Engine oils for racing applications and method of making same

• US 20060223718A1
• Filed: 04/01/2005
• Published: 10/05/2006
• Est. Priority Date: 04/01/2005
• Status: Active Grant

• Current Assignee: Shell Oil Company (Shell Plc)
• Original Assignee: Shell Oil Company (Shell Plc)
• Inventors: Kushner, David J., Sant, Peter, Bastien, Paul F.
• Granted Patent: US 7,482,312 B2
• Time in Patent Office: Days
• US Class Current: 508/365
• CPC Class Codes: C10M 169/04 Mixtures of base-materials and additives
• CPC Class Codes: C10M 169/045 the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
• CPC Class Codes: C10M 169/048 the additives being a mixture of compounds of unknown or incompletely defined constitution, non-macromolecular and macromolecular compounds
• CPC Class Codes: C10M 2205/0206 used as base material
• CPC Class Codes: C10M 2207/026 with tertiary alkyl groups
• CPC Class Codes: C10M 2207/144 containing hydroxy groups
• CPC Class Codes: C10M 2207/262 derived from hydroxy substituted aromatic acids, e.g. salicylates
• CPC Class Codes: C10M 2207/282 of (cyclo)aliphatic oolycarboxylic acids
• CPC Class Codes: C10M 2207/289 containing free hydroxy groups
• CPC Class Codes: C10M 2215/064 Di- and triaryl amines
• CPC Class Codes: C10M 2215/28 Amides; Imides
• CPC Class Codes: C10M 2219/022 of hydrocarbons, e.g. olefines polyolefins C10M2221/041
• CPC Class Codes: C10M 2219/068 Thiocarbamate metal salts
• CPC Class Codes: C10M 2223/042 Metal salts thereof
• CPC Class Codes: C10M 2223/045 Metal containing thio derivatives
• CPC Class Codes: C10M 2229/041 containing aliphatic substituents
• CPC Class Codes: C10N 2010/04 Groups 2 or 12
• CPC Class Codes: C10N 2010/12 Groups 6 or 16
• CPC Class Codes: C10N 2030/02 Pour-point; Viscosity index
• CPC Class Codes: C10N 2030/06 Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
• CPC Class Codes: C10N 2040/25 : Internal-combustion engines

Abstract

An automotive racing oil and method of making same, the automotive racing oil comprising base oil comprising polyalphaolefin and racing oil components effective to produce automotive racing oil properties comprising a kinematic viscosity of from about 3.2 centistokes (cSt) to about 25 cSt at 100° C. and a coefficient of friction of about 0.065 or less at 180° C., the automotive racing oil having a molybdenum concentration of more than 360 ppm and a zinc concentration of about 1400 ppm or more, both as measured by X-ray fluorescence, and a quantity of a combination of esters maintaining the racing oil components in solution in the base oil, the combination of esters comprising one or more multiester(s) and one or more polyol monoester(s).

Claims

1. An automotive racing oil comprising:

base oil comprising polyalphaolefin and racing oil components effective to produce automotive racing oil properties comprising a kinematic viscosity of from about 3.2 centistokes (cSt) to about 25 cSt at 100°

C., and a coefficient of friction of about 0.065 or less at 180°

C.;

the racing oil components comprising;

one or more oil-soluble molybdenum compound selected from the group consisting of molybdenum dithiocarbamates and molybdenum dithiophosphates, the automotive racing oil having a molybdenum concentration of more than 360 ppm, as measured by X-ray fluorescence;

one or more anti-wear additive comprising zinc selected from the group consisting of zinc dihydrocarbyl dithiophosphates and zinc dihydrocarbyl dithiocarbamates, the automotive racing oil having a zinc concentration of about 1400 ppm or more, as measured by X-ray fluorescence; and

,

a quantity of a combination of esters maintaining the racing oil components in solution in the base oil, the combination of esters comprising one or more multiester(s) and one or more polyol monoester(s).

