IP Library Granted Patent US 7,910,757
Granted Patent B2
US 7,910,757 · App. 11/883,642 · Granted Mar 22, 2011

Process for the preparation of fatty acids

Assignees: Lipid Nutrition B.V.; Anqing Zhongchuang Bioengineering Co., Ltd.
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Quick Facts
Patent No.
US 7,910,757
App. No.
11/883,642
Granted
Mar 22, 2011
Kind
B2
Abstract

A process for the preparation of a material comprising conjugated isomers of a polyunsaturated fatty acid comprises: treating a first fatty acid mixture comprising saturated fatty acids, monounsaturated fatty acids and polyunsaturated fatty acids in the presence of ethanol to form (i) a solid fraction and (ii) a liquid fraction comprising a second fatty acid mixture, wherein the second fatty acid mixture has a higher molar ratio of total polyunsaturated fatty acids to total saturated and monounsaturated fatty acids than the first fatty acid mixture; separating the solid fraction and the liquid fraction; and subjecting the second fatty acid mixture or a derivative or reaction product thereof to treatment with a base in the presence of a solvent, to form conjugated isomers of at least some of the polyunsaturated fatty acids.

Claims (21)

1. Process for the preparation of a material comprising conjugated isomers of a polyunsaturated fatty acid, which comprises:

treating a first fatty acid mixture, comprising saturated fatty acids, monounsaturated fatty acids and polyunsaturated fatty acids in the presence of ethanol to form (i) a solid fraction and (ii) a liquid fraction comprising a second fatty acid mixture, wherein the second fatty acid mixture has a higher molar ratio of total polyunsaturated fatty acids to total saturated and monounsaturated fatty acids than the first fatty acid mixture;

separating the solid fraction and the liquid fraction; and

subjecting the second fatty acid mixture or a derivative or reaction product thereof to treatment with a base in the presence of a solvent, to form conjugated isomers of at least some of the polyunsaturated fatty acids.

2. Process as claimed in claim 1 , wherein the material comprises at least 90% by weight of conjugated isomers of polyunsaturated fatty acids.

3. Process as claimed in claim 1 or claim 2 , wherein the polyunsaturated fatty acids contain from 12 to 24 carbon atoms.

4. Process as claimed in claim 1 , wherein the saturated fatty acids, the monounsaturated fatty acids, and the polyunsaturated fatty acids contain 18 carbon atoms.

5. Process as claimed in claim 1 , wherein the conjugated isomers are conjugated isomers of linoleic acids.

6. Process as claimed in claim 1 , wherein the first fatty acid fraction is treated with urea and the solid fraction comprises urea.

7. Process as claimed in claim 1 , wherein the first fatty acid mixture is treated in the presence of a solvent comprising at least 80% by weight ethanol.

8. Process as claimed in claim 1 , wherein the second fatty acid mixture is subjected to further process steps prior to treatment with the base to form a derivative or reaction product thereof.

9. Process as claimed in claim 8 , wherein the further steps are selected from purification, removal of solvent, esterification to form C 1 to C 6 alkyl esters of the fatty acids and combinations thereof.

10. Process as claimed in claim 1 , wherein the first fatty acid mixture is obtained from an oil comprising from 50% to 85% by weight based on total fatty acids of fatty acids containing 18 carbon atoms.

11. Process as claimed in claim 1 , wherein the first fatty acid mixture is obtained by a method comprising the hydrolysis of vegetable oil with a base in the presence of ethanol as solvent.

12. Process as claimed in claim 11 , wherein the vegetable oil is selected from the group consisting of safflower oil, sunflower oil, rape seed oil, cotton seed oil, soybean oil and linseed oil.

13. Process as claimed in claim 1 , wherein the solvent comprises an alcohol having three carbon atoms and at least two hydroxyl groups.

14. Process as claimed in claim 1 , wherein the solvent is propylene glycol.

15. Process as claimed in claim 1 , which comprises acidifying the second first fatty acid mixture after treatment with a base.

16. Process as claimed in claim 15 , wherein at least a proportion of the salts formed on acidifying is removed and the resulting mixture is subsequently purified.

17. Process as claimed in claim 1 , further comprising the step of forming a mono-, di- or triglyceride of the conjugated isomers polyunsaturated fatty acids.

18. The method for the separation of polyunsaturated fatty acids from mixtures containing polyunsaturated fatty acids together with saturated and monounsaturated fatty acids which comprises crystallisation with urea in the presence of ethanol as a solvent.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2015
From: LODERS CROKLAAN B.V.
To: STEPAN SPECIALTY PRODUCTS, LLC
Reel/Frame 036999/0723 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CHANGE OF ADDRESS OF ANQING ZHONGCHUANG BIOENGINEERING CO., LTD. PREVIOUSLY RECORDED ON REEL 024645 FRAME 0462. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF ADDRESS OF ANQING ZHONGCHUANG BIOENGINEERING CO., LTD.. Recorded Feb 10, 2011
From: ANQING ZHONGCHUANG BIOENGINEERING CO., LTD.
To: ANQING ZHONGCHUANG BIOENGINEERING CO., LTD.
Reel/Frame 025781/0669 →
CORRECTIVE ASSIGNMENT TO CORRECT THE SPELLING OF NAME OF SECOND ASSIGNEE PREVIOUSLY RECORDED ON REEL 020231 FRAME 0246. ASSIGNOR(S) HEREBY CONFIRMS THE PATENT APPLICATION ENTITLED "PROCESS FOR THE PREPARATION OF FATTY ACIDS". Recorded Jul 7, 2010
From: BHAGGAN, KRISHNADATH; ZHANG, GENWANG; GUO, ZHENG; CHENG, SHUHONG; YAN, YOUCHUN; SCHWEITZER, ERIK
To: LODERS CROKLAAN B.V.; ANQING ZHONGCHUANG BIOENGINEERING CO., LTD.
Reel/Frame 024645/0462 →
CORRECTIVE ASSIGNMENT TO CORRECT THE SPELLING OF NAME OF SECOND ASSIGNEE PREVIOUSLY RECORDED ON REEL 020231 FRAME 0246. ASSIGNOR(S) HEREBY CONFIRMS THE PATENT APPLICATION ENTITLED "PROCESS FOR THE PREPARATION OF FATTY ACIDS". Recorded Jun 29, 2010
From: BHAGGAN, KRISHNADATH; ZHANG, GENWANG; GUO, ZHENG; CHENG, SHUHONG; YAN, YOUCHUN; SCHWEITZER, ERIK
To: ANQING ZHONGCHUANG BIOENGINEERING CO., LTD.
Reel/Frame 024609/0508 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2007
From: LODERS CROKLAAN B.V.
To: LIPID NUTRITION B.V.
Reel/Frame 020230/0764 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2007
From: BHAGGAN, KRISHNADATH; ZHANG, GENWANG; GUO, ZHENG; CHENG, SHUHONG; YAN, YOUCHUN; SCHWEITZER, ERIK
To: LODERS CROKLAAN B.V.; ANQING ZHONGCHUANT BIOTECHNOLOGY CO., LTD.
Reel/Frame 020231/0246 →
Priority Claims (2)
CN 2005 1 0054223 · Feb 4, 2005 · national
EP 05250836 · Feb 14, 2005 · regional
Continuity (1)
Related Publication 20090042985A1 · Feb 12, 2009