EP3662041B1 - Schmiermittelzusammensetzung mit einem diester - Google Patents

Schmiermittelzusammensetzung mit einem diester Download PDF

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Publication number
EP3662041B1
EP3662041B1 EP18745955.7A EP18745955A EP3662041B1 EP 3662041 B1 EP3662041 B1 EP 3662041B1 EP 18745955 A EP18745955 A EP 18745955A EP 3662041 B1 EP3662041 B1 EP 3662041B1
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Prior art keywords
linear
formula
diester
groups
methyl
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English (en)
French (fr)
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EP3662041A1 (de
Inventor
Nicolas CHAMPAGNE
Gaël ROBINEAU
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TotalEnergies Onetech SAS
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Total Marketing Services SA
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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
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • 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
    • C10M105/38—Esters of polyhydroxy compounds
    • 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • 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
    • C10M129/74—Esters of polyhydroxy compounds
    • 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
    • C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
    • 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
    • C10M2207/283—Esters of polyhydroxy compounds
    • 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
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds 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
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
    • 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
    • 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
    • C10N2030/04—Detergent property or dispersant property
    • 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
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2030/18—Anti-foaming property
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/74—Noack Volatility
    • 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
    • C10N2040/25—Internal-combustion engines
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions

Definitions

  • the present invention relates to the field of lubricating compositions for engines, in particular for motor vehicle engines. It aims in particular to propose a lubricating composition endowed with improved performance, in particular in terms of improved engine cleanliness and reduced fuel consumption.
  • Lubricating compositions also called “lubricants”, are commonly used in engines for the main purposes of reducing the friction forces between the various moving metal parts in the engines. 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 providing additional performance.
  • additives dedicated to stimulating the lubricating performance of the base oil, such as for example friction modifier additives, but also to providing additional performance.
  • detergent additives are very often considered in order to avoid the formation of deposits on the surface of metal parts by dissolving secondary products of oxidation and combustion.
  • lubricating compositions represent an effective means for acting on fuel consumption via their impact on the friction forces generated between the various parts of an engine. It is known in particular that the quality of the base oils, alone or in combination with viscosity index improving polymers and friction modifier additives, is particularly decisive for obtaining a gain in fuel consumption.
  • the invention specifically aims to provide a lubricating composition, in particular dedicated to a vehicle engine, which combines both improved properties in terms of fuel economy and engine cleanliness.
  • s is 1, 2 or 3, in particular s is 1 or 2.
  • n is 2 or 3, in particular n is 2.
  • At least one of the R or R' groups in the diester of formula (I') represents a (C 1 -C 5 )alkyl group, in particular (C 1 -C 4 )alkyl, linear or branched, plus preferentially methyl, ethyl or propyl; advantageously methyl.
  • R a and R b in the aforementioned formulas (I) and (I') have a linear sequence of 7 to 14 carbon atoms, in particular of 8 to 12 carbon atoms. carbon, more particularly from 8 to 11 carbon atoms and in particular from 8 to 10 carbon atoms.
  • R a and R b both represent n -octyl or n -dodecanoyl groups, preferably n -octyl.
  • lubricating compositions incorporating such a diester of formula (I), in particular of formula (I′) above, prove to be particularly effective for their use as a lubricant for an engine, in particular for a vehicle engine.
  • the present invention thus relates, according to another of its aspects, to the use of a composition as described above as a lubricant for an engine, in particular for a vehicle engine.
  • a lubricating composition of grade according to the SAEJ300 classification defined by the formula (X)W(Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20 and containing at least one diester in accordance with the invention manifests improved properties compared to those observed with lubricating compositions comprising mono-esters or di-esters other than those of the invention or tri-esters, both in terms of reducing fuel consumption (“Fuel-Eco” properties) and engine cleanliness.
  • the document GB 716 086 dated 1951 proposes to implement a diester in lubricating compositions.
  • this use is considered in a very different context from that of the invention.
  • the lubricating compositions considered in the patent GB 716 086 are not in accordance with those considered according to the invention and in particular intended for use in aircraft engines which are exposed to very large temperature variations.
  • Synthetic esters are described there as being more advantageous than mineral oils insofar as they have high viscosity indices and flash points, and lower pour points than mineral oils of comparable viscosity.
  • the lubricating compositions considered are of a grade according to the SAEJ300 classification defined by the formula (X)W(Y), in which X represents 0 or 5; and Y represents an integer ranging from 4 to 20.
  • This grade qualifies a selection of lubricating compositions specifically intended for a motor vehicle engine application and which notably satisfy quantified specificities with respect to different parameters such as cold viscosity at start-up, cold pumpability, kinematic viscosity at low shear rate and dynamic viscosity at high shear rate.
  • a diester of formula (I) as defined above, and in particular of formula (I ') above, as an additive in a lubricating composition of grade considered according to the invention makes it possible to reduce the fuel consumption of an engine.
  • the lubricating compositions of the invention meet the qualification of “Fuel-Eco”, in that they allow access to reduced fuel consumption.
