(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

• 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.