9,10-epoxyoctadecane | 75722-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 9,10-epoxyoctadecane
• 英文别名: 2,3-dioctyl-oxirane；9,10-Epoxy-octadecan；2,3-dioctyloxirane
• CAS: 75722-66-6
• 化学式: C₁₈H₃₆O
• 分子量: 268.483
• InChiKey: WAEWJBWJSRGWFY-UHFFFAOYSA-N

物化性质

• 沸点：
  332.9±10.0 °C(Predicted)
• 密度：
  0.845±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9,10-epoxyoctadecane 在 phosphotungstic acid 、 双氧水 作用下， 以 2-甲基-2-丁醇 、 水 为溶剂， 反应 16.0h， 以73%的产率得到10-hydroperoxyoctadecan-9-ol
  参考文献：
  名称：

  通过热裂解β-羟基氢过氧化物，从脂肪氧化物中提取生物基醛**

  摘要：

  已经使用钨和钼催化剂研究了H 2 O 2水溶液对环氧油酸甲酯的开环反应，形成了相应的脂肪β-羟基氢过氧化物。发现钨酸和磷钨酸对所需产物的形成具有最高的选择性（92-93％），从而限制了相应的脂肪族1,2-二醇的形成。将优化的条件应用于一系列脂肪环氧化物，得到相应的脂肪β-羟基氢过氧化物，分离产率为30-80％（8个例子）。这些物种的特征是1 H和13用差示扫描量热法研究了13 C NMR光谱和HPLC-HRMS及其稳定性。在分批和流动条件下都研究了油酸甲酯衍生的β-羟基氢过氧化物的热裂解。发现在流动条件下的热裂解对具有有限量的副产物的醛的形成提供了最高的选择性。生成的醛均以68％的GC收率分离出壬醛和9-氧代壬酸甲酯，收率分别为57％和55％。有利地，整个过程不需要大量过量的H 2 O 2，而仅产生水作为副产物。

  DOI：

  10.1002/cssc.202002364
• 作为产物：
  描述：

  9-十八烯 在 2,3,4,5,6-五氯苯甲酸 作用下， 生成 9,10-epoxyoctadecane
  参考文献：
  名称：

  由9,10-环氧十八烷和苯基异氰酸酯形成恶唑烷酮的研究

  摘要：

  AbstractThe formation of oxazolidone from 9,10‐epoxyoctadecane and phenylisocyanate was studied. One branch of epoxidized vegetable oil with one epoxy group per chain corresponds to 9,10‐epoxyoctadecane. This model could explain the probability of oxazolidone formation from natural oil‐derived epoxides. Epoxidized natural oils are TG consisting of glycerin and three FA with or without one to three epoxy groups in the middle of the chain. To study oxazolidone formation from an internal epoxy group without possible interference from the side reactions on the ester group, 9,10‐epoxyoctadecane was selected as the most appropriate model compound. Epoxy groups in the middle of allong aliphatic chain are of low reactivity toward isocyanates, and preparation of oxazolidones requires fairly harsh conditions such as high temperatures and catalysts, which also promote side reactions. The dominant side reaction is rearrangement of the epoxy groups. We found that the direction and magnitude of the rearrangement and the yield of any particular product depended on the catalyst used. Lithium chloride, aluminum trichloride, and zinc iodide catalyzed oxazolidone formation, along with the catalysis of side reactions such as ketone and carbonate formation. Aluminum trichloride showed the highest conversion of 9,10‐epoxyoctadecane to oxazolidone. Aluminum triisopropoxide, triphenylantimony iodide, and imidazole did not catalyze the formation of oxazolidone. They were effective as catalysts of epoxy group rearrangement and promoted the formation of hydroxyl, ketone, and carbonate compounds. Hydroxyl groups reacted with isocyanate to produce urethane.

  DOI：

  10.1007/s11746-003-0744-7

文献信息

• BRANCHED DIESTERS AND METHODS OF MAKING AND USING THE SAME
  申请人：TRENT UNIVERSITY

  公开号：US20170137739A1

  公开（公告）日：2017-05-18

  The disclosure generally provides branched diester compounds having exceptional low-temperature and flow properties. The disclosure also provides uses of the branched diester compounds in lubricant compositions, for example, as a base oil, and in other applications where their low-temperature and flow properties can be employed beneficially. The disclosure also provides efficient and green methods for making the branched diester compounds. In certain embodiments, a vegetable oil-based diester (1,6-hexyldioleate) was branched with propanoic acid (C3) using a green synthetic approach involving solvent-free and catalyst-free epoxide ring opening followed by in situ normal esterification. A total of three branched ester derivatives possessing varied numbers of internal protruding branched ester groups and hydroxyl groups were obtained. All of the pure branched derivatives were comprised of mixtures of positional isomers and/or stereoisomers. Differential scanning calorimetry (DSC) showed that regardless of the composition inhomogeneity of each branched derivative, crystallization was suppressed completely in all of the branched compounds, and they all demonstrated glass transitions below −65° C. Without being bound by any theory, it is believed that this unique thermal behavior is attributed to the internal protruding branched moieties and hydroxyl groups, which dramatically slowed down mass transfer starting with the least branched compound (2-branched derivative). The viscosity of the branched compounds was one order of magnitude larger than that of the starting di ester due to the increased branching and increased resistance to flow associated with hydrogen bonding introduced by the OH groups. Overall, these branched diesters demonstrated superior low temperature and flow properties comparable to existing non-sustainable commercial lubricants and analogous biobased materials which makes them suitable alternatives for use in lubricant formulations particularly in high performance industrial gear and bearing lubricants.

