IP Library Granted Patent US 10,214,475
Granted Patent B2
US 10,214,475 · App. 15/411,702 · Granted Feb 26, 2019

Multi-step separation process

Inventors: Adam Kelliher (Cheshire, GB); Angus Morrison (Cheshire, GB)
Assignee: BASF Pharma (Callanish) Limited
C07C57/03A23D9/04B01D15/185B01D15/1892B01D15/426C07C69/587C11B3/10C11C1/08
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Quick Facts
Patent No.
US 10,214,475
App. No.
15/411,702
Granted
Feb 26, 2019
Kind
B2
Abstract

The present invention provides a chromatographic separation process for recovering a polyunsaturated fatty acid (PUFA) product from a feed mixture, which comprises: (a) purifying the feed mixture in a first chromatographic separation step using an eluent a mixture of water and a first organic solvent, to obtain an intermediate product; and (b) purifying the intermediate product in a second chromatographic separation step using as eluent a mixture of water and a second organic solvent, to obtain the PUFA product, wherein the second organic solvent is different from the first organic solvent and has a polarity index which differs from the polarity index of the first organic solvent by between 0.1 and 2.0, wherein the PUFA product is other than alpha-linolenic acid (ALA), gamma-linolenic acid (GLA), linoleic acid, an ALA mono- di- or triglyceride, a GLA mono- di- or triglyceride, a linoleic acid mono- di- or triglyceride, an ALA C 1 -C 4 alkyl ester, a GLA C 1 -C 4 alkyl ester or a linoleic acid C 1 -C 4 alkyl ester or a mixture thereof.

Claims (22)

1. A chromatographic separation process for recovering a polyunsaturated fatty acid (PUFA) product from a feed mixture, which comprises:

(a) purifying the feed mixture in a first chromatographic separation step using as eluent a mixture of water and a first organic solvent, to obtain an intermediate product; and

(b) purifying the intermediate product in a second chromatographic separation step using as eluent a mixture of water and a second organic solvent, to obtain the PUFA product,

wherein the second organic solvent is different from the first organic solvent, and wherein the first chromatographic separation step comprises introducing the feed mixture into a simulated or actual moving bed chromatography apparatus and the second chromatographic separation step comprises introducing the intermediate product into a stationary bed chromatography apparatus.

2. The process according to claim 1 , wherein the first and second organic solvents are chosen from alcohols, ethers, esters, ketones and nitriles.

3. The process according to claim 2 , wherein the ketone is acetone, methylethylketone or methyl isobutyl ketone (MIBK), preferably acetone.

4. The process according to claim 1 , wherein one of the first and second organic solvents is methanol.

5. The process according to claim 1 , wherein the second organic solvent is methanol.

6. The process according to claim 1 , wherein the first organic solvent:water ratio is from 99.9:0.1 to 75:25 parts by volume.

7. The process according to claim 6 , wherein the first organic solvent:water ratio is from 99.5:0.5 to 80:20 parts by volume.

8. The process according to claim 1 , wherein the second organic solvent:water ratio is from 99.9:0.1 to 75:25 parts by volume.

9. The process according to claim 8 , wherein the second organic solvent:water ratio is from 90:10 to 85:15 parts by volume.

10. The process according to claim 1 , wherein the second organic solvent is methanol, and the methanol:water ratio is from 95:5 to 85:15 parts by volume.

11. The process according to claim 10 , wherein the second organic solvent is methanol, and the methanol:water ratio is from 93:7 to 90:10 parts by volume.

12. The process according to claim 1 , wherein the PUFA product is at least one ω-3 PUFA or at least one ω-3 PUFA derivative.

13. The process according to claim 1 , wherein the PUFA product is eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), EPA triglyceride, DHA triglyceride, EPA ethyl ester or DHA ethyl ester.

14. The process according to claim 1 , wherein the PUFA product is EPA, or EPA ethyl ester.

15. The process according to claim 1 , wherein the PUFA product is obtained in the second separation step at a purity greater than 95 wt% .

16. The process according to claim 1 , wherein the first organic solvent is acetone, and the second organic solvent is methanol.

17. The process according to claim 1 , wherein the PUFA product is obtained in the second separation step at a plurity greater than 97 wt%.

18. The process according to claim 1 , wherein the PUFA product is obtained in the second separation step at a plurity greater than 98 wt%.

19. The process according to claim 1 , wherein the PUFA product is obtained in the second separation step at a plurity greater than 98.4 wt%.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2017
From: KELLIHER, ADAM; MORRISON, ANGUS
To: BASF PHARMA (CALLANISH) LIMITED
Reel/Frame 041147/0960 →
Priority Claims (1)
GB 1300354.6 · Jan 9, 2013 · national
Continuity (3)
Continuation 14759764
Provisional Application 61750389 · Jan 9, 2013
Related Publication 20170130163A1 · May 11, 2017