Compositions and methods for inhibiting oxidation of natural oil based composition using aminophenol antioxidant
AssigneeEcolab USA Inc.
InventorsAshish Dhawan, Carter M. Silvernail
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Abstract
Compositions including a vegetable- or animal-derived oil, such as fatty acid alkyl esters, are stabilized against oxidation using an oxygenated aminophenol antioxidant. The aminophenol includes one or two carbon-containing group(s) including a hydroxyl group and/or ether group separated from the N atom by one or more carbon atoms. The oxygenated aminophenol antioxidants effective at controlling oxidation at moderate and even low amounts, useful in a variety of different oil and methyl ester fatty acid preparations, and were effective at elevated temperatures, and performed significantly better than convention antioxidants.
Claims20
A composition comprising
- (ai) an ester of a vegetable- or animal-derived fatty acid, (aii) a vegetable- or animal-derived oil, or both (ai) and (aii);
- (b) an aminophenol antioxidant of Formula I
- wherein —R1, —R2, —R3, —R4, and —R5 are independently selected from —H,
- —OH, alkyl, aryl, alkyl aryl and aryl alkyl, and —NR8R9, wherein R8 and R9 are independently selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl, and R6/R7 as described herein, or any two adjacent groups of —R1, —R2, —R3, —R4, and —R5 form one or more ring structures wherein at least one of —R1, —R2, —R3, —R4, and —R5 is —OH;
- wherein one or both of R6 and R7 is or are (i) a carbon-containing group including (I) one or more hydroxyl group(s), (II) one or more ether groups, or both (I) and (II), separated from the N atom by one or more carbon atoms;
- if R6 or R7 is not (i) then it is selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl.
The composition of claim 24, wherein R10 is —H;
- q is 1;
- z is 1;
- w is 1 or 2, and R11 is C1-C18 linear, branched, or cyclic alkyl, aryl, alkyl-aryl, and aryl-alkyl.
A method for inhibiting oxidation of an ester of a vegetable- or animal-derived fatty acid, or of a vegetable-derived oil in a bio-based fuel or lubricant composition comprising:
- adding an aminophenol antioxidant to a composition comprising (ai) an ester of a vegetable- or animal-derived fatty acid, (aii) a vegetable- or animal-derived oil, or both (ai) and (aii), wherein the aminophenol antioxidant is a compound of Formula I
- wherein —R1, —R2, —R3, —R4, and —R5 are independently selected from —H,
- —OH, alkyl, aryl, alkyl aryl and aryl alkyl, and —NR8R9, wherein R8 and R9 are independently selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl, and R6/R7 as described herein, or any two adjacent groups of —R1, —R2, —R3, —R4, and —R5 form one or more ring structures wherein at least one of —R1, —R2, —R3, —R4, and —R5 is —OH;
- wherein one or both of R6 and R7 is/are (i) a carbon-containing group including one or more hydroxyl group(s) separated from the N atom by one or more carbon atoms;
- if R6 or R7 is not (i) then it is selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl.
Dependencies are inferred from the claim text.