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研究生： 林成寶
Nursalim, Guswandhi
論文名稱： 側鏈含三苯胺與Carbazole基團之共聚物的電化學沉積法及其在電激磷光元件的應用
Electrochemical Deposition of Poly(vinylcarbazole-co-vinyltriphenylamine) and Its Application in Polymeric Light-Emitting Diode
指導教授： 陳雲
Chen, Yun
學位類別： 碩士
Master
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： 79
中文關鍵詞： 發光二極體元件 、電化學沉積法 、電聚合 、咔唑 、三苯胺
外文關鍵詞： Triphenylamine, Electrodeposition, Carbazole, Electrochemical deposition, OLED, Electrocoupling
相關次數： 點閱：88  下載：1 
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    • 在本研究中,我們利用自由基聚合法合成側鏈含三苯胺與咔唑基團之共聚物poly(vinylcarbazole-co-vinyltriphenylamine) (PVKT21和PVKT45)應用於發光二極體元件中作為電洞注入層及電洞傳遞層，並且與homopolymer PVK和PTPA比較。元件的結構為ITO/Electrodeposited Layer(EDL) /PVK:Ir(ppy)3:PBD/Ca/Al和ITO/PEDOT:PSS/EDL/PVK:Ir(ppy)3:PBD/Ca/Al，利用電化學沉積法來製備電洞注入和電洞傳遞層。在電化學和光化學性質方面，雖然咔唑和三苯胺單體皆能進行電聚合反應，但卻只有側鏈含三苯胺的PVKT可進行電聚合反應。另外，可以AFM來觀察電解沉積層的表面性質，藉由不同前驅物的濃度來改善電解沉積層的表面。相較於homopolymer PVK 和PTPA，以PVKT21和PVKT45作為電洞注入層或電洞傳遞層，可以改進發光二極體元件的最大光亮效率(LEmax)。

    Two hole-transporting materials poly(vinylcarbazole-co-vinyltriphenylamine) (PVKT21 and PVKT45) containing pendant carbazole and triphenylamine have been prepared by free radical polymerization. The application of these copolymers to be used as hole injection layer and hole transporting layer in PLEDs were investigated in detail and their performances were compared with corresponding homopolymers polyvinylcarbazole (PVK) and polyvinyltriphenylamine (PTPA). The structure of the devices were ITO/Electrodeposited Layer(EDL)/PVK:Ir(ppy)3:PBD/Ca/Al and ITO/PEDOT:PSS/EDL/PVK:Ir(ppy)3:PBD/Ca/Al where electrodeposition method was used to apply the copolymer layer. Investigation of the electrochemical and spectroelectrochemical properties reveal that, although both carbazole and triphenylamine can undergo electrocoupling reaction, only triphenylamine part in the PVKT copolymers undergo electropolymerization. Electrodeposited films were characterized and the results showed that the morphology of the films can be easily controlled by changing the precursor concentrations. The electroluminescence characterization shows that by using PVKT21 and PVKT45 as hole injection layer, the maximum luminance efficiency (LEmax) can be improved relative to that of PVK and PTPA.

