9,9-Bis[4-(diphenylamino)phenyl]fluorene | 166444-95-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 9,9-Bis[4-(diphenylamino)phenyl]fluorene
• 英文别名: 9,9-bis(4-diphenylaminophenyl)fluorene；9,9-bis(4-triphenylamino)fluorene；N,N'-[9H-Fluorene-9,9-diyldi(4,1-phenylene)]bis(N-phenylaniline)；N,N-diphenyl-4-[9-[4-(N-phenylanilino)phenyl]fluoren-9-yl]aniline
• CAS: 166444-95-7
• 化学式: C₄₉H₃₆N₂
• 分子量: 652.838
• InChiKey: LKRBRJVNQJYRHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.1
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.02
• 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：

  9,9-Bis[4-(diphenylamino)phenyl]fluorene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到9,9-bis[4-di(4-bromophenyl)aminophenyl]-2,7-dibromofluorene
  参考文献：
  名称：

  Synthesis, characterization, physical properties, and applications of highly fluorescent pyrene-functionalized 9,9-bis(4-diarylaminophenyl)fluorene in organic light-emitting diodes

  摘要：

  A new, highly fluorescent pyrene-functionalized 9,9-bis(4-diarylaminophenyl)fluorene, namely PTF, was synthesized and characterized. This material is an amorphous molecular glass with notably high T-g, is electrochemically stable, and exhibits strong blue emission both in solution and solid state. It shows promising ability as a solution processed blue emitter and hole-transporter for OLEDs. High-efficiency sky-blue and Alq3-based green devices with luminance efficiencies of 1.13 and 4.08 cd/A are achieved, respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.112
• 作为产物：
  描述：

  9,9-双(4-氨基苯基)芴 在 tris-(dibenzylideneacetone)dipalladium(0) 1,1'-双(二苯基膦)二茂铁 、 氢溴酸 、 sodium t-butanolate 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 9,9-Bis[4-(diphenylamino)phenyl]fluorene
  参考文献：
  名称：

  Anodic Oxidation of Novel Hole-Transporting Materials Derived from Tetraarylbenzidines. Electrochemical and Spectroscopic Characterization

  摘要：

  通过钯催化的Hartwig-Buchwald胺化反应，制备了荧基亚甲基三芳胺类化合物，这些化合物具有潜在的空穴传输材料的特性。采用循环伏安法、紫外-可见光谱和电子顺磁共振光谱以及原位光谱电化学测量，研究了它们在溶液中的氧化还原和光谱性质。在合成的复杂化合物4和5的研究中，N，N，N'，N'-四苯基苯胺（1）、N，N'-二（1-萘基）-N，N'-二苯基苯胺（2）和三苯胺（3）作为模型物质。在结构4中，两个三苯胺中心通过一个非共轭的荧烯桥连接；在结构5中，两个带有两个氮原子的四苯基苯胺骨架通过一个共轭的联苯桥系统连接。此外，结构5含有一个非共轭的荧烯桥。分子设计中荧烯基团的存在对新材料的研究性质有显著影响。在四苯基苯胺类化合物（1、2和5）的阳极氧化中，观察到两个明确定义的可逆氧化峰。然而，三苯胺类结构（3和4）的氧化更为复杂，由于快速连续反应。类似二聚体的结构（4和5）具有两个独立的氧化中心，同时在大约相同的电位上被氧化。这得到了定量的循环伏安和紫外-可见光谱研究的证实。

  DOI：

  10.1135/cccc20001403

文献信息

• Organometallic Complex, and Light-Emitting Element, Light-Emitting Device, and Electronic Device Using the Organometallic Complex
  申请人：Inoue Hideko

  公开号：US20080312437A1

  公开（公告）日：2008-12-18

  According to the present invention, a wider variation of organometallic complexes that can emit phosphorescence can be provided by applying, as a ligand, an organic compound from which a variety of derivatives can be easily synthesized. In particular, an organometallic complex having a sharp emission spectrum is provided. Further, an organometallic complex having high emission efficiency is provided. An organometallic complex represented by the general formula (G1) is provided. In the formula, Ar represents an aryl group, R represents an alkoxy group having 1 to 4 carbon atoms, and R 1 and R 2 individually represent either hydrogen or an alkyl group having 1 to 4 carbon atoms.

  根据本发明，通过应用一种作为配体的有机化合物，可以提供更广泛的能够发射磷光的有机金属配合物变体，从而可以轻松合成各种衍生物。特别地，提供了具有尖锐发射光谱的有机金属配合物。此外，提供了具有高发射效率的有机金属配合物。提供了由通式（G1）表示的有机金属配合物。在该式中，Ar代表芳基，R代表具有1至4个碳原子的烷氧基，R1和R2分别表示氢或具有1至4个碳原子的烷基。
• Triazole Derivative, Light-Emitting Element, Light-Emitting Device, and Electronic Device
  申请人：Nomura Hiroko

  公开号：US20090160324A1

  公开（公告）日：2009-06-25

  A substance having high excitation energy is provided. In particular, a substance having high triplet excitation energy is provided. Further, a light-emitting element, a light-emitting device, and an electronic device each having high emission efficiency and low driving voltage are provided. A triazole derivative to which an amino group is bonded is provided. In addition, a light-emitting element, a light-emitting device, and an electronic device each including the triazole derivative to which the amino group is bonded are provided.

