簡易檢索 / 詳目顯示

回結果列表
研究生： 李威逸
Wei-Yi Lee
論文名稱： 高有機溶解度與熱安定性之雜環聚(吡啶-醯亞胺)含懸掛咔唑基團: 合成、電化學、 電致變色、光學、與質子化特性研究
Highly organsoluble and thermally stable heterocyclic polyimide with carbazole moiety group: synthesis, electrochemical, electrochromic, optical, and protonation chatacterization
指導教授： 廖德章
Der-Jang Liaw
口試委員: 許應舉
Y. G. Hsu
李文福
Wen-Fu Lee
汪昆立
Kun-Li Wang
學位類別： 碩士
Master
系所名稱： 工程學院 - 化學工程系
Department of Chemical Engineering
論文出版年： 2007
畢業學年度： 95
語文別： 英文
論文頁數： 50
中文關鍵詞： 吡啶 、醯亞胺 、質子化
外文關鍵詞： carbazole, polyimide, protonation
相關次數： 點閱：233  下載：2 
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
  •  上一筆

    • 利用齊齊巴賓反應(Chichibabin reaction)合成具有雜環基團與龐大懸掛咔唑基團的新型二胺單體，此新型二胺單體接著與一系列二酞酐單體(6FDA, DSDA, BTDA, OPDA, BPDA, PMDA在N-甲基-2-吡咯酮溶劑中進行聚縮合反應製備 新型聚(吡啶-醯亞胺)聚合物，利用此兩種新型二胺單體所製備的聚(吡啶-醯亞胺)聚合物在室溫或加熱下可溶於N-甲基-2-吡咯酮、N,N-二甲基乙醯胺，聚(吡啶-醯亞胺)聚合物在450 ℃下相當穩定且於空氣下的10%重量損失溫度高於410℃。聚合物(PI-1, PI-2)可利用溶劑N,N-二甲基乙醯胺鑄成強韌、可撓曲的薄膜，其抗張強渡高於60.53 MPa，抗張模數高於2.05GPa。利用酸進行質子化後可發出強烈的螢光(540 nm)。

    A new diamine containing pyridine heterocyclic group and carbazole substituent units, 4-(9-ethyl-3-carbazole)-2,6-bis(4-aminophenyl)pyridine (CBAPP, 2), was synthesized and used in a preparation of poly(pyridine-imide) PI-1~7 by direct polycondensation with 4,4'-hexafluoroisopropylidenediphathalic anhydride (6FDA) 3,3',4,4'-diphenylsulfonetetracarboxylic dianhydride(DSDA), 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA), 4,4'-oxydiphthalic anhydride (ODPA), 4,4'-biphthalic anhydride (BPDA), pyromellitic dianhydride (PMDA) and m-DAN in N-methyl-2-pyrrolidinone (NMP). The poly(pyridine-imide)s derived from diamine (CBAPP) with carbazole substituent was highly soluble in solvents such as NMP, DMAc, at room temperature. These polymers has relatively high glass-transition temperature and exhibited good thermal stability both in nitrogen or air (Td10＞410 ℃). The poly(pyridine-imide)s could be cast into film from DMAc solution and was thermally converted into flexible and tough film. The optical properties possessed strong orange fluorescent (540 nm) after protonated with acid.

    目錄 中文摘要------------------------------------------------------------------------------ I 英文摘要----------------------------------------------------------------------------- II 目錄---------------------------------------------------------------------------------- III Highly organsoluble and thermally stable heterocyclic polyimide with carbazole moiety group: synthesis, electrochemical, electrochromic, optical, and protonation chatacterization 1.1 ABSTRACT-------------------------------------------------------------------- 2 1.2 INTRODUCTION------------------------------------------------------------- 2 1.3 Measurements -------------------------------------------------------------------3 1.4 EXPERIMENTAL ------------------------------------------------------------- 6 1.4.1 Materials ----------------------------------------------------------------- 8 1.4.2 Synthesis of monomer ------------------------------------------------- 8 1.4.3 Synthesis of polymers-------------------------------------------------- 6 1.5 RESULTS AND DISCUSSION-------------------------------------------- 9 1.5.1 Monomer synthesis ---------------------------------------------------- 9 1.5.2 Preparation of poly(pyridine-imide)--------------------------------- 10 1.5.3 Polymer properties --------------------------------------------------- 10 1.6 CONCLUSIONS------------------------------------------------------------- 17 1.7 REFERENCE----------------------------------------------------------------- 47

