2-ethylhexyl oleate | 26399-02-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2-ethylhexyl oleate
• 英文别名: 2-Ethylhexyloleat；2-ethylhexyl (Z)-octadec-9-enoate
• CAS: 26399-02-0
• 化学式: C₂₆H₅₀O₂
• 分子量: 394.682
• InChiKey: FOKDITTZHHDEHD-PFONDFGASA-N

物化性质

• 沸点：
  465.8±24.0 °C(Predicted)
• 密度：
  0.867±0.06 g/cm3(Predicted)
• LogP：
  11.429 (est)
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  28
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916150000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、干燥且密封的环境中。

反应信息

• 作为反应物：
  描述：

  2-ethylhexyl oleate 在 甲酸 、 双氧水 作用下， 以 水 为溶剂， 反应 6.0h， 生成 环氧硬脂酸辛酯
  参考文献：
  名称：

  油脂化学1,2-二醇的均相和非均相催化（脱氢）氧化为α-羟基酮

  摘要：

  本文中，使用均相和非均相系统研究了由相应的1,2-二醇制备油酸甲酯α-羟基酮。使用Pd（OAc）2的均质条件首先在温和的条件下（MeOH，50°C）使用氧气作为唯一的氧化剂开发α-新鸟嘌呤复合物。在这些条件下，二醇的转化率达到95％，并且以97％的选择性获得α-羟基酮。在高温（160–180°C）下，在无溶剂条件下，使用多种均相催化剂进行脱氢反应，也研究了获得α-羟基酮的途径。在真空下使用活化的Ru / C进行脱氢，制得的α-羟基酮的转化率为93％，GC收率为82％。将优化的条件应用于一系列油脂化学二醇（包括植物油衍生物），以获得具有高达74％分离产率的相应α-羟基酮。

  DOI：

  10.1039/c7gc00867h
• 作为产物：
  描述：

  甘油三油酸酯 、 2-乙基己醇 在 硫酸 作用下， 生成 2-ethylhexyl oleate
  参考文献：
  名称：

  石油酸酯中的玫瑰果酸酯的气相色谱分离度的提高

  摘要：

  AbstractIn the extraction of oils from seeds of the genus Coriandrum, GC separations of petroselinate from oleate often gave poor resolution of these two isomers. Oleic and petroselinic acids were esterified with a series of alcohols (methanol, ethanol, 1‐propanol, 2‐propanol, 2‐methyl‐1‐propanol, 1‐butanol, 3‐methyl‐1‐butanol, and 2‐ethyl‐1‐hexanol). GC resolution of the Δ6 from the Δ9 and Δ11 octadecenoates was examined for all ester derivatives on a polar phase column. The Δ6 and Δ9 isomers were unresolved as methyl esters; however, the 2‐ethyl‐1‐hexyl esters gave baseline separation of all three isomers under temperature programming conditions. When isothermal conditions were optimized for each ester, separation of these isomers was possible with good resolution values (>89%) for all the alcohols except methanol, which had a partial resolution of 51%. The rates of esterification of all the alcohols were determined for reactions with both oleic acid and triolein using potassium hydroxide as the esterification catalyst. Methanol gave the largest rate constant in both acid and oil esterification reactions with a rate constant 10‐fold better than all of the other alcohols. Based on rates of reaction, resolution of petroselinate from oleate, and removal of residual alcohol, the ethyl ester derivative appears to be the best choice for seed oils containing petroselinic acid.

  DOI：

  10.1007/s11746-006-1222-y

文献信息

• LOW VISCOSITY LOW VOLATILITY LUBRICATING OIL BASE STOCKS AND METHODS OF USE THEREOF
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20170183595A1

  公开（公告）日：2017-06-29

  A lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. The lubricating oil base stock has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 15 to about 90 percent as determined by ASTM D5800. A lubricating oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. A method for improving one or more of thermal and oxidative stability, solubility and dispersancy of polar additives, deposit control and traction control in a lubricating oil by using as the lubricating oil a formulated oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein.

  一种润滑油基础油，包括根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯。该润滑油基础油的高温高剪切（HTHS）粘度小于约1.7厘泊，由ASTM D4683确定，挥发性从约15%到约90%，由ASTM D5800确定。一种含有根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的润滑油。一种通过使用包含根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的配制油来改善润滑油中的热稳定性、氧化稳定性、溶解性和分散性、沉积控制和牵引控制的方法。
• Novel Ester Compounds, Method for the Production Thereof and Use Thereof
  申请人：Klüber Lubrication München SE & Co. KG

  公开号：US20200140370A1

  公开（公告）日：2020-05-07

  The invention relates to novel ester compounds of the general formula (I) to a process for preparation thereof and to the use thereof. These ester compounds may contain a mixture of at least two compounds of the general formula (I).

