Basic ashless additives and lubricating compositions containing same

Patent metadata

Field	Value
Publication number	US-12371631-B2
Application number	US-202218269775-A
Country	US
Kind code	B2
Filing date	Jan 6, 2022
Priority date	Jan 6, 2021
Publication date	Jul 29, 2025
Grant date	Jul 29, 2025

Abstract

The disclosed technology relates to a lubricating composition comprising an oil of lubricating viscosity and an ashless basic amine additive selected from a secondary amine containing α-carbon aromatic substitution. The basic secondary amine additives used in the lubricating oils of the disclosed technology impart basicity measured as total base number (TBN) without adding sulfated ash. Lubricating oils containing the basic secondary amine additives of the disclosed technology simultaneously achieve seals compatibility, deposit, and corrosion control.

First claim

What is claimed is:

1. A lubricant composition comprising:
a) an oil of lubricating viscosity; and
b) a secondary amine having a first α-carbon and a second α-carbon bonded to the amine nitrogen, wherein said first α-carbon comprises two aromatic substituents and said second α-carbon comprises one aromatic substituent and one hydrocarbyl substituent wherein said hydrocarbyl substituent is selected from C 1 to C 24 alkyl, or wherein said first α-carbon comprises two aromatic substituents and said second α-carbon comprises two hydrocarbyl substituents and no aromatic substituent, wherein said hydrocarbyl substituent is selected from C 1 to C 24 alkyl, or wherein said first α-carbon comprises one aromatic substituent and one hydrocarbyl substituent, and said second α-carbon comprises one aromatic substituent and no hydrocarbyl substituent, wherein said hydrocarbyl substituent is selected from C 1 to C 24 alkyl, or wherein said first α-carbon comprises one aromatic substituent and one hydrocarbyl substituent and said second α-carbon comprises one aromatic substituent and one hydrocarbyl substituent, wherein said hydrocarbyl substituent is selected from C 1 to C 24 alkyl, and wherein at least one of said aromatic substituents is substituted with a substituent selected from C 1 -C 10 alkyl, C 2 -C 10 alkenyl, amino, hydroxyl, hydroxy substituted C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and combinations thereof.

2. A lubricant composition of claim 1 , wherein said aromatic substituent is selected from phenyl, naphthyl, anthryl, phenanthryl, and combinations thereof.

3. A lubricant composition of claim 1 , wherein said aromatic substituent group is independently substituted with C 1 -C 10 alkyl, C 2 -C 10 alkenyl, amino, hydroxyl, hydroxy substituted C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and combinations thereof.

4. A lubricant composition of claim 1 , wherein said hydrocarbyl substituent is selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and combinations thereof.

5. A lubricant composition of claim 1 , wherein said aromatic group is substituted and unsubstituted phenyl and said hydrocarbyl group is methyl.

6. A lubricant composition of claim 1 , wherein component b) is selected from a compound of the formula:

wherein R 1 and R 2 are aromatic, R 3 is hydrogen, R 4 is aromatic, R 5 is hydrogen and R 6 is a C 1 -C 24 alkyl group, or wherein R 1 and R 2 are aromatic, R 3 is hydrogen, R 4 and R 5 are independently selected from C 1 -C 24 alkyl and R 6 is hydrogen, or wherein R 1 is aromatic, R 2 is hydrogen, R 3 is selected from C 1 -C 24 alkyl, R 4 is aromatic, R 5 and R 6 are hydrogen.

7. A lubricant composition of claim 6 , wherein said aromatic group is selected from selected from phenyl, naphthyl, anthryl, phenanthryl, and combinations thereof.

8. A lubricant composition of claim 6 , wherein said hydrocarbyl group is selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and combinations thereof.

9. A lubricant composition of claim 1 , wherein said aromatic group is substituted and unsubstituted phenyl and said hydrocarbyl group is methyl.

10. A lubricant composition of claim 6 , wherein component b) is selected from a compound of the formula:

wherein R 6 is selected from hydrogen and methyl, and R is independently selected from hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, amino, hydroxyl, hydroxy substituted C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and combinations thereof.

