WO2008050717A1 - Composition d'huile lubrifiante pour moteur à combustion interne - Google Patents

Composition d'huile lubrifiante pour moteur à combustion interne Download PDF

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Publication number
WO2008050717A1
WO2008050717A1 PCT/JP2007/070547 JP2007070547W WO2008050717A1 WO 2008050717 A1 WO2008050717 A1 WO 2008050717A1 JP 2007070547 W JP2007070547 W JP 2007070547W WO 2008050717 A1 WO2008050717 A1 WO 2008050717A1
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Prior art keywords
lubricating oil
oil composition
internal combustion
metal
general formula
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PCT/JP2007/070547
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English (en)
Japanese (ja)
Inventor
Koki Ito
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Idemitsu Kosan Co., Ltd.
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Application filed by Idemitsu Kosan Co., Ltd. filed Critical Idemitsu Kosan Co., Ltd.
Priority to JP2008540978A priority Critical patent/JP5175739B2/ja
Priority to US12/446,821 priority patent/US20100009882A1/en
Priority to EP07830281A priority patent/EP2077319A4/fr
Publication of WO2008050717A1 publication Critical patent/WO2008050717A1/fr

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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
    • 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
    • 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
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
    • 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
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/48—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/54—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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    • 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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
    • 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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20—Thiols; Sulfides; Polysulfides
    • C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M135/26—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
    • 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
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
    • 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
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/24—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
    • 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/028—Overbased salts thereof
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
    • 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
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbasedsulfonic acid 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
    • 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
    • C10N2010/02—Groups 1 or 11
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/40—Low content or no content compositions
    • C10N2030/42—Phosphor free or low phosphor content compositions
    • 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
    • C10N2030/40—Low content or no content compositions
    • C10N2030/43—Sulfur free or low sulfur content compositions
    • 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
    • C10N2030/40—Low content or no content compositions
    • C10N2030/45—Ash-less or low ash content
    • 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
    • C10N2030/72—Extended drain
    • 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
    • C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines

