1,3,5-tris-(N-(p-methylphenyl)-N-(4-biphenylyl)amino)benzene

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3,5-tris-(N-(p-methylphenyl)-N-(4-biphenylyl)amino)benzene
• 英文别名: 1-N,3-N,5-N-tris(4-methylphenyl)-1-N,3-N,5-N-tris(4-phenylphenyl)benzene-1,3,5-triamine
• 化学式: C₆₃H₅₁N₃
• 分子量: 850.118
• InChiKey: XINRPLFFTYWGMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  66
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-碘联苯 、 N,N',N''-tri(4-methylphenyl)-1,3,5-triaminobenzene 在 18-冠醚-6 铜 、 potassium carbonate 作用下， 以 均三甲苯 为溶剂， 反应 15.0h， 以16%的产率得到1,3,5-tris-(N-(p-methylphenyl)-N-(4-biphenylyl)amino)benzene
  参考文献：
  名称：

  NOVEL 1,3,5-TRIS(ARYLAMINO)BENZENE

  摘要：

  公开号：

  EP1496044B1

文献信息

• Organo-electronic functional material and use thereof
  申请人：Akashi Nobutaka

  公开号：US20070066848A1

  公开（公告）日：2007-03-22

  The invention provides an organo-electronic functional material comprising a tris(arylamino)benzene represented by the general formula (I) wherein A and B are each a group represented by the general formula (II) in which R is an alkyl group of 1-6 carbons or a cycloalkyl group of 5 or 6 carbon atoms and n is 0, 1, 2 or 3, and A and B may be the same or different from each other, and exhibiting a cyclic voltamogram in which a deviation of peak current of cyclic curves as measured 50 times at a sweep rate of 20 mV/s falls within ±10% of the average of peak current. The organo-electronic functional material has an opto-electronic exchanging function, a reversible oxidation-reduction property and a high glass transition temperature, and can form amorphous film in itself. In addition, it is stable and exhibits only slight variation of peak current in repeated oxidation-reduction process so that it is suitable for use as, for example, a hole transporting material among others in various electronic devices including an organic electroluminescence element.

  该发明提供了一种有机电子功能材料，包括由通式（I）表示的三(芳基氨基)苯，其中A和B分别是由通式（II）表示的基团，其中R是1-6碳原子的烷基基团或5或6碳原子的环烷基基团，n为0、1、2或3，A和B可以相同也可以不同，并且在循环伏安图中表现出峰电流的偏差，该偏差是在以20 mV/s扫描速率进行50次测量的循环曲线中，其峰电流的偏差在±10%内，与峰电流的平均值相匹配。该有机电子功能材料具有光电交换功能、可逆氧化还原性和高玻璃化转变温度，并且可以自身形成非晶膜。此外，它稳定性高，在重复氧化还原过程中仅表现出轻微的峰电流变化，因此适用于用作各种电子设备中的孔传输材料，包括有机电致发光元件。
• NOVEL 1,3,5-TRIS(DIARYLAMINO)BENZENE AND USE THEREOF
  申请人：Bando Chemical Industries, Ltd.

  公开号：EP2341043A1

  公开（公告）日：2011-07-06

  The invention provides a 1,3,5-tris(diarylamino)benzene represented by the general formula (I) in which R1 to R6 are each independently a group which is represented by the general formula (II) wherein R is independently a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or a cycloalkyl group of 5 or 6 carbon atoms, m is 2, 3, 4 or 5, and n is 0, 1 or 2, provided that at least one of R1 to R6 is independently a group represented by the general formula (II) wherein R is an alkyl group of 1 to 6 carbon atoms or a cycloalkyl group of 5 or 6 carbon atoms, m is 2, 3, 4 or 5, and n is 0, 1 or 2.

