EP2867350A1 - Composition lubrifiante - Google Patents

Composition lubrifiante

Info

Publication number
EP2867350A1
EP2867350A1 EP13732185.7A EP13732185A EP2867350A1 EP 2867350 A1 EP2867350 A1 EP 2867350A1 EP 13732185 A EP13732185 A EP 13732185A EP 2867350 A1 EP2867350 A1 EP 2867350A1
Authority
EP
European Patent Office
Prior art keywords
glycerol
ester
lubricating composition
equal
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP13732185.7A
Other languages
German (de)
English (en)
French (fr)
Inventor
Raphaele IOVINE
Carine PIZARD
Philippe Marechal
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
TotalEnergies Marketing Services SA
Original Assignee
Total Marketing Services SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Total Marketing Services SA filed Critical Total Marketing Services SA
Publication of EP2867350A1 publication Critical patent/EP2867350A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/76Esters containing free hydroxy or carboxyl 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
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/74Esters of polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2205/028Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/287Partial esters
    • C10M2207/289Partial esters containing free hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066Thiocarbamic type compounds
    • C10M2219/068Thiocarbamate metal 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
    • 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
    • C10M2223/043Ammonium or amine salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2227/00Organic 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
    • C10M2227/06Organic compounds derived from inorganic acids or metal salts
    • C10M2227/066Organic compounds derived from inorganic acids or metal salts derived from Mo or W
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/02Viscosity; Viscosity index
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/065Saturated Compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/067Unsaturated Compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/069Linear chain compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/071Branched chain compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/40Low content or no content compositions
    • C10N2030/42Phosphor free or low phosphor content compositions
    • 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
    • C10N2030/40Low content or no content compositions
    • C10N2030/43Sulfur free or low sulfur content compositions
    • 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
    • C10N2030/40Low content or no content compositions
    • C10N2030/45Ash-less or low ash content
    • 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
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel engines
    • C10N2040/253Small diesel engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/255Gasoline engines