  • the invention also relates to the use of a diester of formula (I) as defined above, and in particular of formula (I') mentioned above, as an additive in a lubricating composition of grade according to the SAEJ300 classification defined by the formula (X)W(Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular a vehicle engine, to reduce engine fuel consumption.
  • the use of such a diester, having good detergency properties, in a lubricating composition according to the invention advantageously makes it possible to improve engine cleanliness.
  • the invention relates, according to yet another of its aspects, to the use of a diester of formula (I) as defined previously, and in particular of formula (I') mentioned above, as an additive in a lubricating composition of grade according to the SAEJ300 classification defined by the formula (X)W(Y), in which X represents 0 or 5, and Y represents an integer ranging from 4 to 20, and dedicated to an engine, in particular a vehicle engine , to improve engine cleanliness.
  • n in the aforementioned formula (I) is 2 or 3, and more particularly n is 2.
  • s in the aforementioned formula (I) is 1, 2 or 3, preferably s is 1 or 2.
  • At least one of the R groups represents a (C 1 -C 5 )alkyl group, in particular (C 1 -C 4 )alkyl, linear or branched, more preferentially methyl, ethyl or propyl; advantageously methyl.
  • a diester according to the invention is of formula (I') in which at least one of R or R' represents a (C 1 -C 5 )alkyl group, in particular (C 1 -C 4 )alkyl , linear or branched, more preferably methyl, ethyl or propyl; advantageously methyl.
  • At least one of the R groups represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl group, advantageously methyl; and at least one of R' represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl group, advantageously methyl.
  • the diester of the invention may be of formula (I'a) in which one of the R groups represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl, advantageously methyl; and one of the R' groups represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl group, advantageously methyl; the other groups R and R' representing hydrogen atoms.
  • s in the aforementioned formula (I) or (I') is equal to 1.
  • At least one of the R represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl group, advantageously methyl.
  • the diester of the invention may be of formula (I'b) in which one of the R groups represents a (C 1 -C 5 )alkyl group, linear or branched, in particular a methyl, ethyl or propyl group, advantageously methyl, the others representing hydrogen atoms.
  • the diester of the invention may be of formula (I) in which s is equal to 3.
  • n which are identical, are equal to 2.
  • one of the R represents a group ( C 1 -C 5 )alkyl, linear or branched, in particular methyl, ethyl or propyl, advantageously methyl, the others representing hydrogen atoms.
  • R a and R b in formula (I), (I'), (I'a), (I"a) and (I'b) above, identical or different, represent hydrocarbon groups, saturated or unsaturated, linear or branched, having a linear sequence of 6 to 18 carbon atoms.
  • hydrocarbon means any group having a carbon atom directly attached to the rest of the molecule and having mainly an aliphatic hydrocarbon character.
  • R a and R b have a linear sequence of 7 to 17 carbon atoms, in particular of 7 to 14 carbon atoms, in particular of 8 to 12 carbon atoms and more particularly of 8 to 11 carbon atoms, in particular 8 to 10 carbon atoms.
  • linear sequence of t to z carbon atoms is meant a saturated or unsaturated carbon chain, preferably saturated, comprising from t to z carbon atoms one after the other, the carbon atoms possibly present at the level ramifications of the carbon chain not being taken into account in the number of carbon atoms (t-z) constituting the linear sequence.
  • R a and R b which are identical or different, are derived of vegetable, animal or petroleum origin.
  • R a and R b which are identical or different, represent saturated groups.
  • R a and R b identical or different, represent linear groupings.
  • R a and R b represent saturated linear hydrocarbon groups of C 6 to C 18 , in particular of C 7 to C 17 , in particular of C 7 to C 14 , preferably of C 8 to C 12 and more preferably of C 8 to C 11 , in particular C 8 to C 10 .
  • R a and R b represent linear alkyl groups C 6 to C 18 , in particular C 7 to C 17 , especially C 7 to C 14 , preferably C 8 to C 12 and more preferably C 8 to C 11 , especially C 8 to C 10 .
  • R a and R b are identical.
  • R a and R b both represent n -octyl or n -undecyl groups, preferably n -octyl.
  • the diesters of formula (I) according to the invention may be commercially available or prepared according to synthetic methods described in the literature and known to those skilled in the art. These synthesis methods more particularly implement an esterification reaction between a diol compound of formula HO-([C(R) 2 ] n -O) s -OH and compounds of formula R a -COOH and R b - COOH, with R a and R b , identical or different, being as defined previously.
  • diesters of formula (I) above in particular of formula (I') above, can be obtained by esterification reaction between a mono- or poly-propylene glycol, in particular monopropylene glycol (MPG ) or dipropylene glycol (DPG), and one or more suitable R a -COOH and R b -COOH carboxylic acids.
  • MPG monopropylene glycol
  • DPG dipropylene glycol
  • such a diester or mixture of diesters can thus be obtained by esterification reaction between monopropylene glycol or dipropylene glycol and nonanoic acid or undecanoic acid.
