Preparation of phosphorus-containing antiwear compounds for use in lubricant compositions

Patent metadata

Field	Value
Publication number	US-9550799-B2
Application number	US-201113819457-A
Country	US
Kind code	B2
Filing date	Aug 23, 2011
Priority date	Aug 31, 2010
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

A process is provided for preparing a salt of a hydroxy-substituted ester of phosphoric acid, comprising: (a) reacting a phosphate diester with an alkylene oxide, (b) reacting the product mixture of step (a) with a phosphating agent; and (c) reacting the product mixture of step (b) with an amine; wherein the phosphate diester is reacted with the alkylene oxide of step (a) in the substantial absence of a phosphate monoester. The product is useful as an antiwear agent.

First claim

What is claimed is:

1. A process for preparing a salt of a hydroxy-substituted ester of phosphoric acid, comprising:
(a) reacting a phosphate dialkyl diester represented by the formula (RO) 2 P(═O)—OH, where each R is independently an alkyl group having about 4 to about 30 carbon atoms, with a 1,2-alkylene oxide,
(b) reacting a product mixture of step (a) with a phosphating agent; and
(c) reacting a product mixture of step (b) with an amine;

wherein the phosphate dialkyl diester is reacted with the alkylene oxide of step (a) in the substantial absence of a phosphate monoester, the amount of said phosphate monoester being 0 to 4 percent by weight of the total phosphate mono- and diester present.

2. The process of claim 1 wherein the amount of phosphate monoester, if any, present in the reaction of step (a) is 0 to 2 percent by weight based on the total amount of phosphate mono- and diester present.

3. The process of claim 1 wherein the R groups comprise 2-ethylhexyl groups.

4. The process of claim 1 wherein the alkylene oxide comprises 1,2-propylene oxide.

5. The process of claim 1 wherein the reaction of step (a) is conducted at about 40 to about 60° C. for about 0.5 to about 4 hours.

6. The process of claim 1 , wherein the product mixture prepared by step (a) comprises molecules represented by the formula

where each R is independently an alkyl group.

7. The process of claim 1 wherein the phosphating agent of step (b) comprises phosphorus pentoxide.

8. The process of claim 1 wherein the product of step (b) comprises a phosphoric ester comprising at least one acid group.

9. The process of claim 1 wherein the product mixture prepared by step (b) comprises molecules represented by the formula

or a mixture thereof with molecules represented by the formula

where each R is independently an alkyl group.

10. The process of claim 1 wherein the amine of step (c) comprises at least one secondary amine having about 10 to about 22 carbon atoms.

11. The product prepared by the process of claim 1 .

12. A lubricant comprising an oil of lubricating viscosity and the product of claim 11 .

13. A method for lubricating a gear, an axle, or a transmission, comprising supplying thereto the lubricant of claim 12 .

Assignees

• Knapton Daniel J
• Conant Troy A
• Lubrizol Corp

Inventors

• Knapton Daniel J
• Conant Troy A

Classifications

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C10M2223/043

  Ammonium or amine salts thereof · CPC title

• C10M137/08

  Ammonium or amine salts · CPC title

• C07F9/09 Primary

  Esters of phosphoric acids · CPC title

• C10N2030/06

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