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US4402843A Expired / Lapsed US ⏱️ 0.0 years remaining

Viscosity index improvers with dispersant properties prepared by reaction of lithiated hydrogenated copolymers with 4-substituted aminopyridines

Assignee: TotalEnergies Onetech Belgium SA
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Filing: 1981-10-23
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Granted: 1983-09-06
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Expires: 2001-10-23
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Abstract

Abstract Nitrogen-containing copolymers useful as viscosity index improvers with dispersing characteristics are prepared by the reaction of lithiated hydrogenated conjugated diene-monovinylarene copolymers with substituted aminopyridine.

Inventors

  • 👤 William J. Trepka

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 00:59
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/30; C08C19/42; C10; C10M; C10M133/00; C10M133/02; C10M133/38; C10M133/40; C10M143/00; C10M143/10; C10M143/12; C10M2205/00; C10M2205/04; C10M2205/06; C10M2215/00; C10M2215/22; C10M2215/221; C10M2217/00; C10M2217/02; C10M2217/028; C10M2217/06; C10M2227/00

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 75 words
Shear-stable, oil-based composition, comprising a major amount of an oil selected from mineral oils and synthetic oils, and a minor effective viscosity index improving amount of an oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer dissolved therein, said copolymer prepared by the pro cess which comprises lithiating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting lithiated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 2
Dependent Claim 75 words
Shear-stable, oil-based composition, comprising a major amount of an oil selected from mineral oils and synthetic oils, and a minor effective viscosity index improving amount of an oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer dissolved therein, said copolymer prepared by the pro cess which comprises lithiating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting lithiated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 3
Dependent Claim 73 words
The composition of claim 1 wherein said 4-substituted aminopyridine is represented by ##STR4## wherein each R' individually represents any of hydrogen, or hydrocarboneous aliphatic, cycloaliphatic, or aromatic radicals, or combinations thereof; each R" individually represents any of hydrocarboneous aliphatic, cycloaliphatic, or aromatic radicals, or combinations thereof; n is zero or a whole number of 1 to 6; such that R' when other than hydrogen and R" each contain 1 to 12 carbon atoms.
Claim 4
Dependent Claim 59 words
A composition according to claim 1 wherein the nitrogen-containing grafted copolymer has a number average molecular weight in the range of about 20,000 to 300,000, a vinyl content prior to hydrogenation of about 20 to 95 weight percent, a copolymerized monovinylarene content of 20 to 80 weight percent, and a nitrogen content of about 0.01 to 5 weight percent.
Claim 5
Dependent Claim 48 words
A composition according to claim 3 wherein said grafted copolymer has a number average molecular weight in the range of about 25,000 to 100,000, a copolymerized monovinylarene content of 50 to 65 weight percent, and a vinyl content prior to hydrogenation of about 20 to 70 weight percent.
Claim 6
Dependent Claim 51 words
A composition according to claim 4 wherein the mineral oil is a lubricating oil and has a viscosity at 210° F. in the range of about 30 to 250 SUS, and said organonitrogen compound grafted hydrogenated copolymer exhibits a nitrogen content in the range of about 0.05 to 0.5 weight percent.
Claim 7
Dependent Claim 33 words
A composition according to claim 5 wherein said grafted copolymer is employed in an amount in the range of about 0.5 to 10 volume percent relative to the total oil excluding other additives.
Claim 8
Dependent Claim 25 words
A composition according to claim 6 wherein said nitrogen-containing compound is selected from the group consisting of 4-dimethylaminopyridine, 4-diethylaminopyridine, 4-dipropylaminopyridine, 4-(N-dimethylamino-methyl)pyridine, 4-(N-diethylamino-methyl)pyridine, 4-(N-dimethylamino-ethyl)pyridine, and 4-(N-diethylamino-ethyl)pyridine.
Claim 9
Dependent Claim 26 words
A composition according to claim 7 wherein said copolymer is a copolymer of butadiene and styrene, isoprene and styrene, butadiene and α-methylstyrene, or isoprene and α-methylstyrene.
Claim 10
