[go: up one dir, main page]

EP3374477A1 - Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine - Google Patents

Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine

Info

Publication number
EP3374477A1
EP3374477A1 EP16798662.9A EP16798662A EP3374477A1 EP 3374477 A1 EP3374477 A1 EP 3374477A1 EP 16798662 A EP16798662 A EP 16798662A EP 3374477 A1 EP3374477 A1 EP 3374477A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
linear
saturated
alkyl group
branched
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.)
Withdrawn
Application number
EP16798662.9A
Other languages
German (de)
French (fr)
Inventor
Thomas Roussel
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.)
TotalEnergies Marketing Services SA
Original Assignee
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 Total Marketing Services SA filed Critical Total Marketing Services SA
Publication of EP3374477A1 publication Critical patent/EP3374477A1/en
Withdrawn legal-status Critical Current

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
    • 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
    • C10M169/044Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
    • 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
    • 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
    • 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
    • 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
    • C10M133/06Amines, 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
    • 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
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
    • 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
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/54Amines
    • 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
    • C10M149/00Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/12Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M161/00Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • 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
    • C10M2203/003Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions 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
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • 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
    • C10M2215/24Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/26Amines
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/046Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
    • 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
    • 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel engines
    • C10N2040/253Small diesel 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/255Gasoline 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
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/04Aerosols

Definitions

  • the invention relates to the use of a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine. More particularly, the invention relates to the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing or reducing the abnormal combustion in a motor vehicle engine.
  • the present invention also relates to a method for preventing or reducing abnormal combustion in a motor vehicle engine, using this lubricant composition.
  • the present invention also relates to the use of a fatty amine in a lubricating composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
  • normal combustion in a spark-ignition engine occurs when a mixture of fuel, and in particular fuel and air, is ignited in the combustion chamber inside the cylinder by the production of a fuel. spark from a spark plug.
  • Such normal combustion is generally characterized by expanding the flame front through the combustion chamber in an orderly and controlled manner.
  • the air / fuel mixture may be prematurely ignited by a source of ignition prior to ignition by the spark of the spark plug, resulting in an abnormal combustion phenomenon known as pre-ignition. .
  • LSPI low-speed pre-ignition
  • the application WO 2015023559 describes a method for reducing the pre-ignition by adding, in a lubricant composition, an additive for retarding ignition, said additive being chosen from organic compounds comprising at least one aromatic nucleus.
  • an additive for retarding ignition said additive being chosen from organic compounds comprising at least one aromatic nucleus.
  • these light organic compounds could cause an excessive increase in lubricant volatility.
  • Knocking is another phenomenon of abnormal combustion that can occur 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 fuel upstream of the front flame in the combustion chamber.
  • 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.
  • a lubricant that can prevent or reduce the risk of abnormal combustion in a motor vehicle engine, and in particular the risk of pre-ignition, including the LSPI or the clatter in a motor vehicle engine .
  • An object of the present invention is therefore to provide compounds as well as a lubricating composition comprising these compounds which overcomes all or part of the aforementioned drawbacks.
  • Another object of the present invention is to provide a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine and whose formulation is easy to implement.
  • Another object of the present invention is to provide a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine while retaining satisfactory or improved lubrication properties.
  • Another object of the present invention is to provide a lubrication method for preventing or reducing abnormal combustion in a motor vehicle engine.
  • the invention thus relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of the fuel in a motor vehicle engine.
  • the Applicant has found that the presence of at least one fatty amine in a lubricant composition allows the lubricating composition, once implemented in an engine, to prevent or reduce the abnormal combustion of the fuel in a fuel. motor vehicle engine.
  • the present invention makes it possible to formulate lubricant compositions having both good stability and good properties for preventing or reducing the abnormal combustion of the fuel when used in a motor vehicle engine.
  • the lubricant compositions according to the invention have good properties for prevention or reduction of pre-ignition, and in particular of low-speed pre-ignition (LSPI) once implemented in a motor vehicle engine.
  • LSPI low-speed pre-ignition
  • the lubricant compositions according to the invention have good pre-ignition prevention or reduction properties when used in a motor vehicle engine without the need to associate them with other technical solutions for preventing or preventing ignition. to reduce the pre-ignition, and in particular technical solutions requiring to reduce the calcium or magnesium content or causing an excessive increase in the volatility of the lubricant composition.
  • the lubricant compositions according to the invention have good properties for preventing or reducing knocking when used in a motor vehicle engine.
  • the lubricant compositions according to the invention have good properties for reducing or even suppressing the pinging phenomenon. once implemented in a motor vehicle engine without the need to add a high content of anti-rattling compound in the lubricant composition.
  • the lubricant compositions according to the invention have good properties of reducing or even suppressing the knocking phenomenon once implemented in a motor vehicle engine without the need to add other anti-knock additives, and in particular no anti-knock additives selected from organometallic compounds.
  • the lubricant compositions according to the invention have good properties for preventing or reducing the abnormal combustion of the fuel when used in a motor vehicle engine and whose formulation is easy to implement.
  • Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
  • N represents an integer greater than or equal to 1, more preferably between 1 and 10, even more preferably between 1 and 6, still advantageously representing 1, 2 or 3; a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
  • R identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms
  • N and z independently of each other, represent 0, 1, 2 or 3
  • said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
  • the fatty amine is of formula (I)
  • Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 2 , R 4 or R 5 independently represents a hydrogen atom or a linear or branched, saturated or unsaturated hydrocarbon group, and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen,
  • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
  • n is greater than or equal to 0, preferably represents an integer greater than or equal to 1, more preferably between 1 and 10, still more preferably between 1 and 6, still advantageously represents 1, 2 or 3.
  • the fatty amine is a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
  • R identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms
  • ⁇ N and z independently of one another, represent 0, 1, 2 or 3, and
  • unsaturated alkyl is understood to mean an alkyl comprising at least one carbon-carbon double bond.
  • the fatty amine is of formula (I) in which:
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 22 carbon atoms, preferably from 14 to 22 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen, and / or
  • R 2 , R 4 or R 5 independently represents a hydrogen atom; a saturated or unsaturated, linear or branched alkyl group comprising between 1 and 22 carbon atoms, preferably between 14 and 22 carbon atoms, more preferably between 16 and 22 carbon atoms; or a group (R 6 -O) p -H in which R 6 is a saturated alkyl group, linear or branched, comprising at least 2 carbon atoms, preferably between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p represents an integer greater than or equal to 1, preferably between 1 and 6, more preferably between 1 and 4, and / or
  • R 3 represents a saturated or unsaturated alkyl group, linear or branched, comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
  • the fatty amine is of formula (I) in which:
  • n 1, 2 or 3
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, advantageously from 16 to 20 carbon atoms and optionally at least one heteroatom selected from 1 nitrogen, sulfur or oxygen,
  • R 2 independently represents a hydrogen atom or a saturated, linear or branched alkyl group comprising from 1 to 20 carbon atoms, preferably from 16 to 20 carbon atoms, more preferably from 16 to 18 carbon atoms
  • R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms
  • R 4 and R 5 represent a hydrogen atom or a methyl group, preferably a hydrogen atom.
  • the fatty amine is of formula (I) in which:
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms, and optionally at least one chosen heteroatom; among nitrogen, sulfur or oxygen,
  • R 2 independently represents a hydrogen atom or a linear or branched, saturated alkyl group comprising from 16 to 18 carbon atoms,
  • R 3 represents an ethyl or propyl group
  • R 4 and R 5 represent a hydrogen atom.
  • the fatty amine is of formula (I) in which:
  • n 1, 2 or 3
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
  • R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p representing an integer between 1 and 6, more preferably between 1 and 4,
  • R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
  • the fatty amine is of formula (I) in which:
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
  • R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 4 carbon atoms and p representing an integer between 1 and 4,
  • R 3 represents an ethyl or propyl group.
  • the fatty amine represents from 0.1 to 5% by weight, preferably from 0.1 to 3% by weight relative to the total weight of the lubricating composition.
  • the fuel is mixed with air.
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the pre-ignition in a motor vehicle engine.
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing pre-ignition at low speed in a motor vehicle engine.
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing rattling in a motor vehicle engine.
  • the invention also relates to a method for preventing or reducing the abnormal combustion of the fuel in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. above.
  • the invention also relates to a method for preventing or reducing preignition in a motor vehicle engine, 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 preventing or reducing pre-ignition at low speed in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. above.
  • the invention also relates to a method for preventing or reducing rattling in a motor vehicle engine, 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 the use of a fatty amine in a lubricating composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition at low speed in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce rattling in a motor vehicle engine.
  • the invention thus relates to the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of gas in a motor vehicle engine.
  • a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of gas in a motor vehicle engine.
  • the lubricating composition used according to the invention comprises at least one fatty amine.
  • fatty amine means an amine of formula (I) comprising one or more hydrocarbon groups, saturated or unsaturated, linear or branched, and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen.
  • the fatty amine is of formula (I)
  • Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
  • N is greater than or equal to 0, preferably represents an integer greater than or equal to 1, more preferably between 1 and 10, even more preferably between 1 and 6, still advantageously represents 1, 2 or 3.
  • the fat lily is of formula (I) in which:
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 22 carbon atoms, preferably from 14 to 22 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen, and / or
  • R 2 , R 4 or R 5 independently represents a hydrogen atom; a saturated or unsaturated, linear or branched alkyl group comprising between 1 and 22 carbon atoms, preferably between 14 and 22 carbon atoms, more preferably between 16 and 22 carbon atoms; or a group (R 6 -O) p -H in which R 6 is a saturated alkyl group, linear or branched, comprising at least 2 carbon atoms, preferably between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p represents an integer greater than or equal to 1, preferably between 1 and 6, more preferably between 1 and 4, and / or
  • R 3 represents a saturated or unsaturated alkyl group, linear or branched, comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
  • the fatty amine is of formula (I) in which:
  • n 1, 2 or 3
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, advantageously from 16 to 20 carbon atoms and optionally at least one heteroatom selected from 1 nitrogen, sulfur or oxygen,
  • R 2 independently represents a hydrogen atom or a saturated, linear or branched alkyl group comprising from 1 to 20 carbon atoms, preferably from 16 to 20 carbon atoms, more preferably from 16 to 18 carbon atoms,
  • R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms
  • R 4 and R 5 represent a hydrogen atom or a methyl group, preferably a hydrogen atom.
  • the fatty amine is of formula (I) in which:
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms, and optionally at least one chosen heteroatom; among nitrogen, sulfur or oxygen,
  • R 2 independently represents a hydrogen atom or a saturated alkyl group, linear or branched, comprising from 16 to 18 carbon atoms,
  • R 3 represents an ethyl or propyl group
  • R 4 and R 5 represent a hydrogen atom.
  • the fatty amine is of formula (I) in which:
  • n 1, 2 or 3
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
  • R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p representing an integer between 1 and 6, more preferably between 1 and 4,
  • R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
  • the fatty amine is of formula (I) in which:
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
  • R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 4 carbon atoms and p representing an integer between 1 and 4,
  • R 3 represents an ethyl or propyl group.
  • the fatty amines according to the invention are mainly obtained from carboxylic acids. These acids are dehydrated in the presence of ammonia to give nitriles, and then undergo catalytic hydrogenation to lead in particular to fatty amines.
  • the fatty amine of formula (I) is obtained from at least one carboxylic acid, preferably at least one fatty acid.
  • the alkyl group of the fatty amine has a number of carbon atoms corresponding to the number of carbon atoms of the carbon chain of the carboxylic acid, preferably corresponding to the number of carbon atoms. carbon of the carbon chain of the fatty acid
  • a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
  • the alkyl group is obtained from fatty acid chosen from caprylic, pelargonic, capric, undecylenic, lauric, tridecylenic, myristic, pentadecylic, palmitic, margaric, stearic and nonadecylic acids.
  • arachic henicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic, and their derivatives or unsaturated fatty acids such as palmitoleic acid, oleic acid, erucic acid, nervonic acid, linoleic acid, -linolenic, c-linolenic, di-homo-c-linolenic, arachidonic, eicosapentaenoic, docosahexanoic, and their derivatives.
  • unsaturated fatty acids such as palmitoleic acid, oleic acid, erucic acid, nervonic acid, linoleic acid, -linolenic, c-linolenic,
  • the fatty acids are derived from the hydrolysis of triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soya oil, of cotton, flax, beef tallow.
  • Natural oils may have been genetically modified to enrich their content of certain fatty acids, for example rapeseed oil or oleic sunflower oil.
  • the fatty amine of formula (I) according to the invention is preferably obtained from natural, vegetable or animal resources. Treatments for producing fatty amines from natural oils can lead to mixtures of primary, secondary and tertiary polyamines.
  • said fatty amines when several fatty amines are used to prevent or reduce the abnormal combustion of the fuel in a motor vehicle engine, said fatty amines form a mixture of fatty amines comprising in variable proportions, all or a part of the compounds corresponding to the following formulas (Ia), (Ib), (Ie) and (Id):
  • R 1 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
  • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen, preferably oxygen; ,
  • R 1, R 2 , R 3 , R 4 , R 5 and R 6 of the fatty amines of formulas (Ia), (Ib), (Ic) and (Id) are as defined above for the fatty amine of formula (I) according to the invention.
  • the mixture of fatty amines is in a purified form, that is to say comprising predominantly a single type of amine of formula (Ia), (Ib), ) or (Id), for example predominantly monoamines of formula (Ia), diamines of formula (Ib), triamines of formula (Ia) or still predominantly tetramines of formula (Id).
  • the mixture of fatty amines comprises predominantly tetramines of formula (Id).
  • the fatty amine mixture mainly comprises:
  • the fatty amine mixture mainly comprises monoamines of formula (Ia) in which:
  • R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms,
  • R 4 and R 5 independently represent 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, more preferably a methyl group.
  • the fatty amine mixture mainly comprises diamines of formula (Ib) in which:
  • Ri represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 20 carbon atoms, preferentially from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms,
  • R 2 represents a saturated, linear or branched alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, more preferably a methyl group,
  • R 3 represents an ethyl or propyl group
  • R 4 and R 5 independently represent 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, more preferably a methyl group.
  • the mixture of fatty amines comprises mainly monoamines of formula RrNH 2 (Ma), diamines of formula R 1 NR 1 -Raj-NH 2 (Mb), triamines of formula R 1 - [(NR 2 ) -R 3 ] 2 -NH 2 (Mb), or tetramines of formula R 1 - [(NR 2 ) -R 3 ] 3 -NN-1 2 (lld), wherein:
  • R 1 or R 2 represents at least one alkyl group, saturated or unsaturated, obtained from a fatty acid derived from tallow fat, or soybean oil, or coconut oil, or from sunflower oil (oleic), and
  • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 2 carbon atoms.
  • R 1 or R 2 represents a saturated alkyl group
  • said saturated alkyl is obtained from a saturated fatty acid or from a hydrogenated unsaturated fatty acid, in particular from the whole of these double bonds.
  • the mixture of fatty amines comprising predominantly tetramines of formula R [(NR 2 ) -R 3 ] 3 -NH 2 (IId) is in the form:
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 14 to 16 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 18 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms
  • the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) - R 3] 3 -NH 2 (IId) is in the form:
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 14 to 16 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 18 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms
  • R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 20 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms
  • the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) -R 3 ] 3 -NH 2 (IId) is also in the form:
  • R1 represents a linear or branched unsaturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms and at least one fatty amine of formula (IId) in which R1 represents a linear or branched saturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms.
  • the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) - R 3] 3 -NH 2 (IId) is in the form:
  • R1 represents a linear or branched unsaturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms
  • R1 represents a linear or branched saturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms
  • R 2 represents a hydrogen atom
  • R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms
  • the fatty amine mixture does not include fatty amines other than fatty amines of formula (IId).
  • said fatty amine corresponds to one of the following formulas:
  • Ri represents a linear or branched saturated hydrocarbon group comprising at least 14 carbon atoms
  • R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising at least 14 carbon atoms
  • R 3 represents a linear saturated hydrocarbon group comprising at least 2 carbon atoms.
  • the fatty amine is preferably a tetramine of formula (IId) in which,
  • Ri represents a linear or branched saturated alkyl group comprising between 14 and 18 carbon atoms
  • R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising between 14 and 18 carbon atoms,
  • R 3 represents a saturated hydrocarbon group, linear, comprising between 2 and 6 carbon atoms.
  • the fatty amine is advantageously a tetramine of formula (IId) in which,