Definitions

  • the present invention relates to a lubricating oil composition for an internal combustion engine, in particular, a lubricating oil composition suitable for an internal combustion engine such as a gasoline engine, a diesel engine, or a gas engine.
  • the present invention relates to a long-life lubricating oil composition that maintains wear resistance while having low phosphorus content and low sulfur content, is excellent in heat resistance, and can extend the renewal interval of the lubricating oil.
  • Lubricating oil for internal combustion engines is mainly used for lubrication of various sliding parts such as piston rings, cylinder liners, crankshafts, connecting rod shafts, cams, and valve mechanisms including valve lifters. It has functions such as cooling, dispersion of sludge and unburned fuel.
  • the lubricating oil for internal combustion engines is required to have various performances, and in addition, in recent years, advanced performance has been demanded as internal combustion engines have become higher performance, higher output, and severer operating conditions. It is coming. Therefore, in order to satisfy such required performance, various additives such as an antiwear agent, a metal detergent, an ashless dispersant, and an antioxidant are blended in the lubricating oil for internal combustion engines.
  • Patent Document 1 discloses a lubricating oil composition containing a thiophosphate, a metal salt of phosphate, or an amine salt, having a reduced sulfur content and excellent base number retention. Sulfur content can be reduced as a substitute for ZnDTP S, phosphorus component, zinc component (ash content) cannot be reduced, and catalyst poisoning and DPF clogging problems remain and are still insufficient as a lubricating oil composition .
  • Patent Document 1 2002-924721
  • the present invention maintains wear resistance and has excellent heat resistance while having a low ash content, a low phosphorus content, and a low sulfur content. It is an object of the present invention to provide a lubricating oil composition for an internal combustion engine that can extend the interval. Means for solving the problem
  • the present inventor has used the above-mentioned by combining a disulfide compound having a specific structure and a specific amount of detergent. We have found that the objective can be achieved. The present invention has been completed based on such knowledge.
  • R 1 and R 2 are each independently an oxygen atom, a sulfur atom, or a nitrogen atom and a hydrocarbyl group having 1 to 30 carbon atoms
  • a 1 and A 2 are each independently CR 3 R 4 or CR 3 R 4 —CR 5 R 6 , wherein R 3 to R 6 each independently represents a hydrogen atom or a hydrocarbyl group having 1 to 20 carbon atoms.
  • R 7 , R 8 , R 12 and R 13 are each independently a hydrocarbyl group having 1 to 30 carbon atoms which may contain an oxygen atom, a sulfur atom or a nitrogen atom
  • R 9 to R U and R 14 to R 16 are each independently a hydrogen atom or a hydrocarbyl group having 1 to 5 carbon atoms.
  • disulfide compounds represented by (B ) A lubricating oil composition for internal combustion engines, comprising 10 to 2000 mass ppm as a metal amount of at least one selected from alkali metal or alkaline earth metal detergents,
  • a long-life internal combustion engine that has a low ash content, a low phosphorus content, and a low sulfur content, is excellent in wear resistance and heat resistance, and can extend the interval between lubricating oils.
  • a lubricating oil composition for an engine can be provided.
  • Mineral oil and synthetic oil can be used as the base oil in the lubricating oil composition for internal combustion engines of the present invention (hereinafter sometimes abbreviated as "lubricating oil composition").
  • lubricating oil composition There are various mineral oils and synthetic oils, and they may be appropriately selected according to the application. Examples of mineral oils include paraffinic mineral oils, naphthenic mineral oils, intermediate-based mineral oils, and specific examples include light neutral oils, medium neutral oils, heavy neutral oils, bright oils by solvent refining or hydrorefining. Stocks can be listed.
  • synthetic oils include, for example, poly ⁇ -olefin, ⁇ -olefin copolymer, polybutene, alkylbenzene, polyol ester, dibasic acid ester, polyhydric alcohol esterol, polyoxyalkylene glycolol, polyoxyanol. Cylene glycol ester, polyoxyalkylene glycol ether, cycloalkane compounds, etc.
  • lubricating base oils can be used alone or in combination of two or more kinds, and mineral oil and synthetic oil may be used in combination.
  • the compound represented by the general formula (I), which is the component (ii) used in the lubricating oil of the present invention, has the following structure:
  • R 1 and R 2 are each independently a hydrocarbyl group having 1 to 30 carbon atoms which may contain an oxygen atom, a sulfur atom, or a nitrogen atom, preferably a carbon number;! A hydrocarbyl group of 20, or even 2 to 18 carbon atoms, especially 3 to 3 carbon atoms; 18 is preferred.
  • the hydrocarbyl group may be linear, branched or cyclic.
