. R.; Meyers, F.; Brédas, J. L.; Arbuckle, G. A.; Friend, R. H.; Holmes, A. B.; Froyer, G. Macromolecules 1993, 26, 3815.
41. Stille, J. K. Amgew. Chem. Int. Ed. 1986, 25, 508.
42. Lawrence, N. J., The Wittig Reactions and Related Methods in Preparation of Alkenes: A Practical Approach. Oxford University: New York, 1996.
43. Laue, T.; Plagens, A., Named Organic Reactions. 2nd Ed.; John Wiley& Sons: New York, 1999.
44. Conticello, V. P.; Gin, D. L.; Grubbs, R. H. J. Am. Chem. Soc. 1992, 114, 9708.
45. Gilch, H. G.; Wheelwright, W. L. J. Polym. Sci. 1966 A-1, 1337.
46. Hsieh, B. R.; Yu, Y.; Lee, H. K.; Vanlaeken, A. C. Macromolecules 1997, 30, 8094.
47. Scherf, U.; List, E. J. W. Adv. Mater. 2002, 14, 477.
48. Yamamoto, T.; Morita, A.; Muyazaki, Y.; Maruyama, T.; Wakayama, H.; Zhou, Z.-H.; Nakamura, Y.; Kanbara, T.; Sasaki, S.; Kubota, K. Macromolecules 1992, 25, 1214.
49. Klaerner, G.; Miller, R. D. Macromolecules 1998, 31, 2007.
50. Kreyenschimdt, M.; Klaerner, G.; Fuhrer, T.; Ashenhurst, J.; Karg, S.; Chen, W.; Lee, V. Y.; Scott, J. C.; Miller, R. D. Macromolecules 1998, 31, 1099.
51. Strukelj, M.; Papadimitrakopoulos, F.; Miller, T. M.; Rothberg, L. J.; Chandross, E. A. Science 1995, 117, 11976.
52. Skoog, D. A.; Holler, F. J.; Nieman, T. A., Principles of Instrumental Analysis. In Saunders Golden Sunburst Series, 5th ed.; 1998; chapter 15.
53. Cornil, J.; Beljonne, D.; Santos, D. A.; Bredas, J. L. Synth. Met. 1996, 76, 101.
54. Woo, H. S.; Lhost, O.; Graham, S. C.; Bre´das, J. L.; Schenk, R.; Mullen, K. Synth. Met. 1993, 59, 13.
55. Tian, B.; Zerbi, G.; Schenk, R.; Mullen, K. J. Chem. Phys. 1991, 95, 3191.
56. Lee, Y. Z.; Chen, X.; Chen, M.-C.; Chen, S.-A.; Hsu, J.-H.; Fann, W. Appl. Phys. Lett. 2001, 79, 308.
57. May, V.; Kuhn, O., Charge and Energy Transfer Dynamics in Molecular Systems. Wiley-VCH: 2003.
58. Pope, M.; Swenberg, C. E., Electronic Processes in Organic Crystals. Clarendon Press: Oxford, 1982.
59. Knox, R. S. J. Phys. Chem. 1994, 98, 7270.
60. Yassar, A.; Horowitz, G.; Valat, P.; Wintgens, V.; Hymene, M.; Deloffre, F.; Srivastava, P.; Lang, P.; Garnier, F. J. Phys. Chem. 1995, 99, 9155.
61. Dresselhaus, M. S.; Dresselhaus, G. Adv. Phys 1981, 30, 139.
62. Conwell, E. M.; Perlstein, J.; Shaik, S. Phys. Rev. B 1996, 54, 2308.
63. Zeng, G.; Yu, W.-L.; Chua, S.-J.; Huang, W. Macromolecules 2002, 35, 6907.
64. Paik, K. L.; Baek, N. S.; Kim, H. K.; Lee, J.-H.; Lee, L. Macromolecules 2002, 35, 6782.
65. Kafafi, Z. H., Organic Electroluminescence. US Naval Research Lab: Washington, DC, USA, 2005.
66. May, V.; Kuhn, O., Charge and Energy Transfer Dynamics in Molecular Systems. 2nd Ed.; Wiley-VCH: 2003; chapter 8.
67. Chen, S.-H., The Synthesis and Optoelectronic Properties of Electroluminescent Polymers Consisting of Hole- and Electron-Transporting Segments. Doctoral Dissertation: National Cheng Kung University, 2006.