  • Ri represents a linear or branched saturated alkyl group comprising between 16 and 18 carbon atoms
  • R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising between 16 and 18 carbon atoms,
  • R 3 represents an ethyl or propyl group.
  • the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV)
  • the polyalkylamine mixtures comprise at least 5% by weight of compounds having a pure linear structure, since these compounds have been found to have an acceptable viscosity profile.
  • the polyalkylamine mixtures comprise at least 4% by weight (% m / m), preferably at least 5% w / w, preferably at least 6% w / w, preferably more than 7% w / w, preferably more than 7.5% w / w, preferably more than 10% w / w, preferably more than 20 w / w% of branched compounds of which at least one of n or z is greater than or equal to 1.
  • n For the products of formula (III), this means that for the branched products, n must be greater than or equal to 1.
  • the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV)
  • n, o, p or z is equal to 0
  • the hydrogen atom present at the end of the chain is covalently bound to the corresponding secondary nitrogen atom.
  • the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV)
  • the mixture comprises compounds of formulas (III) and / or (IV) in which n, o, p and z when they are different from 0, are equal to 1 or 2, preferably when n, o, p and z are different from 0 they are equal to 1.
  • the mixture essentially comprises compounds of formulas (III) and / or (IV) for which n, o, p or z are independently 0, 1 or 2, preferably n, o, p or z are independently 0 or 1.
  • the fatty amine when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the mixture essentially comprises compounds of formulas (III) and / or (IV) and their derivatives for wherein n, o, p and z are independently 0, 1 or 2, preferably n, o, p and z are independently 0 or 1.
  • each R group is, independently of one another, a linear or branched alkyl group comprising from 14 to 22 carbon atoms, preferably from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms.
  • the fatty amines of formula (III) and (IV) according to the invention are mainly obtained from carboxylic acids. These acids are dehydrated in the presence of ammonia to give nitriles, and then undergo catalytic hydrogenation to lead in particular to fatty amines.
  • the fatty amines of formula (III) and (IV) are obtained from at least one carboxylic acid, preferably at least one fatty acid.
  • the alkyl group of the fatty amines of formula (III) and (IV) has a number of carbon atoms corresponding to the number of carbon atoms of the carbon chain of the carboxylic acid, preferably corresponding to the number of carbon atoms of the carbon chain of the fatty acid
  • a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
  • a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
  • R groups may be different, they are, according to a preferred embodiment, identical, such compounds being produced more economically. Regardless of whether they are identical or not, one or both R groups, independently, are derived from chemical or natural raw material such as natural oils and fats. In particular, if a natural raw material is used, it means that each group R can have a particular distribution in the length of the carbon chain.
  • R is derived from oil or fat of animal or vegetable origin such as tallow, coconut oil and palm oil.
  • the preparation of the di-alkyl fatty polyalkylamines according to the invention comprises a hydrogenation step, it may be advantageous during the process for preparing the products of the invention to use hydrogenated R groups.
  • the group R is a group of tallow hydrogen.
  • the group R of the raw material is unsaturated and is (partially) hydrogenated during the process for preparing the fatty polyalkylamine.
  • the alkyl group R is obtained from fatty acid chosen from caprylic acids. , pelargonic, capric, undecylenic, lauric, tridecylenic, myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachic, henicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic, and their derivatives or unsaturated fatty acids such as palmitoleic acid, oleic acid, erucic acid, nervonic acid, linoleic acid, ⁇ -l
  • the fatty acids are derived from the hydrolysis of triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soya oil, of cotton, flax, beef tallow.
  • vegetable and animal oils such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soya oil, of cotton, flax, beef tallow.
  • Natural oils may have been genetically modified to enrich their content of certain fatty acids, for example rapeseed oil or oleic sunflower oil.
  • the di-alkyl fatty polyalkylamine derivative compositions of formulas (III) and / or (IV) according to the invention comprise compounds for which one or more NH fragments of the fatty polyalkylamine of the invention are methylated, alkoxylated, or two. Such compounds have been found to have advantageous solubility, particularly in lubricating oils.
  • the alkoxylated derivatives are butoxylated, propoxylated and / or ethoxylated. If two or more alkoxylating agents are used, they may be used in any order, for example EO-PO-EO, and the different aikoxy units may be polyhedral in nature and / or randomly present.
  • a primary -NH 2 group is alkoxylated with one or more alkylene oxides in a conventional manner to form a -NH-AO-H group, where AO represents one or more alkylene-oxy units.
  • the -NH-AO-H group obtained can be further alkoxylated to form -N (AO-H) 2 units .
  • large Amounts of alkylene oxide ie more than 8 moles of alkylene oxides per mole of polyalkylamine
  • the secondary amines if present, are alkoxylated.
  • all the primary and secondary amine functions of the di-alkyl polyamine of formulas (III) and / or (IV) are alkoxylated.
  • the di-alkyl fatty polyalkylamines are derived by methylation of one or more NH functions in a manner known to those skilled in the art, for example by reaction with formic acid and formaldehyde.
  • one or more OH functions of the alkoxylated fatty di-alkyl polyalkylamines are conventionally methylated.
  • polyalkylamine mixtures of formula (IV) are preferred. If appropriate, polyalkylamine mixtures of formulas (III) and / or (IV) are used.
  • the branched polyalkylamines of the invention may be produced by any synthetic route known to those skilled in the art.
  • a conventional method of production can be from a diamine and involves two or more cycles, preferably two for economic reasons, each cycle having a cyanoethylation step and a hydrogenation step. This process is subsequently named a two-step process.
  • one equivalent of di-alkyl diamine can react in one step with two or more equivalents of acrylonitrile, followed by hydrogenation.
  • optional additional cycles involving cyanoethylation and hydrogenation steps may be considered.
  • Such a one-step process may be advantageous since it requires fewer intermediate steps.
  • an acid catalyst is used such as HCl or acetic acid.
  • increasing the reaction temperature during cyanoethylation also makes it possible to increase the branching in this process.
  • the temperature of a subsequent cyanoethylation step is greater than the temperature of a preceding cyanoethylation step, making it possible to obtain a compound with the desired branching.
  • more than one mole of acrylonitrile per mole of initial polyamine is used, which also makes it possible to increase the branching of the expected product to the desired level.
  • a solvent is used.
  • Preferred solvents include C 1-4 alcohols and C 2-4 diols.
  • ethanol is used because it allows a particular ease of handling.
  • the Ci -4 alcohols and diols C 2 -4 are not of single solvents but also have a co-catalytic activity in the cyanoethylation step.
  • the amount of solvent employed may vary over a wide range. For economic reasons, the amount employed is preferably minimal.
  • the amount of solvent, particularly in the cyanoethylation step is preferably less than 50, 40, 30 or 25% by weight based on the liquid reaction mixture.
  • the amount of solvent, in particular in the cyanoethylation step is preferably greater than 0.1, 0.5, 1, 5 or 10% by weight relative to the liquid reaction mixture.
  • the weight content of fatty amine, relative to the total weight of the lubricating composition ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.1 to 2%.
  • the content by weight of fatty amine, relative to the total weight of the lubricating composition ranges from 0.5 to 5%, preferably from 0.5 to 3%, advantageously from 0.5 to 2%.
  • the lubricating composition used according to the invention also comprises at least one base oil.
  • the lubricant composition used according to the invention may comprise any type of mineral, synthetic or natural lubricating base oil, animal or vegetable, known to those skilled in the art.
  • the base oils used in the lubricant compositions according to the invention may be oils of mineral or synthetic origins belonging to groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) (Table A) or their mixtures.
  • the mineral base oils according to the invention include all types of base oils obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking. , hydroisomerization and hydrofinition.
  • lubricating bases for producing the lubricating compositions used according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur, oxidation resistance, adapted for use for engines or for vehicle transmissions.
  • the base oils of the lubricant compositions used according to the invention may also be chosen from synthetic oils, such as certain carboxylic acid esters and alcohols, and from polyalphaolefins.
  • the polyalphaolefins used as base oils are, for example, obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene, and whose viscosity at 100 ° C. is between 1, 5 and 15 mm 2 .s "1 according to ASTM D445 Their average molecular weight is generally between 250 and 3000 according to ASTM D5296.
  • the base oils of the present invention are chosen from the above base oils whose aromatic content is between 0 and 45%, preferably between 0 and 30%.
  • the aromatic content of the oils is measured according to UV Burdett method.
  • the lubricant composition used according to the invention comprises at least 50% by weight of base oils relative to the total mass of the composition.
  • the lubricant composition used according to the invention comprises at least 60% by weight, or even at least 70% by weight, of base oils relative to the total mass of the composition.
  • the lubricant composition used according to the invention comprises from 60 to 99.5% by weight of base oils, preferably from 70 to 99.5% by weight of base oils, relative to the total mass of the composition.
  • the preferred additives for the lubricant composition used according to the invention are selected from friction modifiers, detergents, antiwear additives, extreme pressure additives, viscosity index improvers, dispersants, antioxidants, improvers pour point, antifoams, thickeners and their mixtures.
  • the lubricant composition used according to the invention comprises at least one antiwear additive, at least one extreme pressure additive or their mixtures.
  • Anti-wear additives and extreme pressure additives protect friction surfaces by forming a protective film adsorbed on these surfaces.
  • the anti-wear additives are chosen from phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates or ZnDTPs.
  • the preferred compounds have the formula Zn ((SP (S) (OR 7 ) (OR 8 )) 2 , in which R 7 and R 8 , which may be identical or different, independently represent an alkyl group, preferentially an alkyl group containing from 1 to 18 carbon atoms.
  • Amine phosphates are also anti-wear additives which can be used in the lubricating composition according to the invention.
  • the phosphorus provided by these additives can act as a poison for the catalytic systems of automobiles because these additives are ash generators.
  • non-phosphorus additives such as, for example, polysulfides, especially sulfur-containing olefins.
  • the lubricant composition according to the invention may comprise from 0.01 to 6% by weight, preferably from 0.05 to 4% by weight, more preferably from 0.1 to 2% by weight relative to the mass. total lubricating composition, anti-wear additives and extreme pressure additives.
  • the lubricant composition according to the invention may comprise at least one friction-modifying additive.
  • the friction modifying additive may be chosen from a compound providing metal elements and an ash-free compound.
  • the compounds providing metal elements mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu and Zn, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus.
  • the ashless friction modifier additives are generally of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, borate fatty epoxides; fatty amines or fatty acid glycerol esters.
  • the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
  • the lubricant composition according to the invention may comprise from 0.01 to 2% by weight or from 0.01 to 5% by weight, preferably from 0.1 to 1.5% by weight or 0.1 at 2% by weight relative to the total mass of the lubricant composition, friction modifier additive.
  • the lubricant composition according to the invention may comprise at least one antioxidant additive.
  • the antioxidant additive generally serves to retard the degradation of the lubricating composition in service. This degradation can notably result in the formation of deposits, the presence of sludge or an increase in the viscosity of the lubricant composition.
  • Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides.
  • antioxidant additives commonly used, mention may be made of antioxidant additives of phenolic type, antioxidant additives of amine type, antioxidant phosphosulfur additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, can be ash generators. Phenolic antioxidant additives may be ash-free or may be in the form of neutral or basic metal salts.
  • the antioxidant additives 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, ⁇ , ⁇ '-dialkyl-aryl diamines and mixtures thereof.
  • the sterically hindered phenols are chosen from compounds comprising a phenol group in which at least one vicinal carbon of the carbon bearing the alcohol function is substituted with at least one alkyl group containing 10 carbon atoms, preferably an alkyl group containing CrC 6 , preferably a C 4 alkyl group, preferably by the ter-butyl group.
  • Amino compounds are another class of antioxidant additives that can be used, optionally in combination with phenolic antioxidant additives.
  • amine compounds are aromatic amines, for example aromatic amines of formula NR 9 R 10 wherein R 9 represents an optionally substituted aliphatic or aromatic group, R 10 represents an optionally substituted aromatic group, Ru represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 2 S (O) z R 1 3 in which R 12 represents an alkylene group or an alkenylene group, R 13 represents an alkyl group, an alkenyl group or an aryl group and z represents 0, 1 or 2.
  • R 9 represents an optionally substituted aliphatic or aromatic group
  • R 10 represents an optionally substituted aromatic group
  • Ru represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 2 S (O) z R 1 3 in which R 12 represents an alkylene group or an alkenylene group, R 13 represents an alkyl group, an alkenyl group or an aryl group and z represents 0, 1 or 2.
  • Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.
  • antioxidant additives is copper compounds, for example copper thio- or dithio-phosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper salts I and II, succinic acid or anhydride salts can also be used.
  • the lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art.
  • the lubricating composition comprises at least one ash-free antioxidant additive.
  • the lubricating composition according to the invention comprises from 0.5 to 2% by weight relative to the total weight of the composition, of at least one antioxidant additive.
  • the lubricant composition according to the invention may also comprise at least one detergent additive.
  • the detergent additives generally make it possible to reduce the formation of deposits on the surface of the metal parts by dissolving the secondary oxidation and combustion products.
  • the detergent additives that can be used in the lubricant composition according to the invention are generally known to those skilled in the art.
  • the detergent additives may be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head.
  • the associated cation may be a metal cation of an alkali metal or alkaline earth metal.
  • the detergent additives are preferably chosen from the alkali metal or alkaline earth metal salts of carboxylic acids, the sulphonates, the salicylates, the naphthenates and the phenate salts.
  • the alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
  • metal salts generally comprise the metal in stoichiometric amount or in excess, therefore in an amount greater than the stoichiometric amount. It is then overbased detergent additives; the excess metal bringing the overbased character to the detergent additive is then generally in the form of an oil insoluble metal salt, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate .
  • the lubricant composition according to the invention may comprise from 2 to 4% by weight of detergent additive relative to the total mass of the lubricating composition.
  • the lubricant composition according to the invention may also comprise at least one pour point depressant additive.
  • pour point depressant additives By slowing the formation of paraffin crystals, pour point depressant additives generally improve the cold behavior of the lubricant composition according to the invention.
  • pour point depressant additives mention may be made of alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
  • the lubricant composition according to the invention may also comprise at least one dispersing agent.
  • the dispersing agent may be chosen from Mannich bases, succinimides and their derivatives. Also advantageously, the lubricating composition according to the invention may comprise from 0.2 to 10% by weight of dispersing agent relative to the total mass of the lubricating composition.
  • the lubricating composition of the present invention may also comprise at least one viscosity index improving additive.
  • additives improving the viscosity number include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, styrene, butadiene and isoprene, polyacrylates, polymethacrylates (PMA) or alternatively olefin copolymers, in particular ethylene / propylene copolymers.
  • the lubricating composition according to the invention can be in various forms.
  • the lubricant composition according to the invention may in particular be an anhydrous composition.
  • this lubricating composition is not an emulsion.
  • the lubricating composition defined above is used to prevent or reduce the abnormal combustion of fuel in a motor vehicle engine.
  • Motor vehicle engine according to the invention more particularly means:
  • Abnormal combustion means any phenomenon whereby all or part of the fuel mixture is ignited uncontrollably within the combustion chamber of a motor vehicle engine.
  • Abnormal combustion according to the invention more particularly means the following phenomena:
  • Pre-ignition according to the invention includes the phenomenon of low frequency vibration producing a sound effect of humming (or "Rumble" in English).
  • fuel according to the invention is more particularly meant gasoline or gas.
  • the fuel is mixed with air.
  • the lubricant composition is used to prevent and / or reduce the abnormal combustion of the fuel resulting from the self-ignition of the lubricant composition during the fuel compression cycle of the motor vehicle engine .
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce pre-ignition in a motor vehicle engine.
  • the subject of the invention is also the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the pre-ignition in a motor vehicle engine, the amine fat being selected from:
  • R identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms
  • N and z independently of each other, represent 0, 1, 2 or 3
  • said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
  • the fatty amine is of formula (I),
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low-speed pre-ignition (LSPI) in a motor vehicle engine .
  • a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low-speed pre-ignition (LSPI) in a motor vehicle engine . All the characteristics and preferences relating to the lubricating composition, the fatty amine and the base oil described above also apply to this use.
  • the subject of the invention is also the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low speed pre-ignition (LSPI) in a motor.
  • a motor vehicle the fatty amine being chosen from:
  • R identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms
  • n and z independently of one another, represent 0, 1, 2 or 3, and when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3 said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
  • the fatty amine is of formula (I),
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce rattling in a motor vehicle engine.
  • the invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce the abnormal combustion of gas in a motor vehicle engine.
  • Motor vehicle engine is more particularly the engines of heavy vehicles operating on gas.
  • the invention also relates to a method for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above. All the characteristics and preferences relating to the lubricating composition described above also apply to this process.
  • the invention also relates to a method for preventing or reducing the pre-ignition in a motor vehicle engine, 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 preventing or reducing the low-speed preignition (LSPI) in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above.
  • LSPI low-speed preignition
  • the invention also relates to a method for preventing or reducing rattling in a motor vehicle engine, 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 preventing or reducing the abnormal combustion of gas in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above.
  • the invention also relates to the use of a fatty amine in a lubricant composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce the low-speed pre-ignition b (LSPI) in a motor vehicle engine.
  • LSPI low-speed pre-ignition b
  • the invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce rattling in a motor vehicle engine.
  • the invention also relates to the use of a fatty amine in a lubricant composition for preventing or reducing the abnormal combustion of gas in a motor vehicle engine.