  • R 1 and R 2 may be the same or different, but are preferably the same for manufacturing reasons.
  • the hydrocarbyl group those having a carbon number of ⁇ ; and further those having a carbon number of ⁇ are preferred. And may be the same or different from each other, but are preferably the same for reasons of production.
  • the content of the polysulfide above the trisulfide when the bond is represented by the above-mentioned general formula, ie, —— is based on the total amount with the disulfide compound. It is preferable that it is less than mass%. When this content is less than or equal to mass%, the corrosiveness to non-ferrous metals can be sufficiently suppressed.
  • the content of the polysulfide compound more than trisulfide is more preferably not more than mass%, particularly preferably not more than mass%.
  • the disulfide compound represented by the above general formula it is important to adopt a method in which the amount of by-product of the polysulfide compound higher than trisulfide falls within the above range.
  • it is preferably produced according to the following method.
  • the oxidative coupling is performed using a mercaptoalkanecarboxylic acid ester represented by: According to such a production method, a by-product of a polysulfide compound higher than trisulfide hardly occurs.
  • an oxidizing agent used for producing a disulfide from mercaptan can be used.
  • Oxidants include oxygen, hydrogen peroxide, halogen (iodine, bromine), and And manganese oxide (IV).
  • oxygen, hydrogen peroxide, and dimethyl sulfoxide are preferable because they are inexpensive and easy to produce disulfide.
  • Specific examples of the disulfide compound represented by the general formula (I) include bis (methoxycarbonyl).
  • the compound represented by the general formula (II), which is the component (ii) used in the lubricating oil composition of the present invention has the following structure:
  • R 7 , R 8 , R 12 and R 13 each independently have 1 to 30 carbon atoms which may contain an oxygen atom, a sulfur atom, or a nitrogen atom.
  • It is a hydrocarbyl group, preferably a hydrocarbyl group having 1 to 20 carbon atoms, more preferably 2 to 18 carbon atoms, particularly 3 to carbon atoms;
  • the hydrocarbyl group may be linear, branched or cyclic.
  • R 7 , R 8 , R 12 and R 13 may be the same or different from each other, but are preferably the same for manufacturing reasons.
  • R 9 to R U and R 14 to R 16 are each independently a hydrogen atom or a hydrocarbyl group having carbon number; A hydrogen atom is preferable because the raw material is easily available.
  • the disulfide compound is preferably produced, for example, according to the following two methods. That is, as the first production method, as a raw material, the general formula (V) and / or the general formula (VI)
  • the oxidizing agent includes oxygen, hydrogen peroxide, halogen (iodine, bromine), hypohalomanganese (IV), and the like.
  • oxygen, hydrogen peroxide, and dimethyl sulfoxide are preferable because they are inexpensive and easy to produce disulfide.
  • Esterify with alcohol for the esterification, the usual method of dehydration condensation using an acid catalyst can be used. By this method, specifically,
  • disulfide compound represented by the general formula ( ⁇ ) include tetramethyl dithiomalate, tetraethyl dithiomalate, tetra-1-propyl dithiomalate, tetra-2-propyl dithiomalate, tetra-1-butyl dithiomalate, Dithiomalate Tet 2-butyl, tetraisobutyl dithiomalate, tetrahexyl dithiomalate, 1-octyl dithiomalate, tetra-1-dithiomalate (2-ethyl) hexyl, tetramonodithiomalate 1- (3, 5, 5 —Trimethyl) hexyl, tetrathiodithiolate, 1-decyl, tetrathiododecyl dithiomalate, tetrahexadithiomalate, 1-octadec
  • the disulfide compound represented by the general formula (I) or the general formula ( ⁇ ) is excellent in load carrying ability and wear resistance as a sulfur-based extreme pressure additive, and is an additive for a lubricating oil composition. Used as
  • the component (A) may contain one or two or more disulfide compounds represented by the above general formula (I). ), Or one or two or more of the disulfide compounds represented by Furthermore, a mixture of at least one disulfide compound represented by the general formula (I) and at least one disulfide compound represented by the general formula (II) may be included.
  • the content of the disulfide compound as the component (A) in the lubricating oil composition of the present invention is a force that is appropriately selected according to the purpose and conditions of use of the composition. It is preferable to include -0.50% by mass, more preferably in the range of 0.01-0.30% by mass.
  • the component (B) contains 10 to 2000 ppm by mass of at least one selected from alkali metal or alkaline earth metal detergents as a metal. It takes a thing. Preferably it is 100-2000 mass ppm, More preferably, it is 200-2000 mass ppm.
  • Maintaining acid neutralization performance by keeping the content of component (B) within the above range as the amount of metal
  • Maintaining acid neutralization performance by suppressing the increase in ash content, it is possible to prevent clogging of DPF, suppress the formation of deposits, and extend the oil renewal interval.
