EP0380383A1 - Lubricating oil viscosity additive, method for preparing such an additive and lubricating compositions comprising the same - Google Patents

Lubricating oil viscosity additive, method for preparing such an additive and lubricating compositions comprising the same Download PDF

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Publication number
EP0380383A1
EP0380383A1 EP90400097A EP90400097A EP0380383A1 EP 0380383 A1 EP0380383 A1 EP 0380383A1 EP 90400097 A EP90400097 A EP 90400097A EP 90400097 A EP90400097 A EP 90400097A EP 0380383 A1 EP0380383 A1 EP 0380383A1
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EP
European Patent Office
Prior art keywords
weight
additive
oil
parts
ocp
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.)
Granted
Application number
EP90400097A
Other languages
German (de)
French (fr)
Other versions
EP0380383B1 (en
Inventor
Philippe Gabillet
Claudie Willemin
Bernard Chauvel
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.)
Great Lakes Chemical France SA
Original Assignee
Lubrizol Corp
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Publication date
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Publication of EP0380383A1 publication Critical patent/EP0380383A1/en
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Anticipated expiration legal-status Critical
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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
    • C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • 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
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic 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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/02—Sulfurised compounds
    • 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
    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/04—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing propene
    • 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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    • 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
    • C10M149/10—Macromolecular compounds obtained 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
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M157/00—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
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    • C10M157/00—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential
    • C10M157/04—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential at least one of them being a nitrogen-containing compound
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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
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
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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
    • C10M2205/024—Propene
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/02—Hydroxy compounds
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    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/027—Neutral salts thereof
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    • C10M2209/084—Acrylate; Methacrylate
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    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
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    • C10M2215/066—Arylene diamines
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    • C10M2219/089—Overbased salts
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
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    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • the subject of the present invention is a viscosity additive for lubricating oils, based on an alkyl polymethacrylate and an olefin copolymer, its preparation process as well as the lubricant compositions containing said additive.
  • PMA Polymethacrylates
  • OCP olefin copolymers
  • the LDCs make it possible to obtain rheological properties at low temperatures superior to those of the OCPs; they also have an action on the pour point of the lubricating bases. On the other hand, their thickening effect is less than that of OCP; therefore they should be used in higher concentrations when making lubricant formulas.
  • the Applicant has found a viscosity additive which is particularly economical and stable over time, although comprising both high proportions of PMA on the one hand and of OCP on the other hand.
  • the invention is an additive based on an olefin copolymer and an alkyl polymethacrylate in solution in dilution oil, characterized in that it contains: - from 6 to 15 parts by weight, preferably from 7.5 to 12.5 parts by weight, of at least one ethylene-propylene copolymer of molecular mass weight average which can range from approximately 155,000 to approximately 250,000, preferably of the order of 155,000 to 190,000 and having an ethylene / propylene weight ratio ranging from 60/40 to 54/46, and preferably from 58/42 to 54 / 46.
  • a variant of the additive which is the subject of the invention is characterized in that said additive also contains from 0 to 10% of its weight, preferably from 0.1 to 0.4% of its weight of a antioxidant.
  • the olefinic as well as methacrylic polymers constituting said additive have a polydispersity index as low as possible; an index below 3.5 is particularly favorable.
  • the polymethyl alkyl methacrylate present is generally a mixture consisting of 0 to 10% by weight of light polymethacrylates whose alkyl group is less than C4 and from 10 to 100% by weight of heavy polymethacrylates whose alkyl group ranges from C10 to C20, preferably from C10 to C18.
  • the monomers providing said additive with units having a sludge dispersing effect in the lubricating oil there may be mentioned the usual nitrogenous vinyl monomers, in particular N-vinylpyrrolidone , N-vinylimidazole, N-vinylpyridine ...
  • the dilution oil can be any commercial base oil such as a petroleum oil with a paraffinic tendency, a mineral oil, a synthetic oil of the alkylene polymer type, diacid esters, polyol esters, etc.
  • antioxidants that may be present, mention may be made of: dialkylamines in which the alkyl group is greater than C12, optionally sulfurized alkyldiphenylamines, optionally sulfurized alkylphenols.
  • the viscosity additive which is the subject of the invention can be prepared by mixing, in the proportions indicated above, a solution in dilution oil of an ethylene-propylene copolymer as defined above. above and of a solution in a similar or different dilution oil of optionally grafted polymethacrylate as defined above.
  • Said solutions of olefinic and methacrylic polymers can be commercial or non-commercial solutions.
  • Polymers with molecular weights greater than those claimed can be used; precision cutting is then carried out, thus making it possible to arrive at polymers of desired molecular mass.
  • an antioxidant is present in said additive, it is preferably premixed with the olefinic copolymer solution.
  • the present invention also relates to the lubricating compositions obtained by addition to lubricating oils, in particular engine oils and oils for gearboxes and bridges, from 0.1 to 10% by weight, preferably from 1 to 5% by weight relative to the lubricating oil of the additive described above.
  • compositions can also contain other usual additives such as dispersants, detergents, anti-corrosion, extreme pressure ...
  • This mixture is stirred for one hour at 100 ° C; after cooling, a still stable mixture is obtained after 300 days.
  • the stability is determined by visual observation; mixtures in which a strong opalescence, an oil-in-oil emulsion or a demixion are observed are considered unstable).
  • - thickening power amount of active material (ma), that is to say dry mixture of polymers necessary to obtain a kinematic viscosity of 13.8 mm2 / s at 100 ° C (measured according to ASTM D standard 445) in a 200 N oil (paraffinic oil whose kinematic viscosity at 40 ° C is 37.5-43.5 mm2 / s)
  • VIE viscosity index
  • Example 1 a mixture consisting of: - 87.5 g of the OCP solution described in Example 1 - 6.5 g of the "PMA" solution described in Example 1 - 6 g of 150 N oil
  • Example 1 a mixture consisting of: - 76.5 g of a solution at 9.8% by weight in a 150 N oil of an OCP having an ethylene / propylene weight ratio of 58/42, a molecular weight by weight of 177,400 and a polydispersity index of 2.3 - 0.2 g of phenolic antioxidant (GARBANOX 150 sold by the ciostowne d'Organo Syntician) - 4.3 g of the "PMA" solution described in Example 1 - 19.2 g of 150N oil
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant from Example 3 - 6.5 g of the PMA solution described in Example 1 - 4.2 g of 150 N oil.
  • the concentration of active material (polymer) of the mixtures of the invention is of the same order or lower than those of commercial OCPs.
  • Example 1 According to the procedure of Example 1, a mixture consisting of: - 10 g of the OCP described in Example 1, taken in the pure state (and not in solution in a 150 N oil) - 12.9 g of the PMA solution described in Example 1 - 77.1 g of 150N oil.
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 1 - 4.6 g of a solution at 54% by weight in a 150 N oil of an ungrafted alkyl copolymethacrylate having an average length of alkyl chains of 10 carbon atoms, a molecular weight by weight of 114,000 and a polydispersity index of 2.5 - 20.4 g of oil 150 N.
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant described in Example 3 - 10.4 g of a 36% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 1% of N-vinylimidazole, having a molecular weight by weight 114,000 and a polydispersity index of 2.5 - 0.3 g of oil 150 N.
  • an alkyl copolymerhacrylate average length of the alkyl chains: 10C
  • Example 1 a mixture consisting of: - 76.5 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant described in Example 3 - 4.3 g of a 58% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 3.5% by weight of N-vinylpyrrolidone, having a molecular weight by weight of 63,700 and a polydispersity index of 2.9.
  • an alkyl copolymerhacrylate average length of the alkyl chains: 10C
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 4 - 0.2 g of the antioxidant described in Example 4 - 6.5 g of the PMA solution of Example 8.
  • Example 1 a mixture consisting of: - 12.5 g of the OCP described in Example 1, taken in the pure state - 4.3 g of the PMA solution of Example 1 - 83.2 g of 150 N oil
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 1, - 12.9 g of the PMA solution of Example 3 - 12.1 g of 150 N oil
  • Example 1 a mixture consisting of: - 37.5 g of the OCP solution described in Example 1 - 8.6 g of the PMA solution of Example 1 - 53.9 g of 150 N oil
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 3 - 0.2 of the antioxidant of Example 3 - 2.2 g of the PMA solution of Example 3 - 22.8 g of 150 N oil
  • a lubricating formulation of grade 15 W 40 is prepared by introducing into a beaker: - respectively: - 14.3 parts by weight of the mixture of Example 3 - 10 parts by weight of the mixture of Example 4 - 10.3 parts by weight of ECA 8685 - 5.9 parts by weight of VISCOPLEX 5164C. - 5 parts by weight of multifunctional package 0L0A 4261 D marketed by OROGIL - and the complement to 100 parts of a mixture of paraffinic base oils comprising 80% by weight of oil of grade 175 N and 20% of oil of grade 600 N.
  • the mixture is stirred for 1 hour at 80 ° C.

