WO2015162137A1 - Utilisation d'une composition lubrifiante pour diminuer le cliquetis - Google Patents

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

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Publication number
WO2015162137A1
WO2015162137A1 PCT/EP2015/058615 EP2015058615W WO2015162137A1 WO 2015162137 A1 WO2015162137 A1 WO 2015162137A1 EP 2015058615 W EP2015058615 W EP 2015058615W WO 2015162137 A1 WO2015162137 A1 WO 2015162137A1
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Prior art keywords
carbon atoms
group
alkyl group
hydrogen atom
saturated
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PCT/EP2015/058615
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English (en)
French (fr)
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Nicolas Obrecht
Steve FAURE
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Total Marketing Services
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Publication date
Application filed by Total Marketing Services filed Critical Total Marketing Services
Priority to JP2016564142A priority Critical patent/JP2017513995A/ja
Priority to KR1020167032834A priority patent/KR102392304B1/ko
Priority to MX2016014018A priority patent/MX2016014018A/es
Priority to CN201580021444.6A priority patent/CN106459804A/zh
Priority to US15/306,302 priority patent/US20170051226A1/en
Priority to EP15716841.0A priority patent/EP3134495B1/fr
Publication of WO2015162137A1 publication Critical patent/WO2015162137A1/fr

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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/02Well-defined hydrocarbons
    • C10M105/04Well-defined hydrocarbons aliphatic
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    • C10M127/00Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon
    • C10M127/04Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon well-defined aromatic
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    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/16Ethers
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    • C10M169/00Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04Mixtures of base-materials and additives
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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    • C10M2203/024Well-defined aliphatic compounds unsaturated
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    • C10M2203/06Well-defined aromatic compounds
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    • 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
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084Acrylate; Methacrylate
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
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    • 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
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2229/02Unspecified siloxanes; Silicones
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10Inhibition of oxidation, e.g. anti-oxidants
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Definitions

  • the present invention is applicable to the field of lubricants, more particularly to the field of engine lubricants. More particularly, the present invention relates to the use of a lubricating composition for decreasing rattling in a vehicle engine, said lubricating composition comprising at least one base oil and at least one organic anti-rattling compound.
  • the lubricant composition according to the invention thus makes it possible to reduce or even eliminate rattling in an engine of vehicles, preferably motor vehicles, while retaining good lubricating properties.
  • the present invention also relates to a lubrication process using this composition.
  • the present invention also relates to a method for reducing or even suppressing rattling in an engine of vehicles, preferably motor vehicles, implementing this lubricant composition.
  • the present invention also relates to the use of an organic compound in a lubricant composition for reducing or even suppressing rattling in an engine of vehicles, preferably motor vehicles.
  • the present invention also relates to the use of a concentrated composition of additives comprising at least one organic compound for reducing or even suppressing rattling in an engine of vehicles, preferably motor vehicles, using said organic compound.
  • Knocking is a phenomenon that occurs in a spark ignition engine of vehicles, and more particularly in a spark ignition engine of motor vehicles and is due to the self-ignition of the fuel upstream of the flame front in the chamber of combustion.
  • This auto-ignition propagates at a very high speed in the combustion chamber and causes vibrations at high frequencies of the gaseous mass and thermal overload of the engine, which can lead to serious mechanical incidents.
  • the combustion phenomenon is a compromise between the propagation speed of the flame front from the spark plug and the self-ignition time of the fuel. When the latter is too short, the rattling occurs in the remote areas of the spark plug and most often near the piston and the cylinder.
  • a lubricant and more particularly a motor lubricant, is used in the cylinders to reduce friction and wear.
  • the proximity of the engine lubricant to the zones of occurrence of rattling opens the possibility of interaction between it and combustion.
  • WO2004 / 101717 describes the use of organometallic compounds based on manganese in a lubricant composition to reduce the phenomenon of rattling in an engine.
  • organometallic compounds promotes deposits in the combustion chamber and can thus cause abnormal combustion such as hot-spot ignition which can cause significant mechanical failure. In addition, they may pose a risk to human health.
  • WO2004 / 104717 also describes various organic compounds of alcohol, ester or ether type that can be used in a lubricant composition to reduce the knocking phenomenon in an engine.