    1. Ghosh, M. K.; Mittal, K. L. Polyimides: Fundamentals and Applications; Marcel Dekker: New York, 1996.
    2. Liaw, D. J.; Chen, W. H.; Huang, C. C. Polyimides and Other High Temperature Polymers; Mittal, K. L., Ed.; VSP Publisher, 2003; Vol. 2; pp 47－70.
    3. Liaw, D. J. Macromolecular Nanostructured Materials; Ueyama, N.; Harada, A.; Kodansha & Springer Eds., 2004; Chapter 2.2; pp 80－100.
    4. Cassidy, P. E. Thermally Stable Polymer; Dekker: New York, 1980; Chapter 4.
    5. Hatke, W.; Schmidt, H. W.; Heitz, W. J. Polym. Sci., Polym. Chem. Ed. 1991, 29, 1387.
    6. Spiliopoulos, I. K.; Mikroyannidis, J. A. Macromolecules 1998, 31, 522.
    7. Gaudiana, R. A.; Minns, R. A.; Sinta, R.; Weeks, N.; Rogers, H. G. Prog. Polym. Sci. 1989, 14, 47.
    8. Liaw, D. J.; Chang, F. C.; Leung, M. K.; Chou, M. Y.; Muellen, K. Macromolecules 2005, 38, 4024.
    9. Jeong, H. J.; Oishi, Y. M.; Kakimoto, A.; Imai, Y. J. Polym. Sci., Part A: Polym. Chem. 1990, 28, 3193.
    10. Steuer, M.; Horth, M.; Ballauff, M. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 1609.
    11. Cheng, L.; Jian, X. G. J. Appl. Polym. Sci. 2004, 92, 1516.
    12. Kusama, M.; Matsumoto, T.; Kurosaki, T. Macromolecules 1994, 27, 1117.
    13. Liaw, D. J.; Liaw, B. Y.; Hsu, P. N.; Hwang, C. Y. Chem. Mater. 2001, 13, 1811.
    14. Glatz, F. P.; Mulhaupt, R. Polym. Bull. 1993, 31, 137.
    15. Skotheim, T. A., Ed.; Electroresponsive Molecular and Polymeric Systems; Marcel Dekker: New York, 1991; Vol. 2.
    16. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burn, P. L.; Holmes, A. B. Nature 1990, 347, 593.
    17. Kiess, H. G., Ed. Conjugated Conducting Polymers; Springer Series in Solid State Sciences; Springer-Verlag: Berlin, 1992; p 102.
    18. Garnier, F.; Hajlaoui, R.; Yassar, A.; Srivastava, P. Science 1994, 265, 1684.
    19. Granstrom, M.; Petritsch, K.; Arias, A. C.; Lux, A.; Andersson, M. R.; Frienf, R. H. Nature 1998, 395, 257.
    20. Lin, Q. D.; Chang, F. C.; Song, Y.; Zhu, C. X.; Liaw, D. J.; Chan, D. S. H.; Kang, E. T.; Neoh, K. G. J. Am. Chem. Soc. 2006, 128, 8732.
    21. Goto, H.; Yashima, E. J. Am. Chem. Soc. 2002, 124, 7943
    22. Wu, A.; Akagi, T.; Jikei, M.; Kakimoto, M.; Imai, Y.; Ukishima, S.; Takahashi, Y. Thin Solid Films 1996, 273, 214.
