EP3176245B1 - Composition lubrifiante et procédé de fabrication de composition lubrifiante - Google Patents

Composition lubrifiante et procédé de fabrication de composition lubrifiante Download PDF

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Publication number
EP3176245B1
EP3176245B1 EP15827870.5A EP15827870A EP3176245B1 EP 3176245 B1 EP3176245 B1 EP 3176245B1 EP 15827870 A EP15827870 A EP 15827870A EP 3176245 B1 EP3176245 B1 EP 3176245B1
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EP
European Patent Office
Prior art keywords
oil
lubricant composition
moles
mass
composite ester
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EP15827870.5A
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German (de)
English (en)
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EP3176245A4 (fr
EP3176245A1 (fr
Inventor
Kunihiko Kodama
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Fujifilm Corp
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Fujifilm Corp
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/78—Complex esters, i.e. compounds containing at least three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compound: monohydroxy compounds, polyhydroxy compounds, monocarboxylic acids, polycarboxylic acids, hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/042—Mixtures of base-materials and additives the additives being compounds of unknown or incompletely defined constitution only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/024—Well-defined aliphatic compounds unsaturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic 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
    • C10M2205/0285—Organic 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/003—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/2805—Esters used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C10M2207/301—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C10M2207/304—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066—Thiocarbamic type compounds
    • C10M2219/068—Thiocarbamate metal salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/12—Groups 6 or 16
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/50—Emission or smoke controlling properties
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/54—Fuel economy
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/02—Bearings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/50—Medical uses
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

Definitions

  • the present invention relates to a lubricant composition. More specifically, the present invention relates to a lubricant composition containing specific composite ester in which low frictional properties and low abrasive properties are compatible.
  • a lubricant a lubricant composition
  • low friction has been required from the viewpoint of reducing an energy loss.
  • a reduction in fuel consumption has been strongly required from the viewpoint of reducing discharge of carbon dioxide gas, and attaining low friction in engine oil becomes extremely important.
  • a fluid lubrication state in which fluid oil exists between friction surfaces a boundary lubrication state in which friction surfaces are in contact with each other, and thus, are easily abraded, and a mixed lubrication state which is an intermediate state between the states described above are known as a frictional state.
  • a lubricant composition for an internal combustion engine oil film shortage easily occurs at the time of performing engine initiation, and thus, the boundary lubrication state is easily formed.
  • a viscosity of the lubricant composition is high from the initiation until an oil temperature increases, and thus, viscosity resistance is large, and an energy loss occurs.
  • the lubricant composition is required to exhibit excellent friction properties at various temperatures and in various load regions.
  • the lubricant composition contains base oil and various additives.
  • the base oil include e.g. mineral oil obtained from crude oil, ester-based oil which is chemically synthesized, fluorine-based oil, and poly ⁇ olefin-based oil.
  • the ester-based oil is preferably used e.g. in a jet plane, automobile engine oil, and grease, from the viewpoint of e.g. a low pour point, a high viscosity index, a high ignition point, excellent lubrication properties, and biodegradability.
  • ester-based oil is used as base oil or an additive.
  • various esters such as monoester obtained from a reaction between an aliphatic monocarboxylic acid and monohydric alcohol; diester obtained from a reaction between an aliphatic dicarboxylic acid and monohydric alcohol; polyol ester obtained from a reaction between polyhydric alcohol and an aliphatic carboxylic acid; and composite ester obtained from a reaction between polyol, a polybasic acid, and an aliphatic monocarboxylic acid have been disclosed ( JP2002-097482A , JP2005-154726A , JP2005-232434A , JP2005-213377A , JP2005-232470A , JP2001-501989A , JP2001-500549A , JP2001-507334A , and JP2002-530476A ).
  • US 2012/184474 describes a complex alcohol ester composition useful as a lubricant agent which includes a polyester in which at least two molecules of a polyol are linked through at least two ester bonds via at least one molecule of a polybasic acid and at least a part of the non-linked side chain ends of the polyol carry a group.
  • the lubricant composition is required to exhibit excellent friction properties at various temperatures and in various load regions.
  • excellent friction low friction
  • a reduction in viscosity resistance of the lubricant composition that is, low friction in the fluid lubrication state according to low viscosity is effective, but in a case where the lubricant composition has a low viscosity, a device deteriorates due to abrasion in the boundary lubrication state.
  • An object of the present invention is to provide a lubricant composition in which low frictional properties and low abrasive properties are compatible at various temperatures and various loads.
  • the lubricant composition of the present invention can exhibit low frictional properties and low abrasive properties at various temperatures and various loads.
  • the lubricant composition of the present invention can excellently exhibit a low viscosity, low frictional properties in a fluid lubrication state, and low abrasive properties even in a boundary lubrication state such as a high temperature and a high load.
  • a lubricant composition of the present invention relates to a lubricant composition containing composite ester (A) produced by condensation of at least trivalent or more polyol (a1), a mixture (b1) of at least one of a polymerization reaction mixture of an unsaturated fatty acid having 18 to 22 carbon atoms which contains at least 75 mass% of a divalent carboxylic acid having 36 to 44 carbon atoms or a mixture obtained by performing hydrogenation with respect to the polymerization reaction mixture, and monool (c1) represented by Formula (1) described below is condensed.
  • a feed ratio of the number of moles of a hydroxyl group of (a1)/the number of moles of a carboxylic acid of (b1)/the number of moles of a hydroxyl group of (c1 is 1/1.5 to 2.0/0.7 to 1.5, and the content of the composite ester A is 0.1 to 5 mass% with respect to the total mass of the lubricant composition.
  • R represents a branched alkyl group having greater than or equal to 10 carbon atoms.
  • the composite ester A used in the lubricant composition of the present invention is obtained by feeding and performing a condensation reaction an (a1) component to a (c1) component such that the number of moles of the hydroxyl group of a1/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of (c1) becomes 1/(1.5 to 2.0)/(0.7 to 1.5), preferably becomes 1/(1.55 to 1.9)/(0.8 to 1.4), and more preferably becomes 1/(1.60 to 1.8)/(0.8 to 1.3).
  • a feed ratio of P/Q is preferably 1/0.7 to 1.0, is more preferably 1/0.75 to 0.95, and is even more preferably 1/0.8 to 0.9. That is, it is preferable that composite ester A can be obtained by feeding each of the components such that a feed ratio of the total number of moles of the hydroxyl group/the total number of moles of the carboxylic acid is in the range described above.