68. Closs, G. L.; Johnson, M. D.; Miller, J. R.; Piotrowiak, P. J. Am. Chem. Soc. 1989, 111, 3751.
69. Hamberg, I.; Granqvist, C. J. Appl. Phys. 1986, 60, R123.
70. Kobayashi, H.; Ishida, T.; Nakato, Y.; Tsubomura, H. J. Appl. Phys. 1991, 69, 1736.
71. Tahar, R.; Ban, T.; Ohya, Y.; Takahashi, Y. J. Appl. Phys. 1998, 83, 2631.
72. Osada, T.; Kugler, T.; Broms, P.; Salaneck, W. Synth. Met. 1998, 96, 77.
73. Kim, J.; Granstrom, M.; Friend, R.; Johansson, N.; Salaneck, W.; Daik, R.; Feast, W. J. Appl. Phys. 1998, 84, 6859.
74. Milliron, D.; I.Hill; Shen, C.; Kahn, A.; Schwartz, J. J. Appl. Phys. 2000, 87, 572.
75. Lyon, L. Mol. Cryst. Liq. Cryst. 1989, 171, 53.
76. Bradley, D. Synth. Met. 1993, 54, 401.
77. Yang, Y.; Heeger, A. Appl. Phys. Lett. 1994, 64, 1245.
78. Michaelson, H., Handbook of Chemistry and Physics. 58th Ed.; CRC Press: Boca Raton, FL 1977-1978.
79. Michaelson, H.; IBM. J. Res. Dev 1978, 22, 72.
80. Fowler, R.; Nordheim, L. Proc. R. Soc. London A 1928, 119, 173.
81. Parker, I. J. Appl. Phys. 1994, 75, 1656.
82. Rikken, G.; Braun, D.; Staring, E.; Demandt, R. Appl. Phys. Lett. 1994, 65, 219.
83. Halls, J.; Cornil, J.; Santos, D. D.; Silbey, R.; Hwang, D.; Holmes, A.; Bredas, J.; Friend, R. Phys. Rev. B 1999, 60, 5721.
84. Gruner, J.; Remmers, M.; Neher, D. Adv. Mater. 1997, 9, 964.
85. Soos, Z.; Galvao, D.; Etemad, S. Adv. Mater. 1994, 6, 280.
86. Lemmer, U.; Heun, S.; Mahrt, R.; Scherf, U.; Hopmeier, M.; Siegner, U.; Gobel, E.; Müllen, K.; Bässler, H. Chem. Phys. Lett. 1995, 240, 373.
