EP2791294B1 - Compositions lubrifiantes pour transmissions - Google Patents

Compositions lubrifiantes pour transmissions Download PDF

Info

Publication number
EP2791294B1
EP2791294B1 EP12809233.5A EP12809233A EP2791294B1 EP 2791294 B1 EP2791294 B1 EP 2791294B1 EP 12809233 A EP12809233 A EP 12809233A EP 2791294 B1 EP2791294 B1 EP 2791294B1
Authority
EP
European Patent Office
Prior art keywords
lubricant composition
composition according
mass
ethylene
preferentially
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
EP12809233.5A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP2791294A1 (fr
Inventor
Alain Bouffet
Alder DA COSTA D'AMBROS
Richard Vernay
Gérard THOMESSE
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
TotalEnergies Marketing Services SA
Original Assignee
Total Marketing Services SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=47471795&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP2791294(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Total Marketing Services SA filed Critical Total Marketing Services SA
Publication of EP2791294A1 publication Critical patent/EP2791294A1/fr
Application granted granted Critical
Publication of EP2791294B1 publication Critical patent/EP2791294B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M161/00Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
    • C10M2203/1025Aliphatic fractions used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/022Ethene
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024Propene
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084Acrylate; Methacrylate
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28Amides; Imides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/02Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
    • C10M2219/022Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046Overbasedsulfonic acid salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106Thiadiazoles
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/047Thioderivatives not containing metallic elements
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/049Phosphite
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54Fuel economy
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines

Definitions

  • the present invention relates to lubricating compositions for transmissions, in particular for gearboxes, comprising a specific combination of additives making it possible to reduce the coefficient of friction of said lubricating compositions, thus making it possible to limit the fuel consumption of motor vehicles.
  • the compositions according to the invention are suitable for all types of vehicles, in particular light vehicles, and are particularly suitable for manual gearboxes, axles or double clutches.
  • VI viscosity index
  • ethylene / alpha-olefin copolymer which is known as a viscosity index improving polymer and not as a friction modifier, makes it possible to reduce the coefficient of friction of lubricating compositions, when it ci is in combination with a derivative of dimercaptothiadiazole and an amine thiophosphate.
  • Dimercaptothiadiazole derivatives are known as inhibitors of corrosion and extreme pressure additives and not as a friction modifier.
  • the Applicant has found that it is possible to formulate transmission oils with very low coefficients of friction from a composition containing a compound chosen from dimercaptothiadiazoles, a compound chosen from the group of ethylene-alphaolefin copolymers. and an amine thiophosphate.
  • the lubricating compositions according to the invention exhibit low coefficients of friction without the addition of friction modifiers.
  • the mixture containing at least one dimercaptothiadiazole, at least one ethylene-alphaolefin copolymer and at least one amine thiophosphate, has a synergistic effect on the lowering of the coefficient of friction.
  • the present invention relates to a lubricating composition
  • a lubricating composition comprising, relative to the total mass of the lubricating composition, one or more base oils, 0.1 to 10% by mass of at least one derivative of dimercaptothiadiazole, 1 to 20%. by mass of at least one copolymer of ethylene and of alphaolefin and 0.2 to 10% by mass of at least one amine thiophosphate of general formula (IVa) in which X 1 and X 2 are independently of each other a sulfur atom or an oxygen atom, at least one of them being a sulfur atom, R 1 and R 2 are either an atom of hydrogen or alkyl groups having between 1 to 22 carbon atoms, preferably between 6 to 18, M is an ammonium formed from a primary, secondary or tertiary amine, of formula R 3 R 4 R 5 R 6 N, where R 3 , R 4 , R 5 , R 6 are either a hydrogen atom or an alkyl group comprising from 1 to 18 carbon
  • the lubricating composition according to the invention comprises at least one copolymer of ethylene and of an alpha-olefin comprising from 3 to 30 carbon atoms, preferably from 3 to 24, more preferably from 3 to 20, even more preferably from 3 to 10, even more preferably from 3 to 6.
  • the copolymer of ethylene and of alphaolefin according to the invention has the general formula (I): in which R is an alkyl group having 1 to 8 carbon atoms, preferably 1 to 3 carbon atoms, x and y are such that the ratio x / y is between 0.5 and 2 and the sum x + y is between 50 to 150.
  • the lubricating composition according to the invention comprises an amount of ethylene / alphaolefin copolymer of between 2 to 15% by mass, relative to the total mass of lubricating composition, preferably from 4 to 10%, more preferably from 5 to 9%.
  • the dimercaptothiadiazole derivative according to the invention has the general formula of formula (II) or (III), taken alone or as a mixture: in which, R 1 and R 2 are, independently of one another, hydrogen atoms, linear and / or branched alkyl groups comprising from 1 to 24 carbon atoms, preferably from 2 to 18, more preferably from 4 to 16, even more preferably from 8 to 12 or aromatic substituents, n and m being, independently of one another, integers chosen from the group formed by the integers 1, 2, 3, or 4.
  • the lubricating composition according to the invention comprises from 0.2 to 5% by mass of derivative of dimercaptothiadiazole, relative to the total mass of the lubricating composition, preferably from 0.3 to 2%, more preferably from 0, 5 to 1%.
  • Particularly preferred compounds are dithiophosphates (X 1 and X 2 are sulfur atoms).
  • the lubricating composition according to the invention has an amount of amine thiophosphate of formula (IVa) of between 0.5 to 8%, in mass, relative to the total mass of lubricating composition, preferably from 1 to 5%, more preferably from 2 to 4%.
  • the lubricating composition according to the invention further comprises a polymethacrylate.
  • the lubricating composition according to the invention further comprises a dispersant derived from polyisobutene.
  • the lubricating composition according to the invention further comprises an anti-oxidant additive of amine type.
  • the lubricating composition according to the invention further comprises an anti-corrosion additive of phenol type.
  • the lubricating composition according to the invention has a kinematic viscosity at 100 ° C. according to the ASTM D445 standard of between 4 and 40 cSt, between 4.1 and 32.5 cSt and preferably between 6 and 18.5 cSt.
  • the present invention relates to the use of a lubricating composition for lubricating transmissions such as gearboxes, axles, preferably manual gearboxes of motor vehicles.
  • the invention relates to the use of a lubricating composition for lubricating transmissions to reduce the fuel consumption of vehicles, in particular of motor vehicles.
  • the present invention relates to the use of at least one copolymer of ethylene and of alpha-olefin and of at least one derivative of dimercaptothiadiazole for reducing the coefficient of friction of a lubricating composition.
  • the invention relates to the use of at least one copolymer of ethylene and of alpha-olefin, of at least one derivative of dimercaptothiadiazole and at least one amine thiophosphate for reducing the coefficient of friction of a lubricating composition.
  • a subject of the invention is also a process for reducing the coefficient of friction of a lubricating composition, in which at least one base oil is added at least one copolymer of ethylene and of alpha-olefin and of minus a derivative of dimercaptothiadiazole.
  • the invention relates to a process for reducing the coefficient of friction of a lubricating composition in which at least one lubricating base oil is added at least one copolymer of ethylene and of alpha-olefin, at least one derivative of dimercaptothiadiazole and at least one amine thiophosphate.
  • One of the essential elements of the lubricating compositions according to the invention is a copolymer of ethylene and of alphaolefin.
  • the ethylene / alpha-olefin copolymer while being a viscosity index improver such as the polymethacrylates that it can replace, provides the additional advantage that it can reduce the coefficient of friction of said lubricating compositions.
  • the copolymer used in the present invention is an ethylene / alphaolefin copolymer.
  • the alpha-olefin is an alpha-olefin comprising from 3 to 30 carbon atoms, preferably from 3 to 24, more preferably from 3 to 20, even more preferably from 3 to 10, even more preferably from 3 to 6.
  • alpha-olefin which can be used are propylene, butene, pentene, hexene, heptene, octene, nonene, decene, in particular 1-butene, 1-pentene, 1- hexene, 1-octene.