2. The automotive racing oil of claim 1, the racing oil components further comprising:

one or more detergents comprising metal having a valence of +2, the automotive racing oil having a concentration of metal having a valence of +2 of from about 550 ppm to about 2500 ppm;

one or more dispersant comprising nitrogen contributing a nitrogen concentration of from about 200 ppm to about 2800 ppm in the automotive racing oil;

from about 0.5 to about 2 wt. %, based on the total weight of the racing oil, of one or more antioxidant selected from the group consisting of aminic antioxidant, phenolic antioxidant, and combinations thereof; and

,

from about 8 ppm to about 25 ppm antifoaming agent.

3. The automotive racing oil of claim 1 wherein the oil-soluble molybdenum compound is selected from the group consisting of dithiocarbamates and dithiophosphates having the following general structure:

(MoXY)_a[S-Z]_n

wherein

a is from 1 to 2;

n is 2;

X and Y are selected from the group consisting of oxygen, sulfur, and nothing; and

,

Z is selected from groups having the following general structure;

wherein R¹ to R⁴ independently are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms.

4. The automotive racing oil of claim 3 wherein R¹ and R² are alkyl groups having from about 2 to 12 carbon atoms.

5. The automotive racing oil of claim 2 wherein the oil-soluble molybdenum compound is selected from the group consisting of:

mononuclear dithiocarbamates having the following general structure;

di-nuclear dithiocarbamates having the following general structure;

wherein

R¹ and R² are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms;

X and Y are selected from the group consisting of sulfur and oxygen; and

,

molybdenum oxysulfide compounds have the following general structure;

wherein X¹-X⁴ independently are selected from the group consisting of a sulfur atom and an oxygen atom; and

Z is selected from groups having the following general structure;

wherein R1 to R4 independently are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms.

6. The automotive racing oil of claim 5 wherein R¹, R², R³, and R⁴ are alkyl groups having from about 2 to 12 carbon atoms.

7. The automotive racing oil of claim 6 wherein the zinc concentration is about 1500 ppm or more.

8. The automotive racing oil of claim 7 wherein the zinc concentration is about 2600 ppm or less;

and,

the molybdenum concentration is about 500 ppm or more.

9. The automotive racing oil of claim 3 wherein the one or more polyol monoester(s) have the following general structure:

10. The automotive racing oil of claim 9 wherein the base oil has a viscosity of about 10 cSt or more at 100°

C., and the multiester is a tricarboxylic acid triester compound wherein the ester group comprises alkyl groups independently having from about 4 to about 18 carbon atoms.

11. The automotive racing oil of claim 3 wherein

the one or more multiester(s) are selected from the group consisting of isodecyl trimellitate, tridecyl trimellitate, and combinations thereof;

and

the one or more polyol monoester(s) are selected from the group consisting of glycerol monoesters, trimethylolpropane monoesters, and pentaerythritol monoesters.

12. The automotive racing oil of claim 1 comprising from about 5.5 wt. % to about 22 wt. % of the combination of esters, the one or more polyol monoester(s) comprising glycerol monooleate.

13. The automotive racing oil of claim 3 wherein the anti-wear additive comprises one or more zinc dihydrocarbyl dithiophosphates having the following general structure:

14. The automotive racing oil of claim 13 wherein R⁷ and R⁸ are selected from the group consisting of alkyl groups having from about 2 to about 8 carbon atoms, provided that one or more of R⁷ or R⁸ comprises 5 or more carbon atoms.

15. The automotive racing oil of claim 13 wherein R⁷ is an alkyl group having 3 carbon atoms and R⁸ is an alkyl group having 6 carbon atoms.

