Classifications

• • 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
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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
  • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
  • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
  • C10M137/04—Phosphate esters
  • C10M137/08—Ammonium or amine salts
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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
  • 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
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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
  • 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
  • C10M129/70—Esters of monocarboxylic acids
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  • 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
  • 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
  • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/28—Esters
  • C10M2207/283—Esters of polyhydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/28—Esters
  • C10M2207/283—Esters of polyhydroxy compounds
  • C10M2207/2835—Esters of polyhydroxy compounds used as base material
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • 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
  • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
  • C10M2215/064—Di- and triaryl amines
  • C10M2215/065—Phenyl-Naphthyl amines
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/22—Heterocyclic nitrogen compounds
  • C10M2215/223—Five-membered rings containing nitrogen and carbon 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
  • C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
• • 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
  • C10M2223/043—Ammonium or amine salts 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
  • 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
  • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/24—Emulsion 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
  • C10N2030/64—Environmental friendly 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
  • C10N2030/68—Shear stability
• • 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
  • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

• the present invention relates to a lubricant oil composition excellent in biodegradability, lubricating property (extreme pressure property), stability against oxidation and demulsibility, low in toxicity to and bioaccumulation property in an aquatic life, and excellent in stability against shearing even in the presence of water.
• the lubricating oil composition may preferably be applied for a bearing oil, hydraulic oil, gear oil or the like, and may appropriately applied particularly for a stern tube bearing oil, thruster oil or the like used in ocean areas.
• a lubricant oil capable of reducing environmental load more than ever.
• a biodegradable lubricant oil draws attention, as the lubricant oil is susceptible to decomposition in natural world to reduce its effects on ecosystem even in the case that the lubricant oil is leaked out.
• biodegradable lubricant oil Various kinds of researches have been made about the biodegradable lubricant oil until now.
• a biodegradable gear oil produced by blending an acidic phosphate ester amine salt into a base oil composed of a complex ester of a polyvalent alcohol and a straight-chain saturated fatty acid and straight-chain divalent fatty carboxylic acid.
• a biodegradable hydraulic oil produced by blending an oxidization preventing agent and load bearing additive into a complex ester of a polyvalent alcohol and a straight-chain fatty acid and straight-chain saturated polycarboxylic acid.
• biodegradable lubricant oils have been applied as a countermeasure in the case of leakage into livers and oceans, and its use is mandatory in some regions and applications.
• the use of the biodegradable lubricant oil is mandated in 2-cycle engine oil in an outboard motor for use in lake regions, hydraulic oil for construction machinery used near a liver for taking drinking water, or the like.
• As such lubricant oil applied in the vicinity of water for example, according to patent document 3, it is disclosed a biodegradable lubricant oil including a base of (poly)alkylene glycol and which is soluble in water.
• An object of the present invention is to provide a lubricant oil composition excellent in biodegradability, lubricating property (extreme pressure property), stability against oxidation and demulsibility, having low toxicity and bioaccumulation property in an aquatic life, and excellent in stability against shearing even in the presence of water.
• a specific ester compound (A), of pentaerythritol and a specific straight-chain fatty acid and adipic acid, and a specific acidic phosphoric acid ester amine salt (B) are blended in a specific ratio. It is thus found that it is possible to provide a composition excellent in biodegradability, lubricant property (extreme pressure property), stability against oxidation and demulsibility, having low toxicity and bioaccumulation property in an aquatic life and having excellent stability against shearing even in the presence of water.
• the present invention is as follows.
• a lubricant oil composition comprising 100 mass parts of the following ester compound (A), 0.1 to 1.5 mass parts of the following amine salt of an acidic phosphoric acid ester (B), 0.3 to 2.0 mass parts of an amine-based oxidation preventing agent (C), and 0.3 to 2.0 mass parts of a phenol-based oxidation preventing agent (D), (A) said ester compound comprising a molar percentage of 20 to 30 mol% of a constituent component (a) derived from pentaerythritol, a molar percentage of 55 to 79 mol% of a constituent component (b) derived from a straight-chain fatty acid having a carbon number of 14 to 22, and a molar percentage of 1 to 15 mol% of a constituent component (c) derived from adipic acid, wherein a ratio [(c) mol%/(b) mol%] of said molar percentage of said constituent component (b) derived from said straight-chain fatty acid with respect to said
• the lubricant oil composition of the present invention is excellent in biodegradability, lubricating property (extreme pressure property), stability against oxidation and demulsibility, has low toxicity and bioaccumulation property and has excellent stability against shearing even in the presence of water, it can be appropriately applied for a bearing oil, hydraulic oil, gear oil or the like, and may appropriately applied particularly for a stern tube bearing oil, thruster oil or the like used in ocean areas.
