Synergy and enhanced performance retention with organic and molybdenum based friction modifier combination
An improved organic and molybdenum friction modifier combination is disclosed, the combination resulting in a synergistic result of both initial friction reduction performance and a further retention and durability of continued friction reduction performance. These results will produce added benefit from, e.g., formulated passenger car motor oils targeting lower viscosity formulations to help improve fuel economy.
1. A lubricant additive composition comprising a friction reducing effective amount of the combination of
(a) a mixture of fatty acid alkanolamide compounds of formula (II):
wherein
R is H or C 1-12 alkyl,
and
R′ is selected from C 7-23 alkyl or alkenyl; and
(b) a molybdenum based lubricating oil friction reducing additive,
wherein the ratio by weight of component (b) to component (a) is 5:1 to 1:5,
wherein the mixture of fatty acid alkanolamide compounds comprises at least one compound of formula (II) where R′ is C 15 alkyl or alkenyl and at least one compound of formula (II) where R′ is C 17 alkyl or alkenyl, and the majority of R′ groups in the are selected from C 13 , C 15 and C 17 alkyl or alkenyl,
wherein about 15 to about 45% by weight of the fatty acid alkanolamides are compounds where R′ is C 15 alkyl or alkenyl, about 40 to about 80% by weight of the fatty acid alkanolamides are compounds where R′ is C 17 alkyl or alkenyl, and 0 to about 15% by weight of the fatty acid alkanolamides are compounds where R′ is C 7-14 , C 16 or C 18-19 alkyl or alkenyl.
2. The lubricant additive composition according to claim 1 , wherein the weight ratio of component (b) to component (a) is 3:1 to 1:3.
3. The lubricant additive composition according to claim 1 , wherein the weight ratio of component (b) to component (a) is 1:1.1 to 1:5.
4. The lubricant additive composition according to claim 1 , wherein the molybdenum based friction reducing additive is chosen from the group consisting of molybdenum dithiocarbamates (MoDTC), molybdenum dithiophosphates, molybdenum dithiophosphinates, molybdenum xanthates, molybdenum thioxanthates, molybdenum sulfides, and mixtures thereof.
5. The lubricant additive composition according to claim 1 , wherein the molybdenum based lubricating oil friction reducing additive is the reaction product of:
(a) a mono- or polyfunctional organic acid or ester of the formula:
wherein R 1 is a straight chain or branched chain or cyclic, saturated or unsaturated, hydrocarbon moiety of 1 to 44 carbon atoms, R 2 is hydrogen, a hydrocarbon radical, or a functionalized hydrocarbon radical, having 1 to 18 carbon atoms, Z is an integer of 1 to 5, and X and Y are independently selected from the group consisting of sulfur and oxygen;
(b) a diamine of the formula
wherein R 6 is an alkyl group of 1 to 40 carbon atoms, R 9 and R 10 are independently selected aliphatic or aromatic moieties, and N is oxygen, sulfur, or —CH 2 —;
(c) carbon disulfide; and
(d) a molybdenum compound.
6. The lubricant additive composition according to claim 5 , wherein the molybdenum compound is selected from molybdic acid, ammonium molybdate, MoOCl 4 , MoO 2 Br 2 , Mo 2 O 3 Cl 5 , MoO 3 , and the thio analogues of the foregoing.
7. The lubricant additive composition according to claim 5 , wherein a vegetable oil is used as the source of the organic ester.
8. The lubricant additive composition according to claim 5 , wherein the organic ester comprises ethylene glycol dioleate, propylene glycol dioleate, butanediol dioleate, glycerol monooleate, glycerol linoleate, glycerol linolenate, glycerol trioleate, pentaerythritol tetreoleate, pentaerythritol trioleate monomyristate, trimethylol propane trioleate, trimethylol propane dioleate monomyristate, trimethylol propane dilinoleate monooleate, dioleyl adipate, dioleyl sebacate, dioleyl maleate, dioleyl succinate, or dilinoleyl adipate.
9. The lubricant additive composition according to claim 7 , wherein the vegetable oil comprises canola oil, corn oil, coconut oil, sunflower oil, soybean oil, lard, or palm oil.
10. The lubricant additive composition according to claim 5 , wherein the diamine comprises octyl/decyloxypropyl-1,3-diaminopropane, isodecyloxypropyl-1,3-diaminopropane, isododecyloxypropyl-1,3-diaminopropane, dodecyl/tetradecyloxypropyl-1,3-diaminopropane, isotridecyloxypropyl-1,3-diaminopropane, tetradecyloxypropyl-1,3-diaminopropane, N-coco-1,3-diaminopropanes, N-tallow-1,3-diaminopropanes, or N-oleyl-1,3-diaminopropane.
