14-Hydroxy-octadecansaeure | 36377-35-2

• 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: 14-Hydroxy-octadecansaeure
• 英文别名: 14-Hydroxy stearic acid；14-hydroxyoctadecanoic acid
• CAS: 36377-35-2；17773-35-2
• 化学式: C₁₈H₃₆O₃
• 分子量: 300.482
• InChiKey: LEKAIGKHNJSDAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  14-Hydroxy-octadecansaeure 在 硫酸 、 Cr₂O₇^(2-)*2K⁽¹⁺⁾*2H₂O 作用下， 以 二甲基亚砜 为溶剂， 反应 14.0h， 以30%的产率得到14-oxooctadecanoic acid
  参考文献：
  名称：

  Comparison of Dipolar, H-Bonding, and Dispersive Interactions on Gelation Efficiency of Positional Isomers of Keto and Hydroxy Substituted Octadecanoic Acids

  摘要：

  A systematic study of the importance of functional group position and type on the gelator efficiencies of structurally simple, low molecular mass gelators is reported. Thus, the gelation abilities of a series of positional isomers of ketooctadecanoic acid (n-KSA) are compared in a wide range of liquids. The gelation abilities of the n-KSA as a function of n, the keto group position along the chain, are characterized by several structural, thermal, and rheological techniques and are compared with those of the corresponding hydroxyoctadecanoic acid isomers (n-HSA) and the parent molecule, octadecanoic acid (SA). Analyses of the gels according to the strengths of functional group interactions along the alkyl chain in terms of group position and type are made. The conclusions derived from the study indicate that gel stability is enhanced when the functional group is located relatively far from the carboxylic headgroup and when group-group interactions are stronger (i.e., hydrogen bonding interactions are stronger in the n-HSA than dipole interactions in the n-KSA, which are stronger than the London dispersion interactions in SA). Co-crystals of the keto- and hydroxy-substituted octadecanoic acids are found to be less efficient gelators than even the ketooctadecanoic acids, due to molecular packing and limited group interactions within the gelator networks.

  DOI：

  10.1021/la400664q
• 作为产物：
  描述：

  14-Hydroxy-octadecansaeure-methylester 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.5h， 以90%的产率得到14-Hydroxy-octadecansaeure
  参考文献：
  名称：

  位置异构体对其分子凝胶，分散体和固态中外消旋羟基十八烷酸聚集体的宏观和纳米结构的影响

  摘要：

  研究了一系列羟基硬脂酸（HSA）的分子间/分子间氢键。由这些具有异构羟基的脂肪酸获得的分子凝胶的自组装受到仲羟基位置的影响。如FT-IR所示，2-羟基硬脂酸（2HSA）不会形成分子二聚体，并且由于仲羟基无法形成分子间的H键，因此沿仲轴的生长受到抑制。同样，XRD长间隔短于羟基硬脂酸的二聚体长度。3-羟基硬脂酸（3HSA）形成无环二聚体，并且羟基无法氢键结合，从而阻止了晶体结构沿副轴生长。最后，异构体6HSA，8HSA，10HSA，12HSA和14HSA具有相似的XRD和FT-IR模式，这表明这些分子都以相似的方式自组装。单体形成羧基环状二聚体，并且仲羟基促进沿仲轴的生长。

  DOI：

  10.1021/la204412t

文献信息

• [EN] DRUG CONJUGATES<br/>[FR] CONJUGUÉS DE MÉDICAMENT
  申请人：UNIV MISSOURI

  公开号：WO2009158633A1

  公开（公告）日：2009-12-30

  Conjugated compounds comprising a therapeutic or diagnostic agent linked to a substrate for a cell membrane transporter or receptor by lipophilic linker are provided.

  提供了包含治疗或诊断药物与细胞膜转运体或受体的底物通过亲脂性连接剂连接的共轭化合物。
• Seal swell agents for lubrication compositions
  申请人：The Lubrizol Corporation

  公开号：US10669504B2

  公开（公告）日：2020-06-02

  The invention relates to a seal swell agent which is a substituted sulfonyldibenzene compound, and lubricating compositions containing the seal swell agent. The substituents on the benzene rings may be hydrocarbyl groups of 4 to 20 carbon atoms or alkylene groups of 1-2 carbon atoms with further functional groups.

  本发明涉及一种密封膨胀剂，该膨胀剂是一种取代的磺酰基二苯化合物，并且包含密封膨胀剂的润滑组合物。苯环上的取代基可以是4至20个碳原子的烃基或1-2个碳原子的烷基，还可以带有进一步的功能基团。
• PROCESSES FOR PREPARING ESTOLIDE BASE OILS AND OLIGOMERIC COMPOUNDS THAT INCLUDE CROSS METATHESIS
  申请人：Thompson Travis

  公开号：US20130158277A1

  公开（公告）日：2013-06-20

  Provided herein are estolide base oils and oligomeric compounds prepared from processes that include cross metathesis. Exemplary processes include the preparation of terminally-unsaturated fatty acids by cross metathesis, and the subsequent oligomerization of terminally-unsaturated fatty acids to provide estolide compounds, such as the process set forth below:

  本文提供了通过交叉重合反应制备的酯基油和寡聚化合物。示例过程包括通过交叉重合反应制备末端不饱和脂肪酸，以及随后的末端不饱和脂肪酸寡聚化制备酯基化合物，例如下面所述的过程：
• PROCESSES FOR PREPARING ESTOLIDE BASE OILS AND BIOBASED COMPOUNDS THAT INCLUDE ETHYLENEOLYSIS
  申请人：BIOSYNTHETIC TECHNOLOGIES, LLC.

  公开号：US20160244397A1

  公开（公告）日：2016-08-25

  Provided herein are compounds prepared from processes that include ethyleneolysis. Exemplary processes include the preparation of terminally-unsaturated fatty acid reactant by ethyleneolysis catalyzed by a cyclic alkyl amino carbene ruthenium complex. The subsequent oligomerization of terminally-unsaturated fatty acid reatants provides estolide compounds, as exemplified by the process set forth below:

  本文提供的化合物是通过乙烯解聚等过程制备的。其中，乙烯解聚催化剂采用环状烷基氨基卡宾钌配合物，用于制备末端不饱和脂肪酸反应物。随后，末端不饱和脂肪酸反应物的寡聚化提供了酯酰化合物，例如下面所示的过程：
• Grease composition
  申请人：MOBIL OIL CORPORATION

  公开号：EP0151859A2

  公开（公告）日：1985-08-21

  Grease compositions, wherein the grease is thickened with a metal hydroxy-containing soap grease thickener are provided. Other essential ingredients of the compositions include borated hydroxyhydrocarbyl esters and phosphorus and sulfur moieties.

  本发明提供了润滑脂组合物，其中润滑脂使用含金属羟基的皂类润滑脂增稠剂进行增稠。组合物的其他基本成分包括硼化羟基羰基酯以及磷和硫分子。