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US 10,562,840 B2Granted
Bio-based estolide compositions
AssigneeThe United States of America as represented by the Secretary of Agriculture
InventorsSteven C. Cermak, Terry Isbell, Amber L. Durham
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Abstract
Levulinic-capped estolides having improved physical properties that make them more desirable and suitable as bio-based industrial or commercial products are disclosed. The physical properties of the disclosed estolide compositions have surprisingly low pour points that are substantially lower than previously known estolide compounds and superior to petroleum-based compounds designed for similar applications.
Claims21
A composition comprising at least one compound having the formula:
- wherein:
- x is an integer from 1 to 11 and y is 14−(x+z), 16−(x+z), or 18−(x+z);
- z is 0 or 2, and if z is 2 there is a C═C double bond between the respective carbons;
- n is 0 or an integer from 1 to about 9;
- R is selected from the group consisting of:
- CHR1R2, a residual fragment of lesquerella oil, a residual fragment of castor oil, a residual fragment of erucic oil, or combinations thereof;
- R1 and R2 are independently selected from hydrogen and a saturated or unsaturated, branched or straight chain, and substituted or unsubstituted hydrocarbon chain of C-1 to C-36;
- and
- wherein the predominant species of secondary ester linkage is at the 9 position if z=0, x=6, and y=8;
- 10 position if z=0, x=7, and y=7;
- 12 position if z=2, x=7, and y=5 or z=0, x=9, and y=5;
- 13 position if z=0, x=10, and y=8;
- 14 position if z=2, x=9, and y=5 or z=0, x=11 and y=5.
10 more elements
Dependencies are inferred from the claim text.