Friction modifiers and a method of making the same

Patent metadata

Field	Value
Publication number	US-9371499-B2
Application number	US-201213663748-A
Country	US
Kind code	B2
Filing date	Oct 30, 2012
Priority date	Oct 30, 2012
Publication date	Jun 21, 2016
Grant date	Jun 21, 2016

Abstract

A lubricating oil additive composition comprising the reaction product of a (a) nitrogen-containing reactant, wherein the nitrogen-containing reactant comprises an alkyl alkanolamide, an alkyl alkoxylated alkanolamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof, and wherein the nitrogen-containing reactant contains less than 10 mass percent of glycerol alkyl ester; (b) a source of boron; and (c) a hydrocarbyl polyol, having at least three hydroxyl groups.

First claim

What is claimed is:

1. A lubricating oil additive composition comprising the reaction product of a
(a) first reactant being a nitrogen-containing reactant, wherein the nitrogen-containing reactant comprises an alkyl alkanolamide, an alkyl alkoxylated alkanolamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof, and wherein the nitrogen-containing reactant contains less than 10 mass percent of glycerol alkyl ester,
(b) a second reactant being a source of boron, and
(c) a third reactant being a hydrocarbyl polyol, having at least three hydroxyl groups.

2. The lubricating oil additive composition of claim 1 wherein the nitrogen-containing reactant is an alkyl alkanolamide, an alkyl alkoxylated alkanolamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof comprises a bis-ethoxy alkylamine or a bis-ethoxy alkylamide.

3. The lubricating oil additive composition of claim 2 wherein the alkyl group in the bis-ethoxy alkyl amine comprises oleyl, dodecyl, or 2-ethylhexyl.

4. The lubricating oil additive composition of claim 2 wherein the alkyl group in the bis-ethoxy alkyl amide is derived from coconut oil.

5. The lubricating oil additive composition of claim 1 wherein the source of boron is boric acid.

6. The lubricating oil additive composition of claim 1 wherein the hydrocarbyl polyol comprises glycerol or pentaerythritol.

7. A lubricating oil composition comprising
A. major amount of an oil of lubricating viscosity and
B. a lubricating oil additive composition comprising the reaction product of
(i) a first reactant being a nitrogen-containing reactant, wherein the nitrogen-containing reactant comprises an alkyl alkanolamide, an alkyl alkoxylated alkamlamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof, and wherein the nitrogen-containing reactant contains less than 10 mass percent of glycerol alkyl ester,
(ii) a second reactant being a source of boron, and
(iii) a third reactant being a hydrocarbyl polyol, having at least three hydroxyl groups.

8. The lubricating oil additive composition of claim 7 wherein the nitrogen-containing reactant is an alkyl alkanolamide, an alkyl alkoxylated alkanolamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof is a bis-ethoxy alkyl amine or a bis-ethoxy alkyl amide.

9. The lubricating oil composition of claim 8 wherein the alkyl group in the bis-ethoxy alkyl amine comprises oleyl, dodecyl, or 2-ethylhexyl.

10. The lubricating oil composition of claim 8 wherein the alkyl group in the bis-ethoxy alkyl amide is derived from coconut oil.

11. The lubricating oil composition of claim 6 wherein the source of boron comprises boric acid.

12. The lubricating oil composition of claim 6 wherein the hydrocarbyl polyol comprises glycerol or pentaerythritol.

13. A method for reducing friction in an internal combustion engine comprising lubricating said engine with a lubricating oil composition comprising the lubricating oil composition in claim 7 .

14. A lubricating oil additive concentrate comprising from about 90 wt. % to about 10 wt. % of an organic liquid diluent and from about 10 wt. % to about 90 wt. % of the lubricating oil additive composition of claim 1 .

15. A method of preparing a lubricating oil additive composition comprising reacting
(a) a first reactant being a nitrogen-containing reactant, wherein the nitrogen-containing reactant comprises an alkyl alkanolamide, an alkyl alkoxylated alkanolamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof, and wherein the nitrogen-containing reactant contains less than 10 mass percent of glycerol alkyl ester,
(b) a second reactant being a source of boron, and
(c) a third reactant being a hydrocarhyl polyol, having at least three hydroxyl groups.

16. The method of claim 15 wherein the ratio of the nitrogen-containing reactant, the source of boron, and the hydrocarbyl polyol is a mole ratio from about 1:0.2:0.2 to about 1:2.5:.5, respectively.

17. The method of claim 15 wherein the nitrogen-containing reactant is an alkyl alkanolamide, an alkyl alkoxylated alkanotamide, an alkyl alkanolamine, an alkyl alkoxylated alkanolamine or mixtures thereof is a bis-ethoxy alkylamine or a bis-ethoxy alkylamide.

18. The lubricating oil additive composition of claim 17 wherein the alkyl group in the bis-ethoxy alkyl amine comprises oleyl, dodecyl, or 2-ethylhexyl.

19. The lubricating oil additive composition of claim 17 wherein the alkyl group in the bis-ethoxy alkyl amide is derived from coconut oil.

20. The lubricating oil additive composition of claim 1 wherein the source of boron comprises boric acid.

21. The lubricating oil additive composition of claim 1 wherein the hydrocarbyl polyol comprises glycerol or pentaerythritol.

22. The lubricating oil additive composition of claim 1 , wherein the hydrocarbyl polyol third reactant excludes esters.

23. The lubricating oil composition of claim 7 wherein the hydrocarbyl polyol third reactant excludes esters.

24. The method of claim 15 , wherein the hydrocarbyl polyol third reactant excludes esters.

Assignees

• Suen Yat Fan
• Simard Francois
• Knight Rachel M
• Ward John K
• Chevron Oronite Co

Inventors

• Suen Yat Fan
• Simard Francois
• Knight Rachel M
• Ward John K

Classifications

• C10N2040/252

  Diesel engines · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title

• C10N2070/02

  Concentrating of additives · CPC title

• C10M2209/084

  Acrylate; Methacrylate · CPC title

• C10N2030/54

  Fuel economy · CPC title