EP3083907B1 - Lubricant composition made from fatty triamines - Google Patents

Lubricant composition made from fatty triamines Download PDF

Info

Publication number
EP3083907B1
EP3083907B1 EP14812525.5A EP14812525A EP3083907B1 EP 3083907 B1 EP3083907 B1 EP 3083907B1 EP 14812525 A EP14812525 A EP 14812525A EP 3083907 B1 EP3083907 B1 EP 3083907B1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
compound
lubricant composition
group
alkyl group
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.)
Active
Application number
EP14812525.5A
Other languages
German (de)
French (fr)
Other versions
EP3083907A1 (en
Inventor
Maria Isabel DE BARROS BOUCHET
Olga GORBATCHEV
Raphaele IOVINE
Carine PIZARD
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.)
Centre National de la Recherche Scientifique CNRS
Ecole Centrale de Lyon
TotalEnergies Marketing Services SA
Original Assignee
Centre National de la Recherche Scientifique CNRS
Ecole Centrale de Lyon
Total Marketing Services SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Centre National de la Recherche Scientifique CNRS, Ecole Centrale de Lyon, Total Marketing Services SA filed Critical Centre National de la Recherche Scientifique CNRS
Publication of EP3083907A1 publication Critical patent/EP3083907A1/en
Application granted granted Critical
Publication of EP3083907B1 publication Critical patent/EP3083907B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02Well-defined aliphatic compounds
    • C10M2203/024Well-defined aliphatic compounds unsaturated
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
    • C10M2203/1025Aliphatic fractions used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028Organic 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
    • C10M2205/0285Organic 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08Amides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08Amides
    • C10M2215/082Amides containing hydroxyl groups; Alkoxylated derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066Thiocarbamic type compounds
    • C10M2219/068Thiocarbamate metal salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/047Thioderivatives not containing metallic elements
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/09Complexes with metals
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/12Groups 6 or 16
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54Fuel economy
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00Specific manufacturing methods for lubricant compositions
    • C10N2070/02Concentrating of additives

Definitions

  • the present invention is applicable to the field of lubricants, in particular lubricants for engine, and more particularly for engine of motor vehicles. More particularly, the present invention relates to a lubricating composition comprising at least one base oil, at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.
  • the lubricant composition according to the invention has both good friction properties for steel / steel contacts, for steel / carbon coating contacts as well as for carbon coating / carbon coating contacts, while retaining good anti-wear properties. .
  • the present invention also relates to a lubrication process using this composition.
  • the present invention also relates to a method for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.
  • the present invention also relates to a method for reducing friction between a steel surface and a surface covered with carbon, in particular in an engine, and more particularly in a motor vehicle engine.
  • the present invention also relates to a method for reducing friction between two carbon-coated surfaces, and more particularly in a motor vehicle engine.
  • the present invention also relates to a method for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.
  • the present invention also relates to the use of a fatty triamine in a lubricating composition to reduce friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.
  • the present invention also relates to the use of a fatty triamine in a lubricating composition to reduce friction between a steel surface and a surface covered with carbon, in particular in an engine, and more particularly in a motor vehicle engine.
  • the present invention also relates to the use of an oily triamine in a lubricating composition to reduce friction between two surfaces covered with carbon, in particular in an engine, and more particularly in an engine of motor vehicles.
  • the present invention also relates to the use of a fatty triamine in a lubricating composition for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.
  • the present invention also relates to a concentrated composition type of additives comprising at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.
  • lubricants are to reduce the friction and wear phenomena of mechanical parts, in particular in vehicle engines, and more particularly in motor vehicles.
  • organomolybdenum compounds represent a family of compounds whose properties for reducing friction phenomena have been widely described, and more particularly in the contacts between two steel surfaces.
  • organomolybdenum compounds in particular organomolybdenum compounds comprising a dithiocarbamate group, can cause aggravation of the phenomena of wear of mechanical parts.
  • the document US 5,650,381 describes in particular a lubricating composition comprising an organomolybdenum compound and a zinc dithiophosphate.
  • DLC coatings are used as coatings on the surfaces of parts in vehicle engines, and in particular in motor vehicle engines.
  • organomolybdenum compounds present in a lubricant can degrade or even peel off a carbon coating present on a surface and that this degradation can be accentuated with the increase in the content of organomolybdenum compounds in the lubricant.
  • lubricants compatible with surfaces covered with a carbon material, and in particular a DLC coating or a nanodiamond coating have been sought, these lubricants not comprising organolmolybdenum compounds.
  • the document EP 2479247 describes a lubricant comprising a compound based on a zinc phosphate compound and a sulfur compound.
  • the document EP 1338641 describes a lubricant comprising an amine as a friction modifier compatible with a surface having a DLC coating.
  • An objective of the present invention is to provide a lubricating composition which overcomes all or part of the aforementioned drawbacks.
  • Another objective of the invention is to provide a lubricating composition the formulation of which is easy to use.
  • Another object of the present invention is to provide a lubrication method for reducing friction between two steel surfaces, between a steel surface and a carbon coated surface as well as between two carbon coated surfaces.
  • the Applicant has found that the presence of at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine in a lubricating composition makes it possible to confer on the lubricating composition simultaneously good friction properties for steel / steel contacts, for steel / carbon coating contacts and for carbon coating / carbon coating contacts.
  • the present invention makes it possible to formulate lubricant compositions comprising an optimized content of organomolybdenum compounds and having good friction properties for steel / steel contacts, for steel / carbon coating contacts as well as for carbon coating / carbon coating contacts.
  • the lubricant compositions according to the invention have good friction properties for steel / steel contacts, for steel / carbon coating contacts and for carbon coating / carbon coating contacts, while retaining good anti-wear properties.
  • the lubricant compositions according to the invention allow fuel savings in all the operating phases of an engine. vehicle, preferably motor vehicles, and more particularly at start-up.
  • the lubricant compositions according to the invention exhibit good storage stability as well as a viscosity which does not vary or varies very little.
  • the invention also relates to a motor oil comprising a lubricating composition as defined above.
  • the invention also relates to the use of a lubricating composition as defined above for the lubrication of mechanical parts, in particular in transmissions and / or vehicle engines, preferably motor vehicles.
  • the invention also relates to the use of a lubricating composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a lubricant composition above to reduce friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a lubricating composition as defined above for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a lubricating composition as defined above for reducing the fuel consumption of vehicles, preferably motor vehicles.
  • the invention also relates to a method of lubricating mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles, comprising at least one step of bringing at least one part into contact with a lubricating composition such as defined above.
  • the invention also relates to a method for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably of a motor vehicle, comprising at least one step of bringing at least one of the steel surfaces into contact with a composition.
  • lubricant as defined above.
  • the invention also relates to a method for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces with a lubricating composition as defined above.
  • the invention also relates to a method for reducing the friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces covered with carbon into contact with a lubricating composition as defined above.
  • the invention also relates to a method for reducing the fuel consumption of a vehicle, preferably 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 as defined above.
  • the invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a fatty triamine in a lubricating composition
  • a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-coated surfaces, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferably a motor vehicle.
  • the lubricant composition according to the invention comprises at least one organomolybdenum compound.
  • organomolybdenum compound according to the invention is meant any organomolybdenum compound soluble in an oil.
  • the organomolybdenum compound can be chosen from organic molybdenum complexes such as carboxylates, esters, molybdenum amides, which can be obtained by reaction of molybdenum oxide or molybdates of ammonium with fatty substances, glycerides, fatty acids or derivatives of fatty acids (esters, amines, amides ).
  • organic molybdenum complexes such as carboxylates, esters, molybdenum amides, which can be obtained by reaction of molybdenum oxide or molybdates of ammonium with fatty substances, glycerides, fatty acids or derivatives of fatty acids (esters, amines, amides ).
  • the organomolybdenum compound is chosen from molybdenum complexes free from sulfur and phosphorus, with ligands of amide type, mainly prepared by reaction of a source of molybdenum, which can be by example molybdenum trioxide, and an amine derivative, and fatty acids comprising for example from 4 to 28 carbon atoms, preferably from 8 to 18 carbon atoms, such as for example the fatty acids contained in vegetable or animal oils.
  • a source of molybdenum which can be by example molybdenum trioxide, and an amine derivative
  • fatty acids comprising for example from 4 to 28 carbon atoms, preferably from 8 to 18 carbon atoms, such as for example the fatty acids contained in vegetable or animal oils.
  • the organic molybdenum complex can comprise from 2 to 8.5% by weight of molybdenum relative to the weight of complex.
  • the organic molybdenum complex consists of at least one compound of formula (Ia) or (II-a), alone or as a mixture: in which R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms, in which R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
  • the organomolybdenum compound can be chosen from molybdenum dithiophosphates or molybdenum dithiocarbamates.
  • the organomolybdenum compound is chosen from molybdenum dithiocarbamates.
  • Molybdenum dithiocarbamate compounds are complexes formed from a metal nucleus linked to one or more ligands, the ligand being an alkyl dithiocarbamate group. These compounds are well known to those skilled in the art.
  • the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferably from 3 to 28%, advantageously from 4 to 15% by mass of molybdenum, based on the total mass of the Mo-DTC compound.
  • the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferably from 3 to 28%, advantageously from 4 to 15% by mass of sulfur , based on the total mass of the Mo-DTC compound.
  • the compound Mo-DTC can be chosen from those whose nucleus has two molybdenum atoms (also called dimeric Mo-DTC) and those whose nucleus has three molybdenum atoms (also called Mo-DTC trimer).
  • trimeric Mo-DTC compounds As examples of trimeric Mo-DTC compounds according to the invention, mention may be made of the compounds and their methods of preparation as described in the documents WO 98/26030 and US 2003/022954 .
  • the Mo-DTC compound is a dimeric Mo-DTC compound.
  • dimeric Mo-DTC compounds mention may be made of the compounds and their methods of preparation as described in the documents EP 0757093 , EP 0719851 , EP 0743354 or EP 1013749 .
  • alkyl group within the meaning of the invention means a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 1 to 24 carbon atoms.
  • the alkyl group is chosen from the group formed by methyl, ethyl, propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, isotridecyl, tetradecyl, l hexadecyl, stearyl, icosyl, docosyl, tetracosyl, triacontyl, 2-ethylhexyl, 2-butyloctyl, 2-butyldecyl, 2-hexyloctyl, 2-hexyldecyl, 2-octyldecyl, 2-hexyldodecyl , 2-
  • alkenyl group within the meaning of the present invention means a linear or branched hydrocarbon group comprising at least one double bond and comprising from 2 to 24 carbon atoms.
  • the alkenyl group can be chosen from vinyl, allyl, propenyl, butenyl, isobutenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, l 'undecenyl, dodecenyl, tetradecenyl and oleic.
  • aryl group within the meaning of the present invention, is meant a polycyclic aromatic hydrocarbon or an aromatic group, substituted or not by an alkyl group.
  • the aryl group can comprise from 6 to 24 carbon atoms.
  • the aryl group can be chosen from the group formed by phenyl, toluyl, xylyl, cumenyl, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, trityl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonylphenyl, decylphenyl, undecylphenyl, dodecylphenyl, phenylphenyl, benzylphenyl, phenylphenyl, phenyl
  • the cycloalkyl groups and the cycloalkenyl groups can be chosen, without limitation, from the group consisting of cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, methylcyclopentenyl, methylcyclohexenyl.
  • Cycloalkyl groups and cycloalkenyl groups can have from 3 to 24 carbon atoms.
  • R 3 , R 4 , R 5 and R 6 independently represent an alkyl group comprising from 4 to 18 carbon atoms or an alkenyl group comprising from 2 to 24 carbon atoms.
  • X 3 , X 4 , X 5 and X 6 may be identical and may represent a sulfur atom.
  • X 3 , X 4 , X 5 and X 6 can be identical and can be an oxygen atom.
  • X 3 and X 4 may represent a sulfur atom and X 5 and X 6 may represent an oxygen atom.
  • X 3 and X 4 can represent an oxygen atom and X 5 and X 6 can represent a sulfur atom.
  • the ratio in number of sulfur atoms relative to the number of oxygen atoms (S / O) of the Mo-DTC compound can vary from (1/3) to (3/1).
  • the Mo-DTC compound of formula (A) can be chosen from a symmetrical Mo-DTC compound, an asymmetric Mo-DTC compound and their combination.
  • symmetrical Mo-DTC compound according to the invention is meant a Mo-DTC compound of formula (III) in which the groups R 3 , R 4 , R 5 and R 6 are identical.
  • asymmetric Mo-DTC compound according to the invention means a Mo-DTC compound of formula (III) in which the groups R 3 and R 4 are identical, the groups R 5 and R 6 are identical and the groups R 3 and R 4 are different from the groups R 5 and R 6 .
  • the Mo-DTC compound is a mixture of at least one symmetrical Mo-DTC compound and at least one asymmetric Mo-DTC compound.
  • R 3 and R 4 represent an alkyl group comprising from 5 to 15 carbon atoms and R 5 and R 6 , identical and different from R 3 and R 4 , represent a group alkyl comprising from 5 to 15 carbon atoms.
  • R 3 and R 4 which are identical, represent an alkyl group comprising from 6 to 10 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 10 to 15 carbon atoms.
  • R 3 and R 4 which are identical, represent an alkyl group comprising from 10 to 15 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 6 to 10 carbon atoms .
  • R 3 , R 4 , R 5 and R 6 which are identical, represent an alkyl group comprising from 5 to 15 carbon atoms, preferably from 8 to 13 carbon atoms.
  • the compound Mo-DTC is chosen from the compounds of formula (III-a) in which the groups R 3 , R 4 , R 5 and R 6 are as defined for formula (III).
  • Mo-DTC compounds As examples of Mo-DTC compounds, mention may be made of the products Molyvan L, Molyvan 807 or Molyvan 822 sold by the company RT Vanderbilt Compagny or the products Sakura-lube 200, Sakura-lube 165, Sakura-lube 525 or Sakura-lube 600 marketed by the company Adeka.
  • the content by weight of organomolybdenum compound ranges from 0.05 to 3%, preferably from 0.1 to 2%, advantageously from 0.1 to 1% relative to the total weight of the lubricating composition.
  • the lubricant composition according to the invention comprises at least one compound comprising a dithiophosphate group.
  • dithiophosphate the compound comprising a dithiophosphate group
  • dithiophosphate the compound comprising a dithiophosphate group
  • the dithiophosphate can be chosen from ammonium dithiophosphates, amine dithiophosphates, ester dithiophosphates and metallic dithiophosphates, taken alone or as a mixture.
  • the dithiophosphate is chosen from ammonium dithiophosphates of formula (IV): in which R 7 and R 8 represent, independently of one another, an optionally substituted hydrocarbon group comprising from 1 to 30 carbon atoms.
  • R 7 and R 8 represent, independently of one another, an optionally substituted hydrocarbon group, comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.
  • R 7 and R 8 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
  • R 7 and R 8 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.
  • R 7 and R 8 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.
  • ammonium dithiophosphate mention may be made of ammonium dimethyl dithiophosphates, ammonium diethyl dithiophosphates and ammonium dibutyl dithiophosphates.
  • R 9 and R 10 independently of one another represent an optionally substituted hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.
  • R 9 and R 10 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
  • R 9 and R 10 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.
  • R 9 and R 10 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.
  • R 11 , R 12 and R 13 independently of one another represent a hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.
  • R 14 and R 15 independently of one another represent an optionally substituted hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.
  • R 14 and R 15 independently of one another represent an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
  • R 14 and R 15 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.
  • R 14 and R 15 represent, independently of one another, a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.
  • R 14 and R 15 represent, independently of one another, a hydrocarbon group comprising from 2 to 6 carbon atoms.
  • R 16 and R 17 represent, independently of one another, a hydrocarbon group comprising from 2 to 6 carbon atoms.
  • the metal is chosen from the group consisting of zinc, aluminum, copper, iron, mercury, silver, cadmium, tin, lead, antimony, bismuth, thallium, chromium, molybdenum, cobalt, nickel, tungsten, sodium, calcium, magnesium, manganese and arsenic.
  • the preferred metals are zinc, molybdenum, antimony, preferably zinc and molybdenum.
  • the metal is zinc.
  • the metallic dithiophosphates are neutral as exemplified in formula (VII) or basic when a stoichiometric excess of metal is present.
  • R 18 and R 19 independently of one another represent a hydrocarbon group, optionally substituted, comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.
  • R 18 and R 19 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.
  • R 18 and R 19 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.
  • R 18 and R 19 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.
  • the dithiophosphate according to the invention is a zinc dithiophosphate of formula (VII-a) or of formula (VII-b): in which R 18 and R 19 are as defined above.
  • metallic dithiophosphate there may be mentioned for example the Additin® RC 3038, the Addin® RC 3045, the Addin® RC 3048, the Addin® RC 3058, the Addin® RC 3080, Addin® RC 3180, Addin® RC 3212, Addin® RC 3580, Kikulube® Z112, Lubrizol® 1371, Lubrizol® 1375, Lubrizol® 1395, Lubrizol® 5179, Oloa® 260, Olaa® 267.
  • the content by weight of dithiophosphate ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% relative to the total weight of the lubricating composition.
  • the lubricant composition according to the invention comprises at least one fatty triamine.
  • the fatty triamines are mainly obtained from carboxylic acids.
  • the starting fatty acids for obtaining fatty triamines according to the invention can be chosen from myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachidic, heneicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic acids.
  • nonacosanoic nonacosanoic, melissic, hentriacontanoic, laceroic or unsaturated fatty acids such as palmitoleic, oleic, erucic, nervonic, linoleic, a-linolenic, gamma-linolenic, di-homo-gamma-linolenic, arachidonic, eicosapentaenoic, docosahexaenoic.
  • unsaturated fatty acids such as palmitoleic, oleic, erucic, nervonic, linoleic, a-linolenic, gamma-linolenic, di-homo-gamma-linolenic, arachidonic, eicosapentaenoic, docosahexaenoic.
  • the preferred fatty acids can be derived from the hydrolysis of the triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soybean oil, cotton, linen, beef tallow, ....
  • Natural oils may have been genetically modified to enrich their content of certain fatty acids.
  • the fatty triamines can be obtained from natural, plant or animal resources.
  • the fatty triamine is chosen from the compounds of formula (VIII): R 20 -N - [(CH 2 ) 3 -NH 2 ] 2 (VIII) in which R 20 represents a linear or branched, saturated or unsaturated alkyl group comprising at least 10 carbon atoms, preferably from 10 to 22 carbon atoms, more preferably from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms .
  • R 20 represents a mixture of at least one saturated alkyl group comprising from 16 to 18 carbon atoms and a mono-unsaturated alkyl group comprising from 16 to 18 carbon atoms.
  • the fatty triamine is chosen from the compounds of formula (IX): R 21 -NH- (CH 2 -CH 2 -CH 2 -NH) 2 -H (IX) in which R 21 represents a linear or branched, saturated or unsaturated alkyl group comprising at least 10 carbon atoms, preferably from 10 to 22 carbon atoms, more preferably from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms .
  • the content by weight of fatty triamine ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% relative to the total weight of the composition.
  • the lubricating composition comprises a mass ratio (organomolybdenum / fatty triamine compound) ranging from 1/10 to 1, preferably from 1/5 to 4/5.
  • the lubricating composition comprises a mass ratio (organomolybdenum compound / compound comprising a dithiophosphate / fatty triamine group) ranging from 1/10/10 to 1/1/1, preferably ranging from 1 / 5/5 to 4/5/5.
  • the lubricating compositions according to the invention may contain any type of mineral, synthetic or natural, animal or vegetable lubricating base oil suitable for their use.
  • the base oil or oils used in the lubricating compositions according to the present invention may be oils of mineral or synthetic origin from groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized below, alone or in mixture.
  • 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 hydro-isomerized 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 according to the invention include all types of bases obtained by atmospheric distillation and under vacuum of crude petroleum, followed by refining operations such as solvent extraction, dealphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
  • the base oils of the lubricating compositions 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 of between 1.5 and 15 cSt according to the standard ASTM D445.
  • Their weight average molecular weight is typically between 250 and 3000 according to standard ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
  • a lubricating base for producing the lubricating compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, content of sulfur, oxidation resistance, suitable for use in a vehicle engine, preferably motor vehicles.
  • 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 lubricant compositions according to the invention.
  • the lubricating compositions comprise group I and / or III mineral bases, or group IV synthetic bases according to the API classification.
  • the lubricant compositions have a kinematic viscosity at 100 ° C. measured according to standard ASTM D445 ranging from 4 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt .
  • the lubricant compositions have a viscosity index (VI) greater than or equal to 140, preferably greater than or equal to 150, measured according to standard ASTM 2270.
  • VI viscosity index
  • the lubricant compositions according to the invention may also contain at least one additive chosen from detergents, anti-wear additives other than a dithiophosphate, extreme pressure additives, dispersants, pour point improvers, anti - foam, thickeners and their mixtures.
  • the lubricant composition can further comprise at least one antioxidant additive.
  • the antioxidant additives delay the degradation of the lubricating compositions in service, in particular of engine oils in service, degradation which can in particular result in the formation of deposits, the presence of sludge, or an increase in the viscosity of the lubricating composition, in particular of the engine oil.
  • the 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 amino type, phosphosulfur antioxidants. Some of these antioxidants, for example phosphosulfurics, can generate ash.
  • the phenolic antioxidants can be ashless, or they can be in the form of neutral or basic metal salts.
  • the antioxidant agents can be chosen in particular 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 is meant within the meaning of the present invention a compound comprising a phenol group in which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one C1-C10 alkyl group, preferably a C1-C6 alkyl group, preferably a C4 alkyl group, preferably by the ter-butyl group.
  • Amino compounds are another class of antioxidants that can be used, possibly in combination with phenolic antioxidants.
  • Typical examples are the aromatic amines, of formula R 22 R 23 R 24 N, in which R 22 represents an aliphatic group or an optionally substituted aromatic group, R 23 represents an optionally substituted aromatic group, R 24 represents a hydrogen atom , an alkyl group, an aryl group or a group of formula R 25 S (O) z R 26 , where R 25 represents an alkylene group or an alkenylene group, R 26 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer of 0, 1 or 2.
  • Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidants.
  • antioxidants are that of copper-containing compounds, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates.
  • copper I and II salts, succinic acid or anhydride can also be used.
  • the lubricant composition according to the invention can contain any type of antioxidant additive known to those skilled in the art.
  • ashless antioxidants are used.
  • the lubricant composition according to the invention can comprise from 0.5 to 2% of at least one antioxidant additive by weight relative to the total mass of the lubricant composition.
  • the lubricant composition according to the invention can also comprise a detergent additive.
  • Detergent additives in particular reduce the formation of deposits on the surface of metal parts by dissolving secondary oxidation and combustion products.
  • the detergents which can be used in the lubricant composition according to the invention are well known to those skilled in the art.
  • the detergents commonly used in the formulation of lubricating compositions can be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head.
  • the associated cation is typically a metal cation of an alkali or alkaline earth metal.
  • the detergents are preferably chosen from the alkali or alkaline earth metal salts of carboxylic acids, sulfonates, salicylates, naphthenates, as well as the phenate salts.
  • the alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium. These metal salts may 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 said to be overbased detergents.
  • the excess metal bringing 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 lubricant composition according to the invention can comprise from 2 to 4% by weight of detergent, relative to the total mass of the lubricant composition.
  • the lubricant composition according to the invention can also comprise at least one pour point lowering additive.
  • Pour point lowering additives notably improve the cold behavior of lubricating compositions, by slowing down the formation of paraffin crystals.
  • the lubricant composition according to the invention can also comprise at least one dispersant.
  • the dispersants can be chosen from the groups formed by or Mannich bases.
  • the lubricant composition according to the invention may comprise from 0.2 to 10% by mass of dispersants relative to the total mass of the lubricant composition.
  • the lubricating composition can also comprise at least one polymer improving the viscosity index.
  • polymers mention may be made of polymeric esters, copolymers of ethylene and propylene, homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, polymethacrylates (PMA).
  • PMA polymethacrylates
  • the lubricant composition 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 lubricant composition.
  • the lubricating composition is not an emulsion.
  • the lubricating composition is anhydrous.
  • the invention also relates to a motor oil comprising a lubricating composition according to the invention.
  • the engine oil can be of grade 0W-20 and 5W-30 according to the classification SAEJ300, characterized by a kinematic viscosity at 100 ° C (KV100) ranging from 5.6 to 12, 5 cSt measured according to international standard ASTM D445.
  • KV100 kinematic viscosity at 100 ° C
  • the engine oil can be characterized by a viscosity index, calculated according to international standard ASTM D2230, greater than or equal to 130, preferably greater than or equal to 150.
  • base oils having a sulfur content of less than 0.3% for example group III mineral oils, and sulfur-free synthetic bases, preferably group IV, or mixtures thereof.
  • the invention also relates to the use of a lubricating composition as defined above for the lubrication of mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles.
  • the invention also relates to the use of a lubricating composition as defined above to reduce friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a lubricant composition above to reduce friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a lubricating composition as defined above to reduce friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • carbon coating according to the invention is meant any coating comprising carbon.
  • These carbon coatings can be chosen from diamond coatings, and more particularly nanodiamond coatings.
  • Such coatings can in particular be in the form of at least one layer of nanocrystalline diamond, having a purity ranging from 70 to 99%.
  • the carbon coatings are chosen from nanodiamond coatings in the form of at least one layer of nanocrystalline diamond having a purity ranging from 70 to 99%, preferably ranging from 70 to 97%, advantageously of 75% and a thickness ranging from 0.1 to 3 ⁇ , preferably ranging from 0.5 to 2 ⁇ , advantageously 1.5 ⁇ .
  • These carbon coatings can also be chosen from DLC (Diamond Like Carbon) type coatings.
  • DLC coating Any type of DLC coating can be used as a carbon coating according to the invention.
  • the DLC bring together a set of families of amorphous materials containing mainly carbon.
  • hydrogenated DLCs in particular hydrogenated DLCs called a-C: H and non-hydrogenated DLCs, in particular non-hydrogenated DLCs called a-C or non-hydrogenated DLCs called ta-C.
  • the DLCs have properties which vary according to their content of sp3 hybridized carbons and their hydrogen content. Certain variants of DLC can be doped with metallic elements, such as iron, chromium or tungsten.
  • DLC coatings are generally less mechanically and thermally resistant because they are amorphous materials. On the other hand, they are generally less rough and above all can be deposited at low temperature on the majority of substrates.
  • the DLCs are chosen from hydrogenated DLCs, in particular hydrogenated DLCs called a-C: H.
  • the DLCs are chosen from hydrogenated DLCs, in particular hydrogenated DLCs called a-C: H containing from 10 to 40% of hydrogen.
  • the invention also relates to the use of a lubricating composition as defined above for reducing the fuel consumption of vehicles, preferably motor vehicles.
  • the invention also relates to a method of lubricating mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles, comprising at least one step of bringing at least one part into contact with a lubricating composition such as defined above.
  • the invention also relates to a method for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably of a motor vehicle, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricating composition as defined above.
  • a subject of the invention is also a method for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing into contact at least one of the surfaces with a lubricating composition as defined above.
  • the invention also relates to a method for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces covered with carbon with a lubricating composition as defined above.
  • the above method also makes it possible not to aggravate, or even reduce the wear between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.
  • the above method also makes it possible not to aggravate, or even reduce the wear between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the above method also makes it possible not to aggravate, or even reduce the wear between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to a method for reducing the fuel consumption of a vehicle, preferably 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 defined above.
  • Vehicles may include a two- or four-stroke internal combustion engine.
  • the engines can be petrol or diesel engines intended to be powered by conventional petrol or diesel.
  • conventional gasoline or by “conventional diesel” is meant in the sense of the present invention engines which are powered by a fuel obtained after refining an oil of mineral origin (such as petroleum for example).
  • the engines can also be petrol engines or diesel engines modified to be powered by a fuel based on oils derived from renewable materials such as alcohol-based fuels or biodiesel fuel.
  • the vehicles can be light vehicles such as automobiles and motorcycles. Vehicles can also be heavy goods vehicles, construction equipment, ships.
  • the subject of the invention is also the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces , especially in a vehicle engine, preferably a motor vehicle.
  • Another subject of the invention is the use of a fatty triamine in a lubricating composition
  • a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the subject of the invention is also the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.
  • the invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferably a motor vehicle.
  • composition of concentrated additive type further comprises at least one additional additive.
  • the additional additive can be chosen from the additives mentioned above.
  • At least one base oil can be added to the composition of concentrated additive type according to the invention to obtain a lubricant composition according to the invention.
  • Lubricant compositions No. 1 to No. 6 are described in Table II; the percentages given are mass percentages.
  • Table II Lubricating composition # 1 # 2 # 3 # 4 N ° 5 N ° 6
  • Base oil 100 98.5 98.6 97.5 97.6 99
  • Compound comprising a dithiophosphate group 1 1 1 1 1 1 1
  • Organomolybdenum compound 1 0.5 0.5 Organomolybdenum compound 2 0.4 0.4
  • Test 1 evaluation of the friction properties of lubricating compositions on a steel / steel contact
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table III presents the coefficient of friction of lubricant compositions N ° 1, N ° 2 and N ° 4.
  • Table III Composition # 1 # 2 # 4 Coefficient of steel / steel friction 0.150 0.035 0.025
  • the lubricant composition according to the invention No. 4 has improved friction properties for steel / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 2).
  • Test 2 evaluation of the friction properties of lubricating compositions on a DLC / steel contact
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table IV presents the coefficient of friction of lubricant compositions N ° 1, N ° 2, N ° 4 and N ° 6.
  • Table IV Composition # 1 # 2 # 4 N ° 6 DLC / steel coefficient of friction 0.070 0.070 0.053 0.080
  • the lubricant composition according to the invention No. 4 has improved friction properties on DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising a fatty triamine according to the invention (composition No. 2), as well as compared to a lubricating composition comprising a fatty triamine according to the invention but not comprising an organomolybdenum compound according to the invention nor of a compound comprising a dithiophosphate group according to the invention (composition No. 6).
  • Test 3 evaluation of the friction properties of lubricating compositions on a DLC / steel contact
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table V presents the coefficient of friction of lubricant compositions N ° 1, N ° 2 and N ° 4.
  • Table V Composition # 1 # 2 # 4 DLC / steel coefficient of friction 0.070 0.090 0.060
  • Test 4 evaluation of the friction properties of lubricating compositions on a DLC / steel contact
  • the coefficient of friction is evaluated according to the method described in test 3.
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table VI presents the friction coefficient of the lubricant compositions N ° 1, N ° 3 and N ° 5.
  • Table VI Composition # 1 # 3 N ° 5 DLC / steel coefficient of friction 0.070 0.090 0.060
  • Lubricant compositions No. 7 to No. 10 are described in Table VII; the percentages given are mass percentages.
  • Table VII Lubricating composition # 7 # 8 N ° 9 # 10 Base oil 100 98.5 97.5 99 Compound comprising a dithiophosphate group 1 1 Organomolybdenum compound 1 0.5 0.5 Oily triamine 1 1
  • Test 5 evaluation of the friction properties of lubricating compositions on a steel / steel contact
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table VIII presents the coefficient of friction of the lubricant compositions N ° 7, N ° 8, N ° 9 and N ° 10.
  • the lubricating composition according to the invention No. 9 has improved friction properties on steel / steel contacts, compared to a lubricating composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising a fatty triamine according to the invention (composition No. 8), as well as compared to a lubricating composition comprising a fatty triamine according to the invention but not comprising an organomolybdenum compound according to the invention nor of a compound comprising a dithiophosphate group according to the invention (composition No. 10).
  • Test 6 evaluation of the friction properties of lubricating compositions on a steel / diamond contact
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table IX presents the coefficient of friction of lubricant compositions N ° 7, N ° 8 and N ° 9.
  • the lubricant composition according to the invention No. 9 has improved friction properties for steel / diamond contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 8).
  • Test 7 evaluation of the friction properties of lubricating compositions on a DLC / steel contact
  • the coefficient of friction is evaluated according to the method described in test 2.
  • a difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.
  • Table X presents the friction coefficient of lubricant compositions N ° 7, N ° 8 and N ° 9. Paints Composition # 7 # 8 N ° 9 Coefficient of steel / diamond friction 0.070 0.080 0.070
  • the lubricant composition according to the invention No. 9 has improved friction properties for DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 8).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Description

