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首页> 外文期刊>Bulletin of the Chemical Society of Japan >Utilization of an Aromatic [4.4.4]Propellane as Thermally Stable Hole-Transport Materials in OLEDs
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Utilization of an Aromatic [4.4.4]Propellane as Thermally Stable Hole-Transport Materials in OLEDs

机译:芳香族[4.4.4]丙烷在OLED中作为热稳定的空穴传输材料的利用

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摘要

In order to develop the thermally stable hole-transport materials (HTMs) in organic light-emitting diodes (OLEDs),hexabenzo-annulated [4.4.4]propellane that has three-biphenyl substructures around the C-C hub has been exploited as the core substance.Introduction of bis-,tetrakis-,or hexakis(diphenylamino) substituents at the 4 and 4'-positions of each biphenyl moiety leads to monomeric,dimeric,and trimeric derivatives of N,N,N',N'-tetraphenylbenzidme;N,N'-bis(3-methylphenyl)-N,N'-diphenylbenzidine (TPD) has excellent electroluminescent (EL) characteristics but low thermal stability.The key step in the preparation of these derivatives (2S-,4S-,and 6S-P) was the coupling of appropriate fluorenes with requisite ortho-bromo biphenyl compounds.All of these had not only excellent EL characteristics,but also glass transition temperatures (T_g) of over 120 deg C which was higher than that of TPD (62 deg C) representative of the HTM.This result is consistent with that the parent hydrocarbon is unusually stable even at 300 deg C.Structural effects of the present monomeric to trimeric TPD analogues on the thermal stability and EL characteristics are discussed.
机译:为了开发有机发光二极管(OLED)中的热稳定空穴传输材料(HTM),已利用CC集线器周围具有三联苯亚结构的六苯并环化[4.4.4]丙炔作为核心物质。在每个联苯部分的4和4'位置引入双,四或六(二苯基氨基)取代基会生成N,N,N',N'-四苯基苯并胺的单体,二聚和三聚衍生物; N ,N'-双(3-甲基苯基)-N,N'-二苯基联苯胺(TPD)具有出色的电致发光(EL)特性,但热稳定性低。制备这些衍生物(2S-,4S-和6S的关键步骤-P)是适当的芴与必需的邻溴联苯化合物的偶联。所有这些化合物不仅具有出色的EL特性,而且玻璃化转变温度(T_g)超过120摄氏度,高于TPD(62摄氏度) C)HTM的代表,这一结果与母体烃为即使在300摄氏度下也具有非常稳定的稳定性。讨论了本单体至三聚TPD类似物对热稳定性和EL特性的结构影响。

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