GB759918A - Lubricant composition - Google Patents
Lubricant compositionInfo
- Publication number
- GB759918A GB759918A GB27404/53A GB2740453A GB759918A GB 759918 A GB759918 A GB 759918A GB 27404/53 A GB27404/53 A GB 27404/53A GB 2740453 A GB2740453 A GB 2740453A GB 759918 A GB759918 A GB 759918A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- polypolar
- alcohol
- copolymer
- aliphatic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
- C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
- C10M145/14—Acrylate; Methacrylate
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol, aldehyde, ketonic, ether, ketal or acetal radical
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
- C10M145/16—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate polycarboxylic
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
- C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/005—Macromolecular compounds, e.g. macromolecular compounds composed of alternatively specified monomers not covered by the same main group
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/22—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/082—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type monocarboxylic
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
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- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/086—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
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- C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
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- C10M2213/06—Perfluoro polymers
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
- C10M2217/023—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group the amino group containing an ester bond
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- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
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- C10M2227/02—Esters of silicic acids
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
An oil-soluble copolymer comprises monomer units of (A) an ethylenic compound which contains a group of from 4 to 30 aliphatic or cycloaliphatic carbon atoms; and (B) an aliphatic alpha, beta-unsaturated carboxylic acid, wherein at leaast a proportion of the carboxyl groups are ester linked to a polypolar alcohol in which at least half and not less than two of the carbon atoms are attached to hydroxy, nitro, mercapto and/or amino polar groups, the copolymer molecule containing from 1 to 20 monomer units for each (B), and not more than 10 units of an ester of the (B) component with a polypolar alcohol, the molecular weight of the copolymer being at least 2000. Compounds of type (A), of which numerous examples are provided, are aliphatic, cycloaliphatic and aromatic mono-olefines, diolefines, vinyl, allyl, propenyl, isopropenyl, methallyl, crotyl, decenyl and eicosenyl ethers, and esters of unsaturated acids and unsaturated alcohols. Compounds of type (B) specified are acrylic, methacrylic, crotonic, tiglic, angelic, alpha-ethylacrylic, alpha-methylcrotonic, alpha-ethylcrotonic, beta-ethylcrotonic, alpha-butylcrotonic, hydrosorbic, maleic, fumaric, citraconic, mesaconic, itaconic and aconitic acids. Polypolar alcohols specified with which the above acids are esterified are ethylene glycol, glycerine, ethanolamine, diethanolamine, triethanolamine, 1,2-propylene glycol, sorbitol, mannitol, glucose, erythritol, pentaerythritol, dipentaerythritol, tripentaerythritol, nitroethanol, mercaptoethanol, 3-mercaptopropanol, 3,5 - dihydroxycyclohexanol, hydroxyethylethylenediamine, N,N1 - dihydroxyethylethylenediamine and 2-aza-propanol. The copolymers may be prepared by (1) copolymerizing the monomer components to produce the desired copolymer, for example by copolymerizing a mixture of dodecyl methacrylate, methacrylic acid and pentaerythritol monomethacrylate, or a mixture of 2-ethylhexyl allyl ether, acrylic acid and 2-hydroxyethyl methacrylate; (2) partially hydrolysing a homopolymer such as polydodecyl methacrylate and then esterifying the resulting carboxyl groups with a polypolar alcohol such as pentaerythritol or ethanolamine; (3) preparing an acid copolymer, for example of maleic anhydride and 2-ethylhexyl acrylate and then esterifying the carboxyl groups thereof with a polypolar alcohol such as pentaerythritol; and (4) preparing an acid copolymer, for example of maleic anhydride and allyl stearate, and first esterifying a proportion of the carboxyl groups with dodecyl alcohol and then esterifying a proportion of the remaining carboxyl groups with a polypolar alcohol such as ethanolamine or dihydroxyethylene diamine. The copolymers, or their polymeric intermediates, may be prepared by bulk, emulsion or, preferably, solution methods, suitable solvents being benzene, toluene, xylene or petroleum naphtha. Polymerization may be assisted by catalysts such as benzoyl peroxide, acetyl peroxide, tert. butyl hydroperoxide, ditert. butyl peroxide, dibenzoyl peroxide, ditert. amyl peroxide, 1,11-azodicyclohexane carbonitrile or alpha,alpha1-azodi-isobutyronitrile. As the polymerization proceeds catalyst can be added in increments and additional portions of solvent can