2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline | 268745-68-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline
• 英文别名: 2,3-(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline；4-[2,3-Bis(4-fluorophenyl)quinoxalin-6-yl]oxyphenol
• CAS: 268745-68-2
• 化学式: C₂₆H₁₆F₂N₂O₂
• 分子量: 426.422
• InChiKey: PXPGYRSWXVIJFG-UHFFFAOYSA-N

物化性质

• 沸点：
  556.3±50.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-amino-4-nitro-4'-hydroxydiphenyl ether 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 20.0 ℃ 、448.16 kPa 条件下， 生成 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline
  参考文献：
  名称：

  Hyperbranched Polyphenylquinoxalines from Self-Polymerizable AB₂ and A₂B Monomers

  摘要：

  A self-polymerizable AB(2) monomer, 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline, and an A(2)B monomer, 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline, were prepared and polymerized to afford phenol-terminated and aryl fluoride terminated, hyperbranched polyphenylquinoxalines (HPPQs), respectively. MALDI-TOF analysis showed that intramolecular cyclization was a dominant process for the low molecular weight portion during the polymerizations. After isolation and complete dryness, the phenol-terminated HPPQ 1 was only soluble in strong organic acids, while the aryl fluoride terminated HPPQ 2 was soluble in most common organic solvents. HPPQ 1 was treated with allyl bromide to afford an allyl ether terminated HPPQ 3, which was also soluble in most organic solvents. Intrinsic viscosity measurements and SEC analysis indicated that HPPQ 2 had a much higher M-w and a much broader molecular weight distribution (PDI similar to 60) than HPPQ 1 and HPPQ 3 (PDI similar to 4). The results also suggested that HPPQ 1 formed aggregates in solution and that HPPQ 2 had a much more extended and open conformation. All the HPPQs, which were highly fluorescent, had UV absorption maxima near 375 nm in THF. However, the wavelength of their emission maxima, which ranged from 424 to 466 nm, depended on their end groups.

  DOI：

  10.1021/ma0489467