EP3947610B1 - Verwendung einer schmiermittelzusammensetzung für getriebe von motorfahrzeugen - Google Patents

Verwendung einer schmiermittelzusammensetzung für getriebe von motorfahrzeugen Download PDF

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Publication number
EP3947610B1
EP3947610B1 EP20713043.6A EP20713043A EP3947610B1 EP 3947610 B1 EP3947610 B1 EP 3947610B1 EP 20713043 A EP20713043 A EP 20713043A EP 3947610 B1 EP3947610 B1 EP 3947610B1
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EP
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Prior art keywords
mass
monoester
lubricating composition
additives
use according
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English (en)
French (fr)
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EP3947610A1 (de
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Goulven BOUVIER
Nicolas CHAMPAGNE
Gael Robineau
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TotalEnergies Onetech SAS
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TotalEnergies Onetech SAS
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/70—Esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/34—Esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024—Propene
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • C10M2207/2815—Esters of (cyclo)aliphatic monocarboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/011—Cloud point
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/069—Linear chain compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/071—Branched chain compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54—Fuel economy
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives

Definitions

  • the present invention relates to the field of lubricating compositions, more particularly to the field of lubricating compositions for transmissions in motor vehicles, for example gearboxes or axles. It relates more particularly to the use of novel monoester compounds in lubricating compositions for transmissions in order to improve their "Fuel-Eco" properties, namely their ability to limit the fuel consumption of motor vehicles, without affecting their performance, in particular in terms of cold properties.
  • Lubricating compositions also called “lubricants” are commonly used in the various components of motor vehicles for the main purposes of reducing the friction forces between the various moving metal parts in these components, in particular the engine, the transmission and the hydraulic circuit. They are also effective in preventing premature wear or even damage to these parts, and in particular to their surface.
  • a lubricating composition is conventionally composed of a base oil with which are generally associated several additives dedicated to stimulating the lubricating performance of the base oil, such as for example friction modifier additives, but also to provide additional performance.
  • Lubricating compositions for transmissions must meet numerous requirements, particularly with regard to the strict specifications imposed by automobile manufacturers. In particular, they must have satisfactory properties in terms of viscosity, viscosity-temperature resistance, cold performance, etc. suitable for their implementation at the level of a transmission component, particularly at the level of the gearbox or axles, in a vehicle.
  • a kinematic viscosity at 100°C (or KV100) measured according to the specific ASTM D445 standard generally between 5 and 15 mm 2 /s.
  • KV100 kinematic viscosity at 100°C
  • lubricants for Transmission fluids must have good cold performance and good viscosity-temperature resistance, in order to guarantee perfect operation with a hot engine and a cold engine, or good compatibility with the elastomers generally used in transmission seals so that they do not swell, shrink or become fragile.
  • the formulation of transmission oils allowing a gain in Fuel Eco, preferentially uses lubricating bases with a very high viscosity index (VI).
  • VI viscosity index
  • the viscosity index measured according to the ASTM D2270 standard, quantifies the ability of the lubricant to present small variations in viscosity as a function of temperature, from measurements according to the ASTM D445 standard of kinematic viscosities at 40°C (KV40) and 100°C (KV100). It has thus been proposed to use long-chain fatty acid esters, presenting a very high viscosity index combined with a low viscosity.
  • transmission lubricants include the document WO 2010/038147 which proposes, in order to generate fuel savings, to formulate lubricating compositions for gearboxes, using at least 30% by mass of one or more methyl esters of fatty acids of formula RCOOCH 3 , where R is a paraffinic or olefinic group containing from 11 to 23 carbon atoms, in combination with one or more anti-wear and/or extreme pressure phosphorous, sulfurous or phospho-sulfurous additives and polyalphaolefins.
  • WO 2015/099907 relates to lubricating compositions useful for high temperature applications.
  • This document proposes the use of an ester with a low kinematic viscosity at 100 °C of 1 to 5 cSt and a kinematic viscosity ratio at 150 °C/100 °C of 0.6 or more.
  • the document JP 2002 146374 a relates to bearing lubricants, particularly in the field of computer storage devices and mobile phones, comprising a monoester obtained by esterifying a saturated aliphatic monocarboxylic acid having from 7 to 16 carbon atoms and a saturated aliphatic monohydric alcohol having from 8 to 16 carbon atoms.
  • a monoester according to the invention is formed between a linear saturated C 8 -C 14 monocarboxylic acid, preferably C 10 -C 14 and more preferably C 10 -C 13 and a branched saturated C 4 -C 16 monoalcohol, in particular C 6 -C 12 .
  • a monoester according to the invention may be 2-ethylhexyl dodecanoate.
