4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline | 573720-89-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline
• 英文别名: (2-4'-triphenylamino)imidazo[4,5-f]1,10-phenanthroline；2-[4-(Diethylamino)phenyl]-1-ethylimidazo[4,5-f][1,10]phenanthroline；4-(3-ethylimidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline
• CAS: 573720-89-5
• 化学式: C₃₃H₂₅N₅
• 分子量: 491.595
• InChiKey: SBGYYTYELVXQCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Eu(dbm)₃·2H₂O 、 4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline 以 氯仿 为溶剂， 生成 tris(dibenzoylmethanato)(2-4'-triphenylamino)imidazo[4,5-f]1,10-phenantroline-europium(III) hydrate
  参考文献：
  名称：

  Bright and monochromic red light-emitting electroluminescence devices based on a new multifunctional europium ternary complex

  摘要：

  一种新型铕（III）配合物（三（二苯甲酰甲烷基）（2-4′-三苯基氨基）咪唑并[4,5-f]1,10-菲啰啉）铕（III），Eu（DBM）3（TPIP）被合成出来。发光中心、空穴传输三苯胺和电子传输菲啰啉片段被整合到一个分子中。ITO/Eu（DBM）3（TPIP）（60 nm）/Mg0.9Ag0.1/Ag的单层器件表现出基于EuIII的纯红色发射，在13.5 V和280 mA cm-2时最大亮度为19 cd m-2，启动驱动电压为8 V。ITO/TPD（20 nm）/

  DOI：

  10.1039/b212467j
• 作为产物：
  描述：

  溴乙烷 、 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以53%的产率得到4-(1-ethyl-1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-N,N-diphenylaniline
  参考文献：
  名称：

  Bright and monochromic red light-emitting electroluminescence devices based on a new multifunctional europium ternary complex

  摘要：

  一种新型铕（III）配合物（三（二苯甲酰甲烷基）（2-4′-三苯基氨基）咪唑并[4,5-f]1,10-菲啰啉）铕（III），Eu（DBM）3（TPIP）被合成出来。发光中心、空穴传输三苯胺和电子传输菲啰啉片段被整合到一个分子中。ITO/Eu（DBM）3（TPIP）（60 nm）/Mg0.9Ag0.1/Ag的单层器件表现出基于EuIII的纯红色发射，在13.5 V和280 mA cm-2时最大亮度为19 cd m-2，启动驱动电压为8 V。ITO/TPD（20 nm）/

  DOI：

  10.1039/b212467j

文献信息

• Efficient yellow–green light-emitting cationic iridium complexes based on 1,10-phenanthroline derivatives containing oxadiazole-triphenylamine unit
  作者：Huaijun Tang、Yanhu Li、Qiliang Chen、Bing Chen、Qiquan Qiao、Wei Yang、Hongbin Wu、Yong Cao

  DOI：10.1016/j.dyepig.2013.07.029

  日期：2014.1

  Cationic iridium(III) complexes with 1,10-phenanthroline (phen) derivatives containing oxadiazole-triphenylamine, oxadiazole or triphenylamine unit used as neutral auxiliary ligands, with the formula of [Ir(ppy)(2)(op-phen)][PF6] (C1), [Ir(ppy)(2)(o-phen)][PF6] (C2), and [Ir(ppy)(2)(p-phen)][PE6] (C3) (ppy = 2-phenylpyridine) were synthesized, respectively. The complexes exhibit high thermal stability and were used as phosphorescent dopants in polymer light-emitting diodes (PLEDs) with the configuration of ITO/PEDOT: PSS/PVK (70): PBD (30): complex (x, wt.%)/TPBI/CsF/Al. The complexes C1, C2 and C3 exhibit high electroluminescent performances with the maximum luminance efficiencies of 30.6 cd/A, 28.4 cd/A and 26.3 cd/A, respectively. The Commission Internationale de L'Eclairage (CIE) color coordinates of all complexes are (0.41, 0.55) corresponding to the yellow-green region. The complex C1 containing bipolar unit of oxadiazole-triphenylamine exhibits higher efficiency due to its balance of hole and electron fluxes. (C) 2013 Elsevier Ltd. All rights reserved.
• Bright and monochromic red light-emitting electroluminescence devices based on a new multifunctional europium ternary complex
  作者：Min Sun、Hao Xin、Ke-Zhi Wang、Yong-An Zhang、Lin-Pei Jin、Chun-Hui Huang

  DOI：10.1039/b212467j

  日期：2003.3.6

  A novel europium(III) complex, tris(dibenzoylmethanato)(2-4′-triphenylamino)imidazo[4,5-f]1,10-phenanthroline)euro-pium(III), Eu(DBM)3(TPIP), is synthesized. The light-emitting center, hole-transporting triphenylamine and electron-transporting phenanthroline fragments are integrated into one molecule. A single-layer device of ITO/Eu(DBM)3(TPIP)(60 nm)/Mg0.9Ag0.1/Ag exhibits EuIII-based pure red emission with a maximum brightness of 19 cd m−2 at 13.5 V and 280 mA cm−2, and an onset driving voltage of 8 V. A four-layer device of ITO/TPD (20 nm)/Eu(DBM)3(TPIP) (40 nm)/BCP (20 nm)/AlQ(40 nm)/Mg0.9Ag0.1/Ag gives a maximum EuIII-based pure red emitting luminance of 1305 cd m−2 at 16 V and 255 mA cm−2 with an onset driving voltage of 6 V; the maximum external quantum yield and luminous yield are estimated to be 0.85% and 1.44 lm W−1, respectively, at 7.5 V and 0.25 mA cm−2.

  一种新型铕（III）配合物（三（二苯甲酰甲烷基）（2-4′-三苯基氨基）咪唑并[4,5-f]1,10-菲啰啉）铕（III），Eu（DBM）3（TPIP）被合成出来。发光中心、空穴传输三苯胺和电子传输菲啰啉片段被整合到一个分子中。ITO/Eu（DBM）3（TPIP）（60 nm）/Mg0.9Ag0.1/Ag的单层器件表现出基于EuIII的纯红色发射，在13.5 V和280 mA cm-2时最大亮度为19 cd m-2，启动驱动电压为8 V。ITO/TPD（20 nm）/