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Abstract

Viscosity additive containing: - 6 to 15 parts of a 60/40-54/46 ethylene/propylene copolymer of Mw 155,000 - 250,000 (OCP> - 2 to 8 parts of a poly(C1-C20 alkyl methacrylate) of Mw 30,000 - 150,000 (PMA) with a PMA/OCP ratio of 1/5 to 1/1 - and the remainder to 100 parts of diluent oil. <??>Lubricating compositions containing 0.1 to 10% of the said additive.

Description

La présente invention a pour objet un additif de viscosité pour huiles lubrifiantes, à base d'un polyméthacrylate d'alkyle et d'un copolymère d'oléfine, son procédé de préparation ainsi que les compositions lubrifiantes renfermant ledit additif.The subject of the present invention is a viscosity additive for lubricating oils, based on an alkyl polymethacrylate and an olefin copolymer, its preparation process as well as the lubricant compositions containing said additive.

Les polyméthacrylates (PMA) et les copolymères d'oléfine (OCP) sont deux familles d'additifs de viscosité bien connues.Polymethacrylates (PMA) and olefin copolymers (OCP) are two families of well-known viscosity additives.

Chacune de ces deux familles possèdent des avantages et des inconvénients qui lui sont propres. Les PMA permettent d'obtenir des propriétés rhéologiques à basses températures supérieures à celles des OCP ; ils possèdent en outre une action sur le point d'écoulement des bases lubrifiantes. Par contre, leur effet épaississant est inférieur à celui des OCP ; de ce fait ils doivent être utilisés à plus fortes concentrations lors de la réalisation de formules lubrifiantes.Each of these two families have their own advantages and disadvantages. The LDCs make it possible to obtain rheological properties at low temperatures superior to those of the OCPs; they also have an action on the pour point of the lubricating bases. On the other hand, their thickening effect is less than that of OCP; therefore they should be used in higher concentrations when making lubricant formulas.

Ainsi a-t-on recherché à combiner ces deux additifs en un seul afin de réunir de façon simple les avantages de chacun de ces polymères.We have therefore sought to combine these two additives into one in order to simply combine the advantages of each of these polymers.

