N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine | 7126-27-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine
• 英文别名: N,N'-Ethylenedimaleamic acid；N,N'-ethanediyl-bis-maleamic acid；N,N'-Aethandiyl-bis-maleamidsaeure；N,N'-Ethylenebis(maleamic Acid)；(Z)-4-[2-[[(Z)-3-carboxyprop-2-enoyl]amino]ethylamino]-4-oxobut-2-enoic acid
• CAS: 7126-27-4
• 化学式: C₁₀H₁₂N₂O₆
• 分子量: 256.215
• InChiKey: OYNNHEMQCZQNEW-CCAGOZQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine 在 sodium acetate 、 乙酸酐 作用下， 生成 1,2-双(马来酰亚胺)乙烷
  参考文献：
  名称：

  Cross-linking of Polymers with Dimaleimides¹

  摘要：

  DOI：

  10.1021/ja01514a043
• 作为产物：
  描述：

  马来酸酐 、 乙二胺 以 溶剂黄146 为溶剂， 生成 N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine
  参考文献：
  名称：

  作为三型铜酶模型的酰胺衍生物的二聚铜（II）配合物的光谱研究。

  摘要：

  Cu（II）与N，N'-双（3-羧基-1-氧代-2-丙-2-烯基）乙二胺（BCOPENH（2），A）和N，N'的二聚（水合和脱水）配合物制备了双（2-羧基-1-氧代苯基）乙二胺（BCOPHENH（2），B），并通过元素分析，磁化率测量，EPR，热和光谱（IR，UV / Vis）研究进行了表征。EPR参数和磁性能表明，该络合物本质上是反铁磁性的，很可能采用典型的羧酸盐笼状结构。在这些研究的基础上，观察到了有趣的酰胺键模式，并评估了各种EPR参数，提出了该复合物的初步可能结构。

  DOI：

  10.1016/s1386-1425(03)00060-x

文献信息

• Hydrolytic degradation of N , N ′-ethylenedimaleimide: Crystal structures of key intermediates and proposed mechanisms
  作者：Xue-Jie Tan、Shuang-Shuang Cheng、Yan Shi、Dian-Xiang Xing、Yun Liu、Hui Li、Wen-Quan Feng、Jian-Bo Yang

  DOI：10.1016/j.molstruc.2016.07.015

  日期：2016.12

  extensively in bioconjugation reactions, but limited mechanistic studies are available regarding their hydrolysis reactions. In this paper, five single-crystal structures related with the reaction of four-step hydrolytic degradation of N,N′-ethylenedimaleimide have been investigated. On the basis of experimental results, the reaction mechanisms without or with water catalysis are proposed, which could

  摘要 马来酰亚胺基团广泛用于生物共轭反应，但对其水解反应的机理研究有限。在本文中，研究了与 N,N'-乙撑二马来酰亚胺四步水解降解反应相关的五种单晶结构。在实验结果的基础上，提出了无水催化或有水催化的反应机理，可为类似水解降解的研究提供一定的启示。
• Imide-crosslinked ethylenic polymer resin foams and method of making
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0001666A2

  公开（公告）日：1979-05-02

  Resin foam products which are infusible and insoluble in usual solvents and resist ignition and burning in air are prepared from unsaturated imides such as 4,4'-methylenedianiline- bis-maleimide, unsaturated amic acids such as bis-maleamic acid and mixtures of unsaturated anhydrides such as maleic anhydride and poly(primary amines). The resin foams are made by heating to resin-forming- foaming temperature a reaction mixture containing such starting material, surfactant and blowing agent.

  不饱和酰亚胺（如 4,4'-亚甲基二苯胺-双马来酰亚胺）、不饱和胺基酸（如双马来酰亚胺酸）以及不饱和酸酐（如马来酸酐和聚（伯胺））的混合物可制备可浸润、不溶于普通溶剂且不易在空气中点燃和燃烧的树脂泡沫产品。将含有此类起始材料、表面活性剂和发泡剂的反应混合物加热至树脂发泡温度，即可制成树脂泡沫。
• Polyolefines reinforced with glass fibres and their use
  申请人：Montedison S.p.A.

