2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol | 620598-29-0

• 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: 2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol
• 英文别名: 2,4-dimethyl-6-bis(2-(diethylamino)ethyl)aminomethylphenol；2,4-Dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethylphenol；2-[[bis[2-(diethylamino)ethyl]amino]methyl]-4,6-dimethylphenol
• CAS: 620598-29-0
• 化学式: C₂₁H₃₉N₃O
• 分子量: 349.56
• InChiKey: MTBZXKKSDGIUPU-UHFFFAOYSA-N

物化性质

• 沸点：
  429.1±40.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  30
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol 、 2-溴-2-甲基丙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以70%的产率得到[2-[[Bis[2-(diethylamino)ethyl]amino]methyl]-4,6-dimethylphenyl] 2-bromo-2-methylpropanoate
  参考文献：
  名称：

  用于乙烯基单体（包括丙烯酸/甲基丙烯酸）的低铜ATRP的单分子配体引发剂双功能体系（ULIS）。

  摘要：

  已经开发出一种用于ATRP的新颖方法，该方法能够使乙烯基单体（包括带有羧酸基团的乙烯基单体，例如游离酸形式的丙烯酸/甲基丙烯酸）与ppm量的铜聚合。聚合反应中使用的铜量与通过常规ATRP工艺获得的纯化聚合物中残留的铜量相当。

  DOI：

  10.1039/c2cc16663a
• 作为产物：
  描述：

  聚合甲醛 、 N,N,N′,N′-四乙基二乙烯三胺 、 2,4-二甲基苯酚 以 甲醇 为溶剂， 反应 26.0h， 以98%的产率得到2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol
  参考文献：
  名称：

  Phenoxytriamine complexes of yttrium: synthesis, structure and use in the polymerization of lactide and ε-caprolactone

  摘要：

  苯氧基三胺原配体 2,4-二甲基-6-双(2-(二乙基氨基)乙基)氨基甲基苯酚 (HL1) 和 2、将 2,4-二甲基-6-双(2-(二乙氨基)乙基)氨基甲基苯酚 (HL1) 和 2,4-二叔丁基-6-双(2-(二乙氨基)乙基)氨基甲基苯酚 (HL2) 与 Y[N(SiMe2H)2]3(THF)2 在戊烷中反应，得到 L1Y[N(SiMe2H)2]2 (1) 和 L2Y[N(SiMe2H)2]2 (2)对映异构体。对 2 的 X 射线结构分析表明，它具有一个 5 配位的钇中心。复合物 1 和 2 可催化 D-L 内酯和 δ-己内酯的开环聚合反应，从而在温和条件下缩小产物的聚分散度。

  DOI：

  10.1039/b600939e

文献信息

• LIGANDS DESIGNED TO PROVIDE HIGHLY ACTIVE CATALYST COMPLEXES
  申请人：Carnegie Mellon University

  公开号：US20150087795A1

  公开（公告）日：2015-03-26

  A series of ligands with site specific electron donating substituents that form a catalyst complex with a transition metal and are suitable for catalysis of atom transfer radical reactions, including ATRP are described. Faster catalysis rates were observed allowing for low catalyst concentrations and linear increases in molecular weight with monomer conversion, and narrow molecular weight distributions. Cyclic voltammetry revealed that increasing the strength and number of conjugated electron donating groups resulted in more stable complexes and larger ATRP equilibrium constants.

  描述了一系列配体，具有特定位点的电子给体取代基，与过渡金属形成催化剂复合物，适用于催化原子转移自由基反应，包括ATRP。观察到更快的催化速率，允许低催化剂浓度和随单体转化率线性增加的分子量，以及较窄的分子量分布。循环伏安法揭示，增加共轭电子给体基团的强度和数量导致更稳定的复合物和更大的ATRP平衡常数。
• A Dual Catalyst System for Atom Transfer Radical Polymerization Based on a Halogen-Free Neutral Cu(I) Complex
  作者：Yoshihisa Inoue、Krzysztof Matyjaszewski

  DOI：10.1021/ma034979v

  日期：2003.10.1

  A neutral phenoxy-triamine copper(D complex was synthesized, and its performance as a catalyst for the ATRP of n-butyl acrylate (BA) was investigated. This halogen-free neutral cuprous complex catalyzed BA polymerization, but while the polymerization rate was high there was poor control over polymerization. The level of control over the polymerization process was improved dramatically when a small amount of a suitable copper(II) complex was added as a deactivator. Several copper(II) complexes including CuBr2, dNbpy/CuBr2, PMDETA/CuBr2, and Me6TREN/CuBr2 were investigated as deactivators. Among these deactivators, Me6TREN/CuBr2 was the most efficient at improving the level of control over the polymerization. When 3 mol % of Me6TREN/CuBr2 (versus the phenoxy-triamine copper complex) was added, the molecular weight increased linearly with conversion and agreed with theoretical values, and the polymer displayed a narrow molecular weight distribution (M-w/M-n = 1.17). The mechanism of the dual catalyst system might be similar to that proposed earlier for another binary catalyst system, the immobilized/soluble hybrid catalyst system. The high deactivation rate constant and high reducing power of Me6TREN complex might be the key properties that allow successful control over the polymerization in this dual catalyst system.
• US9533297B2
  申请人：——

  公开号：US9533297B2

  公开（公告）日：2017-01-03
• [EN] UNIMOLECULAR LIGAND-INITIATOR DUAL FUNCTIONAL SYSTEMS (UMLIDFS) AND USE THEREOF<br/>[FR] SYSTÈMES BIFONCTIONNELS LIGAND - INITIATEUR UNIMOLÉCULAIRES (UMLIDFS) ET LEUR UTILISATION
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2011040881A1

  公开（公告）日：2011-04-07

  This invention relates to the polymerization of vinyl monomers by atom transfer radical polymerization (ATRP) using metal salts in ppm molar quantities. It relates to the polymerization under ATRP conditions using unimolecular ligand-initiator dual functional systems (UMLIDFS) where the initiator and ligand for complexing the metal are part of the same molecule.