Definitions

  • the present invention relates to a lubricating composition
  • a lubricating composition comprising at least two esters of glycerol. This combination of two glycerol esters makes it possible to obtain a lubricating composition having a very low coefficient of friction.
  • the use of this lubricant composition promotes fuel economy. It is particularly useful for lubricating the engines of light vehicles, trucks or ships.
  • the lubricant's behavior in reducing friction has an impact on fuel consumption. It is mainly the quality of the base oils, alone or in combination with viscosity index (VI) improving polymers and friction modifying (MF) additives, that gives the lubricant its "Fuel Eco” (FE) properties. .
  • VI viscosity index
  • MF friction modifying
  • Mo-DTC molybdenum dialkyldithiocarbamate
  • GMO glycerol monooleate
  • esters are obtained from an esterification reaction between a polyol and a cyclic fatty acid comprising from 12 to 28 carbon atoms and / or a branched fatty acid comprising from 12 to 28 carbon atoms.
  • US2008 / 176778 discloses a lubricating composition in the form of an emulsion.
  • This composition comprises in particular a lipophilic compound and an emulsifier.
  • the lipophilic compound may be chosen in particular from caprylate or caprate triglycerides and the emulsifying compound may especially be glycerol monooleate.
  • US5064546 discloses a lubricating composition
  • a base oil and a friction modifier which may be a coconut oil.
  • JP2005082709 discloses a method for reducing friction in engines using a lubricating composition comprising at least one glycerol ester. These esters are obtained from carboxylic acids comprising from 10 to 18 carbon atoms.
  • US2005 / 070450 discloses lubricating compositions comprising a product obtained by transesterification reaction between a glycerol ester and a polyol ester other than glycerol.
  • the present invention therefore relates to lubricant compositions, in particular for engines comprising at least two glycerol esters of different chemical natures.
  • the combination of these two glycerol esters of different chemical natures makes it possible to obtain good performance in terms of friction and in terms of fuel economy.
  • the subject of the present invention is lubricating compositions, especially for an engine, comprising at least two friction-modifying additives that do not contain any sulphated ash, sulfur or phosphorus; these additives totally or partially replacing conventional additives used in this type of application, such as molybdenum dialkyldithiocarbamate or glycerol monooleate.
  • these friction-modifying additives which do not provide any sulphated ash, in combination with each other, allow said lubricant compositions to retain optimum properties in terms of fuel economy (also known as Fuel Eco in English terminology). while having a low or very low rate of sulphated ash, sulfur, phosphorus.
  • the compositions according to the invention are lubricant compositions, in particular for an engine, comprising:
  • the lubricating composition may comprise at least one base oil and at least two esters of glycerol E 1 and E 2 , the glycerol ester E 1 being an ester of glycerol and a carboxylic acid at C 12 to C 26 , the glycerol ester E 2 being an ester of glycerol and a C 4 to C 10 carboxylic acid, said ester Ei is a mixture of glycerol monoesters, glycerol diesters, glycerol triesters and free glycerol and said ester E 2 is a mixture of glycerol monoesters, glycerol diesters, glycerol triesters and free glycerol.
  • the lubricant compositions of the invention make it possible to save fuel during the starting phase of the engine compared to lubricating compositions comprising Mo-DTC.
  • an object of the invention is a lubricating composition
  • a lubricating composition comprising at least one base oil and at least two esters of glycerol E 1 and E 2 , the glycerol ester E 1 being an ester of glycerol and a carboxylic acid in C 12 to C 26 , the glycerol ester E 2 being an ester of glycerol and a carboxylic acid C 4 to C 10 .
  • the glycerol esters E 1 and E 2 are independently selected from monoesters, diesters, glycerol triesters and mixtures thereof.
  • the carboxylic acids of the glycerol esters E 1 and E 2 are saturated or unsaturated carboxylic acids, linear or branched, optionally substituted with hydroxyl groups and / or epoxides.
  • the lubricating composition may further comprise glycerol.
  • the glycerol ester Ei is an ester of glycerol and a carboxylic acid C 14 to C 24 , preferably C 16 to C 22 , more preferably C 18 to C 2 o -
  • the glycerol ester Ei is an ester of glycerol and a C 12 to C 26 carboxylic acid, the hydrocarbon chain of the carboxylic acid comprising at least two unsaturations.
  • the glycerol ester E 2 is an ester of glycerol and a carboxylic acid C 5 to C 9 , preferably C 6 to C 8 , more preferably C 7 .
  • the glycerol ester Ei is chosen from glycerol linoleates and their mixtures, and the ester of glycerol E 2 is chosen from glycerol heptanoates and their mixtures.
  • the sum of the masses of the glycerol esters E 1 and E 2 , and optionally glycerol represents 0.1 to 5% by weight, relative to the total weight of the lubricating composition, preferably from 0.2 to 4%, more preferably 0.5 to 3%, even more preferably 1 to 2%.
  • the mass ratio between the ester (s) of glycerol Ei and the ester (s) of glycerol E 2 is between 10: 1 and 1: 10, preferably between 5: 1 and 1: 5, more preferably between 2: 1 and 1: 2, even more preferably is 1: 1.
  • the lubricating composition may have a sulfated ash content of less than or equal to 0.8%, measured according to ASTM D874, preferably less than or equal to 0.5%.
  • the lubricating composition may have a phosphorus level of less than or equal to 900 ppm measured according to ASTM D5185, preferably less than or equal to 500 ppm.
  • the lubricating composition may have a sulfur content of less than or equal to 0.32%> measured according to ASTM D5185, preferably less than or equal to 0.3%), more preferably less than or equal to at 0.2%>.
  • the lubricating composition may have a kinematic viscosity at 100 ° C. measured according to ASTM D445 of between 3.8 and 41 cSt.
  • the lubricating composition may be free of molybdenum friction modifying additive such as Mo-DTC.
  • the lubricant composition is an anhydrous composition.
  • the lubricating composition is in the form of a homogeneous solution.
  • Another object of the present invention relates to a use of a lubricant composition as defined above to reduce the fuel consumption of light vehicles, trucks or ships.
  • Another subject of the invention relates to an engine oil comprising at least one lubricating composition as defined above.
  • the engine oil may have a grade 5W-30 according to the classification SAEJ300.