  • the use of a monoester according to the invention makes it possible to obtain a lubricating composition which jointly exhibits improved fuel economy properties (“Fuel Eco”) and satisfactory performance, in particular in terms of cold properties, which are essential for its use as a transmission lubricant.
  • a lubricating composition according to the invention comprising at least one monoester as defined above, advantageously combines good properties in terms of “Fuel Eco” and good cold performance.
  • Fuel economy performance can be advantageously assessed by measuring the traction coefficient.
  • This traction coefficient denoted COT, can be measured using an MTM tribometer, for example under the conditions detailed in the examples.
  • a composition according to the invention meets the specifications required for transmission lubricants, and in particular maintains good performance in terms of cold properties.
  • the cold properties can be evaluated by Brookfield measurement at -40°C according to the ASTM D2983 standard.
  • a lubricating composition according to the invention has a Brookfield viscosity, measured at -40°C according to the ASTM D2983 standard, of between 1000 mPa.s and 100000 mPa.s, preferably between 5000 mPa.s and 60000 mPa.s.
  • a lubricating composition according to the invention satisfies the viscosities required for an application for the lubrication of transmissions, and good viscosity stability with temperature, in other words a good viscosity index.
  • the monoesters according to the invention advantageously have good compatibility with elastomers, such as those commonly used in transmission joints, which allows them to be used at high contents in transmission lubricants.
  • the monoester or mixture of monoesters according to the invention can be used in a transmission lubricant, at a rate of 5% to 40% by mass, in particular from 10% to 30% by mass, and in particular from 15% to 30% by mass, relative to the total mass of the transmission lubricant.
  • a lubricating composition for transmissions according to the invention comprises less than 30% by mass of monoester(s), in particular from 1 to 30% by mass of monoester(s).
  • a content of less than 30% by mass of monoester(s) ensures good compatibility of the lubricating composition with the elastomer(s) used in the transmission components, particularly those used for transmission joints.
  • Such a lubricating composition is particularly useful for the lubrication of transmission parts of motor vehicles, in particular for light or heavy vehicles, for example gearboxes, axles, preferably manual gearboxes and heavy-duty axles.
  • the present invention further describes the use of such a lubricating composition for the lubrication of transmission members of motor vehicles, in particular transmissions for light or heavy vehicles, for example gearboxes, axles, preferably manual gearboxes and heavy goods vehicle axles.
  • a monoester as defined above is also described for reducing the traction coefficient of a lubricating composition for transmission in a motor vehicle, in particular a gearbox lubricant and/or an axle lubricant, in particular heavy-duty axles.
  • a lubricating composition for transmissions comprises at least one monoester formed between a linear, saturated or unsaturated, preferably saturated, C 8 to C 14 monocarboxylic acid and a branched, saturated or unsaturated, C 4 to C 16 monoalcohol.
  • a monoester of the invention has a kinematic viscosity measured at 100°C according to the ASTM D445 standard ranging from 1.0 mm 2 /s to 2.5 mm 2 /s, preferably from 1.3 mm 2 /s to 2.3 mm 2 /s.
  • a monoester of the invention also has good cold properties, in particular a low pour point.
  • a monoester of the invention preferably has a pour point, measured according to the ISO 3106 standard, less than or equal to 0 °C, preferably less than or equal to -10 °C.
  • a monoester according to the invention has a low traction coefficient.
  • the traction coefficient is determined by MTM machine (Mini Traction Machine) sold by PCS instrument.
  • the term “monocarboxylic acid” means a compound formed from a hydrocarbon chain of alkyl or alkenyl type bearing a carboxylic acid function at one of its ends.
  • C8 to C14 monocarboxylic acid means a monocarboxylic acid whose alkyl or alkenyl hydrocarbon chain contains 8 to 14 carbon atoms.
  • a monocarboxylic acid whose alkyl or alkenyl chain is linear, as opposed to a branched chain, is called "linear”.
  • a carboxylic acid is considered "saturated” if the hydrocarbon chain is a saturated chain of the alkyl type, as opposed to an unsaturated chain of the alkenyl type.
  • the monoester according to the invention is obtained from a saturated linear monocarboxylic acid, in particular comprising from 10 to 14 carbon atoms, preferably from 11 to 13 carbon atoms.
  • a monoester according to the invention is obtained from dodecanoic acid (C 12 ).
  • Such acids may be commercially available or prepared by synthetic methods known to those skilled in the art.
  • the alcohol from which a monoester according to the invention is formed is a branched, saturated or unsaturated monoalcohol.
  • hydroxyl is meant a compound formed from a hydrocarbon chain of the alkyl or alkenyl type, carrying a hydroxyl function at one of its ends.
  • C4 to C16 monoalcohol is meant a monoalcohol whose alkyl or alkenyl hydrocarbon chain has 4 to 16 carbon atoms.