  本文披露了具有卓越低温和流动性能的分支二酯化合物。本文还提供了分支二酯化合物在润滑剂组合物中的用途，例如作为基础油，在其他应用中可以受益于其低温和流动性能。本文还提供了制备分支二酯化合物的高效和环保方法。在某些实施例中，使用无溶剂和无催化剂的环氧环开和原位正酯化的绿色合成方法，将植物油基二酯（1,6-己二酸二正辛酯）与丙酸（C3）分支化。共获得了三种分支酯衍生物，具有不同数量的内部突出的分支酯基和羟基。所有纯分支衍生物均由位置异构体和/或立体异构体的混合物组成。差示扫描量热法（DSC）表明，无论每个分支衍生物的组成不均匀性如何，所有分支化合物中都完全抑制了结晶，并且它们都表现出低于-65°C的玻璃转变温度。在没有受到任何理论约束的情况下，人们认为这种独特的热行为归因于内部突出的分支基团和羟基，这些基团从最不分支的化合物（2-分支衍生物）开始显著地减缓了质量转移。由于由OH基团引入的氢键，分支化合物的粘度比起始二酯高一个数量级，由于分支的增加和流动阻力的增加。总的来说，这些分支二酯表现出与现有非可持续商业润滑剂和类似的生物基材料相当的优越低温和流动性能，使它们成为润滑剂配方中的合适替代品，特别是在高性能工业齿轮和轴承润滑剂中。
• METHODS OF TREATING AVIAN HYPERTENSION
  申请人：Hammock Bruce D.

  公开号：US20080188554A1

  公开（公告）日：2008-08-07

  The present invention provides methods of treating avian pulmonary hypertension syndrome by administering to an avian subject a therapeutically effective amount of an inhibitor of soluble epoxide hydrolase (“sEHI”), alone or co-administered in combination with a cis-epoxyeicosantrienoic acid (“EET”). The invention also provides nucleic acid and amino acid sequences of an avian soluble epoxide hydrolase.

  本发明提供了治疗禽类肺高血压综合症的方法，通过向禽类主体投与可治疗量的可溶性环氧酶抑制剂（“sEHI”），单独或联合使用顺式环氧二十碳三烯酸（“EET”）。本发明还提供了禽类可溶性环氧酶的核酸和氨基酸序列。
• Modified polyvinyl alcohol polymers
  申请人：ICI AMERICAS INC.

  公开号：EP0141269A2

  公开（公告）日：1985-05-15

  @ Polyvinyl alcohol polymers having oxy-linked pendant quaternary ammonium or tertiary amine groups provide a thin film which aids in reducing moisture loss when applied to skin as conditioning lotions or ointments in cosmetic and pharmaceutical formulations.

  当把聚乙烯醇聚合物作为化妆品和药物配方中的调理乳液或软膏涂抹在皮肤上时，它能形成一层薄膜，帮助减少水分流失。
• CEMENT ADMIXTURE, PRODUCTION THEREOF, AND CEMENT COMPOSITION
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP0448717A1

  公开（公告）日：1991-10-02

  Conventional cement admixtures used in order to enhance the flowability of a cement composition or prevent slump loss are problematic in that their performances are unsatisfactory or they cause heterogeneity of a cement composition. To solve these problems, the invention provides a cement admixture comprising a crosslinked polymer wherein a linkage having a structural unit comprising at least one divalent group represented by formula (I) is formed between the main chains each having a structure of a water-soluble polymer with a molecular weight of 500 to 100,000(1), wherein R1 and R2 represent each independently (a) or (b) provided that R1 may be absent when R2 represents (c); and R and R1 represent each independently an alkyl group having 1 to 5 carbon atoms.

  传统的水泥外加剂用于提高水泥组合物的流动性或防止坍落度损失，但其性能不尽人意或导致水泥组合物的异质性，因而存在问题。为了解决这些问题，本发明提供了一种由交联聚合物组成的水泥外加剂，其中在每条具有分子量为 500 至 100,000(1) 的水溶性聚合物结构的主链之间形成了具有由至少一个二价基团组成的结构单元的连接体，其中 R1 和 R2 各自独立地代表(a)或(b)，但当 R2 代表(c)时，R1 可以不存在；R 和 R1 各自独立地代表具有 1 至 5 个碳原子的烷基。
• Lubricants, functional fluid and grease compositions containing sulfite or sulfate overbased metal salts
  申请人：The Lubrizol Corporation

  公开号：EP0604232A1

  公开（公告）日：1994-06-29

  The invention includes a lubricating composition comprising a major amount of an oil of lubricating viscosity, and a minor amount of (A) a sulfite or sulfate overbased or borated overbased metal salt of an acidic organic compound, wherein the lubricating composition contains less than 1.5 % by weight of an ashless dispersant which is the reaction product of a polyisobutene substituted succinic anhydride and a polyamine, and provided that when (A) is a sulfate overbased or borated overbased metal salt, then the lubricating composition includes (B) at least one phosphorous of boron antiwear/extreme pressure agent, or (C) a sulfur compound. The invention also includes grease and functional fluids containing the sulfite and sulfate overbased metal salts. These composition have improved antiwear, antiweld, and extreme pressure properties.

  本发明包括一种润滑组合物，该组合物包含主要量的润滑粘度油和少量的(A)酸性有机化合物的亚硫酸盐或硫酸盐过基或硼酸盐过基金属盐，其中润滑组合物包含按重量计少于 1.5 %（重量）的无灰分散剂，该分散剂是聚异丁烯取代的琥珀酸酐和多胺的反应产物，条件是当(A)是硫酸盐过基或硼酸盐过基金属盐时，则润滑组合物包括(B)至少一种磷硼抗磨剂/极压剂，或(C)硫化合物。本发明还包括含有亚硫酸盐和硫酸盐过基金属盐的润滑脂和功能性液体。这些组合物具有更好的抗磨损、抗焊接和极压性能。