  • each of the components is fed at a specific ratio, and is condensed, and thus, e.g. a degree of crosslinkage, a viscosity, an acid value, and a residual amount of monool, of the obtained composite ester A can have optimal values. For this reason, it is possible to suppress abrasion by only adding a trace amount of the composite ester A into e.g. base oil, and thus, the lubricant composition can exhibit abrasion resistance while maintaining viscosity properties of the base oil.
  • excellent friction properties can be obtained in both of a fluid lubrication state and a boundary lubrication state.
  • the content of the composite ester A may be 0.1 to 5 mass%, is preferably 0.3 to 3 mass%, and is more preferably 0.5 to 2 mass%, with respect to the total mass of the lubricant composition.
  • excellent lubrication properties are exhibited by only adding a small amount of the composite ester A into the lubricant composition.
  • the trivalent or more polyol (a1) (the (a1) component or also simply referred to as (a1)) is a compound containing greater than or equal to 3 alcoholic hydroxyl groups and/or greater than or equal to 3 phenolic hydroxyl groups in the molecules, is preferably a compound containing greater than or equal to 3 alcoholic hydroxyl groups, and is more preferably a compound containing 3 to 6 alcoholic hydroxyl groups.
  • Preferred trivalent or more polyol (a1) is alcohol represented by Formula (a1-1) described below. Z( ⁇ OH) m1 Formula (a1-1)
  • Z represents an m1-valent linking group
  • m1 represents an integer of greater than or equal to 3, is preferably 3 to 6, and is more preferably 3 or 4.
  • Z is preferably an aliphatic linking group, and is more preferably an alkylene linking group which may be linked by an oxygen atom.
  • the number of carbon atoms of the alkylene linking group is preferably 2 to 20, is more preferably 2 to 15, is even more preferably 3 to 10, and is particularly preferably 5 to 7.
  • Z is a linking group having a neopentyl partial structure represented by Structural Formula (Z-1) described below from the viewpoint of reducing friction at a high temperature.
  • trivalent or more polyol (a1) include trivalent polyol such as trimethylol ethane, trimethylol propane, and glycerin, tetravalent polyol such as pentaerythritol, ditrimethylol ethane, and ditrimethylol propane, and pentavalent or more polyol such as dipentaerythritol, trimethylol ethane and trimethylol propane are particularly preferable.
  • trivalent polyol such as trimethylol ethane, trimethylol propane, and glycerin
  • tetravalent polyol such as pentaerythritol, ditrimethylol ethane, and ditrimethylol propane
  • pentavalent or more polyol such as dipentaerythritol, trimethylol ethane and trimethylol propane are particularly preferable.
  • the mixture (b1) of at least one of the polymerization reaction mixture of the unsaturated fatty acid having 18 to 22 carbon atoms which contains at least 75 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms or the mixture obtained by performing the hydrogenation with respect to the polymerization reaction mixture (the (b1) component or also simply referred to as (b1)) contains at least 75 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms.
  • the (b1) component preferably contains at least greater than or equal to 80 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms, more preferably contains greater than or equal to 85 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms, even more preferably contains greater than or equal to 90 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms, and particularly preferably contains greater than or equal to 94 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms. That is, the (b1) component can contain the divalent carboxylic acid having 36 to 44 carbon atoms as a main component.
  • the polymerization reaction mixture of the unsaturated fatty acid having 18 to 22 carbon atoms which is industrially available may contain a monocarboxylic acid and a tricarboxylic acid in addition to the divalent carboxylic acid, and the (b1) component used in the present invention contains the divalent carboxylic acid in the amount of greater than or equal to the range described above with respect to the total mass of the polymerization reaction mixture.
  • Examples of the unsaturated fatty acid having 18 to 22 carbon atoms which becomes a raw material of (b1) include an unsaturated fatty acid having 18 carbon atoms such as a petroselinic acid, an oleic acid, an elaidic acid, a vaccenic acid, a linoleic acid, a linolenic acid, an ⁇ -eleostearic acid, a ⁇ -eleostearic acid, a punicic acid, and a parinaric acid (preferably, an oleic acid and a linoleic acid), a unsaturated fatty acid having 20 carbon atoms such as a gadoleic acid and an arachidonic acid, and an unsaturated fatty acid having 22 carbon atoms such as a cetoleic acid and an erucic acid (preferably, an erucic acid).
  • an unsaturated fatty acid having 18 carbon atoms such as a petroselinic acid, an oleic
  • the polymerization reaction mixture By polymerizing one type or two or more types thereof, the polymerization reaction mixture can be obtained. It is preferable that the polymerization reaction mixture is purified such that the content of the divalent carboxylic acid becomes greater than or equal to 75 mass% by a method such as distillation.
  • the (b1) component preferably contains greater than or equal to 75 mass% of a dimerized substance of an unsaturated fatty acid having 18 carbon atoms, a so-called dimer acid, or a dimerized substance of an unsaturated fatty acid having 22 carbon atoms, and particularly preferably contains greater than or equal to 75 mass% of the dimer acid.
  • the dimer acid indicates an aliphatic dicarboxylic acid or an alicyclic dicarboxylic acid generated e.g. by dimerizing an unsaturated fatty acid (in general, the number of carbon atoms is 18) according to polymerization or a DIELS-ALDER reaction.
  • the dimer acid contains a plurality of structural isomers.
  • the following structures can be exemplified as a structure of a compound contained in the dimer acid.
  • dimer acid examples include TSUNODYMES (Registered Trademark) 205, 216, 228, and 395 manufactured by TSUNO CO., LTD., and products manufactured by BASF SE, UNIQEMA LIMITED, and Croda International Plc may be used.
  • the mixture (b1) may contain the mixture obtained by performing the hydrogenation with respect to the polymerization reaction mixture. That is, a polymerization reaction mixture of which a carbon-carbon double bond is reduced by a method such as hydrogenation may be used as the polymerization reaction mixture. By using such a polymerization reaction mixture, oxidative resistance of a lubricant composition to be obtained is improved.
  • the hydrogenated dimer acid include e.g. PRIPOLS 1006, 1009, manufactured by Croda International Plc.
