4,4'-di-[N,N-di(4-methoxyphenyl)amino]triphenylamine | 181367-10-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4'-di-[N,N-di(4-methoxyphenyl)amino]triphenylamine
• 英文别名: 1-N-[4-(4-methoxy-N-(4-methoxyphenyl)anilino)phenyl]-4-N,4-N-bis(4-methoxyphenyl)-1-N-phenylbenzene-1,4-diamine
• CAS: 181367-10-2
• 化学式: C₄₆H₄₁N₃O₄
• 分子量: 699.849
• InChiKey: VVSKSKGSCXYNEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  53
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,4'-二甲氧基二苯胺 、 二溴三苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以71%的产率得到4,4'-di-[N,N-di(4-methoxyphenyl)amino]triphenylamine
  参考文献：
  名称：

  Multistate near-infrared electrochromism and electron transfer in different oligotriphenylamine systems

  摘要：

  Four oligomeric triarylamine compounds (diamine la, triamine lb, tetramine lc and pentamine 1d) were prepared and characterized by 1H NMR, mass spectrometry and elemental analysis. The combined results of cyclic voltammetry, square-wave voltammetry and UV vis NIR spectroelectrochemistry, as well as density functional theory, reveal that compounds la ld display two to five steps of oxidation processes, respectively, and the AE1/2 and Kc values were still remarkable for the relatively long pentamine, though they all decreased with an increase of the triphenylamine unit. These four compounds all exhibit fascinating redox-tuned multiple NIR absorption characteristics, and a completely reversible multicolor electrochromism for each of them could be synchronously realized. The associated mono cationic [1a]-[1d](+) could be classified as moderately-coupled Robin Day class H mixed-valence systems, which could be stabilized by spin delocalization over at least two adjacent amine units. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2017.05.007

文献信息

• Spectral and redox properties of zinc porphyrin core dendrimers with triarylamines as dendron
  作者：Chih-Yen Huang、Yuhlong Oliver Su

  DOI：10.1039/c0dt00199f

  日期：——

  The first and second generation of zinc porphyrin core dendrimers (3 and 4) with triarylamine as dendron have been synthesized via Ullmann coupling reaction. Their absorption and emission spectra indicate that there are strong interactions between zinc porphyrin core and triarylamine dendrons. Zinc porphyrin links with triarylamine causes Soret band broadening and Q band shift as compared with ZnTPP

  通过乌尔曼偶合反应合成了第一和第二代以三芳基胺为树枝状的锌卟啉核心树枝状大分子（3和4）。它们的吸收和发射光谱表明，卟啉锌核心与三芳基胺树枝状分子之间存在强相互作用。锌卟啉与三芳基胺的连接导致Soret带扩宽和Q带移锌TPP。由于天线对这些树枝状聚合物的影响，当连接更多的三芳基胺部分时，荧光量子产率会大大提高。循环伏安法和光谱电化学方法用于研究树枝状聚合物的氧化还原性质。卟啉锌的轴向连接N-甲基咪唑可用于区分树枝状聚合物的氧化位点。对于第一代树枝状聚合物（3），卟啉环的氧化电位发生阴极移动，因为外围的树枝状分子是强供电子基团。另一方面，第二代树突（4）的树突首先被氧化并且产生具有八个正电荷的气氛。然后，由于氧化的取代基的吸电子作用，卟啉环核被电势阳极氧化。
• ORGANIC ELECTROLUMINESCENT ELEMENT, ORGANIC THIN FILM, AND TRIAMINE COMPOUNDS
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0805143A1

  公开（公告）日：1997-11-05

  The present invention provides a triamine compound represented by general formula (I): an organic luminescence device which comprises an organic layer and a pair of electrodes disposed on both sides of the organic layer wherein the organic layer at least contains a layer of a light emitting zone and a layer of a hole transporting zone which comprises a hole injecting layer containing the triamine compound and a hole transporting layer, and an organic thin film comprising two layers which are a layer containing a compound represented by general formula (I) and having a thickness of 5 nm to 5 µm and a layer containing a compound represented by general formula (II): and having a thickness of 5 nm to 5 µm. According to the present invention, an organic electroluminescence device which has little possibility of dielectric breakdown after storage for a long time and shows a remarkably high efficiency of light emission, an organic electroluminescence device which shows a remarkable stability of light emission after continuous use for a long time and has a long life, and an organic thin film which shows excellent hole injecting and transporting properties can be provided.

  本发明提供了通式(I)代表的三胺化合物： 一种有机发光器件，它包括有机层和设置在有机层两侧的一对电极，其中有机层至少包含一层发光区和一层空穴传输区，空穴传输区包括含有三胺化合物的空穴注入层和空穴传输层；以及一种有机薄膜，它包括两层，一层是含有通式(I)代表的化合物且厚度为5纳米至5微米的薄膜，另一层是含有通式(II)代表的化合物且厚度为5纳米至5微米的薄膜： 且厚度为 5 纳米至 5 微米。根据本发明，可以提供一种有机电致发光器件，该器件在长期储存后发生介电击穿的可能性很小，并显示出极高的光发射效率；一种有机电致发光器件，该器件在长期连续使用后显示出极高的光发射稳定性，并具有较长的使用寿命；以及一种有机薄膜，该薄膜显示出优异的空穴注入和传输特性。
• US6074734A
  申请人：——

  公开号：US6074734A

  公开（公告）日：2000-06-13
• Multistate near-infrared electrochromism and electron transfer in different oligotriphenylamine systems
  作者：Jing Zhang、Guotao Liu、Xiao-Yan Wang、Guang-Ao Yu、Jun Yin、Sheng-Hua Liu

  DOI：10.1016/j.dyepig.2017.05.007

  日期：2017.8

  Four oligomeric triarylamine compounds (diamine la, triamine lb, tetramine lc and pentamine 1d) were prepared and characterized by 1H NMR, mass spectrometry and elemental analysis. The combined results of cyclic voltammetry, square-wave voltammetry and UV vis NIR spectroelectrochemistry, as well as density functional theory, reveal that compounds la ld display two to five steps of oxidation processes, respectively, and the AE1/2 and Kc values were still remarkable for the relatively long pentamine, though they all decreased with an increase of the triphenylamine unit. These four compounds all exhibit fascinating redox-tuned multiple NIR absorption characteristics, and a completely reversible multicolor electrochromism for each of them could be synchronously realized. The associated mono cationic [1a]-[1d](+) could be classified as moderately-coupled Robin Day class H mixed-valence systems, which could be stabilized by spin delocalization over at least two adjacent amine units. (C) 2017 Elsevier Ltd. All rights reserved.