  • the copolymer of ethylene and of alphaolefin has the general formula (I): where is R is an alkyl group having 1 to 8 carbon atoms, preferably 1 to 3 carbon atoms, x and y are such that the ratio x / y is between 0.5 and 2 and the sum x + y is between 50 to 150.
  • R represents a methyl group
  • x and y are such that the ratio x / y is between 0.5 to 1.5 and the sum x + y is between 70 and 130.
  • R is a methyl group
  • x is equal to 40 and y is equal to 40.
  • the ethylene and alphaolefin copolymer according to the invention is chosen from alphaolefin copolymers making it possible to limit the loss of viscosity of the lubricating composition measured at 100 ° C according to the standardized test KRL-45-99 to a lower value. or equal to 5%.
  • the lubricating compositions according to the invention comprise from 1 to 20% by mass of ethylene / alpha-olefin copolymer, relative to the total mass of lubricating composition, preferably from 2 to 15%, more preferably from 4 to 10%, even more preferably from 5 to 9%.
  • Lucant HC600 sold by the company MITSUI.
  • the lubricating compositions according to the invention therefore comprise at least one derivative of dimercaptothiadiazole.
  • Said derivative of dimercaptothiadiazole being a compound derived from 4,5-dimercapto-1,2,3-thiadiazole, 3,5-dimercapto-1,2,4-thiadiazole, 3,4-dimercapto-1,2,5 -thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, taken alone or as a mixture.
  • Thiadiazoles are heterocyclic compounds comprising two nitrogen atoms, one sulfur atom, two carbon atoms and two double bonds, of general formula C 2 N 2 SH 2 , which can exist in the following forms, respectively 1,2,3 -thiadiazole, 1,2,4-thiadiazole, 1,2,5-thiadiazole, 1,3,4-thiadiazole:
  • dimercaptothiadiazole derivative according to the invention is understood to mean chemical compounds derived from the four molecules dimercaptothiadiazoles, 4,5-dimercapto-1,2,3-thiadiazole, 3,5-dimercapto-1,2,4-thiadiazole, 3, 4-dimercapto-1,2,5-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, below taken alone or as a mixture:
  • 2,5-dimercapto-1,3,4-thiadiazole the derivatives of 2,5-dimercapto-1,3,4-thiadiazole are molecules of general formula (II) or ( III): in which, R 1 and R 2 are, independently of one another, hydrogen atoms, linear and / or branched alkyl groups comprising from 1 to 24 carbon atoms, preferably from 2 to 18, more preferably from 4 to 16, even more preferably from 8 to 12 or aromatic substituents, n and m being, independently of one another, integers chosen from the group formed by the integers 1, 2, 3 or 4.
  • the lubricating compositions according to the invention comprise from 0.1 to 10% by mass, relative to the total mass of the lubricating composition, of dimercaptothiadiazole derivative, preferably from 0.2 to 5%, more preferably from 0.3 at 2%, even more preferably from 0.5 to 1%.
  • dimercaptothiadiazole derivative As an example of a dimercaptothiadiazole derivative according to the invention, mention may be made of Anglamol 2198 sold by the company LUBRIZOL.
  • Particularly preferred compounds of formula (IVa) are the dithiophosphates of amines in which X 1 and X 2 are sulfur atoms and M, R 3 , R 4 , R 5 , R 6 as defined above.
  • the lubricating compositions according to the invention can contain any type of mineral, synthetic or natural, animal or plant lubricating base suitable for their use.
  • the base oil (s) used in the lubricating compositions according to the present invention can be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) as summarized. below, alone or in combination.
  • the mineral base oils according to the invention include all types of bases obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, dealphating, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
  • the base oils of the compositions according to the present invention can also be synthetic oils, such as certain esters of carboxylic acids and alcohols, or polyalphaolefins.
  • the polyalphaolefins used as base oils are for example obtained from monomers having from 4 to 32 carbon atoms (for example octene, decene), and a viscosity at 100 ° C between 1.5 and 15 cSt according to the standard ASTM D445.
  • Their weight average molecular mass is typically between 250 and 3000 according to the ASTM D5296 standard. Mixtures of synthetic and mineral oils can also be used.
  • lubricating base to produce the lubricating compositions according to the invention, except that they must have properties, in particular of viscosity, viscosity index, content of sulfur, resistance to oxidation, suitable for use in a gearbox, in particular in a gearbox of motor vehicles, in particular in a manual gearbox.
  • the lubricating bases represent at least 50% by mass, relative to the total mass of the lubricating composition, preferably at least 60%, or even at least 70%. Typically, they represent between 75 and 90% by mass, relative to the total mass of the lubricating compositions according to the invention.
  • the lubricating compositions according to the invention comprise mineral bases of group I and / or III, or synthetic bases of group IV according to the API classification.
  • the lubricating compositions according to the invention have a kinematic viscosity at 100 ° C. measured according to the ASTM D445 standard of between 4 and 41 cSt, according to the SAE J 306 classification, preferably between 4.1 and 32.5 cSt.
  • Preferred grades are all grades between grades 75W and 140, including grades 75W, 75W80 and 75W90.
  • the lubricating compositions according to the invention have a viscosity index (VI) greater than 120 (standard ASTM 2270).
  • the lubricating compositions according to the invention can also contain other additives such as anti-wear and / or extreme pressure additives.
  • the phospho-sulfur antiwear and / or extreme pressure additives are for example and without limitation thiophosphoric acid, thiophosphorous acid, esters of these acids, their salts, and dithiophosphates, mono- or dithiophosphates other than the amine thiophosphates according to the invention, particularly the zinc dithiophosphates.
  • phospho-sulfurized anti-wear and extreme pressure additives those which contain from 1 to 3 sulfur atoms, such as monobutylthiophosphate, monooctylthiophosphate, monolaurylthiophosphate, dibutylthiophosphate, dilaurylthiophosphate, triophiophiophosphate, triophiophosphate, phenophosphate, triophiophosphate, trilaurylthiophosphate, monobutylthiophosphate, monoctylthiophosphite, monolaurylthiophosphite, dibutylthiophosphite, dilaurylthiophosphite, tributylthiophosphite, trioctylthiophosphite, triphenylthiophosphite, trilaurylthiophosphite and their salts.
  • sulfur atoms such as monobutylthiophosphate, monooctylthiophosphate, mono
  • salts of esters of thiophosphoric acid and of thiphosphorous acid are those obtained by reaction with a nitrogenous compound such as ammonia or an amine or zinc oxide or zinc chloride.
  • the phosphorus-sulfur antiwear and extreme pressure additives of the compositions according to the invention are thiophosphates, corresponding to formula (IVb): where X 1 and X 2 are independently of each other a sulfur atom or an oxygen atom, at least one of them being a sulfur atom, R 1 and R 2 are either an atom hydrogen or alkyl groups having between 1 and 22 carbon atoms, preferably between 6 and 18, M is a metal chosen from the group formed by groups IIA, III, VA, VIA, IB, VIB, VIII of the periodic table, n + being the valence of said metal.
