Oil soluble molybdenum additives from the reaction product of fatty oils and monosubstituted alkylene diamines

• US 6,509,303 B1
• Filed: 03/23/2000
• Issued: 01/21/2003
• Est. Priority Date: 03/23/2000
• Status: Expired due to Term

• Current Assignee: Afton Chemical Intangibles LLC (Newmarket Corporation)
• Original Assignee: Ethyl Corporation (Newmarket Corporation)
• Inventors: Gatto, Vincent James
• Primary Examiner(s): Johnson; Jerry D.
• Application Number:
  US09/533,230
• Time in Patent Office: 1,034 Days
• Field of Search: 508/362,367 554/38 556/57
• US Class Current: 508/362
• CPC Class Codes: C07F 11/005 compounds without a metal-carbon linkage
• CPC Class Codes: C10M 159/18 Complexes with metals
• CPC Class Codes: C10M 2207/40 Fatty vegetable or animal oils
• CPC Class Codes: C10M 2207/404 obtained from genetically modified species
• CPC Class Codes: C10M 2215/04 having amino groups bound to acyclic or cycloaliphatic carbon atoms
• CPC Class Codes: C10M 2215/08 Amides
• CPC Class Codes: C10M 2215/082 containing hydroxyl groups; Alkoxylated derivatives
• CPC Class Codes: C10M 2215/26 Amines
• CPC Class Codes: C10M 2215/28 Amides; Imides
• CPC Class Codes: C10M 2227/09 Complexes with metals
• CPC Class Codes: C10N 2010/12 Groups 6 or 16
• CPC Class Codes: C10N 2040/25 Internal-combustion engines
• CPC Class Codes: C10N 2040/251 Alcohol-fuelled engines
• CPC Class Codes: C10N 2040/252 Diesel engines
• CPC Class Codes: C10N 2040/253 Small diesel engines
• CPC Class Codes: C10N 2040/255 Gasoline engines
• CPC Class Codes: C10N 2040/28 Rotary engines

Abstract

Organic molybdenum complexes comprising the reaction products of fatty oils, a mono-alkylated alkylene diamine, and a molybdenum source and their use as multifunctional additives for lubricating compositions.

Claims

1. An organic molybdenum complex comprising the reaction product produced by combining for a sufficient time and temperature:

i) at least one fatty oil;

ii) at least one mono-alkylated alkylene diamine;

iii) an oxygen-containing molybdenum source; and

iv) water as a promoter, wherein the reaction product contains less than 0.05 weight percent of sulfur and the molybdenum content in the final reaction product is from 8.31 to 16.3 weight percent.

2. The molybdenum complex of claim 1 wherein said fatty oil comprises C₁₂ fatty acids as the predominant fatty acid component.

3. The molybdenum complex of claim 2 wherein said fatty oil comprises coconut oil.

4. The molybdenum complex of claim 1 wherein said fatty oil comprises C₁₈ fatty acids as the predominant fatty acid component.

5. The molybdenum complex of claim 4 wherein said fatty oil comprises canola oil.

6. The molybdenum complex of claim 4 wherein said mono-alkylated alkylene diamine comprises methylaminopropylamine.

7. The molybdenum complex of claim 1 wherein said mono-alkylated alkylene diamine comprises at least one member selected from the group consisting of methylaminopropylamine, methylaminoethylamine, butylaminopropylamine, butylaminoethylamine, octylammopropylamine, octylaminoethylamine, dodecylaminopropylamine, dodecylaminoethyrlamine, hexadecylaminopropylamine, hexadecylaminoethylamine, octadecylaminopropylamine, octadecylaminoethylamine, isopropyloxypropyl-1,3-diaminopropane, octyloxypropyl-1,3-diaminopropane and mono-alkylated alkylene diamines derived from fatty acids.

8. The molybdenum complex of claim 7 wherein said mono-alkylated alkylene diamine comprises at least one member selected from the group consisting of N-coco alkyl-1,3-propanediamine, N-tallow alkyl-1,3-propanediamine and N-oleyl-1,3-propanediamine.

9. The molybdenum complex of claim 1 wherein the molybdenum source comprises at least one member selected from the group consisting of ammonium molybdate, sodium molybdate and molybdenum oxides.

10. The molybdenum complex of claim 1 obtained by reacting (i) and (ii) at temperatures between 75 and 150°

C. to form an intermediate reaction product prior to the addition of components (iii) and (iv).

11. The molybdenum complex of claim 10 wherein the intermediate reaction product comprises an aminoamide/glyceride mixture.

12. The molybdenum complex of claim 1 wherein the reaction product is substantially free of reactive sulfur.

13. A lubricating oil composition comprising a major amount of an oil of lubricating viscosity and the molybdenum complex of claim 1.

