Compositions containing fatty acids and/or derivatives thereof and a low temperature stabilizer
View Patent ↗The present invention relates to methods of improving the low temperature storage and performance properties of fatty acids and/or derivatives thereof, as well as compositions containing fatty acids and/or derivatives thereof having superior lower temperature storage and performance properties.
1. A composition comprising at least one fatty acid or derivative thereof and at least one low temperature stabilizer in an amount ranging from 0.01 wt % to 25 wt %, based upon the total weight of the composition, selected from the group consisting of ester-terminated polyamides, tertiary-amide-terminated polyamides, ester-terminated polyester-amides, tertiary amide-terminated polyester-amides, polyalkyleneoxy-terminated polyamides, and polyether-polyamides,
wherein the fatty acid or derivative thereof and the at least one low temperature stabilizer are contacted by mixing or blending while applying heat at a temperature higher or lower than the melting or softening point of the at least one low temperature stabilizer,
wherein the addition of the low temperature stabilizer does not cause visually observable gelling or precipitation when in contact with the fatty acid and the mixture of the low temperature stabilizer and the fatty acid is physically indistinct from the fatty acid,
wherein the composition has improved low temperature stability compared to a composition that does not contain said at least one low temperature stabilizer,
wherein the improvement is at least a 1% improvement in low temperature stability as measured by at least one low temperature stability performance factor selected from the group consisting of differential scanning calorimetry event, long-term storability, cloud point, pour point, and cold flow plugging point, and
wherein said composition is one of the group consisting of fuels, fuel additives, fuel blend component, lubricity improvers, friction modifiers, components of fuel additive packages, and any combinations thereof.
2. The composition according to claim 1 , comprising tall oil fatty acid.
3. The composition according to claim 1 , wherein said at least one low temperature stabilizer is selected from the group consisting of ester-terminated polyamides, tertiary-amide-terminated polyamides, and ester-terminated polyester-amides.
4. The composition according to claim 1 , comprising at least one fatty acid; and the at least one low temperature stabilizer is present in an amount ranging from 0.5 wt % to 15 wt %.
5. The composition according to claim 1 , wherein the low temperature stabilizer and the fatty acid are present at a low temperature stabilizer:fatty acid weight ratio ranging from 1:1 to 0.0001:1.
6. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one polyamine and optionally at least one alcohol.
7. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one polyamine and optionally at least one polyalcohol.
8. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one diamine and optionally at least one polyalcohol.
9. The composition according to claim 1 , wherein the at least one low temperature stabilizer Is made from reacting at least one di-acid with ethylenediamine and optionally at least one polyalcohol.
10. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one polyamine and at least one glycol.
11. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one polyamine and neopentyl glycol.
12. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one polyacid with at least one alkyl amine and optionally at least one polyalcohol.
13. The composition according to claim 12 , wherein the polyacid is at least one member selected from the group consisting of an unsaturated fatty polyacid, oleic polyacid, linoleic polyacid, a polyacid produced from tall oil fatty acid, a hydrogenated polyacid, a non-hydrogenated polyacid, a dimer hydrogenated acid, and a dimer non-hydrogenated polyacid.
14. The composition according to claim 12 , wherein the alkyl amine is at least one member selected from the group consisting of a dialkylamine and ditallow amine.
15. The composition according to claim 12 , wherein the alkyl amine is at least one dialkylamine wherein the alkyl group of the dialkylamine contains from 8 to 30 carbon atoms.
16. The composition according to claim 12 , wherein the alkyl amine is at least one dialkylamine wherein the alkyl group of the dialkylamine contains from 14 to 18 carbon atoms.
17. The composition according to claim 1 , comprising at least one fatty acid selected from the group consisting of a saturated fatty acid and an unsaturated fatty acid.
18. The composition according to claim 1 , comprising crude tall oil or derivatives thereof.
19. The composition according to claim 1 , wherein the fatty acid or derivative thereof is derived from crude tall oil.
20. The composition according to claim 1 , comprising distilled tall oil or derivatives thereof.
21. The composition according to claim 1 , comprising tall oil fatty acid or derivatives thereof.
22. The composition according to claim 21 , wherein the tall oil fatty acid comprises at least on e member selected from the group consisting of saturated fatty acid, unsaturated fatty acid, and cyclic fatty acid.
23. The composition according to claim 21 , wherein the tan oil fatty acid comprises rosin acids or derivatives thereof.
24. The composition according to claim 21 , wherein the tall oil fatty acid comprises unsaponifiable material.
25. The composition according to claim 21 , wherein the tall oil fatty acid comprises resin acids or derivatives thereof.
26. The composition according to claim 25 , wherein the resin acids are derived from trees.
27. The composition according to claim 1 , wherein the at least one fatty acid or derivative thereof is derived from at least one source selected from the group consisting of rapeseed oil, soy(a) oil, canola oil, palm oil, palm nut oil, sunflower oil, tallow fat, jatropha oil, used cooking oil, vegetable oil, castor oil, corn oil, lard, linseed oil, olive oil, peanut oil, sesame oil, tall oil, fish oil, cottonseed oil, coconut oil, babassu oils and animal fat.