  • the diesters of formula (I) can be mixed with one or more base oils, in particular as defined below, to form a ready-to-use lubricating composition. Alternatively, they can be added alone, or mixed with one or more other additives, as defined below, as additives intended to be added to a mixture of base oils to improve the properties of the lubricating composition.
  • a diester of formula (I) in accordance with the invention can be used in a lubricating composition alone or in combination with one or more other diesters of formula (I).
  • a lubricating composition according to the invention may thus comprise a mixture of diesters of formula (I) formed at least 50% by mass of one or more diesters of formula (I) for which R a and R b represent groups C 8 to C 10 saturated linear hydrocarbons, in particular C 8-10 -alkyl groups.
  • a lubricating composition according to the invention comprises at least as diester of formula (I) in accordance with the invention, a diester or mixture of diesters resulting from the esterification reaction between monopropylene glycol ( MPG) or dipropylene glycol (DPG) and a C 7 to C 19 carboxylic acid, in particular between MPG or DPG and nonanoic or undecanoic acid.
  • MPG monopropylene glycol
  • DPG dipropylene glycol
  • a lubricating composition according to the invention comprises at least as diester of formula (I) in accordance with the invention, a diester or mixture of diesters resulting from the esterification reaction between MPG or DPG and nonanoic acid.
  • the lubricating composition according to the invention comprises from 5 to 30% by weight of diester(s) of formula (I), in particular from 5 to 25% by weight, more particularly from 10 to 25% by weight, even more particularly from 10 to 20% by weight.
  • a lubricating composition according to the invention may comprise, in addition to one or more diesters of formula (I) as defined above, one or more base oils, as well as additives, in particular as defined in the following text.
  • a lubricating composition according to the invention may also comprise one or more base oils.
  • base oils can be chosen from the base oils conventionally used in the field of lubricating oils, such as mineral, synthetic or natural, animal or vegetable oils or mixtures thereof.
  • the base oils used in the lubricating compositions according to the invention 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 classification ATIEL, or mixtures thereof.
  • Table A Saturates content
  • Sulfur content Viscosity Index (VI) Group I Mineral oils ⁇ 90% > 0.03% 80 ⁇ IV ⁇ 120
  • Group III Hydrocracked or hydroisomerized oils ⁇ 90% ⁇ 0.03% ⁇ 120
  • 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-alpha removal, solvent dewaxing, hydrotreating, hydrocracking, hydroisomerization and hydrofinishing.
  • Synthetic base oils can be esters of carboxylic acids and alcohols or even polyalphaolefins.
  • 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.
  • Blends of synthetic and mineral oils can also be used.
  • lubricating bases there is generally no limitation as to the use of different lubricating bases to produce the lubricating compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, sulfur content , oxidation resistance, suitable for use in vehicle engines. Good Of course, they must also not affect the properties provided by the oil or the diesters of general formula (I) with which they are combined.
  • a lubricating composition according to the invention comprises a base oil chosen from group II, III and IV oils of the API classification.
  • a lubricating composition according to the invention may comprise at least one group III base oil.
  • a lubricating composition according to the invention may comprise at least 50% by weight of base oil(s) relative to its total weight, in particular at least 60% by weight of base oil(s), and more particularly between 60 and 99% by weight of base oil(s).
  • the oil or oils of group III represent(s) at least 50% by weight, in particular at least 60% by weight, of the total weight of the base oils of the composition.
  • a lubricating composition according to the invention may also comprise all types of additives suitable for use in a lubricant for a vehicle engine, in particular for a motor vehicle.
  • additives can be introduced separately and/or in the form of a mixture like those already available for sale for the formulations of commercial lubricants for vehicle engines, with a performance level as defined by the ACEA ( Association of European Automobile Manufacturers) and/or API (American Petroleum Institute), well known to those skilled in the art.
  • ACEA Association of European Automobile Manufacturers
  • API American Petroleum Institute
  • a lubricating composition according to the invention may thus comprise one or more additives chosen from friction modifier additives, anti-wear additives, extreme pressure additives, detergent additives, antioxidant additives, viscosity index improvers ( VI), pour point depressants (PPDs), dispersing agents, antifoaming agents, thickeners, and mixtures thereof.
  • additives chosen from friction modifier additives, anti-wear additives, extreme pressure additives, detergent additives, antioxidant additives, viscosity index improvers ( VI), pour point depressants (PPDs), dispersing agents, antifoaming agents, thickeners, and mixtures thereof.
  • friction modifier additives they can be chosen from compounds providing metallic elements and compounds free of ash.
  • transition metals such as Mo, Sb. Sn, Fe, Cu, Zn whose ligands can be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus atoms.
  • Ash-free 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, fats or fatty acid glycerol esters.
  • the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms.
  • a lubricating composition according to the invention comprises at least one friction modifier additive, in particular based on molybdenum.
  • the molybdenum-based compounds can be chosen from molybdenum dithiocarbamates (Mo-DTC), molybdenum dithiophosphates (Mo-DTP), and mixtures thereof.
  • a lubricating composition according to the invention comprises at least one Mo-DTC compound and at least one Mo-DTP compound.
  • a lubricating composition may in particular comprise a molybdenum content of between 1000 and 2500 ppm.