  • the motor oil may have a viscosity index greater than or equal to 130, preferably greater than or equal to 150, preferably greater than or equal to 160.
  • Another object of the present invention is a method of lubricating at least one mechanical part of an engine, said method comprising a step in which said mechanical part is brought into contact with at least one lubricating composition as defined above. .
  • Another object of the invention is a method for reducing the fuel consumption of a vehicle, the method comprising a step of contacting a lubricant composition as defined above with at least one mechanical part of the engine of said vehicle.
  • the vehicle is a light vehicle, a truck or a ship.
  • the applicant company has demonstrated that the use of at least two chemically different glycerol esters, one of the esters being obtained from a carboxylic acid of "long chain” and the other being obtained from a “short chain” carboxylic acid makes it possible to formulate lubricating compositions, in particular for engines having very good fuel economy performances.
  • the esters used are esters of glycerol.
  • the first ester Ei is a glycerol ester and a carboxylic acid C 12 to C 26
  • the second ester E 2 is an ester of glycerol and a carboxylic acid C 4 to C 10 .
  • the first ester Ei is an ester of glycerol and a carboxylic acid C 12 to C 26 , preferably C 14 to C 24 , more preferably C 16 to C 22 , even more preferentially
  • the glycerol ester Ei is an ester of glycerol and a carboxylic acid C 12 to C 26 , the hydrocarbon chain of the carboxylic acid comprising at least two unsaturations.
  • the fatty acids used to prepare the glycerol ester Ei are saturated or unsaturated fatty acids, linear or branched, optionally substituted with hydroxyl groups and / or epoxides.
  • the glycerol ester Ei is obtained from raw materials of renewable origin.
  • raw materials of renewable origin is intended to mean raw materials which contain carbon 14 denoted 14 C, unlike raw materials derived from fossil materials.
  • the fatty acids that can be used to form the first glycerol ester Ei are, for example, the following fatty acids, taken alone or as a mixture: lauric acid, myristic acid, pentadecyl acid, palmitic acid, margaric acid, stearic acid, arachidic acid, behenic acid, acid lignoceric acid, cerotic acid, isopalmitic acid, isomargaric acid, ante-iso-margaric acid, isostearic acid, ante-isostearic acid, hypogeic acid, palmitoleic acid, oleic acid, elaidic acid, vaccenic acid, petroselinic acid, gadoleic acid, gondoic acid, acid cetoleic acid, erucic acid, brassic acid, nervonic acid, linoleic acid, hiragonic acid, linolenic acid, ⁇ -linolenic acid, eleostearic acid, parina
  • fatty acids can be found in vegetable oils, fats of animal or vegetable origin, beeswax, almond oil, peanut oil, babassu oil, whalebottom, baobab oil , butter fat, china oil, cocoa butter, camelina oil, carnauba wax, safflower oil, chaulmoogra oil, horse fat, rapeseed oil, coconut oil, cottonseed oil, croton oil oil of herring, illipe butter, jojoba oil, shea butter, lanolin, lignite wax, linseed oil, corn germ oil, menhaden oil, cod liver oil, mustard oil, hazelnut oil, oil nuts, new rapeseed oil, kernel oil, flaxseed oil, goose fat, goose oil, olive oil, olive oil, evening primrose oil, bone fat, palm oil, palm kernel oil , Grape seed oil, Oxtail oil, Shark liver oil, Castor oil, Rice bran oil, Lard, Sardine oil, Sesame oil, Soybean oil, Sper
  • the preferred oils are palm, olive, peanut, rapeseed, sunflower, soybean, corn, safflower, camelina, flax or cotton oils. More preferably, the oils are peanut, rapeseed, sunflower, soybean, corn, safflower, camelina, flax or cotton oils. Even more preferentially, the oils are sunflower, soybean, corn, safflower or cotton oils.
  • the preferred oils comprise a significant amount of linoleic acid, that is to say comprise from 25 to 85% by weight of linoleic acid relative to the total weight of fatty acids of the oils, preferably from 35 to 75%, preferably 45 to 65%>.
  • the glycerol esters Ei according to the invention are advantageously mixtures of glycerol monoesters, glycerol diesters, glycerol triesters and free glycerol.
  • the glycerol esters Ei according to the invention comprise from 0.1 to 15% by weight of free glycerol, relative to the total weight of the glycerol esters, more preferably from 0.5 to 10%, and even more preferably from 1 to 5%.
  • the glycerol esters Ei according to the invention comprise from 30 to 70% by weight of glycerol monoester, relative to the total weight of the glycerol esters, more preferably from 40 to 60%, even more preferably from 45 to 60% by weight. at 55%.
  • the glycerol esters Ei according to the invention comprise from 20 to 60% by weight of glycerol diester, relative to the total weight of the glycerol esters, more preferably from 30 to 50%, even more preferentially from at 45%.
  • the glycerol esters Ei according to the invention comprise from 1 to 20% by weight of glycerol triester, relative to the total weight of the glycerol esters, more preferably from 2 to 15%, even more preferably from 5 to 10%.
  • short-chain or short-chain carboxylic acid means a carboxylic acid comprising from 4 to 10 carbon atoms, preferably from 5 to 9 carbon atoms, preferably from 6 to 8 carbon atoms. carbon, preferably 7 carbon atoms.
  • the carboxylic acids used to prepare the glycerol ester E 2 are saturated or unsaturated carboxylic acids, linear or branched, optionally substituted by hydroxyl groups and / or epoxides.
  • the glycerol ester E 2 is obtained from raw materials of renewable origin.
  • the carboxylic acids that can be used to form the second glycerol ester E 2 are, for example, carboxylic acids derived from vegetable oils, fatty substances, of animal or vegetable origin, such as butyric acid, valeric acid and caproic acid. , heptyl acid, caprylic acid, pelargonic acid, capric acid, crotonic acid, isocrotonic acid, sorbic acid, isovaleric acid, alone or as a mixture.
  • the glycerol ester E 2 is obtained from raw materials of fossil origin. We then speak of synthetic carboxylic acids.
  • carboxylic acids such as butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid or decanoic acid, taken alone or as a mixture.
  • the glycerol esters E 2 according to the invention comprise from 0.1 to 20% by weight of free glycerol, relative to the total weight of the glycerol esters, more preferably from 0.5 to 15%, and even more preferably from 1 to 10%.
  • the glycerol esters E 2 according to the invention comprise from 20 to 60% by weight of glycerol diester, relative to the total weight of the glycerol esters, more preferably from 30 to 50%, even more preferably from 35 to 45%.
  • the glycerol esters E 2 according to the invention comprise from 1 to 15% by weight of glycerol triester, relative to the total weight of the glycerol esters, more preferably from 2 to 10%, more preferably from 5 to 10% by weight. at 8%.
