1-(bromomethyl)-3,5-di(2-ethylhexyloxy)benzene | 861889-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(bromomethyl)-3,5-di(2-ethylhexyloxy)benzene
• 英文别名: 3,5-di(2-ethylhexyloxy)phenylmethyl bromide；3,5-bis(2'-ethylhexyloxy)benzyl bromide；3,5-bis(2-ethylhexyloxy)benzyl bromide；3,5-Bis(2'-ethylhexyloxy)benzyl bromide；1-(bromomethyl)-3,5-bis(2-ethylhexoxy)benzene
• CAS: 861889-27-2
• 化学式: C₂₃H₃₉BrO₂
• 分子量: 427.465
• InChiKey: SESOWCZZKOWSKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(bromomethyl)-3,5-di(2-ethylhexyloxy)benzene 在 lithium aluminium tetrahydride 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成
  参考文献：
  名称：

  Synthesis and spectral properties of perylene–rhodamine dyads with lipophilic dendritic auxiliaries

  摘要：

  The present publication reports a new entry of perylene-rhodamine dyads, whose solubilities in organic solvents are enhanced by the lipophilic dendritic auxiliaries. Spectroscopic studies on these dyad systems have demonstrated that the intramolecular Forster resonance energy transfer (FRET) from the perylene donor to the rhodamine acceptor was activated upon protonation with either H2SO4 or TFA to result in drastic colour change of the fluorescence emissions. This phenomenon can be reasonably accounted for in terms of the switching behaviour of the FRET interactions, which is suppressed by disruptive interference from lone pair electrons of the amino moieties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.034
• 作为产物：
  描述：

  3,5-二羟基苯甲醇 在 二苯并-18-冠醚-6 、 四溴化碳 、 三苯基膦氢溴酸盐 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 1-(bromomethyl)-3,5-di(2-ethylhexyloxy)benzene
  参考文献：
  名称：

  支链吡咯啉生色团的合成及非线性光学性质

  摘要：

  制备了具有刚性-柔性树突的新型三氰基吡咯啉（TCP）生色团，用于二阶非线性光学（NLO）应用。使用紫外可见光谱，核磁共振光谱和质谱对发色团进行了充分表征。热重分析（TGA）表明，生色团具有出色的热稳定性。大λ最大和高铬合物的影响表明，发色团具有较大的二阶非线性光学。电光系数（[R 33）在掺杂的发色团的聚测定（双酚A碳酸酯）在1310nm，最高基波波长膜γ 33实现是217 PMV -1。版权所有©2010 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/poc.1772

文献信息

• Enhanced poling efficiency in rigid-flexible dendritic nonlinear optical chromophores
  作者：Jialei Liu、Shuhui Bo、Xinhou Liu、Zhen Zhen

  DOI：10.1007/s10847-010-9781-9

  日期：2010.12

  A series of nonlinear optical chromophores with the strong electron-withdrawing tricyanopyrroline (TCP) acceptor and rigid-flexible dendron was synthesized and their thermal and optical properties were investigated. Modification of the TCP chromophore with rigid-flexible dendron groups provides reduction of dipole–dipole interactions and thus great improvement of the macroscopic electro-optic (EO) response of the polymeric materials obtained by incorporating these derivatives as a guest in a high Tg amorphous polycarbonate (APC). The best result was obtained with chromophore Lj-Dr1, with three rigid-flexible dendrons, which shows the largest EO activity (39 pm V−1 at 1,310 nm). Furthermore, all chromophores in this study possess good processability and exhibit high thermal decomposition temperatures (highest T d = 300 °C).