  本发明提供了一种由一般式（I）表示的1,3,5-三（二芳基氨基）苯，其中R1至R6分别独立地是由一般式（II）表示的基团，其中R独立地是氢原子，1至6个碳原子的烷基或5或6个碳原子的环烷基，m为2、3、4或5，n为0、1或2，但其中至少有一个R1至R6独立地是由一般式（II）表示的基团，其中R是1至6个碳原子的烷基或5或6个碳原子的环烷基，m为2、3、4或5，n为0、1或2。
• Novel 1,3,5-tris(arylamino)benzene
  申请人：Akashi Nobutaka

  公开号：US20050090692A1

  公开（公告）日：2005-04-28

  The invention provides 1,3,5-tris(arylamino)benzenes represented by the general formula (I) wherein A is naphthyl, anthryl, phenanthryl, biphenylyl or terphenylyl group, and R is alkyl having 1-6 carbon atoms or cycloalkyl group having five or six carbon atoms. The 1,3,5-tris(arylamino)benzenes have oxidation potentials in the range of about 0.5-0.6V, excellent reversibility in oxidation-reduction process and high glass transition temperatures and in addition, they are capable of forming stable and durable amorphous film useful as high performance organic semiconductors at normal temperatures or higher with no aid of binder resins, that is, by themselves.

  本发明提供的是以通式（I）表示的1,3,5-三（芳基氨基）苯的化合物，其中A是萘基、蒽基、菲基、联苯基或三苯基基团，R是具有1-6个碳原子的烷基或具有五或六个碳原子的环烷基。这些1,3,5-三（芳基氨基）苯的氧化电位在约0.5-0.6V范围内，氧化还原过程中具有优异的可逆性和高玻璃转移温度，此外，它们能够在常温或更高温度下自行形成稳定耐久的非晶膜，用作高性能有机半导体，无需使用粘合剂树脂。
• Organic electronic functional material and use thereof
  申请人：Akashi Nobutaka

  公开号：US20090066222A1

  公开（公告）日：2009-03-12

  The invention provides an organic electronic functional material which comprises a 1,3,5-tris(4-(N,N-diarylamino)phenyl)benzene represented by the general formula (I) wherein A and B are each preferably a phenyl group having an alkyl group of 1-6 carbons or a cycloalkyl group of 5 or 6 carbons at the 4-position.

  该发明提供了一种有机电子功能材料，包括一个由通式（I）表示的1,3,5-三（4-（N，N-二芳基氨基）苯基）苯，其中A和B分别优选为苯基，在4位具有1-6个碳原子的烷基或5或6个碳原子的环烷基。
• ORGANO-ELECTRONIC FUNCTIONAL MATERIAL AND USE THEREOF
  申请人：Bando Chemical Industries, Ltd.

  公开号：EP1696709A1

  公开（公告）日：2006-08-30

  The invention provides an organo-electronic functional material comprising a tris(arylamino)benzene represented by the general formula (I) wherein A and B are each a group represented by the general formula (II) in which R is an alkyl group of 1-6 carbons or a cycloalkyl group of 5 or 6 carbon atoms and n is 0, 1, 2 or 3, and A and B may be the same or different from each other, and exhibiting a cyclic voltamogram in which a deviation of peak current of cyclic curves as measured 50 times at a sweep rate of 20 mV/s falls within ±10% of the average of peak current. The organo-electronic functional material has an opto-electronic exchanging function, a reversible oxidation-reduction property and a high glass transition temperature, and can form amorphous film in itself. In addition, it is stable and exhibits only slight variation of peak current in repeated oxidation-reduction process so that it is suitable for use as, for example, a hole transporting material among others in various electronic devices including an organic electroluminescence element.

  本发明提供了一种有机电子功能材料，包括通式 (I) 所代表的三(芳基氨基)苯 其中 A 和 B 分别为通式（II）所代表的基团 其中 R 是 1-6 个碳原子的烷基或 5 或 6 个碳原子的环烷基，n 是 0、1、2 或 3，A 和 B 可以相同或不同，并显示出循环伏安图，其中在 20 mV/s 的扫描速率下测量 50 次循环曲线的峰值电流偏差在峰值电流平均值的 ±10% 以内。 该有机电子功能材料具有光电交换功能、可逆氧化还原特性和较高的玻璃化转变温度，本身可形成无定形薄膜。此外，它还很稳定，在反复的氧化还原过程中峰值电流变化很小，因此适合用作各种电子设备（包括有机电致发光元件）中的空穴传输材料等。