Landscapes

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

Abstract

The invention relates to the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing or reducing abnormal combustion in a motor vehicle engine.

Description

COMPOSITIONS LUBRIFIANTES POUR PREVENIR OU DIMINUER LA COMBUSTION ANORMALE DANS UN MOTEUR DE VEHICULE AUTOMOBILE  LUBRICATING COMPOSITIONS FOR PREVENTING OR REDUCING ABNORMAL COMBUSTION IN A MOTOR VEHICLE ENGINE
L'invention concerne l'utilisation d'une composition lubrifiante pour prévenir ou diminuer la combustion anormale dans un moteur de véhicule automobile. Plus particulièrement, l'invention concerne l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir ou diminuer la combustion anormale dans un moteur de véhicule automobile. The invention relates to the use of a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine. More particularly, the invention relates to the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing or reducing the abnormal combustion in a motor vehicle engine.
La présente invention concerne également un procédé pour prévenir ou diminuer la combustion anormale dans un moteur de véhicule automobile, mettant en œuvre cette composition lubrifiante.  The present invention also relates to a method for preventing or reducing abnormal combustion in a motor vehicle engine, using this lubricant composition.
La présente invention concerne également l'utilisation d'une amine grasse dans une composition lubrifiante pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile.  The present invention also relates to the use of a fatty amine in a lubricating composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
Arrière plan technologique Technological background
Dans des conditions idéales, une combustion normale dans un moteur à allumage par étincelle se produit quand un mélange de combustible, et notamment de carburant et d'air est enflammé dans la chambre de combustion à l'intérieur du cylindre par la production d'une étincelle provenant d'une bougie d'allumage. Une telle combustion normale est généralement caractérisée par l'expansion du front de flamme à travers la chambre de combustion d'une manière ordonnée et maîtrisée. Cependant, dans certains cas, le mélange air / carburant peut être prématurément enflammé par une source d'inflammation avant l'allumage par l'étincelle de la bougie, ce qui conduit à un phénomène de combustion anormale connue sous le nom de pré-allumage. Under ideal conditions, normal combustion in a spark-ignition engine occurs when a mixture of fuel, and in particular fuel and air, is ignited in the combustion chamber inside the cylinder by the production of a fuel. spark from a spark plug. Such normal combustion is generally characterized by expanding the flame front through the combustion chamber in an orderly and controlled manner. However, in some cases, the air / fuel mixture may be prematurely ignited by a source of ignition prior to ignition by the spark of the spark plug, resulting in an abnormal combustion phenomenon known as pre-ignition. .
Or, il est préférable de réduire voire de supprimer ce phénomène de combustion anormale, notamment de pré-allumage car cela se traduit généralement par la présence d'une forte augmentation des températures et des pressions dans la chambre de combustion, et ainsi avoir un impact négatif significatif sur l'efficacité et les performances globales d'un moteur. De plus, le phénomène de combustion anormale, et notamment le pré-allumage peut causer des dommages significatifs aux cylindres, pistons, bougies et soupapes dans le moteur et dans certains cas, peut même aboutir à une panne de moteur, voire à une casse de moteur. However, it is preferable to reduce or even eliminate this phenomenon of abnormal combustion, including pre-ignition as this usually results in the presence of a sharp increase in temperatures and pressures in the combustion chamber, and thus have an impact significant negative impact on the efficiency and overall performance of an engine. In addition, the phenomenon of abnormal combustion, including pre-ignition can cause significant damage cylinders, pistons, spark plugs and valves in the engine and in some cases can even lead to engine failure or even engine failure.
Récemment, le pré-allumage à basse vitesse (Low Speed Pre-lgnition en anglais ou "LSPI") a été identifié, notamment par les constructeurs automobiles, comme un problème potentiel pour les moteurs de taille réduite (ou moteurs downsizés). Le LSPI se produit généralement à de faibles vitesses et charges élevées, et peut entraîner de graves dommages aux pistons et / ou aux cylindres. Recently, low-speed pre-ignition (LSPI) has been identified, particularly by car manufacturers, as a potential problem for smaller engines (or downsized engines). LSPI generally occurs at low speeds and high loads, and can cause serious damage to the pistons and / or cylinders.
Des solutions consistant à diminuer la teneur en calcium ou augmenter la teneur en dithiophosphate de zinc ou dithiocarbamate de molybdène dans un lubrifiant ont été décrites (Takeuchi et al, "Investigation of Engine Oil Effect on Abnormal Combustion in Turbocharged Direct Injection - Spark Ignition Engines," SAE Int. J. Fuels Lubr. 5(3) : 1017-1024, 2012; Hirano et al, "Investigation of Engine Oil Effect on Abnormal Combustion in Turbocharged Direct Injection - Spark Ignition Engines (Part 2)," SAE Technical Paper 2013-01 -2569, 2013). Toutefois, ces solutions restent aujourd'hui insuffisantes pour réduire significativement le pré-allumage et difficiles à mettre en œuvre, notamment dans les pays où un niveau important de basicité est exigé sur les carburants. De plus, des problèmes de stabilité des lubrifiants ou de compatibilité avec les systèmes de post-traitement sont associés à ces solutions. Solutions for decreasing the calcium content or increasing the zinc dithiophosphate or molybdenum dithiocarbamate content in a lubricant have been described (Takeuchi et al, "Investigation of Engine Oil Effect on Abnormal Combustion in Turbocharged Direct Injection - Spark Ignition Engines, "SAE Int J. Fuels Lubr 5 (3): 1017-1024, 2012; Hirano et al," Investigation of Engine Oil Effect on Abnormal Combustion in Turbocharged Direct Injection - Spark Ignition Engines (Part 2), "SAE Technical Paper 2013-01 -2569, 2013). However, these solutions are still insufficient to significantly reduce pre-ignition and difficult to implement, especially in countries where a high level of basicity is required on fuels. In addition, problems of lubricant stability or compatibility with post-treatment systems are associated with these solutions.
La demande WO 2015023559 décrit une méthode pour réduire le pré-allumage par ajout, dans une composition lubrifiante, d'un additif permettant de retarder l'allumage, ledit additif étant choisi parmi des composés organiques comprenant au moins un noyau aromatique. Toutefois, ces composés organiques légers pourraient entraîner une augmentation excessive de la volatilité du lubrifiant.  The application WO 2015023559 describes a method for reducing the pre-ignition by adding, in a lubricant composition, an additive for retarding ignition, said additive being chosen from organic compounds comprising at least one aromatic nucleus. However, these light organic compounds could cause an excessive increase in lubricant volatility.
Le cliquetis est un autre phénomène de combustion anormale qui peut se produire dans un moteur à allumage commandé de véhicules, et plus particulièrement dans un moteur à allumage commandé de véhicules automobiles et qui est dû à l'auto- inflammation du combustible en amont du front de flamme dans la chambre de combustion. Knocking is another phenomenon of abnormal combustion that can occur 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 fuel upstream of the front flame in the combustion chamber.
Cette auto-inflammation se propage à vitesse très élevée dans la chambre de combustion et provoque des vibrations à hautes fréquences de la masse gazeuse et des surcharges thermiques du moteur pouvant aller jusqu'à des incidents mécaniques graves. Les solutions couramment utilisées par les motoristes pour éviter ce phénomène, comme la réduction de l'avance à l'allumage, réduisent significativement le rendement des moteurs à allumage commandé. 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. Solutions commonly used by engine manufacturers to avoid this phenomenon, such as reduced ignition timing, significantly reduce the efficiency of spark ignition engines.
Les documents US2763613, US2898359 ont notamment décrit l'utilisation de composés anti-cliquetis choisis parmi des composés organométalliques, et plus particulièrement des composés de type ferrocène dans une composition lubrifiante. Par ailleurs, le document WO2004/101717 décrit l'utilisation de composés organométalliques à base de manganèse dans une composition lubrifiante pour réduire le phénomène de cliquetis dans un moteur. Documents US2763613, US2898359 have notably described the use of anti-knock compounds selected from organometallic compounds, and more particularly ferrocene compounds in a lubricating composition. Furthermore, the document WO2004 / 101717 describes the use of organometallic compounds based on manganese in a lubricant composition to reduce the phenomenon of rattling in an engine.
Toutefois, l'utilisation de tels composés organométalliques favorise les dépôts dans la chambre de combustion et peut ainsi entraîner des combustions anormales comme de l'allumage par point chaud qui peut causer des défaillances mécaniques importantes. De plus, ils peuvent présenter un risque pour la santé humaine.  However, the use of such 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.
Ainsi il serait souhaitable de disposer d'un lubrifiant pouvant prévenir ou diminuer le risque de combustion anormale dans un moteur de véhicule automobile, et en particulier le risque de pré-allumage, y compris le LSPI ou encore le cliquetis dans un moteur de véhicule automobile. Thus it would be desirable to have a lubricant that can prevent or reduce the risk of abnormal combustion in a motor vehicle engine, and in particular the risk of pre-ignition, including the LSPI or the clatter in a motor vehicle engine .
Un objectif de la présente invention est donc de fournir des composés ainsi qu'une composition lubrifiante comprenant ces composés palliant tout ou partie aux inconvénients précités. An object of the present invention is therefore to provide compounds as well as a lubricating composition comprising these compounds which overcomes all or part of the aforementioned drawbacks.
Un autre objectif de la présente invention est de fournir une composition lubrifiante permettant de prévenir ou de réduire la combustion anormale dans un moteur de véhicule automobile et dont la formulation est facile à mettre en œuvre. Another object of the present invention is to provide a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine and whose formulation is easy to implement.
Un autre objectif de la présente invention est de fournir une composition lubrifiante permettant de prévenir ou de réduire la combustion anormale dans un moteur de véhicule automobile tout en conservant des propriétés satisfaisantes voire améliorées de lubrification. Another object of the present invention is to provide a lubricant composition for preventing or reducing abnormal combustion in a motor vehicle engine while retaining satisfactory or improved lubrication properties.
Un autre objectif de la présente invention est de fournir un procédé de lubrification permettant de prévenir ou de réduire la combustion anormale dans un moteur de véhicule automobile. Résumé de l'invention Another object of the present invention is to provide a lubrication method for preventing or reducing abnormal combustion in a motor vehicle engine. Summary of the invention
L'invention ainsi a pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile. The invention thus relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of the fuel in a motor vehicle engine.
De manière surprenante, la demanderesse a constaté que la présence d'au moins une aminé grasse dans une composition lubrifiante permet à la composition lubrifiante, une fois mise en œuvre dans un moteur, de prévenir ou de diminuer le la combustion anormale du carburant dans un moteur de véhicule automobile. Surprisingly, the Applicant has found that the presence of at least one fatty amine in a lubricant composition allows the lubricating composition, once implemented in an engine, to prevent or reduce the abnormal combustion of the fuel in a fuel. motor vehicle engine.
Ainsi la présente invention permet de formuler des compositions lubrifiantes présentant à la fois une bonne stabilité et de bonnes propriétés de prévention ou de réduction de la combustion anormale du carburant une fois mise en œuvre dans un moteur de véhicule automobile. Thus, the present invention makes it possible to formulate lubricant compositions having both good stability and good properties for preventing or reducing the abnormal combustion of the fuel when used in a motor vehicle engine.
Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de prévention ou de réduction du pré-allumage, et en particulier du pré-allumage à basse vitesse (LSPI) une fois mise en œuvre dans un moteur de véhicule automobile. Advantageously, the lubricant compositions according to the invention have good properties for prevention or reduction of pre-ignition, and in particular of low-speed pre-ignition (LSPI) once implemented in a motor vehicle engine.
Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de prévention ou de réduction du pré-allumage une fois mise en œuvre dans un moteur de véhicule automobile sans avoir besoin de les associer avec d'autres solutions techniques permettant de prévenir ou de diminuer le préallumage, et notamment des solutions techniques nécessitant de réduire la teneur en calcium ou en magnésium ou entraînant une augmentation excessive de la volatilité de la composition lubrifiante. Advantageously, the lubricant compositions according to the invention have good pre-ignition prevention or reduction properties when used in a motor vehicle engine without the need to associate them with other technical solutions for preventing or preventing ignition. to reduce the pre-ignition, and in particular technical solutions requiring to reduce the calcium or magnesium content or causing an excessive increase in the volatility of the lubricant composition.
Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de prévention ou de réduction du cliquetis une fois mise en œuvre dans un moteur de véhicule automobile. Advantageously, the lubricant compositions according to the invention have good properties for preventing or reducing knocking when used in a motor vehicle engine.
Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de réduction voire de suppression du phénomène de cliquetis une fois mise en œuvre dans un moteur de véhicule automobile sans avoir besoin d'ajouter une teneur élevée en composé anti-cliquetis dans la composition lubrifiante. Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de réduction voire de suppression du phénomène de cliquetis une fois mise en œuvre dans un moteur de véhicule automobile sans avoir besoin d'y ajouter d'autres additifs anti-cliquetis, et notamment pas d'additifs anti-cliquetis choisis parmi les composés organométalliques. Advantageously, the lubricant compositions according to the invention have good properties for reducing or even suppressing the pinging phenomenon. once implemented in a motor vehicle engine without the need to add a high content of anti-rattling compound in the lubricant composition. Advantageously, the lubricant compositions according to the invention have good properties of reducing or even suppressing the knocking phenomenon once implemented in a motor vehicle engine without the need to add other anti-knock additives, and in particular no anti-knock additives selected from organometallic compounds.
Avantageusement, les compositions lubrifiantes selon l'invention présentent de bonnes propriétés de prévention ou de réduction de la combustion anormale du carburant une fois mise en œuvre dans un moteur de véhicule automobile et dont la formulation est facile à mettre en œuvre. Advantageously, the lubricant compositions according to the invention have good properties for preventing or reducing the abnormal combustion of the fuel when used in a motor vehicle engine and whose formulation is easy to implement.
• Ri représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 12 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ou un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant un ou plusieurs atome(s) de carbone, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène,R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
• n représente un entier supérieur ou égal à 1 , plus préférentiellement compris entre 1 et 10, encore plus préférentiellement entre 1 et 6, encore avantageusement représente 1 , 2 ou 3 ; - un mélange de polyalkylamines grasses comprenant une ou plusieurs polyalkylamines de formules (III) et/ou (IV) : N represents an integer greater than or equal to 1, more preferably between 1 and 10, even more preferably between 1 and 6, still advantageously representing 1, 2 or 3; a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
dans lesquelles  in which
• R, identique ou différent, représente un groupe alkyle, linéaire ou ramifié, comprenant de 8 à 22 atomes de carbone,  R, identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms,
• n et z, indépendamment l'un de l'autre, représentent 0, 1 , 2 ou 3, et N and z, independently of each other, represent 0, 1, 2 or 3, and
• quand z est supérieur à 0, o et p, indépendamment l'un de l'autre, représentent 0, 1 ,2 ou 3, • when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3,
ledit mélange comprenant au moins 3% en poids de composés ramifiés tels que au moins un de n ou z est supérieur ou égal à 1 , ou de leurs dérivés, ou  said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
- les mélanges d'amines grasses de formules (I), (III) et/ou (IV). De préférence, l'aminé grasse est de formule (I)  mixtures of fatty amines of formulas (I), (III) and / or (IV). Preferably, the fatty amine is of formula (I)
Ri-[(NR2)-R3]n-NR4R5, R 1 - [(NR 2 ) -R 3 ] n -NR 4 R 5 ,
(I)  (I)
dans laquelle,  in which,
• Ri représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 12 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ou un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, R 2 , R 4 or R 5 independently represents a hydrogen atom or a linear or branched, saturated or unsaturated hydrocarbon group, and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen,
• R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant un ou plusieurs atome(s) de carbone, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène, R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
n est supérieur ou égal à 0, de préférence représente un entier supérieur ou égal à 1 , plus préférentiellement compris entre 1 et 10, encore plus préférentiellement entre 1 et 6, encore avantageusement représente 1 , 2 ou 3.  n is greater than or equal to 0, preferably represents an integer greater than or equal to 1, more preferably between 1 and 10, still more preferably between 1 and 6, still advantageously represents 1, 2 or 3.
De préférence, l'aminé grasse est un mélange de polyalkylamines grasses comprenant une ou plusieurs polyalkylamines de formules (III) et/ou (IV) : Preferably, the fatty amine is a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
dans lesquelles  in which
• R, identique ou différent, représente un groupe alkyle, linéaire ou ramifié, comprenant de 8 à 22 atomes de carbone,  R, identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms,
· n et z, indépendamment l'un de l'autre, représentent 0, 1 , 2 ou 3, et · N and z, independently of one another, represent 0, 1, 2 or 3, and
• quand z est supérieur à 0, o et p, indépendamment l'un de l'autre, représentent 0, 1 ,2 ou 3, • when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3,
ledit mélange comprenant au moins 3% en poids de composés ramifiés tels que au moins un de n ou z est supérieur ou égal à 1 , ou de leurs dérivés. Dans le cadre de la présente invention on entend par alkyle insaturé un alkyle comprenant au moins une double liaison carbone-carbone. said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives. In the context of the present invention, unsaturated alkyl is understood to mean an alkyl comprising at least one carbon-carbon double bond.
Dans un autre mode de réalisation de l'invention, l'aminé grasse est de formule (I) dans laquelle : In another embodiment of the invention, the fatty amine is of formula (I) in which:
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 22 atomes de carbone, de préférence de 14 à 22 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, et/ou  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 22 carbon atoms, preferably from 14 to 22 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen, and / or
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ; un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 1 et 22 atomes de carbone, préférentiellement entre 14 et 22 atomes de carbone, plus préférentiellement entre 16 et 22 atomes de carbone ; ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire ou ramifié, comprenant au moins 2 atomes de carbone, de préférence entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représente un entier supérieur ou égal à 1 , de préférence compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, et/ou R 2 , R 4 or R 5 independently represents a hydrogen atom; a saturated or unsaturated, linear or branched alkyl group comprising between 1 and 22 carbon atoms, preferably between 14 and 22 carbon atoms, more preferably between 16 and 22 carbon atoms; or a group (R 6 -O) p -H in which R 6 is a saturated alkyl group, linear or branched, comprising at least 2 carbon atoms, preferably between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p represents an integer greater than or equal to 1, preferably between 1 and 6, more preferably between 1 and 4, and / or
• R3 représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. • R 3 represents a saturated or unsaturated alkyl group, linear or branched, comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
