1,3,5-tris(2',2'',6'',2'''-terpyridin-6'-yl)benzene | 1185738-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,3,5-tris(2',2'',6'',2'''-terpyridin-6'-yl)benzene
• 英文别名: 1,3,5-tris(2,2';6',2"-terpyridin-6-yl)benzene；2-[3,5-Bis[6-(6-pyridin-2-ylpyridin-2-yl)pyridin-2-yl]phenyl]-6-(6-pyridin-2-ylpyridin-2-yl)pyridine
• CAS: 1185738-82-2
• 化学式: C₅₁H₃₃N₉
• 分子量: 771.883
• InChiKey: BCKZTGAWIZNWKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  60
• 可旋转键数：
  9
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,3,5-三溴苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 24.0h， 生成 1,3,5-tris(2',2'',6'',2'''-terpyridin-6'-yl)benzene
  参考文献：
  名称：

  Bi- or ter-pyridine tris-substituted benzenes as electron-transporting materials for organic light-emitting devices

  摘要：

  We demonstrated that 1,3,5-tris([2',2 '']bipyridin-6'-yl) benzene (BpyB) and 1,3,5-tris([ 2',2 '',6 '',2''']terpyridin-6'-yl)benzene (TpyB) are good electron-transport (ET) layer materials for organic light-emitting devices (OLEDs). The new materials exhibit high electron mobilities of around 10 (4) cm(2) V (1) s (1), and OLEDs comprising the materials operate at lower voltage than the OLEDs with tris(8-hydroxyquinolinato) aluminum (Alq) as an ET material. The new materials are also useful for phosphorescent OLEDs in blue-, green-, and red-light-emitting devices, where they function as both electron-transporting and hole-blocking materials. Phosphorescent OLEDs with the new materials operate at lower voltage (while maintaining comparable external quantum efficiencies of electroluminescence) than does the corresponding reference device with bathocuproine/Alq as electron-transporting and hole-blocking layers. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2010.09.004

文献信息

• SUBSTITUTED BIPYRIDYL COMPOUND AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2269987A1

  公开（公告）日：2011-01-05

  [Problem] To provide an organic compound which shows an excellent electron-injecting/transporting performance, has a hole-blocking ability and shows a high stability as a film, that is, having excellent characteristics as a material for organic electroluminescent device having high efficiency and high durability; and to provide an organic EL device comprising the compound and having high efficiency and high durability. [Means for Solution] A substituted bipyridyl compound represented by the general formula (1); and an organic electroluminescent device comprising a pair of electrodes and at least one organic layer sandwiched between them, wherein the compound is used as the constitutive material of at least one organic layer. (wherein R1 to R7 may be the same or different, each representing a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n indicates an integer of from 2 to 4; A represents a di- to tetra-valent, substituted or unsubstituted aromatic hydrocarbon group, a di- to tetra-valent, substituted or unsubstituted aromatic heterocyclic group, a di- to tetra-valent, substituted or unsubstituted condensed polycyclic aromatic group, or a trivalent group represented by the following general formula (2): (wherein X, Y and Z each represents a carbon atom or a nitrogen atom); provided that when n = 2, the two bipyridyl structures may direct bond to each other, and in the case, A is absent).

  问题 提供一种有机化合物，该化合物显示出优异的电子注入/传输性能，具有空穴阻断能力，并且作为薄膜显示出高稳定性，即作为具有高效率和高耐久性的有机电致发光器件的材料具有优异的特性；以及提供一种包含该化合物并且具有高效率和高耐久性的有机电致发光器件。 [解决方法］ 一种由通式(1)表示的取代联吡啶化合物；以及一种有机电致发光器件，该器件包括一对电极和夹在它们之间的至少一个有机层，其中该化合物被用作至少一个有机层的构成材料。 (其中 R1 至 R7 可以相同或不同，各自代表氢原子、氟原子、氯原子、氰基、三氟甲基、具有 1 至 6 个碳原子的直链或支链烷基、取代或未取代的芳香烃基、取代或未取代的芳香杂环基、或取代或未取代的缩合多环芳香基；n 表示 2 至 4 的整数； A 表示二价至四价、取代或未取代的芳香烃基团，二价至四价、取代或未取代的芳香杂环基团，二价至四价、取代或未取代的缩合多环芳香基团，或由以下通式 (2) 表示的三价基团： (其中 X、Y 和 Z 各代表一个碳原子或一个氮原子）；但当 n = 2 时，两个双吡啶基结构可直接相互键合，在这种情况下，A 不存在）。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2299510A1