11. The lubricant additive composition according to claim 1 , wherein the molybdenum based lubricating oil friction reducing additive is the reaction product of
(a) a vegetable oil;
(b) a diamine comprising octyl/decyloxypropyl-1,3-diaminopropane, isodecyloxypropyl-1,3-diaminopropane, isododecyloxypropyl-1,3-diaminopropane,
dodecyl/tetradecyloxypropyl-1,3-diaminopropane, isotridecyloxypropyl-1,3-diaminopropane, tetradecyloxypropyl-1,3-diaminopropane, N-coco-1,3-diaminopropanes, N-tallow-1,3-diaminopropanes, or N-oleyl-1,3-diaminopropane;
(c) carbon disulfide; and
(d) MoO 3 .
12. The lubricant additive composition according to claim 1 , wherein R is chosen from C 1-4 alkyl.
13. The lubricant additive composition according to claim 1 , wherein the mixture of fatty acid alkanolamide compounds of formula II are prepared by reacting a di(hydroxyalkyl) amine with carboxylic acids or carboxylic acid derivatives derived from the group chosen from lard, palm oil, or beef tallow.
14. The lubricant additive composition according to claim 13 , wherein the di(hydroxyalkyl) amine is bis(2-hydroxypropyl)amine.
15. The lubricant additive composition according to claim 14 , wherein the one or more fatty acid alkanolamides are prepared by reacting the bis(2-hydroxypropyl)amine with methyl esters derived from beef tallow carboxylates.
16. The lubricant additive composition according to claim 1 , wherein the molybdenum based lubricating oil friction reducing additive comprises a molybdenum dithiocarbamate represented by the formula:
wherein R 5 , R 6 , R 7 , and R 8 each independently represent a hydrogen atom, a C 1-20 alkyl or alkenyl group, a C 5-20 cycloalkyl, aryl, alkylaryl, or aralkyl group, or a C 3-20 hydrocarbyl group terminating in an ester, ether, alcohol, amine, amide or carboxyl group; and X 1 , X 2 , Y 1 , and Y 2 each independently represent a sulfur or oxygen atom.
17. A lubricant composition comprising a majority component by weight, based on the weight of the composition, of a lubricating oil; and from about 0.3 to about 3 wt. %, based on the weight of the composition, of the combination of
(a) a mixture of fatty add alkanolamide compounds of formula (II):
wherein
R is H or C 1-12 alkyl,
and
R′ is selected from C 7-23 alkyl or alkenyl, and
(b) a molybdenum based lubricating oil friction reducing additive,
wherein the ratio by weight of component (b) to component (a) is 5:1 to 1:5,
wherein the mixture of fatty acid alkanolamide compounds comprises at least one compound of formula (II) where R′ is C 15 alkyl or alkenyl and at least one compound of formula (II) where R′ is C 17 alkyl or alkenyl, and the majority of R′ in the mixture are selected from C 13 , C 15 and C 17 alkyl or alkenyl,
wherein about 15 to about 45% by weight of the fatty acid alkanolamides are compounds where R′ is C 15 alkyl or alkenyl, about 40 to about 80% by weight of the fatty acid alkanolamides are compounds where R′ is C 17 alkyl or alkenyl, and 0 to about 15% by weight of the fatty acid alkanolamides are compounds where R′ is C 7-14 , C 16 or C 18-19 alkyl or alkenyl.
18. The lubricant composition according to claim 17 , wherein the weight ratio of component (b) to component (a) is 3:1 to 1:3.
19. The lubricant composition according to claim 17 , wherein the weight ratio of component (b) to component (a) is 1:1.1 to 1:5.
20. The lubricant composition according to claim 17 , wherein the molybdenum based friction reducing additive is chosen from the group consisting of molybdenum dithiocarbamates (MoDTC), molybdenum dithiophosphates, molybdenum dithiophosphinates, molybdenum xanthates, molybdenum thioxanthates, molybdenum sulfides, and mixtures thereof.
21. The lubricant composition according to claim 17 , wherein the molybdenum based lubricating oil friction reducing additive is the reaction product of:
(a) a mono- or polyfunctional organic acid or ester of the formula:
wherein R 1 is a straight chain or branched chain or cyclic, saturated or unsaturated, hydrocarbon moiety of 1 to 44 carbon atoms, R 2 is hydrogen, a hydrocarbon radical, or a functionalized hydrocarbon radical, having 1 to 18 carbon atoms, Z is an integer of 1 to 5, and X and Y are independently selected from the group consisting of sulfur and oxygen;
(b) a diamine of the formula
wherein R 8 is an alkyl group of 1 to 40 carbon atoms, R 9 and R 10 are independently selected aliphatic or aromatic moieties, and W is oxygen, sulfur, or —CH 2 —;
(c) carbon disulfide; and
(d) a molybdenum compound.