    Abstract i 摘要 ii Acknowledgement iii Contents v List of Schemes vii List of Tables viii List of Figures ix Preface xi Chapter 1 Introduction, Literature Review and Theoretical Background 1 1.1 Development of PLED 1 1.2 Basic of OLEDs Device 4 1.2.1 Fluorescence and Phosphorescence 4 1.2.2 Principle of Photoluminescence 6 1.3 Device Structure 9 1.3.1 Single-Layer Devices 10 1.3.2 Multi-Layer PLED Devices 11 1.4 Materials Used in OLEDs 12 1.4.1 Hole Injection and Hole Transporting Materials 12 1.4.2 Emissive Materials 13 1.4.3 Electron Transporting Materials 16 1.5 Electrodeposition and Electrochromism 16 1.6 Research Motivation 18 Chapter 2 General Experimental 21 2.1 Instruments of Chemical Synthesis 21 2.2 Measurements 21 2.3 Materials 27 2.4 Schemes of Monomers and Polymers 28 2.5 Synthesized Procedures 29 2.5.1 Synthesis of Monomers 29 2.5.2 Synthesis of Polymers 30 Chapter 3 Results and Discussion 36 3.1 Electrochemical Characteristics 36 3.1.1 Introduction 37 3.1.2 Specific Experimental 38 3.1.3 Results and Discussion 39 3.1.4 Summary 43 3.2 Electrochromism 44 3.2.1 Introduction 44 3.2.2 Specific Experimental 45 3.2.3 Results and Discussion 46 3.2.4 Summary 51 3.3 Electrodeposition 51 3.3.1 Introduction 52 3.3.2 Spesific Experimental 53 3.3.3 Results and Discussion 54 3.3.4 Summary 59 3.4 Electroluminescence Properties 60 3.4.1 Introduction 61 3.4.2 Spesific Experimental 62 3.4.3 Results and Discussion 64 3.4.4 Summary 69 Chapter 4 Conclusion 71 References 73 Appendix 78 Curriculum Vitae 78 List of Publication 79

    [1] C. H. Chen, S. W. Huang, OLED: Organic Electroluminescent Materials and Devices, Wunan Book Co., Ltd. 2005, p. 17.
    [2] M. Pope, H. P. Kallmann, P. Magnante, J. Chem. Phys. 1963, 38, 2042.
    [3] M. T. Bernius, M. Inbasekaran, J. O’Brien, W. Wu, Adv. Mater. 2000, 12 No. 23, December 1.
    [4] C. W. Tang, S. A. VanSlyke, Appl. Phys. Lett. 1987, 51, 913.
    [5] C. W. Tang, S. A. VanSlyke, C. H. Chen, J. Appl. Phys. 1989, 65, 3610.
    [6] J. H. Burroughes, D. D. C. Bradley, A. R. Brown, R. N. Marks, K. Mackay, R. H. Friend, P. L. Burns, A. B. Holmes, Nature 1990, 347, 539.
    [7] K. R. J. Thomas, J. T. Lin, Y. T. Tao, and C. W. Ko, J. Am. Chem. Soc. 2001, 123, 9404.
    [8] M. A. Baldo, D. F. O’Brien, Y. You, A. Shoustikov, S. Sibley, M. E. Thompson, S. R. Forrest, Nature 1998, 395, 151.
    [9] C.-C. Lee, K.-M. Yeh, Y. Chen, Polymer 2008, 49, 4211.
    [10] S. R. Tseng, H. F. Meng, C. H. Yeh, H. C. Lai, S. F. Horng, H. H. Liao, C. S. Hsu, L. C. Lin, Syn. Met. 2008, 158, 130.
    [11] S. Inaoka, D. B. Roitman, R. C. Advincula, Chem. Mater. 2005, 17, 6781.
    [12] C. C. Chang, M. K. Leung, Chem. Mater. 2008, 20, 5816.
    [13] F. C. Chen, S. C. Chang, G. He, S. Pyo, Y. Yang, M. Kurotaki J. Kido, J. Polym. Sci. Part B 2003, 41, 2681.
    [14] C. Adachi, M. A. Baldo, M. E. Thompson, S. R. Forrest, J. Appl. Phy. 2001, 90, 5048.
    [15] H. Yersin, “Triplet emitters for OLED applications. Mechanisms of exciton trapping and control of emission properties”. Top. Curr. Chem. 2004,241, 1.
    [16] K. M. Yeh, “The Synthesis and Optoelectronic Properties of Electroluminescent and Phosphorescent Host Polymers”, Doctoral Dissertation, National Cheng Kung University, 2007.
    [17] A. Köhler, J. S. Wilson, R. H. Friend, Adv. Mater. 2002, 14, 701.