87. Romero, D.; Schaer, M.; Zuppiroli, L.; Cesar, B.; Francois, B. Appl. Phys. Lett. 1995, 67, 1659.
88. Scott, J.; Kaufman, J.; Brock, P.; Dipieto, R.; Salem, J.; Goitia, J. J. Appl. Phys. 1996, 79, 2745.
89. Schubert, E. F., Human Vision. In Light-Emitting Diodes, 1st ed.; Cambridge University Press: 2004; chapter 11.
90. Kido, J. Bulletin of Electrochemistry 1994, 10, 1.
91. Liu, Z. G.; Nazare, H. Synth. Met. 2000, 111, 47.
92. Jordan, R. H.; Dodabalapur, A.; Strukelj, M.; Miller, T. M. Appl. Phys. Lett. 1996, 68, 1192.
93. D'Andrade, B. W.; Thompson, M. E.; Forrest, S. R. Adv. Mater. 2002, 14, 147.
94. Winters, D.; Ricks, M.; Hatwar, T. Proceedings of SID'05, p.36, May 22-27, 2005, Bostom, USA.
95. Chao, C.-I.; Chen, S.-A. Appl. Phys. Lett. 1998, 73, 426.
96. Granstrom, M.; Inganas, O. Appl. Phys. Lett. 1996, 68, 147.
97. Lee, Y.-Z.; Chen, X.; Chen, M.-C.; Chen, S.-A.; Hsu, J.-H.; Fann, W. Appl. Phys. Lett. 2001, 79, 308.
98. Paik, K. L.; Baek, N. S.; Kim, H. K.; Lee, J.-H.; Lee, Y. Macromolecules 2002, 35, 6782.
99. Su, H.-J.; Wu, F.-I.; Shu, C.-F. Macromolecules 2004, 37, 7197.
100. Pai, D. M.; Yanus, J. F.; Stolka, M. J. Phys. Chem. 1984, 88, 4714.
101. Kido, J.; Hongawa, K.; Okuyama, K.; Nagai, K. Appl. Phys. Lett. 1994, 64, 815.
102. Hu, B.; Karasz, F. E. J. Appl. Phys. 2003, 93, 1995.
103. Tanaka, I.; Suzuki, M.; Tokito, S. Jpn. J. Appl. Phys. 2003, 42, 2737.
104. Kim, T. H.; Lee, H. K.; Park, O. O.; Chin, B. D.; Lee, S. H.; Kim, J. K. Adv. Funct. Mater. 2006, 16, 611.
105. Gong, X.; Moses, D.; Heeger, A. J.; Xiao, S. J. Phys. Chem. B 2004, 108, 8601.
106. Chen, S.-A.; Lu, H.-H.; Huang, C.-W. Adv. Polym. Sci. 2008, 212, 49.
107. Chi-Chung, H.; Chih-Yuan, K.; Show-An, C. Appl. Phys. Lett. 2008, 93, 123303.
108. Herguth, P.; Jiang, X.; Liu, M. S.; Jen, A. K. Y. Macromolecules 2002, 35, 6094.
109. Hou, Q.; Xu, Y.; Yang, W.; Yuan, M.; Peng, J.; Cao, Y. J. Mater. Chem. 2002, 12, 2887.
110. Tu, G.; Zhou, Q.; Cheng, Y.; Wang, L.; Ma, D.; Jing, X.; Wang, F. Appl. Phys. Lett. 2004, 85, 2172.
111. Lee, S. K.; Jung, B.-J.; Ahn, T.; Jung, Y. K.; Lee, J.-I.; Kang, I.-N.; Lee, J.; Park, J.-H.; Shim, H. K. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 3380.
112. Lee, S. K.; Hwang, D.-H.; Jung, B.-J.; Cho, N. S.; Lee, J.; Lee, J.-D. Adv. Funct. Mater. 2005, 15, 1647.
113. Luo, J.; Li, X. Z.; Hou, Q.; Peng, J. B.; Yang, W.; Cao, Y. Adv. Mater. 2007, 19, 1113.
114. Chuang, C. Y.; Shih, P. I.; Chien, C. H.; Wu, F. I.; Shu, C. F. Macromolecules 2007, 40, 247.
115. Liu, J.; Xie, Z. Y.; Cheng, Y. X.; Geng, Y. H.; Wang, L. X.; Jing, X. B.; Wang, F. S. Adv. Mater. 2007, 19, 531.
116. Chen, X.; Liao, J.-L.; Liang, Y.; Ahmed, M. O.; Tseng, H.-E.; Chen, S.-A. J. Am. Chem. Soc. 2003, 125, 636.
117. Jiang, J. X.; Xu, Y. H.; Yang, W.; Guan, R.; Liu, Z. Q.; Zhen, H. Y.; Cao, Y. Adv. Mater. 2006, 18, 1769.
118. Zhen, H.; Xu, W.; Yang, W.; Chen, Q.; Xu, Y.; Jiang, J.; Peng, J.; Cao, Y. Macromol. Rapid Commun. 2006, 27, 2095.
119. Lee, P. I.; Hsu, L. C.; Lee, J. F. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 464.
120. Xu, Y. H.; Guan, R.; Jiang, J. X.; Yang, W.; Zhen, H. Y.; Peng, J. B.; Cao, Y. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 453.
121. Tang, C. W.; VanSlyke, S. A.; Chen, C. H. J Appl Phys 1989, 65, 3610.
122. Gosser, D. K., Cyclic Voltammetry Simulation and Analysis of Reaction Mechanism. 1st Ed.; VCH: New York, 1993.
123. Woods, L. L. J. Am. Chem. Soc. 1958, 80, 1440.
124. Cho, N. S.; Hwang, D. H.; Lee, J. I.; Jung, B. J.; Shim, H. K. Macromolecules 2002, 35, 1224.
125. Zhan, X.; Liu, Y.; Wu, X.; Wang, S.; Zhu, D. Macromolecules 2002, 35, 2529.
126. Cho, N. S.; Park, J.-H.; Shim, H.-K. Current Applied Physics 2006, 6, 686.
127. Peng, Q.; Lu, Z. Y.; Huang, Y.; Xie, M. G.; Han, S. H.; Peng, J. B.; Cao, Y. Macromolecules 2004, 37, 260.
128. Cho, N. S.; Park, J. H.; Lee, S. K.; Lee, J.; Shim, H. K.; Park, M. J.; Hwang, D. H.; Jung, B. J. Macromolecules 2006, 39, 177.
