4,4'-bis[(p-allylphenyl)phenylamino]biphenyl | 249920-78-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4'-bis[(p-allylphenyl)phenylamino]biphenyl
• 英文别名: N-phenyl-4-prop-2-enyl-N-[4-[4-(N-(4-prop-2-enylphenyl)anilino)phenyl]phenyl]aniline
• CAS: 249920-78-3
• 化学式: C₄₂H₃₆N₂
• 分子量: 568.761
• InChiKey: BPVGFPFPAKZZDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-bis[(p-allylphenyl)phenylamino]biphenyl 在 dihydrogen hexachloroplatinate 、 三氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以98%的产率得到4,4'-bis[(p-trichlorosilylpropylphenyl)phenylamino]biphenyl
  参考文献：
  名称：

  Organic light-emitting diodes and related hole transport compounds

  摘要：

  新的有机发光二极管及相关的空穴传输化合物和制备方法，使用硅氧烷自组装技术。

  公开号：

  US20050234256A1
• 作为产物：
  描述：

  N,N'-二苯基联苯二胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 正丁基锂 、 1,1'-bis(diphenylphosphino)ferrocene 、 sodium t-butanolate 作用下， 以 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 28.0h， 生成 4,4'-bis[(p-allylphenyl)phenylamino]biphenyl
  参考文献：
  名称：

  Covalently Bound Hole-Injecting Nanostructures. Systematics of Molecular Architecture, Thickness, Saturation, and Electron-Blocking Characteristics on Organic Light-Emitting Diode Luminance, Turn-on Voltage, and Quantum Efficiency

  摘要：

  Hole transporting materials are widely used in multilayer organic and polymer light-emitting diodes (OLEDs, PLEDs, respectively) and are indispensable if device electroluminescent response and durability are to be truly optimized. This contribution analyzes the relative effects of tin-doped indium oxide (ITO) anode-hole transporting layer (HTL) contact versus the intrinsic HTL materials properties on OLED performance. Two siloxane-based HTL materials, N,N'-bis(p-trichlorosilylpropyl)-naphthalen-1-yl)-N,N'-diphenyl-biphenyl-4,4'-diamine (NPB-Si-2) and 4,4'-bis[(p-trichlorosilylpropylphenyl)phenylamino]biphenyl (TPD-Si-2), are designed and synthesized. They have the same hole transporting triarylamine cores as conventional HTL materials such as 1,4-bis(1-naphthylphenylamino)biphenyl (NPB) and N,N-diphenyl-N,N-bis(3-methylphenyl)-1,1-biphenyl)-4,4-diamine (TPD), respectively. However, they covalently bind to the ITO anode, forming anode-HTL contacts that are intrinsically different from those of the anode to TPD and NPB. Applied to archetypical tris(8-hydroxyquinolato)aluminum(III) (Alq)-based OLEDs as (1) the sole HTLs or (2) anode-NPB HTL interlayers, NPB-Si2 and TPD-Si2 enhance device electroluminescent response significantly versus comparable devices based on NPB alone. In the first case, OLEDs with 36 000 cd/m(2) luminance, 1.6% forward external quantum efficiency (eta(ext)), and 5 V turn-on voltages are achieved, affording a 250% increase in luminance and similar to 50% reduction in turn-on voltage, as compared to NPB-based devices. In the second case, even more dramatic enhancement is observed (64000 cd/m(2) luminance; 2.3% eta(ext); turn-on voltages as low as 3.5 V). The importance of the anode-HTL material contact is further explored by replacing NPB with saturated hydrocarbon siloxane monolayers that covalently bind to the anode, without sacrificing device performance (30000 cd/m(2) luminance; 2.0% eta(ext); 4.0 V turn-on voltage). These results suggest new strategies for developing OLED hole transporting structures.

  DOI：

  10.1021/ja051077w

文献信息

• Organic light-emitting diodes and related hole transport compounds
  申请人：Marks J. Tobin

  公开号：US20050234256A1

  公开（公告）日：2005-10-20

  New organic light-emitting diodes and related hole transport compounds and methods for fabrication, using siloxane self-assembly techniques.

  新的有机发光二极管及相关的空穴传输化合物和制备方法，使用硅氧烷自组装技术。
• ORGANIC LIGHT-EMITTING DIODES AND METHODS FOR ASSEMBLY AND ENHANCED CHARGE INJECTION
  申请人：MARKS Tobin J.

  公开号：US20090224657A1

  公开（公告）日：2009-09-10

  New organic light-emitting diodes and related electroluminescent devices and methods for fabrication, using siloxane self-assembly techniques.

  新的有机发光二极管和相关电致发光器件及其制备方法，使用硅氧烷自组装技术。
• COMPOSITION, FILM USING THE COMPOSITION, CHARGE TRANSPORT LAYER, ORGANIC ELECTROLUMINESCENCE DEVICE, AND METHOD FOR FORMING CHARGE TRANSPORT LAYER
  申请人：HAYASHI Naoyuki

  公开号：US20120080666A1

  公开（公告）日：2012-04-05

  A composition includes: (B) an arylamine derivative having at least one polymerizable group; and (A) a cyano group-free azo based polymerization initiator.
• US4820601A
  申请人：——

  公开号：US4820601A

  公开（公告）日：1989-04-11
• US5017645A
  申请人：——

  公开号：US5017645A

  公开（公告）日：1991-05-21