16. An automotive racing oil comprising:

base oil comprising polyalphaolefin and racing oil components effective to produce automotive racing oil properties comprising a kinematic viscosity of from about 3.2 centistokes (cSt) to about 25 cSt at 100°

C. and a coefficient of friction of about 0.065 or less at 180°

C.;

the racing oil components comprising;

one or more oil-soluble molybdenum compound selected from the group consisting of molybdenum dithiocarbamates and molybdenum dithiophosphates, the automotive racing oil having a molybdenum concentration of more than 360 ppm, as measured by X-ray fluorescence; and

,

one or more anti-wear additive comprising zinc selected from the group consisting of zinc dihydrocarbyl dithiophosphates and zinc dihydrocarbyl dithiocarbamates, the automotive racing oil having a zinc concentration of about 2000 ppm or more, as measured by X-ray fluorescence; and

,

a quantity of a combination of esters maintaining the racing oil components in solution in the base oil, the combination of esters comprising one or more multiester(s) and one or more polyol monoester(s).

17. The automotive racing oil of claim 16, the racing oil components further comprising:

one or more detergents comprising metal having a valence of +2, the automotive racing oil having a concentration of metal having a valence of +2 of from about 550 ppm to about 2500 ppm;

one or more dispersant comprising nitrogen contributing a nitrogen concentration of from about 200 ppm to about 2800 ppm in the automotive racing oil; and

,

from about 0.5 to about 2 wt. %, based on the total weight of the racing oil, of one or more antioxidant selected from the group consisting of aminic antioxidant, phenolic antioxidant, and combinations thereof; and

,

from about 8 ppm to about 25 ppm antifoaming agent.

18. The automotive racing oil of claim 17 wherein the oil-soluble molybdenum compound is selected from the group consisting of dithiocarbamates and dithiophosphates having the following general structure:

(MoXY)_a[S-Z]_n

wherein

a is from 1 to 2;

n is 2;

X and Y are selected from the group consisting of oxygen, sulfur, and nothing; and

,

Z is selected from groups having the following general structure;

wherein R¹ to R⁴ independently are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms.

19. The automotive racing oil of claim 18 wherein R1 and R2 are alkyl groups having from about 2 to 12 carbon atoms.

20. The automotive racing oil of claim 17 wherein the oil-soluble molybdenum compound is selected from the group consisting of:

mononuclear dithiocarbamates having the following general structure;

di-nuclear dithiocarbamates having the following general structure;

wherein

R¹ and R² are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms;

X and Y are selected from the group consisting of sulfur and oxygen; and

,

molybdenum oxysulfide compounds have the following general structure;

wherein X¹-X⁴ independently are selected from the group consisting of a sulfur atom and an oxygen atom; and

Z is selected from groups having the following general structure;

wherein R¹ to R⁴ independently are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms.

21. The automotive racing oil of claim 20 wherein R¹, R², R³, and R⁴ are alkyl groups having from about 2 to 12 carbon atoms.

22. The automotive racing oil of claim 21 wherein

the zinc concentration is about 2600 ppm or less;

and,

the molybdenum concentration is 500 ppm or more.

23. The automotive racing oil of claim 18 wherein the one or more polyol monoester(s) have the following general structure:

24. The automotive racing oil of claim 23 wherein the base oil has a viscosity of about 10 cSt or more at 100°

C., and the one or more multiester(s) are aromatic tricarboxylic acid triester(s) wherein the ester group comprises alkyl groups independently having from about 4 to about 18 carbon atoms.

25. The automotive racing oil of claim 24 wherein

the one or more multiester is selected from the group consisting of isodecyl trimellitate, tridecyl trimellitate, and combinations thereof;

and

the one or more polyol monoesters is selected from the group consisting of glycerol monoesters, trimethylolpropane monoesters, and pentaerythritol monoesters.

26. The automotive racing oil of claim 23 comprising from about 5.5 wt. % to about 22 wt. % of the combination of esters, the one or more polyol monoester(s) comprising glycerol monooleate.

27. The automotive racing oil of claim 26 wherein the anti-wear additive comprises one or more zinc dihydrocarbyl dithiophosphates having the following general structure:

28. The automotive racing oil of claim 27 wherein R⁷ and R⁸ are selected from the group consisting of alkyl groups having from about 2 to about 8 carbon atoms, provided that one or more of R⁷ or R⁸ comprises 5 or more carbon atoms.

