(Z)-2-乙基-2-(羟甲基)-1,3-丙二醇二-9-十八烯酸酯 | 25111-05-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (Z)-2-乙基-2-(羟甲基)-1,3-丙二醇二-9-十八烯酸酯
• 中文别名: 二油酸三羟甲基丙烷酯
• 英文名称: trimethylolpropane dioleate
• 英文别名: [2-(hydroxymethyl)-2-[[(Z)-octadec-9-enoyl]oxymethyl]butyl] (Z)-octadec-9-enoate
• CAS: 25111-05-1
• 化学式: C₄₂H₇₈O₅
• 分子量: 663.078
• InChiKey: NKSZWBYBTXAALC-WRBBJXAJSA-N

物化性质

• 物理描述：
  OtherSolid

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  47
• 可旋转键数：
  38
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三羟甲基丙烷 、 油酸甲酯 在 3C₉H₁₄NO₃S⁽¹⁺⁾*O₄₀PW₁₂^(3-) 作用下， 反应 3.0h， 生成 顺式-9十八烯酸-2-乙基-2-[[顺式-9-十八烯酰基)氧基]甲基]-1,3-丙酯 、 (Z)-2-乙基-2-(羟甲基)-1,3-丙二醇二-9-十八烯酸酯
  参考文献：
  名称：

  Heteropolyacid salts as self-separation and recyclable catalysts for transesterification of trimethylolpropane

  摘要：

  A series of heteropolyacid (HPA) salts as catalysts were prepared and characterized. Transesterifications of trimethylolpropane (TMP) were carried out using these catalysts. The influence of organic cations and heteropolyanions on the reaction, optimization of reaction conditions, and catalytic reusability were investigated. The results show that the heteropolyacid (HPA) salts present a self-separation performance after reaction, which can be easily recovered and quite steadily reused as demonstrated by a eight-run recycling test. Moreover, the pyridinium with PW12O403- as the anion ([PyBS](3)PW12O40) showed the best catalytic performance among the heteropolyacid salts for the transesterification of trimethylolpropane with various methyl esters. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2010.11.011

文献信息

• PROCESS FOR PREPARING BIODEGRADABLE LUBRICANT BASE OILS
  申请人：Council of Scientific and Industrial Research

  公开号：US20150148554A1

  公开（公告）日：2015-05-28

  The invention discloses an improved process for preparing fatty acid esters with 100 mol % selectivity suitable as biodegradable lubricant base oils, comprising contacting a fatty compound with an alcohol in presence of a solid, phosphonate catalyst having molecular formula: M(X)2-nYn.mH2O where X refers to phenyl phosphonate, Y refers to HPO42− or HPO32−, M refers to a metal or metalloid ion preferably taken from the group consisting of Zr, Zn, Cd, Al, Sn, La and Ce, the value of n varies from 0.2 to 1.8 and the value of m varies from 0 to 5, wherein the fatty compound is a fatty acid or fatty acid methyl or ethyl ester or vegetable oil or animal fat or their mixture thereof and alcohol is a monohydric alcohol with 6 to 22 carbon atoms or a polyol with at least two hydroxyl groups.

  该发明揭示了一种改进的制备脂肪酸酯的工艺，其具有100%选择性，适用作为可生物降解的润滑油基础油，包括在固体、膦酸酯催化剂的存在下，将脂肪化合物与醇接触，所述膦酸酯催化剂具有分子式：M(X)2-nYn.mH2O，其中X代表苯基膦酸酯，Y代表HPO42-或HPO32-，M代表金属或金属元素离子，优选取自Zr、Zn、Cd、Al、Sn、La和Ce组成的金属或金属元素离子，n的值在0.2到1.8之间变化，m的值在0到5之间变化，其中脂肪化合物是脂肪酸或脂肪酸甲基或乙基酯或植物油或动物脂肪或它们的混合物，醇是具有6到22个碳原子的一元醇或至少具有两个羟基的多元醇。
• Immobilizing heteropolyacids on zirconia-modified silica as catalysts for oleochemistry transesterification and esterification reactions
  作者：Maryna Kuzminska、Tetyana V. Kovalchuk、Rénal Backov、Eric M. Gaigneaux

  DOI：10.1016/j.jcat.2014.09.016

  日期：2014.12

  A new method of chemical immobilization of Keggin heteropolyacids (HPAs) was suggested. H3PW12O40, H4SiW12O40, and H3PMo12O40 were immobilized on the silica which was previously grafted with zirconium butoxide. The immobilization method promoted strong interaction HPA-support and yielded 25 wt.% of well-dispersed HPAs, so increasing the density of acid sites. The catalysts were active in the reaction