  • the component (B) Al-strength metal or al-strength earth metal-based detergent (hereinafter sometimes abbreviated as "metal-based detergent”) has acid neutralization performance, high-temperature cleanability, and wear resistance. It is preferable to use for enhancing the above.
  • metal-based detergent any metal-based detergent used for lubricating oils without particular limitation can be used.
  • one or more metal-based cleaners selected from alkali metal sulfonate or alkaline earth metal sulfonate, alkali metal phenate or alkaline earth metal phenate, alkali metal salicylate, alkaline earth metal salicylate, etc.
  • the alkali metal include sodium, potassium, and examples of the alkaline earth metal include magnesium, calcium, and barium. In particular, the alkaline earth metal magnesium and calcium are preferably used.
  • an alkaline earth metal sulfonate and / or an alkaline earth metal salicylate is used in order to obtain a composition having excellent base number maintenance, high temperature cleanability, and wear resistance.
  • the total base number is 20 to 600 mg KO H / g QlS K-2501: perchloric acid method).
  • Alkaline earth metal sulfonates are alkaline earth metal salts of various sulfonic acids, and are usually obtained by a method of carbonating alkaline earth metal salts of various sulfonic acids.
  • sulfonic acids include aromatic petroleum sulfonic acids, alkyl sulfonic acids, aryl sulfonic acids, and alkyl aryl sulfonic acids.
  • dodecyl benzene sulfonic acid dilauryl cetyl benzene sulfonic acid, paraffin wax substitution Examples thereof include benzene sulfonic acid, polyolefin-substituted benzene sulfonic acid, polyisobutylene-substituted benzene sulfonic acid, and naphthalene sulfonic acid.
  • the alkaline earth metal salicylate is an alkali metal salt of an alkyl salicylic acid, usually alkylating phenol with ⁇ -olefin having 8 to 18 carbon atoms, and then introducing a carboxyl group by a Kolbeschmitt reaction. Obtained by the method of metathesis and carbonation. It is done.
  • Specific examples of the alkyl salicylic acid include dodecyl salicylic acid, dodecyl methylolesalicylic acid, tetradecyl salicylic acid, hexadecyl salicylic acid, octadecyl salicylic acid, dioctyl salicylic acid and the like.
  • lubricating oil composition of the present invention depending on the purpose of use, various additives such as other friction modifiers, antiwear agents, ashless dispersants, viscosity index improvers, A pour point depressant, an antifungal agent, a metal corrosion inhibitor, an antifoaming agent, a surfactant, an antioxidant and the like can be appropriately contained.
  • friction modifiers and antiwear agents include sulfur compounds such as olefin sulfide, dialkyl polysulfides, dialyl alkyl polysulfides, and dialyl polysulfides, phosphate esters, thiophosphate esters, and phosphorus oxides.
  • Phosphorus compounds such as acid esters, alkyl hydrogen phosphates, phosphate ester amine salts, phosphite amine salts, chlorinated oils, chlorinated paraffins, chlorinated fatty acid esters, chlorinated fatty acid esters and other chlorinated compounds, Ester compounds such as alkyl or alkenyl maleic acid esters, alkyl or alkenyl succinic acid esters, organic acid compounds such as alkyl or alkenyl maleic acid, alkyl or alkenyl succinic acid, naphthenates, zinc dithiophosphate (ZnDTP), Dithio rubamate (ZnDTC), sulfurized O carboxymethyl molybdenum organo phosphorodithioate di Chio er HMoDTP), and an organic metal-based compounds such as sulfurized O carboxymethyl molybdenum Chio force Rubameto (MoDTC).
  • Ester compounds such as alkyl or alkenyl maleic acid est
  • Examples of the ashless dispersant include succinimides, boron-containing succinimides, benzilamines, boron-containing benzylamines, succinic esters, fatty acids or succinic acids. Examples include amides of divalent carboxylic acids.
  • viscosity index improver examples include polymetatalylate, dispersed polymetatalylate, olefinic copolymer (for example, ethylene propylene copolymer), dispersed olefinic copolymer, and styrene copolymer.
  • examples of the pour point depressant include polymetatalylate (for example, styrene-hydrogenated copolymer).
  • antifungal agents include, for example, alkenyl succinic acid and partial esters thereof, and examples of anticorrosive agents include benzotriazole, benzimidazole, benzothiazole, and thiadiazole, and antifoaming agents.
  • antifungal agents include benzotriazole, benzimidazole, benzothiazole, and thiadiazole, and antifoaming agents.
  • dimethylpolysiloxane For example, polyoxyethylene alkylphenyl ether or the like is used as the surfactant.
  • antioxidants examples include amine-based antioxidants such as alkylated diphenylamine, phenyl- ⁇ -naphthylamine, alkylated mononaphthylamine, 2, 6-di-butyltalesol, 4, 4 ' Mention may be made of phenolic antioxidants such as -methylenebis (2,6-di ⁇ -butylphenol).
