1,4-Butanediol dibehenate | 61682-72-2

• 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: 1,4-Butanediol dibehenate
• 英文别名: 4-docosanoyloxybutyl docosanoate
• CAS: 61682-72-2
• 化学式: C₄₈H₉₄O₄
• 分子量: 735.272
• InChiKey: ZHFKPQUAKSMCKS-UHFFFAOYSA-N

物化性质

• 沸点：
  736.3±43.0 °C(Predicted)
• 密度：
  0.888±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  21.9
• 重原子数：
  52
• 可旋转键数：
  47
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-丁二醇 、 二十二酸 在 光气 、 N,N-二甲基甲酰胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 1,4-Butanediol dibehenate
  参考文献：
  名称：

  Monotropic Polymorphism in Ester-Based Phase Change Materials from Fatty Acids and 1,4-Butanediol

  摘要：

  This article reports on the synthesis, thermal behavior, and morphology of phase change materials based on diesters from 1,4-butanediol with palmitic (BD16), stearic (BD18), or behenic (BD22) acid. The crystalline contents and melting enthalpies of all substances exceed 90% and 180 J/g, respectively. The molecules display monotropic polymorphism. The metastable beta' form is built from outstretched molecules, whereas the denser, stable beta form is composed of molecules with a kinked conformation. BD18 and BD22 crystallize into the beta' form during cooling. Only BD18 transforms into the beta form during subsequent heating via a solid-solid transition. The resistance of BD22 to convert into the beta form is believed to originate from the lack of mobility associated with longer aliphatic chains. In contrast, the polymorphic conversion is thought to be very efficient and to take place during cooling for the shorter BD16 molecules. The hypothesis is put forward that the original BDI6 beta' nuclei are rapidly overgrown by the beta phase by which crystal growth is postponed to larger supercooling where the beta phase can grow from the melt. Consequently, BD16 only occurs in the beta form. The melt crystallization of BD18 and BD22 into the beta' form hardly requires any supercooling.

  DOI：

  10.1021/cg400339z

文献信息

• Monotropic Polymorphism in Ester-Based Phase Change Materials from Fatty Acids and 1,4-Butanediol
  作者：S. Cabus、K. Bogaerts、J. Van Mechelen、M. Smet、B. Goderis

  DOI：10.1021/cg400339z

  日期：2013.8.7

  This article reports on the synthesis, thermal behavior, and morphology of phase change materials based on diesters from 1,4-butanediol with palmitic (BD16), stearic (BD18), or behenic (BD22) acid. The crystalline contents and melting enthalpies of all substances exceed 90% and 180 J/g, respectively. The molecules display monotropic polymorphism. The metastable beta' form is built from outstretched molecules, whereas the denser, stable beta form is composed of molecules with a kinked conformation. BD18 and BD22 crystallize into the beta' form during cooling. Only BD18 transforms into the beta form during subsequent heating via a solid-solid transition. The resistance of BD22 to convert into the beta form is believed to originate from the lack of mobility associated with longer aliphatic chains. In contrast, the polymorphic conversion is thought to be very efficient and to take place during cooling for the shorter BD16 molecules. The hypothesis is put forward that the original BDI6 beta' nuclei are rapidly overgrown by the beta phase by which crystal growth is postponed to larger supercooling where the beta phase can grow from the melt. Consequently, BD16 only occurs in the beta form. The melt crystallization of BD18 and BD22 into the beta' form hardly requires any supercooling.