耐高温环氧树脂（4,4'-TGDDE） | 105359-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 耐高温环氧树脂（4,4'-TGDDE）
• 英文名称: 4,4′-oxybis(N,N-bis(oxiran-2-ylmethyl)aniline)
• 英文别名: 4-[4-[bis(oxiran-2-ylmethyl)amino]phenoxy]-N,N-bis(oxiran-2-ylmethyl)aniline
• CAS: 105359-67-9
• 化学式: C₂₄H₂₈N₂O₅
• 分子量: 424.497
• InChiKey: RBJHPSNJBPQGKG-UHFFFAOYSA-N

物化性质

• 沸点：
  618.2±40.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  耐高温环氧树脂（4,4'-TGDDE） 生成 [3-[4-[4-[bis(2-hydroxy-3-phosphonooxypropyl)amino]phenoxy]-N-(2-hydroxy-3-phosphonooxypropyl)anilino]-2-hydroxypropyl] dihydrogen phosphate
  参考文献：
  名称：

  TOKMURZIN ZH. T.; ERGOZHIN E. E.; ATSHABAROVA R. B.; MENLIGAZIEV E. ZH.; +, DOKL. AN CCCP, 294,(1987) N 2, 413-415

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N,N',N'-tetrakis(2-hydroxy-3-chloropropyl)-4,4'-diaminodiphenylether 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 耐高温环氧树脂（4,4'-TGDDE）
  参考文献：
  名称：

  Highly functionalized epoxy macromolecule as an anti-corrosive material for carbon steel: Computational (DFT, MDS), surface (SEM-EDS) and electrochemical (OCP, PDP, EIS) studies

  摘要：

  In present study, a tetra-functionalized aromatic epoxy pre-polymer namely, 4,4'-oxybis(N,N-bis(oxiran-2-ylmethyl)aniline) (AA2) was synthesized and established as corrosion inhibitor for carbon steel corrosion in 1 M HCl medium. The prepolymer was characterized by proton nuclear magnetic resonance (H-1 NMR) and Fourier-transform infrared spectroscopy (FT-IR) spectral techniques and its inhibition property was demonstrated using electrochemical open circuit potential (OCP), potentiodynamic polarization (PDP) and electrochemical impedance spectroscopy (EIS), surface scanning electron microscopy (SEM) analysis coupled with energy dispersive spectroscopy (EDS) analysis and computational density functional theory (OFT) and molecular dynamic (MD) simulations methods. Electrochemical studies demonstrate that AA2 acts as sensibly good inhibitor for carbon steel in 1 M HCI medium and showed highest efficiency of as high as 91.3% at 10(-3) M. The PDP results show that AA2 behaves as predominantly cathodic type of inhibitor. SEM analysis coupled with EDS showed that AA2 forms surface protective films and isolates the metal from aggressive solution. DFT studies suggest that both neutral as well as cationic forms of the AA2 strongly interact with metallic surface using two aromatic and four oxirane rings. Molecular dynamic simulations (MDS) study showed that AA2 adsorb strongly on metallic surface using their electron rich centers and acquires the parallel or flat orientation. Outcomes of the experimental (SEM-EDS, OCP, EIS and PDP) and computational (DFT and MDS) studies were in excellent concurrence. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.112535

文献信息

• HIGH-PURITY EPOXY COMPOUND AND METHOD OF PRODUCING THEREOF
  申请人：Ishikawa Michiya

  公开号：US20130012730A1

  公开（公告）日：2013-01-10

  An epoxy compound of high-purity N,N,N′,N′-tetraglycidyl-3,4′-diaminodiphenyl ether is produced by: an addition reaction step of reacting 3,4′-diaminodiphenyl ether with epichloro-hydrin in a polar protic solvent at 65 to 100° C. for 12 hours or longer to form N,N,N′,N′-tetrakis(3-chloro-2-hydroxypropyl)-3,4′-diaminodiphenyl ether; and a cyclization reaction step of reacting the N,N,N′,N′-tetrakis(3-chloro-2-hydroxypropyl)-3,4′-diaminodiphenyl ether with an alkali compound for dehydrochlorination.

  高纯度N,N,N′,N′-四(环氧丙基)-3,4′-二氨基二苯醚环氧化合物的制备方法为：在极性质子溶剂中，将3,4′-二氨基二苯醚与环氧氯丙烷在65至100℃反应12小时或更长时间，形成N,N,N′,N′-四(3-氯-2-羟基丙基)-3,4′-二氨基二苯醚，然后将其与一种碱化合物进行环化反应，去除氢氯酸。
• Härtbare Gemische enthaltend ein Epoxidharz, ein Imidazolid und ein Polysulfon
  申请人：CIBA-GEIGY AG

  公开号：EP0194232A2

  公开（公告）日：1986-09-10

  Lagerstabile, heisshärtbare Gemische enthaltend (a) 100 Gewichtsteile eines Epoxidharzes (b) 3-15 Gewichtsteile eines Imidazolids der Formel worin z.B. R' = Phenyl, R2, R3, R5 und R7 gleich Wasserstoff und R4, R6 und R8 gleich Methyl sind, und (c) 2-50 Gewichsteile eines thermoplastischen Polysulfons mit einem durchschnittlichen Molekulargewicht von mindestens 10000. Die Gemische eignen sich insbesondere für die Herstellung von Formkörpern, Prepregs und Klebefilmen mit vorzüglichen thermischen und mechanischen Eigenschaften.