Des tentatives ont été effectuées pour réaliser un tel additif, la méthode la plus simple consistant en un mélange des deux polymères à partir d'additifs commercialement disponibles ; mais comme l'indiquent les brevets US n° 4.290.925 et BE 870.329, de tels mélanges ne sont stables dans le temps que lorsque l'un des polymères représente moins de 5 % du poids total des polymères. C'est pourquoi des méthodes plus complexes ont été envisagées. A titre d'exemple, on peut citer le greffage d'un PMA sur un tronc OCP (brevets BE n° 870.329, US n° 4.229.311 et US N° 3.923.930). Une technique plus complexe consiste à greffer un OCP par du PMA puis à utiliser ce copolymère comme compati­bilisant pour stabiliser des mélanges en émulsion d'OCP et de PMA (brevets EP n° 193.272 et US n° 4.290.925).Attempts have been made to produce such an additive, the simplest method consisting of a mixture of the two polymers from commercially available additives; but as indicated in US Pat. Nos. 4,290,925 and BE 870,329, such mixtures are only stable over time when one of the polymers represents less than 5% of the total weight of the polymers. This is why more complex methods have been considered. By way of example, mention may be made of the grafting of a PMA onto an OCP trunk (BE patents No. 870,329, US No. 4,229,311 and US No. 3,923,930). A more complex technique consists in grafting an OCP with PMA and then using this copolymer as compatibilizer to stabilize emulsion mixtures of OCP and PMA (EP patents No. 193,272 and US No. 4,290,925).

La Demanderesse a trouvé un additif de viscosité particulièrement économique et stable dans le temps bien que comportant à la fois de fortes proportions de PMA d'une part et d'OCP d'autre part.The Applicant has found a viscosity additive which is particularly economical and stable over time, although comprising both high proportions of PMA on the one hand and of OCP on the other hand.

Selon l'invention il s'agit d'un additif à base d'un copolymère d'oléfine et d'un polyméthacrylate d'alkyle en solution dans de l'huile de dilution caractérisé en ce qu'il renferme :
- de 6 à 15 parties en poids, de préférence de 7,5 à 12,5 parties en poids, d'au moins un copolymère éthylène-propylène de masse moléculaire moyenne en poids pouvant aller de 155.000 environ à 250.000 environ, de préférence de l'ordre de 155.000 à 190.000 et présentant un rapport pondéral éthylène / propylène allant de 60/40 à 54/46, et de préférence de 58/42 à 54/46.
- de 2 à 8 parties en poids, de préférence de 2,5 à 7,5 parties en poids, d'au moins un polyméthacrylate d'alkyle en C₁-C₂₀ éventuellement greffé par 1 à 8 % de son poids, de préférence de 1 à 4 % de son poids, d'un monomère "dispersant", ledit polyméthacrylate présentant une masse moléculairee moyenne en poids pouvant aller de 30.000 à 150.000, de préférence de l'ordre de 60.000 à 120.000, le rapport pondéral polyméthacrylate éventuellement greffé / copolymère éthylène - propylène pouvant aller de 1/5 à 1.
- et le complément à 100 parties d'huile de dilution.According to the invention, it is an additive based on an olefin copolymer and an alkyl polymethacrylate in solution in dilution oil, characterized in that it contains:
- from 6 to 15 parts by weight, preferably from 7.5 to 12.5 parts by weight, of at least one ethylene-propylene copolymer of molecular mass weight average which can range from approximately 155,000 to approximately 250,000, preferably of the order of 155,000 to 190,000 and having an ethylene / propylene weight ratio ranging from 60/40 to 54/46, and preferably from 58/42 to 54 / 46.
- from 2 to 8 parts by weight, preferably from 2.5 to 7.5 parts by weight, of at least one C₁-C₂₀ alkyl polymethacrylate optionally grafted with 1 to 8% of its weight, preferably from 1 to 4% of its weight, of a "dispersing" monomer, said polymethacrylate having a weight average molecular mass which can range from 30,000 to 150,000, preferably of the order of 60,000 to 120,000, the weight ratio of polymethacrylate possibly grafted / ethylene-propylene copolymer which can range from 1/5 to 1.
- and the complement to 100 parts of dilution oil.

Une variante de l'additif faisant l'objet de l'invention est caractérisée en ce que ledit additif contient en outre de 0 à 10 % de son poids, de préférence de 0,1 à 0,4 % de son poids d'un agent antioxydant.A variant of the additive which is the subject of the invention is characterized in that said additive also contains from 0 to 10% of its weight, preferably from 0.1 to 0.4% of its weight of a antioxidant.

Les polymères aussi bien oléfiniques que méthacryliques constituant ledit additif présentent un indice de polydispersité aussi faible que possible ; un indice inférieur à 3,5 est particulièrement favorable.The olefinic as well as methacrylic polymers constituting said additive have a polydispersity index as low as possible; an index below 3.5 is particularly favorable.

Le polyméthacrylate d'alkyle présent est généralement un mélange constitué de 0 à 10 % en poids de polyméthacrylates légers dont le groupe alkyle est inférieur à C₄ et de 10 à 100 % en poids de polyméthacrylates lourds dont le groupe alkyle va de C₁₀ à C₂₀, de préférence de C₁₀ à C₁₈.The polymethyl alkyl methacrylate present is generally a mixture consisting of 0 to 10% by weight of light polymethacrylates whose alkyl group is less than C₄ and from 10 to 100% by weight of heavy polymethacrylates whose alkyl group ranges from C₁₀ to C₂₀, preferably from C₁₀ to C₁₈.

