Lubricant compositions comprising thiophosphates and thiophosphate derivatives

1. A lubricant additive composition comprising:

a.) at least one compound of formula (I)

or a tribiologically acceptable salt thereof,

wherein A is:

each R 1a is the same or different and is independently selected from alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, and aralkyl, wherein said aryl and aralkyl are optionally substituted with one to three substituents each independently selected from alkyl and alkenyl;

each R 2a and R 3a are independently selected from H, alkyl, alkenyl, cycloalkyl and cycloalkylalkyl;

Y a is selected from the group consisting of alkyl, alkoxyalkyl, benzyl, and —R 4a —R 5a —R 6a ;

R 4a is alkylene;

R 5a is selected from the group consisting of a bond, alkylene; —C(O)—and C(R 7a )—;

R 6a is selected from the group consisting of alkyl, hydroxyalkyl, hydroxyalkyleneoxy, hydroxy and alkoxy;

R 7a is hydroxy;

m is an integer from 2 to 8;

X 1a is R 8a or Z;

X 2a is selected from the group consisting of R 8a ,

R 8a a is alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, and aralkyl, wherein said aryl and aralkyl are optionally substituted with one to three substituents each independently selected from alkyl and alkenyl;

Z is

wherein when X 2 a is R 8a , X 1a is Z; and

b.) at least one compound of formula (II)

wherein each R 1b is independently alkyl or cycloalkyl;

each of R 2b R 3b ,R 4b and R 5b is independently selected from the group consisting of hydrogen, alkyl and cycloalkyl;

each n is independently an integer from 0 to 6;

M 1 , M 2 , X 1b , and X 2b are each independently S or O;

each W is independently S or O;

Y b is selected from the group consisting of alkyl, alkoxyalkylene, benzyl, and —R 6b —R 7b —R 8b ;

R 6b is alkylene;

R 7b is selected from the group consisting of a bond, alkylene; —C(O)—and —C(R 9 )—;

R 8b is selected from the group consisting of alkyl, hydroxyalkylene, hydroxyalkyleneoxy, hydroxyl and alkoxy; and

R 9 is alkyl.

2. The lubricant additive composition of claim 1 , wherein in X 1b , X 2b , M 1 , and M 2 are each S.

3. The lubricant additive composition of claim 1 , wherein X 1b , X 2b , M 1 , and M 2 are each O.

4. The lubricant additive composition of claim 1 further comprising a detergent.

5. The lubricant additive composition of claim 4 , wherein the detergent comprises a sulfonate or a phenate.

6. The lubricant additive composition of claim 5 , wherein the sulfonate is selected from calcium sulfonate and magnesium sulfonate, and wherein the phenate is selected from calcium phenate and magnesium phenate.

7. The lubricant additive composition of claim 1 , wherein the at least one compound of formula (I) is a compound of formula (Ia)

or a tribologically acceptable salt thereof,

each R 1a is the same or different and is independently selected from alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, and aralkyl, wherein said aryl and aralkyl are optionally substituted with one to three substituents each independently selected from alkyl and alkenyl;

each R 2a is independently selected from alkyl, alkenyl, cycloalkyl and cycloalkylalkyl;

Y a is selected from the group consisting of alkyl, alkoxyalkyl, benzyl, and —R 4a —R 5a —R 6a ;

R 4a is alkylene;

R 5a is selected from the group consisting of a bond, alkylene; —C(O)—and —C(R 7a )—;

R 6 a is selected from the group consisting of alkyl, hydroxyalkyl, hydroxyalkyleneoxy, hydroxy and alkoxy;

R 7a is hydroxy;

X 2a is selected from the group consisting of R 8a ,

R 8a is alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, and aralkyl, wherein said aryl and aralkyl are optionally substituted with one to three substituents each independently selected from alkyl and alkenyl; and

Z is

8. The lubricant additive composition of claim 1 , wherein X 2a is R 8a .

9. The lubricant additive composition of claim 1 , wherein X 2a is

10. The lubricant additive composition of claim 1 , wherein the at least one compound of formula (I) is a compound of formula (Ib):

or a tribologically acceptable salt thereof,

each R 1a is the same or different and is independently selected from alkyl, alkenyl, cycloalkyl, cycloalkylalkyl;

each R 2a a is independently alkyl;

Y a is selected from the group consisting of alkyl, alkoxyalkyl, benzyl, and —R 4a —R 5a —R 6a ;

R 4a is alkylene;

R 5a is selected from the group consisting of a bond, alkylene; —C(O)—;

R 6a is selected from the group consisting of alkyl, hydroxyalkyl, hydroxyalkyleneoxy, hydroxy and alkoxy; and

R 8a is alkyl, alkenyl, cycloalkyl, or cycloalkylalkyl.

