US4505834A
Expired / Lapsed
US
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Lubricating oil compositions containing graft copolymer as viscosity index improver-dispersant
Assignee: EDWIN COOPER Inc A DE CORP
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Filing: 1980-10-27
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Granted: 1985-03-19
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Expires: 2000-10-27
Abstract
Abstract Lubricating oil dispersant VI improvers are made by grafting maleic anhydride to an ethylene/α-olefin-non-conjugated diene terpolymer in a hydrogen-treated mineral oil solvent using a free radical and then reacting the grafted intermediate with an amine containing only one primary amine group, 1-6 amino nitrogen atoms and 20-36 carbon atoms.
Inventors
- 👤 Andrew G. Papay
- 👤 Joseph P. O'Brien
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 09:32
CPC Classifications
C; C10; C10M; C10M143/00; C10M143/02; C08; C08F; C08F8/00; C08F8/30; C08F8/32; C10M2203/00; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/028; C10M2205/06; C10M2207/00; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/34; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/24; C10M2215/26; C10M2217/00; C10M2217/02; C10M2217/024; C10M2217/04; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/046; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10M2225/00; C10M2225/04; C10M2225/041; C10N; C10N2010/00; C10N2010/04
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
147 words
An oil soluble viscosity index improver having dispersant properties adapted for use in lubricating oil, said viscosity index improver being a product made by a process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, and (c) reacting said intermediate with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups.
Claim 2
Dependent Claim
147 words
An oil soluble viscosity index improver having dispersant properties adapted for use in lubricating oil, said viscosity index improver being a product made by a process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, and (c) reacting said intermediate with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups.
Claim 3
Dependent Claim
64 words
A viscosity index improver of claim 1 wherein maleic anhydride is reacted with said ethylene/α-olefin copolymer in Step (b) and the resultant intermediate is reacted with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate and then subjecting said acid-ester intermediate to Step (c) while distilling out alcohol displaced by said amine.
Claim 4
Dependent Claim
20 words
A viscosity index improver of claim 1 wherein R is a C 18 aliphatic hydrocarbon group and n is 1.
Claim 5
Dependent Claim
20 words
A viscosity index improver of claim 1 wherein R is a C 18 aliphatic hydrocarbon group and n is 2.
Claim 6
Dependent Claim
64 words
A viscosity index improver of claim 1 wherein maleic anhydride is reacted with said ethylene/α-olefin copolymer in Step (b) and the resultant intermediate is reacted with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate and then subjecting said acid-ester intermediate to Step (c) while distilling out alcohol displaced by said amine.
Claim 7
Dependent Claim
27 words
A viscosity index improver of claim 1 wherein said copolymer contains about 30 to 80 weight percent ethylene units and 20 to 70 weight percent propylene units.
Claim 8
Dependent Claim
31 words
A viscosity index improver of claim 6 wherein said copolymer of ethylene and propylene is further characterized by containing 1-10 weight percent of units derived from at least one non-conjugated diene.
Claim 9
Dependent Claim
13 words
A viscosity index improver of claim 7 wherein said non-conjugated diene is 1,4-hexadiene.
Claim 10
Dependent Claim
128 words
A viscosity index improver of claim 8 made by the process comprising (i) dissolving said ethylene/propylene/1,4-hexadiene copolymer in hydrogen-treated mineral oil to form a solution containing about 1-15 weight percent copolymer, (ii) reacting said copolymer solution with about 0.2 to 10 weight percent of maleic anhydride based on the weight of said copolymer in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an oil solution of an intermediate, and (iii) reacting said oil solution of an intermediate with about 0.8-2 moles per mole of said succinic groups of a primary amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3.
Claim 11
Dependent Claim
20 words
A viscosity index improver of claim 7 wherein said non-conjugated diene comprises 1,4-hexadiene in combination with ethylidene norbornene or dicyclopentadiene.
Claim 12
Dependent Claim
66 words
A viscosity index improver of claim 9 wherein said oil solution of an intermediate formed in Step (ii) is reacted with at least one mole of C 1-10 monohydroxy alcohol per mole of said succinic groups to form an oil solution of an acid-ester intermediate and then subjecting said oil solution of an acid-ester intermediate to Step (iii) while distilling out alcohol displaced by said amine.
Claim 13
Dependent Claim
20 words
A viscosity index improver of claim 11 wherein R is a C 18 aliphatic hydrocarbon group and n is 2.
Claim 14
Dependent Claim
172 words
A process for making an oil soluble viscosity index improver having dispersant properties, said process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, (c) reacting the resultant intermediate with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate, and then (d) reacting said acid-ester with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups, while distilling out alcohol displaced by said amine.
Claim 15
Dependent Claim
172 words
A process for making an oil soluble viscosity index improver having dispersant properties, said process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, (c) reacting the resultant intermediate with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate, and then (d) reacting said acid-ester with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups, while distilling out alcohol displaced by said amine.
Claim 16
Dependent Claim
30 words
A process of claim 13 wherein said copolymer is a copolymer containing about 30--80 weight percent ethylene units, 20-70 weight percent propylene units and 0-10 weight percent non-conjugated diene units.
Claim 17
Dependent Claim
18 words
A process of claim 14 wherein said copolymer contains 1-10 weight percent non-conjugated diene units, derived from 1,4-hexadiene.
Claim 18
Dependent Claim
196 words
A lubricating oil composition comprising a major amount of oil of lubricating viscosity and a minor dispersant amount of an oil soluble additive having dispersant and viscosity index improving properties, said additive being the product made by a process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, (c) reacting the resultant intermediate with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate, and then (d) reacting said acid-ester with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups, while distilling out alcohol displaced by said amine.
Claim 19
Dependent Claim
196 words
A lubricating oil composition comprising a major amount of oil of lubricating viscosity and a minor dispersant amount of an oil soluble additive having dispersant and viscosity index improving properties, said additive being the product made by a process comprising (a) dissolving an ethylene/α-olefin copolymer containing up to 10 weight percent non-conjugated diene monomer units in a hydrogen-treated mineral oil solvent, said copolymer having an average molecular weight of about 1000-500,000, (b) reacting the resultant copolymer solution with maleic acid, anhydride, or acid ester in the presence of a free radical-producing catalyst, thereby grafting succinic groups to said copolymer to form an intermediate, (c) reacting the resultant intermediate with at least one mole of a C 1-10 monohydroxy alcohol per mole of said succinic groups to form an acid-ester intermediate, and then (d) reacting said acid-ester with an aliphatic hydrocarbyl amine having the structure R--NH--CH.sub.2 CH.sub.2 CH.sub.2).sub.n NH.sub.2 wherein R is an aliphatic hydrocarbon group containing about 12-33 carbon atoms and n is an integer from 1 to about 3, in an amount sufficient to provide at least one primary amine group for each of said succinic groups, while distilling out alcohol displaced by said amine.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-03-18 | 1988-09-17 | 1989-03-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-18 | 1992-09-17 | 1993-03-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-18 | 1996-09-17 | 1997-03-19 | $7700.00 | Window Closed / Lapsed |