Catalytic processes for preparing estolide base oils

Patent metadata

Field	Value
Publication number	US-9328305-B2
Application number	US-201514602752-A
Country	US
Kind code	B2
Filing date	Jan 22, 2015
Priority date	Aug 31, 2010
Publication date	May 3, 2016
Grant date	May 3, 2016

Abstract

Provided herein are processes for preparing estolides and estolide base oils from fatty acid reactants utilizing catalysts. Further provided herein are processes for preparing carboxylic esters from at least one carboxylic acid reactant and at least one olefin.

First claim

The invention claimed is:

1. A continuous process comprising:
continuously providing at least one first fatty acid reactant and at least one second fatty acid reactant; and
continuously oligomerizing the at least one first fatty acid reactant with the at least one second fatty acid reactant in the presence of a polymer-supported acid catalyst, to produce an estolide base oil.

2. The process according to claim 1 , wherein the at least one first fatty acid reactant and the at least one second fatty acid reactant are continuously oligomerized in a reactor.

3. The process according to claim 2 , wherein the reactor is equipped with a heat source.

4. The process according to claim 2 , wherein the reactor is a microwave reactor.

5. The process according to claim 2 , wherein the reactor is a continuous stirred tank reactor.

6. The process according to claim 1 , wherein the oligomerizing produces one or more first estolides.

7. The process according to claim 2 , wherein the reactor is a column reactor.

8. The process according to claim 7 , wherein the reactor comprises a first reaction stage.

9. The process according to claim 8 , wherein the reactor comprises two or more reaction stages.

10. The process according to claim 9 , wherein the polymer-supported acid catalyst is present in one or more of the reaction stages.

11. The process according to claim 10 , wherein the polymer-supported acid catalyst comprises a Bronsted acid.

12. The process according to claim 3 , wherein the oligomerizing is carried out at a temperature that is greater than 50° C.

13. The process according to claim 12 , wherein the oligomerizing is carried out at a temperature range of 50° C. to 100° C.

14. The process according to claim 2 , wherein the reactor is a plug flow reactor.

15. The process according to claim 1 , wherein the polymer-supported acid catalyst comprises a sulfonic acid polymer.

16. The process according to claim 15 , wherein the polymer-supported acid catalyst comprises a fluorinated sulfonic acid polymer.

17. The process according to claim 1 , further comprising esterifying the estolide base oil to provide an esterified estolide base oil.

18. The process according to claim 17 , wherein the esterifying is conducted in the presence of an esterifying alcohol.

19. The process according to claim 17 , further comprising hydrogenating the esterified estolide base oil.

Assignees

• Biosynthetic Technologies Llc

Inventors

• Bredsguard Jakob
• Forest Jeremy
• Thompson Travis

Classifications

• C10M105/34 Primary

  of monocarboxylic acids · CPC title

• Y10T137/86549

  Selective reciprocation or rotation · CPC title

• C10M105/36

  of polycarboxylic acids · CPC title

• C10N2020/081

  Biodegradable compounds · CPC title

• C11C3/08

  with fatty acids · CPC title