    [18] A. Köhler, J. Wilson, Org. Electron. 2003, 4, 179.
    [19] M. A. Baldo, D. F. O’Brien, M. E. Thompson, S. R. Forrest, Phys. Rev. B 1999, 60, 14422.
    [20] J. S. Wilson, A. S. Dhoot, A. J. A. B. Seeley, M. S. Khan, A. Köhler, R. H. Friend, Nature 2001, 413, 828.
    [21] M. Segal, M. A. Baldo, R. J. Holmes, S. R. Forrest, Z. G. Soos, Phys. Rev. B: Condens. Matter. 2003, 68, 075211.
    [22] M. Reufer, M. J. Walter, P. G. Lagoudakis, A. B. Hummel, J. S. Kolb, H. G. Roskos, U. Scherf, J. M. Lupton, Nat. Mater. 2005，4, 340.
    [23] X. Wei, J. Peng, J. Cheng, M. Xie, Z. Lu, C. Li, Y. Cao, Adv. Funct. Mat. 2007, 17, 3319.
    [24] J. Kido, K. Nagai, Y. Ohashi, Chem. Lett. 1990, 657.
    [25] R. C. Kwong, S. Sibley, T. Dubovoy, M. Baldo, S. R. Forrest, M. E. Thompson, Chem. Mater. 1999, 11, 3709.
    [26] E. Holder, B. M. W. Langeveld, U. S. Schubert, Adv. Mater. 2005, 17, 1109.
    [27] V. Cleave, G. Yahioglu, P. Le Barny, D.-H. Hwang, A. B. Holmes, R. H. Friend, N. Tessler, Adv. Mater. 2001, 13, 44.
    [28] P. A. Lane, L. C. Palilis, D. F. O’Brien, C. Giebeler, A. J. Cadby, D. G. Lidzey, A. J. Campbell, W. Blau, D. D. C. Bradley, Phys. Rev. B 2001, 63, 235206.
    [29] J. R. Lakowicz, “Principles of Fluorescence Spectroscopy”, 2nd ed., KluwerAcademic/ Plenum, New York 1999, chapter 1.
    [30] D. A. Skoog, F. J. Holler, T. A. Nieman, “Principles of Instrumental Analysis”, 5th ed., Saunders Golden Sunburst Series 1998, chapter 15.
    [31] I. Hamberg, C. Granqvist, J. Appl. Phys. 1986, 60, R123.
    [32] H. Kobayashi, T. Ishida, Y. Nakato, H. Tsubomura, J. Appl. Phys. 1991, 69, 1736.
    [33] R. Tahar, T. Ban, Y. Ohya, Y. Takahashi, J. Appl. Phys. 1998, 83, 2631.
    [34] J. Scott, J. Kaufman, P. Brock, R. Dipieto, J. Salem, J. Goitia, J. Appl. Phys. 1996, 79, 2745.
    [35] O. Nuyken, S. Jungermann, V. Wiederhirn, E. Bacher, K. Meerholz, Monatshefte für Chemie 2006, 137, 811.
    [36] M. Sudhakar, P. I. Djurovich, T. E. Hogen-Esch, M. E. Thompson, J. Am. Chem. Soc. 2003, 125, 7796.
    [37] S. Becker, C. Ego, A. C. Grimsdale, E. J. W. List, D. Marsitzy, A. Pogantsch, S. Setayesh, G. Leising, K. Müllen, Synth. Met. 2001, 125, 73.
    [38] J.-K. Lee, D.-H. Hwang, J. Hwang, H.-K. Jung, T. Zyung, S. Y. Park, Synth. Met. 2000, 111, 489.
    [39] M. A. Baldo, S. Lamansky, P. E. Thompson, S. R. Forrest, Appl. Phys. Lett. 1999, 75, 4.
    [40] K.-M. Yeh, C.-C. Lee, Y. Chen, Syn. Met. 2008, 158, 565.