  • such a composition makes it possible to achieve additional fuel savings.
  • a lubricating composition according to the invention may comprise from 0.01 to 5% by weight, preferably from 0.01 to 5% by weight, more particularly from 0.1 to 2% by weight or even more particularly from 0.1 to 1.5% by weight, relative to the total weight of the lubricating composition, of friction modifier additives, advantageously including at least one molybdenum-based friction modifier additive.
  • anti-wear additives and the extreme pressure additives are more particularly dedicated to protecting the surfaces in friction by forming a protective film adsorbed on these surfaces.
  • anti-wear additives There are a wide variety of anti-wear additives.
  • anti-wear additives chosen from polysulphide additives, sulphur-containing olefin additives or even phospho-sulphur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically dialkyldithiophosphates zinc or ZnDTP.
  • the preferred compounds are of formula Zn((SP(S)(OR)(OR')) 2 , in which R and R', which are identical or different, independently represent an alkyl group, preferably comprising from 1 to 18 carbon atoms.
  • a lubricating composition according to the invention may comprise from 0.01 to 6% by weight, preferably from 0.05 to 4% by weight, more preferably from 0.1 to 2% by weight, relative to the weight total of the composition, anti-wear additives and extreme pressure additives.
  • antioxidant additives they are essentially dedicated to delaying the degradation of the lubricating composition in service. This degradation can 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 free radical inhibitors or hydroperoxide destroyers.
  • antioxidants of the phenolic type antioxidant additives of the amine type, phosphosulfur antioxidant additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, can be ash generators.
  • the phenolic antioxidant additives can 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 with 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 including at least one carbon vicinal to the carbon carrying 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 ter-butyl group.
  • Amino compounds are another class of antioxidant additives that can be used, possibly in combination with phenolic antioxidant additives.
  • Examples of amino compounds are aromatic amines, for example aromatic amines of formula NR 5 R 6 R 7 in which R 5 represents an aliphatic group or an optionally substituted aromatic group, R 6 represents an optionally substituted aromatic group, 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 can also be used as antioxidant additives.
  • the lubricating 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.
  • a lubricating composition according to the invention may comprise from 0.1 to 2% by weight, relative to the total weight of the composition, of at least one antioxidant additive.
  • detergent additives they generally make it possible to reduce the formation of deposits on the surface of metal parts by dissolving the secondary products of oxidation and combustion.
  • detergent additives which can be used in a lubricating composition according to the invention are generally known to those skilled in the art.
  • Detergent additives can be anionic compounds comprising a long lipophilic hydrocarbon chain and a hydrophilic head.
  • the associated cation can 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 metallic salts generally comprise the metal in a stoichiometric quantity or else in excess, therefore in a quantity greater than the stoichiometric quantity.
  • 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, preferentially a carbonate.
  • a lubricating composition according to the invention 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 according to the invention may comprise less than 4% by weight of detergent additive(s), in particular less than 2% by weight, in particular less than 1% by weight, or even be free of detergent additive.
  • pour point depressant additives also called “PPD” agents for “Pour Point Depressant” in English
  • PPD Point Depressant
  • pour point reducing agents examples include polyalkyl methacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes and alkylated polystyrenes.
  • dispersing agents ensure the maintenance in suspension and the evacuation of the insoluble solid contaminants constituted by the secondary oxidation products which are formed when the lubricating composition is in service.
  • They can be chosen from Mannich bases, succinimides and their derivatives.
  • a lubricating composition according to the invention may comprise from 0.2 to 10% by weight of dispersing agent(s), relative to the total weight of the composition.
  • Viscosity index (VI) improvers in particular viscosity index improver polymers, ensure good cold behavior and minimum viscosity at high temperature.
  • viscosity index improving polymer include polymer esters, homopolymers or copolymers, hydrogenated or non-hydrogenated styrene, butadiene and isoprene, olefin homopolymers or copolymers, such as ethylene or propylene, polyacrylates and polymethacrylates (PMA).
  • a lubricating composition according to the invention can comprise from 1 to 15% by weight, of additive(s) improving the viscosity index, relative to the total weight of the lubricating composition.
  • the antifoam additives can be chosen from polar polymers such as polymethylsiloxanes or polyacrylates.
  • a lubricating composition according to the invention may comprise from 0.01 to 3% by weight of antifoam additive(s), relative to the total weight of the lubricating composition.
  • the lubricating compositions according to the invention find a particularly advantageous application as lubricants for an engine, in particular for a vehicle engine and more particularly for a light vehicle.
  • a lubricating composition according to the invention has a particularly advantageous viscosity grade.
  • the viscosity grade of a lubricating composition according to the invention can be chosen in particular from: - a grade according to the SAEJ300 classification defined by formulas (II) or (III) 0W (Y) 5W (Y) (II) (III) in which Y represents an integer ranging from 4 to 20, in particular ranging from 4 to 16 or from 4 to 12; Where - a grade according to the SAEJ300 classification defined by the formulas (IV) or (V° (X)W8 (X) W 12 (IV) (V) where X represents 0 or 5.
