Process for the production of diglycerides

US11466231B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-11466231-B2
Application numberUS-201916972153-A
CountryUS
Kind codeB2
Filing dateJun 4, 2019
Priority dateJun 5, 2018
Publication dateOct 11, 2022
Grant dateOct 11, 2022

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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  6. CPC / IPC classifications

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  7. Citations and related patents

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Abstract

Official abstract text for this publication.

A method for producing diglycerides is provided. The method includes combining (i) an oil comprising at least one polyunsaturated fatty acid in the form of ethyl esters, free fatty acids, and/or combinations thereof, (ii) lipase, and (iii) glycerol in water to produce diglycerides with a high level of purity. Highly pure diglycerides obtained according to the method are also provided.

First claim

Opening claim text (preview).

What is claimed is: 1. A method for the production of one or more diglycerides comprising combining (i) an oil comprising at least one polyunsaturated fatty acid in the form of ethyl esters, free fatty acids, and/or combinations thereof, (ii) lipase, and (iii) glycerol in water, wherein water is added back into the reaction mixture one or more times during the reaction or continuously supplied during at least part of the reaction. 2. The method according to claim 1 , wherein the lipase is derived from Candida antarctica. 3. The method according to claim 1 or 2 , wherein the lipase is lipase B. 4. The method according to claim 1 , wherein the ethyl esters comprise omega-3 ethyl esters. 5. The method according to claim 1 , wherein the ethyl esters are eicosapentaenoic acid (EPA) ethyl ester, docosahexaenoic acid (DHA) ethyl ester, or a combination thereof. 6. The method according to claim 1 , wherein the free fatty acids comprise omega-3 free fatty acids. 7. The method according to claim 1 , wherein the free fatty acids are eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), or a combination thereof. 8. The method according to claim 1 , wherein the combination of ethyl esters, free fatty acids, and/or combinations thereof, lipase, and glycerol in water is reacted for between about 2 hours to about 24 hours. 9. The method according to claim 1 , wherein the reaction is performed under reduced pressure and sufficient temperature to evaporate ethanol and/or water from the reaction. 10. The method according to claim 1 , wherein the temperature during the reaction is from about 30° C. to about 90° C. 11. The method according to claim 1 , wherein the reaction mixture is washed one or more times. 12. The method according to claim 1 , wherein the reaction mixture is dried after the reaction is complete. 13. The method according to claim 1 , wherein any residual ethyl esters, monoacylglycerols, and/or free fatty acids are separated from the reaction mixture. 14. A method for the production of one or more diglycerides comprising: (a) combining (i) an oil comprising at least one polyunsaturated fatty acid in the form of ethyl esters, free fatty acids, and/or combinations thereof, (ii) lipase, and (iii) glycerol in water; (b) incubating the combination of (a) for about 2 to about 24 hours at about 30° C. to about 90° C. at reduced pressure to produce a reaction mixture, wherein water is added back into the reaction mixture one or more times during the reaction or continuously supplied during at least part of the reaction; (c) washing the reaction mixture obtained in (b); (d) drying the reaction mixture; (e) separating residual ethyl esters, monoacylglycerol(s), and/or free fatty acids from the reaction mixture. 15. The method of claim 14 , wherein the lipase is lipase B from Candida antarctica. 16. A method for the production of diglycerides comprising combining (i) an oil comprising at least one polyunsaturated fatty acid in the form of ethyl esters, free fatty acid, and/or combinations thereof, (ii) lipase, and (iii) glycerol in water, wherein water is added back into the reaction or continuously supplied during at least part of the reaction to produce diglycerides with a high level of purity.

Assignees

Inventors

Classifications

  • esterified with dihydroxylic compounds · CPC title

  • with glycerol · CPC title

  • C11C3/02Primary

    by esterification of fatty acids with glycerol · CPC title

  • by interreacting ester groups, i.e. transesterification · CPC title

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Frequently asked questions

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What does patent US11466231B2 cover?
A method for producing diglycerides is provided. The method includes combining (i) an oil comprising at least one polyunsaturated fatty acid in the form of ethyl esters, free fatty acids, and/or combinations thereof, (ii) lipase, and (iii) glycerol in water to produce diglycerides with a high level of purity. Highly pure diglycerides obtained according to the method are also provided.
Who is the assignee on this patent?
Dsm Ip Assets Bv
What technology area does this patent fall under?
Primary CPC classification C11C3/02. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Oct 11 2022 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 5 related publications on this page (citations in our corpus or others sharing the same primary CPC).