Domaine techniqueTechnical area

La présente invention est applicable au domaine des lubrifiants, notamment des lubrifiants pour moteur, et plus particulièrement pour moteur de véhicules automobiles. Plus particulièrement, la présente invention concerne une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène, au moins un composé comprenant un groupement dithiophosphate et au moins une triamine grasse. La composition lubrifiante selon l'invention présente à la fois de bonnes propriétés de frottements pour les contacts acier/acier, pour les contacts acier/revêtement carbone ainsi que pour les contacts revêtement carbone/revêtement carbone, tout en conservant de bonnes propriétés anti-usure.The present invention is applicable to the field of lubricants, in particular lubricants for engine, and more particularly for engine of motor vehicles. More particularly, the present invention relates to a lubricating composition comprising at least one base oil, at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine. The lubricant composition according to the invention has both good friction properties for steel / steel contacts, for steel / carbon coating contacts as well as for carbon coating / carbon coating contacts, while retaining good anti-wear properties. .

La présente invention concerne également un procédé de lubrification mettant en oeuvre cette composition.The present invention also relates to a lubrication process using this composition.

La présente invention concerne également un procédé pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to a method for reducing friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.

La présente invention concerne également un procédé pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to a method for reducing friction between a steel surface and a surface covered with carbon, in particular in an engine, and more particularly in a motor vehicle engine.

La présente invention concerne également un procédé pour réduire les frottements entre deux surfaces recouvertes de carbone, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to a method for reducing friction between two carbon-coated surfaces, and more particularly in a motor vehicle engine.

La présente invention concerne également un procédé pour réduire la consommation de carburant d'un véhicule, et plus particulièrement d'un véhicule automobile.The present invention also relates to a method for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.

La présente invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to the use of a fatty triamine in a lubricating composition to reduce friction between two steel surfaces, in particular in an engine, and more particularly in a motor vehicle engine.

La présente invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to the use of a fatty triamine in a lubricating composition to reduce friction between a steel surface and a surface covered with carbon, in particular in an engine, and more particularly in a motor vehicle engine.

La présente invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur, et plus particulièrement dans un moteur de véhicules automobiles.The present invention also relates to the use of an oily triamine in a lubricating composition to reduce friction between two surfaces covered with carbon, in particular in an engine, and more particularly in an engine of motor vehicles.

La présente invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante pour réduire la consommation de carburant d'un véhicule, et plus particulièrement d'un véhicule automobile.The present invention also relates to the use of a fatty triamine in a lubricating composition for reducing the fuel consumption of a vehicle, and more particularly of a motor vehicle.

La présente invention concerne également une composition type concentré d'additifs comprenant au moins un composé organomolybdène, au moins un composé comprenant un groupement dithiophosphate et au moins une triamine grasse.The present invention also relates to a concentrated composition type of additives comprising at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine.

Arrière plan technologiqueTechnological background

Les lubrifiants ont pour objectif de réduire les phénomènes de friction et d'usure des pièces mécaniques, notamment dans les moteurs de véhicules, et plus particulièrement de véhicules automobiles.The purpose of lubricants is to reduce the friction and wear phenomena of mechanical parts, in particular in vehicle engines, and more particularly in motor vehicles.

Pour réduire ces phénomènes de friction, il est connu d'incorporer des modificateurs de frottements dans les lubrifiants.To reduce these friction phenomena, it is known to incorporate friction modifiers in lubricants.

Parmi les modificateurs de frottements, les composés organomolybdène représentent une famille de composés dont les propriétés de réduction des phénomènes de friction ont été largement décrites, et plus particulièrement dans les contacts entre deux surfaces en acier.Among the friction modifiers, organomolybdenum compounds represent a family of compounds whose properties for reducing friction phenomena have been widely described, and more particularly in the contacts between two steel surfaces.

Toutefois, il est connu de l'homme du métier que l'utilisation de composés organomolybdène, notamment de composés organomolybdène comprenant un groupement dithiocarbamate, peut provoquer une aggravation des phénomènes d'usure de pièces mécaniques.However, it is known to those skilled in the art that the use of organomolybdenum compounds, in particular organomolybdenum compounds comprising a dithiocarbamate group, can cause aggravation of the phenomena of wear of mechanical parts.

Ainsi, pour résoudre ce problème, la combinaison d'un composé organomolybdène et d'un anti-usure tel qu'un composé comprenant un groupement dithiophosphate dans une composition lubrifiante a été largement décrite.Thus, to solve this problem, the combination of an organomolybdenum compound and an antiwear product such as a compound comprising a dithiophosphate group in a lubricating composition has been widely described.

Le document US 5650381 décrit notamment une composition lubrifiante comprenant un composé organomolybdène et un dithiophosphate de zinc.The document US 5,650,381 describes in particular a lubricating composition comprising an organomolybdenum compound and a zinc dithiophosphate.

Par ailleurs, il est connu d'appliquer un revêtement sur des pièces, notamment des pièces métalliques, permettant d'accroître leur résistance à l'usure en condition de mise sous frottements intensifs et répétés. Parmi les technologies existantes, il est connu les revêtements carbone, et notamment les revêtements DLC (Diamond Like Carbon) à base d'un matériau carbone amorphe aux propriétés proches de celles du diamant.Furthermore, it is known to apply a coating to parts, in particular metal parts, making it possible to increase their resistance to wear under conditions of intensive and repeated friction. Among the existing technologies, it is known carbon coatings, and in particular DLC coatings (Diamond Like Carbon) based on an amorphous carbon material with properties close to those of diamond.

Ainsi, les revêtements DLC sont utilisés comme revêtements des surfaces de pièces dans les moteurs de véhicules, et notamment dans les moteurs de véhicules automobiles.Thus, DLC coatings are used as coatings on the surfaces of parts in vehicle engines, and in particular in motor vehicle engines.

Cependant, il est également connu que les propriétés de réduction des phénomènes de friction d'un revêtement carbone, et notamment d'un revêtement DLC, peuvent être altérées, voire dégradées en présence d'un lubrifiant.However, it is also known that the properties of reduction of the friction phenomena of a carbon coating, and in particular of a DLC coating, can be altered, even degraded in the presence of a lubricant.

Plus particulièrement, il a été observé que les composés organomolybdène présents dans un lubrifiant peuvent dégrader, voire décoller un revêtement carbone présent sur une surface et que cette dégradation peut s'accentuer avec l'augmentation de la teneur en composés organomolybdène dans le lubrifiant. Ainsi, il a été recherché des lubrifiants compatibles avec des surfaces recouvertes d'un matériau carbone, et notamment un revêtement DLC ou un revêtement nanodiamant, ces lubrifiants ne comprenant pas de composés organolmolybdène. Par exemple, le document EP 2479247 décrit un lubrifiant comprenant un composé à base d'un composé phosphate de zinc et d'un composé soufré.More particularly, it has been observed that the organomolybdenum compounds present in a lubricant can degrade or even peel off a carbon coating present on a surface and that this degradation can be accentuated with the increase in the content of organomolybdenum compounds in the lubricant. Thus, lubricants compatible with surfaces covered with a carbon material, and in particular a DLC coating or a nanodiamond coating, have been sought, these lubricants not comprising organolmolybdenum compounds. For example, the document EP 2479247 describes a lubricant comprising a compound based on a zinc phosphate compound and a sulfur compound.

Par ailleurs, le document EP 1338641 décrit un lubrifiant comprenant une amine en tant que modificateur de frottements compatible avec une surface ayant un revêtement DLC.Furthermore, the document EP 1338641 describes a lubricant comprising an amine as a friction modifier compatible with a surface having a DLC coating.

Toutefois, ce document ne donne aucun enseignement quant aux propriétés de réduction des phénomènes de friction de ces lubrifiants pour des contacts acier/acier.However, this document gives no teaching as to the properties of reduction of the phenomena of friction of these lubricants for steel / steel contacts.

De plus, ce document ne donne aucun enseignement quant aux propriétés anti-usure de ces lubrifiants, que ce soit pour des contacts acier/acier ou acier/revêtement carbone. US 5,650,381 décrit une huile moteur comprenant un composé organomolybdène et un dithiophosphate de zinc pour réduire le frottement.In addition, this document gives no teaching as to the anti-wear properties of these lubricants, whether for steel / steel or steel / carbon coating contacts. US 5,650,381 describes an engine oil comprising an organomolybdenum compound and a zinc dithiophosphate to reduce friction.

L'utilisation de revêtement carbone dans les moteurs, notamment de véhicules automobiles étant grandissante, il existe donc toujours un besoin de rechercher des lubrifiants présentant à la fois de bonnes propriétés de frottements pour les contacts acier/acier, pour les contacts acier/revêtement carbone et pour les contacts revêtement carbone/revêtement carbone, tout en conservant de bonnes propriétés anti-usure.The use of carbon coating in engines, in particular of motor vehicles being growing, there is therefore always a need to look for lubricants having at the same time good friction properties for steel / steel contacts, for steel / carbon coating contacts and for carbon coating / carbon coating contacts, while retaining good anti-wear properties.

