GB822620A - Lubricating oil additives - Google Patents
Lubricating oil additivesInfo
- Publication number
- GB822620A GB822620A GB24982/56A GB2498256A GB822620A GB 822620 A GB822620 A GB 822620A GB 24982/56 A GB24982/56 A GB 24982/56A GB 2498256 A GB2498256 A GB 2498256A GB 822620 A GB822620 A GB 822620A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- ester
- pyrrolidone
- oleophilic
- copolymer
- 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
-
- 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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
-
- 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
- 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
-
- 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
- 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
-
- 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
- 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
-
- 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
- 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
- C10M2203/106—Naphthenic fractions
-
- 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
- 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
- C10M2203/108—Residual fractions, e.g. bright stocks
-
- 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
- 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
-
- 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
- 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
-
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
-
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
A lubricating composition comprises a lubricating oil such as a petroleum base oil or a sebacate and up to 10% by weight of a copolymer of an N-vinyl pyrrolidone and an oleophilic ester containing olefinic unsaturation, in which ester oleophilic characteristics can be conferred by either the alcohol or acid moiety of the ester, the average length of the oleophilic alcohol or acid moiety of the ester ranging from 6 to 18, preferably 12 to 18, carbon atoms, and the N-vinyl pyrrolidone constituting from 5 to 50% by weight of the copolymer (see Group IV (a)). Preferred copolymers are those of N-vinyl-2-pyrrolidone with an acrylate or methacrylate of lauryl, myristyl, cetyl or stearyl alcohol or of commercially available mixtures thereof, or with vinyl caprylate. In an example, the copolymer also incorporates n-butyl methacrylate. A coating process comprises pouring on to an aluminium sheet a viscous mass obtained by copolymerizing N-vinyl-2-pyrrolidone and the acrylic acid ester of a C12-14 alkanol mixture in the presence of toluene, followed by baking for four hours at 150 DEG C. Aluminium and glass may be coated in a similar manner with a copolymer of N-vinyl-2-pyrrolidone and vinyl caprylate.ALSO:Relates to oil-soluble copolymers of an N-vinyl pyrrolidone and an oleophilic ester containing olefinic unsaturation, the oleophilic characteristics of the ester being conferred by either the alcohol or acid moiety of the ester, the average length of the oleophilic alcohol or acid moiety of the ester ranging from 6 to 18, preferably 12 to 18, carbon atoms, and the N-vinyl pyrrolidone constituting from 5 to 50% by weight of the copolymers. The N-vinyl pyrrolidone may be N-vinyl-2-pyrrolidone or a 3-methyl-, 5,5-dimethyl-, 3,3,5-trimethyl-, 3,5,5-trimethyl-, 3,3-dimethyl-5-alkyl-, 3,3-dimethyl-5-alkenyl- or 3,3-dimethyl-5-methoxy-N-vinyl pyrrolidone. The ester may be an acrylate or methacrylate of lauryl, myristyl, cetyl or stearyl alcohol or of commercially available mixtures thereof, or may be vinyl caprylate. Other monomers such as n-butyl methacrylate may be incorporated in the copolymer. Polymerization may be effected in solution in toluene, a heavy hydrocarbon oil or a chlorinated hydrocarbon, in the presence of a catalyst such as benzoyl, lauryl or acetyl peroxide, diisopropylbenzene or tertiary butyl hydroperoxide, azodiisobutyronitrile or a mixture of a hydroperoxide with a quaternary ammonium compound. The polymerization reaction may be stopped at a desired degree of polymerization by quenching with a solvent such as an oil. During the polymerization reaction a solution of catalyst in the solvent used may be added incrementally. The copolymers of the invention may be used as oil additives or to produce coatings which adhere to aluminium and glass.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA330141X | 1955-08-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB822620A true GB822620A (en) | 1959-10-28 |
Family
ID=4171420
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB24982/56A Expired GB822620A (en) | 1955-08-31 | 1956-08-15 | Lubricating oil additives |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH330141A (en) |
FR (1) | FR1161098A (en) |
GB (1) | GB822620A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3116248A (en) * | 1960-12-23 | 1963-12-31 | Shell Oil Co | Lubricating oil composition |
US3153632A (en) * | 1960-06-15 | 1964-10-20 | Shell Oil Co | Power transmission fluids |
US3208945A (en) * | 1963-05-31 | 1965-09-28 | California Research Corp | Rust resistant lubricant composition |
US3215631A (en) * | 1963-02-08 | 1965-11-02 | Shell Oil Co | Lubricants containing ashless nitrogencontaining polymeric detergents and complexes of acid aryl phosphates |
US3328283A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitors for use in oil refinery heat exchanger |
US3328285A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitor for use in heat exchangers of oil refinery equipment |
US3372120A (en) * | 1961-02-21 | 1968-03-05 | Lubrizol Corp | Lubricants containing polymeric additives |
WO2010003892A1 (en) * | 2008-07-10 | 2010-01-14 | M-I Swaco Norge As | Method of improving the cold flow properties of a paraffin-containing fluid |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL260895A (en) * | 1960-02-26 | |||
BE608231A (en) * | 1960-09-15 | |||
DE4139963A1 (en) * | 1991-12-04 | 1993-06-09 | Basf Ag, 6700 Ludwigshafen, De | REDISPERIBLE DISPERSION POWDER OF N-VINYLPYRROLIDONE VINYL ACETATE COPOLYMERISATE, THE PRODUCTION AND USE THEREOF |
-
1956
- 1956-08-15 GB GB24982/56A patent/GB822620A/en not_active Expired
- 1956-08-21 FR FR1161098D patent/FR1161098A/en not_active Expired
- 1956-08-30 CH CH330141D patent/CH330141A/en unknown
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3153632A (en) * | 1960-06-15 | 1964-10-20 | Shell Oil Co | Power transmission fluids |
US3116248A (en) * | 1960-12-23 | 1963-12-31 | Shell Oil Co | Lubricating oil composition |
US3372120A (en) * | 1961-02-21 | 1968-03-05 | Lubrizol Corp | Lubricants containing polymeric additives |
US3215631A (en) * | 1963-02-08 | 1965-11-02 | Shell Oil Co | Lubricants containing ashless nitrogencontaining polymeric detergents and complexes of acid aryl phosphates |
US3208945A (en) * | 1963-05-31 | 1965-09-28 | California Research Corp | Rust resistant lubricant composition |
US3328283A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitors for use in oil refinery heat exchanger |
US3328285A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitor for use in heat exchangers of oil refinery equipment |
WO2010003892A1 (en) * | 2008-07-10 | 2010-01-14 | M-I Swaco Norge As | Method of improving the cold flow properties of a paraffin-containing fluid |
AU2009268130B2 (en) * | 2008-07-10 | 2012-05-10 | Schlumberger Norge As | Method of improving the cold flow properties of a paraffin-containing fluid |
Also Published As
Publication number | Publication date |
---|---|
FR1161098A (en) | 1958-08-20 |
CH330141A (en) | 1958-05-31 |
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