2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride | 652966-97-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride
• 英文别名: 2-(2-chlorocarbonylallyloxymethyl)acryloyl chloride；2-(2-Carbonochloridoylprop-2-enoxymethyl)prop-2-enoyl chloride
• CAS: 652966-97-7
• 化学式: C₈H₈Cl₂O₃
• 分子量: 223.056
• InChiKey: KLOHQWOGRLUMBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  牙科用膦酸化双（甲基丙烯酰胺）的合成与聚合

  摘要：

  合成了新型的含膦酸酯和膦酸的双（甲基丙烯酰胺）。含膦酸酯的单体（1a和1b）是通过2-（2-氯羰基-烯丙氧基甲基）-丙烯酰氯与2-氨基乙基膦酸二乙酯和1-氨基甲基膦酸二乙酯的酰胺化反应合成的。含膦酸的单体（2a和2b）是通过三甲基甲硅烷基溴（TMSBr）水解1a和1b合成的。所有单体均为液体，溶于水和乙醇。1a和1b的热均聚在80°C下使用2,2'-偶氮二（异丁腈）（AIBN）进行批量和溶液化处理，得到的交联聚合物表明这些单体的环化趋势较低。还使用光DSC和2,2'-二甲氧基-2-苯基苯乙酮（DMPA）作为光引发剂对其进行了均聚，发现它们的最大聚合速率高于商业单体2,2-双[4（2） [-羟基-3-甲基丙烯酰氧基丙氧基]苯基]丙烷（Bis-GMA）和甲基丙烯酸2-羟乙酯（HEMA），表明它们在牙科材料中作为反应性稀释剂或交联剂的潜力。实际上，与单体1a共聚可改善Bis-GMA和HEMA的光

  DOI：

  10.1002/pola.25835
• 作为产物：
  描述：

  di-tert-butyl 2,2'-[oxybis(methylene)]diacrylate 在 草酰氯 、 三氟乙酸 作用下， 生成 2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride
  参考文献：
  名称：

  Synthesis and evaluations of bisphosphonate-containing monomers for dental materials

  摘要：

  AbstractTwo new bismethacrylamide (1, 2) and two new methacrylamide (3, 4) dental monomers were synthesized. In each group, one monomer contains a bisphosphonate group, the other a bisphosphonic acid group. Monomer 1 and 3 were synthesized by amidation of 2‐(2‐chlorocarbonyl‐allyloxymethyl)‐acryloylchloride and methacryloyl chloride with tetraethyl aminomethyl‐bis(phosphonate) and converted to the bisphosphonic acid monomers 2 and 4 by hydrolysis with trimethylsilyl bromide. Monomer 1 (m.p.: 71–72 °C), monomer 3 (33–34 °C), and monomer 4 (no m.p.) were obtained as white solids and monomer 2 a viscous liquid, soluble in water. Homopolymerization of 1 gave crosslinked polymers, indicating its low cyclization tendency. The photopolymerization studies indicated that its copolymerizability with 2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxy propyloxy) phenyl] propane and 2‐hydroxyethyl methacrylate (HEMA) without changing their rates and conversions significantly means that it could be used as a biocompatible crosslinker. Although monomer 2 showed low polymerizability, because of its good performance in terms of solubility, hydrolytic stability, hydroxyapatite interaction, acidity, and copolymerizability with HEMA, it shows potential to be used in self‐etching dental adhesives. The thermal polymerization of 3 resulted in soluble polymers and evaluation of monomer 4 in terms of solubility, acidity, and copolymerizability with HEMA indicated its potential as an adhesive monomer. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

  DOI：

  10.1002/pola.26305

文献信息

• Controlled Cyclopolymerization of Difunctional Vinyl Monomers in Coordination Nanochannels
  作者：Takashi Uemura、Ryo Nakanishi、Tetsuya Kaseda、Noriyuki Uchida、Susumu Kitagawa

  DOI：10.1021/ma501232n

  日期：2014.11.11

  Radical cyclopolymerization of difunctional monomers based on 1,6-diene components was performed in one-dimensional channels of porous coordination polymers (PCPs). Although bulk or solution polymerization of the monomers usually gives cross-linked insoluble polymers, the unfavorable interpolymer reactions were effectively suppressed in the narrow nanochannels of PCPs to provide soluble linear polymers. The pore matrices and functionality of PCPs can be readily designed by changing the organic ligands, so that polymerization of the diene monomers in different sized pores was examined. The primary structures of the resulting polymers, such as branching, cyclic structure, and stereoregularity, were changed, depending on the pore characteristics of the PCPs.