GB814572A - Improvements in and relating to lubricating compositions - Google Patents

Improvements in and relating to lubricating compositions

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Publication number
GB814572A
GB814572A GB12431/57A GB1243157A GB814572A GB 814572 A GB814572 A GB 814572A GB 12431/57 A GB12431/57 A GB 12431/57A GB 1243157 A GB1243157 A GB 1243157A GB 814572 A GB814572 A GB 814572A
Authority
GB
United Kingdom
Prior art keywords
vinyl
copolymers
fluorine
lauryl
methacrylate
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
Application number
GB12431/57A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB814572A publication Critical patent/GB814572A/en
Expired legal-status Critical Current

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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M149/00Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/10Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
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    • C10M145/00Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of a saturated carboxylic or carbonic acid
    • C10M145/08Vinyl esters of a saturated carboxylic or carbonic acid
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    • C10M145/00Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10Macromolecular 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
    • C10M145/12Macromolecular 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
    • C10M145/14Acrylate; Methacrylate
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
    • C10M2201/082Inorganic acids or salts thereof containing nitrogen
    • C10M2201/083Inorganic acids or salts thereof containing nitrogen nitrites
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2209/04Macromolecular 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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    • C10M2209/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
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    • C10M2209/08Macromolecular 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
    • C10M2209/084Acrylate; Methacrylate
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    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/101Condensation polymers of aldehydes or ketones and phenols, e.g. Also polyoxyalkylene ether derivatives thereof
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    • C10M2211/02Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
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    • C10M2211/02Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/024Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic
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    • C10M2211/04Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
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    • C10M2211/044Acids; Salts or esters thereof
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    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/065Phenyl-Naphthyl amines
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/047Thioderivatives not containing metallic elements
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/12Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
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    • C10M2225/00Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
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    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives

Abstract

Lubricating oil compositions with good viscosity-temperature characteristics comprise a major proportion of a mineral lubricating oil, a minor proportion of a polymer or copolymer of one or more esters of the general formula <FORM:0814572/III/1> where Y is <FORM:0814572/III/2> or <FORM:0814572/III/3> X is H or a hydrocarbon group and R is a monovalent hydrocarbon radical, preferably a C8-20 radical, or a copolymer of such an ester with a polymerizable heterocyclic nitrogen base compound and a minor proportion of an organic fluorine-containing compound either in addition to or as part of the polymer. The base oils may be derived from paraffinic, naphthenic, asphaltic or mixed base crude petroleum stocks. Examples of copolymers include those of octyl and lauryl methacrylates; vinyl stearate and laurate; 2-methyl-5-vinyl pyridine and lauryl or octadecyl methacrylate; N-vinyl pyrrolidone and lauryl or octadecyl methacrylate; and terpolymers such as 2-methyl-5-vinyl pyridine with lauryl and octadecyl methacrylates. Many examples of organic fluorine-containing compounds are given including fluorinated C5.50 aliphatic, cycloaliphatic and aromatic hydrocarbons, amines, ethers, acids, alcohols, esters and amides. The fluorinated compound or mixture thereof may comprise 0.01 to 10 per cent wt. of the whole composition. The fluorine compound may be a monomeric unit of the copolymer, in which case it may account for between 1 and 5 per cent of the molecular weight of the polymer. Suitable fluorine-containing monomers are trifluorovinyl chloride, trifluoromethyl acrylonitrile, vinyl trifluoro acetate and perfluorobutyl acrylate which may be copolymerized with vinyl pyridines or pyrrolidones and methacrylates. The molecular weights of the polymers may be: for ester polymers and copolymers over 104 and preferably below 106; for ester/nitrogen compound copolymers 7.5 X 103 to 2.5 X 106; and for ester/nitrogen compound/fluoro compound copolymers 1.5 X 103 to 2 X 106. They may constitute between 0.1 and 10 wt. per cent of the total composition. Optional ingredients mentioned are corrosion inhibitors, e.g. sodium, lithium and diisopropyl ammonium nitrites, and polyvalent metal thiophosphates, e.g. calcium or zinc dicyclohexyl thiophosphate or methylcyclohexyl thiophosphate; E.P. agents such as organic phosphites, phosphates and phosphonates, e.g. trichloroethyl phosphite and tricresyl phosphate; P2S5-terpene reaction products; organic sulphides, e.g. wax disulphide or ethylene bistolyl sulphide; anti-oxidants such as amines and phenols, e.g. octadecyl amine, phenyl a -naphthylamine or 2,6-di-t-butyl-4-methyl phenol; and other additives such as metal phenates and sulphonates, e.g. Ca or Ba salt of octyl phenol-formaldehyde condensation product or neutral or basic Ca or Ba petroleum sulphonate. Examples comprise (i) a mineral lubricating oil; (ii) one of the following copolymers: lauryl methacrylate/N-vinyl pyrrolidone, lauryl methacrylate/octyl methacrylate, or octadecyl methacrylate/2-methyl-5-vinyl pyridine; and (iii) one of the following: fluorobenzene, perfluoromethyl cyclohexane, 4-fluorobiphenyl; a fluorinated cyclic ether (C8F16O), heptacosofluorotributylamine, diiodopentane, diiodobenzene, 1,4-dichlorobutane, chlorowax, or glycerol monooleate, the last five being included for purposes of comparison. Specifications 583,874, [Group IV], 634,673, [Group IV (a)], and 752,383 are referred to.ALSO:Fluorine-containing copolymers are added to lubricating oils (see Group III). The copolymers are those obtained by copolymerising an ester of the general formula <FORM:0814572/IV (a)/1> where X represents an hydrogen atom or hydrocarbon group and Y represents <FORM:0814572/IV (a)/2> or <FORM:0814572/IV (a)/3> with another such ester and/or a polymerisable heterocyclic nitrogen compound at least one of which contains at least one substituent fluorine atom. Examples of fluorine-containing monomers are trifluorovinyl chloride, trifluoromethylacrylonitrile, vinyl trifluoroacetate and perfluorobutyl acrylate. They may be copolymerized with vinyl pyridines or alkyl methacrylates, vinyl pyrrolidones, vinyl esters, or mixtures. The preferred terpolymers have molecular weights of 1.5 X 103 to 2 X 106 with the fluorine-containing monomer unit accounting for less than 10 per cent of the total molecular weight. Specific examples of such copolymers are vinyl pyridine/lauryl methacrylate/vinyl trifluoro acetate; 2-methyl-5-vinyl pyridine/octadecyl methacrylate/trifluorovinyl chloride; N-vinyl pyrrolidone/octadecyl methacrylate/trifluorovinyl chloride; and trifluoromethyl acrylonitrile/vinyl stearate. Specifications 583,874, [Group IV], 634,673 and 752,383, [Group III], are referred to.
GB12431/57A 1956-04-16 1957-04-16 Improvements in and relating to lubricating compositions Expired GB814572A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US814572XA 1956-04-16 1956-04-16

Publications (1)

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GB814572A true GB814572A (en) 1959-06-10

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Family Applications (1)

Application Number Title Priority Date Filing Date
GB12431/57A Expired GB814572A (en) 1956-04-16 1957-04-16 Improvements in and relating to lubricating compositions

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DE (1) DE1057271B (en)
FR (1) FR1174242A (en)
GB (1) GB814572A (en)
NL (1) NL109302C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017216332A1 (en) * 2016-06-17 2017-12-21 Akzo Nobel Chemicals International B.V. Lubricant spray polymers
US11142720B2 (en) 2016-06-17 2021-10-12 Nouryon Chemicals International B.V. Lubricant spray polymers

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017216332A1 (en) * 2016-06-17 2017-12-21 Akzo Nobel Chemicals International B.V. Lubricant spray polymers
US11142720B2 (en) 2016-06-17 2021-10-12 Nouryon Chemicals International B.V. Lubricant spray polymers

Also Published As

Publication number Publication date
NL109302C (en)
DE1057271B (en) 1959-05-14
FR1174242A (en) 1959-03-09

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