Process for purifying products containing esters of a non-reducing sugar and one or more fatty acids

• US 5,378,834 A
• Filed: 07/14/1993
• Issued: 01/03/1995
• Est. Priority Date: 06/22/1989
• Status: Expired due to Fees

• Current Assignee: Cooperatieve Vereniging Suiker Unie U.A.
• Original Assignee: Cooperatieve Vereniging Suiker Unie U.A.
• Inventors: Bakker, Age, Vianen, Gerardus M., Koerts, Kees
• Primary Examiner(s): Wityshyn, Michael G.
• Assistant Examiner(s): leary, Louise N.
• Application Number:
  US08/091,457
• Time in Patent Office: 538 Days
• Field of Search: 536/127, 536/119, 536/124, 536/115, 536/116, 536/120, 560/84, 560/85
• US Class Current: 536/127
• CPC Class Codes: C07H 1/06 Separation; Purification
• CPC Class Codes: C07H 13/06 Fatty acids
• CPC Class Codes: Y02P 20/54 using solvents, e.g. supercritical solvents or ionic liquids

Abstract

The invention relates to a process for purifying crude products containing esters of a non-reducing sugar like sucrose, and one or more fatty acids such as palmitic acid, stearic acid etc. by subjecting the crude esterification products to an extraction treatment with supercritical carbon dioxide. After carrying out this extraction treatment a residue comprising the fatty acid esters of non-reducing sugars, the unreacted sugar and the salts as well as an extract comprising the fatty acids, fatty acid alkyl esters and also any solvents, if present, are obtained. The unreacted sugar and the salts, present in the obtained residue, can be removed from the residue by, for example, a washing operation resulting in a final product of pure esters of the non-reducing sugar and one or more fatty acids. This last removal step concerning the unreacted sugar and salts may also be carried out before the application of the above indicated extraction treatment with supercritical carbon dioxide.

Claims

1. Process for purifying esterification products containing fatty acid esters of a non-reducing sugar comprising subjecting esterification products containing fatty acid esters of a non-reducing sugar to an extraction treatment with supercritical carbon dioxide, wherein said extraction treatment comprises the step of passing supercritical carbon dioxide through a reaction vessel containing said esterification products containing fatty acid esters of a non-reducing sugar, wherein said esterification products containing fatty acid esters of a non-reducing sugar and any unreacted sugar and any salts remain behind after the extraction with supercritical carbon dioxide and further wherein any unreacted fatty acids and any fatty acid alkyl esters, and any solvents present as such, are extracted with the supercritical carbon dioxide.

2. Process according to claim 1 wherein said products containing fatty acid esters of a non-reducing sugar, which also contain an alkali metal soap, are acidified and then subjected to an extraction treatment with supercritical carbon dioxide.

3. Process according to claim 2 wherein said products containing fatty acid esters of a non-reducing sugar are acidified with an agent selected from the group consisting of hydrogen chloride, sulphuric acid, phosphoric acid, sodium hydrogen sulphate and sodium dihydrogen phosphate.

4. Process according to claim 2 wherein said products are acidified to a pH of 4-5.

5. Process according to claim 4 wherein said extraction treatment with supercritical carbon dioxide is carried out at a temperature in the range of 31-170 degrees C. and under a pressure of 72.9-600 bar.

6. Process according to claim 5 wherein said extraction treatment with supercritical carbon dioxide is carried out at a temperature in the range of 40-100 degrees C. and under a pressure in the range of 150-450 bar.

7. Process according to claim 6 wherein residue obtained after the extraction treatment with supercritical carbon dioxide is subjected to a washing treatment with a washing medium selected from the group consisting of water and a slightly polar organic solvent.

8. Process according to claim 1 wherein said products are subjected, prior to said extraction treatment, to a washing treatment with a washing medium selected from the group consisting of water and a slightly polar organic solvent.

9. Process according to claim 8 wherein said slightly polar organic solvent is selected from the group consisting of ethanol, propanol, isopropanol, butanol, isobutanol, ethyl acetate, acetone and methyl ethyl ketone.

10. Process according to claim 9 wherein the ratio between said products and said supercritical carbon dioxide is 1:

25 to 1;

500 by weight and further wherein said products contain palmitic or stearic acid.

11. Process according to claim 9 wherein the ratio between said products and said supercritical carbon dioxide is 1:

5 to 1;

150 by weight and further wherein said products contain palmitic or stearic acid.

12. Process according to claim 9 wherein the ratio between said products and said supercritical carbon dioxide is 1:

2.5 to 1;

125 by weight and further wherein said products contain oleic or lauric acid.

13. Process according to claim 9 wherein the ratio between said products and said supercritical carbon dioxide is 1:

5 to 1;

15 to weight and further wherein said products contain oleic or lauric acid.

14. Process according to claim 1 wherein said products are polyester products and said extraction treatment is carried out continuously at a temperature at which said polyester products are liquid.