3,4-dihydro-3-(prop-2-ynyl)-2H-1,3-benzooxazine | 1239374-24-3

• 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: 3,4-dihydro-3-(prop-2-ynyl)-2H-1,3-benzooxazine
• 英文别名: 3-Prop-2-ynyl-2,4-dihydro-1,3-benzoxazine；3-prop-2-ynyl-2,4-dihydro-1,3-benzoxazine
• CAS: 1239374-24-3
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: XAPFNTNBTOLWKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 炔丙胺 、 苯酚 以 1,4-二氧六环 为溶剂， 反应 12.0h， 生成 3,4-dihydro-3-(prop-2-ynyl)-2H-1,3-benzooxazine
  参考文献：
  名称：

  Synthesis and characterization of polyhedral oligomeric silsesquioxane (POSS) with multifunctional benzoxazine groups through click chemistry

  摘要：

  We prepared a new class of polybenzoxazine-POSS nanocomposites with network structures through thermal curing of multifunctional benzoxazine groups of PUSS (OBZ-POSS), which was synthesized from octa-azido functionalized PUSS (OVBN3-POSS) with 3,4-dihydro-3-(prop-2-ynyl)-2H-benzoxazine (P-pa) via a click reaction. Incorporation of the silsesquioxane core into the polybenzoxazine matrix could significantly enhance the thermal stability of these hybrid materials. For these nanocomposites, the PUSS nanoparticles in the hybrids were improved their thermal properties with 2,2-bis(3,4-dihydro-3-methyl-2H-1,3-benzoxazine)propane (BA-m) and P-pa polybenzoxazine, analyzed via TGA analyses. In addition, the incorporation of the POSS led to the formation of an inorganic protective layer on the nanocomposite's surface. Contact angle data provided positive evidence to back up this hypothesis that the incorporation of the PUSS units would decrease the surface energy property. In addition, the low glass transition temperature of poly(4-vinyl pyridine) and polycarbonate thin films, which lack liquid resistance, could possess low surface free energy after modification with OBZ-POSS due to low temperature curing of this new compound. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.06.033

文献信息

• Synthesis and characterization of polyhedral oligomeric silsesquioxane (POSS) with multifunctional benzoxazine groups through click chemistry
  作者：Yi-Chen Wu、Shiao-Wei Kuo

  DOI：10.1016/j.polymer.2010.06.033

  日期：2010.8

  We prepared a new class of polybenzoxazine-POSS nanocomposites with network structures through thermal curing of multifunctional benzoxazine groups of PUSS (OBZ-POSS), which was synthesized from octa-azido functionalized PUSS (OVBN3-POSS) with 3,4-dihydro-3-(prop-2-ynyl)-2H-benzoxazine (P-pa) via a click reaction. Incorporation of the silsesquioxane core into the polybenzoxazine matrix could significantly enhance the thermal stability of these hybrid materials. For these nanocomposites, the PUSS nanoparticles in the hybrids were improved their thermal properties with 2,2-bis(3,4-dihydro-3-methyl-2H-1,3-benzoxazine)propane (BA-m) and P-pa polybenzoxazine, analyzed via TGA analyses. In addition, the incorporation of the POSS led to the formation of an inorganic protective layer on the nanocomposite's surface. Contact angle data provided positive evidence to back up this hypothesis that the incorporation of the PUSS units would decrease the surface energy property. In addition, the low glass transition temperature of poly(4-vinyl pyridine) and polycarbonate thin films, which lack liquid resistance, could possess low surface free energy after modification with OBZ-POSS due to low temperature curing of this new compound. (C) 2010 Elsevier Ltd. All rights reserved.