EP3134495B1 - Utilisation d'une composition lubrifiante pour diminuer le cliquetis - Google Patents

Utilisation d'une composition lubrifiante pour diminuer le cliquetis Download PDF

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Publication number
EP3134495B1
EP3134495B1 EP15716841.0A EP15716841A EP3134495B1 EP 3134495 B1 EP3134495 B1 EP 3134495B1 EP 15716841 A EP15716841 A EP 15716841A EP 3134495 B1 EP3134495 B1 EP 3134495B1
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EP
European Patent Office
Prior art keywords
carbon atoms
group
alkyl group
hydrogen atom
saturated
Prior art date
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EP15716841.0A
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German (de)
English (en)
French (fr)
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EP3134495A1 (fr
Inventor
Nicolas Obrecht
Steve FAURE
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TotalEnergies Marketing Services SA
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Total Marketing Services SA
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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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/02—Well-defined hydrocarbons
    • C10M105/04—Well-defined hydrocarbons aliphatic
    • 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
    • C10M127/00—Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon
    • C10M127/04—Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon well-defined aromatic
    • 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
    • C10M129/16—Ethers
    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/024—Well-defined aliphatic compounds unsaturated
    • 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
    • C10M2203/06—Well-defined aromatic 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
    • 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
    • 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
    • C10M2207/26—Overbased carboxylic acid salts
    • C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
    • 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
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • 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
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066—Thiocarbamic type compounds
    • C10M2219/068—Thiocarbamate metal salts
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio 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
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02—Unspecified siloxanes; Silicones
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/18—Anti-foaming property
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54—Fuel economy
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/76—Reduction of noise, shudder, or vibrations
    • 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
    • C10N2040/25—Internal-combustion engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines

Definitions

  • the present invention is applicable to the field of lubricants, more particularly to the field of engine lubricants. More particularly, the present invention relates to the use of a lubricating composition for reducing knocking in a vehicle engine, said lubricating composition comprising at least one base oil and at least one organic anti-knock compound.
  • the lubricating composition according to the invention thus makes it possible to reduce, or even eliminate, the knocking in an engine of vehicles, preferably of motor vehicles, while retaining good lubricating properties.
  • the present invention also relates to the use of an organic compound in a lubricating composition for reducing or even eliminating the knocking in an engine of vehicles, preferably of motor vehicles.
  • the present invention also relates to the use of a type concentrate composition of additives comprising at least one organic compound for reducing or even eliminating the knocking in an engine of vehicles, preferably of motor vehicles, using said organic compound.
  • the knocking is a phenomenon which occurs in a spark ignition engine of vehicles, and more particularly in a spark ignition engine of motor vehicles and which is due to the self-ignition of the fuel upstream of the flame front in the chamber. combustion.
  • This self-ignition propagates at very high speed in the combustion chamber and causes high-frequency vibrations of the gaseous mass and thermal overloads of the engine which can lead to serious mechanical incidents.
  • new standards protecting the environment require the automotive industry to build vehicles with reduced polluting emissions.
  • the combustion phenomenon is a compromise between the speed of propagation of the flame front from the spark plug and the self-ignition time of the fuel. When the latter is too short, the clicking noise occurs in areas far from the spark plug and most often near the piston and cylinder.
  • a lubricant, and more particularly an engine lubricant, is used in the cylinders to reduce friction as well as the risk of wear.
  • the proximity of the engine lubricant to the areas where the knocking occurs opens up the possibility of interaction between it and combustion. Thus, lubricants have been sought which make it possible to attenuate or even reduce the knocking in an engine.
  • oils chosen from esters of trimellitic acid or even compounds of alkyl naphthalene type as well as their use in a lubricating composition for reducing the knocking phenomenon in an engine.
  • the content by weight of these oils in the lubricant is at least 50% which can greatly reduce the friction reduction or oxidation resistance performance of the lubricant composition.
  • An objective of the present invention is therefore to provide organic compounds as well as a lubricating composition comprising these organic compounds which overcomes all or part of the aforementioned drawbacks.
  • Another objective of the present invention is to provide a composition making it possible to reduce or even eliminate the knocking in an engine and the formulation of which is easy to use.
  • Another objective of the present invention is to provide a lubricating composition making it possible to reduce or even eliminate the knocking in an engine while avoiding the appearance of deposits in the combustion chamber.
