2-(9-anthryl)-1-methyl-imidazo[4,5-f ][1,10]phenanthroline | 777905-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2-(9-anthryl)-1-methyl-imidazo[4,5-f ][1,10]phenanthroline
• 英文别名: 2-(anthracen-9-yl)-1-methyl-1H-imidazo[4,5-f][1,10](phenanthroline)；1-Methyl-2-(9-anthryl)imidazo[4,5-f]-[1,10]phenanthroline；2-anthracen-9-yl-3-methylimidazo[4,5-f][1,10]phenanthroline
• CAS: 777905-81-4
• 化学式: C₂₈H₁₈N₄
• 分子量: 410.478
• InChiKey: YSUOSUIJLJGDPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(9-anthryl)-1-methyl-imidazo[4,5-f ][1,10]phenanthroline 、 [Ir2(2-phenylbenzothiazole(-1H))4Cl2] 以 甲醇 、 氯仿 为溶剂， 反应 48.0h， 以63%的产率得到[Ir(pbt)₂(aipm)]Cl
  参考文献：
  名称：

  Two Anthracene-Based Ir(III) Complexes [Ir(pbt)₂(aip)]Cl and [Ir(pbt)₂(aipm)]Cl: Relationship between Substituent Group and Photo-oxidation Activity as Well as Photo-oxidation-Induced Luminescence

  摘要：

  Two anthracene-based complexes [Ir(pbt)₂(aip)]Cl (1) and [Ir(pbt)₂(aipm)]Cl (2) have been synthesized based on the ligands aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline, aipm = 2-(9-anthryl)-1-methyl-imidazo[4,5-f][1,10]phenanthroline, and pbtH = 2-phenylbenzothiazole in order to explore both the influence of the substituent group R₁ (R₁ = H in 1 and CH₃ in 2) on photo-oxidation activity and photo-oxidation-induced luminescence. Both ¹H NMR spectra and ES mass spectra indicate that the anthracene moiety in complex 1 can be oxidized at room temperature upon irradiation with 365 nm light. Thus, this complex shows photo-oxidation-induced turn-on yellow luminescence. Compared to 1, complex 2 incorporates an R₁ = CH₃ group, resulting in very weak photo-oxidation activity. On the basis of experimental results and quantum chemical calculation, we report the differences between 1 and 2 in both photo-oxidation behavior and the related luminescence modulation and discuss the relationship between photo-oxidation activity and substituent group R₁ in these complexes.

  DOI：

  10.1021/acs.inorgchem.0c02279
• 作为产物：
  描述：

  2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline 、 碘甲烷 以 N-甲基乙酰胺 、 甲醇 为溶剂， 生成 2-(9-anthryl)-1-methyl-imidazo[4,5-f ][1,10]phenanthroline
  参考文献：
  名称：

  Organic light emitting devices

  摘要：

  本发明涉及一种有机发光器件(OLED)，包括阳极、阴极和设置在阳极和阴极之间的发光区域。发光区域包括一个电子注入和传输区以及至少一个空穴注入和传输区或混合电荷传输层。电子注入和传输区和/或混合电荷传输层中的一个或两个包括式I和/或式II所表示的唑类化合物。将本发明的新型唑类化合物作为有机电致发光器件中的电子传输材料，有利于减少器件的功耗并提高功率转换效率，因此适用于各种显示应用。

  公开号：

  US20040209117A1

文献信息

• Organic light emitting devices
  申请人：Xerox Corporation

  公开号：US20040209117A1

  公开（公告）日：2004-10-21

  The present invention is an organic light emitting device (OLED) comprising an anode, a cathode and a luminescent region provided between the anode and the cathode. The luminescent region comprises an electron injection and transporting zone and at least one of a hole injection and transporting zone and a mixed charge transport layer. One or both of the electron injection and transporting zone and the mixed charge transporting layer comprises an azole compound represented by formula I and/or II. The provision of the novel azole compounds of the invention as electron transport materials within an organic electroluminescent device advantageously reduces power consumption and increases power conversion efficiency within the device and as such, are suitable for a variety of display applications.

  本发明是一种有机发光器件（OLED），包括阳极、阴极和位于阳极和阴极之间的发光区域。发光区域包括一个电子注入和传输区以及至少一个空穴注入和传输区或混合电荷传输层。电子注入和传输区和/或混合电荷传输层中的一个或两个包括由式I和/或II表示的唑类化合物。本发明的新型唑类化合物作为有机电致发光器件中的电子传输材料的提供，有利于降低器件的功耗并提高功率转换效率，因此适用于各种显示应用。
• Organic luminescent compounds and methods of making and using same
  申请人：——

  公开号：US20040265628A1

  公开（公告）日：2004-12-30

  The invention provides organic compounds of the general structure (1) 1 (1) that are photoluminescent and electroluminescent, emitting intense blue light. The invention further provides methods of synthesizing such compounds, methods of producing photoluminescence and electroluminescence, methods of applying the compounds in thin films, and uses of the compounds of the invention in luminescent probes, electroluminescent displays and as pH probes and metal ion detectors.

  本发明提供了一般结构式（1）1（1）的有机化合物，该化合物具有光致发光和电致发光性质，能够发出强烈的蓝色光。本发明还提供了合成这种化合物的方法，产生光致发光和电致发光的方法，将该化合物应用于薄膜的方法，以及将该化合物用作发光探针、电致发光显示器、pH探针和金属离子探测器的用途。
• US7291404B2
  申请人：——

  公开号：US7291404B2

  公开（公告）日：2007-11-06
• US7989089B2
  申请人：——

  公开号：US7989089B2

  公开（公告）日：2011-08-02
• Two Anthracene-Based Ir(III) Complexes [Ir(pbt)₂(aip)]Cl and [Ir(pbt)₂(aipm)]Cl: Relationship between Substituent Group and Photo-oxidation Activity as Well as Photo-oxidation-Induced Luminescence
  作者：Qin-Zhen Yuan、Qianwenhao Fan、Hang Lv、Wen-Wen Chen、Xue-Xiao Yang、Deng-Ke Cao、Jing Wen

  DOI：10.1021/acs.inorgchem.0c02279

  日期：2020.12.7

  Two anthracene-based complexes [Ir(pbt)₂(aip)]Cl (1) and [Ir(pbt)₂(aipm)]Cl (2) have been synthesized based on the ligands aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline, aipm = 2-(9-anthryl)-1-methyl-imidazo[4,5-f][1,10]phenanthroline, and pbtH = 2-phenylbenzothiazole in order to explore both the influence of the substituent group R₁ (R₁ = H in 1 and CH₃ in 2) on photo-oxidation activity and photo-oxidation-induced luminescence. Both ¹H NMR spectra and ES mass spectra indicate that the anthracene moiety in complex 1 can be oxidized at room temperature upon irradiation with 365 nm light. Thus, this complex shows photo-oxidation-induced turn-on yellow luminescence. Compared to 1, complex 2 incorporates an R₁ = CH₃ group, resulting in very weak photo-oxidation activity. On the basis of experimental results and quantum chemical calculation, we report the differences between 1 and 2 in both photo-oxidation behavior and the related luminescence modulation and discuss the relationship between photo-oxidation activity and substituent group R₁ in these complexes.