  • the grade according to the SAEJ300 classification of a lubricating composition according to the invention is chosen from 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 and 5W20.
  • a lubricating composition according to the invention may have a grade according to the SAEJ300 classification of 0W20 or 0W16.
  • the kinematic viscosity measured at 100° C. according to the ASTM D445 standard of a lubricating composition according to the invention is between 3 and 15 mm 2 .s -1 , in particular between 3 and 13 mm 2 .s - 1 .
  • the viscosity measured at high temperature and high shear, HTHS (for “high temperature high-shear viscosity measurement”), measured at 150° C., is equal to or greater than 1.7 mPa.s, of preferably between 1.7 and 3.7 mPa.s, advantageously between 2.3 and 3.7 mPa.s.
  • the HTHS measurement is carried out at high shear (10 6 s -1 ) and at 150° C. according to standardized methods CEC-L-36-A-90, ASTM D4683 and ASTMD4741.
  • a lubricating composition according to the invention has a Noak volatility, determined according to the ASTM D5800 standard, of less than or equal to 15%, in particular less than or equal to 14%.
  • a lubricating composition according to the invention in particular by the use of a diester of formula (I) according to the invention, advantageously makes it possible to combine both good properties in terms of reduction of consumption fuel and engine cleanliness.
  • the invention thus relates to the use of a diester of formula (I) according to the invention in a lubricating composition of grade according to the SAEJ300 classification defined by the formula (X)W(Y), in which X represents 0 or 5 , and Y represents an integer ranging from 4 to 20, in particular dedicated to an engine, in particular a vehicle engine.
  • Engine cleanliness is measured by rating the engine piston fouling at the end of an engine test using a lubricating composition to be tested, in particular with respect to a Group III base oil.
  • lubricating compositions according to the invention and comparative compositions, for example comprising monoesters or diesters other than those of the invention, replacing a diester in accordance with the invention, were formulated with the following components listed in Table 1: -
  • the esters according to the invention and outside the invention were obtained by esterification reaction between a compound having at least two alcohol functions and at least two fatty acids, said acids possibly being identical or different.
  • the esters outside the invention were also obtained by esterification reaction between a fatty acid having at least two carboxylic acid functions and at least two compounds having at least one alcohol function, said alcohols possibly being identical or different.
  • Tables 2 and 3 below show the details of the lubricating compositions according to the invention and of the comparative compositions as well as their physico-chemical characteristics.
  • the test is carried out using an EB 1.2 L Turbo engine, whose power is 81 kW at 5500 rpm, driven by an electric generator allowing a rotation speed of between 900 and 4500 to be imposed. revolutions/min while a torque sensor makes it possible to measure the frictional torque generated by the movement of the parts in the engine.
  • the friction torque induced by the test lubricant is compared for each speed and each temperature with the torque induced by the reference lubricating composition (SAE 0W30).
  • the rpm ranges, the rpm variation and the temperature have been chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
  • the gain in friction is evaluated for each lubricating composition (C1, CC1 to CC3) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricating composition.
  • compositions according to the invention make it possible to increase the Fuel Eco, unlike the compositions not comprising an ester or esters different from the esters of the invention.
  • the test is carried out using a Nissan HR12DDR engine, whose power is 180 kW at 6500 rpm, driven by an electric generator allowing a rotation speed of between 1000 and 4400 rpm to be imposed while that a torque sensor makes it possible to measure the frictional torque generated by the movement of the parts in the engine.
  • the friction torque induced by the test lubricant is compared for each speed and each temperature at the average torque induced by the reference lubricating composition (SAE 0W16) which was evaluated before and after the test lubricant.
  • the rpm ranges, the rpm variation and the temperature have been chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
  • the gain in friction is evaluated for each lubricating composition (C2, C3, CC4 to CC6) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricating composition.
  • compositions according to the invention make it possible to increase the Fuel Eco, unlike the compositions not comprising an ester or esters other than the esters of the invention, such as 2-ethylhexyl sebacate.
  • the test is carried out using a Hyundai L13-B engine, whose power is 81 kW at 5500 rpm, driven by an electric generator allowing a rotation speed of between 650 and 5000 rpm to be imposed. min while a torque sensor measures the frictional torque generated by the movement of parts in the engine. The friction torque induced by the test lubricant is compared for each speed and each temperature with the torque induced by the reference lubricating composition (SAE 0W16).
  • the rpm ranges, the rpm variation and the temperature have been chosen to cover, in the most representative way possible, the points of the NEDC certified cycle.
  • the gain in friction is evaluated for each lubricating composition (C4 and CC7) as a function of the temperature and the speed of the engine and in comparison with the friction of the reference lubricating composition.
  • compositions according to the invention make it possible to increase the Fuel Eco, unlike the compositions not comprising an ester or esters other than the esters of the invention, such as 2-ethylhexyl sebacate.
  • Each lubricating composition (10 kg) is evaluated during a cleanliness test of a common rail diesel engine (common rail) for motor vehicles.
