Estolide and lubricant compositions that contain ene and Diels Alder compounds

Patent metadata

Field	Value
Publication number	US-9738847-B2
Application number	US-201615059166-A
Country	US
Kind code	B2
Filing date	Mar 2, 2016
Priority date	Nov 19, 2012
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

Provided herein are compositions containing at least one estolide compound and at least one ene and/or Diels Alder compound. In certain embodiments, the addition of at least one ene and/or Diels Alder compound to an estolide-containing composition may improve the cold temperature, viscometric, and/or anti-wear properties of the composition.

First claim

The invention claimed is:

1. A composition comprising
at least one estolide compound; and
at least one compound selected from

wherein R 7 and R 8 , independently for each occurrence, are selected from optionally substituted C 1 to C 20 alkyl that is saturated or unsaturated, and branched or unbranched, and wherein each dashed line independently represents a single bond or a double bond.

2. The composition according to claim 1 , wherein R 7 and R 8 are methyl.

3. The composition according to claim 1 , wherein R 7 and R 8 , independently for each occurrence, are selected from optionally substituted C 6 to C 12 alkyl that is saturated or unsaturated, and branched or unbranched.

4. The composition according to claim 3 , wherein R 7 and R 8 are 2-ethylhexyl.

5. The composition according to claim 1 , wherein R 7 and R 8 are unsubstituted.

6. The composition according to claim 5 , wherein R 7 and R 8 are saturated.

7. The composition according to claim 6 , wherein R 7 and R 8 are branched.

8. The composition according to claim 1 , wherein each dashed line represents a single bond.

9. The composition according to claim 1 , wherein the at least one estolide compound is selected from compounds of Formula V:

wherein
x is, independently for each occurrence, an integer selected from 0 to 20;
y is, independently for each occurrence, an integer selected from 0 to 20;
n is an integer selected from 0 to 8;
R 1 is an unsubstituted C 1 to C 22 alkyl that is saturated or unsaturated, and branched or unbranched; and
R 2 is an unsubstituted C 1 to C 22 alkyl that is saturated, and branched or unbranched,
wherein each fatty acid chain residue of said at least one estolide compound is unsubstituted.

10. The composition according to claim 9 , wherein R 1 is saturated.

11. The composition according to claim 10 , wherein x is, independently for each occurrence, an integer selected from 7 and 8.

12. The composition according to claim 11 , wherein y is, independently for each occurrence, an integer selected from 7 and 8.

13. The composition according to claim 9 , wherein R 7 and R 8 are unsubstituted.

14. The composition according to claim 13 , wherein R 7 and R 8 are saturated.

15. The composition according to claim 14 , wherein each dashed line represents a single bond.

16. The composition according to claim 15 , wherein R 1 is saturated.

17. A composition comprising
at least one estolide compound; and
at least one compound selected from

wherein R 9 and R 10 , independently for each occurrence, are selected from optionally substituted C 1 to C 20 alkyl that is saturated or unsaturated, and branched or unbranched, and wherein each dashed line independently represents a single bond or a double bond.

18. The composition according to claim 17 , wherein R 9 and R 10 are methyl.

19. The composition according to claim 17 , wherein R 9 and R 10 , independently for each occurrence, are selected from optionally substituted C 6 to C 12 alkyl that is saturated or unsaturated, and branched or unbranched.

20. The composition according to claim 17 , wherein R 9 and R 10 are unsubstituted.

21. The composition according to claim 20 , wherein R 9 and R 10 are saturated.

22. The composition according to claim 21 , wherein R 9 and R 10 are branched.

23. The composition according to claim 17 , wherein each dashed line represents a single bond.

24. The composition according to claim 17 , wherein the at least one estolide compound is selected from compounds of Formula V:

wherein
x is, independently for each occurrence, an integer selected from 0 to 20;
y is, independently for each occurrence, an integer selected from 0 to 20;
n is an integer selected from 0 to 8;
R 1 is an unsubstituted C 1 to C 22 alkyl that is saturated or unsaturated, and branched or unbranched; and
R 2 is an unsubstituted C 1 to C 22 alkyl that is saturated, and branched or unbranched,
wherein each fatty acid chain residue of said at least one estolide compound is unsubstituted.

25. The composition according to claim 24 , wherein R 1 is saturated.

26. The composition according to claim 25 , wherein x is, independently for each occurrence, an integer selected from 7 and 8.

27. The composition according to claim 26 , wherein y is, independently for each occurrence, an integer selected from 7 and 8.

28. The composition according to claim 24 , wherein R 7 and R 8 are unsubstituted.

29. The composition according to claim 28 , wherein R 7 and R 8 are saturated.

30. The composition according to claim 29 , wherein each dashed line represents a single bond.

31. The composition according to claim 30 , wherein R 1 is saturated.

Assignees

• Biosynthetic Technologies Llc

Inventors

• Bredsguard Jakob
• Thompson Travis
• Forest Jeremy

Classifications

• C10M2207/281

  of (cyclo)aliphatic monocarboxylic acids · CPC title

• C10M105/36

  of polycarboxylic acids · CPC title

• C10M2207/301

  used as base material · CPC title

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C10M129/72 Primary

  of polycarboxylic acids · CPC title