(3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-7-yl)methanol | 1401421-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-7-yl)methanol
• 英文别名: (3-Phenyl-2,4-dihydro-1,3-benzoxazin-7-yl)methanol；(3-phenyl-2,4-dihydro-1,3-benzoxazin-7-yl)methanol
• CAS: 1401421-90-6
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: FWEWLQKBQQUTGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 3-羟基苯甲醇 、 苯胺 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以63%的产率得到(3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-7-yl)methanol
  参考文献：
  名称：

  Mechanistic Pathways for the Polymerization of Methylol-Functional Benzoxazine Monomers

  摘要：

  The polymerization mechanism of methylol-functional benzoxazine monomers is reported using a series of monofunctional benzoxazine monomers synthesized via a condensation reaction of ortho-, meta-, or para-methylol-phenol, aniline, and paraformaldehyde following the traditional route of benzoxazine synthesis. A phenol/aniline-type monofunctional benzoxazine monomer has been synthesized as a control. The structures of the synthesized monomers have been confirmed by H-1 NMR and FT-IR. The polymerization behavior of methylol monomers is studied by DSC and shows an exothermic peak associated with condensation reaction of methylol groups and ring opening polymerization of benzoxazine at a lower temperature range than the control monomer. The presence of methylol group accelerates the ring-opening polymerization to give the ascending order of para-, meta-, and ortho-positions in comparison to the unfunctionalized monomer. Furthermore, rheological measurements show that the position of methylol group relative to benzoxazine structure plays a significant role in accelerating the polymerization.

  DOI：

  10.1021/ma301963d

文献信息

• Mechanistic Pathways for the Polymerization of Methylol-Functional Benzoxazine Monomers
  作者：Mohamed Baqar、Tarek Agag、Rongzhi Huang、João Maia、Syed Qutubuddin、Hatsuo Ishida

  DOI：10.1021/ma301963d

  日期：2012.10.23

  The polymerization mechanism of methylol-functional benzoxazine monomers is reported using a series of monofunctional benzoxazine monomers synthesized via a condensation reaction of ortho-, meta-, or para-methylol-phenol, aniline, and paraformaldehyde following the traditional route of benzoxazine synthesis. A phenol/aniline-type monofunctional benzoxazine monomer has been synthesized as a control. The structures of the synthesized monomers have been confirmed by H-1 NMR and FT-IR. The polymerization behavior of methylol monomers is studied by DSC and shows an exothermic peak associated with condensation reaction of methylol groups and ring opening polymerization of benzoxazine at a lower temperature range than the control monomer. The presence of methylol group accelerates the ring-opening polymerization to give the ascending order of para-, meta-, and ortho-positions in comparison to the unfunctionalized monomer. Furthermore, rheological measurements show that the position of methylol group relative to benzoxazine structure plays a significant role in accelerating the polymerization.