WO2016150950A1 - Lubricating composition - Google Patents

Lubricating composition Download PDF

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Publication number
WO2016150950A1
WO2016150950A1 PCT/EP2016/056237 EP2016056237W WO2016150950A1 WO 2016150950 A1 WO2016150950 A1 WO 2016150950A1 EP 2016056237 W EP2016056237 W EP 2016056237W WO 2016150950 A1 WO2016150950 A1 WO 2016150950A1
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WO
WIPO (PCT)
Prior art keywords
composition according
lubricating composition
weight
polyalphaolefinic
group
Prior art date
Application number
PCT/EP2016/056237
Other languages
French (fr)
Inventor
Goulven BOUVIER
Alder DA COSTA D'AMBROS
Original Assignee
Total Marketing Services
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 filed Critical Total Marketing Services
Priority to EP16711811.6A priority Critical patent/EP3274432B1/en
Priority to CN201680017921.6A priority patent/CN107466315A/en
Priority to JP2017549451A priority patent/JP2018509512A/en
Priority to US15/560,528 priority patent/US20180112148A1/en
Publication of WO2016150950A1 publication Critical patent/WO2016150950A1/en

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    • 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
    • C10M111/00Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • 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
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/02Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
    • 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
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/70Esters of monocarboxylic acids
    • 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
    • C10M171/00Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/002Traction fluids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/0206Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • C10M2207/2815Esters of (cyclo)aliphatic monocarboxylic acids used as base material
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/02Viscosity; Viscosity index
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/04Molecular weight; Molecular weight distribution
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/065Saturated Compounds
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/067Unsaturated Compounds
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/069Linear chain compounds
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/071Branched chain compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/042Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
    • 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
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions

Definitions

  • the invention relates to the field of lubricating compositions, especially lubricating compositions for motor vehicles, in particular the field of lubricating compositions for transmission, gearbox or bridge.
  • the lubricating composition according to the invention comprises at least 30% by weight of the composition of at least one monoester, at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C. ranges from 40 to 3000 mm 2 . s "1 and at least one polyalphaolefinic oil (PAO) whose kinematic viscosity measured at 100 ° C ranges from 1.5 to 10 mm 2 s -1 .
  • the invention also relates to the use of this lubricant composition for reducing the fuel consumption of a vehicle equipped with a transmission, in particular a bridge or a gearbox, lubricated with this lubricating composition.
  • ATF oils for automatic transmission fluids because of their use, it appears for ATF oils very specific requirements which are a great constancy of the coefficient of friction throughout the stay for optimal gear change, excellent aging stability for long oil change intervals, good viscosity-temperature performance to ensure perfect operation with a hot engine and a cold engine and sufficient sealing compatibility with different elastomers used in transmission seals so that they do not swell, shrink or embrittle.
  • the lubricating vehicle compositions must therefore have improved properties and performance.
  • it is necessary to provide alternative lubricating compositions in particular lubricant compositions having a high viscosity index (VI) and a low tensile coefficient.
  • the desired lubricating compositions must have a high viscosity index in order to avoid cold energy losses due to friction but also to keep a sufficient lubricant film on the lubricated elements hot.
  • a high viscosity index thus guarantees a lower drop in viscosity when the temperature increases.
  • the invention provides a lubricating composition comprising
  • ⁇ R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising 2 to 18 carbon atoms;
  • PAO polyalphaolefinic
  • composition according to the invention comprises at least one monoester (a), at least one polyalphaolefinic oil (b) and at least one polyalphaolefinic oil (c). It may comprise only one monoester (a), one polyalphaolefinic oil (b) and one polyalphaolefinic oil (c). It may also comprise one, two or three monoesters (a) but also one, two or three polyalphaolefinic oils (b) or a two or three polyalphaolefinic oils (c).
  • the monoester (a) present in the lubricant composition according to the invention is a monoester of formula (I).
  • R 1 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 14 to 20 carbon atoms, preferentially from 14 to 18 carbon atoms. carbon, more preferably from 16 to 18 carbon atoms.
  • R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 3 to 14 carbon atoms, preferentially from 4 to 12 atoms carbon, more preferably from 4 to 10 carbon atoms.
  • ⁇ R 1 is a linear group and R 2 is a branched group; or ⁇ R 1 is a branched group and R 2 is a linear array; or
  • ⁇ R 1 and R 2 are linear arrays
  • R 1 and R 2 are branched groups.
  • a branched saturated group containing from 1 to 5 ranges of branching and whose branching chains comprise from 1 to 5 carbon atoms.
  • the monoester (a) present in the lubricating composition according to the invention is a monoester of formula (I) in which R 1 and R 2 are chosen from
  • a branched saturated group comprising from 1 to 5 branching chains
  • a branched saturated group containing from 1 to 5 ranges of branching and whose branching chains comprise from 1 to 5 carbon atoms. Also preferably, only R 1 or only R 2 is chosen from one or other of these groups.
  • the monoester (a) is of formula (I) in which
  • R 1 is a saturated group and R 2 is an unsaturated group
  • R 1 is an unsaturated group and R 2 is a saturated group
  • R 1 and R 2 are saturated groups
  • R 1 and R 2 are unsaturated groups.
  • a monoester (a) of formula (I) in which R 1 is a saturated group and R 2 is a saturated group is particularly preferred.
  • a monoester (a) of formula (I) in which R 1 is an unsaturated group and R 2 is a saturated group is more particularly preferred.
  • the monoester (a) of formula (I) according to the invention may be chosen from numerous monoesters.
  • stearates preferably alkyl stearates and alkenyl stearates, more preferentially C 4 -C 10 alkyl stearates, in particular butyl stearate, pentyl stearate, hexyl stearate, heptyl stearate, octyl stearate, nonyl stearate, decyl stearate.
  • oleates preferably alkyl oleates and alkenyl oleates, more preferentially C 4 -C 10 alkyl oleates, in particular butyl oleate, oleate of pentyl, hexyl oleate, heptyl oleate, octyl oleate, nonyl oleate, decyl oleate.
  • monoesters that may be suitable according to the invention include linoleate, preferably alkyl linoleate and alkenyl linoleate, more preferably C 4 -C 10 -alkyl linoleate, in particular butyl linoleate, pentyl linoleate, hexyl linoleate, heptyl linoleate, octyl linoleate, nonyl linoleate, decyl linoleate.
  • linoleate preferably alkyl linoleate and alkenyl linoleate, more preferably C 4 -C 10 -alkyl linoleate, in particular butyl linoleate, pentyl linoleate, hexyl linoleate, heptyl linoleate, octyl linole
  • the monoester (a) of formula (I) according to the invention may also be chosen from alkenes monoesters and alkyl monoesters, preferably C 2 -C 10 alkyl monoesters, in particular ethyl monoesters, propylene monoesters, butyl monoesters, pentyl monoesters, hexyl monoesters, heptyl monoesters, octyl monoesters, nonyl monoesters, decyl monoesters.
  • the lubricant composition according to the invention comprises from 30 to 70% by weight of the monoester composition of formula (I). Also advantageously, the lubricating composition according to the invention comprises from 30 to 60% by weight of the composition or from 30 to 50% by weight of the monoester composition of formula (!) ⁇
  • the lubricating composition according to the invention comprises at least two polyalphaolefinic oils (b) and (c). These are hydrogenated PAOs.
  • the polyalphaolefinic oil (b) is a heavy PAO. It has a kinematic viscosity measured at 100 ° C. according to ASTM D445 ranging from 40 to 3000 mm 2 .s -1 .
  • the polyalphaolefinic oil (c) is a light PAO It has a kinematic viscosity measured at 100 ° C. C according to ASTM D445 ranging from 1.5 to 10 mm 2 .s -1 .
  • the kinematic viscosity of the polyalphaolefinic oil (b), measured at 100 ° C. according to ASTM D445, ranges from 40 to 1500 mm 2 .s- 1, more preferably, the kinematic viscosity of the Polyalphaolefinic oil (b), measured at 100 ° C. according to ASTM D445, ranges from 40 to 300 mm 2 .s -1 .
  • the weight average molecular weight of the polyalphaolefinic oil (b) is greater than 2500 Da or ranges from 2500 to 80 000 Da. More preferably, the weight average molecular weight of the polyalphaolefinic oil (b) is from 4000 to 50,000 Da.
  • the polyalphaolefinic oil (b) has a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 40 to 1500 mm 2 .s -1 and a weight average molecular weight of 2 500 to 80,000 Da or 4,000 to 50,000 Da. More preferably, the polyalphaolefinic oil (b) has a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 40 to 300 mm 2 . s "1 and an average molecular weight ranging from 2 500 to 80 000 Da, or from 4 000 to 50 000 Da.
  • the kinematic viscosity of the polyalphaolefin oil (c), measured at 100 ° C according to ASTM D445, is from 1 5 to 10 mm 2 .s "1 or 2 to 10 mm 2 .s" 1 . More preferably, the kinematic viscosity of the polyalphaolefinic oil (c), measured at 100 ° C. according to ASTM D445, ranges from 1.5 to 8 mm 2 ⁇ s -1 or from 2 to 8 mm 2 ⁇ s. "1 .
  • the weight average molecular weight of the polyalphaolefinic oil (c) is less than 500 Da or is from 50 to 500 Da. More preferably, the weight average molecular weight of the polyalphaolefinic oil (c) is 50 to 350 Da or 50 to 300 Da.
  • the polyalphaolefinic oil (c) has a kinematic viscosity, measured at 100 ° C. according to ASTM D445, ranging from 1.5 to 8 mm 2 .s -1 and a weight average molecular weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da or a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 2 to 8 mm 2 s -1 and an average molecular weight of weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da.
