N,N,N',N'-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine | 173072-40-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N,N',N'-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine
• 英文别名: N~1~,N~1~,N~4~,N~4~-Tetrakis(4-methoxyphenyl)benzene-1,4-diamine；1-N,1-N,4-N,4-N-tetrakis(4-methoxyphenyl)benzene-1,4-diamine
• CAS: 173072-40-7
• 化学式: C₃₄H₃₂N₂O₄
• 分子量: 532.639
• InChiKey: TXWHKSPUCZONIE-UHFFFAOYSA-N

物化性质

• 沸点：
  676.8±55.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到4,4',4'',4'''-(1,4-phenylenebis(azanetriyl))tetraphenol
  参考文献：
  名称：

  自掺杂小分子作为聚合物太阳能电池高效空穴提取材料的总体设计†

  摘要：

  没有化​​学掺杂剂的高性能空穴传输材料（HTM）的开发对于实现长期的设备耐用性至关重要。首次报道了基于具有强电子自旋浓度的酚胺结构的自掺杂材料的一般设计。还提出了酚增强的自掺杂机理。与它们的前体相比，二甲基苯酚胺衍生物TBP-OH4，TPD-OH4和Spiro-OH8在中性状态下显示出更高的自旋浓度。苯酚在传统概念中充当空穴陷阱，但是TBP-OH4，TPD-OH4和Spiro-OH8的薄膜表现出比甲氧基前体更高的电导率。同时，酚胺衍生物在极性有机溶剂中具有良好的溶解性，并且在氯苯中显示出良好的耐溶剂性。考虑到相对较好的能带排列，成膜性和对氯苯的耐溶剂性，Spiro-OH8和TPD-OH4的性能与PEDOT：PSS-4083相当。最重要的是，基于酚胺结构的新一代自掺杂系统可能会为开发用于有机电子产品的高效HTM提供新的见解。

  DOI：

  10.1039/c6ta09925d
• 作为产物：
  描述：

  4-碘苯甲醚 、 对苯二胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以68%的产率得到N,N,N',N'-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine
  参考文献：
  名称：

  混合价化合物作为固体中 Overhauser 动态核极化的极化剂**

  摘要：

  在此，我们通过理论和实验方法研究了一组新型极化剂——混合价化合物，并证明了它们在固态高场动态核极化 (DNP) NMR 实验中的性能。混合价化合物构成一组分子，其中即使在固体中也能保持分子迁移率。因此，此类极化剂可用于在固态下进行 Overhauser-DNP 实验，为在超高磁场下形成动态核极化提供有利条件。

  DOI：

  10.1002/anie.202103215

文献信息

• Nitrogen Analogues of Thiele’s Hydrocarbon
  作者：Yuanting Su、Xingyong Wang、Yuantao Li、You Song、Yunxia Sui、Xinping Wang

  DOI：10.1002/anie.201410256

  日期：2015.1.26

  no]arene dications 12+–32+ have been synthesized and characterized. Their electronic structures were investigated by various experiments assisted by theoretical calculations. It was found that they are singlets in the ground state and that their diradical character is dependent on the bridging moiety. 32+ has a smaller singlet–triplet energy gap and its excited triplet state is thermally readily accessible

  合成并表征了一系列的双[ N，N-二（4-甲氧基苯基）氨基]芳烃指示剂1 2+ – 3 2+。在理论计算的辅助下，通过各种实验研究了它们的电子结构。发现它们是基态的单线态，并且它们的双自由基特性取决于桥连部分。3 2+具有较小的单重态-三重态能隙，并且其热激发的三重态很容易获得。该作品提供了具有明显双自由基特征的锡尔碳氢化合物的氮类似物。
• A novel panchromatic shutter based on an ambipolar electrochromic system without supporting electrolyte
  作者：Jung-Tsu Wu、Guey-Sheng Liou

  DOI：10.1039/c8cc00224j

  日期：——

  triphenylamine derivatives, N,N,N′,N′-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine TPPA and N,N,N′,N′-tetrakis(4-methoxyphenyl)-1,1′-biphenyl-4,4′-diamine TPB, were successfully prepared and combined with HV to fabricate the electrochromic device as a panchromatic shutter for the application of transparent display. The obtained electrochromic device exhibits exceptional novel electrochromic properties

  两种三苯胺衍生物N，N，N '，N'-四（4-甲氧基苯基）-1,4-苯二胺TPPA和N，N，N '，N'-四（4-甲氧基苯基）-1,1'-成功制备了联苯-4,4'-二胺TPB并与HV结合将电致变色器件制造为全色快门以用于透明显示器的应用。所获得的电致变色器件表现出优异的新颖电致变色特性，包括增强的色彩对比度，切换时间和长期稳定性。此外，值得一提的是，这种双极性系统方法的最重要贡献是没有在设备中添加支持电解质。
• Composite material, light emitting element, light emitting device and electronic appliance using the composite material
  申请人：Semiconductor Energy Laboratory Co, Ltd.