  • Another object of the present invention is to provide a lubrication method making it possible to reduce or even eliminate the knocking in an engine.
  • the Applicant has observed that the presence of a compound of formula (I) as defined above in a lubricating composition allows the lubricating composition, once used in an engine, to reduce or even eliminate the knocking phenomenon in the engine.
  • the present invention makes it possible to formulate lubricating compositions exhibiting both good stability and good properties for reducing or even eliminating the knocking phenomenon once used in an engine.
  • the lubricating compositions according to the invention exhibit good properties of reducing or even eliminating the knocking phenomenon when used in an engine without needing to add a high content of anti-knock compound in the lubricating composition.
  • the lubricating compositions according to the invention exhibit good properties of reducing or even eliminating the knocking phenomenon when used in an engine without needing to add other anti-knock additives thereto, and in particular no knocking.
  • anti-knock additives selected from organometallic compounds.
  • the lubricating compositions according to the invention exhibit good properties of reducing or even eliminating the knocking phenomenon once used in an engine and the formulation of which is easy to use.
  • the lubricating compositions according to the invention exhibit good properties for reducing or even eliminating the knocking phenomenon once used in an engine while making it possible to reduce or even eliminate the risk of deposits in the combustion chamber.
  • the invention also relates to an engine oil comprising a lubricating composition as defined above.
  • the invention also relates to the use of a lubricant composition as defined above for lubricating vehicle engines, preferably motor vehicles.
  • the invention also relates to the use of a lubricating composition as defined above for reducing or even eliminating the knocking in engines, preferably motor vehicles.
  • the invention also relates to a method of lubricating an engine of vehicles, preferably of motor vehicles, said method comprising at least one step of bringing a mechanical part of the engine into contact with a lubricating composition as defined above. .
  • the invention also relates to a method for reducing or even eliminating the knocking in an engine of vehicles, preferably of motor vehicles, comprising at least one step of bringing a mechanical part of the engine of the vehicle into contact with a lubricating composition as defined herein. -above.
  • the invention also relates to the use of a compound of formula (I) as defined above in a lubricating composition for reducing or even eliminating the knocking in engines, preferably motor vehicles.
  • the compound of formula (I) as defined above does not comprise a metal or any metal derivative.
  • the compound of formula (I) as defined above is not an organometallic compound.
  • the compound of formula (I) as defined above comprises at least one R 1 to R 6 group other than a hydrogen atom.
  • the compound of formula (I) as defined above is different from benzene.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R1 represents a hydrogen atom.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R1 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, an —OR7 group, a —NR8R9, R7, R8 and R9 group being as defined above.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R5 represents a hydrogen atom.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R6 represents a hydrogen atom.
  • compound (I) used according to the invention there may be mentioned aniline, ortho-phenylenediamine, meta-phenylenediamine, para-phenylenediamine, ortho-toluidine, meta-toluidine or para- toluidine.
  • the content by weight of compound of formula (I) ranges from 0.5 to 25%, preferably from 1 to 20%, advantageously from 5 to 15% relative to the total weight of the lubricating composition.
  • the compound of formula (I) can be provided in pure form.
  • pure form according to the invention is meant that the compound of formula (I) is mono-component and does not comprise any other component other than the compound of formula (I) or is not combined with another compound.
  • the compound of formula (I) can be encapsulated.
  • the compound of formula (I) can be present in the form of a capsule or of a microcapsule comprising a minimum content of compound of formula (I), this minimum content being chosen so that the content by weight of compound of formula (I) ranges from 0.5 to 25%, preferably from 1 to 20%, advantageously from 5 to 15% relative to the total weight of the lubricating composition.
  • the capsules or microcapsules comprising the compound of formula (I) can be chosen from any type of capsules or microcapsules known to those skilled in the art.
  • the capsules or microcapsules can in particular consist of a polymeric shell chosen from polyurethanes, polyureas, polystyrenes, polyesters, polyamides or their copolymers, polyacrylonitriles, vinyl resins, formaldehyde-based resins or even aminoplast resins.