  • the mixture (b1) may be a polymerization reaction mixture obtained by being hydrogenated, or may be a mixture of a polymerization reaction mixture obtained by being hydrogenated and a polymerization reaction mixture which is not hydrogenated.
  • polymerization reaction mixture of the unsaturated fatty acid having 22 carbon atoms include a dimerized substance of an erucic acid.
  • dimerized substance of the unsaturated fatty acid having 22 carbon atoms include PRIPOL 1004 manufactured by Croda International Plc.
  • the monool (c1) (the (c1) component or also simply referred to as (c1)) is represented by Formula (1) described below.
  • R-OH Formula (1) R-OH
  • R is a branched alkyl group having 10 to 25 carbon atoms, and is preferably a branched alkyl group having 16 to 20 carbon atoms.
  • the monool (c1) include e.g. 2-hexyl-1-decanol, branched alkyl monool having 14 carbon atoms, branched alkyl monool having 16 carbon atoms, branched alkyl monool having 18 carbon atoms, and branched alkyl monool having 20 carbon atoms.
  • the monool (c1) having a more preferred branched alkyl group include 2-hexyl-1-decanol, branched alkyl monool having 14 carbon atoms (for example, FINEOXOCOL 140N manufactured by Nissan Chemical Industries, Ltd.), branched alkyl monool having 16 carbon atoms (for example, FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.), branched alkyl monool having 18 carbon atoms (for example, FINEOXOCOL 180 series manufactured by Nissan Chemical Industries, Ltd.), and branched alkyl monool having 20 carbon atoms (for example, FINEOXOCOL 2000 manufactured by Nissan Chemical Industries, Ltd.).
  • branched alkyl monool having 14 carbon atoms for example, FINEOXOCOL 140N manufactured by Nissan Chemical Industries, Ltd.
  • branched alkyl monool having 16 carbon atoms for example, FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.
  • the 2-hexyl-1-decanol, the branched alkyl monool having 16 carbon atoms (for example, FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.), the branched alkyl monool having 18 carbon atoms (for example, FINEOXOCOL 180 series manufactured by Nissan Chemical Industries, Ltd.), and the branched alkyl monool having 20 carbon atoms (for example, FINEOXOCOL 2000 manufactured by Nissan Chemical Industries, Ltd.) are preferably used.
  • the composite ester (A(, other components other than (a1) to (c1) may be used as another condensation raw material.
  • divalent alcohol preferably, aliphatic divalent alcohol having 2 to 40 carbon atoms
  • a monovalent carboxylic acid preferably, an aliphatic carboxylic acid having greater than or equal to 4 carbon atoms, and more preferably an aliphatic carboxylic acid having greater than or equal to 8 carbon atoms
  • a divalent carboxylic acid other than (b1) preferably, an aliphatic dicarboxylic acid having 4 to 10 carbon atoms
  • the composite ester A can be obtained by mixing at least the above-described trivalent or more polyol (a1), the above-described mixture (b1) of at least one of the polymerization reaction mixture of the unsaturated fatty acid having 18 to 22 carbon atoms which contains at least 75 mass% of the divalent carboxylic acid having 36 to 44 carbon atoms or the mixture obtained by performing the hydrogenation with respect to the polymerization reaction mixture, and the above-described monool (c1) represented by R-OH (R is a branched alkyl group having greater than or equal to 10 carbon atoms), and by condensing the mixture.
  • the composite ester A contains at least polyester in which the above-described (a1) component, the (b1) component, and the (c1) component are condensed.
  • the composite ester A is a mixture containing at least polyester in which (a1) to (c1) are randomly condensed, and the composite ester A, for example, contains a light component having only one structure derived from the (b1) component, or an oligomer component or a polymer component having two or more structures derived from the (b1) component.
  • the light component can include monoester or diester which can be obtained by a reaction between one or two of two carboxylic acids of the divalent carboxylic acid which is the main component of (b1) and the monool of the (c1) component.
  • the polyester contained in the composite ester A has a structure derived from the (a1) component, and thus, it is possible to form a crosslinking structure, and it is possible to improve lubrication properties. Further, it is preferable that the composite ester A contains polyester having two or more structures derived from the (a1) component. By having a plurality of structures derived from the (a1) component which is a crosslinking component, it is possible to form a 3-dimensional crosslinking structure, and the lubrication properties are further improved.
  • the content of the oligomer component or the polymer component excluding the light component is preferably greater than or equal to 50%, is more preferably 60% to 85%, and is even more preferably 65% to 80%, in an area ratio of GPC.
  • the molecular weight of the composite ester A described above is preferably 1,000 to 100,000, is more preferably 2,000 to 20,000, and is even more preferably 3,000 to 10,000, in a weight-average molecular weight in terms of standard polystyrene using a gel permeation chromatography (GPC). Furthermore, the molecular weight of the composite ester A is the average of the molecular weights of each of the polyester in which (a1) to (c1) are randomly condensed, the light component described above, and the oligomer component or the polymer component. By setting the molecular weight to be in a suitable range, it is possible to obtain excellent lubrication properties at a low viscosity. Herein, a value measured in the following conditions is specifically adopted as the weight-average molecular weight in terms of polystyrene.
  • a “HLC-8220GPC (manufactured by TOSOH CORPORATION) device and three columns of "TSKgel, SuperHZM-H (manufactured by TOSOH CORPORATION, 4.6 mmID ⁇ 15 cm)", “TSKgel, SuperHZ4000 (manufactured by TOSOH CORPORATION, 4.6 mmID ⁇ 15 cm)", and “TSKgel, SuperHZ2000 (manufactured by TOSOH CORPORATION, 4.6 mmID ⁇ 15 cm)” were used.
  • the following conditions can be adopted as the conditions of GPC.
  • the composite ester A may contain an unreacted (c1) component.
  • the content of the unreacted (c1) component with respect to the total amount of the composite ester A is preferably less than or equal to 10%, is more preferably less than or equal to 6%, and is particularly preferably less than or equal to 4%.
  • the content of the unreacted (c1) component can be calculate by using an area ratio of a molecular weight peak corresponding to (c1).
  • a kinematic viscosity of the composite ester A at 40°C is preferably 400 to 2,000 mm 2 /s, is more preferably 500 to 2,000 mm 2 /s, is even more preferably 500 to 1,500 mm 2 /s, is still more preferably 600 to 1,200 mm 2 /s, and is particularly preferably 700 to 1,100 mm 2 /s.
