# US 10,501,700 B2 · Shear-stable oil compositions and processes for making the same

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- Number: US 10,501,700 B2
- Document ID: US10501700B2
- Status: Granted
- Kind: B2
- Application number: 15/464,518
- Filed: 2017-03-21
- Published: 2018-01-25
- Granted: 2019-12-10
- Earliest claimed: 2016-07-20
- Assignees: ExxonMobil Chemical Patents Inc.
- Applicants: ExxonMobil Chemical Patents Inc.
- Inventors: Wenning W. Han; Bernie J. Pafford
- Web page: https://patentgrep.com/patent/US10501700B2

## CPC

- C10M 107/10: containing aliphatic monomer having more than 4 carbon atoms
- C10M 111/04: at least one of them being a macromolecular organic compound
- C10M 2203/065: used as base material
- C10M 2205/028: containing aliphatic monomers having more than four carbon atoms
- C10M 2205/0285: used as base material
- C10M 2207/282: of (cyclo)aliphatic oolycarboxylic acids
- C10M 2207/2825: used as base material
- C10M 2207/283: of polyhydroxy compounds
- C10M 2207/285: of aromatic polycarboxylic acids
- C10M 2207/2855: used as base material
- C10N 2020/04: Molecular weight; Molecular weight distribution
- C10N 2030/68: {Shear stability}
- C10N 2040/04: Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- 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

An oil composition comprising a first component having pendant groups, a second component having two or more terminal carbon chains, and optionally a third component, where a single molecule of the second component can form shearable stable structure with two molecules of the first component via van der Waals force between pendant groups and the terminal carbon chains. Shear stability of the oil can be improved if the total concentration of the heavy fraction of the shearable stable structure is controlled at a low concentration.

## Claims

### Claim 1

An oil composition comprising a first component and a second component different from the first component, wherein:
the first component is a base stock comprising multiple molecules of a first type each having multiple pendant groups, where (i) the average pendant group length of the longest 5%, by mole, of the pendant groups of all of the molecules of the first type have an average pendant group length of Lpg(5%), where Lpg(5%)≥5.0; and (ii) a portion of the molecules of the first type have a number-average molecular weight greater than or equal to 20,000;
the second component comprises multiple molecules of a second type each comprising two terminal carbon chains, where (i) the number-average molecular weight of the second component is no greater than 2,000; and (ii) the two terminal carbon chains have chain lengths equal to or greater than 5.0 and do not share a common carbon atom;
a single molecule of the second type is capable of adjoining two molecules of the first type via van der Waals force between the pendant groups of the molecules of the first type and the two terminal carbon chains in the single molecule of the second type to form a first complex structure, the first complex structures comprising a first heavy fraction thereof having an equivalent number-average molecular weight of at least 45,000;
wherein the molecules of the first type comprise polyalpha-olefin (“PAO”) molecules having an average isotacticity of at least 60 mol %;
wherein the first component has a Kv(100° C.) of less than 400 cSt; and
wherein the oil composition comprises from 5 to 35 weight percent of the second component relative to the total weight of the first and second components and from 65 to 95 weight percent of the first component relative to the total weight of the first and second components.

### Claim 2 (depends on 1)

The oil composition of claim 1, wherein Lpg(5%)≥8.0.

### Claim 3 (depends on 1)

The oil composition of claim 1, wherein:
with respect to the molecules of the second type, at least two of the terminal carbon chains have chain length equal to or greater than 0.80*Lpg(5%).

### Claim 4 (depends on 1)

The oil composition of claim 1, wherein:
with respect to the molecules of the second type, at least two of the terminal carbon chains have chain length equal to or greater than 12.

### Claim 5 (depends on 1)

The oil composition of claim 1, wherein:
the molecules of the first type comprise PAO molecules having an average isotacticity of at least 90 mol %.

### Claim 6 (depends on 1)

The oil composition of claim 1, wherein:
the second component comprises an alkylated aromatic hydrocarbon base stock.

### Claim 7 (depends on 1)

The oil composition of claim 1, wherein the total maximum theoretical concentration of the first heavy fraction of the first complex structure, based on the total weight of the first component and the second component, is C11(max) wt %; and C11(max)≤20.

### Claim 8 (depends on 1)

The oil composition of claim 1, wherein the second component is selected from: esters of long-chain alkyl carboxylic acid and polyols; and esters of long-chain alkyl alcohols with polycarboxylic acid; phosphoric acid; sulfuric acids; or sulphonic acids.

### Claim 9 (depends on 1)

The oil composition of claim 1, having shear stability performances as follows:
SS20≤10%;
SS100≤5%;
SS192≤10%; and
SS192>SS100.