  公开号：EP2423994A1

  公开（公告）日：2012-02-29

  A composite material includes an organic compound represented by the following general formula (2) and an inorganic compound, where, in the general formula (2), where in the general formula (2) X is selected from aromatic hydrocarbons represented by formulae (2-1) to (2-6) and R1 to R20 are identical or different from one another, and represent any of hydrogen, an alkyl group, an alkoxy group, an aryl group, and an arylalkyl group. A light emitting element includes the composite material and a light emitting device and an electronic appliance includes the light emitting element. The composite material has an excellent carrier transporting property and an excellent carrier injecting property with respect to the organic compound along with high visible light transmittance. By utilizing the composite material, a current excitation type light emitting element requiring low driving voltage and having excellent light emitting efficiency is obtained. By using the light emitting element, a light emitting device consuming low power and an electronic appliance including the light emitting device is provided.

  一种复合材料包括由以下通式（2）表示的有机化合物和无机化合物，其中，在通式（2）中，通式（2）中的X选自由式（2-1）至（2-6）表示的芳香烃，R1至R20彼此相同或不同，并代表氢、烷基、烷氧基、芳基和芳烷基中的任何一种。发光元件包括该复合材料，发光器件和电子设备包括该发光元件。相对于有机化合物而言，复合材料具有优异的载流子传输性能和优异的载流子注入性能，同时还具有较高的可见光透射率。利用这种复合材料，可以获得一种需要低驱动电压且发光效率极高的电流激发型发光元件。通过使用该发光元件，还可提供低功耗的发光器件和包括该发光器件的电子设备。
• Electrochromic element, optical filter, lens unit, imaging apparatus, and window member
  申请人：CANON KABUSHIKI KAISHA

  公开号：US10444588B2

  公开（公告）日：2019-10-15

  Provided is an electrochromic element, including: a pair of electrodes; and an electrochromic layer disposed between the pair of electrodes and containing a plurality of kinds of organic electrochromic compounds, in which: at least one kind of the plurality of kinds of organic electrochromic compounds includes an organic electrochromic compound having an absorption peak in a wavelength region of 700 nm or more during coloring thereof; and when an optical density in a decolored state thereof is defined as 0, a fluctuation ratio of a transmittance in a wavelength region of from 650 nm or more to 700 nm or less with respect to a central transmittance is within ±15% at an optical density of 0.3.

  提供了一种电致变色元件，包括：一对电极；以及设置在这对电极之间的电致变色层，其中包含多种有机电致变色化合物，其中多种有机电致变色化合物中的至少一种包括在其着色过程中在 700 纳米或更高波长区域具有吸收峰的有机电致变色化合物；当其脱色状态下的光密度定义为 0 时，在光密度为 0 时，从 650 纳米或更高到 700 纳米或更低波长区域的透射率相对于中心透射率的波动比在±15%以内。3.
• Liquid Triarylamines: The Scope and Limitations of Piers–Rubinsztajn Conditions for Obtaining Triarylamine–Siloxane Hybrid Materials
  作者：Brett A. Kamino、Bridget Mills、Christopher Reali、Michael J. Gretton、Michael A. Brook、Timothy P. Bender

  DOI：10.1021/jo2020906

  日期：2012.2.17

  New liquid triarylamine-siloxane hybrid materials are produced using the Piers-Rubinsztajn reaction. Under mild conditions, liquid analogues of conventional and commonly crystalline triarylamines are easily synthesized from readily available or accessible intermediates. Using a diverse selection of triarylamines, we explored the effects of siloxane group and substitution pattern on the physical properties of these materials, and we have demonstrated that relatively large molecular liquids with desirable electrochemical properties can be produced. The interactions between the strongly Lewis acidic catalyst used for this transformation, tris(pentafluorophenyl)borane (BCF), and the Lewis basic triarylamine substrates were studied. Through UV-vis-NIR and F-19 NMR spectroscopy, we have proposed that the catalyst undergoes a reversible redox reaction with the substrates to produce a charge transfer complex. The formation of this charge transfer complex is sensitive to the oxidation potential of the triarylamine and can greatly affect the kinetics of the Piers-Rubinsztajn reaction.