22. The lubricant composition according to claim 17 , wherein the molybdenum based lubricating oil friction reducing additive is the reaction product of
(a) a vegetable oil;
(b) a diamine comprising octyl/decyloxypropyl-1,3-diaminopropane, isodecyloxypropyl-1,3-diaminopropane, isododecyloxypropyl-1,3-diaminopropane, dodecyl/tetradecyloxypropyl-1,3-diaminopropane, isotridecyloxypropyl-1,3-diaminopropane, tetradecyloxypropyl-1,3-diaminopropane, N-coco-1,3-diaminopropanes, N-tallow-1,3-diaminopropanes, or N-oleyl-1,3-diaminopropane;
(c) carbon disulfide; and
(d) MoO 3 .
23. The lubricant composition according to claim 17 , wherein R is chosen from C 1-4 alkyl.
24. The lubricant composition according to claim 17 , wherein the molybdenum based lubricating oil friction reducing additive comprises a molybdenum dithiocarbamate represented by the formula:
wherein R 5 , R 6 , R 7 , and R 8 each independently represent a hydrogen atom, a C 1-20 alkyl or alkenyl group, a C 5-20 cycloalkyl, aryl, alkylaryl, or aralkyl group, or a C 3-20 hydrocarbyl group terminating in an ester, ether, alcohol, amine, amide or carboxyl group; and X 1 , X 2 , Y 1 , and Y 2 each independently represent a sulfur or oxygen atom.
25. A method of improving the friction reduction performance of a lubricant composition, which lubricant composition comprises a majority component, based on the weight of the lubricant composition, of a lubricating oil comprising one or more naturally occurring base stocks or synthetic base stocks, the method comprising adding to the lubricating oil
(a) a mixture of fatty acid alkanolamide compounds of formula (II):
wherein
R is H or C 1-12 alkyl,
and
R′ is selected from C 7-23 alkyl or alkenyl, and
(b) a molybdenum based lubricating oil friction reducing additive,
wherein component (a) and component (b) are added in a combined amount of from about 0.3 to about 3 wt. %, based on the total weight of the lubricant composition, and at a ratio by weight of component (b) to component (a) of 5:1 to 1:5,
wherein the mixture of fatty acid alkanolamide compounds comprises at least one compound of formula (II) where R′ is C 15 alkyl or alkenyl and at least one compound of formula (II) where R′ is C 17 alkyl or alkenyl, and the majority of R′ groups in the mixture are selected from C 13 , C 15 and C 17 alkyl or alkenyl,
wherein about 15 to about 45% by weight of the fatty acid alkanolamides are compounds where R′ is C 15 alkyl or alkenyl, about 40 to about 80% by weight of the fatty acid alkanolamides are compounds where R′ is C 17 alkyl or alkenyl, and 0 to about 15% by weight of the fatty acid alkanolamides are compounds where R′ is C 7-14 , C 16 or C 18-19 alkyl or alkenyl.
26. The method according to claim 25 , wherein the weight ratio of component (b) to component (a) is 3:1 to 1:3.
27. The method according to claim 25 , wherein the weight ratio of component (b) to component (a) is 1:1.1 to 1:5.
28. The method according to claim 25 , wherein the molybdenum based friction reducing additive is chosen from the group consisting of molybdenum dithiocarbamates (MoDTC), molybdenum dithiophosphates, molybdenum dithiophosphinates, molybdenum xanthates, molybdenum thioxanthates, molybdenum sulfides, and mixtures thereof.
29. The method according to claim 25 , wherein the molybdenum based lubricating oil friction reducing additive is the reaction product of
(a) a vegetable oil;
(b) a diamine comprising octyl/decyloxypropyl-1,3-diaminopropane, isodecyloxypropyl-1,3-diaminopropane, isododecyloxypropyl-1,3-diaminopropane, dodecyl/tetradecyloxypropyl-1,3-diaminopropane, isotridecyloxypropyl-1,3-diaminopropane, tetradecyloxypropyl-1,3-diaminopropane, N-coca-1,3-diaminopropanes, N-tallow-1,3-diaminopropanes, or N-oleyl-1,3-diaminopropane;
(c) carbon disulfide; and
(d) MoO 3 .