129. Fang, Q.; Yamamoto, T. Macromolecules 2004, 37, 5894.
130. Lee, H. J.; Sohn, J.; Hwang, J.; Park, S. Y.; Choi, H.; Cha, M. Chem. Mater. 2004, 16, 456.
131. Li, H.; Hu, Y.; Zhang, Y.; Ma, D.; Wang, L.; Jing, X.; Wang, F. J. Polym. Sci. Part A: Polym. Chem. 2004, 42, 3947.
132. Cho, H. J.; Hwang, D. H.; Lee, J. I.; Jung, Y. K.; Park, J. H.; Lee, J.; Lee, S. K.; Shim, H. K. Chem. Mater. 2006, 18, 3780.
133. Yang, Y.; Heeger, A. J. Nature 1994, 372, 344.
134. Friend, R. H.; Gymer, R. W.; Holmes, A. B.; Burroughes, J. H.; Marks, R. N.; Taliani, C.; Bradley, D. D. C.; Santos, D. A. D.; Bredas, J. L.; Logdlund, M.; Salaneck, W. R. Nature 1999, 397, 121.
135. Zhang, X.; Shetty, A. S.; Jenekhe, S. A. Macromolecules 1999, 32, 7422.
136. Zhang, X.; Jenekhe, S. A. Macromolecules 2000, 33, 2069.
137. Liao, L.; Pang, Y.; Ding, L.; Karasz, F. E. Macromolecules 2001, 34, 7300.
138. Jenekhe, S. A.; Lu, L.; Alam, M. M. Macromolecules 2001, 34, 7315.
139. Zhang, X.; Kale, D. M.; Jenekhe, S. A. Macromolecules 2002, 35, 382.
140. Zhu, Y.; Alam, M. M.; Jenekhe, S. A. Macromolecules 2003, 36, 8958.
141. Yang, J.; Jiang, C.; Zhang, Y.; Yang, R.; Yang, W.; Hou, Q.; Cao, Y. Macromolecules 2004, 37, 1211.
142. Lu, J.; Tao, Y.; D'Iorio, M.; Li, Y.; Ding, J.; Day, M. Macromolecules 2004, 37, 2442.
143. Tonzola, C. J.; Alam, M. M.; Bean, B. A.; Jenekhe, S. A. Macromolecules 2004, 37, 3554.
144. Wisnieff, R. Nature 1998, 394, 225.
145. Katz, H. E.; Bao, Z.; Gilat, S. L. Acc. Chem. Res. 2001, 34, 359.
146. Babel, A.; Jenekhe, S. A. J. Phys. Chem. B 2003, 107, 1749.
147. Ong, B. S.; Wu, Y.; Liu, P.; Gardner, S. J. Am. Chem. Soc. 2004, 126, 3378.
148. Halls, J. J. M.; Walsh, C. A.; Greenham, N. C.; Marseglia, E. A.; Friend, R. H.; Moratti, S. C.; Holmes, A. B. Nature 1995, 376, 498.
149. Samson, A. J.; Shujian, Y. Appl. Phys. Lett. 2000, 77, 2635.
150. Brabec, C. J.; Sariciftci, N. S.; Hummelen, J. C. Adv. Funct. Mater. 2001, 11, 15.
151. Shaheen, S. E.; Brabec, C. J.; Sariciftci, N. S.; Padinger, F.; Fromherz, T.; Hummelen, J. C. Appl. Phys. Lett. 2001, 78, 841.
152. Grem, G.; Leditzky, G.; Ullrich, B.; Leising, G. Adv. Mater. 1992, 4, 36.
153. Roncali, J. Chem. Rev. 1992, 92, 711.
154. Pei, Q.; Yang, Y. J. Am. Chem. Soc. 1996, 118, 7416.
155. Grell, M.; Knoll, W.; Lupo, D.; Meisel, A.; Miteva, T.; Neher, D.; Nothofer, H.-G.; Scherf, U.; Yasuda, A. Adv. Mater. 1999, 11, 671.
