1,3-bis-undecanoyloxy-propane | 26719-53-9

• 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: 1,3-bis-undecanoyloxy-propane
• 英文别名: 1,3-Bis-undecanoyloxy-propan；Propylenglykol-diundecanoat；3-Undecanoyloxypropyl undecanoate
• CAS: 26719-53-9
• 化学式: C₂₅H₄₈O₄
• 分子量: 412.654
• InChiKey: MLXNYCMKDSMSHO-UHFFFAOYSA-N

物化性质

• 沸点：
  490.4±18.0 °C(Predicted)
• 密度：
  0.920±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  29
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  十一烷酸 、 1,3-丙二醇 生成 1,3-bis-undecanoyloxy-propane
  参考文献：
  名称：

  Breusch; Oguzer, Chemische Berichte, 1955, vol. 88, p. 1511,1516,1518

  摘要：

  DOI：

文献信息

• Solvent polarity influences product selectivity of lipase‐mediated esterification reactions in microaqueous media
  作者：S. ‐J. Kuo、K. L. Parkin

  DOI：10.1007/bf02523507

  日期：1996.11

  Esterification reactions were evaluated by using lipases fromRhizomucor miehei (Lipozyme IM20) andPseudomonas cepacia (PS‐30) with equimolar levels (1.77 mmol) of undecanoic acid and glycerol or 1,3‐propanediol (1,3‐PD) or 1,2‐propanediol (1,2‐PD) in organic solvents of log P (partition coefficient between 1‐octanol/water) values of (−0.33–4.5. Reaction yields (percentage of esterified undercanoate) with glycerol ranged from 1.4 to 72%, with greatest yields observed in solvents of log P 4.0–4.5 for Lipozyme, whereas the PS‐30 lipase was similarly effective (27–38% yield) over the full range of solvent polarities. For both enzymes, as solvent apolarity increased, so did the extent of acylation of glycerol in the final product mixture. Reaction yields with 1,3‐PD ranged from 8.1 to 64% for Lipozyme and from 18 to 84% for PS‐30 lipase, with greatest yields observed for both enzymes in solvents of log P values in the range 1.2–5.0. For both lipases, the shift to greater solvent apolarity was accompanied by an increased molar ratio of diacylated‐1,3‐PD/monoacylated‐1,3‐PD in the product mixture. Reaction yields with 1,2‐PD ranged from 2.5 to 45% for Lipozyme and from 12 to 52% for PS‐30 lipase, with greatest yields observed in solvents of log P values in the ranges 1.4–1.9 and 1.4–4.5, respectively. The shift to greater solvent apolarity was accompanied by an increased molar ratio of diacylated‐1,2‐PD: monoacylated‐1,2‐PD in the product mixture, except for Lipozyme in the three most apolar solvents (log P of 3.5–4.5) in which there was a general attenuation of activity. These results suggest the existence of a solvent polarity influence on reaction product selectivity in multiproduct reactions, which can be partially explained on the basis of differential solvation and extraction properties of solvents.