  • a value measured in a thermostatic water tank at 40.0°C by using an UBBELOHDE VISCOSIMETER is adopted as the kinematic viscosity at 40°C.
  • An acid value of the composite ester A (the number of mg of KOH required for neutralizing 1 g of a sample) is preferably 0 to 50 mgKOH/g, is more preferably 0 to 15 mgKOH/g, and is even more preferably 2 to 10 mgKOH/g.
  • the acid value of the composite ester A (the number of mg of KOH required for neutralizing 1 g of a sample) is a value measured according to a JISK2501 method.
  • a mixture fed as described above is subjected to the condensation reaction in the presence of a catalyst or a condensation agent or in the absence of a catalyst, and thus, the composite ester A can be obtained.
  • the solvent is preferably a hydrocarbon-based solvent having a boiling point of 100°C to 200°C, is more preferably a hydrocarbon-based solvent having a boiling point of 100°C to 170°C, and is most preferably a hydrocarbon-based solvent having a boiling point of 110°C to 160°C.
  • the solvent include e.g. toluene, xylene, and mesitylene.
  • the condensation reaction is performed without using the solvent from the viewpoint of productivity.
  • the reaction is accelerated by using the catalyst, but a post treatment of removing the catalyst is complicated, and thus, it is desirable that the catalyst is not used since the catalyst causes coloration of the composite ester A.
  • general conditions and a general operation are used in a general catalyst. This can be referred to references such as JP2001-501989A , JP2001-500549A , JP2001-507334A , and JP2002-509563A .
  • the reaction is performed at a liquid temperature of 120°C to 250°C, preferably at a liquid temperature of 130°C to 240°C, more preferably at a liquid temperature of 150°C to 230°C, and particularly preferably at a liquid temperature of 170°C to 230°C. Accordingly, a solvent containing water or low molecular alcohol is azeotropic, is cooled in a cooling position, and becomes a liquid, and thus, is separated. The water may be removed. After the reaction is performed at a low temperature, the reaction may be further performed at a high temperature.
  • the amount of theoretically generated water is calculated by the number of moles of the feeding, and thus, it is preferable that the reaction is performed until a time point at which the amount of water is obtained, but it is difficult to completely end the reaction. Even in a case where the reaction ends at a time point at which the amount of theoretically generated water is 60% to 99%, the lubrication properties of the lubricant composition containing the obtained composite ester A are excellent.
  • the reaction time is 1 to 24 hours, is preferably 3 to 20 hours, is more preferably 5 to 18 hours, and is most preferably 6 to 15 hours.
  • Performing the reaction at 170°C to 200°C for 1 to 10 hours (preferably, 2 to 8 hours) in the absence of a solvent and a catalyst, and then, further performing the reaction at 201°C to 240°C for 1 to 10 hours (preferably, 2 to 8 hours) are preferable as more preferred reaction conditions.
  • the present invention relates to the lubricant composition containing at least the composite ester A.
  • the composite ester A and various additives and/or various mediums can be added to the lubricant composition.
  • the lubricant composition of the present invention further contains a medium, contains 0.1 to 5 mass% of the composite ester A and 70 to 99.9 mass% of the medium with respect to the total mass of the lubricant composition, and contains 0 to 29.9 mass% of the other components other than the composite ester A and the medium with respect to the total mass of the lubricant composition.
  • An increase rate (%) of the kinematic viscosity according to addition of the composite ester A can be calculated by the following relational expression.
  • NA represents kinematic viscosities of only the medium and the other components at 40°C to which the composite ester A is not added
  • NB represents the kinematic viscosities of the medium and the other components at 40°C at the time of adding the composite ester A.
  • Kinematic Viscosity Increase Rate % NB ⁇ NA / NA ⁇ 100
  • the increase rate (%) of the kinematic viscosity is preferably less than or equal to 15%, is more preferably less than or equal to 10%, is even more preferably less than or equal to 5%, is particularly preferably less than or equal to 2%, and is most preferably less than or equal to 1.5%. It is preferable that the composite ester A is added such that the kinematic viscosity increase rate is in the range described above, and thus, the lubricant composition of the present invention is prepared.
  • the medium also referred to as base oil
  • base oil includes one type or two or more types selected from mineral oil, polyolefin oil (for example, poly alpha olefin), ether oil (for example, perfluoropolyether oil and a diphenyl ether derivative), and ester oil (for example, aromatic ester oil, monovalent fatty acid ester, divalent fatty acid diester, and polyol ester lubricating oil).
  • polyolefin oil for example, poly alpha olefin
  • ether oil for example, perfluoropolyether oil and a diphenyl ether derivative
  • ester oil for example, aromatic ester oil, monovalent fatty acid ester, divalent fatty acid diester, and polyol ester lubricating oil.
  • ester oil for example, aromatic ester oil, monovalent fatty acid ester, divalent fatty acid diester, and polyol ester lubricating oil.
  • the kinematic viscosity of the medium at 40°C is preferably 1 to 500 mm 2 /s, is more preferably 1.5 to 200 mm 2 /s, and is even more preferably 2 to 50 mm 2 /s.
  • the viscosity index of the medium is preferably greater than or equal to 90, is more preferably greater than or equal to 105, and is even more preferably greater than or equal to 110. In addition, it is preferable that the viscosity index of the medium is less than or equal to 160.
  • the viscosity index in the present invention indicates a viscosity index measured on the basis of JIS K 2283-1993.
  • a compound as the other components other than the composite ester A and the medium, that is, a preferred additive with respect to the lubricant composition of the present invention is a compound having at least one type of zinc, molybdenum, sulfur, or phosphorus as a constituent element.
  • a compound has a function of e.g. a friction adjusting agent, an abrasion inhibiting agent, and an antioxidant.
  • the compound containing at least one type of zinc, molybdenum, sulfur, or phosphorus as a constituent element indicates a compound which may contain zinc, molybdenum, sulfur, and phosphorus in the compound in any state.
  • examples of the compound can include a compound containing zinc, molybdenum, sulfur, and phosphorus as e.g.
  • a single body (the oxidation number of 0), an ion, and a complex.
  • a compound examples include e.g. an organic molybdenum compound, an inorganic molybdenum compound, an organic zinc compound, a phosphoric acid derivative, and an organic sulfur compound.