  • Particularly preferred compounds of formula (IVb) are dithiophosphates (X 1 and X 2 are sulfur atoms), preferably zinc.
  • the lubricating compositions may also contain phosphorus-containing antiwear and extreme pressure additives, such as, for example, alkyl phosphates or alkyl phosphonates, phosphoric acid, phosphorous acid, mono-, di- and triesters of phosphorous acid and phosphoric acid, and their salts.
  • phosphorus-containing antiwear and extreme pressure additives such as, for example, alkyl phosphates or alkyl phosphonates, phosphoric acid, phosphorous acid, mono-, di- and triesters of phosphorous acid and phosphoric acid, and their salts.
  • the lubricating compositions can also contain sulfur antiwear and extreme pressure additives. Mention may be made, by way of example of sulfur-containing antiwear and extreme pressure additives, dithiocarbamates, thiadiazoles and benzothiazoles, and sulfur-containing olefins.
  • SIBs The most common sulfur olefins are called SIBs, for “Sulfurized IsoButylenes”. These sulfur-containing olefins are generally obtained by a sulphurization reaction of olefins with sulfur, hydrogen sulphide or hydrated alkali metal sulphides, for example sodium sulphide. An example of processes for the preparation of such sulfur-containing olefins is for example described in the patents US 4344854 and US 5135670 . A very wide range of olefins can thus be sulfurized.
  • sulfurized olefins are produced from isobutylene, diisobutylene, triisobutylene, tripropylene or tetrapropylene.
  • the SIBs thus produced are mixtures of compounds of ill-defined structure comprising, among other impurities, trithiones, dithiolethiones and halogens, and a high content of active sulfur.
  • the lubricating compositions according to the invention comprise from 0.2 to 10% by mass of antiwear and / or extreme pressure agents, relative to the mass of lubricating composition, preferably from 0.5 to 8%, from 1 at 5%, preferably from 2 to 4%.
  • compositions according to the invention may also comprise, in addition to the copolymer of ethylene and of alpha-olefin, other polymers which improve the viscosity index (VI) such as polymethacrylates, polyacrylates, olefin copolymers. , Ethylene Propylene Diene Monomers (EPDM), polybutenes, copolymers of styrene and olefin, hydrogenated or not.
  • EPDM Ethylene Propylene Diene Monomers
  • the preferred polymers are polymethacrylates (PMA).
  • the polymethacrylates will, for example, be linear polymethacrylates, non-dispersed, of low mass or of medium mass.
  • low mass is understood to mean PMAs with a weight-average molecular mass Mw of less than 20,000 (standard ASTM D5296).
  • average mass is meant PMAs with a weight average molecular mass Mw of between 30,000 and 90,000 (preferably around 50,000 (ASTM D5296).
  • high mass PMAs with a weight average molecular mass Mw greater than 100,000 (ASTM D5296).
  • the lubricating compositions according to the invention can also contain all types of additives suitable for their use in formulations of oils for transmissions, for example one or more additives chosen from antioxidant additives, corrosion inhibitors, dispersants, present in usual levels required for the application.
  • the preferred dispersants are polyisobutylenes (PIB), polyisobutylene of succinic anhydride, amino derivatives of polyisobutylene of succinic anhydride (PIB succinimides).
  • the preferred antioxidants are, for example, amino antioxidants, preferably diphenylamines such as octadiphenylamines, phenyl-alpha-naphthyl amines, or phenolic antioxidants (dibutylhydroxytoluene BHT and derivatives) or sulfur-containing antioxidants (sulfurized phenates).
  • amino antioxidants preferably diphenylamines such as octadiphenylamines, phenyl-alpha-naphthyl amines, or phenolic antioxidants (dibutylhydroxytoluene BHT and derivatives) or sulfur-containing antioxidants (sulfurized phenates).
  • the preferred anti-corrosion additives are phenolic derivatives, in particular phenolic derivatives ethoxylated and substituted by alkyl groups in the ortho position.
  • the invention also relates to a method of lubricating transmissions such as gearboxes, axles, preferably manual gearboxes of motor vehicles, said method using a lubricating composition as defined above.
  • this method makes it possible to reduce the fuel consumption of vehicles, in particular of motor vehicles.
  • the invention also relates to a method for lubricating transmissions, such as gearboxes, axles, preferably manual gearboxes of motor vehicles, said method implementing at least one copolymer of ethylene and alphaolefin and at least one derivative of dimercaptothiadiazole.
  • the invention relates to a method of lubricating at least one transmission member, the method comprising a step of bringing into contact a lubricating composition comprising at least one copolymer of ethylene and alpha- olefin and at least one derivative of dimercaptothiadiazole.
  • the invention in another embodiment, relates to a method of lubricating at least one transmission member, the method comprising a step of bringing into contact a lubricating composition comprising at least one copolymer of ethylene and of alpha -olefin, at least one derivative of dimercaptothiadiazole and at least one amine thiophosphate.
  • transmission member is understood to mean, for example, an axle or a gearbox, in particular a gearbox for a motor vehicle.
  • this process makes it possible to reduce the coefficient of friction of a lubricating composition.
  • The% by weight of the components of the lubricating compositions are shown in Table I below, as well as the Cameron Plint results.
  • the procedure used measures the coefficient of friction of a roller on a plane, all immersed in the test lubricant, under conditions of temperature (60 ° C, 100 ° C and 140 ° C), load (50, 100, 150 and 200N) and variable frequency (5, 10, 20 and 40 Hz) in order to reproduce the friction conditions encountered in the gearbox control mechanisms during use.
  • the stroke of the roller on the plane that is to say the reciprocating movement back and forth, is fixed at 7 mm.
  • the duration of the test is 10 min.
  • Lubricating compositions 1 to 4 are control lubricating compositions.
  • Lubricating compositions 6 and 7 are lubricating compositions according to the invention.
  • Lubricating compositions 1, 3 and 5 do not contain an ethylene / alphaolefin copolymer.
  • the measured friction coefficients correspond to those which can be expected from a person skilled in the art.
  • Composition 8 is a lubricating composition not comprising amine thiophosphate.
  • ethylene-alphaolefin copolymer a dimercaptothiadiazole and an amine thiophosphate in a lubricating composition improves the coefficient of friction of said composition.
  • Example 7 exhibits a loss in viscosity measured at 100 ° C. according to the standardized test CEC L-45-99 of 2.6%; such a viscosity loss value being perfectly in line with the application of the composition in the lubrication of transmission members, and more particularly of gearboxes.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP12809233.5A 2011-12-16 2012-12-14 Compositions lubrifiantes pour transmissions Active EP2791294B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1161856A FR2984348B1 (fr) 2011-12-16 2011-12-16 Compositions lubrifiantes pour transmissions
PCT/EP2012/075645 WO2013087889A1 (fr) 2011-12-16 2012-12-14 Compositions lubrifiantes pour transmissions