11. A lubricant composition of claim 6 , wherein component b) is selected from a compound of the formula:

wherein R 4 and R 5 are independently selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and R is independently selected from hydrogen, C 1 -C 10 alkyl, C 2 -C 10 alkenyl, amino, hydroxyl, hydroxy substituted C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and combinations thereof.

12. A lubricant composition of claim 1 , wherein component b) is selected from N-benzhydryl-1-phenyl-1-amine, N-benzhydrylbutan-2-amine, N-benzyl-1-phenylethan-1-amine, 1-(4-methoxyphenyl)-N-phenylethyl) ethan-1-amine, and mixtures thereof.

13. A lubricant composition of claim 1 , wherein the oil of lubricating viscosity comprises a mineral oil, a synthetic oil, or a combination thereof.

14. A lubricant composition of claim 1 , wherein said oil of lubricating viscosity is at least one of an API Group I oil, Group II oil, Group III oil, and mixtures thereof.

15. A lubricant composition of claim 1 , wherein said secondary amine is capable of acid titration in accordance with ASTM D4739.

16. A lubricant composition of claim 1 , wherein said secondary amine is capable of titrating greater than 100 mg of KOH/g in accordance with ASTM D4739.

17. A lubricant composition of claim 1 , wherein said secondary amine is present in an amount ranging from about 0.1 to about 6 wt. %, based on the weight of the total composition.

18. A lubricant composition of claim 1 , wherein said secondary amine delivers from about 0.5 to about 8 mg KOH/g of ashless TBN as measured by ASTM D4739.

19. A lubricant composition of claim 1 , wherein said lubricant composition contains 1 wt. % or less.

20. A lubricant composition of claim 1 , wherein said lubricant composition contains 0.2 wt. % or less phosphorous.

21. A lubricant composition of claim 1 , wherein said lubricant composition contains 1.5 wt. % or less of sulfated ash.

22. The lubricant composition of claim 1 , wherein the lubricant composition further comprises an additive selected from one or more ashless dispersants, viscosity modifiers, pour point depressants, antioxidants, friction modifiers, zinc dithiophosphates, detergents, antiwear agents, corrosion inhibitors, antifoam agents, or any combination thereof.

23. The lubricant composition of claim 22 further comprising a detergent selected from one or more overbased metal detergent(s).

24. The lubricant composition of claim 23 , wherein said one or more overbased detergent(s) is present in an amount sufficient to deliver 0.05 wt. % to 1.2 wt. % sulfated ash to the lubricating composition.

25. The lubricant composition of claim 23 , wherein said one or more overbased detergent(s) is present in an amount sufficient to deliver less than 1 wt. % sulfated ash to the lubricant composition.

26. A method of mitigating crankcase seals degradation in an internal combustion engine comprising supplying to said engine a lubricant composition of claim 1 .

27. A method of lubricating an internal combustion engine comprising supplying to said engine a composition of claim 1 and operating said engine under normal operating conditions.

28. A method of neutralizing acidic combustion by-products in an internal combustion engine comprising supplying to said engine a composition of claim 1 and operating said engine under normal operating conditions.

29. A method of mitigating rust formation in an internal combustion engine comprising supplying to said engine a composition of claim 1 and operating said engine under normal oper

Assignees

• Lubrizol Corp

Inventors

• Saccomando Daniel J
• Zhang Yanshi
• Diflavio John-Louis
• Delbridge Ewan E
• Barton William R S

Classifications

• C10N2040/25

  Internal-combustion engines · CPC title

• C10N2030/10

  Inhibition of oxidation, e.g. anti-oxidants · CPC title

• C10M2219/046

  Overbased sulfonic acid salts · CPC title

• C10M2215/04

  having amino groups bound to acyclic or cycloaliphatic carbon atoms · CPC title

• C10M2207/04

  Ethers; Acetals; Ortho-esters; Ortho-carbonates · CPC title