1,3,6-tris-(N,N-di-p-methoxyphenylamine)pyrene | 1509916-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1,3,6-tris-(N,N-di-p-methoxyphenylamine)pyrene
• 英文别名: 1,3,6-tris(di-p-anisylamino)pyrene；1-N,1-N,3-N,3-N,6-N,6-N-hexakis(4-methoxyphenyl)pyrene-1,3,6-triamine
• CAS: 1509916-11-3
• 化学式: C₅₈H₄₉N₃O₆
• 分子量: 884.044
• InChiKey: YLJFXYCWHSWPJC-UHFFFAOYSA-N

物化性质

• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  67
• 可旋转键数：
  15
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,3,6-三溴-芘 、 4,4'-二甲氧基二苯胺 在 三叔丁基膦 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以70%的产率得到1,3,6-tris-(N,N-di-p-methoxyphenylamine)pyrene
  参考文献：
  名称：

  Efficient Inorganic–Organic Hybrid Perovskite Solar Cells Based on Pyrene Arylamine Derivatives as Hole-Transporting Materials

  摘要：

  A set of three N,N-di-p-methoxyphenylamine-substituted pyrene derivatives have successfully been synthesized and characterized by H-1/C-13 NMR spectroscopy, mass spectrometry, and elemental analysis. The optical and electronic structures of the pyrene derivatives were adjusted by controlling the ratio of N,N-di-p-methoxyphenylamine to pyrene, and investigated by UV/vis spectroscopy and cyclic voltammetry. The pyrene derivatives were employed as hole-transporting materials (HTMs) in fabricating mesoporous TiO2/CH3NH3PbI3/HTMs/Au solar cells. The pyrene-based derivative Py-C exhibited a short-circuit current density of 20.2 mA/cm(2), an open-circuit voltage (V-oc) of 0.886 V, and a fill factor of 69.4% under an illumination of 1 sun (100 mW/cm(2)), resulting in an overall power conversion efficiency of 12.4%. The performance is comparable to that of the well-studied spiro-OMeTAD, even though the V-oc is slightly lower. Thus, this newly synthesized pyrene derivative holds promise as a HTM for highly efficient perovskite-based solar cells.

  DOI：

  10.1021/ja410659k

文献信息

• Efficient Inorganic–Organic Hybrid Perovskite Solar Cells Based on Pyrene Arylamine Derivatives as Hole-Transporting Materials
  作者：Nam Joong Jeon、Jaemin Lee、Jun Hong Noh、Mohammad Khaja Nazeeruddin、Michael Grätzel、Sang Il Seok

  DOI：10.1021/ja410659k

  日期：2013.12.26

  A set of three N,N-di-p-methoxyphenylamine-substituted pyrene derivatives have successfully been synthesized and characterized by H-1/C-13 NMR spectroscopy, mass spectrometry, and elemental analysis. The optical and electronic structures of the pyrene derivatives were adjusted by controlling the ratio of N,N-di-p-methoxyphenylamine to pyrene, and investigated by UV/vis spectroscopy and cyclic voltammetry. The pyrene derivatives were employed as hole-transporting materials (HTMs) in fabricating mesoporous TiO2/CH3NH3PbI3/HTMs/Au solar cells. The pyrene-based derivative Py-C exhibited a short-circuit current density of 20.2 mA/cm(2), an open-circuit voltage (V-oc) of 0.886 V, and a fill factor of 69.4% under an illumination of 1 sun (100 mW/cm(2)), resulting in an overall power conversion efficiency of 12.4%. The performance is comparable to that of the well-studied spiro-OMeTAD, even though the V-oc is slightly lower. Thus, this newly synthesized pyrene derivative holds promise as a HTM for highly efficient perovskite-based solar cells.