  • the glycerol esters E 2 are obtained by reacting the C 4 to C 10 carboxylic acids with glycerol. These chemical reactions, well known to those skilled in the art, can take place with or without a catalyst, with or without a solvent.
  • the sum of the mass of the glycerol ester E 1 and the mass of the glycerol ester E 2 , in their monoester, diester and triester forms, as well as any glycerol, represents from 0.1 to 5% by weight, relative to the total weight of the lubricating composition, preferably from 0.2 to 4%, more preferably from 0.5 to 3%, even more preferably from 1 to 2%; %>.
  • the mass ratio between the ester of glycerol Ei and the ester of glycerol E 2 , in their monoester, diester and triester forms, as well as any glycerol present, is between 10: 1 and 1: 10, preferably between 5 : 1 and 1: 5, more preferably between 2: 1 and 1: 2, even more preferably is 1: 1.
  • sulfur, phosphorus and sulphated ash can damage post-treatment systems installed on vehicles. Ashes are harmful to particulate filters and phosphorus acts as a poison for catalytic systems.
  • the lubricant composition according to the invention has a sulfated ash content of less than or equal to 0.8% by weight, measured according to the international standard ASTM D874, more preferably less than or equal to 0.5% by weight.
  • the lubricant composition according to the invention has a phosphorus content of less than or equal to 900 ppm measured according to the international standard ASTM D5185, more preferably less than or equal to 500 ppm (ppm means parts per million by weight).
  • the lubricant composition according to the invention has a sulfur content of less than 0.32%, measured according to International Standard ASTM D5185, more preferably less than or equal to 0.3%, even more preferably less than or equal to 0.2. %>.
  • the lubricating compositions according to the present invention comprise one or more base oils, generally representing at least 50% by weight of the lubricating compositions, generally greater than 70% and up to 90% or more, relative to the total weight of the compositions. lubricating compositions.
  • the base oil (s) used in the lubricating compositions according to the present invention may be oils of mineral or synthetic origin of groups I to V according to the classes defined in the API classification (American Petroleum Institute (or their equivalents according to the ATIEL classification (Technical Association of the European Lubricants Industry) as summarized below, alone or as a mixture.
  • oils can be oils of vegetable, animal or mineral origin.
  • 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, deasphalting, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization, hydrofinishing.
  • the base oils of the lubricating compositions according to the present invention may also be synthetic oils, such as certain esters of carboxylic acids and alcohols, or polyalphaolefins.
  • the polyalphaolefins used as base oils, and which are distinguished from the heavy polyalphaolefins also present in the compositions according to the present invention are for example obtained from monomers having from 4 to 32 atoms. of carbon (e.g. octene, decene), and a viscosity at 100 ° C of 1.5 to 15 cSt measured according to ASTM D445.
  • Their weight average molecular weight is typically between 250 and 3000 g / mol measured according to the international standard ASTM D5296.
  • Mixtures of synthetic and mineral oils can also be used.
  • compositions according to the present invention have a kinematic viscosity at 100 ° C (KV100) of between 3.8 and 41 cSt measured according to the international standard ASTM D445, preferably between 3.8 and 32.5 cSt, even more preferably between 3.8 and 24 cSt.
  • KV100 kinematic viscosity at 100 ° C
  • base oils having a sulfur content of less than 0.3% may be advantageously used, for example Group III mineral oils, and synthetic bases free of sulfur, preferably of Group IV, or their mixture.
  • the lubricating composition according to the present invention can contain at least 70% base oil, typically at least 60% by weight of one or more Group III base oils and at least 10% by weight of one or more several Group IV base oils, based on the total weight of the lubricating composition.
  • the composition according to the invention is a motor oil having a kinematic viscosity at 100 ° C. (KV100), measured according to the international standard ASTM D445, of between 3.8 cSt and 26.1 cSt, of preferably between 4.1 cSt and 21.9 cSt, preferably between 5.6 cSt and 16.3 cSt.
  • the motor oils according to the invention are of grade 20, 30 and 40 according to classification SAEJ300, preferably of grade 30 or grade 40.
  • the compositions according to the present invention are grade 5W-30. according to the classification SAEJ300 (SAE stands for Society of Automotive Engineers).
  • the engine oils according to the present invention preferably have a viscosity index
  • VI greater than or equal to 130, preferably greater than or equal to 150, preferably greater than or equal to 160.
  • the lubricant composition according to the invention is a transmission oil, preferably a gearbox oil, having a kinematic viscosity at 100 ° C., measured according to ASTM D445, of between 4.1 cSt. and 41 cSt, preferably between 4.1 cSt and 32.5 cSt, preferably between 4.1 cSt and 24 cSt, more preferably between 4.1 cSt and 18.5 cSt.
  • the transmission oils according to the invention are of grade 75W, 80W, 85W, 80, 85 and 90 according to classification SAEJ306.
  • Other additives are of grade 75W, 80W, 85W, 80, 85 and 90 according to classification SAEJ306.
  • the composition according to the invention may comprise, in addition, at least one additive or several additives such as described below.
  • the additive (s) that is added is selected based on the use of the lubricant composition. These additives may be introduced in isolation and / or included in packages of additives used in the formulations of lubricating compositions, in particular for engines.
  • the lubricating compositions according to the invention may contain, in particular and without limitation, anti-wear and extreme pressure additives, antioxidants, detergents, overbased or non-detergents, polymers which improve the viscosity index, pour point improvers, dispersants, defoamers, thickeners ...
  • the anti-wear and extreme pressure additives protect the friction surfaces by forming a protective film adsorbed on these surfaces.
  • anti-wear additives there is a wide variety of anti-wear additives, but the category most commonly used in lubricating compositions, in particular for engines, is that of phospho-sulfur-containing additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates. or ZnDTP.
  • the preferred compounds have the formula Zn ((SP (S) (OR 1 ) (OR 2 )) 2, or R 1 and R 2 are alkyl groups, preferably containing from 1 to 18 carbon atoms.
