4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)-N,N-bis[4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)phenyl]aniline | 1357827-46-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)-N,N-bis[4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)phenyl]aniline
• CAS: 1357827-46-3
• 化学式: C₅₄H₃₆N₄
• 分子量: 764.716
• InChiKey: AWXGSYPUMWKTBR-ZGGARASKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  58
• 可旋转键数：
  6
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  18
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  咔唑 D8 、 三(4-溴苯基)胺 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以80%的产率得到4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)-N,N-bis[4-(1,2,3,4,5,6,7,8-octadeuteriocarbazol-9-yl)phenyl]aniline
  参考文献：
  名称：

  Deuteration of molecules for neutron reflectometry on organic light-emitting diode thin films

  摘要：

  Deuterated forms of aromatic charge transporting heterocycles 2 and 3 used in organic light-emitting diodes have been produced by hydrothermal reactions, catalyzed by Pt/C or Pd/C. Comprehensive analysis by mass spectroscopy, H-1, H-2 and C-13 NMR enables determination of the overall quantity of D atoms present, as well as the level of deuteration at each molecular site. The roles of solubility and steric availability in deuteration are discussed in the light of these results. Neutron reflectometry indicates excellent scattering contrast between protonated and deuterated forms of these molecules, with nanoscale thin films showing the same density as in their bulk molecular forms. Although used for morphological studies of thin films typically used in OLEDs, the synthetic and analysis methods described here are generic and suitable for deuteration of other conjugated aromatic heterocycles and other optoelectronic devices. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.032

文献信息

• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：TAKEDA Akira

  公开号：US20080286605A1

  公开（公告）日：2008-11-20

  An organic electroluminescent device includes a pair of electrodes; and an organic layer between the pair of electrodes, which includes a light-emitting layers wherein the organic layer contains a compound represented by the following formula (I); and the light-emitting layer contains a iridium complex phosphorescent material: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 each represents a hydrogen atom or a substituent, and contiguous substituents of R 1 to R 8 may be bonded to each other to form a condensed ring; R 9 represents an alkyl group, an alkenyl group, an aryl group, a hetero-aryl group, or a silyl group, and each of which group may be substituted with a substituent; and at least one of R 1 to R 9 represents a deuterium atom or a substituent containing a deuterium atom.
• ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：KINOSHITA Ikuo

  公开号：US20090267500A1

  公开（公告）日：2009-10-29

  An organic electroluminescence device, includes: a pair of electrodes; and at least one organic layer including a light emitting layer, the light emitting layer being provided between the pair of electrodes, wherein at least one layer of the at least one organic layer contains a compound represented by formula (I) as defined in the specification.
• US8153278B2
  申请人：——

  公开号：US8153278B2

  公开（公告）日：2012-04-10
• Deuteration of molecules for neutron reflectometry on organic light-emitting diode thin films
  作者：Tamim A. Darwish、Arthur R.G. Smith、Ian R. Gentle、Paul L. Burn、Emily Luks、Greta Moraes、Marie Gillon、Peter J. Holden、Michael James

  DOI：10.1016/j.tetlet.2011.12.032

  日期：2012.2

  Deuterated forms of aromatic charge transporting heterocycles 2 and 3 used in organic light-emitting diodes have been produced by hydrothermal reactions, catalyzed by Pt/C or Pd/C. Comprehensive analysis by mass spectroscopy, H-1, H-2 and C-13 NMR enables determination of the overall quantity of D atoms present, as well as the level of deuteration at each molecular site. The roles of solubility and steric availability in deuteration are discussed in the light of these results. Neutron reflectometry indicates excellent scattering contrast between protonated and deuterated forms of these molecules, with nanoscale thin films showing the same density as in their bulk molecular forms. Although used for morphological studies of thin films typically used in OLEDs, the synthetic and analysis methods described here are generic and suitable for deuteration of other conjugated aromatic heterocycles and other optoelectronic devices. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.