  含有储存稳定的热固化混合物 (a) 100 份（按重量计）环氧树脂 (b) 3-15 份（按重量计）式中的咪唑内酰胺 其中，R'=苯基，R2、R3、R5 和 R7 为氢，R4、R6 和 R8 为甲基，以及 (c) 2-50 份（按重量计）平均分子量至少为 10,000 的热塑性聚砜。 混合物特别适用于生产具有优异热性能和机械性能的模塑制品、预浸料和粘合膜。
• LIQUID CRYSTAL ALIGNING AGENT
  申请人：JSR Corporation

  公开号：EP0840161A1

  公开（公告）日：1998-05-06

  A liquid crystal alignment agent containing at least two kinds of polymers selected from the group consisting of polyamic acids and imidized polymers and having a structure obtained by dehydration and ring closure of polyamic acid. In the at least two kinds of polymers contained in the liquid crystal alignment agent, the polymer of higher imidization degree has a smaller surface free energy. The liquid crystal alignment agent gives a liquid crystal display device having less stuck image and high pretilt angle.

  一种液晶配向剂，含有至少两种聚合物，这两种聚合物选自聚酰胺酸和亚胺 化聚合物，其结构由聚酰胺酸脱水和闭环获得。在液晶配向剂所含的至少两种聚合物中，酰亚胺化程度较高的聚合物的表面自由能较小。这种液晶配向剂使液晶显示装置具有较少的卡影现象和较高的前倾角。
• HIGH-PURITY EPOXY COMPOUND AND METHOD FOR PRODUCING SAME
  申请人：Toray Fine Chemicals Co., Ltd.

  公开号：EP2551267A1

  公开（公告）日：2013-01-30

  Provided are an epoxy compound of high-purity N,N,N',N'-tetraglycidyl-3,4'-diaminodiphenyl ether and a method for producing the same. High-purity N,N,N',N'-tetraglycidyl-3,4'-diaminodiphenyl ether is produced by: an addition reaction step of reacting 3,4'-diaminodiphenyl ether with epichlorohydrin in a polar protic solvent at 65 to 100°C for 12 hours or longer to form N,N,N',N'-tetrakis(3-chloro-2-hydroxypropyl)-3,4'-diaminodiphenyl ether; and a cyclization reaction step of reacting the N,N,N',N'-tetrakis(3-chloro-2-hydroxypropyl)-3,4'-diaminodiphenyl ether with an alkali compound for dehydrochlorination.

  本文提供了一种高纯度 N,N,N',N'-四缩水甘油-3,4'-二氨基二苯醚环氧化合物及其生产方法。高纯度 N,N,N',N'-四raglycidyl-3,4'-diaminodiphenyl ether 是通过以下方法生产的：加成反应步骤：3,4'-二氨基二苯醚与环氧氯丙烷在极性原溶剂中于 65-100°C 下反应 12 小时或更长时间，生成 N,N,N',N'-四(3-氯-2-羟基丙基)-3,4'-二氨基二苯醚；环化反应步骤：将 N,N,N',N'-四(3-氯-2-羟基丙基)-3,4'-二氨基二苯醚与碱化合物进行脱氢氯化反应。
• Epoxy resin composition, prepreg, and carbon fiber-reinforced composite material
  申请人：TORAY INDUSTRIES, INC.

  公开号：US10400076B2

  公开（公告）日：2019-09-03

  An epoxy resin composition including [A1] a hardener represented by Formula (1), and [B] an aromatic epoxy resin having tri- or higher functionality, wherein a carbon nuclear relaxation time T1C corresponding to a benzene ring carbon atom in the main backbone of Formula (1) assigned to 130 ppm in a solid-state 13C-NMR spectrum is 42 seconds or longer, and a prepreg and a carbon fiber-reinforced composite material obtained using the epoxy resin composition: wherein X represents any one selected from —CH2—, —O—, —CO—, —C(═O)O—, —S—, —SO2—, and —NHC(═O)—; n represents 1 to 5; and R1 to R6 each represent at least one selected from the group consisting of a hydrogen atom, an aliphatic hydrocarbon group having 1 to 4 carbon atoms, an alicyclic hydrocarbon group having 4 or less carbon atoms, and an a halogen atom, wherein when X is —C(═O)O— or —NHC(═O)—, X may be in either direction. Provided are an epoxy resin composition that provides a carbon fiber-reinforced composite material excellent in tensile strength and compression strength and suitable as a structural material, a prepreg, and a carbon fiber-reinforced composite material.

  一种环氧树脂组合物，包括[A1]由式（1）表示的固化剂和[B]具有三官能度或更高官能度的芳香族环氧树脂，其中对应于式（1）主骨架中苯环碳原子的碳核弛豫时间 T1C 在固态 13C-NMR 光谱中分配到 130 ppm 的时间为 42 秒或更长，以及使用该环氧树脂组合物获得的预浸料和碳纤维增强复合材料： 其中 X 代表选自-CH2-、-O-、-CO-、-C(═O)O-、-S-、-SO2- 和-NHC(═O)-的任一种；n 代表 1 至 5；和 R1 至 R6 各自代表至少一个选自氢原子、具有 1 至 4 个碳原子的脂族烃基、具有 4 个或更少碳原子的脂环烃基和卤素原子组成的组，其中当 X 为 -C(═O)O- 或 -NHC(═O)- 时，X 可在任一方向上。 本发明提供了一种环氧树脂组合物，它能提供抗拉强度和压缩强度优异的碳纤维增强复合材料，并适用于结构材料、预浸料和碳纤维增强复合材料。