p-(2,2'-dipyridylamino)bromobenzene | 467238-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-(2,2'-dipyridylamino)bromobenzene
• 英文别名: N-(4-bromophenyl)-N-2-pyridinyl-2-Pyridinamine；N-(4-bromophenyl)-N-pyridin-2-ylpyridin-2-amine
• CAS: 467238-86-4
• 化学式: C₁₆H₁₂BrN₃
• 分子量: 326.195
• InChiKey: ISJRTGUGPHIGHP-UHFFFAOYSA-N

物化性质

• 熔点：
  124 °C
• 沸点：
  459.7±30.0 °C(Predicted)
• 密度：
  1.461±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-(2,2'-dipyridylamino)bromobenzene 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 反应 36.0h， 生成 4,4'-(2,2'-dipyridylamino)diphenylacetylene
  参考文献：
  名称：

  Syntheses and photophysical properties of rigid-rod conjugated compounds based on N-7-azaindole and 2,2′-dipyridylamine

  摘要：

  Rigid-rod conjugated compounds based on N-7-azaindole and 2,2'-dipyridylamine functional groups have been synthesized as potential compounds for molecular electronic devices via Pd-mediated Sonogashira couplings. Their photoluminescent properties have been investigated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00660-3
• 作为产物：
  描述：

  2,2'-二吡啶胺 、 对溴碘苯 在 2,2'-联吡啶 、 copper(l) chloride potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 8.17h， 以54%的产率得到p-(2,2'-dipyridylamino)bromobenzene
  参考文献：
  名称：

  WO2008/143440

  摘要：

  公开号：

文献信息

• Organoboron luminescent compounds and methods of making and using same
  申请人：Wang Suning

  公开号：US20060036114A1

  公开（公告）日：2006-02-16

  The invention provides three-coordinated organoboron compounds that are useful for photoluminescence and electroluminescence. Compounds of the invention include light emitters, preferably emitting intense blue light, electron transporters, hole transporters and hole injectors. A particularly preferred such compound is p-(1-naphthylphenylamino)-4,4′-biphenyldimesitylborane (BNPB), which demonstrates all of these properties. The invention further provides methods of synthesizing such three-coordinated boron compounds, methods of producing photoluminescence and electroluminescence, methods for charge transports, methods for hole injection, methods of applying the compounds in thin films, and uses of the compounds of the invention in luminescent probes, and electroluminescent displays.

  这项发明提供了对于光致发光和电致发光有用的三配位有机硼化合物。该发明的化合物包括发光剂，最好是发射强烈蓝光的发光剂，电子传输剂，空穴传输剂和空穴注入剂。一种特别优选的化合物是对-(1-萘基苯基氨基)-4,4′-联苯二甲苯基硼烷（BNPB），它展示了所有这些性质。该发明还提供了合成这种三配位硼化合物的方法，生产光致发光和电致发光的方法，电荷传输的方法，空穴注入的方法，将这些化合物应用于薄膜的方法，以及在荧光探针和电致发光显示器中使用该发明的化合物的用途。
• Three-Coordinate Organoboron Compounds BAr2R (Ar= Mesityl, R= 7-Azaindolyl- or 2,2′-Dipyridylamino-Functionalized Aryl or Thienyl) for Electroluminescent Devices and Supramolecular Assembly
  作者：Wen-Li Jia、Dong-Ren Bai、Theresa McCormick、Qin-De Liu、Michael Motala、Rui-Yao Wang、Corey Seward、Ye Tao、Suning Wang

  DOI：10.1002/chem.200305579

  日期：2004.2.20

  Eight novel three-coordinate boron compounds with the general formula BAr(2)L, in which Ar is mesityl and L is a 7-azaindolyl- or a 2,2'-dipyridylamino-functionalized aryl or thienyl ligand, have been synthesized by Suzuki coupling, Ullmann condensation methods, or simple substitution reactions (L = p-(2,2'-dipyridylamino)phenyl, 1; p-(2,2'-dipyridylamino)biphenyl, 2; p-(7-azaindolyl)phenyl, 3; p-

  铃木合成了八种通式为BAr（2）L的新颖的三配位硼化合物，其中Ar为1，2为L，L为7-氮杂吲哚基或2,2'-二吡啶基氨基官能化的芳基或噻吩基配体。偶联，乌尔曼缩合法或简单的取代反应（L =对-（2,2'-二吡啶基氨基）苯基1;对-（2,2'-二吡啶基氨基）联苯2;对-（7-氮杂吲哚基）苯基， 3；对-（7-氮杂吲哚基）联苯，4； 3,5-双（2,2'-二吡啶基氨基）苯基，5； 3,5-双（7-氮杂吲哚基）苯基，6；对-[3,5 -双（2,2'-二吡啶基氨基）苯基]苯基，7; 5- [p-（2,2'-二吡啶基氨基）苯基] -2-噻吩，8）。1、3和5-7的结构已通过X射线衍射分析确定。这些新的硼化合物是亮蓝色的发射体。已经成功地制造了使用化合物2或8作为发射极和电子传输层的电致发光器件。分子轨道计算（Gaussian 98）已确定化合物1-8的蓝色发射源于配体L的pi轨道与硼中心的p（pi
• [EN] ORGANIC ELECTROLUMINESCENT DEVICE<br/>[FR] DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2012051666A1

