Highly unsaturated fatty acids or highly unsaturated fatty acid ethyl esters with reduced environmental pollutants and methods for producing the same

Abstract

In the production of ethyl esters using oils and fats containing highly unsaturated fatty acids as constituent fatty acids as raw materials, the present invention provides ethyl esters in which environmental pollutants, particularly dioxins, contained in the oils and fats are reduced. [Solution] Highly unsaturated fatty acids or ethyl esters of highly unsaturated fatty acids, manufactured using oils containing highly unsaturated fatty acids as constituent fatty acids as raw materials, with reduced levels of environmental pollutants, and containing less than 0.05 pg-TEQ / g of polychlorinated dibenzo-paradioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) among the dioxins, and coplanar PCBs (Co-PCBs) Highly unsaturated fatty acids or ethyl esters of highly unsaturated fatty acids having a TEQ of less than 0.03 pg-TEQ / g, and highly unsaturated fatty acids or ethyl esters of highly unsaturated fatty acids with reduced environmental pollutants obtained by removing free fatty acids and environmental pollutants from raw oil by thin-film distillation, ethyl esterifying the obtained oil, and purifying it by rectification and column chromatography.

Claims

1. From raw oils containing highly unsaturated fatty acids as constituent fatty acids, free fatty acids and environmental pollutants are removed by thin-film distillation. A method for producing a fatty acid composition containing highly unsaturated fatty acids or a fatty acid ethyl ester composition containing ethyl esters of highly unsaturated fatty acids, wherein the content of polychlorinated dibenzo-p-dioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and coplanar PCBs (Co-PCBs) has been reduced.

2. Furthermore, the method according to claim 1 also reduces the content of the brominated flame retardant.

3. The method according to claim 1 or 2, wherein the raw material oil containing highly unsaturated fatty acids as constituent fatty acids is fish oil, krill oil, marine mammal oil, or microbial oil.

4. The method according to any one of claims 1 to 3, wherein the thin-film distillation is carried out at a temperature of 200 to 270°C, 220 to 260°C, or 220 to 250°C.

5. The method according to any one of claims 1 to 4, wherein the thin-film distillation is performed at a pressure of 5 Pa or less, 2 Pa, or 1 Pa or less.

6. The thin-film distillation is performed at a flow rate of 20-200 kg / h / m. 2 , or 25-120 (kg / h) / m 2 A method of any one of claims 1 to 5, which is performed by [the specified method].

7. The method according to any one of claims 1 to 6, wherein the initial thin-film distillation is molecular distillation or short-stroke distillation.

8. A method for producing a fatty acid composition or fatty acid ethyl ester composition for food, supplements, pharmaceuticals, cosmetics, or animal feed, which is produced using oils and fats derived from marine products containing highly unsaturated fatty acids as constituent fatty acids as a raw material oil, and which has a reduced content of environmental pollutants, wherein the content of polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) among the dioxins contained is less than 0.05 pg-TEQ / g, and the content of coplanar PCBs (Co-PCBs) is less than 0.03 pg-TEQ / g.

9. The method of claim 8 for producing a fatty acid composition or fatty acid ethyl ester composition in which the content of the brominated flame retardant is reduced to less than 0.18 ng / g of BDE-47, less than 0.03 ng / g of BDE-100, less than 0.05 ng / g of BDE-49, or less than 0.05 ng / g of BDE-99.

10. The method according to claim 8 or 9, wherein the oil containing highly unsaturated fatty acids as constituent fatty acids is fish oil, krill oil, or marine mammal oil.

11. The method of any one of claims 8 to 10, wherein the highly unsaturated fatty acid is eicosapentaenoic acid, docosahexaenoic acid, docosapentaenoic acid, dihomo-γ-linolenic acid, arachidonic acid, or a combination thereof.

12. A method for producing a fatty acid composition containing highly unsaturated fatty acids or a fatty acid ethyl ester composition containing highly unsaturated fatty acids for food, supplements, pharmaceuticals, cosmetics, or animal feed, using oils and fats derived from marine products as a raw material, wherein the dioxin content is less than 0.07 pg-TEQ / g or less than 0.05 pg-TEQ / g, by any of the methods of claims 1 to 7.

13. The method of claim 12 for producing a fatty acid composition or fatty acid ethyl ester composition wherein the amount of brominated flame retardant contained is less than 0.18 ng / g of BDE-47, less than 0.03 ng / g of BDE-100, less than 0.05 ng / g of BDE-49, or less than 0.05 ng / g of BDE-99.

Images