Publications (2)

Publication Number Publication Date
EP2791294A1 EP2791294A1 (fr) 2014-10-22
EP2791294B1 true EP2791294B1 (fr) 2020-09-02

Family

ID=47471795

Family Applications (1)

Application Number Title Priority Date Filing Date
EP12809233.5A Active EP2791294B1 (fr) 2011-12-16 2012-12-14 Compositions lubrifiantes pour transmissions

Country Status (12)

Country Link
US (1) US9334462B2 (ru)
EP (1) EP2791294B1 (ru)
JP (1) JP6067027B2 (ru)
KR (1) KR101984065B1 (ru)
CN (1) CN104066827B (ru)
AR (1) AR089276A1 (ru)
BR (1) BR112014014490A2 (ru)
CA (1) CA2858927A1 (ru)
FR (1) FR2984348B1 (ru)
MX (1) MX343664B (ru)
RU (1) RU2612803C2 (ru)
WO (1) WO2013087889A1 (ru)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3009309B1 (fr) * 2013-08-02 2016-10-07 Total Marketing Services Compositions lubrifiantes pour transmissions
FR3018079B1 (fr) 2014-02-28 2017-06-23 Total Marketing Services Composition lubrifiante a base de nanoparticules metalliques
WO2016136873A1 (ja) * 2015-02-27 2016-09-01 Jxエネルギー株式会社 最終減速機用潤滑油組成物
US20190062666A1 (en) * 2016-03-03 2019-02-28 The Lubrizol Corporation Lubricating Oil Composition Having Improved Air Release
JP2018119059A (ja) * 2017-01-25 2018-08-02 出光興産株式会社 変速機用潤滑油組成物、変速機の潤滑方法及び変速機
US10808198B2 (en) * 2019-01-16 2020-10-20 Afton Chemical Corporation Lubricant containing thiadiazole derivatives
CN114381320B (zh) * 2020-10-21 2023-09-26 中国石油天然气股份有限公司 齿轮油添加剂组合物及其制备方法与应用

