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研究生:張許永
論文名稱:新型吲哚衍生物之合成與應用潛力
論文名稱(外文):New Functionalized Indoles: Synthesis and Potential Applications
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:德文
論文頁數:53
中文關鍵詞:吲哚
相關次數:
  • 被引用被引用:0
  • 點閱點閱:91
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  • 下載下載:0
  • 收藏至我的研究室書目清單書目收藏:0
在本論文中,新型多取代吲哚衍生物被設計且合成出以作為藍光有機發光材料。我們利用Larock heteroannulation為關鍵步驟,在100℃或120℃進行偶合及環化反應成功合成出一系列新型吲哚衍生物,其放光在藍光和紫光的範圍。在此我們提供一個方法藉由C2-、C3-、和C5-推拉電子官能基之改變,可成功調控所合成出吲哚化合物之放光波長。且在二氯甲烷溶劑中以anthrance為標準物,所測得之量子產率為0.41-0.59。在熱性質方面,所有的吲哚衍生物之熔點皆在150℃以上,而且熱裂解溫度高於250℃,其中以化合物1e和10a有最佳的熱穩定性。該筆新型多取代吲哚衍生物有作為藍光有機發光材料之潛力。
A series of new multi-functionalized indoles were designed and synthesized as blue-light emitting materials. Palladium-catalyzed coupling of methyl (3,4-dimethoxyphenyl)propiolates or a 9-anthraldehyde with 4-substituted-2-iodo-1-
anilines in the presence of n-Bu4NBr (1.0 equiv) and NaOAc in DMF at 100–120 °C afforded the new indoles 1a–g and 13a,b, respectively, in 25–65% yields. Fine tune of their blue electroluminescence was performed by placement of elelctron-donating and -withdrawing substitutents at the C2-, C3-, and C5-positions. The quantum yields were measured between 0.41 and 0.59 by use of anthracene as the reference. These indole derivatives melted around 200 °C and were stable up to 250 °C. Results from spectroscopic measurements, molecular computations, and device manufacture indicate that the blue color of indoles can be successfully shifted to the desired chromaticity coordiates.
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