本研究先合成4’-N,N-Bis(2-hydroxyethylene)-N-(propyl)amine-4-nitroazobenzene發色團單體，接著合成兩種亞醯胺酸BTI與含氟的6FTI後利用羧酸基與發色團單體上醇基進行聚酯反應合成四種不同含氟比例聚亞醯胺酯。所合成之單體與高分子以FT-IR、NMR與UV光譜鑑定其結構，以GPC測定高分子分子量分布，以DSC、TGA鑑定熱力性質。再利用反射法測量高分子電光係數(EO)，用UV觀察吸收度極化後的安定性的情形，並觀察溫度對電光係數的影響，最後觀察增加含氟鏈段對高分子與溶劑溶解度的影響。
結果發現加入含氟鏈段可以增進高分子玻璃轉移溫度(Tg)、並得到較高的電光係數和極化後的穩定度，並明顯改善對一般質子溶劑的溶解度。

關鍵字：非線性光學、含氟聚亞醯胺酯

In this research,first we synthesized chromophore monomer which contain hydroxy group、two kind imide acid(BTI and 6FTI with flurocarbon). The four kinds of different ratio poly-imide-ester with flurocarbon were prepared from hydroxy group of chromophore monomer and acid group of imide acid. All the monomers and poly-imide-ester were characterized by using FT-IR、NMR and Uv-vis；using GPC to measure distribution of polymer molecular weight；using TGA and DSC to identify the thermal properties. Then we used reflectional method to measure EO coefficient and observed the degree of absorption changing after poling. Finally we observed the influence of temperature to EO coefficient and the flurocarbon influence the degree of dissoluation.
The result show that add flurocarbon to poly-imide-ester can promote Tg and get good higher EO coefficient. And also get better stabilization and the good degree of dissolution for general protonal solvent.

中文摘要 Ⅰ
英文摘要 Ⅱ
謝誌 Ⅲ
總目錄 Ⅴ
表目錄 Ⅸ
圖目錄 Ⅹ

第一章 序論 1
第二章 非線性光學 3
2-1 非線性光學簡介 3
2-2 非線性光學原理 3
2-2-1 非線性光學基本原理 3
2-2-3 波克效應及柯爾效應(Pockels and Kerr effects) 7
2-2-4 波克效應的檢測方法 9
2-2-5 Ellipsometric method之原理 10
2-3 高分子極化薄膜的方位排列 13
2-3-1 電暈極化(Corona poling) 13
2-3-2 序列參數(Order parameter)Φ 14
2-4 非線性光學材料 14
2-4-1 無機非線性光學材料 15
2-4-2 有機非線性光學材料 15
2-4-3 有機非線性聚合物 16
2-5 Pockels effect的應用 18

第三章 文獻回顧與實驗動機 21
3-1 文獻回顧 21
3-2 聚醯亞胺酯(Polyimide-ester) 22
3-3 含氟高分子的特性 24
3-4 聚酯(Polyester)反應 25
3-5 研究動機 26
3-5-1 發色團分子的選擇 26
3-5-2 主鏈高分子的選擇 26

第四章 實驗部分 27
4-1 實驗流程 27
4-2 實驗儀器 28
4-3 實驗藥品 29
4-4 單體與聚合物合成 30
4-4-1 合成4’-Hydroxy-4-Nitroazobenzene 30
4-4-2 合成1-Bromo-3-(4-Nitroazobenzene-4’-oxy)propane 30
4-4-3 合成4’-N,N-Bis(2-hydroxyethylene)-N-(propyl)amine-
4-nitroazobenzene 31
4-4-4 合成Oxy-bis[N-(4-phenylene)-trimellitic imide(BTI) 31
4-4-5 合成1,3-Hexafloro- 2{bis[N-(4-phenylene)-trimellitic imide]ropane 31
4-4-6 合成各種比例含氟聚亞醯胺酯 32
4-4 極化薄膜的製備與極化 35
4-4-1 ITO(Indium tin oxide)導電玻璃的清洗 35
4-4-2 薄膜的製備 35
4-4-3 電暈極化最適化條件的尋找 35
4-5 電光(Electo-Optic)係數r33的測量 36

