2-[3-Cyano-4-[2-[5-[2-[4-[2-hydroxyethyl(methyl)amino]phenyl]ethenyl]thiophen-2-yl]ethenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile | 875919-37-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[3-Cyano-4-[2-[5-[2-[4-[2-hydroxyethyl(methyl)amino]phenyl]ethenyl]thiophen-2-yl]ethenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
• CAS: 875919-37-2
• 化学式: C₂₇H₂₄N₄O₂S
• 分子量: 468.579
• InChiKey: SJWLBWFDIUHVCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[3-Cyano-4-[2-[5-[2-[4-[2-hydroxyethyl(methyl)amino]phenyl]ethenyl]thiophen-2-yl]ethenyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile 、 5-(tert-butyldimethylsilyloxy)isophthalic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以68%的产率得到
  参考文献：
  名称：

  Design and synthesis of bichromophores for nonlinear optical applications in polymer films

  摘要：

  Three bichromophores were designed and synthesized by linking a vinylthiophene-conjugated chromophore with different tether groups via esterification. Second harmonic generation measurements of nonlinear polymer films revealed that the second harmonic generation coefficients of the films containing the bichromophore and using 3-phenoxypropane-1,2-diyl succinic diester as the tether group were improved in comparison with the mono-chromophore-doped polymer films. However, the second harmonic generation coefficients of the polymer films containing bichromophores using isophthalic ester as the tether group were decreased. Overall, the results indicate that the 3-phenoxypropanc-1.2-diyl succinic diester tether group has potential applications in the design and synthesis of multi-chromophoric dendrimers with large macroscopic optical nonlinearity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2011.01.009

文献信息

• Enhancement of nonlinear optical activity in new six-branched dendritic dipolar chromophore
  作者：Junkuo Gao、Yuanjing Cui、Jiancan Yu、Wenxin Lin、Zhiyu Wang、Guodong Qian

  DOI：10.1039/c0jm03367g

  日期：——

  A new six-branched chromophore GGQ1 is designed and synthesized via the incorporation of an FTC-type chromophore 1 with phenyl glycerol ester. The six-branched chromophore GGQ1 shows a large molecular weight of 3834 Daltons and can directly form thin films with quite high active chromophore loading density. For comparison, guest–host doped polymer films are fabricated by doping chromophore 1 and BF1 into poly(4-vinylphenol). All of these doped films show a saturated trend in second harmonic generation coefficient (d33) and a maximum d33 value between 50–70 pm V−1 around the doping concentration of 25 wt%, due to the strong interchromophore electrostatic interactions. In contrast, GGQ1 films display a d33 value of 192 pm V−1. The results indicate that the six-branched chromophore could efficiently reduce the interchromophore electrostatic interactions and enhance the macroscopic optical nonlinearity, showing promise for applications in nonlinear optical (NLO) materials.

  通过将 FTC 型发色团 1 与苯基甘油酯结合，设计并合成了一种新的六支链发色团 GGQ1。六支链发色团 GGQ1 的分子量高达 3834 道尔顿，可直接形成具有相当高活性发色团负载密度的薄膜。为了进行比较，我们在聚（4-乙烯基苯酚）中掺入了发色团 1 和 BF1，从而制成了客体掺杂聚合物薄膜。所有这些掺杂薄膜的二次谐波发生系数（d33）都呈饱和趋势，在掺杂浓度为 25 wt%时，d33 的最大值在 50-70 pm V-1 之间，这是由于色团间存在强烈的静电作用。相比之下，GGQ1 薄膜的 d33 值为 192 pm V-1。结果表明，六支链发色团可以有效减少发色团间的静电作用，增强宏观光学非线性，有望应用于非线性光学（NLO）材料。