  • the branched, preferably saturated, chain of a monoalcohol according to the invention may more particularly comprise from 4 to 16 carbon atoms, in particular from 6 to 12 carbon atoms and more particularly from 7 to 10 carbon atoms.
  • it may be formed from a linear main chain, preferably a linear alkyl chain, having from 3 to 14 carbon atoms, in particular from 4 to 10 carbon atoms, said main chain having at least one pendant alkyl group, in particular one to three pendant alkyl groups, said pendant alkyl groups being more particularly C 1 to C 4 , preferably C 1 to C 3 , in particular the pendant alkyl groups being methyl and/or ethyl groups.
  • a linear main chain preferably a linear alkyl chain, having from 3 to 14 carbon atoms, in particular from 4 to 10 carbon atoms
  • said main chain having at least one pendant alkyl group, in particular one to three pendant alkyl groups, said pendant alkyl groups being more particularly C 1 to C 4 , preferably C 1 to C 3 , in particular the pendant alkyl groups being methyl and/or ethyl groups.
  • the "main chain of a monoalcohol" is the hydrocarbon chain comprising the longest succession of carbon atoms having the hydroxyl function at the end of the chain.
  • the monoalcohol has a linear alkyl main chain having from 3 to 14 carbon atoms and one to three pendant alkyl groups having from 1 to 4 carbon atoms, preferably the monoalcohol has a linear alkyl main chain having from 4 to 10 carbon atoms and a pendant alkyl group having from 1 to 3 carbon atoms.
  • a monoester according to the invention can for example be obtained from 2-ethylhexanol or 3,5,5-trimethylhexanol, advantageously from 2-ethylhexanol.
  • Such alcohols may be commercially available or prepared according to synthetic methods known to those skilled in the art.
  • these branched alcohols may be obtained from light alcohols, namely comprising between 1 and 4 carbon atoms, more particularly comprising 1 or 2 carbon atoms, by a synthesis known in the literature under the name "Guerbet reaction".
  • Guerbet syntheses have typically been used to prepare higher molecular weight branched chain alcohols from lower molecular weight starting materials. Examples of Guerbet synthesis are notably described in the documents US 4,518,810 And US 2,050,788 .
  • R 2 is preferably formed from a main linear alkyl chain, in particular C 3 -C 14 , having at least one pendant alkyl group, preferably one, two or three pendant alkyl groups, said alkyl groups being more particularly C 1 to C 4 , preferably C 1 to C 3 , in particular methyl and/or ethyl groups.
  • R 2 represents a 2-ethylhexyl or 3,5,5-trimethylhexyl group, advantageously 2-ethylhexyl.
  • a monoester used according to the invention is chosen from the monoesters obtained from the linear C12 acid (dodecanoic acid) and 2-ethylhexanol or 3,5,5-trimethylhexanol, and mixtures thereof. It may in particular be 2-ethylhexyl dodecanoate.
  • the monoester according to the invention does not contain heteroatoms other than those forming the ester function of the monoester.
  • the monoesters according to the invention may be commercially available or prepared according to synthesis methods known to those skilled in the art. These synthesis methods more particularly implement an esterification reaction between a monoalcohol and a monocarboxylic acid.
  • a monoester according to the invention may be in the form of a mixture of at least two monoesters according to the invention, as defined above.
  • a lubricating composition for transmission according to the invention may optionally comprise, in addition to one or more monoesters in accordance with the invention, one or more monoesters not in accordance with the invention, provided that they do not affect the properties obtained for the lubricating composition.
  • it may comprise a mixture of monoesters synthesized from a mixture of linear monocarboxylic acids comprising at least one C8 to C14 monocarboxylic acid, for example a mixture of Coprah fatty acids.
  • a lubricating composition according to the invention comprises less than 5% by mass, in particular less than 1% by mass, relative to the total mass of the composition, of monoester(s) not in accordance with the invention (in other words, of monoester(s) not satisfying the definition of monoesters of the invention), and more particularly is free of monoester not in accordance with the invention.
  • a lubricating composition according to the invention comprises at least 1% by mass, in particular at least 5% by mass, in particular from 10% to 30% by mass, preferably strictly greater than 10%, and more preferably ranging from 15% to 30% by mass, of one or more monoesters according to the invention, relative to the total mass of the lubricating composition.
  • a lubricating composition according to the invention for transmissions has a content of monoester(s) according to the invention less than or equal to 30% by mass, in particular between 1 and 30% by mass and more particularly between 5 and 30% by mass.
  • a lubricating composition as described above comprises at least one base oil.
  • Said base oil(s) present in such a lubricating composition are chosen appropriately, with regard to their compatibility with said monoester(s) used according to the invention.
