# US 2017/0283732 A1 · Multiple function dispersant viscosity index improver

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- Number: US 2017/0283732 A1
- Document ID: US20170283732A1
- Status: Published application
- Kind: A1
- Application number: 15/487,318
- Filed: 2017-04-13
- Published: 2017-10-05
- Earliest claimed: 2013-03-15
- Assignees: Castrol Limited
- Applicants: Castrol Limited
- Inventors: Richard P. Sauer; Nicholas W. Groeger
- Web page: https://patentgrep.com/patent/US20170283732A1

## CPC

- C10M 149/14: a condensation reaction being involved
- C10M 2205/04: containing aromatic monomers, e.g. styrene
- C10M 2205/06: containing conjugated dienes
- C10M 2209/084: Acrylate; Methacrylate
- C10M 2209/086: polycarboxylic, e.g. maleic acid
- C10M 2217/06: Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
- C10N 2030/04: Detergent property or dispersant property
- C10N 2030/041: {Soot induced viscosity control}
- C10N 2040/25: Internal-combustion engines
- C10N 2040/252: {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

The present invention provides a multiple function dispersant viscosity index improver, a method of making the multiple function dispersant viscosity index improver, and a lubricating oil comprising the multiple function dispersant viscosity index improver. The multiple function dispersant viscosity index improver comprises two different functional groups, each directly grafted to a polymer backbone having graftable sites. The first functional group comprises the reaction product of an acylating agent and a first amine, the first amine comprising an aromatic primary amine, and the second functional group comprises the reaction product of an acylating agent and a second amine, the second amine comprising an aliphatic primary amine. The first functional group provides the dispersant viscosity index improver with soot handling performance attributes and the second functional group provides the dispersant viscosity index improver with sludge and varnish control performance attributes.

## Claims

### Claim 1

A method of making a multiple function dispersant graft polymer comprising two different functional groups, each directly grafted to a polymer backbone having graftable sites, in which:
a first functional group comprises the reaction product of an acylating agent and a first amine, the first amine comprising an aromatic primary amine; and
a second functional group comprises the reaction product of the acylating agent and a second amine, the second amine comprising an aliphatic primary amine;
wherein the multiple function dispersant graft polymer has at least about 5 moles of each of said functional groups per mole of polymer backbone, and
wherein the first functional group provides the multiple function dispersant graft polymer with a soot handling performance attribute and the second functional group provides the multiple function dispersant graft polymer with a sludge and varnish control performance attribute,
the method comprising:
melt-reacting a polymer backbone having graftable sites and an acylating agent having at least one point of olefinic unsaturation to form a graft polymer reaction product having acyl groups available for reaction; and
reacting acyl groups of the graft polymer reaction product with a first amine comprising an aromatic primary amine to form first functional groups, and
reacting acyl groups of the graft polymer reaction product with a second amine comprising an aliphatic primary amine to form second functional groups.

### Claim 2 (depends on 1)

The method of claim 1, wherein the only groups grafted to the polymer backbone are acylating agents or reaction products thereof.

### Claim 3 (depends on 1)

The method of claim 1, wherein the multiple function dispersant graft polymer has a Rapid ADT response of at least about 8.

### Claim 4 (depends on 1)

The method of claim 1, wherein the first functional group and the second functional group are present in the multiple function dispersant graft polymer in a molar ratio between 1:1.5 and 1.5:1.

### Claim 5 (depends on 1)

The method of claim 1, wherein said second amine is selected from the group consisting of 2,2-dimethyl-1,3-dioxolane-4-methanamine; N-(3-aminopropyl)imidazole; N-(3-aminopropyl)-2-pyrrolidinone; 2-picolylamine, and combinations thereof.

### Claim 6 (depends on 1)

The method of claim 1, wherein said first amine is selected from the group consisting of aniline; N,N-dimethyl-p-phenylenediamine; 1-naphthylamine; N-phenyl-p-phenylenediamine (also known as 4-aminodiphenylamine or ADPA); m-anisidine; 3-amino-4-methylpyridine; 4-nitroaniline; and combinations thereof.

