Separation and purification of sugar esters

• US 4,983,731 A
• Filed: 03/17/1989
• Issued: 01/08/1991
• Est. Priority Date: 03/17/1989
• Status: Expired due to Term

• Current Assignee: Nebraska Department of Economic Development State of NE USA
• Original Assignee: Nebraska Department of Economic Development State of Nebraska USA
• Inventors: Wagner, Frederick W., Dean, Maria A., Stryker, Virginia H., de la Motte, Rebecca S.
• Primary Examiner(s): Griffin, Ronald W.
• Assistant Examiner(s): White, Everett
• Application Number:
  US07/325,199
• Time in Patent Office: 662 Days
• Field of Search: 536/127, 536/119, 536/115, 536/18.6, 536/120
• US Class Current: 536/127
• CPC Class Codes: C07H 13/06 Fatty acids

Abstract

The process uses two steps to separate the sugar ester from the crude sugar ester reaction product. The first step entails forming a precipitate of sugar ester from a mixture of alcohol, water and crude sugar ester reaction product. In a second subsequent step, the recovered sugar ester precipitate is washed with an organic solvent.

Claims

1. A method for purifying a sugar ester product from a crude reaction mixture containing the sugar ester product, which is produced by a solvent-free, transparent emulsion process, which consists essentially of:

dissolving the crude reaction mixture in a lower aliphatic alcohol to produce a solution with undissolved residue;

removing undissolved residue from the solution to produce a clarified solution; and

combining the clarified solution with a volume of water that is approximately 1 to 5 times the volume of the clarified solution to form a precipitate of the purified sugar ester.

2. A method according to claim 1 wherein the dissolution step is conducted at a temperature of at least 40°

C.

3. A method according to claim 1 wherein the lower aliphatic alcohol has from 1 to 4 carbon atoms.

4. A method according to claim 1 which further comprises washing the precipitate of purified sugar ester with a volatile organic solvent.

5. A method according to claim 4 wherein the volatile organic solvent is a ketone of 3 to 6 carbons or an ether of 4 to 8 carbons.

6. A method according to claim 1 wherein the dissolution step is conducted at a temperature of from about 40°

C. to about 60°

C. and the water is added while said temperature is maintained.

7. A method according to claim 6 wherein the combined mixture of clarified solution and water is cooled to cause precipitation.

16. A method according to claim 1 or 8 wherein the aliphatic alcohol is selected from the group consisting of methanol, ethanol, propanol, isopropanol, normal butanol, isobutanol and secondary butanol.

8. A method for purifying a sugar ester product from a solvated, crude reaction mixture containing the sugar ester product, which is produced by a solvated transesterification process, which consists essentially of:

combining the solvated, crude reaction mixture with a solvent system of water and a lower aliphatic alcohol wherein the volume of the solvent system is approximately equal to the volume of solvated, crude reaction mixture and the volume to volume proportion of water to alcohol in the system is from about 90;

10 to about 10;

90, to form a precipitate of the purified sugar ester product.

9. A method according to claim 8 which further comprises recovering and washing the precipitate with a fresh portion of solvent system.

10. A method according to claim 9 further comprising washing the system-washed-precipitate with a volatile organic solvent.

11. A method according to claim 10 wherein the volatile organic solvent is a ketone 3 to 6 carbons or an ether of 4 to 8 carbons.

12. A method according to claim 5 or 10 wherein the volatile organic solvent is selected from the group consisting of methyl ethyl ketone, methyl isobutyl ketone, diethyl ether, dipropyl ether, methyl n-propyl ether and methyl ketone.

13. A method according to claim 8 wherein the lower aliphatic alcohol has from 1 to 4 carbons.

14. A method according to claim 8 wherein the proportion of water to aliphatic alcohol in the solvent system is about 1:

1 by volume.

15. A method according to claim 8 wherein the precipitate is formed by allowing the combination of crude reaction mixture and solvent system to stand at ambient temperature until the precipitate forms.