US5298565A
Expired / Lapsed
US
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Graft copolymers and lubricants containing such as dispersant-viscosity improvers
Assignee: Lubrizol Corp
•
Filing: 1993-06-01
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Granted: 1994-03-29
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Expires: 2013-06-01
Abstract
Abstract A graft polymer is prepared by grafting, onto a polymeric substantially saturated hydrocarbon backbone, a free-radical polymerizable vinyl nitrogen monomer, which grafting takes place with improved efficiency in the presence of minor amounts of a volatile aliphatic hydrocarbon substituted aromatic solvent capable of free-radical hydrogen atom chain transfer. The modified hydrocarbon based polymer finds utility as an additive for lubricating oils, particularly as dispersant-viscosity improvers for engine oils.
Inventors
- 👤 Richard M. Lange
- 👤 Carmen V. Luciani
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 04:02
CPC Classifications
C; C10; C10M; C10M151/00; C10M151/02; C08; C08F; C08F255/00; C08F279/00; C08F279/02; C10M149/00; C10M149/02; C10M149/04; C10M149/06; C10M149/10; C10M2205/00; C10M2205/02; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/06; C10M2215/064; C10M2215/24; C10M2215/26; C10M2217/00; C10M2217/02; C10M2217/022; C10M2217/023; C10M2217/024; C10M2217/028; C10M2217/04; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/02; C10M2219/022; C10M2219/024; C10M2219/04; C10M2219/044; C10M2219/046; C10M2219/08; C10M2219/082; C10M2219/087; C10M2219/088; C10M2219/089; C10M2221/00; C10M2221/02; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10N; C10N2010/00; C10N2010/04; C10N2040/00; C10N2040/25; C10N2040/251; C10N2040/255; C10N2040/28
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
136 words
A graft polymer, prepared by grafting onto an oil soluble or dispersible substantially saturated hydrocarbon polymer backbone, a free radical-polymerizable vinyl nitrogen monomer in the presence of from about 15% to about 45% by weight based on the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent, capable of free-radical hydrogen atom chain transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, mesitylene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes containing a total of from 1 to about 4 alkyl groups, wherein each alkyl group contains from 1 to about 6 carbon atoms, and the total number of carbon atoms in all alkyl groups does not exceed about 10, and phenyl substituted alkanes, wherein the alkane contains from 4 to about 9 carbons.
Claim 2
Dependent Claim
136 words
A graft polymer, prepared by grafting onto an oil soluble or dispersible substantially saturated hydrocarbon polymer backbone, a free radical-polymerizable vinyl nitrogen monomer in the presence of from about 15% to about 45% by weight based on the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent, capable of free-radical hydrogen atom chain transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, mesitylene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes containing a total of from 1 to about 4 alkyl groups, wherein each alkyl group contains from 1 to about 6 carbon atoms, and the total number of carbon atoms in all alkyl groups does not exceed about 10, and phenyl substituted alkanes, wherein the alkane contains from 4 to about 9 carbons.
Claim 3
Dependent Claim
68 words
The graft polymer according to claim 1 wherein the backbone is an oil soluble or dispersible polymer or copolymer selected from the group consisting of a) hydrogenated homopolymers of conjugated dienes, b) hydrogenated copolymers of a conjugated diene with one or more olefins or other conjugated dienes, c) copolymers of alpha-olefins having from 2 to about 18 carbon atoms, and d) hydrogenated lower olefin non-conjugated diene modified terpolymers.
Claim 4
Dependent Claim
25 words
The graft polymer of claim 1 wherein the backbone is derived from monomers comprising conjugated dienes selected from the group consisting of 1,3,-butadiene and isoprene.
Claim 5
Dependent Claim
35 words
The graft polymer of claim 1 wherein the backbone comprises b) a hydrogenated copolymer of a conjugated diene with an olefin, wherein the olefin is selected from the group consisting of styrene and methyl styrene.