  公开号：EP0008703A1

  公开（公告）日：1980-03-19

  Blends consisting of: (a) 50-90% by weight of a crystalline polyolefin, such as polyethylene or polypropylene, and (b) 50-10% by weight of glass fibers, characterized in that said blends contain from 0.5 to 5% by weight, with respect to the polyolefin, of a bis-maleamic acid coupling agent such as N.N'-hexamethylene- or N.N'- dodecamethylene- bis-maleamic acid. Glass fiber-reinforced polyolefins are also claimed.

  由以下物质组成的混合物：(a) 50-90%（按重量计）的结晶聚烯烃，如聚乙烯或聚丙烯，和(b) 50-10%（按重量计）的玻璃纤维，其特征在于，所述混合物含有 0.5-5%（按重量计）的双马来酰亚胺酸偶联剂，如 N.N'-六亚甲基-或 N.N'-十二亚甲基-双马来酰亚胺酸。 还要求获得玻璃纤维增强聚烯烃。
• Glass fibres for the reinforcement of polyolefins and reinforced polyolefin compositions obtained therefrom
  申请人：Montedison S.p.A.

  公开号：EP0036097A2

  公开（公告）日：1981-09-23

  Glass fibres for the production of reinforced polymers, characterized in that said fibres have a coating comprising, besides a film forming agent of polyolefinic kind and a silane, also a bis-maleamic acid such as N.N'-hexamethylene-bis-maleamic acid, N.N'-dodecamethylene-bis-maleamic acid or N.N'-isophoron-bis-maleamic acid. The invention also concerns blends consisting of 50-90% by weight of a crystalline polyolefin (e,g, polypropylene) and 50-10%by weight of glass fibres coated as indicated above.

  用于生产增强聚合物的玻璃纤维，其特征在于所述纤维有一层涂层，除了聚烯烃类成膜剂和硅烷外，还包括双马来酸，如 N.N'-六亚甲基双马来酸、N.N'-十二亚甲基双马来酸或 N.N'-异佛尔酮双马来酸。 本发明还涉及由 50-90%（按重量计）的结晶聚烯烃（如聚丙烯）和 50-10%（按重量计）的涂有上述涂层的玻璃纤维组成的混合物。
• Process for promoting the adhesion of polyolefins to other materials
  申请人：Montedison S.p.A.

  公开号：EP0036949A2

  公开（公告）日：1981-10-07

  A process for promoting the adhesion of polyolefins to metals, glass sheets, cement, asbestos or polar polymers (polyamides, polyesters, ethylene-vinyl acetate copolymers, etc.), which consists in modifying the polyolefin by reaction with 0.01 % - 7% by weight of a compound selected from the group consisting of bis-maleamic acids, bis-fumaramic acids, alkyl esters of said acids in which the alkyl radical has from 1 to 12 carbon atoms, and precursors of said acids or esters, and successively heating at temperature at which the polyolefin is applied to the support to be coated. The main applications concern the lining of pipes or other manufactured metal articles in order to protect them against chemical and atmospheric agents.

  一种促进聚烯烃与金属、玻璃板、水泥、石棉或极性聚合物（聚酰胺、聚酯、乙烯-醋酸乙烯共聚物等）粘合的工艺，包括通过与 0.01% - 7% （按重量计）的化合物进行改性，该化合物选自双马来酰胺酸、双富马酸、上述酸的烷基酯（其中烷基具有 1 - 12 个碳原子）以及上述酸或酯的前体，然后在将聚烯烃涂覆到待涂覆的支撑物上的温度下连续加热。 主要应用于管道或其他金属制品的内衬，以保护其免受化学和大气介质的影响。