# US 9,006,156 B2 · Imides and bis-imides as friction modifiers in lubricants

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- Number: US 9,006,156 B2
- Document ID: US9006156B2
- Status: Granted
- Kind: B2
- Application number: 13/319,349
- Filed: 2010-05-10
- Published: 2012-05-17
- Granted: 2015-04-14
- Earliest claimed: 2009-05-13
- Assignees: The Lubrizol Corporation
- Applicants: Daniel J. Saccomando; Richard J. Vickerman
- Inventors: Daniel J. Saccomando; Richard J. Vickerman
- Web page: https://patentgrep.com/patent/US9006156B2

## CPC

- C10M 133/16: Amides; Imides
- C10M 2201/085: Phosphorus oxides, acids or salts
- C10M 2203/1006: used as base material
- C10M 2215/064: Di- and triaryl amines
- C10M 2215/08: Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M 2215/086: Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M 2215/28: Amides; Imides
- C10M 2223/049: Phosphite
- C10M 2227/061: Esters derived from boron
- C10N 2030/06: Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
- C10N 2040/045: {for continuous variable transmission [CVT]}
- 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 composition is provided for use as a friction modifier for an automatic transmission, which comprises a condensation product of a hydroxypolycarbox-ylic acid, such as 2,3-di-hydroxybutanedioic acid or 2-hydroxybutanedioic acid, with an N,N-di(hydrocarbyl)alkylenediamine, where each hydrocarbyl group contains 1 to 22 carbon atoms, provided that the total number of carbon atoms in the two hydrocarbyl groups is at least about 9, and the alkylene group contains 2 to 4 carbon atoms.

## Claims

### Claim 1

A method for lubricating an automatic transmission, comprising supplying thereto:
(a) an oil of lubricating viscosity and
(b) a composition comprising a condensation product of a hydroxy-polycarboxylic acid or mixtures thereof or a reactive equivalent thereof, with an N,N-di(hydrocarbyl) alkylenediamine;
wherein the condensation product comprises a material represented by
or mixtures thereof;
wherein each of R1, R2, R3, and R4 is independently an alkyl group of 1 to about 22 carbon atoms, provided that the total number of carbon atoms in R1 and R2 is at least about 13 and the total number of carbon atoms in R3 and R4 is at least about 13.

### Claim 2 (depends on 1)

The method of claim 1 wherein the condensation product comprises a diamide or an imide or mixtures thereof.

### Claim 3 (depends on 1)

The method of claim 1 wherein R1, R2, R3, and R4 are alkyl groups characteristic of tallowamine or cocoamine.

### Claim 4 (depends on 1)

The method of claim 1 wherein the acid forming the condensation product comprises tartaric acid.

### Claim 5 (depends on 1)

The method of claim 1 wherein the amine forming the condensation product comprises an N,N-dialkyl-1,3-propanediamine.

### Claim 6 (depends on 1)

The method of claim 1 wherein the amount of the condensation product is about 0.05 to about 10 weight percent.

### Claim 7 (depends on 1)

The method of claim 1, wherein the composition further comprises further comprising at least one further additive selected from the group consisting of dispersants, detergents, antioxidants, seal swell agents, and anti-wear agents.

### Claim 8 (depends on 1)

The method of claim 1, wherein the composition further comprises further comprising at least one additive selected from the group consisting of organic borate esters, organic borate salts, organic phosphorus esters, organic phosphorus salts, inorganic phosphorus acids, and inorganic phosphorus salts.