Citations (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4101427A (en) * 1977-02-09 1978-07-18 Exxon Research & Engineering Co. Lubricant composition
US4575431A (en) 1984-05-30 1986-03-11 Chevron Research Company Lubricant composition containing a mixture of neutralized phosphates
EP0395258A1 (en) 1989-04-14 1990-10-31 Ethyl Petroleum Additives, Inc. Process for preparing sulfurized branched alkyl phosphite lubricant additive
CN1081198A (zh) 1992-07-10 1994-01-26 广东石油化工专科学校科技开发公司 一种电热取暖器导热油
US5439605A (en) 1993-06-03 1995-08-08 Khorramian; Behrooz A. Phosphorus and phosphours-free low and light ash lubricating oils
US6133207A (en) 1999-12-22 2000-10-17 Ethyl Corporation Odor reduction of lubricant additives packages
US6238316B1 (en) 1999-04-23 2001-05-29 Gary Lee Sturm Differential axle speed sensing mechanism
US6251840B1 (en) 1995-09-12 2001-06-26 The Lubrizol Corporation Lubrication fluids for reduced air entrainment and improved gear protection
CN1076393C (zh) 1998-10-30 2001-12-19 中国石化兰州炼油化工总厂 汽车自动传动液组合物
EP1191090A2 (en) 2000-09-19 2002-03-27 Ethyl Corporation Gear oil formulations having enhanced perfomance
WO2002102946A1 (fr) 2001-06-13 2002-12-27 Nippon Oil Corporation Composition d'huile lubrifiante
US20030092585A1 (en) 2001-11-13 2003-05-15 The Lubrizol Corporation Lubricating compositions and concentrates containing an antiwear amount of a thiadiazole
US20040214729A1 (en) 2003-04-25 2004-10-28 Buitrago Juan A. Gear oil composition having improved copper corrosion properties
US20080015131A1 (en) 2003-10-08 2008-01-17 The Lubrizol Corporation Lubricants Containing Olefin Copolymer and Acrylate Copolymer
CN101280240A (zh) 2007-04-05 2008-10-08 株式会社日本能源 齿轮油组合物
CN100497562C (zh) 2004-07-29 2009-06-10 中国石油化工股份有限公司 通用齿轮油组合物
US20090312211A1 (en) 2006-08-03 2009-12-17 Idemitsu Kosan Co., Ltd. Lubricant composition
EP2159275A2 (en) 2009-10-14 2010-03-03 Shell Internationale Research Maatschappij B.V. Lubricating composition
CN102344849A (zh) 2010-07-29 2012-02-08 中国石油化工股份有限公司 一种汽轮机油添加剂组合物
EP2502976A1 (en) 2009-11-19 2012-09-26 JTEKT Corporation Lubricant oil, friction member, and gear-type differential having limited slip function

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4344854A (en) 1975-03-21 1982-08-17 The Lubrizol Corporation Sulfurized compositions
US4584114A (en) * 1980-12-19 1986-04-22 Mobil Oil Corporation Multifunctional lubricant additives and compositions thereof
US4707301A (en) * 1986-07-11 1987-11-17 The Lubrizol Corporation Norbornyl dimer ester and polyester additives for lubricants and fuels
US5135670A (en) 1990-06-22 1992-08-04 Mobil Oil Corporation Sulfurized olefin extreme pressure/antiwear additives and compositions thereof
JP4836298B2 (ja) * 1998-08-20 2011-12-14 昭和シェル石油株式会社 潤滑油組成物
GB9901667D0 (en) * 1999-01-26 1999-03-17 Ici Plc Lubricant composition
JP2000273480A (ja) * 1999-03-29 2000-10-03 Asahi Denka Kogyo Kk 潤滑性組成物
EP1227145B1 (en) * 2001-01-24 2013-03-13 Nippon Mitsubishi Oil Corporation Lubricating oil compositions
DE60216744T2 (de) * 2001-04-11 2007-11-08 The Lubrizol Corp., Wickliffe Verfahren zum Schmieren eines Antriebs mittels Schmiermittel enthaltend Olefin-Copolymere und Acrylat-Copolymere
EP1344810A1 (en) * 2002-03-13 2003-09-17 Infineum International Limited Fuel additive compositions for diesel engine equipped with a particulate trap
EP1386956B1 (en) 2002-07-30 2009-07-01 Chevron Oronite S.A. Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
US20040176256A1 (en) * 2002-11-07 2004-09-09 Nippon Oil Corporation Lubricating oil composition for transmissions
JP2004217797A (ja) * 2003-01-15 2004-08-05 Ethyl Japan Kk 長寿命で熱安定性に優れたギア油組成物
PT1535987E (pt) 2003-11-28 2013-03-04 Total Raffinage Marketing Composição de aditivo para óleo de transmissão contendo nitreto de boro hexagonal e um melhorador do índice de viscosidade
EP2380952A1 (fr) 2006-10-24 2011-10-26 Total Raffinage Marketing Fluide lubrifiant multifonctionnel
FR2925520B1 (fr) 2007-12-21 2011-02-25 Total France Compositions lubrifiantes pour transmissions
FR2936812B1 (fr) * 2008-10-03 2010-10-15 Total France Compositions lubrifiantes pour transmissions.
US20100160196A1 (en) * 2008-12-23 2010-06-24 Clarke Dean B Power Transmission Fluids with Improved Viscometric Properties
FR2945754A1 (fr) 2009-05-20 2010-11-26 Total Raffinage Marketing Nouveaux additifs pour huiles transmission
FR2961823B1 (fr) 2010-06-25 2013-06-14 Total Raffinage Marketing Compositions lubrifiantes pour transmissions automobiles
FR2968669B1 (fr) 2010-12-13 2014-02-28 Total Raffinage Marketing Composition de graisse

