2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline | 184302-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline
• 英文别名: 4-[6-Fluoro-3-(4-hydroxyphenyl)quinoxalin-2-yl]phenol
• CAS: 184302-05-4
• 化学式: C₂₀H₁₃FN₂O₂
• 分子量: 332.334
• InChiKey: QWBMUEMYGRAIQR-UHFFFAOYSA-N

物化性质

• 沸点：
  492.1±40.0 °C(Predicted)
• 密度：
  1.375±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline 、 硬脂基溴 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以88%的产率得到2,3-bis(4-octadecyloxyphenyl)-6-fluoroquinoxaline
  参考文献：
  名称：

  来自可自聚合的AB与AB 2，BA和BA 2单体共聚的氟和羟基封端的超支化聚（苯基喹喔啉）（PPQ）

  摘要：

  的AB和AB 2喹喔啉单体2-（4-羟基苯基）-3-苯基-6-氟喹喔和3-（4-羟基苯基）-2-苯基-6-氟喹喔（HPFQ）和2,3-双（4-将羟基苯基）-6-氟喹喔啉（BHFQ）共聚以在羟基封端的超支化聚（苯基喹喔啉）（HT-HPPQs）中提供不同程度的线性缺陷。另一组BA和 BA 2单体2-（4-氟苯基）-3-苯基-6-（4-羟基苯氧基）喹喔啉和2-（4-氟苯基）-3-苯基-6-（4-羟基苯氧基）喹喔啉（FPHPQ）和2,3-双（4-氟苯基）-6-（4-羟基苯氧基）喹喔啉（BFHPQ）也进行共聚，制得氟封端的超支化聚（苯基喹喔啉）（FT-HPPQs）。根据HT-HPPQ样品（AB 2 20 mol％）的MALDI-TOF研究，确实发生了无规共聚。在HT-HPPQ的情况下，聚合物的性质（如溶解度，溶液粘度，T g和聚合物降解温度）受表面羟基数的影响很大。但是，FT-HPPQ的性质受表面氟的数量的影响要小得多。AB和AB

  DOI：

  10.1021/ma048338r
• 作为产物：
  描述：

  脱氧茴香偶姻 在 氢溴酸 、 吡啶盐酸盐 、 溶剂黄146 、 copper(ll) bromide 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 甲苯 为溶剂， 反应 13.0h， 生成 2,3-bis(4-hydroxyphenyl)-6-fluoroquinoxaline
  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