8-allyl-3-(benzocyclobutene-4-yl)-3,4-dihydro-2H-benzo[e][1,3]-oxazine | 1369970-30-8

• 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: 8-allyl-3-(benzocyclobutene-4-yl)-3,4-dihydro-2H-benzo[e][1,3]-oxazine
• 英文别名: 3-(3-Bicyclo[4.2.0]octa-1(6),2,4-trienyl)-8-prop-2-enyl-2,4-dihydro-1,3-benzoxazine；3-(3-bicyclo[4.2.0]octa-1(6),2,4-trienyl)-8-prop-2-enyl-2,4-dihydro-1,3-benzoxazine
• CAS: 1369970-30-8
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: JMQWFXVKECBFKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 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 、 4-氨基苯并环丁烯 、 2-烯丙基酚 以 甲苯 为溶剂， 以80%的产率得到8-allyl-3-(benzocyclobutene-4-yl)-3,4-dihydro-2H-benzo[e][1,3]-oxazine
  参考文献：
  名称：

  Synthesis and Properties of Highly Cross-Linked Thermosetting Resins of Benzocyclobutene-Functionalized Benzoxazine

  摘要：

  Benzocyclobutene- (BCB-) functionalized benzoxazine (BOZ) monomers and resins have been successfully prepared. BCB-functionalized BOZ monomers were synthesized by the reaction of 4-aminobenzocyclobutene (AMBCB), phenol and paraformaldehyde or by the reaction of 4-hydroxylbenzocyclobutene (OHBCB), arylamine, and paraformaldehyde in toluene under reflux. Fourier transform infrared spectroscopy (FTIR), H-1 and C-13 nuclear magnetic resonance spectroscopy (NMR) are used to characterize the structure of the monomers. The monomers possess two kinds of ring-opening polymerizable functional groups of BCB and BOZ. So the monomers can be cured at proper temperature to prepare highly cross-linked resins. The polymerization behavior of the monomers is studied by differential scanning calorimetry (DSC) and FTIR DMA study demonstrates that these polymers show high storage moduli which can be maintained in a wide temperature range up to 300 degrees C and high T-g at ca. 350 degrees C. The TGA study shows that the cured resins possess good thermal stability.

  DOI：

  10.1021/ma3004218