  • It can be a mixture of several base oils, for example a mixture of two, three or four base oils.
  • base oils can be chosen from base oils conventionally used in the field of lubricating oils, such as mineral, synthetic or natural, animal or vegetable oils or their mixtures.
  • the base oils used in the abovementioned lubricating compositions may in particular be oils of mineral or synthetic origin belonging to groups I to V according to the classes defined in the API classification (table A), or their equivalents according to the ATIEL classification, or their mixtures.
  • Table 1 Saturated content Sulfur content Viscosity Index (VI) Group I ⁇ 90% > 0.03% 80 ⁇ VI ⁇ 120 Mineral oils Group II ⁇ 90% ⁇ 0.03% 80 ⁇ VI ⁇ 120 Hydrocracked oils Group III ⁇ 90% ⁇ 0.03% ⁇ 120 Hydrocracked or hydroisomerized oils
  • PAO Polyalphaolefins
  • Mineral base oils include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, de-alphatation, solvent dewaxing, hydrotreating, hydrocracking, hydroisomerization and hydrofinishing.
  • the synthetic base oils may be esters of carboxylic acids and alcohols, distinct from the monoesters according to the invention, polyalphaolefins (PAO) or polyalkylene glycols (PAG) obtained by polymerization or copolymerization of alkylene oxides comprising from 2 to 8 carbon atoms, in particular from 2 to 4 carbon atoms.
  • the polyalphaolefins used as base oils are for example obtained from monomers comprising 4 to 32 carbon atoms, for example from decene, octene or dodecene, and whose viscosity at 100°C is between 1.5 and 15 mm 2 .s -1 according to the ASTM D445 standard. Their average molecular mass is generally between 250 and 3000 according to the ASTM D5296 standard.
  • 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 abovementioned lubricating compositions, except that they must have properties, in particular viscosity, viscosity index, sulfur content, resistance to oxidation, suitable for use in motor vehicle transmissions.
  • the base oil is selected from API classification group II, III and IV oils, and mixtures thereof, and more preferably from group II oils, group III oils and mixtures thereof.
  • a lubricating composition for transmissions may comprise less than 30% by mass of mineral type base oil(s), in particular less than 10% by mass, or even be completely free of mineral oil.
  • the kinematic viscosity measured at 100°C according to ASTM D445 of the base oil or mixture of base oils may advantageously be between 2 mm 2 /s and 15 mm 2 /s, preferably between 2.5 mm 2 /s and 10 mm 2 .
  • the kinematic viscosity measured at 40°C according to ASTM D445 of the base oil or mixture of base oils may advantageously be between 7 mm 2 /s and 45 mm 2 /s, preferably between 10 mm 2 /s and 30 mm 2 /s.
  • a lubricating composition comprises at least 40% by mass of base oil(s) relative to the total mass of the composition, in particular at least 50% by mass of base oil(s), and in particular between 50 and 95% by mass and more particularly between 50 and 85% by mass of base oil(s).
  • it comprises from 70% to 90% by mass of base oil(s), in particular from 70 to 85% by mass of base oil(s), relative to the total mass of the composition.
  • a lubricating composition as defined above may further comprise all types of additives suitable for use in a lubricant for vehicle transmissions, in particular for transmissions of light or heavy vehicles.
  • additives may be chosen in particular from friction modifier additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivators, and mixtures thereof.
  • friction modifier additives anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivators, and mixtures thereof.
  • a lubricating composition as defined above comprises one or more additives chosen from viscosity index improvers, pour point lowering additives, anti-wear additives, antioxidants and mixtures thereof.
  • a lubricating composition as defined above may comprise at least one friction-modifying additive.
  • the friction-modifying additives make it possible to limit friction by forming monolayers adsorbed on the surfaces of the metals in contact with them. They may be chosen from compounds providing metallic elements and ash-free compounds. Among the compounds providing metallic elements, mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus atoms.
  • the ash-free friction-modifying additives are generally of organic origin and may be chosen from fatty acid and polyol esters, other than the monoester required according to the invention, 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 molybdenum-based compounds may be chosen from molybdenum dithiocarbamates (Mo-DTC), molybdenum dithiophosphates (Mo-DTP), and mixtures thereof.
  • a lubricating composition may in particular comprise a molybdenum content of between 1000 and 2500 ppm.
  • a lubricating composition as defined above may comprise from 0.01 to 5% by mass, preferably from 0.01 to 5% by mass, more particularly from 0.1 to 2% by mass or even more particularly from 0.1 to 1.5% by mass, relative to the total weight of the lubricating composition, of friction modifying additives.