### Claim 7 (depends on 1)

The method of claim 1, wherein said acylating agents are selected from the group consisting of maleic acid, fumaric acid, maleic anhydride, and combinations thereof.

### Claim 8 (depends on 1)

The method of claim 1, wherein said polymer backbone having graftable sites is selected from the group consisting of olefin polymers, olefin copolymers, polyesters, and styrene-butadiene copolymers.

### Claim 9 (depends on 1)

The method of claim 1, wherein the first amine is 4-aminodiphenylamine and the second amine is N-(3-aminopropyl)imidazole.

### Claim 10 (depends on 14)

The method of claim 14, wherein the first amine is reacted with acyl groups of the graft polymer reaction product in a solvent; and the second amine is reacted with acyl groups of the graft polymer reaction product in the solvent.

### Claim 11 (depends on 10)

The method of claim 10, wherein the solvent has at least about 7% by weight aromatics.

### Claim 12 (depends on 1)

The method of claim 1, wherein
the first amine is melt-reacted with acyl groups of the graft polymer reaction product; and the second amine is reacted with acyl groups of the graft polymer reaction product in a solvent; or
the first amine is with acyl groups of the graft polymer reaction product in the solvent; and the second amine is melt-reacted with acyl groups of the graft polymer reaction product.

### Claim 13 (depends on 12)

The method of claim 12, wherein the solvent has at least about 7% by weight aromatics.

### Claim 14 (depends on 1)

The method of claim 1, wherein the first amine is melt-reacted with acyl groups of the graft polymer reaction product; and the second amine is melt-reacted.

### Claim 15 (depends on 1)

The method of claim 1, wherein the melt-reaction is reactive extrusion.

### Claim 16

A method of making a multiple function dispersant graft polymer comprising a first functional group comprises the reaction product of an acylating agent and a first amine, the first amine comprising an aromatic primary amine; and
a second functional group comprises the reaction product of the acylating agent and a second amine, the second amine comprising an aliphatic primary amine;
wherein the multiple function dispersant graft polymer has at least about 5 moles of each of said functional groups per mole of polymer backbone, and
wherein the first functional group provides the multiple function dispersant graft polymer with a soot handling performance attribute and the second functional group provides the multiple function dispersant graft polymer with a sludge and varnish control performance attribute,
the method comprising:
obtaining a graft polymer comprising a polymer backbone having acylating agents grafted thereto, the acylating agents being available for reaction;
reacting acylating agents of the graft polymer with a first amine to form first functional groups; and
reacting acylating agents of the graft polymer with a second amine comprising an aliphatic primary amine to form second functional groups,
wherein the reacting with the first amine, the reacting with the second amine, or both are performed via melt-reaction.

### Claim 17 (depends on 16)

The method of claim 16, wherein the only groups grafted to the polymer backbone are acylating agents or reaction products thereof.

### Claim 18 (depends on 16)

The method of claim 16, wherein both the reacting with the first amine and the reacting with the second amine are performed via melt-reaction.

### Claim 19 (depends on 16)

The method of claim 16, wherein
said first amine is selected from the group consisting of aniline; N,N-dimethyl-p-phenylenediamine; 1-naphthylamine; N-phenyl-p-phenylenediamine (also known as 4-aminodiphenylamine or ADPA); m-anisidine; 3-amino-4-methylpyridine; 4-nitroaniline; and combinations thereof; and
said second amine is selected from the group consisting of 2,2-dimethyl-1,3-dioxolane-4-methanamine; N-(3-aminopropyl)imidazole; N-(3-aminopropyl)-2-pyrrolidinone; 2-picolylamine, and combinations thereof.

### Claim 20 (depends on 16)

The method of claim 16, wherein the first functional group and the second functional group are present in the multiple function dispersant graft polymer in a molar ratio between 1:1.5 and 1.5:1.
