IP Library Granted Patent US 7,514,576
Granted Patent B2
US 7,514,576 · App. 10/573,351 · Granted Apr 7, 2009

Process for the separation of alkyl branched fatty acids from a fatty acid mixture

Assignees: Unichema Chemie B.V.; ICI Americas, Inc.
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Quick Facts
Patent No.
US 7,514,576
App. No.
10/573,351
Granted
Apr 7, 2009
Kind
B2
Abstract

A process for the separation of alkyl branched C 12 to C 24 fatty acids from a fatty acid mixture comprising linear and alkyl branched C 12 to C 24 fatty acids comprises; (i) optionally hydrogenating the fatty acid mixture, (ii) cooling the mixture to form crystals, and (iii) separating the alkyl branched C 12 to C 24 fatty acids from the mixture by dry fractionation.

Claims (45)

1. A process for the separation of alkyl branched C 12 to C 24 fatty acids from a fatty acid mixture comprising 15 to 65% by weight of linear C 12 to C 24 fatty acids and 35 to 85% by weight of alkyl branched C 12 to C 24 fatty acids, relative to the total weight of the fatty acid mixture, wherein the process comprises:

(i) optionally hydrogenating the fatty acid mixture,

(ii) cooling the mixture to form crystals, and

(iii) separating the alkyl branched C 12 to C 24 fatty acids from the mixture by dry fractionation.

2. A process according to claim 1 wherein the fatty acid mixture comprises greater than 95% by weight of saturated fatty acids, and less than 5% by weight of unsaturated fatty acids.

3. A process according to claim 1 wherein the fatty acid mixture comprises 40 to 65% by weight of alkyl branched C 12 to C 24 fatty acids, and in the range from 35 to 60% by weight of linear C 12 to C 24 fatty acids.

4. A process according to claim 1 wherein the fatty acid mixture comprises

(i) less than 4% by weight of C 14 fatty acids, and/or

(ii) in the range from 10 to 35% by weight C 16 fatty acids, and/or

(iii) in the range from 50 to 75% by weight of C 18 fatty acids, and/or

(iv) in the range from 3 to 15% by weight C 20 fatty acids, and/or

(v) in the range from 2 to 10% by weight of C 22 fatty acids.

5. A process according to claim 1 wherein the fatty acid mixture comprises in the range from 15 to 30%, by weight C 16 fatty acids.

6. A process according to claim 1 wherein the fatty acid mixture comprises in the range from 55 to 65%, by weight of C 18 fatty acids.

7. A process according to claim 1 wherein the weight ratio of C 18 to C 16 saturated linear fatty acids present in the fatty acid mixture is in the range from 0.4 to 1.5:1.

8. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise in the range from 73 to 95% by weight of branched fatty acids, and in the range from 5 to 27% by weight of linear fatty acids.

9. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise

(i) less than 3% by weight of branched C 14 fatty acids, and/or

(ii) in the range from 2 to 12% by weight of branched C 16 fatty acids, and/or

(iii) in the range from 55 to 85% by weight of branched C 18 fatty acids, and/or

(iv) in the range from 2 to 12% by weight of branched C 20 acids, and/or

(v) in the range from 1 to 8% by weight of branched C 22 fatty acids.

10. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise in the range from 4 to 10% by weight of branched C 16 fatty acids.

11. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise in the range from 60 to 80%, by weight of branched C 18 fatty acids.

12. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise

(i) in the range from 3 to 14% by weight of linear C 16 fatty acids, and/or

(ii) in the range from 0.5 to 6% by weight of linear C 18 fatty acids.

13. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids comprise C 18 to C 16 saturated linear fatty acids present at a weight ratio in the range from 0.1 to 0.7:1.

14. A process according to claim 1 wherein the separated alkyl branched C 12 -C 24 fatty acids comprise greater than 90% by weight of saturated fatty acids, and in the range from 0 to 10% by weight of unsaturated fatty acids.

15. A process according to claim 1 wherein the separated alkyl branched C 12 -C 24 fatty acids have

(i) an acid value in the range from 175 to 205 mgKOH.g −1 , and/or

(ii) a saponification value in the range from 175 to 210 mgKOH.g −1 , and/or

(iii) an unsaponifiable value of less than 7 g.100 g −1 , and/or

(iv) an iodine value of less than 6 g.100 g −1 , and/or

(v) a cloud point in the range from 0 to 10° C., and/or

(vi) a colour value of less than 150 Hazen units.

16. A process according to claim 1 wherein the separated alkyl branched C 12 to C 24 fatty acids have a cloud point in the range from 0 to 80° C.

17. A process according to claim 1 wherein plate-like crystals are formed during cooling.

18. A process according to claim 17 wherein the plate-like crystals have a mean aspect ratio in the range from 1 to 2:1.

19. A process according to claim 17 wherein the plate-like crystals have a mean crystal diameter in the range from 250 to 500 μm.

20. A process according to claim 1 wherein the fatty acid mixture is initially heated to a temperature in the range from 48 to 80° C.

21. A process according to claim 1 wherein the fatty acid mixture is cooled to a temperature in the range from 7 to 16° C.

22. A process according to claim 1 wherein the alkyl branched C 12 to C 24 fatty acids are separated by filtration.

23. A process according to claim 1 wherein the weight ratio of C 18 to C 16 saturated linear fatty acids present in the fatty acid mixture is adjusted prior to or during the cooling stage, preferably by the addition of palmitic acid.

24. A process according to claim 23 wherein in the range from 0.5 to 15 g of palmitic acid is added per 100 g of fatty acid mixture.

Assignments (9)
CHANGE OF NAME Recorded Oct 8, 2013
From: CRODA UNIQEMA LLC
To: UNIQEMA AMERICAS LLC
Reel/Frame 031393/0513 →
CHANGE OF NAME Recorded Oct 8, 2013
From: UNIQEMA AMERICAS LLC
To: CRODA AMERICAS LLC
Reel/Frame 031393/0523 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2010
From: CRODA UNIQEMA LLC
To: UNIQEMA AMERICA LLC
Reel/Frame 025308/0166 →
CHANGE OF NAME Recorded Nov 18, 2010
From: ICI UNIQEMA INC
To: CRODA UNIQEMA INC.
Reel/Frame 025308/0814 →
CHANGE OF NAME Recorded Nov 18, 2010
From: CRODA UNIQEMA INC.
To: CRODA UNIQEMA LLC
Reel/Frame 025308/0895 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2010
From: UNIQEMA B.V.
To: CRODA INTERNATIONAL PLC
Reel/Frame 025334/0772 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 8, 2009
From: ICI AMERICAS, INC.
To: ICI UNIQEMA INC.
Reel/Frame 022668/0899 →
CHANGE OF NAME Recorded May 8, 2009
From: UNICHEMA CHEMIE B.V.
To: UNIQEMA B.V.
Reel/Frame 022676/0649 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2007
From: TANZI, STEVEN; SOETERBOEK, ALOSIUS RONALD MARIE; BRUG, ERIK; VREEWIJK, JOHANNES JOSEPHUS
To: UNICHEMA CHEMIE BV; ICI AMERICAS, INC.
Reel/Frame 018811/0105 →
Priority Claims (1)
EP 03256026 · Sep 25, 2003 · regional
Continuity (1)
Related Publication 20070276148A1 · Nov 29, 2007