  公开（公告）日：2011-03-23

  [Problem] To provide an organic EL device having high efficiency, low driving voltage and long life by combining various materials for the organic EL device which are excellent in hole and electron injection/transport performances, stability as a thin film and durability. [Means for Resolution] An organic electroluminescent device comprising at least an anode electrode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer and a cathode electrode in this order, wherein the hole injection layer comprises an arylamine compound having at least three triphenylamine structures in the molecule, the hole transport layer comprises an arylamine compound having two triphenylamine structures in the molecule, and the electron transport layer comprises a substituted bipyridyl compound represented by the following general formula (1): wherein R1 to R7 may be the same or different, and each represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n1 is an integer of from 2 to 4; A1 represents a di- to tetra-valent substituted or unsubstituted aromatic hydrocarbon groups, a di- to tetra-valent substituted or unsubstituted aromatic heterocyclic groups, a di- to tetra-valent substituted or unsubstituted condensed polycyclic aromatic group or a trivalent group represented by the following general formula (2): wherein X, Y and Z each represents a carbon atom or a nitrogen atom, provided that when n1 = 2, two bipyridyl structures can directly bond to each other, and in that case, A1 is absent.

  [问题]提供一种具有高效率、低驱动电压和长寿命的有机电致发光器件，该器件由多种材料组合而成，这些材料具有优异的空穴和电子注入/传输性能、作为薄膜的稳定性和耐久性。 [解决方法] 一种有机电致发光器件，至少包括依次排列的阳极电极、空穴注入层、空穴传输层、发光层、电子传输层和阴极电极，其中空穴注入层包括分子中至少有三个三苯胺结构的芳基胺化合物，空穴传输层包括分子中含有两个三苯胺结构的芳基胺化合物，电子传输层包括由以下通式（1）表示的取代联吡啶化合物： 其中 R1 至 R7 可以相同或不同，各自代表氢原子、氟原子、氯原子、氰基、三氟甲基、具有 1 至 6 个碳原子的直链或支链烷基、取代或未取代的芳香烃基、取代或未取代的芳香杂环基、或取代或未取代的缩多环芳香基；n1 是 2 至 4 的整数； A1 代表二价至四价取代或未取代的芳香烃基团、二价至四价取代或未取代的芳香杂环基团、二价至四价取代或未取代的缩合多环芳香基团或由以下通式 (2) 代表的三价基团： 其中 X、Y 和 Z 各代表一个碳原子或一个氮原子，但当 n1 = 2 时，两个双吡啶基结构可直接相互键合，在这种情况下，A1 不存在。
• EP2269987
  申请人：——

  公开号：——

  公开（公告）日：——
• SUBSTITUTED BIPYRIDYL COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Yokoyama Norimasa

  公开号：US20110001129A1

  公开（公告）日：2011-01-06

  [Problem] To provide an organic compound which shows an excellent electron-injecting/transporting performance, has a hole-blocking ability and shows a high stability as a film, that is, having excellent characteristics as a material for organic electroluminescent device having high efficiency and high durability; and to provide an organic EL device comprising the compound and having high efficiency and high durability. [Means for Solution] A substituted bipyridyl compound represented by the general formula (1); and an organic electroluminescent device comprising a pair of electrodes and at least one organic layer sandwiched between then, wherein the compound is used as the constitutive material of at least one organic layer. (wherein R 1 to R 7 may be the same or different, each representing a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n indicates an integer of from 2 to 4; A represents a di- to tetra-valent, substituted or unsubstituted aromatic hydrocarbon group, a di- to tetra-valent, substituted or unsubstituted aromatic heterocyclic group, a di- to tetra-valent, substituted or unsubstituted condensed polycyclic aromatic group, or a trivalent group represented by the following general formula (2): (wherein X, Y and Z each represents a carbon atom or a nitrogen atom); provided that when n=2, the two bipyridyl structures may direct bond to each other, and in the case, A is absent).
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Yokoyama Norimasa

  公开号：US20120161107A1

  公开（公告）日：2012-06-28

  [Problem] To provide an organic EL device having high efficiency, low driving voltage and long life by combining various materials for the organic EL device which are excellent in hole and electron injection/transport performances, stability as a thin film and durability. [Means for Resolution] An organic electroluminescent device comprising at least an anode electrode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer and a cathode electrode in this order, wherein the hole injection layer comprises an arylamine compound having at least three triphenylamine structures in the molecule, the hole transport layer comprises an arylamine compound having two triphenylamine structures in the molecule, and the electron transport layer comprises a substituted bipyridyl compound represented by the following general formula (1): wherein R 1 to R 7 may be the same or different, and each represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n1 is an integer of from 2 to 4; A 1 represents a di- to tetra-valent substituted or unsubstituted aromatic hydrocarbon groups, a di- to tetra-valent substituted or unsubstituted aromatic heterocyclic groups, a di- to tetra-valent substituted or unsubstituted condensed polycyclic aromatic group or a trivalent group represented by the following general formula (2): wherein X, Y and Z each represents a carbon atom or a nitrogen atom, provided that when n1=2, two bipyridyl structures can directly bond to each other, and in that case, A 1 is absent.