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    • 4. 发明授权
    • Preparation of secondary ether fatty acids and esters from their hydroxy fatty acid equivalents
    • 从其羟基脂肪酸当量制备二级醚脂肪酸和酯
    • US06201144B1
    • 2001-03-13
    • US08654654
    • 1996-05-29
    • Terry A. IsbellMelissa S. Mund
    • Terry A. IsbellMelissa S. Mund
    • C07C5900
    • C07C69/708C07C59/125C07C59/60C07C67/29
    • Fatty ether compounds and a process for their production is disclosed. The compounds possess low viscosity and low temperature melting point properties and may be used as viscosity modifiers in the creation of cosmetics and complete vegetable oil based biodegradable fluids such as hydraulic fluids and dielectric fluids. Formation of these fatty ether compounds is by reaction of the appropriate hydroxy fatty acid or lactone with a nucleophilic alcohol in the presence of an acid catalyst to produce fatty ether esters. Following their formation, the fatty ether esters may be recovered for subsequent use, or in the alternative, they may either be hydrolyzed to produce fatty ether acids or transesterified with a different nucleophilic alcohol in the presence of an acid catalyst to produce alternate ester variants.
    • 公开了脂肪醚化合物及其生产方法。 该化合物具有低粘度和低温熔点性质,可用作制造化妆品和完整植物油基生物降解流体如液压油和介电流体的粘度调节剂。 这些脂肪醚化合物的形成是通过在酸催化剂的存在下使适当的羟基脂肪酸或内酯与亲核醇反应来制备脂肪醚酯。 其形成之后,可以回收脂肪醚酯用于随后的使用,或者在可选择的情况下,它们可以在酸催化剂存在下被水解生成脂肪醚酸或用不同的亲核醇酯交换,以产生交替的酯变体。
    • 6. 发明授权
    • Method for the development of .delta.-lactones and hydroxy acids from
unsaturated fatty acids and their glycerides
    • 从不饱和脂肪酸及其甘油酯开发δ-内酯和羟基酸的方法
    • US6022982A
    • 2000-02-08
    • US211017
    • 1998-12-14
    • Terry A. IsbellSteven C. Cermak
    • Terry A. IsbellSteven C. Cermak
    • C07C51/09C07D315/00C07D309/00
    • C07D315/00C07C51/09
    • An improved process for the production of high yields of .delta.-lactones and 5-hydroxy fatty acids from unsaturated fatty acids such as oleic acid is disclosed. The .delta.-lactones may be produced by reacting one or more .DELTA..sup.9 to .DELTA..sup.15 unsaturated fatty acids in the presence of an acid catalyst and at a temperature between about 20 to 70.degree. C. Moreover, yields of the .delta.-lactones may be increased even further by reaction in the presence of dipolar, non-participating, non-aqueous solvents. The unsaturated fatty acids may be free or esterified with glycerol or other aliphatic alcohols, and the .delta.-lactones may be produced by reacting mono-, di- or triglycerides of the unsaturated fatty acids with the same catalysts. Because the .delta.-lactones may be produced from the triglycerides of unsaturated fatty acids, the instant process may be practiced using naturally occurring plant oils directly, without the need for any preliminary steps of saponification or steam splitting. Optionally, the .delta.-lactones so formed may be further reacted to produce 5-hydroxy fatty acids. These 5-hydroxy fatty acids may be produced by reaction of the .delta.-lactones with an alkali in an aqueous solution.
    • 公开了用于从不饱和脂肪酸如油酸生产高产量的δ-内酯和5-羟基脂肪酸的改进方法。 δ-内酯可以通过使一种或多种DELTA 9与DELTA 15不饱和脂肪酸在酸催化剂存在下反应并在约20至70℃之间的温度下反应来制备。此外,δ-内酯的产率可以增加 甚至通过在偶极非参与的非水溶剂的存在下进行反应。 不饱和脂肪酸可以与甘油或其它脂族醇一起游离或酯化,并且该β-内酯可以通过使不饱和脂肪酸的一,二或甘油三酸酯与相同的催化剂反应来制备。 因为δ-内酯可以由不饱和脂肪酸的甘油三酸酯生产,所以本方法可以使用天然存在的植物油直接进行,而不需要任何初步的皂化或蒸汽分解步骤。 任选地,如此形成的δ-内酯可进一步反应以产生5-羟基脂肪酸。 这些5-羟基脂肪酸可以通过δ-内酯与水溶液中的碱反应制备。
    • 7. 发明授权
    • Method for the development of .delta.-lactones and hydroxy acids from
unsaturated fatty acids and their glycerides
    • 从不饱和脂肪酸及其甘油酯开发δ-内酯和羟基酸的方法
    • US5849935A
    • 1998-12-15
    • US534810
    • 1995-09-27
    • Terry A. IsbellBeth A. PlattnerRobert Kleiman
    • Terry A. IsbellBeth A. PlattnerRobert Kleiman
    • C07C51/09C07D315/00C07D309/00
    • C07D315/00C07C51/09
    • An improved process for the production of high yields of .delta.-lactones and 5-hydroxy fatty acids from unsaturated fatty acids which are free or esterified with glycerol is disclosed. The .delta.-lactones may be produced by reacting one or more .DELTA..sup.5 or .DELTA..sup.6 unsaturated fatty acids in the presence of an acid, clay or zeolite catalyst. Alternatively, the .delta.-lactones may be produced by reacting one or more triglycerides which are esters of glycerol with .DELTA..sup.5 or .DELTA..sup.6 unsaturated fatty acids with the same catalysts. Because the .delta.-lactones may be produced from the triglycerides of unsaturated fatty acids, the process may be practiced using naturally occurring plant oils directly, without the need for any preliminary steps of saponification. Optionally, the .delta.-lactones so formed may be further reacted with an alkali in an aqueous solution to produce 5-hydroxy fatty acids.
    • 公开了用甘油自由或酯化的来自不饱和脂肪酸的高产量的β-内酯和5-羟基脂肪酸的改进方法。 δ-内酯可以通过在酸,粘土或沸石催化剂的存在下使一种或多种DELTA 5或DELTA 6不饱和脂肪酸反应来制备。 或者,δ-内酯可以通过使一种或多种甘油三酯(其是甘油三酯)与DELTA 5或DELTA 6不饱和脂肪酸与相同的催化剂反应来制备。 因为δ-内酯可以由不饱和脂肪酸的甘油三酯生产,所以该方法可以直接使用天然存在的植物油进行,而不需要任何初步的皂化步骤。 任选地,如此形成的δ-内酯可以进一步与碱在水溶液中反应以产生5-羟基脂肪酸。