Fatty acid esters and uses thereof
View Patent ↗Esters formed from polyol, C 12 -C 28 branched chain fatty acid, and/or C 12 -C 28 cyclic fatty acid are useful as a friction modifier for lubricants. Monomer is a preferred source for these fatty acids.
1. A lubricating composition, comprising
a lubricating fluid; and
polyol Monomerate, wherein the composition is a lubricating oil.
2. The lubricating composition according to claim 1 , wherein the polyol Monomerate is glycerol Monomerate.
3. The lubricating composition according to claim 1 , wherein the polyol Monomerate has an acid number of greater than zero.
4. The lubricating composition according to claim 1 , wherein the polyol Monomerate has an acid number of greater than zero.
5. The lubricating composition according to claim 1 , wherein the polyol Monomerate is a polyol monoMonomerate.
6. The fuel composition according to claim 5 , wherein the polyol monoMonomerate is glycerol monoMonomerate.
7. The lubricating composition according to claim 1 , wherein the polyol Monomerate is a polyol diMonomerate.
8. A fuel composition comprising
a distillate fuel having a sulfur content less than 0.05% by weight; and
from 1 to 10,000 ppm of polyol Monomerate.
9. The fuel composition of claim 8 wherein the fuel composition is a diesel fuel composition.
10. The fuel composition according to claim 8 , further comprising a sulfur content of less than 0.05% by weight.
11. The fuel composition according to claim 8 , wherein the polyol Monomerate is glycerol Monomerate.
12. The fuel composition according to claim 8 , wherein the polyol Monomerate has an acid number of greater than zero.
13. The fuel composition according to claim 8 , wherein the polyol Monomerate has an acid number of less than 10.
14. The fuel composition according to claim 8 , wherein the polyol Monomerate is a polyol monoMonomerate.
15. The fuel composition according to claim 8 , wherein the polyol Monomerate is a polyol monoMonomerate.
16. A method for improving the lubricity of a distillate fuel having a sulfur content of less than 0.05% by weight, comprising the addition thereto of polyol Monomerate.
17. A lubricating composition, comprising
a lubricating fluid; and
an esterification product of: a) Monomer or a reactive equivalent thereof; and b) polyol or a reactive equivalent thereof, wherein the composition is a lubricating oil.
18. The lubricating composition according to claim 17 , wherein the b) polyol or reactive equivalent thereof is at least one member selected from the group consisting of a diol, triol, and tetraol.
19. The lubricating composition according to claim 17 , wherein the b) polyol or reactive equivalent thereof is at least one member selected from the group consisting of glycerol, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, 1,4-cyclohexanedimethanol, glycerin, trimethyloipropane, tris(hydroxylmethyl)methanol, pentaerythritol, di-pentaerythritol, and tri-pentaerythritol.
20. The lubricating composition according to claim 17 , wherein the esterification product has an acid number of greater than zero.
21. The lubricating composition according to claim 17 , wherein the esterification product has an acid number of less than 10.
22. A fuel composition, comprising
a distillate fuel having a sulfur content less than 0.05% by weight; and
from 1 to 10,000 ppm of an esterification product of: a) Monomer or a reactive equivalent thereof; and b) polyol or a reactive equivalent thereof.
23. The fuel composition of claim 22 wherein the fuel composition is a diesel fuel composition.
24. The fuel composition according to claim 22 , further comprising a sulfur content of less than 0.05% by weight.
25. The fuel composition according to claim 22 , wherein the b) polyol or reactive equivalent thereof is at least one member selected from the group consisting of a diol, triol, and tetraol.
26. The fuel composition according to claim 22 , wherein the b) polyol or reactive equivalent thereof is at least one member selected from the group consisting of glycerol, ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, 1,4-cyclohexanedimethanol, glycerin, trimethylolpropane, tris(hydroxylmethyl)methanol, pentaerythritol, di-pentaerythritol, and tri-pentaerythritol.
27. The fuel composition according to claim 22 , wherein the esterification product has an acid number of greater than zero.
28. The fuel composition according to claim 22 , wherein the esterification product has an acid number of less than 10.
29. A lubricating composition, comprising
a lubricatina fluid; and
an esterification product of: a) a C 12 -C 28 cyclic fatty acid or reactive equivalent thereof; b) a C 12 -C 28 branched fatty acid or reactive equivalent thereof; and c) one or more polyols or reactive equivalents thereof, wherein the composition is a lubricating oil.
30. The lubricating composition according to claim 29 , wherein the c) one or more polyols or reactive equivalents thereof is at least one member selected from the group consisting of glycerol and pentaerythritol.
31. The lubricating composition according to claim 29 , wherein the esterification product has an acid number of greater than zero.
32. The lubricating composition according to claim 29 , wherein the esterification product has an acid number of less than 10.
33. The lubricating composition according to claim 32 , wherein the polyol monoMonomerate is glycerol monoMonomerate.
34. A fuel composition, comprising
a distillate fuel having a sulfur content less than 0.05% by weight; and from 1 to 10,000 ppm of an esterification product of: a) a C 12 -C 28 cyclic fatty acid or reactive equivalent thereof; b) a C 12 -C 28 branched fatty acid or reactive equivalent thereof; and c) one or more polyols or reactive equivalents thereof.
35. The fuel composition of claim 34 wherein the fuel composition is a diesel fuel composition.
36. The fuel composition according to claim 34 , further comprising a sulfur content of less than 0.05% by weight.
37. The fuel composition according to claim 34 , wherein the c) one or more polyols or reactive equivalents thereof is at least one member selected from the group consisting of glycerol and pentaerythritol.
38. The fuel composition according to claim 34 , wherein the esterification product has an acid number of greater than zero.
39. The fuel composition according to claim 34 , wherein the esterification product has an acid number of less than 10.
40. A lubricating composition, comprising
a lubricating fluid; and
a first ester selected from
and a second ester selected from
wherein R 2a is a branched C 12 -C 28 hydrocarbon and R 2b is a cyclic C 12 -C 28 hydrocarbon, and wherein the composition is a lubricating oil.
41. A fuel composition, comprising
a distillate fuel having a sulfur content less than 0.05% by weight; and
from 1 to 10,000 ppm of a first ester selected from
and a second ester selected from
wherein R 2a is a branched C 12 -C 28 hydrocarbon and R 2b is a cyclic C 12 -C 28 hydrocarbon.
42. The fuel composition of claim 41 wherein the fuel composition is a diesel fuel composition.
43. The fuel composition according to claim 41 , further comprising a sulfur content of less than 0.05% by weight.