156. Babel, A.; Jenekhe, S. A. Macromolecules 2003, 36, 7759.
157. Zeng, G.; Yu, W. L.; Chua, S. J.; Huang, W. Macromolecules 2002, 35, 6907.
158. List, E. J. W.; Guentner, R.; Freitas, P. S. d.; Scherf, U. Adv. Mater. 2002, 14, 374.
159. Lupton, J. M.; Craig, M. R.; Meijer, E. W. Appl. Phys. Lett. 2002, 80, 4489.
160. Romaner, L.; Pogantsch, A.; Freitas, P. S. d.; Scherf, U.; Gaal, M.; Zojer, E.; List, E. J. W. Adv. Func. Mater. 2003, 13, 597.
161. Zhao, W.; Cao, T.; White, J. Adv. Funct. Mater. 2004, 14, 783.
162. Klärner, G.; Davey, M. H.; Chen, W.-D.; Scott, J. C.; Miller, R. D. Adv. Mater. 1998, 10, 993.
163. Xia, C.; Advincula, R. C. Macromolecules 2001, 34, 5854.
164. Cheon, C. H.; Joo, S. H.; Kim, K.; Jin, J. I.; Shin, H. W.; Kim, Y. R. Macromolecules 2005, 38, 6336.
165. Huang, B.; Li, J.; Jiang, Z.; Qin, J.; Yu, G.; Liu, Y. Macromolecules 2005, 38, 6915.
166. Vak, D.; Jo, J.; Ghim, J.; Chun, C.; Lim, B.; Heeger, A. J.; Kim, D. Y. Macromolecules 2006, 39, 6433.
167. Hung, M. C.; Liao, J. L.; Chen, S. A.; Chen, S. H.; Su, A. C. J. Am. Chem. Soc. 2005, 127, 14576.
168. Miteva, T.; Meisel, A.; Knoll, W.; Nothofer, H. G.; Scherf, U.; Müller, D. C.; Meerholz, K.; Yasuda, A.; Neher, D. Adv. Mater. 2001, 13, 565.
169. Oda, M.; Nothofer, H.-G.; Lieser, G.; Scherf, U.; Meskers, S. C. J.; Neher, D. Adv. Mater. 2000, 12, 362.
170. Setayesh, S.; Grimsdale, A. C.; Weil, T.; Enkelmann, V.; Mullen, K.; Meghdadi, F.; List, E. J. W.; Leising, G. J. Am. Chem. Soc. 2001, 123, 946.
171. Wu, F. I.; Reddy, D. S.; Shu, C. F.; Liu, M. S.; Jen, A. K. Y. Chem. Mater. 2003, 15, 269.
172. Redecker, M.; Bradley, D. D. C.; Inbasekaran, M.; Woo, E. P. Appl. Phys. Lett. 1998, 73, 1565.
173. Kong, X.; Kulkarni, A. P.; Jenekhe, S. A. Macromolecules 2003, 36, 8992.
174. Hou, Q.; Zhou, Q.; Zhang, Y.; Yang, W.; Yang, R.; Cao, Y. Macromolecules 2004, 37, 6299.
175. Wu, W.; Inbasekaran, M.; Hudack, M.; Welsh, D.; Yu, W.; Cheng, Y.; Wang, C.; Kram, S.; Tacey, M.; Bernius, M.; Fletcher, R.; Kiszka, K.; Munger, S.; O'Brien, J. Microelectron. J. 2004, 35, 343.
176. Rusling, J. F.; Suib, S. L. Adv. Mater. 1994, 6, 922.
177. Liu, Y.; Liu, M. S.; Jen, A. K.-Y. Acta Polym. 1999, 50, 105.
178. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
179. Tokito, S.; Tanaka, H.; Noda, K.; Okada, A.; Taga, Y. Appl. Phys. Lett. 1997, 70, 1929.
180. Jung, B.-J.; Yoon, C. B.; Shim, H. K.; Do, L. M.; Zyung, T. Adv. Funct. Mater. 2001, 11, 430.
181. Kim, J. H.; Lee, H. Chem. Mater. 2002, 14, 2270.
182. Kulkarni, A. P.; Zhu, Y.; Jenekhe, S. A. Macromolecules 2005, 38, 1553.
183. Ding, L.; Bo, Z.; Chu, Q.; Li, J.; Dai, L.; Pang, Y.; Karasz, F. E.; Durstock, M. F. Macromol. Chem. Phys. 2006, 207, 870.
184. Kuo, C.-H.; Cheng, W.-K.; Lin, K.-R.; Leung, M.-K.; Hsieh, K.-H. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 4504.