• a numerical range defined by the symbol "-" in the specification includes numerals at both ends (upper limit and lower limit). For example, “2 to 5" means 2 or more and 5 or less.
• the ester compound (A) of the present invention is an ester compound of (a) pentaerythritol, (b) straight-chain fatty acid having a carbon number of 14 to 22 and (c) adipic acid.
• the strait-chain fatty acid having a carbon number of 14 to 22 and applied in the ester compound (A) is a straight-chain saturated fatty acid having a carbon number of 14 to 22, a straight-chain unsaturated fatty acid having a carbon number of 14 to 22 or the mixed fatty acids thereof.
• the straight-chain saturated fatty acid having a carbon number of 14 to 22 may be, for example, myristic acid, palmitic acid, stearic acid, arachidic acid or behenic acid.
• the straight-chain unsaturated fatty acid having a carbon number of 14 to 22 may be, for example, myristoleic acid, palmitoleic acid, oleic acid, linoleic acid, linolenic acid or erucic acid.
• the straight-chain saturated fatty acid and straight-chain unsaturated fatty acid as described above may preferably be palmitoleic acid, oleic acid, linoleic acid, linolenic acid or erucic acid, more preferably oleic acid, linoleic acid or linolenic acid, and most preferably oleic acid.
• the lubricating property (extreme pressure property) may possibly be deteriorated.
• the carbon number of the straight-chain fatty acid is more than 22
• the fuel efficiency may possibly be deteriorated due to the energy loss caused by the internal resistance of the lubricating oil itself accompanied with a high viscosity, and the generated ester compound becomes solid so that it cannot be possibly applied as a lubricating oil.
• the carbon number of the straight-chain fatty acid may preferably be 16 or more or more preferably be 20 or less.
• the content of the straight-chain unsaturated fatty acid may preferably be 60 mass% or higher, more preferably be 65 mass% or higher and most preferably be 70 mass% or higher.
• adipic acid is applied as a dibasic acid.
• succinic acid or the like with a carbon number less than that of adipic acid effects may not be exhibited upon the addition of various kinds of additives, so that it may not be suitable as a lubricating base oil.
• sebacic acid or the like with a carbon number more than that of adipic acid is applied or that maleic acid or the like including an unsaturated bond is applied, the stability against oxidation or heat resistance may possibly be deteriorated.
• adipic acid is preferred as the dibasic acid applied in the present invention.
• the molar percentage of the constituent component (a) derived from pentaerythritol is 20 to 30 mol%
• the molar percentage of the constituent component (b) derived from the straight-chain fatty acid having a carbon number of 14 to 22 is 55 to 79 mol%
• the molar percentage of the constituent component (c) derived from adipic acid is 1 to 15 mol%
• the ratio [(c)mol%/(b)mol%] of the molar percentage of the constituent component (b) derived from the straight-chain fatty acid having a carbon number of 14 to 22 with respect to the molar percentage of the constituent component (c) derived from adipic acid is 0.02 to 0.25.
• the molar percentages of the respective constituent components (a), (b) and (c) derived from the respective raw materials are defined as (a) mol%, (b) mol% and (c) mol%.
• the molar ratios of the constituent components can be calculated as follows based on (a) mol%, (b) mol% and (c) mol% described above.
• (a) mol%:(b) mol%:(c) mol% 20 to 30mol%: 55 to 79mol%: 1 to 15 mol%. Further, (a) mol % + (b) mol % + (c)mol % is defined as 100 mol%.
• mol% may preferably be 21 to 27 mol% and more preferably be 22 to 25 mol%. Further, (b) mol% may preferably be 60 to 79 mol% and more preferably be 70 to 75 mol%. Further, (c) mol% may preferably be 2 to 10 mol% and more preferably be 3 to 6 mol%.
• (c) mol%/(b) mol% is 0.02 to 0.25.
• (c) mol%/(b) mol% is less than 0.02, the rust prevention property may possible be deteriorated.