  • US 8129320 discloses oils selected from esters of trimellitic acid or alkyl naphthalene type compounds, as well as their use in a lubricant composition to reduce rattling in an engine.
  • the content by weight of these oils in the lubricant is at least 50% which can greatly reduce the friction reduction or oxidation resistance performance of the lubricant composition.
  • An object of the present invention is therefore to provide organic compounds and a lubricating composition comprising these organic compounds which overcome all or part of the aforementioned drawbacks.
  • Another object of the present invention is to provide a composition for reducing or even suppressing rattling in an engine and whose formulation is easy to implement.
  • Another objective of the present invention is to provide a lubricant composition that makes it possible to reduce or even eliminate rattling in an engine while avoiding the appearance of deposits in the combustion chamber.
  • Another object of the present invention is to provide a lubrication method for reducing or even suppressing the rattling in an engine.
  • the invention thus relates to the use of a lubricant composition for reducing rattling in an engine of vehicles, preferably motor vehicles, said lubricant composition comprising:
  • R1 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group -NR8R9;
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR10, a group - NR1 1 R12;
  • R3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR13, a group -NR14R15;
  • R4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR16, a group - NR17R18;
  • R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR19, a group - NR20R21;
  • R6 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR22, a group - NR23R24;
  • R7, R10, R13, R16, R19 and R22 which may be identical or different, independently represent a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17, R18, R20, R21, R23 and R24 which may be identical or different, independently represent a hydrogen atom or a saturated or unsaturated, substituted or unsubstituted alkyl group having 1 to 3 carbon atoms;
  • At least one of the groups R1, R2, R3, R4, R5 and R6 is different from a hydrogen atom.
  • a compound of formula (I) as defined above in a lubricant composition allows the lubricating composition, once implemented in an engine, to reduce or even eliminate the phenomenon of rattling in the engine.
  • the present invention makes it possible to formulate lubricating compositions having both good stability and good properties of reducing or even suppressing the knocking phenomenon once implemented in an engine.
  • the lubricant compositions according to the invention have good properties of reducing or even suppressing the pinging phenomenon once implemented in an engine without the need to add a high content of anticliquid compound in the lubricating composition.
  • the lubricant compositions according to the invention have good properties for reducing or even suppressing the pinging phenomenon once implemented in an engine without the need to add other anti-knock additives, and in particular not anti-knock additives selected from organometallic compounds.
  • the lubricant compositions according to the invention have good properties of reducing or even suppressing the knocking phenomenon once implemented in an engine and whose formulation is easy to implement.
  • the lubricant compositions according to the invention have good properties of reducing or even eliminating the knocking phenomenon once implemented in an engine while reducing or even eliminating the risk of deposits in the combustion chamber.
  • the lubricant composition consists essentially of:
  • R1 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group -NR8R9;
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR10, a group - NR1 1 R12;
  • R3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR13, a group -NR14R15;
  • R4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR16, a group - NR17R18;
  • R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR19, a group - NR20R21;
  • R6 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR22, a group - NR23R24;
  • R7, R10, R13, R16, R19 and R22 which may be identical or different, independently represent a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17, R18, R20, R21, R23 and R24 which may be identical or different, independently represent a hydrogen atom or a saturated or unsaturated, substituted or unsubstituted alkyl group having 1 to 3 carbon atoms;
  • At least one of the groups R1, R2, R3, R4, R5 and R6 is different from a hydrogen atom.
  • the invention also relates to an engine oil comprising a lubricant composition as defined above.
  • the invention also relates to the use of a lubricant composition as defined above for the lubrication of vehicle engines, preferably motor vehicles.
  • the invention also relates to the use of a lubricant composition as defined above to reduce or even eliminate rattling in engines, preferably motor vehicles.
  • the invention also relates to a method for lubricating a motor vehicle, preferably motor vehicles, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above .
  • the invention also relates to a method for reducing or even suppressing rattling in a motor vehicle, preferably motor vehicles, comprising at least one step of contacting a mechanical part of the vehicle engine with a lubricant composition as defined herein. -above.
  • the invention also relates to the use of a compound of formula (I) as defined above in a lubricant composition for reducing or even suppressing rattling in engines, preferably motor vehicles.
