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研究生： 温彥榮
Yen-jung Wen
論文名稱： 聚咔唑共軛高分子之合成及性質鑑定
Synthesis and characterization of carbazole based conjugated polymer
指導教授： 游進陽
Chin-Yang Yu
口試委員: 邱顯堂
Hsien-Tang Chiu
堀江正樹
Masaki Horie
學位類別： 碩士
Master
系所名稱： 工程學院 - 材料科學與工程系
Department of Materials Science and Engineering
論文出版年： 2013
畢業學年度： 101
語文別： 英文
論文頁數： 90
中文關鍵詞： 紅位移 、螢光 、高分子聚集現象 、有機發光二極體
外文關鍵詞： bathochromic, fluorescence, aggregation, organic light-emitting diode
相關次數： 點閱：222  下載：1 
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    • 在本論文中，我們利用鈴木耦合反應及山本耦合反應合成出一系列新穎的共軛高分子，其結構以具有兩種不同性質之側鏈的咔唑為主幹，一為親水性，另一為親油性，並控制其高分子鏈結構，這些高分子顯現出極具成為有機發光二極體發光層的潛力。其不同性質之側鏈高分子對其熱性質、光學性質、電化學性質有顯著的影響，在溶液和固態的紫外-可見光光譜中經由比較發現，固態吸收光譜中其吸收波長具有明顯的紅位移，並在螢光光譜中發現一但加入對於咔唑高分子溶解性不佳之高極性溶劑如：水、甲醇，這些高分子的凝聚現象導致其放光波長以及放光強度的改變，在加入30%之甲醇和水的條件，其放光強度明顯增強，於60%-90%之甲醇和水的條件，其放光強度大幅減弱，顯示出可以使用聚集現象控制其放光波長以及放光強度的特性。

    This thesis presents an investigation of the synthesis and the physical properties of conjugated polymers with carbazole-based containing alkyl chain and ethylene oxide chain were synthesized through Suzuki coupling polymerization and Yamamoto coupling polymerization to control the structure and arrangement, these polymers exhibit good potential as a material of Organic Light- Emitting Diode. The thermal, optical and electrochemical properties of these polymers are substantially affected by substituted side chain group. In addition, the bathochromic effect was found in different polymers absorption spectra from solution to solid state. The fluorescence shows a special property when we add a non-solvent (methanol, water) to the polymer solution. It caused polymer chains aggregation and the emission wavelength, emission intensity was tuned by the percent of non-solvent. In addition, cyclic voltammetry analysis of the polymers was observed that ethylene oxide is a great donor than alkyl chain.

    Chapter1. Introduction.1 1.1Introduction2 1.1.1 Conducting polymers3 1.1.2 Band theory of Solids4 1.1.3 Excitations in conjugated polymers6 1.1.4 Luminescence8 1.2 Aggregation effect13 1.2.1 Definition of H and J aggregates13 1.2.2 The assembly system and energy diagram15 1.2.3 Aggregation-induced emission(AIE) and Aggregation-caused quenching(ACQ)17 1.3 Aims of the project21 1.4 References22 Chapter 2. Results and Discussion24 2.1 Introduction to Carbazoles25 2.2 Synthesis and Characterization28 2.2.1 Synthetic route to monomers28 2.2.2 Characterization of monomer29 2.2.3 Polymerization35 2.2.4 Synthesis of polymers40 2.2.5 Molecular weight and structure characterization41 2.3 Properties of polymers53 2.3.1 Thermal properties53 2.3.2 Optical and electrochemical properties55 2.3.3 Electrochemical characterization61 2.4 Summary63 2.5 References64 Chapter 3. Conclusion.67 Chapter 4. Experimental section69 4.1 General procedure70 4.2 Synthesis of momomers71 4.2.1 Synthesis of 4,4-Dibromo-2-nitrobiphenyl71 4.2.2 Synthesis of 2,7-Dibromo-9H-carbazole71 4.2.3 Synthesis of 2,7-dibromo-N-dodecyl-carbazole72 4.2.4 Synthesis of 2,7-dibromo-N-(2-ethoxy ethoxy) carbazole72 4.2.5 Synthesis of 2,7-Bis(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan -2-yl)-N- dodecyl-carbazole73 4.3 Synthesis of homopolymers and copolymers74 4.3.1 Synthesis of poly(N-(dodecyl)-2,7-carbazole)74 4.3.2 Synthesis of poly(N-(2-ethoxy ethoxy)-2,7-carbazole)75 4.3.3 Synthesis of poly(2,7-(N-dodecyl)carbazole)-random- 2,7-N- (2-ethoxy ethoxy) carbazole)75 4.3.4 Synthesis of poly(2,7-(N-dodecyl)carbazole)-alt-2,7-N-(2-ethoxy ethoxy) carbazole)76

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