  • Amine phosphates are also commonly used anti-wear additives. However, the phosphorus provided by these additives acts as poison catalytic systems of automobiles, and they also bring ash. These effects can be minimized by partially substituting non-phosphorus additives, such as, for example, polysulfides, especially sulfur-containing olefins.
  • Lubricant compositions are also usually encountered with nitrogen and sulfur-containing anti-wear and extreme pressure additives, such as, for example, metal dithiocarbamates, in particular molybdenum dithiocarbamate, which are also ash generators.
  • nitrogen and sulfur-containing anti-wear and extreme pressure additives such as, for example, metal dithiocarbamates, in particular molybdenum dithiocarbamate, which are also ash generators.
  • the anti-wear and extreme-pressure additives are present in the lubricant compositions according to the invention at contents of between 0.01 and 6% by weight, preferably between 0.05 and 4%, more preferably between 0.1 and 2%. %, relative to the mass of the lubricating compositions.
  • Friction modifiers may optionally be added in lubricating compositions comprising at least two glycerol esters E 1 and E 2 . These friction modifiers optionally added in the lubricant compositions, in particular for four-stroke engines, may be compounds providing metallic elements or compounds without ash. Solid compounds such as molybdenum sulfide, graphite or polytetrafluoroethylene (PTFE) are also found.
  • PTFE polytetrafluoroethylene
  • the metal compounds are, for example, transition metal complexes such as Mo, Sb, Sn, Fe, Cu and Zn, the ligands of which may be hydrocarbon compounds containing oxygen, nitrogen, sulfur or phosphorus atoms.
  • the molybdenum-containing compounds may be particularly effective, such as, for example, molybdenum dithiocarbamates or dithiophosphates.
  • the ashless friction modifiers can be, for example, fatty alcohols, fatty acids, esters, fatty amines.
  • friction modifying additives are present at contents of between 0.01 and 5% by weight relative to the total mass of the lubricating composition, preferably 0.1 and 2%.
  • the combination of two glycerol esters E 1 and E 2 make it possible to formulate lubricating compositions which advantageously have, during the engine starting phase, improved friction properties compared with lubricating compositions comprising Mo-DTC.
  • These friction modifiers E 1 and E 2 have the advantage of being additives that do not provide sulphated ash, phosphorus and sulfur.
  • the lubricating composition according to the invention may comprise in addition to glycerol esters E 1 and E 2 , other friction modifiers, but their quantity will be limited.
  • the amount of friction modifiers other than the two glycerol esters E 1 and E 2 is less than or equal to 2% by weight, relative to the total weight of the lubricating composition, more preferably less than or equal to 1% by weight, more preferably less than or equal to 0.5% by weight, more preferably less than or equal to 0.1% by weight.
  • the amount of ash-providing friction modifiers is less than or equal to 2% by weight, based on the total weight of the lubricating composition, more preferably lower or equal to 1% by weight, still more preferably less than or equal to 0.5% by weight, even more preferably less than or equal to
  • the lubricant compositions according to the present invention are free of ash-providing friction modifiers, for example molybdenum friction modifiers, such as MoDTC.
  • Antioxidants delay the degradation of oils in service, which can result in the formation of deposits, the presence of sludge, or an increase in the viscosity of the oil. They act as free radical inhibitors or destroyers of hydroperoxides.
  • antioxidants include antioxidants of phenolic or amine type. Some of these additives, for example phosphosulfides, can be ash generators.
  • Phenolic antioxidants may be ashless, or may be in the form of neutral or basic metal salts. Typically, these are compounds containing a sterically hindered hydroxyl group, for example when two hydroxyl groups are in the ortho or para position relative to each other, or when the phenol is substituted by an alkyl group comprising at least 6 atoms. of carbon.
  • Amino compounds are another class of antioxidants that can be used, possibly in combination with phenolic antioxidants.
  • Typical examples are aromatic amines, of formula R 8 R 9 R 10 N, where R 5 is an aliphatic group, or an optionally substituted aromatic group, R 9 is an optionally substituted aromatic group, Rio is hydrogen, or a group alkyl or aryl, or a group of formula RnS (0) x R 2 wherein Ru and / or R 12 is an alkylene, alkenylene, or aralkylene, and x is an integer equal to 0, 1 or 2.
  • Sulfurized alkyl phenols or their alkali and alkaline earth metal salts are also used as antioxidants.
  • antioxidants are that of copper compounds soaked in oil, for example copper thio- or dithiophosphates, copper and carboxylic acid salts, dithiocarbamates, sulphonates, phenates, acetylacetonates, and the like. copper.
  • the copper salts I and II, succinic acid or anhydride are used.
  • the lubricant compositions according to the present invention may contain all types of antioxidant additives known to those skilled in the art. Ashless antioxidants will be preferred. Detergents reduce the formation of deposits on the surface of metal parts by dissolving secondary oxidation and combustion products. The detergents that can be used in the lubricant compositions according to the present invention are well known to those skilled in the art.
  • the detergents commonly used in the formulation of lubricating compositions are typically anionic compounds having a long lipophilic hydrocarbon chain and a hydrophilic head.
  • the associated cation is typically a metal cation of an alkali metal or alkaline earth metal.
  • the detergents are preferably chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulphonates, salicylates and naphthenates, as well as the salts of phenates.
  • the alkaline and alkaline-earth metals are preferably calcium, magnesium, sodium or barium.
  • metal salts may contain the metal in an approximately stoichiometric amount or in excess (in an amount greater than the stoichiometric amount). In the latter case, we are dealing with so-called overbased detergents.
  • the excess metal providing the overbased detergent character is in the form of oil insoluble metal salts, for example carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.
  • the polymers improving the viscosity index make it possible to guarantee a good cold behavior and a minimum viscosity at high temperature, in particular to formulate multi-grade oils.
  • the introduction of these compounds into the lubricating compositions enables them to reach viscosity index (VI) values giving them good fuel economy properties or fuel savings.
