2-(4-aminophenyl)quinoxalin-6-amine | 21639-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(4-aminophenyl)quinoxalin-6-amine
• 英文别名: 6-Amino-2-(p-amino-phenyl)-chinoxalin；2-(4-amino-phenyl)-quinoxalin-6-ylamine
• CAS: 21639-52-1
• 化学式: C₁₄H₁₂N₄
• 分子量: 236.276
• InChiKey: ZSMIWBXWVBMTBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二胺 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 2-(4-aminophenyl)quinoxalin-6-amine
  参考文献：
  名称：

  High heat-resistant polyimide films containing quinoxaline moiety for flexible substrate applications

  摘要：

  The development of thermostable polyimides (PIs) is urgently required for application in traditional aerospace and newly designing flexible-display substrates. The root to obtain intrinsic heat-resistant PIs is to seek novel monomers. Based on the high bond energy of quinoxaline, several quinoxaline diamines, including 3/2-(4-aminophenyl)-2/3-quinoxalin-6-amine (QHDA), 3/2-(4-aminophenyl)-2/3-phenyl quinoxalin-6-amine (QBDA), and 3/2-(4-aminophenyl)-2/3-methylquinoxalin-6-amine (QMDA) were synthesized, and the corresponding PI films were prepared with four aromatic dianhydrides. The introduction of a quinoxaline moiety provided the PI films with excellent thermal properties and an advanced mechanical performance. The QHDA-PIs possessed a high thermal stability with a 5% mass-loss temperature (T-d(5%)) of 528-560 degrees C, a glass-transition temperature (T-g) of 413-444 degrees C and a low coefficient of thermal expansion (CTE) of 1 ppm/K for QHDA-m because of its better linearity and closer packing. This study established design rules to tune the properties of quinoxaline PIs by sidegroup modification.

  DOI：

  10.1016/j.polymer.2020.122963

文献信息

• 二硝基取代喹喔啉的合成方法、耐热聚酰亚胺及其制备方法
  申请人：同济大学

  公开号：CN111909102A

  公开（公告）日：2020-11-10

  本申请涉及一种合成二硝基取代喹喔啉的方法，其特征在于，所述方法包括在室温下，使4‑硝基邻苯二胺与卤素取代的对硝基苯乙酮在二甲基亚砜中反应预定时间段，得到二硝基取代喹喔啉粗品；其中，所述二硝基取代喹喔啉为3/2‑(4‑硝基苯基)‑6‑硝基喹喔啉。本申请还涉及一种由源自3/2‑(4‑硝基苯基)‑6‑硝基喹喔啉的3/2‑(4‑氨基苯基)‑6‑氨基喹喔啉合成的聚酰亚胺及其制备方法。本文所述的二硝基取代喹喔啉的合成方法成本低廉且环保。本文所制备的聚酰亚胺具有较高的耐热性，且机械性能和电学性能优异。
• High heat-resistant polyimide films containing quinoxaline moiety for flexible substrate applications
  作者：Tuan-Qing Liu、Feng Zheng、Xiaoru Ma、Tong-Mei Ding、Shuangshuang Chen、Wei Jiang、Shu-Yu Zhang、Qinghua Lu

  DOI：10.1016/j.polymer.2020.122963

  日期：2020.11

  The development of thermostable polyimides (PIs) is urgently required for application in traditional aerospace and newly designing flexible-display substrates. The root to obtain intrinsic heat-resistant PIs is to seek novel monomers. Based on the high bond energy of quinoxaline, several quinoxaline diamines, including 3/2-(4-aminophenyl)-2/3-quinoxalin-6-amine (QHDA), 3/2-(4-aminophenyl)-2/3-phenyl quinoxalin-6-amine (QBDA), and 3/2-(4-aminophenyl)-2/3-methylquinoxalin-6-amine (QMDA) were synthesized, and the corresponding PI films were prepared with four aromatic dianhydrides. The introduction of a quinoxaline moiety provided the PI films with excellent thermal properties and an advanced mechanical performance. The QHDA-PIs possessed a high thermal stability with a 5% mass-loss temperature (T-d(5%)) of 528-560 degrees C, a glass-transition temperature (T-g) of 413-444 degrees C and a low coefficient of thermal expansion (CTE) of 1 ppm/K for QHDA-m because of its better linearity and closer packing. This study established design rules to tune the properties of quinoxaline PIs by sidegroup modification.