also be added from time to time. The copolymers are used as additives to lubricating oils which may be natural hydrocarbon lubricants or synthetic lubricants such as alkylated wax, hydrogenated polymers of hydrocarbons, condensation products of chlorinated alkyl hydrocarbons with aryl compounds, polymers of propylene and/or ethylene oxides, oils obtained by the etherification and/or esterification of alkylene oxide polymers, e.g. the acetate of the 2-ethylhexanol initiated polymer of propylene oxide, tricresyl phosphate, di-(2-ethylhexyl) sebacate, and silicate esters.ALSO:Lubricating compositions comprise a major proportion of an oil of lubricating viscosity and a minor proportion sufficient to enhance the detergent characteristics of the oil of a copolymer of (A) an organic compound which contains an ethylenic linkage and, in addition, a group of from 4 to 30 aliphatic or cycloaliphatic carbon atoms, and (B) an aliphatic alpha, betaunsaturated carboxylic acid, wherein at least a proportion of the carboxyl groups of the (B) component are ester linked to a polypolar alcohol in which at least half and not less than two of the carbon atoms present therein are attached to hydroxy, nitro, mercapto, and/or amino polar groups, the copolymer molecule containing from 1 to 20 monomer units of the (A) component for each monomer unit of the (B) component, and not more than 10 units of a ester of the (B) component with a polypolar alcohol, the total number of monomer units in each copolymer being such that a molecular weight of at least 2000 is obtained. Compounds of type (A), of which numerous examples are provided are aliphatic, cycloaliphatic and aromatic mono-olefines, diolefines, vinyl allyl, propenyl, isopropenyl, methallyl, crotyl, decenyl and eicosenyl ethers, and esters of unsaturated alcohols and unsaturated acids. Compounds of type (B) specified are acrylic, methacrylic, crotonic, tiglic, angelic, alpha-ethylacrylic, alpha-methylcrotonic, alpha-ethylcrotonic, beta-ethylcrotonic, alpha-butylcrotonic, hydrosorbic, maleic, fumaric atraconic, mesaconic, itaconic, and fumaric acids. Polypolar alcohols specified with which the above acids are esterified are ethylene glycol, glycerine, ethanolamine, diethanolamine, triethanolamine, 1, 2 - propylene glycol, sorbitol, mannitol, glucose, erythritol, pentaerythritol, dipentaerythritol, tripentaerythritol, nitroethanol, mercaptoethanol, 3 - mercaptopropanol, 3, 5 - dihydroxycyclohexanol, hydroxyethylene diamine, N, N1 - dihydroxyethylethylene diamine, and 2 - aza - propanol. The lubricating oils used may be natural hydrocarbon lubricants or synthetic lubricants such as alkylated waxes, hydrogenated polymers of hydrocarbons, condensation products of chlorinated alkyl hydrocarbons with aryl compounds, polymers of propylene and/or ethylene oxides, oils obtained by the etherification and/or esterification of alkylene oxide polymers, e.g. the acetate of the 2-ethylhexanol initiated polymer of propylene oxide, tricresyl phosphate, di(2 - ethylhexyl)sebacate, and silicate esters.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US759918XA | 1952-10-22 | 1952-10-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB759918A true GB759918A (en) | 1956-10-24 |
Family
ID=22129231
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27404/53A Expired GB759918A (en) | 1952-10-22 | 1953-10-06 | Lubricant composition |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB759918A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1094392B (en) * | 1959-08-12 | 1960-12-08 | Roehm & Haas Gmbh | Lubricating oil additives |
US3033790A (en) * | 1958-06-17 | 1962-05-08 | Shell Oil Co | Lubricating composition |
DE1135604B (en) * | 1958-11-18 | 1962-08-30 | Shell Int Research | lubricant |
DE1248204B (en) * | 1958-04-21 | 1967-08-24 | California Research Corp | Lubricating oil |
EP0471266A1 (en) * | 1990-08-11 | 1992-02-19 | Röhm Gmbh | Use of oligomers, respectively cooligomers of (meth)acrylates esters and 1-alkenes as synthetic oils |
WO2008058108A2 (en) * | 2006-11-08 | 2008-05-15 | The Lubrizol Corporation | Crosslinked polymer |
-
1953
- 1953-10-06 GB GB27404/53A patent/GB759918A/en not_active Expired
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1248204B (en) * | 1958-04-21 | 1967-08-24 | California Research Corp | Lubricating oil |
US3033790A (en) * | 1958-06-17 | 1962-05-08 | Shell Oil Co | Lubricating composition |
DE1135604B (en) * | 1958-11-18 | 1962-08-30 | Shell Int Research | lubricant |
DE1094392B (en) * | 1959-08-12 | 1960-12-08 | Roehm & Haas Gmbh | Lubricating oil additives |
US3163605A (en) * | 1959-08-12 | 1964-12-29 | Roehm & Haas Gmbh | Lubricating oil additives |
EP0471266A1 (en) * | 1990-08-11 | 1992-02-19 | Röhm Gmbh | Use of oligomers, respectively cooligomers of (meth)acrylates esters and 1-alkenes as synthetic oils |
WO2008058108A2 (en) * | 2006-11-08 | 2008-05-15 | The Lubrizol Corporation | Crosslinked polymer |
WO2008058108A3 (en) * | 2006-11-08 | 2008-10-02 | Lubrizol Corp | Crosslinked polymer |
US8012917B2 (en) | 2006-11-08 | 2011-09-06 | The Lubrizol Corporation | Crosslinked polymer |
CN101548002B (en) * | 2006-11-08 | 2013-04-24 | 卢布里佐尔公司 | Crosslinked polymer |
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