  • the compound (I) will be released outside the capsules or microcapsules when the capsules or microcapsules are subjected to physicochemical constraints, and more particularly when the capsules or microcapsules are subjected to high temperatures, for example temperatures above 150 ° C as may be encountered in areas close to the piston, or when the capsules or microcapsules are subjected to high shear stresses, which is generally the case in a motor, corresponding for example to values of 10 to 100 million seconds reciprocal (s -1 ), or when the capsules or microcapsules are subjected to variations in the acidity or basicity of the surrounding medium, and more particularly to variations in acidity as may occur in the piston zone /shirt.
  • high temperatures for example temperatures above 150 ° C as may be encountered in areas close to the piston
  • high shear stresses which is generally the case in a motor, corresponding for example to values of 10 to 100 million seconds reciprocal (s -1 )
  • the capsules or microcapsules are subjected to variations in the acidity or basic
  • capsules or microcapsules which can be used in the present invention are in particular described in the documents WO2010 / 134044 , US20130146009 or WO2014 / 046876 .
  • the compound (I) can be released by volatilization.
  • the volatilization of the compound of formula (I) can in particular be carried out by adjusting the distillation curve of the lubricating composition.
  • a compound of formula (I) which is more volatile than the rest of the lubricating composition and which makes it possible to extract the compound of formula (I) in areas subjected to temperatures above the point boiling point of the compound of formula (I) but lower than the boiling point of the lighter components of the rest of the lubricating composition.
  • the compound of formula (I) can be synthesized in situ in the lubricating composition
  • the lubricating compositions used according to the invention can contain any type of mineral, synthetic or natural, animal or vegetable lubricating base oil suitable for their use.
  • the base oil (s) used in the lubricating compositions used according to the present invention can be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) such as summarized below, alone or in combination.
  • Table I Saturated content Sulfur content Viscosity index (VI) Group I Mineral oils ⁇ 90% > 0.03% 80 ⁇ VI ⁇ 120 Group II Hydrocracked oils ⁇ 90% ⁇ 0.03% 80 ⁇ VI ⁇ 120 Group III Hydrocracked or hydroisomerized oils ⁇ 90% ⁇ 0.03% ⁇ 120 Group IV Polyalphaolefins (PAO) Group V Esters and other bases not included in groups I to IV bases
  • the mineral base oils used according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, dealphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization. , hydrofinishing.
  • the base oils of the lubricating compositions used according to the invention can also be synthetic oils, such as certain esters of carboxylic acids and alcohols, or polyalphaolefins.
  • the polyalphaolefins used as base oils are for example obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100 ° C between 1.5 and 15 cSt according to the standard ASTM D445. Their weight average molecular mass is typically between 250 and 3000 according to ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
  • the lubricating bases represent at least 50% by mass, relative to the total mass of the lubricating composition, preferably at least 60%, or even at least 70%. Typically they represent between 75 and 99.9% by mass, relative to the total mass of the lubricating compositions used according to the invention.
  • the lubricating compositions comprise mineral bases of group I and / or III, or synthetic bases of group IV according to the API classification.
  • the lubricating compositions have a kinematic viscosity at 100 ° C measured according to the ASTM D445 standard ranging from 3 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt .
  • the lubricating compositions have a viscosity index (VI) greater than or equal to 130, preferably greater than or equal to 140, advantageously greater than or equal to 150 measured according to the ISO 2909 standard.
  • the lubricating compositions used according to the invention may also further contain at least one additive chosen from detergents, anti-wear additives, extreme pressure additives, dispersants, pour point improvers, anti-foaming agents, thickeners, viscosity index improving polymers and mixtures thereof.
  • the anti-wear and extreme pressure additives protect friction surfaces by forming a protective film adsorbed on these surfaces.
  • anti-wear additives There is a wide variety of anti-wear additives, but the category most used in lubricating compositions, especially for engine oil, is that of phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically dialkyldithiophosphates. zinc or ZnDTP.
  • Amine phosphates are also antiwear additives which can be used in the lubricating compositions used according to the invention. However, the phosphorus provided by these additives acts as a poison in the catalytic systems of automobiles because these additives generate ash. These effects can be minimized by partially substituting the amine phosphates with additives which do not provide phosphorus, such as, for example, polysulfides, in particular sulfur-containing olefins.
  • the anti-wear and extreme pressure additives may be present in the lubricating composition at contents ranging from 0.01 to 6% by weight, preferably from 0.05 to 4%. , preferably from 0.1% to 2% relative to the total mass of the lubricating composition.
  • the friction modifier additive can be a compound providing metallic elements or else an ashless compound.
