# US 2017/0283733 A1 · Dispersant viscosity modifiers with sulfonate functionality

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2017/0283733 A1
- Document ID: US20170283733A1
- Status: Published application
- Kind: A1
- Application number: 15/508,638
- Filed: 2015-09-15
- Published: 2017-10-05
- Earliest claimed: 2014-09-15
- Assignees: The Lubrizol Corporation
- Applicants: The Lubrizol Corporation
- Inventors: Adam Preston; Yanshi Zhang; Sona S. Slocum; Matthew D. Gieselman
- Web page: https://patentgrep.com/patent/US20170283733A1

## CPC

- C10M 151/02: Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10M 151/04: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M 2203/1025: used as base material
- C10M 2205/022: Ethene
- C10M 2209/084: Acrylate; Methacrylate
- C10M 2221/02: Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds
- C10M 2223/042: Metal salts thereof
- C10N 2010/04: Groups 2 or 12
- C10N 2020/02: Viscosity; Viscosity index
- C10N 2020/04: Molecular weight; Molecular weight distribution
- C10N 2030/02: Pour-point; Viscosity index
- C10N 2030/04: Detergent property or dispersant property
- C10N 2030/06: Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
- C10N 2030/42: {Phosphor free or low phosphor content compositions}
- C10N 2030/45: {Ash-less or low ash content}
- C10N 2040/25: Internal-combustion engines
- C10N 2040/252: {Diesel engines}
- C10N 2040/253: {Small diesel engines}
- C10N 2070/00: Specific manufacturing methods for lubricant compositions
- 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)
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

A lubricating composition includes an oil of lubricating viscosity and an oil-soluble dispersant viscosity modifier, which includes an olefin-based polymer backbone and at least one pendent functional group. Each of the at least one pendent functional group is independently attached to the olefin-based polymer backbone by a linking group. The at least one pendent functional group includes a sulfonate moiety.

## Claims

### Claim 1

A lubricating composition comprising:
an oil of lubricating viscosity; and
at least 0.05 wt. % of an oil-soluble dispersant viscosity modifier comprising an olefin-based polymer backbone and at least one pendent functional group selected from alkyl and aryl sulfonate salts, alkyl and aryl sulfonic acids, and combinations thereof, the olefin-based polymer backbone comprising an ethylene-olefin-based copolymer, each of the at least one pendent functional group being independently attached to the olefin-based polymer backbone by a linking group, the at least one pendent functional group comprising a sulfonate moiety, wherein the at least one pendent functional group is derived from a sulfonated hydrocarbyl compound selected from the group consisting of:
where c is from 1-10,
d is from 1-10,
e is at least 1,
B is NH2 or OH,
R11, R12, R13 and R14 are independently H or a C1 to C30 alkyl group, and
R15, R16, R17, and R18 are independently selected from H, OH, NH2, alkyl groups, and alkoxy groups.

### Claim 2

(canceled)

### Claim 3

(canceled)

### Claim 4 (depends on 1)

The lubricating composition of claim 1, wherein the at least one pendent functional group is derived from a cyclic sulfonic acid ester.

### Claim 5 (depends on 1)

The lubricating composition of claim 1, wherein the at least one pendent functional group is derived from a sulfonated hydrocarbyl compound of the general form:
B-A-SO3M
where A represents a hydrocarbyl group, B represents a functional group capable of reaction with the linking group or with an intermediate linker unit, and M represents a monovalent cation.

### Claim 6

(canceled)

### Claim 7 (depends on 1)

The lubricating composition of claim 1, wherein the sulfonated hydrocarbyl compound is selected from the group consisting of 3-hydroxypropane-1-sulfonic acid, 3-amino-1-propane sulfonic acid, homocysteic acid, 1,3-propanesultone, 1,4-butanesultone, p-aminobenzenesulfonic acid, 7-amino-1,3-naphthene disulfonic acid, 8-(2-aminoethylamino)-1-naphthene sulfonic acid, and mixtures thereof.

### Claim 8 (depends on 1)

The lubricating composition of claim 1, wherein the sulfonate moiety is spaced from the olefin-based polymer backbone by a C4-C24 hydrocarbyl group.

