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寡聚蒽衍生物的合成及其光電特性 = Synthesis of Oligo...

國立高雄大學應用化學系碩士班

寡聚蒽衍生物的合成及其光電特性 = Synthesis of Oligo-Anthracene and its Electro-Optical Characteristics

紀錄類型:	書目-語言資料,印刷品 : 單行本
並列題名:	Synthesis of Oligo-Anthracene and its Electro-Optical Characteristics
作者:	李唯甄,
其他團體作者:	國立高雄大學
出版地:	[高雄市]
出版者:	撰者;
出版年:	2013[民102]
面頁冊數:	187面圖，表 : 30公分;
標題:	有機薄膜電晶體材料
標題:	anthracene
電子資源:	http://handle.ncl.edu.tw/11296/ndltd/20847567831425653286
附註:	參考書目：面106-110
附註:	104年5月27日公開
摘要註:	自從白川英樹教授發現有機高分子可以導電後，隨即讓有機分子之導電特性開始受到材料學家的注目，使得有機光電材料成為另一重要學門。迄今，不管是有機太陽能電池、有機發光二極體甚至是有機場效電晶體等研究，雖然仍無法追上傳統太陽能電池、發光二極體及矽半導體的表現，但有機電子元件之魅力在於能夠讓光電元件應用在更多不同的基板上，製成可撓式的軟性電子元件，讓電子產品能夠更人性化、讓人類的生活更便利。本研究開發一系列以蒽為主體的多環芳香烴材料，在蒽的不同化學位置導入甲氧基，並在分子的二號和(或)六號位置進行延伸，得到蒽之雙聚物及三聚物，其中，係以不同的合成方法得到單體蒽衍生物，再以Suzuki-Miyaura交叉耦合反應，合成出十個蒽衍生物分子，對於合成之中間物以及最後產物是藉由核磁共振光譜儀鑑定其結構的變化及形成，此類分子皆可溶於二氯甲烷溶劑中，其中以甲氧基導入在一號及四號位置之分子擁有最佳的溶解度。為了瞭解合成出來的蒽衍生物在有機薄膜電晶體方面的應用潛力，本研究利用UV吸收光譜及FL放射光譜來研究蒽衍生物分子的光學特性及其HOMO/LUMO能階，研究結果顯示當這些分子的共軛長度增加，其吸收波長皆有明顯的紅位移，取代基位置的改變亦影響著分子的紅位移程度；材料電學性質係利用循環電位儀進行測量，所有分子皆能進行氧化及還原反應，即同時具有傳遞電子及電洞之特性，另外，分子的氧化及還原電位隨著取代基位置的差異而有規律性的改變，利用氧化及還原電位計算可知分子的HOMO能階座落在5.2~5.45 eV之間，LUMO能階則在2.73~2.9 eV之間；在材料的熱性質部分則以TGA及DSC進行研究，延伸共軛長度後的蒽衍生物(雙體及三體)分子，在300℃以內分子幾乎無明顯的型態變化(未見熔化溫度及玻璃轉移溫度)，且其熱裂解溫度皆在300℃之上，顯示這系列分子具有良好的熱穩定性。綜合以上結果，此系列之蒽衍生物分子應有機會應用在電晶體材料中。 Since Professor Hideki Shirakawa discovered conjugated organic molecule can be conductive, the conductive properties of organic molecules began to obtain great attention of material scientists immediately and became another vital discipline. So far, regardless of the organic solar cells, organic light-emitting diodes or even organic field effect transistors still unable to catch up the performance with the traditional solar cells, light-emitting diodes and silicon semiconductor, the charm is the ability of the organic electronic components could be applied to flexible substrate. This way allows electronic products can be more humane, to make human life more convenient.In this study, a series of the methoxy-substituted anthracene at different chemical position was synthesized. Incorporating the substitued-anthracene with one or two substitued-anthracene at 2,6-position, the anthracene dimers and trimers were obtained. Of these, we use different method to acquire the substituded anthracene monomers, then synthesized the oligo-anthracene derivatives by means of Suzuki-Miyaura cross-coupling reaction. These intermediates and final molecules were soluble in dichloromethane, was characterized by NMR. The OFET application potential of the anthracene derivatives was assessed in the aspects of photopysical properties, thermal stabilities and electrochemical behaviors. Photophysical properties and the HOMO/LUMO energy levels of the molecules were characterized from UV-visible and fluorescence spectra. The results show that the molecules with more extensive conjugation have an obvious red-shift. It suggested that the presence of increasing electron delocalization along the main chain. The positions of methoxy group also influence the range of red-shift. CV was employed to investigate the electrochemical behaviors of these molecules. All of them have occurred both oxidation and reduction reactions, means that it would transport electron and hole simultaneously. The HOMO levels of these molecules were estimated to be around 5.2~5.45 eV and the LUMO level were estimated to be around 2.73~2.9 eV. Thermal properties of the molecules were investigated by DSC and TGA. The anthracene dimers and trimers were almost no apparent morphological change within 300℃(no melting temperature and glass transition temperature) and the thermal decomposition temperature were up to 300 ℃. These results indicated that these series of anthracene derivatives possessed high thermal stability.

寡聚蒽衍生物的合成及其光電特性 = Synthesis of Oligo-Anthracene and its Electro-Optical Characteristics
李, 唯甄

寡聚蒽衍生物的合成及其光電特性 = Synthesis of Oligo-Anthracene and its Electro-Optical Characteristics / 李唯甄撰 - [高雄市] : 撰者, 2013[民102]. - 187面 ; 圖，表 ; 30公分.
參考書目：面106-110104年5月27日公開.
有機薄膜電晶體材料anthracene

寡聚蒽衍生物的合成及其光電特性 = Synthesis of Oligo-Anthracene and its Electro-Optical Characteristics
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