Dans un autre mode de réalisation de l'invention, l'aminé grasse est de formule (I) dans laquelle : In another embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, avantageusement de 16 à 20 atomes de carbone et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, advantageously from 16 to 20 carbon atoms and optionally at least one heteroatom selected from 1 nitrogen, sulfur or oxygen,
• R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 20 atomes de carbone, préférentiellement de 16 à 20 atomes de carbone, plus préférentiellement de 16 à 18 atomes de carbone, • R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated, linear or branched alkyl group comprising from 1 to 20 carbon atoms, preferably from 16 to 20 carbon atoms, more preferably from 16 to 18 carbon atoms, R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms,
• R4 et R5 représentent un atome d'hydrogène ou un groupement méthyle, de préférence un atome d'hydrogène. R 4 and R 5 represent a hydrogen atom or a methyl group, preferably a hydrogen atom.
Dans un autre mode de réalisation de l'invention, l'aminé grasse est de formule (I) dans laquelle : In another embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 3,  • n is equal to 3,
· Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, plus préférentiellement de 16 à 20 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms, and optionally at least one chosen heteroatom; among nitrogen, sulfur or oxygen,
· R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 16 à 18 atomes de carbone, R 2 independently represents a hydrogen atom or a linear or branched, saturated alkyl group comprising from 16 to 18 carbon atoms,
• R3 représente un groupement éthyle ou propyle, R 3 represents an ethyl or propyl group,
• R4 et R5 représentent un atome d'hydrogène. • R 4 and R 5 represent a hydrogen atom.
Dans un autre mode de réalisation de l'invention, l'aminé grasse est de formule (I) dans laquelle : In another embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p representing an integer between 1 and 6, more preferably between 1 and 4,
• R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. Dans un autre mode de réalisation de l'invention, l'aminé grasse est de formule (I) dans laquelle : R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms. In another embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 3,  • n is equal to 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 4 carbon atoms and p representing an integer between 1 and 4,
• R3 représente un groupement éthyle ou propyle. • R 3 represents an ethyl or propyl group.
Dans un autre mode de réalisation de l'invention, l'aminé grasse représente de 0,1 à 5% en poids, de préférence de 0,1 à 3% en poids par rapport au poids total de la composition lubrifiante. In another embodiment of the invention, the fatty amine represents from 0.1 to 5% by weight, preferably from 0.1 to 3% by weight relative to the total weight of the lubricating composition.
Dans un autre mode de réalisation de l'invention, le carburant est mélangé avec de l'air. In another embodiment of the invention, the fuel is mixed with air.
L'invention concerne également l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage dans un moteur de véhicule automobile. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the pre-ignition in a motor vehicle engine.
L'invention concerne également l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage à basse vitesse dans un moteur de véhicule automobile. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing pre-ignition at low speed in a motor vehicle engine.
L'invention concerne également l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le cliquetis dans un moteur de véhicule automobile. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing rattling in a motor vehicle engine.
L'invention concerne également un procédé pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. L'invention concerne également un procédé pour prévenir ou diminuer le préallumage dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing the abnormal combustion of the fuel in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. above. The invention also relates to a method for preventing or reducing preignition in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above.
L'invention concerne également un procédé pour prévenir ou diminuer le préallumage à basse vitesse dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing pre-ignition at low speed in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. above.
L'invention concerne également un procédé pour prévenir ou diminuer le cliquetis dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing rattling in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above.
L'invention concerne également l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricating composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
L'invention concerne également l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le pré-allumage dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition in a motor vehicle engine.
L'invention concerne également l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le pré-allumage à basse vitesse dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition at low speed in a motor vehicle engine.
L'invention concerne également l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le cliquetis dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce rattling in a motor vehicle engine.
L'invention ainsi a pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer la combustion anormale du gaz dans un moteur de véhicule automobile. Description détaillée de l'invention The invention thus relates to the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of gas in a motor vehicle engine. Detailed 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 ingredient.
La composition lubrifiante utilisée selon l'invention comprend au moins une aminé grasse. The lubricating composition used according to the invention comprises at least one fatty amine.
Par « aminé grasse» selon l'invention, on entend une aminé de formule (I) comprenant un ou plusieurs groupements hydrocarbonés, saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène. The term "fatty amine" according to the invention means an amine of formula (I) comprising one or more hydrocarbon groups, saturated or unsaturated, linear or branched, and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen.
Dans un mode de réalisation de l'invention, l'aminé grasse est de formule (I)In one embodiment of the invention, the fatty amine is of formula (I)
(I)  (I)
dans laquelle,  in which,
• Ri représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 12 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ou un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant un ou plusieurs atome(s) de carbone, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène,R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
• n est supérieur ou égal à 0, de préférence représente un entier supérieur ou égal à 1 , plus préférentiellement compris entre 1 et 10, encore plus préférentiellement entre 1 et 6, encore avantageusement représente 1 , 2 ou 3. Dans un mode de réalisation préféré de l'invention, l'aime grasse est de formule (I) dans laquelle : N is greater than or equal to 0, preferably represents an integer greater than or equal to 1, more preferably between 1 and 10, even more preferably between 1 and 6, still advantageously represents 1, 2 or 3. In a preferred embodiment of the invention, the fat lily is of formula (I) in which:
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 22 atomes de carbone, de préférence de 14 à 22 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, et/ou  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 22 carbon atoms, preferably from 14 to 22 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen, and / or
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ; un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 1 et 22 atomes de carbone, préférentiellement entre 14 et 22 atomes de carbone, plus préférentiellement entre 16 et 22 atomes de carbone ; ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire ou ramifié, comprenant au moins 2 atomes de carbone, de préférence entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représente un entier supérieur ou égal à 1 , de préférence compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, et/ou R 2 , R 4 or R 5 independently represents a hydrogen atom; a saturated or unsaturated, linear or branched alkyl group comprising between 1 and 22 carbon atoms, preferably between 14 and 22 carbon atoms, more preferably between 16 and 22 carbon atoms; or a group (R 6 -O) p -H in which R 6 is a saturated alkyl group, linear or branched, comprising at least 2 carbon atoms, preferably between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p represents an integer greater than or equal to 1, preferably between 1 and 6, more preferably between 1 and 4, and / or
• R3 représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. • R 3 represents a saturated or unsaturated alkyl group, linear or branched, comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
Dans un mode de réalisation plus préféré de l'invention, l'aminé grasse est de formule (I) dans laquelle : In a more preferred embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, avantageusement de 16 à 20 atomes de carbone et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, advantageously from 16 to 20 carbon atoms and optionally at least one heteroatom selected from 1 nitrogen, sulfur or oxygen,
• R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 20 atomes de carbone, préférentiellement de 16 à 20 atomes de carbone, plus préférentiellement de 16 à 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated, linear or branched alkyl group comprising from 1 to 20 carbon atoms, preferably from 16 to 20 carbon atoms, more preferably from 16 to 18 carbon atoms,
• R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone, • R4 et R5 représentent un atome d'hydrogène ou un groupement méthyle, de préférence un atome d'hydrogène. R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms, R 4 and R 5 represent a hydrogen atom or a methyl group, preferably a hydrogen atom.
Avantageusement, l'aminé grasse est de formule (I) dans laquelle : Advantageously, the fatty amine is of formula (I) in which:
• n est égal à 3,  • n is equal to 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, plus préférentiellement de 16 à 20 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms, and optionally at least one chosen heteroatom; among nitrogen, sulfur or oxygen,
• R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 16 à 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated alkyl group, linear or branched, comprising from 16 to 18 carbon atoms,
• R3 représente un groupement éthyle ou propyle, R 3 represents an ethyl or propyl group,
• R4 et R5 représentent un atome d'hydrogène. • R 4 and R 5 represent a hydrogen atom.
Dans un autre mode de réalisation préféré de l'invention, l'aminé grasse est de formule (I) dans laquelle : In another preferred embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p representing an integer between 1 and 6, more preferably between 1 and 4,
• R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
Dans un mode de réalisation plus préféré de l'invention, l'aminé grasse est de formule (I) dans laquelle : In a more preferred embodiment of the invention, the fatty amine is of formula (I) in which:
• n est égal à 3, • Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone, • n is equal to 3, R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 4 carbon atoms and p representing an integer between 1 and 4,
• R3 représente un groupement éthyle ou propyle. • R 3 represents an ethyl or propyl group.
De manière générale, les aminés grasses selon l'invention sont principalement obtenues à partir d'acides carboxyliques. Ces acides sont déshydratés en présence d'ammoniac pour donner des nitriles, et subissent ensuite une hydrogénation catalytique pour conduire notamment à des aminés grasses. In general, the fatty amines according to the invention are mainly obtained from carboxylic acids. These acids are dehydrated in the presence of ammonia to give nitriles, and then undergo catalytic hydrogenation to lead in particular to fatty amines.
Au sens de l'invention, l'aminé grasse de formule (I) est obtenue à partir d'au moins un acide carboxylique, de préférence d'au moins un acide gras. For the purposes of the invention, the fatty amine of formula (I) is obtained from at least one carboxylic acid, preferably at least one fatty acid.
Au sens de l'invention, le groupement alkyle de l'aminé grasse présente un nombre d'atome de carbone correspondant au nombre d'atome de carbone de la chaîne carbonée de l'acide carboxylique, de préférence correspondant au nombre d'atome de carbone de la chaîne carbonée de l'acide gras For the purposes of the invention, the alkyl group of the fatty amine has a number of carbon atoms corresponding to the number of carbon atoms of the carbon chain of the carboxylic acid, preferably corresponding to the number of carbon atoms. carbon of the carbon chain of the fatty acid
Au sens de l'invention, une même aminé grasse de formule (I) peut être substituée par plusieurs groupements alkyles obtenus à partir de plusieurs acides carboxyliques, identiques ou différents, de préférence obtenus à partir de plusieurs acides gras, identiques ou différents.  For the purposes of the invention, a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
Selon un mode de réalisation particulier de l'invention, le groupement alkyle est obtenu à partir d'acide gras choisi parmi les acides caprylique, pélargonique, caprique, undécylénique, laurique, tridécyléniques, myristiques, pentadécylique, palmitique, margarique, stéarique, nonadécylique, arachique, hénéicosanoïque, béhénique, tricosanoïque, lignocérique, pentacosanoïque, cérotique, heptacosanoïque, montanique, nonacosanoïque, mélissique, hentriacontanoïque, lacéroïque, et leurs dérivés ou des acides gras insaturés tels que l'acide palmitoléique, oléique, érucique, nervonique, linoléique, a-linolénique, c-linolénique, di-homo-c-linolénique, arachidonique, éicosapentaénoïque, docosahexanoique, et leurs dérivés. De préférence, les acides gras sont 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. Les huiles naturelles peuvent avoir été génétiquement modifiées de façon à enrichir leur teneur en certains acides gras, par exemple l'huile de colza ou de tournesol oléique. De manière générale, l'aminé grasse de formule (I) selon l'invention est préférentiellement obtenue à partir de ressources naturelles, végétales ou animales. Les traitements permettant d'aboutir à des aminés grasses à partir des huiles naturelles peuvent conduire à des mélanges de polyamines primaires, secondaires et tertiaires. According to one particular embodiment of the invention, the alkyl group is obtained from fatty acid chosen from caprylic, pelargonic, capric, undecylenic, lauric, tridecylenic, myristic, pentadecylic, palmitic, margaric, stearic and nonadecylic acids. arachic, henicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic, and their derivatives or unsaturated fatty acids such as palmitoleic acid, oleic acid, erucic acid, nervonic acid, linoleic acid, -linolenic, c-linolenic, di-homo-c-linolenic, arachidonic, eicosapentaenoic, docosahexanoic, and their derivatives. Preferably, the fatty acids are derived from the hydrolysis of triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soya oil, of cotton, flax, beef tallow. Natural oils may have been genetically modified to enrich their content of certain fatty acids, for example rapeseed oil or oleic sunflower oil. In general, the fatty amine of formula (I) according to the invention is preferably obtained from natural, vegetable or animal resources. Treatments for producing fatty amines from natural oils can lead to mixtures of primary, secondary and tertiary polyamines.
Selon un mode de réalisation particulier de l'invention, lorsque plusieurs aminés grasses sont utilisées pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile, lesdites aminés grasses forment un mélange d'amines grasses comprenant en proportions variables, tout ou une partie des composés répondant aux formules (la), (Ib), (le) et (Id) suivantes :According to a particular embodiment of the invention, when several fatty amines are used to prevent or reduce the abnormal combustion of the fuel in a motor vehicle engine, said fatty amines form a mixture of fatty amines comprising in variable proportions, all or a part of the compounds corresponding to the following formulas (Ia), (Ib), (Ie) and (Id):
Ri-[(NR2)-R3]-NR4R5 (Ib), R 1 - [(NR 2 ) -R 3 ] -NR 4 R 5 (Ib),
Ri-[(NR2)-R3]2-NR4R5 (le), R 1 - [(NR 2 ) -R 3 ] 2 -NR 4 R 5 (le),
Ri-[(NR2)-R3]3-NR4R5 (Id), R 1 - [(NR 2 ) -R 3 ] 3 -NR 4 R 5 (Id),
dans laquelle,  in which,
Ri représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 12 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ou un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant un ou plusieurs atome(s) de carbone, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène, Les préférences et les avantages pour les définitions des groupements Ri , R2, R3, R4, R5 et R6 des aminés grasses de formules (la), (Ib), (le) et (Id) sont tels que définis ci-dessus pour l'aminé grasse de formule (I) selon l'invention. R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen, preferably oxygen; , The preferences and advantages for the definitions of the groups R 1, R 2 , R 3 , R 4 , R 5 and R 6 of the fatty amines of formulas (Ia), (Ib), (Ic) and (Id) are as defined above for the fatty amine of formula (I) according to the invention.
Dans un autre mode de réalisation de l'invention, le mélange d'amines grasses est sous une forme purifiée, c'est-à-dire comprenant majoritairement un seul type d'amine de formule (la), (Ib), (le) ou (Id), par exemple majoritairement des monoamines de formule (la), des diamines de formule (Ib), des triamines de formule (le) ou encore majoritairement des tétramines de formule (Id). En particulier, le mélange d'amines grasses comprend majoritairement des tétramines de formule (Id). In another embodiment of the invention, the mixture of fatty amines is in a purified form, that is to say comprising predominantly a single type of amine of formula (Ia), (Ib), ) or (Id), for example predominantly monoamines of formula (Ia), diamines of formula (Ib), triamines of formula (Ia) or still predominantly tetramines of formula (Id). In particular, the mixture of fatty amines comprises predominantly tetramines of formula (Id).
Dans un autre mode de réalisation de l'invention, le mélange d'amines grasses comprend majoritairement : In another embodiment of the invention, the fatty amine mixture mainly comprises:
- des monoamines de formule (la), ou  monoamines of formula (Ia), or
- des diamines de formule (Ib), ou  diamines of formula (Ib), or
- des triamines de formule (le), ou  triamines of formula (Ic), or
- des tétramines de formule (le),  tetramines of formula (Ic),
dans laquelle, les groupements Ri , R2, R3, R4, R5 et R6 sont tels que définis ci- dessus. wherein, the groups R 1, R 2 , R 3, R 4 , R 5 and R 6 are as defined above.
Dans un autre mode de réalisation particulier de l'invention, le mélange d'amines grasses comprend majoritairement des monoamines de formule (la) dans laquelle : In another particular embodiment of the invention, the fatty amine mixture mainly comprises monoamines of formula (Ia) in which:
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, préférentiellement de 14 à 20 atomes de carbone, plus préférentiellement de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms,
• R4 et R5 représentent indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 5 atomes de carbone, de préférence de 1 à 3 atomes de carbone, plus préférentiellement un groupement méthyle. R 4 and R 5 independently represent 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, more preferably a methyl group.
Dans un autre mode de réalisation particulier de l'invention, le mélange d'amines grasses comprend majoritairement des diamines de formule (Ib) dans laquelle : In another particular embodiment of the invention, the fatty amine mixture mainly comprises diamines of formula (Ib) in which:
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, préférentiellement de 14 à 20 atomes de carbone, plus préférentiellement de 16 à 20 atomes de carbone, Ri represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 20 carbon atoms, preferentially from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms,
• R2 représente un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 5 atomes de carbone, de préférence de 1 à 3 atomes de carbone, plus préférentiellement un groupement méthyle,R 2 represents a saturated, linear or branched alkyl group comprising from 1 to 5 carbon atoms, preferably from 1 to 3 carbon atoms, more preferably a methyl group,
• R3 représente un groupement éthyle ou propyle, R 3 represents an ethyl or propyl group,
• R4 et R5 représentent indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 5 atomes de carbone, de préférence de 1 à 3 atomes de carbone, plus préférentiellement un groupement méthyle. R 4 and R 5 independently represent 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, more preferably a methyl group.
Dans un mode de réalisation préféré de l'invention, le mélange d'amines grasses comprend majoritairement des monoamines de formule RrNH2 (Ma), des diamines de formule R ^NR^-Raj-NH;? (Mb), des triamines de formule R1-[(NR2)-R3]2-NH2 (Mb), ou des tétramines de formule R1-[(NR2)-R3]3-NI-l2 (lld), dans laquelle : In a preferred embodiment of the invention, the mixture of fatty amines comprises mainly monoamines of formula RrNH 2 (Ma), diamines of formula R 1 NR 1 -Raj-NH 2 (Mb), triamines of formula R 1 - [(NR 2 ) -R 3 ] 2 -NH 2 (Mb), or tetramines of formula R 1 - [(NR 2 ) -R 3 ] 3 -NN-1 2 (lld), wherein:
• Ri ou R2 représente au moins un groupement alkyle, saturé ou insaturé, obtenu à partir d'un acide gras issu de la graisse de suif, ou de l'huile de soja, ou de l'huile de coco, ou de l'huile de tournesol (oléique), et R 1 or R 2 represents at least one alkyl group, saturated or unsaturated, obtained from a fatty acid derived from tallow fat, or soybean oil, or coconut oil, or from sunflower oil (oleic), and
