N,N-二乙基-4-[(E)-2-(4-硝基苯基)乙烯基]苯胺 | 65644-11-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: N,N-二乙基-4-[(E)-2-(4-硝基苯基)乙烯基]苯胺
• 英文名称: diethyl-(4-(4-nitro-phenylazo)-phenyl)amine
• 英文别名: 4-(4-N,N-diethylcinnamenyl)nitrobenzene；4-(N,N-diethylamino)-4'-nitrostilbene；4-Nitro-4'-N,N-diethylaminostilben；4-Nitro-4'-diaethylaminostilben；4'-Diethylamino-4-nitrostilbene；N,N-diethyl-4-[2-(4-nitrophenyl)ethenyl]aniline
• CAS: 65644-11-3；17951-64-3
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: IXYATCDSDHQBLY-UHFFFAOYSA-N

物化性质

• 沸点：
  436.3±24.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  N,N-二乙基-4-[(E)-2-(4-硝基苯基)乙烯基]苯胺 在 sodiumsulfide nonahydrate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 15.0h， 生成 4-(2-(4-(benzylideneamino)phenyl)ethenyl)-N,N-diethylaniline
  参考文献：
  名称：

  New organic conjugated dye nano-aggregates exhibiting naked-eye fluorescence color switching

  摘要：

  In this study, a variety of new conjugated containing strong electron-donating groups were prepared for formation of organic nano-scale aggregates. The properties and aggregation modes of these aggregates were investigated on basis of time dependent absorption, fluorescence emission spectra as well as scanning electron microscope images. The results show that nano organic aggregates could be yielded by the linear dyes in mixed DMF/H2O solvent through a simple re-precipitation method, while no aggregates of the branched dyes were produced. X-ray diffraction of single crystal and X-ray diffraction patterns of the powders results demonstrate that the linear dyes tend to show ordered molecular arrangements, while the armed dyes do not exhibit such a tendency. A remarkable fluorescence switching process under 365 nm lamp was observed for the target aggregates. This study successfully provides real examples of organic aggregates in mixed DMF/H2O solvent which have great capacity to show enhanced fluorescence color switching. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2016.12.021
• 作为产物：
  描述：

  对硝基溴化苄 在 potassium tert-butylate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 3.0h， 生成 N,N-二乙基-4-[(E)-2-(4-硝基苯基)乙烯基]苯胺
  参考文献：
  名称：

  1,3,5-三嗪基于π键和σ电子对的多支链苯乙烯衍生物的合成及双光子吸收特性

  摘要：

  合成了一系列新的一，二和三支双光子吸收三嗪衍生物，它们以π键和σ电子对为桥，并且系统地研究了它们的光物理性质。这些生色团显示出明显的溶剂变色作用，即，发射光谱的显着红移和在极性更大的溶剂中观察到更大的斯托克斯位移，这主要是由于分子内电荷转移（ICT）所致。通过在DMF中的双光子激发荧光（TPEF）测量来确定双光子吸收（2PA）横截面值。该结果进一步证明，作为π桥的σ电子对是转移电荷的有效方式，并且其2PA截面值（δ）随着分支数的增加而增加。

  DOI：

  10.1016/j.tet.2012.05.050

文献信息

• Evidence for Two-Photon Absorption-Induced ESIPT of Chromophores Containing Hydroxyl and Imino Groups
  作者：Fang Gao、Xiaojuan Ye、Hongru Li、Xiaolin Zhong、Qi Wang

  DOI：10.1002/cphc.201100885

  日期：2012.4.10

  under one‐ and two‐photon excitation. Furthermore, the first emission maxima of C1 and C3 are almost identical to the maximum fluorescence emission wavelengths of C2 and C4, respectively. These results show that C1 and C3 can undergo ESIPT via a reasonable six‐membered ring, while there is no ESIPT in C2 and C4 under one‐ and two‐photon excitation. Compounds C1 and C2 have larger two‐photon absorption