  • the polyalphaolefinic oil (c) has a kinematic viscosity, measured at 100 ° C. according to ASTM D445, ranging from 1.5 to 6 mm 2 .s -1 and a weight average molecular weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da or a kinematic viscosity, measured at 100 ° C according to the ASTM D445 standard, ranging from 2 to 6 mm 2 . s "1 and an average molecular weight ranging from 50 to 500 Da, or from 50 to 350 Da, or from 50 to 300 Da.
  • polyalphaolefinic oil (c) As a particular polyalphaolefinic oil (c) according to the invention, mention may also be made of an oil with a kinematic viscosity at 100 ° C., measured according to the ASTM D445 standard, ranging from 3 to 4 mm 2 ⁇ s -1 , comprising more than 50% by weight of 9-methyl-1-octyl-henicosane, 1-decene trimer.
  • the respective proportions of polyalphaolefinic oils (b) and (c) within the lubricating composition according to the invention may vary.
  • the lubricating composition according to the invention comprises from 5 to 30%, preferably from 5 to 25%, by weight of the polyalphaolefinic oil composition (b).
  • the lubricating composition according to the invention comprises from 5 to 70%, preferably from 30 to 70%, by weight of the polyalphaolefinic oil composition (c).
  • the respective proportions of polyalphaolefinic oils (b) and (c) in the lubricant composition according to the invention may also vary according to the intended application for the lubricant composition according to the invention.
  • the lubricant composition according to the invention may comprise from 1 to 40% by weight of the polyalphaolefinic oil composition (b) and from 30 to 69% by weight of the composition of polyalphaolefinic oil (c).
  • the lubricating composition according to the invention may comprise other oils as well as additives.
  • the lubricating composition according to the invention may comprise any type of mineral lubricating base oil, synthetic or natural, animal or vegetable adapted to its use.
  • 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.
  • PAO polyalphaolefins
  • the mineral base oils useful according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking, hydroisomerization and hydrofinishing. Mixtures of synthetic and mineral oils can also be used.
  • lubricating bases there is generally no limitation on the use of different lubricating bases to make the lubricating compositions according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur content. , oxidation resistance, suitable for use for engines or for vehicle transmissions.
  • the base oils of the lubricating compositions according to the invention may also be chosen from synthetic oils, such as certain carboxylic acid esters and alcohols, as well as from polyalphaolefins.
  • the other 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 and 5. and 15 mm 2 . s "1 according to ASTM D445. Their weight average molecular weight is generally between 250 and 3000 Da according to ASTM D5296.
  • the lubricant composition according to the invention comprises at least 50% by weight of base oils relative to the total mass of the composition. More advantageously, the lubricating composition 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. Also advantageously, the lubricating composition according to the invention comprises from 75 to 99.9% by weight of base oils relative to the total mass of the composition.
  • Many additives can be used for the lubricant composition according to the invention.
  • the preferred additives for the lubricant composition according to the invention are chosen from detergent additives, anti-wear additives, friction modifying additives, extreme pressure additives, dispersants, pour point improvers, anti-wear agents and anti-wear agents. foam, thickeners and mixtures thereof.
  • the lubricant composition according to the invention comprises at least one pour point depressant additive or PPD agent (depressant point or pour point reducing agent).
  • PPD agent depressant point or pour point reducing agent
  • pour point reducing agents include alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes.
  • the lubricant composition according to the invention may also comprise at least one anti-wear 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.
  • 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 3 ) (OR 4 )) 2 , in which R 3 and R 4 , which may be identical or different, independently represent an alkyl group, preferably 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
  • 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. mass relative to the total mass of lubricating composition, antiwear 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 alkyl group and CrC 12 , ⁇ , ⁇ '-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 5 R 6 R 7 in which R 5 represents an optionally substituted aliphatic or aromatic group, R 6 represents an aromatic group, optionally substituted, R 7 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 8 S (O) z R 9 in which R 8 represents an alkylene group or an alkenylene group, R 9 represents an alkyl group, a alkenyl group or an aryl group and z represents 0, 1 or 2.
  • Sulfurized alkyl phenols or their alkali and alkaline earth metal salts may 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 preferentially chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as phenate salts.
  • the alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium. 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 .
  • 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 dispersing agent.
  • the dispersing agent may be chosen from Mannich bases, succinimides and their derivatives.
  • 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 may also comprise at least one viscosity index improving polymer.
  • viscosity index improver polymers include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, of styrene, butadiene and isoprene, polymethacrylates (PMA).
  • the lubricating composition according to the invention may comprise from 1 to 15% by weight relative to the total weight of the viscosity index improving lubricant composition.
  • the invention also relates to the use as a lubricant of the lubricating composition according to the invention.
  • the lubricant composition according to the invention is useful for lubricating a gear system, in particular a vehicle transmission, in particular a bridge or a gearbox.
  • the composition according to the invention is also advantageously used to reduce the fuel consumption of an engine, in particular a vehicle engine.
  • the composition according to the invention is used to reduce the fuel consumption of a vehicle equipped with a transmission, in particular a bridge or a gearbox, lubricated with this composition.
  • the invention also relates to the use of at least one lubricant composition according to the invention for reducing the traction coefficient of a transmission oil, preferably for reducing the traction coefficient of a gearbox oil. in particular a gearbox of a vehicle.
  • the invention also relates to the use for decreasing the tensile coefficient of a lubricating composition comprising at least one heavy PAO (b) and at least one light PAO (c) and at least 30% by weight of composition of a monoester (a) of formula (I) defined according to the invention.
  • the uses of the lubricant composition according to the invention comprise contacting at least one element of the transmission, in particular the gearbox or the bridge, with a lubricant composition according to the invention.
  • a second composition according to the invention is prepared in which the decyl oleate is replaced by butyl stearate (Stéarinerie Dubois).
  • the respective amounts of the various constituents are presented in Table 1 and are expressed in weight% relative to the weight of the final composition.
  • the viscosity index (Viscosity Index in English or VI) is measured according to the ASTM D2270 standard.
  • Composition (1) according to Composition (2) according to the invention (%) the invention (%) decyl oleate 30 0
  • Comparative Example 1 Preparation of Comparative Lubricating Compositions
  • Example 2 In a similar manner to Example 1, 3 comparative lubricating compositions are prepared by replacing the decyl oleate respectively with methyl oleate (Stéarinerie Dubois), methyl stearate (Stéarinerie Dubois) and isononanoate. isononyl (Stéarinerie Dubois).
  • the respective amounts of the various constituents are presented in Table 2 and are expressed in weight% relative to the weight of the final composition.
  • the lubricating compositions according to the invention have a better coefficient of traction than the comparative lubricating compositions.
  • Oxidation resistance properties of the prepared lubricating compositions are t D i m p os
  • KV 100 KV R 100
  • KV 40 KV 40
  • TAN Total Acid Number in English
  • PAI Peak Area Increase in English
  • Lubricating composition (1) Lubricating composition according to the comparative invention (1)

Abstract

The invention relates to the field of lubricating compositions, specifically of lubricating compositions for motor vehicles, and in particular to the field of lubricating compositions for a transmission, a gearbox or an axle. The lubricating composition according to the invention includes at least 30 wt.% of the composition of at least one monoester, at least one polyalphaolefin oil (PAO) with a kinematic viscosity, measured at 100°C, of 40 to 3,000 mm2.s-1, and at least one polyalphaolefin oil (PAO) with a kinematic viscosity, measured at 100°C, of 1 to 10 mm2.s-1. The invention also relates to the use of said lubricating composition to reduce the fuel consumption of a vehicle provided with a transmission, in particular with an axle or a gearbox, lubricated by means of said lubricating composition.

Description

COMPOSITION LUBRIFIANTE  LUBRICANT COMPOSITION
DESCRIPTION L'invention concerne le domaine des compositions lubrifiantes, notamment des compositions lubrifiantes pour véhicules automobiles, en particulier le domaine des compositions lubrifiantes pour transmission, pour boîte de vitesses ou pour pont. La composition lubrifiante selon l'invention comprend au moins 30 % en poids de la composition d'au moins un monoester, au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C va de 40 à 3 000 mm2.s"1 et au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C va de 1 ,5 à 10 mm2. s"1. L'invention concerne également l'utilisation de cette composition lubrifiante pour réduire la consommation de carburant d'un véhicule équipé d'une transmission, notamment d'un pont ou d'une boîte de vitesses, lubrifiée au moyen de cette composition lubrifiante. DESCRIPTION The invention relates to the field of lubricating compositions, especially lubricating compositions for motor vehicles, in particular the field of lubricating compositions for transmission, gearbox or bridge. The lubricating composition according to the invention comprises at least 30% by weight of the composition of at least one monoester, at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C. ranges from 40 to 3000 mm 2 . s "1 and at least one polyalphaolefinic oil (PAO) whose kinematic viscosity measured at 100 ° C ranges from 1.5 to 10 mm 2 s -1 . The invention also relates to the use of this lubricant composition for reducing the fuel consumption of a vehicle equipped with a transmission, in particular a bridge or a gearbox, lubricated with this lubricating composition.
Les huiles pour boîtes de vitesses ou pour pont, et plus généralement les huiles pour engrenages, doivent satisfaire à de nombreuses exigences, notamment liées au confort de conduite (passage de vitesse parfait, marche silencieuse, fonctionnement sans incident, grande fiabilité), à la durée de vie de l'ensemble (réduction de l'usure lors du passage à froid, pas de dépôts et grande stabilité thermique et à l'oxydation, sécurité de lubrification à hautes températures, situation de viscosité stable et absence de perte par cisaillement, longue durée de vie) ainsi qu'à la prise en compte d'aspects environnementaux (consommation de carburant inférieure, réduction de la consommation d'huile, faible dégagement de bruit, évacuation facile). Oils for gearboxes or for axles, and more generally for gear oils, must satisfy many requirements, notably related to driving comfort (perfect gearshift, quiet running, trouble-free operation, high reliability), at the same time. lifetime of the assembly (reduction of wear during cold passage, no deposits and high thermal stability and oxidation, safety of lubrication at high temperatures, stable viscosity situation and absence of shear loss, long service life) as well as taking into account environmental aspects (lower fuel consumption, reduced oil consumption, low noise, easy evacuation).
