7,10,14,17,21,24-hexahexyl-28H,30H-tribenzo[b,g,l]thieno[3,4-q]porphyrazine | 187326-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 7,10,14,17,21,24-hexahexyl-28H,30H-tribenzo[b,g,l]thieno[3,4-q]porphyrazine
• 英文别名: 13,16,22,25,31,34-Hexahexyl-6-thia-2,10,19,28,36,37,38,39-octazanonacyclo[27.6.1.13,9.111,18.120,27.04,8.012,17.021,26.030,35]nonatriaconta-1(36),2,4,7,9(39),11,13,15,17,19,21,23,25,27(37),28,30,32,34-octadecaene
• CAS: 187326-17-6
• 化学式: C₆₆H₈₈N₈S
• 分子量: 1025.54
• InChiKey: JVBMIJZCWIGREZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.8
• 重原子数：
  75
• 可旋转键数：
  30
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7,10,14,17,21,24-hexahexyl-28H,30H-tribenzo[b,g,l]thieno[3,4-q]porphyrazine 在 nickel diacetate 作用下， 以 戊醇 为溶剂， 反应 1.5h， 以81%的产率得到nickel(II) 7,10,14,17,21,24-hexahexyl-28H,30H-tribenzo[b,g,l]thieno[3,4-q]porphyrazine
  参考文献：
  名称：

  Phthalocyanine-related Macrocycles: Cross Cyclotetramerisation Products from 3,4-Dicyanothiophenes, 2,3-Dicyanothiophene and 3,6-Dialkylphthalonitriles

  摘要：

  Examples of the novel tribenzo[b,g,l]thiopheno[3,4-q]porphyrazine and tribenzo[b,g,l]thiopheno[2,3-q]porphyrazine ring systems have been obtained by cross cyclotetramerisation reactions of 3,6-dialkylphthalonitriles with 3,4-dicyanothiophenes and 2,3-dicyanothiophene respectively. Dibenzodithiophenol[2,3]porphyrazines and benzotrithiopheno[2,3]porphyrazines have also been recovered. Octaoctyl tribenzo[b,g,l]thiopheno[3,4-q]porphyrazine, in particular, shows a strongly split Q-band absorption in the far red region of the spectrum, one component of which is highly bathochromiclaly shifted relative to the corresponding band in octaoctyl phthalocyanine. The compounds, most of which exhibit columnar liquid crystal behaviour, form even, transparent spin-coated films which exhibit a broad band absorption envelope, in some instances extending from 600 nm to beyond 800 nm. Reaction of 2,3-dicyanothiophene with a 2,5-dialkyl-3,4-dicyanothiophene, the latter in excess, gives a product mixture rich in macrocycles derived predominantly from involvement of the former. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00323-9
• 作为产物：
  描述：

  3,4-二氰基噻吩 、 3,6-dihexylphthalonitrile 在 LiOC₅H₁₁-C₅H₁₁OH 、 溶剂黄146 作用下， 以11%的产率得到7,10,14,17,21,24-hexahexyl-28H,30H-tribenzo[b,g,l]thieno[3,4-q]porphyrazine
  参考文献：
  名称：

  Thiophenotribenzoporphyrazines: novel near-IR absorbing dyes

  摘要：

  噻吩三苯并紫菜嗪的第一个例子是 合成的。获得的化合物带有六个或八个烷基链 并显示 Q 波段吸收相对于类似的发生红移 酞菁衍生物。他们的旋涂薄膜配方显示 宽带吸收延伸至近红外区域。化合物表现出 盘状中间相行为。

  DOI：

  10.1039/a607004c