High-weight glyceride oligomers and methods of making the same
AssigneeElevance Renewable Sciences, Inc.
InventorsSteven A. Cohen, Thomas E. Snead
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Abstract
Oligomers of certain glyceride compounds are generally disclosed herein. In some embodiments, the glyceride compounds include natural oil glycerides, such as glycerides derived from natural oils, such as palm oil, soybean oil, canola oil, and the like. Compositions containing such glyceride oligomers are also disclosed herein. Processes for making such glyceride oligomers are also disclosed herein. In some embodiments, the processes for making such compounds include reacting a plurality of unsaturated glyceride compounds in the presence of a metathesis catalyst.
Claims26
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A method of forming a glyceride copolymer composition, the method comprising:
- (a) providing a reaction mixture comprising a metathesis catalyst and monomer compounds of formula (IIIa):
- and monomer compounds of formula (IIIb):
- wherein,
- R31, R32, and R33 are independently C1-24 alkyl or C2-24 alkenyl, each of which is optionally substituted one or more times by —OH, provided that at least one of R31, R32, and R33 is C2-24 alkenyl, which is optionally substituted one or more times by —OH;
- and
- R41, R42, and R43 are independently C1-24 alkyl or C2-24alkenyl, each of which is optionally substituted one or more times by -OH, provided that at least one of R41, R42, and R43 is 8-nonenyl, 8-decenyl, 8-undecenyl, 8-dodecenyl, 8,11-dodecadienyl, 8,11-tridecadienyl, 8,11-tetradecadienyl, 8,11-pentadecadienyl, 8,11,14-pentadecatrienyl, 8,11,14-hexadecatrienyl, 8,11,14-heptadecatrienyl, or 8,11,14-octadecatrienyl;
- wherein the number ratio of constitutional units formed from monomer compounds of formula (IIa) to constitutional units formed from monomer compounds of formula (IIb) is no more than 10:1;
- and
- (b) reacting the monomer compounds of formula (IIIa) with the monomer compounds of formula (IIIb) in the presence of the metathesis catalyst to form the glyceride polymer composition.
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A method of forming a glyceride copolymer, the method comprising:
- (a) providing a reaction mixture comprising a first metathesis catalyst, unsaturated natural oil glycerides, and unsaturated alkenylized natural oil glycerides, wherein the number ratio of constitutional units formed from the unsaturated natural oil glycerides to constitutional units formed from the unsaturated alkenylized natural oil glycerides is no more than 10:1;
- and
- (b) reacting the unsaturated natural oil glycerides and unsaturated alkenylized natural oil glycerides in the presence of the first metathesis catalyst to form the glyceride copolymer.
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Dependencies are inferred from the claim text.