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1. 发明授权

US08541626B2 Method for synthesis of ketones from plant oils 有权
标题翻译：从植物油合成酮的方法
公开(公告)号：US08541626B2
公开(公告)日：2013-09-24
申请号：US13356731
申请日：2012-01-24
申请人： Michael A. Jackson , Steven C. Cermak
发明人： Michael A. Jackson , Steven C. Cermak
IPC分类号： C07C45/00 , B01J23/10 , B01J23/08 , B01J23/56
CPC分类号： C07C45/48 , B01J23/83 , B01J35/1019 , B01J35/1038 , B01J35/1061 , B01J37/03 , C01F17/0025 , C01G49/009 , C01P2004/62 , C01P2004/64 , C01P2006/12 , C01P2006/14 , C07C29/095 , C07C49/04 , C07C31/225
摘要： Ketones may be produced in high yields from glycerides of short chain fatty acids by reaction with a carboxylic acid. The reaction is conducted in the presence of a catalyst and under conditions effective for ketonization of decanoate with the carboxylic acid to produce free ketones. Reaction of a glyceride comprising at least one ester of decanoic acid with a carboxylic acid selected from acetic acid and/or propionic acid produces 2-undecanone and/or 3-dodecanone, respectively. Catalysts of the formula FemCenAlpOx, wherein m is between about 0.2 to about 0.6, n is about 0.2, p is between about 0.6 to about 0.2, and x is greater than 0, produce significantly higher yields of the ketones than other known metal oxides.
摘要翻译：酮可以通过与羧酸反应从高链脂肪酸的甘油酯以高产率生产。该反应在催化剂存在下进行，并且在有效地用羧酸进行癸酸酯酮化的条件下进行，以产生游离酮。包含至少一种癸酸酯的甘油酯与选自乙酸和/或丙酸的羧酸分别产生2-十一烷酮和/或3-十二烷酮。式FemCenAlpOx的催化剂，其中m为约0.2至约0.6，n为约0.2，p为约0.6至约0.2，x大于0，与其它已知金属氧化物相比，产生明显更高的酮产率。

2. 发明申请

US20130190535A1 Method for Synthesis of Ketones from Plant Oils 有权
标题翻译：从植物油中合成酮的方法
公开(公告)号：US20130190535A1
公开(公告)日：2013-07-25
申请号：US13356731
申请日：2012-01-24
申请人： Michael A. Jackson , Steven C. Cermak
发明人： Michael A. Jackson , Steven C. Cermak
IPC分类号： C07C45/41 , B01J21/02 , C01F17/00 , C07C45/82
CPC分类号： C07C45/48 , B01J23/83 , B01J35/1019 , B01J35/1038 , B01J35/1061 , B01J37/03 , C01F17/0025 , C01G49/009 , C01P2004/62 , C01P2004/64 , C01P2006/12 , C01P2006/14 , C07C29/095 , C07C49/04 , C07C31/225
摘要： Ketones may be produced in high yields from glycerides of short chain fatty acids by reaction with a carboxylic acid. The reaction is conducted in the presence of a catalyst and under conditions effective for ketonization of decanoate with the carboxylic acid to produce free ketones. Reaction of a glyceride comprising at least one ester of decanoic acid with a carboxylic acid selected from acetic acid and/or propionic acid produces 2-undecanone and/or 3-dodecanone, respectively. Catalysts of the formula FemCenAlpOx, wherein m is between about 0.2 to about 0.6, n is about 0.2, p is between about 0.6 to about 0.2, and x is greater than 0, produce significantly higher yields of the ketones than other known metal oxides.
摘要翻译：酮可以通过与羧酸反应从高链脂肪酸的甘油酯以高产率生产。该反应在催化剂存在下进行，并且在有效地用羧酸进行癸酸酯酮化的条件下进行，以产生游离酮。包含至少一种癸酸酯的甘油酯与选自乙酸和/或丙酸的羧酸分别产生2-十一烷酮和/或3-十二烷酮。式FemCenAlpOx的催化剂，其中m为约0.2至约0.6，n为约0.2，p为约0.6至约0.2，x大于0，与其它已知金属氧化物相比，产生明显更高的酮产率。

3. 发明授权

US06316649B1 Biodegradable oleic estolide ester having saturated fatty acid end group useful as lubricant base stock 有权
标题翻译：具有饱和脂肪酸端基的可生物降解油脂内酯酯可用作润滑剂基础油
公开(公告)号：US06316649B1
公开(公告)日：2001-11-13
申请号：US09490360
申请日：2000-01-24
申请人： Steven C. Cermak , Terry A. Isbell
发明人： Steven C. Cermak , Terry A. Isbell
IPC分类号： C07C5900
CPC分类号： C10M101/04 , C10M105/32 , C10M107/30 , C10M107/32 , C10M2207/28 , C10M2209/00 , C10M2209/02 , C10M2209/10 , C10N2240/00 , C10N2240/22 , C10N2240/30 , C10N2240/50 , C10N2240/52 , C10N2240/54 , C10N2240/56 , C10N2240/58 , C10N2240/60 , C10N2240/66
摘要： Esters of estolides derived from oleic acids and C-6 to C-14 saturated fatty acids are characterized by superior properties for use as lubricant base stocks. These estolides may also be used as lubricants without the need for fortifying additives normally required to improve the lubricating properties of base stocks.
摘要翻译：衍生自油酸和C-6至C-14饱和脂肪酸的儿茶素酯的特征在于用作润滑剂基础油料的优异性质。这些耳塞体也可以用作润滑剂，而不需要通常需要的增强添加剂来改善基础油的润滑性能。

4. 发明授权

US6022982A Method for the development of .delta.-lactones and hydroxy acids from unsaturated fatty acids and their glycerides 失效
标题翻译：从不饱和脂肪酸及其甘油酯开发δ-内酯和羟基酸的方法
公开(公告)号：US6022982A
公开(公告)日：2000-02-08
申请号：US211017
申请日：1998-12-14
申请人： Terry A. Isbell , Steven C. Cermak
发明人： Terry A. Isbell , Steven C. Cermak
IPC分类号： C07C51/09 , C07D315/00 , C07D309/00
CPC分类号： C07D315/00 , C07C51/09
摘要： 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.
摘要翻译：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。

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