• R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 2 atomes de carbone. • R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 2 carbon atoms.
Au sens de l'invention, lorsque Ri ou R2 représente un groupement alkyle saturé, ledit alkyle saturé est obtenu à partir d'un acide gras saturé ou à partir d'un acide gras insaturé ayant subi une hydrogénation, notamment de l'ensemble de ces doubles liaisons. In the context of the invention, when R 1 or R 2 represents a saturated alkyl group, said saturated alkyl is obtained from a saturated fatty acid or from a hydrogenated unsaturated fatty acid, in particular from the whole of these double bonds.
Avantageusement, le mélange d'amines grasses comprenant majoritairement des tétramines de formule R [(NR2)-R3]3-NH2 (lld) se présente sous la forme : Advantageously, the mixture of fatty amines comprising predominantly tetramines of formula R [(NR 2 ) -R 3 ] 3 -NH 2 (IId) is in the form:
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant de 14 à 16 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 14 to 16 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant au moins 18 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, et at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 18 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms, and
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant au moins 20 atomes de carbone ; R2 représente un atome d'hydrogène; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone. at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms.
En particulier, le mélange d'amines grasses comprenant majoritairement des tétramines de formule R1-[(NR2)- R3]3-NH2 (lld) se présente sous la forme : In particular, the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) - R 3] 3 -NH 2 (IId) is in the form:
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant de 14 à 16 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 14 to 16 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms,
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant au moins 18 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, et at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 18 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms, and
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié comprenant au moins 20 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, at least one fatty amine of formula (IId) in which R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising at least 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms,
la somme de la teneur en poids desdites aminés grasses de formule (Ile) étant supérieure à 90% par rapport au poids dudit mélange d'amines grasses. the sum of the weight content of said fatty amines of formula (IIc) being greater than 90% relative to the weight of said mixture of fatty amines.
Avantageusement, le mélange d'amines grasses comprenant majoritairement des tétramines de formule R1-[(NR2)-R3]3-NH2 (lld) se présente également sous la forme : Advantageously, the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) -R 3 ] 3 -NH 2 (IId) is also in the form:
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle insaturé linéaire ou ramifié comprenant de 16 à 20 atomes de carbone, de préférence de 18 à 20 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone et d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé linéaire ou ramifié comprenant de 16 à 20 atomes de carbone, de préférence de 18 à 20 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone. at least one fatty amine of formula (IId) in which R1 represents a linear or branched unsaturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms and at least one fatty amine of formula (IId) in which R1 represents a linear or branched saturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a linear saturated alkyl group comprising from 2 to 6 carbon atoms.
En particulier, le mélange d'amines grasses comprenant majoritairement des tétramines de formule R1-[(NR2)- R3]3-NH2 (lld) se présente sous la forme : In particular, the mixture of fatty amines comprising predominantly tetramines of formula R 1 - [(NR 2 ) - R 3] 3 -NH 2 (IId) is in the form:
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle insaturé linéaire ou ramifié comprenant de 16 à 20 atomes de carbone, de préférence de 18 à 20 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, at least one fatty amine of formula (IId) in which R1 represents a linear or branched unsaturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms,
d'au moins une aminé grasse de formule (lld) dans laquelle Ri représente un groupement alkyle saturé linéaire ou ramifié comprenant de 16 à 20 atomes de carbone, de préférence de 18 à 20 atomes de carbone ; R2 représente un atome d'hydrogène ; et R3 représente un groupement alkyle saturé, linéaire, comprenant de 2 à 6 atomes de carbone, at least one fatty amine of formula (IId) in which R1 represents a linear or branched saturated alkyl group comprising from 16 to 20 carbon atoms, preferably from 18 to 20 carbon atoms; R 2 represents a hydrogen atom; and R 3 represents a saturated, linear alkyl group comprising from 2 to 6 carbon atoms,
la somme de la teneur en poids desdites aminés grasses de formule (lld) étant supérieure à 90% par rapport au poids dudit mélange d'amines grasses. the sum of the weight content of said fatty amines of formula (IId) being greater than 90% relative to the weight of said mixture of fatty amines.
De préférence, le mélange d'amine grasse ne comprend pas d'amines grasses autres que des aminés grasses répondant à la formule (lld).  Preferably, the fatty amine mixture does not include fatty amines other than fatty amines of formula (IId).
Selon un mode de réalisation particulier de l'invention, lorsqu'une seule aminé grasse est utilisée pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile, ladite aminé grasse répond à l'une des formules suivante : According to a particular embodiment of the invention, when a single fatty amine is used to prevent or reduce the abnormal combustion of the fuel in a motor vehicle engine, said fatty amine corresponds to one of the following formulas:
- une monoamine de formule (lia), ou  a monoamine of formula (IIa), or
- une diamine de formule (Mb), ou  a diamine of formula (Mb), or
- une triamine de formule (Mb), ou  a triamine of formula (Mb), or
- une tétramine de formule (Ile),  a tetramine of formula (IIc),
dans laquelle, in which,
• Ri représente un groupement hydrocarboné saturé linéaire ou ramifié, comprenant au moins 14 atomes de carbone, • R2 représente indépendamment un atome d'hydrogène ou un groupement hydrocarboné saturé, linéaire ou ramifié, comprenant au moins 14 atomes de carbone, Ri represents a linear or branched saturated hydrocarbon group comprising at least 14 carbon atoms, R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising at least 14 carbon atoms,
• R3 représente un groupement hydrocarboné saturé, linéaire, comprenant au moins 2 atomes de carbone. • R 3 represents a linear saturated hydrocarbon group comprising at least 2 carbon atoms.
Dans ce mode de réalisation, l'aminé grasse est préférentiellement une tétramine de formule (lld) dans laquelle, In this embodiment, the fatty amine is preferably a tetramine of formula (IId) in which,
• Ri représente un groupement alkyle saturé linéaire ou ramifié, comprenant entre 14 et 18 atomes de carbone,  Ri represents a linear or branched saturated alkyl group comprising between 14 and 18 carbon atoms,
• R2 représente indépendamment un atome d'hydrogène ou un groupement hydrocarboné saturé, linéaire ou ramifié, comprenant entre 14 et 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising between 14 and 18 carbon atoms,
• R3 représente un groupement hydrocarboné saturé, linéaire, comprenant entre 2 et 6 atomes de carbone. • R 3 represents a saturated hydrocarbon group, linear, comprising between 2 and 6 carbon atoms.
Dans ce mode de réalisation, l'aminé grasse est avantageusement une tétramine de formule (lld) dans laquelle, In this embodiment, the fatty amine is advantageously a tetramine of formula (IId) in which,
• Ri représente un groupement alkyle saturé linéaire ou ramifié, comprenant entre 16 et 18 atomes de carbone,  Ri represents a linear or branched saturated alkyl group comprising between 16 and 18 carbon atoms,
• R2 représente indépendamment un atome d'hydrogène ou un groupement hydrocarboné saturé, linéaire ou ramifié, comprenant entre 16 et 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated hydrocarbon group, linear or branched, comprising between 16 and 18 carbon atoms,
• R3 représente un groupement éthyle ou propyle. • R 3 represents an ethyl or propyl group.
De manière préférée, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), les mélanges de polyalkylamines comprennent au moins 5% en poids de composés ayant une structure linéaire pure, étant donné que ces composés se sont révélés avoir un profil de viscosité acceptable. Preferably, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the polyalkylamine mixtures comprise at least 5% by weight of compounds having a pure linear structure, since these compounds have been found to have an acceptable viscosity profile.
Selon un mode de réalisation, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), les mélanges de polyalkylamines comprennent au moins 4% en masse (%m/m), de préférence au moins 5%m/m, de préférence au moins 6%m/m, de préférence plus de 7% m/m, de préférence plus de 7, 5% m/m, de préférence plus de 10%m/m, de préférence plus de 20%m/m de composés ramifiés dont au moins un de n ou z est supérieur ou égal à 1 . According to one embodiment, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the polyalkylamine mixtures comprise at least 4% by weight (% m / m), preferably at least 5% w / w, preferably at least 6% w / w, preferably more than 7% w / w, preferably more than 7.5% w / w, preferably more than 10% w / w, preferably more than 20 w / w% of branched compounds of which at least one of n or z is greater than or equal to 1.
Pour les produits de formule (III), cela signifie que pour les produits ramifiés, n doit être supérieur ou égal à 1 . For the products of formula (III), this means that for the branched products, n must be greater than or equal to 1.
De préférence, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), quand n, o, p ou z est égal à 0, l'atome d'hydrogène présent à l'extrémité de la chaîne est lié de manière covalente à l'atome d'azote secondaire correspondant. Preferably, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), when n, o, p or z is equal to 0, the hydrogen atom present at the end of the chain is covalently bound to the corresponding secondary nitrogen atom.
De préférence, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), le mélange comprend des composés de formules (III) et/ou (IV) dans lesquels n, o, p et z, quand ils sont différents de 0, sont égaux à 1 ou 2, de préférence, quand n, o, p et z sont différents de 0 ils sont égaux à 1 . Preferably, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the mixture comprises compounds of formulas (III) and / or (IV) in which n, o, p and z when they are different from 0, are equal to 1 or 2, preferably when n, o, p and z are different from 0 they are equal to 1.
Selon un mode de réalisation préféré, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), le mélange comprend essentiellement des composés de formules (III) et/ou (IV) pour lesquels n, o, p ou z représentent indépendamment 0, 1 ou 2, de préférence n, o, p ou z représentent indépendamment 0 ou 1 . According to a preferred embodiment, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the mixture essentially comprises compounds of formulas (III) and / or (IV) for which n, o, p or z are independently 0, 1 or 2, preferably n, o, p or z are independently 0 or 1.
Selon un mode de réalisation préféré, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), le mélange comprend essentiellement des composés de formules (III) et/ou (IV) et leur dérivés pour lesquels n, o, p et z représentent indépendamment 0, 1 ou 2, de préférence, n, o, p et z représentent indépendamment 0 ou 1 . According to a preferred embodiment, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the mixture essentially comprises compounds of formulas (III) and / or (IV) and their derivatives for wherein n, o, p and z are independently 0, 1 or 2, preferably n, o, p and z are independently 0 or 1.
Les dérivés des composés de formules (III) et/ou (IV) sont décrits ci-après. The derivatives of the compounds of formulas (III) and / or (IV) are described below.
Selon un mode de réalisation préféré, chaque groupe R est, indépendamment l'un de l'autre, un groupe alkyle, linéaire ou ramifié, comprend de 14 à 22 atomes de carbone, de préférence de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone. De manière générale, les aminés grasses de formule (III) et (IV) selon l'invention sont principalement obtenues à partir d'acides carboxyliques. Ces acides sont déshydratés en présence d'ammoniac pour donner des nitriles, et subissent ensuite une hydrogénation catalytique pour conduire notamment à des aminés grasses. According to a preferred embodiment, each R group is, independently of one another, a linear or branched alkyl group comprising from 14 to 22 carbon atoms, preferably from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms. In general, the fatty amines of formula (III) and (IV) according to the invention are mainly obtained from carboxylic acids. These acids are dehydrated in the presence of ammonia to give nitriles, and then undergo catalytic hydrogenation to lead in particular to fatty amines.
Au sens de l'invention, les aminés grasses de formule (III) et (IV) sont obtenues à partir d'au moins un acide carboxylique, de préférence d'au moins un acide gras. For the purposes of the invention, the fatty amines of formula (III) and (IV) are obtained from at least one carboxylic acid, preferably at least one fatty acid.
Au sens de l'invention, le groupement alkyle des aminés grasses de formule (III) et (IV) présente un nombre d'atome de carbone correspondant au nombre d'atome de carbone de la chaîne carbonée de l'acide carboxylique, de préférence correspondant au nombre d'atome de carbone de la chaîne carbonée de l'acide gras  Within the meaning of the invention, the alkyl group of the fatty amines of formula (III) and (IV) has a number of carbon atoms corresponding to the number of carbon atoms of the carbon chain of the carboxylic acid, preferably corresponding to the number of carbon atoms of the carbon chain of the fatty acid
Au sens de l'invention, une même aminé grasse de formule (I) peut être substituée par plusieurs groupements alkyles obtenus à partir de plusieurs acides carboxyliques, identiques ou différents, de préférence obtenus à partir de plusieurs acides gras, identiques ou différents.  For the purposes of the invention, a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
Au sens de l'invention, une même aminé grasse de formule (I) peut être substituée par plusieurs groupements alkyles obtenus à partir de plusieurs acides carboxyliques, identiques ou différents, de préférence obtenus à partir de plusieurs acides gras, identiques ou différents. For the purposes of the invention, a same fatty amine of formula (I) may be substituted with several alkyl groups obtained from several identical or different carboxylic acids, preferably obtained from several identical or different fatty acids.
Bien que les deux groupes R puissent être différents, ils sont, selon un mode de réalisation préféré, identiques, de tels composés étant produits de façon plus économique. Indépendamment du fait qu'ils soient identiques ou non, un ou les deux groupes R, indépendamment, sont issus de matière première chimique ou naturelle telle que les huiles et graisses naturelles. En particulier, si une matière première naturelle est utilisée, cela signifie que chaque groupe R peut avoir une répartition particulière dans la longueur de la chaîne carbonée. De façon appropriée, R est dérivé d'huile ou de graisse d'origine animale ou végétale telle que le suif, l'huile de coco et l'huile de palme. Puisque la préparation des polyalkylamines di- alkyl grasses selon l'invention comprend une étape d'hydrogénation, il peut être avantageux, lors du procédé de préparation des produits de l'invention, d'utiliser des groupes R hydrogénés. De manière avantageuse, le groupe R est un groupe de suif hydrogéné. De préférence, le groupe R de la matière première est insaturé et est (partiellement) hydrogéné lors du procédé de préparation de la polyalkylamine grasse. Although the two R groups may be different, they are, according to a preferred embodiment, identical, such compounds being produced more economically. Regardless of whether they are identical or not, one or both R groups, independently, are derived from chemical or natural raw material such as natural oils and fats. In particular, if a natural raw material is used, it means that each group R can have a particular distribution in the length of the carbon chain. Suitably, R is derived from oil or fat of animal or vegetable origin such as tallow, coconut oil and palm oil. Since the preparation of the di-alkyl fatty polyalkylamines according to the invention comprises a hydrogenation step, it may be advantageous during the process for preparing the products of the invention to use hydrogenated R groups. Advantageously, the group R is a group of tallow hydrogen. Preferably, the group R of the raw material is unsaturated and is (partially) hydrogenated during the process for preparing the fatty polyalkylamine.
Selon un mode de réalisation particulier de l'invention, quand l'aminé grasse est un mélange de polyalkylamines de formules (III) et/ou (IV), le groupement alkyle R est obtenu à partir d'acide gras choisi parmi les acides caprylique, pélargonique, caprique, undécylénique, laurique, tridécyléniques, myristiques, pentadécylique, palmitique, margarique, stéarique, nonadécylique, arachique, hénéicosanoïque, béhénique, tricosanoïque, lignocérique, pentacosanoïque, cérotique, heptacosanoïque, montanique, nonacosanoïque, mélissique, hentriacontanoïque, lacéroïque, et leurs dérivés ou des acides gras insaturés tels que l'acide palmitoléique, oléique, érucique, nervonique, linoléique, a-linolénique, c-linolénique, di-homo-c-linolénique, arachidonique, éicosapentaénoïque, docosahexanoique, et leurs dérivés. According to a particular embodiment of the invention, when the fatty amine is a mixture of polyalkylamines of formulas (III) and / or (IV), the alkyl group R is obtained from fatty acid chosen from caprylic acids. , pelargonic, capric, undecylenic, lauric, tridecylenic, myristic, pentadecylic, palmitic, margaric, stearic, nonadecylic, arachic, henicosanoic, behenic, tricosanoic, lignoceric, pentacosanoic, cerotic, heptacosanoic, montanic, nonacosanoic, melissic, hentriacontanoic, laceroic, and their derivatives or unsaturated fatty acids such as palmitoleic acid, oleic acid, erucic acid, nervonic acid, linoleic acid, α-linolenic acid, β-linolenic acid, di-homo-α-linolenic acid, arachidonic acid, eicosapentaenoic acid, docosahexanoic acid, and derivatives thereof.
De préférence, les acides gras sont 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. Les huiles naturelles peuvent avoir été génétiquement modifiées de façon à enrichir leur teneur en certains acides gras, par exemple l'huile de colza ou de tournesol oléique. Preferably, the fatty acids are derived from the hydrolysis of triglycerides present in vegetable and animal oils, such as coconut oil, palm oil, olive oil, peanut oil, rapeseed oil, sunflower oil, soya oil, of cotton, flax, beef tallow. Natural oils may have been genetically modified to enrich their content of certain fatty acids, for example rapeseed oil or oleic sunflower oil.
Les compositions de dérivés de polyalkylamines di-alkyl grasses de formules (III) et/ou (IV) selon l'invention comprennent des composés pour lesquels un ou plusieurs fragments NH de la polyalkylamine grasse de l'invention sont méthylés, alkoxylés, ou les deux. Il a été découvert que de tels composés possèdent une solubilité avantageuse, en particulier dans les huiles lubrifiantes. De manière avantageuse, les dérivés alkoxylés sont butoxylés, propoxylés et/ou éthoxylés. Si deux ou plus agents aikoxylants sont utilisés, ils peuvent être utilisés dans un ordre quelconque, par exemple EO-PO-EO, et les différentes unités aikoxy peuvent être de nature polyédrique et/ou présentes de façon aléatoire. De manière avantageuse, un groupe -NH2 primaire est alkoxylé avec un ou plusieurs oxydes d'alkylène d'une manière classique pour former un groupe -NH-AO-H, où AO représente un ou plusieurs motifs alkylène-oxy. Le groupe -NH-AO-H obtenu peut être en outre alkoxylé pour former des motifs -N(AO-H)2. En particulier, quand de grandes quantités d'oxyde d'alkylène (i.e. plus de 8 moles d'oxydes d'alkylène par mole de polyalkylamine) sont utilisées, en général une ou plusieurs des aminés secondaires, si présentes, sont alkoxylées. The di-alkyl fatty polyalkylamine derivative compositions of formulas (III) and / or (IV) according to the invention comprise compounds for which one or more NH fragments of the fatty polyalkylamine of the invention are methylated, alkoxylated, or two. Such compounds have been found to have advantageous solubility, particularly in lubricating oils. Advantageously, the alkoxylated derivatives are butoxylated, propoxylated and / or ethoxylated. If two or more alkoxylating agents are used, they may be used in any order, for example EO-PO-EO, and the different aikoxy units may be polyhedral in nature and / or randomly present. Advantageously, a primary -NH 2 group is alkoxylated with one or more alkylene oxides in a conventional manner to form a -NH-AO-H group, where AO represents one or more alkylene-oxy units. The -NH-AO-H group obtained can be further alkoxylated to form -N (AO-H) 2 units . In particular, when large Amounts of alkylene oxide (ie more than 8 moles of alkylene oxides per mole of polyalkylamine) are used, generally one or more of the secondary amines, if present, are alkoxylated.