  • the lubricating oil composition for internal combustion engines of the present invention is excellent in wear resistance and heat resistance while having a low ash content, low phosphorus content and low sulfur content, and has a length that can extend the renewal interval of the lubricating oil. It is characterized by a long life, and is mainly used for internal combustion engines. Besides, drive system equipment such as automatic transmissions, shock absorbers, and power steering, lubricating oil for automobiles used in gears, cutting, grinding Metal oil used for metal processing such as processing and plastic processing, hydraulic oil that is used as power transmission fluid for hydraulic power systems such as hydraulic equipment and devices, power transmission, force control, buffering, etc. it can.
  • Luminescence spectroscopic analysis was performed by ICP (Inductively Coupled Plasma) analysis (apparatus: IRIS Advantage manufactured by JARRELL ASH) to determine the mass% of phosphorus element in the sample. Table 1 shows the measurement results.
  • Base number Conforms to potentiometric titration method (base number / hydrochloric acid method) of JIS K2501 “Petroleum products and lubricating oil neutralization number test method”.
  • test oil 0.3 milliliter / hr and air 10 milliliter / min were kept flowing in the glass tube with an inner diameter of 2 mm for 16 hours while maintaining the temperature of the glass tube at the specified evaluation temperature (280 ° C to 310 ° C). .
  • the lacquer adhering to the glass tube was compared with the color sample, and the score was given as 10 points for transparent and 0 points for black. Higher grades indicate higher performance.
  • Test apparatus A friction test was conducted under the following conditions using an LFW-1 friction tester, and the wear scar width of the block after the test was measured.
  • the ISOT test was conducted in accordance with JIS K-2514 “Lubricating oil monoxide stability test”. In other words, an iron-copper plate was put into oil and stirred at 165.5 ° C., and the total base number after 96 hours was measured by JIS K-2501 (hydrochloric acid method).
  • Mercaptomethanecarboxylic acid octyl ester was oxidatively coupled according to the method for producing the compound represented by the above general formula (I) to produce bis (n-otatoxycarbonylmethyl) disulfide.
  • the presence of polysulfide higher than trisulfide was not observed.
  • Sulfur content 15. 8% by mass.
  • PIBSA Polybuture (molecular weight 1000) succinic anhydride
  • a lubricating oil composition was prepared based on the formulation shown in Table 1.
  • Each of the obtained lubricating oil compositions was measured for phosphorus concentration, sulfur concentration and sulfated ash, and subjected to a hot tube test, LFW-1 friction test and ISOT test. Table 1 shows the measurement results and evaluation results.
  • 500N mineral oil hydrorefined mineral oil, 100 ° C kinematic viscosity 10.9mm 2 / s, sulfur content 0.01% by mass or less
  • Viscosity index improver polymetatalylate (weight average molecular weight; 90, 000)
  • Metal detergent calcium sulfonate (base number 300mgKOH / g, calcium content; 12% by mass)
  • Molybdenum-based antioxidant Oil-soluble molybdenum-containing composition prepared in Production Example 2 * 10. Ashless dispersant: Polybutyruccinimide (nitrogen content; 0.7 mass%) * 11. Ashless Powder: Boron-modified polybutyrsuccinimide (boron content; 0.2% by mass, nitrogen content; 2.1% by mass)
  • Table 1 shows the following.
  • Example 1 is one in which the sulfur content of ZnDTP is replaced with the disulfide compound according to the present invention in the prescription of the comparative example, and the wear resistance of Example 1 is equivalent to that of the comparative example.
  • the property (hot tube test) is better than the comparative example.
  • Example 2 the amount of sulfur relative to ZnDTP was reduced and replaced with the disulfide compound according to the present invention in the formulation of the comparative example, and the wear resistance and base number maintenance characteristics of Example 2 were compared with those of the comparative example. They are equivalent and have good heat resistance.
  • Example 3 the amount of sulfur relative to ZnDTP in the formulation of the comparative example was reduced and replaced with the disulfide compound according to the present invention, and the sulfated ash content was adjusted to 0.6% by mass or less (Ca-based cleaning agent increased amount). ).
  • the abrasion resistance of Example 3 is equivalent to that of the comparative example, and the heat resistance and the base value maintenance property are good.
  • the lubricating oil composition for an internal combustion engine of the present invention maintains wear resistance, has excellent heat resistance, and has an extended oil renewal interval while having a low ash content, low phosphorus content and low sulfur content.
  • automotive lubricating oils used in automatic transmissions, shock absorbers, power steering and other gear systems, gears, etc., cutting, grinding, plastic working It is suitably used as metal working oil used for metal processing such as, hydraulic fluid that is a power transmission fluid used for power transmission, force control, buffering, etc. in hydraulic systems such as hydraulic equipment and devices.

