5,5'-bis(9-phenylcarbazol-3-yl)-1,1-diphenyldithienosilole | 1402411-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5,5'-bis(9-phenylcarbazol-3-yl)-1,1-diphenyldithienosilole
• 英文别名: 3-[7,7-Diphenyl-10-(9-phenylcarbazol-3-yl)-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl]-9-phenylcarbazole
• CAS: 1402411-34-0
• 化学式: C₅₆H₃₆N₂S₂Si
• 分子量: 829.133
• InChiKey: YOEILRXITFIBQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  61
• 可旋转键数：
  6
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,10-Diiodo-7,7-diphenyl-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene 、 tris(9-phenylcarbazole-3-yl)indium 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 10.0h， 以0.21 g的产率得到5,5'-bis(9-phenylcarbazol-3-yl)-1,1-diphenyldithienosilole
  参考文献：
  名称：

  Synthesis and characterization of fluorene and carbazole dithienosilole derivatives for potential applications in organic light-emitting diodes

  摘要：

  Several fluorene or carbazole-based dithienosiloles (DTSs) have been synthesized and their thermal, photophysical, and electrochemical properties have been systematically investigated. These compounds show high thermal stability with glass transition temperature above 110 degrees C as well as decomposition temperatures at similar to 400 degrees C. Intense green emission is observed in the spectral region of 500-510 nm for all compounds (Phi(PL)=0.31-0.80), that is, attributed to both the 5,5 '-substituents of the DTS ring and DTS-based pi-pi* transition. Based on the emission spectra at 77 K, the triplet energy for these compounds was calculated to be within 2.1-2.2 eV, indicating that they may be used as host materials for red emitters in organic light-emitting diodes (OLEDs). All compounds exhibit reversible oxidation and possess low-lying LUMO energies, owing to the conjugated fluorene/carbazole substituents on the DTS. This along with the high thermal/electrochemical stabilities and high fluorescent quantum efficiencies makes the new DTSs compounds promising candidates for use in OLEDs as emitters, host and electron-transporting materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.056