SQ-5 | 1274929-01-9

• 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: SQ-5
• 英文别名: 4-[(5-Carboxy-3,3-dimethyl-1-octadecylindol-1-ium-2-yl)methylidene]-2-[(5-carboxy-3,3-dimethyl-1-octadecylindol-2-ylidene)methyl]-3-oxocyclobuten-1-olate；4-[(5-carboxy-3,3-dimethyl-1-octadecylindol-1-ium-2-yl)methylidene]-2-[(5-carboxy-3,3-dimethyl-1-octadecylindol-2-ylidene)methyl]-3-oxocyclobuten-1-olate
• CAS: 1274929-01-9
• 化学式: C₆₄H₉₆N₂O₆
• 分子量: 989.476
• InChiKey: QGQFGVMGWAJQQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.1
• 重原子数：
  72
• 可旋转键数：
  38
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-carboxy-2,3,3-trimethyl-1-octadecyl-3H-indolium iodide 、 方酸 以 甲苯 、 正丁醇 为溶剂， 反应 18.0h， 以64%的产率得到SQ-5
  参考文献：
  名称：

  Substituent effect in direct ring functionalized squaraine dyes on near infra-red sensitization of nanocrystalline TiO2 for molecular photovoltaics

  摘要：

  We have synthesized a series of novel blue colored symmetrical squaraine sensitizers with variable alkyl chain length for their application towards the fabrication of dye-sensitized solar cells (DSSCs). It has been found that an increase in the alkyl chain length substituted at N-position of indole ring exhibits enhanced electron diffusion length and electron life-time resulting in better passivation of nanocrystalline TiO2 surface leading to enhancement in the cell performance. Based on HOMO and LUMO energy measurement of squaraine dyes, it has been demonstrated that about 0.16 eV energy barrier is sufficient for electron injection from LUMO of dye to TiO2 conduction band and dye regeneration after photo-excitation. Performances of DSSCs using model squaraine dyes indicate that dodecyl alkyl substituent is optimum giving highest Voc and use of chenodeoxycholic acid along with the dye SQ-4 shows a photoconversion efficiency of 3.5% under AM 1.5 irradiation. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2010.07.010

文献信息

• Substituent effect in direct ring functionalized squaraine dyes on near infra-red sensitization of nanocrystalline TiO2 for molecular photovoltaics
  作者：Shyam S. Pandey、Takafumi Inoue、Naotaka Fujikawa、Yoshihiro Yamaguchi、Shuji Hayase

  DOI：10.1016/j.jphotochem.2010.07.010

  日期：2010.8

  We have synthesized a series of novel blue colored symmetrical squaraine sensitizers with variable alkyl chain length for their application towards the fabrication of dye-sensitized solar cells (DSSCs). It has been found that an increase in the alkyl chain length substituted at N-position of indole ring exhibits enhanced electron diffusion length and electron life-time resulting in better passivation of nanocrystalline TiO2 surface leading to enhancement in the cell performance. Based on HOMO and LUMO energy measurement of squaraine dyes, it has been demonstrated that about 0.16 eV energy barrier is sufficient for electron injection from LUMO of dye to TiO2 conduction band and dye regeneration after photo-excitation. Performances of DSSCs using model squaraine dyes indicate that dodecyl alkyl substituent is optimum giving highest Voc and use of chenodeoxycholic acid along with the dye SQ-4 shows a photoconversion efficiency of 3.5% under AM 1.5 irradiation. (C) 2010 Elsevier B.V. All rights reserved.