4-(bis(4-ethoxyphenyl)amino)benzaldehyde | 1371573-90-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(bis(4-ethoxyphenyl)amino)benzaldehyde
• 英文别名: 4-[N,N'-bis(4-ethoxyphenyl)amino]benzaldehyde；4-(4-ethoxy-N-(4-ethoxyphenyl)anilino)benzaldehyde
• CAS: 1371573-90-8
• 化学式: C₂₃H₂₃NO₃
• 分子量: 361.441
• InChiKey: WUJQHANXXLXFEE-UHFFFAOYSA-N

物化性质

• 沸点：
  525.6±45.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(bis(4-ethoxyphenyl)amino)benzaldehyde 在 hydrazine hydrate 、 乙醇 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.33h， 生成 2-{4-[bis(4-ethoxyphenyl)amino]phenyl}-1H-benzoimidazol-5-ylamine
  参考文献：
  名称：

  Aggregation-induced and crystallization-enhanced emissions with time-dependence of a new Schiff-base family based on benzimidazole

  摘要：

  已经通过缩合反应合成了一种新的含有[4-(1H-苯并咪唑-2-基)-苯基]-双-(4-乙氧基苯基)-胺的席夫碱家族。

  DOI：

  10.1039/c3tc32551b
• 作为产物：
  描述：

  苯胺 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium hydroxide 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 73.0h， 生成 4-(bis(4-ethoxyphenyl)amino)benzaldehyde
  参考文献：
  名称：

  D–A–D type chromophores with aggregation-induced emission and two-photon absorption: synthesis, optical characteristics and cell imaging

  摘要：

  取代基调制的D-A-D型色团具有良好的AIE和TPA性质，成功地应用于OPEF和TPEF细胞染料。

  DOI：

  10.1039/c6tc00781c

文献信息

• A series of triphenylamine-based two-photon absorbing materials with AIE property for biological imaging
  作者：Yanqiu Liu、Ming Kong、Qiong Zhang、Zhiwen Zhang、Hongping Zhou、Shengyi Zhang、Shengli Li、Jieying Wu、Yupeng Tian

  DOI：10.1039/c4tb00464g

  日期：——

  One- and two-photon fluorescence properties of six chromophores were successfully tuned by a simple structure modification. The chromophore3Bwith significant AIE and 2PA effect shows promise in bioimaging applications.

  通过简单的结构修改，成功调控了六种色素的一光子和双光子荧光特性。具有显著AIE（聚集诱导发光）和2PA（双光子吸收）效应的色素3B在生物成像应用中显示出前景。

• Nonlinear optical response and two-photon biological applications of a new family of imidazole-pyrimidine derivatives
  作者：Qiong Zhang、Xiaohe Tian、Zhangjun Hu、Caroline Brommesson、Jieying Wu、Hongping Zhou、Jiaxiang Yang、Zhaoqi Sun、Yupeng Tian、Kajsa Uvdal

  DOI：10.1016/j.dyepig.2015.11.026

  日期：2016.3

  A series of novel D–π–A type two-photon absorption (2PA) imidazole-pyrimidine derivatives (EX-1∼EX-4) have been synthesized and characterized, with EX-1 was crystallography confirmed. Based on systematic photophysical investigations, the structure–property relationships can be drawn as follows: (1) Both theoretical and experimental studies indicated that the different donor groups have large influences

  合成并表征了一系列新颖的D–π–A型双光子吸收（2PA）咪唑-嘧啶衍生物（EX-1〜EX-4），并用晶体学证实了EX-1。根据系统的光物理研究，可以得出以下结构与性质的关系：（1）理论和实验研究均表明，不同的供体基团对光学性能有很大的影响。（2）2PA截面值（σ）是通过Z-Scan和双光子激发荧光（2PEF）测量获得的。2PA截面显示出随着电子给体强度和支链数量的增加而增加的趋势。（3）综合考虑光学性能，分子体积，细胞毒性和溶解性，确定EX-1和EX-2是活细胞（HepG2）成像的最佳候选者。此外，EX-1和EX-2的2PA可激发特征能够在新鲜小鼠肝脏组织中成像，深度约为。70微米
• Synthesis, photophysical properties and TD-DFT calculation of four two-photon absorbing triphenylamine derivatives
  作者：Lin Kong、JiaXiang Yang、HongPing Zhou、ShengLi Li、FuYing Hao、Qiong Zhang、YuLong Tu、JieYing Wu、ZhaoMing Xue、YuPeng Tian