29. The automotive racing oil of claim 28 wherein R7 is an alkyl group having 3 carbon atoms and R8 is an alkyl group having 6 carbon atoms.

30. The automotive racing oil of claim 17 wherein the anti-foaming agent comprises polydimethylsiloxane.

31. The automotive racing oil of claim 29 wherein the anti-foaming agent comprising polydimethylsiloxane.

32. An automotive racing oil comprising:

base oil comprising polyalphaolefin and racing oil components effective to produce automotive racing oil properties comprising a kinematic viscosity of from about 3.2 centistokes (cSt) to about 25 cSt at 100°

C. and a coefficient of friction of about 0.065 or less at 180°

C.;

the racing oil components comprising;

mononuclear dithiocarbamates having the following general structure;

di-nuclear dithiocarbamates having the following general structure;

wherein

R¹ and R² are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms;

X and Y are selected from the group consisting of sulfur and oxygen; and

,

molybdenum oxysulfide compounds have the following general structure;

wherein X¹-X⁴ independently are selected from the group consisting of a sulfur atom and an oxygen atom; and

Z is selected from groups having the following general structure;

wherein R¹ to R⁴ independently are selected from the group consisting of alkyl groups, aryl groups, aralkyl groups, alkoxyalkyl groups, cycloalkyl groups, and cycloalkenyl groups having from 1 to about 30 carbon atoms;

the automotive racing oil having a molybdenum concentration of from about 500 ppm to about 1200 ppm, as measured by X-ray fluorescence;

one or more zinc dihydrocarbyl dithiophosphates having the following general structure;

wherein R⁷ is an alkyl group having 3 carbon atoms and R⁸ is an alkyl group having 6 carbon atoms, the automotive racing oil having a zinc concentration of from about 2000 ppm to about 2600 ppm, as measured by X-ray fluorescence;

one or more detergent comprising calcium producing a calcium concentration of from about 550 ppm to about 900 ppm in the automotive racing oil, as measured by X-ray fluorescence;

one or more modified or unmodified succinimide comprising nitrogen, contributing a nitrogen concentration of about 500 ppm to about 1500 ppm in the automotive racing oil; and

,

from about 0.5 to about 2 wt. %, based on the total weight of the racing oil, of one or more antioxidant comprising a combination of hindered phenols and amines selected from the group consisting of diaryl amines and alkyl derivatives thereof, aryl naphthyl amines and alkyl derivatives thereof, and combinations thereof;

from about 8 ppm to about 25 ppm of one or more anti-foaming agent; and

a combination of esters comprising one or more polyol monoesters have the following general structure;

wherein R is selected from the group consisting of alkyl groups and alkenyl groups having about 14 carbon atoms or more and R′

is a polyhydric alcohol having from about 3 to about 6 carbon atoms; and

,

when the base oil has a viscosity of from about 2 to about 10 cSt at 100°

C., the one or more multiester(s) are selected from the group consisting of diester(s) having the following general structure;

wherein

n is from about 4 to about 10;

R⁵ and R⁶ are selected from the group consisting of alkyl groups and alkenyl groups having about 10 carbon atoms or more; and

,

when the base oil has a viscosity of about 10 cSt or more at 100 ²C, the one or more multiester(s) are aromatic carboxylic acid triester(s).

33. The automotive racing oil of claim 32 wherein

the one or more multiester(s) are selected from the group consisting of isodecyl trimellitate, tridecyl trimellitate, and combinations thereof;

and

the one or more polyol monoester(s) are selected from the group consisting of glycerol monoesters, trimethylolpropane monoesters, pentaerythritol monoesters, and combinations thereof.

34. The automotive racing oil of claim 33 comprising from about 5.5 wt. % to about 22 wt. % of the combination of esters, the one or more polyol monoester(s) comprise glycerol monooleate.