Parmi les éventuels monomères "dispersants", c'est-à-dire les monomères apportant audit additif des motifs à effet dispersant des boues (sludge) dans l'huile lubrifiante, on peut citer les monomères vinyliques azotés habituels, notamment la N-vinylpyrrolidone, la N-­vinylimidazole, la N-vinylpyridine...Among the possible "dispersing" monomers, that is to say the monomers providing said additive with units having a sludge dispersing effect in the lubricating oil, there may be mentioned the usual nitrogenous vinyl monomers, in particular N-vinylpyrrolidone , N-vinylimidazole, N-vinylpyridine ...

L'huile de dilution peut être une huile de base quelconque du commerce telle qu'une huile pétrolière à tendance paraffinique, une huile minérale, une huile synthétique du type polymère d'alkylène, esters de diacide, esters de polyol...The dilution oil can be any commercial base oil such as a petroleum oil with a paraffinic tendency, a mineral oil, a synthetic oil of the alkylene polymer type, diacid esters, polyol esters, etc.

Parmi les agents anti-oxydants éventuellement présents on peut citer : les dialkylamines dont le groupe alkyle est supérieur à C₁₂, les alkyldiphénylamines éventuellement sulfurisées, les alkylphénols éventuellement sulfurisés.Among the antioxidants that may be present, mention may be made of: dialkylamines in which the alkyl group is greater than C₁₂, optionally sulfurized alkyldiphenylamines, optionally sulfurized alkylphenols.

L'additif de viscosité faisant l'objet de l'invention peut être préparé par mélange, selon les proportions signalées ci-dessus, d'une solution dans de l'huile de dilution d'un copolymère éthylène-propylène tel que défini ci-dessus et d'une solution dans une huile de dilution semblable ou différente de polyméthacrylate éventuellement greffé tel que défini ci-dessus.The viscosity additive which is the subject of the invention can be prepared by mixing, in the proportions indicated above, a solution in dilution oil of an ethylene-propylene copolymer as defined above. above and of a solution in a similar or different dilution oil of optionally grafted polymethacrylate as defined above.

Lesdites solutions de polymères oléfiniques et méthacryliques peuvent être des solutions commerciales ou non-commerciales.Said solutions of olefinic and methacrylic polymers can be commercial or non-commercial solutions.

Des polymères de masses moléculaires supérieures à celles revendi­quées peuvent être mises en oeuvre ; un précisaillage est alors réalisé, permettant ainsi d'arriver à des polymères de masse moléculaire désirée.Polymers with molecular weights greater than those claimed can be used; precision cutting is then carried out, thus making it possible to arrive at polymers of desired molecular mass.

Lorsqu'un agent anti-oxydant est présent dans ledit additif, celui-­ci est de préférence prémélangé à la solution de copolymère oléfinique.When an antioxidant is present in said additive, it is preferably premixed with the olefinic copolymer solution.

La présente invention a également pour objet les compositions lubrifiantes obtenues par addition à des huiles lubrifiantes, notamment huiles moteurs et huiles pour boites et ponts, de 0,1 à 10 % en poids, de préférence de 1 à 5 % en poids par rapport à l'huile lubrifiante de l'additif ci-dessus décrit.The present invention also relates to the lubricating compositions obtained by addition to lubricating oils, in particular engine oils and oils for gearboxes and bridges, from 0.1 to 10% by weight, preferably from 1 to 5% by weight relative to the lubricating oil of the additive described above.

Ces compositions peuvent également contenir d'autres additifs usuels tels que dispersants, détergents, anti-corrosion, extrême-pression...These compositions can also contain other usual additives such as dispersants, detergents, anti-corrosion, extreme pressure ...

Les exemples suivants sont donnés à titre indicatif et ne peuvent être considérés comme une limite du domaine et de l'esprit de l'in­vention.The following examples are given for information only and cannot be considered as limiting the scope and spirit of the invention.

Exemple 1Example 1

Dans un becher de 250 cm³ on introduit successivement :
- 75 g d'une solution à 10 % en poids dans une huile 150 N (huile à tendance paraffinique de viscosité cinématique à 40°C comprise entre 28 et 32,5 mm²/s) d'un copolymère éthylène-propylène ("OCP") présentant un rapport pondéral motifs éthylène/motifs propylène de 58/42, une masse moléculaire en poids de 230.000 et un indice de polydispersité de 3,1
- 4,3 g d'une solution à 58 % en poids dans une huile 150 N d'un copolyméthacrylate d'alkyle ("PMA") (dont la longueur moyenne des chaines alkyles est de 10 atomes de carbone) greffé par 3,5 % en poids de N-vinylpyrrolidone (% en poids par rapport à l'ensemble du copolyméthacrylate) présentant une masse moléculaire en poids de 114.000 et un indice de polydispersité de 2,5
- et 20,7 g d'huile 150 N.In a 250 cm³ beaker, we successively introduce:
- 75 g of a solution at 10% by weight in a 150 N oil (oil with paraffinic tendency of kinematic viscosity at 40 ° C between 28 and 32.5 mm² / s) of an ethylene-propylene copolymer ("OCP ") having a weight ratio of ethylene units / propylene units of 58/42, a molecular weight by weight of 230,000 and a polydispersity index of 3.1
- 4.3 g of a solution at 58% by weight in a 150 N oil of an alkyl copolymerhacrylate ("PMA") (of which the average length of the alkyl chains is 10 carbon atoms) grafted with 3, 5% by weight of N-vinylpyrrolidone (% by weight relative to the whole of the copolymerhacrylate) having a molecular weight by weight of 114,000 and a polydispersity index of 2.5
- and 20.7 g of 150 N oil.