• (c) mol%/(b) mol% exceeds 0.25, the energy loss due to internal resistance of the lubricant oil itself accompanied with a high viscosity may be larger, so that the fuel efficiency may be deteriorated or biodegradability may be deteriorated.
• (c) mol%/(b) mol% may preferably be 0.03 to 0.20 and more preferably be 0.05 to 0.10.
• (c) mol%/(a) mol% may preferably be 0.05 to 0.55.
• (c) mol%/(a) mol% is made 0.05 or higher, so that the rust preventing property can be further improved.
• (c) mol%/(a) mol% is made 0.55 or lower, so that the energy loss due to the internal resistance of the lubricant oil itself accompanied with a high viscosity can be prevented to suppress the deterioration of the fuel efficiency and deterioration of biodegradation.
• (c) mol%/(a) mol% may preferably be 0.10 to 0.40 and more preferably be 0.15 to 0.30.
• (b) mol%/(a) mol% may preferably be 2.0 to 4.0.
• (b) mol/(a) mol is made 2.0 or higher, so that the energy loss due to the internal resistance of the lubricant oil itself accompanied with a high viscosity can be suppressed and the deterioration of fuel efficiency due to the internal resistance and deterioration of biodegradability can be suppressed.
• (b) mol%/(a) mol% may be made 4.0 or higher, so that the rust preventing property can be further improved.
• (b) mol%/(a) mol% may preferably be 2.3 to 3.8 and more preferably be 2.5 to 3.5.
• the ester compound (A) has a hydroxyl value of 10 to 100 mgKOH/g.
• the hydroxyl value of the ester is lower than 10 mgKOH/g, the rust preventing property may possibly be deteriorated.
• the hydroxyl value of the ester exceeds 100 mgKOH/g, the lubricating property (extreme pressure property) or demulsibility may possibly be deteriorated.
• the hydroxyl value of the ester compound (A) may preferably be 15 to 75 mgKOH/g and more preferably be 20 to 60 mgKOH/g.
• the kinetic viscosity at 40°C may preferably be 60 to 300.
• the kinetic viscosity of the ester at 40°C is made 60 or higher, so that the lubricating property (extreme pressure property) can be further improved.
• the kinetic viscosity of the ester at 40°C is made 300 or lower, so that the energy loss due to the internal resistance of the lubricating oil itself accompanied with a high viscosity can be reduced and the deterioration of the fuel efficiency can be suppressed.
• the kinetic viscosity of the ester compound (A) at 40°C may preferably be 70 to 200 and more preferably be 75 to 150.
• the acid value of the ester compound (A) may preferably be 10.0 mgKOH/g or lower.
• the acid value of the ester can be made 10.0mgKOH/g or lower, so that the reduction of lubricating property (extreme pressure property) or stability against oxidation can be suppressed.
• the acid value of the ester compound (A) may preferably be 5.0 mgKOH/g or lower, more preferably be 3.0 mgKOH/g or lower and most preferably be 1.0 mgKOH/g or lower.
• the lubricating oil composition of the present invention contains the amine salt of an acidic phosphoric acid ester represented by the following formula. (n represents an integer of 1 or 2,
• R" represents hydrogen or a straight-chain or branched-chain alkyl group having a carbon number of 11 to 14.
• the carbon number of R" may more preferably be 12 or more and more preferably be 13 or less.
• At least one of the three R" may preferably be the straight-chain alkyl group or branched-chain alkyl group having a carbon number of 11 to 14.
• n an integer of 1 or 2
• one or two hydroxide groups may be contained.
• the number of -OR'- group is two
• the number of -OR'- is one.
• R' represents a straight-chain alkyl group having a carbon number of 4 to 6.
• the carbon number of R' is less than 4, sufficient extreme pressure property may not possibly be obtained. Further, in the case that carbon number of R' exceeds 6, sufficient extreme pressure property may not possibly be obtained.
• monohexyl or dihexyl phosphate having a carbon number of 6 is most preferred.
• R" represents hydrogen or a straight-chain or branched-chain alkyl group having a carbon number of 11 to 14.
• the carbon number of R" is 10 or less, as the solubility in the lubricating oil is lowered, so that precipitation or the like may possibly occur at a low temperature upon blending, which is not preferred.
