(E)-2-(3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-1-phenylallylidene)malononitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-2-(3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-1-phenylallylidene)malononitrile
• 英文别名: (E)-2-(3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-1-phenylallylide)malononitrile
• 化学式: C₂₆H₁₉N₃O
• 分子量: 389.456
• InChiKey: NFNHYRHTBUNOSQ-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.85
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61.74
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-methoxy-9-methyl-9H-carbazole 在 哌啶 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成 (E)-2-(3-(2-methoxy-9-methyl-9H-carbazol-3-yl)-1-phenylallylidene)malononitrile
  参考文献：
  名称：

  基于NLOphoric 2-甲氧基咔唑的新型推挽生色团：合成，光物理性质和TD-DFT研究

  摘要：

  含“推-拉”新颖咔唑光物理性质对染料2-甲氧基-9-甲基-9-的缩合得到ħ进行了研究-咔唑-3-甲醛3具有不同的活性亚甲基部分。这些染料已通过1 H NMR很好地表征，13C NMR和HRMS光谱。在不同极性的溶剂中研究了染料的紫外可见吸收和荧光发射光谱。进行DFT和TD-DFT计算以研究染料的结构，分子，电子和光物理参数。四种染料在487–593 nm范围内显示出红移的固态状态发射。使用溶剂极性相关性和DFT方法计算了合成染料的基态与激发态偶极矩之比。发现吸收波长和发射波长值与实验结果良好吻合。通过溶剂变色法和理论方法研究了非线性光学性质。

  DOI：

  10.1016/j.jphotochem.2016.01.014

文献信息

• Novel NLOphoric 2-methoxy carbazole-based push pull chromophores: Synthesis, photophysical properties and TD-DFT Study
  作者：Sandip K. Lanke、Nagaiyan Sekar

  DOI：10.1016/j.jphotochem.2016.01.014

  日期：2016.5

  TD-DFT computation were performed to study structural, molecular, electronic and photophysical parameters of the dyes. The four dyes are showing red shifted solid sate emission in the range of 487–593 nm. The ratio of ground to excited state dipole moment of the synthesized dyes were calculated using solvent polarity correlations and DFT method. The absorption wavelength and emission wavelength values

  含“推-拉”新颖咔唑光物理性质对染料2-甲氧基-9-甲基-9-的缩合得到ħ进行了研究-咔唑-3-甲醛3具有不同的活性亚甲基部分。这些染料已通过1 H NMR很好地表征，13C NMR和HRMS光谱。在不同极性的溶剂中研究了染料的紫外可见吸收和荧光发射光谱。进行DFT和TD-DFT计算以研究染料的结构，分子，电子和光物理参数。四种染料在487–593 nm范围内显示出红移的固态状态发射。使用溶剂极性相关性和DFT方法计算了合成染料的基态与激发态偶极矩之比。发现吸收波长和发射波长值与实验结果良好吻合。通过溶剂变色法和理论方法研究了非线性光学性质。
• Aggregation induced emissive carbazole-based push pull NLOphores: Synthesis, photophysical properties and DFT studies
  作者：Sandip K. Lanke、Nagaiyan Sekar

  DOI：10.1016/j.dyepig.2015.09.013

  日期：2016.1

  2-Alkoxy-9-methyl-9H-carbazole-3-carbaldehyde based push pull chromophore were efficiently synthesized by a multi-step reaction starting from 9H-carbazole-2-ol. The fluorescence properties of these D-pi-A chromophores were investigated in various solvents of varying polarities and in mixed solvent solutions of DMF and H2O. They exhibited low fluorescent intensity in solution but a high fluorescent intensity in aggregate forms and in their solid state due to the promising aggregation-induced emission enhancement characteristics. These dyes were fully characterized by FT-IR, H-1 NMR and HRMS spectra. The ratio of ground to excited state dipole moment of the novel push pull chromophore were calculated by Bakhshiev and Bilot-Kawski correlations. All the four dyes show more or less twisted intramolecular charge transfer (TILT) characteristics. They show a large first hyperpolarizability value ranging from 189-721 x 10(-3) esu by theoretical method and 73-330 x 10(-30) esu by experimental method. (C) 2015 Elsevier Ltd. All rights reserved.