Ce mélange est agité durant une heure à 100°C ; après refroidissement on obtient un mélange encore stable après 300 jours.This mixture is stirred for one hour at 100 ° C; after cooling, a still stable mixture is obtained after 300 days.

(La détermination de la stabilité est effectuée par observation visuelle ; sont considérés comme instables les mélanges dans lesquels on observe une forte opalescence, une émulsion de type huile dans l'huile ou une demixion).(The stability is determined by visual observation; mixtures in which a strong opalescence, an oil-in-oil emulsion or a demixion are observed are considered unstable).

Les caractéristiques suivantes du produit figurent au tableau I :
- pouvoir épaississant (TP) : quantité de matière active (m.a.) c'est-à-dire de mélange sec de polymères néccessaire pour obtenir une viscosité cinématique de 13,8 mm²/s à 100°C (mesurée selon la norme ASTM D 445) dans une huile 200 N (huile paraffinique dont la viscosité cinématique à 40°C est de 37,5-43,5 mm²/s)
- indice de viscosité (VIE) : mesuré selon la norme ASTM D 2270 à l'aide de 5 % en poids de mélange ci-dessus dans une huile 200 N
- simulateur de démarrage à froid (C.C.S. "cold cranking simula­tor") : selon la norme ASTP D 2602 à -15°C.The following product characteristics are shown in Table I:
- thickening power (TP): amount of active material (ma), that is to say dry mixture of polymers necessary to obtain a kinematic viscosity of 13.8 mm² / s at 100 ° C (measured according to ASTM D standard 445) in a 200 N oil (paraffinic oil whose kinematic viscosity at 40 ° C is 37.5-43.5 mm² / s)
- viscosity index (VIE): measured according to standard ASTM D 2270 using 5% by weight of the above mixture in a 200 N oil
- cold start simulator (CCS "cold cranking simulator"): according to standard ASTP D 2602 at -15 ° C.

Exemple 2Example 2

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 87,5 g de la solution d'OCP décrite à l'exemple 1
- 6,5 g de la solution de "PMA" décrite à l'exemple 1
- 6 g d'huile 150 NAccording to the procedure of Example 1, a mixture consisting of:
- 87.5 g of the OCP solution described in Example 1
- 6.5 g of the "PMA" solution described in Example 1
- 6 g of 150 N oil

Les propriétés du mélange figurent au tableau I.The properties of the mixture are shown in Table I.

Exemple 3Example 3

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 76,5 g d'une solution à 9,8 % en poids dans une huile 150 N d'un OCP présentant un rapport pondéral éthylène/propylène de 58/42, une masse moléculaire en poids de 177.400 et un indice de polydispersité de 2,3
- 0,2 g d'antioxydant phénolique (GARBANOX 150 commercialisé par la Société Française d'Organo Synthèse)
- 4,3 g de la solution de "PMA" décrite à l'exemple 1
- 19,2 g d'huile 150NAccording to the procedure of Example 1, a mixture consisting of:
- 76.5 g of a solution at 9.8% by weight in a 150 N oil of an OCP having an ethylene / propylene weight ratio of 58/42, a molecular weight by weight of 177,400 and a polydispersity index of 2.3
- 0.2 g of phenolic antioxidant (GARBANOX 150 sold by the Société Française d'Organo Synthèse)
- 4.3 g of the "PMA" solution described in Example 1
- 19.2 g of 150N oil

Les propriétés du mélange figurent au tableau I.The properties of the mixture are shown in Table I.

Exemple 4Example 4

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 89,3 g de la solution d'OCP décrite à l'exemple 3
- 0,2 g de l'antioxydant de l'exemple 3
- 6,5 g de la solution de PMA décrite à l'exemple 1
- 4,2 g d'huile 150 N.According to the procedure of Example 1, a mixture consisting of:
- 89.3 g of the OCP solution described in Example 3
- 0.2 g of the antioxidant from Example 3
- 6.5 g of the PMA solution described in Example 1
- 4.2 g of 150 N oil.

Les propriétés du mélange figurent au tableau I.The properties of the mixture are shown in Table I.

Les propriétés des mélanges obtenus aux exemples 1 à 4 sont comparées à celles des produits de l'art antérieur, à savoir :
- essai A : le PMA décrit à l'exemple 1
- essais B, C : OCP (éthylène/propylène) : ECA 6710 et ECA 8586 commercialisés par PARAMINS.
- essais D, E, F : OCP greffés par PMA : VISCOPLEX 5164C, VISCOPLEX 5067, VISCOPLEX 5962 commercialisés par ROHM.The properties of the mixtures obtained in Examples 1 to 4 are compared with those of the products of the prior art, namely:
- test A: the PMA described in Example 1
- tests B, C: OCP (ethylene / propylene): ECA 6710 and ECA 8586 marketed by PARAMINS.
- tests D, E, F: OCP grafted by PMA: VISCOPLEX 5164C, VISCOPLEX 5067, VISCOPLEX 5962 marketed by ROHM.

Les résultats figurant au tableau I montrent que les mélanges des exemples 1 à 4 présentent :
- un pouvoir épaississant équivalent à celui des OCP et nettement supérieur à celui des OCP greffés PMA
- un VIE supérieur ou égal à celui des OCP
- un comportement à basse température supérieur ou égal à celui des OCP, PMA et OCP greffés PMA.The results appearing in Table I show that the mixtures of Examples 1 to 4 have:
- a thickening power equivalent to that of OCP and significantly higher than that of PMA-grafted OCP
- a LIFE greater than or equal to that of OCP
- behavior at low temperature greater than or equal to that of OCP, PMA and OCP grafted PMA.

