# US 10,479,953 B2 · Emulsifier for use in lubricating oil

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- Number: US 10,479,953 B2
- Document ID: US10479953B2
- Status: Granted
- Kind: B2
- Application number: 15/869,589
- Filed: 2018-01-12
- Published: 2019-07-18
- Granted: 2019-11-19
- Earliest claimed: 2018-01-12
- Assignees: Afton Chemical Corporation
- Applicants: Afton Chemical Corporation
- Inventors: Andrew Yeung; Anthony Jarvis; Matthew Ross
- Web page: https://patentgrep.com/patent/US10479953B2

## CPC

- C10M 145/22: Polyesters
- C08G 63/672: Dicarboxylic acids and dihydroxy compounds
- C08G 63/676: in which at least one of the two components contains aliphatic unsaturation
- C08G 81/027: {containing polyester or polycarbonate sequences}
- C10M 129/95: Esters
- C10M 145/38: esterified
- C10M 2207/34: Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
- C10M 2209/102: Polyesters
- C10M 2209/109: esterified
- C10N 2020/04: Molecular weight; Molecular weight distribution
- C10N 2030/24: {Emulsion properties}
- C10N 2030/78: {Fuel contamination}
- C10N 2040/20: Metal working
- C10N 2040/25: Internal-combustion engines
- C10N 2050/01: {Emulsions, colloids, or micelles}
- C10N 2050/013: {Water-in-oil}
- C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

The present disclosure relates to emulsifying agents produced from succinic acids or anhydrides and polyalkylene glycols. The present disclosure also relates to lubricating oils containing such emulsifying agents. The emulsifying agent provides a lubricating oil that is substantially free of an aqueous layer after about 24 hours when tested according to ASTM D7563-10.

## Claims

### Claim 1

A lubricating oil composition comprising
a major amount of a base oil;
about 0.001 to about 0.15 weight percent of an emulsifying agent including a compound of Formula I
wherein
each X is independently a polyalkylene oxide group of the formula —[OA]p-;
Y is a hydroxyl group or a polyalkylene oxide group of the formula —[OA]p-OH;
each A is independently an alkylene selected from the group consisting of ethylene, propylene, and butylene, and mixtures thereof;
Rb is H or a chemical moiety having the structure
R is a linear or branched aliphatic group having a number average molecular weight of about 750 to about 2500; and
p is an integer to independently provide each X and/or each Y with a number average molecular weight of about 150 to about 250; and
m is an integer to provide a weight average molecular weight of the compound of Formula I from about 7,000 to about 50,000.

### Claim 2 (depends on 1)

The lubricating oil composition of claim 1, wherein p is an integer which provides a polyalkylene oxide group with a number average molecular weight from about 150 to about 200.

### Claim 3 (depends on 1)

The lubricating oil composition of claim 1, wherein the compound of Formula I has a weight average molecular weight of about 10,000 to about 15,000.

### Claim 4 (depends on 1)

The lubricating oil composition of claim 1, wherein R has a number average molecular weight of about 950 to about 2300.

### Claim 5 (depends on 1)

The lubricating oil composition of claim 1, wherein the lubricating oil composition includes about 0.001 to about 0.1 weight percent of the compound of Formula I.

### Claim 6 (depends on 1)

The lubricating oil composition of claim 1, wherein the emulsifying agent of Formula I is produced from a catalyzed reaction consisting essentially of a polyalkylene glycol reacted with a dicarboxylic acid or anhydride of a dicarboxylic acid.

### Claim 7 (depends on 6)

The lubricating oil composition of claim 6, wherein the catalyzed reaction includes a polyisobutylene succinic anhydride and wherein the polyisobutylene group thereof has a number average molecular weight of about 750 to about 2500.

### Claim 8 (depends on 6)

The lubricating oil composition of claim 6, wherein the molar ratio of the polyalkylene glycol to the dicarboxylic acid or dicarboxylic anhydride in the catalyzed reaction is about 0.1:1.0 to about 1.0:0.1.

### Claim 9 (depends on 1)

The lubricating oil composition of claim 1, wherein the lubricating oil composition is substantially free of an aqueous layer after about 24 hours when tested according to ASTM D7563-10.

### Claim 10 (depends on 1)

The lubricating oil composition of claim 1, wherein the number average molecular weight of the linear or branched R group is about 1.5 to about 15 times higher than the number average molecular weight of the polyalkylene oxide group.