Un objectif de la présente invention est de fournir une composition lubrifiante palliant tout ou en partie aux inconvénients précités.An objective of the present invention is to provide a lubricating composition which overcomes all or part of the aforementioned drawbacks.

Un autre objectif de l'invention est de fournir une composition lubrifiante dont la formulation est facile à mettre en oeuvre.Another objective of the invention is to provide a lubricating composition the formulation of which is easy to use.

Un autre objectif de la présente invention est de fournir un procédé de lubrification pour réduire les frottements entre deux surfaces en acier, entre une surface en acier et une surface recouverte de carbone ainsi qu'entre deux surfaces recouvertes de carbone.Another object of the present invention is to provide a lubrication method for reducing friction between two steel surfaces, between a steel surface and a carbon coated surface as well as between two carbon coated surfaces.

Résumé de l'inventionSummary of the invention

L'invention est définit dans les revendications 1 à 14 subséquentes.The invention is defined in subsequent claims 1 to 14.

L'invention ainsi a pour objet une composition lubrifiante comprenant :

  • au moins une huile de base,
  • de 0.05 à 3 % en poids d'au moins un composé organomolybdène,
  • de 0,1 à 5 % en poids d'au moins un composé comprenant un groupement dithiophosphate, et
  • de 0.1 à 5 % en poids d'au moins une triamine grasse.
The invention thus relates to a lubricating composition comprising:
  • at least one base oil,
  • from 0.05 to 3% by weight of at least one organomolybdenum compound,
  • from 0.1 to 5% by weight of at least one compound comprising a dithiophosphate group, and
  • from 0.1 to 5% by weight of at least one fatty triamine.

De manière surprenante, la demanderesse a constaté que la présence d'au moins un composé organomolybdène, d'au moins un composé comprenant un groupement dithiophosphate et d'au moins une triamine grasse dans une composition lubrifiante permet de conférer à la composition lubrifiante simultanément de bonnes propriétés de frottements pour les contacts acier/acier, pour les contacts acier/revêtement carbone et pour les contacts revêtement carbone/revêtement carbone.Surprisingly, the Applicant has found that the presence of at least one organomolybdenum compound, at least one compound comprising a dithiophosphate group and at least one fatty triamine in a lubricating composition makes it possible to confer on the lubricating composition simultaneously good friction properties for steel / steel contacts, for steel / carbon coating contacts and for carbon coating / carbon coating contacts.

Ainsi, la présente invention permet de formuler des compositions lubrifiantes comprenant une teneur optimisée en composés organomolybdène et présentant de bonnes propriétés de frottements pour les contacts acier/acier, pour les contacts acier/revêtement carbone ainsi que pour les contacts revêtement carbone/revêtement carbone.Thus, the present invention makes it possible to formulate lubricant compositions comprising an optimized content of organomolybdenum compounds and having good friction properties for steel / steel contacts, for steel / carbon coating contacts as well as for carbon coating / carbon coating contacts.

Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de frottements pour les contacts acier/acier, pour les contacts acier/revêtement carbone et pour les contacts revêtement carbone/revêtement carbone, tout en conservant de bonnes propriétés anti-usure.Advantageously, the lubricant compositions according to the invention have good friction properties for steel / steel contacts, for steel / carbon coating contacts and for carbon coating / carbon coating contacts, while retaining good anti-wear properties.

Avantageusement, les compositions lubrifiantes selon l'invention permettent des économies de carburant dans toutes les phases de fonctionnement d'un moteur de véhicule, préférentiellement de véhicules automobiles, et plus particulièrement au démarrage.Advantageously, the lubricant compositions according to the invention allow fuel savings in all the operating phases of an engine. vehicle, preferably motor vehicles, and more particularly at start-up.

Avantageusement, les compositions lubrifiantes selon l'invention présentent une bonne stabilité au stockage ainsi qu'une viscosité ne variant pas ou très peu.Advantageously, the lubricant compositions according to the invention exhibit good storage stability as well as a viscosity which does not vary or varies very little.

Dans un mode de réalisation de l'invention, la composition lubrifiante consiste essentiellement en :

  • au moins une huile de base,
  • au moins un composé organomolybdène,
  • au moins un composé comprenant un groupement dithiophosphate, et
  • au moins une triamine grasse.
In one embodiment of the invention, the lubricating composition essentially consists of:
  • at least one base oil,
  • at least one organomolybdenum compound,
  • at least one compound comprising a dithiophosphate group, and
  • at least one fatty triamine.

L'invention concerne également une huile moteur comprenant une composition lubrifiante telle que définie ci-dessus.The invention also relates to a motor oil comprising a lubricating composition as defined above.

L'invention concerne également l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour la lubrification de pièces mécaniques, notamment dans des transmissions et/ou des moteurs de véhicules, préférentiellement de véhicules automobiles.The invention also relates to the use of a lubricating composition as defined above for the lubrication of mechanical parts, in particular in transmissions and / or vehicle engines, preferably motor vehicles.

L'invention concerne également l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricating composition as defined above for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une composition lubrifiante ci-dessus pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricant composition above to reduce friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricating composition as defined above for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire la consommation de carburant de véhicules, préférentiellement de véhicules automobiles.The invention also relates to the use of a lubricating composition as defined above for reducing the fuel consumption of vehicles, preferably motor vehicles.

L'invention concerne également un procédé de lubrification de pièces mécaniques, notamment dans des transmissions et/ou des moteurs de véhicules, préférentiellement de véhicules automobiles, comprenant au moins une étape de mise en contact d'au moins une pièce avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method of lubricating mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles, comprising at least one step of bringing at least one part into contact with a lubricating composition such as defined above.

L'invention concerne également un procédé pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces en acier avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably of a motor vehicle, comprising at least one step of bringing at least one of the steel surfaces into contact with a composition. lubricant as defined above.

L'invention concerne également un procédé pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces with a lubricating composition as defined above.

L'invention concerne également un procédé pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces recouvertes de carbone avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing the friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces covered with carbon into contact with a lubricating composition as defined above.

L'invention concerne également un procédé pour réduire la consommation de carburant d'un véhicule, préférentiellement d'un véhicule automobile, comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur du véhicule avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing the fuel consumption of a vehicle, preferably 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 as defined above.

L'invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile. L'invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle. The invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two carbon-coated surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire la consommation de carburant d'un véhicule, préférentiellement d'un véhicule automobile.The invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferably a motor vehicle.

Il est décrit également une composition de type concentré d'additifs comprenant :

  • au moins un composé organomolybdène,
  • au moins un composé comprenant un groupement dithiophosphate, et
  • au moins une triamine grasse.
There is also described a composition of concentrated additive type comprising:
  • at least one organomolybdenum compound,
  • at least one compound comprising a dithiophosphate group, and
  • at least one fatty triamine.

Description détaillée de l'inventionDetailed description of the invention

Les pourcentages indiqués ci-dessous correspondent à des pourcentages en masse de matière active.The percentages given below correspond to percentages by mass of active material.

Composé organomolybdèneOrganomolybdenum compound

La composition lubrifiante selon l'invention comprend au moins un composé organomolybdène.The lubricant composition according to the invention comprises at least one organomolybdenum compound.

Par composé organomolybdène selon l'invention, on entend tout composé organomolybdène soluble dans une huile.By organomolybdenum compound according to the invention is meant any organomolybdenum compound soluble in an oil.

Dans un mode de réalisation de l'invention, le composé organomolybdène peut être choisi parmi les complexes organique du molybdène tels que les carboxylates, les esters, les amides de molybdène, pouvant être obtenus par réaction d'oxyde de molybdène ou de molybdates d'ammonium avec des corps gras, glycérides, acides gras ou dérivés d'acides gras (esters, amines, amides...).In one embodiment of the invention, the organomolybdenum compound can be chosen from organic molybdenum complexes such as carboxylates, esters, molybdenum amides, which can be obtained by reaction of molybdenum oxide or molybdates of ammonium with fatty substances, glycerides, fatty acids or derivatives of fatty acids (esters, amines, amides ...).

Dans un mode de réalisation préféré de l'invention, le composé organomolybdène est choisi parmi les complexes du molybdène exempts de soufre et de phosphore, avec des ligands de type amide, principalement préparés par réaction d'une source de molybdène, qui peut être par exemple le trioxyde de molybdène, et d'un dérivés d'amine, et d'acides gras comprenant par exemple de 4 à 28 atomes de carbones, préférentiellement de 8 à 18 atomes de carbone, tels que par exemple les acides gras contenus dans les huiles végétales ou animales.In a preferred embodiment of the invention, the organomolybdenum compound is chosen from molybdenum complexes free from sulfur and phosphorus, with ligands of amide type, mainly prepared by reaction of a source of molybdenum, which can be by example molybdenum trioxide, and an amine derivative, and fatty acids comprising for example from 4 to 28 carbon atoms, preferably from 8 to 18 carbon atoms, such as for example the fatty acids contained in vegetable or animal oils.

La synthèse de tels composés est par exemple décrite dans les brevets US 4889647 , EP 0546357 , US 5412130 , EP 1770153 .The synthesis of such compounds is for example described in the patents US 4,889,647 , EP 0546357 , US 5,412,130 , EP 1770153 .

Dans un mode de réalisation préféré de l'invention, le composé organomolybdène est choisi parmi les complexes organiques du molybdène obtenus par réaction :

  1. (i) d'un corps gras de type mono, di ou tri glycéride, ou acide gras,
  2. (ii) d'une source aminée de formule (A) :
    Figure imgb0001
In a preferred embodiment of the invention, the organomolybdenum compound is chosen from the organic complexes of molybdenum obtained by reaction:
  1. (i) a fatty substance of the mono, di or tri glyceride or fatty acid type,
  2. (ii) from an amino source of formula (A):
    Figure imgb0001

Dans laquelle :

  • X1 représente un atome d'oxygène ou un atome d'azote,
  • X2 représente un atome d'oxygène ou un atome d'azote,
  • n et m représentent 1 lorsque X1 ou X2 représentent un atome d'oxygène,
  • n et m représentent 2 lorsque X1 ou X2 représentent un atome d'azote, (iii) et d'une source de molybdène choisie parmi le trioxyde de molybdène ou les molybdates, préférentiellement le molybdate d'ammonium, en quantité suffisante pour fournir 0,1 à 30% de molybdène par rapport au poids total de complexe.
In which :
  • X 1 represents an oxygen atom or a nitrogen atom,
  • X 2 represents an oxygen atom or a nitrogen atom,
  • n and m represent 1 when X 1 or X 2 represent an oxygen atom,
  • n and m represent 2 when X 1 or X 2 represent a nitrogen atom, (iii) and a source of molybdenum chosen from molybdenum trioxide or molybdates, preferably ammonium molybdate, in sufficient quantity to provide 0.1 to 30% molybdenum relative to the total weight of complex.

Dans un mode de réalisation de l'invention, le complexe organique du molybdène peut comprendre de 2 à 8,5% en poids de molybdène par rapport au poids de complexe.In one embodiment of the invention, the organic molybdenum complex can comprise from 2 to 8.5% by weight of molybdenum relative to the weight of complex.

Dans un mode de réalisation préféré de l'invention, le complexe organique du molybdène est constitué d'au moins un des composés de formule (I) ou (II), seuls ou en mélange :

Figure imgb0002
dans laquelle :

  • X1 représente un atome d'oxygène ou un atome d'azote ;
  • X2 représente un atome d'oxygène ou un atome d'azote ;
  • n représente 1 lorsque X1 représente un atome d'oxygène et m représente 1 lorsque X2 représente un atome d'oxygène ;
  • n représente 2 lorsque X1 représente un atome d'azote et m représente 2 lorsque X2 représente un atome d'azote ;
  • R1 représente un groupement alkyle linéaire ou ramifiée, saturé ou insaturé, comprenant de 3 à 30 atomes de carbone, préférentiellement de 3 à 20 atomes de carbone, avantageusement de 7 à 17 atomes de carbone ;
Figure imgb0003
dans laquelle :
  • X1 représente un atome d'oxygène ou un atome d'azote ;
  • X2 représente un atome d'oxygène ou un atome d'azote ;
  • n représente 1 lorsque X1 représente un atome d'oxygène et m représente 1 lorsque X2 représente un atome d'oxygène ;
  • n représente 2 lorsque X1 représente un atome d'azote et m représente 2 lorsque X2 représente un atome d'azote ;
  • R1 représente un groupement alkyle linéaire ou ramifiée, saturé ou insaturé, comprenant de 3 à 30 atomes de carbone, préférentiellement de 3 à 20 atomes de carbone, avantageusement de 7 à 17 atomes de carbone ;
  • R2 représente un groupement alkyle linéaire ou ramifiée, saturé ou insaturé, comprenant de 3 à 30 atomes de carbone, préférentiellement de 3 à 20 atomes de carbone, avantageusement de 7 à 17 atomes de carbone.
In a preferred embodiment of the invention, the organic molybdenum complex consists of at least one of the compounds of formula (I) or (II), alone or as a mixture:
Figure imgb0002
in which :
  • X 1 represents an oxygen atom or a nitrogen atom;
  • X 2 represents an oxygen atom or a nitrogen atom;
  • n represents 1 when X 1 represents an oxygen atom and m represents 1 when X 2 represents an oxygen atom;
  • n represents 2 when X 1 represents a nitrogen atom and m represents 2 when X 2 represents a nitrogen atom;
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
Figure imgb0003
in which :
  • X 1 represents an oxygen atom or a nitrogen atom;
  • X 2 represents an oxygen atom or a nitrogen atom;
  • n represents 1 when X 1 represents an oxygen atom and m represents 1 when X 2 represents an oxygen atom;
  • n represents 2 when X 1 represents a nitrogen atom and m represents 2 when X 2 represents a nitrogen atom;
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
  • R 2 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.

Dans un mode de réalisation de l'invention, le complexe organique du molybdène est préparé par réaction :

  1. (i) d'un corps gras de type mono, di ou tri glycéride, ou acide gras,
  2. (ii) de diéthanolamine ou de 2-(2-aminoethyl) aminoethanol,
  3. (iii) et d'une source de molybdène choisie parmi le trioxyde de molybdène ou les molybdates, préférentiellement le molybdate d'ammonium, en quantité suffisante pour fournir 0,1 à 20,0% de molybdène par rapport au poids de complexe.
In one embodiment of the invention, the organic complex of molybdenum is prepared by reaction:
  1. (i) a fatty substance of the mono, di or tri glyceride or fatty acid type,
  2. (ii) diethanolamine or 2- (2-aminoethyl) aminoethanol,
  3. (iii) and from a source of molybdenum chosen from molybdenum trioxide or molybdates, preferably ammonium molybdate, in an amount sufficient to provide 0.1 to 20.0% of molybdenum relative to the weight of complex.

Dans un mode de réalisation préféré de l'invention, le complexe organique du molybdène est constitué d'au moins un composé de formule (I-a) ou (II-a), seuls ou en mélange :

Figure imgb0004
dans laquelle R1 représente un groupement alkyle linéaire ou ramifiée, saturé ou insaturé, comprenant de 3 à 30 atomes de carbone, préférentiellement de 3 à 20 atomes de carbone, avantageusement de 7 à 17 atomes de carbone,
Figure imgb0005
dans laquelle R1 représente un groupement alkyle linéaire ou ramifiée, saturé ou insaturé, comprenant de 3 à 30 atomes de carbone, préférentiellement de 3 à 20 atomes de carbone, avantageusement de 7 à 17 atomes de carbone.In a preferred embodiment of the invention, the organic molybdenum complex consists of at least one compound of formula (Ia) or (II-a), alone or as a mixture:
Figure imgb0004
in which R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms,
Figure imgb0005
in which R 1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.

Dans un autre mode de réalisation, le composé organomolybdène peut être choisi parmi les dithiophosphates de molybdène ou les dithiocarbamates de molybdène.In another embodiment, the organomolybdenum compound can be chosen from molybdenum dithiophosphates or molybdenum dithiocarbamates.

Dans un mode de réalisation préféré de l'invention, le composé organomolybdène est choisi parmi les dithiocarbamates de molybdène.In a preferred embodiment of the invention, the organomolybdenum compound is chosen from molybdenum dithiocarbamates.

Les composés dithiocarbamate de molybdène (composés Mo-DTC) sont des complexes formés d'un noyau métallique lié à un ou plusieurs ligands, le ligand étant un groupement dithiocarbamate d'alkyles. Ces composés sont bien connus de l'homme du métier.Molybdenum dithiocarbamate compounds (Mo-DTC compounds) are complexes formed from a metal nucleus linked to one or more ligands, the ligand being an alkyl dithiocarbamate group. These compounds are well known to those skilled in the art.

Dans un mode de réalisation de l'invention, le composé Mo-DTC peut comprendre de 1 à 40%, de préférence de 2 à 30%, plus préférentiellement de 3 à 28%, avantageusement de 4 à 15% en masse de molybdène, par rapport à la masse totale du composé Mo-DTC.In one embodiment of the invention, the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferably from 3 to 28%, advantageously from 4 to 15% by mass of molybdenum, based on the total mass of the Mo-DTC compound.

Dans un autre mode de réalisation de l'invention, le composé Mo-DTC peut comprendre de 1 à 40%, de préférence de 2 à 30%, plus préférentiellement de 3 à 28%, avantageusement de 4 à 15% en masse de soufre, par rapport à la masse totale du composé Mo-DTC.In another embodiment of the invention, the Mo-DTC compound can comprise from 1 to 40%, preferably from 2 to 30%, more preferably from 3 to 28%, advantageously from 4 to 15% by mass of sulfur , based on the total mass of the Mo-DTC compound.

Dans un autre mode de réalisation de l'invention, le composé Mo-DTC peut être choisi parmi ceux dont le noyau présente deux atomes de molybdène (aussi appelés Mo-DTC dimériques) et ceux dont le noyau présente trois atomes de molybdène (aussi appelés Mo-DTC trimériques).In another embodiment of the invention, the compound Mo-DTC can be chosen from those whose nucleus has two molybdenum atoms (also called dimeric Mo-DTC) and those whose nucleus has three molybdenum atoms (also called Mo-DTC trimer).

Dans un autre mode de réalisation de l'invention, les composés Mo-DTC trimériques répondent à la formule Mo3SkLn dans laquelle :

  • k représente un nombre entier au moins égal à 4, de préférence allant de 4 à 10, avantageusement de 4 à 7,
  • n est un entier allant de 1 à 4, et
  • L étant un groupement dithiocarbamate d'alkyles comprenant de 1 à 100 atomes de carbone, de préférence de 1 à 40 atomes de carbone, avantageusement de 3 à 20 atomes de carbone.
In another embodiment of the invention, the trimeric Mo-DTC compounds correspond to the formula Mo 3 S k L n in which:
  • k represents an integer at least equal to 4, preferably ranging from 4 to 10, advantageously from 4 to 7,
  • n is an integer ranging from 1 to 4, and
  • L being an alkyl dithiocarbamate group comprising from 1 to 100 carbon atoms, preferably from 1 to 40 carbon atoms, advantageously from 3 to 20 carbon atoms.

Comme exemples de composés Mo-DTC trimériques selon l'invention, on peut citer les composés et leurs procédés de préparation tels que décrits dans les documents WO 98/26030 et US 2003/022954 .As examples of trimeric Mo-DTC compounds according to the invention, mention may be made of the compounds and their methods of preparation as described in the documents WO 98/26030 and US 2003/022954 .

Dans un mode de réalisation préféré de l'invention, le composé Mo-DTC est un composé Mo-DTC dimérique.In a preferred embodiment of the invention, the Mo-DTC compound is a dimeric Mo-DTC compound.

Comme exemples de composés Mo-DTC dimériques, on peut citer les composés et leurs procédés de préparation tels que décrits dans les documents EP 0757093 , EP 0719851 , EP 0743354 ou EP 1013749 .As examples of dimeric Mo-DTC compounds, mention may be made of the compounds and their methods of preparation as described in the documents EP 0757093 , EP 0719851 , EP 0743354 or EP 1013749 .

Les composés Mo-DTC dimériques correspondent généralement aux composés de formule (III) :

Figure imgb0006
dans laquelle :

  • R3, R4, R5, R6, identiques ou différents, représentent indépendamment un groupement hydrocarboné choisi parmi les groupements alkyle, alcényle, aryle, cycloalkyle ou cycloalcényle,
  • X3, X4, X5 et X6, identiques ou différents, représentent indépendamment un atome d'oxygène ou un atome de soufre.
The dimeric Mo-DTC compounds generally correspond to the compounds of formula (III):
Figure imgb0006
in which :
  • R 3 , R 4 , R 5 , R 6 , identical or different, independently represent a hydrocarbon group chosen from alkyl, alkenyl, aryl, cycloalkyl or cycloalkenyl groups,
  • X 3 , X 4 , X 5 and X 6 , identical or different, independently represent an oxygen atom or a sulfur atom.