185. Buchgraber, C.; Pogantsch, A.; Kappaun, S.; Spanring, J.; Kern, W. J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 4317.
186. In Chapter 4 of this dissertation.
187. Liu, J.; Zhou, Q. G.; Cheng, Y. X.; Geng, Y. H.; Wang, L. X.; Ma, D. G.; Jing, X. B.; Wang, F. S. Adv. Mater. 2005, 17, 2974.
188. Tsami, A.; Yang, X.-H.; Galbrecht, F.; Farrell, T.; Li, H.; Adamczyk, S.; Heiderhoff, R.; Balk, L. J.; Neher, D.; Holder, E. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 4773.
189. Yuan, M.-C.; Shih, P.-I.; Chien, C.-H.; Shu, C.-F. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 2925.
190. Lee, J.; Lee, J.-I.; Park, M.-J.; Jung, Y. K.; Cho, N. S.; Cho, H. J.; Hwang, D.-H.; Lee, S.-K.; Park, J.-H.; Hye, J. H.; Chu, Y.; Shim, H.-K. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 1236.
191. Lee, J.; Cho, H.-J.; Cho, N. S.; Hwang, D.-H.; Kang, J.-M.; Lim, E.; Lee, J.-I.; Shim, H.-K. J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 2943.
192. Cho, N. S.; Hwang, D. H.; Jung, B. J.; Lim, E.; Lee, J.; Shim, H. K. Macromolecules 2004, 37, 5265.
193. Wu, T.-Y.; Chen, Y. J. Polym. Sci. Part A: Polym. Chem. 2002, 40, 4570.
194. Ranger, M.; Rondeau, D.; Leclerc, M. Macromolecules 1997, 30, 7686.
195. Janietz, S.; Bradley, D. D. C.; Grell, M.; Giebeler, C.; Inbasekaran, M.; Woo, E. P. Appl. Phys. Lett. 1998, 73, 2453.
196. Tsai, L.-R.; Chen, Y. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 5541.
197. Kido, J.; Kimura, M.; Nagai, K. Science 1995, 267, 1332.
198. Wu, C.-C.; Sturm, J. C.; Register, R. A.; Tian, J.; Dana, E. P.; Thompson, M. E. IEEE Trans. Electron Devices 1997, 44, 1269.
199. Mori, T.; Tsuge, H.; Mizutani, T. J. Phys. D: Appl. Phys. 1999, 32, L65.
200. Lane, P. A.; Palilis, L. C.; O'Brien, D. F.; Giebeler, C.; Cadby, A. J.; Lidzey, D. G.; Campbell, A. J.; Blau, W.; Bradley, D. D. C. Phys. Rev. B 2001, 63, 235206.
201. Gong, X.; Ostrowski, J. C.; Moses, D.; Bazan, G. C.; Heeger, A. J. Adv. Funct. Mater. 2003, 13, 439.
202. Leclerc, M. J. Polym. Sci. Part A: Polym. Chem. 2001, 39, 2869.
203. Sun, J.; Cheng, J.-G.; Zhu, W.-Q.; Ren, S.-J.; Zhong, H.-L.; Zeng, D.-L.; Du, J.-P.; Xu, E.-J.; Liu, Y.-C.; Fang, Q. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 5616.
204. Yang, R.; Tian, R.; Yan, J.; Zhang, Y.; Yang, J.; Hou, Q.; Yang, W.; Zhang, C.; Cao, Y. Macromolecules 2005, 38, 244.
205. Tsai, L.-R.; Li, C.-W.; Chen, Y. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 5945.
206. Jung, Y. K.; Kim, H.; Park, J.-H.; Lee, J.; Lee, S. K.; Lee, Y. S.; Shim, H.-K. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 3573.
207. Chen, X.; Liao, J. L.; Liang, Y.; Ahmed, M. O.; Tseng, H. E.; Chen, S. A. J. Am. Chem. Soc. 2003, 125, 636.
208. Sandee, A. J.; Williams, C. K.; Evans, N. R.; Davies, J. E.; Boothby, C. E.; Kohler, A.; Friend, R. H.; Holmes, A. B. J. Am. Chem. Soc. 2004, 126, 7041.