  DOI：10.1007/s11426-012-4794-4

  日期：2013.1

  In this study, linear absorption, single-photon excited fluorescence, fluorescence quantum yields, fluorescence lifetime and two-photon excited fluorescence of a series of triphenylamine derivatives (L1, L2, L3 and L4) have been measured. L1 and L3 are D-π-A type dyes, while L2 and L4 are D-π-D-π-A type dyes (D = donor, A = acceptor). The investigated compounds consist of triphenylamine-bearing donor-substituted and/or systematically extended π-conjugated length, which are designed to gain insight into the effect of the ethoxyl unit and π-linkage length on the linear and nonlinear optical properties. The influence of solvent polarity on the photophysical properties was investigated. Employing time-dependent density functional theory (TD-DFT) calculations, the structure-property relationships are discussed.

  在本研究中，测量了一系列三苯胺衍生物（L1、L2、L3和L4）的线性吸收、单光子激发荧光、荧光量子产率、荧光寿命和双光子激发荧光。L1和L3是D-π-A型染料，而L2和L4是D-π-D-π-A型染料（D = 供体，A = 受体）。所研究的化合物由含有供体取代基的三苯胺和/或系统性扩展的π-共轭链长组成，旨在深入了解乙氧基单元和π-连接长度对线性和非线性光学性质的影响。还研究了溶剂极性对光物理性质的影响。通过使用时间相关密度泛函理论（TD-DFT）计算，讨论了结构-性质关系。
• A series of two-photon absorption pyridinium sulfonate inner salts targeting endoplasmic reticulum (ER), inducing cellular stress and mitochondria-mediated apoptosis in cancer cells
  作者：Sajid Hussain、Wei Du、Mingzhu Zhang、Bin Fang、Guocui Zhang、Rina Su、Keqian Nan、Qiong Zhang、Xiaohe Tian、Yupeng Tian、Yan Chen

  DOI：10.1039/c8tb00173a

  日期：——

  DiphenthioER1is a novel two-photon active pyridinium derivative that labels ER and causes nuclear misshaping and mitochondria-mediated apoptosis.

  DiphenthioER1是一种新型的双光子活性吡啶盐衍生物，可标记ER并导致细胞核形态异常和线粒体介导的凋亡。
• New conjugated organic dyes with various electron donors: One- and two-photon excited fluorescence, and bioimaging
  作者：Feng Jin、Dong-Ling Xu、Hui-Zhi Zhu、Yan Yan、Jun Zheng、Jun Zhang、Hong-Ping Zhou、Jie-Ying Wu、Yu-Peng Tian

  DOI：10.1016/j.dyepig.2014.04.032

  日期：2014.10

  structural molecules with various electron donors were synthesized and fully characterized. Influence of electron-donating strength on optical properties was investigated by the systematic alteration of the electron donors. The optical properties of the dyes were successfully tuned by choosing different electron donors. All the dyes in solution show strong one-photon excited fluorescence (OPEF) and high quantum

  合成了六个具有各种电子给体的新型荧光供体-π桥受体（D-π-A）结构分子，并对其进行了充分表征。通过电子供体的系统性变化，研究了电子给体强度对光学性能的影响。通过选择不同的电子给体可以成功地调节染料的光学性能。溶液中的所有染料均显示出强大的单光子激发荧光（OPEF）和高量子产率。随着供体的电子给体强度的增加，具有二苯胺的染料5和具有（4,4'-二乙氧基苯基）氨基取代基的染料6表现出强的双光子激发荧光（TPEF）和大的双光子吸收（TPA）交叉截面值为5的1378 GM和5654的1654 GM6。通过量子化学计算和X射线晶体学详细描述了结构与性质之间的关系。活细胞成像实验的结果表明它们在一光子或两光子荧光显微镜生物成像应用中的价值。