IP Library Granted Patent US 8,178,706
Granted Patent B2
US 8,178,706 · App. 12/231,975 · Granted May 15, 2012

Production of fatty acid and fatty acid ester

Assignee: Aalto University Foundation
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Quick Facts
Patent No.
US 8,178,706
App. No.
12/231,975
Granted
May 15, 2012
Kind
B2
Abstract

The present invention concerns a process for forming a fatty acid, a fatty acid ester or a mixture thereof from a soap-comprising starting material, in which process a metal-ion forming agent is added to the starting material, whereby a mixture is formed, which contains an insoluble phase and a liquid phase, the insoluble phase is separated from the liquid phase, and an acid is added into the insoluble phase to form a fatty acid, or a monohydric alcohol and an acid catalyst are added to form a fatty acid ester, whereby two phases are formed, an aqueous phase and an organic phase, or, first, an acid is added and then a monohydric alcohol and an acid catalyst are added into at least a portion of the formed fatty acid to esterify the fatty acid.

Claims (26)

1. A process for forming a mixture of fatty acids and fatty acid esters from a starting material containing soap and alcohol, wherein the alcohol is methanol, ethanol, 1-propanol or a polyhydric alcohol or a mixture of several alcohols, characterized by

adding a metal-ion forming agent into the starting material, said metal-ion forming agent transforming the soap into a precipitate, to produce a mixture containing an insoluble phase and a liquid phase,

separating the insoluble phase from the liquid phase, and

adding an acid into the insoluble phase to form a fatty acid, and forming a fatty acid ester by adding a monohydric alcohol and an acid catalyst to the acid-containing insoluble phase to form a fatty acid ester, whereby two phases are formed, an aqueous phase and an organic phase, or by adding first an acid and then adding a monohydric alcohol and an acid catalyst into at least a portion of the formed fatty acid to esterify the fatty acid.

2. The process according to claim 1 , characterized in that the polyhydric alcohol is glycerol.

3. The process according to claim 1 , characterized in that the starting material is a fraction formed as a result of the transesterification of a lipid.

4. The process according to claim 1 , characterized in that the metal-ion forming agent is calcium chloride or magnesium chloride.

5. The process according to claim 1 , characterized by adding the metal-ion forming agent as a solid or as a liquid.

6. The process according to claim 1 , characterized by adding the metal-ion forming agent in an amount that precipitates at least 40 mol-% of the soap of the starting material.

7. The process according to claim 1 , characterized in that the insoluble phase comprises the soap.

8. The process according to claim 1 , characterized in that the liquid phase comprises the polyhydric alcohol or the monohydric alcohol or a mixture of several alcohols.

9. The process according to claim 1 , characterized by adding an acid into the insoluble phase, whereby a fatty acid or a mixture of fatty acids is formed.

10. The process according to claim 1 , characterized by adding a monohydric alcohol and an acid catalyst, into the insoluble phase to form a fatty acid ester.

11. The process according to claim 1 , characterized by adding first an acid to the insoluble phase to form a fatty acid, and then adding a monohydric alcohol and an acid catalyst into at least a portion of the formed fatty acid to esterify the fatty acid.

12. The process according to claim 10 , characterized in that the molar amount of monohydric alcohol compared to the molar amount of organic matter is at least 40%.

13. The process according to claim 11 , characterized in that the molar amount of monohydric alcohol compared to the molar amount of organic matter is at least 40%.

14. The process according to claim 1 , characterized in that the organic phase comprises a fatty acid ester or a mixture of fatty acid esters and the aqueous phase comprises water and mineral salts.

15. The process according to claim 1 , characterized by separating the organic phase and the aqueous phase from each other and collecting them.

16. The process according to claim 1 , characterized in that the metal-ion forming agent is calcium chloride.

17. The process according to claim 1 , characterized by adding the metal-ion forming agent as a solid.

18. The process according to claim 1 , characterized by adding the metal-ion forming agent in an amount through which a stoichiometric amount of metal ion is formed with regard to the amount of soap.

19. The process according to claim 1 , characterized by adding the metal-ion forming agent in an amount through which a stoichiometric amount of metal ion in excess of 10 mol-% is formed with regard to the amount of soap.

20. The process according to claim 1 , characterized by adding hydrochloric acid or sulphuric acid into the insoluble phase, whereby a fatty acid or a mixture of fatty acids is formed.

21. The process according to claim 1 , characterized by adding a monohydric alcohol and an acid catalyst into the insoluble phase to form a fatty acid ester, wherein the acid catalyst is hydrochloric acid or sulphuric acid.

22. The process according to claim 10 , characterized in that the molar amount of monohydric alcohol compared to the molar amount of organic matter is an equivalent amount.

23. The process according to claim 11 , characterized in that the molar amount of monohydric alcohol compared to the molar amount of organic matter is an equivalent amount.

Assignments (2)
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF THE ASSIGNEE FROM AALTO UNIVERSITY TO AALTO UNIVERSITY FOUNDATION PREVIOUSLY RECORDED ON REEL 027056 FRAME 0040. ASSIGNOR(S) HEREBY CONFIRMS THE CORRECT NAME OF THE ASSIGNEE IS AALTO UNIVERSITY FOUNDATION. Recorded Nov 16, 2011
From: AALTO UNIVERSITY
To: AALTO UNIVERSITY FOUNDATION
Reel/Frame 027241/0431 →
MERGER Recorded Oct 13, 2011
From: HELSINKI UNIVERSITY OF TECHNOLOGY
To: AALTO UNIVERSITY
Reel/Frame 027056/0040 →
Continuity (2)
Provisional Application 60993014 · Sep 7, 2007
Related Publication 20090131700A1 · May 21, 2009