Selon un mode de réalisation, toutes les fonctions aminés primaires et secondaires de la polyamine di-alkyl de formules (III) et/ou (IV) sont alkoxylées. Selon un autre mode de réalisation, les polyalkylamines di-alkyl grasses sont dérivées par méthylation d'une ou plusieurs fonctions NH de manière connue de l'homme du métier, par exemple par réaction avec de l'acide formique et du formaldéhyde. Selon un mode de réalisation, une ou plusieurs fonctions OH des di- alkyl polyalkylamines grasses alcoxylées sont méthylées de manière conventionnelle. According to one embodiment, all the primary and secondary amine functions of the di-alkyl polyamine of formulas (III) and / or (IV) are alkoxylated. According to another embodiment, the di-alkyl fatty polyalkylamines are derived by methylation of one or more NH functions in a manner known to those skilled in the art, for example by reaction with formic acid and formaldehyde. According to one embodiment, one or more OH functions of the alkoxylated fatty di-alkyl polyalkylamines are conventionally methylated.
Cependant, puisqu'il peut être plus économique de préparer des mélanges de polyalkylamines de formule (IV), les mélanges de polyalkylamine de formule (IV) sont préférés. Si c'est approprié, des mélanges de polyalkylamine de formules (III) et/ou (IV) sont utilisés. However, since it may be more economical to prepare polyalkylamine mixtures of formula (IV), the polyalkylamine mixtures of formula (IV) are preferred. If appropriate, polyalkylamine mixtures of formulas (III) and / or (IV) are used.
Les polyalkylamines branchées de l'invention peuvent être produites par n'importe quelle voie de synthèse connue de l'homme du métier. Une méthode conventionnelle de production peut être à partir d'une diamine et implique deux ou plusieurs cycles, de préférence deux pour des raisons économiques, chaque cycle comportant une étape de cyanoéthylation et une étape d'hydrogénation. Ce procédé est nommé par la suite procédé en deux étapes. Dans un procédé alternatif, un équivalent de di-alkyl diamine peut réagir en une seule étape avec deux équivalents ou plus d'acrylonitrile, suivie d'une hydrogénation. Dans ce cas, des cycles supplémentaires optionnels impliquant des étapes de cyanoéthylation et d'hydrogénation peuvent être envisagés. Un tel procédé en une étape peut être avantageux puisqu'il nécessite moins d'étapes intermédiaires. Afin d'augmenter la ramification dans le procédé en deux étapes, un catalyseur acide est utilisé tel que HCI ou l'acide acétique. Par ailleurs, l'augmentation de la température de réaction pendant la cyanoéthylation permet également d'augmenter la ramification dans ce procédé. Lors de la réalisation d'un procédé multicycles, la température d'une étape ultérieure de cyanoéthylation est supérieure à la température d'une étape de cyanoéthylation précédente, permettant l'obtention d'un composé avec la ramification désirée. Selon un mode de réalisation, plus d'une mole d'acrylonitrile par mole de polyamine initiale est utilisée, ce qui permet également d'augmenter la ramification du produit attendu au niveau souhaité. De manière appropriée et afin de maintenir un mélange réactionnel homogène, un solvant est utilisé. Les solvants préférés comprennent les alcools en Ci-4 et les diols en C2-4. De manière préférée, l'éthanol est utilisé, car il permet une facilité particulière de manipulation. De manière surprenante, il a été montré que les alcools en Ci-4 et les diols en C2-4 ne sont pas de simples solvants mais possèdent également une activité co-catalytique lors de l'étape de cyanoéthylation. La quantité de solvant employée peut varier selon une large gamme. Pour des raisons économiques, la quantité employée est de préférence minimale. La quantité de solvant, en particulier dans l'étape de cyanoéthylation, est de préférence inférieure à 50, 40, 30 ou 25% en poids par rapport au mélange réactionnel liquide. La quantité de solvant, en particulier dans l'étape de cyanoéthylation, est de préférence supérieure à 0.1 , 0.5, 1 , 5 ou 10% en poids par rapport au mélange réactionnel liquide. The branched polyalkylamines of the invention may be produced by any synthetic route known to those skilled in the art. A conventional method of production can be from a diamine and involves two or more cycles, preferably two for economic reasons, each cycle having a cyanoethylation step and a hydrogenation step. This process is subsequently named a two-step process. In an alternative process, one equivalent of di-alkyl diamine can react in one step with two or more equivalents of acrylonitrile, followed by hydrogenation. In this case, optional additional cycles involving cyanoethylation and hydrogenation steps may be considered. Such a one-step process may be advantageous since it requires fewer intermediate steps. In order to increase the branching in the two-step process, an acid catalyst is used such as HCl or acetic acid. On the other hand, increasing the reaction temperature during cyanoethylation also makes it possible to increase the branching in this process. When carrying out a multi-circle process, the temperature of a subsequent cyanoethylation step is greater than the temperature of a preceding cyanoethylation step, making it possible to obtain a compound with the desired branching. According to one embodiment, more than one mole of acrylonitrile per mole of initial polyamine is used, which also makes it possible to increase the branching of the expected product to the desired level. Suitably and in order to maintain a homogeneous reaction mixture, a solvent is used. Preferred solvents include C 1-4 alcohols and C 2-4 diols. Preferably, ethanol is used because it allows a particular ease of handling. Surprisingly, it has been shown that the Ci -4 alcohols and diols C 2 -4 are not of single solvents but also have a co-catalytic activity in the cyanoethylation step. The amount of solvent employed may vary over a wide range. For economic reasons, the amount employed is preferably minimal. The amount of solvent, particularly in the cyanoethylation step, is preferably less than 50, 40, 30 or 25% by weight based on the liquid reaction mixture. The amount of solvent, in particular in the cyanoethylation step, is preferably greater than 0.1, 0.5, 1, 5 or 10% by weight relative to the liquid reaction mixture.
Dans un mode de réalisation de l'invention, la teneur en poids d'amine grasse, par rapport au poids total de la composition lubrifiante, va de 0,1 à 5%, de préférence de 0,1 à 3%, avantageusement de 0,1 à 2%. In one embodiment of the invention, the weight content of fatty amine, relative to the total weight of the lubricating composition, ranges from 0.1 to 5%, preferably from 0.1 to 3%, advantageously from 0.1 to 2%.
Dans un mode particulier de réalisation de l'invention, la teneur en poids d'amine grasse, par rapport au poids total de la composition lubrifiante, va de 0,5 à 5%, de préférence de 0,5 à 3%, avantageusement de 0,5 à 2%. In a particular embodiment of the invention, the content by weight of fatty amine, relative to the total weight of the lubricating composition, ranges from 0.5 to 5%, preferably from 0.5 to 3%, advantageously from 0.5 to 2%.
La composition lubrifiante utilisée selon l'invention comprend également au moins une huile de base. The lubricating composition used according to the invention also comprises at least one base oil.
De manière générale, la composition lubrifiante utilisée selon l'invention peut comprendre tout type d'huile de base lubrifiante minérale, synthétique ou naturelle, animale ou végétale, connue de l'Homme du métier. In general, the lubricant composition used according to the invention may comprise any type of mineral, synthetic or natural lubricating base oil, animal or vegetable, known to those skilled in the art.
Les huiles de base utilisées dans les compositions lubrifiantes selon l'invention peuvent être des huiles d'origines minérales ou synthétiques appartenant aux groupes I à V selon les classes définies dans la classification API (ou leurs équivalents selon la classification ATIEL) (tableau A) ou leurs mélanges. Teneur en Teneur en Indice de saturés soufre viscosité (VI) The base oils used in the lubricant compositions according to the invention may be oils of mineral or synthetic origins belonging to groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) (Table A) or their mixtures. Content Content in Saturated Sulfur Viscosity Index (VI)
Groupement 1 Group 1
< 90 % > 0,03 % 80 <VI < 120 Huiles minérales  <90%> 0.03% 80 <VI <120 Mineral oils
Groupement II Group II
≥90 % <0,03 % 80 <VI < 120 Huiles hydrocraquées  ≥90% <0.03% 80 <VI <120 Hydrocracked oils
Groupement III  Group III
Huiles hydrocraquées ≥90 % <0,03 % ≥120 ou hydro-isomérisées  Hydrocracked oils ≥90% <0.03% ≥120 or hydro-isomerised
Groupement IV Polyalphaoléfines (PAO) Group IV Polyalphaolefines (PAO)
Esters et autres bases non incluses dans les groupes 1Esters and other bases not included in groups 1
Groupement V Group V
à IV  at IV
Tableau A  Table A
Les huiles de base minérales selon l'invention incluent tous types d'huiles de base obtenues par distillation atmosphérique et sous vide du pétrole brut, suivies d'opérations de raffinage telles qu'extraction au solvant, désalphatage, déparaffinage au solvant, hydrotraitement, hydrocraquage, hydroisomérisation et hydrofinition. The mineral base oils according to the invention include all types of base oils obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking. , hydroisomerization and hydrofinition.
Des mélanges d'huiles synthétiques et minérales peuvent également être employés. Il n'existe généralement aucune limitation quant à l'emploi de bases lubrifiantes différentes pour réaliser les compositions lubrifiantes utilisées 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 pour des moteurs ou pour des transmissions de véhicule.  Mixtures of synthetic and mineral oils can also be used. There is generally no limitation on the use of different lubricating bases for producing the lubricating compositions used according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur, oxidation resistance, adapted for use for engines or for vehicle transmissions.
Les huiles de bases des compositions lubrifiantes utilisées selon l'invention peuvent également être choisies parmi les huiles synthétiques, telles certains esters d'acides carboxyliques et d'alcools, et parmi les polyalphaoléfines. Les polyalphaoléfines utilisées comme huiles de base sont par exemple obtenues à partir de monomères comprenant de 4 à 32 atomes de carbone, par exemple à partir d'octène ou de décène, et dont la viscosité à 100 °C est comprise entre 1 ,5 et 15 mm2.s"1 selon la norme ASTM D445. Leur masse moléculaire moyenne est généralement comprise entre 250 et 3 000 selon la norme ASTM D5296. The base oils of the lubricant compositions used according to the invention may also be chosen from synthetic oils, such as certain carboxylic acid esters and alcohols, and from polyalphaolefins. The polyalphaolefins used as base oils are, for example, obtained from monomers comprising from 4 to 32 carbon atoms, for example from octene or decene, and whose viscosity at 100 ° C. is between 1, 5 and 15 mm 2 .s "1 according to ASTM D445 Their average molecular weight is generally between 250 and 3000 according to ASTM D5296.
De manière préférée, les huiles de base de la présente invention sont choisies parmi les huiles de base ci-dessus dont la teneur en aromatique est comprise entre 0 et 45%, de préférence entre 0 et 30%. La teneur en aromatique des huiles est mesurée selon la méthode UV Burdett. Preferably, the base oils of the present invention are chosen from the above base oils whose aromatic content is between 0 and 45%, preferably between 0 and 30%. The aromatic content of the oils is measured according to UV Burdett method.
De manière avantageuse, la composition lubrifiante utilisée selon l'invention comprend au moins 50 % en masse d'huiles de base par rapport à la masse totale de la composition.  Advantageously, the lubricant composition used according to the invention comprises at least 50% by weight of base oils relative to the total mass of the composition.
De manière plus avantageuse, la composition lubrifiante utilisée selon l'invention comprend au moins 60 % en masse, voire au moins 70 % en masse, d'huiles de base par rapport à la masse totale de la composition.  More advantageously, the lubricant composition used according to the invention comprises at least 60% by weight, or even at least 70% by weight, of base oils relative to the total mass of the composition.
De manière plus particulièrement avantageuse, la composition lubrifiante utilisée selon l'invention comprend de 60 à 99,5% en masse d'huiles de base, de préférence de 70 à 99,5 % en masse d'huiles de base, par rapport à la masse totale de la composition.  More particularly advantageously, the lubricant composition used according to the invention comprises from 60 to 99.5% by weight of base oils, preferably from 70 to 99.5% by weight of base oils, relative to the total mass of the composition.
De nombreux additifs peuvent être utilisés pour cette composition lubrifiante utilisée selon l'invention. Many additives can be used for this lubricant composition used according to the invention.
Les additifs préférés pour la composition lubrifiante utilisée selon l'invention sont choisis parmi les modificateurs de frottements, les détergents, les additifs antiusure, les additifs extrême-pression, les améliorants de l'indice de viscosité, les dispersants, les antioxydants, les améliorants du point d'écoulement, les antimousse, les épaississants et leurs mélanges.  The preferred additives for the lubricant composition used according to the invention are selected from friction modifiers, detergents, antiwear additives, extreme pressure additives, viscosity index improvers, dispersants, antioxidants, improvers pour point, antifoams, thickeners and their mixtures.
De manière préférée, la composition lubrifiante utilisée selon l'invention comprend au moins un additif anti-usure, au moins un additif extrême pression ou leurs mélanges.  Preferably, the lubricant composition used according to the invention comprises at least one antiwear additive, at least one extreme pressure additive or their mixtures.
Les additifs anti-usure et les additifs extrême pression protègent les surfaces en frottement par formation d'un film protecteur adsorbé sur ces surfaces.  Anti-wear additives and extreme pressure additives protect friction surfaces by forming a protective film adsorbed on these surfaces.
Il existe une grande variété d'additifs anti-usure. De manière préférée pour la composition lubrifiante selon l'invention, les additifs anti-usure sont choisis parmi des additifs phospho-soufrés comme les alkylthiophosphates métalliques, en particulier les alkylthiophosphates de zinc, et plus spécifiquement les dialkyldithiophosphates de zinc ou ZnDTP. Les composés préférés sont de formule Zn((SP(S)(OR7)(OR8))2, dans laquelle R7 et R8, identiques ou différents, représentent indépendamment un groupement alkyle, préférentiellement un groupement alkyle comportant de 1 à 18 atomes de carbone. There is a wide variety of anti-wear additives. In a preferred manner for the lubricating composition according to the invention, the anti-wear additives are chosen from phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates or ZnDTPs. The preferred compounds have the formula Zn ((SP (S) (OR 7 ) (OR 8 )) 2 , in which R 7 and R 8 , which may be identical or different, independently represent an alkyl group, preferentially an alkyl group containing from 1 to 18 carbon atoms.
Les phosphates d'amines sont également des additifs anti-usure qui peuvent être employés dans la composition lubrifiante selon l'invention. Toutefois, le phosphore apporté par ces additifs peut agir comme poison des systèmes catalytiques des automobiles car ces additifs sont générateurs de cendres. On peut minimiser ces effets en substituant partiellement les phosphates d'amines par des additifs n'apportant pas de phosphore, tels que, par exemple, les polysulfures, notamment les oléfines soufrées. Amine phosphates are also anti-wear additives which can be used in the lubricating composition according to the invention. However, the phosphorus provided by these additives can act as a poison for the 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.
De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre de 0,01 à 6 % en masse, préférentiellement de 0,05 à 4 % en masse, plus préférentiellement de 0,1 à 2 % en masse par rapport à la masse totale de composition lubrifiante, d'additifs anti-usure et d'additifs extrême-pression.  Advantageously, the lubricant composition according to the invention may comprise from 0.01 to 6% by weight, preferably from 0.05 to 4% by weight, more preferably from 0.1 to 2% by weight relative to the mass. total lubricating composition, anti-wear additives and extreme pressure additives.
De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre au moins un additif modificateur de frottement. L'additif modificateur de frottement peut être choisi parmi un composé apportant des éléments métalliques et un composé exempt de cendres. Parmi les composés apportant des éléments métalliques, on peut citer les complexes de métaux de transition tels que Mo, Sb, Sn, Fe, Cu, Zn dont les ligands peuvent être des composés hydrocarbonés comprenant des atomes d'oxygène, d'azote, de soufre ou de phosphore. Les additifs modificateurs de frottement exempt de cendres sont généralement d'origine organique et peuvent être choisis parmi les monoesters d'acides gras et de polyols, les aminés alcoxylées, les aminés grasses alcoxylées, les époxydes gras, les époxydes gras de borate; les aminés grasses ou les esters de glycérol d'acide gras. Selon l'invention, les composés gras comprennent au moins un groupement hydrocarboné comprenant de 10 à 24 atomes de carbone. Advantageously, the lubricant composition according to the invention may comprise at least one friction-modifying additive. The friction modifying additive may be chosen from a compound providing metal elements and an ash-free compound. Among the compounds providing metal elements, mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu and Zn, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus. The ashless friction modifier additives are generally of organic origin and may be selected from monoesters of fatty acids and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, borate fatty epoxides; fatty amines or fatty acid glycerol esters. According to the invention, the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre de 0,01 à 2 % en masse ou de 0,01 à 5 % en masse, préférentiellement de 0,1 à 1 ,5 % en masse ou de 0,1 à 2 % en masse par rapport à la masse totale de la composition lubrifiante, d'additif modificateur de frottement. De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre au moins un additif antioxydant.  Advantageously, the lubricant composition according to the invention may comprise from 0.01 to 2% by weight or from 0.01 to 5% by weight, preferably from 0.1 to 1.5% by weight or 0.1 at 2% by weight relative to the total mass of the lubricant composition, friction modifier additive. Advantageously, the lubricant composition according to the invention may comprise at least one antioxidant additive.
L'additif antioxydant permet généralement de retarder la dégradation de la composition lubrifiante en service. Cette dégradation peut notamment se traduire par la formation de dépôts, par la présence de boues ou par une augmentation de la viscosité de la composition lubrifiante.  The antioxidant additive generally serves to retard the degradation of the lubricating composition in service. This degradation can notably result in the formation of deposits, the presence of sludge or an increase in the viscosity of the lubricant composition.
Les additifs antioxydants agissent notamment comme inhibiteurs radicalaires ou destructeurs d'hydropéroxydes. Parmi les additifs antioxydants couramment employés, on peut citer les additifs antioxydants de type phénolique, les additifs antioxydants de type aminé, les additifs antioxydants phosphosoufrés. Certains de ces additifs antioxydants, par exemple les additifs antioxydants phosphosoufrés, peuvent être générateurs de cendres. Les additifs antioxydants phénoliques peuvent être exempt de cendres ou bien être sous forme de sels métalliques neutres ou basiques. Les additifs antioxydants peuvent notamment être 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 Ν,Ν'-dialkyle-aryle-diamines et leurs mélanges. Antioxidant additives act in particular as radical inhibitors or destroyers of hydroperoxides. Among the antioxidant additives commonly used, mention may be made of antioxidant additives of phenolic type, antioxidant additives of amine type, antioxidant phosphosulfur additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, can be ash generators. Phenolic antioxidant additives may be ash-free or may be in the form of neutral or basic metal salts. The antioxidant additives 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, Ν , Ν'-dialkyl-aryl diamines and mixtures thereof.
De préférence selon l'invention, les phénols stériquement encombrés sont choisis parmi les composés 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 C C10, de préférence un groupement alkyle en CrC6, de préférence un groupement alkyle en C4, de préférence par le groupement ter-butyle. Les composés aminés sont une autre classe d'additifs antioxydants pouvant être utilisés, éventuellement en combinaison avec les additifs antioxydants phénoliques. Des exemples de composés aminés sont les aminés aromatiques, par exemple les aminés aromatiques de formule NR9R10Rn dans laquelle R9 représente un groupement aliphatique ou un groupement aromatique, éventuellement substitué, R10 représente un groupement aromatique, éventuellement substitué, Ru représente un atome d'hydrogène, un groupement alkyle, un groupement aryle ou un groupement de formule Ri2S(0)zRi3 dans laquelle R12 représente un groupement alkylène ou un groupement alkenylène, R13 représente un groupement alkyle, un groupement alcényle ou un groupement aryle et z représente 0, 1 ou 2. Preferably, according to the invention, the sterically hindered phenols are chosen from compounds comprising a phenol group in which at least one vicinal carbon of the carbon bearing the alcohol function is substituted with at least one alkyl group containing 10 carbon atoms, preferably an alkyl group containing CrC 6 , preferably a C 4 alkyl group, preferably by the ter-butyl group. Amino compounds are another class of antioxidant additives that can be used, optionally in combination with phenolic antioxidant additives. Examples of amine compounds are aromatic amines, for example aromatic amines of formula NR 9 R 10 wherein R 9 represents an optionally substituted aliphatic or aromatic group, R 10 represents an optionally substituted aromatic group, Ru represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 2 S (O) z R 1 3 in which R 12 represents an alkylene group or an alkenylene group, R 13 represents an alkyl group, an alkenyl group or an aryl group and z represents 0, 1 or 2.