  本文介绍了在单光子和双光子激发下具有羟基和亚氨基的新型生色团的激发态分子内质子转移（ESIPT）的实验和理论研究。结果表明，内部氢键对2-[（（4'- N，N-二乙基氨基二苯基乙烯-4-ylimino）甲基]苯酚（C1）和2 [[（4'-甲氧基）二苯基乙烯-4-亚氨基]甲基]苯酚（C3）。在单光子和双光子激发下，化合物C1和C3表现出分离良好的双荧光发射带。C1和C3的第二个荧光峰其特点是斯托克斯位移比第一个正常峰值大得多（约140 vs. 30 nm）。4 [[（4'- N，N-二乙基氨基二苯基乙烯-4-ylimino）甲基]苯酚（C2）和4 [[（4'-甲氧基二苯基乙烯-4-ylimino）甲基]苯酚（C4）显示斯托克斯小的单个发射带在一个和两个光子激发下，各种溶剂的位移（约30 nm）。此外，C1和C3的第一发射最大值分别与C2和C4的最大荧光发射波长几乎相同。这些结果表明C1和C3
• Optical article containing a transmission medium exhibiting a high level
  申请人：Eastman Kodak Company

  公开号：US04886339A1

  公开（公告）日：1989-12-12

  An optical article is disclosed containing, for the transmission of electromagnetic radiation, a medium exhibiting a second order polarization susceptibility greater than 10.sup.-9 electrostatic units comprised of polar aligned noncentrosymmetric molecular dipoles having an electron donor moiety linked through a conjugated .pi. bonding system to an electron acceptor moiety to permit oscillation of the molecular dipole between a ground state exhibiting a first dipole moment and an excited state exhibiting a differing dipole moment. The molecular dipoles are held in polar alignment by a crosslinked polymeric binder.

  本文揭示了一种光学物品，用于传输电磁辐射，其介质展现出大于10.sup.-9静电单位的二阶极化敏感性，由极性对齐的非中心对称分子偶极组成，其电子给体基团通过共轭π键系统与电子受体基团连接，以允许分子偶极在基态和激发态之间振荡，分别展现不同的偶极矩。分子偶极由交联聚合物粘合剂保持极性对齐。
• New organic conjugated dye nano-aggregates exhibiting naked-eye fluorescence color switching
  作者：Ge Ding、Yao Lu、Xiaozhuan Qin、Jihong Su、Shengtao Zhang、Hongru Li、Ziping Luo、Lingyun Chen、Fang Gao

  DOI：10.1016/j.dyepig.2016.12.021

  日期：2017.4

  In this study, a variety of new conjugated containing strong electron-donating groups were prepared for formation of organic nano-scale aggregates. The properties and aggregation modes of these aggregates were investigated on basis of time dependent absorption, fluorescence emission spectra as well as scanning electron microscope images. The results show that nano organic aggregates could be yielded by the linear dyes in mixed DMF/H2O solvent through a simple re-precipitation method, while no aggregates of the branched dyes were produced. X-ray diffraction of single crystal and X-ray diffraction patterns of the powders results demonstrate that the linear dyes tend to show ordered molecular arrangements, while the armed dyes do not exhibit such a tendency. A remarkable fluorescence switching process under 365 nm lamp was observed for the target aggregates. This study successfully provides real examples of organic aggregates in mixed DMF/H2O solvent which have great capacity to show enhanced fluorescence color switching. (C) 2016 Elsevier Ltd. All rights reserved.
• Synthesis and two-photon absorption properties of multi-branched styryl derivatives containing π-bond and σ-electron pair as bridge based on 1,3,5-triazine
  作者：Zheng Zheng、Hong-ping Zhou、Guo-yi Xu、Zhi-peng Yu、Xiao-fei Yang、Long-huai Cheng、Lin Kong、Yan Feng、Jie-ying Wu、Yu-peng Tian

  DOI：10.1016/j.tet.2012.05.050

  日期：2012.8

  A series of new one, two, and three-branched two-photon absorption triazine derivatives with a π-bond and a σ-electron pair as a bridge have been synthesized and their photophysical properties have been systematically investigated. These chromophores showed obvious solvatochromic effects, i.e., significant bathochromic shifting of the emission spectra and larger Stokes shifts were observed in more

  合成了一系列新的一，二和三支双光子吸收三嗪衍生物，它们以π键和σ电子对为桥，并且系统地研究了它们的光物理性质。这些生色团显示出明显的溶剂变色作用，即，发射光谱的显着红移和在极性更大的溶剂中观察到更大的斯托克斯位移，这主要是由于分子内电荷转移（ICT）所致。通过在DMF中的双光子激发荧光（TPEF）测量来确定双光子吸收（2PA）横截面值。该结果进一步证明，作为π桥的σ电子对是转移电荷的有效方式，并且其2PA截面值（δ）随着分支数的增加而增加。