  • the invention also relates to the use of a composition of the additive concentrate type in a lubricant composition comprising at least one base oil for reducing or even suppressing rattling in engines, preferably motor vehicles, said composition of concentrated type.
  • additives comprising:
  • R1 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR10, a group - NR1 1 R12;
  • R3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR13, a group -NR14R15;
  • R4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR16, a group -NR17R18;
  • R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to
  • R6 represents a hydrogen atom, a saturated or unsaturated, substituted or unsubstituted, linear or branched alkyl group comprising from 1 to 10 carbon atoms, a group -OR22, a group -
  • R7, R10, R13, R16, R19 and R22 which may be identical or different, independently represent a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17, R18, R20, R21, R23 and R24 which may be identical or different, independently represent a hydrogen atom or a saturated or unsaturated, substituted or unsubstituted alkyl group having 1 to 3 carbon atoms;
  • At least one of the groups R1, R2, R3, R4, R5 and R6 is different from a hydrogen atom.
  • At least one additive chosen from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, defoamers, thickeners and mixtures thereof.
  • the lubricating composition comprises at least one compound of formula (I):
  • R1 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group -NR8R9;
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR10, a group - NR1 1 R12;
  • R 3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR 13, a group - NR 14 R 15;
  • R 4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to
  • R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR19, a group - NR20R21;
  • R6 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR22, a group - NR23R24;
  • R7, R10, R13, R16, R19 and R22 which may be identical or different, independently represent a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17, R18, R20, R21, R23 and R24 which may be identical or different, independently represent a hydrogen atom or a saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 3 carbon atoms;
  • At least one of the groups R1, R2, R3, R4, R5 and R6 is different from a hydrogen atom.
  • the compound of formula (I) as defined above does not comprise metal or any metal derivative.
  • the compound of formula (I) as defined above is not an organometallic compound.
  • the compound of formula (I) as defined above comprises at least one group R 1 to R 6 other than a hydrogen atom.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R 1 represents a hydrogen atom.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which:
  • R1 represents a hydrogen atom
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms; carbon,
  • R3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms; carbon,
  • R 4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms; carbon, R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms; carbon atoms,
  • R 6 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms, carbon,
  • At most one of the groups R2 to R6 represents a hydrogen atom.
  • Examples of the compound of formula (I) used according to the invention include 1,2,4,5-tetramethylbenzene.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R 1 represents a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group - NR8R9, R7, R8 and R9 being as defined above.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which:
  • R 1 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group,
  • R2 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group,
  • R 3 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group
  • R 4 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group
  • R 5 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group,
  • R 6 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group,
  • R2 to R6 represent a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, advantageously a methyl or ethyl group.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R5 represents a hydrogen atom.
  • the lubricating composition comprises at least one compound of formula (I) as defined above in which R 6 represents a hydrogen atom.
  • the lubricating composition comprises a compound of formula (I) as defined above in which R1 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R7 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R8 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 9 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises a compound of formula (I) as defined above wherein R2 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R 1 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R12 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises a compound of formula (I) as defined above in which R 3 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R14 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R15 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises a compound of formula (I) as defined above in which R4 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R17 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 18 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formula (I) in which:
  • R1 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R7 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R8 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R9 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R2 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R 1 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R12 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R3 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R14 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 15 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R4 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R17 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 18 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R5 and R6 both represent a hydrogen atom.
