# US 10,246,661 B2 · Alkoxylated amides, esters, and anti-wear agents in lubricant compositions and racing oil compositions

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- Number: US 10,246,661 B2
- Document ID: US10246661B2
- Status: Granted
- Kind: B2
- Application number: 15/888,448
- Filed: 2018-02-05
- Published: 2018-06-21
- Granted: 2019-04-02
- Earliest claimed: 2014-10-31
- Assignees: BASF SE
- Applicants: BASF SE
- Inventors: Eugene Scanlon; Thomas Hayden; Alfred Jung; Michael Hoey; Shaun Robert Seibel
- Web page: https://patentgrep.com/patent/US10246661B2

## CPC

- C10M 141/10: at least one of them being an organic phosphorus-containing compound
- C10M 133/06: having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M 133/16: Amides; Imides
- C10M 137/10: Thio derivatives
- 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 2203/1006: used as base material
- C10M 2203/1025: used as base material
- C10M 2205/0285: used as base material
- C10M 2207/28: Esters
- C10M 2215/04: having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M 2215/042: containing hydroxy groups; Alkoxylated derivatives thereof
- C10M 2215/08: Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M 2215/082: containing hydroxyl groups; Alkoxylated derivatives
- C10M 2223/045: Metal containing thio derivatives
- C10N 2010/04: Groups 2 or 12
- C10N 2030/06: Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
- C10N 2030/54: {Fuel economy}
- 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)
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

A lubricant composition includes a base oil, an alkoxylated amide, an ester, and an anti-wear agent including phosphorus. The alkoxylated amide and ester have general formulas (I) and (II), respectively. The lubricant composition may be further defined as a racing oil composition. Also disclosed is a method for maximizing the effectiveness of a friction modifier in a racing oil composition thus increasing the fuel economy of a racing vehicle. The method includes providing the racing oil composition and lubricating an internal combustion engine of a racing vehicle to increase the fuel economy of the racing vehicle.

## Claims

### Claim 1

An additive package for a lubricant composition, said additive package comprising:
an alkoxylated amide having a general formula (I):
and an ester having a general formula (II):
wherein
each R1, R2, R3, and R4 is, independently, a linear or branched, saturated or unsaturated, hydrocarbyl group,
at least one of R2 and R3 comprises an alkoxy group, and
R4 comprises an amine group; and
an anti-wear agent comprising phosphorus.

### Claim 2 (depends on 1)

The additive package of claim 1, wherein said lubricant composition is a racing oil composition.

### Claim 3 (depends on 1)

The additive package of claim 1, wherein the anti-wear agent comprises zinc dialkyl dithiophosphate.

### Claim 4 (depends on 1)

The additive package of claim 1, wherein at least one of
R2 and R3 of said alkoxylated amide comprises a propoxy group.

### Claim 5 (depends on 1)

The additive package of claim 1, wherein
R2 of said alkoxylated amide has a general formula (III):
and
R3 of said alkoxylated amide has a general formula (IV):
wherein
each R5 is, independently, an alkyl group,
each R6 is, independently, an alkoxy group,
n is an integer from 0 to 5,
m is an integer from 0 to 5, and
1≤(n+m)≤5.

### Claim 6 (depends on 1)

The additive package of claim 1, wherein R4 has a general formula (V):
wherein
R5 is an alkyl group, and
each R7 and R8 is, independently, a linear or branched, saturated or unsaturated hydrocarbyl group.

### Claim 7 (depends on 6)

The additive package of claim 6, wherein
R7 is a hydrocarbyl group having a general formula (VI):
and
R8 is a hydrocarbyl group having a general formula (VII):
wherein
each R5 is, independently, an alkyl group,
each R6 is, independently, an alkoxy group,
q is an integer from 0 to 5,
if q is 0, p is an integer from 0 to 5,
if q>0, p is an integer from 1 to 5, and
0≤(p+q)≤5.

### Claim 8 (depends on 1)

The additive package of claim 1, wherein R1 of said alkoxylated amide and said ester are each, independently, linear or branched, saturated or unsaturated, C7-C23 aliphatic hydrocarbyl group.

### Claim 9 (depends on 8)

The additive package of claim 8, wherein R1 of said alkoxylated amide or said ester comprises a hydroxyl group.

### Claim 10 (depends on 1)

The additive package of claim 1, wherein said alkoxylated amide has a general formula (VIII):
R1—C(═O)—N[R5—O—R6n—H][R5—O—R6m—H] (VIII);
and
said ester has a general formula (IX):
R1—C(═O)—O—R5—N[R5—O—R6q—H][R6p—H] (IX);
wherein,
each R1 is, independently, a linear or branched, saturated or unsaturated, C7-C23 aliphatic hydrocarbyl group,
each R5 is, independently, an alkyl group,
each R6 is, independently, an alkoxy group,
n is an integer from 0 to 5,
m is an integer from 0 to 5,
1≤(n+m)≤5,
q is an integer from 0 to 5,
if q is 0, p is an integer from 0 to 5,
if q>0, p is an integer from 1 to 5, and
0≤(p+q)≤5.

### Claim 11 (depends on 10)

The additive package of claim 10, wherein
each R5 is, independently, an ethyl group or a propyl group,
each R6 is, independently, a propoxy group;
if q is 0, p is an integer from 1 to 5, and
said additive package comprises said alkoxylated amide and said ester in a weight ratio of less than 70:30 of said ester to said alkoxylated amide.

### Claim 12 (depends on 1)

The additive package of claim 1 comprising said alkoxylated amide and said ester in a weight ratio of less than 50:50 of said ester to said alkoxylated amide.

### Claim 13 (depends on 1)

The additive package of claim 1, wherein the alkoxylated amide has the following formula:

### Claim 14 (depends on 1)

The additive package of claim 1, wherein the ester has the following formula:

### Claim 15

An additive package for a racing oil composition, comprising:
an alkoxylated amide having the following formula:
and an ester having the following formula:
wherein, each R1 is, independently, a linear or branched, saturated or unsaturated, hydrocarbyl group; and
an anti-wear agent comprising phosphorus.

### Claim 16 (depends on 15)

The additive package of claim 15, wherein said anti-wear agent comprises zinc dialkyl dithiophosphate.

### Claim 17 (depends on 15)

The additive package of claim 15, wherein each R1 is, independently, a linear or branched, saturated or unsaturated C6-C23 aliphatic hydrocarbyl group.

### Claim 18 (depends on 15)

The additive package of claim 15 comprising said alkoxylated amide and said ester in a weight ratio of less than 50:50 of said ester to said alkoxylated amide.