Systems and methods for refining alkyl ester compositions

• US 8,445,709 B2
• Filed: 06/09/2010
• Issued: 05/21/2013
• Est. Priority Date: 08/04/2006
• Status: Active Grant

• Current Assignee: Mcneff Research Consultants, Inc.
• Original Assignee: Mcneff Research Consultants, Inc.
• Inventors: McNeff, Clayton V., McNeff, Larry C., Yan, Bingwen, Nowlan, Daniel Thomas
• Primary Examiner(s): Carr, Deborah D
• Application Number:
  US12/797,393
• Publication Number:
  US 20110060153A1
• Time in Patent Office: 1,077 Days
• Field of Search: 554/167, 554/169
• US Class Current: 554/169
• CPC Class Codes: B01J 21/04 Alumina
• CPC Class Codes: B01J 21/06 Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
• CPC Class Codes: B01J 21/063 Titanium; Oxides or hydroxides thereof
• CPC Class Codes: C10G 2300/1011 Biomass
• CPC Class Codes: C11C 3/003 by esterification of fatty acids with alcohols C11C3/02 takes precedence
• CPC Class Codes: Y02P 30/20 using bio-feedstock

Abstract

The present invention relates to systems and methods for producing and/or refining alkyl ester compositions. In an embodiment the invention includes a method of producing a refined fatty acid alkyl ester composition. The method can include contacting a fatty acid feedstock and an alcohol with a first metal oxide catalyst at a temperature of greater than 200 degrees Celsius and a pressure of greater than 500 psi to form an unrefined fatty acid alkyl ester composition. The method can further include combining the unrefined fatty acid alkyl ester composition with dimethyl carbonate to form a refining mixture. The method can also include contacting the refining mixture with a second metal oxide catalyst at a temperature of greater than 100 degrees Celsius to form a refined fatty acid alkyl ester composition. Other embodiments are also described herein.

Claims

1. A method of producing a refined fatty acid alkyl ester composition comprising:

contacting a lipid feedstock and an alcohol with a first metal oxide catalyst at a temperature of greater than 200 degrees Celsius and a pressure of greater than 500 psi to form an unrefined fatty acid alkyl ester composition including free fatty acids;

combining the unrefined fatty acid alkyl ester composition including free fatty acids with dimethyl carbonate to form a refining mixture; and

contacting the refining mixture with a second metal oxide catalyst at a temperature of greater than 100 degrees Celsius to form a refined fatty acid alkyl ester composition.

2. The method of claim 1, the first metal oxide catalyst selected from the group consisting of zirconia, titania, alumina, and hafnia.

3. The method of claim 1, the second metal oxide catalyst selected from the group consisting of zirconia, titania, alumina, and hafnia.

4. The method of claim 1, wherein the amount of dimethyl carbonate (DMC) is in a molar ratio with the free fatty acid greater than or equal to 1:

1 free fatty acid;

DMC.

5. The method of claim 1, wherein the amount of dimethyl carbonate (DMC) is in a molar ratio with the free fatty acid greater than or equal to 1:

3 free fatty acid;

DMC.

6. The method of claim 1, the lipid feedstock having an acid number of greater than about 0.5 mg KOH/g oil.

7. The method of claim 1, wherein contacting the refining mixture with the second metal oxide catalyst is performed with a residence time of less than or equal to 120 minutes.

8. The method of claim 1, wherein contacting the refining mixture with the second metal oxide catalyst is performed with a residence time of less than or equal to 60 minutes.

9. The method of claim 1, wherein contacting the refining mixture with the second metal oxide catalyst is performed at a temperature between about 150 degrees Celsius and 220 degrees Celsius.

10. The method of claim 1, wherein contacting the refining mixture with the second metal oxide catalyst is performed at a temperature between about 170 degrees Celsius and 180 degrees Celsius.

11. The method of claim 1, wherein contacting the refining mixture with the second metal oxide catalyst is performed at a pressure of greater than or equal to 500 PSI.

12. The method of claim 1, the refined fatty acid alkyl ester composition having an acid number of less than about 0.5 mg KOH/g oil.

13. A method of refining an alkyl ester composition comprising:

combining an alkyl ester composition having an acid number of greater than 0.5 mg KOH/g oil with dimethyl carbonate to form a refining mixture; and

contacting the refining mixture with a metal oxide catalyst at a temperature of greater than about 100 degrees Celsius to form a refined alkyl ester composition having an acid number less than or equal to 0.5 mg KOH/g oil.

14. The method of claim 13, the metal oxide catalyst selected from the group consisting of zirconia, titania, alumina, and hafnia.

15. The method of claim 13, wherein the amount of dimethyl carbonate (DMC) is in a molar ratio with the free fatty acid greater than or equal to 1:

1 free fatty acid;

DMC.

16. The method of claim 13, wherein the amount of dimethyl carbonate (DMC) is in a molar ratio with the free fatty acid greater than or equal to 1:

3 free fatty acid;

DMC.

17. The method of claim 13, wherein contacting the refining mixture with the metal oxide catalyst is performed with a residence time of less than or equal to 120 minutes.

18. The method of claim 13, wherein contacting the refining mixture with the metal oxide catalyst is performed with a residence time of less than or equal to 60 minutes.

19. The method of claim 13, wherein contacting the refining mixture with the metal oxide catalyst is performed at a temperature between about 150 degrees Celsius and 220 degrees Celsius.

20. The method of claim 13, wherein contacting the refining mixture with the metal oxide catalyst is performed at a temperature between about 170 degrees Celsius and 180 degrees Celsius.