14. The lubricating oil composition of claim 13 wherein the molybdenum complex is present in an amount sufficient to provide at least about 50 ppm of molybdenum to the finished lubricant.

15. A method of improving the fuel economy of an internal combustion engine comprising lubricating said internal combustion engine with the lubricating oil of claim 13, wherein said molybdenum complex is present in an amount sufficient to improve the fuel economy of the internal combustion engine lubricated with said lubricating oil, as compared to said engine operated in the same manner and lubricated with the same lubricating oil except that the oil is devoid of said molybdenum complex.

16. The method of claim 15 wherein the molybdenum complex is present in said crankcase lubricating oil in an amount sufficient to provide at least 200 ppm of molybdenum to the finished lubricating oil.

17. A method of reducing deposits in an internal combustion engine comprising lubricating said internal combustion engine with the lubricating oil of claim 13, wherein said molybdenum complex is present in an amount sufficient to reduce the weight of deposits in said internal combustion engine lubricated with said crankcase lubricating oil, as compared to the weight of deposits in said engine operated in the same manner and lubricated with the same lubricating oil except that the oil is devoid of said molybdenum complex.

18. The method of claim 17 wherein the molybdenum complex is present in said crankcase lubricating oil in an amount sufficient to provide at least 50 ppm of molybdenum to the finished lubricating oil.

19. A method of reducing wear in an internal combustion engine comprising lubricating said internal combustion engine with the lubricating oil of claim 13, wherein said molybdenum complex is present in an amount sufficient to reduce the wear in said internal combustion engine lubricated with said lubricating oil, as compared to the wear in said engine operated in the same manner and lubricated with the same lubricating oil except that the oil is devoid of said molybdenum complex.

20. The method of claim 19 wherein the molybdenum complex is present in said crankcase lubricating oil in an amount sufficient to provide at least 50 ppm of molybdenum to the finished lubricating oil.

21. A method of improving the oxidation stability of a lubricating oil comprising adding to said lubricating oil an oxidation stability improving amount of the molybdenum complex of claim 1, wherein said oxidation stability improving amount of said molybdenum complex is sufficient to improve the oxidative stability of the lubricating oil, as compared to the same lubricating oil except that it is devoid of said molybdenum complex.

22. The method of claim 21 wherein the molybdenum complex is present in the lubricating oil in an amount sufficient to provide at least 50 ppm of molybdenum to the finished lubricating oil.

23. A process for preparing an organic molybdenum complex, said process comprises reacting for a sufficient time and temperature:

i) at least one fatty oil;

ii) at least one mono-alkylated alkylene diamine;

iii) an oxygen-containing molybdenum source; and

iv) water as a promoter, wherein the reaction product contains less than 0.05 weight percent of sulfur and the molybdenum content in the final reaction product is greater than 7.0 weight percent.

24. The process of claim 23, wherein said fatty oil comprises C₁₂ fatty acids as the predominant fatty acid component.

25. The process of claim 24, wherein said fatty oil comprises coconut oil.

26. The process of claim 23, wherein said fatty oil comprises C₁₈ fatty acids as the predominant fatty acid component.

27. The process of claim 26, wherein said fatty oil comprises canola oil.

28. The process of claim 26, wherein said mono-allylated alkylene diamine comprises methylaminopropylamine.

29. The process of claim 23, wherein the mono-alkylated alkylene diamine (component ii) is present in an amount of from 1 to 2 moles per mole of fatty oil (component i).

30. The process of claim 23, wherein said mono-alkylated alkylene diamine comprises at least one member selected from the group consisting of methylaminopropylamine, methylaminoethylamine, butylaminopropylamine, butylaminoethylamine, octylaminopropylamine, octylaminoethylamine, dodecylaminopropylamine, dodecylaminoethylamine, hexadecylaminopropylamine, hexadecylaminoethylamine, octadecylaminopropylamine, octadecylaminoethylamine, isopropyloxypropyl-1,3-diaminopropane, octyloxypropyl-1,3-diaminopropane and mono-alkylated alkylene damines derived from fatty acids.

31. The process of claim 30 wherein said mono-alkylated alkylene diamine comprises at least one member selected from the group consisting of N-coco alkyl-1,3-propanediamine, N-tallow alkyl-1,3-propanediamine and N-oleyl-1,3-propanediamine.

32. The process of claim 23, wherein the molybdenum source comprises at least one member selected from the group consisting of ammonium molybdate, sodium molybdate and molybdenum oxides.

33. The process of claim 23, wherein the molybdenum source (component iii) is present in an amount of from 0.5 to 1.5 moles per mole of fatty oil (component i).

34. The process of claim 23, wherein components (i) and (ii) are reacted to form a reaction mixture prior to the addition of components (iii) and (iv).