  • the lubricating composition comprises at least one
  • R1 represents a linear or branched saturated alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group - NR8R9;
  • R2 represents a hydrogen atom, a linear or branched saturated alkyl group comprising from 1 to 10 carbon atoms, a group - OR10, a group -NR1 1 R12;
  • R3 represents a hydrogen atom, a linear or branched saturated alkyl group comprising from 1 to 10 carbon atoms, a group -OR13, a group -NR14R15;
  • R4 represents a hydrogen atom, a linear or branched saturated alkyl group comprising from 1 to 10 carbon atoms, a group - OR16, a group --NR17R18;
  • R7, R10, R13 and R16 which are identical or different, independently represent a linear or branched saturated alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17 and R18 which may be identical or different, independently represent a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic):
  • R1 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R7 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R8 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R9 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R2 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R 1 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R12 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R3 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R14 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R15 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R4 represents:
  • a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms;
  • R17 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 18 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic):
  • R1 represents a group -OR7 group in which R7 represents a saturated alkyl group comprising from 1 to 3 carbon atoms;
  • R2 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R3 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R4 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic) as defined above in which:
  • R1 represents a group -OCH 3 or -OC 2 H 5, preferably -OC 2 H 5 ;
  • R2 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R3 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R4 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic):
  • R1 represents a group -NR8R9 in which:
  • R8 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R9 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R2 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NR1 1 R12;
  • R3 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NR14R15;
  • R4 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NR17R18;
  • R1 1, R12, R14, R15, R17 and R18 identical or different, independently represent a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic):
  • R1 represents a group -NR8R9 in which:
  • R8 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R 9 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R2 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R3 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R 4 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or an -NH 2 group.
  • the lubricating composition comprises at least one compound of formulas (la) to (le):
  • R2 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R3 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R 4 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or an -NH 2 group.
  • Examples of the compound (I) used according to the invention are aniline, orthophenylenediamine, meta-phenylenediamine, para-phenylenediamine, ortho-toluidine, meta-toluidine or para-phenylenediamine. toluidine.
  • the lubricating composition comprises at least one compound of formulas (la) to (le):
  • R1 represents a group -NR8R9 in which:
  • R8 represents a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R9 represents a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R2 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R3 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or a group -NH 2 ;
  • R 4 represents a hydrogen atom, a saturated alkyl group comprising from 1 to 3 carbon atoms or an -NH 2 group.
  • Examples of compounds of formula (I) used according to the invention include dimethylaniline.
  • the lubricating composition comprises at least one compound of formulas (la) to (Ic):
  • R1 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms
  • R2 represents a hydrogen atom or linear or branched saturated alkyl comprising from 1 to 5 carbon atoms
  • R3 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms
  • R4 represents a hydrogen atom or a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms.
  • the lubricant composition used according to the invention comprises at least one compound of formulas (la) to (Ic) as defined above in which:
  • R1 represents a linear or branched saturated alkyl group comprising from 1 to 5 carbon atoms, preferably comprising from 1 to 3 carbon atoms;
  • R2 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R3 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms
  • R4 represents a hydrogen atom or a saturated alkyl group comprising from 1 to 3 carbon atoms.
  • compounds of formula (I) used according to the invention mention may be made of toluene, ortho-xylene, meta-xylene, para-xylene, ortho-cymene, meta-cymene or para-xylene. -cymène.
  • the content by weight of compound of formula (I) ranges from 0.5 to 25%, preferably from 1 to 20%, advantageously from 5 to 15% relative to the total weight of the lubricating composition.
  • the compound of formula (I) may be in pure form.
  • pure form according to the invention is meant that the compound of formula (I) is monocomponent and does not comprise any other component other than the compound of formula (I) or is not associated with another compound.
  • the compound of formula (I) may be encapsulated.
  • the compound of formula (I) may be present in the form of a capsule or a microcapsule comprising a minimum content of compound of formula (I), this minimum content being chosen so that the content by weight of compound of formula (I) ranges from 0.5 to 25%, preferably from 1 to 20%, advantageously from 5 to 15% relative to the total weight of the lubricating composition.
  • the capsules or microcapsules comprising the compound of formula (I) may be chosen from any type of capsule or microcapsule known to those skilled in the art.
  • the capsules or microcapsules may especially consist of a polymeric envelope chosen from polyurethanes, polyureas, polystyrenes, polyesters, polyamides or copolymers thereof, polyacrylonitriles, vinyl resins, formaldehyde resins or aminoplast resins.
  • the compound (I) will be salted out of the capsules or microcapsules when the capsules or microcapsules are subjected to physico-chemical constraints, and more particularly when the capsules or microcapsules are subjected to high temperatures, for example temperatures above 150 ° C as may be encountered in areas near the piston, or when the capsules or microcapsules are subjected to high shear stresses, which is generally the case in a motor, corresponding for example to values of 10 to 100 million seconds reciprocals (s "1 ), or when the capsules or microcapsules are subjected to variations in the acidity or basicity of the surrounding medium, and more particularly to variations in acidity as may occur in the piston zone
  • Examples of capsules or microcapsules that can be used in the present invention are described in particular in WO2010 / 134044, US20130146009 or WO2014 / 046876.