  • the organic molybdenum compound and the organic zinc compound are preferable.
  • Only one type of the compound containing at least one type of zinc, molybdenum, sulfur, or phosphorus as a constituent element may be added to the lubricant composition of the present invention, or a combination of two or more types of the compounds may be added to the lubricant composition of the present invention.
  • the combination of two or more types of the compounds containing at least one type of zinc, molybdenum, sulfur, or phosphorus as the constituent element is added to the lubricant composition of the present invention, it is preferable that two or more types of the organic molybdenum compound, the inorganic molybdenum compound, the organic zinc compound, the phosphoric acid derivative, and the organic sulfur compound are combined, and it is more preferable that the organic molybdenum compound and the organic zinc compound are combined.
  • organic molybdenum compound which is used in the lubricant composition as an additive can include an organic molybdenum compound containing phosphorus, such as molybdenum dithiophosphate (also referred to as MoDTP).
  • MoDTP molybdenum dithiophosphate
  • Examples of another organic molybdenum compound can include an organic molybdenum compound containing sulfur, such as molybdenum dithiocarbamate represented by the following formula (also referred to as MoDTC).
  • molybdenum dithiocarbamate represented by the following formula (also referred to as MoDTC).
  • MoDTC molybdenum dithiocarbamate represented by the following formula
  • oxy molybdenum-N,N-di-octyl dithiocarbamate sulfide (C 8 -Mo(DTC)) and oxy molybdenum-N,N-di-tridecyl dithiocarbamate sulfide (C 16 -Mo(DTC)) are preferable as the organic molybdenum compound containing sulfur.
  • R 1 to R 4 may be identical to each other or different from each other, and each independently represent a hydrocarbon group. It is preferable that R 1 to R 4 are each independently an alkyl group or an aryl group.
  • Examples of another organic molybdenum compound containing sulfur can include a complex between an inorganic molybdenum compound and a sulfur-containing organic compound.
  • Examples of the inorganic molybdenum compound to be used in the organic molybdenum compound which is the complex between the inorganic molybdenum compound and the sulfur-containing organic compound can include e.g.
  • molybdenum oxide molybdenum oxide such as molybdenum dioxide and molybdenum trioxide
  • a molybdic acid such as an orthomolybdic acid, a paramolybdic acid, and (poly)molybdic sulfide
  • a molybdate such as a metal salt and an ammonium salt of the molybdic acids
  • molybdenum sulfide such as molybdenum disulfide, molybdenum trisulfide, molybdenum pentasulfide, and polymolybdenum sulfide
  • molybdic sulfide a metal salt or an amine salt of the molybdic sulfide
  • molybdenum halide such as molybdenum chloride.
  • examples of the sulfur-containing organic compound to be used in the organic molybdenum compound which is the complex between the inorganic molybdenum compound and the sulfur-containing organic compound can include e.g. alkyl (thio)xanthate, thiadiazole, mercaptothiadiazole, thiocarbonate, tetrahydrocarbyl thiuram disulfide, bis(di(thio)hydrocarbyl dithiophosphonate)disulfide, organic (poly)sulfide, and ester sulfide.
  • Examples of another organic molybdenum compound containing sulfur can include a complex between a sulfur-containing molybdenum compound such as molybdenum sulfide and molybdic sulfide and alkenyl succinic acid imide.
  • organic molybdenum compound which does not contain phosphorus or sulfur as a constituent element can be used as the organic molybdenum compound.
  • examples of the organic molybdenum compound which does not contain phosphorus or sulfur as a constituent element include e.g. a molybdenum-amine complex, a molybdenum-succinic acid imide complex, a molybdenum salt of an organic acid, and a molybdenum salt of alcohol, and among them, the molybdenum-amine complex, the molybdenum salt of the organic acid, and the molybdenum salt of the alcohol are preferable.
  • Examples of the inorganic molybdenum compound which is used in the lubricant composition as an additive are identical to the examples of the inorganic molybdenum compound to be used in the organic molybdenum compound which is the complex between the inorganic molybdenum compound and the sulfur-containing organic compound.
  • Zinc dithiophosphate (ZDTP) and zinc diphosphate (ZDP) represented by the following formulas are preferable as the organic zinc compound which is used in the lubricant composition as the additive.
  • Q 1 , Q 2 , Q 3 , and Q 4 may be identical to each other or different from each other, and each independently represent an alkyl group having 8 to 20 carbon atoms such as an isopropyl group, a butyl group, an isobutyl group, a pentyl group, an isopentyl group, a neopentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethyl hexyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, an isotridecyl group, a myristyl group, a palmityl group, and a stearyl group.
  • an alkyl group having 8 to 20 carbon atoms such as an isopropyl group, a butyl group, an isobutyl group, a
  • zinc n-butyl-n-pentyl dithiophosphoric acid C 4 /C 5 ZnDTP
  • zinc di-2-ethyl hexyl dithiophosphoric acid C 8 ZnDTP
  • zinc isopropyl-1-ethyl butyl dithiophosphoric acid C 3 /C 6 ZnDTP
  • ZDTP zinc dithiophosphate
  • the organic molybdenum compound in a case where the organic molybdenum compound is used, is contained such that the content of molybdenum is preferably 10 to 2,000 ppm, is more preferably 10 to 1,000 ppm, is even more preferably 50 to 800 ppm, and is particularly preferably 100 to 600 ppm, with respect to the total mass of the lubricant composition.
  • the organic zinc compound is contained such that the content of zinc is preferably 100 to 50,000 ppm, is more preferably 100 to 30,000 ppm, is even more preferably 100 to 10,000 ppm, is particularly preferably 200 to 2,000 ppm, and is most preferably 300 to 1,200 ppm, with respect to the total mass of the lubricant composition.
  • the content of the organic metal compound such as the organic molybdenum compound or the organic zinc compound in the lubricant composition it is possible to increase stability of the lubricant composition, it is possible to improve lubrication properties in rigorous conditions such as a high temperature and/or a high pressure, and it is possible to exhibit more excellent lubrication performance and abrasion suppression performance.
  • the zinc dithiophosphate (ZDTP) described above, phosphorus acid esters other than the zinc diphosphate (ZDP), phosphoric acid esters, aromatic phosphoric acid ester such as tricresyl phosphate, and aliphatic phosphoric acid ester such as trialkyl phosphate can be exemplified as a preferred example of the phosphoric acid derivative.
