N,N'-didodecyl-2,5,8,11-tetrakis[2-(trimethoxysilyl)ethyl]-perylene-3,4:9,10-tetracarboxylic acid bisimide | 1360456-98-9

• 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'-didodecyl-2,5,8,11-tetrakis[2-(trimethoxysilyl)ethyl]-perylene-3,4:9,10-tetracarboxylic acid bisimide
• 英文别名: 7,18-Didodecyl-10,15,21,25-tetrakis(2-trimethoxysilylethyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone；7,18-didodecyl-10,15,21,25-tetrakis(2-trimethoxysilylethyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 1360456-98-9
• 化学式: C₆₈H₁₀₆N₂O₁₆Si₄
• 分子量: 1319.94
• InChiKey: RWKIHTGLKNEGBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.45
• 重原子数：
  90
• 可旋转键数：
  46
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  186
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  乙烯基三甲氧基硅烷 、 N,N'-di(dodecyl)perylene-3,4,9,10-tetracarboxylic diimide 在 RuH₂(CO)(PPh₃)₃ 、 均三甲苯 作用下， 反应 48.0h， 以95%的产率得到N,N'-didodecyl-2,5,8,11-tetrakis[2-(trimethoxysilyl)ethyl]-perylene-3,4:9,10-tetracarboxylic acid bisimide
  参考文献：
  名称：

  Energy and Electron Transfer from Fluorescent Mesostructured Organosilica Framework to Guest Dyes

  摘要：

  Energy and electron transfer from frameworks of nanoporous or mesostructured materials to guest species in the nanochannels have been attracting much attention because of their increasing availability for the design and construction of solid photofunctional systems, such as luminescent materials, photovoltaic devices, and photocatalysts. In the present study, energy and electron-transfer behavior of dye-doped periodic mesostructured organosilica films with different host-guest arrangements were systematically examined. Fluorescent tetraphenylpyrene (TPPy)-silica mesostructured films were used as a host donor. The location of guest perylene bisimide (PBI) dye molecules, acting as an acceptor, could be controlled on the basis of the molecular design of the PBI substituent groups. PBI dyes with bulky substituents and polar anchoring groups were located at the pore surface with low self-aggregation, which induced efficient energy or electron transfer because of the close host-guest arrangement. However, PBI dye with bulky and hydrophobic substituents was located in the center of template surfactant micelles; the fluorescence emission from the host TPPy groups was hardly quenched when the host-guest distance was longer than the critical Forster radius (ca. 4.5 nm). The relationship between the energy or electron-transfer efficiency and the location of guest species in the channels of mesostructured organosilica was first revealed by molecular design of the PBI substituents.

  DOI：

  10.1021/la204645k

文献信息

• Energy and Electron Transfer from Fluorescent Mesostructured Organosilica Framework to Guest Dyes
  作者：Norihiro Mizoshita、Ken-ichi Yamanaka、Satoru Hiroto、Hiroshi Shinokubo、Takao Tani、Shinji Inagaki

  DOI：10.1021/la204645k

  日期：2012.2.28

  Energy and electron transfer from frameworks of nanoporous or mesostructured materials to guest species in the nanochannels have been attracting much attention because of their increasing availability for the design and construction of solid photofunctional systems, such as luminescent materials, photovoltaic devices, and photocatalysts. In the present study, energy and electron-transfer behavior of dye-doped periodic mesostructured organosilica films with different host-guest arrangements were systematically examined. Fluorescent tetraphenylpyrene (TPPy)-silica mesostructured films were used as a host donor. The location of guest perylene bisimide (PBI) dye molecules, acting as an acceptor, could be controlled on the basis of the molecular design of the PBI substituent groups. PBI dyes with bulky substituents and polar anchoring groups were located at the pore surface with low self-aggregation, which induced efficient energy or electron transfer because of the close host-guest arrangement. However, PBI dye with bulky and hydrophobic substituents was located in the center of template surfactant micelles; the fluorescence emission from the host TPPy groups was hardly quenched when the host-guest distance was longer than the critical Forster radius (ca. 4.5 nm). The relationship between the energy or electron-transfer efficiency and the location of guest species in the channels of mesostructured organosilica was first revealed by molecular design of the PBI substituents.