Patent Citations (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4101427A (en) * 1977-02-09 1978-07-18 Exxon Research & Engineering Co. Lubricant composition
US4575431A (en) 1984-05-30 1986-03-11 Chevron Research Company Lubricant composition containing a mixture of neutralized phosphates
EP0395258A1 (en) 1989-04-14 1990-10-31 Ethyl Petroleum Additives, Inc. Process for preparing sulfurized branched alkyl phosphite lubricant additive
CN1081198A (zh) 1992-07-10 1994-01-26 广东石油化工专科学校科技开发公司 一种电热取暖器导热油
US5439605A (en) 1993-06-03 1995-08-08 Khorramian; Behrooz A. Phosphorus and phosphours-free low and light ash lubricating oils
US6251840B1 (en) 1995-09-12 2001-06-26 The Lubrizol Corporation Lubrication fluids for reduced air entrainment and improved gear protection
CN1076393C (zh) 1998-10-30 2001-12-19 中国石化兰州炼油化工总厂 汽车自动传动液组合物
US6238316B1 (en) 1999-04-23 2001-05-29 Gary Lee Sturm Differential axle speed sensing mechanism
US6133207A (en) 1999-12-22 2000-10-17 Ethyl Corporation Odor reduction of lubricant additives packages
EP1191090A2 (en) 2000-09-19 2002-03-27 Ethyl Corporation Gear oil formulations having enhanced perfomance
WO2002102946A1 (fr) 2001-06-13 2002-12-27 Nippon Oil Corporation Composition d'huile lubrifiante
US20030092585A1 (en) 2001-11-13 2003-05-15 The Lubrizol Corporation Lubricating compositions and concentrates containing an antiwear amount of a thiadiazole
US20040214729A1 (en) 2003-04-25 2004-10-28 Buitrago Juan A. Gear oil composition having improved copper corrosion properties
US20080015131A1 (en) 2003-10-08 2008-01-17 The Lubrizol Corporation Lubricants Containing Olefin Copolymer and Acrylate Copolymer
CN100497562C (zh) 2004-07-29 2009-06-10 中国石油化工股份有限公司 通用齿轮油组合物
US20090312211A1 (en) 2006-08-03 2009-12-17 Idemitsu Kosan Co., Ltd. Lubricant composition
CN101280240A (zh) 2007-04-05 2008-10-08 株式会社日本能源 齿轮油组合物
EP2159275A2 (en) 2009-10-14 2010-03-03 Shell Internationale Research Maatschappij B.V. Lubricating composition
EP2502976A1 (en) 2009-11-19 2012-09-26 JTEKT Corporation Lubricant oil, friction member, and gear-type differential having limited slip function
CN102344849A (zh) 2010-07-29 2012-02-08 中国石油化工股份有限公司 一种汽轮机油添加剂组合物

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
"Chemistry and Technology of Lubricants 3rd EDITION", 1 January 2010, SPRINGER NETHERLANDS, Dordrecht, ISBN: 978-1-4020-8662-5, article ROY M. MORTIER ·, MALCOLM F. FOX · STEFAN T. ORSZULIK: "3 Friction, Wear and the Role of Additives in Controlling Them", pages: 93,341 - 342, XP055951690
"Lubricants and Lubrication", 1 January 2007, article THEO MANG, WILFRIED DRESEL: " 6.8 Antiwear (AW) and Extreme Pressure (EP) Additives", pages: 107,110,117 - 119,668, XP055951693
ANONYMOUS: "lubricant additives T561 CAS#59656-20-1", BOSSGOO.COM, 21 June 2019 (2019-06-21), XP055951698, [retrieved on 20220816]
DATABASE CAS retrieved from STN Database accession no. 13539-13-4
DATABASE CAS retrieved from STN Database accession no. 59656-20-1
RUDNICK LESLIE R: "Lubricant Additives Chemistry and Applications Second Edition", LUBRICANT ADDITIVES CHEMISTRY AND APPLICATIONS SECOND EDITION, 1 January 2009 (2009-01-01), pages 7,216,225 - 229,298,331,486, XP055951687, [retrieved on 20220816]

