N1,N3-bis(4-hydroxyphenyl)isophthalamide | 1245-91-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N1,N3-bis(4-hydroxyphenyl)isophthalamide
• 英文别名: N~1~,N~3~-Bis(4-hydroxyphenyl)benzene-1,3-dicarboxamide；1-N,3-N-bis(4-hydroxyphenyl)benzene-1,3-dicarboxamide
• CAS: 1245-91-6
• 化学式: C₂₀H₁₆N₂O₄
• 分子量: 348.358
• InChiKey: TVJTZXWUKGJXND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-呋喃甲胺 、 N1,N3-bis(4-hydroxyphenyl)isophthalamide 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以16%的产率得到N1,N3-bis({3-[(furan-2-yl)methyl]-3,4-dihydro-2H-1,3-benzoxazin-6-yl})benzene-1,3-dicarboxamide
  参考文献：
  名称：

  How Does the Hydrogen Bonding Interaction Influence the Properties of Polybenzoxazine? An Experimental Study Combined with Computer Simulation

  摘要：

  The formation of intra- or intermolecular hydrogen bonding and their influences on polybenzoxazine's properties were investigated after the model benzoxazine monomers (o-AB-fbz, o-AF-fbz, o-AP-fbz, p-AB-fbz, p-AF-fbz, p-AP-fbz) were synthesized. Because of the different electron-donating abilities of bridging units (benzene, furan and pyridine) in isophthalic acid (IPA), 2,5-furandicarboxylic acid (2,5-FDCA) and 2,6-pyridinedicarboxylic acid (2,6-PDCA), the strength of intramolecular H-bonding involved with the oxygen atom in oxazine ring in o-AB-fbz, o-AF-fbz and o-AP-fbz followed the order of o-AB-fbz > o-AF-fbz > o-AP-fbz, and the strength of the overall H-bonding was arranged as follows: o-AB-fbz < o-AF-fbz < oAP-fbz. While more intermolecular H-bonding was formed in p-AB-fbz and p-AF-fbz as well as p-AP-fbz. DSC and FT-IR results discovered the relationship between the H-bonding involved with the oxygen atom in oxazine ring and the curing activities of benzoxazines. After curing reaction, the cured systems showed varied glass transition temperature (Tg), and the influence of H-bonding on Tg was revealed by in situ FT-IR analysis. Molecular dynamics (MD) simulation was also applied to investigate the properties of synthesized polybenzoxazines and similar results were obtained. Not only the formation of H-bonding but also their effects on both the curing behaviors of benzoxazine monomers and the thermal properties of cured resins were systematically investigated, which would help us understand polybenzoxazines more deeply and might be a guideline for improving their comprehensive properties only by manipulating the H-bonding.

  DOI：

  10.1021/acs.macromol.8b00741
• 作为产物：
  描述：

  间苯二甲酸 在 氯化亚砜 、 N,N-二甲基乙酰胺 、 三甲胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N1,N3-bis(4-hydroxyphenyl)isophthalamide
  参考文献：
  名称：

  How Does the Hydrogen Bonding Interaction Influence the Properties of Polybenzoxazine? An Experimental Study Combined with Computer Simulation

  摘要：

  The formation of intra- or intermolecular hydrogen bonding and their influences on polybenzoxazine's properties were investigated after the model benzoxazine monomers (o-AB-fbz, o-AF-fbz, o-AP-fbz, p-AB-fbz, p-AF-fbz, p-AP-fbz) were synthesized. Because of the different electron-donating abilities of bridging units (benzene, furan and pyridine) in isophthalic acid (IPA), 2,5-furandicarboxylic acid (2,5-FDCA) and 2,6-pyridinedicarboxylic acid (2,6-PDCA), the strength of intramolecular H-bonding involved with the oxygen atom in oxazine ring in o-AB-fbz, o-AF-fbz and o-AP-fbz followed the order of o-AB-fbz > o-AF-fbz > o-AP-fbz, and the strength of the overall H-bonding was arranged as follows: o-AB-fbz < o-AF-fbz < oAP-fbz. While more intermolecular H-bonding was formed in p-AB-fbz and p-AF-fbz as well as p-AP-fbz. DSC and FT-IR results discovered the relationship between the H-bonding involved with the oxygen atom in oxazine ring and the curing activities of benzoxazines. After curing reaction, the cured systems showed varied glass transition temperature (Tg), and the influence of H-bonding on Tg was revealed by in situ FT-IR analysis. Molecular dynamics (MD) simulation was also applied to investigate the properties of synthesized polybenzoxazines and similar results were obtained. Not only the formation of H-bonding but also their effects on both the curing behaviors of benzoxazine monomers and the thermal properties of cured resins were systematically investigated, which would help us understand polybenzoxazines more deeply and might be a guideline for improving their comprehensive properties only by manipulating the H-bonding.