  • the engine has a displacement of 1.4 L for 4 cylinders. Its power is 80 kW.
  • the test cycle time is 96 hours alternating between idling and 4000 rpm.
  • the temperature of the lubricating composition is 145°C and the temperature of the cooling system water is 100°C. No draining or topping up of lubricating composition is carried out during the test. EN 590 fuel is used.
  • the test takes place in two phases for a total duration of 106 hours and according to a first step of rinsing and running-in for 10 hours, then according to a second step with the composition evaluated (4 kg), finally according to an endurance step of duration of 96 hours with the evaluated composition (4 kg).

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Claims (15)

  1. Schmiermittelzusammensetzung der Klasse gemäß der SAEJ300-Klassifikation, die durch die Formel (X)W(Y) definiert ist, wobei X für 0 oder 5 steht und Y für eine ganze Zahl im Bereich von 4 bis 20 steht; wobei die Zusammensetzung mindestens einen Diester der Formel (I) umfasst:

            Ra-C(O)-O-([C(R)2]n-O)s-C(O)-Rb     (I)

    wobei:
    - R unabhängig für ein Wasserstoffatom oder eine lineare oder verzweigte (C1-C5)-Alkylgruppe, speziell eine Methyl-, Ethyl- oder Propylgruppe, insbesondere Methyl, steht;
    - s gleich 1, 2, 3, 4, 5 oder 6 ist; speziell s gleich 1, 2 oder 3 ist und spezieller s gleich 1 oder 2 ist;
    - n gleich 1, 2 oder 3 ist; speziell n gleich 2 oder 3 ist und spezieller n gleich 2 ist, wobei es sich versteht, dass dann, wenn s von 1 verschieden ist, die Variablen n gleich oder verschieden sein können; und
    - Ra und Rb, die gleich oder verschieden sind, unabhängig für gesättigte oder ungesättigte, lineare oder verzweigte Kohlenwasserstoffgruppen mit einer linearen Kette aus 6 bis 18 Kohlenstoffatomen stehen;
    mit der Maßgabe, dass dann, wenn s gleich 2 ist und die Variablen n, die gleich sind, gleich 2 sind, mindestens eine der Gruppen R für eine lineare oder verzweigte (C1-C5)-Alkylgruppe steht; und
    mit der Maßgabe, dass dann, wenn s gleich 1 ist und n gleich 3 ist, mindestens eine der an den Kohlenstoff in der beta-Position der Sauerstoffatome der Esterfunktionen gebundenen Gruppen R für ein Wasserstoffatom steht;
    wobei die Schmiermittelzusammensetzung 5 bis 30 Gew.-% Diester der Formel (I), bezogen auf das Gesamtgewicht der Zusammensetzung, umfasst.
  2. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass Ra und Rb, die gleich oder verschieden sind, eine lineare Kette aus 7 bis 14 Kohlenstoffatomen, speziell 8 bis 12 Kohlenstoffatomen und spezieller 8 bis 11 Kohlenstoffatomen aufweisen.
  3. Zusammensetzung nach Anspruch 1 und oder 2, dadurch gekennzeichnet, dass Ra und Rb, die gleich oder verschieden sind, für lineare C6- bis C18-, speziell C7-bis C17 , insbesondere C7- bis C14-, vorzugsweise C8- bis C12-, weiter bevorzugt C8- bis C11- und insbesondere C8-bis C10-Alkylgruppen stehen.
  4. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass Ra und Rb beide für n-Octyl- oder n-Undecylgruppen, vorzugsweise n-Octyl, stehen.
  5. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass der Diester die folgende Formel (I') aufweist:

            Ra-C(O)-O-([C(R)2]n-O)-([C(R')2]m-O)s-1-C(O)-Rb     (I')

    wobei:
    - R und R' unabhängig für ein Wasserstoffatom oder eine lineare oder verzweigte (C1-C5)-Alkylgruppe, speziell eine Methyl-, Ethyl- oder Propylgruppe, insbesondere Methyl, stehen;
    - s gleich 1, 2 oder 3 ist, speziell s gleich 1 oder 2 ist;
    - n gleich 2 ist;
    - m gleich 2 ist;
    - Ra und Rb, die gleich oder verschieden sind, unabhängig für gesättigte oder ungesättigte, lineare oder verzweigte Kohlenwasserstoffgruppen mit einer linearen Kette aus 6 bis 18 Kohlenstoffatomen stehen;
    mit der Maßgabe, dass dann, wenn s gleich 2 ist, mindestens eine der Gruppen R oder R' für eine lineare oder verzweigte (C1-C5)-Alkylgruppe steht.
  6. Zusammensetzung nach dem vorhergehenden Anspruch, dadurch gekennzeichnet, dass der Diester die Formel (I') aufweist, wobei:
    - s gleich 2 ist,
    - eine der Gruppen R für eine lineare oder verzweigte (C1-C5)-Alkylgruppe, speziell eine Methyl-, Ethyl- oder Propylgruppe, vorteilhafterweise Methyl, steht und
    - eine der Gruppen R' für eine lineare oder verzweigte (C1-C5)-Alkylgruppe, speziell eine Methyl-, Ethyl- oder Propylgruppe, vorteilhafterweise Methyl, steht; wobei die anderen Gruppen R und R' für Wasserstoffatome stehen.