Dependent Claim 35 words
The composition according to claim 8 wherein said hydrogenated copolymer is a 41/59 weight percent hydrogenated butadiene/styrene block copolymer having a block styrene content of about 20 weight percent, and said nitrogen-containing compound is 4-dimethylaminopyridine.
Claim 11
Dependent Claim 48 words
The composition of claim 1 wherein said copolymer is selected from copolymers represented by B/A, B/A-A, A-B, and mixtures, wherein B/A represents a randomized block of conjugated diene/monovinylarene, which can be tapered, A represents homopolymeric block of polymerized monovinylarene, and B represents a block of homopolymerized polyconjugated diene.
Claim 12
Dependent Claim 30 words
The composition of claim 1 wherein said copolymer contains a random block B/A, and wherein the block polystyrene content is in the range of about 15 to 25 weight percent.
Claim 13
Dependent Claim 41 words
The composition of claim 1 wherein said base oil is a lubricating oil having a minimum VI of about 130, wherein said grafted copolymer is employed in an amount of about 0.5 to 5 volume percent relative to the base oil.
Claim 14
Dependent Claim 30 words
The composition of claim 1 wherein said base oil is an automotive transmission fluid wherein said grafted copolymer is employed in an amount of about 3 to 5 volume percent.
Claim 15
Dependent Claim 29 words
The composition of claim 1 wherein said base oil is an aviation oil wherein said grafted copolymer is employed in an amount of about 8 to 9 volume percent.
Claim 16
Dependent Claim 46 words
An oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer, said copolymer prepared by the process which comprises lithiating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting lithiated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 17
Dependent Claim 46 words
An oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer, said copolymer prepared by the process which comprises lithiating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting lithiated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 18
Dependent Claim 73 words
The copolymer of claim 15 wherein said 4-substituted aminopyridine is represented by ##STR5## wherein each R' individually represents any of hydrogen, or hydrocarbonous aliphatic, cycloaliphatic, or aromatic radicals, or combinations thereof; each R" individually represents any of hydrocarbonous aliphatic, cycloaliphatic, or aromatic radicals, or combinations thereof; n is zero or a whole number of 1 to 6; such that R' when other than hydrogen and R" each contain 1 to 12 carbon atoms.
Claim 19
Dependent Claim 59 words
A copolymer according to claim 15 wherein said nitrogen-containing grafted copolymer has a number average molecular weight in the range of about 20,000 to 300,000, a vinyl content prior to hydrogenation of about 20 to 95 weight percent, a copolymerized monovinylarene content of 20 to 80 weight percent, and a nitrogen content of about 0.01 to 5 weight percent.
Claim 20
Dependent Claim 48 words
A copolymer according to claim 17 wherein said grafted copolymer has a number average molecular weight in the range of about 25,000 to 100,000, a copolymerized monovinylarene content of 50 to 65 weight percent, and a vinyl content prior to hydrogenation of about 20 to 70 weight percent.
Claim 21
Dependent Claim 27 words
A copolymer according to claim 4 wherein said organonitrogen compound grafted hydrogenated copolymer exhibits a nitrogen content in the range of about 0.05 to 0.5 weight percent.
Claim 22
Dependent Claim 25 words
A copolymer according to claim 15 wherein said nitrogen-containing compound is selected from the group consisting of 4-dimethylaminopyridine, 4-diethylaminopyridine, 4-dipropylaminopyridine, 4-(N-dimethylamino-methyl)pyridine, 4-(N-diethylamino-methyl)pyridine, 4-(N-dimethylamino-ethyl)pyridine, and 4-(N-diethylamino-ethyl)pyridine.
Claim 23
Dependent Claim 26 words
A copolymer according to claim 20 wherein said copolymer is a copolymer of butadiene and styrene, isoprene and styrene, butadiene and α-methylstyrene, or isoprene and α-methylstyrene.
Claim 24
Dependent Claim 35 words
The copolymer according to claim 19 wherein said hydrogenated copolymer is a 41/59 weight percent hydrogenated butadiene/styrene block copolymer having a block styrene content of about 20 weight percent, and said nitrogen-containing compound is 4-dimethylaminopyridine.
Claim 25
Dependent Claim 48 words