Il s'agit habituellement des exigences imposées aux huiles pour boîtes de vitesses à commande manuelle et engrenages d'essieux.  These are usually the requirements for manual gearbox oils and axle gears.
Concernant les exigences imposées aux huiles de boîtes automatiques (huiles ATF pour automatic transmission fluids), du fait de leur utilisation, il apparaît pour les huiles ATF des exigences très spécifiques qui sont une grande constance du coefficient de frottement pendant toute la durée du séjour pour un changement de vitesse optimal, une excellente stabilité au vieillissement pour de longs intervalles de vidange, une bonne tenue viscosité- température afin de garantir un parfait fonctionnement avec un moteur chaud et un moteur froid et une compatibilité d'étanchéité suffisante avec différents élastomères utilisés dans les joints de transmissions pour que ceux-ci ne gonflent pas, ne rétrécissent pas et ne se fragilisent pas. Concerning the requirements imposed on automatic gearbox oils (ATF oils for automatic transmission fluids), because of their use, it appears for ATF oils very specific requirements which are a great constancy of the coefficient of friction throughout the stay for optimal gear change, excellent aging stability for long oil change intervals, good viscosity-temperature performance to ensure perfect operation with a hot engine and a cold engine and sufficient sealing compatibility with different elastomers used in transmission seals so that they do not swell, shrink or embrittle.
Par ailleurs, dans le domaine de l'automobile, la recherche de la réduction des émissions de C02 oblige à développer des produits lubrifiants permettant de réduire le frottement dans les boîtes de vitesses et dans les différentiels de ponts. Cette réduction du frottement dans les boîtes de vitesses et dans les différentiels de ponts doit être obtenue pour différentes conditions de fonctionnement. Ces réductions de frottements doivent concerner les frottements internes au lubrifiant mais également les frottements des éléments constituants les boîtes de vitesses ou les différentiels de ponts, en particulier les éléments métalliques. Moreover, in the automotive field, the search for the reduction of C0 2 emissions requires the development of lubricant products that reduce friction in gearboxes and bridge differentials. This reduction of friction in the gearboxes and in the bridge differentials must be obtained for different operating conditions. These friction reductions must concern the internal friction of the lubricant but also the friction of the elements constituting the gearboxes or bridge differentials, in particular the metal elements.
La nature des compositions lubrifiantes pour moteur pour automobiles a une influence sur l'émission de polluants et sur la consommation de carburant. Les compositions lubrifiantes pour moteur pour véhicule permettant des économies d'énergie sont souvent désignées « fuel-eco » (FE), en terminologie anglo-saxonne. De telles huiles « fuel-eco » ont été développées pour satisfaire ces nouveaux besoins. La réduction des pertes d'énergie est donc une recherche constante dans le domaine des compositions lubrifiantes pour véhicule. The nature of automotive engine lubricating compositions has an influence on pollutant emissions and fuel consumption. Vehicle lubricant compositions for energy saving are often referred to as "fuel-eco" (FE) in English terminology. Such "fuel-eco" oils have been developed to meet these new needs. The reduction of energy losses is therefore a constant search in the field of lubricant compositions for vehicles.
Les compositions lubrifiantes pour véhicule doivent donc posséder des propriétés et des performances améliorées. Il est notamment nécessaire de fournir des compositions lubrifiantes alternatives, en particulier des compositions lubrifiantes possédant un indice de viscosité (VI) élevé ainsi qu'un faible coefficient de traction. The lubricating vehicle compositions must therefore have improved properties and performance. In particular, it is necessary to provide alternative lubricating compositions, in particular lubricant compositions having a high viscosity index (VI) and a low tensile coefficient.
Les compositions lubrifiantes recherchées doivent posséder un indice de viscosité élevé afin d'éviter les pertes énergétiques à froid du fait des frottements mais également pour maintenir à chaud un film de lubrifiant suffisant sur les éléments lubrifiés. Un indice de viscosité élevé garantit donc une baisse moindre de la viscosité lorsque la température augmente. The desired lubricating compositions must have a high viscosity index in order to avoid cold energy losses due to friction but also to keep a sufficient lubricant film on the lubricated elements hot. A high viscosity index thus guarantees a lower drop in viscosity when the temperature increases.
II est également nécessaire de fournir des compositions lubrifiantes alternatives présentant une bonne résistance à l'oxydation. It is also necessary to provide alternative lubricating compositions with good oxidation resistance.
Il existe donc un besoin de disposer de compositions lubrifiantes pour transmission de véhicule qui permettent d'apporter une solution à tout ou partie des problèmes des compositions lubrifiantes de l'état de la technique. Ainsi, l'invention fournit une composition lubrifiante comprenant There is therefore a need for lubricating compositions for vehicle transmission which can provide a solution to all or part of the problems of the lubricant compositions of the prior art. Thus, the invention provides a lubricating composition comprising
(a) au moins 30 % en poids de la composition d'au moins un monoester de formule (I)  (a) at least 30% by weight of the composition of at least one monoester of formula (I)
Figure imgf000004_0001
Figure imgf000004_0001
dans laquelle  in which
R1 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 24 atomes de carbone ; R 1 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 14 to 24 carbon atoms;
R2 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 2 à 18 atomes de carbone ; R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising 2 to 18 carbon atoms;
(b) au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 va de 40 à 3 000 mm2.s"1 ; (b) at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C according to ASTM D445 is from 40 to 3000 mm 2 .s -1 ;
(c) au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 va de 1 ,5 à 10 mm2. s"1. (c) at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C. according to ASTM D445 is from 1.5 to 10 mm 2 . s "1 .
La composition selon l'invention comprend au moins un monoester (a), au moins huile polyalphaoléfinique (b) et au moins une huile polyalphaoléfinique (c). Elle peut ne comprendre qu'un seul monoester (a), qu'une seule huile polyalphaoléfinique (b) et qu'une seule huile polyalphaoléfinique (c). Elle peut également comprendre un, deux ou trois monoesters (a) mais également une, deux ou trois huiles polyalphaoléfiniques (b) ou encore une deux ou trois huiles polyalphaoléfiniques (c). The composition according to the invention comprises at least one monoester (a), at least one polyalphaolefinic oil (b) and at least one polyalphaolefinic oil (c). It may comprise only one monoester (a), one polyalphaolefinic oil (b) and one polyalphaolefinic oil (c). It may also comprise one, two or three monoesters (a) but also one, two or three polyalphaolefinic oils (b) or a two or three polyalphaolefinic oils (c).
Le monoester (a) présent au sein de la composition lubrifiante selon l'invention est un monoester de formule (I). De manière préférée pour le monoester (a) de formule (I) selon l'invention, R1 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, préférentiellement de 14 à 18 atomes de carbone, plus préférentiellement de 16 à 18 atomes de carbone. De manière également préférée pour le monoester (a) de formule (I) selon l'invention, R2 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 3 à 14 atomes de carbone, préférentiellement de 4 à 12 atomes de carbone, plus préférentiellement de 4 à 10 atomes de carbone. The monoester (a) present in the lubricant composition according to the invention is a monoester of formula (I). Preferably, for the monoester (a) of formula (I) according to the invention, R 1 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 14 to 20 carbon atoms, preferentially from 14 to 18 carbon atoms. carbon, more preferably from 16 to 18 carbon atoms. Also preferably for the monoester (a) of formula (I) according to the invention, R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 3 to 14 carbon atoms, preferentially from 4 to 12 atoms carbon, more preferably from 4 to 10 carbon atoms.
De manière avantageuse, le monoester (a) présent au sein de la composition lubrifiante selon l'invention est un monoester de formule (I) dans laquelle  Advantageously, the monoester (a) present in the lubricant composition according to the invention is a monoester of formula (I) in which
R1 est un groupement linéaire et R2 est un groupement ramifié ; ou R1 est un groupement ramifié et R2 est un groupement linéaire ; ou R 1 is a linear group and R 2 is a branched group; or R 1 is a branched group and R 2 is a linear array; or
R1 et R2 sont des groupements linéaires ; ou R 1 and R 2 are linear arrays; or
R1 et R2 sont des groupements ramifiés. R 1 and R 2 are branched groups.
De manière préférée, le monoester (a) présent au sein de la composition lubrifiante selon l'invention est un monoester de formule (I) dans laquelle R1 et R2 sont des groupements linéaires. Preferably, the monoester (a) present in the lubricant composition according to the invention is a monoester of formula (I) in which R 1 and R 2 are linear groups.
De manière particulièrement préférée, le monoester (a) présent au sein de la composition lubrifiante selon l'invention est un monoester de formule (I) dans laquelle R1 et R2 représentent indépendamment un groupement choisi parmi In a particularly preferred manner, the monoester (a) present in the lubricating composition according to the invention is a monoester of formula (I) in which R 1 and R 2 independently represent a group chosen from
■ un groupement saturé linéaire ;  A linear saturated group;
un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification ; a branched saturated group containing from 1 to 5 branching chains;
un groupement saturé ramifié dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone ; a saturated branched group whose branching chains comprise from 1 to 5 carbon atoms;
un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification et dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone. a branched saturated group containing from 1 to 5 ranges of branching and whose branching chains comprise from 1 to 5 carbon atoms.
