N,N'-bis(2,6-diisopropylphenyl)-1,7-bis(6-undecanoxy)perylene-3,4,9,10-tetracarboxylic diimide | 1315330-96-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-bis(2,6-diisopropylphenyl)-1,7-bis(6-undecanoxy)perylene-3,4,9,10-tetracarboxylic diimide
• CAS: 1315330-96-1
• 化学式: C₇₀H₈₆N₂O₆
• 分子量: 1051.46
• InChiKey: BDELTBCSHFIYOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.65
• 重原子数：
  78.0
• 可旋转键数：
  26.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  93.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2,6-diisopropylphenyl)-1,7-bis(6-undecanoxy)perylene-3,4,9,10-tetracarboxylic diimide 在 咪唑 、 potassium hydroxide 、 叔丁醇 作用下， 反应 3.0h， 生成 N-(2,6-diisopropylphenyl)-N'-(3-carboxy-2-pyridil)-1,7-bis(6-undecanoxy)perylene-3,4,9,10-tetracarboxylic diimide
  参考文献：
  名称：

  Effect of side chain substituents on the electron injection abilities of unsymmetrical perylene diimide dyes

  摘要：

  Three near-infrared (NIR) absorbing unsymmetrical perylene diimide D A D type dyes containing 6-undecanoxy as donor group were utilized in dye-sensitized nanocrystalline TiO(2) solar cells. Structure of the acceptor side of the molecules were improved by adding 4-[2-methyl-5-(cyanoacrylic acid)-3-thienyl]-phenyl (V), 3-carboxy-2-pyridil (VI) and 3-carboxy-2-pyrazyl (VII) moieties attached to one of the N-side of the dye. The relationship between the molecular structure of the acceptor sites of the dyes and the photovoltaic performances were discussed. Electrochemical measurements indicated that band gaps of the dyes were energetically favorable for electron injection from the excited state of the dyes to the conduction band of TiO(2) nanoparticles. However, three dyes gave lower conversion efficiency on DSSC applications. Strong electron-withdrawing nature of perylene core might not permit to transfer the photo-generated electrons to the carboxyl groups anchoring to TiO(2) surface, and then solar-to-electricity conversion efficiencies of the dyes were reduced. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.03.022
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 在 硫酸 、 溴 、 碘 、 potassium carbonate 、 丙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 N,N'-bis(2,6-diisopropylphenyl)-1,7-bis(6-undecanoxy)perylene-3,4,9,10-tetracarboxylic diimide
  参考文献：
  名称：

  Effect of side chain substituents on the electron injection abilities of unsymmetrical perylene diimide dyes

  摘要：

  Three near-infrared (NIR) absorbing unsymmetrical perylene diimide D A D type dyes containing 6-undecanoxy as donor group were utilized in dye-sensitized nanocrystalline TiO(2) solar cells. Structure of the acceptor side of the molecules were improved by adding 4-[2-methyl-5-(cyanoacrylic acid)-3-thienyl]-phenyl (V), 3-carboxy-2-pyridil (VI) and 3-carboxy-2-pyrazyl (VII) moieties attached to one of the N-side of the dye. The relationship between the molecular structure of the acceptor sites of the dyes and the photovoltaic performances were discussed. Electrochemical measurements indicated that band gaps of the dyes were energetically favorable for electron injection from the excited state of the dyes to the conduction band of TiO(2) nanoparticles. However, three dyes gave lower conversion efficiency on DSSC applications. Strong electron-withdrawing nature of perylene core might not permit to transfer the photo-generated electrons to the carboxyl groups anchoring to TiO(2) surface, and then solar-to-electricity conversion efficiencies of the dyes were reduced. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.03.022