8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline | 911679-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline
• CAS: 911679-98-6
• 化学式: C₇₇H₁₀₁NOSi
• 分子量: 1084.74
• InChiKey: GSNAZLNFVWMTQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.65
• 重原子数：
  80.0
• 可旋转键数：
  30.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  22.12
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Molecular-Wire Behavior of OLED Materials:  Exciton Dynamics in Multichromophoric Alq₃-Oligofluorene-Pt(II)porphyrin Triads

  摘要：

  Donor-bridge-acceptor triads consisting of the Alq3 complex, oligofluorene bridge, and PtII tetraphenylporphyrin (PtTPP) were synthesized. The triads were designed to study the energy level/distance-dependence in energy transfer both in a solution and in solid state. The materials show effective singlet transfer from the Alq3-fluorene fluorophore to the porphyrin, while the triplet energy transfer, owing to the shorter delocalization of triplet excitons, appears to take place via a triplet energy cascade. Using femtosecond transient spectroscopy, the rate of the singlet-singlet energy transfer was determined. The exponential dependence of the donor-acceptor distance and the respective energy transfer rates of 7.1 x 1010 to 1.0 x 109 s-1 with the attenuation factor â of 0.21 +/- 0.02 A-1 suggest that the energy transfer proceeds via a mixed incohererent wire/superexchange mechanism. In the OLEDs fabricated using the Alq3-oligofluorene-PtTPP triads with better triplet level alignment, the order of a magnitude increase in efficacy appears to be due to facile triplet energy transfer. The devices, where the triplet-triplet energy transfer is of paramount importance, showed high color purity emission (CIE X,Y: 0.706, 0.277), which is almost identical to the emission from thin films. Most importantly, we believe that the design principles demonstrated above are general and may be used to prepare OLED materials with enhanced quantum efficacy at lowered operational potentials, being crucial for improved lifespan of OLEDs.

  DOI：

  10.1021/ja064471i
• 作为产物：
  描述：

  [7-Bromo-9,9-bis(2-ethylhexyl)fluoren-2-yl]-trimethylsilane 在 tris(dibenzylideneacetone)dipalladium (0) 、 三(邻甲基苯基)磷 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 一氯化碘 、 四乙基氢氧化铵 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 48.0h， 生成 8-benzyloxy-5-[9,9,9',9'-tetrakis-(2-ethyl-hexyl)-7'-trimethylsilanyl-9H,9'H-[2,2']bifluorenyl-7-yl]-quinoline
  参考文献：
  名称：

  Molecular-Wire Behavior of OLED Materials:  Exciton Dynamics in Multichromophoric Alq₃-Oligofluorene-Pt(II)porphyrin Triads

  摘要：

  Donor-bridge-acceptor triads consisting of the Alq3 complex, oligofluorene bridge, and PtII tetraphenylporphyrin (PtTPP) were synthesized. The triads were designed to study the energy level/distance-dependence in energy transfer both in a solution and in solid state. The materials show effective singlet transfer from the Alq3-fluorene fluorophore to the porphyrin, while the triplet energy transfer, owing to the shorter delocalization of triplet excitons, appears to take place via a triplet energy cascade. Using femtosecond transient spectroscopy, the rate of the singlet-singlet energy transfer was determined. The exponential dependence of the donor-acceptor distance and the respective energy transfer rates of 7.1 x 1010 to 1.0 x 109 s-1 with the attenuation factor â of 0.21 +/- 0.02 A-1 suggest that the energy transfer proceeds via a mixed incohererent wire/superexchange mechanism. In the OLEDs fabricated using the Alq3-oligofluorene-PtTPP triads with better triplet level alignment, the order of a magnitude increase in efficacy appears to be due to facile triplet energy transfer. The devices, where the triplet-triplet energy transfer is of paramount importance, showed high color purity emission (CIE X,Y: 0.706, 0.277), which is almost identical to the emission from thin films. Most importantly, we believe that the design principles demonstrated above are general and may be used to prepare OLED materials with enhanced quantum efficacy at lowered operational potentials, being crucial for improved lifespan of OLEDs.

  DOI：

  10.1021/ja064471i