trimethylolpropane triundecylenate | 130049-52-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trimethylolpropane triundecylenate
• 英文别名: 2,2-di[(10-undecenoyloxy)methyl]butyl 10-undecenoate；trimethylolpropane tris(10-undecenoate)；10-Undecenoic acid, 2-ethyl-2-[[(1-oxo-10-undecenyl)oxy]methyl]-1,3-propanediyl ester；2,2-bis(undec-10-enoyloxymethyl)butyl undec-10-enoate
• CAS: 130049-52-4
• 化学式: C₃₉H₆₈O₆
• 分子量: 632.965
• InChiKey: CNLXDEWSILWIJC-UHFFFAOYSA-N

物化性质

• 沸点：
  654.6±50.0 °C(Predicted)
• 密度：
  0.947±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  45
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  三羟甲基丙烷 、 2-十一烯酸 在 tin(ll) chloride 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 8.0h， 以62%的产率得到trimethylolpropane triundecylenate
  参考文献：
  名称：

  十一碳烯酸新型多元醇酯的合成与表征

  摘要：

  使用以下多元醇合成了三种新的十一碳烯酸酯（UA）：线性二甘油（DG），季戊四醇单甲醚（PEME）和三羟甲基甲苯（TMT）。通过密度，粘度，热氧化稳定性，熔点（mp），与矿物油的混溶性和毒性来表征它们，以评估其作为生态友好型润滑剂的潜力。还合成了三羟甲基丙烷（TMP）十一烷基十一烯酸酯，并将其表征为参考酯。酯的密度在0.93–0.97 g cm -3的范围内。PEME酯在40°C下的运动粘度为25.2 cSt，仅略高于TMP酯（24.7 cSt）的粘度，两者均接近ISO VG 22级，而DG和TMT酯均接近ISO VG 32级，粘度分别为28.3和37.1 cSt。PEME和TMT酯的热氧化稳定性相似，并且比相应的油酸酯更稳定。TMT酯的mp极低（-54°C），显示出其在极低温应用中的潜力。发现TMT酯对盐卤无毒（LC 50 > 1000μgmL -1），这是UA酯在水生介质中无毒的初步迹象

  DOI：

  10.1002/aocs.12160

文献信息

• Methods and Systems for Making Thiol Compounds from Terminal Olefinic Compounds
  申请人：Upshaw Thomas A.

  公开号：US20090264669A1

  公开（公告）日：2009-10-22

  The application discloses thiol ester molecules and α-hydroxy thiol ester molecules having a thiol group located on one of the final two carbon atoms in a carbon chain or a terminal or α-hydroxyl groups, respectively. The disclosed thiol ester molecules and or α-hydroxyl thiol ester molecules es may be made from unsaturated ester molecules having one or more terminal alkene groups. The disclosed techniques also provide methods for making unsaturated ester molecules having one or more terminal alkene groups by the metathesis of unsaturated esters having one or more internal carbon-carbon double bonds (e.g. natural source oils). The thiol ester molecules or α-hydroxy thiol ester molecule may be used in reactions with isocyanate monomers, epoxide monomer, or material having multiple alkene groups to make sealants, coatings, adhesives, and other products.

  本发明揭示了具有巴豆醇基位于碳链的最后两个碳原子之一或具有末端或α-羟基的巴豆醇酯分子和α-羟基巴豆醇酯分子。所述的巴豆醇酯分子或α-羟基巴豆醇酯分子可以由具有一个或多个末端烯烃基团的不饱和酯分子制备而成。本发明还提供了通过不饱和酯类之间的交换反应（例如天然源油）制备具有一个或多个末端烯烃基团的不饱和酯分子的方法。巴豆醇酯分子或α-羟基巴豆醇酯分子可以与异氰酸酯单体，环氧单体或具有多个烯烃基团的材料反应，制备密封剂，涂料，粘合剂和其他产品。
• [EN] POLYOL ESTERS OF MEDIUM CHAIN FATTY ACIDS AND PROCESS FOR PREPARATION THEREOF<br/>[FR] ESTERS DE POLYOLS ET D'ACIDES GRAS À CHAÎNE MOYENNE ET LEUR PROCÉDÉ DE FABRICATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2009139005A1