  • the aromatic phosphoric acid ester such as tricresyl phosphate and the aliphatic phosphoric acid ester such as trialkyl phosphate are more preferable.
  • Polysulfides is preferable as the organic sulfur compound, and dialkyl polysulfide is more preferable.
  • the additive which can be used in the present invention can be referred to the description in paragraphs 0098 to 0165 of JP2011-89106A .
  • the kinematic viscosity of the lubricant composition of the present invention at 40°C is preferably less than or equal to 500 mm 2 /s, is more preferably less than or equal to 200 mm 2 /s, is even more preferably less than or equal to 100 mm 2 /s, is particularly preferably less than or equal to 50 mm 2 /s, and is most preferably 5 to 50 mm 2 /s.
  • a suitable viscosity is required according to the use environment, and thus, it is necessary that the viscosity is in the range described above.
  • a value measured in a thermostatic water tank at 40.0°C by using an UBBELOHDE viscosimeter is adopted as the kinematic viscosity of the lubricant composition at 40°C.
  • the present invention relates to a manufacturing method of a lubricant composition including a step of obtaining composite ester A, in which the concentration of the composite ester A is 0.1 to 5 mass%, and relates to a lubricant composition manufactured by such a manufacturing method.
  • the step of obtaining the composite ester A is a step of mixing and condensing at least trivalent or more polyol (a1), a mixture (b1) of at least one of a polymerization reaction mixture of an unsaturated fatty acid having 18 to 22 carbon atoms which contains at least 75 mass% of a divalent carboxylic acid having 36 to 44 carbon atoms or a mixture obtained by performing hydrogenation with respect to the polymerization reaction mixture, and monool (c1) represented by Formula (1) described below such that the number of moles of a hydroxyl group of (a1)/the number of moles of a carboxylic acid of (b1)/the number of moles of a hydroxyl group of (c1) becomes 1/(1.5 to 2.0)/(0.7 to 1.5).
  • R represents a branched alkyl group having greater than or equal to 10 carbon atoms.
  • the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of (c1) may be 1/(1.5 to 2.0)/(0.7 to 1.5), is preferably 1/(1.55 to 1.9)/(0.8 to 1.4), and is more preferably 1/(1.60 to 1.8)/(0.8 to 1.3).
  • the lubricant composition of the present invention can be prepared by adding the composite ester A into an oleaginous medium or an aqueous medium such that the concentration becomes 0.1 to 5 mass%, and by performing dissolution and/or dispersion with respect to the composite ester A.
  • the dissolution and/or dispersion may be performed under heating.
  • any thickener for example, a soap-based thickener such as metal soap and composite metal soap, a non-soap-based thickener such as BENTON, silica gel, and a urea-based thickener (such as a urea compound, a urea and urethane compound, and a urethane compound), can be used as an example of a thickener which can be added.
  • a soap-based thickener and the urea-based thickener are preferably used since such thickeners rarely impair a resin member.
  • Examples of the soap-based thickener include e.g. sodium soap, calcium soap, aluminum soap, and lithium soap, and among them, the lithium soap is preferable from the viewpoint of water resistance or heat stability.
  • Examples of the lithium soap include lithium stearate or lithium-12-hydroxy stearate.
  • Examples of the urea compound, the urea and urethane compound, and the urethane compound include e.g. a diurea compound, a triurea compound, a tetraurea compound, a polyurea compound (excluding a diurea compound, a triurea compound, and a tetraurea compound), a urea and urethane compound, and a diurethane compound, or a mixture thereof.
  • the diurea compound, the urea and urethane compound, the diurethane compound, or the mixture thereof are preferable.
  • Examples of a solid lubricant include polytetrafluoroethylene, boron nitride, fullerene, black lead, graphite fluoride, melamine cyanurate, molybdenum disulfide, Mo-dithiocarbamate, antimony sulfide, and an alkali (earth) metal borate.
  • benzotriazole e.g. benzotriazole, benzimidazole, and thiadiazole are known as a metal deactivator, and can be added.
  • the lubricant composition of the present invention can be used for reducing friction by being supplied to a space between two sliding surfaces.
  • the lubricant composition of the present invention can form a film on the sliding surface.
  • the material of the sliding surface include carbon steel for a mechanical structure, alloy steel for a mechanical structure such as a nickel chromium steel material, a nickel chromium molybdenum steel material, a chromium steel material, a chromium molybdenum steel material, and an aluminum chromium molybdenum steel material, stainless steel, and maraging steel, in steel.
  • Various metals other than steel, or inorganic materials or organic materials other than metal are also widely used as the material of the sliding surface.
  • the inorganic material or the organic material other than metal include e.g. various plastics, ceramics, carbons, and a mixed body thereof.
  • the metal material other than steel include cast iron, a copper ⁇ copper-lead ⁇ aluminum alloy, casting thereof, and white metal.
  • the lubricant composition of the present invention is also used e.g. in an air conditioner or a refrigerator including a reciprocating type airtight compressor or a rotating type airtight compressor, an air conditioner or a dehumidifier for an automobile, a cooling device of a freezer, a freezing refrigerating warehouse, a vending machine, a showcase, and a chemical plant.
  • an air conditioner or a refrigerator including a reciprocating type airtight compressor or a rotating type airtight compressor, an air conditioner or a dehumidifier for an automobile, a cooling device of a freezer, a freezing refrigerating warehouse, a vending machine, a showcase, and a chemical plant.
  • the lubricant composition of the present invention is useful as a lubricating oil agent for metal working which does not contain a chlorine-based compound, for example, when a metal material such as an iron and steel material or an Al alloy is subjected to hot rolling, or is subjected to working such as cutting, and is useful as metal working oil or metal plastic working oil such as cold rolling oil, cutting oil, grinding oil, drawing oil, and press working oil of aluminum, and in particular, is useful as an inhibitor against abrasion, damage, and surface roughness at the time of performing high-speed and high-load working, and is also useful as a metal working oil composition which can be applied to low-speed heavy cutting such as broach working and gun drill working.
  • the lubricant composition of the present invention can be used e.g. in various lubricating oils for grease, a lubricant for a magnetic recording medium, a lubricant for a micro machine, and a lubricant for an artificial bone.