  • the compound (I) in another embodiment of the invention, can be released by volatilization.
  • Volatilization of the compound of formula (I) can in particular be implemented by adjusting the distillation curve of the lubricant composition.
  • the compound of formula (I) can be synthesized in situ in the lubricating composition Base oil
  • the lubricant compositions used according to the invention may contain any type of mineral lubricating base oil, synthetic or natural, animal or plant adapted to their use.
  • the base oil (s) used in the lubricant compositions used according to the present invention may be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATI EL classification) such as as summarized below, alone or as a mixture.
  • the mineral base oils used according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalting, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization. , hydrofinishing.
  • the base oils of the lubricant compositions used according to the invention may also be synthetic oils, such as certain carboxylic acid esters of 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 ASTM D5296. Mixtures of synthetic and mineral oils can also be used.
  • Such or such lubricating base for producing the lubricating compositions used according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur, oxidation resistance, suitable for use in a gearbox, particularly in a gearbox of motor vehicles, particularly in a manual gearbox.
  • the lubricating bases represent at least 50% by weight, with respect to the total mass of the lubricating composition, preferably at least 60%, or at least 70%. Typically, they represent between 75 and 99.9% by weight, relative to the total mass of the lubricant compositions used 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 lubricating compositions have a kinematic viscosity at 100 ° C. measured according to ASTM D445 ranging from 3 to 25 cSt, preferably from 5 to 22 cSt, advantageously from 5 to 13 cSt. .
  • the lubricating compositions have a viscosity index (VI) greater than or equal to 130, preferably greater than or equal to 140, advantageously greater than or equal to 150 measured according to the ISO 2909 standard.
  • VI viscosity index
  • the lubricant compositions used according to the invention may also contain at least one additive chosen from detergents, anti-wear additives, extreme pressure additives, dispersants, pour point improvers, defoamers, thickeners, viscosity index improvers and mixtures thereof.
  • the anti-wear and extreme pressure additives protect the friction surfaces by forming a protective film adsorbed on these surfaces.
  • anti-wear additives There is a wide variety of anti-wear additives, but the category most used in lubricating compositions, especially for motor oil, is that of phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically dialkyldithiophosphates. zinc or ZnDTP.
  • Amine phosphates are also anti-wear additives that can be used in the lubricant compositions used according to the invention. However, the phosphorus provided by these additives acts as poison catalytic systems of automobiles because these additives are ash generators. These effects can be minimized by partially substituting amine phosphates with non-phosphorus additives, such as, for example, polysulfides, especially sulfur-containing olefins.
  • the anti-wear and extreme-pressure additives may be present in the lubricating composition at contents ranging from 0.01 to 6% by weight, preferably from 0.05 to 4%, preferentially from 0.1% to 2% relative to the total mass of the lubricating composition.
  • the friction modifying additive can be a compound providing metallic elements or a compound without ash.
  • the compounds providing metal elements mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, W, the ligands of which may be hydrocarbon compounds containing oxygen, nitrogen or sulfur atoms. or phosphorus, and especially molybdenum dithiocarbamates.
  • the ashless friction modifiers are of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, fatty alkoxylated amines, fatty epoxides, borate fatty epoxides; fatty amines or fatty acid glycerol esters.
  • fatty or "fatty (s)" is intended to mean a hydrocarbon group comprising from 10 to 24 carbon atoms.
  • the friction modifying additive may be present at levels ranging from 0.01 to 5% by weight, preferably from 0.1 to 2% relative to the total weight of the lubricating composition.
  • antioxidant additives retard the degradation of the lubricating compositions in service, in particular engine oils in service, which degradation can notably result in the formation of deposits, the presence of sludge, or an increase in the viscosity of the lubricant composition, especially the engine oil.
  • Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
  • antioxidants commonly used, mention may be made of antioxidants of phenolic or amine type, phosphosulfur antioxidants. Some of these antioxidants, for example phosphosulfides, can be ash generators. Phenolic antioxidants may be ashless, or may be in the form of neutral or basic metal salts.
  • the antioxidant agents may especially be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted with at least one C 1 -C 12 alkyl group, and the ⁇ , ⁇ dialkyl aryl diamines and combinations thereof.
  • sterically hindered phenol means 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 C 1 -C 10 alkyl group, preferably an alkyl group containing C1-C6, preferably a C4 alkyl group, preferably by the ter-butyl group.
  • Amino compounds are another class of antioxidants that can be used, optionally in combination with phenolic antioxidants.
  • Typical aromatic amines of formula R25R26R27N wherein R25 is an optionally substituted aliphatic or aromatic group, R26 is an optionally substituted aromatic group, R27 is a hydrogen atom, an alkyl group, an aryl group or a group of the formula R28S (O) Z R29, wherein R28 represents an alkylene group or an alkenylene group, R29 represents an alkyl group, an alkenyl group or an aryl group and z represents an integer equal to 0, 1 or 2.
  • Alkylphenols sulfurized or their alkali and alkaline earth metal salts can also be used as antioxidants.
  • antioxidants are copper compounds, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper salts I and II, succinic acid or anhydride may also be used.
  • the lubricant composition used according to the invention may contain any type of antioxidant additives known to those skilled in the art.
  • the ashless antioxidants are used.
  • the lubricant composition used according to the invention may comprise from 0.5 to 2% of at least one antioxidant additive by weight relative to the total weight of the lubricant composition.
  • the detergent additives reduce in particular the formation of deposits on the surface of the metal parts by dissolving the secondary products of oxidation and combustion.
  • the detergents that can be used in the lubricant composition used according to the invention are well known to those skilled in the art.
  • the detergents commonly used in the formulation of lubricating compositions may be anionic compounds having 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 metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates and naphthenates, as well as the salts of phenates.
  • 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 excess of the stoichiometric amount). In the latter case, these detergents are called overbased detergents.
  • the excess metal bringing the overbased character to the detergent, is in the form of metal salts insoluble in the oil, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.
  • the lubricant composition used according to the invention may comprise from 0.5 to 4% by weight of detergent, relative to the total mass of the lubricating composition.
  • the pour point depressant additives notably improve the cold behavior of the lubricating compositions, by slowing down the formation of paraffin crystals.
  • pour point depressant additives mention may be made of alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
  • the lubricant composition used according to the invention may comprise, in addition, at least one dispersant.
  • the dispersants may be chosen from groups formed by Mannich bases or bases, succinimides and their derivatives, in particular borated succinimides.
  • the lubricating composition used according to the invention may comprise from 0.2 to 10% by weight of dispersants relative to the total mass of the lubricant composition.
  • the viscosity index improver polymers may be chosen from among polymeric esters, ethylene-based copolymers, especially ethylene / propylene copolymers and ethylene / ⁇ -olefin copolymers, homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, polymethacrylates (PMA).
  • polymeric esters especially ethylene / propylene copolymers and ethylene / ⁇ -olefin copolymers, homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, polymethacrylates (PMA).
  • the lubricant composition used according to the invention may comprise from 1 to 15% by weight of viscosity index improving polymers with respect to the total weight of the lubricating composition.
  • the anti-foam additives can be chosen from polyacrylates or silicone compounds and their derivatives, and in particular polysiloxanes.
  • the lubricant composition comprises:
  • the lubricating composition comprises: from 75 to 99% of at least one base oil
  • the lubricant composition consists essentially of:
  • the lubricant composition consists essentially of:
  • the lubricating composition is not an emulsion. In another embodiment of the invention, the lubricant composition is anhydrous.
  • the invention also relates to an engine oil comprising a lubricant composition used according to the invention.
  • the engine oil may be grade OW-16, 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 ASTM D445 international standard.
  • KV100 kinematic viscosity at 100 ° C
  • the engine oil may be characterized by a viscosity index, calculated according to the international standard ISO 2909, greater than or equal to 130, preferably greater than or equal to 150.