  • a lubricating composition preferably comprises less than 1.5% by mass of molybdenum, more preferably less than 1% by mass, relative to the total weight of the composition, or is even free of molybdenum.
  • a lubricating composition comprises at least one anti-wear additive, one extreme pressure additive or their mixtures.
  • the anti-wear additives and Extreme pressure additives are dedicated to protecting friction surfaces by forming a protective film adsorbed on these surfaces. There is a wide variety of anti-wear additives.
  • anti-wear additives chosen from polysulfide additives, sulfur-containing olefin additives or phospho-sulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates or ZnDTP.
  • the preferred compounds are of formula Zn((SP(S)(OR)(OR')) 2 , in which R and R', which may be identical or different, independently represent an alkyl group, preferably comprising from 1 to 18 carbon atoms.
  • the lubricating composition is free of sulfur-containing phosphite esters of formula wherein R is a sulfur - containing C4-20 hydrocarbon group and R1 is hydrogen , a C4-20 hydrocarbon group or a sulfur-containing C4-20 hydrocarbon group.
  • a lubricating composition as defined above may comprise from 0.01 to 6% by mass, preferably from 0.05 to 4% by mass, more preferably from 0.1 to 2% by mass, relative to the total weight of the composition, of anti-wear additives and extreme pressure additives.
  • a lubricating composition as defined above may comprise at least one antioxidant additive.
  • the antioxidant additive makes it possible to delay the degradation of the lubricating composition in service. This degradation may in particular result in the formation of deposits, in the presence of sludge or in an increase in the viscosity of the lubricating composition. They act in particular as radical inhibitors or hydroperoxide destroyers.
  • antioxidant additives we have: may cite phenolic antioxidants, amine antioxidant additives, phosphosulfur antioxidant additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, may be ash-generating. The phenolic antioxidant additives may be ash-free or in the form of neutral or basic metal salts.
  • the antioxidant additives may in particular be chosen from sterically hindered phenols, sterically hindered phenol esters and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted by at least one C 1 -C 12 alkyl group, N,N'-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 by at least one C 1 -C 10 alkyl group, preferably a C 1 -C 6 alkyl group, preferably a C 4 alkyl group, preferably by the tert-butyl group.
  • Amino compounds are another class of antioxidant additives that can be used, optionally in combination with the phenolic antioxidant additives.
  • amine compounds are aromatic amines, for example aromatic amines of the formula NR 5 R 6 R 7 in which R 5 represents an aliphatic group or an aromatic group, optionally substituted, R 6 represents an aromatic group, optionally substituted, R 7 represents a hydrogen atom, an alkyl group, an aryl group or a group of the 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, an alkenyl group or an aryl group and z represents 0, 1 or 2.
  • Sulfurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.
  • a lubricating composition as defined above may comprise from 0.1 to 2% by mass, relative to the total weight of the composition, of at least one antioxidant additive.
  • a lubricating composition as defined above may also comprise at least one detergent additive.
  • Detergent additives generally make it possible to reduce the formation of deposits on the surface of metal parts by dissolving secondary oxidation and combustion products.
  • the detergent additives that can be used in a lubricating composition are generally known to those skilled in the art.
  • the detergent additives detergents 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 or alkaline-earth metal.
  • the detergent additives are preferably chosen from alkali metal or alkaline-earth metal salts of carboxylic acids, sulfonates, 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 a stoichiometric quantity or in excess, therefore in a quantity greater than the stoichiometric quantity. These are then overbased detergent additives; the excess metal providing the overbased character to the detergent additive is then generally in the form of a metal salt insoluble in the base oil, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate.
  • a lubricating composition as defined above may comprise from 0.5 to 8%, preferably from 0.5 to 4% by weight, relative to the total weight of the lubricating composition, of detergent additive.
  • a lubricating composition as defined above may also comprise at least one pour point depressant additive (also called a “PPD” agent for “Pour Point Depressant” in English).
  • PPD pour point depressant additive
  • the pour point depressant additives By slowing down the formation of paraffin crystals, the pour point depressant additives generally improve the cold behavior of the lubricating composition.
  • pour point reducing agents examples include polyalkyl methacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
  • a lubricating composition as defined above may comprise from 0.1% to 2%, preferably from 0.2% to 1% by weight of pour point lowering additive(s), relative to the total weight of the composition.
  • a lubricating composition may also comprise at least one dispersing agent.
  • Such dispersing agents ensure the maintenance in suspension and the evacuation of insoluble solid contaminants constituted by the secondary oxidation products which form when the lubricating composition is in service. They may be chosen from the following: Mannich bases, succinimides and their derivatives, such as polyisobutylene succinic anhydride derivatives.
  • a lubricating composition may comprise from 0.2 to 10% by weight of dispersing agent(s), relative to the total weight of the composition.