  • the viscosity index (VI) of the lubricant compositions according to the invention is greater than or equal to 130, preferably greater than or equal to 150, and preferably greater than or equal to 160.
  • Examples of these compounds include polymeric esters, copolymer olefins (OCP), homopolymers or copolymers of styrene, butadiene or isoprene, hydrogenated or not, polymethacrylates (PMA).
  • OCP copolymer olefins
  • PMA polymethacrylates
  • the lubricant compositions according to the present invention may contain from about 0.1 to 10% by weight of viscosity index improving polymers, relative to the total weight of the lubricating compositions, preferably from 0.5 to 5%. preferably 1 to 2%.
  • Pour point depressant additives improve the cold behavior of oils by slowing the formation of paraffin crystals. They are, for example, alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylsphenols, polyalkylnaphthalenes, alkylated polystyrenes, etc.
  • Dispersants such as, for example, succinimides, PIBs (polyisobutene) succinimides, Mannich bases, ensure the suspension and evacuation of insoluble solid contaminants constituted by the secondary oxidation products which are formed when a lubricating composition is in use.
  • the lubricant compositions according to the invention can be used to lubricate the surfaces of parts that are conventionally found in an engine such as the piston, segment, and jacket system. They can also be used to lubricate transmissions such as manual or automatic gearboxes.
  • the lubricant compositions according to the invention can be used in light vehicles, trucks, but also in ships.
  • Another object of the present invention is a method of lubricating at least one mechanical part of an engine, said method comprising a step in which said mechanical part is brought into contact with at least one lubricating composition as defined above. .
  • the mechanical part is chosen from the group formed by the piston system, the segments, the folders.
  • the mechanical part forms a mechanical member such as transmissions, preferably manual gearboxes or automatic gearboxes.
  • Another object of the invention is a method for reducing the fuel consumption of a vehicle, the method comprising a step of contacting a lubricant composition as defined above with at least one mechanical part of the engine of said vehicle.
  • the vehicle is a light vehicle, a truck or a ship.
  • a control lubricant composition T which does not comprise friction modifiers is prepared from: a group III base oil having a kinematic viscosity at 100 ° C (KV100) equal to 6 cSt (measured according to the international standard ASTM D445),
  • PAO light polyalphaolefin
  • KV100 Group IV base oil having a kinematic viscosity at 100 ° C (KV100) equal to 6 cSt (measured according to the international standard ASTM D445)
  • a linear ethylene / propylene copolymer (OCP) olefin comprising 50% by weight of ethylene, relative to the weight of the copolymer, having a weight average molecular weight Mw equal to 171,700 g / mol (measured according to the international standard ASTM D5296) and a number average molecular weight Mn equal to 91 120 g / mol (measured according to the international standard ASTM D5296),
  • PPD pour point depressant
  • an additive package comprising weakly and strongly overbased detergents, phenolic and amine antioxidants, a succinimide dispersant, an anti-wear agent based on amine phosphate and zinc dialkyl dithiophosphate (ZnDTP),
  • GMO Glycerol monooleate
  • glycerol linoleate comprising 45% by weight of monoester, relative to the total weight of glycerol linoleate, 40% by weight of diesters, 10% by weight of triesters, 5% by weight of free glycerol.
  • This glycerol linoleate is obtained from a mixture of fatty acids whose linoleic acid represents 75 to 80% by mass of the total mass of fatty acids, the rest being constituted:
  • gadoleic acid (less than 1% of the total mass of fatty acids).
  • This ester is marketed by Stéarinerie Dubois under the name DUB LIG.
  • DUB LIG Stéarinerie Dubois
  • - Glycerol heptanoate comprising 47% by weight of monoester, relative to the total weight of glycerol heptanoate, 36% by weight of diesters, 6% by mass of triesters, 1 1% by weight of free glycerol.
  • This ester is obtained from heptanoic acid.
  • Composition C 7 illustrates a composition comprising Mo-DTC, the treatment rate of which is usually in the commercially available lubricating compositions of 400 ppm by weight of Mo-DTC.
  • the coefficient of friction of the compositions is then measured by a Cameron Plint Frottement laboratory test using a Cameron-Plint TE-77 alternative tribometer.
  • the test bench consists of a plane cylinder tribometer immersed in the oil to be tested. A variable normal force is applied to the heated plane and the resulting frictional force is measured. The conditions of temperature, charge and frequency are varied. The values of the coefficient of friction, taken at different temperatures, loads and frequencies are shown in Table IV as well as the overall average value of these six different phases.
  • composition C 4 has the lowest coefficient of friction of the lubricating compositions T, Ci to C 6 .
  • the C 5 lubricant composition based on the mixture of long chain / short chain glycerol esters has a lower overall coefficient of friction than the T, C 1 to C 3 and C 6 lubricating compositions based on on other compounds also at 1% by weight of active ingredient.
  • compositions C 4 and C 5 make it possible to obtain a lower coefficient of friction than the compositions comprising Mo-DTC (composition C 7 ) during the engine start-up phases (that is to say for temperatures of 100.degree. ° C).
  • the objective of this example is to show the influence of the presence of unsaturations in the C 12 to C 26 carboxylic acid of the ester E 1 according to the invention on the friction properties of the lubricant composition.
  • compositions Cs and C9 are prepared by adding to the control composition of Example 1 the following friction modifiers:
  • Glycerol monooleate marketed by Stéarinerie Dubois under the name DUB OG and obtained from a Cl 8 unsaturated carboxylic acid comprising unsaturation.
  • Glycerol monooleate comprises 32-52% by weight of monoester, relative to the total weight of glycerol monooleate, 30-50% by weight of diesters, 5-20% by mass of triesters, at most 6% by weight of glycerol monooleate. free glycerol mass.
  • glycerol linoleate obtained from a C 18 unsaturated carboxylic acid comprising two unsaturations, its composition is described in Example 1.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP13732185.7A 2012-06-29 2013-06-28 Composition lubrifiante Withdrawn EP2867350A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1256208A FR2992655B1 (fr) 2012-06-29 2012-06-29 Composition lubrifiante
PCT/EP2013/063669 WO2014001521A1 (fr) 2012-06-29 2013-06-28 Composition lubrifiante