  • a viscosity index calculated according to the international standard ISO 2909, greater than or equal to 130, preferably greater than or equal to 150.
  • base oils having a sulfur content of less than 0.3% for example mineral oils of group III, and synthetic bases free of sulfur, preferably of group IV, or mixtures thereof.
  • the subject of the invention is also the use of a lubricant composition as defined above for the lubrication of vehicle engines, preferably of motor vehicles, advantageously engines of spark-ignition motor vehicles.
  • the subject of the invention is also the use of a lubricant composition as defined above for reducing or even suppressing rattling in engines, preferably motor vehicles, advantageously engines of spark-ignition motor vehicles.
  • the invention also relates to the use of a lubricant composition as defined above for reducing the fuel consumption of vehicles, particularly motor vehicles.
  • the subject of the invention is also a method of lubricating a motor of vehicles, preferably of motor vehicles, advantageously of a spark ignition motor vehicle, said method comprising at least one step of contacting a motor vehicle. mechanical part of the engine with a lubricating composition as defined above.
  • the subject of the invention is also a method for reducing or even suppressing rattling in an engine of vehicles, preferably of motor vehicles, advantageously of spark ignition automotive vehicles comprising at least one step of bringing into contact a mechanical part of the engine of the engine. vehicle with a lubricating composition as defined above.
  • the reduction or even the suppression of knock in an engine by the use of a lubricating composition can in particular be evaluated by measuring the evolution of the motor power and by measuring the evolution of the ignition timing parameter in the presence of the lubricating composition.
  • the invention also relates to a method for reducing the fuel consumption of a vehicle, in particular of a motor vehicle comprising at least one step of contacting a mechanical part of the engine of the vehicle with a lubricant composition such as as defined above.
  • the vehicles may include a two or four stroke internal combustion engine and spark ignition engine.
  • Engines may be gasoline engines for use with gasoline or natural gas.
  • conventional gasoline is understood to mean engines that are powered by a fuel obtained after refining an oil of mineral origin (such as oil for example).
  • the engines may also be petrol engines modified to be fueled by a fuel based on oils derived from renewable materials such as alcohol-based fuels.
  • the vehicles may be light vehicles such as automobiles and motorcycles.
  • the vehicles can also be heavy goods vehicles.
  • the subject of the invention is also the use of a compound of formula (I) as defined above in a lubricant composition for reducing or even suppressing rattling in engines, preferably motor vehicles, advantageously motor vehicle engines. spark ignition.
  • composition of concentrated additive type comprising:
  • R1 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR7, a group -NR8R9;
  • R2 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR10, a group - NR1 1 R12;
  • R3 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR13, a group -NR14R15;
  • R4 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR16, a group - NR17R18;
  • R5 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR19, a group - NR20R21;
  • R6 represents a hydrogen atom, a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms, a group -OR22, a group - NR23R24;
  • R7, R10, R13, R16, R19 and R22 which may be identical or different, independently represent a linear or branched, saturated or unsaturated, substituted or unsubstituted alkyl group comprising from 1 to 10 carbon atoms;
  • R8, R9, R1, R12, R14, R15, R17, R18, R20, R21, R23 and R24 which may be identical or different, independently represent a hydrogen atom or a saturated or unsaturated, substituted or unsubstituted alkyl group having 1 to 3 carbon atoms;
  • At least one of the groups R1, R2, R3, R4, R5 and R6 is different from a hydrogen atom.
  • At least one additive chosen from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, defoamers, thickeners and mixtures thereof.
  • detergents detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, defoamers, thickeners and mixtures thereof.
  • the additive concentrate type composition used according to the invention can be added at least one base oil to obtain a lubricant composition used according to the invention.
  • a lubricant composition No. 1 was prepared from the following compounds:
  • base oil 3 trimethylolpropane ester having a kinematic viscosity at 100 ° C., measured according to ASTM D445 equal to 4.5 mm 2 / s,
  • additive package a mixture comprising a calcium salicylate as a detergent, a zinc dithiophosphate as an anti-wear, a borated succinimide dispersant, a phenolic antioxidant, an aminated antioxidant (alkylated diphenylamine), a polysiloxane derivative as an anti-foam, a molybdenum dithiocarbamate as a friction modifier and a polymethacrylate as a pour point improver.