The copolymer of claim 15 wherein said copolymer is selected from copolymers represented by B/A, B/A-A, A-B, and mixtures, wherein B/A represents a randomized block of conjugated diene/monovinylarene, which can be tapered, A represents homopolymeric block of polymerized monovinylarene, and B represents a block of homopolymerized polyconjugated diene.
Claim 26
Dependent Claim 30 words
The copolymer of claim 15 wherein said copolymer contains a random block B/A, and wherein the block polystyrene content is in the range of about 15 to 25 weight percent.
Claim 27
Dependent Claim 44 words
A process of preparing an oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer which comprises metalating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting metalated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 28
Dependent Claim 44 words
A process of preparing an oil soluble organo nitrogen compound grafted hydrogenated conjugated diene/monovinylarene copolymer which comprises metalating a hydrogenated conjugated diene hydrocarbon/monovinylarene hydrocarbon copolymer, and reacting the resulting metalated hydrogenated copolymer with effective amounts of a 4-substituted aminopyridine, thereby preparing said grafted copolymer.
Claim 29
Dependent Claim 73 words
The process of claim 25 wherein said 4-substituted aminopyridine is represented by ##STR6## wherein each R' individually represents any of hydrogen, or hydrocarbonous aliphatic, cycloaliphatic, or aromatic radicals, or combinations thereof; each R" individually represents any of hydrocarbonous aliphatic,, cycloaliphatic, or aromatic radicals, or combinations thereof; n is zero or a whole number of 1 to 6; such that R' when other than hydrogen and R" each contain 1 to 12 carbon atoms.
Claim 30
Dependent Claim 60 words
A process according to claim 26 wherein the resulting nitrogen-containing grafted copolymer exhibits a number average molecular weight in the range of about 20,000 to 300,000 a vinyl content prior to hydrogenation of about 20 to 95 weight percent, a copolymerized monovinylarene content of 20 to 80 weight percent, and a nitrogen content of about 0.01 to 5 weight percent.
Claim 31
Dependent Claim 50 words
A process according to claim 27 wherein the resulting nitrogen-containing grafted copolymer exhibits a number average molecular weight in the range of about 25,000 to 100,000, a copolymerized monovinylarene content of 50 to 65 weight percent, and a vinyl content prior to hydrogenation of about 20 to 70 weight percent.
Claim 32
Dependent Claim 27 words
A process according to claim 28 wherein said organonitrogen compound grafted hydrogenated copolymer exhibits a nitrogen content in the range of about 0.05 to 0.5 weight percent.
Claim 33
Dependent Claim 27 words
A process according to claim 25 or 27 wherein said nitrogen-containing compound is selected from the group consisting of 4-dimethylaminopyridine, 4-diethylaminopyridine, 4-dipropylaminopyridine, 4-(N-dimethylamino-methyl)pyridine, 4-(N-diethylamino-methyl)pyridine, 4-(N-dimethylamino-ethyl)pyridine, and 4-(N-diethylamino-ethyl)pyridine.
Claim 34
Dependent Claim 26 words
A process according to claim 30 wherein said copolymer is a copolymer of butadiene and styrene, isoprene and styrene, butadiene and α-methylstyrene, or isoprene and α-methylstyrene.
Claim 35
Dependent Claim 35 words
The process according to claim 27 wherein said hydrogenated copolymer is a 41/59 weight percent hydrogenated butadiene/styrene block copolymer having a block styrene content of about 20 weight percent, and said nitrogen-containing compound is 4-dimethylaminopyridine.
Claim 36
Dependent Claim 48 words
The process of claim 25 wherein said copolymer is selected from copolymers represented by B/A, B/A-A, A-B, and mixtures, wherein B/A represents a randomized block of conjugated diene/monovinylarene, which can be tapered, A represents homopolymeric block of polymerized monovinylarene, and B represents a block of homopolymerized polyconjugated diene.
Claim 37
Dependent Claim 30 words
The process of claim 25 wherein said copolymer contains a random block B/A, and wherein the block polystyrene content is in the range of about 15 to 25 weight percent.

References Cited (Backward Citations)

US3554911A Cited
US3772196A Cited
US4085055A Cited
US4145298A Cited
US4229308A Cited
FR2437418B1 Cited
FR2437417B1 Cited
US4238202A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-09-05 1987-03-07 1987-09-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-09-05 1991-03-07 1991-09-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-09-05 1995-03-07 1995-09-06 $7700.00 Window Closed / Lapsed

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