  该发明涉及一般式（I）的新酯化合物，以及其制备方法和用途。这些酯化合物可能包含至少两种一般式（I）化合物的混合物。
• Synthesis of fatty monoester lubricant base oil catalyzed by Fe-Zn double-metal cyanide complex
  作者：RAVINDRA K RAUT、MEHEJABEEN SHAIKH、SRINIVAS DARBHA

  DOI：10.1007/s12039-014-0669-x

  日期：2014.7

  Fatty monoester lubricant base oils as high as 96.7 mol% were prepared by reacting methyl oleate with long-chain alcohols viz., 2-ethyl-1-hexanol (C8−OH), 1-decanol (C10OH) and 1-dodecanol (C12OH) in the presence of a solid Fe-Zn double-metal cyanide (DMC) complex catalyst. Unlike many other acid catalysts, DMC doesn’t produce undesired ether side products. The catalyst was reusable in four recycling experiments with little loss in catalytic activity and ester yield. The long-chain esters prepared in the study have the desired physical properties for their application as lubricant base oils.

  高达96.7摩尔%的脂肪单酯润滑剂基础油是通过在固体Fe-Zn双金属氰化物（DMC）复合催化剂的存在下，将甲基油酸酯与长链醇（如2-乙基-1-己醇（C8−OH）、1-癸醇（C10OH）和1-十二醇（C12OH））反应制备的。与许多其他酸催化剂不同，DMC不产生不需要的醚副产物。该催化剂在四次回收实验中可重复使用，催化活性和酯的产率损失很小。研究中制备的长链酯具有作为润滑剂基础油所需的物理特性。
• Reaction products of mercaptobenzothiazoles, mercaptothiazolines, and mercaptobenzimidazoles with epoxides as lubricant additives
  申请人：Rowland G. Robert

  公开号：US20050037931A1

  公开（公告）日：2005-02-17

  A composition is disclosed that comprises: (A) a lubricant, and (B) at least one compound selected from the group consisting of alcohols of the formulae: wherein Y is N, O, or S; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, alkaryl, aryl, alkoxy, and alkyl ester; R 5 is selected from the group consisting of hydrogen, alkyl, alkoxy, a carboxy alkyl group of the structure: (CH 2 ) p CO 2 R 9 where: p is from 1 to 18, and R 9 is hydrocarbyl; R 7 is selected from the group consisting of hydrogen, CH 2 OR 11 , alkyl, and alkenyl, wherein: said alkyl and alkenyl groups are optionally substituted with OH, oxirane, or X; R 11 is selected from the group consisting of alkyl of from 1 to 36 carbon atoms, alkaryl of from 6 to about 50 carbon atoms, and aryl, and may contain ether or ester functionalities; X is of the structure: or R 5 and R 7 are fused together to form a ring of 3-10, preferably 5 or 6, carbon atoms, which may be further substituted with alkyl, cycloalkyl, alkenyl, aryl, or alkoxy groups, and may contain ether or ester functionalities, and R 6 and R 8 are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, aryl, and alkoxy.

  揭示了一种包括：（A）润滑剂和（B）选自以下羟基化合物组合的至少一种化合物的组成物：其中Y为N、O或S；R1、R2、R3和R4独立地选自氢、烷基、环烷基、烯烃基、烷基芳基、芳基、烷氧基和烷基酯基组合的群；R5选自氢、烷基、烷氧基、结构为(CH2)pCO2R9的羧基烷基组（其中：p为1至18，R9为烃基）；R7选自氢、CH2OR11、烷基和烯烃基，其中：所述烷基和烯烃基可以选择性地用OH、环氧乙烷或X取代；R11选自由1至36个碳原子的烷基、由6至约50个碳原子的烷基芳基和芳基组成的组合，并且可能含有醚或酯官能团；X的结构为：或R5和R7被融合在一起形成由3-10个、优选5或6个碳原子的环，该环可能进一步用烷基、环烷基、烯烃基、芳基或烷氧基取代，并且可能含有醚或酯官能团，R6和R8独立地选自氢、烷基、环烷基、烯烃基、芳基和烷氧基组合的群。
• Guanidine based task specific ionic liquids for the synthesis of biolubricant range esters under solvent-free condition
  作者：Jyoti Porwal、Subodh Kumar、Savita Kaul、Suman L. Jain

  DOI：10.1039/c6ra19771j

  日期：——

  Guanidine-based task specific ionic liquids (ILs) were synthesized from the reaction of 1,1,3,3-tetramethyl guanidine with protic acids and used for the synthesis of higher alcohol esters of fatty acids as biolubes under solvent free condition. The synthesized 1,1,3,3-tetramethylguanidinium hydrogen sulphate (TMG·HSO4) was found to be most effective among the different ILs including 1,1,3,3-tetramethylguanidinium

  由1,1,3,3-四甲基胍与质子酸反应合成了基于胍的特定任务离子液体（ILs），并用于在无溶剂条件下合成脂肪酸的高级醇酯作为生物润滑脂。发现合成的1,1,3,3-四甲基胍硫酸氢盐（TMG·HSO 4）在不同的IL中最有效，包括1,1,3,3-四甲基胍乙酸盐（TMG·Ac），1,1， 3，3-四甲基胍基磷酸氢盐（TMG·H 2 PO 4）和1,1,3,3-四甲基胍基三氟乙酸盐（TMG·TFA）。反应温度，反应时间，催化剂用量等各种反应参数的影响已经研究过了。反应完成后，分离出酯化产物，并将回收的IL重复使用几次，而不会损失催化活性。