De manière également préférée, le monoester (a) présent au sein de la composition lubrifiante selon l'invention est un monoester de formule (I) dans laquelle R1 et R2 sont choisis parmi Also preferably, the monoester (a) present in the lubricating composition according to the invention is a monoester of formula (I) in which R 1 and R 2 are chosen from
un groupement saturé linéaire ; a linear saturated group;
■ un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification ; A branched saturated group comprising from 1 to 5 branching chains;
un groupement saturé ramifié dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone ; a saturated branched group whose branching chains comprise from 1 to 5 carbon atoms;
un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification et dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone. De manière également préférée, seul R1 ou seul R2 est choisi parmi l'un ou l'autre de ces groupements. a branched saturated group containing from 1 to 5 ranges of branching and whose branching chains comprise from 1 to 5 carbon atoms. Also preferably, only R 1 or only R 2 is chosen from one or other of these groups.
De manière préférée, le monoester (a) est de formule (I) dans laquelle  Preferably, the monoester (a) is of formula (I) in which
R1 est un groupement saturé et R2 est un groupement insaturé ; ou R 1 is a saturated group and R 2 is an unsaturated group; or
R1 est un groupement insaturé et R2 est un groupement saturé ; ou R 1 is an unsaturated group and R 2 is a saturated group; or
■ R1 et R2 sont des groupements saturés ; ou R 1 and R 2 are saturated groups; or
R1 et R2 sont des groupements insaturés. R 1 and R 2 are unsaturated groups.
Un monoester (a) de formule (I) dans laquelle R1 est un groupement saturé et R2 est un groupement saturé est particulièrement préféré. Un monoester (a) de formule (I) dans laquelle R1 est un groupement insaturé et R2 est un groupement saturé est plus particulièrement préféré. Le monoester (a) de formule (I) selon l'invention peut être choisi parmi de nombreux monoesters. De manière préférée, il est choisi parmi les stéarates, de préférence les stéarates d'alkyle et les stéarates d'alcényle, plus préférentiellement les stéarates de C4- C10-alkyle, en particulier le stéarate de butyle, le stéarate de pentyle, le stéarate d'hexyle, le stéarate d'heptyle, le stéarate d'octyle, le stéarate de nonyle, le stéarate de décyle. De manière également préférée, il est choisi parmi les oléates, de préférence les oléates d'alkyle et les oléates d'alcényle, plus préférentiellement les oléates de C4-C10-alkyle, en particulier l'oléate de butyle, l'oléate de pentyle, l'oléate d'hexyle, l'oléate d'heptyle, l'oléate d'octyle, l'oléate de nonyle, l'oléate de décyle. A monoester (a) of formula (I) in which R 1 is a saturated group and R 2 is a saturated group is particularly preferred. A monoester (a) of formula (I) in which R 1 is an unsaturated group and R 2 is a saturated group is more particularly preferred. The monoester (a) of formula (I) according to the invention may be chosen from numerous monoesters. Preferably, it is chosen from stearates, preferably alkyl stearates and alkenyl stearates, more preferentially C 4 -C 10 alkyl stearates, in particular butyl stearate, pentyl stearate, hexyl stearate, heptyl stearate, octyl stearate, nonyl stearate, decyl stearate. Also preferably, it is chosen from oleates, preferably alkyl oleates and alkenyl oleates, more preferentially C 4 -C 10 alkyl oleates, in particular butyl oleate, oleate of pentyl, hexyl oleate, heptyl oleate, octyl oleate, nonyl oleate, decyl oleate.
Comme autres monoesters pouvant convenir selon l'invention, on peut citer les linoléates, de préférence les linoléates d'alkyle et les linoléates d'alcényle, plus préférentiellement les linoléates de C4-Ci0-alkyle, en particulier le linoléate de butyle, le linoléate de pentyle, le linoléate d'hexyle, le linoléate d'heptyle, le linoléate d'octyle, le linoléate de nonyle, le linoléate de décyle. On peut également citer les palmitoléates ; les palmitates ; les linolénates ; les eicosénoates ; les esters d'acide érucique ; les esters d'acide nervonique. Le monoester (a) de formule (I) selon l'invention peut également être choisi parmi les monoesters alcéniques et les monoesters alkyliques, de préférence les monoesters C2- C10-alkyliques, en particulier les monoesters éthyliques, les monoesters propyliques, les monoesters butyliques, les monoesters pentyliques, les monoesters hexyliques, les monoesters heptyliques, les monoesters octyliques, les monoesters nonyliques, les monoesters décyliques. Other monoesters that may be suitable according to the invention include linoleate, preferably alkyl linoleate and alkenyl linoleate, more preferably C 4 -C 10 -alkyl linoleate, in particular butyl linoleate, pentyl linoleate, hexyl linoleate, heptyl linoleate, octyl linoleate, nonyl linoleate, decyl linoleate. Mention may also be made of palmitoleates; palmitates; linolenates; eicosenoates; erucic acid esters; the nervonic acid esters. The monoester (a) of formula (I) according to the invention may also be chosen from alkenes monoesters and alkyl monoesters, preferably C 2 -C 10 alkyl monoesters, in particular ethyl monoesters, propylene monoesters, butyl monoesters, pentyl monoesters, hexyl monoesters, heptyl monoesters, octyl monoesters, nonyl monoesters, decyl monoesters.
De manière avantageuse, la composition lubrifiante selon l'invention comprend de 30 à 70 % en poids de la composition de monoester de formule (I). De manière également avantageuse, la composition lubrifiante selon l'invention comprend de 30 à 60 % en poids de la composition ou de 30 à 50 % en poids de la composition de monoester de formule (!) Advantageously, the lubricant composition according to the invention comprises from 30 to 70% by weight of the monoester composition of formula (I). Also advantageously, the lubricating composition according to the invention comprises from 30 to 60% by weight of the composition or from 30 to 50% by weight of the monoester composition of formula (!)
Outre le monoester (a), la composition lubrifiante selon l'invention comprend aux moins deux huiles polyalphaoléfiniques (b) et (c). Il s'agit de PAO hydrogénées. L'huile polyalphaoléfinique (b) est une PAO lourde. Elle possède une viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 allant de 40 à 3 000 mm2.s"1. L'huile polyalphaoléfinique (c) est une PAO légère. Elle possède une viscosité cinématique mesurée à 1 00 °C selon la norme ASTM D445 allant de 1 ,5 à 1 0 mm2.s"1. De manière préférée, la viscosité cinématique de l'huile polyalphaoléfinique (b), mesurée à 100 °C selon la norme ASTM D445, va de 40 à 1 500 mm2.s"1. De manière plus préférée, la viscosité cinématique de l'huile polyalphaoléfinique (b), mesurée à 100 °C selon la norme ASTM D445, va de 40 à 300 mm2.s"1. In addition to the monoester (a), the lubricating composition according to the invention comprises at least two polyalphaolefinic oils (b) and (c). These are hydrogenated PAOs. The polyalphaolefinic oil (b) is a heavy PAO. It has a kinematic viscosity measured at 100 ° C. according to ASTM D445 ranging from 40 to 3000 mm 2 .s -1 . The polyalphaolefinic oil (c) is a light PAO It has a kinematic viscosity measured at 100 ° C. C according to ASTM D445 ranging from 1.5 to 10 mm 2 .s -1 . Preferably, the kinematic viscosity of the polyalphaolefinic oil (b), measured at 100 ° C. according to ASTM D445, ranges from 40 to 1500 mm 2 .s- 1, more preferably, the kinematic viscosity of the Polyalphaolefinic oil (b), measured at 100 ° C. according to ASTM D445, ranges from 40 to 300 mm 2 .s -1 .
De manière également préférée, la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (b) est supérieure à 2 500 Da ou va de 2 500 à 80 000 Da. De manière plus préférée, la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (b) va de 4 000 à 50 000 Da. Also preferably, the weight average molecular weight of the polyalphaolefinic oil (b) is greater than 2500 Da or ranges from 2500 to 80 000 Da. More preferably, the weight average molecular weight of the polyalphaolefinic oil (b) is from 4000 to 50,000 Da.
De manière particulièrement préférée, l'huile polyalphaoléfinique (b) possède une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 40 à 1 500 mm2.s"1 et une masse moléculaire moyenne en poids allant de 2 500 à 80 000 Da ou de 4 000 à 50 000 Da. De manière plus particulièrement préférée, l'huile polyalphaoléfinique (b) possède une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 40 à 300 mm2. s"1 et une masse moléculaire moyenne en poids allant de 2 500 à 80 000 Da ou de 4 000 à 50 000 Da. Particularly preferably, the polyalphaolefinic oil (b) has a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 40 to 1500 mm 2 .s -1 and a weight average molecular weight of 2 500 to 80,000 Da or 4,000 to 50,000 Da. More preferably, the polyalphaolefinic oil (b) has a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 40 to 300 mm 2 . s "1 and an average molecular weight ranging from 2 500 to 80 000 Da, or from 4 000 to 50 000 Da.
De manière préférée, la viscosité cinématique de l'huile polyalphaoléfinique (c), mesurée à 100 °C selon la norme ASTM D445, va de 1 ,5 à 10 mm2.s"1 ou de 2 à 10 mm2.s"1. De manière plus préférée, la viscosité cinématique de l'huile polyalphaoléfinique (c), mesurée à 100 °C selon la norme ASTM D445, va de 1 ,5 à 8 mm2.s"1 ou de 2 à 8 mm2.s"1. Preferably, the kinematic viscosity of the polyalphaolefin oil (c), measured at 100 ° C according to ASTM D445, is from 1 5 to 10 mm 2 .s "1 or 2 to 10 mm 2 .s" 1 . More preferably, the kinematic viscosity of the polyalphaolefinic oil (c), measured at 100 ° C. according to ASTM D445, ranges from 1.5 to 8 mm 2 · s -1 or from 2 to 8 mm 2 · s. "1 .