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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)

Abstract

L'invention concerne une composition d'huile lubrifiante pour moteur à combustion interne. La composition comprend une huile de base, (A) au moins un élément sélectionné parmi un composé de disulfure représenté par la formule générale (I): R1OOC-A1-S-S-A2-COOR2 (I) et un composant de disulfure représenté par la formule générale (II): R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(COOR13)-CR14R15-COOR12(II), et (B) au moins un élément sélectionné parmi un détergent contenant un métal alcalin et un détergent contenant un métal alcalino-terreux à une teneur de 10 à 2 000 ppm en poids par rapport à la teneur en métal. La composition d'huile lubrifiante permet de maintenir la résistance à l'abrasion, présente une excellente tenue à la chaleur, permet de prolonger les intervalles entre le renouvellement de l'huile de lubrification et a une longue durée de vie, malgré sa faible teneur en cendres, sa faible teneur en phosphore et sa faible teneur en soufre.
PCT/JP2007/070547 2006-10-23 2007-10-22 Composition d'huile lubrifiante pour moteur à combustion interne WO2008050717A1 (fr)

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JP2008540978A JP5175739B2 (ja) 2006-10-23 2007-10-22 内燃機関用潤滑油組成物
US12/446,821 US20100009882A1 (en) 2006-10-23 2007-10-22 Lubricating oil composition for internal combustion engine
EP07830281A EP2077319A4 (fr) 2006-10-23 2007-10-22 Composition d'huile lubrifiante pour moteur à combustion interne

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GB2464590A (en) * 2008-09-11 2010-04-28 Infineum Int Ltd A detergent for use in a lubricating oil
JP2011052153A (ja) * 2009-09-03 2011-03-17 Idemitsu Kosan Co Ltd 潤滑油用添加剤、及び該添加剤を含む潤滑油組成物
WO2011111795A1 (fr) * 2010-03-12 2011-09-15 出光興産株式会社 Composition lubrifiante
EP2376614A2 (fr) * 2008-12-17 2011-10-19 Chevron Oronite Company LLC Compositions d'huile lubrifiante
EP2376612A2 (fr) * 2008-12-17 2011-10-19 Chevron Oronite Company LLC Compositions d'huiles lubrifiantes
WO2013018907A1 (fr) * 2011-08-03 2013-02-07 出光興産株式会社 Composition de lubrifiant pour huile de moteur à combution interne
US9523061B2 (en) 2008-12-17 2016-12-20 Chevron Oronite Company Llc Lubricating oil compositons
JP2021511410A (ja) * 2018-01-19 2021-05-06 シェブロン・オロナイト・カンパニー・エルエルシー 超低灰分潤滑油組成物