Des alkyl phénols sulfurisés ou leurs sels de métaux alcalins et alcalino-terreux peuvent également être utilisés comme additifs antioxydants. Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.
Une autre classe d'additifs antioxydants est celle des composés cuivrés, par exemples les thio- ou dithio-phosphates 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, les sels d'acide ou d'anhydride succiniques peuvent également être utilisés. Another class of antioxidant additives is copper compounds, for example copper thio- or dithio-phosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, copper acetylacetonates. Copper salts I and II, succinic acid or anhydride salts can also be used.
La composition lubrifiante selon l'invention peut contenir tous types d'additifs antioxydants connus de l'homme du métier.  The lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art.
De manière avantageuse, la composition lubrifiante comprend au moins un additif antioxydant exempt de cendres.  Advantageously, the lubricating composition comprises at least one ash-free antioxidant additive.
De manière également avantageuse, la composition lubrifiante selon l'invention comprend de 0,5 à 2 % en poids par rapport à la masse totale de la composition, d'au moins un additif antioxydant. La composition lubrifiante selon l'invention peut également comprendre au moins un additif détergent. Also advantageously, the lubricating composition according to the invention comprises from 0.5 to 2% by weight relative to the total weight of the composition, of at least one antioxidant additive. The lubricant composition according to the invention may also comprise at least one detergent additive.
Les additifs détergents permettent généralement de réduire la formation de dépôts à la surface des pièces métalliques par dissolution des produits secondaires d'oxydation et de combustion.  The detergent additives generally make it possible to reduce the formation of deposits on the surface of the metal parts by dissolving the secondary oxidation and combustion products.
Les additifs détergents utilisables dans la composition lubrifiante selon l'invention sont généralement connus de l'homme de métier. Les additifs détergents peuvent être des composés anioniques comprenant une longue chaîne hydrocarbonée lipophile et une tête hydrophile. Le cation associé peut être un cation métallique d'un métal alcalin ou alcalino-terreux.  The detergent additives that can be used in the lubricant composition according to the invention are generally known to those skilled in the art. The detergent additives may be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head. The associated cation may be a metal cation of an alkali metal or alkaline earth metal.
Les additifs détergents sont préférentiellement choisis parmi les sels de métaux alcalins ou de métaux alcalino-terreux d'acides carboxyliques, les sulfonates, les salicylates, les naphténates, ainsi que les sels de phénates. Les métaux alcalins et alcalino-terreux sont préférentiellement le calcium, le magnésium, le sodium ou le baryum.  The detergent additives are preferably chosen from the alkali metal or alkaline earth metal salts of carboxylic acids, the sulphonates, the salicylates, the naphthenates and the phenate salts. The alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium.
Ces sels métalliques comprennent généralement le métal en quantité stœchiométrique ou bien en excès, donc en quantité supérieure à la quantité stœchiométrique. Il s'agit alors d'additifs détergents surbasés ; le métal en excès apportant le caractère surbasé à l'additif détergent est alors généralement sous la forme d'un sel métallique insoluble dans l'huile, par exemple un carbonate, un hydroxyde, un oxalate, un acétate, un glutamate, préférentiellement un carbonate. De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre de 2 à 4 % en poids d'additif détergent par rapport à la masse totale de la composition lubrifiante.  These metal salts generally comprise the metal in stoichiometric amount or in excess, therefore in an amount greater than the stoichiometric amount. It is then overbased detergent additives; the excess metal bringing the overbased character to the detergent additive is then generally in the form of an oil insoluble metal salt, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate . Advantageously, the lubricant composition according to the invention may comprise from 2 to 4% by weight of detergent additive relative to the total mass of the lubricating composition.
De manière également avantageuse, la composition lubrifiante selon l'invention peut également comprendre au moins un additif abaisseur de point d'écoulement.  Also advantageously, the lubricant composition according to the invention may also comprise at least one pour point depressant additive.
En ralentissant la formation de cristaux de paraffine, les additifs abaisseurs de point d'écoulement améliorent généralement le comportement à froid de la composition lubrifiante selon l'invention. By slowing the formation of paraffin crystals, pour point depressant additives generally improve the cold behavior of the lubricant composition according to the invention.
Comme exemple d'additifs abaisseurs de point d'écoulement, on peut citer les polyméthacrylates d'alkyle, les polyacrylates, les polyarylamides, les polyalkylphénols, les polyalkylnaphtalènes, les polystyrènes alkylés.  As examples of pour point depressant additives, mention may be made of alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
De manière avantageuse, la composition lubrifiante selon l'invention peut également comprendre au moins un agent dispersant. Advantageously, the lubricant composition according to the invention may also comprise at least one dispersing agent.
L'agent dispersant peut être choisis parmi les bases de Mannich, les succinimides et leurs dérivés. De manière également avantageuse, la composition lubrifiante selon l'invention peut comprendre de 0,2 à 10 % en masse d'agent dispersant par rapport à la masse totale de la composition lubrifiante. The dispersing agent may be chosen from Mannich bases, succinimides and their derivatives. Also advantageously, the lubricating composition according to the invention may comprise from 0.2 to 10% by weight of dispersing agent relative to the total mass of the lubricating composition.
La composition lubrifiante de la présente invention peut également comprendre au moins un additif améliorant l'indice de viscosité. Comme exemples d'additifs améliorant l'indice de viscosité, on peut citer les esters polymères, les homopolymères ou les copolymères, hydrogénés ou non- hydrogénés, du styrène, du butadiène et de l'isoprène, les polyacrylates, les polyméthacrylates (PMA) ou encore les copolymères oléfines, notamment les copolymères ethylène/propylène. La composition lubrifiante selon l'invention peut se présenter sous différentes formes. La composition lubrifiante selon l'invention peut notamment être une composition anhydre.  The lubricating composition of the present invention may also comprise at least one viscosity index improving additive. Examples of additives improving the viscosity number include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, styrene, butadiene and isoprene, polyacrylates, polymethacrylates (PMA) or alternatively olefin copolymers, in particular ethylene / propylene copolymers. The lubricating composition according to the invention can be in various forms. The lubricant composition according to the invention may in particular be an anhydrous composition.
De manière préférée, cette composition lubrifiante n'est pas une émulsion.  Preferably, this lubricating composition is not an emulsion.
La composition lubrifiante définie ci-dessus est utilisée pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile. The lubricating composition defined above is used to prevent or reduce the abnormal combustion of fuel in a motor vehicle engine.
Par moteur de véhicule automobile selon l'invention, on entend plus particulièrement : Motor vehicle engine according to the invention more particularly means:
- les moteurs essence mais également les moteurs fonctionnant au gaz et à l'essence (moteurs dual fuel gaz/essence) ainsi que les moteurs fonctionnant au gaz et au gazole (moteurs dual fuel gaz/gazole) ;  - gasoline engines but also gas and gasoline engines (dual fuel gas / gasoline engines) as well as engines running on gas and diesel (dual fuel gas / diesel engines);
- les moteurs de véhicules poids lourds.  - the engines of heavy goods vehicles.
Par combustion anormale, on entend tout phénomène par lequel tout ou une partie du mélange carburé est enflammé de façon non contrôlée au sein de la chambre de combustion d'un moteur de véhicule automobile. Abnormal combustion means any phenomenon whereby all or part of the fuel mixture is ignited uncontrollably within the combustion chamber of a motor vehicle engine.
Par combustion anormale selon l'invention, on entend plus particulièrement les phénomènes suivants : Abnormal combustion according to the invention more particularly means the following phenomena:
- le pré-allumage, et en particulier le pré-allumage à basse vitesse (LSPI),  - pre-ignition, and in particular low-speed pre-ignition (LSPI),
- le cliquetis.  - the rattling.
- le super-cliquetis ou méga-cliquetis qui peut suivre un événement de préallumage.  - the super-rattling or mega-rattling that may follow a pre-ignition event.
Par pré-allumage selon l'invention, on inclut le phénomène de vibration basse fréquence produisant un effet sonore de ronflement (ou « Rumble » en anglais). Par carburant selon l'invention, on entend plus particulièrement l'essence ou le gaz. Dans un mode de réalisation de l'invention, le carburant est mélangé avec de l'air. Pre-ignition according to the invention includes the phenomenon of low frequency vibration producing a sound effect of humming (or "Rumble" in English). By fuel according to the invention is more particularly meant gasoline or gas. In one embodiment of the invention, the fuel is mixed with air.
Dans un mode de réalisation particulier de l'invention, la composition lubrifiante est utilisée pour prévenir et/ou diminuer la combustion anormale du carburant issue de l'auto-inflammation de la composition lubrifiante lors du cycle de compression du carburant du moteur de véhicule automobile. In a particular embodiment of the invention, the lubricant composition is used to prevent and / or reduce the abnormal combustion of the fuel resulting from the self-ignition of the lubricant composition during the fuel compression cycle of the motor vehicle engine .
L'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage dans un moteur de véhicule automobile. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce pre-ignition in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante, l'aminé grasse et l'huile de base décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition, the fatty amine and the base oil described above also apply to this use.
Ainsi, l'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage dans un moteur de véhicule automobile, l'aminé grasse étant choisie parmi : Thus, the subject of the invention is also the use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the pre-ignition in a motor vehicle engine, the amine fat being selected from:
- les aminés grasses de formule (I),  fatty amines of formula (I),
Ri-[(NR2)-R3]n-NR4R5, R 1 - [(NR 2 ) -R 3 ] n -NR 4 R 5 ,
(I)  (I)
- un mélange de polyalkylamines grasses comprenant une ou plusieurs polyalkylamines de formules (III) et/ou (IV) : a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
dans lesquelles  in which
• R, identique ou différent, représente un groupe alkyle, linéaire ou ramifié, comprenant de 8 à 22 atomes de carbone,  R, identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms,
• n et z, indépendamment l'un de l'autre, représentent 0, 1 , 2 ou 3, et N and z, independently of each other, represent 0, 1, 2 or 3, and
• quand z est supérieur à 0, o et p, indépendamment l'un de l'autre, représentent 0, 1 ,2 ou 3, • when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3,
ledit mélange comprenant au moins 3% en poids de composés ramifiés tels que au moins un de n ou z est supérieur ou égal à 1 , ou de leurs dérivés, ou  said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
- les mélanges d'amines grasses de formules (I), (III) et/ou (IV).  mixtures of fatty amines of formulas (I), (III) and / or (IV).
De préférence, l'aminé grasse est de formule (I), Preferably, the fatty amine is of formula (I),
R1-[(NR2)-R3]n-NR4R5, R 1 - [(NR 2 ) -R 3 ] n -NR 4 R 5,
(I)  (I)
L'ensemble des caractéristiques et préférences relatives à Ri , R2, R3, R4 et R5 décrites ci-dessus s'applique également à cette utilisation. The set of characteristics and preferences relating to Ri, R 2 , R 3 , R 4 and R 5 described above also applies to this use.
L'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage à basse vitesse (LSPI) dans un moteur de véhicule automobile. L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante, l'aminé grasse et l'huile de base décrites ci-dessus s'applique également à cette utilisation. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low-speed pre-ignition (LSPI) in a motor vehicle engine . All the characteristics and preferences relating to the lubricating composition, the fatty amine and the base oil described above also apply to this use.
Ainsi, l'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le pré-allumage à basse vitesse (LSPI) dans un moteur de véhicule automobile, l'aminé grasse étant choisie parmi : Thus, the subject of the invention is also the use of a lubricant composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low speed pre-ignition (LSPI) in a motor. a motor vehicle, the fatty amine being chosen from:
- les aminés grasses de formule (I)  fatty amines of formula (I)
Ri-[(NR2)-R3]n-NR4R5, R 1 - [(NR 2 ) -R 3 ] n -NR 4 R 5 ,
(I)  (I)
- un mélange de polyalkylamines grasses comprenant une ou plusieurs polyalkylamines de formules (III) et/ou (IV) :  a mixture of fatty polyalkylamines comprising one or more polyalkylamines of formulas (III) and / or (IV):
dans lesquelles  in which
R, identique ou différent, représente un groupe alkyle, linéaire ou ramifié, comprenant de 8 à 22 atomes de carbone,  R, identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms,
n et z, indépendamment l'un de l'autre, représentent 0, 1 , 2 ou 3, et quand z est supérieur à 0, o et p, indépendamment l'un de l'autre, représentent 0, 1 ,2 ou 3, ledit mélange comprenant au moins 3% en poids de composés ramifiés tels que au moins un de n ou z est supérieur ou égal à 1 , ou de leurs dérivés, ou n and z, independently of one another, represent 0, 1, 2 or 3, and when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3 said mixture comprising at least 3% by weight of branched compounds such that at least one of n or z is greater than or equal to 1, or of their derivatives, or
- les mélanges d'amines grasses de formules (I), (III) et/ou (IV).  mixtures of fatty amines of formulas (I), (III) and / or (IV).
De préférence, l'aminé grasse est de formule (I),Preferably, the fatty amine is of formula (I),
(I)  (I)
L'ensemble des caractéristiques et préférences relatives à R1 ; R2, R3, R4 et R5 décrites ci-dessus s'applique également à cette utilisation. The set of characteristics and preferences relating to R 1; R 2 , R 3 , R 4 and R 5 described above also applies to this use.
L'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer le cliquetis dans un moteur de véhicule automobile. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce rattling in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante, l'aminé grasse et l'huile de base décrites ci-dessus s'applique également à cette utilisation. L'invention a également pour objet l'utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une amine grasse pour prévenir et/ou diminuer la combustion anormale du gaz dans un moteur de véhicule automobile. All the characteristics and preferences relating to the lubricating composition, the fatty amine and the base oil described above also apply to this use. The invention also relates to the use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce the abnormal combustion of gas in a motor vehicle engine.
Par moteur de véhicule automobile, on entend plus particulièrement les moteurs de véhicules poids lourds fonctionnant au gaz. Motor vehicle engine is more particularly the engines of heavy vehicles operating on gas.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante, l'aminé grasse et l'huile de base décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition, the fatty amine and the base oil described above also apply to this use.
L'invention a également pour objet un procédé pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante décrites ci-dessus s'applique également à ce procédé. The invention also relates to a method for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above. All the characteristics and preferences relating to the lubricating composition described above also apply to this process.
L'invention a également pour objet un procédé pour prévenir ou diminuer le préallumage dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing the pre-ignition in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. .
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante décrites ci-dessus s'applique également à ce procédé.  All the characteristics and preferences relating to the lubricating composition described above also apply to this process.
L'invention a également pour objet un procédé pour prévenir ou diminuer le préallumage à basse vitesse (LSPI) dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing the low-speed preignition (LSPI) in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante décrites ci-dessus s'applique également à ce procédé. All the characteristics and preferences relating to the lubricating composition described above also apply to this process.
L'invention a également pour objet un procédé pour prévenir ou diminuer le cliquetis dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing rattling in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricant composition as defined above. .
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante décrites ci-dessus s'applique également à ce procédé. All the characteristics and preferences relating to the lubricating composition described above also apply to this process.
L'invention a également pour objet un procédé pour prévenir ou diminuer la combustion anormale du gaz dans un moteur de véhicule automobile, ledit procédé comprenant au moins une étape de mise en contact d'une pièce mécanique du moteur avec une composition lubrifiante telle que définie ci-dessus. The invention also relates to a method for preventing or reducing the abnormal combustion of gas in a motor vehicle engine, said method comprising at least one step of contacting a mechanical part of the engine with a lubricating composition as defined above.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante décrites ci-dessus s'applique également à ce procédé. L'invention a également pour objet l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile. All the characteristics and preferences relating to the lubricating composition described above also apply to this process. The invention also relates to the use of a fatty amine in a lubricant composition for preventing or reducing the abnormal combustion of fuel in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante et l'aminé grasse décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition and the fatty amine described above also apply to this use.
L'invention a également pour objet l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le pré-allumage dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce pre-ignition in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante et l'aminé grasse décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition and the fatty amine described above also apply to this use.
L'invention a également pour objet l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le pré-allumage à basse vitesse b(LSPI) dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce the low-speed pre-ignition b (LSPI) in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante et l'aminé grasse décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition and the fatty amine described above also apply to this use.
L'invention a également pour objet l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer le cliquetis dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition to prevent or reduce rattling in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante et l'aminé grasse décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition and the fatty amine described above also apply to this use.
L'invention a également pour objet l'utilisation d'une aminé grasse dans une composition lubrifiante pour prévenir ou diminuer la combustion anormale du gaz dans un moteur de véhicule automobile. The invention also relates to the use of a fatty amine in a lubricant composition for preventing or reducing the abnormal combustion of gas in a motor vehicle engine.
L'ensemble des caractéristiques et préférences relatives à la composition lubrifiante et l'aminé grasse décrites ci-dessus s'applique également à cette utilisation. All the characteristics and preferences relating to the lubricating composition and the fatty amine described above also apply to this use.