La concentration en matière active (polymère) des mélanges de l'invention est du même ordre ou inférieure à celles des OCP du com­merce.The concentration of active material (polymer) of the mixtures of the invention is of the same order or lower than those of commercial OCPs.

Exemple 5Example 5

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 10 g de l'OCP décrit à l'exemple 1, pris à l'état pur (et non en solution dans une huile 150 N)
- 12,9 g de la solution de PMA décrite à l'exemple 1
- 77,1 g d'huile 150N.According to the procedure of Example 1, a mixture consisting of:
- 10 g of the OCP described in Example 1, taken in the pure state (and not in solution in a 150 N oil)
- 12.9 g of the PMA solution described in Example 1
- 77.1 g of 150N oil.

Exemple 6Example 6

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 75 g de la solution d'OCP décrite à l'exemple 1
- 4,6 g d'une solution à 54 % en poids dans une huile 150 N d'un copolyméthacrylate d'alkyle non greffé présentant une longueur moyenne de chaines alkyles de 10 atomes de carbone, une masse moléculaire en poids de 114.000 et un indice de polydispersité de 2,5
- 20,4 g d'huile 150 N.According to the procedure of Example 1, a mixture consisting of:
- 75 g of the OCP solution described in Example 1
- 4.6 g of a solution at 54% by weight in a 150 N oil of an ungrafted alkyl copolymethacrylate having an average length of alkyl chains of 10 carbon atoms, a molecular weight by weight of 114,000 and a polydispersity index of 2.5
- 20.4 g of oil 150 N.

Exemple 7Example 7

On prépare selon le mode opératoire de l'exemple 1, un mélange constitué de :
- 89,3 g de la solution d'OCP décrite à l'exemple 3
- 0,2 g de l'antioxydant décrit à l'exemple 3
- 10,4 g d'une solution à 36 % dans de l'huile 150 N d'un copolyméthacrylate d'alkyle (longueur moyenne des chaines alkyles : 10C) greffé par 1 % de N-vinylimidazole, présentant une masse moléculaire en poids de 114.000 et un indice de polydispersité de 2,5
- 0,3 g d'huile 150 N.According to the procedure of Example 1, a mixture consisting of:
- 89.3 g of the OCP solution described in Example 3
- 0.2 g of the antioxidant described in Example 3
- 10.4 g of a 36% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 1% of N-vinylimidazole, having a molecular weight by weight 114,000 and a polydispersity index of 2.5
- 0.3 g of oil 150 N.

Exemple 8Example 8

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 76,5 g de la solution d'OCP décrite à l'exemple 3
- 0,2 g de l'antioxydant décrit à l'exemple 3
- 4,3 g d'une solution à 58 % dans de l'huile 150 N d'un copolyméthacrylate d'alkyle (longueur moyenne des chaines alkyles : 10C) greffé par 3,5 % en poids de N-vinylpyrrolidone, présentant une masse moléculaire en poids de 63.700 et un indice de polydispersité de 2,9.According to the procedure of Example 1, a mixture consisting of:
- 76.5 g of the OCP solution described in Example 3
- 0.2 g of the antioxidant described in Example 3
- 4.3 g of a 58% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 3.5% by weight of N-vinylpyrrolidone, having a molecular weight by weight of 63,700 and a polydispersity index of 2.9.

Exemple 9Example 9

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 89,3 g de la solution d'OCP décrite à l'exemple 4
- 0,2 g de l'antioxydant décrit à l'exemple 4
- 6,5 g de la solution de PMA de l'exemple 8.According to the procedure of Example 1, a mixture consisting of:
- 89.3 g of the OCP solution described in Example 4
- 0.2 g of the antioxidant described in Example 4
- 6.5 g of the PMA solution of Example 8.

Exemple 10Example 10

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 12,5 g de l'OCP décrit à l'exemple 1, pris à l'état pur
- 4,3 g de la solution de PMA de l'exemple 1
- 83,2 g d'huile 150 NAccording to the procedure of Example 1, a mixture consisting of:
- 12.5 g of the OCP described in Example 1, taken in the pure state
- 4.3 g of the PMA solution of Example 1
- 83.2 g of 150 N oil

Exemple 11Example 11

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 75 g de la solution d'OCP décrit à l'exemple 1,
- 12,9 g de la solution de PMA de l'exemple 3
- 12,1 g d'huile 150 NAccording to the procedure of Example 1, a mixture consisting of:
- 75 g of the OCP solution described in Example 1,
- 12.9 g of the PMA solution of Example 3
- 12.1 g of 150 N oil

La stabilité des mélanges des exemples 1 à 11 figure au tableau II.The stability of the mixtures of Examples 1 to 11 is shown in Table II.

Exemple 12 comparatif (rapport pondéral PMA/OCP = 1,33) Comparative Example 12 (PMA / OCP weight ratio = 1.33)

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 37,5 g de la solution d'OCP décrit à l'exemple 1
- 8,6 g de la solution de PMA de l'exemple 1
- 53,9 g d'huile 150 NAccording to the procedure of Example 1, a mixture consisting of:
- 37.5 g of the OCP solution described in Example 1
- 8.6 g of the PMA solution of Example 1
- 53.9 g of 150 N oil

On constate que le mélange demixe au bout de 6 jours.It is found that the mixture demixes after 6 days.

