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

• Polybenzoxazines from renewable diphenolic acid
  作者：C. Zúñiga、M. S. Larrechi、G. Lligadas、J. C. Ronda、M. Galià、V. Cádiz

  DOI：10.1002/pola.24541

  日期：2011.3

  benzoxazine monomers, DPA‐Bz and MDP‐Bz from renewable diphenolic acid (DPA), which mimics the structure of bisphenol A (BPA), were synthesized by traditional approaches. The structure and purity of the monomers was confirmed by FTIR, 1H NMR, and 13C NMR spectra. The thermally activated polymerization of the MDP‐Bz and DPA‐Bz afforded thermosetting polybenzoxazines with higher Tg's, 270 °C and 208 °C respectively

  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
• 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.