2-[3-[Bis(2-hydroxyethyl)amino]propanoyloxy]ethyl 2-bromo-2-methylpropanoate | 838874-14-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[3-[Bis(2-hydroxyethyl)amino]propanoyloxy]ethyl 2-bromo-2-methylpropanoate
• 英文别名: 2-[3-[bis(2-hydroxyethyl)amino]propanoyloxy]ethyl 2-bromo-2-methylpropanoate
• CAS: 838874-14-9
• 化学式: C₁₃H₂₄BrNO₆
• 分子量: 370.241
• InChiKey: PXYLIADYLWRSCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  丙烯酸羟乙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 29.0h， 生成 2-[3-[Bis(2-hydroxyethyl)amino]propanoyloxy]ethyl 2-bromo-2-methylpropanoate
  参考文献：
  名称：

  Synthesis of Well-Defined Y-Shaped Zwitterionic Block Copolymers via Atom-Transfer Radical Polymerization

  摘要：

  A series of well-defined Y-shaped (AB(2)-type) zwitterionic block copolymers were synthesized by atom-transfer radical polymerization (ATRP). First, a bishydroxy-functional ATRP initiator was synthesized by esterification of 2-hydroxyethyl acrylate with 2-bromoisobutyryl bromide, followed by Michael addition using excess diethanolamine. 2-(Diethylamino)ethyl methacrylate (DEA) was polymerized via ATRP using this bishydroxy-functional initiator. The bromine end groups of PDEA were then quantitatively removed by radical chain transfer using excess N,N,N',N",N"-pentamethyldiethylenetri-amine (PMDETA). Esterification of the omega-bishydroxyl end groups using excess 2-bromoisobutyryl bromide afforded a PDEA-based omega-bifunctional macroinitiator [PDEA-(Br)(2)]. A series of Y-shaped zwitterionic PDEA-(PSEMA)(2) [PSEMA poly(succinyloxyethyl methacrylate)] block copolymers were synthesized via ATRP of 2-hydroxyethyl methacrylate (HEMA) using this PDEA-(Br)(2) macroinitiator, followed by reacting the HEMA hydroxyl groups with succinic anhydride. The 'schizophrenic' micellization character of these Y-shaped zwitterionic block copolymers in aqueous solution was confirmed by H-1 NMR spectroscopy, aqueous electrophoresis, and dynamic light-scattering studies.

  DOI：

  10.1021/ma048511j

文献信息

• Synthesis of Well-Defined Y-Shaped Zwitterionic Block Copolymers via Atom-Transfer Radical Polymerization
  作者：Yuanli Cai、Steven P. Armes

  DOI：10.1021/ma048511j

  日期：2005.1.1

  A series of well-defined Y-shaped (AB(2)-type) zwitterionic block copolymers were synthesized by atom-transfer radical polymerization (ATRP). First, a bishydroxy-functional ATRP initiator was synthesized by esterification of 2-hydroxyethyl acrylate with 2-bromoisobutyryl bromide, followed by Michael addition using excess diethanolamine. 2-(Diethylamino)ethyl methacrylate (DEA) was polymerized via ATRP using this bishydroxy-functional initiator. The bromine end groups of PDEA were then quantitatively removed by radical chain transfer using excess N,N,N',N",N"-pentamethyldiethylenetri-amine (PMDETA). Esterification of the omega-bishydroxyl end groups using excess 2-bromoisobutyryl bromide afforded a PDEA-based omega-bifunctional macroinitiator [PDEA-(Br)(2)]. A series of Y-shaped zwitterionic PDEA-(PSEMA)(2) [PSEMA poly(succinyloxyethyl methacrylate)] block copolymers were synthesized via ATRP of 2-hydroxyethyl methacrylate (HEMA) using this PDEA-(Br)(2) macroinitiator, followed by reacting the HEMA hydroxyl groups with succinic anhydride. The 'schizophrenic' micellization character of these Y-shaped zwitterionic block copolymers in aqueous solution was confirmed by H-1 NMR spectroscopy, aqueous electrophoresis, and dynamic light-scattering studies.