• the carbon number of R" is 15 or more, sufficient extreme pressure property may not be obtained.
• 0.1 to 1.5 mass parts of the amine salt (B) of an acidic phosphoric acid ester is contained, with respect to 100 mass parts of the ester compound (A).
• the content of amine salt (B) of an acidic phosphoric acid ester is less than 0.1 mass parts, sufficient lubricating property (extreme pressure property) may not possibly be obtained.
• the content of the amine salt (B) of an acidic phosphoric acid ester exceeds 1.5 mass parts, the demulsibility may be deteriorated and toxicity in an aquatic life may possibly be increased.
• the content of the amine salt (B) of an acidic phosphoric acid ester may preferably be 0.15 mass parts or higher, more preferably be 1.25 mass parts or higher and most preferably be 1.00 mass parts or lower.
• the amine-based oxidation preventing agent (C) may be, for example, phenyl- ⁇ -naphthylamine, phenyl- ⁇ -naphthylamine, alkyl phenyl- ⁇ -naphthylamine, alkyl phenyl- ⁇ -naphthylamine, bis(alkyl phenyl)amine, phenothiazine, monooctyl diphenylamine, 4, 4'-bis( ⁇ , ⁇ - dimethyl benzyl) diphenylamine, 2,2,4-trimethyl-1,2-dihydroquinoline or the polymerized product, 6-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline or the polymerized product, or 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline or the polymerized product, and one kind may be selected or two or more kinds may be selected from the group and may be applied in combination.
• the content of the amine-based oxidation preventing agent (C) in the lubricating oil composition of the present invention is 0.3 to 2.0 mass parts with respect to 100 mass parts of the ester compound (A).
• the content of the amine-based oxidation preventing agent (C) is less than 0.3 mass parts, sufficient stability against oxidation may not possibly be obtained. Further, in the case that the content of the amine-based oxidation preventing agent exceeds 2.0 mass parts, the biodegradability may possibly be deteriorated.
• the content of the amine-based oxidation preventing agent (C) may preferably be 0.5 to 1.5 mass parts and more preferably be 0.6 to 1.0 mass parts.
• the phenol-based oxidation preventing agent (D) may be, for example, 2,6-di-t-butyl para-cresol, 4,4-methylene bis(2,6-di-t-butyl phenol), 4,4-thio bis(2-methyl-6-t-butyl phenol), 4,4-bis(2,6-di-t-butyl phenol), pentaerythritol tetrakis[3-(3, 5-di-tert-butyl-4-hydroxy phenyl)propionate, and one kind or two or more kinds may be selected from the group and applied in combination.
• the accumulation property in an aquatic life is lower when the phenol-based oxidation preventing agent having a higher molecular weight is applied.
• pentaerythritol tetrakis[3(3, 5-di-tert-butyl-4-hydroxy phenyl)propionate] is particularly preferred.
• the content of the phenol-based oxidation preventing agent (D) in the lubricating oil composition of the present invention is 0.3 to 2.0 mass parts with respect to 100 mass parts of the ester compound (A).
• the content of the phenol-based oxidation preventing agent (D) is less that 0.3 mass parts, sufficient stability against oxidation may not be obtained. Further, the content of the phenol-based oxidation preventing agent (D) exceeds 2.0 mass parts, the biodegradability may possibly be deteriorated.
• the content of the phenol-based oxidation preventing agent (D) may preferably be 0.5 to 1.5 mass parts and more preferably be 0.6 to 1.0 mass parts.
• the lubricating oil composition of the present invention may optionally contain known additives for lubricating oil composition for further improving the performance, in addition to the ester compound (A), the amine salt (B) of an acidic phosphoric acid ester, the amine-based oxidation preventing agent (C) and the phenol-based oxidation preventing agent (D).
• a rust-preventing agent, metal deactivator, anti-foaming agent, pour point decreasing agent, viscosity index improver or the like may be optionally and appropriately mixed into the ester and prepared in an amount with the object of the prevent invention not inhibited.
• One kind of such additives may be applied alone or two or two or more kinds may be applied in combination.
• metal inactivator for example, benzotriazole or the derivative, alkenyl succinic acid ester or the like are listed. These metal deactivators may be applied alone or the two or more kinds may be mixed and applied.
