9-Dioctylamino-N-(acetic acid)perylene-3,4-dicarboximide

• 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: 9-Dioctylamino-N-(acetic acid)perylene-3,4-dicarboximide
• 英文别名: 2-[5-(Dioctylamino)-15,17-dioxo-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2,4,6,8,10(23),11(21),12,14(22),18-decaen-16-yl]acetic acid；2-[5-(dioctylamino)-15,17-dioxo-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(20),2,4,6,8,10(23),11(21),12,14(22),18-decaen-16-yl]acetic acid
• 化学式: C₄₀H₄₆N₂O₄
• 分子量: 618.816
• InChiKey: OYTUZIUIVDWQAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  46
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二正辛胺 在 氢氧化钾 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 1.5h， 生成 9-Dioctylamino-N-(acetic acid)perylene-3,4-dicarboximide
  参考文献：
  名称：

  New perylenes for dye sensitization of TiO2

  摘要：

  我们描述了基于 N-(2,5-二叔丁基苯基)苝-3,4-二甲酰亚胺的新一代苝光敏剂。与之前基于苝四甲酸二酐的敏化剂相比，新型敏化剂具有更有利的电子注入二氧化钛能量和更好的太阳能转换光吸收性能。报道了新型苝的合成、吸收特性和电化学势。我们比较了染料敏化太阳能电池（DSSC）中染料的太阳能转换效率，并讨论了可能影响注入和复合过程的能量和结构差异方面的趋势。这是 DSSC 中苝敏化剂迄今为止报道的最高效率。

  DOI：

  10.1039/b203260k

文献信息

• Large Increases in Photocurrents and Solar Conversion Efficiencies by UV Illumination of Dye Sensitized Solar Cells
  作者：Suzanne Ferrere、Brian A. Gregg

  DOI：10.1021/jp011612o

  日期：2001.8.1

  Ultraviolet (UV) treatment of dye sensitized solar cells (DSSCs) containing tetra-ii-butylammonium iodide electrolyte increases photocurrents dramatically. The effect remains after cessation of UV illumination. Depending upon the photosensitizing dye, the increase in photocurrent can be as much as 2 orders of magnitude. The photocurrent increase more than compensates for slight decreases in photovoltage and fill factor, resulting in overall solar conversion efficiency increases up to 45x for some dyes. The primary effect of the UV treatment appears to be a positive shift in the conduction band of the nanocrystalline titanium dioxide, which promotes electron injection from the dye. The dyes and the solar cells are both found to be stable to this treatment. This effect offers the ability to tune the properties of the semidconductor to match the requirements of a specific dye, thus providing a versatile analytical tool for characterizing DSSCs while also enabling the use of new classes of sensitizing dyes. This letter describes the UV effect and summarizes the results of its application to a number of perylene-based sensitizers and two ruthenium bipyridyl sensitizers.
• New perylenes for dye sensitization of TiO2
  作者：Suzanne Ferrere、Brian A. Gregg

  DOI：10.1039/b203260k

  日期：2002.8.22

  We describe a new generation of perylene photosensitizers based upon N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide. The new sensitizers have more favorable energetics for electron injection into TiO2 and better light absorption properties for solar conversion than previous sensitizers based upon perylene tetracarboxylic acid dianhydride. Syntheses, absorption properties, and electrochemical potentials for the new perylenes are reported. We compare the solar conversion efficiencies of the dyes in the dye sensitized solar cell (DSSC) and discuss trends in terms of energetics and structural differences that may affect the injection and recombination processes. These are the highest efficiencies yet reported for perylene sensitizers in the DSSC.

  我们描述了基于 N-(2,5-二叔丁基苯基)苝-3,4-二甲酰亚胺的新一代苝光敏剂。与之前基于苝四甲酸二酐的敏化剂相比，新型敏化剂具有更有利的电子注入二氧化钛能量和更好的太阳能转换光吸收性能。报道了新型苝的合成、吸收特性和电化学势。我们比较了染料敏化太阳能电池（DSSC）中染料的太阳能转换效率，并讨论了可能影响注入和复合过程的能量和结构差异方面的趋势。这是 DSSC 中苝敏化剂迄今为止报道的最高效率。