### Claim 10 (depends on 1)

The oil composition of claim 1, further comprising a third component differing from the first component and the second component, wherein the third component comprises multiple molecules of a third type, and individual molecules of the third type are capable of adjoining no more than one molecule of the first type via van der Waals force to form a stable complex structure.

### Claim 11 (depends on 6)

The oil composition of claim 6, wherein multiple molecules of the second type comprise two alkyl groups connected to aromatic ring(s) extending in directions that form an angle theta in the range from 120° to 180°, such that each is capable of attaching to a pendant group of two differing molecules of the first type via van der Waals force simultaneously.

### Claim 12 (depends on 10)

The oil composition of claim 10, wherein:
the molecules of the third type comprise only one or zero terminal carbon chain having a chain length equal to or greater than 5.0.

### Claim 13 (depends on 10)

The oil composition of claim 10, wherein:
the molecules of the third type comprise two carbon chains that extend in directions that form an angle theta in the range from 0° to 45° and that are incapable of attaching to pendant groups of two differing molecules of the first type via van der Waals force simultaneously substantially free of steric hindrance.

### Claim 14 (depends on 10)

The oil composition of claim 10, wherein:
the third component is an alkylated aromatic hydrocarbon base stock.

### Claim 15 (depends on 10)

The oil composition of claim 10, wherein multiple molecules of the third type comprise two alkyl groups connected to aromatic ring(s) extending in directions that form an angle theta in the range from 0° to 45°, and are incapable of attaching to pendant groups of two differing molecules of the first type simultaneously substantially free of steric hindrance.

### Claim 16 (depends on 10)

The oil composition of claim 10, wherein the third component is a lubricant additive component.

### Claim 17 (depends on 10)

The oil composition of claim 10, wherein the molecules of the third type have a number-average molecular weight of at most 2000.

### Claim 18

A process for forming an oil composition having a high shear stability performance, comprising the following steps:
(I) providing a first component in an amount ranging from 65 to 95 weight percent of the oil composition relative to the total weight of the first and second components comprising multiple molecules of the first type each having multiple pendant groups, where the average pendant group length of the longest 5%, by mole, of the pendant groups of all of the molecules of the first type have an average pendant group length of Lpg(5%), where Lpg(5%)≥5.0;
wherein the first component has a Kv(100° C.) of less than 400 cSt; and
(II) providing a second component in an amount ranging from 5 to 35 weight percent of the oil composition relative to the total weight of the first and second components comprising multiple molecules of the second type each comprising at least two terminal carbon chains that do not share a common carbon atom, wherein at least two of the terminal carbon chains have chain lengths equal to or greater than 5.0; a single molecule of the second type is capable of adjoining two molecules of the first type via van der Waals force to form a first complex structure, the first complex structures comprising a first heavy fraction thereof having equivalent number-average molecular weight of at least 45,000.

### Claim 19 (depends on 18)

The process of claim 18, further comprising:
(III) mixing the first component in a first quantity and the second component in a second quantity such that the total maximum theoretical concentration of the first heavy fraction of the first complex structure, based on the total weight of the first component and the second component, is C11(max) wt %; and C11(max)≤20.

### Claim 20 (depends on 19)

The process of claim 19, wherein the two terminal carbon chains in the molecules of the second type extend in directions that form an angle theta no greater than 180° when the molecules of the second type are in lowest energy state at 25° C., and C11(max)×tan(theta/4)≤10.

### Claim 21 (depends on 19)

The process of claim 19, further comprising:
(IV) providing a third component differing from the first component, wherein the third component comprises multiple molecules of the third type, and an individual molecule of the third type is capable of adjoining no more than one molecule of the first type via van der Waals force to form a stable first complex structures; and
wherein step (III) also comprises mixing the third component in a third quantity with the first component and the second component.

### Claim 22 (depends on 20)

The process of claim 20, wherein C11(max)≤10.

### Claim 23 (depends on 21)

The oil composition of claim 21, wherein the two terminal carbon chains in the molecules of the second type of the second component extend in directions that form an angle theta no greater than 180° when the molecules of the second type are in lowest energy state at 25° C., and C11(max)×tan(theta/4)≤10.

### Claim 24 (depends on 21)

The oil composition of claim 21, wherein C11(max)≤10.

### Claim 25 (depends on 21)

The oil composition of claim 21, wherein:
the first heavy fraction of the first complex structure comprises a second heavy fraction thereof having equivalent number-average molecular weight of at least 60,000, and
the total maximum theoretical concentration of the second heavy fraction of the first complex structure, based on the total weight of the first component and the second component, is C21(max) wt %, and C21(max)×tan(theta/4)≤5.

### Claim 26 (depends on 21)

The oil composition of claim 21, wherein:
100°≤theta≤180°.

### Claim 27 (depends on 25)

The oil composition of claim 25, wherein C21(max)≤5.