  • the element composition of the composition as a carbohydrate, and thus, for example, a composition in which sorbitan fatty acid ester containing polyoxy ethylene ether and edible oil are contained as base oil, which is widely used in e.g.
  • the lubricant composition of the present invention is dispersed by being emulsified in water system or is dispersed in a polar solvent or a resin medium, and thus, can be used as cutting oil or rolling oil.
  • the lubricant composition of the present invention can also be used as a releasing agent in various applications.
  • the lubricant composition of the present invention is used as a releasing agent of a polycarbonate resin, a flame retardant polycarbonate resin, a crystalline polyester resin which is a main component of a toner for forming an image used in e.g. an electrophotographic device or an electrostatic recording device, a thermoplastic resin composition for various moldings, and an epoxy resin composition for sealing a semiconductor.
  • the mixture of the (a1) component to the (c1) component was subjected to a reaction at 190°C for 5 hours, and at 220°C for 4 hours under nitrogen stream of 0.3 L/min. Water generated during the reaction was removed. A reactant was left to cool to room temperature, and thus, composite ester A-1 was obtained as a yellow transparent liquid substance.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 228 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 81%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (al)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-2 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 216 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 79%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-3 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a hydrogenated dimer acid (PRIPOL 1009 manufactured by Croda International Plc, a content ratio of a dicarboxylic acid having 36 carbon atoms of 98%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-4 was obtained.
  • Trimethylol propane as the (a1) component a polymeric substance containing a dicarboxylic acid having 44 carbon atoms as a main component (PRIPOL 1004 manufactured by Croda International Plc, a content ratio of a dicarboxylic acid having 44 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (al)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-5 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-ethyl hexanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (al)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-6 was obtained.
  • Trimethylol propane as the (a1) component a polymeric substance containing a dicarboxylic acid having 44 carbon atoms as a main component (PRIPOL 1004 manufactured by Croda International Plc, a content ratio of a dicarboxylic acid having 44 carbon atoms of 95%) as the (b1) component, and 2-ethyl hexanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-7 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-ethyl hexanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.5/0.75.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-8 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-ethyl hexanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/2.0/1.33.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-9 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (al)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.57/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-10 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/2.0/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-11 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol (FINEOXOCOL 1600 manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.85/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-12 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, monoalcohol having a branched alkyl group having 18 carbon atoms (FINEOXOCOL 180N manufactured by Nissan Chemical Industries, Ltd.) as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-13 was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, n-octadecanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.7/1.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester A-14 was obtained.
  • compositions of the composite esters A-1 to A-14 are as shown in Table 1.
  • each of the components is as follows.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/2.11/1.45.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester X-2 for comparison was obtained.
  • Trimethylol propane as the (a1) component Trimethylol propane as the (a1) component, a dimer acid (TSUNODYME 395 manufactured by TSUNO CO., LTD., a content ratio of a dicarboxylic acid having 36 carbon atoms of 95%) as the (b1) component, and 2-hexyl-1-decanol as the (c1) component were fed such that the ratio of the number of moles of the hydroxyl group of (a1)/the number of moles of the carboxylic acid of (b1)/the number of moles of the hydroxyl group of the monool (c1) became 1/1.48/0.73.
  • the mixture was condensed by using the same method as that in the synthesis of A-1, and thus, composite ester X-3 for comparison was obtained.
  • compositions of the composite esters X-1 to X-4 for comparison are as shown in Table 2.
  • Table 2 Composite Ester for Comparison a1 b1 c1 Mol of Hydroxyl Group of a1/Mol of Carboxylic Acid of b1/Mol of Hydroxyl Group ofc1 Total Mol of Hydroxyl Group/Total Mol of Carboxylic Acid Kinematic Viscosity at 40°C mm 2 /s Acid Value mgKOH/g Monool Residue Type Molar Ratio Type Molar Ratio Type Molar Ratio Type Molar Ratio X-1 TMP 1 C36-1 1.25 HD16B 3.5 1/1.4/1 1/0.86 780 6.1 ⁇ 3% Adipic Acid 0.31 X-2 TMP 1 C36-1 3.16 HD16B 4.37 1/2.11/1.45 1/0.86 450 6 ⁇ 3% X-3 TMP 1 C36-1 2.22 HD16B 2.19 1/1.48/0.73 1/0.86 2,200 6.3 ⁇ 3% X-4 TMP
  • the composite ester A shown in Table 1 was mixed with base oil, and thus, a lubricant composition was prepared. Furthermore, the following oil was used as the base oil.
  • the composite ester A shown in Table 1 or the composite ester for comparison shown in Table 2 were mixed with base oil, and thus, a lubricant composition was prepared.
  • the lubricant composition of each of the examples and the comparative examples was subjected to a friction abrasion test at each of a temperature of 40°C (Condition 1) and a temperature of 80°C (Condition 2) for 1 hour in conditions of the number of vibrations of 50 Hz, a load of 10 N, an amplitude of vibration of 1 mm by using a vibration type friction abrasion tester (Product Name: SRV 3 manufactured by Optimol Instruments Prueftechnik GmbH), and thus, a friction coefficient at a time of 30 minutes was measured.
  • An SUJ-2 ball of 10 mm was used as an upper test piece, and an SUJ-2 disk of 24 mm was used as a lower test piece.
  • the friction coefficient of Comparative Example 1 in Condition 1 was set to 100%, other evaluation results were standardized, and evaluation was performed as described below. As the value becomes smaller, the friction coefficient decreases and lubrication properties are excellent. a and b were determined that a decrease in the friction coefficient was considerable and an improvement effect was considerable. c and d were determined that a decrease in the friction coefficient was observed but the improvement effect was not considerable. e was determined that the improvement effect less than or equal to that of Comparative Example 1 was not obtained. Furthermore, in the test in Conditions 1 and 2, evaluation of higher than or equal to b was set to acceptable evaluation.
  • the abrasion decreases as the value becomes smaller. a to c were determined that the abrasion mark was apparently small and the improvement effect was considerable. d was determined that the abrasion mark was small but the effect was not considerable. e was determined that the improvement effect equal to that in Abrasion Test 1 of Comparative Example 1 was not obtained. f was determined that the abrasion was greater than that in Abrasion Test 1 of Comparative Example 1. Furthermore, in the test in Conditions 3 and 4, evaluation of higher than or equal to c was set to acceptable evaluation.