Also Published As

Publication number Publication date
FR2984348A1 (fr) 2013-06-21
MX2014007278A (es) 2014-08-01
CA2858927A1 (fr) 2013-06-20
CN104066827B (zh) 2016-11-16
WO2013087889A1 (fr) 2013-06-20
US9334462B2 (en) 2016-05-10
AR089276A1 (es) 2014-08-13
US20150218481A1 (en) 2015-08-06
BR112014014490A2 (pt) 2019-10-01
KR20140110861A (ko) 2014-09-17
EP2791294A1 (fr) 2014-10-22
KR101984065B1 (ko) 2019-05-30
RU2612803C2 (ru) 2017-03-13
JP6067027B2 (ja) 2017-01-25
RU2014124015A (ru) 2016-02-10
JP2015500385A (ja) 2015-01-05
CN104066827A (zh) 2014-09-24
FR2984348B1 (fr) 2015-02-27
MX343664B (es) 2016-11-16

Similar Documents

Publication Publication Date Title
EP2791294B1 (fr) Compositions lubrifiantes pour transmissions
EP2652100B1 (fr) Composition de graisse
EP3274432B1 (fr) Composition lubrifiante
EP3289054A1 (fr) Composition lubrifiante ultra-fluide
JP5941316B2 (ja) 潤滑油組成物
FR3009309A1 (fr) Compositions lubrifiantes pour transmissions
EP2814918A1 (fr) Compositions lubrifiantes pour transmissions
EP2867350A1 (fr) Composition lubrifiante
EP3430109A1 (fr) Composition lubrifiante a base de polyalkylene glycols
EP3325583B1 (fr) Composition lubrifiante a fuel eco longue durée
EP3481927B1 (fr) Composition lubrifiante pour moteur a gaz
FR3048977A1 (fr) Composition lubrifiante a base de polyalkylene glycols
WO2020201126A1 (fr) Utilisation d'une composition lubrifiante pour transmission
WO2017191215A1 (fr) Composition hydraulique grand froid
WO2024110560A1 (fr) Composition lubrifiante pour transmission automobile
WO2024110561A1 (fr) Composition lubrifiante pour transmission automobile
FR3112792A1 (fr) Composition lubrifiante pour transmission automobile stable à l’oxydation.

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20140530

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20181109

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: TOTAL MARKETING SERVICES

TPAC Observations filed by third parties

Free format text: ORIGINAL CODE: EPIDOSNTIPA

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20200327

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1308813

Country of ref document: AT

Kind code of ref document: T

Effective date: 20200915

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602012072132

Country of ref document: DE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: FRENCH

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201202

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201202

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20201203

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20200902

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1308813

Country of ref document: AT

Kind code of ref document: T

Effective date: 20200902

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20210104

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20210102

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

REG Reference to a national code

Ref country code: DE

Ref legal event code: R026

Ref document number: 602012072132

Country of ref document: DE

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLAX Notice of opposition and request to file observation + time limit sent

Free format text: ORIGINAL CODE: EPIDOSNOBS2

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

26 Opposition filed

Opponent name: AFTON CHEMICAL CORPORATION

Effective date: 20210602

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20201231

PLBB Reply of patent proprietor to notice(s) of opposition received

Free format text: ORIGINAL CODE: EPIDOSNOBS3

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201214

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201214

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: MT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20200902

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20201231

P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230523

PLCK Communication despatched that opposition was rejected

Free format text: ORIGINAL CODE: EPIDOSNREJ1

APBM Appeal reference recorded

Free format text: ORIGINAL CODE: EPIDOSNREFNO

APBP Date of receipt of notice of appeal recorded

Free format text: ORIGINAL CODE: EPIDOSNNOA2O

APAH Appeal reference modified

Free format text: ORIGINAL CODE: EPIDOSCREFNO

APBQ Date of receipt of statement of grounds of appeal recorded

Free format text: ORIGINAL CODE: EPIDOSNNOA3O

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20231220

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20231221

Year of fee payment: 12

Ref country code: DE

Payment date: 20231214

Year of fee payment: 12

APBY Invitation to file observations in appeal sent

Free format text: ORIGINAL CODE: EPIDOSNOBA2O

REG Reference to a national code

Ref country code: DE

Ref legal event code: R100

Ref document number: 602012072132

Country of ref document: DE

APBU Appeal procedure closed

Free format text: ORIGINAL CODE: EPIDOSNNOA9O

APCA Receipt of observations in appeal recorded

Free format text: ORIGINAL CODE: EPIDOSNOBA4O

PLBN Opposition rejected

Free format text: ORIGINAL CODE: 0009273

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: OPPOSITION REJECTED

27O Opposition rejected

Effective date: 20240322

REG Reference to a national code

Ref country code: DE

Ref legal event code: R081

Ref document number: 602012072132

Country of ref document: DE

Owner name: TOTALENERGIES ONETECH, FR

Free format text: FORMER OWNER: TOTAL MARKETING SERVICES, PUTEAUX, FR