3,3'-bi-1,10-phenanthroline | 220863-09-2

• 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: 3,3'-bi-1,10-phenanthroline
• 英文别名: 3-(1,10-Phenanthrolin-3-yl)-1,10-phenanthroline
• CAS: 220863-09-2
• 化学式: C₂₄H₁₄N₄
• 分子量: 358.402
• InChiKey: CWYURHAHCCHXMK-UHFFFAOYSA-N

物化性质

• 沸点：
  630.6±50.0 °C(Predicted)
• 密度：
  1.357±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-bi-1,10-phenanthroline 、 ammonium hexafluorophosphate 、 bis(4,4'-dimethyl-2,2'-bipyridine)dichlororuthenium(II) 以 乙醇 、 水 为溶剂， 以20%的产率得到[Ru(3,3'-bi-1,10-phenanthroline)(4,4'-dimethyl-2,2'-bipyridine)2](PF6)2
  参考文献：
  名称：

  Bi-1,10-phenanthrolines and Their Mononuclear Ru(II) Complexes

  摘要：

  A series of four biphen (phen = 1,10-phenanthroline) ligands, 2,2'-biphen (1), 3,3'-biphen (2), 2,2'-dimethylene-3,3'-biphen (3), and 2,3'-dimethylene-3,2'-biphen (4), is prepared by coupling and Friedlander methodology. The corresponding mononuclear Ru(II) complexes, [Ru(1-4)(Mebpy)(2)](2+) where Mebpy = 4,4'-dimethyl-2,2'-bipyridine, are prepared. These complexes show long wavelength electronic absorptions at 441-452 nm and emissions at 622-641 nm. Metal-based oxidations occur in the range 1.18-1.21 V, and ligand-based reductions, at -1.20 to -1.30 V. The addition of Zn2+, Cd2+, or Hg2+ ions results in a strong enhancement and red shift of the luminescence of complex Ru-3. Alkali and alkaline earth metal ions barely affect the luminescence of Ru-3 while transition metal ions such as Co2+, Cu2+, Ni2+, and Mn2+ lead to efficient quenching of the Ru-3 luminescence. The luminescence of Ru-2 and Ru-4 is quenched in the presence of Zn2+ because of a conformationally induced reduction in electronic communication between the two phen halves of the ligand. The addition of Zn2+ has only a slight effect on the luminescence of Ru-1 because of steric hindrance toward complexation.

  DOI：

  10.1021/ic011126f
• 作为产物：
  描述：

  3-溴-1,10-菲罗啉 在 锌 四乙基碘化铵 、 三苯基膦 、 nickel dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到3,3'-bi-1,10-phenanthroline
  参考文献：
  名称：

  Syntheses, Spectroscopic Properties, and Cu(I) Complexes of All Possible Symmetric Bi-1,10-phenanthrolines

  摘要：

  All possible symmetric bi-1,10-phenanthrolines (biphens) were synthesized by Ni-catalyzed coupling of corresponding halo-1,10-phenanthrolines. Their absorption and emission spectra were compared with those of phenanthroline as the reference compound. The spectral feature is explained by the molecular conformation, namely, coplanar 2,2'- and 3,3'-biphens and nearly bisected 4,4'- and 5,5'-biphens. The effects of additives, H+ or Zn2+, on the electronic spectra varied depending on the biphen ligand. The 2,2'-ligand formed a helical complex with Cu+ ions in a 2:2 ratio as revealed by spectroscopic titration and X-Ray analysis.

  DOI：

  10.3987/com-04-10273

文献信息

• THERMOELECTRIC CONVERSION MATERIAL, AND THERMOELECTRIC CONVERSION ELEMENT PREPARED THEREWITH
  申请人：Toyo Ink SC Holdings Co., Ltd.

  公开号：EP3902021A1

  公开（公告）日：2021-10-27

  A thermoelectric conversion material containing an electrically conductive material (A) and an organic compound (B) that are in a relationship satisfying the following formula (1): 0 eV ≤ | (HOMO of the organic compound (B)) - (HOMO of the electrically conductive material (A)) | ≤ 1.64 eV.

  一种热电转换材料，包含导电材料（A）和有机化合物（B），两者之间的关系满足下式（1）：0 eV ≤ | (有机化合物 (B) 的 HOMO) - (导电材料 (A) 的 HOMO)| ≤ 1.64 eV。