Publications (1)

Publication Number Publication Date
EP2867350A1 true EP2867350A1 (fr) 2015-05-06

Family

ID=48700604

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13732185.7A Withdrawn EP2867350A1 (fr) 2012-06-29 2013-06-28 Composition lubrifiante

Country Status (8)

Country Link
US (1) US9914894B2 (zh)
EP (1) EP2867350A1 (zh)
JP (1) JP6370293B2 (zh)
KR (1) KR20150040813A (zh)
CN (1) CN104508096A (zh)
FR (1) FR2992655B1 (zh)
IN (1) IN2015DN00357A (zh)
WO (1) WO2014001521A1 (zh)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201317278D0 (en) 2013-09-30 2013-11-13 Croda Int Plc Gear oil composition
US10829714B2 (en) * 2016-06-23 2020-11-10 Jxtg Nippon Oil & Energy Corporation Grease composition for constant velocity joints, and constant velocity joint in which same is sealed
JP2018062551A (ja) * 2016-10-11 2018-04-19 出光興産株式会社 潤滑油組成物
JP7000267B2 (ja) * 2018-07-10 2022-02-04 本田技研工業株式会社 倒立構造の振動減衰装置
FR3104608B1 (fr) * 2019-12-13 2021-12-24 Total Marketing Services Composition lubrifiante pour limiter le frottement
FR3104609B1 (fr) * 2019-12-13 2022-04-22 Total Marketing Services Composition lubrifiante pour limiter le frottement
WO2021149323A1 (ja) * 2020-01-20 2021-07-29 Dic株式会社 潤滑油組成物および内燃機関用潤滑油組成物
BR112023006138A2 (pt) * 2020-11-04 2023-05-09 Inolex Investment Corp Composições de éster de heptanoato de glicerila de base biológica e métodos de preparação e uso das mesmas
WO2024019808A1 (en) * 2022-07-21 2024-01-25 Xg Industries Lubricant additive composition

