4,4-bis[3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl]pentanoic acid | 918303-70-5

• 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: 4,4-bis[3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl]pentanoic acid
• 英文别名: bis(3,4-dihydro-2H-3-phenyl-1,3-benzoxazinyl) isopropane；DPA-Bz；4,4-Bis(3-phenyl-2,4-dihydro-1,3-benzoxazin-6-yl)pentanoic acid；4,4-bis(3-phenyl-2,4-dihydro-1,3-benzoxazin-6-yl)pentanoic acid
• CAS: 918303-70-5
• 化学式: C₃₃H₃₂N₂O₄
• 分子量: 520.628
• InChiKey: SFCSPZDLJZNCHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 双酚酸 、 六氢-1,3,5-三苯基-1,3,5-三嗪 以 甲苯 为溶剂， 反应 6.0h， 以95%的产率得到4,4-bis[3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl]pentanoic acid
  参考文献：
  名称：

  来自可再生二酚酸的聚苯并恶嗪

  摘要：

  通过传统方法合成了可再生双酚酸（DPA）中的新型苯并恶嗪单体DPA-Bz和MDP-Bz，其模仿了双酚A（BPA）的结构。单体的结构和纯度通过FTIR，1 H NMR和13 C NMR光谱确认。MDP-Bz和DPA-Bz的热活化聚合提供了具有更高T g的热固性聚苯并恶嗪分别为270°C和208°C，并且与BPA-Bz相比，交联密度更高，这是由于在固化过程中发生了酯交换或酯化反应。这些反应与通过SVD分析沿着200℃下监测的均聚反应记录的IR光谱数据矩阵的化学等级所确定的独立反应的数目一致。这些过程中涉及的活性化学物质的光谱和浓度分布图是通过MCR-ALS获得的。©2011 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2011年

  DOI：

  10.1002/pola.24541

文献信息

• Synthesis of an intrinsically flame retardant bio-based benzoxazine resin
  作者：Hongqiang Yan、Chuang Sun、Zhengping Fang、Xiaoqing Liu、Jin Zhu、Hao Wang

  DOI：10.1016/j.polymer.2016.05.053

  日期：2016.8

  An intrinsically flame retardant bio-based benzoxazine (diphenolic acid pentaerythritol caged phosphate benzoxazine, DPA-PEPA-Boz) monomer was synthesized from bio-based diphenolic acid (DPA) using a four-step process. The monomer of DPA-PEPA-Boz was characterized by FT-IR, H-1 NMR and C-13 NMR. The curing behavior of DPA-PEPA-boz was studied and compared with those of DPA based benzoxazine (DPA-Boz) and DPA ester derivative (MDP) based benzoxazine (MDP-Boz) without PEPA by means of non-isothermal differential scanning calorimetry. The results indicated that DPA-PEPA-Boz system showed a two-stage curing, assigned to the exothermic opening reactions of oxazine rings and P-O-C ring in PEPA respectively, while the DPA-Boz and MDP-Boz showed a one-stage curing. In addition, the effect of the introduction of PEPA on thermal and inflammable properties of the resin was evaluated. The residual char of the cured DPA-PEPA-Boz (P-DPA-PEPA-Boz) after 400 degrees C was much higher than those of cured DPA-Boz (P-DPA-Boz) and cured MDP-Boz (P-MDP-Boz) under nitrogen and air atmospheres. Meanwhile, total heat release (THR), peak heat release rate (PHRR) and heat release capacity (HRC) of P-DPA-PEPA-Boz were about half of those of P-DPA-Boz and P-MDP-Boz. P-DPA-PEPA-Boz had a limiting oxygen index (LOI) of 33.5% and achieved V0 rating in UL94 test. P-DPA-PEPA-Boz behaved as a very good intrinsic thermal and flame retardant bio-based benoxazine resin. (C) 2016 Elsevier Ltd. All rights reserved.