  7. Zusammensetzung nach Anspruch 5, dadurch gekennzeichnet, dass:
    - s gleich 1 ist;
    - eine der Gruppen R für eine lineare oder verzweigte (C1-C5)-Alkylgruppe, speziell eine Methyl-, Ethyl- oder Propylgruppe, vorteilhafterweise Methyl, steht, wobei die anderen für Wasserstoffatome stehen.
  8. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass der Diester durch eine Veresterungsreaktion zwischen einem Monopropylen- oder Polypropylenglykol, insbesondere Monopropylenglykol oder Dipropylenglykol; und einer oder mehreren Carbonsäuren Ra-COOH und Rb-COOH, insbesondere Nonansäure oder Undecansäure, erhalten wird.
  9. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie 5 bis 25 Gew.-% Diester der Formel (I), bezogen auf das Gesamtgewicht der Zusammensetzung, spezieller 10 bis 25 Gew.-%, noch spezieller 10 bis 20 Gew.-%, umfasst.
  10. Zusammensetzung nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass sie ein oder mehrere Grundöle, die aus den Gruppen II, III und IV der API-Klassifikation ausgewählt sind, insbesondere mindestens ein Grundöl der Gruppe III, umfasst.
  11. Zusammensetzung nach einem der vorhergehenden Ansprüche, umfassend ein oder mehrere Additive, ausgewählt aus reibungsmodifizierenden Additiven, Verschleißschutzadditiven, Höchstdruckadditiven, Reinigungsadditiven, Antioxidansadditiven, Viskositätsindexverbesserern, Pourpoint-Erniedriger, Dispergiermitteln, Antischaummitteln, Verdickern und Mischungen davon, wobei die Zusammensetzung speziell mindestens ein reibungsmodifizierendes Additiv, speziell auf Basis von Molybdän, insbesondere ausgewählt aus Molybdändithiocarbamaten, Molybdändithiophosphaten und Mischungen davon, umfasst.
  12. Zusammensetzung nach einem der vorhergehenden Ansprüche der Klasse gemäß der SAEJ300-Klassifikation, die aus 0W4, 0W8, 0W12, 0W16, 0W20, 5W4, 5W8, 5W12, 5W16 und 5W20 ausgewählt ist.
  13. Verwendung einer Zusammensetzung nach einem der vorhergehenden Ansprüche als Schmiermittel für einen Motor, speziell einen Fahrzeugmotor.
  14. Verwendung eines Diesters der Formel (I) gemäß einem der Ansprüche 1 bis 8 als Additiv in einer Schmiermittelzusammensetzung der Klasse gemäß der SAEJ300-Klassifikation, die durch die Formel (X)W(Y) definiert ist, wobei X für 0 oder 5 steht und Y für eine ganze Zahl im Bereich von 4 bis 20 steht, für einen Motor, speziell einen Fahrzeugmotor, zur Verringerung des Kraftstoffverbrauchs des Motors.
  15. Verwendung eines Diesters der Formel (I) gemäß einem der Ansprüche 1 bis 8 als Additiv in einer Schmiermittelzusammensetzung der Klasse gemäß der SAEJ300-Klassifikation, die durch die Formel (X)W(Y) definiert ist, wobei X für 0 oder 5 steht und Y für eine ganze Zahl im Bereich von 4 bis 20 steht, für einen Motor, speziell einen Fahrzeugmotor, zur Verbesserung der Motorensauberkeit.
EP18745955.7A 2017-08-03 2018-07-31 Schmiermittelzusammensetzung mit einem diester Active EP3662041B1 (de)

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Publication number Priority date Publication date Assignee Title
FR3083244B1 (fr) 2018-07-02 2020-07-17 Total Marketing Services Composition pour refroidir et lubrifier un systeme de propulsion d'un vehicule electrique ou hybride
FR3088073B1 (fr) 2018-11-05 2021-07-23 Total Marketing Services Utilisation d'un diester pour ameliorer les proprietes anti-usure d'une composition lubrifiante
FR3105221B1 (fr) * 2019-12-20 2022-08-05 Total Marketing Services Procede de preparation de diesters a partir d’alcool gras insatures et diesters ainsi obtenus
FR3112349B1 (fr) 2020-07-09 2023-06-16 Total Marketing Services Utilisation d’ester de dialkylène glycol pour augmenter la résistance à l’oxydation d’une composition lubrifiante
FR3115291B1 (fr) 2020-10-20 2023-11-17 Total Marketing Services Utilisation d’ester de dialkylène glycol pour diminuer le frottement dans les véhicules équipés de moteur hybride
CN116783273A (zh) * 2020-12-17 2023-09-19 国际壳牌研究有限公司 传动流体
FR3137918A1 (fr) * 2022-07-13 2024-01-19 Totalenergies Onetech Composition lubrifiante à base de diester
FR3139343A1 (fr) 2022-09-06 2024-03-08 Totalenergies Onetech Composition lubrifiante avec des propriétés fuel eco améliorées dans les véhicules hybrides

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB716086A (en) * 1951-12-21 1954-09-29 Standard Oil Dev Co Improvements in or relating to synthetic lubricants
NL227378A (de) * 1957-04-29
NL8102759A (nl) * 1981-06-09 1983-01-03 Unilever Nv Estersmeermiddelen.
