4-(4-硝基苯乙烯基)三苯胺 | 142677-07-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(4-硝基苯乙烯基)三苯胺
• 英文名称: 4-nitro-4'-(N,N-diphenylamino)stilbene
• 英文别名: (E)-4-(4-nitrostyryl)-N,N-diphenylaniline；4-(4-Nitrostyryl)-N,N-diphenylaniline；4-[(E)-2-(4-nitrophenyl)ethenyl]-N,N-diphenylaniline
• CAS: 142677-07-4
• 化学式: C₂₆H₂₀N₂O₂
• 分子量: 392.457
• InChiKey: USFOFOYOBPDBAW-VAWYXSNFSA-N

物化性质

• 熔点：
  143 °C
• 沸点：
  550.5±29.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-硝基苯乙烯基)三苯胺 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以80%的产率得到(E)-4,4'-bis((E)-4-N,N-diphenylaminostyryl)azobenzene
  参考文献：
  名称：

  Synthesis and characterization of triphenylamine modified azobenzene dyes

  摘要：

  A series of triphenylamine modified azobenzenes were synthesized and studied theoretically and experimentally. D-A-D structures of these dyes were revealed with an intramolecular charge transfer (ICT) from both triphenylamine or indoline units (donor) to the central azobenzene unit (acceptor). Both computational and experimental results indicate that a stronger electron donating ability of the donor enhances the degree of ICT and improve their HOMO energies. The absorption spectra indicate an increased light absorption by enhanced ICT effect. The intermolecular interaction also affects their absorption ability. The strongest intermolecular interaction results in the best light absorption ability in films. An obviously increased hole mobility was also found as the ICT was-enhanced. These dyes were used as hole transport materials (HTM) of perovskite solar cells to investigate their feasibility. It is revealed that the solubility and filming ability are significant for the photovoltaic performance of devices. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2016.10.018
• 作为产物：
  描述：

  4-硝基苄基三苯基溴蓊盐 生成 4-(4-硝基苯乙烯基)三苯胺
  参考文献：
  名称：

  Degenerate nonlinear absorption and optical power limiting properties of asymmetrically substituted stilbenoid chromophoresElectronic supplementary information (ESI) available: Experimental details. See http://www.rsc.org/suppdata/jm/b3/b313185h/

  摘要：

  通过一种基于单个强飞秒白光连续波束的新型非线性吸收光谱技术，测定了系列模型染料在650-1000 nm范围内的双光子吸收（2PA）光谱。实验结果表明，当电子供体或电子受体分别连接到反式-均二苯代乙烯的邻位时，两种情况下都观察到分子双光子吸收性的增强，尤其是在650-800 nm区域。然而，与单取代的类似物相比，同时含有供体和受体基团的推-拉型染料在整个研究光谱范围内表现出更大的双光子吸收截面。溶剂效应和1H-NMR研究的联合结果表明，更强的受体在激发时产生更有效的分子内电荷转移特性，导致该模型化合物系列中的分子双光子响应增强。其中一种模型染料的相当好的2PA基光学功率限制行为也被展示。

  DOI：

  10.1039/b313185h

文献信息

• Direct C≡C Triple Bond Formation from the C=C Double Bond and Direct Hydroxylation into the<i>o</i>-Position of a Nitro Group on the Benzene Nucleus with Potassium<i>t</i>-Butoxide in<i>N</i>,<i>N</i>-Dimethylformamide in the Air
  作者：Shuzo Akiyama、Kunihiko Tajima、Shin’ichi Nakatsuji、Kenichiro Nakashima、Kazuko Abiru、Miwa Watanabe

  DOI：10.1246/bcsj.68.2043

  日期：1995.7

  4-diethylamino-4′ -nitrostilbene was measured to identify an anion radical species expected for explanation of the mechanism of the dehydrogenation reaction. Further, cyclic voltammetric measurements of a series of stilbenes and diphenylacetylenes were carried out in connection with the above mechanism. In many cases, interestingly, the use of a large excess of t-BuOK brought about succeeding hydroxylation

  在空气中的 N,N-二甲基甲酰胺中用叔丁醇钾 (t-BuOK) 处理从 C=C 双键直接形成 C≡C 炔键的新方法和简便方法已在 9,10-双(4-取代苯乙烯基)蒽系列、4-取代4'-硝基二苯乙烯系列和1-(对硝基苯基)-4-(对-取代苯基)-1,3-丁二烯系列；已经审查了其范围和局限性。测量针对 4-二乙氨基-4'-硝基二苯乙烯的反应的 ESR 光谱，以确定预期用于解释脱氢反应机理的阴离子自由基种类。此外，结合上述机理进行了一系列二苯乙烯和二苯乙炔的循环伏安测量。在许多情况下，有趣的是，使用大量过量的 t-BuOK 导致后续羟基化到苯核上硝基的邻位。简单的羟基化可用于合成取代的 5-（芳基乙炔基）-2-硝基苯酚，...
• Aggregation-Induced Fluorescence Behavior of Triphenylamine-Based Schiff Bases: The Combined Effect of Multiple Forces
  作者：Mingdi Yang、Dongling Xu、Wengang Xi、Lianke Wang、Jun Zheng、Jing Huang、Jingyan Zhang、Hongping Zhou、Jieying Wu、Yupeng Tian

