3-(2-aminophenoxy)-phthalonitrile

• 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: 3-(2-aminophenoxy)-phthalonitrile
• 英文别名: 3-o-aminophenoxy-phthalonitrile；3-APN；3-(2-Aminophenoxy)phthalonitrile；3-(2-aminophenoxy)benzene-1,2-dicarbonitrile
• 化学式: C₁₄H₉N₃O
• 分子量: 235.245
• InChiKey: WSOSWJCIAIGIEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-硝基邻苯二腈 、 邻氨基苯甲酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 3-(2-aminophenoxy)-phthalonitrile
  参考文献：
  名称：

  氨基苯氧基邻苯二甲腈树脂单体及其合成方法

  摘要：

  本发明公开了一种氨基苯氧基邻苯二甲腈树脂单体及其合成方法。该氨基苯氧基邻苯二甲腈树脂单体的分子结构式如式(Ⅰ)所示。合成方法包括(1)将邻氨基苯酚、催化剂和溶剂混合，在氮气保护下，加热至90℃～100℃并保温；(2)向保温后的溶液中加入3‑硝基邻苯二甲腈，在80℃～90℃温度下进行反应，得到氨基苯氧基邻苯二甲腈树脂单体。本发明的氨基苯氧基邻苯二甲腈树脂单体具有高反应活性、高耐热、低固化温度和短固化时间的优点，合成方法简单方便、成本低廉。

  公开号：

  CN106631893A

文献信息

• Novel aromatic compounds
  申请人：——

  公开号：US20030186944A1

  公开（公告）日：2003-10-02

  Disclosed are compounds of formula I 1 wherein A, R1, R2, R3, R4 and R5 are described in the specification, pharmaceutical formulations comprising these compounds, the use of these compounds as medicaments, the use of these medicaments in the treatment of and/or prevention of diabetes, especially non-insulin dependent diabetes (NIDDM or Type 2 diabetes), as well as methods for treating diabetes comprising administration of these compounds.

  本发明揭示了式I1化合物，其中A、R1、R2、R3、R4和R5如规范中所述，以及包含这些化合物的药物制剂，这些化合物作为药物的用途，这些药物用于治疗和/或预防糖尿病，特别是非胰岛素依赖性糖尿病（NIDDM或2型糖尿病），以及包括这些化合物的给药方法来治疗糖尿病。
• A novel phthalonitrile monomer with low post cure temperature and short cure time
  作者：Liping Sheng、Changping Yin、Jiayu Xiao

  DOI：10.1039/c5ra25431k

  日期：——

  characteristic temperatures were obtained through an extrapolation method. The complex viscosity of the melt was measured by rheometric analysis. The results show that there is no residual and shift absorption of nitrile (CN) in the infrared spectrogram of the polymers from 3-APN. Viscosity measurement shows that the monomer exhibits a low complex melt viscosity (0.01–0.1 Pa S) in a wide temperature range (145–250

  为了降低后固化温度和时间，设计了3-（2-氨基苯氧基）-邻苯二甲腈（3-APN），并通过3-硝基邻苯二甲腈与邻氨基苯酚的亲核取代反应进行合成。通过H核磁共振（NMR）和傅里叶变换红外光谱（FTIR）确认了所需产物（3-APN）的结构。来自单体的聚合物也通过FTIR表征。通过差示扫描量热法（DSC）研究了单体的固化行为。通过外推法获得固化特征温度。熔体的复数粘度通过流变分析来测量。结果表明，没有残留和移位吸收的腈（CN）在3-APN聚合物的红外光谱图中 粘度测量结果表明，该单体在较宽的温度范围（145-250°C）中表现出较低的复合熔体粘度（0.01-0.1 Pa S）。DSC结果表明，单体的聚合焓为414 J g -1，是所报道的自催化单体的3倍。衍生聚合物在不同固化程序下的热重（TG）结果表明，当这种新型单体在250–280°C下固化0.5–1.0小时时，衍生聚合物的热稳定性等于或优于大
• Curable fluoropolymer compositions comprising a compound containing a phthalonitrile and a nucleophilic functional group and cured articles therefrom
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US11492457B2

  公开（公告）日：2022-11-08

  Described herein are fluoropolymer compositions comprising a compound of Formula I wherein X1 is selected from O or S; L is a divalent linking group comprising at least one aromatic ring; and X2 is selected from the group consisting of a hydroxyl group, an amino group, a thiol group, and a nitrile group. In one embodiment, the phthalonitrile-containing compound is used to crosslink a dehydrohalogenated polymer, and optionally with a polyhydroxy curative. In another embodiment, the phthalonitrile-containing compound is added to a composition comprising (i) a fluorinated elastomeric gum, wherein the fluorinated elastomeric gum comprises a fluoropolymer having a cure-site and (ii) a peroxide curing system.

  本文描述的含氟聚合物组合物包含式 I 的化合物，其中 X1 选自 O 或 S；L 是包含至少一个芳香环的二价连接基团；X2 选自羟基、氨基、硫醇基和腈基所组成的组。在一个实施方案中，含邻苯二腈的化合物用于交联脱氢卤化聚合物，并可选择与聚羟基固化剂一起使用。在另一个实施方案中，将含邻苯二甲腈的化合物加入到一种组合物中，该组合物包括：(i) 含氟弹性胶，其中含氟弹性胶包括具有固化位点的含氟聚合物；(ii) 过氧化物固化体系。
• NOVEL AROMATIC COMPOUNDS
  申请人：NOVO NORDISK A/S

  公开号：EP1220832A1

  公开（公告）日：2002-07-10
• CURABLE FLUOROPOLYMER COMPOSITIONS COMPRISING A COMPOUND CONTAINING A PHTHALONITRILE AND A NUCLEOPHILIC FUNCTIONAL GROUP AND CURED ARTICLES THEREFROM
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US20220204723A1

  公开（公告）日：2022-06-30

  Described herein are fluoropolymer compositions comprising a compound of Formula I wherein X 1 is selected from O or S; L is a divalent linking group comprising at least one aromatic ring; and X 2 is selected from the group consisting of a hydroxyl group, an amino group, a thiol group, and a nitrile group. In one embodiment, the phthalonitrile-containing compound is used to crosslink a dehydrohalogenated polymer, and optionally with a polyhydroxy curative. In another embodiment, the phthalonitrile-containing compound is added to a composition comprising (i) a fluorinated elastomeric gum, wherein the fluorinated elastomeric gum comprises a fluoropolymer having a cure-site and (ii) a peroxide curing system.