GB683465A - Lubricating oil additives - Google Patents
Lubricating oil additivesInfo
- Publication number
- GB683465A GB683465A GB2011/49A GB201149A GB683465A GB 683465 A GB683465 A GB 683465A GB 2011/49 A GB2011/49 A GB 2011/49A GB 201149 A GB201149 A GB 201149A GB 683465 A GB683465 A GB 683465A
- Authority
- GB
- United Kingdom
- Prior art keywords
- decyl
- itaconate
- alkyl
- oxo
- copolymers
- 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
- 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
- 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
- C10M2209/086—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
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
-
- 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
-
- 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
-
- 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
- C10M2217/024—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 amido or imido group
-
- 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
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Copolymers are prepared from (1) an ester of an a -methylene dicarboxylic acid, e.g. of the general formula <FORM:0683465/IV (a)/1> in which R and R1 are the same or different alkyl groups and n is an integer from 0 to 3, e.g. itaconic, a -methylene malonic, glutaric and adipic esters, and (2) a monomer containing an ethylenic double bond and oxygen in the form of carboxyl, carbonyl or ether groupings, e.g. an ester of the general formula <FORM:0683465/IV (a)/2> where R is hydrogen or alkyl, R1 is hydrogen or halogen, R11 is hydrogen, alkyl or halogen and R111 is an alkyl, alicyclic, aralkyl or alphyl radical, with unsaturation either in the acid group, e.g. methyl acrylate or methacrylate and crotonate and halogenated derivatives thereof, or in the alcohol group, e.g. vinyl acetate, propionate and butyrate, at least one of the monomers containing a C6 to C24 open-chain hydrocarbon radical. Ester groups may be derived from alcohols such as methyl, ethyl, butyl, octyl, decyl or lauryl, or mixtures of C10 to C18 alcohols derived from hydrogenated coconut oil, branched-chain primary alcohols, those synthesized from carbon-monoxide and hydrogen or by the "oxo" reaction from olefines, from cyclohexanol, methylcyclohexanol, hydrogenated alkyl phenols, phenylethanol, alkylated phenols or cresols, which in turn may contain other functional groups such as -NH2, -CN, -NO2, -OR, or -O-O(CH2)n-O-R, or from synthetic saturated or unsaturated acids derived from the oxidation of "oxo" aldehydes or the reaction of olefines, carbon-monoxide, and water. Instead of the diesters (1), half esters may be used and the resulting copolymer may then be reacted with an alcohol, a primary or secondary amine, ammonia or a metal compound. Bulk or emulsion polymerization methods may be used with a catalyst, e.g. benzoyl peroxide, t.-butyl or cumene hydroperoxide, aluminium chloride, boron trifluoride, ultra-violet light or activated clay with or without a diluent such as a mineral oil. Examples describe the preparation of copolymers of "Lorol" (Registered Trade Mark) B itaconate and vinyl acetate, methyl acrylate or methyl methacrylate; decyl itaconate and methyl acrylate or methacrylate; dimethyl itaconate and decyl or octyl decyl methacrylate, or octyl (oxo), decyl, lauryl or "Lorol" R acrylate; diethyl or dibutyl itaconate and octyl (oxo) acrylate. The copolymers of molecular weight 1000 to 50,000 may be blended with lubricating oils as viscosity index improvers and pour-point depressants. Specifications 666,990 and 13819/40 (as open to inspection under Sect. 91) are referred to.ALSO:N-Decyl itaconate is prepared by heating n-decanol and itaconic acid in naphtha with sulphosalicylic acid as a catalyst, and purified by washing with 5 per cent sodium bicarbonate solution, then with water, stripping off the naphtha with nitrogen and filtering through diatomaceous earth. Specifications 666,990, [Group IV (a)], and 13819/40 (as open to inspection under Sect. 91) are referred to.ALSO:Copolymers of esters of a-methylene dicarboxylic acids with monomers containing an ethylenic double bond and oxygen in the form of carboxyl, carbonyl or ether groups, at least one of the monomers containing a C6 to C24 open chain hydrocarbon radical (see Group IV (a)) are used as viscosity index improvers and pour point depressants for mineral oils derived from paraffinic, naphthenic, or asphaltic crudes and synthetic oils. The copolymer may comprise 0.01 to 10 per cent by weight of the total composition. Rust inhibitors, detergents, extreme pressure agents and dyes may also be added.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2011/49A GB683465A (en) | 1949-01-25 | 1949-01-25 | Lubricating oil additives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2011/49A GB683465A (en) | 1949-01-25 | 1949-01-25 | Lubricating oil additives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB683465A true GB683465A (en) | 1952-11-26 |
Family
ID=9732021
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2011/49A Expired GB683465A (en) | 1949-01-25 | 1949-01-25 | Lubricating oil additives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB683465A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1015564B (en) * | 1952-12-06 | 1957-09-12 | California Research Corp | Lubricating oil for internal combustion engines |
US2955995A (en) * | 1955-12-02 | 1960-10-11 | Exxon Research Engineering Co | Solvents for radiochemical reactions |
US5478368A (en) * | 1990-04-19 | 1995-12-26 | Exxon Chemical Patents Inc. | Additives for distillate fuels and distillate fuels containing them |
US5593466A (en) * | 1985-09-06 | 1997-01-14 | Exxon Chemical Patents Inc | Oil and fuel oil compositions |
US10711165B2 (en) | 2014-03-11 | 2020-07-14 | Rohm And Haas Company | Aqueous adhesive composition |
-
1949
- 1949-01-25 GB GB2011/49A patent/GB683465A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1015564B (en) * | 1952-12-06 | 1957-09-12 | California Research Corp | Lubricating oil for internal combustion engines |
US2955995A (en) * | 1955-12-02 | 1960-10-11 | Exxon Research Engineering Co | Solvents for radiochemical reactions |
US5593466A (en) * | 1985-09-06 | 1997-01-14 | Exxon Chemical Patents Inc | Oil and fuel oil compositions |
US5478368A (en) * | 1990-04-19 | 1995-12-26 | Exxon Chemical Patents Inc. | Additives for distillate fuels and distillate fuels containing them |
US10711165B2 (en) | 2014-03-11 | 2020-07-14 | Rohm And Haas Company | Aqueous adhesive composition |
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