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JP5468728B2 (ja) * 2007-05-29 2014-04-09 出光興産株式会社 内燃機関用潤滑油組成物
CN102639684A (zh) * 2009-12-03 2012-08-15 出光兴产株式会社 润滑油组合物
JP5685481B2 (ja) * 2011-04-25 2015-03-18 株式会社Adeka 潤滑油添加剤組成物および潤滑油添加剤組成物の保存安定性を向上させる方法
JP6776495B2 (ja) * 2015-03-20 2020-10-28 出光興産株式会社 潤滑油組成物

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JP2002294271A (ja) 2001-01-24 2002-10-09 Nippon Oil Corp 潤滑油組成物
WO2004069966A1 (fr) * 2003-02-05 2004-08-19 Idemitsu Kosan Co., Ltd. Additifs pour huiles lubrifiantes et huiles combustibles, compositions d'huile lubrifiante, et compositions d'huile combustible
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Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2464590B (en) * 2008-09-11 2011-06-22 Infineum Int Ltd A detergent for use in a lubricating oil
GB2464590A (en) * 2008-09-11 2010-04-28 Infineum Int Ltd A detergent for use in a lubricating oil
CN105331430A (zh) * 2008-12-17 2016-02-17 雪佛龙奥伦耐有限责任公司 润滑油组合物
EP2829596A1 (fr) * 2008-12-17 2015-01-28 Chevron Oronite Company LLC Compositions d'huile lubrifiante
US9523061B2 (en) 2008-12-17 2016-12-20 Chevron Oronite Company Llc Lubricating oil compositons
EP2376614A2 (fr) * 2008-12-17 2011-10-19 Chevron Oronite Company LLC Compositions d'huile lubrifiante
EP2376612A2 (fr) * 2008-12-17 2011-10-19 Chevron Oronite Company LLC Compositions d'huiles lubrifiantes
EP2376614A4 (fr) * 2008-12-17 2012-02-22 Chevron Oronite Co Compositions d'huile lubrifiante
EP2376612A4 (fr) * 2008-12-17 2012-02-29 Chevron Oronite Co Compositions d'huiles lubrifiantes
JP2012512309A (ja) * 2008-12-17 2012-05-31 シェブロン・オロナイト・カンパニー・エルエルシー 潤滑油組成物
JP2016180112A (ja) * 2008-12-17 2016-10-13 シェブロン・オロナイト・カンパニー・エルエルシー 潤滑油組成物
US9303229B2 (en) 2008-12-17 2016-04-05 Chevron U.S.A. Inc. Lubricating oil composition
US9193931B2 (en) 2008-12-17 2015-11-24 Chevron Oronite Company Llc Lubricating oil compositions
JP2015071788A (ja) * 2008-12-17 2015-04-16 シェブロン・オロナイト・カンパニー・エルエルシー 潤滑油組成物
JP2011052153A (ja) * 2009-09-03 2011-03-17 Idemitsu Kosan Co Ltd 潤滑油用添加剤、及び該添加剤を含む潤滑油組成物
WO2011111795A1 (fr) * 2010-03-12 2011-09-15 出光興産株式会社 Composition lubrifiante
US9309481B2 (en) 2010-03-12 2016-04-12 Idemitsu Kosan Co., Ltd. Lubricant composition
JP2011190331A (ja) * 2010-03-12 2011-09-29 Idemitsu Kosan Co Ltd 潤滑油組成物
EP2740783A4 (fr) * 2011-08-03 2015-03-18 Idemitsu Kosan Co Composition de lubrifiant pour huile de moteur à combution interne
WO2013018907A1 (fr) * 2011-08-03 2013-02-07 出光興産株式会社 Composition de lubrifiant pour huile de moteur à combution interne
JP2021511410A (ja) * 2018-01-19 2021-05-06 シェブロン・オロナイト・カンパニー・エルエルシー 超低灰分潤滑油組成物

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EP2077319A1 (fr) 2009-07-08
US20100009882A1 (en) 2010-01-14
JP5175739B2 (ja) 2013-04-03
EP2077319A4 (fr) 2011-08-31

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