Claim 6
Dependent Claim
45 words
The graft polymer of claim 1 wherein the backbone comprises c) a hydrogenated copolymer of alpha-olefins having from 2 to about 18 carbon atoms which is selected from the group consisting of Ziegler-Natta catalyzed copolymers of mixed aliphatic alpha-olefins and aliphatic alpha-olefin mixtures with styrene.
Claim 7
Dependent Claim
51 words
The graft polymer according to claim 1 wherein the free radical-polymerizable, vinyl nitrogen monomer is selected from the group consisting of vinyl pyridines, N-vinylpyrrolidone, N-vinylcarbazole, N-vinylimidazole, N,N-dimethyl-aminoethylmethacrylate and the corresponding acrylate, N,N-dimethylaminopropyl methacrylamide and the corresponding acrylamide, diacetone acrylamide, N-alkyl maleamic acids and esters thereof, 2-vinyl-1,3-thiazolines, 2-vinyl-1,3-oxazolines, and 2-acrylamido-2-methyl-propane sulfonic acid.
Claim 8
Dependent Claim
15 words
The graft polymer according to claim 1 wherein the aromatic solvent is toluene or xylene.
Claim 9
Dependent Claim
159 words
A process for the preparation of a graft polymer, which process comprises reacting, at a temperature between about 80° C. and 200° C., a free radical-polymerizable vinyl nitrogen monomer with an oil soluble or dispersible hydrocarbon polymer backbone in the presence of a catalytic 6 amount of a free radical-generating reagent and from about 15% to about 45% by weight based upon the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent, capable of free-radical hydrogen atom chain-transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene,mesitylene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes containing a total of from 1 to about 4 alkyl groups, wherein each alkyl group contains from 1 to about 6 carbon atoms, and the total number of carbon atoms in all alkyl groups does not exceed about 10, and phenyl substituted alkanes, wherein the alkane contains from 4 to about 9 carbons.
Claim 10
Dependent Claim
159 words
A process for the preparation of a graft polymer, which process comprises reacting, at a temperature between about 80° C. and 200° C., a free radical-polymerizable vinyl nitrogen monomer with an oil soluble or dispersible hydrocarbon polymer backbone in the presence of a catalytic 6 amount of a free radical-generating reagent and from about 15% to about 45% by weight based upon the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent, capable of free-radical hydrogen atom chain-transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene,mesitylene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes containing a total of from 1 to about 4 alkyl groups, wherein each alkyl group contains from 1 to about 6 carbon atoms, and the total number of carbon atoms in all alkyl groups does not exceed about 10, and phenyl substituted alkanes, wherein the alkane contains from 4 to about 9 carbons.
Claim 11
Dependent Claim
68 words
The process according to claim 8 wherein the hydrocarbon polymer backbone is an oil soluble or dispersible polymer or copolymer selected from the group consisting of a) hydrogenated homopolymers of conjugated dienes, b) hydrogenated copolymers of a conjugated diene with one or more olefins or other conjugated dienes, c) copolymers of alpha-olefins having from 2 to about 18 carbon at atoms, and d) hydrogenated lower olefin-diene modified terpolymers.
Claim 12
Dependent Claim
26 words
The process according to claim 9 wherein the hydrocarbon polymer is derived from monomers comprising conjugated dienes selected from the group consisting of 1,3-butadiene and isoprene.
Claim 13
Dependent Claim
36 words
The process according to claim 9 wherein the hydrocarbon copolymer comprises b) a hydrogenated copolymer of a conjugated diene with an olefin, wherein the olefin is selected from the group consisting of styrene and methyl styrene.
Claim 14
Dependent Claim
43 words
The process of claim 9 wherein c) the hydrocarbon copolymer comprises a copolymer of alpha-olefins having from 2 to about 18 carbon atoms, which is selected from the group consisting of Ziegler-Natta copolymers of mixed aliphatic alpha-olefins, and aliphatic alpha-olefin mixtures with styrene.