  DOI：10.1021/jo401719c

  日期：2013.10.18

  tetrahydrofuran (THF)/water mixtures have been synthesized and characterized. The photophysical properties in solution, aqueous suspension, film, and the crystalline state along with their relationships were comparatively investigated. The single-crystal structures of 1–8 indicate that compact π···π stacking or excimers induce fluorescence quenching of 1, 2, 5, and 7. However, the existence of J aggregates

  合成并表征了八种基于三苯胺（TPA）的席夫碱，它们在四氢呋喃（THF）/水混合物中表现出不同的聚集诱导发射（AIE）或聚集引起的猝灭（ACQ）行为。对溶液，水悬浮液，薄膜和晶态的光物理性质及其关系进行了比较研究。的单晶结构1 - 8表明，紧凑π...π堆积或受激准分子诱导的荧光淬灭1，2，5，和7。但是，J的存在聚集体或多个分子内和分子间的相互作用限制了分子内振动和旋转，使化合物3，4，6，和8表现出良好的AIE字符。使用扫描电子显微镜研究了具有不同水含量的颗粒的大小和生长过程，结果表明，THF /水混合物中较小的均匀分散的纳米颗粒有利于荧光发射。以上结果表明，由结构变化引起的多重力的组合效应对其分子堆积，电子结构和聚集诱导的荧光性质有很大的影响。此外，压电氟致变色实验验证了4的潜在应用。和6。
• Electro-optical device stable in the 600-1600 nanometer wavelength range
  申请人：Akzo Nobel N.V.

  公开号：EP0780722A1

  公开（公告）日：1997-06-25

  The present invention provides an electro-optical device comprising NLO polymer in the active layer with improved stability for light in the wavelength range of 600-1600 nm is guided through the device. The present invention is directed to an electro-optical device comprising two cladding layers and an active layer sandwiched between these cladding layers, with the active layer comprising a non-linear optically active side chain polymer with NLO-chromophores having an N-donor-delocated π system-acceptor structure, the N-donor not being bonded directly to alkyl groups. There are two ways to create NLO-chromophores with N-donors which do not have adjacent linear alkyl groups: The first way is to bond one or two aromatic groups. The N-atom is further bonded to the delocated π system. If only one aromatic group is present, the N-atom is, besides the delocated system, further bonded to a hydrogen or deuterium atom. The second way of avoiding adjacent alkyl groups is to employ an N-donor moiety wherein no adjacent linear alkyl groups are present.

  本发明提供了一种电光器件，该器件的有源层中包含 NLO 聚合物，在波长范围为 600-1600 纳米的光被引导通过该器件时，其稳定性有所提高。 本发明涉及一种电光器件，包括两个包层和夹在包层之间的有源层，有源层包括非线性光学活性侧链聚合物，其 NLO 色基具有 N-载体-脱位 π 系统-受体结构，N-载体不直接与烷基键合。 有两种方法可以制造出不具有相邻线性烷基的 N-质子的 NLO 色基： 第一种方法是键合一个或两个芳香基团。N 原子进一步键合到脱位的 π 系统上。如果只有一个芳香基团，则 N 原子除了与脱位体系结合外，还与氢原子或氘原子结合。 避免相邻烷基的第二种方法是采用不含相邻线性烷基的 N-供体分子。
• Electroluminescent device
  申请人：KONINKLIJKE PHILIPS ELECTRONICS, N.V.

  公开号：US20020168546A1

  公开（公告）日：2002-11-14

  A description is given of an electroluminescent device ( 1 ) comprising an active layer ( 7 ) of an organic charge-transfer compound having a donor-bridge-acceptor structure in a polymer matrix. A blue emitting EL device may be formed having a high electroluminescent intensity and increased stability.

  对电致发光装置 ( 1 ) 包括一个活性层 ( 7 ) 的活性层，该活性层在聚合物基体中具有供体-桥-受体结构的有机电荷转移化合物。该装置可形成一种蓝色发光的电致发光器件，具有较高的电致发光强度和更高的稳定性。
• Walkow, F.; Epperlein, J.; Mustroph, H., Journal fur praktische Chemie (Leipzig 1954), 1985, vol. 327, # 5, p. 799 - 807
  作者：Walkow, F.、Epperlein, J.、Mustroph, H.

  DOI：——

  日期：——