  提供一种具有高激发能量的物质。特别地，提供一种具有高三重激发能量的物质。此外，提供具有高发射效率和低驱动电压的发光元件、发光装置和电子设备。提供一种氨基团结合的三唑衍生物。此外，提供包括氨基团结合的三唑衍生物的发光元件、发光装置和电子设备。
• Triazole Derivative, and Light-Emitting Element, Light-Emitting Device, and Electronic Device Using Triazole Derivative
  申请人：Nomura Hiroko

  公开号：US20100079066A1

  公开（公告）日：2010-04-01

  A novel triazole derivative which has a large energy gap and can be used for electron-transporting layer of a light-emitting element or as a host material. In addition, a light-emitting element which has higher emission efficiency by using the novel triazole derivative. Furthermore, a low power consumption light-emitting device and electronic device. A triazole derivative having a structure represented by the general formula (G1). In the formula, Py represents a pyridyl group. R 11 and R 12 each represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a phenyl group.

  一种新型三唑衍生物，具有较大的能隙，可用作发光元件的电子传输层或作为主体材料。此外，通过使用这种新型三唑衍生物，可以获得具有更高发射效率的发光元件。此外，还有一种低功耗的发光装置和电子设备。具有通用式（G1）所代表的结构的三唑衍生物。在该式中，Py代表吡啶基。R11和R12分别表示氢、具有1至4个碳原子的烷基基团、具有1至4个碳原子的烷氧基团或苯基中的任意一种。
• [EN] TRIAZOLE DERIVATIVE, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE<br/>[FR] DÉRIVÉ DE TRIAZOLE, ÉLÉMENT ÉMETTANT DE LA LUMIÈRE, DISPOSITIF ÉMETTANT DE LA LUMIÈRE ET DISPOSITIF ÉLECTRONIQUE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2009081718A1

  公开（公告）日：2009-07-02

  A substance having high excitation energy is provided. In particular, a substance having high triplet excitation energy is provided. Further, a light-emitting element, a light-emitting device, and an electronic device each having high emission efficiency and low driving voltage are provided. A triazole derivative to which an amino group is bonded is provided. In addition, a light-emitting element, a light-emitting device, and an electronic device each including the triazole derivative to which the amino group is bonded are provided.

  提供一种具有高激发能量的物质。特别是，提供一种具有高三重激发能量的物质。此外，提供了具有高发射效率和低驱动电压的发光元件、发光器件和电子器件。提供了一种氨基团与三唑衍生物结合的三唑衍生物。此外，提供了包括氨基团与三唑衍生物结合的三唑衍生物的发光元件、发光器件和电子器件。
• METHOD OF PRODUCING AROMATIC AMINO COMPOUNDS
  申请人：Yokoyama Norimasa

  公开号：US20110257404A1

  公开（公告）日：2011-10-20

  [Problem] To provide a method of producing an aromatic amino compound by using a primary or secondary amine compound and a halogenated aromatic compound as starting materials, and relying upon the Ullmann reaction, the method being capable of obtaining the highly pure aromatic amino compound in high yields and inexpensively. [Means for Solution] A method of producing an aromatic amino compound by using a primary or secondary amine compound having an aromatic ring group and a halogenated aromatic compound as starting materials, reacting the amine compound with the halogenated aromatic compound in the presence of a copper catalyst and a base so as to produce the aromatic amino compound having a structure in which an aromatic ring group derived from the halogenated aromatic compound is coupled to the amino group of the amine compound, wherein the amine compound and the halogenated aromatic compound are reacted together under a condition where an aromatic oxycarboxylic acid having a hydroxyl group and a hydroxycarbonyl group that are bonded to neighboring carbon atoms, is made present together with the copper catalyst and the base.

  提供一种通过使用一种主要或次要胺化合物和一种卤代芳香化合物作为起始原料，依靠乌尔曼反应来生产芳香氨基化合物的方法，该方法能够以高产率和低成本获得高纯度的芳香氨基化合物。 通过使用具有芳香环基团的主要或次要胺化合物和一种卤代芳香化合物作为起始原料，在铜催化剂和碱的存在下将胺化合物与卤代芳香化合物反应，从而产生具有芳香环基团从卤代芳香化合物衍生的结构的芳香氨基化合物，其中胺化合物和卤代芳香化合物在存在具有羟基和羟基羰基团结合到相邻碳原子的芳香氧羧酸的条件下与铜催化剂和碱一起反应。