4-bromo-4''-(N,N-diphenylamino)terphenyl | 668493-37-6

• 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: 4-bromo-4''-(N,N-diphenylamino)terphenyl
• 英文别名: [1,1':4',1''-Terphenyl]-4-amine, 4''-bromo-N,N-diphenyl-；4-[4-(4-bromophenyl)phenyl]-N,N-diphenylaniline
• CAS: 668493-37-6
• 化学式: C₃₀H₂₂BrN
• 分子量: 476.415
• InChiKey: XTQILDRZWIZLMD-UHFFFAOYSA-N

物化性质

• 沸点：
  617.6±43.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-4''-(N,N-diphenylamino)terphenyl 在 正丁基锂 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以90%的产率得到4-(diphenylamino)terphenyl-4'-boronic acid
  参考文献：
  名称：

  Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

  摘要：

  Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenyl-amino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.

  DOI：

  10.1021/jo035147y
• 作为产物：
  描述：

  4,4'-二溴联苯 在 四(三苯基膦)钯 、 正丁基锂 、 palladium diacetate 、 potassium carbonate 、 三(邻甲基苯基)磷 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 27.0h， 生成 4-bromo-4''-(N,N-diphenylamino)terphenyl
  参考文献：
  名称：

  Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

  摘要：

  Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenyl-amino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.

  DOI：

  10.1021/jo035147y

文献信息

• AROMATIC AMINE DERIVATIVES AND ELECTROLUMINESCENCE DEVICE USING THE SAME
  申请人：Kawamura Masahiro

  公开号：US20070029927A1

  公开（公告）日：2007-02-08

  An aromatic amine derivative with a specific structure and an organic electroluminescence device which comprises at least one organic thin film layer comprising a light emitting layer sandwiched between a pair of electrode consisting of an anode and a cathode, wherein at least one of the organic thin film layer comprises the aromatic amine derivative singly or as its mixture component. The organic electroluminescence device which exhibits an enhanced current efficiency of light emission and emits blue light with a prolonged lifetime is realized.

  一种具有特定结构的芳香胺衍生物和一种有机电致发光器件，该器件至少包括一个有机薄膜层，其中包括夹在由阳极和阴极组成的一对电极之间的发光层，其中至少一个有机薄膜层包括该芳香胺衍生物单独或作为其混合组分。实现了一种具有增强的发光电流效率并且发出蓝光并具有延长寿命的有机电致发光器件。
• A Facile Molecular Machine: Optically Triggered Counterion Migration by Charge Transfer of Linear Donor‐π‐Acceptor Phosphonium Fluorophores
  作者：Andrey Belyaev、Yu‐Hsuan Cheng、Zong‐Ying Liu、Antti J. Karttunen、Pi‐Tai Chou、Igor O. Koshevoy

  DOI：10.1002/anie.201906929

  日期：2019.9.16

  The D-π-A type phosphonium salts in which electron acceptor (A=-+ PR3 ) and donor (D=-NPh2 ) groups are linked by polarizable π-conjugated spacers show intense fluorescence that is classically ascribed to excited-state intramolecular charge transfer (ICT). Unexpectedly, salts with π=-(C6 H4 )n - and -(C10 H6 C6 H4 )- exhibit an unusual dual emission (F1 and F2 bands) in weakly polar or nonpolar solvents

  D-π-A型phospho盐，其中电子受体（A =-+ PR3）和施主（D = -NPh2）通过可极化的π-共轭间隔基连接，显示出强烈的荧光，这通常归因于激发态分子内电荷传输（ICT）。出乎意料的是，在弱极性或非极性溶剂中，具有π=-（C6 H4）n-和-（C10 H6 C6 H4）-的盐表现出不同寻常的双重发射（F1和F2谱带）。时间分辨荧光研究显示从F1到F2发射的连续时间演变，这可以通过ICT驱动的抗衡离子迁移来合理化。通过光诱导ICT，抗衡离子从-+ PR3移至-NPh2，然后返回基态，从而实现离子转移循环。增加溶剂极性使溶剂稳定成为主要因素，并实际上停止了离子迁移。
• AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME
  申请人：YABUNOUCHI Nobuhiro

  公开号：US20070111028A1

  公开（公告）日：2007-05-17

  A novel aromatic amine derivative having an asymmetric and specific structure, and in an organic electroluminescence device which comprises at least one organic thin film layer comprising a light emitting layer sandwiched between a pair of electrode consisting of an anode and a cathode, at least one of the organic thin film layer comprises the aromatic amine derivative singly or as its mixture component, the organic electroluminescence device having an improved success ratio on its production due to difficult crystallization of the amine derivative and exhibiting a long lifetime, and also to the aromatic amine derivative for realizing the organic EL device is provided.

  一种具有不对称和特定结构的新型芳香胺衍生物，在一个有机电致发光器件中，该器件至少包括一个有机薄膜层，其中包含一个发光层，该发光层夹在由阳极和阴极组成的一对电极之间，至少有一个有机薄膜层包含该芳香胺衍生物单独或作为其混合组分，由于该胺衍生物的难以结晶，使得该有机电致发光器件在生产中具有改善的成功率，并且展现出较长的寿命，还提供了用于实现有机EL器件的芳香胺衍生物。
• One/two-photon-sensitive photoacid generators based on benzene oligomer-containing D–π–A-type aryl dialkylsulfonium salts
  作者：Ming Jin、Xingyu Wu、Jianchao Xie、Jean Pierre Malval、Decheng Wan

  DOI：10.1039/c5ra11350d

  日期：——

  Novel sulfonium-based D–π–A photoacid generators (PAGs) with a benzene oligomer (from one to four) as a π-conjugated system that are highly photosensitive in the near-ultraviolet region (365 nm) were prepared. The maximum absorption and molar extinction coefficients of the PAGs redshifted and enhanced with the increasing length of the conjugated systems. The quantum yields of PAGs were high (three

  制备了一种新的基于D的D-π-A光致产酸剂（PAG），其苯低聚物（从一到四个）作为π共轭体系，在近紫外线区域（365 nm）具有高感光度。随着共轭体系长度的增加，PAGs的最大吸收和摩尔消光系数发生红移和增强。PAG的量子产率很高（其中三个超过0.6），并且可以通过调节苯环的数量来提高。量子化学计算结果证明，前沿轨道的分子构型和性质是影响PAG性能的关键因素。光聚合动力学结果表明，这些基于sulf的PAG是高效的阳离子光引发剂，基于含PAG的SU-8树脂的光刻性能评价i-线敏感性。另外，两光子吸收截面（δ700 nm > 400 GM）符合3D制备聚合物微结构的要求。
• Aromatic triamine compound and organic electroluminescence device using the same
  申请人：Kawamura Masahiro

  公开号：US20060232198A1

  公开（公告）日：2006-10-19

  Provided are an aromatic triamine compound of a specific structure having at least one terphenyl structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers having at least a luminescent layer is interposed between a cathode and an anode, wherein at least one layer of the above organic thin film layers contains the aromatic triamine compound described above in the form of a single component or a mixed component, and provided are the organic electroluminescence device having a high luminous efficiency and a long life and the novel aromatic triamine compound for materializing the same.

  提供了一种具有特定结构的芳香三胺化合物，其至少具有一个三苯基结构，以及一种有机电致发光器件，其中在阴极和阳极之间夹设了包括至少一个发光层的单层或多层有机薄膜层，上述有机薄膜层中的至少一层以上述芳香三胺化合物的形式包含在单一成分或混合成分中，提供了具有高发光效率和长寿命的有机电致发光器件和用于实现相同的新型芳香三胺化合物。