Compound comprising pol y amine, acidic and boron functionalities and its use as a lubricant additive

Patent metadata

Field	Value
Publication number	US-11242497-B2
Application number	US-201816613618-A
Country	US
Kind code	B2
Filing date	May 30, 2018
Priority date	May 31, 2017
Publication date	Feb 8, 2022
Grant date	Feb 8, 2022

Abstract

A product resulting from the reaction of at least: a hydroxybenzoic acid, optionally substituted by a hydrocarbyl group, a boron compound, an amine component selected from compounds including two or three amine functions, wherein at least one amine function is substituted by at least one hydrocarbyl group. 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,
a boron compound,
an amine component selected from the group consisting of:
di- amines of formula (IV):
R 1 NX—Ra—NZ 1 Z 2 (IV)

tri-amines of formula (V):
R 1 NX—Ra-NY-Rb—NZ 1 Z 2 (V)

wherein
X represents a group selected from the group consisting of: a hydrogen, an alkyl group and an alkenyl group R 2 ,
Y represents a group selected from the group consisting of: a hydrogen, an alkyl group and an alkenyl group R 4 ,
Z 1 and Z 2 are independently selected from the group consisting of: a hydrogen,
an alkyl group and an alkenyl group R 3 ,
R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of alkyl and alkenyl groups having from 8 to 22 atoms of carbon,
Ra and Rb are independently selected from the group consisting of alkyl and alkenyl groups having from 1 to 20 atoms of carbon,
when Z 1 and Z 2 both represent an alkyl group or an alkenyl group R 3 , they can be different.

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

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

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

4. The product according to claim 3 , wherein R has from 12 to 40 carbon atoms.

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

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

7. The product according to claim 1 , wherein the boron compound is selected from the group consisting of: 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, and products deriving from these by substitution of an alkyl group by one or more alkoxy unit.

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

9. The product according to claim 1 , wherein the amine component is selected from compounds corresponding to formula (IVA):

with x=2, 3, 4.

10. The product according to claim 1 , wherein the amine component is selected from compounds corresponding to formula (VB):

With:
x=2, 3, 4,
y=2, 3, 4.

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

12. The product according to claim 11 , wherein R 1 , R 2 , R 3 and R 4 are, independently, selected from the group consisting of linear alkyl groups and alkenyl groups with 14 to 18 carbon atoms.

13. The product according to claim 12 , wherein R 1 , R 2 , R 3 and R 4 are, independently, selected from the group consisting of linear alkyl groups and alkenyl groups with 16 to 18 carbon atoms.

14. The product according to claim 11 , wherein R 1 , R 2 , R 3 and R 4 are derived from animal and vegetal oils and fats.

15. The product according to claim 14 , wherein R 1 , R 2 , R 3 and R 4 are derived from tallow oil.

16. The product according to claim 1 , wherein Ra and Rb are independently selected from linear alkyl groups having from 2 to 4 carbon atoms.

17. The product according to claim 16 , wherein Ra and Rb are selected from the group consisting of: —CH 2 —CH 2 —, and —CH 2 —CH 2 —CH 2 —.

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

19. A lubricant composition according to claim 18 comprising:
from 60 to 99.9% of at least one base oil,
from 0.1 to 20% of at least one product the percentage being defined by weight of component as compared to the total weight of the composition.

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

Assignees

• Total Marketing Services

Inventors

• Rogues De Fursac Isabelle
• Doyen Valérie

Classifications

• C07F5/04

  Esters of boric acids · CPC title

• C10M159/12 Primary

  Reaction products · CPC title

• C10M2215/04

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

• C10N2030/04

  Detergent property or dispersant property · CPC title

• C10N2020/02

  Viscosity; Viscosity index · CPC title