Exemple 13 comparatif (rapport pondéral PMA/OCP = 0,17) Comparative Example 13 (PMA / OCP weight ratio = 0.17)

On prépare selon le mode opératoire de l'exemple 1 un mélange constitué de :
- 75 g de la solution d'OCP décrit à l'exemple 3
- 0,2 de l'antioxydant de l'exemple 3
- 2,2 g de la solution de PMA de l'exemple 3
- 22,8 g d'huile 150 NAccording to the procedure of Example 1, a mixture consisting of:
- 75 g of the OCP solution described in Example 3
- 0.2 of the antioxidant of Example 3
- 2.2 g of the PMA solution of Example 3
- 22.8 g of 150 N oil

On constate que le mélange relargue au bout de 90 jours.It is found that the mixture is released after 90 days.

Formulations lubrifiantesLubricating formulations

On prépare une formulation lubrifiante de grade 15 W 40 en introduisant dans un becher :
- respectivement :- 14,3 parties en poids du mélange de l'exemple 3
- 10 parties en poids du mélange de l'exemple 4
- 10,3 parties en poids d'ECA 8685
- 5,9 parties en poids de VISCOPLEX 5164C.
- 5 parties en poids de package multifonctionnel 0L0A 4261 D commercialisé par OROGIL
- et le complément à 100 parties d'un mélange d'huiles de base paraffiniques comprenant 80 % en poids d'huile de grade 175 N et 20 % d'huile de grade 600 N.A lubricating formulation of grade 15 W 40 is prepared by introducing into a beaker:
- respectively: - 14.3 parts by weight of the mixture of Example 3
- 10 parts by weight of the mixture of Example 4
- 10.3 parts by weight of ECA 8685
- 5.9 parts by weight of VISCOPLEX 5164C.
- 5 parts by weight of multifunctional package 0L0A 4261 D marketed by OROGIL
- and the complement to 100 parts of a mixture of paraffinic base oils comprising 80% by weight of oil of grade 175 N and 20% of oil of grade 600 N.

On agite pendant 1 heure à 80°C.The mixture is stirred for 1 hour at 80 ° C.

On détermine pour ces quatre formulations :
- leur viscosité cinématique à 100°C et à 40°C selon la norme ASTM D 445
- leur VIE selon la norme ASTM D 2270
- leur CCS à -15°C selon la norme ASTM 2602.We determine for these four formulations:
- their kinematic viscosity at 100 ° C and 40 ° C according to standard ASTM D 445
- their LIFE according to standard ASTM D 2270
- their CCS at -15 ° C according to standard ASTM 2602.

Les résultats figurent au tableau III. TABLEAU I EXEMPLE OU ESSAI T P % m.a. VIE CCS % MATIERE ACTIVE A 4,9 147 2450 58 B 1,51 123 2200 11 C 2,14 121 2100 17 D 2,68 136 2500 40 E 3,6 142 2100 60 F 2,04 137 2300 34 1 1,07 126 - 10 2 1,06 132 - 12,5 3 1,36 123 1500 10 4 1,45 125 2500 12,5 TABLEAU II EXEMPLE STABILITE (jours) 1 > 300 2 > 300 3 > 300 4 > 300 5 > 150 6 > 150 7 > 150 8 > 150 9 > 150 10 > 150 11 > 150 12 6 13 90 ADDITIF % m.a. % V 100°C mm²/s V 40°C mm²/s VIE CCS ECA 8586 10,3 1,75 13,99 105,05 135 3300 VISCOPLEX 5164 C 5,9 3,36 14,32 102,19 144 3200 mélange de l'exemple 3 14,3 1,43 14,51 104,9 142 3300 mélange de l'exemple 4 10,0 1,25 14,18 103,7 139 3100 The results are shown in Table III. TABLE I EXAMPLE OR TEST TP% ma LIFE CCS % ACTIVE INGREDIENT AT 4.9 147 2450 58 B 1.51 123 2200 11 VS 2.14 121 2100 17 D 2.68 136 2500 40 E 3.6 142 2100 60 F 2.04 137 2300 34 1 1.07 126 - 10 2 1.06 132 - 12.5 3 1.36 123 1500 10 4 1.45 125 2500 12.5 EXAMPLE STABILITY (days) 1 > 300 2 > 300 3 > 300 4 > 300 5 > 150 6 > 150 7 > 150 8 > 150 9 > 150 10 > 150 11 > 150 12 6 13 90 ADDITIVE % my % V 100 ° C mm² / s V 40 ° C mm² / s LIFE CCS ECA 8586 10.3 1.75 13.99 105.05 135 3300 VISCOPLEX 5164 C 5.9 3.36 14.32 102.19 144 3200 mixture of example 3 14.3 1.43 14.51 104.9 142 3300 mixture of example 4 10.0 1.25 14.18 103.7 139 3100

Claims (4)