35. The automotive racing oil of claim 34 wherein the detergent comprises calcium salicylate.

36. The automotive racing oil of claim 35 wherein the one or more antifoaming agent comprises polydimethylsiloxane;

and,

the one or more modified or unmodified succinimide is unmodified bissuccinimide.

37. The automotive racing oil of claim 36 comprising:

from about 65 wt. % to about 89 wt. % base oil;

a molybdenum concentration of about 720 ppm;

a nitrogen concentration of about 900 ppm to about 1000 ppm; and

a calcium concentration of about 900 ppm;

an antifoaming agent concentration of about 10 ppm to about 20 ppm; and

,

about 1 wt. % of the antioxidant.

38. The automotive racing oil of claim 37 wherein

R⁷ is an alkenyl group having 17 carbon atoms;

R⁸ has 3 carbon atoms.

39. A method for formulating automotive racing oil comprising:

providing base oil comprising polyalphaolefin; and

mixing said base oil with racing oil components under conditions effective to produce the automotive racing oil comprising a kinematic viscosity of from about 3.2 centistokes (cSt) to about 25 cSt at 100°

C., and a coefficient of friction of about 0.065 or less at 180°

C., the racing oil components consisting essentially of;

a quantity of one or more oil soluble molybdenum compound(s) effective to produce a molybdenum concentration of more than 360 ppm, as measured by X-ray fluorescence;

an amount of anti-wear component comprising zinc effective to produce a zinc concentration of about 1400 ppm or more, as measured by X-ray fluorescence; and

,

a quantity of a combination of esters effective to maintain the racing oil components in solution in the base oil;

one or more detergent comprising metal having a valence of +2;

one or more dispersant comprising nitrogen; and

,

one or more antioxidant selected from the group consisting of aminic antioxidant, phenolic antioxidant, and combinations thereof; and

,

one or more antifoaming agent.

40. The method of claim 39 further comprising:

providing as said combination of esters a combination comprising one or more multiester(s) and one or more polyol monoester(s);

providing one or more compounds selected from the group consisting of molybdenum dithiocarbamates and molybdenum dithiophosphates as said one or more oil-soluble molybdenum compound(s);

providing one or more component(s) selected from the group consisting of zinc dihydrocarbyl dithiophosphates and zinc dihydrocarbyl dithiocarbamates as said one or more anti-wear component(s) comprising zinc.

41. The method of claim 40 wherein

said anti-wear component produces a zinc concentration of from about 1500 ppm to about 2600 ppm or less;

and,

said oil-soluble molybdenum compound produces a molybdenum concentration of about 500 ppm or more.

42. The method of claim 41 further comprising

when the base oil has a viscosity of from about 2 to about 10 cSt at 100°

C., providing said one or more multiester(s) selected from the group consisting of diester(s) having the following general structure;

wherein

n is from about 4 to about 10;

R⁵ and R⁶ are selected from the group consisting of alkyl groups and alkenyl groups having about carbon atoms or more; and

,

when the base oil has a viscosity of about 10 cSt or more at 100°

C., providing said one or more multiester(s) comprising aromatic carboxylic acid triester(s).

43. The method of claim 42 wherein the base oil has a viscosity of about 10 cSt or more at 100°

C., the method further comprising providing aromatic tricarboxylic acid triester(s) as said one or more multiester(s).

44. The method of claim 41 further comprising providing

said one or more multiester(s) selected from the group consisting of isodecyl trimellitate, tridecyl trimellitate, and combinations thereof;

and

said one or more polyol monoester(s) selected from the group consisting of glycerol monoesters, trimethylolpropane monoesters, and pentaerythritol monoesters.

45. The method of claim 39 further comprising providing glycerol monooleate as said one or more polyol monoester(s).

46. The method of claim 44 further comprising providing glycerol monooleate as said one or more polyol monoester(s).