N-palmitoyl-3-cyano-7-diethylamino-2-iminocoumarin | 1355955-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-palmitoyl-3-cyano-7-diethylamino-2-iminocoumarin
• 英文别名: N-[3-cyano-7-(diethylamino)chromen-2-ylidene]hexadecanamide
• CAS: 1355955-47-3
• 化学式: C₃₀H₄₅N₃O₂
• 分子量: 479.706
• InChiKey: OJFDSTBEWPKRAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  棕榈酰氯 、 7-(diethylamino)-2-imino-2H-chromene-3-carbonitrile 在 吡啶 作用下， 以 氯仿 为溶剂， 以30%的产率得到N-palmitoyl-3-cyano-7-diethylamino-2-iminocoumarin
  参考文献：
  名称：

  Fluorescent nanofibers and microcrystals obtained by reprecipitation of a long-chain iminocoumarin derivative

  摘要：

  An iminocoumarin derivative bearing a fatty chain, specifically N-palmitoyl-3-cyano-7-diethylamino-2-iminocoumarin, was synthesized and used to prepare particles owing to a solvent exchange process (reprecipitation method). The composition of the reprecipitation medium was allowed to vary. In all cases, very thin particles that emitted yellow-orange light were obtained. In water alone, they looked like nanofibers or nanoribbons. Addition of surfactants at concentrations lower than the CMC favored the formation of bladed microcrystals. In the presence of acetonitrile, elongated microcrystals with good wave-guiding properties were obtained. The fluorescence properties were discussed on the basis of the crystal packing mode. It appears that the flexibility of the imino function leads to an original crystal structure, which is compatible with solid-state fluorescence. This property, together with the ease of synthesis, makes this family of compounds interesting for subsequent use as optically-active nanomaterials. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.10.018