Azole derivatives as lubricating additives

Patent metadata

Field	Value
Publication number	US-11136522-B2
Application number	US-201615753090-A
Country	US
Kind code	B2
Filing date	Aug 17, 2016
Priority date	Aug 20, 2015
Publication date	Oct 5, 2021
Grant date	Oct 5, 2021

Abstract

Lubricating compositions comprising an azole-acrylic adduct formed by contacting an azole compound with an acrylic. The adduct formed has at least one nitrogen-alkyl group comprising at least one acyl. The lubricating composition also comprises an antiwear agent and an antioxidant. Methods of lubricating an internal combustion engine comprising contacting the internal combustion engine with the lubricating composition comprising an azole-acrylic adduct formed by contacting an azole compound with an acrylic. Methods of reducing corrosion and/or seal deterioration in an internal combustion engine. The use of an azole-acrylic adduct in a lubricating composition to reduce corrosion and/or seal deterioration in an internal combustion engine.

First claim

What is claimed is:

1. A method of reducing copper and lead corrosion in an internal combustion engine comprising contacting the internal combustion engine with lubricating composition comprising:
a. an oil of a lubricating viscosity;
b. 0.01 to 0.5 wt % of an azole-acrylic adduct represented by formula (III):

wherein R 2 and R 3 , are independently a hydrogen or a C 1 -C 20 hydrocarbyl group or, when taken together, R 2 and R 3 form a saturated or unsaturated ring containing 5 to 6 carbon atoms; R 4 is a C 2 -C 40 hydrocarbyl group comprising at least one acyl, wherein the hydrocarbyl group is linear, branched, homocyclic, or heterocyclic, or a combination thereof, X 1 is C; and X 2 is N and X 3 is C—R 5 , wherein R 5 is a hydrogen or a C 1 -C 12 hydrocarbyl group;
c. an antiwear agent containing phosphorus and is present in an amount such that said lubricating composition has at least 300 ppm phosphorus based on a total weight of said lubricating composition;
d. an antioxidant; and
e. 0.5 to 8 wt % of at least one nitrogen-containing dispersant.

2. The method of claim 1 , wherein said azole-acrylic adduct is prepared from an acrylic comprising at least one (meth)acrylate, (meth)acrylic acid, (meth)acrylamide, or combinations thereof.

3. The method of claim 2 , wherein said acrylic is a (meth)acrylate having the formula (I):

wherein R is a hydrogen or a C 1 -C 20 hydrocarbyl group and R 1 is a C 1 -C 20 hydrocarbyl group.

4. The method of claim 3 , wherein R is a hydrogen or a methyl group.

5. The method of claim 3 , wherein said (meth)acrylate comprises at least one acrylate, methacrylate, or combinations thereof.

6. The method of claim 2 , wherein said acrylic comprises at least one methacrylate, methacrylic acid, methacrylamide, or combinations thereof.

7. The method of claim 2 , wherein said acrylic comprises at least one of octadecyl acrylate, hexadecyl acrylate, tridecyl acrylate, dodecyl acrylate, decyl acrylate, 2-propylheptyl acrylate, 2-ethylhexyl acrylate, octyl acrylate, hexyl acrylate, butyl acrylate, ethyl acrylate, methyl acrylate, or combinations thereof.

8. The method of claim 2 , wherein said acrylic comprises at least one of octadecyl methacrylate, hexadecyl methacrylate, tridecyl methacrylate, dodecyl methacrylate, decyl methacrylate, 2-propylheptyl methacrylate, 2-ethylhexyl methacrylate, octyl acrylate, hexyl methacrylate, butyl methacrylate, ethyl methacrylate, methyl methacrylate, or combinations thereof.

9. The method of claim 1 , wherein said azole-acrylic adduct is prepared from an azole compound comprising at least one of imidazole, imidazole derivatives, benzimidazole, benzimidazole derivatives, or combinations thereof.

10. The method of claim 1 , further comprising at least one boron-containing compound.

11. The method of claim 10 , wherein said boron-containing compound comprises at least one borate ester, borate alcohol, or combinations thereof.

12. The method of claim 1 , further comprising at least one overbased detergent.

13. The method of claim 1 , comprising from 0.05 to 0.1 wt % of said azole-acrylic adduct based on a total weight of said lubricating composition.

Assignees

• Lubrizol Corp

Inventors

• Zhang Yanshi
• Nguyen Nga H

Classifications

• C10M2219/046

  Overbased sulfonic acid salts · CPC title

• C10M2203/1025

  used as base material · CPC title

• C10M125/26

  Compounds containing silicon or boron, e.g. silica, sand · CPC title

• C10N2030/04

  Detergent property or dispersant property · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title