28. The composition according to claim 1 , comprising a plurality of fatty acids or derivatives thereof wherein less than 6 wt % of the plurality is saturated fatty acid or derivatives thereof based upon the total weight of the plurality of fatty acids or derivatives thereof.
29. The composition according to claim 1 , comprising a plurality of fatty acids or derivatives thereof wherein less than 2 wt % of the plurality is saturated fatty acid or derivatives thereof based upon the total weight of the plurality of fatty acids or derivatives thereof.
30. The composition according to claim 1 , comprising a plurality of fatty acids or derivatives thereof wherein at least 6 wt % of the plurality is saturated fatty acid or derivatives thereof, based upon the total weight of the plurality of fatty acids or derivatives thereof.
31. The composition according to claim 1 , wherein said composition is a fuel selected from the group consisting of gas-to-liquid fuel, natural gas-to-liquid fuel, biomass-to-liquid fuel, diesel, biofuel, biodiesel, gasoline, aviation fuel, jet fuel, heavy fuel, marine fuel, heating fuel, and crude oil.
32. The composition according to claim 31 , wherein the at least one fatty acid or derivative thereof and at least one low temperature stabilizer are present in a combined wt % that ranges from 0.001 to 100 wt %, based upon the total weight of the composition.
33. The composition actor ding to claim 31 , comprising at least one fatty acid and at least one low temperature stabilizer, wherein at least one fatty acid
and at least one low temperature stabilizer are present in a combined wt % that ranges from 0.01 to 0.1 wt %, based upon the total weight of the composition.
34. The composition according to claim 31 , comprising at least one fatty acid alkyl ester and at least one low temperature stabilizer, wherein the at least one fatty acid alkyl ester and at least one low temperature stabilizer are present in a combined wt % that ranges from 0.01 to 100 wt %, based upon the total weight of the composition.
35. The composition according to claim 31 , further comprising sulfur.
36. The composition according to claim 35 , further comprising less than 500 ppm sulfur, based upon the total weight of the composition.
37. The composition according to claim 35 , further comprising less than 50 ppm sulfur, based upon the total weight of the composition.
38. The composition actor ding to claim 35 , further comprising less than 15 ppm sulfur, based upon the total weight of the composition.
39. The composition according to claim 35 , further comprising less than 10 ppm sulfur, based upon the total weight of the composition.
40. The composition according to claim 1 , further comprising a solvent.
41. The composition according to claim 1 , further comprising a co-solvent.
42. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one polyacid with at least one polyamine and at least one monoalcohol.
43. The composition according to claim 42 , wherein the at leas t one mono alcohol Is contains from 1 to 30 carbon atoms and is linear, branched, or cyclic.
44. The composition according to claim 1 , comprising at least one fatty acid and at least one fatty acid ester.
45. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with at least one diamine and optionally at least one alcohol.
46. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one di-acid with ethylenediamine and optionally at least one alcohol.
47. The composition according to claim 1 , comprising tall oil fatty acid or derivatives thereof and at least one polyamide, wherein the tall oil fatty acid comprises at least one member selected from the group consisting of rosin acid, rosin add derivative, unsaponifiable material, resin acid, and resin acid derivative.
48. The composition according to claim 1 , further comprising sulfur.
49. The composition according to claim 1 , further comprising, less than 500 ppm sulfur based on the total weight of the composition.
50. The composition according to claim 1 , further comprising less than 50 ppm sulfur, based upon the total weight of the composition.
51. The composition according to claim 1 , further comprising less than 15 ppm sulfur, based upon the total weight of the composition.
52. The composition according to claim 1 , further comprising less than 10 ppm sulfur, based upon the total weight of the composition.
53. The composition according to claim 1 , wherein the at least one low temperature stabilizer is made from reacting at least one polyacid with at least one polyamine and at least one monocarboxylic acid.
54. The composition according to claim 53 , wherein said at least one monocarboxylic acid contains from 1 to 30 carbon atoms and is linear, branched, or cyclic.
55. A composition comprising at least one fatty acid or derivative thereof and at least one low temperature stabilizer in an amount ranging from 0.01 wt % to 25 wt %, based upon the total weight of the composition, selected from the group consisting of ester-terminated polyamides, ester-terminated polyester-amides, tertiary amide-terminated polyester-amides, polyalkyleneoxy-terminated polyamides, and polyether-polyamides,
wherein the fatty acid or derivative thereof and the at least one low temperature stabilizer are contacted by mixing or blending while applying heat at a temperature higher or lower than the melting or softening point of the at least one low temperature stabilizer,
wherein the addition of the low temperature stabilizer does not cause visually observable gelling or precipitation when in contact with the fatty acid and the mixture of the low temperature stabilizer and the fatty acid is physically indistinct from the fatty acid,
wherein the composition has improved low temperature stability compared to a composition that does not contain said at least one low temperature stabilizer,
Wherein the improvement is at least a 1% improvement in low temperature stability as measured by at least one low temperature stability performance factor selected from the group consisting of differential scanning calorimetry event, long term storability, cloud point, pour point, and cold flow plugging point, and
wherein said composition is one of the group consisting of fuels, fuel additives, fuel blend component, lubricity improvers, friction modifiers, components of fuel additive packages, and any combinations thereof.