209. Takagi, K.; Kakiuchi, H.; Yuki, Y.; Suzuki, M. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 4786.
210. Bonifácio, V. D. B.; Morgado, J.; Scherf, U. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 2878.
211. Mei, C.; Tu, G.; Zhou, Q.; Cheng, Y.; Xie, Z.; Ma, D.; Geng, Y.; Wang, L. Polymer 2006, 47, 4976.
212. Liu, J.; Chen, L.; Shao, S.; Xie, Z.; Cheng, Y.; Geng, Y.; Wang, L.; Jing, X.; Wang, F. J. Mater. Chem. 2008, 18, 319.
213. Liu, J.; Shao, S. Y.; Chen, L.; Xie, Z. Y.; Cheng, Y. X.; Geng, Y. H.; Wang, L. X.; Jing, X. B.; Wang, F. S. Adv. Mater. 2007, 19, 1859.
214. Oelkrug, D.; Tompert, A.; Gierschner, J.; Egelhaaf, H. J.; Hanack, M.; Hohloch, M.; Steinhuber, E. J. Phys. Chem. B 1998, 102, 1902.
215. Tsai, C.-J.; Yeh, K.-M.; Chen, Y. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 211.
216. In Chapter 5 of this dissertation.
217. Chen, Y.; Hwang, S.-W.; Yu, Y.-H. Polymer 2003, 44, 3827.
218. Li, C. L.; Su, Y. J.; Tao, Y. T.; Chou, P. T.; Chien, C. H.; Cheng, C.-C.; Liu, R. S. Adv. Funct. Mater. 2005, 15, 387.
219. Prasad, P. N.; Williams, D. J., Introduction to Nonlinear Effects in Monomers and Polymers. John Wiley & Sons: New York, 1991.
220. Ego, C.; Marsitzky, D.; Becker, S.; Zhang, J.; Grimsdale, A. C.; Mullen, K.; MacKenzie, J. D.; Silva, C.; Friend, R. H. J. Am. Chem. Soc. 2003, 125, 437.
221. Hwang, D. H.; Kim, S. K.; Park, M. J.; Lee, J. H.; Koo, B. W.; Kang, I. N.; Kim, S. H.; Zyung, T. Chem. Mater. 2004, 16, 1298.
222. Tang, R.; Tan, Z.; Li, Y.; Xi, F. Chem. Mater. 2006, 18, 1053.
223. Chien, C.-H.; Shih, P.-I.; Shu, C.-F. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 2938.
224. Lee, S. K.; Ahn, T.; Cho, N. S.; Lee, J.-I.; Jung, Y. K.; Lee, J.; Shim, H. K. J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 1199.
225. Lai, R. Y.; Kong, X.; Jenekhe, S. A.; Bard, A. J. J. Am. Chem. Soc. 2003, 125, 12631.
226. Higuchi, A.; Inada, H.; Kobata, T.; Shirota, Y. Adv. Mater. 1991, 3, 549.
227. In Chapter 6 of this dissertation.
228. Shirota, Y. J. Mater. Chem. 2000, 10, 1.
229. Li, X. C.; Liu, Y.; Liu, M. S.; Jen, A. K. Y. Chem. Mater. 1999, 11, 1568.
230. Donat-Bouillud, A.; Levesque, I.; Tao, Y.; D'Iorio, M.; Beaupre, S.; Blondin, P.; Ranger, M.; Bouchard, J.; Leclerc, M. Chem. Mater. 2000, 12, 1931.
231. Schulz, G. L.; Chen, X.; Chen, S. A.; Holdcroft, S. Macromolecules 2006, 39, 9157.
232. Morgado, J.; Cacialli, F.; Friend, R. H.; Iqbal, R.; Yahioglu, G.; Milgrom, L. R.; Moratti, S. C.; Holmes, A. B. Chem. Phys. Lett. 2000, 325, 552.
233. Tang, C. W.; VanSlyke, S. A.; Chen, C. H. J. Appl. Phys. 1989, 65, 3610.
234. Beljonne, D.; Cornil, J.; Friend, R. H.; Janssen, R. A. J.; Bredas, J. L. J. Am. Chem. Soc. 1996, 118, 6453.
235. Inganas, O.; Granlund, T.; Theander, M.; Berggren, M.; Andersson, M. R.; Ruseekas, A.; Sundstrom, V. Opt. Mater. 1998, 9, 104.
236. Pei, J.; Yu, W. L.; Huang, W.; Heeger, A. J. Macromolecules 2000, 33, 2462.
237. Berggren, M.; Gustafsson, G.; Inganas, O.; Andersson, M. R.; Wennerstrom, O.; Hjertberg, T. Adv. Mater. 1994, 6, 488.