5-(9,9-dibutyl-9H-fluoren-2-yl)-1-ethylindolin-2-one | 1400698-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-(9,9-dibutyl-9H-fluoren-2-yl)-1-ethylindolin-2-one
• CAS: 1400698-40-9
• 化学式: C₃₁H₃₅NO
• 分子量: 437.625
• InChiKey: ICLQBSNYEIABMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5-(9,9-dibutyl-9H-fluoren-2-yl)-1-ethylindolin-2-one 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以31.6%的产率得到3,8-bis(9,9-dibutyl-9H-fluoren-2-yl)-13-(9,9-dibutyl-9H-fluoren-3-yl)-5,10,15-triethyl-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole
  参考文献：
  名称：

  The synthesis, photophysical and electrochemical properties of a series of novel 3,8,13-substituted triindole derivatives

  摘要：

  The synthesis and properties of a series of new 3,8,13-substituted triindole derivatives 1a-1e are reported. The 3,8,13-substituted triindoles were thermally robust with high decomposition temperatures (>= 405 degrees C) and high melt transitions (219 degrees C-373 degrees C). Compound Se was crystallized in the monoclinic system with the space group P2(1)/n. These compounds showed UV-Vis absorption (lambda(Abs)(max)) in the range of 311-345 nm in DCM solution and 371-391 nm in solid state, and fluorescence maxima (lambda(Em)(max)) ill the range of 394-412 nm in DCM solution and 416-461 nm in solid state. The fluorescence quantum yields ranged from 0.27 to 0.58. The estimated electron affinities (LUMO levels) and estimated ionization potential (HOMO levels) of compounds 1a-1e are 3.54-3.71 eV and 5.12-5.48 eV, respectively. Quantum chemical calculations using DFT B3LYP/6-31G showed nearly identical LUMO (-0.72 to -1.10 eV) and HOMO (-4.65 to 4.84 eV) values. These results demonstrated that the new 3,8,13-substituted triindoles are promising thermally stable host materials for organic light-emitting diodes with reasonable hole mobility. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.06.011
• 作为产物：
  描述：

  1-乙基-3H-吲哚-2-酮 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 48.0h， 生成 5-(9,9-dibutyl-9H-fluoren-2-yl)-1-ethylindolin-2-one
  参考文献：
  名称：

  The synthesis, photophysical and electrochemical properties of a series of novel 3,8,13-substituted triindole derivatives

  摘要：

  The synthesis and properties of a series of new 3,8,13-substituted triindole derivatives 1a-1e are reported. The 3,8,13-substituted triindoles were thermally robust with high decomposition temperatures (>= 405 degrees C) and high melt transitions (219 degrees C-373 degrees C). Compound Se was crystallized in the monoclinic system with the space group P2(1)/n. These compounds showed UV-Vis absorption (lambda(Abs)(max)) in the range of 311-345 nm in DCM solution and 371-391 nm in solid state, and fluorescence maxima (lambda(Em)(max)) ill the range of 394-412 nm in DCM solution and 416-461 nm in solid state. The fluorescence quantum yields ranged from 0.27 to 0.58. The estimated electron affinities (LUMO levels) and estimated ionization potential (HOMO levels) of compounds 1a-1e are 3.54-3.71 eV and 5.12-5.48 eV, respectively. Quantum chemical calculations using DFT B3LYP/6-31G showed nearly identical LUMO (-0.72 to -1.10 eV) and HOMO (-4.65 to 4.84 eV) values. These results demonstrated that the new 3,8,13-substituted triindoles are promising thermally stable host materials for organic light-emitting diodes with reasonable hole mobility. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.06.011