Synergistic lubricating oil composition containing a mixture of a benzo[b]perhydroheterocyclic arylamine and a diarylamine

• US 20070142243A1
• Filed: 12/21/2005
• Published: 06/21/2007
• Est. Priority Date: 12/21/2005
• Status: Active Grant

• Current Assignee: Chevron Oronite Company LLC (Chevron Corp.)
• Original Assignee: Chevron Oronite Company LLC (Chevron Corp.)
• Inventors: Chan, Carrie, Cherpeck, Richard
• Granted Patent: US 7,501,386 B2
• Time in Patent Office: Days
• US Class Current: 508/230
• CPC Class Codes: C07D 215/38 Nitrogen atoms nitro radicals C07D215/18
• CPC Class Codes: C10M 141/06 at least one of them being an organic nitrogen-containing compound
• CPC Class Codes: C10M 2207/028 Overbased salts thereof
• CPC Class Codes: C10M 2215/06 having amino groups bound to carbon atoms of six-membered aromatic rings
• CPC Class Codes: C10M 2215/064 Di- and triaryl amines
• CPC Class Codes: C10M 2215/28 Amides; Imides
• CPC Class Codes: C10M 2219/046 Overbasedsulfonic acid salts
• CPC Class Codes: C10M 2223/045 Metal containing thio derivatives
• CPC Class Codes: C10N 2010/12 Groups 6 or 16
• CPC Class Codes: C10N 2030/10 Inhibition of oxidation, e.g. anti-oxidants

Abstract

Disclosed is a lubricating oil composition containing an oil of lubricating viscosity and a particularly effective mixture of a benzo[b]perhydroheterocyclic arylamine and a diarylamine which together provide superior oxidation inhibition.

Claims

1. A composition comprising a lubricating oil and a synergistic mixture of antioxidants, said mixture comprising

a) from 0.1 to 10 weight percent of a first antioxidant according to formula I:

 

wherein

R₁ and R₂ are each independently selected from the group consisting of hydrogen, alkyl from 1 to 20 carbon atoms, —

OR, —

SR and —

NRR′

, where R and R′

are independently hydrogen or alkyl from 1 to 6 carbon atoms, or R₁ and R₂ when adjacent to each other together form a 5 to 6 membered alicyclic or aromatic ring which may be optionally substituted with 1 or 2 alkyl groups each having from 1 to 20 carbon atoms;

each R₃ is hydrogen or alkyl from 1 to 6 carbon atoms,

X and X′

are independently selected from —

CHR₄—

, oxygen, sulfur or NR₅, wherein R₄ and R₅ are independently hydrogen or alkyl from 1 to 6 carbon atoms, with the proviso that at least one of X or X′

is a heteroatom positioned ortho or para to the bridging nitrogen atom, and when X or X′

are nitrogen then R₁ or R₂ is not hydroxyl; and

further provided that when one of X or X′

is —

CHR₄—

then the other may not be oxygen; and

n is an integer from 1 to 2; and

b) from 0.01 to 10 weight percent of a second antioxidant selected from the formula

 

wherein R^a and R^b are each independently aryl from 6 to 10 carbon atoms which may be unsubstituted or substituted with one or two alkyl groups each having from 1 to 20 carbon atoms.

2. The composition according to claim 1, wherein the ratio of component a) to component b) is from about 0.5:

1 to about 10;

1.

3. The composition according to claim 2, wherein the ratio of component a) to component b) is from about 0.75:

1 to about 5;

1.

4. The composition according to claim 2, wherein the total weight percent of the mixture of antioxidants in the composition is less than 5 weight percent.

5. The composition according to claim 1, wherein in component a):

at least one X and X′

are selected from NR₅ and oxygen.

6. The composition according to claim 5, wherein in component a):

at least one X and X′

is NR₅.

7. The composition according to claim 6, wherein in component a):

X is —

CHR₄— and

X′

is NR₅.