Par groupement alkyle au sens de l'invention, on entend un groupement hydrocarboné, linéaire ou ramifié, saturé ou insaturé, comprenant de 1 à 24 atomes de carbone.By alkyl group within the meaning of the invention means a hydrocarbon group, linear or branched, saturated or unsaturated, comprising from 1 to 24 carbon atoms.

Dans un mode de réalisation de l'invention, le groupement alkyle est choisi dans le groupe formé par le méthyle, l'éthyle, le propyle, l'isopropyle, le n-butyle, l'iso-butyle, le tert-butyle, le n-pentyle, l'iso-pentyle, le néopentyle, l'hexyle, l'heptyle, l'octyle, le nonyle, le décyle, l'undécyle, le dodécyle, le tridécyle, l'isotridécyle, le tétradécyle, l'hexadécyle, le stéaryle, l'icosyle, le docosyle , le tétracosyle, le triacontyle, le 2-éthylhexyle, le 2-butyloctyle, le 2-butyldécyle, 2-hexyloctyle, 2-hexyldécyle, 2-octyldécyle, le 2-hexyldodécyle, le 2-octyldodécyle, le 2-décyltétradécyle, le 2-dodécylhexadécyle, le 2-hexadécyloctadécyle, le 2-tetradécyloctadécyle, le myristyle, le palmityle et le stéaryle.In one embodiment of the invention, the alkyl group is chosen from the group formed by methyl, ethyl, propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, isotridecyl, tetradecyl, l hexadecyl, stearyl, icosyl, docosyl, tetracosyl, triacontyl, 2-ethylhexyl, 2-butyloctyl, 2-butyldecyl, 2-hexyloctyl, 2-hexyldecyl, 2-octyldecyl, 2-hexyldodecyl , 2-octyldodecyl, 2-decyltetradecyl, 2-dodecylhexadecyl, 2-hexadecyloctadecyl, 2-tetradecyloctadecyl, myristyle, palmityl and stearyl.

Par groupement alcényle au sens de la présente invention, on entend un groupement hydrocarboné linéaire ou ramifié comprenant au moins une double liaison et comprenant de 2 à 24 atomes de carbone. Le groupement alcényle peut être choisi parmi le vinyle, l'allyle, le propényle, le butényle, l'isobutényle, le pentényle, l'isopentényl, l'hexényle, l'heptényle, l'octényle, le nonényle, le décényle, l'undécényle, le dodécényle, le tétradécényle et l'oléique.By alkenyl group within the meaning of the present invention means a linear or branched hydrocarbon group comprising at least one double bond and comprising from 2 to 24 carbon atoms. The alkenyl group can be chosen from vinyl, allyl, propenyl, butenyl, isobutenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, l 'undecenyl, dodecenyl, tetradecenyl and oleic.

Par groupement aryle au sens de la présente invention, on entend un hydrocarbure aromatique polycyclique ou un groupement aromatique, substitué ou non par un groupe alkyle. Le groupement aryle peut comprendre de 6 à 24 atomes de carbone. Dans un mode de réalisation, le groupe aryle peut être choisi dans le groupe formé par le phényle, le toluyle, le xylyle, le cuményle, le mésityle, le benzyle, le phénéthyle, le styryle, le cinnamyle, le benzhydryle, le trityle, l'éthylphényle, le propylphényle, le butylphényle, le pentylphényle, le hexylphényl, le heptylphényle, le octylphényle, le nonylphényle, le decylphenyl, le undecylphenyl, le dodécylphényle, le phénylphényle, le benzylphényle, le phényle-styrène, p-cumylphényle et le naphtyle.By aryl group within the meaning of the present invention, is meant a polycyclic aromatic hydrocarbon or an aromatic group, substituted or not by an alkyl group. The aryl group can comprise from 6 to 24 carbon atoms. In one embodiment, the aryl group can be chosen from the group formed by phenyl, toluyl, xylyl, cumenyl, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, trityl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonylphenyl, decylphenyl, undecylphenyl, dodecylphenyl, phenylphenyl, benzylphenyl, phenylphenyl, phenylphenyl and phenylphenyl naphthyle.

Au sens de la présente invention, les groupes cycloalkyle et les groupes cycloalcényle peuvent être choisis, de façon non limitative, dans le groupe constitué par le cyclopentyle, le cyclohexyle, le cycloheptyle, le méthylcyclopentyle, le méthylcyclohexyle, le méthylcycloheptyle, le cyclopentényle, le cyclohexényle, le cycloheptényle, le méthylcyclopentenyle, le méthylcyclohexenyle. Les groupes cycloalkyle et les groupes cycloalcényle peuvent comprendre de 3 à 24 atomes de carbone.Within the meaning of the present invention, the cycloalkyl groups and the cycloalkenyl groups can be chosen, without limitation, from the group consisting of cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, methylcyclopentenyl, methylcyclohexenyl. Cycloalkyl groups and cycloalkenyl groups can have from 3 to 24 carbon atoms.

Dans un mode de réalisation préféré de l'invention, R3, R4, R5 et R6, identiques ou différents, représentent indépendamment un groupement alkyle comprenant de 4 à 18 atomes de carbone ou un groupement alcényle comprenant de 2 à 24 atomes de carbone.In a preferred embodiment of the invention, R 3 , R 4 , R 5 and R 6 , identical or different, independently represent an alkyl group comprising from 4 to 18 carbon atoms or an alkenyl group comprising from 2 to 24 carbon atoms.

Dans un mode de réalisation de l'invention, X3, X4, X5 et X6 peuvent être identiques et peuvent représenter un atome de soufre.In one embodiment of the invention, X 3 , X 4 , X 5 and X 6 may be identical and may represent a sulfur atom.

Dans un autre mode de réalisation de l'invention, X3, X4, X5 et X6 peuvent être identiques et peuvent être un atome d'oxygène.In another embodiment of the invention, X 3 , X 4 , X 5 and X 6 can be identical and can be an oxygen atom.

Dans un autre mode de réalisation de l'invention, X3 et X4 peuvent représenter un atome de soufre et X5 et X6 peuvent représenter un atome d'oxygène.In another embodiment of the invention, X 3 and X 4 may represent a sulfur atom and X 5 and X 6 may represent an oxygen atom.

Dans un autre mode de réalisation de l'invention, X3 et X4 peuvent représenter un atome d'oxygène et X5 et X6 peuvent représenter un atome de soufre.In another embodiment of the invention, X 3 and X 4 can represent an oxygen atom and X 5 and X 6 can represent a sulfur atom.

Dans un autre mode de réalisation de l'invention; le ratio en nombre d'atomes de soufre par rapport au nombre d'atomes d'oxygène (S/O) du composé Mo-DTC peut varier de (1/3) à (3/1).In another embodiment of the invention; the ratio in number of sulfur atoms relative to the number of oxygen atoms (S / O) of the Mo-DTC compound can vary from (1/3) to (3/1).

Dans un autre mode de réalisation de l'invention, le composé Mo-DTC de formule (A) peut être choisi parmi un composé Mo-DTC symétrique, un composé Mo-DTC asymétrique et leur combinaison.In another embodiment of the invention, the Mo-DTC compound of formula (A) can be chosen from a symmetrical Mo-DTC compound, an asymmetric Mo-DTC compound and their combination.

Par composé Mo-DTC symétrique selon l'invention, on entend un composé Mo-DTC de formule (III) dans laquelle les groupements R3, R4, R5 et R6 sont identiques.By symmetrical Mo-DTC compound according to the invention is meant a Mo-DTC compound of formula (III) in which the groups R 3 , R 4 , R 5 and R 6 are identical.

Par composé Mo-DTC asymétrique selon l'invention, on entend un composé Mo-DTC de formule (III) dans laquelle les groupements R3 et R4 sont identiques, les groupements R5 et R6 sont identiques et les groupements R3 et R4 sont différents des groupements R5 et R6.The expression asymmetric Mo-DTC compound according to the invention means a Mo-DTC compound of formula (III) in which the groups R 3 and R 4 are identical, the groups R 5 and R 6 are identical and the groups R 3 and R 4 are different from the groups R 5 and R 6 .

Dans un mode de réalisation préféré de l'invention, le composé Mo-DTC est un mélange d'au moins un composé Mo-DTC symétrique et d'au moins un composé Mo-DTC asymétrique.In a preferred embodiment of the invention, the Mo-DTC compound is a mixture of at least one symmetrical Mo-DTC compound and at least one asymmetric Mo-DTC compound.

Dans un mode de réalisation de l'invention, R3 et R4, identiques, représentent un groupement alkyle comprenant de 5 à 15 atomes de carbone et R5 et R6, identiques et différents de R3 et R4, représentent un groupement alkyle comprenant de 5 à 15 atomes de carbone.In one embodiment of the invention, R 3 and R 4 , identical, represent an alkyl group comprising from 5 to 15 carbon atoms and R 5 and R 6 , identical and different from R 3 and R 4 , represent a group alkyl comprising from 5 to 15 carbon atoms.

Dans un mode de réalisation préféré de l'invention, R3 et R4, identiques, représentent un groupement alkyle comprenant de 6 à 10 atomes de carbone et R5 et R6 représentent un groupement alkyle comprenant de 10 à 15 atomes de carbone.In a preferred embodiment of the invention, R 3 and R 4 , which are identical, represent an alkyl group comprising from 6 to 10 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 10 to 15 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R3 et R4, identiques, représentent un groupement alkyle comprenant de 10 à 15 atomes de carbone et R5 et R6 représentent un groupement alkyle comprenant de 6 à 10 atomes de carbone. Dans un autre mode de réalisation préféré de l'invention, R3, R4, R5 et R6, identiques, représentent un groupement alkyle comprenant de 5 à 15 atomes de carbone, de préférence de 8 à 13 atomes de carbone.In another preferred embodiment of the invention, R 3 and R 4 , which are identical, represent an alkyl group comprising from 10 to 15 carbon atoms and R 5 and R 6 represent an alkyl group comprising from 6 to 10 carbon atoms . In another preferred embodiment of the invention, R 3 , R 4 , R 5 and R 6 , which are identical, represent an alkyl group comprising from 5 to 15 carbon atoms, preferably from 8 to 13 carbon atoms.

De manière avantageuse, le composé Mo-DTC est choisi parmi les composés de formule (III) dans laquelle :

  • X3 et X4 représentent un atome d'oxygène,
  • X5 et X6 représentent un atome de soufre,
  • R3 représente un groupement alkyle comprenant 8 atomes de carbone ou un groupement alkyle comprenant 13 atomes de carbone,
  • R4 représente un groupement alkyle comprenant 8 atomes de carbone ou un groupement alkyle comprenant 13 atomes de carbone,
  • R5 représente un groupement alkyle comprenant 8 atomes de carbone ou un groupement alkyle comprenant 13 atomes de carbone,
  • R6 représente un groupement alkyle comprenant 8 atomes de carbone ou un groupement alkyle comprenant 13 atomes de carbone.
Advantageously, the compound Mo-DTC is chosen from the compounds of formula (III) in which:
  • X 3 and X 4 represent an oxygen atom,
  • X 5 and X 6 represent a sulfur atom,
  • R 3 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
  • R 4 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
  • R 5 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms,
  • R 6 represents an alkyl group comprising 8 carbon atoms or an alkyl group comprising 13 carbon atoms.

Ainsi, de manière avantageuse, le composé Mo-DTC est choisi parmi les composés de formule (III-a)

Figure imgb0007
dans laquelle les groupements R3, R4, R5 et R6 sont tels que définis pour la formule (III).Thus, advantageously, the compound Mo-DTC is chosen from the compounds of formula (III-a)
Figure imgb0007
in which the groups R 3 , R 4 , R 5 and R 6 are as defined for formula (III).

De manière plus avantageuse, le composé Mo-DTC est un mélange :

  • d'un composé Mo-DTC de formule (III-a) dans laquelle R3, R4, R5 et R6 représentent un groupement alkyle comprenant 8 atomes de carbone,
  • d'un composé Mo-DTC de formule (III-a) dans laquelle R3, R4, R5 et R6 représentent un groupement alkyle comprenant 13 atomes de carbone, et
  • d'un composé Mo-DTC de formule (III-a) dans laquelle R3, R4 représentent un groupement alkyle comprenant 13 atomes de carbone et R5 et R6 représentent un groupement alkyle comprenant 8 atomes de carbone, et/ou
  • d'un composé Mo-DTC de formule (A1) dans laquelle R3, R4 représentent un groupement alkyle comprenant 8 atomes de carbone et R5 et R6 représentent un groupement alkyle comprenant 13 atomes de carbone.
More advantageously, the Mo-DTC compound is a mixture:
  • of a Mo-DTC compound of formula (III-a) in which R 3 , R 4 , R 5 and R 6 represent an alkyl group comprising 8 carbon atoms,
  • of a Mo-DTC compound of formula (III-a) in which R 3 , R 4 , R 5 and R 6 represent an alkyl group comprising 13 carbon atoms, and
  • of a Mo-DTC compound of formula (III-a) in which R 3 , R 4 represent an alkyl group comprising 13 carbon atoms and R 5 and R 6 represent an alkyl group comprising 8 carbon atoms, and / or
  • of a Mo-DTC compound of formula (A1) in which R 3 , R 4 represent an alkyl group comprising 8 carbon atoms and R 5 and R 6 represent an alkyl group comprising 13 carbon atoms.

Comme exemples de composés Mo-DTC, on peut citer les produits Molyvan L, Molyvan 807 ou Molyvan 822 commercialisés par la société R.T Vanderbilt Compagny ou les produits Sakura-lube 200, Sakura-lube 165, Sakura-lube 525 ou Sakura-lube 600 commercialisés par la société Adeka.As examples of Mo-DTC compounds, mention may be made of the products Molyvan L, Molyvan 807 or Molyvan 822 sold by the company RT Vanderbilt Compagny or the products Sakura-lube 200, Sakura-lube 165, Sakura-lube 525 or Sakura-lube 600 marketed by the company Adeka.

La teneur en poids de composé organomolybdène va de 0,05 à 3%, de préférence de 0,1 à 2%, avantageusement de 0,1 à 1% par rapport au poids total de la composition lubrifiante.The content by weight of organomolybdenum compound ranges from 0.05 to 3%, preferably from 0.1 to 2%, advantageously from 0.1 to 1% relative to the total weight of the lubricating composition.

Composé comprenant un groupement dithiophosphateCompound comprising a dithiophosphate group

La composition lubrifiante selon l'invention comprend au moins un composé comprenant un groupement dithiophosphate.The lubricant composition according to the invention comprises at least one compound comprising a dithiophosphate group.

Par soucis de simplification de la description, le composé comprenant un groupement dithiophosphate est appelé « dithiophosphate » dans la suite de la présente description.For the sake of simplification of the description, the compound comprising a dithiophosphate group is called “dithiophosphate” in the remainder of the present description.

Le dithiophosphate, sans être limitatif, peut être choisi parmi les dithiophosphates d'ammonium, les dithiophosphates d'amine, les dithiophosphates d'ester et les dithiophosphates métalliques, pris seuls ou en mélange.The dithiophosphate, without being limiting, can be chosen from ammonium dithiophosphates, amine dithiophosphates, ester dithiophosphates and metallic dithiophosphates, taken alone or as a mixture.

Dans un mode de réalisation de l'invention, le dithiophosphate est choisi parmi les dithiophosphates d'ammonium de formule (IV) :

Figure imgb0008
dans laquelle R7 et R8 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 1 à 30 atomes de carbone. Dans un mode de réalisation préféré de l'invention, R7 et R8 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 2 à 24 atomes de carbone, plus préférentiellement de 3 à 18 atomes de carbone, avantageusement de 5 à 12 atomes de carbone.In one embodiment of the invention, the dithiophosphate is chosen from ammonium dithiophosphates of formula (IV):
Figure imgb0008
in which R 7 and R 8 represent, independently of one another, an optionally substituted hydrocarbon group comprising from 1 to 30 carbon atoms. In a preferred embodiment of the invention, R 7 and R 8 represent, independently of one another, an optionally substituted hydrocarbon group, comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms, advantageously from 5 to 12 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R7 et R8 représentent indépendamment l'un de l'autre un groupe hydrocarboné, non substitué, ledit groupe hydrocarboné pouvant être un groupe alkyle, alkényle, alkynyle, phényle ou benzyle.In another preferred embodiment of the invention, R 7 and R 8 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.

Dans un autre mode de réalisation préféré de l'invention, R7 et R8 représentent indépendamment l'un de l'autre un groupe hydrocarboné alkyls linéaire ou ramifié, plus préférentiellement un groupe hydrocarboné alkyle linéaire.In another preferred embodiment of the invention, R 7 and R 8 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.

Dans un autre mode de réalisation préféré de l'invention, R7 et R8 représentent indépendamment l'un de l'autre un groupe hydrocarboné éventuellement substitué par au moins un atome d'oxygène, d'azote, de soufre et/ou de phosphore, de préférence par au moins un atome d'oxygène.In another preferred embodiment of the invention, R 7 and R 8 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.

Comme exemples de dithiophosphate d'ammonium, on peut citer les diméthyl dithiophosphates d'ammonium, les diéthyl dithiophosphates d'ammonium et les dibutyl dithiophosphates d'ammonium.As examples of ammonium dithiophosphate, mention may be made of ammonium dimethyl dithiophosphates, ammonium diethyl dithiophosphates and ammonium dibutyl dithiophosphates.

Dans un autre mode de réalisation de l'invention, le dithiophosphate est choisi parmi les dithiophosphates d'amine de formule générale (V):

Figure imgb0009
dans laquelle :

  • R9 et R10 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 1 à 30 atomes de carbone,
  • R11, R12 et R13 représentent indépendamment l'un de l'autre un atome d'hydrogène ou un groupement hydrocarboné de 1 à 30 atomes de carbone, étant entendu qu'au moins un des groupes R11, R12 et R13 ne représente pas un atome d'hydrogène.
In another embodiment of the invention, the dithiophosphate is chosen from the amine dithiophosphates of general formula (V):
Figure imgb0009
in which :
  • R 9 and R 10 independently of one another represent a hydrocarbon group, optionally substituted, comprising from 1 to 30 carbon atoms,
  • R 11 , R 12 and R 13 independently of one another represent a hydrogen atom or a hydrocarbon group of 1 to 30 carbon atoms, it being understood that at least one of the groups R 11 , R 12 and R 13 does not represent a hydrogen atom.

Dans un mode de réalisation préféré de l'invention, R9 et R10 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 2 à 24 atomes de carbone, plus préférentiellement de 3 à 18 atomes de carbone, avantageusement de 5 à 12 atomes de carbone.In a preferred embodiment of the invention, R 9 and R 10 independently of one another represent an optionally substituted hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R9 et R10 représentent indépendamment l'un de l'autre un groupe hydrocarboné, non substitué, ledit groupe hydrocarboné pouvant être un groupe alkyle, alkényle, alkynyle, phényle ou benzyle.In another preferred embodiment of the invention, R 9 and R 10 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.

Dans un autre mode de réalisation préféré de l'invention, R9 et R10 représentent indépendamment l'un de l'autre un groupe hydrocarboné alkyle linéaire ou ramifié, plus préférentiellement un groupe hydrocarboné alkyle linéaire.In another preferred embodiment of the invention, R 9 and R 10 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.

Dans un autre mode de réalisation préféré de l'invention, R9 et R10 représentent indépendamment l'un de l'autre un groupe hydrocarboné éventuellement substitué par au moins un atome d'oxygène, d'azote, de soufre et/ou de phosphore, de préférence par au moins un atome d'oxygène.In another preferred embodiment of the invention, R 9 and R 10 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.

Dans un autre mode de réalisation préféré de l'invention, R11, R12 et R13 représentent indépendamment l'un de l'autre un groupement hydrocarboné comprenant de 2 à 24 atomes de carbone, plus préférentiellement de 3 à 18 atomes de carbone, avantageusement de 5 à 12 atomes de carbone.In another preferred embodiment of the invention, R 11 , R 12 and R 13 independently of one another represent a hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.

Dans un autre mode de réalisation de l'invention, le dithiophosphate est choisi parmi les dithiophosphates d'ester de formule générale (VI) :

Figure imgb0010
dans laquelle :

  • R14 et R15 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 1 à 30 atomes de carbone,
  • R16 et R17 représentent indépendamment l'un de l'autre un groupe hydrocarboné comprenant de 1 à 18 atomes de carbone.
In another embodiment of the invention, the dithiophosphate is chosen from the ester dithiophosphates of general formula (VI):
Figure imgb0010
in which :
  • R 14 and R 15 represent, independently of each other, an optionally substituted hydrocarbon group comprising from 1 to 30 carbon atoms,
  • R 16 and R 17 independently of one another represent a hydrocarbon group comprising from 1 to 18 carbon atoms.