  我们合成了一系列具有强电子吸收性的三氰基吡咯啉（TCP）受体和刚柔树枝状基团的非线性光学发色团，并研究了它们的热学和光学特性。用刚柔性树枝状基团修饰 TCP 发色团可减少偶极-偶极相互作用，从而大大改善了将这些衍生物作为客体加入高 Tg 无定形聚碳酸酯（APC）中所得到的聚合物材料的宏观电光（EO）响应。发色团 Lj-Dr1 的效果最好，它具有三个刚柔相济的树枝，显示出最大的 EO 活性（在 1,310 nm 波长下为 39 pm V-1）。此外，本研究中的所有发色团都具有良好的加工性，并表现出较高的热分解温度（最高 T d = 300 ℃ ）。
• A new approach toward light-harvesting reverse micelles from donor–acceptor miscible blends
  作者：Masaki Takahashi、Natsuko Nishizawa、Shuhei Ohno、Masahiro Kakita、Norifumi Fujita、Mitsuji Yamashita、Tetsuya Sengoku、Hidemi Yoda

  DOI：10.1016/j.tet.2009.01.089

  日期：2009.3

  In the present paper, we report a new approach toward light-harvesting reverse micellar systems from molecular blends Of anthracene and perylene building blocks. The self-assembly initiated by protonation of the molecular blends gave rise to the mixed reverse micelles, in which intermolecular energy transfer from the anthracene to the perylene chromophores was observed. The atomic force microscope (AFM) studies on the reverse micelles prepared from the donor and acceptor blends at a range of the feed ratios showed a number of nanoscale-sized spherical objects homogeneously dispersed on the highly oriented pyrolytic graphite (HOPG) substrate. The critical micelle concentration (cmc) Values of the reversed micelles at the donor: acceptor ratios of 100:0, 50:50, and 0:100 were estimated to be 7, 3, and 10 PM by fluorescence batch titrations, respectively, indicating that the cmc values should be almost equivalent regardless of the Constitution of each chromophoric component. Attempt to generate the mixed reverse micelles through pairwise mixing of the donor- and acceptor-based reverse micelles resulted in spectral behaviors identical with those obtained by the self-assembly employing the donor-acceptor blends. This suggests that these two reverse micelles undergo thermodynamic exchange of the surfactant molecules to afford the mixed reverse micelles when mixing the two discrete reverse micellar systems. (c) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and spectral properties of perylene–rhodamine dyads with lipophilic dendritic auxiliaries
  作者：Masaki Takahashi、Michiki Ui、Toshiyasu Inuzuka、Tetsuya Sengoku、Hidemi Yoda

  DOI：10.1016/j.tet.2014.10.034

  日期：2014.12

  The present publication reports a new entry of perylene-rhodamine dyads, whose solubilities in organic solvents are enhanced by the lipophilic dendritic auxiliaries. Spectroscopic studies on these dyad systems have demonstrated that the intramolecular Forster resonance energy transfer (FRET) from the perylene donor to the rhodamine acceptor was activated upon protonation with either H2SO4 or TFA to result in drastic colour change of the fluorescence emissions. This phenomenon can be reasonably accounted for in terms of the switching behaviour of the FRET interactions, which is suppressed by disruptive interference from lone pair electrons of the amino moieties. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and nonlinear optical properties of branched pyrroline chromophores
  作者：Jialei Liu、Wenjun Hou、Shuwen Feng、Ling Qiu、Xinhou Liu、Zhen Zhen

  DOI：10.1002/poc.1772

  日期：2011.6

  New tricyanopyrroline (TCP) chromophores with rigid–flexible dendron were prepared for second‐order nonlinear optical (NLO) application. The chromophores were fully characterized using ultraviolet‐visible spectroscopy, nuclear magnetic resonance spectroscopy and mass spectrometry. Thermal gravimetric analysis (TGA) revealed that the chromophores had excellent thermal stability. Large λmax and high

  制备了具有刚性-柔性树突的新型三氰基吡咯啉（TCP）生色团，用于二阶非线性光学（NLO）应用。使用紫外可见光谱，核磁共振光谱和质谱对发色团进行了充分表征。热重分析（TGA）表明，生色团具有出色的热稳定性。大λ最大和高铬合物的影响表明，发色团具有较大的二阶非线性光学。电光系数（[R 33）在掺杂的发色团的聚测定（双酚A碳酸酯）在1310nm，最高基波波长膜γ 33实现是217 PMV -1。版权所有©2010 John Wiley＆Sons，Ltd.