  摘要 在对数 P（1-辛醇/水之间的分配系数）值为（-0.33-4.5）的有机溶剂中，使用来自 Rhizomucor miehei（Lipozyme IM20）和 Pseudomonas cepacia（PS-30）的脂肪酶与等摩尔量（1.77 mmol）的十一烷酸和甘油或 1,3-丙二醇（1,3-PD）或 1,2-丙二醇（1,2-PD）进行了酯化反应评估。与甘油的反应产率（酯化的undercanoate的百分比）从1.4%到72%不等，在对数P为4.0-4.5的溶剂中观察到Lipozyme的产率最高，而PS-30脂肪酶在整个溶剂极性范围内的效果相似（产率为27-38%）。对于这两种酶来说，随着溶剂极性的增加，最终产品混合物中甘油的酰化程度也在增加。Lipozyme与1,3-PD的反应产量从8.1%到64%不等，PS-30脂肪酶的反应产量从18%到84%不等，两种酶在对数P值为1.2-5.0的溶剂中的产量最大。对于这两种脂肪酶来说，溶剂极性变大的同时，产品混合物中二乙酰化-1,3-PD/单乙酰化-1,3-PD 的摩尔比也随之增加。Lipozyme 和 PS-30 脂肪酶与 1,2-PD 的反应产率分别为 2.5% 至 45% 和 12% 至 52%，在对数 P 值分别为 1.4-1.9 和 1.4-4.5 的溶剂中观察到的产率最高。随着溶剂极性的增大，产品混合物中二乙酰化-1,2-PD：单乙酰化-1,2-PD 的摩尔比也随之增大，只有 Lipozyme 在三种极性最大的溶剂（log P 值为 3.5-4.5）中的活性普遍减弱。这些结果表明，在多产物反应中，溶剂极性对反应产物的选择性有影响，这可以根据溶剂的溶解和萃取特性的不同得到部分解释。
• Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes
  申请人：McDaniel C. Steven

  公开号：US20100210745A1

  公开（公告）日：2010-08-19

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peotide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文公开了一些聚合材料，如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；一种表面处理，如纺织品涂层或蜡；一种填料，用于这样的聚合材料或表面处理，其中包括一种酶，如酯酶（例如，脂肪水解酶，硫酸酯水解酶，有机磷化合物降解酶），降解细胞壁和/或细胞膜成分的酶（例如，溶菌酶，裂解转糖基酶），生物杀菌或生物静态肽，以及/或肽酶。本文还公开了通过将酶纳入可通过脂肪水解酶、水解酶和/或脲酶的活性交联材料中来改变材料性能，如使用寿命、柔韧性或刚度的方法。
• Anti-fouling Paints and Coatings
  申请人：Reactive Surfaces LTD

  公开号：US20150191607A1

  公开（公告）日：2015-07-09

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peptide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文披露了聚合材料，例如涂层、塑料、层压材料、复合材料、弹性体、粘合剂或密封剂；表面处理，例如纺织品整理或蜡；填充剂，用于这种聚合材料或表面处理，包括酯酶（例如脂肪水解酶、硫酸酯水解酶、有机磷化合物降解酶）的酶，降解细胞壁和/或细胞膜成分的酶（例如溶菌酶、裂解转葡糖苷酶），生物杀菌或生物稳定肽，和/或肽酶。本文还披露了通过将酶并入能够通过脂肪水解酶、水解酶和/或脲酶的活性进行化学交联的材料中，改变材料性能（例如使用寿命、柔韧性或刚度）的方法。
• REVERSIBLY THERMOCHROMIC COMPOSITION
  申请人：Kabushiki Kaisha Pilot Corporation

  公开号：EP2772523A1

  公开（公告）日：2014-09-03

  [Object] To provide a reversibly thermochromic composition free from accidental discoloration by heat conducting from the opposite side writing surface or by self-heating due to quick writing; and also to provide a solid writing material and a writing ink composition comprising that composition. [Means to solve the problem] A reversibly thermochromic composition comprising a combination of: (a) a reversibly thermochromic component capable of being discolored or decolored by heat and (b) a component for controlling heat conducting to the reversibly thermochromic component; and also a solid writing material and a writing ink composition comprising that composition.

  [目的]提供一种可逆热致变色组合物，该组合物不会因反面书写面的热传导或快速书写导致的自热而意外变色；还提供一种固体书写材料和包含该组合物的书写墨水组合物。 [解决问题的方法] 一种可逆热致变色组合物，由以下物质组合而成：(a) 能够受热变色或脱色的可逆热致变色成分和 (b) 用于控制热量传导至可逆热致变色成分的成分；以及包含该成分的固体书写材料和书写墨水组合物。
• Schlenk,W., Justus Liebigs Annalen der Chemie, 1969, vol. 727, p. 1 - 9
  作者：Schlenk,W.

  DOI：——

  日期：——