IP Library Granted Patent US 8,980,361
Granted Patent B2
US 8,980,361 · App. 14/101,829 · Granted Mar 17, 2015

Cooking oils and food products comprising estolides

Inventor: Jeremy Forest (Honolulu, HI)
Assignee: Biosynthetic Technologies, LLC
A23L1/0107
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 8,980,361
App. No.
14/101,829
Granted
Mar 17, 2015
Kind
B2
Abstract

Cooking and frying oils comprising estolide compounds are described. Also described are methods of making food products comprising cooking or otherwise preparing at least one article of food with a composition comprising at least one estolide compound.

Claims (35)

1. A method of preparing a food product, comprising cooking an article of food in a composition comprising at least one estolide compound selected from compounds of Formula I:

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 greater than or equal to 0;

R 1 is an unsubstituted alkyl that is saturated or unsaturated, and branched or unbranched; and

R 2 is selected from hydrogen and an unsubstituted alkyl that is saturated or unsaturated, and branched or unbranched,

wherein each fatty acid chain residue of said at least one estolide compound is unsubstituted.

2. The method according to claim 1 , wherein

x is, independently for each occurrence, an integer selected from 1 to 10;

y is, independently for each occurrence, an integer selected from 1 to 10;

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 or unsaturated, and branched or unbranched,

wherein each fatty acid chain residue is unsubstituted.

3. The method according to claim 2 , wherein

x+y is, independently for each chain, an integer selected from 13 to 15; and

n is an integer selected from 0 to 6.

4. The method according to claim 1 , wherein R 2 is a branched or unbranched C 1 to C 20 alkyl that is saturated.

5. The method according to claim 4 , wherein R 2 is selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decanyl, undecanyl, dodecanyl, tridecanyl, tetradecanyl, pentadecanyl, hexadecanyl, heptadecanyl, octadecanyl, nonadecanyl, and icosanyl, which are saturated and branched or unbranched.

6. The method according to claim 4 , wherein R 2 is selected from C 6 to C 12 alkyl.

7. The method according to claim 6 , wherein R 2 is 2-ethylhexyl.

8. The method according to claim 5 , wherein R 2 is ethyl.

9. The method according to claim 1 , wherein R 1 is a branched or unbranched C 1 to C 20 alkyl that is saturated or unsaturated.

10. The method according to claim 9 , wherein R 1 is selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decanyl, undecanyl, dodecanyl, tridecanyl, tetradecanyl, pentadecanyl, hexadecanyl, heptadecanyl, octadecanyl, nonadecanyl, and icosanyl, which are saturated or unsaturated and branched or unbranched.

11. The method according to claim 9 , wherein R 1 is selected from unsubstituted C 7 to C 17 alkyl that is unbranched and saturated or unsaturated.

12. The method according to claim 11 , wherein R 1 is selected from saturated C 7 alkyl, saturated C 9 alkyl, saturated C 11 alkyl, saturated C 13 alkyl, saturated C 15 alkyl, and saturated or unsaturated C 17 alkyl, which are unsubstituted and unbranched.

13. The method according to claim 1 , wherein said composition has an EN selected from an integer or fraction of an integer that is equal to or less than 2, wherein EN is the average number of linkages in compounds according to Formula I, such that EN for each molecule is determined by EN=n+1, wherein n represents the number of secondary fatty acids.

14. The method according to claim 13 , wherein said composition has an EN that is an integer or fraction of an integer selected from 1 to 2, wherein EN is the average number of linkages in compounds according to Formula I, such that EN for each molecule is determined by EN=n+1, wherein n represents the number of secondary fatty acids.

15. The method according to claim 13 , wherein said composition has a kinematic viscosity equal to or less than 55 cSt when measured at 40 ° C.

16. The method according to claim 13 , wherein said composition has a kinematic viscosity equal to or less than 10 cSt when measured at 100 ° C.

17. The method according to claim 1 , wherein said composition has a pour point equal to or lower than −25 ° C.

18. The method according to claim 1 , wherein x is, independently for each occurrence, an integer selected from 7 and 8.

19. The method according to claim 18 , wherein y is, independently for each occurrence, an integer selected from 7 and 8.

20. The method according to claim 18 , wherein y is 0 for each occurrence.

Assignments (8)
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: BP TECHNOLOGY VENTURES INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045688/0600 →
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: EVONIK CORPORATION
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045860/0547 →
ASSIGNMENT OF SECURITY INTEREST Recorded Mar 23, 2018
From: EVONIK OIL ADDITIVES USA, INC.
To: BIOSYN HOLDINGS, LLC
Reel/Frame 045684/0293 →
RELEASE OF SECURITY INTEREST Recorded Feb 13, 2018
From: SILICON VALLEY BANK
To: BIOSYNTHETIC TECHNOLOGIES, LLC
Reel/Frame 044916/0936 →
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 →
SECURITY INTEREST Recorded Nov 30, 2015
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: EVONIK CORPORATION
Reel/Frame 037162/0364 →
SECURITY INTEREST Recorded Dec 20, 2014
From: BIOSYNTHETIC TECHNOLOGIES, LLC
To: SILICON VALLEY BANK
Reel/Frame 034562/0322 →
Continuity (2)
Provisional Application 61745400 · Dec 21, 2012
Related Publication 20140178547A1 · Jun 26, 2014