6,8-dimethyl-3-phenyl-2H,4H-benzo[e]1,3-oxazine | 275818-32-1

• 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: 6,8-dimethyl-3-phenyl-2H,4H-benzo[e]1,3-oxazine
• 英文别名: 6,8-Dimethyl-3-phenyl-2,4-dihydro-1,3-benzoxazine
• CAS: 275818-32-1
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: GMMUSWZFVDOIIP-UHFFFAOYSA-N

物化性质

• 沸点：
  381.4±31.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,8-dimethyl-3-phenyl-2H,4H-benzo[e]1,3-oxazine 、 2,4-二甲基苯酚 在 癸二酸 作用下， 反应 1.0h， 生成 6-({[(2-hydroxy-3,5-dimethylphenyl)methyl]phenylamino}methyl)-2,4-dimethylphenol
  参考文献：
  名称：

  Cationic Ring-Opening Polymerization of 1,3-Benzoxazines: Mechanistic Study Using Model Compounds

  摘要：

  The benzoxazine monomer is used to simplify the study of the benzoxazine initiation mechanism. The HPLC retention time and the H-1 NMR spectra of crude products from the benzoxazine reaction are compared with the results from a vast number of pure model compounds, which are synthesized based on the hypothesized mechanisms. Products involved in the process are identified, with species having benzoxazine structures, Mannich base and other components (acetal, nonacetal phenoxy structures, and methylene bridge structure). Initiation mechanisms of benzoxazine, the oxygen protonation and the nitrogen protonation, are proposed.

  DOI：

  10.1021/ma901743h
• 作为产物：
  描述：

  聚合甲醛 、 苯胺 、 2,4-二甲基苯酚 以78%的产率得到6,8-dimethyl-3-phenyl-2H,4H-benzo[e]1,3-oxazine
  参考文献：
  名称：

  Cationic Ring-Opening Polymerization of 1,3-Benzoxazines: Mechanistic Study Using Model Compounds

  摘要：

  The benzoxazine monomer is used to simplify the study of the benzoxazine initiation mechanism. The HPLC retention time and the H-1 NMR spectra of crude products from the benzoxazine reaction are compared with the results from a vast number of pure model compounds, which are synthesized based on the hypothesized mechanisms. Products involved in the process are identified, with species having benzoxazine structures, Mannich base and other components (acetal, nonacetal phenoxy structures, and methylene bridge structure). Initiation mechanisms of benzoxazine, the oxygen protonation and the nitrogen protonation, are proposed.

  DOI：

  10.1021/ma901743h

文献信息

• CURABLE COMPOSITIONS CONTAINING BENZOXAZINE
  申请人：Henkel AG & Co. KGaA

  公开号：EP1476493B1

  公开（公告）日：2011-03-09
• Redox-Induced Cationically Polymerizable Compositions With Low Cure Temperature
  申请人：Sridhar Laxmisha M.

  公开号：US20100222512A1

  公开（公告）日：2010-09-02

  A cationically polymerizable composition comprising (i) a cationically polymerizable resin, (ii) an onium salt, (iii) an azo or peroxide initiator, exhibits a lower cure temperature upon the addition of (iv) a catalytic or substoichiometric amount of an electron-rich vinyl resin to the reaction.
• US8324319B2
  申请人：——

  公开号：US8324319B2

  公开（公告）日：2012-12-04
• [EN] REDOX-INDUCED CATIONICALLY POLYMERIZABLE COMPOSITIONS WITH LOW CURE TEMPERATURE<br/>[FR] COMPOSITIONS POLYMÉRISABLES PAR POLYMÉRISATION CATIONIQUE, INDUITES PAR REDOX, À BASSE TEMPÉRATURE DE DURCISSEMENT
  申请人：NAT STARCH CHEM INVEST

  公开号：WO2009067112A1

  公开（公告）日：2009-05-28

  A cationically polymerizable composition comprising (i) a cationically polymerizable resin, (ii) an onium salt, (iii) an azo or peroxide initiator, exhibits a lower cure temperature upon the addition of (iv) a catalytic or substoichiometric amount of an electron -rich vinyl resin to the reaction.
• Cationic Ring-Opening Polymerization of 1,3-Benzoxazines: Mechanistic Study Using Model Compounds
  作者：Papinporn Chutayothin、Hatsuo Ishida

  DOI：10.1021/ma901743h

  日期：2010.5.25

  The benzoxazine monomer is used to simplify the study of the benzoxazine initiation mechanism. The HPLC retention time and the H-1 NMR spectra of crude products from the benzoxazine reaction are compared with the results from a vast number of pure model compounds, which are synthesized based on the hypothesized mechanisms. Products involved in the process are identified, with species having benzoxazine structures, Mannich base and other components (acetal, nonacetal phenoxy structures, and methylene bridge structure). Initiation mechanisms of benzoxazine, the oxygen protonation and the nitrogen protonation, are proposed.