[2-(Hydroxymethyl)-6-phenylmethoxyhexyl] methyl carbonate | 1394350-44-7

• 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: [2-(Hydroxymethyl)-6-phenylmethoxyhexyl] methyl carbonate
• 英文别名: [2-(hydroxymethyl)-6-phenylmethoxyhexyl] methyl carbonate
• CAS: 1394350-44-7
• 化学式: C₁₆H₂₄O₅
• 分子量: 296.364
• InChiKey: IOFJPWGOZMFLCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-溴丁醚苄酯 在 lithium aluminium tetrahydride 、 sodium methylate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 mineral oil 为溶剂， 生成 [2-(Hydroxymethyl)-6-phenylmethoxyhexyl] methyl carbonate 、 [2-(Methoxycarbonyloxymethyl)-6-phenylmethoxyhexyl] methyl carbonate
  参考文献：
  名称：

  Aliphatic Hyperbranched Polycarbonates: Synthesis, Characterization, and Solubility in Supercritical Carbon Dioxide

  摘要：

  Recently much effort has been devoted to developing drug delivery systems based on macromolecules of three-dimensional structure. In addition to dendrimers which are widely studied, hyperbranched polymers are gaining more and more attention. Among numerous polymeric materials used in drug delivery systems, aliphatic polycarbonates are one of the most interesting ones due to biocompatibility, nontoxic degradation products, and the absence of autocatalytic effect during the degradation process. However, they show poor solubility in supercritical carbon dioxide. This paper describes the synthesis of 5-(4-hydroxybutyl)-1,3-dioxan-2-one and its application for preparation of hyperbranched aliphatic polycarbonates. Linear analogues of the poly(5-(4-hydroxybutyl)-1,3-dioxan-2-one) were prepared, too, and the structures were compared by means of C-13 NMR. Ring-opening polymerization of 5(4-hydroxybutyl)-1,3-dioxan-2-one led to polymers containing solely primary hydroxyl groups which were subsequently reacted with trifluoroacetic anhydride. The phase behavior of fluorinated polymer in supercritical carbon dioxide was explored as a function of concentration and temperature. Modified hyperbranched polycarbonate showed reasonably good solubility in carbon dioxide. It was shown that hyperbranched structure of a polymer facilitate solubility even though the carbonate structural units do not promote solubility in scCO(2).

  DOI：

  10.1021/ma3011153

文献信息

• Aliphatic Hyperbranched Polycarbonates: Synthesis, Characterization, and Solubility in Supercritical Carbon Dioxide
  作者：Mariusz Tryznowski、Karolina Tomczyk、Zbigniew Fraś、Jacek. Gregorowicz、Gabriel Rokicki、Edyta Wawrzyńska、Paweł G. Parzuchowski

  DOI：10.1021/ma3011153

  日期：2012.9.11

  Recently much effort has been devoted to developing drug delivery systems based on macromolecules of three-dimensional structure. In addition to dendrimers which are widely studied, hyperbranched polymers are gaining more and more attention. Among numerous polymeric materials used in drug delivery systems, aliphatic polycarbonates are one of the most interesting ones due to biocompatibility, nontoxic degradation products, and the absence of autocatalytic effect during the degradation process. However, they show poor solubility in supercritical carbon dioxide. This paper describes the synthesis of 5-(4-hydroxybutyl)-1,3-dioxan-2-one and its application for preparation of hyperbranched aliphatic polycarbonates. Linear analogues of the poly(5-(4-hydroxybutyl)-1,3-dioxan-2-one) were prepared, too, and the structures were compared by means of C-13 NMR. Ring-opening polymerization of 5(4-hydroxybutyl)-1,3-dioxan-2-one led to polymers containing solely primary hydroxyl groups which were subsequently reacted with trifluoroacetic anhydride. The phase behavior of fluorinated polymer in supercritical carbon dioxide was explored as a function of concentration and temperature. Modified hyperbranched polycarbonate showed reasonably good solubility in carbon dioxide. It was shown that hyperbranched structure of a polymer facilitate solubility even though the carbonate structural units do not promote solubility in scCO(2).