De manière également préférée, la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (c) est inférieure à 500 Da ou va de 50 à 500 Da. De manière plus préférée, la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (c) va de 50 à 350 Da ou de 50 à 300 Da.  Also preferably, the weight average molecular weight of the polyalphaolefinic oil (c) is less than 500 Da or is from 50 to 500 Da. More preferably, the weight average molecular weight of the polyalphaolefinic oil (c) is 50 to 350 Da or 50 to 300 Da.
De manière particulièrement préférée, l'huile polyalphaoléfinique (c) possède une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 1 ,5 à 8 mm2.s"1 et une masse moléculaire moyenne en poids allant de 50 à 500 Da ou de 50 à 350 Da ou de 50 à 300 Da ou bien une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 2 à 8 mm2. s"1 et une masse moléculaire moyenne en poids allant de 50 à 500 Da ou de 50 à 350 Da ou de 50 à 300 Da. Particularly preferably, the polyalphaolefinic oil (c) has a kinematic viscosity, measured at 100 ° C. according to ASTM D445, ranging from 1.5 to 8 mm 2 .s -1 and a weight average molecular weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da or a kinematic viscosity, measured at 100 ° C according to ASTM D445, ranging from 2 to 8 mm 2 s -1 and an average molecular weight of weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da.
De manière plus particulièrement préférée, l'huile polyalphaoléfinique (c) possède une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 1 ,5 à 6 mm2.s"1 et une masse moléculaire moyenne en poids allant de 50 à 500 Da ou de 50 à 350 Da ou de 50 à 300 Da ou bien une viscosité cinématique, mesurée à 100 °C selon la norme ASTM D445, allant de 2 à 6 mm2. s"1 et une masse moléculaire moyenne en poids allant de 50 à 500 Da ou de 50 à 350 Da ou de 50 à 300 Da. More preferably, the polyalphaolefinic oil (c) has a kinematic viscosity, measured at 100 ° C. according to ASTM D445, ranging from 1.5 to 6 mm 2 .s -1 and a weight average molecular weight ranging from 50 to 500 Da or 50 to 350 Da or 50 to 300 Da or a kinematic viscosity, measured at 100 ° C according to the ASTM D445 standard, ranging from 2 to 6 mm 2 . s "1 and an average molecular weight ranging from 50 to 500 Da, or from 50 to 350 Da, or from 50 to 300 Da.
Comme huile polyalphaoléfinique (c) particulière selon l'invention, on peut également citer une huile de viscosité cinématique à 100 °C, mesurée selon la norme ASTM D445, allant de 3 à 4 mm2.s"1 , comprenant plus de 50 % en poids de 9-methyl-1 1 -octyl-henicosane, trimère de 1 -décène. As a particular polyalphaolefinic oil (c) according to the invention, mention may also be made of an oil with a kinematic viscosity at 100 ° C., measured according to the ASTM D445 standard, ranging from 3 to 4 mm 2 · s -1 , comprising more than 50% by weight of 9-methyl-1-octyl-henicosane, 1-decene trimer.
Les proportions respectives d'huiles polyalphaoléfiniques (b) et (c) au sein de la composition lubrifiante selon l'invention peuvent varier. De manière préférée, la composition lubrifiante selon l'invention comprend de 5 à 30 %, de préférence de 5 à 25 %, en poids de la composition d'huile polyalphaoléfinique (b). De manière également préférée, la composition lubrifiante selon l'invention comprend de 5 à 70 %, de préférence de 30 à 70 %, en poids de la composition d'huile polyalphaoléfinique (c). Les proportions respectives d'huiles polyalphaoléfiniques (b) et (c) au sein de la composition lubrifiante selon l'invention peuvent également varier selon l'application visée pour la composition lubrifiante selon l'invention. Ainsi, pour une utilisation comme lubrifiant pour boîte de vitesses, la composition lubrifiante selon l'invention peut comprendre de 1 à 40 % en poids de la composition d'huile polyalphaoléfinique (b) et de 30 à 69 %, en poids de la composition d'huile polyalphaoléfinique (c). The respective proportions of polyalphaolefinic oils (b) and (c) within the lubricating composition according to the invention may vary. Preferably, the lubricating composition according to the invention comprises from 5 to 30%, preferably from 5 to 25%, by weight of the polyalphaolefinic oil composition (b). Also preferably, the lubricating composition according to the invention comprises from 5 to 70%, preferably from 30 to 70%, by weight of the polyalphaolefinic oil composition (c). The respective proportions of polyalphaolefinic oils (b) and (c) in the lubricant composition according to the invention may also vary according to the intended application for the lubricant composition according to the invention. Thus, for use as a gearbox lubricant, the lubricant composition according to the invention may comprise from 1 to 40% by weight of the polyalphaolefinic oil composition (b) and from 30 to 69% by weight of the composition of polyalphaolefinic oil (c).
De manière générale, outre le monoester (a) et huiles polyalphaoléfiniques (b) et (c), la composition lubrifiante selon l'invention peut comprendre d'autres huiles ainsi que des additifs. La composition lubrifiante selon l'invention peut comprendre tout type d'huile de base lubrifiante minérale, synthétique ou naturelle, animale ou végétale, adaptées à son utilisation. In general, besides the monoester (a) and polyalphaolefinic oils (b) and (c), the lubricating composition according to the invention may comprise other oils as well as additives. The lubricating composition according to the invention may comprise any type of mineral lubricating base oil, synthetic or natural, animal or vegetable adapted to its use.
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. 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.
Teneur en Teneur en Indice de saturés soufre viscosité (VI)  Content Content in Saturated Sulfur Viscosity Index (VI)
Groupement I Group I
< 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 Groupement III > 90% <0.03% 80 <VI <120 Hydrocracked oils Group III
Huiles hydrocraquées > 90 % < 0,03 % > 120 ou hydro-isomérisées  Hydrocracked oils> 90% <0,03%> 120 or hydro-isomerized
Groupement IV polyalphaoléfines (PAO) esters et autres bases non incluses dans les groupes 1Group IV polyalphaolefins (PAO) esters 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 utiles selon l'invention incluent tous types de bases 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. Des mélanges d'huiles synthétiques et minérales peuvent également être employés. The mineral base oils useful according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, desalphating, solvent dewaxing, hydrotreatment, hydrocracking, hydroisomerization and hydrofinishing. Mixtures of synthetic and mineral oils can also be used.
Il n'existe généralement aucune limitation quant à l'emploi de bases lubrifiantes différentes pour réaliser les compositions lubrifiantes selon l'invention, si ce n'est qu'elles doivent avoir des propriétés, notamment de viscosité, indice de viscosité, teneur en soufre, résistance à l'oxydation, adaptées à une utilisation pour des moteurs ou pour des transmissions de véhicule. There is generally no limitation on the use of different lubricating bases to make the lubricating compositions according to the invention, except that they must have properties, in particular viscosity, viscosity index, sulfur content. , oxidation resistance, suitable for use for engines or for vehicle transmissions.
Les huiles de base des compositions lubrifiantes selon l'invention peuvent également être choisies parmi les huiles synthétiques, tels certains esters d'acides carboxyliques et d'alcools, ainsi que parmi les polyalphaoléfines. Les autres 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 en poids est généralement comprise entre 250 et 3 000 Da selon la norme ASTM D5296. The base oils of the lubricating compositions according to the invention may also be chosen from synthetic oils, such as certain carboxylic acid esters and alcohols, as well as from polyalphaolefins. The other 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 and 5. and 15 mm 2 . s "1 according to ASTM D445. Their weight average molecular weight is generally between 250 and 3000 Da according to ASTM D5296.
De manière avantageuse, la composition lubrifiante selon l'invention comprend au moins 50 % en masse d'huiles de base par rapport à la masse totale de la composition. De manière plus avantageuse, la composition lubrifiante 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. De manière également avantageuse, la composition lubrifiante selon l'invention comprend de 75 à 99,9 % en masse d'huiles de base par rapport à la masse totale de la composition. De nombreux additifs peuvent être utilisés pour la composition lubrifiante selon l'invention. Les additifs préférés pour la composition lubrifiante selon l'invention sont choisis parmi les additifs détergents, les additifs anti-usure, les additifs modificateurs de frottement, les additifs extrême pression, les dispersants, les améliorants du point d'écoulement, les agents anti-mousse, les épaississants et leurs mélanges. Advantageously, the lubricant composition according to the invention comprises at least 50% by weight of base oils relative to the total mass of the composition. More advantageously, the lubricating composition 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. Also advantageously, the lubricating composition according to the invention comprises from 75 to 99.9% by weight of base oils relative to the total mass of the composition. Many additives can be used for the lubricant composition according to the invention. The preferred additives for the lubricant composition according to the invention are chosen from detergent additives, anti-wear additives, friction modifying additives, extreme pressure additives, dispersants, pour point improvers, anti-wear agents and anti-wear agents. foam, thickeners and mixtures thereof.
