Organic compounds -- part of the class 532-570 series – Organic compounds – Fatty compounds having an acid moiety which contains the...
Reexamination Certificate
2002-10-07
2004-03-16
Carr, Deborah D. (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Fatty compounds having an acid moiety which contains the...
Reexamination Certificate
active
06706903
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a process for separating saturated fatty acids from fatty acid mixtures. More particularly, the present invention relates to a process for preparing unsaturated fatty acids having reduced levels of saturated fatty acid components.
2. Description of Related Art
Fatty acids are widely used as intermediates for foods, such as monoglycerides and diglycerides, and as additives and intermediates for a variety of industrial products. Such fatty acids are generally produced by hydrolyzing vegetable oils, such as rapeseed oil or soybean oil, or animal fats, such as beef tallow, under high pressure.
However, the fatty acids produced by this method alone contain saturated fatty acids derived from the fats and oils used as the feedstock. Thus it has been found that these saturated fatty acids adversely influence some final products such as monoglycerides, diglycerides, triglycerides, and other esters. For example, when a fatty acid mixture containing saturated fatty acids is used as a feedstock to produce diglycerides, the diglycerides may contain solid crystallized particles or are in a semi-solid state at room temperature and, in cold situations may completely crystallize (solidify) to lose their flowability. These diglycerides thus have poor appearance qualities and other problems, such as difficulty in removal from containers.
U.S. Pat. No. 5,514,405 discloses a frying oil or fat composition employable for producing fried foodstuffs having satisfactory crisp and well acceptable moderate oily or fatty taste comprising not more than 4.0 weight % of an emulsifier dissolved in an oil or a fat. The emulsifier should be chosen to make the oil or fat composition show an interfacial tension of not more than 7 mN/m at 80° C., 3 sec. after the time when the oil or fat composition is mixed with water to form an interface between a phase of the oil or fat and an aqueous phase. A frying oil or fat composition containing a sugar fatty acid ester of a specifically selected composition, or a combination of a sugar fatty acid ester and a polyglycerol fatty acid ester and/or a diglyceride is said to be also employable for the same purpose.
U.S. Pat. No. 5,674,475 discloses an emulsifier composition that is a mixture of polyglycerol fatty acid ester (n≧4) and the lactylate of a fatty acid (C≧8) or its salt and is used to manufacture a wide range of different O/W emulsions, e.g. sunscreen emulsions for cosmetics. The polyglycerol fatty acid ester preferably has an HLB value≦8. The emulsifier composition can additionally contain a lipophilic emulsifier.
U.S. Pat. No. 5,945,318 discloses a process for treating an oil composition containing saturated and unsaturated fatty acids in the form of triglycerides, with at least some of the unsaturated fatty acids being polyunsaturated, in order to obtain a refined product with a higher concentration of the polyunsaturated fatty acids.
U.S. Pat. No. 5,952,518 discloses a method for efficiently removing saturated fatty acids from a fatty acid mixture by adding an emulsifying agent to a feedstock fatty acid mixture, mixing and then cooling the mixture, and removing the crystallized portion by dry fractionation, and the use of the obtained reduced saturated fatty acid level mixture to produce fatty acid esters resistant to crystallization at low temperatures.
The disclosures of the foregoing are incorporated herein by reference in their entirety.
SUMMARY OF THE INVENTION
An object of the present invention is to provide a method for efficiently removing saturated fatty acids from a fatty acid mixture obtained from a selected feedstock.
A further object of the present invention is to provide a method for the production of fatty acid esters that resist crystallization or solidification even at low temperatures.
These and other objects are provided by the present invention, which is directed to a process for removing saturated fatty acids from a primarily unsaturated fatty acid mixture comprising fractional distillation to remove C
16
and other minor fatty acid components in the mixture to a level less than or equal to 4% by weight, adding a lower polyglycerol ester as a crystallization aid, then cooling and fractionally crystallizing out remaining saturated fatty acids to yield a product comprising less than 3.3% saturated fatty acids by weight.
In another aspect, the present invention is directed to a product comprising at least one unsaturated fatty acid prepared by a process comprising fractional distillation to remove C
16
and other minor fatty acid components from a primarily unsaturated fatty acid mixture to a level less than or equal to 4% by weight, adding a lower polyglycerol ester as a crystallization aid, then cooling and fractionally crystallizing out remaining saturated fatty acids to yield said product comprising less than 3.3% saturated fatty acids by weight.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention is directed to a process for making unsaturated fatty acids having lower levels of saturated fatty acids present than have been obtainable by other methods heretofore known in the art. More specifically, the present invention is directed to a process for making such a product by fractionally distilling off most of the palmitic (C
16
) and lower fatty acids from soya or other fatty acids, then fractionally crystallizing off the stearic (C
18
) saturated fatty acids along with some of the remaining palmitic acid, to yield an unsaturated fatty acid with less than 3.3%, preferably less than 3%, more preferably less than 2%, total saturated fatty acids remaining, using a lower polyglycerol ester, e.g., triglycerol monostearate, as a crystallization aid in that step. While it is possible to fractionally crystallize either saturated fats or fatty acids out by known processes, these lower polyglycerol ester are less expensive than those used in the past and are unique in that they function as crystallization aids after the distillation step, but not before. Further, by the process of the present invention, fatty acid levels below 2% can be achieved.
The present method is especially effective when used for diminishing saturated fatty acids from a fatty acid mixture derived from vegetable oils, such as rapeseed oil or soybean oil, wherein the feedstock fatty acid mixture can be distilled to have a stearic acid content of 10% by weight or lower, preferably 5% by weight or lower. Partial glycerides may be present therein.
The fatty acid mixture to be used as the feedstock in the present invention is produced from vegetable oils, such as rapeseed oil or soybean oil, or animal fats, through conventional processes, such as hydrolysis by steam splitting or through hydrolysis using a lipase as the catalyst. In the present invention, it is preferred to use fatty acid mixtures in which the content of saturated fatty acids, such as palmitic acid and stearic acid, is fundamentally low, such as those derived from vegetable oils.
The crystallization aid used in the present method is a lower polyglycerol/fatty acid ester. A combination of two or more such esters may be used, if desired. As employed herein, the term “lower polyglycerol” means diglycerol, triglycerol, tetraglycerol, pentaglycerol, and hexaglycerol. In such materials, up to about 10% by weight of heptaglycerol may, if desired, be present along with one or more of these lower polyglycerols. Preferably, however, heptaglycerol or higher polyglycerols will be absent.
Any of the commonly available fatty acids can be used to esterify the polyglycerol, e.g., saturated fatty acids, such as butyric, lauric, palmitic, or stearic acids, or unsaturated fatty acids, such as oleic, linoleic, or linolenic acids. If desired, all of the hydroxyl groups of the polyglycerol can be esterified with one or more of such, or other, fatty acids, but more typically less than all, and preferably about one to three of such hydroxyl groups will be esterified. In the practice of the present invention, triglycerol esters are preferr
Breuer Thomas E.
Hendree Guy
Martin Shannon
Walker Kyle
Carr Deborah D.
Crompton Corporation
Dilworth Michael P.
LandOfFree
Process for separating saturated fatty acids from fatty acid... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for separating saturated fatty acids from fatty acid..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for separating saturated fatty acids from fatty acid... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3270170