  • the compounds providing metallic elements mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, W, the ligands of which may be hydrocarbon compounds containing oxygen, nitrogen or sulfur atoms. or phosphorus, and in particular molybdenum dithiocarbamates.
  • the ashless friction modifiers are of organic origin and can be chosen from monoesters of fatty acids and polyols, alkoxylated amines, fatty alkoxylated amines, fatty epoxides, fatty borate epoxides; fatty amines or fatty acid glycerol esters.
  • fatty or “fatty (s)” means a hydrocarbon group comprising from 10 to 24 carbon atoms.
  • the friction modifier additive may be present in contents ranging from 0.01 to 5% by mass, preferably from 0.1 to 2% relative to the total mass of the lubricating composition.
  • Antioxidant additives delay the degradation of lubricating compositions in service, in particular engine oils in service, a degradation which can result in particular in the formation of deposits, the presence of sludge, or an increase in the viscosity of the lubricating composition, in particular of the oil. engine oil.
  • Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
  • antioxidants commonly used there may be mentioned antioxidants of phenolic type or of amine type, phosphosulfurized antioxidants. Some of these antioxidants, for example phosphosulfurates, can generate ash. Phenolic antioxidants can be ashless, or in the form of neutral or basic metal salts.
  • the antioxidants can in particular be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted by at least one C1-C12 alkyl group, N, N dialkyl aryl diamines and combinations thereof.
  • sterically hindered phenol means a compound comprising a phenol group of which at least one carbon vicinal of the carbon carrying the alcohol function is substituted by at least one C1-C10 alkyl group, preferably an alkyl group in C1-C6, preferably a C4 alkyl group, preferably by the tert-butyl group.
  • Amino compounds are another class of antioxidants that can be used, optionally in combination with phenolic antioxidants.
  • Examples Typical are aromatic amines, of formula R25R26R27N, in which R25 represents an aliphatic group or an optionally substituted aromatic group, R26 represents an optionally substituted aromatic group, R27 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R28S (O) z R29, where R28 represents an alkylene group or an alkenylene group, R29 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer equal to 0, 1 or 2.
  • Alkyl phenols sulphides or their alkali and alkaline earth metal salts can also be used as antioxidants.
  • antioxidants are that of copper compounds, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates.
  • the salts of copper I and II, succinic acid or anhydride can also be used.
  • the lubricating composition used according to the invention may contain any type of antioxidant additive known to those skilled in the art.
  • ashless antioxidants are used.
  • the lubricating composition used according to the invention may comprise from 0.5 to 2% of at least one antioxidant additive by weight relative to the total mass of the lubricating composition.
  • Detergent additives in particular reduce the formation of deposits on the surface of metal parts by dissolving the secondary oxidation and combustion products.
  • the detergents which can be used in the lubricating composition used according to the invention are well known to those skilled in the art.
  • Detergents commonly used in the formulation of lubricating compositions can be anionic compounds having a long lipophilic hydrocarbon chain and a hydrophilic head.
  • the associated cation is typically a metallic cation of an alkali or alkaline earth metal.
  • the detergents are preferably chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as salts of phenates.
  • the alkali metals and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
  • These metal salts can contain the metal in an approximately stoichiometric amount or in excess (in an amount greater than the stoichiometric amount). In the latter case, these detergents are called overbased detergents.
  • the excess metal providing the overbased character to the detergent, is in the form of metal salts insoluble in oil, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.
  • the lubricating composition used according to the invention can comprise from 0.5 to 4% by weight of detergent, relative to the total mass of the lubricating composition.
  • the pour point lowering additives improve in particular the cold behavior of lubricating compositions, by slowing the formation of paraffin crystals.
  • pour point lowering additives mention may be made of polymethacrylates of alkyl, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes.
  • the lubricating composition used according to the invention can also comprise at least one dispersant.
  • the dispersants can be chosen from the groups formed by the Mannich base (s), succinimides and their derivatives, in particular borated succinimides.
  • the lubricating composition used according to the invention can comprise from 0.2 to 10% by mass of dispersants relative to the total mass of the lubricating composition.
  • the polymers which improve the viscosity index can be chosen from polymer esters, ethylene-based copolymers, in particular ethylene / propylene copolymers and ethylene / ⁇ -olefin copolymers, homopolymers or copolymers of styrene, butadiene or of isoprene, hydrogenated or not, polymethacrylates (PMA).
