3-butoxy-4-[(3-hexyl-5-methoxybenzothiazol-2(3H)-ylidene)methyl]-3-cyclobutene-1,2-dione | 1236069-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-butoxy-4-[(3-hexyl-5-methoxybenzothiazol-2(3H)-ylidene)methyl]-3-cyclobutene-1,2-dione
• CAS: 1236069-06-9
• 化学式: C₂₃H₂₉NO₄S
• 分子量: 415.554
• InChiKey: RQTZVRBKNSAXEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  29.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-butoxy-4-[(3-hexyl-5-methoxybenzothiazol-2(3H)-ylidene)methyl]-3-cyclobutene-1,2-dione 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.17h， 生成 3-[(3-hexyl-5-methoxybenzothiazol-2(3H)-ylidene)methyl]-4-hydroxy-3-cyclobutene-1,2-dione
  参考文献：
  名称：

  Molecular Design of Near-IR Harvesting Unsymmetrical Squaraine Dyes

  摘要：

  The functionalized unsymmetrical benzothiazole squaraine organic sensitizers 5-carboxy-2-({3-[(3-hexylbenzothiazol-2(3H)-ylidene}methyl]-2-hydroxy-4-oxo-2-cyclobuten-l-ylidenelmethyl)-1-hexy1-3,3-dimethyl-3H-indolium (hereafter named as SK-11) and 5-carboxy-2-0-[(3-hexyl-5-methoxybenzothiazol-2(311)-ylidene)methyl]-2-hydroxy-4-oxo-2cyclobuten- 1-ylidenelmethyl)-1-hexy1-3,3-dimethyl-3H-indolium (coded as SK-I2) are designed and developed to observe an intense and wider absorption band in the red/NIR wavelength region. DFT/TDDFT calculations have been performed on the two unsymmetrical squaraine sensitizers to gain insight into their electronic and optical properties. The utility of these dyes in solid state dye sensitized solar cells (SS-DSSCs) is demonstrated.

  DOI：

  10.1021/la101257b
• 作为产物：
  描述：

  dibutyl squarate 、 3-hexyl-5-methoxy-2-methylbenzothiazol-3-ium iodide 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以71%的产率得到3-butoxy-4-[(3-hexyl-5-methoxybenzothiazol-2(3H)-ylidene)methyl]-3-cyclobutene-1,2-dione
  参考文献：
  名称：

  Molecular Design of Near-IR Harvesting Unsymmetrical Squaraine Dyes

  摘要：

  The functionalized unsymmetrical benzothiazole squaraine organic sensitizers 5-carboxy-2-({3-[(3-hexylbenzothiazol-2(3H)-ylidene}methyl]-2-hydroxy-4-oxo-2-cyclobuten-l-ylidenelmethyl)-1-hexy1-3,3-dimethyl-3H-indolium (hereafter named as SK-11) and 5-carboxy-2-0-[(3-hexyl-5-methoxybenzothiazol-2(311)-ylidene)methyl]-2-hydroxy-4-oxo-2cyclobuten- 1-ylidenelmethyl)-1-hexy1-3,3-dimethyl-3H-indolium (coded as SK-I2) are designed and developed to observe an intense and wider absorption band in the red/NIR wavelength region. DFT/TDDFT calculations have been performed on the two unsymmetrical squaraine sensitizers to gain insight into their electronic and optical properties. The utility of these dyes in solid state dye sensitized solar cells (SS-DSSCs) is demonstrated.

  DOI：

  10.1021/la101257b