  • a lubricating composition as defined above may also comprise at least one viscosity index (VI) improver additive.
  • Viscosity index improvers in particular viscosity index improving polymers, make it possible to ensure good cold resistance and minimum viscosity at high temperature.
  • examples of viscosity index improving polymers include polymer esters, homopolymers or copolymers, hydrogenated or non-hydrogenated, of styrene, butadiene and isoprene, homopolymers or copolymers of olefins, such as ethylene or propylene, polyacrylates and polymethacrylates (PMA), preferably homopolymers or copolymers of olefins, such as ethylene or propylene.
  • a lubricating composition may comprise from 1 to 15% by weight of viscosity index improving additive(s), preferably from 5% to 10% by weight, relative to the total weight of the lubricating composition.
  • a lubricating composition may further comprise at least one anti-foam additive, for example chosen from polar polymers such as polymethylsiloxanes or polyacrylates.
  • a lubricating composition may comprise from 0.01 to 3% by weight of anti-foam additive(s), relative to the total weight of the lubricating composition.
  • It may further comprise at least one anti-corrosion agent or copper passivating agent, for example compounds such as succinic polyisobutene anhydrides, thiadiazole sulfonates or mercaptobenzothiazoles. They are typically present in a lubricating composition at contents of between 0.01% and 1% by mass, relative to the total weight of the composition.
  • at least one anti-corrosion agent or copper passivating agent for example compounds such as succinic polyisobutene anhydrides, thiadiazole sulfonates or mercaptobenzothiazoles.
  • a lubricating composition as defined above comprises one or more additives chosen from viscosity index improving agents, pour point lowering agents, anti-wear agents and antioxidant agents.
  • a lubricating composition as defined above advantageously has a kinematic viscosity, measured at 40°C according to standard ASTM D445, of between 20 mm 2 /s and 50 mm 2 /s, preferably between 25 mm 2 /s and 40 mm 2 /s.
  • a lubricating composition has a kinematic viscosity, measured at 100°C according to standard ASTM D445, of between 2 mm 2 /s and 20 mm 2 /s, preferably between 4 mm 2 /s and 15 mm 2 /s.
  • a lubricating composition has a viscosity index of between 100 and 300, preferably between 150 and 250.
  • a lubricating composition exhibits good performance in terms of cold properties.
  • the low temperature Brookfield viscosity of a lubricating composition quantifies its ability to remain liquid at very low temperatures and in particular is representative of its ability to retain its properties when cold.
  • a lubricating composition according to the invention has a Brookfield viscosity, measured at -40°C according to standard ASTM D2983, of between 1000 mPa.s and 100000 mPa.s, preferably between 5000 mPa.s and 60000 mPa.s.
  • a lubricating composition has excellent properties in terms of reducing fuel consumption (“Fuel Eco” properties).
  • a lubricating composition thus has low traction coefficients.
  • the traction coefficient is determined by MTM machine (Mini Traction Machine) sold by PCS instrument. It can be evaluated, as described in the examples, according to the following operating conditions: temperature of 40°C, load of 75N, disk speed of 1m/s for a SRR (sliding-rolling ratio) of 20%.
  • the implementation of a monoester used in the invention makes it possible to reduce the traction coefficient by at least 5%, advantageously by at least 10%, or even by at least 15%.
  • a lubricating composition used in the invention is suitable for the lubrication of transmission members of motor vehicles, in particular transmissions for light or heavy vehicles, for example gearboxes and/or axles.
  • a lubricating composition has performances, in particular in terms of cold properties, particularly well suited to its use for the transmission of heavy goods vehicles, in particular to lubricate the manual gearbox and/or the heavy goods vehicle axles.
  • compositions were formulated with the monoesters according to the invention. These compositions were prepared by simple mixing, at room temperature, of the following components, in the mass proportions indicated in the following Table 3.
  • the reference composition is a transmission lubricating composition not comprising a monoester according to the invention.
  • Table 3 Compositions Ref CL1 CL2 CL3 CL4 CL5 CL6 Base oil (mixture of a group II base oil and a group III base oil) 82.2 49.5 59.5 49.5 59.5 50 60 Viscosity index improver (ethylene-propylene copolymer) 7.6 10 10 10 10 9.5 9.5
  • kinematic viscosities at 40°C and 100°C (KV40 and KV100) of the compositions prepared above were measured according to ASTM D445.
  • the viscosity index of the compositions is calculated from the kinematic viscosities at 40°C and 100°C measured for each of the lubricating compositions.
  • compositions according to the invention have a good Brookfield viscosity, like the reference composition.
  • the compositions according to the invention thus have particularly satisfactory cold performance for use in the lubrication of transmission components of light and heavy vehicles.