  • polymer esters ethylene-based copolymers, in particular ethylene / propylene copolymers and ethylene / ⁇ -olefin copolymers, homopolymers or copolymers of styrene, butadiene or of isoprene, hydrogenated or not, polymethacrylates (PMA).
  • the lubricating composition used according to the invention can comprise from 1 to 15% by mass of polymers improving the viscosity index relative to the total mass of the lubricating composition.
  • the anti-foam additives can be chosen from polyacrylates or silicone compounds and their derivatives, and in particular polysiloxanes.
  • the lubricating composition is not an emulsion.
  • the lubricating composition is anhydrous.
  • a subject of the invention is also an engine oil comprising a lubricating composition used according to the invention. All of the characteristics and preferences presented for the lubricating composition also apply to the engine oil used according to the invention.
  • the engine oil can be of grade 0W-16, 0W-20 and 5W-30 according to the SAEJ300 classification, characterized by a kinematic viscosity at 100 ° C (KV100) ranging from 5, 6 to 12.5 cSt measured according to the international standard ASTM D445.
  • KV100 kinematic viscosity at 100 ° C
  • the engine oil can be characterized by a viscosity index, calculated according to the international standard ISO 2909, greater than or equal to 130, preferably greater than or equal to 150.
  • base oils having a sulfur content of less than 0.3% can advantageously be used, for example mineral oils of group III, and synthetic bases free from sulfur, preferably from group IV, or mixtures thereof.
  • a subject of the invention is also the use of a lubricating composition as defined above for the lubrication of vehicle engines, preferably of motor vehicles, advantageously of motors of motor vehicles with controlled ignition.
  • a subject of the invention is also the use of a lubricating composition as defined above for reducing or even eliminating the knocking in engines, preferably of motor vehicles, advantageously of motors of motor vehicles with controlled ignition.
  • a subject of the invention is also the use of a lubricating composition as defined above for reducing the fuel consumption of vehicles, in particular of motor vehicles.
  • the subject of the invention is also a method for lubricating an engine of vehicles, preferably of motor vehicles, advantageously of a motor vehicle engine with controlled ignition, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above.
  • the subject of the invention is also a method for reducing or even eliminating the knocking in an engine of vehicles, preferably of motor vehicles, advantageously of motor vehicles with controlled ignition, comprising at least one step of bringing into contact a mechanical part of the engine of the vehicle with a lubricating composition as defined above.
  • the reduction or even the elimination of knocking in an engine by the use of a lubricating composition can in particular be evaluated by measuring the change in engine power and by measuring the change in the ignition advance parameter in the presence of the lubricating composition.
  • One method is more particularly described below.
  • the subject of the invention is also a method for reducing the fuel consumption of a vehicle, in particular of a motor vehicle, comprising at least one step of bringing a mechanical part of the engine of the vehicle into contact with a lubricating composition such as as defined above. All of the characteristics and preferences presented above for the lubricating composition also apply to the above processes.
  • Vehicles may include a two- or four-stroke, spark-ignition internal combustion engine.
  • the engines can be gasoline engines intended to be powered by gasoline or natural gas.
  • the term “conventional gasoline” is understood to mean engines which are supplied with a fuel obtained after refining an oil of mineral origin (such as petroleum for example).
  • the engines can also be gasoline engines modified to be powered by a fuel based on oils obtained from renewable materials such as alcohol-based fuels.
  • the vehicles can be light vehicles such as automobiles and motorcycles.
  • the vehicles can also be heavy goods vehicles, construction machinery.
  • a subject of the invention is also the use of a compound of formula (I) as defined above in a lubricating composition for reducing or even eliminating the knocking in engines, preferably of motor vehicles, advantageously of motors of motor vehicles. with positive ignition. All of the characteristics and preferences presented above for the compound of formula (I) also apply to the above use.
  • At least one base oil can be added to the composition of additive concentrate type used according to the invention to obtain a lubricating composition used according to the invention.
  • Lubricating composition No. 1 is described in Table II: the percentages indicated are percentages by weight. Table II Lubricating composition No. 1 Base oil 1 37.5 Base oil 2 35 Base oil 3 10 Polymer 6.2 Additive package 11.3
  • the lubricating compositions No. 2 and No. 3 are described in Table III: the percentages indicated are percentages by weight.
