合成新型含三苯胺及雜環結構之聚醯胺與聚酯及其性質研究

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研究生：	吳惠萍 Hui-ping Wu
論文名稱：	合成新型含三苯胺及雜環結構之聚醯胺與聚酯及其性質研究 Synthesis and Characterization of New Polyamides and Polyesters with Triphenylamine and Heterocyclic Groups
指導教授：	陳燿騰 Yaw-terng Chern
口試委員:	陳志堅 Jyh-chien Chen 王健珍 none
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：	2008
畢業學年度：	96
語文別：	中文
論文頁數：	72
中文關鍵詞：	聚醯胺、聚酯、三苯胺
外文關鍵詞：	polyamide, polyester, triphenylamine
相關次數：	點閱：261 下載：1
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本研究使用4-Benzothiazol-2-yl-phenylamine及4-Fluorobenzonitrile 為起始原料，製備含三苯胺結構及雜環取代基之二羧酸單體4-(2-Benzothiazole)-4',4"-dicarboxytriphenylamine，再將此二羧酸單體與二胺進行直接聚縮合反應製得聚醯胺，醯氯化後與二醇進行高溫溶液聚縮合反應製得聚酯。聚醯胺及聚酯的溶解度都很好，它們的軟化溫度介於199 ~ 315 ℃之間，在氮氣及空氣下損失10 % 重量在469 ℃以上，在氮氣下加熱至600 ℃時仍殘留50 %以上的焦炭，顯示它們具有良好的熱安定性。主要的UV吸收峰出現於363 nm，而由光激發所產生的螢光主要發生在524 nm。將聚醯胺鍍膜於ITO玻璃上並測得之CV 圖均會顯示一對可逆的氧化還原峰，聚醯胺的半波電位 E1/2介於1.28 ~ 1.59 V 之間，由電化學的數據可估算聚醯胺的HOMO 值在-5.64 ~ -5.95 eV之間，且會從中性態的無色透明變化成氧化態的黃色。而聚酯無法得到可逆的氧化還原峰，且電化學穩定性不佳。

A new tirphenylamine and heterocyclic-containing dicarboxylic acid, 4-(2-Benzothiazole)-4',4"-dicarboxytriphenylamine, was synthesized by 4-Benzothiazol-2-yl-phenylamine with 4-Fluorobenzonitrile. Polyamides were prepared from the direct polycondensation reactions of the dicarboxylic acid with the diamines. Polyesters were synthesized by high-temperature solution polycondensation reactions of diacid chlorides with diols. All polymers were highly soluble in a variety of solvents. Polyamides and polyesters had useful levels of thermal stability associated with high softening temperatures (199 ~ 315 ℃), 10 % weight loss temperatures in excess of 469 ℃, and char yield at 600 ℃ in nitrogen higher than 50 %. These polymers exhibited maximum UV/vis absorption at 363 nm in NMP solution. Their photoluminescence spectra in NMP solution showed maximum bands at 524 nm. Cyclic voltammograms of polyamides prepared by casting polymer solution onto an indium-tin oxide (ITO)-coated glass substrate exhibited two reversible oxidative redox couples, and the half-wave potential (E1/2) ranged from 1.28 to 1.59 V. The HOMO energy levels of polyamides were in the range from -5.64 to -5.95 eV. The color of the polyamides was changed from neutral colorless to yellow. Cyclic voltammograms of polyesters did not exhibit two reversible oxidative redox couples, and these polyesters did not have electrochemical stability.

致謝..........................................................................I
摘要.........................................................................II
Abstract....................................................................III
目錄..........................................................................V
Scheme索引.................................................................VIII
Table索引....................................................................IX
Figure索引....................................................................X
第一章 序論...................................................................1
  1.1 聚醯胺..................................................................1
  1.2 聚酯....................................................................4
  1.3 三苯胺..................................................................7
  1.4 雜環....................................................................9
  1.5 研究探討................................................................9
第二章 實驗..................................................................11
  2.1 實驗藥品...............................................................11
  2.2 實驗程序...............................................................14
   2.2.1 單體製備…..........................................................14
    2.2.1.1 化學試劑.........................................................14
    2.2.1.2 4-(2-Benzothiazole)-4',4"-dicyanotriphenylamine (1)之合成........14
    2.2.1.3 4-(2-Benzothiazole)-4',4"-dicarboxytriphenylamine (2)之合成......15
   2.2.2 聚合物之製備........................................................16
    2.2.2.1 聚醯胺之合成.....................................................16
    2.2.2.2 聚酯之合成.......................................................17
  2.3 單體鑑定及聚合物之物性與化性分析.......................................17
第三章 結果與討論............................................................21
  3.1 單體之合成.............................................................21
  3.2 聚合物之製備...........................................................22
   3.2.1 聚醯胺之製備........................................................22
   3.2.2 聚酯之製備..........................................................23
  3.3 聚合物之物性分析.......................................................24
   3.3.1 黏度量測............................................................24
   3.3.2 溶解度量測..........................................................25
   3.3.3 熱性質量測..........................................................27
   3.3.4 光電性質量測........................................................28
   3.3.5 電化學性質量測......................................................28
第四章 結論..................................................................33
參考文獻.....................................................................35

                                

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