De manière préférée, la composition lubrifiante selon l'invention comprend au moins un additif améliorant du point d'écoulement ou agent PPD (pour point depressant ou agent de réduction du point d'écoulement). En ralentissant la formation de cristaux de paraffine, les agents de réduction du point d'écoulement améliorent généralement le comportement à froid de la composition lubrifiante selon l'invention. Comme exemples d'agents de réduction du point d'écoulement, on peut citer les polyméthacrylates d'alkyle, les polyacrylates, les polyarylamides, les polyalkylphénols, les polyalkylnaphtalènes, les polystyrènes alkylés. La composition lubrifiante selon l'invention peut également comprendre au moins un additif anti-usure, au moins un additif extrême pression ou leurs mélanges. Preferably, the lubricant composition according to the invention comprises at least one pour point depressant additive or PPD agent (depressant point or pour point reducing agent). By slowing down the formation of paraffin crystals, the pour point reducing agents generally improve the cold behavior of the lubricant composition according to the invention. Examples of pour point reducing agents include alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes. The lubricant composition according to the invention may also comprise at least one anti-wear 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. 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)(OR3)(OR4))2, dans laquelle R3 et R4, identiques ou différents, représentent indépendamment un groupement alkyle, préférentiellement un groupement alkyle comportant de 1 à 18 atomes de carbone. 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. 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. Anti-wear additives and extreme pressure additives protect friction surfaces by forming a protective film adsorbed on these surfaces. 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 3 ) (OR 4 )) 2 , in which R 3 and R 4 , which may be identical or different, independently represent an alkyl group, preferably 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 However, the phosphorus provided by these additives can act as a poison for the catalytic systems of automobiles because these additives These effects can be minimized by partially substituting the amine phosphates with additives which do not add phosphorus, such as, for example, polysulfides, especially sulfur-containing olefins, and advantageously the lubricating composition according to the invention. 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. mass relative to the total mass of lubricating composition, antiwear 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. 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. 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. 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.
De manière avantageuse, la composition lubrifiante selon l'invention peut comprendre au moins un additif antioxydant. 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. 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 CrC12, les Ν,Ν'-dialkyle-aryle-diamines et leurs mélanges. 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 NR5R6R7 dans laquelle R5 représente un groupement aliphatique ou un groupement aromatique, éventuellement substitué, R6 représente un groupement aromatique, éventuellement substitué, R7 représente un atome d'hydrogène, un groupement alkyle, un groupement aryle ou un groupement de formule R8S(0)zR9 dans laquelle R8 représente un groupement alkylène ou un groupement alkenylène, R9 représente un groupement alkyle, un groupement alcényle ou un groupement aryle et z représente 0, 1 ou 2. Des alkyl phénols sulfurisés ou leurs sels de métaux alcalins et alcalino-terreux peuvent également être utilisés comme additifs antioxydants. 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 sulfonates, 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. La composition lubrifiante selon l'invention peut contenir tous types d'additifs antioxydants connus de l'homme du métier. De manière avantageuse, la composition lubrifiante comprend au moins un additif antioxydant exempt de cendres. 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. Advantageously, 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. 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 alkyl group and CrC 12 , Ν, Ν'-dialkyl-aryl diamines and mixtures thereof. 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 5 R 6 R 7 in which R 5 represents an optionally substituted aliphatic or aromatic group, R 6 represents an aromatic group, optionally substituted, R 7 represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 8 S (O) z R 9 in which R 8 represents an alkylene group or an alkenylene group, R 9 represents an alkyl group, a alkenyl group or an aryl group and z represents 0, 1 or 2. Sulfurized alkyl phenols or their alkali and alkaline earth metal salts may also be used as antioxidant additives. 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. The lubricant composition according to the invention may contain all types of antioxidant additives known to those skilled in the art. Advantageously, the lubricating composition comprises at least one ash-free antioxidant additive. 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.
La composition lubrifiante selon l'invention peut également comprendre au moins un additif détergent. 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. 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. 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. 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. 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 preferentially chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates, naphthenates, as well as phenate salts. The alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium. 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 avantageuse, la composition lubrifiante selon l'invention peut également comprendre au moins un agent dispersant. 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. Advantageously, 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.
De manière avantageuse, la composition lubrifiante peut également comprendre au moins un polymère améliorant l'indice de viscosité. Comme exemples de polymère 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 polyméthacrylates (PMA). De manière également avantageuse, la composition lubrifiante selon l'invention peut comprendre de 1 à 15 % en masse par rapport à la masse totale de la composition lubrifiante de polymère améliorant l'indice de viscosité. Advantageously, the lubricating composition may also comprise at least one viscosity index improving polymer. Examples of viscosity index improver polymers include polymeric esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, of styrene, butadiene and isoprene, polymethacrylates (PMA). Also advantageously, the lubricating composition according to the invention may comprise from 1 to 15% by weight relative to the total weight of the viscosity index improving lubricant composition.
L'invention concerne également l'utilisation en tant que lubrifiant de la composition lubrifiante selon l'invention. De manière préférée, la composition lubrifiante selon l'invention est utile pour lubrifier un système d'engrenages, en particulier une transmission de véhicule, notamment un pont ou une boîte de vitesses. The invention also relates to the use as a lubricant of the lubricating composition according to the invention. Preferably, the lubricant composition according to the invention is useful for lubricating a gear system, in particular a vehicle transmission, in particular a bridge or a gearbox.
La composition selon l'invention est également avantageusement utilisée pour réduire la consommation de carburant d'un moteur, en particulier d'un moteur de véhicule. De manière préférée, la composition selon l'invention est utilisée pour réduire la consommation de carburant d'un véhicule équipé d'une transmission, notamment d'un pont ou d'une boîte de vitesses, lubrifiée au moyen de cette composition. L'invention concerne également l'utilisation d'au moins une composition lubrifiante selon l'invention pour réduire le coefficient de traction d'une huile de transmission, de manière préférée pour réduire le coefficient de traction d'une huile pour boîte de vitesses, en particulier d'une boîte de vitesse d'un véhicule. The composition according to the invention is also advantageously used to reduce the fuel consumption of an engine, in particular a vehicle engine. Preferably, the composition according to the invention is used to reduce the fuel consumption of a vehicle equipped with a transmission, in particular a bridge or a gearbox, lubricated with this composition. The invention also relates to the use of at least one lubricant composition according to the invention for reducing the traction coefficient of a transmission oil, preferably for reducing the traction coefficient of a gearbox oil. in particular a gearbox of a vehicle.
L'invention concerne également l'utilisation pour diminuer le coefficient de traction d'une composition lubrifiante comprenant au moins une PAO lourde (b) et au moins une PAO légère (c) et au moins 30% en poids de composition d'un monoester (a) de formule (I) défini selon l'invention. The invention also relates to the use for decreasing the tensile coefficient of a lubricating composition comprising at least one heavy PAO (b) and at least one light PAO (c) and at least 30% by weight of composition of a monoester (a) of formula (I) defined according to the invention.
Les utilisations de la composition lubrifiante selon l'invention comprennent la mise en contact d'au moins un élément de la transmission, en particulier de la boîte de vitesses ou du pont, avec une composition lubrifiante selon l'invention. The uses of the lubricant composition according to the invention comprise contacting at least one element of the transmission, in particular the gearbox or the bridge, with a lubricant composition according to the invention.
Par analogie, les caractéristiques particulières, avantageuses ou préférées de la composition lubrifiante selon l'invention, ainsi que du monoester (a) et des huiles polyalphaoléfiniques (b) et (c), définissent des utilisations particulières, avantageuses ou préférées selon l'invention. Les différents aspects de l'invention vont faire l'objet des exemples qui suivent. Ils sont fournis à titre d'illustration. By analogy, the particular, advantageous or preferred characteristics of the lubricating composition according to the invention, as well as the monoester (a) and the polyalphaolefinic oils (b) and (c), define particular, advantageous or preferred uses according to the invention. . The various aspects of the invention will be the subject of the following examples. They are provided for illustration.
Exemple 1 : préparation de compositions lubrifiantes selon l'invention Example 1 Preparation of Lubricating Compositions According to the Invention
On mélange de l'oléate de décyle (Stéarinerie Dubois) avec une PAO lourde (produit Spectrasyn mPAO150 de la société Exxon - KV100 d'environ 150 mm2. s"1), une première PAO légère (produit Spectrasyn 6 de la société Exxon - KV100 d'environ 6 mm2.s"1) et une seconde PAO légère (produit Spectrasyn 8 de la société Exxon - KV100 d'environ 8 mm2.s"1). Decyl oleate (Stéarinerie Dubois) was mixed with a heavy PAO (Spectrasyn mPAO150 product from Exxon - KV100 of about 150 mm 2 sec -1 ), a first light PAO (Spectrasyn 6 product from Exxon - KV100 of about 6 mm 2 .s "1 ) and a second light PAO (Spectrasyn 8 product of the company Exxon - KV100 about 8 mm 2 .s " 1 ).
De manière analogue, on prépare une deuxième composition selon l'invention dans laquelle l'oléate de décyle est remplacé par du stéarate de butyle (Stéarinerie Dubois). Les quantités respectives des différents constituants sont présentées dans le tableau 1 et sont exprimées en % massique par rapport à la masse de la composition finale. L'indice de viscosité (Viscosity Index en anglais ou VI) est mesuré selon la norme ASTM D2270. Composition (1 ) selon Composition (2) selon l'invention (%) l'invention (%) oléate de décyle 30 0 In a similar manner, a second composition according to the invention is prepared in which the decyl oleate is replaced by butyl stearate (Stéarinerie Dubois). The respective amounts of the various constituents are presented in Table 1 and are expressed in weight% relative to the weight of the final composition. The viscosity index (Viscosity Index in English or VI) is measured according to the ASTM D2270 standard. Composition (1) according to Composition (2) according to the invention (%) the invention (%) decyl oleate 30 0
stéarate de butyle 0 30  butyl stearate 0 30
PAO lourde (b) 8 10  Heavy PAO (b) 8 10
PAO légère (d ) (Spectrasyn 6) 30 4  Light PAO (d) (Spectrasyn 6) 30 4
PAO légère (c2) (Spectrasyn 8) 32 56  Light PAO (c2) (Spectrasyn 8) 32 56
Indice de viscosité (VI) 174 176  Viscosity index (VI) 174 176
Tableau 1  Table 1
Exemple comparatif 1 : préparation de compositions lubrifiantes comparatives Comparative Example 1: Preparation of Comparative Lubricating Compositions
De manière analogue à l'exemple 1 , on prépare 3 compositions lubrifiantes comparatives en remplaçant l'oléate de décyle respectivement par de l'oléate de méthyle (Stéarinerie Dubois), du stéarate de méthyle (Stéarinerie Dubois) et de l'isononanoate d'isononyle (Stéarinerie Dubois). Les quantités respectives des différents constituants sont présentées dans le tableau 2 et sont exprimées en % massique par rapport à la masse de la composition finale. In a similar manner to Example 1, 3 comparative lubricating compositions are prepared by replacing the decyl oleate respectively with methyl oleate (Stéarinerie Dubois), methyl stearate (Stéarinerie Dubois) and isononanoate. isononyl (Stéarinerie Dubois). The respective amounts of the various constituents are presented in Table 2 and are expressed in weight% relative to the weight of the final composition.
