Process for the production of monoglyceride based on the glycerolysis of methyl ester

• US 6,127,561 A
• Filed: 12/12/1997
• Issued: 10/03/2000
• Est. Priority Date: 08/19/1997
• Status: Expired due to Term

• Current Assignee: Global Palm Products Sdn.Bhd
• Original Assignee: Global Palm Products Sdn.Bhd, Johor Darul Takzim
• Inventors: Wozny, Guenter, Li, Pu, Jeromin, Lutz
• Primary Examiner(s): Carr, Deborah D.
• Application Number:
  US08/990,004
• Time in Patent Office: 1,026 Days
• Field of Search: 584/169
• US Class Current: 554/169
• CPC Class Codes: C07C 67/03 by reacting an ester group with a hydroxy group
• CPC Class Codes: C07C 69/52 Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom

Abstract

The invention discloses a process for the production of monoglycerides by glycerolysis of methyl ester derived from animal or vegetable fat and oils which includes mixing a surplus of 0.1 to 3 moles of glycerols in relation to methyl ester, subjecting the reaction mixture to a reaction temperature between 130 to 160 at a vacuum of 200 to 400 mbar, adding of alkaline catalysts, stopping the reaction by fast cooling of the reaction mixture and the destruction of the alkaline catalyst when the quantity of glycerides has reached a concentration of mono and diglyceride of 40 to 60%, leaving the catalyst in the reaction mixture to catalyse the reaction downstream in a reactor, separating the surplus methyl ester and glycerol by distillation and stopping the reaction by fast cooling of the reaction mixture with reactor and the destruction of the alkaline catalyst when the quantity of glycerides has reached a concentration of 40 to 60% and the ratio of concentrations of mono and diglyceride lies between 3 to 10.

Claims

1. A process for the production of monoglycerides by glycerolysis comprising:

i) reacting methyl ester derived from animal or vegetable fat and oils by mixing a surplus of 0.1 to 3 moles of glycerol in relation to methyl ester;

ii) subjecting the reaction mixture to reaction temperature between 130°

to 160 °

C. at a vacuum of 200 to 400 mbar;

iii) adding alkaline catalysts; and

iv) stopping the reaction by fast cooling of the reaction mixture and the destruction of the alkaline catalyst when the quantity of glycerides has reached a concentration of 40 to 60% and the ratio of concentrations of mono and diglyceride lies between 3 to 10.

2. A process as claimed in claim 1 including further steps of:

(i) leaving the catalyst in the reaction mixture to catalyze the reaction downstream in a reactor;

(ii) separating the surplus methyl ester and glycerol in the reactor;

(iii) stopping the reaction by fast cooling of the reaction mixture and the destruction of the alkaline catalyst when the quantity of glycerides has reached a concentration of 40 to 60% and the ratio of concentrations of mono and diglyceride lies between 3 to 10.

3. A process as claimed in claim 1 wherein the alkaline catalyst is sodium hydroxide, potassium hydroxide, or any one of sodium salts of lower aliphatic alcohol in concentrations of 0.1 to 1%.

4. A process as claimed in claim 1 wherein the sodium salt of lower aliphatic alcohol is sodium methylate or sodium glycerolate.

5. A process as claimed in claim 1 wherein the ratio of the concentrations of mono and diglyceride lies between 4 to 8.

6. A process as claimed in claim 1 in which soaps generated by the catalyst are separated from the glyceride mixture by an extraction process with water, and split in a subsequent acidulation process with an acid, preferably phosphoric or sulfuric acid, into fatty acids and salts.

7. A process as claimed in claim 1 in which the reaction is stopped by the addition of an acid or by the addition of water in the case of methylates to inactivate the catalyst.

8. A process as claimed in claim 1 in which the methyl ester is fractionated in different carbon numbers and according to end use necessities of the monoglycerides.

9. A process as claimed in claim 1 in which the methyl ester is separated in saturated and unsaturated species by crystallization processes according to end use requirements.

10. A process as claimed in claim 1 in which the unsaturated species of methyl esters are hydrogenated (hardened) to gain a fully saturated raw material for the glycerolysis.

11. A process as claimed in claim 8 in which the fractionation and crystallization are combined.

12. A process as claimed in the claim 8 in which the fractionation and hydrogenation are combined.

13. A process as claimed in the claim 9 in which the crystallization and hydrogenation are combined.

14. A process as claimed in claim 1 in which monoglyceride is recycled to the inlet of the glycerolysis to increase the reaction velocities.

15. A process as claimed in claim 1 wherein the vegetable oil is palm oil.

16. Monoglycerides produced according to any of claim 1.

17. Monoglycerides produced according to any of the claim 1 from palm oil.

18. A process as claimed in claim 3 wherein the sodium salt of lower aliphatic alcohol is sodium methylate of sodium glycerolate.

19. A process as claimed in claim 9 in which the fractionation and crystallization are combined.

20. A process as claimed in claim 10 in which the fractionation and hydrogenation are combined.