### Claim 9

(canceled)

### Claim 10 (depends on 1)

The lubricating composition of claim 1, wherein at least some of the linking groups are derived from an ethylenically unsaturated carboxylic acid monomer.

### Claim 11 (depends on 10)

The lubricating composition of claim 10, wherein the ethylenically unsaturated carboxylic acid monomer is selected from maleic anhydride, maleic anhydrides, chlormaleic anhydride, itaconic anhydride, and corresponding dicarboxylic acids and esters thereof, alkyl-substituted derivatives thereof, and mixtures thereof.

### Claim 12 (depends on 10)

The lubricating composition of claim 10, wherein the linking groups are attached to the pendent groups by linker units derived from at least one of hydroxyl alkyl amines, alkylene polyamines, and polyols.

### Claim 13 (depends on 12)

The lubricating composition of claim 12, wherein at least some of the linking groups are derived from maleic anhydride and at least some of the linker units are derived from a hydroxyl alkyl amine.

### Claim 14 (depends on 1)

The lubricating composition of claim 1, wherein the sulfonate moiety comprises a sulfonate salt which includes a cation of the general form —(NR3R4R5), where R3, R4, and R5 are independently selected from H and C1 to C30 alkyl groups.

### Claim 15 (depends on 1)

The lubricating composition of claim 1, wherein a ratio by weight of linking groups to the polymer backbone in the dispersant viscosity modifier is at least 1:100.

### Claim 16

(canceled)

### Claim 17

(canceled)

### Claim 18 (depends on 1)

The lubricating composition of claim 1, wherein the dispersant viscosity modifier comprises at least two of the pendent functional groups per molecule of the dispersant viscosity modifier, on average.

### Claim 19

(canceled)

### Claim 20

(canceled)

### Claim 21 (depends on 1)

The lubricating composition of claim 1, wherein the olefin-based polymer backbone comprises an ethylene-olefin-based copolymer.

### Claim 22

(canceled)

### Claim 23 (depends on 1)

The lubricating composition of claim 1, wherein the olefin-based polymer backbone has a number average molecular weight, as measured by gel permeation chromatography, using a polystyrene standard, of greater than at least 1000.

### Claim 24

(canceled)

### Claim 25 (depends on 1)

The lubricating composition of claim 1, wherein the oil of lubricating viscosity is present in the composition at a concentration of at least 10 wt. %.

### Claim 26

(canceled)

### Claim 27

(canceled)

### Claim 28

(canceled)

### Claim 29 (depends on 1)

The lubricating composition of claim 1, wherein the composition further comprises at least one of a dispersant, a detergent, an overbased detergent, an antioxidant a viscosity modifier, a friction modifier, a corrosion inhibitor, a pour point depressant, a seal swell agent, a demulsifier, and an antiwear agent.

### Claim 30

(canceled)

### Claim 31

A process for making a lubricating composition comprising:
(i) providing an olefin-based polymer backbone with one or more acylating linking groups, each independently attached along the polymer backbone;
(ii) optionally, reacting each acylating group with a hydroxy alkyl amine, an alkylene polyamine, a polyol, or a combination thereof, resulting in an olefin-based polymer with one or more linker units each independently attached along the polymer backbone; and
(iii) reacting each linking group or linker unit with a hydrocarbyl sulfonate compound selected from sulfonate salts and sulfonic acids, resulting in a dispersant viscosity modifier comprising one or more pendent hydrocarbyl sulfonate groups each independently attached to the olefin-based polymer.

### Claim 32 (depends on 31)

The process of claim 31, wherein the providing of the olefin-based polymer with one or more acylating linking groups comprises grafting one or more unsaturated carboxylic reactants onto an olefin-based polymer backbone.

### Claim 33 (depends on 31)

The process of claim 31, wherein hydrocarbyl sulfonate compound is selected from sulfonated hydrocarbyl compounds of the general form:
B-A-SO3M
where A represents a hydrocarbyl group, B represents a functional group capable of reaction with the acylating linking groups or linker units, and M represents a monovalent cation.

### Claim 34 (depends on 1)

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