(E)-2-(2-(phenanthren-9-yl)vinyl)quinolin-8-ol | 1192827-50-1

• 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: (E)-2-(2-(phenanthren-9-yl)vinyl)quinolin-8-ol
• 英文别名: 2-[(E)-2-phenanthren-9-ylethenyl]quinolin-8-ol
• CAS: 1192827-50-1
• 化学式: C₂₅H₁₇NO
• 分子量: 347.416
• InChiKey: UCJBRMMNIBGMEO-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-(phenanthren-9-yl)vinyl)quinolin-8-ol 、 zinc(II) acetate dihydrate 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到bis((E)-2-(2-(phenanthren-9-yl)vinyl)quinolin-8-olato)zinc
  参考文献：
  名称：

  Design and synthesis of 2-substituted-8-hydroxyquinline zinc complexes with hole-transporting ability for highly effective yellow-light emitters

  摘要：

  Four multifunctional 8-hydroxyquinoline derivatives were designed and synthesized, their structures were identified by FT-IR, H-1 NMR, MS and elemental analysis. Among them are (E)-2-(2-(9-(4-methoxyphenyl)-9H-carbazol-3-yl)vinyl) quinolato-zinc (1), (E)-2-(2-(9-p-tolyl-9H-carbazol-3-yl)vinyl)quinolato-zinc (2), (E)-2-(2-(9H-fluoren-2-yl)vinyl)quinolato-zinc (3), and (E)-2-(2-(phenanthren-9-yl)vinyl)quinolato-zinc (4). The electroluminescence (EL) and hole-transporting characteristics of these materials were investigated on four configurations: (A) ITO/2-TNATA/NPB/1, 2, 3 or 4/Alq(3)/LiF/Al; (B) ITO/2-TNATA/NPB/1, 2, 3 or 4/LiF/Al; (C) ITO/2-TNATA/1, 2, 3 or 4/Alq(3)/LiF/Al; and (D) ITO/2-TNATA/1 or 2/NPB/Alq(3)/LiF/Al. The maximum luminescence and current efficiencies of are 3556 cd m(-2) (at 13 V) and 2.17 cd A(-1) ( at 9 V) for compound 2, 4624 cd m(-2) (at 15 V) and 2.1 cd A(-1) (at 7 V) for compound 3, and 3164 cd m(-2) ( at 14 V) and 1.83 cd A(-1) (at 13 V) for compound 4 in the configuration D, respectively, indicating that they are good multifunctional materials with strong hole-transporting abilities and luminescence properties. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.06.022
• 作为产物：
  描述：

  8-羟基喹哪啶 、 9-甲醛菲 在 乙酸酐 作用下， 反应 40.0h， 以42%的产率得到(E)-2-(2-(phenanthren-9-yl)vinyl)quinolin-8-ol
  参考文献：
  名称：

  Design and synthesis of 2-substituted-8-hydroxyquinline zinc complexes with hole-transporting ability for highly effective yellow-light emitters

  摘要：

  Four multifunctional 8-hydroxyquinoline derivatives were designed and synthesized, their structures were identified by FT-IR, H-1 NMR, MS and elemental analysis. Among them are (E)-2-(2-(9-(4-methoxyphenyl)-9H-carbazol-3-yl)vinyl) quinolato-zinc (1), (E)-2-(2-(9-p-tolyl-9H-carbazol-3-yl)vinyl)quinolato-zinc (2), (E)-2-(2-(9H-fluoren-2-yl)vinyl)quinolato-zinc (3), and (E)-2-(2-(phenanthren-9-yl)vinyl)quinolato-zinc (4). The electroluminescence (EL) and hole-transporting characteristics of these materials were investigated on four configurations: (A) ITO/2-TNATA/NPB/1, 2, 3 or 4/Alq(3)/LiF/Al; (B) ITO/2-TNATA/NPB/1, 2, 3 or 4/LiF/Al; (C) ITO/2-TNATA/1, 2, 3 or 4/Alq(3)/LiF/Al; and (D) ITO/2-TNATA/1 or 2/NPB/Alq(3)/LiF/Al. The maximum luminescence and current efficiencies of are 3556 cd m(-2) (at 13 V) and 2.17 cd A(-1) ( at 9 V) for compound 2, 4624 cd m(-2) (at 15 V) and 2.1 cd A(-1) (at 7 V) for compound 3, and 3164 cd m(-2) ( at 14 V) and 1.83 cd A(-1) (at 13 V) for compound 4 in the configuration D, respectively, indicating that they are good multifunctional materials with strong hole-transporting abilities and luminescence properties. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.06.022