2,7-di((N-2-ethylhexyl-1,8-naphthalimide)-4-yl)-9,9-diethyl-9H-fluorene | 1478660-54-6

• 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: 2,7-di((N-2-ethylhexyl-1,8-naphthalimide)-4-yl)-9,9-diethyl-9H-fluorene
• CAS: 1478660-54-6
• 化学式: C₅₇H₆₀N₂O₄
• 分子量: 837.114
• InChiKey: OEAQWCZBOMBMKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.04
• 重原子数：
  63.0
• 可旋转键数：
  16.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  74.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-乙基己胺 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,7-di((N-2-ethylhexyl-1,8-naphthalimide)-4-yl)-9,9-diethyl-9H-fluorene
  参考文献：
  名称：

  Electron-transporting naphthalimide-substituted derivatives of fluorene

  摘要：

  Naphthalimide-substituted derivatives of fluorene were synthesized by Suzuki Miyaura coupling reactions. Most of the synthesized materials were found to constitute glasses with glass transition temperatures ranging from 30 to 76 degrees C as characterized by differential scanning calorimetry. Their initial weight loss temperatures range from 315 to 466 degrees C. Dilute solutions of the naphthalimide-substituted derivatives of fluorene in nonpolar solvents were found to emit in the blue region with high quantum yield ranging from 0.47 to 0.69, while in the solid state fluorescence quantum yields were found to be in the range of 0.06-0.25. Fluorenes possessing two naphthalimide moieties exhibited higher values of the fluorescence quantum yield due to enhanced oscillator strength of the transition. The derivatives of fluorene containing naphthalimide moieties exhibited pronounced positive solvatochromic behaviour in polar solvents indicating on charge-transfer character of the lowest excited states. Fluorescence red shift in dimethylsulfoxide is found of 94 nm, while the fluorescence quantum yield is increasing with polarity from 0.47 in cyclohexane to 0.84 in dimethylsulfoxide. Such untypical enhancement of fluorescence quantum yield is accounted to reduced intersystem crossing in polar solvents, which is proved by almost 10 fold increase in the values of nonradiative decay rate for compounds dissolved in polar solvents. Time-of-flight electron drift mobilities of the layer of 2,7-di((N-octyl-1,8-naphthalimide)-4-yl)-9,9-dioctyl-9H-fluorene in air at 25 degrees C appproach 1.2 x 10(-3) cm(2) V-1 s(-1) at an eletric field of 6.4 x 10(5) Vcm(-1). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.016