IP Library Granted Patent US 9,738,847
Granted Patent B2
US 9,738,847 · App. 15/059,166 · Granted Aug 22, 2017

Estolide and lubricant compositions that contain ene and Diels Alder compounds

Inventors: Jakob Bredsguard (Lake Forest, CA); Travis Thompson (Anaheim, CA); Jeremy Forest (Honolulu, HI)
Assignee: Biosynthetic Technologies, LLC
C10M129/72C10M105/36C10M169/04C10M2207/281C10M2207/282C10M2207/285C10M2207/2825C10M2207/301C10N2030/02C10N2030/06C10N2220/022C10N2220/023C10N2220/024C10N2230/02C10N2230/06C10N2270/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,738,847
App. No.
15/059,166
Granted
Aug 22, 2017
Kind
B2
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.

Claims (51)

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.

Assignments (4)
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: EVONIK OIL ADDITIVES USA, INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045684/0293 →
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: BP TECHNOLOGY VENTURES INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045688/0600 →
SECURITY INTEREST Recorded Jan 30, 2018
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: BP TECHNOLOGY VENTURES INC.
Reel/Frame 045196/0587 →
SECURITY INTEREST Recorded Mar 18, 2016
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: EVONIK OIL ADDITIVES USA, INC.
Reel/Frame 038146/0859 →
Continuity (4)
Continuation 14503367 · Sep 30, 2014
Continuation 14073537 · Nov 6, 2013
Provisional Application 61728108 · Nov 19, 2012
Related Publication 20160264902A1 · Sep 15, 2016