1-(4-tert-Butyl-phenylamino)-5-phenylamino-anthraquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(4-tert-Butyl-phenylamino)-5-phenylamino-anthraquinone
• 英文别名: 1-Anilino-5-(4-tert-butylanilino)anthracene-9,10-dione
• 化学式: C₃₀H₂₆N₂O₂
• 分子量: 446.549
• InChiKey: JABIGKGXSUCMLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-叔丁基苯胺 、 1,5-二氯蒽醌 、 苯胺 生成 1-(4-tert-Butyl-phenylamino)-5-phenylamino-anthraquinone
  参考文献：
  名称：

  The Molecular Structures and Properties of Anthraquinone-Type Dichroic Dyes

  摘要：

  Relations between the molecular structures and properties of anthraquinone-type dichroic dyes were studied. Newly developed asymmetric dyes with thiophenyl groups are highly soluble in fluorinated liquid crystals and the dichroic ratios of these dyes are high (about 10). However, ortho-position (thiophenyl)-substituted dyes have lower solubilities and dichroic ratios than other position-substituted dyes. The properties of anthraquinone dyes with anilino groups are much lower than those of dyes with thiophenyl groups. These results can be strongly related to the flexibility of substituents. We newly established a hypothesis concerning dyes in liquid crystal solvent. In liquid crystals, the dye has a suitable conformation to adjust to liquid crystal phase. In this conformation, the solubilities and dichroic ratios are increased because the interactions between the dye molecules and liquid crystal molecules are strengthened. Flexible substituents are considered to easily form a suitable conformation and realize excellent properties.

  DOI：

  10.1080/10587250108024989

文献信息

• The Molecular Structures and Properties of Anthraquinone-Type Dichroic Dyes
  作者：Hiroki Iwanaga、Katsuyuki Naito、Yutaka Nakai

  DOI：10.1080/10587250108024989

  日期：2001.8

  Relations between the molecular structures and properties of anthraquinone-type dichroic dyes were studied. Newly developed asymmetric dyes with thiophenyl groups are highly soluble in fluorinated liquid crystals and the dichroic ratios of these dyes are high (about 10). However, ortho-position (thiophenyl)-substituted dyes have lower solubilities and dichroic ratios than other position-substituted dyes. The properties of anthraquinone dyes with anilino groups are much lower than those of dyes with thiophenyl groups. These results can be strongly related to the flexibility of substituents. We newly established a hypothesis concerning dyes in liquid crystal solvent. In liquid crystals, the dye has a suitable conformation to adjust to liquid crystal phase. In this conformation, the solubilities and dichroic ratios are increased because the interactions between the dye molecules and liquid crystal molecules are strengthened. Flexible substituents are considered to easily form a suitable conformation and realize excellent properties.