    23. Mal’tsev, E. I.; Brusentseva, M. A.; Kolesnikov, V. A.; Berendyaev, V. I.; Kotov, B. V.; Vannikov, A. V. Appl. Phys. Lett. 1997, 71, 3480
    24. Dautel, O. J.; Wantz, G.; Flot, D.; Lere-Porte, J. P.; Moreau, J. J. E.; Parneix, J. P.; Serein-Spiraua, F.; Vignau, L. J. Mater. Chem., 2005, 15, 4446.
    25. a) Yamamoto, T.; Murauyama, T.; Zhou, Z. H.; Ito, T.; Fukuda, T.; Yoneda, Y.; Begum, F.; Ikeda, T.; Sasaki, S.; Takezoe, H.; Fukuda, A.; Kubota, K. J. Am. Chem. Soc. 1994, 116, 4832. b) Epstein, A. J.; Blatchford, J. W.; Wang, Y. Z.; Jessen, S. W.; Gebler, D. D.; Lin, L. B.; Gustafson, T. L.; Wang, H. L.; Park, Y. W.; Swager, T. M.; MacDiarmid, A. G.; Synth. Met. 1996, 78, 253. c) Marsella, M.; Fu, D. K.; Swager, T. M.; Adv. Mater. 1995, 7, 145. d) Tian, J.; Wu, C. C.; Thompson, M. E.; Sturm, J. C.; Register, R. A.; Marsella, M. J.; Swager, T. M. Adv. Mater. 1995, 7, 395. e) Kim, J. K.; Yu, J. W.; Hong, J. M.; Cho, H. N.; Kim, Y.; Kim, C. Y.; J. Mater. Chem. 1999, 9, 2171.
    26. Kanbara, T.; Saito, N.; Yamamoto, T.; Kubota, K. Macromolecules 1991, 24, 5883.
    27. Dailey, S.; Halim, M.; Rebourt, E.; Samuel, I. D. W.; Monkman, A. P. J. Condens. Matter 1998, 10, 5171.
    28. Wang, H.; Helgeson, R.; Bin, M.; Wudl, F. J. Org. Chem. 2000, 65, 5862.
    29. Monkman, A. P.; Palsson, L. O.; Higgins, R. W. T.; Wang, C.; Bryce, M. R.; Batsanov, A. S.; Howard, J. A. K. J Am Chem Soc 2002, 124, 6049.
    30. Chichibabin, J. Russ. Phys.-Chcm. Sac. 1905, 37, 1229.
    31. Weiss M. J Am Chem Soc 1952, 74, 200.
    32. Ng, S. C.; Lu, H. F.; Chan, H. S. O.; Fujii, A.; Laga, T.; Yoshino, K. Macromolecules 2001, 34, 6895.
    33. Yamamoto, T.; Sugiyama, K.; Kushida, T.; Inoue, T.; Kanbara, T. J. Am.
    Chem. Soc. 1996, 118, 3930.
    34. LIOU, G. S.; YANG Y.L.; SU Y. O. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 2587–2603
    35. Liaw, D.J., K. L. Wang, F. C. Chang, K. R. Lee and J. Y. Lai, Journal of Polymer Science: Part A: Polymer Chemistry 2007, 45, 2367
    36. Liaw, D. J., K. L. Wang and F. C. Chang, Macromolecules 2007, 40, 3568
    37. Mazur, S.; Lugg, P. S.; Yarnitzky, C. J Electrochem Soc 1987, 134, 346.
    38. Krause, L. J.; Lugg, P.S.; Speckhard, T. A. J Electrochem Soc 1989, 136, 1379.
    39. Zheng, H. B.; Lu, W.; Wang, Z. Y. Polymer 2001, 42, 3745.

    無法下載圖示 全文公開日期 2012/07/31 (校內網路)
    全文公開日期 本全文未授權公開 (校外網路)
    全文公開日期 本全文未授權公開 (國家圖書館：臺灣博碩士論文系統)
    QR CODE