  提出了一种化学固定Keggin杂多酸（HPA）的新方法。将H 3 PW 12 O 40，H 4 SiW 12 O 40和H 3 PMo 12 O 40固定在预先用丁醇锆接枝的二氧化硅上。固定化方法促进了HPA载体的强相互作用，并产生了25 wt。％的HPA分散均匀，因此增加了酸性位点的密度。该催化剂在硬脂酸甲酯与正丁醇的酯交换反应和油酸与三羟甲基丙烷的酯化反应中具有活性。我们证明，与固定化的H 3 PMo相反参照图12 O 40，基于H 3 PW 12 O 40和H 4 SiW 12 O 40的催化剂在非极性油酸介质中对沥滤稳定。根据相互作用强度HPA-support，提出了关于在非极性介质与极性介质中规避浸出的讨论。支撑物与H 3 PW 12 O 40（或H 4 SiW 12 O 40）之间的相互作用更强（即，对浸出的抵抗力更强））是指Zr和W之间的电负性差异较小，而Zr–O–W键与Zr–O–Mo键相比具有较低的极化率。
• Microwave barrel reactor use in trimethylolpropane oleate synthesis by Candida antarctica lipase in a biphasic non-solvent process
  作者：Manuel Happe、Pascal Grand、Sébastien Farquet、Sandrine Aeby、Jean-Claude Héritier、François Corthay、Eric Mabillard、Roger Marti、Ennio Vanoli、Alain-François Grogg、Samuel Nussbaum、Alain Roduit、François Tièche、Sam Salem、Carole Constantin、Esther Schmitt、Silvan Zahno、Christoph Ellert、Ahmed Habib、Julien Wyss、Fabian Fischer

  DOI：10.1039/c2gc35479a

  日期：——

  was constructed and used in lipase catalyzed biolubricant synthesis. The MBR is thought as a versatile process tool for biotransformation and green chemistry that overcomes current size limitations in microwave reactors. A lipase mediated biotransformation in the MBR was compared to a state of the art jacketed reactor with external heat exchanger. Oleic acid and trimethylolpropane converted quantitatively

  构造了新型的微波桶式反应器（MBR），并将其用于脂肪酶催化的生物润滑剂的合成。MBR被认为是用于生物转化和绿色化学的通用工艺工具，它克服了微波反应器中当前的尺寸限制。将MBR中的脂肪酶介导的生物转化与具有外部热交换器的现有夹套反应器的状态进行了比较。油酸 和 三羟甲基丙烷使用微波感应将其定量（96％）转化为生物润滑剂。MBR中的散热通过热成像和内部测温。转化率，速率常数和假反应阶数与常规处理一致，未检测到微波效应。MBR是一种多功能的新型反应堆溶剂，最小和常见 溶剂在微波领域进行处理。虽然研究的主题是MBR中的生物润滑剂合成，但所描述的技术在生物质加工和可持续化学制造领域具有广泛的潜在兴趣。
• [EN] PROCESS OR THE SYNTHESIS OF ESTERS OF FATTY ACIDS<br/>[FR] PROCÉDÉ POUR LA SYNTHÈSE D'ESTERS D'ACIDES GRAS
  申请人：CONSIGLIO NAZIONALE RICERCHE

  公开号：WO2014006595A1

  公开（公告）日：2014-01-09

  The present invention concerns a process for preparing fatty acid esters with the use of solid acid catalysts.

  本发明涉及使用固体酸催化剂制备脂肪酸酯的过程。
• Behavior of cation-exchange resins employed as heterogeneous catalysts for esterification of oleic acid with trimethylolpropane
  作者：Maryna Kuzminska、Rénal Backov、Eric M. Gaigneaux

  DOI：10.1016/j.apcata.2014.12.043

  日期：2015.9

  Four cation-exchange resins (Dowex 50wx2, Amberlyst 36, Purolite CT482 and Purolite CT275DR) were investigated as catalysts in the esterification of oleic acid (OA) with trimethylolpropane (TMP). All four resins accelerated the reaction kinetics. The results showed that in a solvent-free system, the gel-type resin Dowex 50wx2 must be pre-swollen prior the reaction to achieve high catalytic performance

  研究了四种阳离子交换树脂（Dowex 50wx2，Amberlyst 36，Purolite CT482和Purolite CT275DR）作为油酸（OA）与三羟甲基丙烷（TMP）酯化反应的催化剂。所有四种树脂均加速了反应动力学。结果表明，在无溶剂体系中，必须在反应之前对凝胶型树脂Dowex 50wx2进行预溶胀，以实现高催化性能。相反，大网状的Amberlyst 36，Purilite CT482和Purolite CT275DR不需要任何预处理就可以活跃。后者归因于这些树脂的高交联度。可回收性测试表明，树脂在首次使用后会略微失去活性，但在进一步使用期间仍保持稳定的活性。回收的树脂的活性下降是指联产水对活性部位的部分封闭。其他研究证实了所选树脂对极性介质中浸出的高稳定性。总的来说，高稳定性和通过仍具有高催化活性而可再利用的可能性使得该树脂成为用于这种复杂工业过程的非均相催化剂的有吸引力的候选者。