  • COT coefficient of traction
  • the measurement conditions were 75 N load, a disk speed of 1 mis for an estimated temperature of 40 °C and an SRR of 20%.
  • the lubricating compositions according to the invention, CL1, CL3 and CL5 have a lower traction coefficient compared to the reference composition not using a monoester according to the invention.
  • compositions according to the invention will exhibit improved fuel economy (“Fuel Eco”) performance.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
  • General Details Of Gearings (AREA)

Claims (12)

  1. Verwendung einer schmierend wirkenden Zusammensetzung, umfassend:
    - mindestens ein Grundöl; und
    - mindestens einen Monoester, der sich von dem Grundöl unterscheidet, wobei er aus einer geradkettigen C8-C14-Monocarbonsäure gesättigter oder ungesättigter Art und einem verzweigten C4-C16-Monoalkohol gesättigter oder ungesättigter Art gebildet ist, wobei der Gehalt an dem/den Monoester(n) höchstens 30 Massen-% beträgt, bezogen auf die Gesamtmasse der schmierend wirkenden Zusammensetzung;
    um den Kraftstoffverbrauch eines Fahrzeugs zu verringern, das mit einem Getriebe, insbesondere einem Schaltgetriebe und/oder einem Achsgetriebe, ausgestattet ist, welches mittels dieser Zusammensetzung geschmiert wird.
  2. Verwendung nach Anspruch 1, wobei der Monoester eine kinematische Viskosität aufweist, die im Bereich von 1,0 mm2/s bis 2,5 mm2/s, vorzugsweise von 1,3 mm2/s bis 2,3 mm2/s liegt, wenn sie bei 100 °C gemäß der Norm ASTM D445 gemessen wird.
  3. Verwendung nach Anspruch 1 oder 2, wobei der Monoester einen Pourpoint, gemessen gemäß der Norm ISO 3106, von höchstens 0 °C, vorzugsweise von höchstens -10 °C aufweist.
  4. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei der Monoester aus einer geradkettigen Monocarbonsäure gesättigter Art gebildet ist, die vorzugsweise 10 bis 14 Kohlenstoffatome, vorzugsweise 11 bis 13 Kohlenstoffatome umfasst, wobei sie stärker bevorzugt vom Typ C12 ist.
  5. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei der Monoester aus einem verzweigten C6-C12-, vorzugsweise C7-C10-Monoalkohol vorzugsweise gesättigter Art gebildet ist.-
  6. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei der Monoester aus einem verzweigten Monoalkohol gebildet ist, der eine unverzweigte Hauptalkylkette umfasst, die 3 bis 14 Kohlenstoffatome, insbesondere 4 bis 10 Kohlenstofatome aufweist, wobei die Hauptkette mindestens eine Alkylseitenkette, im Besonderen von eins bis drei Alkylseitenketten aufweist, wobei es sich ganz besonders um C1-C4-, vorzugsweise um C1-C3-Alkylseitenketten handelt, wobei es sich bei den Alkylseitenketten insbesondere um Methyl- und/oder Ethylgruppen handelt, wobei es sich bei dem verzweigten Monoalkohol im Besonderen um 2-Ethylhexanol oder 3,5,5-Trimethylhexanol handelt.
  7. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei es sich bei dem Monoester um 2-Ethylhexyldodecanoat handelt.
  8. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei die schmierend wirkende Zusammensetzung 1 bis 30 Massen-% an Monoester(n), insbesondere 5 bis 30 Massen-%, im Besonderen 10 bis 30 Massen-%, stärker bevorzugt 15 bis 30 Massen-%, und insbesondere 15 bis 25 Massen-% an Monoester(n) umfasst, bezogen auf die Gesamtmasse der schmierend wirkenden Zusammensetzung.
  9. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei das Grundöl aus den Ölen der Gruppen I, II, III und IV der API-Klassifizierung, im Besonderen aus den Ölen der Gruppe II, den Ölen der Gruppe III und deren Mischungen ausgewählt ist.
  10. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei die schmierend wirkende Zusammensetzung mindestens 40 Massen-% an Grundöl(en), bezogen auf ihr Gesamtgewicht, im Besonderen 50 Massen-% an Grundöl(en), insbesondere zwischen 50 und 95 Massen-% und ganz besonders zwischen 70 und 85 Massen-% an Grundöl(en) umfasst, wobei die Grundöle vorzugsweise aus den Ölen der Gruppen II und III der API-Klassifizierung und deren Mischungen ausgewählt sind.