  • the abrasion decreases as the value becomes smaller. a to c were determined that the abrasion mark was apparently small and the improvement effect was considerable. d was determined that the abrasion mark was small but the effect was not considerable. e was determined that the improvement effect equal to that in Abrasion Test 1 of Comparative Example G1 was not obtained. f was determined that the abrasion was greater than that in Abrasion Test 1 of Comparative Example G1. Furthermore, in the test in Conditions 3 and 4, evaluation of higher than or equal to c was set to acceptable evaluation.
  • the lubricant composition of the present invention exhibits excellent lubrication properties even in the grease composition.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Claims (12)

  1. Composition lubrifiante, contenant un ester composite (A) contenant du polyester produit par condensation d'au moins
    - un polyol au moins trivalent (a1) ;
    - un mélange (b1) d'au moins l'un d'un mélange réactionnel de polymérisation d'un acide gras insaturé en C18 à C22 qui contient au moins 75 % en masse d'un acide carboxylique divalent en C36 à C44 ou d'un mélange obtenu en réalisant une hydrogénation par rapport au mélange réactionnel de polymérisation ; et
    - un monool (c1) de formule R-OH (1) dans lequel R est un alkyle en C≥10 ramifié,
    dans laquelle le rapport de charge entre le nombre de moles des groupes hydroxyle de (a1)/le nombre de moles des groupes d'acide carboxylique de (b1)/le nombre de moles des groupes hydroxyle de (c1) est 1/(1,5 à 2,0)/(0,7 à 1,5), et
    dans laquelle la teneur en ester composite (A) est de 0,1 à 5 % en masse sur la base de la masse totale de la composition lubrifiante.
  2. Composition lubrifiante selon la revendication 1, dans laquelle R dans la formule (1) représente un alkyle en C10 à C25 ramifié.
  3. Composition lubrifiante selon la revendication 1, dans laquelle R dans la formule (1) représente un alkyle en C16 à C20 ramifié.
  4. Composition lubrifiante selon l'une quelconque des revendications 1 à 3, qui contient 0,5 à 2 % en masse de l'ester composite (A), sur la base de la masse totale de la composition lubrifiante.
  5. Composition lubrifiante selon l'une quelconque des revendications 1 à 4, dans laquelle le rapport de charge P/Q entre le nombre total P de moles des groupes hydroxyle de (a1) et (c1), et le nombre Q de moles de l'acide carboxylique de (b1) est 1/(0,7 à 0,95).
  6. Composition lubrifiante selon l'une quelconque des revendications 1 à 5, dans laquelle la viscosité cinématique de l'ester composite (A) à 40°C est de 500 à 2000 mm2/s.
  7. Composition lubrifiante selon l'une quelconque des revendications 1 à 6, dans laquelle la viscosité cinématique à 40 °C est de 5 à 100 mm2/s.
  8. Composition lubrifiante selon l'une quelconque des revendications 1 à 7, contenant en outre un milieu qui est au moins un type sélectionné à partir d'une huile minérale, d'une huile de polyoléfine, d'une huile d'ester et d'une huile d'éther, et
    qui contient, sur la base de la masse totale de la composition lubrifiante, 0,1 à 5 % en masse de l'ester composite (A), 70 à 99,9 % en masse du support et 0 à 29,9 % en masse de composants autres que l'ester composite (A) et le milieu qui sont des composés ayant au moins un type de zinc, de molybdène, de soufre ou de phosphore comme élément constitutif.
  9. Composition lubrifiante selon la revendication 8, dans laquelle les autres composants sont au moins un type d'un composé de molybdène organique ou un composé de zinc organique.
  10. Composition lubrifiante selon l'une quelconque des revendications 1 à 9, dans laquelle le rapport de charge entre le nombre de moles des groupes hydroxyle de (a1)/ le nombre de moles d'acide carboxylique de (b1)/le nombre de moles des groupes hydroxyle de (c1) est 1/(1,55 à 1,9)/(0,8 à 1,4).
  11. Utilisation de la composition lubrifiante selon l'une quelconque des revendications 1 à 9 comme huile lubrifiante pour une graisse, un agent de desserrage, une huile pour moteur à combustion interne, une huile pour l'usinage de métaux, pour la coupe, une huile pour paliers, du carburant pour un moteur à combustion, une huile moteur de véhicule, une huile pour engrenages, une huile de service pour automobile, une huile lubrifiante pour bateau ou avion, une huile pour machine, une huile pour turbine, une huile pour paliers, une huile hydraulique de service, une huile pour compresseur et pompe à vide, une huile pour congélateur, un agent d'huile lubrifiante pour usinage de métaux, un lubrifiant pour support d'enregistrement magnétique, un lubrifiant pour micromachine, un lubrifiant pour un os artificiel, ou une huile de laminage.
  12. Procédé de fabrication d'une composition lubrifiante, comprenant les étapes suivantes :
    i) l'obtention d'un ester composite (A) par mélange et condensation d'au moins :
    - un polyol au moins trivalent (a1) ;
    - un mélange (b1) d'au moins l'un d'un mélange réactionnel de polymérisation d'un acide gras insaturé en C18 à C22 qui contient au moins 75 % en masse d'un acide carboxylique divalent en C36 à C44 ou un mélange obtenu en réalisant une hydrogénation par rapport au mélange réactionnel de polymérisation ; et
    - un monool (c1) de formule R-OH (1) dans lequel R est un alkyle en C≥10 ramifié,
    de sorte que le nombre de moles des groupes hydroxyle de (a1)/le nombre de moles des groupes d'acide carboxylique de (b1)/le nombre de moles des groupes hydroxyle de (c1) devient 1/(1,5 à 2,0)/(0,7 à 1,5) ; et
    ii) l'obtention d'une composition lubrifiante dans laquelle la concentration de l'ester composite (A) est de 0,1 à 5 % en masse.
EP15827870.5A 2014-08-01 2015-07-24 Composition lubrifiante et procédé de fabrication de composition lubrifiante Active EP3176245B1 (fr)

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WO2016017548A1 (fr) 2016-02-04
US20170130160A1 (en) 2017-05-11
EP3176245A1 (fr) 2017-06-07
JPWO2016017548A1 (ja) 2017-05-18

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