8. The composition according to claim 7, wherein in component a):

n is 2.

9. The compound according to claim 8, wherein in component a):

R₃, R₄ and R₅ are each hydrogen.

10. The composition according to claim 7, wherein in component a):

R₁ and R₂ are each independently selected from the group consisting of hydrogen, alkyl from 1 to 20 carbon atoms, or R₁ and R₂ when adjacent to each other together form a 5 to 6 membered alicyclic or aromatic ring which may be optionally substituted with 1 or 2 alkyl groups each having from 1 to 20 carbon atoms.

11. The composition according to claim 10, wherein in component a):

R₁ and R₂ are each independently selected from the group consisting of hydrogen and alkyl from 1 to 20 carbon atoms.

12. The composition according to claim 5, wherein in component a):

at least one X and X′

is sulfur.

13. The composition according to claim 5, wherein in component a):

X and X′

are independently selected from oxygen, sulfur or NR₅, wherein R₅ is hydrogen or alkyl from 1 to 6 carbon atoms.

14. The composition according of claim 13, wherein in component a):

X and X′

are oxygen.

15. The composition according to claim 1, wherein in component a):

R₁ and R₂ are adjacent to each other and together form a 5 to 6 membered aromatic ring which may be optionally substituted with 1 or 2 alkyl groups each having from 1 to 6 carbon atoms.

16. The composition according to claim 1, wherein in component a):

R₁ is hydrogen and R₂ is selected from the group consisting of alkyl from 1 to 20 carbon atoms, —

OR, —

SR and —

NRR′

, where R and R′

are independently hydrogen or alkyl from 1 to 6 carbon atoms.

17. The composition according to claim 16, wherein in component a):

R₂ is —

NRR′

where R and R′

are alkyl from 1 to 6.

18. The composition according to claim 1, wherein component b) is selected from the group consisting of diphenylamine, monoalkylated diphenylamine, dialkylated diphenylamine, trialkylated diphenylamine, and mixtures thereof

19. The composition according to claim 18, wherein component b) is selected from the group consisting of butyldiphenylamine, di-butyldiphenylamine, octyldiphenylamine, di-octyldiphenylamine, nonyldiphenylamine, di-nonyldiphenylamine, t-butyl-t-octyldiphenylamine, and mixtures thereof.

20. The composition according to claim 18, wherein component b) is selected from the group consisting of phenyl-alpha-naphthylamine, phenyl-beta-naphthylamine, t-octylated N-phenyl-1-naphthylamine.

21. The composition according to claim 1, further comprising component c) an oil soluble molybdenum compound.

22. The composition according to claim 21, wherein component c) is an unsulfurized or sulfurized oxymolybdenum containing composition prepared by (i) reacting an acidic molybdenum compound and a basic nitrogen compound selected from the dispersant group consisting of succinimide, a carboxylic acid amide, a hydrocarbyl monoamine, a phosphoramide, a thiophosphoramide, a Mannich base, a dispersant viscosity index improver, or a mixture thereof in the presence of a polar promoter, to form an oxymolybdenum complex.

23. The composition according to claim 21, wherein the basic nitrogen compound is a succinimide.

24. The composition according to claim 1, further comprising an oil-soluble, phosphorus-containing, anti-wear compound selected from the group consisting of metal dithiophosphates, phosphorus esters, amine phosphates and amine phosphinates, sulfur-containing phosphorus esters, phosphoramides and phosphonamides.

25. The composition according to claim 24, wherein said phosphorus esters are selected from the group consisting of phosphates, phosphonates, phosphinates, phosphine oxides, phosphites, phosphonites, phosphinites, and phosphines.

26. The composition according to claim 24, wherein the oil-soluble, phosphorus-containing, anti-wear compound is a metal dithiophosphate.

27. The composition according to claim 26, wherein the metal dithiophosphate is a zinc dialkyldithiophosphate.