Compound comprising quaternary monoammonium, acidic and boron functionalities and its use as a lubricant additive

Patent metadata

Field	Value
Publication number	US-11292983-B2
Application number	US-201917059607-A
Country	US
Kind code	B2
Filing date	May 29, 2019
Priority date	May 30, 2018
Publication date	Apr 5, 2022
Grant date	Apr 5, 2022

Abstract

A product resulting from the reaction of at least: a hydroxybenzoic acid substituted by a hydrocarbyl group, a boron compound, and a quaternary ammonium salt. A lubricant composition including this product. Use of this product as a lubricant for two-stroke marine engines and four-stroke marine engines, more preferably two-stroke marine engines.

First claim

The invention claimed is:

1. A product resulting from the reaction of at least:
a hydrocarbyl-substituted hydroxybenzoic acid of formula (I):

wherein:
R represents a hydrocarbyl group comprising 1 to 50 carbon atoms, optionally comprising one or more heteroatoms, and
a=1
a boron compound, and
a quaternary ammonium salt,
wherein the molar ratio of hydrocarbyl-substituted hydroxybenzoic acid compound: quaternary ammonium salt is of from 15:1 to 2:1.

2. The product according to claim 1 wherein the quaternary ammonium salt responds to formula (IV):

wherein
R 1 , R 2 , R 3 and R 4 are independently selected from alkyl and alkenyl groups comprising from 1 to 40 atoms of carbon,
X − represents a counter-ion.

3. The product according to claim 2 , wherein R 1 , R 2 , R 3 and R 4 are, independently, selected from linear alkyl groups and alkenyl groups with 2 to 6 carbon atoms.

4. The product according to claim 2 , wherein R 1 , R 2 , R 3 and R 4 are, independently, selected from linear alkyl groups and alkenyl groups with 14 to 22 carbon atoms.

5. The product according to claim 4 , wherein R 1 , R 2 , R 3 and R 4 are, independently, selected from linear alkyl groups and alkenyl groups with 14 to 18 carbon atoms.

6. The product according to claim 4 , wherein R 1 , R 2 , R 3 and R 4 are derived from animal and vegetal oils and fats.

7. The product according to claim 6 , wherein R 1 , R 2 , R 3 and R 4 are derived from tallow oil.

8. The product according to claim 2 , wherein R 1, R 2, R 3 and R 4 are identical.

9. The product according to claim 1 , wherein R is selected from alkyl and alkenyl groups comprising 1 to 50 carbon atoms.

10. The product according to claim 1 , wherein R comprises from 12 to 40 carbon atoms.

11. The product according to claim 10 , wherein R comprises from 18 to 30 carbon atoms.

12. The product according to claim 1 , wherein the hydroxybenzoic acid compound responds to formula (IA):

13. The product according to claim 1 , wherein the boron compound is selected from: boric acid, boric acid complexes, boric oxide, a trialkyl borate in which the alkyl groups comprise independently from 1 to 4 carbon atoms, a C 1 -C 12 alkyl boronic acid, a C 1 -C 12 dialkyl boric acid, a C 6 -C 12 aryl boric acid, a C 6 -C 12 diaryl boric acid, a C 7 -C 12 aralkyl boric acid, a C 7 -C 12 diaralkyl boric acid, or products deriving from these by substitution of an alkyl group by one or more alkoxy unit.

14. The product according to claim 1 , wherein the boron compound is boric acid.

15. The product according to claim 1 , wherein the molar ratio of hydrocarbyl-substituted hydroxybenzoic acid compound: boron compound is of from about 10:1 to about 1:5.

16. The product according to claim 1 , wherein the molar ratio of boron compound: quaternary ammonium component is from about 10:1 to 1:10.

17. A lubricant composition comprising a product according to claim 1 and a base oil.

18. The lubricant composition according to claim 17 , wherein it comprises:
from 60 to 99.9% of the at least one base oil,
from 0.1 to 20% of the at least one product,
the percentages being defined by weight of component as compared to the total weight of the composition.

19. A method for lubricating two-stroke marine engines and four-stroke marine engines said method comprising application to said marine engine of a product according to claim 1 or a lubricant composition comprising the product and a base oil.

20. The product according to claim 1 , wherein the molar ratio of hydrocarbyl-substituted hydroxybenzoic acid compound: quaternary ammonium salt is of from 5:1 to 2:1.

Assignees

• Total Marketing Services

Inventors

• Doyen Valérie
• Rogues De Fursac Isabelle

Classifications

• C10M159/12 Primary

  Reaction products · CPC title

• C10M2227/061

  Esters derived from boron · CPC title

• C10N2030/12

  Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives · CPC title

• C10N2030/52

  Base number [TBN] · CPC title

• C10N2030/06

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