  DOI：

  10.1021/acs.macromol.8b00741

文献信息

• 一种替代双酚A的二酚单体的制备方法
  申请人：贵阳学院

  公开号：CN110317146A

  公开（公告）日：2019-10-11

  本发明公开了一种替代双酚A的二酚单体的制备方法，包括以下步骤：(1)将间苯二甲酰氯溶于有机溶剂，得到间苯二甲酰氯的溶液；(2)将对氨基酚溶于有机溶剂后冷却，并加入缚酸剂，得到对氨基酚溶液，并用惰性气体进行保护；(3)将步骤(1)得到的间苯二甲酰氯的溶液加入到步骤(2)得到的对氨基酚溶液中，在惰性气体保护下进行低温反应，待反应结束后用不良溶剂进行沉析，得到二酚单体。本发明制备的二酚单体可以替代双酚A，解决了现有技术中使用双酚A带来的对人类健康有害的问题。
• Bisphenol A-Free Crosslinked Polymer Composition
  申请人：WARNER BABCOCK INSTITUTE FOR GREEN CHEMISTRY, LLC

  公开号：US20200181317A1

  公开（公告）日：2020-06-11

  The present application discloses improved BPA-free crosslinked polymers comprising a bis-electrophile and a polynucleophile, useful in commercial employment as can linings and such. Exemplary embodiments comprise a dianhydride and a polyol, a bis-phenol (other than BPA) and a polyepoxide, a bis-epoxide and a polyphenol, and a bis-styrene and an unsaturated polyester.
• How Does the Hydrogen Bonding Interaction Influence the Properties of Polybenzoxazine? An Experimental Study Combined with Computer Simulation
  作者：Xiaobin Shen、Lijun Cao、Yuan Liu、Jinyue Dai、Xiaoqing Liu、Jin Zhu、Shiyu Du

  DOI：10.1021/acs.macromol.8b00741

  日期：2018.7.10

  The formation of intra- or intermolecular hydrogen bonding and their influences on polybenzoxazine's properties were investigated after the model benzoxazine monomers (o-AB-fbz, o-AF-fbz, o-AP-fbz, p-AB-fbz, p-AF-fbz, p-AP-fbz) were synthesized. Because of the different electron-donating abilities of bridging units (benzene, furan and pyridine) in isophthalic acid (IPA), 2,5-furandicarboxylic acid (2,5-FDCA) and 2,6-pyridinedicarboxylic acid (2,6-PDCA), the strength of intramolecular H-bonding involved with the oxygen atom in oxazine ring in o-AB-fbz, o-AF-fbz and o-AP-fbz followed the order of o-AB-fbz > o-AF-fbz > o-AP-fbz, and the strength of the overall H-bonding was arranged as follows: o-AB-fbz < o-AF-fbz < oAP-fbz. While more intermolecular H-bonding was formed in p-AB-fbz and p-AF-fbz as well as p-AP-fbz. DSC and FT-IR results discovered the relationship between the H-bonding involved with the oxygen atom in oxazine ring and the curing activities of benzoxazines. After curing reaction, the cured systems showed varied glass transition temperature (Tg), and the influence of H-bonding on Tg was revealed by in situ FT-IR analysis. Molecular dynamics (MD) simulation was also applied to investigate the properties of synthesized polybenzoxazines and similar results were obtained. Not only the formation of H-bonding but also their effects on both the curing behaviors of benzoxazine monomers and the thermal properties of cured resins were systematically investigated, which would help us understand polybenzoxazines more deeply and might be a guideline for improving their comprehensive properties only by manipulating the H-bonding.