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研究生:莊高樹
論文名稱:合成功能性苯并呋喃作為有機發光二極體材料之研究
論文名稱(外文):Synthesis of Functionalized Benzo[b]furans as Potential Organic Light-Emitting Devices Materials
指導教授:胡紀如
學位類別:碩士
校院名稱:國立清華大學
系所名稱:化學系
學門:自然科學學門
學類:化學學類
論文種類:學術論文
論文出版年:2004
畢業學年度:92
語文別:英文
論文頁數:65
中文關鍵詞:苯并呋喃有機發光二極體量子效率
外文關鍵詞:benzo[b]furanOrganic Light-Emitting Devicesquantum yield
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在本論文中,我們合成出一系列新型苯并呋喃為發展藍光發光材料。並分別在苯并呋喃的第4號位置的碳上接上醛基、氰基、乙烯酸基、乙烯苯、乙烯雙苯等不同取代基。新型苯并呋喃化合物主要是利用Sonogashira coupling reaction和Horner–Wadsworth–Emmons reaction,並利用雙乙烯苯當架橋系統連接二個苯并呋喃形成新的雙苯并呋喃合成物。其中部分的苯并呋喃化合物具有高量子效率,發光波長為450到482 nm。此類雙苯并呋喃具有較佳的熱穩定性,其熔點為252 °C。 利用此雙苯并呋喃當客發光體製作成一個有機發光二極體。元件為ITO/NPB(40 nm)/19b(4.0%) in ADN(30 nm)/TPBI(10 nm) /Alq3 (30 nm)/Mg–Ag(50 nm)/Ag(10 nm)。此元件最低驅動電壓為3.6 V,在7.0 V下1931 CIE 座標為(0.15, 0.25),最大外部放光效率3.75% (7.13cd/A),最大亮度為53430 cd/m2。
New functionalized- and bis-benzo[b]furan derivatives were synthesized and developed as blue-light emitting materials. These benzo[b]furans possessed a CHO, CN, CH=CHCOOH, CH=CHPh, or CH=CPh2 group at the C4-position and have been synthesized by use of Sonogashira and Horner–Wadsworth–Emmons reaction; the two benzo[b]furan nuclei in bisbenzo[b]furan derivatives were connected by a divinylbenzene bridge. The Pd(0)/Cu(I) catalyzed coupling of (3,4-dimethoxyphenyl)acetylene with 4-substituted 2-hydroxy-3-iodoanisole followed by cyclization in situ was involved in the key step of their syntheses. Some of the benzo[b]furan derivatives show high quantum yield and fluorescence emission maximum between 450–482 nm. The bisbenzo[b]furan possess glass transition temperature Tg= 85 ºC. The device structure was ITO/NPB (40 nm)/19b (4.0%) in ADN (30 nm)/TPBI (10 nm)/Alq3 (30 nm)/Mg–Ag (50 nm)/Ag (10 nm), where ITO, NPB, 19b, ADN, TPBI, Alq3 were indium tin oxide, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl, (E,E)-1,4-bis([2-phenyl-7-methoxybenzo[b]furanyl]-4-vinyl)benzene, 9,10-di-(2-naphthyl)anthracene, 2,2',2"-(benzene-1,3,5-triyl)tris[1-phenyl-1H-benzimidazole], and tris(8-hydroxyquinoline)aluminum, respectively. The device had turn-on voltages (3.6 V) and was 303 cd/m2 at 6.0 V and 1298 cd/m2 at 7.0 V with Commission Internationale de L'Eclairage chromaticity coordinates of x = 0.15; y = 0.25 at 7.0 V. The maximum brightness reached 53430 cd/m2 at 15.5 V. The maximum external quantum efficiency was 3.75% (2.03 lm/w).
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