Dans un mode de réalisation préféré de l'invention, R14 et R15 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 2 à 24 atomes de carbone, plus préférentiellement de 3 à 18 atomes de carbone, avantageusement de 5 à 12 atomes de carbone.In a preferred embodiment of the invention, R 14 and R 15 independently of one another represent an optionally substituted hydrocarbon group comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R14 et R15 représentent indépendamment l'un de l'autre un groupe hydrocarboné, non substitué, ledit groupe hydrocarboné pouvant être un groupe alkyle, alkényle, alkynyle, phényle ou benzyle.In another preferred embodiment of the invention, R 14 and R 15 independently of one another represent an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.

Dans un autre mode de réalisation préféré de l'invention, R14 et R15 représentent indépendamment l'un de l'autre un groupe hydrocarboné alkyle linéaire ou ramifié, plus préférentiellement un groupe hydrocarboné alkyle linéaire.In another preferred embodiment of the invention, R 14 and R 15 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.

Dans un autre mode de réalisation préféré de l'invention, R14 et R15 représentent indépendamment l'un de l'autre un groupe hydrocarboné éventuellement substitué par au moins un atome d'oxygène, d'azote, de soufre et/ou de phosphore, de préférence par au moins un atome d'oxygène.In another preferred embodiment of the invention, R 14 and R 15 represent, independently of one another, a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.

Dans un autre mode de réalisation préféré de l'invention, R14 et R15 représentent indépendamment l'un de l'autre, un groupe hydrocarboné comprenant de 2 à 6 atomes de carbone.In another preferred embodiment of the invention, R 14 and R 15 represent, independently of one another, a hydrocarbon group comprising from 2 to 6 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R16 et R17 représentent indépendamment l'un de l'autre un groupe hydrocarboné comprenant de 2 à 6 atomes de carbone.In another preferred embodiment of the invention, R 16 and R 17 represent, independently of one another, a hydrocarbon group comprising from 2 to 6 carbon atoms.

Dans un autre mode de réalisation, le dithiophosphate est choisi parmi les dithiophosphates métallique de formule générale (VII) :

Figure imgb0011
dans laquelle :

  • R18 et R19 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 1 à 30 atomes de carbone,
  • M représente un cation métallique, et
  • n est la valence de ce cation métallique.
In another embodiment, the dithiophosphate is chosen from the metallic dithiophosphates of general formula (VII):
Figure imgb0011
in which :
  • R 18 and R 19 represent, independently of one another, an optionally substituted hydrocarbon group comprising from 1 to 30 carbon atoms,
  • M represents a metal cation, and
  • n is the valence of this metallic cation.

Dans un mode de réalisation préféré de l'invention, le métal est choisi dans le groupe constitué par le zinc, l'aluminium, le cuivre, le fer, le mercure, l'argent, le cadmium, l'étain, le plomb, l'antimoine, le bismuth, le thallium, le chrome, le molybdène, le cobalt, le nickel, le tungstène, le sodium, le calcium, le magnésium, le manganèse et l'arsenic. Les métaux préférés sont le zinc, le molybdène, l'antimoine, de préférence le zinc et le molybdène.*In a preferred embodiment of the invention, the metal is chosen from the group consisting of zinc, aluminum, copper, iron, mercury, silver, cadmium, tin, lead, antimony, bismuth, thallium, chromium, molybdenum, cobalt, nickel, tungsten, sodium, calcium, magnesium, manganese and arsenic. The preferred metals are zinc, molybdenum, antimony, preferably zinc and molybdenum. *

Dans un mode de réalisation préféré de l'invention, le métal est le zinc.In a preferred embodiment of the invention, the metal is zinc.

Des mélanges de métaux peuvent être utilisés. Les dithiophosphates métalliques sont neutres comme exemplifiés dans la formule (VII) ou basiques quand un excès stoechiométrique de métal est présent.Mixtures of metals can be used. The metallic dithiophosphates are neutral as exemplified in formula (VII) or basic when a stoichiometric excess of metal is present.

Dans un mode de réalisation préféré de l'invention, R18 et R19 représentent indépendamment l'un de l'autre un groupe hydrocarboné, éventuellement substitué, comprenant de 2 à 24 atomes de carbone, plus préférentiellement de 3 à 18 atomes de carbone, avantageusement de 5 à 12 atomes de carbone.In a preferred embodiment of the invention, R 18 and R 19 independently of one another represent a hydrocarbon group, optionally substituted, comprising from 2 to 24 carbon atoms, more preferably from 3 to 18 carbon atoms , advantageously from 5 to 12 carbon atoms.

Dans un autre mode de réalisation préféré de l'invention, R18 et R19 représentent indépendamment l'un de l'autre un groupe hydrocarboné, non substitué, ledit groupe hydrocarboné pouvant être un groupe alkyle, alkényle, alkynyle, phényle ou benzyle.In another preferred embodiment of the invention, R 18 and R 19 represent, independently of one another, an unsubstituted hydrocarbon group, said hydrocarbon group possibly being an alkyl, alkenyl, alkynyl, phenyl or benzyl group.

Dans un autre mode de réalisation préféré de l'invention, R18 et R19 représentent indépendamment l'un de l'autre un groupe hydrocarboné alkyle linéaire ou ramifié, plus préférentiellement un groupe hydrocarboné alkyle linéaire.In another preferred embodiment of the invention, R 18 and R 19 represent, independently of one another, a linear or branched alkyl hydrocarbon group, more preferably a linear alkyl hydrocarbon group.

Dans un autre mode de réalisation préféré de l'invention, R18 et R19 représentent indépendamment l'un de l'autre un groupe hydrocarboné éventuellement substitué par au moins un atome d'oxygène, d'azote, de soufre et/ou de phosphore, de préférence par au moins un atome d'oxygène.In another preferred embodiment of the invention, R 18 and R 19 independently of one another represent a hydrocarbon group optionally substituted by at least one oxygen, nitrogen, sulfur and / or phosphorus, preferably by at least one oxygen atom.

De manière avantageuse, le dithiophosphate selon l'invention est un dithiophosphate de zinc de formule (VII-a) ou de formule (VII-b) :

Figure imgb0012
Figure imgb0013
dans lesquelles R18 et R19 sont tels que définis ci-dessus.Advantageously, the dithiophosphate according to the invention is a zinc dithiophosphate of formula (VII-a) or of formula (VII-b):
Figure imgb0012
Figure imgb0013
in which R 18 and R 19 are as defined above.

En tant que dithiophosphate métallique selon l'invention, on peut citer par exemple l'Additin® RC 3038, l'Additin® RC 3045, l'Additin® RC 3048, l'Additin® RC 3058, l'Additin® RC 3080, l'Additin® RC 3180, l'Additin® RC 3212, l'Additin® RC 3580, le Kikulube® Z112, le Lubrizol® 1371, le Lubrizol® 1375, le Lubrizol® 1395, le Lubrizol® 5179, l'Oloa® 260, l'Oloa® 267.As metallic dithiophosphate according to the invention, there may be mentioned for example the Additin® RC 3038, the Addin® RC 3045, the Addin® RC 3048, the Addin® RC 3058, the Addin® RC 3080, Addin® RC 3180, Addin® RC 3212, Addin® RC 3580, Kikulube® Z112, Lubrizol® 1371, Lubrizol® 1375, Lubrizol® 1395, Lubrizol® 5179, Oloa® 260, Olaa® 267.

La teneur en poids de dithiophosphate va de 0,1 à 5%, de préférence de 0,1 à 3%, avantageusement de 0,5 à 2% par rapport au poids total de la composition lubrifiante.The content by weight of dithiophosphate ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% relative to the total weight of the lubricating composition.

Triamine grasseOily triamine

La composition lubrifiante selon l'invention comprend au moins une triamine grasse.The lubricant composition according to the invention comprises at least one fatty triamine.

Les triamines grasses sont principalement obtenues à partir d'acides carboxyliques. Les acides gras de départ pour obtenir des triamines grasses selon l'invention peuvent être choisis parmi les acides myristique, pentadécylique, palmitique, margarique, stéarique, nonadécylique, arachidique, hénéicosanoïque, béhénique, tricosanoïque, lignocérique, pentacosanoïque, cérotique, heptacosanoïque, montanique, nonacosanoïque, mélissique, hentriacontanoïque, lacéroïque ou des acides gras insaturés tels que l'acide palmitoléique, oléique, érucique, nervonique, linoléique, a-linolénique, gamma-linolénique, di-homo-gamma-linolénique, arachidonique, éicosapentaénoïque, docosahexaénoique.The fatty triamines are mainly obtained from carboxylic acids. The starting fatty acids for obtaining fatty triamines according to the invention can be chosen from myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachidic, heneicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic acids. nonacosanoic, melissic, hentriacontanoic, laceroic or unsaturated fatty acids such as palmitoleic, oleic, erucic, nervonic, linoleic, a-linolenic, gamma-linolenic, di-homo-gamma-linolenic, arachidonic, eicosapentaenoic, docosahexaenoic.

Les acides gras préférés peuvent être issus de l'hydrolyse des triglycérides présents dans les huiles végétales et animales, telles que l'huile de coprah, de palme, d'olive, d'arachide, de colza, de tournesol, de soja, de coton, de lin, le suif de bœuf, ....The preferred fatty acids can be derived from the hydrolysis of the triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soybean oil, cotton, linen, beef tallow, ....

Les huiles naturelles peuvent avoir été génétiquement modifiées de façon à enrichir leur teneur en certains acides gras. A titre d'exemple, on peut citer l'huile de colza ou l'huile de tournesol oléique.Natural oils may have been genetically modified to enrich their content of certain fatty acids. By way of example, mention may be made of rapeseed oil or oleic sunflower oil.

Dans un mode de réalisation de l'invention, les triamines grasses peuvent être obtenues à partir de ressources naturelles, végétales ou animales.In one embodiment of the invention, the fatty triamines can be obtained from natural, plant or animal resources.

Dans un autre mode de réalisation de l'invention, la triamine grasse est choisie parmi les composés de formule (VIII) :

        R20-N-[(CH2)3-NH2]2     (VIII)

dans laquelle R20 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant au moins 10 atomes de carbone, préférentiellement de 10 à 22 atomes de carbone, plus préférentiellement de 14 à 22 atomes de carbone, avantageusement de 16 à 20 atomes de carbone.
In another embodiment of the invention, the fatty triamine is chosen from the compounds of formula (VIII):

R 20 -N - [(CH 2 ) 3 -NH 2 ] 2 (VIII)

in which R 20 represents a linear or branched, saturated or unsaturated alkyl group comprising at least 10 carbon atoms, preferably from 10 to 22 carbon atoms, more preferably from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms .

Dans un mode de réalisation préféré de l'invention, R20 représente un mélange d'au moins un groupement alkyle saturé comprenant de 16 à 18 atomes de carbone et un groupement alkyle mono-insaturé comprenant de 16 à 18 atomes de carbone. Dans un autre mode de réalisation de l'invention, la triamine grasse est choisie parmi les composés de formule (IX) :

        R21-NH-(CH2-CH2-CH2-NH)2-H     (IX)

dans laquelle R21 représente un groupement alkyle linéaire ou ramifié, saturé ou insaturé comprenant au moins 10 atomes de carbone, préférentiellement de 10 à 22 atomes de carbone, plus préférentiellement de 14 à 22 atomes de carbone, avantageusement de 16 à 20 atomes de carbone.
In a preferred embodiment of the invention, R 20 represents a mixture of at least one saturated alkyl group comprising from 16 to 18 carbon atoms and a mono-unsaturated alkyl group comprising from 16 to 18 carbon atoms. In another embodiment of the invention, the fatty triamine is chosen from the compounds of formula (IX):

R 21 -NH- (CH 2 -CH 2 -CH 2 -NH) 2 -H (IX)

in which R 21 represents a linear or branched, saturated or unsaturated alkyl group comprising at least 10 carbon atoms, preferably from 10 to 22 carbon atoms, more preferably from 14 to 22 carbon atoms, advantageously from 16 to 20 carbon atoms .

La teneur en poids de triamine grasse va de 0,1 à 5%, de préférence de 0,1 à 3%, avantageusement de 0,5 à 2% par rapport au poids total de la composition.The content by weight of fatty triamine ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.5 to 2% relative to the total weight of the composition.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante comprend un ratio massique (composé organomolybdène/triamine grasse) allant de 1/10 à 1, de préférence de 1/5 à 4/5.In another embodiment of the invention, the lubricating composition comprises a mass ratio (organomolybdenum / fatty triamine compound) ranging from 1/10 to 1, preferably from 1/5 to 4/5.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante comprend un ratio massique (composé organomolybdène/composé comprenant un groupement dithiophosphate/triamine grasse) allant de 1/10/10 à 1/1/1, de préférence allant de 1/5/5 à 4/5/5.In another embodiment of the invention, the lubricating composition comprises a mass ratio (organomolybdenum compound / compound comprising a dithiophosphate / fatty triamine group) ranging from 1/10/10 to 1/1/1, preferably ranging from 1 / 5/5 to 4/5/5.

Huile de baseBase oil

Les compositions lubrifiantes selon l'invention peuvent contenir tout type d'huile de base lubrifiante minérale, synthétique ou naturelle, animale ou végétale adaptée(s) à leur utilisation.The lubricating compositions according to the invention may contain any type of mineral, synthetic or natural, animal or vegetable lubricating base oil suitable for their use.

La ou les huiles de base utilisées dans les compositions lubrifiantes selon la présente invention peuvent être des huiles d'origine minérales ou synthétiques des groupes I à V selon les classes définies dans la classification API (ou leurs équivalents selon la classification ATIEL) telle que résumée ci-dessous, seules ou en mélange. Tableau I Teneur en saturés Teneur en soufre Indice de viscosité (VI) Groupe I Huiles minérales < 90 % > 0.03 % 80 ≤ VI < 120 Groupe II Huiles hydrocraquées ≥ 90 % ≤ 0.03 % 80 ≤ VI < 120 Groupe III Huiles hydrocraquées ou hydro-isomérisées ≥ 90 % ≤ 0.03 % ≥ 120 Groupe IV Polyalphaoléfines (PAO) Groupe V Esters et autres bases non incluses dans bases groupes I à IV The base oil or oils used in the lubricating compositions according to the present invention may be oils of mineral or synthetic origin from groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized below, alone or in mixture. 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 hydro-isomerized oils ≥ 90% ≤ 0.03% ≥ 120 Group IV Polyalphaolefins (PAO) Group V Esters and other bases not included in groups I to IV bases

Les huiles de base minérales selon l'invention incluent tous type de bases obtenues par distillation atmosphérique et sous vide du pétrole brut, suivies d'opérations de raffinage tels qu'extraction au solvant, désalphatage, déparaffinage au solvant, hydrotraitement, hydrocraquage et hydroisomérisation, hydrofinition.The mineral base oils according to the invention include all types of bases obtained by atmospheric distillation and under vacuum of crude petroleum, followed by refining operations such as solvent extraction, dealphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.

Les huiles de bases des compositions lubrifiantes selon l'invention peuvent également être des huiles synthétiques, tels certains esters d'acides carboxyliques et d'alcools, ou des polyalphaoléfines. Les polyalphaoléfines utilisées comme huiles de base, sont par exemple obtenues à partir de monomères ayant de 4 à 32 atomes de carbone (par exemple octène, decène), et une viscosité à 100°C comprise entre 1,5 et 15 cSt selon la norme ASTM D445. Leur masse moléculaire moyenne en poids est typiquement comprise entre 250 et 3000 selon la norme ASTM D5296. Des mélanges d'huiles synthétiques et minérales peuvent également être employés. Il n'existe aucune limitation quant à l'emploi de telle ou telle base lubrifiante pour réaliser les compositions lubrifiantes selon l'invention, si ce n'est qu'elles doivent avoir des propriétés, notamment de viscosité, indice de viscosité, teneur en soufre, résistance à l'oxydation, adaptées à une utilisation dans un moteur de véhicule, préférentiellement de véhicules automobiles.The base oils of the lubricating compositions 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 of between 1.5 and 15 cSt according to the standard ASTM D445. Their weight average molecular weight is typically between 250 and 3000 according to standard ASTM D5296. Mixtures of synthetic and mineral oils can also be used. There is no limitation as to the use of such or such a lubricating base for producing the lubricating compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, content of sulfur, oxidation resistance, suitable for use in a vehicle engine, preferably motor vehicles.

Dans un mode de réalisation de l'invention, les bases lubrifiantes représentent au moins 50% en masse, par rapport à la masse totale de la composition lubrifiante, préférentiellement au moins 60%, ou encore au moins 70%. Typiquement, elles représentent entre 75 et 99,9% en masse, par rapport à la masse totale des compositions lubrifiantes selon l'invention.In one embodiment of the invention, 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 lubricant compositions according to the invention.

Dans un mode de réalisation préféré de l'invention, les compositions lubrifiantes comprennent des bases minérales de groupe I et/ou III, ou des bases synthétiques de groupe IV selon la classification API.In a preferred embodiment of the invention, the lubricating compositions comprise group I and / or III mineral bases, or group IV synthetic bases according to the API classification.

Dans un autre mode de réalisation préféré de l'invention, les compositions lubrifiantes ont une viscosité cinématique à 100°C mesurée selon la norme ASTM D445 allant de 4 à 25 cSt, de préférence de 5 à 22 cSt, avantageusement de 5 à 13 cSt.In another preferred embodiment of the invention, the lubricant compositions have a kinematic viscosity at 100 ° C. measured according to standard ASTM D445 ranging from 4 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt .

Dans un autre mode de réalisation préféré de l'invention, les compositions lubrifiantes ont un indice de viscosité (VI) supérieur ou égal à 140, préférentiellement supérieur ou égal à 150, mesuré selon la norme ASTM 2270.In another preferred embodiment of the invention, the lubricant compositions have a viscosity index (VI) greater than or equal to 140, preferably greater than or equal to 150, measured according to standard ASTM 2270.

Autres additifsOther additives

Les compositions lubrifiantes selon l'invention peuvent également contenir en outre au moins un additif choisi parmi les détergents, les additifs anti-usure différents d'un dithiophosphate, les additifs extrême pression, les dispersants, les améliorants du point d'écoulement, les anti-mousse, les épaississants et leurs mélanges.The lubricant compositions according to the invention may also contain at least one additive chosen from detergents, anti-wear additives other than a dithiophosphate, extreme pressure additives, dispersants, pour point improvers, anti - foam, thickeners and their mixtures.

Dans un mode de réalisation, la composition lubrifiante peut comprendre, en outre, au moins un additif antioxydant. Les additifs antioxydants retardent la dégradation des compositions lubrifiantes en service, notamment des huiles moteur en service, dégradation qui peut notamment se traduire par la formation de dépôts, la présence de boues, ou une augmentation de la viscosité de la composition lubrifiante, notamment de l'huile moteur. Les additifs antioxydants agissent notamment comme inhibiteurs radicalaires ou destructeurs d'hydropéroxydes. Parmi les antioxydants couramment employés, on peut citer les antioxydants de type phénolique ou de type aminé, les antioxydants phosphosoufrés. Certains de ces antioxydants, par exemple les phosphosoufrés, peuvent être générateurs de cendres. Les antioxydants phénoliques peuvent être sans cendres, ou bien être sous forme de sels métalliques neutres ou basiques.In one embodiment, the lubricant composition can further comprise at least one antioxidant additive. The antioxidant additives delay the degradation of the lubricating compositions in service, in particular of engine oils in service, degradation which can in particular result in the formation of deposits, the presence of sludge, or an increase in the viscosity of the lubricating composition, in particular of the engine oil. The antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides. Among the antioxidants commonly used, there may be mentioned antioxidants of phenolic type or of amino type, phosphosulfur antioxidants. Some of these antioxidants, for example phosphosulfurics, can generate ash. The phenolic antioxidants can be ashless, or they can be in the form of neutral or basic metal salts.

