# US 10,501,701 B2 · Lubricating composition containing an oxyalkylated aromatic polyol compound

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- Number: US 10,501,701 B2
- Document ID: US10501701B2
- Status: Granted
- Kind: B2
- Application number: 15/532,574
- Filed: 2015-12-03
- Published: 2017-12-14
- Granted: 2019-12-10
- Earliest claimed: 2014-12-03
- Assignees: The Lubrizol Corporation
- Applicants: The Lubrizol Corporation
- Inventors: Kamalakumari Kunchithapatham Salem; David J. Moreton; Mohamed G. Fahmy; Gary M. Walker; James P. Roski; Yanshi Zhang; Adam Cox; W. Preston Barnes; Ewan E. Delbridge
- Web page: https://patentgrep.com/patent/US10501701B2

## CPC

- C10M 129/16: Ethers
- C10M 129/20: Cyclic ethers having 4 or more ring atoms, e.g. furans, dioxolanes
- C10M 129/76: containing free hydroxy or carboxyl groups
- C10M 139/00: Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
- C10M 141/12: at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
- C10M 169/048: {the additives being a mixture of compounds of unknown or incompletely defined constitution, non-macromolecular and macromolecular compounds}
- F02B 77/04: Cleaning of, preventing corrosion or erosion in, or preventing unwanted deposits in, combustion engines
- C10M 2205/022: Ethene
- C10M 2205/04: containing aromatic monomers, e.g. styrene
- C10M 2207/028: Overbased salts thereof
- C10M 2207/04: Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M 2207/046: Hydroxy ethers
- C10M 2207/26: Overbased carboxylic acid salts
- C10M 2207/262: derived from hydroxy substituted aromatic acids, e.g. salicylates
- C10M 2207/28: Esters
- C10M 2207/284: of aromatic monocarboxylic acids
- C10M 2207/289: containing free hydroxy groups
- C10M 2209/103: Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M 2215/064: Di- and triaryl amines
- C10M 2215/28: Amides; Imides
- C10M 2219/022: of hydrocarbons, e.g. olefines
- C10M 2219/046: Overbased sulfonic acid salts
- C10M 2219/089: Overbased salts
- C10M 2223/045: Metal containing thio derivatives
- C10M 2227/06: Organic compounds derived from inorganic acids or metal salts
- C10N 2030/04: Detergent property or dispersant property
- C10N 2030/06: Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
- C10N 2030/10: Inhibition of oxidation, e.g. anti-oxidants
- C10N 2030/42: {Phosphor free or low phosphor content compositions}
- C10N 2030/43: {Sulfur free or low sulfur content compositions}
- C10N 2030/45: {Ash-less or low ash content}
- C10N 2030/52: {Base number [TBN]}
- C10N 2040/25: Internal-combustion engines
- C10N 2040/252: {Diesel engines}
- C10N 2040/255: {Gasoline engines}
- 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)
- F02B: INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL (gas-turbine plants F02C; hot-gas or combustion-product positive-displacement engine plants F02G)
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

The disclosed technology provides a lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound, wherein the aromatic compound has at least one alkoxy group represented by —OR1 group, R1 is hydroxyalkyl, or a (poly)ether group, and either: at least one hydroxyl group, or at least one alkoxy group represented by OR1 group, where R1 is alkyl, or a (poly)ether group, or at least one oxyalkyl group represented by —OR1, where R1 is hydroxyalkyl or a (poly)ether group. The disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition. The disclosed technology further relates to the use of the oxyalkylated aromatic polyol compound in the lubricating composition to a passenger car internal combustion engine at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness, and (iv) control of bore wear.

## Claims

### Claim 1

A lubricating composition comprising an oil of lubricating viscosity and 0.01 wt % to 10 wt % of an oxyalkylated aromatic polyol compound represented by the formula:
wherein
R1 is —(CH2CHR5—O—)mR6,
R2 is hydrogen, a hydrocarbyl group, or —(C═O)R4, —(CH2CHR5—O—)mR6,
n is 1 or 2,
R3 is a hydrocarbyl group, or —(C═O)OR4, or —(CH2CHR5—O—)mR6,
x is 1,
R4 is a hydrocarbyl group,
R5 is hydrogen or a hydrocarbyl group containing 1 to 32 carbon atoms, or CH2OR8,
R6 is hydrogen or a hydrocarbyl group, or —(C═O)R7,
R7 is a hydrocarbyl group,
R8 is a hydrogen or a hydrocarbyl group containing 1 to 24 carbon atoms, and
m=1 to 20.

### Claim 2 (depends on 1)

The composition of claim 1, wherein R3 is a polyisobutenyl or polyisobutylene group.

### Claim 3 (depends on 1)

The composition of claim 1, wherein R3 is an olefin group having 6 to 36 carbon atoms.

### Claim 4 (depends on 1)

The composition of claim 1, wherein the oxyalkylated aromatic polyol compound is present in an amount ranging from 0.01 wt % to 5 wt % of the lubricating composition.

### Claim 5 (depends on 1)

The composition of claim 1, further comprising an overbased detergent is chosen from of non-sulfur containing phenates, sulfur containing phenates, sulfonates, salixarates, salicylates, and mixtures thereof.

### Claim 6 (depends on 5)

The composition of claim 5, wherein the overbased detergent is present at 3 wt % to 8 wt % of the lubricating composition.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the lubricating composition is characterised as having at least one of (i) a sulfur content of 0.2 wt % to 0.4 wt % or less, (ii) a phosphorus content of 0.08 wt % to 0.15 wt %, and (iii) a sulphated ash content of 0.5 wt % to 1.5 wt % or less.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the lubricating composition is characterized as having a total base number (TBN) content of at least 5 mg KOH/g.

### Claim 9 (depends on 1)

A method of lubricating an internal combustion engine comprising supplying to the internal combustion engine a lubricating composition of claim 1.

### Claim 10 (depends on 9)

The method of claim 9, wherein the internal combustion engine has a steel surface on a cylinder bore, a cylinder block, or a piston ring.

### Claim 11 (depends on 9)

The method of claim 9, wherein the internal combustion engine is a heavy duty diesel internal combustion engine.

### Claim 12 (depends on 9)

The method of claim 9, wherein the heavy duty diesel internal combustion engine has a technically permissible maximum laden mass over 3,500 kg, wherein the engine is a compression ignition engine or a positive ignition natural gas (NG) or LPG engine.

### Claim 13 (depends on 9)

The method of claim 9, wherein the internal combustion engine is a passenger car internal combustion engine (typically a gasoline or diesel passenger car internal combustion engine).