  11. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei die Zusammensetzung darüber hinaus ein oder mehrere Additive umfasst, die aus den reibungsmodifizierenden Additiven, den verschleißbekämpfenden Additiven, den Extremdruck-Additiven, den Detergenzien, den Antioxidantien, den Mitteln zur Verbesserung des Viskositätsinex (VI), den Additiven zur Senkung des Pourpoints (PPD), den Dispergiermitteln, den Schaumverhütern, den Verdickungsmitteln, den korrosionshemmenden Mitteln, den kupferpassivierenden Mitteln und deren Mischungen ausgewählt sind, wobei sie vorzugsweise aus den Mitteln zur Verbesserung des Viskositätsindex, den Mitteln zur Senkung des Pourpoints, den verschleißbekämpfenden Mitteln, den Antioxidantien und deren Mischungen ausgewählt sind.
  12. Verwendung nach einem beliebigen der vorhergehenden Ansprüche, wobei die schmierend wirkende Zusammensetzung Folgendes umfasst, oder sogar daraus besteht:
    - weniger als 30 Massen-%, im Besonderen 1 bis 30 Massen-%, insbesondere 5 bis 30 Massen-%; vorzugsweise 10 bis 30 Massen-%, stärker bevorzugt 15 bis 30 Massen-% eines oder mehrerer Monoester gemäß der Begriffsbestimmung in einem beliebigen der Ansprüche 1 bis 7, wobei es sich vorzugsweise um 2-Ethylhexyldodecanoat handelt;
    - 50 bis 85 Massen-% an Grundöl(en), das/die sich von den Monoestern unterscheidet/unterscheiden, wobei es/sie vorzugsweise aus den Grundölen der Gruppe II und/oder III gemäß der API-Klassifizierung ausgewählt ist/sind;
    - möglicherweise 5 bis 15 Massen-% mindestens eines Additivs, das den Viskositätsindex verbessert;
    - möglicherweise 0,1 bis 1 Massen-% mindestens eines Additivs, das den Pourpoint senkt;
    - möglicherweise 0,01 bis 6 Massen-% mindestens eines verschleißbekämpfenden Additivs; und
    - möglicherweise 0,1 bis 2 Massen-% an mindestens einem Antioxidans, wobei die Gehalte unter Bezugnahme auf die Gesamtmasse der Zusammensetzung ausgedrückt sind.
EP20713043.6A 2019-04-01 2020-03-27 Verwendung einer schmiermittelzusammensetzung für getriebe von motorfahrzeugen Active EP3947610B1 (de)

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FR1903441A FR3094377B1 (fr) 2019-04-01 2019-04-01 Composition lubrifiante pour transmission
PCT/EP2020/058788 WO2020201126A1 (fr) 2019-04-01 2020-03-27 Utilisation d'une composition lubrifiante pour transmission

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US2050788A (en) 1931-06-24 1936-08-11 Fuchs Otto Process for the production of higher alcohols from a mixture of ethyl alcohol and methyl alcohol
JPS58159432A (ja) 1982-03-18 1983-09-21 Kao Corp 分枝二量化アルコ−ルの製造方法
JP4951828B2 (ja) * 2000-08-31 2012-06-13 新日本理化株式会社 軸受用潤滑油
JP5396628B2 (ja) * 2008-02-28 2014-01-22 東燃ゼネラル石油株式会社 潤滑油組成物
JP5288861B2 (ja) * 2008-04-07 2013-09-11 Ｊｘ日鉱日石エネルギー株式会社 潤滑油組成物
FR2936812B1 (fr) 2008-10-03 2010-10-15 Total France Compositions lubrifiantes pour transmissions.
JP5988891B2 (ja) * 2013-02-19 2016-09-07 Ｊｘエネルギー株式会社 変速機用潤滑油組成物
US10208269B2 (en) * 2013-12-23 2019-02-19 Exxonmobil Research And Engineering Company Low viscosity ester lubricant and method for using
JP6247600B2 (ja) 2014-06-16 2017-12-13 Ｊｘｔｇエネルギー株式会社 変速機用潤滑油組成物
FR3034100B1 (fr) * 2015-03-23 2017-04-28 Total Marketing Services Composition lubrifiante
JP2016210843A (ja) * 2015-04-30 2016-12-15 協同油脂株式会社 流体動圧軸受用潤滑油及び該潤滑油を備えたスピンドルモータ
US10077409B2 (en) * 2015-12-28 2018-09-18 Exxonmobil Research And Engineering Company Low viscosity low volatility lubricating oil base stocks and methods of use thereof
CN111032613B (zh) * 2017-08-28 2023-03-28 埃克森美孚化学专利公司 酯化合物、含有它的润滑油组合物及其制造方法

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US11739281B2 (en) 2023-08-29
WO2020201126A1 (fr) 2020-10-08
FR3094377A1 (fr) 2020-10-02
FR3094377B1 (fr) 2021-05-21

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