Les agent antioxydants peuvent être notamment choisis parmi les phénols stériquement encombrés, les esters de phénol stériquement encombrés et les phénols stériquement encombrés comprenant un pont thioéther, les diphénylamines, les diphénylamines substituées par au moins un groupement alkyle en C1-C12, les N,N' dialkyle aryle diamines et leurs combinaisons. Par phénol stériquement encombré, on entend au sens de la présente invention un composé comprenant un groupement phénol dont au moins un carbone vicinal du carbone portant la fonction alcool est substitué par au moins un groupement alkyle en C1-C10, de préférence un groupement alkyle en C1-C6, de préférence, un groupement alkyle en C4, de préférence par le groupement ter-butyle. Les composés aminés sont une autre classe d'antioxydants pouvant être utilisés, éventuellement en combinaison avec les antioxydants phénoliques. Des exemples typiques sont les amines aromatiques, de formule R22R23R24N, dans laquelle R22 représente un groupement aliphatique ou un groupement aromatique éventuellement substitué, R23 représente un groupement aromatique éventuellement substitué, R24 représente un atome d'hydrogène, un groupement alkyle, un groupement aryle ou un groupement de formule R25S(O)zR26, où R25 représente un groupe alkylène ou un groupement alkenylène, R26 représente un groupe alkyle, un groupe alcényle ou un groupement aryle et z représente un nombre entier égal à 0, 1 ou 2. Des alkyl phénols sulfurisés ou leurs sels de métaux alcalins et alcalino terreux peuvent également être utilisés comme antioxydants. Une autre classe d'antioxydants est celle des composés cuivrés, par exemples les thio- ou dithiophosphates de cuivre, les sels de cuivre et d'acides carboxyliques, les dithiocarbamates, les sulphonates, les phénates, les acétylacétonates de cuivre. Les sels de cuivre I et II, d'acide ou d'anhydride succiniques peuvent également être utilisés.The antioxidant agents can be chosen in particular 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. By sterically hindered phenol is meant within the meaning of the present invention a compound comprising a phenol group in which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one C1-C10 alkyl group, preferably a C1-C6 alkyl group, preferably a C4 alkyl group, preferably by the ter-butyl group. Amino compounds are another class of antioxidants that can be used, possibly in combination with phenolic antioxidants. Typical examples are the aromatic amines, of formula R 22 R 23 R 24 N, in which R 22 represents an aliphatic group or an optionally substituted aromatic group, R 23 represents an optionally substituted aromatic group, R 24 represents a hydrogen atom , an alkyl group, an aryl group or a group of formula R 25 S (O) z R 26 , where R 25 represents an alkylene group or an alkenylene group, R 26 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer of 0, 1 or 2. Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidants. Another class of antioxidants is that of copper-containing compounds, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. The copper I and II salts, succinic acid or anhydride can also be used.

La composition lubrifiante selon l'invention peut contenir tout types d'additifs antioxydants connus de l'homme du métier. De manière avantageuse, les antioxydants sans cendres sont utilisés.The lubricant composition according to the invention can contain any type of antioxidant additive known to those skilled in the art. Advantageously, ashless antioxidants are used.

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre de 0,5 à 2% d'au moins un additif antioxydant en poids par rapport à la masse totale de la composition lubrifiante.In one embodiment, the lubricant composition according to the invention can comprise from 0.5 to 2% of at least one antioxidant additive by weight relative to the total mass of the lubricant composition.

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre, en outre, un additif détergent. Les additifs détergents réduisent notamment la formation de dépôts à la surface des pièces métalliques par dissolution des produits secondaires d'oxydation et de combustion. Les détergents utilisables dans la composition lubrifiante selon l'invention sont bien connus de l'homme de métier. Les détergents communément utilisés dans la formulation de compositions lubrifiantes peuvent être des composés anioniques comportant une longue chaîne hydrocarbonee lipophile et une tête hydrophile. Le cation associé est typiquement un cation métallique d'un métal alcalin ou alcalino-terreux. Les détergents sont préférentiellement choisis parmi les sels de métaux alcalins ou alcalino-terreux d'acides carboxyliques, sulfonates, salicylates, naphténates, ainsi que les sels de phénates. Les métaux alcalins et alcalino-terreux sont préférentiellement le calcium, le magnésium, le sodium ou le baryum. Ces sels métalliques peuvent contenir le métal en quantité approximativement stœchiométrique ou bien en excès (en quantité supérieure à la quantité stœchiométrique). Dans ce dernier cas, ces détergents sont dits détergents surbasés. Le métal en excès, apportant le caractère surbasé au détergent, se présente sous la forme de sels métalliques insolubles dans l'huile, par exemple carbonate, hydroxyde, oxalate, acétate, glutamate, préférentiellement carbonate. Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre de 2 à 4% en poids de détergent, par rapport à la masse totale de la composition lubrifiante.In one embodiment, the lubricant composition according to the invention can also comprise a detergent additive. Detergent additives in particular reduce the formation of deposits on the surface of metal parts by dissolving secondary oxidation and combustion products. The detergents which can be used in the lubricant composition according to the invention are well known to those skilled in the art. The detergents commonly used in the formulation of lubricating compositions can be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head. The associated cation is typically a metal cation of an alkali or alkaline earth metal. The detergents are preferably chosen from the alkali or alkaline earth metal salts of carboxylic acids, sulfonates, salicylates, naphthenates, as well as the phenate salts. The alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium. These metal salts may 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 said to be overbased detergents. The excess metal, bringing 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. In one embodiment, the lubricant composition according to the invention can comprise from 2 to 4% by weight of detergent, relative to the total mass of the lubricant composition.

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre en outre au moins un additif abaisseur de point d'écoulement. Les additifs abaisseurs de point d'écoulement améliorent notamment le comportement à froid des compositions lubrifiantes, en ralentissant la formation de cristaux de paraffine. Comme exemple d'additifs abaisseurs de point d'écoulement, on peut citer les polyméthacrylates d'alkyle, des polyacrylates, des polyarylamides, des polyalkylphénols, des polyalkylnaphtalènes, des polystyrènes alkylés.In one embodiment, the lubricant composition according to the invention can also comprise at least one pour point lowering additive. Pour point lowering additives notably improve the cold behavior of lubricating compositions, by slowing down the formation of paraffin crystals. As an example of pour point lowering additives, mention may be made of alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes.

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre, en outre, au moins un dispersant. Les dispersants peuvent être choisis dans les groupes formés par les ou les bases de Mannich.In one embodiment, the lubricant composition according to the invention can also comprise at least one dispersant. The dispersants can be chosen from the groups formed by or Mannich bases.

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre de 0,2 à 10 % en masse de dispersants par rapport à la masse totale de la composition lubrifiante.In one embodiment, the lubricant composition according to the invention may comprise from 0.2 to 10% by mass of dispersants relative to the total mass of the lubricant composition.

Dans un mode de réalisation, la composition lubrifiante peut comprendre en outre au moins un polymère améliorant l'indice de viscosité. On peut citer parmi ces polymères les esters polymères, les copolymères d'éthylène et de propylène, les homopolymères ou copolymères du styrène, du butadiène ou de l'isoprène, hydrogénés ou non, les polyméthacrylates (PMA).In one embodiment, the lubricating composition can also comprise at least one polymer improving the viscosity index. Among these polymers, mention may be made of polymeric esters, copolymers of ethylene and propylene, homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, polymethacrylates (PMA).

Dans un mode de réalisation, la composition lubrifiante selon l'invention peut comprendre de 1 à 15 % en masse de polymères améliorant l'indice de viscosité, par rapport à la masse totale de la composition lubrifiante.In one embodiment, the lubricant composition 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 lubricant composition.

Dans un mode de réalisation de l'invention, la composition lubrifiante comprend :

  • de 75 à 99,75 % d'au moins une huile de base,
  • de 0,05 à 3% d'au moins un composé organomolybdène,
  • de 0,1 à 5% d'au moins un composé comprenant un groupement dithiophosphate,
  • de 0,1 à 5% d'au moins une triamine grasse.
In one embodiment of the invention, the lubricating composition comprises:
  • from 75 to 99.75% of at least one base oil,
  • from 0.05 to 3% of at least one organomolybdenum compound,
  • from 0.1 to 5% of at least one compound comprising a dithiophosphate group,
  • 0.1 to 5% of at least one fatty triamine.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante comprend :

  • de 75 à 99,25 % d'au moins une huile de base,
  • de 0,05 à 3% d'au moins un composé organomolybdène,
  • de 0,1 à 5% d'au moins un composé comprenant un groupement dithiophosphate,
  • de 0,1 à 5% d'au moins une triamine grasse,
  • de 0,5 à 5 % d'au moins un autre additif.
In another embodiment of the invention, the lubricating composition comprises:
  • from 75 to 99.25% of at least one base oil,
  • from 0.05 to 3% of at least one organomolybdenum compound,
  • from 0.1 to 5% of at least one compound comprising a dithiophosphate group,
  • from 0.1 to 5% of at least one fatty triamine,
  • from 0.5 to 5% of at least one other additive.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante consiste essentiellement en :

  • 75 à 99,75 % d'au moins une huile de base,
  • 0,05 à 3% d'au moins un composé organomolybdène,
  • 0,1 à 5% d'au moins un composé comprenant un groupement dithiophosphate,
    • 0,1 à 5% d'au moins une triamine grasse.
In another embodiment of the invention, the lubricating composition essentially consists of:
  • 75 to 99.75% of at least one base oil,
  • 0.05 to 3% of at least one organomolybdenum compound,
  • 0.1 to 5% of at least one compound comprising a dithiophosphate group,
    • 0.1 to 5% of at least one fatty triamine.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante consiste essentiellement en :

  • 75 à 99,25 % d'au moins une huile de base,
  • 0,05 à 3% d'au moins un composé organomolybdène,
  • 0,1 à 5% d'au moins un composé comprenant un groupement dithiophosphate,
  • 0,1 à 5% d'au moins une triamine grasse,
  • 0,5 à 5 % d'au moins un autre additif.
In another embodiment of the invention, the lubricating composition essentially consists of:
  • 75 to 99.25% of at least one base oil,
  • 0.05 to 3% of at least one organomolybdenum compound,
  • 0.1 to 5% of at least one compound comprising a dithiophosphate group,
  • 0.1 to 5% of at least one fatty triamine,
  • 0.5 to 5% of at least one other additive.

L'ensemble des caractéristiques et préférences présentées pour l'huile de base, le composé organomolybdène, le composé comprenant un groupement dithiophosphate, la triamine grasse et l'additif supplémentaire s'applique également aux compositions lubrifiantes ci-dessus.All the characteristics and preferences presented for the base oil, the organomolybdenum compound, the compound comprising a group dithiophosphate, fatty triamine and the additional additive also applies to the above lubricating compositions.

Dans un mode de réalisation de l'invention, la composition lubrifiante n'est pas une émulsion.In one embodiment of the invention, the lubricating composition is not an emulsion.

Dans un autre mode de réalisation de l'invention, la composition lubrifiante est anhydre.In another embodiment of the invention, the lubricating composition is anhydrous.

L'invention a également pour objet une huile moteur comprenant une composition lubrifiante selon l'invention.The invention also relates to a motor oil comprising a lubricating composition according to the invention.

L'ensemble des caractéristiques et préférences présentées pour la composition lubrifiante s'applique également à l'huile moteur selon l'invention.All the characteristics and preferences presented for the lubricating composition also apply to the engine oil according to the invention.

Dans un mode de réalisation de l'invention, l'huile moteur peut être de grade 0W-20 et 5W-30 selon la classification SAEJ300, caractérisée par une viscosité cinématique à 100°C (KV100) allant de 5,6 à 12,5 cSt mesurée selon la norme internationale ASTM D445.In one embodiment of the invention, the engine oil can be of grade 0W-20 and 5W-30 according to the classification SAEJ300, characterized by a kinematic viscosity at 100 ° C (KV100) ranging from 5.6 to 12, 5 cSt measured according to international standard ASTM D445.

Dans un autre mode de réalisation de l'invention, l'huile moteur peut être caractérisée par un indice de viscosité, calculé selon la norme internationale ASTM D2230, supérieur ou égal à 130, de préférence supérieur ou égal à 150.In another embodiment of the invention, the engine oil can be characterized by a viscosity index, calculated according to international standard ASTM D2230, greater than or equal to 130, preferably greater than or equal to 150.

Pour formuler une huile moteur, on pourra avantageusement utiliser des huiles de base ayant une teneur en soufre inférieure à 0,3 % par exemple des huiles minérales de groupe III, et des bases synthétiques exemptes de soufre, préférentiellement de groupe IV, ou leurs mélanges.To formulate an engine oil, it is advantageously possible to use base oils having a sulfur content of less than 0.3%, for example group III mineral oils, and sulfur-free synthetic bases, preferably group IV, or mixtures thereof. .

L'invention a également pour objet l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour la lubrification de pièces mécaniques, notamment dans des transmissions et/ou des moteurs de véhicules, préférentiellement de véhicules automobiles.The invention also relates to the use of a lubricating composition as defined above for the lubrication of mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles.

L'invention a également pour objet l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile. L'invention a également pour objet l'utilisation d'une composition lubrifiante ci-dessus pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricating composition as defined above to reduce friction between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle. The invention also relates to the use of a lubricant composition above to reduce friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention a également pour objet l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricating composition as defined above to reduce friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

Par revêtement carbone selon l'invention, on entend tout revêtement comprenant du carbone.By carbon coating according to the invention is meant any coating comprising carbon.

Ces revêtements carbone peuvent être choisis parmi les revêtements diamant, et plus particulièrement les revêtements nanodiamant.These carbon coatings can be chosen from diamond coatings, and more particularly nanodiamond coatings.

De tels revêtements peuvent notamment se présenter sous la forme d'au moins une couche de diamant nanocristallin, ayant une pureté allant de 70 à 99%.Such coatings can in particular be in the form of at least one layer of nanocrystalline diamond, having a purity ranging from 70 to 99%.

Dans un mode de réalisation de l'invention, les revêtements carbone sont choisis parmi les revêtements nanodiamant sous la forme d'au moins une couche de diamant nanocristallin ayant une pureté allant de 70 à 99%, préférentiellement allant de 70 à 97%, avantageusement de 75% et une épaisseur allant de 0,1 à 3µ, préférentiellement allant de 0,5 à 2µ, avantageusement de 1,5µ.In one embodiment of the invention, the carbon coatings are chosen from nanodiamond coatings in the form of at least one layer of nanocrystalline diamond having a purity ranging from 70 to 99%, preferably ranging from 70 to 97%, advantageously of 75% and a thickness ranging from 0.1 to 3 μ, preferably ranging from 0.5 to 2 μ, advantageously 1.5 μ.

Ces revêtements carbone peuvent également être choisis parmi les revêtements de type DLC (Diamond Like Carbon).These carbon coatings can also be chosen from DLC (Diamond Like Carbon) type coatings.

Tout type de revêtement DLC peut être utilisé en tant que revêtement carbone selon l'invention.Any type of DLC coating can be used as a carbon coating according to the invention.

Les DLC regroupent un ensemble de familles de matériaux amorphes contenant essentiellement du carbone.The DLC bring together a set of families of amorphous materials containing mainly carbon.

Parmi ces familles, deux familles sont principalement connues et utilisées : les DLC hydrogénés, notamment les DLC hydrogénés dénommés a-C:H et les DLC non hydrogénés, notamment les DLC non hydrogénés dénommés a-C ou les DLC non hydrogénés dénommés ta-C.Among these families, two families are mainly known and used: hydrogenated DLCs, in particular hydrogenated DLCs called a-C: H and non-hydrogenated DLCs, in particular non-hydrogenated DLCs called a-C or non-hydrogenated DLCs called ta-C.

Les DLC ont des propriétés qui varient en fonction de leur teneur en carbones hybridés sp3 et leur teneur en hydrogène. Certaines variantes de DLC peuvent être dopées avec des éléments métalliques, tels que fer, chrome ou tungstène.The DLCs have properties which vary according to their content of sp3 hybridized carbons and their hydrogen content. Certain variants of DLC can be doped with metallic elements, such as iron, chromium or tungsten.

Par rapport aux revêtements diamant, les revêtements DLC sont généralement moins résistants mécaniquement et thermiquement car ce sont des matériaux amorphes. Par contre, ils sont généralement moins rugueux et surtout peuvent être déposés à faible température sur la majorité des substrats.Compared to diamond coatings, DLC coatings are generally less mechanically and thermally resistant because they are amorphous materials. On the other hand, they are generally less rough and above all can be deposited at low temperature on the majority of substrates.

Dans un mode de réalisation de l'invention, les DLC sont choisis parmi les DLC hydrogénés, notamment les DLC hydrogénés dénommés a-C:H.In one embodiment of the invention, the DLCs are chosen from hydrogenated DLCs, in particular hydrogenated DLCs called a-C: H.

Dans un mode de réalisation préféré de l'invention, les DLC sont choisis parmi les DLC hydrogénés, notamment les DLC hydrogénés dénommés a-C:H contenant de 10 à 40% d'hydrogène.In a preferred embodiment of the invention, the DLCs are chosen from hydrogenated DLCs, in particular hydrogenated DLCs called a-C: H containing from 10 to 40% of hydrogen.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between two carbon-coated surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'invention concerne également l'utilisation d'une composition lubrifiante telle que définie ci-dessus pour réduire la consommation de carburant de véhicules, préférentiellement de véhicule automobile.The invention also relates to the use of a lubricating composition as defined above for reducing the fuel consumption of vehicles, preferably motor vehicles.

L'ensemble des caractéristiques et préférences présentées pour la composition lubrifiante s'applique également aux utilisations ci-dessus.All the characteristics and preferences presented for the lubricant composition also apply to the above uses.

L'invention concerne également un procédé de lubrification de pièces mécaniques, notamment dans des transmissions et/ou des moteurs de véhicules, préférentiellement de véhicules automobiles, comprenant au moins une étape de mise en contact d'au moins une pièce avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method of lubricating mechanical parts, in particular in transmissions and / or engines of vehicles, preferably motor vehicles, comprising at least one step of bringing at least one part into contact with a lubricating composition such as defined above.

L'invention a également pour objet un procédé pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces en acier avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing friction between two steel surfaces, in particular in a vehicle engine, preferably of a motor vehicle, comprising at least one step of bringing at least one of the steel surfaces into contact with a lubricating composition as defined above.

L'invention a également pour objet un procédé pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces avec une composition lubrifiante telle que définie ci-dessus.A subject of the invention is also a method for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing into contact at least one of the surfaces with a lubricating composition as defined above.

L'invention a également pour objet un procédé pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile, comprenant au moins une étape de mise en contact d'au moins une des surfaces recouvertes de carbone avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle, comprising at least one step of bringing at least one of the surfaces covered with carbon with a lubricating composition as defined above.

Le procédé ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above method also makes it possible not to aggravate, or even reduce the wear between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.

Le procédé ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above method also makes it possible not to aggravate, or even reduce the wear between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

Le procédé ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above method also makes it possible not to aggravate, or even reduce the wear between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention a également pour objet un procédé pour réduire la consommation de carburant d'un véhicule, préférentiellement d'un véhicule automobile, comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur du véhicule avec une composition lubrifiante telle que définie ci-dessus.The invention also relates to a method for reducing the fuel consumption of a vehicle, preferably 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 defined above.

L'ensemble des caractéristiques et préférences présentées pour la composition lubrifiante s'applique également aux procédés ci-dessus.All the characteristics and preferences presented for the lubricant composition also apply to the above processes.

Les véhicules peuvent comprendre un moteur à combustion interne à deux ou quatre temps.Vehicles may include a two- or four-stroke internal combustion engine.

Les moteurs peuvent être des moteurs à essence ou des moteurs diesel destinés à être alimentés par de l'essence ou du diesel classique. Par « essence classique » ou par « diesel classique », on entend au sens de la présente invention des moteurs qui sont alimentés par un carburant obtenu après raffinage d'une huile d'origine minérale (tel que le pétrole par exemple). Les moteurs peuvent aussi être des moteurs à essence ou des moteurs à diesel modifiés pour être alimentés par un carburant à base d'huiles issues de matières renouvelables telles que les carburants à base d'alcool ou le carburant biodiesel.The engines can be petrol or diesel engines intended to be powered by conventional petrol or diesel. By "conventional gasoline" or by "conventional diesel" is meant in the sense of the present invention engines which are powered by a fuel obtained after refining an oil of mineral origin (such as petroleum for example). The engines can also be petrol engines or diesel engines modified to be powered by a fuel based on oils derived from renewable materials such as alcohol-based fuels or biodiesel fuel.

Les véhicules peuvent être des véhicules légers tels que des automobiles et des motos. Les véhicules peuvent également être des poids lourds, des engins de travaux, des navires.The vehicles can be light vehicles such as automobiles and motorcycles. Vehicles can also be heavy goods vehicles, construction equipment, ships.

L'invention a également pour objet l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The subject of the invention is also the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two steel surfaces , especially in a vehicle engine, preferably a motor vehicle.

L'invention a également pour objet l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.Another subject of the invention is the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'invention a également pour objet l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire les frottements entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The subject of the invention is also the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing friction between two surfaces covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces en acier, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between two steel surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre une surface en acier et une surface recouverte de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between a steel surface and a surface covered with carbon, in particular in a vehicle engine, preferably a motor vehicle.

L'utilisation ci-dessus permet également de ne pas aggraver, voire de réduire l'usure entre deux surfaces recouvertes de carbone, notamment dans un moteur de véhicule, préférentiellement de véhicule automobile.The above use also makes it possible not to aggravate or even reduce the wear between two carbon-coated surfaces, in particular in a vehicle engine, preferably a motor vehicle.