Claim 15
Dependent Claim
44 words
The process according to claim 8 wherein the free radical-polymerizable, vinyl nitrogen monomer is selected from the group consisting of vinyl pyridines, N-vinylpyrrolidone, N-vinylcarbazole, N-vinyl imidazole, N,N-dimethylaminoethyl methacrylate and the corresponding acrylate, and N,N-dimethylaminopropyl methacrylamide and the corresponding acrylamide, and 2-acrylamido-2-methyl propane sulfonic acid.
Claim 16
Dependent Claim
14 words
The process according to claim 9 wherein the aromatic solvent is toluene or xylene.
Claim 17
Dependent Claim
25 words
The process according to claim 8 wherein the hydrocarbon polymer is a styrene-diene copolymer and the free radical-generating reagent is an azo-group containing polymerization initiator.
Claim 18
Dependent Claim
126 words
A lubricating oil additive prepared by a process comprising reacting at a temperature between about 80° C. and 200° C., a free radical-polymerizable vinyl nitrogen monomer with a substantially saturated hydrocarbon polymer in the presence of a catalytic amount of a free radical-generating reagent and from about 15% to about 45% by weight, based upon the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent capable of free radical hydrogen atom chain-transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes, wherein the alkyl group contains from about 3 to about 9 carbon atoms, and phenyl substituted alkanes, wherein the alkane contains from about 4 to about 9 carbons.
Claim 19
Dependent Claim
126 words
A lubricating oil additive prepared by a process comprising reacting at a temperature between about 80° C. and 200° C., a free radical-polymerizable vinyl nitrogen monomer with a substantially saturated hydrocarbon polymer in the presence of a catalytic amount of a free radical-generating reagent and from about 15% to about 45% by weight, based upon the total weight of the reaction mixture, of a volatile aliphatic hydrocarbon-substituted aromatic solvent capable of free radical hydrogen atom chain-transfer, selected from the group consisting of toluene, xylene, ethylbenzene, diethylbenzene, 1,2,4-trimethylbenzene, tetralin, alkyl benzene bottoms, alkyl tetralins, alkyl naphthalenes and alkyl toluenes, wherein the alkyl group contains from about 3 to about 9 carbon atoms, and phenyl substituted alkanes, wherein the alkane contains from about 4 to about 9 carbons.
Claim 20
Dependent Claim
70 words
The lubricating oil additive of claim 16 wherein the hydrocarbon polymer is an oil soluble or dispersible polymer or a copolymer selected from the group consisting of a) hydrogenated homopolymers of conjugated dienes, b) hydrogenated copolymers of a conjugated diene with one or more olefins or other conjugated dienes, c) copolymers of alpha-olefins having from 2 to about 18 carbon atoms, and d) hydrogenated lower olefin non-conjugated diene modified terpolymers.
Claim 21
Dependent Claim
31 words
A concentrate for formulating lubricating compositions comprising a normally liquid, substantially inert organic solvent/diluent and from about 0.1 to about 80% by weight of the graft polymer described in claim 1.
Claim 22
Dependent Claim
32 words
A concentrate for formulating lubricating compositions comprising a normally liquid, substantially inert organic solvent/diluent and from about 0.1 to about 80% by weight of the lubricating oil additive described in claim 16.
Claim 23
Dependent Claim
25 words
A lubricating composition comprising a major amount of an oil of lubricating viscosity and a minor amount of the lubricating oil additive of claim 16.
Claim 24
Dependent Claim
25 words
A lubricating composition comprising a major amount of an oil of lubricating viscosity and a minor amount of the graft polymer according to claim 1.
Claim 25
Dependent Claim
25 words
A lubricating composition comprising a major amount of an oil of lubricating viscosity and a minor amount of the graft polymer according to claim 3.
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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) | 1997-03-28 | 1997-09-27 | 1998-03-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-03-28 | 2001-09-27 | 2002-03-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-03-28 | 2005-09-27 | 2006-03-29 | $7700.00 | Window Closed / Lapsed |