11. The lubricant additive composition of claim 1 , wherein the compound of formula (I) is a compound of formula (Ic):

or a triabologically acceptable salt thereof,

each R 1a is the same or different and is independently selected from alkyl, alkenyl, cycloalkyl and cycloalkylalkyl;

each R 2a is independently alkyl;

Y a is selected from the group consisting of alkyl, alkoxyalkyl, benzyl, and —R 4a —R 5a —R 6a ;

R 4a is alkylene;

R 5a is selected from the group consisting of a bond, alkylene, and —C(O)—;

R 6 a is selected from the group consisting of alkyl, hydroxyalkyl, hydroxyalkyleneoxy, hydroxy and alkoxy; and

Z is

12. The lubricant additive composition of claim 1 , wherein the at least one compound of formula (II) is selected from the group consisting of a compound of formula (IIa) and a compound of formula (IIb)

wherein each R 1b is independently alkyl or cycloalkyl;

each R 2b R 3b , R 4b and R 5b is independently selected from the group consisting of hydrogen, alkyl and cycloalkyl;

each n is independently an integer from 0 to 6;

Y b is selected from the group consisting of alkyl, alkoxyalkylene, benzyl, and —R 6b —R 7b —R 8b ;

R 6b is alkylene;

R 7b is selected from the group consisting of a bond, alkylene; —C(O)—and —C(R 9b )—;

R 8b is selected from the group consisting of alkyl, hydroxyalkylene, hydroxyalkyleneoxy, hydroxyl and alkoxy; and

R 9b is alkyl.

13. The lubricant additive composition of claim 12 , wherein R 2b , R 3b , R 4b and R 5b is independently selected from hydrogen or C 1 -C 30 alkyl.

14. The lubricant additive composition of claim 12 , wherein each R 1b is the same.

15. The lubricant additive composition of claim 12 , wherein Y b is C 1 -C 20 alkyl.

16. The lubricant additive composition of claim 12 , wherein Y b is —R 6b —R 7b —R 8b .

17. The lubricant additive composition of claim 12 , wherein R 2b and R 5b are both hydrogen.

18. The lubricant additive composition of claim 12 , wherein R 1b is C 3 -C 10 alkyl.

19. The lubricant additive composition of claim 12 , wherein R 1b is C 3 -C 6 alkyl.

20. The lubricant additive composition of claim 12 , wherein R 3b and R 4b is C 1 -C 10 alkyl.

21. The lubricant additive composition of claim 12 , wherein n=1.

22. The lubricant additive composition of claim 1 , wherein

a). the at least one compound of formula (I) is a compound of formula (Ia)

 and

b). the at least one compound of formula (II) is a compound of formula (IIa)

23. The lubricant additive composition of claim 22 , wherein the at least one compound of formula (Ia) is selected from the group consisting of:

24. The lubricant additive composition of claim 22 , wherein the at least one compound of formula (IIa) is selected from the group consisting of:

25. The lubricant additive composition of claim 22 , wherein

a). the at least one compound of formula (la) is selected from the group consisting of:

b). the at least one compound of formula (IIa) is selected from the group consisting of:

26. A lubricant composition comprising:

a.) a base oil or a grease prepared therefrom; and

b.) a minor amount of the lubricant additive composition of claim 1 ,

wherein the base oil is a major amount of the composition.

27. The lubricant additive composition of claim 26 , wherein the lubricant additive composition is present in an amount from about 0.010 wt % to about 40 wt % based on the total weight of the lubricant composition.

28. The lubricant composition of claim 27 , wherein the lubricant additive composition is present in an amount from about 1.00 wt % to about 15.0 wt % based on the total weight of the lubricant composition.

29. A method of extending the functional life of an elastomeric seal that contacts a lubricating or functional fluid composition, the method comprising contacting the seal with an effective mount of the lubricating composition of claim 26 .

30. The method of claim 29 , wherein the elastomeric seal is selected from the group consisting of nitrile seals, polyacrylate seals, silicone seals, ethylene acrylic seals and fluoroelastomer seals.

31. The method of claim 30 , wherein the elastomeric seal is a nitrile seal or a fluoroelastomer seal.

32. A method of claim 29 , wherein the elastomeric seal is a component of a mechanical system, wherein the mechanical system is selected from a gear system, an axle system, a differential system, a combustible engine system, a crankshaft system, a transmission system, a clutch system, a hydraulic system, a slideway system, and a turbine system.

33. A method of lubricating moving metal surfaces comprising lubricating the metal surfaces with the lubricant composition of claim 26 .