第五章 結果與討論 38
5-1 發色團分子單體與二亞醯胺酸結構鑑定 38
5-2 不同組成成分聚亞醯胺酯結構鑑定 43
5-3 側鏈發色團單體、亞醯胺酸單體與聚亞醯胺酯的熱力性質. 45
5-3-1 發色團單體部分 45
5-3-2 亞醯胺酸部分 45
5-3-3 高分子聚亞醯胺部分 46
5-4 電暈極化適化條件的尋找與極化後的序列參數Φ 47
5-5 電光係數r33的測量 48
5-6 溫度對電光係數的影響 48
5-7 時間對極化後吸收度上升的觀察 49
5-8 溶解度測試 50

第六章 結論 51
參考文獻 53
自述 89

1.Paras N. Prasad, David J. Williams Introduction to Nonlinear Optical Effects in Molecules and Polymers, JOHN WILLEY and SONS,New York,1987.
2.P. A. Franken, A. E. Hill, C. W. Peters, G Weinreich, Phys. Rev. Lett. 1961,7,118
3.S. R. Marder, J. E. Sohn, G. L. Stucky, Materials for Nonlinear Opticals:Chemical Perspectives,ACS Washington,1991.
4.M. C. Gupta, The Handbook of Photonic, CRC press:Boca Raton,FL(1997)
5.B. E. A. Saleh, M. C. Teich, Fundamental of Photonic, Wiley:New York.
6.M. Sigelle, R. Hierle, J. Appl. Phys., 1981,52,4199
7.H. Uchiki, T. Kobavashi, J. Appl. Phys., 1988,62,2625
8.Y. Levy, V. Dentan M. Dumont, P. Robin, and E. Chastaing, in J. Messier et al, Molecules for Nonlinear Optics and Photonics 1989,461
9.C. C. Teng et al, Appl. Phys. Lett., 1990,56,1734
10.M. A. Mortazavi et al, Appl. Phys., 1991,53,287
11.J. S. Schildkraut, Appl. Opt. 1990,29,2839
12.Y. Shuto, M.amino, J. Appl. Phys.,1995,77,4632
13.S. Hu, G. O. Carlisle,et al, J. Mater. Sci. Lett, 1992,11,794
14.R. H. Page, M. C. Jurich, et al, J. Opt. Soc. Am. B, 1990,7,1239
15.M. A. Mortazavi, A. Knoesen, and S. t. Kowel, J. Opt. Soc. Am. B, 1989,6,733
16.Morley, J. D. et al, J. Chem. Soc. Perkin,Trans. 1987,2,1351
17.Cheng, L. T. et al, J. Phys. Chem.,1991,95,10631
18.Dulcic, A. and Sauteret, C. J. Chem. Phys., 1978,69,3453
19.M. S. Paley, J. M. Harris et al, J. Org. Chem.,1989,54,3774
20.Lalama, S. J.;Singer, K. D. et al,Appl. Phys. Lett.,1981,39,940
21.Marder, S. R. et al, Science,1991,252,103
22.H. L. Hampsch et al, Macromolecules,1990,23,3640
23.H. L. Hampsch et al, Macromolecules,1988,21,526
24.M. Eich et al, J. Appl. Phys.,1989,66,15,2559
25.Stenger-Smith et al,1993,31,2899
26.Becker, M. W. et al,Chem. Mater,1994,6,104
27.M. Chen. et al, Macromolecules,1991,24,5421
28.M. Eich et al, J. Appl. Phys.,1989,66,1,3241
29.D. Jungbauer et al, Appl. Phys. Lett.,1990,56,25,2610
30.L. Li. et al, Appl. Phys.,1991,B53,279
31.Xu. C. et al,Macromolecules,1993,26,5303
32.Hong-Quan Xie et al,Polymer,1998,39,2393
33.Mandal, B. K. et al,Makromol. Chem. Rapid Commun.1991,12,63
34.C. E. Masse et al,J. Apply. Polym. Sci.,1996,60,513
35.M. M. Koton, Vysokomol Soyed, 1973,A15,2,310
36.H. Tanaka et al,Elsevier Science Publisher B. V.,amsterdam,1989,267
37.Mark. w. et al,Chem. Mater,1994,6,104
38.Ambalangodage Champa Jayasuriya, Shigeru Tasaka, Polymer J.,1995,27,122
39.L. Bes et al,High Perform. Polym.,2000,12,169
40.Mitsunobu O.,Sythesis,1981,1.
41.A. Mcculloch, R. T. Bailey,Mol. Cryst. Liq. ,1991,200,157
42.James V. Crivello et al,Liquid Crystals,1988,3,235
43.M. Brecl et al, J. Polym. Sci. Part A:Polym. Chem.,1997,35,2871
44.Hwan Kyu Kim et al,Polymer,1998,39,1719