1) Additif à base d'un copolymère d'oléfine et d'un polyméthacrylate d'alkyle en solution dans de l'huile de dilution caractérisé en ce qu'il renferme :
- de 6 à 15 parties en poids d'au moins un copolymère éthylène-pro­pylène de masse moléculaire moyenne en poids allant de 155.000 environ à 250.000 environ et présentant un rapport pondéral éthylène / propylène allant de 60/40 à 54/46,
- de 2 à 8 parties en poids d'au moins un polyméthacrylate d'alkyle en C₁-C₂₀ éventuellement greffé par 1 à 8 % de son poids d'un monomère "dispersant", ledit polyméthacrylate présentant une masse moléculaire moyenne en poids pouvant aller de 30.000 à 150.000, le rapport pondéral polyméthacrylate éventuellement greffé / copolymère éthylène - propylène allant de 1/5 à 1.
- et le complément à 100 parties d'huile de dilution.1) Additive based on an olefin copolymer and an alkyl polymethacrylate in solution in dilution oil, characterized in that it contains:
- from 6 to 15 parts by weight of at least one ethylene-propylene copolymer of weight average molecular mass ranging from approximately 155,000 to approximately 250,000 and having an ethylene / propylene weight ratio ranging from 60/40 to 54/46,
- from 2 to 8 parts by weight of at least one C polym-C₂₀ alkyl polymethacrylate optionally grafted with 1 to 8% of its weight of a "dispersing" monomer, said polymethacrylate having a weight average molecular weight which can range from 30,000 to 150,000, the weight ratio of optionally grafted polymethacrylate / ethylene-propylene copolymer ranging from 1/5 to 1.
- and the complement to 100 parts of dilution oil. 2) Additif selon la revendication 1 caractérisé en ce qu'il renferme :
- 7,5 à 12,5 parties en poids de copolymère éthylène-propylène
- 2,5 à 7,5 parties en poids de polyméthacrylate d'alkyle
- et le complément à 100 parties d'huile de dilution2) Additive according to claim 1 characterized in that it contains:
- 7.5 to 12.5 parts by weight of ethylene-propylene copolymer
- 2.5 to 7.5 parts by weight of polymethylmethacrylate
- and the complement to 100 parts of dilution oil 3) Additif selon la revendication 1 ou 2 caractérisé en ce qu'il contient en outre de 0 à 10 % de son poids d'un agent antioxydant.3) Additive according to claim 1 or 2 characterized in that it additionally contains from 0 to 10% of its weight of an antioxidant agent. 4) Compositions lubrifiantes à base d'huiles lubrifiantes contenant de 0,1 à 10 % de leur poids d'un additif faisant l'objet de l'une quelconque des revendications 1 à 3.4) Lubricating compositions based on lubricating oils containing from 0.1 to 10% of their weight of an additive which is the subject of any one of claims 1 to 3.
EP90400097A 1989-01-27 1990-01-15 Lubricating oil viscosity additive, method for preparing such an additive and lubricating compositions comprising the same Expired - Lifetime EP0380383B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8900992A FR2642435B1 (en) 1989-01-27 1989-01-27 VISCOSITY ADDITIVE FOR LUBRICATING OILS, PROCESS FOR THE PREPARATION THEREOF, AND LUBRICANT COMPOSITIONS BASED ON SAID ADDITIVE
FR8900992 1989-01-27

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WO1998021297A1 (en) * 1996-11-13 1998-05-22 Exxon Chemical Patents Inc. Lubricating oil formulations with improved low temperature performance
CN100363476C (en) * 2005-05-31 2008-01-23 中国石油天然气股份有限公司 Modifier for dry-type gas holder sealing oil

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US5821313A (en) * 1995-06-19 1998-10-13 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
AU9532898A (en) * 1997-08-22 1999-03-16 Rohm Rohmax Holding Gmbh Method for improving low-temperature fluidity of lubricating oils using high- and low-molecular weight polymer additive mixtures
IT1298008B1 (en) * 1997-12-19 1999-12-20 Annovi E Reverberi S R L ROTATING NOZZLE WASHING LANCE
US6124249A (en) 1998-12-22 2000-09-26 The Lubrizol Corporation Viscosity improvers for lubricating oil compositions
US6303548B2 (en) 1998-12-11 2001-10-16 Exxon Research And Engineering Company Partly synthetic multigrade crankcase lubricant
EP1379617B1 (en) * 2001-04-11 2006-12-13 The Lubrizol Corporation Process for lubricating a driveline using lubricants containing olefin copolymer and acrylate copolymer
US20030171223A1 (en) * 2002-01-31 2003-09-11 Winemiller Mark D. Lubricating oil compositions with improved friction properties
US20030236177A1 (en) * 2002-03-05 2003-12-25 Wu Margaret May-Som Novel lubricant blend composition
US8318993B2 (en) 2002-03-05 2012-11-27 Exxonmobil Research And Engineering Company Lubricant blend composition
US20040132629A1 (en) * 2002-03-18 2004-07-08 Vinci James N. Lubricants containing olefin copolymer and acrylate copolymer
DE102004021778A1 (en) * 2004-04-30 2005-12-08 Rohmax Additives Gmbh Use of polyalkyl (meth) acrylates in lubricating oil compositions
US20070191242A1 (en) * 2004-09-17 2007-08-16 Sanjay Srinivasan Viscosity modifiers for lubricant compositions
US20070197410A1 (en) * 2006-02-21 2007-08-23 Rohmax Additives Gmbh Energy efficiency in hydraulic systems
EP2154230A1 (en) * 2008-08-08 2010-02-17 Afton Chemical Corporation Lubricant additive compositions having improved viscosity index increasing properties
JP6293115B2 (en) * 2013-03-04 2018-03-14 出光興産株式会社 Lubricating oil composition
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WO1998021297A1 (en) * 1996-11-13 1998-05-22 Exxon Chemical Patents Inc. Lubricating oil formulations with improved low temperature performance
CN100363476C (en) * 2005-05-31 2008-01-23 中国石油天然气股份有限公司 Modifier for dry-type gas holder sealing oil

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DE69007995T2 (en) 1994-07-28
EP0380383B1 (en) 1994-04-13
FR2642435B1 (en) 1994-02-11
CA2008630A1 (en) 1990-07-27
SG157194G (en) 1995-04-28
FR2642435A1 (en) 1990-08-03
CA2008630C (en) 2001-01-09
ATE104332T1 (en) 1994-04-15
ES2055349T3 (en) 1994-08-16
US5108635A (en) 1992-04-28
DK0380383T3 (en) 1994-08-08

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