Figure imgf000015_0001
Figure imgf000015_0001
Tableau 2  Table 2
Exemple 2: comparaison du coefficient de traction des compositions selon l'invention et des compositions lubrifiantes comparatives Example 2 Comparison of the Traction Coefficient of the Compositions According to the Invention and Comparative Lubricating Compositions
Le coefficient de traction des compositions lubrifiantes préparées est évalué et les résultats obtenus sont présentés dans le tableau 3. £i The tensile coefficient of the lubricating compositions prepared is evaluated and the results obtained are shown in Table 3. £ i
o o .2 .≥  o o .2 .≥
O ≡ O ≡ 6 8 O ≡ O ≡ 6 8
coefficient de traction (MTM:  tensile coefficient (MTM:
T= 40 °C, Ve= 1 m."1 , 0,034 0,033 0,048T = 40 ° C, V e = 1 m. "1 , 0.034 0.033 0.048
SRR= 20 % charge= 75 N) SRR = 20% load = 75 N)
Tableau 3  Table 3
Les compositions lubrifiantes selon l'invention possèdent un meilleur coefficient de traction que les compositions lubrifiantes comparatives. The lubricating compositions according to the invention have a better coefficient of traction than the comparative lubricating compositions.
lit seon Dmposl it seon D m p os
it îenorv i t i eno r v
Exemple 3: comparaison des propriétés de résistance à l'oxydation de la compositionExample 3 Comparison of the Oxidation Resistance Properties of the Composition
lit seon Dmpos l it seon D m p os
lubrifiante (1 ) selon l'invention et de la composition lubrifiante comparative (1 )lubricant (1) according to the invention and the comparative lubricating composition (1)
it îenorv i t i eno r v
Les propriétés de résistance à l'oxydation des compositions lubrifiantes préparées sont it Dmpos Oxidation resistance properties of the prepared lubricating compositions are t D i m p os
évaluées selon la norme CEC-L48-A-00 méthode A et les résultats obtenus sont présentés dans le tableau 4. Plus la variation de KV 100 (R KV 100) etmpara ist importante, plus faible est la résistance à l'oxydation. Plus la variation de KV 40 (R KV 40) est importante, plus faible est la résistance à l'oxydation. assessed according to the CEC-L48-A-00 A method and results are presented in Table 4. More variation KV 100 (KV R 100) e t m p a r i st important, the lower the resistance to oxidation. The greater the variation of KV 40 (R KV 40), the lower the resistance to oxidation.
Plus la variation de TAN (Total Acid Number en anglais, R TAN) est importante, plus faible est la résistance à l'oxydation. Plus le PAI (Peak Area Increase en anglais) est important, plus faible est la résistance à l'oxydation.  The greater the variation of TAN (Total Acid Number in English, R TAN), the lower the resistance to oxidation. The higher the PAI (Peak Area Increase in English), the lower the resistance to oxidation.
Composition lubrifiante (1 ) Composition lubrifiante selon l'invention comparative (1 ) Lubricating composition (1) Lubricating composition according to the comparative invention (1)
Durée (h) 192 192 Duration (h) 192,192
KV 100 initial (mm .s~1) 6,68 6,79 KV 100 initial (mm .s ~ 1 ) 6.68 6.79
KV 100 final (mm2.s~1) 7,88 1 1 ,08 KV 100 final (mm 2 .s ~ 1 ) 7.88 1 1, 08
R KV 100 (%) 18,01 63,18  R KV 100 (%) 18.01 63.18
KV 40 initial (mm .s~1) 31 ,13 30,44 KV 40 initial (mm .s ~ 1 ) 31, 13 30.44
KV 40 initial (mm .s~1) 37,79 60,15 KV 40 initial (mm .s ~ 1 ) 37.79 60.15
R KV 40 (%) 21 ,39 97,60  R KV 40 (%) 21, 39 97.60
Composés insolubles 0 4 cm au fond  Insoluble compounds 0 4 cm at the bottom
TAN initial 1 ,87 1 ,46 TAN final 3,48 4,12 Initial TAN 1, 87 1, 46 Final TAN 3.48 4.12
R TAN (%) 1 ,6 2,7  R TAN (%) 1, 6 2.7
PAI < 20 34  PAI <20 34
Tableau 4  Table 4
La composition lubrifiante selon l'invention possède une résistance à l'oxydation qui est supérieure à celle de la composition lubrifiante comparative. Aucun dépôt de composés insolubles ne se produit avec la composition lubrifiante selon l'invention.  The lubricating composition according to the invention has an oxidation resistance which is greater than that of the comparative lubricating composition. No deposit of insoluble compounds occurs with the lubricating composition according to the invention.
Ces résultats montrent également que les compositions lubrifiantes selon l'invention conservent un indice de viscosité élevé et sont donc compatibles avec des applications en tant que lubrifiants transmissions ou lubrifiants moteurs. These results also show that the lubricant compositions according to the invention retain a high viscosity index and are therefore compatible with applications as transmission lubricants or motor lubricants.

Claims

REVENDICATIONS
1 . Composition lubrifiante comprenant 1. Lubricating composition comprising
(a) au moins 30 % en poids de la composition d'au moins un monoester de formule (I)  (a) at least 30% by weight of the composition of at least one monoester of formula (I)
Figure imgf000018_0001
Figure imgf000018_0001
dans laquelle  in which
R1 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 24 atomes de carbone ; R 1 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 14 to 24 carbon atoms;
R2 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 2 à 18 atomes de carbone ; R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising 2 to 18 carbon atoms;
(b) au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 va de 40 à 3 000 mm2.s"1 ; (b) at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C according to ASTM D445 is from 40 to 3000 mm 2 .s -1 ;
(c) au moins une huile polyalphaoléfinique (PAO) dont la viscosité cinématique mesurée à 100 °C selon la norme ASTM D445 va de 1 ,5 à 10 mm2. s"1. (c) at least one polyalphaolefinic (PAO) oil whose kinematic viscosity measured at 100 ° C. according to ASTM D445 is from 1.5 to 10 mm 2 . s "1 .
2. Composition lubrifiante selon la revendication 1 comprenant de 30 à 70 % en poids de la composition, de préférence de 30 à 60 % en poids, de préférence de 30 à 50 % en poids de la composition de monoester de formule (I). 2. Lubricating composition according to claim 1 comprising from 30 to 70% by weight of the composition, preferably from 30 to 60% by weight, preferably from 30 to 50% by weight of the monoester composition of formula (I).
3. Composition lubrifiante selon l'une des revendications 1 et 2 pour laquelle R1 est un groupement saturé et R2 est un groupement insaturé. 3. Lubricating composition according to one of claims 1 and 2 wherein R 1 is a saturated group and R 2 is an unsaturated group.
4. Composition lubrifiante selon l'une des revendications 1 et 2 pour laquelle R1 est un groupement insaturé et R2 est un groupement saturé. 4. Lubricating composition according to one of claims 1 and 2 wherein R 1 is an unsaturated group and R 2 is a saturated group.
5. Composition lubrifiante selon l'une des revendications 1 et 2 pour laquelle R1 et R2 sont des groupements saturés. 5. Lubricating composition according to one of claims 1 and 2 wherein R 1 and R 2 are saturated groups.
6. Composition lubrifiante selon l'une des revendications 1 et 2 pour laquelle R1 et R2 sont des groupements insaturés. 6. Lubricating composition according to one of claims 1 and 2 wherein R 1 and R 2 are unsaturated groups.
7. Composition lubrifiante selon l'une des revendications 1 à 6 pour laquelle R1 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 14 à 20 atomes de carbone, préférentiellement de 14 à 1 8 atomes de carbone, plus préférentiellement de 16 à 1 8 atomes de carbone ; ou 7. Lubricating composition according to one of claims 1 to 6 for which R 1 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 14 to 20 carbon atoms, preferably 14 to 1 8 carbon atoms, more preferably 16 to 1 8 carbon atoms; or
R2 représente un groupement hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comprenant de 3 à 14 atomes de carbone, préférentiellement de 4 à 1 2 atomes de carbone, plus préférentiellement de 4 à 1 0 atomes de carbone ; ou R 2 represents a hydrocarbon group, saturated or unsaturated, linear or branched, comprising from 3 to 14 carbon atoms, preferably from 4 à 1 2 carbon atoms, more preferably from 4 A 1 0 carbon atoms; or
R1 est un groupement linéaire et R2 est un groupement ramifié ; ou R 1 is a linear group and R 2 is a branched group; or
R1 est un groupement ramifié et R2 est un groupement linéaire ; ou R 1 is a branched group and R 2 is a linear array; or
R1 et R2 sont des groupements linéaires ; ou R 1 and R 2 are linear arrays; or
R1 et R2 sont des groupements ramifiés. R 1 and R 2 are branched groups.
