N-(4-n-butylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenamine | 1383601-98-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-n-butylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenamine
• CAS: 1383601-98-6
• 化学式: C₂₈H₃₄BNO₂
• 分子量: 427.394
• InChiKey: KGHMPUJFCGXQMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-n-butylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenamine 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 四乙基氢氧化铵 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 40.0h， 生成 3,7-bis(4-(N-bromophenyl-N-(4-n-butylphenyl)amine)phenyl)dibenzothiophene-S,S-dioxide
  参考文献：
  名称：

  Novel green light-emitting polyfluorenes containing dibenzothiophene-S,S-dioxide-arylamine derivatives

  摘要：

  Green light-emitting polyfluorenes were synthesized by Suzuki polycondensation via introducing dibenzothiophene-S,S-dioxide-(di-)tri-phenylamine (G(1) and G(2)) moieties and dibenzothiophene-S,S-dioxide (SO) unit into the polyfluorene backbone, respectively. PF-SO-G copolymers show a high thermal stability and a moderate photoluminescence quantum yield in the range of 20-40%. The lowest unoccupied molecular orbital (LUMO) levels reduce with increasing the content of SO unit in the polymers. The efficient energy transfer from fluorene segment to G(1) or G(2) unit occurred in the PL process, and the EL emission peaked at about 510 nm was exclusively from G(1) or G(2) unit. Incorporating SO unit into the polymer backbone makes the device performances improved. The maximal luminous efficiency of 9.0 cd A(-1) with the CIE coordinates of (0.27, 0.56) was obtained for PF-SO15-G(2)5 based on a single-layered device of ITO/PEDOT:PSS/polymer/CsF/Al. And the polymers (PF-SO15-G5)s exhibited a dramatic LE stability at high current densities, even though at the current density of 200 mA cm(-2), the luminous efficiencies only dropped 10%. SO unit lowers the LUMO level, balances the injection and transportation of both electron and hole in the polymers, and therefore improves the device performances. The hole- and electron-only devices show that the hole and electron flux are well balanced, which demonstrates that (PF-SO15-G5)s are bipolar polymers with a balanced charge carrier transport. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.05.011
• 作为产物：
  描述：

  4-butyl-N,N-diphenylaniline 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 N-(4-n-butylphenyl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenamine
  参考文献：
  名称：

  Novel green light-emitting polyfluorenes containing dibenzothiophene-S,S-dioxide-arylamine derivatives

  摘要：

  Green light-emitting polyfluorenes were synthesized by Suzuki polycondensation via introducing dibenzothiophene-S,S-dioxide-(di-)tri-phenylamine (G(1) and G(2)) moieties and dibenzothiophene-S,S-dioxide (SO) unit into the polyfluorene backbone, respectively. PF-SO-G copolymers show a high thermal stability and a moderate photoluminescence quantum yield in the range of 20-40%. The lowest unoccupied molecular orbital (LUMO) levels reduce with increasing the content of SO unit in the polymers. The efficient energy transfer from fluorene segment to G(1) or G(2) unit occurred in the PL process, and the EL emission peaked at about 510 nm was exclusively from G(1) or G(2) unit. Incorporating SO unit into the polymer backbone makes the device performances improved. The maximal luminous efficiency of 9.0 cd A(-1) with the CIE coordinates of (0.27, 0.56) was obtained for PF-SO15-G(2)5 based on a single-layered device of ITO/PEDOT:PSS/polymer/CsF/Al. And the polymers (PF-SO15-G5)s exhibited a dramatic LE stability at high current densities, even though at the current density of 200 mA cm(-2), the luminous efficiencies only dropped 10%. SO unit lowers the LUMO level, balances the injection and transportation of both electron and hole in the polymers, and therefore improves the device performances. The hole- and electron-only devices show that the hole and electron flux are well balanced, which demonstrates that (PF-SO15-G5)s are bipolar polymers with a balanced charge carrier transport. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.05.011