    [41] M. Ichikawa, S. Fujimoto, Y. Miyazawa, T. Koyama, N. Yokoyama, T. Miki, Y. Taniguchi, Org. Electron. 2008, 9, 77
    [42] C. Adachi, T. Tsutsui, S. Saito, Appl. Phys. Lett. 1990, 56, 799.
    [43] M. Ichikawa, T. Kawaguchi, K. Kobayashi, T. Miki, K. Furukawa, T. Koyama, Y. Taniguchi, J. Mater. Chem. 2006, 16, 221.
    [44] K.-M. Yeh, Y. Chen, Org. Electron. 2008, 9, 45.
    [45] A. P. Kulkarni, C. J. Tonzola, A. Babel, S. A. Jenekhe, Chem. Mater. 2004, 16, 23, 4556.
    [46] A. Baba, K. Onishi, W. Knoll, R. C. Advincula, J. Phys. Chem. B 2004, 108, 18949.
    [47] M. Gross, D. C. Mϋller, H.-G. Nothofer, U. Scherf, D. Neher, C. Brauchle, K. Meerholz, Nature 2000, 405, 601.
    [48] T.-W Lee, M.-G. Kim, S. Y. Kim, S. H. Park, O. Kwon, T. Noh, Appl. Phys. Lett. 2006, 89, 123505.
    [49] P. J. H. Ho, J.-S. Kim, J. H. Burroughes, H. Becker, S. F. Y. Li, T. M. Brown, F. Cacialli, R. H. Friend, Nature 2000, 404, 481.
    [50] J. Natera, L. Otero, L. Sereno, F. Fungo. Macromolecules 2007, 40, 4456.
    [51] M. K. Leung, M. Y. Chou, Y. O. Su, C. L. Chiang, H. L. Chen, C. F. Yang, C. C. Yang, C. C. Lin, H. T. Chen, Org. lett. 2003, 5, 839.
    [52] C. Kaewtong, G. Jiang, M. J. Felipe, B. Pulpoka, R. Advincula, ACSNANO 2008, 2, 1533.
    [53] R. Ravindranath, P. K. Ajikumar, S. Bahulayan, N. B. M. Hanafiah, A. Baba, R. C. Advincula, W. Knoll, S. Valiyaveettil, J. Phys. Chem. B 2007, 111, 6336.
    [54] M. Chahma, D. J. T. Myles, R. G. Hicks, Chem. Mater. 2005, 17, 2672.
    [55] M. Chahma, R. G. Hicks, D. J. T. Myles, Macromolecules 2004, 37, 2010.
    [56] S. Inaoka, D. B. Roitman, R. C. Advincula, Chem. Mater. 2005, 17, 6781.
    [57] A. J. Bard, L. R. Faulkner, “Electrochemical Methods: Fundamentals and Applications”, Wiley, New York 2001.
    [58] A. S. Ribeiro, A. U. da Silva, L. M. O. Ribeiro, J. G. da Silva Jr., M. Navarro, J. Tonholo, J. Ele. Chem. 2005, 580, 313.
    [59] P. M. S. Monk, R. J. Mortimer, D. R. Rosseinsky, “Electrochromism: Fundamentals and Applications”, VCH: Weinheim 1995.
    [60] C. C. Chiang, H.-C. Chen, C.-S. Lee, M.-K. Leung, K.-R. Lin, K.-H. Hsieh, Chem. Mater. 2008, 20, 540.
    [61] F. S. Han, M. Higuchi, D. G. Kurth, J. Am. Chem. Soc. 2008, 130, 2073.
    [62] A. A. Argun, P.-H. Aubert, B. C. Thompson, I. Schwendeman, C. L. Gaupp, J. Hwang, N. J. Pinto, D. B. Tanner, A. G. MacDiarmid, J. R. Reynolds, Chem. Mater. 2004, 16, 4401
    [63] T.-W. Lee, O. Kwon, M.-G. Kim, S. H. Park, J. Chung, S. Y. Kim, Y. Chung, J.-Y. Park, E. Han, D. H. Huh, J.-J. Park, L. Pu, Appl. Phy. Lett. 2005, 87, 231106.