  • a 1.6-liter, turbocharged spark-ignition engine was fitted near each cylinder with accelerometers to detect the onset of knocking.
  • the engine control analyzes this information and reduces the spark advance parameter in the event of knocking. Otherwise, if the combustion takes place without the appearance of knocking, the engine calculation increases the ignition advance in order to improve engine efficiency and increase the power measured at the engine output.
  • the engine was installed in a test cell where engine speed and engine power output was measured using an electromagnetic brake.
  • the control parameters such as engine speed, quantity of fuel injected, ignition advance and engine power were recorded during the test.
  • the engine coolant temperature was maintained at 94 ° C at the engine inlet and the oil temperature was maintained at 99 ° C at the engine inlet.
  • Lubricating composition No. 1 was used as a reference oil to check the stability of engine behavior.
  • the impact of lubricating compositions N ° 2 and N ° 3 on the knocking phenomenon was observed by measuring the change in engine power and by measuring the change in the ignition advance parameter in comparing each of these two lubricating compositions with the lubricating composition No. 1.
  • Engine power is expressed in horsepower or horsepower (hp).
  • the ignition advance is expressed in crankshaft degrees (° V).
  • a difference of at least one cv concerning the power and a difference of at least 0.4 ° V are considered to be significant and therefore make it possible to validate the benefit of the lubricating composition on the reduction of the knocking phenomenon.
  • the lubricating composition No. 2 is tested on the test described above framed before and after by the lubricating composition No. 1.
  • the power gain and ignition advance is determined with respect to the average of the results obtained on lubricating composition No. 1 before and after the test with lubricating composition No. 2.
  • the lubricating composition No. 3 is tested on the test described above framed before and after by the lubricating composition No. 1.
  • the power gain and ignition advance is determined relative to the average of the results obtained on lubricating composition No. 1 before and after the test with lubricating composition No. 3.
  • Table IV Composition No. 2 No. 3 Delta power (hp) at 6500 rpm +3.0 +1.3 Delta ignition advance (° V) at 6500 rpm +1.2 +0.4 Composition No. 2 No. 3 Delta power (hp) at 7500 rpm +1.6 +1.0 Delta ignition advance (° V) at 7500 rpm +1.6 +1.0
  • lubricating compositions according to the invention did not result in any abnormal deposit in the combustion chamber of the engine.
  • lubricating compositions used according to the invention (lubricating compositions No. 2 and No. 3) also retain good lubricating properties.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
EP15716841.0A 2014-04-25 2015-04-21 Utilisation d'une composition lubrifiante pour diminuer le cliquetis Active EP3134495B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1453752A FR3020377B1 (fr) 2014-04-25 2014-04-25 Composition lubrifiante comprenant un compose anti-cliquetis
PCT/EP2015/058615 WO2015162137A1 (fr) 2014-04-25 2015-04-21 Utilisation d'une composition lubrifiante pour diminuer le cliquetis

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EP (1) EP3134495B1 (es)
JP (1) JP2017513995A (es)
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JP6807850B2 (ja) * 2015-02-27 2021-01-06 シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイＳｈｅｌｌ Ｉｎｔｅｒｎａｔｉｏｎａｌｅ Ｒｅｓｅａｒｃｈ Ｍａａｔｓｃｈａｐｐｉｊ Ｂｅｓｌｏｔｅｎ Ｖｅｎｎｏｏｔｓｈａｐ 潤滑組成物の使用
EP3345890A1 (de) 2017-01-05 2018-07-11 Lanxess Deutschland GmbH Verfahren zur herstellung von n-methyl-p-toluidin für dessen einsatz als additiv für flugbenzin
JP7193923B2 (ja) * 2018-03-30 2022-12-21 出光興産株式会社 潤滑油組成物

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CN106459804A (zh) 2017-02-22
JP2017513995A (ja) 2017-06-01
KR20160147911A (ko) 2016-12-23
EP3134495A1 (fr) 2017-03-01
KR102392304B1 (ko) 2022-05-02
MX2016014018A (es) 2017-01-11
US20170051226A1 (en) 2017-02-23
WO2015162137A1 (fr) 2015-10-29
FR3020377B1 (fr) 2020-11-27
FR3020377A1 (fr) 2015-10-30

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