• the content of the metal deactivator may preferably be 0.001 to 0.1 mass parts, more preferably be 0.002 to 0.08 mass parts and most preferably be 0.003 to 0.06 mass parts, with respect to 100 mass parts of the ester compound (A).
• the rust preventing agent described above may be, for example, alkenyl succinic acid or the derivative, imidazoline derivative such as carboxy imidazoline, oleoyl sarcosine, alkyl phenoxy acetic acid or the like. Such rust preventing agents may be applied alone or the two or more kinds may be mixed and applied. According to the present invention, on the viewpoint of imparting high rust preventing property to the ester compound (A), alkenyl succinic acid or the derivative is more preferred.
• the anti-foaming agent described above may be silicon-based compound or the like.
• the lubricating oil composition of the present invention can be produced by blending predetermined amounts of the ester compound (A), the amine salt (B) of an acidic phosphoric acid ester, amine-based oxidation preventing agent (C) and phenol-based oxidation preventing agent, respectively, and optionally by blending the various kinds of the additives described above.
• the method of the blending, mixing and addition of the respective additives are not particularly limited, and various methods may be applied.
• the order of the blending, mixing and addition is not particularly limited, and various methods may be applied. For examples, the method of directly adding various kinds of the additives into the ester compound (A) followed by heating and mixing, or the method of preparing solutions of high concentrations of the additives in advance and mixing them with the ester compound (A) may be applied.
• the additives were blended into the ester compounds A1, A2 and A'1 obtained as described above according to the following procedure, to prepare the lubricating oil compositions of the inventive examples 1 to 5 and comparative examples 1 to 5.
• Biodegradability test was performed according to OECD 301C. In the case that the biodegradability measured by the test is 60 percent or higher, it is qualified standards as a biodegradable lubricant oil, according to ECO MARK OFFICE of Public Interest Incorporated foundation "Japan Environment Association". According to this test, it is marked as " ⁇ ” in the case that the biodegradability is 70 percent or higher, it is marked as “O” in the case that the biodegradability is 60 percent or higher and below 70 percent, and it is marked as " ⁇ ” in the case that the biodegradability is below 60 percent,
• the toxicity test in an aquatic life was performed according to OECD 201, 202 and 203. Further, according to OECD117, the test of accumulation property in an aquatic life was performed. According to the test, in the case of the toxicity test, that of EC50 (or LC50)>100mg/L is rated as qualified, and in the case of the accumulation property test, that of log Kow ⁇ 3 or log Kow>7 was rated as qualified.
• the maximum non-seizure load was measured according to ASTM D2783. As the maximum non-seizure load described in the table is larger, the extreme pressure property is better.
• the test of demulsibility was performed according to Japanese Industrial Standards JIS K 2520. As the emulsified layer is lesser is a shorter time period, the demulsibility becomes better.
• TI value viscosity at a shearing rate of 100 (1/s) / viscosity at a shearing rate of 1(1/s)]. As the TI value is nearer to 1, the stability against shearing is higher.
• the biodegradability, lubricating property (extreme pressure property), stability against oxidation and demulsibility are proved to be excellent
• the toxicity and accumulation property in an aquatic life are proved to be low
• the stability against shearing is proved to be excellent even in the presence of water.
• the ester compound A'1 is contained instead of the ester compound A1.
• the molar percentage of the constituent component (a) is high and the hydroxyl value of the ester compound A'1 is high, the demulsibility of the lubricating oil composition is low.
• the stability against oxidation of the lubricant oil composition is low.
• the lubricant oil composition of the present invention is excellent in biodegradability, lubricating property (extreme pressure property), stability against oxidation and demulsibility, has low toxicity and accumulation property in an aquatic life and has excellent stability against shearing even in the presence of water.
• it can be appropriately applied for a bearing oil, hydraulic oil, gear oil or the like, and may appropriately applied particularly for a stern tube bearing oil, thruster oil or the like used in ocean areas.

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• 2022
  • 2022-10-17 WO PCT/JP2022/038514 patent/WO2023074424A1/fr not_active Ceased
  • 2022-10-17 JP JP2023556326A patent/JPWO2023074424A1/ja active Pending
  • 2022-10-17 KR KR1020247016528A patent/KR20240093778A/ko active Pending
  • 2022-10-17 US US18/702,370 patent/US20250346826A1/en active Pending
  • 2022-10-17 CN CN202280071674.3A patent/CN118159631A/zh active Pending
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