  公开（公告）日：2012-04-26

  An organic electroluminescent device comprising: a pair of electrodes comprising an anode and a cathode, and one or more layers arranged between the anode and the cathode; wherein at least one of the one or more layers is a light emitting layer and wherein the one or more layers, comprises an organic compound represented by a substituted 2,2'-biimidazole. The substitutents on the biimidazole may be selected form a range of suitable substituents, including: hydrogen, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted aryl group containing at least one atom selected from the group consisting of N, O, S, Si, P, F, Cl, Br; and/or comprising at least three organic rings, the organic rings being fused or non-fused, or a number of the adjacent substituent sites may together form a substituted or unsubstituted cyclic group; furthermore some substituents may be the same or different and may be selected from the group consisting of: hydrogen, deuterium, a substituted or unsubstituted alkyl group, a halogen atom or a cyano group.

  一种有机电致发光器件，包括：一对电极，包括阳极和阴极，以及安排在阳极和阴极之间的一个或多个层；其中一个或多个层中至少有一层是发光层，而且一个或多个层包括由取代的2,2'-联吡唑表示的有机化合物。联吡唑上的取代基可以从一系列适当的取代基中选择，包括：氢、取代或未取代的杂环基、取代或未取代的烷基、取代或未取代的芳基、含有来自N、O、S、Si、P、F、Cl、Br的至少一个原子的取代芳基；和/或包括至少三个有机环，这些有机环被融合或非融合，或者相邻取代位点的一些可能共同形成取代或未取代的环状基团；此外，一些取代基可能相同或不同，并且可以从氢、氘、取代或未取代的烷基、卤素原子或氰基的组中选择。
• Molecular engineering to improve the charge carrier balance in single-layer silole-based OLEDs
  作者：Laurent Aubouy、Nolwenn Huby、Lionel Hirsch、Arie van der Lee、Philippe Gerbier

  DOI：10.1039/b900780f

  日期：——

  We report a molecular engineering study on optical, structural and electrical properties of seven silole derivates aimed at enhancing the charge carrier balance in single-layer devices. By functionalizing two hole-transporting groups, dipyridylamine and anthracene, on the silole ring, we have investigated the influence of both substituents on the hole current. We have concluded that in contrast to dipyridylamine groups, anthracene groups decrease the charge carrier balance since the latter groups not only increase the hole current but also electron contribution. Mixing these hole-transporting groups and doubling their number lead to a novel silole becoming a very efficient emissive layer exhibiting threshold voltage below 3 V and luminous efficiency Le = 0.8 cd A−1 at 7 V.

  我们报告了对七种硅烯衍生物的光学、结构和电学特性进行的分子工程研究，旨在提高单层器件中的电荷载流子平衡。通过在硅ole 环上官能化两个空穴传输基团--二吡啶基胺和蒽，我们研究了这两个取代基对空穴电流的影响。我们得出的结论是，与二吡啶基胺基团相反，蒽基团会降低电荷载流子平衡，因为后者不仅会增加空穴电流，还会增加电子贡献。混合这些空穴传输基团并将其数量增加一倍，可使新型硅烯成为一种非常高效的发光层，其阈值电压低于 3 V，在 7 V 时发光效率 Le = 0.8 cd A-1。
• Synthesis of new dipyridylphenylaminosiloles for highly emissive organic electroluminescent devicesDedicated to Professor Robert Corriu on the occasion of his 70th anniversary.
  作者：Laurent Aubouy、Philippe Gerbier、Nolwenn Huby、Guillaume Wantz、Laurence Vignau、Lionel Hirsch、Jean-Marc Janot

  DOI：10.1039/b405238b

  日期：——

  High-performance organic electroluminescent devices based on two new siloles, 1,1-dimethyl-2,5-bis(p-2,2′-dipyridylaminophenyl)silole (5) and 1,1-dimethyl-2,5-bis(p-2,2′-dipyridylaminophenyl)-3,4-diphenylsilole (8), acting as both electron- and hole-transporting material, are described. The best performance is attained with silole 8, which displays a luminescence of 104 Cd m−2 at 10 V for a current density of less than 0.2 A cm−2, which is as efficient as tris(8-hydroxyquinoline)aluminium (Alq3), one of the best candidates for electroluminescent materials under the same conditions.

  本文介绍了基于 1,1-二甲基-2,5-双(p-2,2′-二吡啶基氨基苯基)硅烯 (5) 和 1,1-二甲基-2,5-双(p-2,2′-二吡啶基氨基苯基)-3,4-二苯基硅烯 (8) 这两种新型硅烯的高性能有机电致发光器件，它们既是电子传输材料，也是空穴传输材料。硅ole 8 的性能最佳，在电流密度小于 0.2 A cm-2 的情况下，10 V 电压下的发光强度为 104 Cd m-2，与三(8-羟基喹啉)铝 (Alq3)不相上下，而 Alq3 是相同条件下电致发光材料的最佳候选材料之一。