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5064546A (en) * 1987-04-11 1991-11-12 Idemitsu Kosan Co., Ltd. Lubricating oil composition
JP4278218B2 (ja) * 1999-03-05 2009-06-10 協同油脂株式会社 金属加工油組成物
JP4090044B2 (ja) * 2003-09-09 2008-05-28 日産自動車株式会社 内燃機関用潤滑油組成物
US7256162B2 (en) 2003-09-26 2007-08-14 Arizona Chemical Company Fatty acid esters and uses thereof
US20050070450A1 (en) * 2003-09-30 2005-03-31 Roby Stephen H. Engine oil compositions
FR2888248B1 (fr) 2005-07-05 2010-02-12 Total France Composition lubrifiante pour melange hydrocarbone et produits obtenus
US8716200B2 (en) * 2006-09-13 2014-05-06 Ecolab Usa Inc. Conveyor lubricants including emulsion of a lipophilic compound and an emulsifier and/or an anionic surfactant and methods employing them
JP2008280500A (ja) * 2007-04-09 2008-11-20 New Japan Chem Co Ltd 潤滑油
FR2924439B1 (fr) * 2007-12-03 2010-10-22 Total France Composition lubrifiante pour moteur quatre temps a bas taux de cendres
FR2925909B1 (fr) 2007-12-26 2010-09-17 Total France Additifs bifonctionnels pour hydrocarbures liquides obtenus par greffage a partir de copolymeres d'ethylene et/ou de propylene et d'esters vinyliques
FR2928934B1 (fr) 2008-03-20 2011-08-05 Total France Lubrifiant marin
FR2932813B1 (fr) 2008-06-18 2010-09-03 Total France Lubrifiant cylindre pour moteur marin deux temps
FR2939443B1 (fr) 2008-12-05 2013-01-18 Total Raffinage Marketing Huile lubrifiante a base d'esters de polyols
FR2943678B1 (fr) 2009-03-25 2011-06-03 Total Raffinage Marketing Polymeres (meth)acryliques de bas poids moleculaire, exempts de composes soufres,metalliques et halogenes et de taux de monomeres residuels faible,leur procede de preparation et leurs utilisations
JPWO2011068137A1 (ja) * 2009-12-03 2013-04-18 出光興産株式会社 潤滑油組成物
US9018149B2 (en) * 2010-05-12 2015-04-28 Exxonmobil Research And Engineering Company Method for reducing one or more of deposits and friction of a lubricating oil
FR2968670B1 (fr) 2010-12-13 2013-01-04 Total Raffinage Marketing Composition de graisse
FR2980799B1 (fr) 2011-09-29 2013-10-04 Total Raffinage Marketing Composition lubrifiante pour moteur marin

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None *
See also references of WO2014001521A1 *

Also Published As

Publication number Publication date
US9914894B2 (en) 2018-03-13
FR2992655B1 (fr) 2015-07-31
FR2992655A1 (fr) 2014-01-03
WO2014001521A1 (fr) 2014-01-03
JP2015521685A (ja) 2015-07-30
JP6370293B2 (ja) 2018-08-08
KR20150040813A (ko) 2015-04-15
CN104508096A (zh) 2015-04-08
IN2015DN00357A (zh) 2015-06-12
US20150203778A1 (en) 2015-07-23

Similar Documents

Publication Publication Date Title
WO2014001521A1 (fr) Composition lubrifiante
EP3289054A1 (fr) Composition lubrifiante ultra-fluide
EP2652099B1 (fr) Composition de graisse
EP3083907B1 (fr) Composition lubrifiante a base de triamines grasses
EP3662041B1 (fr) Composition lubrifiante comprenant un diester
WO2016150950A1 (fr) Composition lubrifiante
WO2012080940A1 (fr) Composition de graisse
EP3027719A1 (fr) Compositions lubrifiantes pour transmissions
WO2013120965A1 (fr) Compositions lubrifiantes pour transmissions
WO2017157979A1 (fr) Composition lubrifiante a base de polyalkylene glycols
FR3002235A1 (fr) Composition lubrifiante a base de composes amines
EP3877488B1 (fr) Utilisation d'un diester pour ameliorer les proprietes anti-usure d'une composition lubrifiante
WO2018210829A1 (fr) Utilisation de compositions lubrifiantes pour ameliorer la proprete d'un moteur de vehicule 4-temps
WO2017157892A1 (fr) Composition lubrifiante a base de polyalkylene glycols
FR3112793A1 (fr) Composition lubrifiante pour transmission automobile.
EP3947610A1 (fr) Utilisation d'une composition lubrifiante pour transmission
WO2018007497A1 (fr) Composition lubrifiante pour moteur a gaz
WO2019057718A1 (fr) Utilisation d'ester dans une composition lubrifiante pour améliorer la propreté moteur
WO2016102528A1 (fr) Composition lubrifiante a matériau a changement de phase

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: 20141218

AK Designated contracting states

Kind code of ref document: A1

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

AX Request for extension of the european patent

Extension state: BA ME

RIN1 Information on inventor provided before grant (corrected)

Inventor name: PIZARD, CARINE

Inventor name: MARECHAL, PHILIPPE

Inventor name: IOVINE, RAPHAELE

DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20190114

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

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20190525