Friction-reducing compound, method of producing same, and lubricant composition

Patent metadata

Field	Value
Publication number	US-10035970-B2
Application number	US-201715590509-A
Country	US
Kind code	B2
Filing date	May 9, 2017
Priority date	May 9, 2016
Publication date	Jul 31, 2018
Grant date	Jul 31, 2018

Abstract

A lubricant composition for improving fuel economy of a vehicle having an internal combustion engine includes a base oil and a friction-reducing compound. The friction reducing compound has the following general formula:

wherein R is an alkyl or alkenyl group having 8 or more carbon atoms, each R 1 is an independently selected hydrocarbon group having 2 to 10 carbon atoms, and n is 1.

First claim

What is claimed is:

1. A friction-reducing compound for a lubricant composition, said friction reducing compound having the following general formula:

wherein R is an alkyl or alkenyl group having 8 or more carbon atoms, each R 1 is an independently selected hydrocarbon group having 2 to 10 carbon atoms, and n is 1.

2. A friction-reducing compound as set forth in claim 1 wherein one R 1 is CH 2 CH 2 and the other R 1 is different.

3. A friction-reducing compound as set forth in claim 1 wherein each R 1 is CH 2 CH 2 .

4. A friction-reducing compound as set forth in claim 1 wherein one R 1 is CH(R 2 )CH 2 , wherein R 2 is a hydrocarbon group having 1 to 8 carbon atoms, and wherein the other R 1 is different.

5. A friction-reducing compound as set forth in claim 4 wherein R 2 is an alkyl group having 1 to 4 carbon atoms.

6. A friction-reducing compound as set forth in claim 1 wherein each R 1 is independently CH(R 2 )CH 2 and wherein each R 2 is independently a hydrocarbon group having 1 to 8 carbon atoms.

7. A friction-reducing compound as set forth in claim 6 wherein each R 2 is independently an alkyl group having 1 to 4 carbon atoms.

8. A friction-reducing compound as set forth in claim 1 wherein R is an alkyl or alkenyl group having 8 to 22 carbon atoms.

9. A friction-reducing compound as set forth in claim 1 wherein R is an oleyl group.

10. A friction-reducing compound as set forth in claim 1 wherein R has zero carbon-carbon double bonds.

11. A friction-reducing compound as set forth in claim 1 wherein R has 1 carbon-carbon double bond.

12. A lubricant composition for improving fuel economy of a vehicle having an internal combustion engine, said lubricant composition comprising:
a base oil; and
a friction reducing compound having the following general formula:

wherein R is an alkyl or alkenyl group having 8 or more carbon atoms, each R 1 is an independently selected hydrocarbon group having 2 to 10 carbon atoms, and n is 1.

13. A lubricant composition as set forth in claim 12 wherein said base oil is an API Group II base oil.

14. A lubricant composition as set forth in claim 12 wherein said friction reducing compound is present in an amount of from greater than 0 and up to 2% by weight based on the total weight of said lubricant composition.

15. A lubricant composition as set forth in claim 12 wherein said friction reducing compound is present in an amount of from 0.1 to 1% by weight based on the total weight of said lubricant composition.

16. A lubricant composition as set forth in claim 12 further comprising an antioxidant.

17. A method of producing a friction-reducing compound for a lubricant composition, said method comprising the steps of:
combining bicine and an amine in a solvent to produce the friction-reducing compound having the following general formula:

 and

wherein R is an alkyl or alkenyl group having 8 or more carbon atoms.

18. A method as set forth in claim 17 wherein the amine is oleylamine and the step of combining bicine and oleylamine comprises combining bicine and oleylamine in a molar ratio of from 0.9:1 to 1.1:1.

19. A method as set forth in claim 17 wherein the amine is oleylamine and the step of combining bicine and oleylamine comprises combining bicine and oleylamine under nitrogen at a temperature of from 130 to 150° C.

20. A method as set forth in claim 17 having a conversion of at least 90%.

Assignees

• Basf Se

Inventors

• Levine Jeffrey Alan
• Wu Si
• Chasan David E
• Rabbat Philippe
• Fenton Ryan J
• Phillips Glenn C

Classifications

• C10M2205/028

  containing aliphatic monomers having more than four carbon atoms · CPC title

• C10M2215/064

  Di- and triaryl amines · CPC title

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C10N2030/06

  Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure · CPC title

• C10M2223/045

  Metal containing thio derivatives · CPC title