1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline | 1190697-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline
• 英文别名: 1-(3-(9,9-dimethyl-9H-fluoren-2-yl)phenyl)isoquinoline；1-[3-(9,9-dimethylfluoren-2-yl)phenyl]isoquinoline
• CAS: 1190697-29-0
• 化学式: C₃₀H₂₃N
• 分子量: 397.519
• InChiKey: BFFDJKVSUPRWAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯化铱(III) 水合物 、 1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline 以 乙二醇乙醚 、 水 为溶剂， 以88.5%的产率得到tetrakis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')(μ-chloro-brudged)diiridium(III)
  参考文献：
  名称：

  Application of heteroleptic iridium complexes with fluorenyl-modified 1-phenylisoquinoline ligand for high-efficiency red polymer light-emitting devices

  摘要：

  A series of new heteroleptic iridium complexes bearing fluorenyl-modified 1-phenylisoquinoline as the first ligand and different ancillary ligands has been prepared and characterized. These complexes bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)acetylacetonate(Ir(DMFPQ)(2)acac)), bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(3-(pyridin-2-yl)-1,2,4-triazolate)( Ir(DMFPQ)(2)pt) and bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(2- (2-pyridyl)benzimidazolate)(Ir(DMFPQ)(2)pbi) showed red phosphorescent emissions of 615-630 nm in dichloromethane solution. The device fabricated with these complexes doped into a host polyfluorene (PFO) blend with 30% of an electron transport material 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD)showed high device efficiencies. Ir(DMFPQ)(2)acac exhibited red emission with an external quantum efficiency(eta(ext)) of 14.3% and luminous efficiency(eta(c)) of 7.8 cd/A at 1.2 mA/cm(2) and the maximum brightness reached 10 006 cd/m(2) (Commission Internationale de I'Eclairage(CIE) chromaticity coordinates: (0.67, 0.32)) at 412 mA/cm(2). Ir(DMFPQ)(2)pt showed a eta(ext) of 13.0% and eta(c) of 9.2 cd/A at 17 mA/cm(2), 1532 cd/m(2), and the maximum brightness reached 15085 cd/m(2) (CIE: 0.64, 0.34) at 360 mA/cm2. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.05.009
• 作为产物：
  描述：

  1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)-3,4-dihydroisoquinoline 在 palladium 10% on activated carbon 作用下， 以 均三甲苯 为溶剂， 反应 3.0h， 以71.3%的产率得到1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline
  参考文献：
  名称：

  Application of heteroleptic iridium complexes with fluorenyl-modified 1-phenylisoquinoline ligand for high-efficiency red polymer light-emitting devices

  摘要：

  A series of new heteroleptic iridium complexes bearing fluorenyl-modified 1-phenylisoquinoline as the first ligand and different ancillary ligands has been prepared and characterized. These complexes bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)acetylacetonate(Ir(DMFPQ)(2)acac)), bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(3-(pyridin-2-yl)-1,2,4-triazolate)( Ir(DMFPQ)(2)pt) and bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(2- (2-pyridyl)benzimidazolate)(Ir(DMFPQ)(2)pbi) showed red phosphorescent emissions of 615-630 nm in dichloromethane solution. The device fabricated with these complexes doped into a host polyfluorene (PFO) blend with 30% of an electron transport material 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD)showed high device efficiencies. Ir(DMFPQ)(2)acac exhibited red emission with an external quantum efficiency(eta(ext)) of 14.3% and luminous efficiency(eta(c)) of 7.8 cd/A at 1.2 mA/cm(2) and the maximum brightness reached 10 006 cd/m(2) (Commission Internationale de I'Eclairage(CIE) chromaticity coordinates: (0.67, 0.32)) at 412 mA/cm(2). Ir(DMFPQ)(2)pt showed a eta(ext) of 13.0% and eta(c) of 9.2 cd/A at 17 mA/cm(2), 1532 cd/m(2), and the maximum brightness reached 15085 cd/m(2) (CIE: 0.64, 0.34) at 360 mA/cm2. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.05.009

文献信息

• Application of heteroleptic iridium complexes with fluorenyl-modified 1-phenylisoquinoline ligand for high-efficiency red polymer light-emitting devices
  作者：Bo Liang、Lei Wang、Xuhui Zhu、Huahong Shi、Junbiao Peng、Yong Cao

  DOI：10.1016/j.jorganchem.2009.05.009

  日期：2009.9

  A series of new heteroleptic iridium complexes bearing fluorenyl-modified 1-phenylisoquinoline as the first ligand and different ancillary ligands has been prepared and characterized. These complexes bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)acetylacetonate(Ir(DMFPQ)(2)acac)), bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(3-(pyridin-2-yl)-1,2,4-triazolate)( Ir(DMFPQ)(2)pt) and bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N')iridium(III)(2- (2-pyridyl)benzimidazolate)(Ir(DMFPQ)(2)pbi) showed red phosphorescent emissions of 615-630 nm in dichloromethane solution. The device fabricated with these complexes doped into a host polyfluorene (PFO) blend with 30% of an electron transport material 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD)showed high device efficiencies. Ir(DMFPQ)(2)acac exhibited red emission with an external quantum efficiency(eta(ext)) of 14.3% and luminous efficiency(eta(c)) of 7.8 cd/A at 1.2 mA/cm(2) and the maximum brightness reached 10 006 cd/m(2) (Commission Internationale de I'Eclairage(CIE) chromaticity coordinates: (0.67, 0.32)) at 412 mA/cm(2). Ir(DMFPQ)(2)pt showed a eta(ext) of 13.0% and eta(c) of 9.2 cd/A at 17 mA/cm(2), 1532 cd/m(2), and the maximum brightness reached 15085 cd/m(2) (CIE: 0.64, 0.34) at 360 mA/cm2. (C) 2009 Elsevier B.V. All rights reserved.