Triacontanedioyl dichloride | 224036-22-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: Triacontanedioyl dichloride
• CAS: 224036-22-0
• 化学式: C₃₀H₅₆Cl₂O₂
• 分子量: 519.679
• InChiKey: HHXFPFBPRBMDCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  34
• 可旋转键数：
  29
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Triacontanedioyl dichloride 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  一种双亲性-强极性智能转换的阳离子型表面 活性剂

  摘要：

  本发明公开了一种双亲性‑强极性智能转换的阳离子型表面活性剂，属于表面活性剂科学与应用技术领域。本发明以长链烷二酸为原料，经酰氯化、酰胺化、氢化铝锂还原和溴代反应，最终合成了N‑Cn‑N+表面活性剂，这一表面活性剂通过调控疏水基团实现了智能转换，表面活性剂在转换过程中，在水中进行，实现了表面活性剂的回收和重复利用，可广泛应用在油品乳化运输、纳米材料合成和非均相催化等领域。

  公开号：

  CN111346569B
• 作为产物：
  描述：

  环十五内酯 在 palladium on activated charcoal sodium hydroxide 、 三甲基氯硅烷 、 草酰氯 、 氢气 、 sodium methylate 、 碳酸氢钠 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 150.0 ℃ 、1.38 MPa 条件下， 反应 39.07h， 生成 Triacontanedioyl dichloride
  参考文献：
  名称：

  Synthesis and Properties of a Bipolar, Bisphosphatidyl Ethanolamine That Forms Stable 2-Dimensional Self-Assembled Bilayer Systems and Liposomes

  摘要：

  Phosphatidyl ethanolamine is one of the most common naturally occurring phospholipids. The presence of an amino group also makes it one of the most straightforward to functionalize. Unfortunately however, it tends to form micelles and hexagonal clusters instead of forming lamellar systems such as sheets and vesicles (liposomes), key supramolecular structures for a variety of biomedical and other technical applications. This has been overcome by synthesizing a dimeric phosphatidyl ethanolamine molecule in which the acyl chains at the 2-position of glycerol are joined at their termini by a carbon-carbon bond, thus resulting in a trans-membrane type fatty acyl linkage. Such tail-to-tail bipolar transmembrane lipids are found in the membranes of thermophilic and other extremophilic bacteria. The dimeric phosphatidyl ethanolamine readily forms very uniformly flat self-assembled lamellar supramolecular arrays and liposomes that are stable at temperatures up to 80 degrees C. The planar systems formed by the new lipid were characterized by atomic force microscopy, and the uniformity of the vesicles was observed by laser scanning confocal microscopy, The thermal stability of the phospholipid and the vesicles formed was examined by NMR spectroscopy including proton T-1 measurements as a function of temperature. Fourier transform infrared spectroscopy indicated a much greater order of the alkyl chain in the dimer than in phosphatidyl ethanolamine. This extremely stable and readily functionalizable dimeric phospholipid has potential uses in the fabrication of biomaterials, stable membrane models, and liposome drug-delivery systems.

  DOI：

  10.1021/jo9902852

文献信息

• 一种双亲性-强极性智能转换的阳离子型表面 活性剂
  申请人：江南大学

  公开号：CN111346569B

  公开（公告）日：2021-05-04

  本发明公开了一种双亲性‑强极性智能转换的阳离子型表面活性剂，属于表面活性剂科学与应用技术领域。本发明以长链烷二酸为原料，经酰氯化、酰胺化、氢化铝锂还原和溴代反应，最终合成了N‑Cn‑N+表面活性剂，这一表面活性剂通过调控疏水基团实现了智能转换，表面活性剂在转换过程中，在水中进行，实现了表面活性剂的回收和重复利用，可广泛应用在油品乳化运输、纳米材料合成和非均相催化等领域。
• Synthesis and Properties of a Bipolar, Bisphosphatidyl Ethanolamine That Forms Stable 2-Dimensional Self-Assembled Bilayer Systems and Liposomes
  作者：Guijun Wang、Rawle I. Hollingsworth

  DOI：10.1021/jo9902852

  日期：1999.5.1

  Phosphatidyl ethanolamine is one of the most common naturally occurring phospholipids. The presence of an amino group also makes it one of the most straightforward to functionalize. Unfortunately however, it tends to form micelles and hexagonal clusters instead of forming lamellar systems such as sheets and vesicles (liposomes), key supramolecular structures for a variety of biomedical and other technical applications. This has been overcome by synthesizing a dimeric phosphatidyl ethanolamine molecule in which the acyl chains at the 2-position of glycerol are joined at their termini by a carbon-carbon bond, thus resulting in a trans-membrane type fatty acyl linkage. Such tail-to-tail bipolar transmembrane lipids are found in the membranes of thermophilic and other extremophilic bacteria. The dimeric phosphatidyl ethanolamine readily forms very uniformly flat self-assembled lamellar supramolecular arrays and liposomes that are stable at temperatures up to 80 degrees C. The planar systems formed by the new lipid were characterized by atomic force microscopy, and the uniformity of the vesicles was observed by laser scanning confocal microscopy, The thermal stability of the phospholipid and the vesicles formed was examined by NMR spectroscopy including proton T-1 measurements as a function of temperature. Fourier transform infrared spectroscopy indicated a much greater order of the alkyl chain in the dimer than in phosphatidyl ethanolamine. This extremely stable and readily functionalizable dimeric phospholipid has potential uses in the fabrication of biomaterials, stable membrane models, and liposome drug-delivery systems.