8. Composition lubrifiante selon l'une des revendications 1 à 7 pour laquelle seul R1 , seul R2 ou R1 et R2 sont choisis parmi 8. Lubricating composition according to one of claims 1 to 7 for which only R 1 , only R 2 or R 1 and R 2 are chosen from
un groupement saturé linéaire ; a linear saturated group;
un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification ; a branched saturated group containing from 1 to 5 branching chains;
un groupement saturé ramifié dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone ; a saturated branched group whose branching chains comprise from 1 to 5 carbon atoms;
un groupement saturé ramifié comprenant de 1 à 5 chaînes de ramification et dont les chaînes de ramification comprennent de 1 à 5 atomes de carbone. a branched saturated group containing from 1 to 5 ranges of branching and whose branching chains comprise from 1 to 5 carbon atoms.
9. Composition lubrifiante selon l'une des revendications 1 à 8 pour laquelle le monoester est choisi parmi 9. Lubricating composition according to one of claims 1 to 8 for which the monoester is selected from
les stéarates, de préférence les stéarates d'alkyle et les stéarates d'alcényle, plus préférentiellement les stéarates de C4-C1 0-alkyle, en particulier le stéarate de butyle, le stéarate de pentyle, le stéarate d'hexyle, le stéarate d'heptyle, le stéarate d'octyle, le stéarate de nonyle, le stéarate de décyle ; stearates, preferably alkyl stearates and stearates alkenyl, more preferably stearates C 4 -C 1 0 alkyl, particularly butyl stearate, pentyl stearate, hexyl stearate, heptyl stearate, octyl stearate, nonyl stearate, decyl stearate;
les oléates, de préférence les oléates d'alkyle et les oléates d'alcényle, plus préférentiellement les oléates de C4-Ci0-alkyle, en particulier l'oléate de butyle, l'oléate de pentyle, l'oléate d'hexyle, l'oléate d'heptyle, l'oléate d'octyle, l'oléate de nonyle, l'oléate de décyle. oleates, preferably alkyl oleates and alkenyl oleates, more preferably oleates of C 4 -Ci 0 alkyl, especially oleate, butyl oleate, pentyl oleate hexyl, heptyl oleate, octyl oleate, nonyl oleate, decyl oleate.
10. Composition lubrifiante selon l'une des revendications 1 à 8 pour laquelle le monoester est choisi parmi les monoesters alcéniques et les monoesters alkyliques, de préférence les monoesters C2-C10-alkyliques. 10. Lubricating composition according to one of claims 1 to 8 wherein the monoester is selected from alkenes monoesters and alkyl monoesters, preferably C 2 -C 10 monoesters-alkyl.
1 1 . Composition lubrifiante selon l'une des revendications 1 à 10 pour laquelle la viscosité cinématique de l'huile polyalphaoléfinique (b), mesurée à 100 °C selon la norme ASTM D445, va de 40 à 1 500 mm2.s"1 , de préférence de 40 à 300 mm2.s"1. 1 1. Lubricating composition according to one of claims 1 to 10 for which the kinematic viscosity of the polyalphaolefinic oil (b), measured at 100 ° C according to ASTM D445, ranges from 40 to 1500 mm 2 .s "1 , of preferably from 40 to 300 mm 2 .s -1 .
12. Composition lubrifiante selon l'une des revendications 1 à 1 1 pour laquelle la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (b) est supérieure à12. Lubricating composition according to one of claims 1 to 1 1 wherein the weight average molecular weight of the polyalphaolefinic oil (b) is greater than
2 500 Da, de préférence va de 2 500 à 80 000 Da, de préférence va de 4 000 à 50 000 Da. 2500 Da, preferably from 2500 to 80 000 Da, preferably from 4000 to 50 000 Da.
13. Composition lubrifiante selon l'une des revendications 1 à 12 pour laquelle la viscosité cinématique de l'huile polyalphaoléfinique (c), mesurée à 100 °C selon la norme ASTM13. Lubricating composition according to one of claims 1 to 12 for which the kinematic viscosity of the polyalphaolefinic oil (c), measured at 100 ° C according to ASTM standard
D445, va de 1 ,5 à 10 mm2.s"1 , de préférence de 1 ,5 à 6 mm2.s"1 , de préférence de 2 à 8 mm2. s"1. D445 is from 1.5 to 10 mm 2 .s -1 , preferably from 1.5 to 6 mm 2 .s -1 , preferably from 2 to 8 mm 2 . s "1 .
14. Composition lubrifiante selon l'une des revendications 1 à 13 pour laquelle la masse moléculaire moyenne en poids de l'huile polyalphaoléfinique (c) est inférieure à 500 Da, de préférence va de 50 à 500 Da, de préférence va de 50 à 350 Da' de préférence va de 50 à 300 Da. 14. Lubricating composition according to one of claims 1 to 13 wherein the weight average molecular weight of the polyalphaolefinic oil (c) is less than 500 Da, preferably from 50 to 500 Da, preferably from 50 to 500 Da 350 Da is preferably from 50 to 300 Da.
15. Composition lubrifiante selon l'une des revendications 1 à 14 comprenant de 5 à 30 % en poids, de préférence de 5 à 25 % en poids, de la composition d'huile polyalphaoléfinique (b). 15. Lubricating composition according to one of claims 1 to 14 comprising from 5 to 30% by weight, preferably from 5 to 25% by weight, of the polyalphaolefinic oil composition (b).
16. Composition lubrifiante selon l'une des revendications 1 à 15 comprenant de 5 à 70 % en poids, de préférence de 30 à 70 % en poids, de la composition d'huile polyalphaoléfinique (c). 16. Lubricating composition according to one of claims 1 to 15 comprising from 5 to 70% by weight, preferably from 30 to 70% by weight, of the polyalphaolefinic oil composition (c).
17. Composition lubrifiante selon l'une des revendications 1 à 16 comprenant 17. Lubricating composition according to one of claims 1 to 16 comprising
un, deux ou trois monoesters (a) ; ou one, two or three monoesters (a); or
une, deux ou trois huiles polyalphaoléfiniques (b) ; ou one, two or three polyalphaolefinic oils (b); or
■ une, deux ou trois huiles polyalphaoléfiniques (c) ; ou comprenant un seul monoester (a), une seule huile polyalphaoléfinique (b) et une seule huile polyalphaoléfinique (c). ■ one, two or three polyalphaolefinic oils (c); or comprising a single monoester (a), a single polyalphaolefinic oil (b) and a single polyalphaolefinic oil (c).
18. Composition lubrifiante selon l'une des revendications 1 à 17 comprenant également au moins un additif, de préférence un agent PPD (pour point depressant ou agent de réduction du point d'écoulement). 18. Lubricating composition according to one of claims 1 to 17 also comprising at least one additive, preferably a PPD agent (for depressant point or pour point reducing agent).
19. Utilisation d'au moins une composition lubrifiante selon l'une des revendications 1 à 18 pour lubrifier un système d'engrenages, en particulier une transmission de véhicule, notamment un pont ou une boîte de vitesses. 19. Use of at least one lubricant composition according to one of claims 1 to 18 for lubricating a gear system, in particular a vehicle transmission, in particular a bridge or a gearbox.
20. Utilisation d'au moins une composition lubrifiante selon l'une des revendications 1 à 18 pour réduire la consommation de carburant d'un moteur, en particulier d'un moteur de véhicule 20. Use of at least one lubricant composition according to one of claims 1 to 18 for reducing the fuel consumption of an engine, in particular a vehicle engine.
21 . Utilisation d'au moins une composition lubrifiante selon l'une des revendications 1 à 18 pour réduire la consommation de carburant d'un véhicule équipé d'une transmission, notamment d'un pont ou d'une boîte de vitesses, lubrifiée au moyen de cette composition. 21. Use of at least one lubricant composition according to one of Claims 1 to 18 for reducing the fuel consumption of a vehicle equipped with a transmission, in particular a gearbox or transmission, lubricated by means of this composition.
22. Utilisation d'au moins une composition lubrifiante selon l'une des revendications 1 à 18 pour réduire le coefficient de traction d'une huile de transmission, notamment d'une huile boîte de vitesses en particulier d'une boîte de vitesse d'un véhicule. 22. Use of at least one lubricant composition according to one of claims 1 to 18 for reducing the traction coefficient of a transmission oil, in particular of a gearbox oil, in particular a gearbox. a vehicle.
23. Utilisation pour diminuer le coefficient de traction d'une composition lubrifiante comprenant au moins une PAO lourde (b) et au moins une PAO légère (c) et au moins 30% en poids de composition d'un monoester (a) de formule (I) défini selon l'une des revendications 1 à 18. 23. Use for reducing the tensile coefficient of a lubricating composition comprising at least one heavy PAO (b) and at least one light PAO (c) and at least 30% by weight of composition of a monoester (a) of formula (I) defined according to one of claims 1 to 18.
PCT/EP2016/056237 2015-03-23 2016-03-22 Lubricating composition WO2016150950A1 (en)

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CN201680017921.6A CN107466315A (en) 2015-03-23 2016-03-22 Lubricating composition
JP2017549451A JP2018509512A (en) 2015-03-23 2016-03-22 Lubricating composition
US15/560,528 US20180112148A1 (en) 2015-03-23 2016-03-22 Lubricating composition

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EP3274432A1 (en) 2018-01-31
FR3034100B1 (en) 2017-04-28
JP2018509512A (en) 2018-04-05
CN107466315A (en) 2017-12-12
EP3274432B1 (en) 2021-10-27
FR3034100A1 (en) 2016-09-30

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