L'invention a également pour objet l'utilisation d'une triamine grasse dans une composition lubrifiante comprenant au moins une huile de base, au moins un composé organomolybdène et au moins un composé comprenant un groupement dithiophosphate pour réduire la consommation de carburant d'un véhicule, préférentiellement d'un véhicule automobile.The invention also relates to the use of a fatty triamine in a lubricating composition comprising at least one base oil, at least one organomolybdenum compound and at least one compound comprising a dithiophosphate group for reducing the fuel consumption of a vehicle, preferably a motor vehicle.

L'ensemble des caractéristiques et préférences présentées pour l'huile de base, la triamine grasse, le composé organomolybdène et le composé comprenant un groupement dithiophosphate s'applique également aux utilisations ci-dessus.All the characteristics and preferences presented for the base oil, the fatty triamine, the organomolybdenum compound and the compound comprising a dithiophosphate group also apply to the uses above.

Il est décrit également une composition de type concentré d'additifs comprenant :

  • au moins un composé organomolybdène,
  • au moins un composé comprenant un groupement dithiophosphate, et
  • au moins une triamine grasse.
There is also described a composition of concentrated additive type comprising:
  • at least one organomolybdenum compound,
  • at least one compound comprising a dithiophosphate group, and
  • at least one fatty triamine.

L'ensemble des caractéristiques et préférences présentées pour la triamine grasse, le composé organomolybdène et le composé comprenant un groupement dithiophosphate s'applique également à la composition de type concentré d'additifs ci-dessus.All of the characteristics and preferences presented for fatty triamine, the organomolybdenum compound and the compound comprising a dithiophosphate group also apply to the composition of the concentrated additive type above.

Dans un mode de réalisation, la composition de type concentré d'additifs comprend en outre au moins un additif supplémentaire.In one embodiment, the composition of concentrated additive type further comprises at least one additional additive.

L'additif supplémentaire peut être choisi parmi les additifs mentionnés ci-dessus.The additional additive can be chosen from the additives mentioned above.

Dans un mode de réalisation, à la composition de type concentré d'additifs selon l'invention peut être ajoutée au moins une huile de base pour obtenir une composition lubrifiante selon l'invention.In one embodiment, at least one base oil can be added to the composition of concentrated additive type according to the invention to obtain a lubricant composition according to the invention.

Les différents objets de la présente invention et leurs mises en oeuvre seront mieux compris à la lecture des exemples qui suivent. Ces exemples sont donnés à titre indicatif, sans caractère limitatif.The various objects of the present invention and their implementations will be better understood on reading the examples which follow. These examples are given as an indication, without limitation.

Exemples :Examples: Exemple 1Example 1

On a préparé les compositions lubrifiantes N°1 à N°6 à partir des composés suivants :

  • d'une huile de base de groupe III ayant une viscosité à 100°C de 4,3 cSt mesurée selon la norme ASTM D445,
  • d'un composé comprenant un groupement dithiophosphate : dithiophosphate de zinc (Lz 1371 commercialisé par la société Lubrizol),
  • d'un composé organomolybdène 1 : complexe organomolybdène de formule (I-a) dans laquelle R1 représente un groupement hydrocarboné comprenant 11 atomes de carbone (Molyvan 855 commercialisé par la société Vanderbilt),
  • d'un composé organomolybdène 2 : dithiocarbamate de molybdène (Sakura-lube 525 commercialisé par la société Adeka),
  • d'une triamine grasse de formule (VIII) dans laquelle R20 représente un groupement hydrocarboné comprenant de 16 à 18 atomes de carbone (Triameen YT commercialisé par la société AKZO).
Lubricant compositions No. 1 to No. 6 were prepared from the following compounds:
  • a group III base oil having a viscosity at 100 ° C. of 4.3 cSt measured according to standard ASTM D445,
  • of a compound comprising a dithiophosphate group: zinc dithiophosphate (Lz 1371 sold by the company Lubrizol),
  • an organomolybdenum compound 1: organomolybdenum complex of formula (Ia) in which R 1 represents a hydrocarbon group comprising 11 carbon atoms (Molyvan 855 sold by the company Vanderbilt),
  • an organomolybdenum 2 compound: molybdenum dithiocarbamate (Sakura-lube 525 sold by the company Adeka),
  • of a fatty triamine of formula (VIII) in which R 20 represents a hydrocarbon group comprising from 16 to 18 carbon atoms (Triameen YT sold by the company AKZO).

Les compositions lubrifiantes N°1 à N°6 sont décrites dans le tableau II ; les pourcentages indiqués sont des pourcentages massiques. Tableau II Composition lubrifiante N°1 N°2 N°3 N°4 N°5 N°6 Huile de base 100 98,5 98,6 97,5 97,6 99 Composé comprenant un groupement dithiophosphate 1 1 1 1 Composé organomolybdène 1 0,5 0,5 Composé organomolybdène 2 0,4 0,4 Triamine grasse 1 1 1 Lubricant compositions No. 1 to No. 6 are described in Table II; the percentages given are mass percentages. Table II Lubricating composition # 1 # 2 # 3 # 4 N ° 5 N ° 6 Base oil 100 98.5 98.6 97.5 97.6 99 Compound comprising a dithiophosphate group 1 1 1 1 Organomolybdenum compound 1 0.5 0.5 Organomolybdenum compound 2 0.4 0.4 Oily triamine 1 1 1

Test 1 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact acier/acier Test 1 : evaluation of the friction properties of lubricating compositions on a steel / steel contact

Il s'agit dévaluer les propriétés de frottement des compositions lubrifiantes N°1, N°2 et N°4 sur les contacts acier/acier par la mesure du coefficient de frottement.This involves evaluating the friction properties of lubricant compositions No. 1, No. 2 and No. 4 on the steel / steel contacts by measuring the coefficient of friction.

Le coefficient de frottement est évalué à l'aide d'un tribomètre linéaire bille/plan dans les conditions suivantes :

  • nature de l'acier : 100c6
  • température : 80°C,
  • charge normale de 5N,
  • course de 5mm.
The coefficient of friction is evaluated using a linear ball / plane tribometer under the following conditions:
  • type of steel: 100c6
  • temperature: 80 ° C,
  • normal charge of 5N,
  • 5mm stroke.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau III présente le coefficient de frottement des compositions lubrifiantes N°1, N°2 et N°4. Tableau III Composition N°1 N°2 N°4 Coefficient de frottement acier/acier 0,150 0,035 0,025 Table III presents the coefficient of friction of lubricant compositions N ° 1, N ° 2 and N ° 4. Table III Composition # 1 # 2 # 4 Coefficient of steel / steel friction 0.150 0.035 0.025

Ces résultats montrent que la composition lubrifiante selon l'invention N°4 présente des propriétés de frottement améliorées pour les contacts acier/acier, par rapport à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°2).These results show that the lubricant composition according to the invention No. 4 has improved friction properties for steel / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 2).

En complément de ces résultats relatifs au coefficient de frottement, il a été observé que, par l'utilisation de la composition lubrifiante selon l'invention N°4, l'usure à la surface des billes ne s'est pas aggravée, comparativement à la composition lubrifiante N°2.In addition to these results relating to the coefficient of friction, it has been observed that, by the use of the lubricating composition according to invention No. 4, the wear on the surface of the balls has not worsened, compared with lubricant composition No. 2.

Test 2 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact DLC/acier Test 2 : evaluation of the friction properties of lubricating compositions on a DLC / steel contact

Il s'agit d'évaluer les propriétés de frottement des compositions lubrifiantes N°1, N°2, N°4 et N°6 sur les contacts DLC/acier, par la mesure du coefficient de frottement.It is a question of evaluating the friction properties of the lubricating compositions N ° 1, N ° 2, N ° 4 and N ° 6 on the contacts DLC / steel, by the measurement of the coefficient of friction.

Le coefficient de frottement est évalué à l'aide d'un tribomètre linéaire bille DLC/plan acier dans les conditions suivantes :

  • nature de l'acier : 100c6,
  • nature du revêtement DLC des billes : DLC hydrogéné a:CH contenant entre 31 et 33% d'hydrogène et ayant un ratio molaire (carbone sp2/carbone sp3) égal à 55/45,
  • épaisseur de la couche DLC : 1,5µ,
  • température : 110°C,
  • charge normale de 5N,
  • course de 10mm.
The friction coefficient is evaluated using a linear DLC ball / steel plane tribometer under the following conditions:
  • type of steel: 100c6,
  • nature of the DLC coating of the beads: hydrogenated DLC a: CH containing between 31 and 33% of hydrogen and having a molar ratio (carbon sp 2 / carbon sp 3 ) equal to 55/45,
  • thickness of the DLC layer: 1.5 μ,
  • temperature: 110 ° C,
  • normal charge of 5N,
  • 10mm stroke.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau IV présente le coefficient de frottement des compositions lubrifiantes N°1, N°2, N°4 et N°6. Tableau IV Composition N°1 N°2 N°4 N°6 Coefficient de frottement DLC/acier 0,070 0,070 0,053 0,080 Table IV presents the coefficient of friction of lubricant compositions N ° 1, N ° 2, N ° 4 and N ° 6. Table IV Composition # 1 # 2 # 4 N ° 6 DLC / steel coefficient of friction 0.070 0.070 0.053 0.080

Ces résultats montrent que la composition lubrifiante selon l'invention N°4 présente des propriétés de frottement améliorées sur des contacts DLC/acier, comparativement à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°2), ainsi que comparativement à une composition lubrifiante comprenant une triamine grasse selon l'invention mais ne comprenant pas de composé organomolybdène selon l'invention ni de composé comprenant un groupement dithiophosphate selon l'invention (composition N°6).These results show that the lubricant composition according to the invention No. 4 has improved friction properties on DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising a fatty triamine according to the invention (composition No. 2), as well as compared to a lubricating composition comprising a fatty triamine according to the invention but not comprising an organomolybdenum compound according to the invention nor of a compound comprising a dithiophosphate group according to the invention (composition No. 6).

Il est intéressant de noter que les coefficients de frottement des compositions lubrifiantes N°2 et N°6 sont plus élevés que le coefficient de frottement de la composition lubrifiante selon l'invention N°4, démontrant ainsi un effet synergique de la combinaison d'un composé organomolybdène selon l'invention, d'un composé comprenant un groupement dithiophosphate selon l'invention et d'une triamine grasse selon l'invention pour réduire les frottements sur des contacts DLC/acier.It is interesting to note that the coefficients of friction of the lubricant compositions No. 2 and No. 6 are higher than the coefficient of friction of the lubricant composition according to the invention No. 4, thus demonstrating a synergistic effect of the combination of an organomolybdenum compound according to the invention, a compound comprising a dithiophosphate group according to the invention and a fatty triamine according to the invention to reduce friction on DLC / steel contacts.

En complément de ces résultats relatifs au coefficient de frottement, il a été observé que, par l'utilisation de la composition lubrifiante selon l'invention N°4, l'usure du revêtement DLC des billes ne s'est pas aggravée, comparativement aux compositions lubrifiantes N°2 et N°6.In addition to these results relating to the coefficient of friction, it has been observed that, by the use of the lubricating composition according to the invention No. 4, the wear of the DLC coating of the balls has not worsened, compared to the lubricant compositions No. 2 and No. 6.

Test 3 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact DLC/acier Test 3 : evaluation of the friction properties of lubricating compositions on a DLC / steel contact

Il s'agit d'évaluer les propriétés de frottement des compositions lubrifiantes N°1, N°2 et N°4 sur les contacts DLC/acier, par la mesure du coefficient de frottement.This involves evaluating the friction properties of lubricant compositions No. 1, No. 2 and No. 4 on the DLC / steel contacts, by measuring the coefficient of friction.

Le coefficient de frottement est évalué à l'aide d'un tribomètre HFFR bille DLC/plan acier dans les conditions suivantes :

  • nature de l'acier : 100c6
  • nature du revêtement DLC : DLC hydrogéné a:CH contenant entre 31 et 33% d'hydrogène et ayant un ratio molaire (carbone sp2/carbone sp3) égal à 55/45,
  • épaisseur de la couche DLC : 1,5µ,
  • température : 110°C,
  • fréquence : 20Hz.
The friction coefficient is evaluated using a HFFR ball DLC / steel plane tribometer under the following conditions:
  • type of steel: 100c6
  • nature of the DLC coating: hydrogenated DLC a: CH containing between 31 and 33% of hydrogen and having a molar ratio (carbon sp 2 / carbon sp 3 ) equal to 55/45,
  • thickness of the DLC layer: 1.5 μ,
  • temperature: 110 ° C,
  • frequency: 20Hz.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau V présente le coefficient de frottement des compositions lubrifiantes N°1, N°2 et N°4. Tableau V Composition N°1 N°2 N°4 Coefficient de frottement DLC/acier 0,070 0,090 0,060 Table V presents the coefficient of friction of lubricant compositions N ° 1, N ° 2 and N ° 4. Table V Composition # 1 # 2 # 4 DLC / steel coefficient of friction 0.070 0.090 0.060

Ces résultats confirment les résultats du test 2 ; en effet, ils démontrent que la composition lubrifiante selon l'invention N°4 présente des propriétés de frottement améliorées pour les contacts DLC/acier, par rapport à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°2).These results confirm the results of test 2; in fact, they demonstrate that the lubricant composition according to the invention No. 4 has improved friction properties for DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising fatty triamine according to the invention (composition No. 2).

Test 4 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact DLC/acier Test 4 : evaluation of the friction properties of lubricating compositions on a DLC / steel contact

Il s'agit d'évaluer les propriétés de frottement des compositions lubrifiantes N°1, N°3 et N°5 sur les contacts DLC/acier, par la mesure du coefficient de frottement.It is a question of evaluating the friction properties of the lubricating compositions N ° 1, N ° 3 and N ° 5 on the contacts DLC / steel, by the measurement of the coefficient of friction.

Le coefficient de frottement est évalué selon la méthode décrite dans le test 3.The coefficient of friction is evaluated according to the method described in test 3.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau VI présente le coefficient de frottement des compositions lubrifiantes N°1, N°3 et N°5. Tableau VI Composition N°1 N°3 N°5 Coefficient de frottement DLC/acier 0,070 0,090 0,060 Table VI presents the friction coefficient of the lubricant compositions N ° 1, N ° 3 and N ° 5. Table VI Composition # 1 # 3 N ° 5 DLC / steel coefficient of friction 0.070 0.090 0.060

Ces résultats confirment les résultats du test 2 et du test 3 ; en effet, ils démontrent que la composition lubrifiante selon l'invention N°5 présente des propriétés de frottement améliorées pour les contacts DLC/acier, par rapport à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°3), ceci en présence d'un composé organomolybdène 2 différent du composé organomolybdène 1.These results confirm the results of test 2 and test 3; indeed, they demonstrate that the lubricant composition according to the invention No. 5 has improved friction properties for DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising fatty triamine according to the invention (composition No. 3), this in the presence of an organomolybdenum compound 2 different from the organomolybdenum compound 1.

Exemple 2Example 2

On a préparé les compositions lubrifiantes N°7 à N°10 à partir des composés suivants :

  • d'une huile de type polyalphaoléfine ayant une viscosité à 100°C de 4 cSt mesurée selon la norme ASTM D445,
  • d'un composé comprenant un groupement dithiophosphate : dithiophosphate de zinc (Lz 1371 commercialisé par la société Lubrizol),
  • d'un composé organomolybdène 1 : complexe organomolybdène de formule (I-a) dans laquelle R1 représente un groupement hydrocarbone comprenant 11 atomes de carbone (Molyvan 855 commercialisé par la société Vanderbilt),
  • d'une triamine grasse de formule (VIII) dans laquelle R20 représente un groupement hydrocarbone comprenant de 16 à 18 atomes de carbone (Triameen YT commercialisé par la société AKZO).
Lubricant compositions No. 7 to No. 10 were prepared from the following compounds:
  • a polyalphaolefin type oil having a viscosity at 100 ° C. of 4 cSt measured according to standard ASTM D445,
  • of a compound comprising a dithiophosphate group: zinc dithiophosphate (Lz 1371 sold by the company Lubrizol),
  • an organomolybdenum compound 1: organomolybdenum complex of formula (Ia) in which R 1 represents a hydrocarbon group comprising 11 carbon atoms (Molyvan 855 sold by the company Vanderbilt),
  • of a fatty triamine of formula (VIII) in which R 20 represents a hydrocarbon group comprising from 16 to 18 carbon atoms (Triameen YT sold by the company AKZO).

Les compositions lubrifiantes N°7 à N°10 sont décrites dans le tableau VII ; les pourcentages indiqués sont des pourcentages massiques. Tableau VII Composition lubrifiante N°7 N°8 N°9 N°10 Huile de base 100 98,5 97,5 99 Composé comprenant un groupement dithiophosphate 1 1 Composé organomolybdène 1 0,5 0,5 Triamine grasse 1 1 Lubricant compositions No. 7 to No. 10 are described in Table VII; the percentages given are mass percentages. Table VII Lubricating composition # 7 # 8 N ° 9 # 10 Base oil 100 98.5 97.5 99 Compound comprising a dithiophosphate group 1 1 Organomolybdenum compound 1 0.5 0.5 Oily triamine 1 1

Test 5 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact acier/acier Test 5 : evaluation of the friction properties of lubricating compositions on a steel / steel contact

Il s'agit dévaluer les propriétés de frottement des compositions lubrifiantes N°7, N°8, N°9 et N°10 sur les contacts acier/acier par la mesure du coefficient de frottement. Le coefficient de frottement est évalué selon la méthode décrite dans le test 1.This involves evaluating the friction properties of lubricant compositions N ° 7, N ° 8, N ° 9 and N ° 10 on the steel / steel contacts by measuring the coefficient of friction. The coefficient of friction is evaluated according to the method described in test 1.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau VIII présente le coefficient de frottement des compositions lubrifiantes N°7, N°8, N°9 et N°10. Tableau VIII Composition N°7 N°8 N°9 N°10 Coefficient de frottement acier/acier 0,140 0,050 0,035 0,120 Table VIII presents the coefficient of friction of the lubricant compositions N ° 7, N ° 8, N ° 9 and N ° 10. Table VIII Composition # 7 # 8 N ° 9 # 10 Coefficient of steel / steel friction 0.140 0.050 0.035 0.120

Ces résultats montrent que la composition lubrifiante selon l'invention N°9 présente des propriétés de frottement améliorées sur des contacts acier/acier, comparativement à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°8), ainsi que comparativement à une composition lubrifiante comprenant une triamine grasse selon l'invention mais ne comprenant pas de composé organomolybdène selon l'invention ni de composé comprenant un groupement dithiophosphate selon l'invention (composition N°10).These results show that the lubricating composition according to the invention No. 9 has improved friction properties on steel / steel contacts, compared to a lubricating composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to the invention but not comprising a fatty triamine according to the invention (composition No. 8), as well as compared to a lubricating composition comprising a fatty triamine according to the invention but not comprising an organomolybdenum compound according to the invention nor of a compound comprising a dithiophosphate group according to the invention (composition No. 10).

Il est intéressant de noter que les coefficients de frottement des compositions lubrifiantes N°8 et N°10 sont plus élevés que le coefficient de frottement de la composition lubrifiante selon l'invention N°9, démontrant ainsi un effet synergique de la combinaison d'un composé organomolybdène selon l'invention, d'un composé comprenant un groupement dithiophosphate selon l'invention et d'une triamine grasse selon l'invention pour réduire les frottements sur des contacts acier/acier. En complément de ces résultats relatifs au coefficient de frottement, il a été observé que, par l'utilisation de la composition lubrifiante selon l'invention N°9, l'usure à la surface des billes ne s'est pas aggravée, comparativement aux compositions lubrifiantes N°8 et 10.It is interesting to note that the coefficients of friction of the lubricant compositions No. 8 and No. 10 are higher than the coefficient of friction of the lubricant composition according to the invention No. 9, thus demonstrating a synergistic effect of the combination of an organomolybdenum compound according to the invention, a compound comprising a dithiophosphate group according to the invention and a fatty triamine according to the invention to reduce friction on steel / steel contacts. In addition to these results relating to the coefficient of friction, it has been observed that, by the use of the lubricating composition according to the invention No. 9, the wear on the surface of the balls has not worsened, compared to the lubricant compositions N ° 8 and 10.

Test 6 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact acier/diamant Test 6 : evaluation of the friction properties of lubricating compositions on a steel / diamond contact

Il s'agit d'évaluer les propriétés de frottement des compositions lubrifiantes N°7, N°8 et N°9 sur les contacts acier/diamant, par la mesure du coefficient de frottement.This involves evaluating the friction properties of lubricant compositions No. 7, No. 8 and No. 9 on the steel / diamond contacts, by measuring the coefficient of friction.