    [64] M. P. de Jong, L.J. van IJzendoorn, M. J. A. de Voigt, Appl. Phys. Lett. 2000, 77, 2255.
    [65] L. Duan, B. D. Chin, N. C. Yang, M.-H. Kim, H. D. Kim, S. T. Lee, H. K. Chung, Synt. Met. 2007, 157, 343.
    [66] S. Khodabakhsh, D. Poplavskyy, S. Heutz, J. Nelson, D.D.C. Bradley, H. Murata, T.S. Jones, Adv. Funct. Mater. 2004, 14, 1205.
    [67] K.W. Wong, H.L. Yip, Y. Luo, K.Y. Wong, W.M. Lau, K.H. Low, H.F. Chow, Z.Q. Gao, W.L. Yeung, C.C. Chang, Appl. Phys. Lett. 2002, 80, 2788.
    [68] J.S. Kim, I. Grizzi, J.H. Burroughes, R.H. Friend, Appl. Phys. Lett. 2005, 87, 23506.
    [69] H. Yan, B. J. Scott, Q. Huang, T. J. Marks, Adv. Mater. 2004, 16, 1948.
    [70] J. Morgado, R. H. Friend, F. Cacialli, App. Phys. Lett. 2002, 80, 2436.
    [71] S. A. Carter, M. Angelopoulos, S. Karg, P. J. Brock, J. C. Scott, Appl. Phys. Lett. 1997, 70, 2067.
    [72] T. Fulghum, S. M. A. Karim, A. Baba, P. Taranekar, T. Nakai, T. Masuda, R. C. Advincula, Macromolecules 2006, 39, 1467.
    [73] Y. Shirota, T. Kobata, N. Noma, Chem. Lett. 1989, 1145.
    [74] C. C. Lee, “The Synthesis and Optoelectronic Properties of Electrophosphorescent Host Polymers Containing Triphenylamine and Carbazole”, Master Thesis, National Cheng Kung University, 2008.
    [75] E. Hao, B. Fabre, F. R. Fronczek, M. G. H. Vicente, Chem. Mater. 2007, 19, 6195.
    [76] M. Deepa, S. Ahmad, K. N. Sood, J. Alam, S. Ahmad, A. K. Srivastava, Elect. Acta 2007, 52, 7453.
    [77] Kankare, J. “Electrical and Optical Polymer Systems:Fundamentals, Methods, and Applications”, M. Dekker, New York 1993.
    [78] C. Xia, X. Fan, M.-K. Park, R. C. Advincula, Langmuir 2001, 17, 7893.
    [79] S.-H. Hsiao, G.-S. Liou, Y.-C. Kung, H.-J. Yen, Macromolecules 2008, 41, 2800.
    [80] K. Choi, S. J. Yoo, Y.-E. Sung, R. Zentel, Chem. Mater. 2006, 18, 5823.
    [81] L. Otero, L. Sereno, F. Fungo, Y.-L. Liao, C.-Y. Lin, K.-T. Wong, Chem. Mater. 2006, 18, 3495.
    [82] H. Becker, H. Spreitzer, W. Kreuder, E. Kluge, H. Vestweber, H. Schenk, K. Treacher, Synth. Met. 2001, 122, 105.
    [83] Y.-J. Cheng, M. S. Liu, Y. Zhang, Y. Niu, F. Huang, J.-W. Ka, H.-L. Yip, Y. Tian, A. K.-Y. Jen, Chem. Mater. 2008, 20, 413.
    [84] C. Jiang, W. Yang, J. Peng, S. Xiao, Y. Cao, Adv. Mater. 2004, 16, 537.

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