  • the lubricating composition No. 1 is described in Table II: the percentages indicated are percentages by weight.
  • meta-toluidine (marketed by Sigma-Aldrich) of formula:
  • Lubricating compositions Nos. 2 and 3 are described in Table III: the percentages indicated are percentages by weight. Table III
  • a 1.6 liter turbocharged engine with a spark ignition was fitted near each cylinder of accelerometers to detect the occurrence of knock.
  • the motor control analyzes this information and reduces the ignition advance parameter in the event of knocking.
  • the engine calculation increases the ignition advance in order to improve the engine efficiency and to increase the power measured at the output of the engine.
  • the engine was installed in a test cell where engine speed and engine output power were measured using an electromagnetic brake. Control parameters such as engine speed, amount of fuel injected, ignition advance and engine power were recorded during the test.
  • the engine coolant temperature was maintained at 94 ° C at the engine inlet and the oil temperature was maintained at 99 ° C at the engine inlet.
  • the tests were carried out under full load and the swept engine speed was extended from 3000 to 8500 rpm.
  • the lubricant composition No. 1 was used as a reference oil to check the stability of the engine behavior.
  • Lubricant compositions No. 2 and No. 3 The impact of Lubricant compositions No. 2 and No. 3 on the knock phenomenon was observed by measuring the evolution of the engine power and measuring the evolution of the ignition advance parameter. comparing each of these two lubricating compositions with the lubricating composition No. 1.
  • the engine power is expressed in horse or horses (cv).
  • the ignition advance is expressed in degree crankshaft (° V).
  • a difference of at least one CV with respect to the power and a difference of at least 0.4 ° V is considered significant and thus makes it possible to validate the benefit of the lubricating composition in reducing the knocking phenomenon.
  • the lubricant composition No. 2 is tested on the test described above box before and after by the lubricant composition No. 1.
  • the power gain and ignition advance is determined with respect to the average of the results obtained on the lubricant composition No. 1 before and after the test with the lubricant composition No. 2.
  • the lubricant composition No. 3 is tested on the test described above before and after by the lubricant composition No. 1.
  • the power gain and ignition advance is determined with respect to the average of the results obtained on the lubricant composition No. 1 before and after the test with the lubricant composition No. 3.
  • lubricant compositions according to the invention did not lead to any abnormal deposition in the combustion chamber of the engine.
  • lubricant compositions used according to the invention (lubricant compositions No. 2 and No. 3) also retain good lubricating properties.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
PCT/EP2015/058615 2014-04-25 2015-04-21 Utilisation d'une composition lubrifiante pour diminuer le cliquetis WO2015162137A1 (fr)

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JP2016564142A JP2017513995A (ja) 2014-04-25 2015-04-21 アンチノック化合物からなる潤滑剤組成物
KR1020167032834A KR102392304B1 (ko) 2014-04-25 2015-04-21 노킹을 감소시키는 윤활유 조성물의 용도
MX2016014018A MX2016014018A (es) 2014-04-25 2015-04-21 Uso de una composicion lubricante para reducir la detonacion.
CN201580021444.6A CN106459804A (zh) 2014-04-25 2015-04-21 润滑剂组合物用于减少爆震的用途
US15/306,302 US20170051226A1 (en) 2014-04-25 2015-04-21 Use of a lubricant composition for reducing knocking
EP15716841.0A EP3134495B1 (fr) 2014-04-25 2015-04-21 Utilisation d'une composition lubrifiante pour diminuer le cliquetis

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FR1453752A FR3020377B1 (fr) 2014-04-25 2014-04-25 Composition lubrifiante comprenant un compose anti-cliquetis
FR1453752 2014-04-25

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

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JP2017513995A (ja) 2017-06-01
KR20160147911A (ko) 2016-12-23
EP3134495A1 (fr) 2017-03-01
KR102392304B1 (ko) 2022-05-02
MX2016014018A (es) 2017-01-11
US20170051226A1 (en) 2017-02-23
EP3134495B1 (fr) 2020-09-02
FR3020377B1 (fr) 2020-11-27
FR3020377A1 (fr) 2015-10-30

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