US4722811A (en) * 1984-10-15 1988-02-02 Exxon Research & Engineering Co. Process for preparing glycol monoesters
US4891161A (en) * 1985-02-27 1990-01-02 Nisshin Oil Mills, Ltd. Cold rolling mill lubricant
US6303548B2 (en) * 1998-12-11 2001-10-16 Exxon Research And Engineering Company Partly synthetic multigrade crankcase lubricant
WO2001030945A1 (en) * 1999-10-25 2001-05-03 Nippon Mitsubishi Oil Corporation Fluid composition for cutting or grinding system employing trace amount of fluid
US7517838B2 (en) * 2002-08-22 2009-04-14 New Japan Chemical Co., Ltd. Lubricating oil for bearing
JP4325484B2 (ja) 2003-05-19 2009-09-02 新日本理化株式会社 潤滑油
CN1786495B (zh) * 2004-12-07 2010-05-05 松下电器产业株式会社 流体轴承装置、和利用其的主轴马达以及信息装置
JP2006193723A (ja) * 2004-12-07 2006-07-27 Matsushita Electric Ind Co Ltd 流体軸受装置、ならびにそれを用いたスピンドルモータ及び情報装置
JP4938250B2 (ja) * 2005-04-28 2012-05-23 出光興産株式会社 動力伝達用潤滑剤
US20070105728A1 (en) * 2005-11-09 2007-05-10 Phillips Ronald L Lubricant composition
GB0703831D0 (en) * 2007-02-28 2007-04-11 Croda Int Plc Engine lubricants
US20090186784A1 (en) * 2008-01-22 2009-07-23 Diggs Nancy Z Lubricating Oil Composition
JP5271566B2 (ja) 2008-02-28 2013-08-21 Ｊｘ日鉱日石エネルギー株式会社 省燃費型エンジン油組成物
EP2321389B1 (de) * 2008-07-11 2015-08-12 Basf Se Zusammensetzung und methode zur verbesserung des kraftstoffverbrauchs von kohlenwasserstoff betriebenen verbrennungsmotoren
RU2012110180A (ru) * 2009-08-18 2013-09-27 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. Топливная композиция и композиция моторного масла, и их применение
JP5507933B2 (ja) 2009-09-07 2014-05-28 Ｊｘ日鉱日石エネルギー株式会社 エンジン油組成物
US9187682B2 (en) * 2011-06-24 2015-11-17 Emerson Climate Technologies, Inc. Refrigeration compressor lubricant
WO2013154978A1 (en) * 2012-04-11 2013-10-17 The Lubrizol Corporation Dispersants derived from hydroxy fatty acid polyesters and polyalkylene glycol dispersants
CA2899369A1 (en) * 2013-03-08 2014-09-12 Elevance Renewable Sciences, Inc. Natural oil based grease compositions and processes for making such compositions
US20140314351A1 (en) * 2013-03-28 2014-10-23 Minebea Co., Ltd. Fluid dynamic pressure bearing oil, fluid dynamic pressure bearing using the same, and spindle motor
US20140342961A1 (en) * 2013-05-16 2014-11-20 Chevron U.S.A. Inc. Diester-based engine oil formulations with improved low noack and cold flow properties
EP4717753A2 (de) * 2013-09-19 2026-04-01 The Lubrizol Corporation Schmiermittelzusammensetzungen für direkteinspritzende motoren
DE102014203599A1 (de) * 2014-02-27 2015-08-27 Fuchs Petrolub Se Diisooctylsebacat in Motorenölen
ES2753598T3 (es) * 2014-03-03 2020-04-13 Elevance Renewable Sciences Diésteres ramificados para uso como material base y en aplicaciones de lubricantes
FR3035663B1 (fr) * 2015-04-30 2017-06-02 Total Marketing Services Composition lubrifiante ultra-fluide
EP3124580A1 (de) * 2015-07-31 2017-02-01 Total Marketing Services Verzweigte diester zur verwendung bei der senkung des kraftstoffverbrauchs eines motors

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Publication number Publication date
EP3662041A1 (de) 2020-06-10
US11162047B2 (en) 2021-11-02
JP2020530052A (ja) 2020-10-15
KR102696925B1 (ko) 2024-08-21
KR20200055707A (ko) 2020-05-21
JP7246368B2 (ja) 2023-03-27
WO2019025446A1 (fr) 2019-02-07
CN111094523B (zh) 2022-10-21
US20210122992A1 (en) 2021-04-29
FR3069864B1 (fr) 2019-08-16
CN111094523A (zh) 2020-05-01
FR3069864A1 (fr) 2019-02-08

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