Method of making alkyl esters using glycerin

• US 7,087,771 B2
• Filed: 09/29/2004
• Issued: 08/08/2006
• Est. Priority Date: 08/12/2003
• Status: Expired due to Term

• Current Assignee: REG Seneca LLC (Chevron Corp.)
• Original Assignee: BioSource International Inc (Thermo Fisher Scientific Incorporated)
• Inventors: Troy, William M., Bernhardt, Randal J., Luxem, Franz J., Galante, Jenifer Heydinger
• Primary Examiner(s): Carr, Deborah D.
• Application Number:
  US10/953,327
• Publication Number:
  US 20050075509A1
• Time in Patent Office: 678 Days
• Field of Search: 554/156, 554/157
• US Class Current: 554/157
• CPC Class Codes: C11C 3/003 by esterification of fatty acids with alcohols C11C3/02 takes precedence
• CPC Class Codes: C11C 3/06 with glycerol
• CPC Class Codes: C11C 3/08 with fatty acids
• CPC Class Codes: Y02E 50/10 Biofuels, e.g. bio-diesel

Abstract

A method for making alkyl esters (e.g., methyl ester), such as biodiesel, from an oil source is described. The method involves converting the free fatty acids of the oil source into a mixture of mono-, di-, and tri-glycerides and subsequently transesterifying the newly formed glycerides as well as the originally present glycerides into fatty acid alkyl esters.

Claims

1. A method of making an alkyl ester comprising the following steps:

providing an oil source, the oil source including free fatty acids or glycerides;

providing a glycerol source of at least 0.3 equivalents;

contacting the glycerol source and the oil source for a sufficient time for effective conversion of the free fatty acids and the glycerides into a mixture of mono-, di-, and tri-glycerides;

providing an alcohol in an excess between about 1.0 equivalents to about 10 equivalents;

reacting the mixture of glycerides with the alcohol for an effective conversion of the glycerides into fatty acid alkyl esters; and

recovering the fatty acid alkyl esters.

2. The method of claim 1, wherein the alcohol is selected from the group consisting of methanol, ethanol, isopropanol, propanol, and butanol.

3. The method of claim 1, wherein the alcohol is provided in an excess between about 1.0 equivalents to about 6.0 equivalents.

4. The method of claim 1, wherein the alcohol is provided in an excess between about 1.0 equivalents to about 3.0 equivalents.

5. The method of claim 1, wherein a vacuum is applied to reduce pressure over time during the step of contacting the glycerol source and the oil source.

6. The method of claim 5, wherein the pressure is maintained at about 760 mmHg while heat is applied during the contacting step to reach reaction temperature, and the pressure is reduced over time after the reaction temperature has been reached.

7. The method of claim 5, wherein the pressure is reduced over time from about 760 mmHg to less than about 100 mmHg.

8. The method of claim 6, wherein the pressure is reduced over time from about 760 mmHg to less than about 100 mmHg.

9. The method of claim 6, wherein the pressure is reduced over time from about 760 mmHg to between about 30 mmHg and about 60 mmHg.

10. The method of claim 6, wherein the pressure is reduced over time from about 760 mmHg to less than about 30 mmHg.

11. The method of claim 6, wherein the pressure is reduced over time from about 760 mmHg to less than about 10 mmHg.

12. The method of claim 5, wherein the pressure is reduced over time and a constant stream of nitrogen is applied during the step of contacting the glycerol source and the oil source.

13. The method of claim 12, wherein the constant stream of nitrogen is not applied until the pressure has been reduced to about 100 mmHg.

14. The method of claim 12, wherein the constant stream of nitrogen is not applied until the pressure has been reduced to less than about 100 mmHg.