Le coefficient de frottement est évalué à l'aide d'un tribomètre linéaire bille nanodiamant/plan acier dans les conditions suivantes :

  • nature de l'acier : 100c6,
  • nature du revêtement nanodiamant : couche de diamant nanocristallin comprenant environ 75% d'atomes de carbone hybridés sp3 (pureté d'environ 75%), d'épaisseur égale à 1,5µ, de rugosité de surface égale à 14nm, de dureté aux environs de 74GPa et ayant un module d'Young égal à 620GPa,
  • température : 80°C,
  • charge normale de 10N,
  • course de 5mm.
The coefficient of friction is evaluated using a linear nanodiamond ball / steel plane tribometer under the following conditions:
  • type of steel: 100c6,
  • nature of the nanodiamond coating: nanocrystalline diamond layer comprising approximately 75% of sp 3 hybridized carbon atoms (purity of approximately 75%), thickness equal to 1.5 μ, surface roughness equal to 14 nm, hardness to around 74GPa and having a Young's modulus equal to 620GPa,
  • temperature: 80 ° C,
  • normal load of 10N,
  • 5mm stroke.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau IX présente le coefficient de frottement des compositions lubrifiantes N°7, N°8 et N°9. Tableau IX Composition N°7 N°8 N°9 Coefficient de frottement acier/diamant 0,110 0,070 0,060 Table IX presents the coefficient of friction of lubricant compositions N ° 7, N ° 8 and N ° 9. Table IX Composition # 7 # 8 N ° 9 Coefficient of steel / diamond friction 0.110 0.070 0.060

Ces résultats montrent que la composition lubrifiante selon l'invention N°9 présente des propriétés de frottement améliorées pour les contacts acier/diamant, par rapport à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°8).These results show that the lubricant composition according to the invention No. 9 has improved friction properties for steel / diamond contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 8).

En complément de ces résultats relatifs au coefficient de frottement, il a été observé que, par l'utilisation de la composition lubrifiante selon l'invention N°9, l'usure du revêtement nanodiamant des billes ne s'est pas aggravée, comparativement à la composition lubrifiante N°8.In addition to these results relating to the coefficient of friction, it has been observed that, by the use of the lubricating composition according to the invention No. 9, the wear of the nanodiamond coating of the beads has not worsened, compared with lubricant composition No. 8.

Test 7 : évaluation des propriétés de frottement de compositions lubrifiantes sur un contact DLC/acier Test 7 : evaluation of the friction properties of lubricating compositions on a DLC / steel contact

Il s'agit d'évaluer les propriétés de frottement des compositions lubrifiantes N°7, N°8 et N°9 sur les contacts DLC/acier, par la mesure du coefficient de frottement.This involves evaluating the friction properties of lubricant compositions No. 7, No. 8 and No. 9 on the DLC / steel contacts, by measuring the coefficient of friction.

Le coefficient de frottement est évalué selon la méthode décrite dans le test 2.The coefficient of friction is evaluated according to the method described in test 2.

Une différence d'au moins 0,01 entre deux valeurs de coefficient de frottement est considérée comme significative pour montrer l'influence sur ledit coefficient de frottement.A difference of at least 0.01 between two values of coefficient of friction is considered significant to show the influence on said coefficient of friction.

Le tableau X présente le coefficient de frottement des compositions lubrifiantes N°7, N°8 et N°9. Tableau X Composition N°7 N°8 N°9 Coefficient de frottement acier/diamant 0,070 0,080 0,070 Table X presents the friction coefficient of lubricant compositions N ° 7, N ° 8 and N ° 9. Paintings Composition # 7 # 8 N ° 9 Coefficient of steel / diamond friction 0.070 0.080 0.070

Ces résultats montrent que la composition lubrifiante selon l'invention N°9 présente des propriétés de frottement améliorées pour les contacts DLC/acier, par rapport à une composition lubrifiante comprenant un composé organomolybdène selon l'invention et un composé comprenant un groupement dithiophosphate selon l'invention mais ne comprenant pas de triamine grasse selon l'invention (composition N°8).These results show that the lubricant composition according to the invention No. 9 has improved friction properties for DLC / steel contacts, compared to a lubricant composition comprising an organomolybdenum compound according to the invention and a compound comprising a dithiophosphate group according to l invention but not comprising fatty triamine according to the invention (composition N ° 8).

Ainsi, l'ensemble des exemples et tests ci-dessus démontrent que la présence d'une combinaison d'un composé organomolybdène selon l'invention, d'un composé comprenant un groupement dithiophosphate selon l'invention et d'une triamine grasse selon l'invention dans une composition lubrifiante permet de conférer à cette composition des propriétés de frottement équivalentes, voire améliorées à la fois sur des contacts acier/acier et sur des contacts acier/revêtement carbone, et notamment sur des contacts acier/nanodiamant mais aussi des contacts acier/DLC. La présence d'une telle combinaison dans une composition lubrifiante permet également à la composition lubrifiante de conserver de bonnes propriétés anti-usure, à la fois sur des contacts acier/acier et sur des contacts acier/revêtement carbone, et notamment sur des contacts acier/nanodiamant mais aussi des contacts acier/DLC.Thus, all of the examples and tests above demonstrate that the presence of a combination of an organomolybdenum compound according to the invention, of a compound comprising a dithiophosphate group according to the invention and of a fatty triamine according to l invention in a lubricating composition makes it possible to confer on this composition equivalent or even improved friction properties both on steel / steel contacts and on steel / carbon coating contacts, and in particular on steel / nanodiamond contacts but also on contacts steel / DLC. The presence of such a combination in a lubricating composition also allows the lubricating composition to retain good anti-wear properties, both on steel / steel contacts and on steel / carbon coating contacts, and in particular on steel contacts. / nanodiamond but also steel / DLC contacts.

Claims (14)

  1. A lubricant composition comprising, with respect to the total weight of the lubricating composition:
    - at least one base oil,
    - from 0.05 to 3% by weight of at least one organomolybdenum compound,
    - from 0.1 to 5% by weight of at least one compound comprising a dithiophosphate group, and
    - from 0.1 to 5% by weight of at least one fatty triamine.
  2. Lubricant composition according to claim 1 in which the organomolybdenum compound is a molybdenum dithiocarbamate compound.
  3. Lubricant composition according to claim 1 in which the organomolybdenum compound is a molybdenum complex comprising at least one compound selected from:
    - the compounds of formula (I)
    Figure imgb0028
    in which:
    • X1 represents an oxygen atom or a nitrogen atom;
    • X2 represents an oxygen atom or a nitrogen atom;
    • n represents 1 when X1 represents an oxygen atom and m represents 1 when X2 represents an oxygen atom;
    • n represents 2 when X1 represents a nitrogen atom and m represents 2 when X2 represents a nitrogen atom;
    • R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
    - the compounds of formula (II)
    Figure imgb0029
    in which:
    • X1 represents an oxygen atom or a nitrogen atom;
    • X2 represents an oxygen atom or a nitrogen atom;
    • n represents 1 when X1 represents an oxygen atom and m represents 1 when X2 represents an oxygen atom;
    • n represents 2 when X1 represents a nitrogen atom and m represents 2 when X2 represents a nitrogen atom;
    • R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms;
    • R2 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
    - a mixture of at least one compound of formula (I) and at least one compound of formula (II).
  4. Lubricant composition according to claim 3 in which the molybdenum complex comprises at least one compound of formula (I-a)
    Figure imgb0030
    in which R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
  5. Lubricant composition according to claim 3 in which the molybdenum complex comprises at least one compound of formula (II-a)
    Figure imgb0031
    in which R1 represents a linear or branched, saturated or unsaturated alkyl group, comprising from 3 to 30 carbon atoms, preferentially from 3 to 20 carbon atoms, advantageously from 7 to 17 carbon atoms.
  6. Lubricant composition according to any one of the previous claims in which:
    - the content by weight of organomolybdenum compound ranges from 0.1 to 2%, advantageously from 0.1 to 1% with respect to the total weight of the lubricant composition, and/or
    - the content by weight of compound comprising a dithiophosphate group ranges from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the lubricant composition, and/or
    - the content by weight of fatty triamine ranges from 0.1 to 3%, advantageously from 0.5 to 2% with respect to the total weight of the lubricant composition.
  7. Lubricant composition according to any one of the previous claims in which the compound comprising a dithiophosphate group is selected from the group constituted by the ammonium dithiophosphates, amine dithiophosphates, ester dithiophosphates and metal dithiophosphates, alone or in a mixture.
  8. Lubricant composition according to any one of the previous claims in which the compound comprising a dithiophosphate group is a compound of formula (VII)
    Figure imgb0032
    in which:
    • R18 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group, comprising from 1 to 30 carbon atoms;
    • R19 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group, comprising from 1 to 30 carbon atoms;
    • M represents a metal cation, preferably a Zn2+ cation;
    • n represents the valency of the metal cation.
  9. Lubricant composition according to any one of the previous claims in which the compound comprising a dithiophosphate group is a compound of formula (VII-a) or formula (VII-b):
    Figure imgb0033
    Figure imgb0034
    in which:
    • R18 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group, comprising from 1 to 30 carbon atoms;
    • R19 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group, comprising from 1 to 30 carbon atoms.
  10. Lubricant composition according to any one of the previous claims in which the fatty triamine is selected from:
    - the compounds of formula (VIII)

            R20-N-[(CH2)3-NH2]2     (VIII)

    in which R20 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms;
    - the compounds of formula (IX)

            R21-NH-(CH2-CH2-CH2-NH)2-H     (IX)

    in which R21 represents a linear or branched, saturated or unsaturated alkyl group, comprising at least 10 carbon atoms.
  11. Lubricant composition according to any one of the previous claims in which the mass ratio (organomolybdenum compound/fatty triamine) ranges from 1/10 to 1, preferably from 1/5 to 4/5 and/or the mass ratio (organomolybdenum compound/compound comprising a dithiophosphate group/fatty triamine) ranges from 1/10/10 to 1/1/1, preferably from 1/5/5 to 4/5/5.
  12. Lubricant composition according to any one of the previous claims further comprising at least one additive selected from the detergents, anti-wear additives different from ammonium dithiophosphates, amine dithiophosphates, ester dithiophosphates and metal dithiophosphates, extreme-pressure additives, dispersants, pour-point improvers, anti-foaming agents, thickeners and mixtures thereof.
  13. Use of a lubricant composition according to any one of claims 1 to 12 for reducing friction between two steel surfaces, between a steel surface and a carbon covered surface or between two carbon covered surfaces, in a vehicle engine, preferentially a motor vehicle engine.
  14. Use of a lubricant composition according to any one of claims 1 to 12 for reducing the fuel consumption of vehicles, preferentially of motor vehicles.
EP14812525.5A 2013-12-17 2014-12-16 Lubricant composition made from fatty triamines Active EP3083907B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1362843A FR3014898B1 (en) 2013-12-17 2013-12-17 LUBRICATING COMPOSITION BASED ON FATTY TRIAMINES
PCT/EP2014/077942 WO2015091466A1 (en) 2013-12-17 2014-12-16 Lubricant composition made from fatty triamines

Publications (2)

Publication Number Publication Date
EP3083907A1 EP3083907A1 (en) 2016-10-26
EP3083907B1 true EP3083907B1 (en) 2020-07-01

Family

ID=50231369

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14812525.5A Active EP3083907B1 (en) 2013-12-17 2014-12-16 Lubricant composition made from fatty triamines

Country Status (10)

Country Link
US (1) US20160312144A1 (en)
EP (1) EP3083907B1 (en)
JP (1) JP6698020B2 (en)
KR (1) KR20160099652A (en)
CN (1) CN105899649B (en)
CA (1) CA2932957A1 (en)
FR (1) FR3014898B1 (en)
MA (1) MA39091B1 (en)
WO (1) WO2015091466A1 (en)
ZA (1) ZA201603922B (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016216653A (en) * 2015-05-22 2016-12-22 Jxエネルギー株式会社 Lubricant composition and system using the same
FR3039165B1 (en) 2015-07-23 2018-11-30 Total Marketing Services LUBRICATING COMPOSITION WITH LONG LIFE ECO FUEL
FR3039836B1 (en) * 2015-08-06 2017-09-15 Total Marketing Services LUBRICATING COMPOSITIONS FOR PREVENTING OR REDUCING PRE-IGNITION IN AN ENGINE
FR3048433B1 (en) * 2016-03-03 2020-03-13 Total Marketing Services LUBRICATING COMPOSITION BASED ON NEUTRALIZED AMINES AND MOLYBDENE
CN108884408A (en) * 2016-04-08 2018-11-23 禾大国际股份公开有限公司 The system through lubricating comprising the surface DLC
EP3575387B1 (en) * 2017-01-24 2022-01-12 Adeka Corporation Engine oil composition
FR3063727B1 (en) * 2017-03-10 2019-04-19 Total Marketing Services LUBRICATING COMPOSITION FOR GEAR
FR3065007B1 (en) * 2017-04-11 2019-07-05 Total Marketing Services LUBRICATING COMPOSITION, IN PARTICULAR FOR LIMITING FRICTION
FR3065008B1 (en) * 2017-04-11 2020-04-17 Total Marketing Services PROCESS FOR LUBRICATING MECHANICAL PARTS
US20190270946A1 (en) * 2018-03-02 2019-09-05 Chevron Oronite Technology B.V. Lubricating oil composition providing wear protection at low viscosity
FR3091874A1 (en) * 2019-01-22 2020-07-24 Total Marketing Services Molybdenum dinuclear complex and its use in lubricating compositions
FR3118630B1 (en) 2021-01-06 2024-04-19 Total Marketing Services Lubricating composition having cold stability and improved fuel eco properties
FR3126711A1 (en) 2021-09-03 2023-03-10 Totalenergies Marketing Services Lubricant composition with improved cold thickening properties
WO2024165689A1 (en) 2023-02-09 2024-08-15 Specialty Operations France Use of a composition as friction coefficient reducer in an oil based lubricating composition for engines and transmissions without clutch, and new synergistic compositions

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1386620A (en) * 1972-06-01 1975-03-12 British Petroleum Co Lubricating composition
US4599183A (en) * 1983-09-19 1986-07-08 Mobil Oil Corporation Multifunctional additives
US4889647A (en) * 1985-11-14 1989-12-26 R. T. Vanderbilt Company, Inc. Organic molybdenum complexes
US4792410A (en) * 1986-12-22 1988-12-20 The Lubrizol Corporation Lubricant composition suitable for manual transmission fluids
US5137647A (en) * 1991-12-09 1992-08-11 R. T. Vanderbilt Company, Inc. Organic molybdenum complexes
JPH07197068A (en) 1993-12-30 1995-08-01 Tonen Corp Lubricating oil composition
US5412130A (en) 1994-06-08 1995-05-02 R. T. Vanderbilt Company, Inc. Method for preparation of organic molybdenum compounds
JP3454593B2 (en) 1994-12-27 2003-10-06 旭電化工業株式会社 Lubricating oil composition
US5858929A (en) * 1995-06-09 1999-01-12 The Lubrizol Corporation Composition for providing anti-shudder friction durability performance for automatic transmissions
JPH0931483A (en) 1995-07-20 1997-02-04 Tonen Corp Lubricant composition
US5650381A (en) * 1995-11-20 1997-07-22 Ethyl Corporation Lubricant containing molybdenum compound and secondary diarylamine
CA2274706A1 (en) 1996-12-13 1998-06-18 Daniella Maria Veronica Baxter Lubricating oil compositions containing organic molybdenum complexes
JP4201902B2 (en) 1998-12-24 2008-12-24 株式会社Adeka Lubricating composition
US6509303B1 (en) * 2000-03-23 2003-01-21 Ethyl Corporation Oil soluble molybdenum additives from the reaction product of fatty oils and monosubstituted alkylene diamines
US6756413B2 (en) 2000-12-15 2004-06-29 Japan U-Pica Company, Ltd. O/W aqueous thermosetting resin dispersion, FRP precision filter medium made with the aqueous dispersion, and process for producing the same
US20020151441A1 (en) * 2001-02-14 2002-10-17 Sanjay Srinivasan Automatic transmission fluids with improved anti-shudder properties
ES2656777T3 (en) * 2001-09-21 2018-02-28 Vanderbilt Chemicals, Llc Enhanced antioxidant additive compositions and lubricating compositions containing the same
JP3555891B2 (en) 2002-02-22 2004-08-18 新日本石油株式会社 Low friction sliding material and lubricating oil composition used therefor
US6797677B2 (en) * 2002-05-30 2004-09-28 Afton Chemical Corporation Antioxidant combination for oxidation and deposit control in lubricants containing molybdenum and alkylated phenothiazine
US7414014B2 (en) * 2004-12-30 2008-08-19 A.P. Moeller-Maersk/As Method and system for improving fuel economy and environmental impact operating a 2-stroke engine
US7205423B1 (en) 2005-09-23 2007-04-17 R.T. Vanderbilt Company, Inc. Process for the preparation of organo-molybdenum compounds
EP2077317B1 (en) * 2006-10-17 2013-08-14 Idemitsu Kosan Co., Ltd. Lubricating oil composition
US20080168708A1 (en) * 2007-01-11 2008-07-17 Cunningham Lawrence J Method and compositions for reducing deposits in engines combusting ethanol-containing fuels and a corrosion inhibitor
JP5108315B2 (en) * 2007-02-01 2012-12-26 昭和シェル石油株式会社 Friction modifier comprising organomolybdenum compound and lubricating composition containing the same
JP5839767B2 (en) * 2007-03-30 2016-01-06 Jx日鉱日石エネルギー株式会社 Lubricating oil composition
JP5225786B2 (en) * 2008-08-20 2013-07-03 シェブロンジャパン株式会社 Lubricating oil composition for internal combustion engine lubrication
JP2011084721A (en) 2009-09-15 2011-04-28 Idemitsu Kosan Co Ltd Sliding mechanism
FR2964115B1 (en) * 2010-08-27 2013-09-27 Total Raffinage Marketing ENGINE LUBRICANT
WO2015059162A1 (en) * 2013-10-25 2015-04-30 Akzo Nobel Chemicals International B.V. Fatty amine salts as friction modifiers for lubricants

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
JP2016540867A (en) 2016-12-28
CN105899649B (en) 2019-07-12
ZA201603922B (en) 2017-09-27
WO2015091466A1 (en) 2015-06-25
MA39091A1 (en) 2017-09-29
CN105899649A (en) 2016-08-24
FR3014898B1 (en) 2016-01-29
EP3083907A1 (en) 2016-10-26
FR3014898A1 (en) 2015-06-19
US20160312144A1 (en) 2016-10-27
CA2932957A1 (en) 2015-06-25
MA39091B1 (en) 2018-09-28
JP6698020B2 (en) 2020-05-27
KR20160099652A (en) 2016-08-22

Similar Documents

Publication Publication Date Title
EP3083907B1 (en) Lubricant composition made from fatty triamines
EP3289054B1 (en) Ultra-fluid lubricating composition
EP2920283B1 (en) Lubricant composition
EP3423551A1 (en) Lubricant composition based on neutralized amines and molybdenum
FR3018079A1 (en) LUBRICATING COMPOSITION BASED ON METALLIC NANOPARTICLES
WO2014001521A1 (en) Lubricant composition
EP3430109A1 (en) Polyalkylene glycol-based lubricant composition
EP2814918A1 (en) Lubricating compositions for transmissions
EP3325583B1 (en) Long duration fuel economy lubricating composition
EP3430110A1 (en) Polyalkylene glycol-based lubricant composition
EP3134495B1 (en) Use of a lubricant composition for reducing knocking
EP3481927B1 (en) Lubricant composition for a gas engine
WO2020201126A1 (en) Use of a lubricant composition for transmission
FR3065008A1 (en) PROCESS FOR LUBRICATING MECHANICAL PARTS
EP4127112B1 (en) Lubricant composition comprising a 2,5-dimercapto-1,3,4-thiadiazole alkyl polycarboxylate compound
FR3065007B1 (en) LUBRICATING COMPOSITION, IN PARTICULAR FOR LIMITING FRICTION
WO2020152137A1 (en) Dinuclear molybdenum complex and use of same in lubricating compositions

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20160711

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20190508

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20200218

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1286191

Country of ref document: AT

Kind code of ref document: T

Effective date: 20200715

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: FRENCH

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602014067296

Country of ref document: DE

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201001

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20200701

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1286191

Country of ref document: AT

Kind code of ref document: T

Effective date: 20200701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201001

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201002

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201102

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201101

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602014067296

Country of ref document: DE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

26N No opposition filed

Effective date: 20210406

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 602014067296

Country of ref document: DE

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20201216

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20201231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201216

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201216

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201216

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20210701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201101

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: MT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200701

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231