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

Patent metadata

Field	Value
Publication number	US-11987764-B2
Application number	US-202017775358-A
Country	US
Kind code	B2
Filing date	Nov 5, 2020
Priority date	Nov 7, 2019
Publication date	May 21, 2024
Grant date	May 21, 2024

Abstract

A product resulting from the reaction of at least: a hydroxybenzoic acid, optionally substituted by a hydrocarbyl group, or an alkali and/or alkaline earth metal salt thereof, a boron compound, a polyalkylamine component selected from triamine and tetramine compounds. Also, 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 hydroxybenzoic acid, optionally substituted by a hydrocarbyl group, or an alkali and/or alkaline earth metal salt thereof,
a boron compound,
a polyalkylamine component selected from compounds of formula (IV):

wherein
a represents either 0 or 1;
x, y, z, represent, independently, an integer selected from 1, 2 or 3,
when a=0, R 1 , R 2 represent, independently, a C 1 -C 3 alkyl group,
when a=1, R 1 , R 2 represent, independently, a group selected from: a hydrogen, and a C 1 -C 3 alkyl group.

2. The product according to claim 1 , wherein the hydroxybenzoic acid, optionally substituted by a hydrocarbyl group, is selected from mono-alk(en)yl substituted salicylic acids, di-alk(en)yl substituted salicylic acids, acid functionalized calixarenes, notably salicylic acid calixarenes, and mixtures thereof.

3. The product according to claim 1 , wherein the hydroxybenzoic acid compound, optionally substituted by a hydrocarbyl group, responds to formula (I):

wherein:
R represents a hydrocarbyl group with 1 to 50 carbon atoms, and R can comprise one or more heteroatoms,
a is an integer, a represents 0, 1 or 2.

4. The product according to claim 3 , wherein the hydroxybenzoic acid compound, optionally substituted by a hydrocarbyl group, responds to formula (IA):

5. The product according to claim 4 , wherein the hydroxybenzoic acid compound is salicylic acid.

6. 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.

7. The product according to claim 6 , wherein the boron compound is boric acid.

8. The product according to claim 1 , wherein the polyalkylamine component is selected from compounds of formula (IVA):

wherein
R 1 , R 2 represent, independently, a C 1 -C 3 alkyl group,
x and y are integers representing, independent of each other, either 1, 2, or 3,
and
the total number of carbon atoms in formula (IVA) is from 4 to 10.

9. The product according to claim 8 , wherein R 1 =R 2 .

10. The product according to claim 9 , wherein R 1 =R 2 =CH 3 .

11. The product according to claim 8 , wherein x=y.

12. The product according to claim 11 , wherein x=y=3.

13. The product according to claim 1 , wherein the polyalkylamine component is selected from compounds of formula (IVB):

wherein
R 1 , R 2 represent independently a group selected from: a hydrogen, and a C 1 -C 3 alkyl group, and
x, y and z are integers representing, independently, either 1, 2, or 3.

14. The product according to claim 13 , wherein R 1 =R 2 .

15. The product according to claim 14 , wherein R 1 =R 2 =H.

16. The product according to claim 13 , wherein x=y=z.

17. The product according to claim 16 , wherein x=y=z=2.

18. A lubricant composition comprising a product according to claim 1 , a base oil and optionally one or more further additives.

19. A method for lubricating a marine engine comprising application to said marine engine of the lubricant composition according to claim 18 .

20. The method for lubricating a marine engine according to claim 19 , wherein the lubricant composition is applied to the cylinder wall.

Assignees

• Totalenergies Onetech

Inventors

• Doyen Valérie
• De Feo Modestino
• Chao Gregory

Classifications

• C10M159/12 Primary

  Reaction products · CPC title

• C07C211/14

  Amines containing amino groups bound to at least two aminoalkyl groups, e.g. diethylenetriamines · CPC title

• C10M159/20 Primary

  Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products · CPC title

• C10M2203/003

  used as base material · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title