Claims

REVENDICATIONS
Utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer la combustion anormale du carburant dans un moteur de véhicule automobile, dans laquelle, l'aminé grasse est choisie parmi : Use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the abnormal combustion of the fuel in a motor vehicle engine, wherein the fatty amine is chosen from:
- les aminés grasses de formule (I) fatty amines of formula (I)
Ri-[(NR2)-R3]n-NR4R5, R 1 - [(NR 2 ) -R 3 ] n -NR 4 R 5 ,
(I)  (I)
dans laquelle, in which,
• Ri représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant au moins 12 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  Ri represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising at least 12 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ou un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, R 2 , R 4 or R 5 independently represents a hydrogen atom or a saturated or unsaturated hydrocarbon group, linear or branched, and optionally comprising at least one heteroatom chosen from nitrogen, sulfur or oxygen,
• R3 représente un groupement hydrocarboné saturé ou insaturé, linéaire ou ramifié, comprenant un ou plusieurs atome(s) de carbone, et comprenant optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, de préférence l'oxygène, R 3 represents a saturated or unsaturated hydrocarbon group, linear or branched, comprising one or more carbon atom (s), and optionally comprising at least one heteroatom selected from nitrogen, sulfur or oxygen, preferably oxygen,
• n représente un entier supérieur ou égal à 1 , plus préférentiellement compris entre 1 et 10, encore plus préférentiellement entre 1 et 6, encore avantageusement représente 1 , 2 ou 3 ;  N represents an integer greater than or equal to 1, more preferably between 1 and 10, even more preferably between 1 and 6, still advantageously representing 1, 2 or 3;
- un mélange de une ou plusieurs polyalkylamines de formules (I II) et/ou (IV) : a mixture of one or more polyalkylamines of formulas (I II) and / or (IV):
dans lesquelles  in which
R, identique ou différent, représente un groupe alkyle, linéaire ou ramifié, comprenant de 8 à 22 atomes de carbone,  R, identical or different, represents a linear or branched alkyl group comprising from 8 to 22 carbon atoms,
n et z, indépendamment l'un de l'autre, représentent 0, 1 , 2 ou 3, et quand z est supérieur à 0, o et p, indépendamment l'un de l'autre, représentent 0, 1 ,2 ou 3,  n and z, independently of one another, represent 0, 1, 2 or 3, and when z is greater than 0, o and p, independently of each other, represent 0, 1, 2 or 3
• ledit au moins 3% en poids de composés ramifiés tels que au moins un de n ou z est supérieur ou égal à 1 , ou de leurs dérivés.  Said at least 3% by weight of branched compounds such as at least one of n or z is greater than or equal to 1, or of their derivatives.
Utilisation selon la revendication 1 , dans laquelle : Use according to claim 1, wherein:
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 22 atomes de carbone, de préférence de 14 à 22 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène, et/ou R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 12 to 22 carbon atoms, preferably from 14 to 22 carbon atoms, and optionally at least one heteroatom chosen from nitrogen, sulfur or oxygen, and / or
• R2, R4 ou R5 représente indépendamment, un atome d'hydrogène ; un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 1 et 22 atomes de carbone, préférentiellement entre 14 et 22 atomes de carbone, plus préférentiellement entre 16 et 22 atomes de carbone ; ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire ou ramifié, comprenant au moins 2 atomes de carbone, de préférence entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représente un entier supérieur ou égal à 1 , de préférence compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, et/ou R 2 , R 4 or R 5 independently represents a hydrogen atom; a saturated or unsaturated, linear or branched alkyl group comprising between 1 and 22 carbon atoms, preferably between 14 and 22 carbon atoms, more preferably between 16 and 22 carbon atoms; or a group (R 6 -O) p -H in which R 6 is a saturated alkyl group, linear or branched, comprising at least 2 carbon atoms, preferably between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p represents an integer greater than or equal to 1, preferably between 1 and 6, more preferably between 1 and 4, and / or
• R3 représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. • R 3 represents a saturated or unsaturated alkyl group, linear or branched, comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
Utilisation selon la revendication 1 ou 2, dans laquelle : Use according to claim 1 or 2, wherein:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, avantageusement de 16 à 20 atomes de carbone et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, advantageously from 16 to 20 carbon atoms and optionally at least one heteroatom selected from 1 nitrogen, sulfur or oxygen,
• R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 1 à 20 atomes de carbone, préférentiellement de 16 à 20 atomes de carbone, plus préférentiellement de 16 à 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated, linear or branched alkyl group comprising from 1 to 20 carbon atoms, preferably from 16 to 20 carbon atoms, more preferably from 16 to 18 carbon atoms,
• R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone, R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms,
• R4 et R5 représentent un atome d'hydrogène ou un groupement méthyle, de préférence un atome d'hydrogène. R 4 and R 5 represent a hydrogen atom or a methyl group, preferably a hydrogen atom.
Utilisation selon l'une des revendications 1 à 3, dans laquelle : Use according to one of Claims 1 to 3, in which:
• n est égal à 3,  • n is equal to 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 12 à 20 atomes de carbone, de préférence de 14 à 20 atomes de carbone, plus préférentiellement de 16 à 20 atomes de carbone, et optionnellement au moins un hétéroatome choisi parmi l'azote, le soufre ou l'oxygène,  R 1 represents a saturated or unsaturated, linear or branched alkyl group comprising from 12 to 20 carbon atoms, preferably from 14 to 20 carbon atoms, more preferably from 16 to 20 carbon atoms, and optionally at least one chosen heteroatom; among nitrogen, sulfur or oxygen,
• R2 représente indépendamment un atome d'hydrogène ou un groupement alkyle saturé, linéaire ou ramifié, comprenant de 16 à 18 atomes de carbone, R 2 independently represents a hydrogen atom or a saturated alkyl group, linear or branched, comprising from 16 to 18 carbon atoms,
• R3 représente un groupement éthyle ou propyle, R 3 represents an ethyl or propyl group,
• R4 et R5 représentent un atome d'hydrogène. Utilisation selon la revendication 1 ou 2, dans laquelle : • R 4 and R 5 represent a hydrogen atom. Use according to claim 1 or 2, wherein:
• n est égal à 1 , 2 ou 3,  • n is 1, 2 or 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 6 atomes de carbone, plus préférentiellement entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 6, plus préférentiellement compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 6 carbon atoms, more preferably between 2 and 4 carbon atoms and p representing an integer between 1 and 6, more preferably between 1 and 4,
• R3 représente un groupement alkyle saturé et linéaire, comprenant entre 2 et 6 atomes de carbone, de préférence entre 2 et 4 atomes de carbone. R 3 represents a saturated and linear alkyl group comprising between 2 and 6 carbon atoms, preferably between 2 and 4 carbon atoms.
Utilisation selon l'une des revendications 1 , 2 ou 5, dans laquelle : Use according to one of Claims 1, 2 or 5, in which:
• n est égal à 3,  • n is equal to 3,
• Ri représente un groupement alkyle saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, de préférence de 16 à 20 atomes de carbone,  R 1 represents a linear or branched, saturated or unsaturated alkyl group comprising from 14 to 20 carbon atoms, preferably from 16 to 20 carbon atoms,
• R2, R4 et R5 représente indépendamment un atome d'hydrogène ou un groupement (R6-0)p-H dans lequel R6 est un groupement alkyle saturé, linéaire, comprenant entre 2 et 4 atomes de carbone et p représentant un entier compris entre 1 et 4, R 2 , R 4 and R 5 independently represent a hydrogen atom or a group (R 6 -O) p -H in which R 6 is a linear saturated alkyl group comprising between 2 and 4 carbon atoms and p representing an integer between 1 and 4,
• R3 représente un groupement éthyle ou propyle. • R 3 represents an ethyl or propyl group.
Utilisation selon la revendication 1 , dans laquelle le mélange de polyalkylamines de formules (III) et/ou (IV) comprend au moins 5% en poids de composés ayant une structure linéaire pure. Use according to claim 1, wherein the mixture of polyalkylamines of formulas (III) and / or (IV) comprises at least 5% by weight of compounds having a pure linear structure.
Utilisation selon la revendication 1 ou 7, dans laquelle le mélange de polyalkylamines de formules (III) et/ou (IV) comprend au moins 4%, de préférence au moins 5%, de préférence au moins 6%, de préférence plus de 7%, de préférence plus de 7,5%, de préférence plus de 10%, de préférence plus de 20% en masse de composés branchés tels que au moins n ou z est supérieur ou égal à 1 . Use according to claim 1 or 7, wherein the mixture of polyalkylamines of formulas (III) and / or (IV) comprises at least 4%, preferably at least 5%, preferably at least 6%, preferably more than 7%. %, preferably more than 7.5%, preferably more than 10%, preferably more than 20% by weight of branched compounds such as at least n or z is greater than or equal to 1.
9. Utilisation selon l'une quelconque des revendications 1 , 7 et 8, dans laquelle le mélange de polyalkylamines de formules (III) et/ou (IV) comprend au moins des polyalkylamines de formules (III) et/ou (IV) telles que quand n, o, p et z ne sont pas égaux à 0, ils sont égaux à 1 ou 2, de préférence, ils sont égaux 1 . 9. Use according to any one of claims 1, 7 and 8, wherein the mixture of polyalkylamines of formulas (III) and / or (IV) comprises at least polyalkylamines of formulas (III) and / or (IV) such that when n, o, p and z are not equal to 0, they are equal to 1 or 2, preferably they are equal to 1.
10. Utilisation selon l'une quelconque des revendications 1 et 7 à 9, dans laquelle le mélange de polyalkylamines de formules (III) et/ou (IV) comprend au moins des polyalkylamines de formules (III) et/ou (IV) pour lesquels n, o, p ou z représentent indépendamment 0, 1 ou 2, de préférence ils représentent indépendamment 0 ou 1 . 11. Utilisation selon l'une quelconque des revendications 1 et 7 à 10, dans laquelle le mélange de polyalkylamines de formules (III) et/ou (IV) comprend au moins des polyalkylamines de formules (III) et/ou (IV) et leurs dérivés pour lesquels n, o, p ou z représentent indépendamment 0, 1 ou 2, de préférence ils représentent indépendamment 0 ou 1 . 10. Use according to any one of claims 1 and 7 to 9, wherein the mixture of polyalkylamines of formulas (III) and / or (IV) comprises at least polyalkylamines of formulas (III) and / or (IV) for wherein n, o, p or z are independently 0, 1 or 2, preferably independently 0 or 1. 11. Use according to any one of claims 1 and 7 to 10, wherein the mixture of polyalkylamines of formulas (III) and / or (IV) comprises at least polyalkylamines of formulas (III) and / or (IV) and their derivatives for which n, o, p or z independently represent 0, 1 or 2, preferably they represent independently 0 or 1.
12. Utilisation selon l'une quelconque des revendications 1 à 1 1 , dans laquelle le mélange d'amines grasses de formules (I), (III) et/ou (IV) représente de 0,1 à 15%, de préférence de 0,5 à 10%, de préférence de 0,5 à 8% ou de 3 à 10% en poids par rapport au poids total de la composition lubrifiante. 12. Use according to any one of claims 1 to 1 1, wherein the mixture of fatty amines of formulas (I), (III) and / or (IV) represents from 0.1 to 15%, preferably from 0.5 to 10%, preferably 0.5 to 8% or 3 to 10% by weight relative to the total weight of the lubricating composition.
13. Utilisation selon l'une quelconque des revendications précédentes, dans laquelle l'aminé grasse représente de 0,1 à 5% en poids, de préférence de 0,1 à 3% en poids par rapport au poids total de la composition lubrifiante. 14. Utilisation selon l'une quelconque des revendications précédentes, dans laquelle le carburant est mélangé avec de l'air. 13. Use according to any one of the preceding claims, wherein the fatty amine represents from 0.1 to 5% by weight, preferably from 0.1 to 3% by weight relative to the total weight of the lubricating composition. 14. Use according to any one of the preceding claims, wherein the fuel is mixed with air.
15. Utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer le pré- allumage dans un moteur de véhicule automobile. 15. Use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce pre-ignition in a motor vehicle engine.
16. Utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer le préallumage à basse vitesse (LSPI) dans un moteur de véhicule automobile. 17. Utilisation d'une composition lubrifiante comprenant au moins une huile de base et au moins une aminé grasse pour prévenir et/ou diminuer le cliquetis dans un moteur de véhicule automobile. 16. Use of a lubricating composition comprising at least one base oil and at least one fatty amine for preventing and / or reducing the low-speed pre-ignition (LSPI) in a motor vehicle engine. 17. Use of a lubricant composition comprising at least one base oil and at least one fatty amine to prevent and / or reduce rattling in a motor vehicle engine.
EP16798662.9A 2015-11-12 2016-11-10 Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine Withdrawn EP3374477A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1560824A FR3043691A1 (en) 2015-11-12 2015-11-12 LUBRICATING COMPOSITIONS FOR PREVENTING OR REDUCING ABNORMAL COMBUSTION IN A MOTOR VEHICLE ENGINE
PCT/EP2016/077200 WO2017081116A1 (en) 2015-11-12 2016-11-10 Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine

Publications (1)

Publication Number Publication Date
EP3374477A1 true EP3374477A1 (en) 2018-09-19

Family

ID=55135366

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16798662.9A Withdrawn EP3374477A1 (en) 2015-11-12 2016-11-10 Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine

Country Status (5)

Country Link
US (1) US20180371356A1 (en)
EP (1) EP3374477A1 (en)
CN (1) CN108350382A (en)
FR (1) FR3043691A1 (en)
WO (1) WO2017081116A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3211062B1 (en) * 2016-02-29 2022-07-27 TotalEnergies OneTech Lubricant for a two-stroke marine engine

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112018017241B1 (en) * 2016-02-29 2022-04-19 Akzo Nobel Chemicals International B.V. POLYALKYLAMINE COMPOSITION, PROCESSES FOR PREPARING THE POLYALKYLAMINE COMPOSITION, PROCESS FOR PREPARING THE DERIVATIVES, AND USE OF A FATTY DIALKYL(ENE) POLYKYLAMINE COMPOSITION
SG11201806486PA (en) * 2016-02-29 2018-08-30 Akzo Nobel Chemicals Int Bv Dialkyl-polyalkylamine compositions, process for their preparation and their use
FR3065964B1 (en) * 2017-05-04 2020-03-13 Total Marketing Services USE OF A FATTY AMINE TO REDUCE AND / OR CONTROL THE ABNORMAL GAS COMBUSTION IN A MARINE ENGINE
US20200109343A1 (en) * 2018-10-04 2020-04-09 Chevron Oronite Company Llc Hydride donors as an additive for reducing low speed pre-ignition events
FR3095209B1 (en) * 2019-04-18 2021-10-22 Total Marketing Services PROCESS FOR REDUCING AND / OR CONTROL OF ABNORMAL GAS COMBUSTION IN A MARINE ENGINE OR A CONTROLLED IGNITION ENGINE

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB973679A (en) * 1961-08-04 1964-10-28 Exxon Research Engineering Co High performance lubricant for 2-stroke engines
US3544466A (en) * 1968-05-16 1970-12-01 Exxon Research Engineering Co Two-cycle lubricating oil compositions
US4250045A (en) * 1979-06-22 1981-02-10 Exxon Research & Engineering Co. Polymerized fatty acid amine derivatives useful as friction and wear-reducing additives
WO2006029966A1 (en) * 2004-09-13 2006-03-23 Ciba Specialty Chemicals Holding Inc. Alkylaminoacetamide lubricant additives
CN102395661B (en) * 2009-02-18 2017-03-15 路博润公司 In the lubricant as the amine derivative of friction improver
FR2974111B1 (en) * 2011-04-14 2013-05-10 Total Raffinage Marketing LUBRICANT CYLINDER FOR MARINE ENGINE TWO TIMES
CN103374085B (en) * 2012-04-26 2016-04-27 中国石油化工股份有限公司 A kind of Mannich base, its manufacture method and application thereof
US9499763B2 (en) * 2012-12-21 2016-11-22 Afton Chemical Corporation Additive compositions with plural friction modifiers
FR3005474B1 (en) * 2013-05-07 2016-09-09 Total Raffinage Marketing LUBRICANT FOR MARINE ENGINE
US8822392B1 (en) * 2013-07-18 2014-09-02 Afton Chemical Corporation Friction modifiers for lubricating oils
ES2640391T3 (en) * 2013-10-25 2017-11-02 Akzo Nobel Chemicals International B.V. Salts of fatty amines as friction modifying agents for lubricants
FR3027607B1 (en) * 2014-10-27 2018-01-05 Total Marketing Services LUBRICANT FOR MARINE ENGINE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3211062B1 (en) * 2016-02-29 2022-07-27 TotalEnergies OneTech Lubricant for a two-stroke marine engine

Also Published As

Publication number Publication date
US20180371356A1 (en) 2018-12-27
FR3043691A1 (en) 2017-05-19
WO2017081116A1 (en) 2017-05-18
CN108350382A (en) 2018-07-31

Similar Documents

Publication Publication Date Title
WO2017081116A1 (en) Lubricating compositions for preventing or reducing abnormal combustion in a motor vehicle engine
EP3331975B1 (en) Use of a fatty amine for preventing and/or reducing the metal losses of the parts in an engine
FR3069864B1 (en) LUBRICATING COMPOSITION COMPRISING A DIESTER
EP3331973A1 (en) Lubricating compositions for preventing or reducing pre-ignition in an engine
WO2018210829A1 (en) Use of lubricating compositions to improve the performance of a 4-stroke vehicle engine
EP3331974B1 (en) Use of lubricating compositions for preventing or reducing pre-ignition in an engine
EP3134495B1 (en) Use of a lubricant composition for reducing knocking
EP3430110B1 (en) Polyalkylene glycol-based lubricant composition
EP3237588A1 (en) Lubricating composition with phase-change material
EP3931288B1 (en) Lubricating composition for preventing or reducing pre-ignition in an engine
EP3619287B1 (en) Use of a fatty amine for reducing and/or controlling the abnormal combustion of gas in a marine engine
WO2016012491A1 (en) Lubricating composition comprising an anti-knock compound
WO2018002175A1 (en) Nitrogen oxide reduction
FR3092337A1 (en) Lubricating composition to prevent pre-ignition
EP3684893B1 (en) Use of esters in a lubricant composition for improving the cleanliness of an engine
FR3154120A1 (en) Lubricating composition comprising a re-refined lubricating oil and a spiro compound
HK1251606B (en) Use of a fatty amine for preventing and/or reducing the metal losses of the parts in an engine
WO2016102528A1 (en) Lubricating composition comprising a phase-change material

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: 20180511

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

DAV Request for validation of the european patent (deleted)
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: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20190601