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系統識別號 U0002-3006200610582700
中文論文名稱 合成以噻吩為主體架構的光電材料-液晶,有機場效電晶體和有機發光二極體
英文論文名稱 Synthesis of Thiophene-based Electrooptical Materials of Liquid Crystal(LC), Organic Field-Effect Transistor(OFET) and Orangic Light Emitting Diode(OLED)
校院名稱 淡江大學
系所名稱(中) 化學學系碩士班
系所名稱(英) Department of Chemistry
學年度 94
學期 2
出版年 95
研究生中文姓名 陳郁友
研究生英文姓名 Yo-You Chen
學號 693170184
學位類別 碩士
語文別 中文
口試日期 2006-06-12
論文頁數 175頁
口試委員 指導教授-李世元
委員-陳錦地
委員-林俊成
委員-王伯昌
委員-徐秀福
中文關鍵字 光電材料  液晶  有機場效電晶體  有機發光二極體 
英文關鍵字 Electrooptical Materials  Liquid Crystal  Organic Field-Effect Transistor  Orangic Light Emitting Diode 
學科別分類 學科別自然科學化學
中文摘要 本實驗室研發並報導以噻吩為主體架構的不對稱新型分子具有液晶性質,因此我們延續並探討在噻吩架構做化學上的修飾,另外在聯苯位置接上帶有10個碳數的烷氧基及不含碳數的氫氧基,來量測這些分子的液晶性質。結果發現以2,5-噻吩為主體架構的分子具有液晶性質,且當尾端不管是長碳鏈或者是不含碳鏈的氫氧基,其架構都具有液晶性質。而當噻吩架構不是以2,5-位置作取代時,其不論尾端碳鏈的長短,此類分子就不具有液晶性質。
另一研究課題,近年來以噻吩和噻唑排列組成的架構在有機半導體材料研究受到高度的重視,因此我們利用本實驗室發表超音波巴比艾爾型式反應成功將雜環芳香族鹵化物製備成雜環芳香族有機錫化合物,再經由鈀金屬的催化下進行Stille 耦合反應,合成出以噻吩和噻唑互相排列組成一系列發出藍綠光色的新型有機發光材料。並期許能應用在有機半導體材料。另一方面,我們設計以噻吩和苯環排列的架構,在外圍接上帶有拉電子的官能基,使其整個架構為n-Type有機半導體材料。
英文摘要 Our laboratory developed and reported a serial of new thiophene-based compounds which exhibit liquid crystal property. Thus, we continued plumbing the thiophene cored with chemical modification, and understanding the effectiveness of substitutional position. In addition, we measured the liquid crystal property of those at biphenyl part which alkoxyl or hydroxyl group was attached. Based on the results, the liquid crystal property was observed when the 2,5-substituted thiophene was located and the alkoxyl or hydroxyl group was connected at the end of biphenyl.

Another thesis topic was organic semiconducting material which has received much more attentions in recent years. Thus, we designed and synthesized some new organic material, based on the combinations of thiophene and thiazole, and these compounds were observed to exhibit luminous properties. The sonochemical Barbier-type reaction which was previously reported by this laboratory was used and successfully prepared heterocyclic organostannanes. These organostannanes were applied to synthesize some potentially organic luminous and organic materials by using palladium-catalyzed Stille cross coupling reactions.
論文目次 中文摘要..................................................i
英文摘要.................................................ii
第一章 緒論...............................................1
1-1 液晶材料..............................................3
1-1-1 液晶的介紹..........................................3
1-1-2 液晶分子的形成條件..................................4
1-1-3 液晶分子的形成方式..................................5
(A) 熱向性液晶............................................5
(B) 液向性液晶............................................5
1-1-4 液晶分子的排列方式..................................6
1 桿狀液晶................................................6
(A) 向列型液晶............................................6
(B) 層列型液晶............................................7
(C) 膽固醇型液晶..........................................9
2 盤狀液晶...............................................10
1-1-5 高分子液晶.........................................11
(A) 主鏈型高分子液晶.....................................11
(B) 側鏈型高分子液晶.....................................11
(C) 複合型高分子液晶.....................................11
1-2 有機發光二極體 .......................................13
1-2-1 發光二極體工作原理.................................13
1-2-2 有機發光二極體之發展...............................14
1-2-4 有機發光二極體之發光原理...........................21
1-2-5 有機發光二極體之劣化...............................22
1-3 有機場效電晶體材料...................................24
1-3-1 有機場效電晶體之發展...............................25
1-3-2 電晶體之種類 .......................................26
(A) 雙極性接面電晶體.....................................26
(B) 場效電晶體...........................................26
1-3-3 場效電晶體之簡介...................................27
(A) 接面場效電晶體 .......................................27
(B) 金氧半電晶體.........................................28
1-3-4 有機場效電晶體之結構...............................29
(A) 上接觸式.............................................29
(B) 下接觸式.............................................30
1-3-5 有機場效電晶體之材料...............................31
(A) 小分子...............................................31
(B) 高分子...............................................34
第二章 結果與討論........................................35
2-1 以噻吩為架構的桿狀液晶材料合成及性質測定.............37
2-1-1 液晶材料合成.......................................38
(1) 系列(Ⅰ)化合物的合成.................................38
(2) 系列(Ⅱ)化合物的合成.................................46
2-1-2 液晶材料性質探討...................................50
(1) 系列(Ⅰ)化合物的性質探討.............................50
(2) 系列(Ⅱ)化合物的性質探討.............................54
2-2 有機場效電晶體和有機發光二極體化合物之合成及性質探討.59
2-2-1 有機場效電晶體材料合成.............................61
2-2-2 有機場效電晶體及有機發光材料性質探討...............85
(1) 有機場效電晶體性質探討...............................85
(2) 有機發光材料性質探討.................................86
第三章 實驗與儀器........................................91
3-1 實驗儀器與測試方法...................................91
3-2 溶劑的乾燥...........................................95
3-3 反應條件及實驗步驟...................................97
第四章 結論.............................................111
第五章 光譜.............................................112
第六章 參考資料.........................................170
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