梁文傑臺灣大學:化學研究所張進傳Chang, Chin-ChuanChin-ChuanChang2010-06-302018-07-102010-06-302018-07-102009U0001-1902200914275800http://ntur.lib.ntu.edu.tw//handle/246246/187496由於三苯胺同時具有電化學活性和電洞傳導特性, 我們希望引入三苯胺基團來合成紅光材料與電洞傳導材料 , 並提高有機發光元件的效率及應用範圍. 在第二章中, 我們以三苯胺作為取代基團合成紅光染料1, 並從電化學及Förster能量轉移的角度來討論染料在之有機發光元件的表現, 且獲得一具有62000/m2的高亮度元件, 其最高效率可達2.9cd/A. 且已發表在Organic Lett. 2006, 8, 2623-2626. 第三章中, 我們以三苯胺做為取代基團合成具有光阻活性的高分子Polymer 1 和Polymer 2. 由於三苯胺具有兩項主要功能 (1) 電化學聚合交聯光阻高分子 (2) 電洞傳導功能. 利用電化學聚合, 高分子會沉積在導電玻璃ITO上; 再利用紫外線曝光顯影, 交聯的高分子能夠被選擇性的分解, 並用來製作具有特定放光區域的有機發光元件. 並發表在Chemistry of Materials. 2008, 20, 5816-5821. 最後, 我們藉由表面自組裝的方式將三苯胺聚合在導電玻璃ITO上, 利用電化學聚合, 能將三苯胺轉換成雙三苯胺分子來提高表面的電洞傳導活性. 並觀察表面高分子梳的電化學(electrochemistry), 紫外線-可見光吸收光譜(UV-Vis absorption), 水接觸角(Water Contact Angle)及掃描式電子顯微鏡(SEM)分析. 將高分子梳運用在發光元件上, 可以獲得一具有16200 cd/m2 和 20.9 cd/A的發光元件. 最後, 利用光化學氧化的方式將三苯胺氧化, 可以獲得具有圖樣(patterned)的有機發光元件.Tirphenylamine is good a hole transport material with electrochemistry activity. We hope to use this moiety to synthesis triphenylamine derivatives to improve the performance of OLED, including red light emitting materials, hole transport materials. n chapter 2, the physical of red light emitting PCF dye 1 was discussed with electrochemistry, Förster energy transfer, and OLED devices. The dye-doped organic light-emitting diode shows red electroluminescence with the efficiency of 2.9 cd/A at 100 cd/m2 and maximum brightness of 62000 cd/m2. This chapter had published in Organic Lett. 2006, 8, 2623-2626n chapter 3, we had synthesized a photo-labile organic semi-conducting polymer 1 and polymer 2 with triphenylamine moiety with photo resistance type property. The triphenylamine group served as two functions: (1) cross-linking the polymer through electro-polymerization (2) hole transport material. After UV illumination, the polymer can be selectivity dissolution; we also demonstrated an image with PLED device. This chapter had published in Chemistry of Materials. 2008, 20, 5816-5821.inally, We use nitroxide SAM to serve as surface initiator, then growth triphenylamine polymer brush on ITO . After electro-polymerization, triarylamine polymer brushes can be dimerized and cross-link for hole transport enhancement. Surface analysis of cyclic voltammetry, UV-Vis absorption, water contact angle, and SEM had been studied in this chapter. The PLED device was optimized to 16200cd/m2 and 20.9cd/A. Through photo oxidation, polymer brushes can be selectively degradation to prepare a patterned PLED emitting device.Contentshapter 1 Introduction…………………………………………………………… .….1-1 Introduction……………………………………………………………………..…1-1 Thesis introduction……………………………………………………………...…1-1-1 DCM red light materials………………………………………………….......3-1-2 Electro-polymerization of triphenylamine materials…………………………7-1-3 Surface modification of triphenylamine polymer……………………...…..11-2 Basic properties of triphenylamine-based materials…………..…………….….13-2-1 Morphology of triphenylamine-based material………………………..….14 1-2-2 Hole transport property of triphenylamine-based materials……………...17-2-3 Electro Chemical property of triphenylamine-based materials……………..21-2-4 Application of triphenylamine-based materials……………………………..26 1-2-4-1 OPVs……………………………………………………………..…….26 1-2-4-2 OFETs……………………………………………………………….…28 1-2-4-3 Photochromic……………………………………………………….….29 1-2-4-4 OLEDs…………………………………………………………….……30 1-2-4-4-1 Triphenylamine-based hole-transporting materials……………….31 1-2-4-4-2 Triphenylamine-based emitting materials………………………...32-3 Thesis themes………………………………………………………….…………34hapter 2 Triphenylamime substitute OLED Red Dye Material……………..……...35-1 Introduction………………………………………………………………………37-2 Result and Discussion……………………………………………………………42-2-1 Synthesis……………………………………….……………………………42 2-2-2 Electro-chemistry and UV-Vis absorption Analysis………………………..44 2-2-3 OLED devices fabrication and discussion……………………………….….48hapter 3 Synthesis of Photo-Resistance type Triphenylamime Hole Transport Polymers………………………………...……………...…………….…59-1 Introduction…………………………………………………………………...….59-2 Result and discussion……………………………………………………………63-2-1 Synthesis……………………………………………………………….……64-2-2 Electro-chemistry and UV-Vis absorption Analysis……….……………….66-2-3 PLED devices fabrication and discussion……………………………...……74-2-4 SEM image and Photo-Lithography application………………………...….77hapter 4 Surface Modification of Triphenylamine Polymer Brush, and their Application on PLED Devices…………………………..…………….......81-1 Introduction…………………………………………………………………...….81-2 Result and discussion……………………………………………………………89-2-1 Synthesis……………………………………………………………….……89-2-2 Water contact angle………………………………………………………….93-2-3 Electroc-hemistry and UV-Vis absorption Analysis………….…………….94-2-4 SEM Image of Polymer Brush………………………………………………98-2-5 PLED devices fabrication and discussion……………………………...…100-2-6 Application of Polymer Brush on Photo Imaged PLED devices…………104hapter 5 Conclusion………………………………...…………………………..…109hapter 6 References……………………………………...………………………...111hapter 7 Experimental Section………………………………………………….....123-1 Experimental Instruments and Chemical………………………………….123-2 Synthesis procedure…………………………………………………………..126-3 OLED and PLED Devices Data……………….…………………………...…...144-4 NMR data……………………………………………………………………….1655236936 bytesapplication/pdfen-US三苯胺紅光染料電洞傳導有機發光元件triphenylaminered dyehole transportorganic light emitting devicethesishttp://ntur.lib.ntu.edu.tw/bitstream/246246/187496/1/ntu-98-D93223020-1.pdf