  公开（公告）日：2009-11-19

  A new class of oleochemical based polyol esters of general formula 1 are prepared by esterification of different polyols having 5-6 carbon atoms and 2-4 hydroxyl groups with 10- undecenoic acid or/and undecanoic acid with a hydroxyl value of ≤ 1.0 mg KOH/g. Wherein R1, R2, R3 is selected from a group consisting of CH3-, CH3CH2-, -CH2OCOR4 wherein R4 is selected from CH2=CH-(CH2)8- or CH3-(CH2)9,- individually or in combination thereof. The resulting esters were characterized for lubricant properties like viscosity, viscosity index, pour point, flash point and copper corrosion tests. The properties indicate their potential as promising lubricant base stocks for automotive lubricants, metal working oil, hydraulic oil and other industrial applications. Vegetable oils provide most of the desirable lubricant properties such as good boundary lubrication, high viscosity index, high flash point and low volatility. Synthetic esters prepared from renewable resources like vegetable oils exhibit better performance at a lower cost compared to mineral oil based synthetic esters.

  一种新的基于油脂化学的聚醇酯类化合物1的制备方法，通过将具有5-6个碳原子和2-4个羟基的不同聚醇与羟值≤1.0 mg KOH/g的10-十一烯酸或/和十一酸酯化反应制备而成。其中，R1，R2，R3从由CH3-，CH3CH2-，-CH2OCOR4组成的群体中选择，其中R4从CH2 = CH-（CH2）8-或CH3-（CH2）9-中选择，或单独或组合使用。所得的酯类化合物的润滑性能，如粘度、粘度指数、凝点、闪点和铜腐蚀试验进行了表征。这些性能表明，它们具有潜在的应用价值，可用作汽车润滑油、金属加工油、液压油和其他工业应用的优良润滑剂基础油。植物油提供了大部分理想的润滑性能，如良好的边界润滑、高粘度指数、高闪点和低挥发性。从可再生资源（如植物油）制备的合成酯类化合物与矿物油基合成酯类化合物相比，具有更好的性能和更低的成本。
• CROSSLINKING METHOD
  申请人：SUCH Christopher Henry

  公开号：US20120238693A1

  公开（公告）日：2012-09-20

  The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.

  这项发明提供了一种制备交联聚合物的方法，该方法包括通过交换聚合反应聚合支化多不饱和单体，其中支化多不饱和单体包含能够通过交换反应聚合的非环状乙烯基不饱和基团，使得交换聚合产生交联聚合物且几乎没有非挥发性乙烯基不饱和副产物。
• Crosslinking Method
  申请人：Such Christopher Henry

  公开号：US20090186976A1

  公开（公告）日：2009-07-23

  The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.

  本发明提供了一种制备交联聚合物的方法，该方法包括通过交换反应聚合支化多不饱和单体，其中支化多不饱和单体包含能够通过交换反应聚合而发生聚合的无环乙烯基不饱和基团，以便交换聚合产生交联聚合物，并且基本不产生非挥发性乙烯基不饱和副产物。
• Tris-hydroxymethyl alkane esters as low calorie fat mimetics
  申请人：NABISCO, INC.

  公开号：EP0383606A1

  公开（公告）日：1990-08-22

  Trishydroxymethyl alkanes, notably monomeric and dimeric trishydroxymethyl ethane and propane, esterified with fatty acids or dicarboxylate-extended fatty acid derivatives, are physiologically compatible, partially digestible edible synthetic fat replacements for foods and pharmaceuticals.

  三羟甲基烷烃，特别是单体和二聚三羟甲基乙烷和丙烷，与脂肪酸或二羧酸盐扩展脂肪酸衍生物酯化后，是生理上兼容的、可部分消化的食品和药品可食用合成脂肪替代品。