US20110021394A1 - Lubricant composition - Google Patents

Lubricant composition Download PDF

Info

Publication number
US20110021394A1
US20110021394A1 US12/933,805 US93380509A US2011021394A1 US 20110021394 A1 US20110021394 A1 US 20110021394A1 US 93380509 A US93380509 A US 93380509A US 2011021394 A1 US2011021394 A1 US 2011021394A1
Authority
US
United States
Prior art keywords
mass
base oil
straight
oil
lubricating
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US12/933,805
Other languages
English (en)
Inventor
Hajime Nakao
Shozaburo Konishi
Toshio Yoshida
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eneos Corp
Original Assignee
JX Nippon Oil and Energy Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2008084307A external-priority patent/JP5473240B2/ja
Priority claimed from JP2008084377A external-priority patent/JP2009235268A/ja
Application filed by JX Nippon Oil and Energy Corp filed Critical JX Nippon Oil and Energy Corp
Assigned to JX NIPPON OIL & ENERGY CORPORATION reassignment JX NIPPON OIL & ENERGY CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KONISHI, SHOZABURO, NAKAO, HAJIME, YOSHIDA, TOSHIO
Publication of US20110021394A1 publication Critical patent/US20110021394A1/en
Abandoned legal-status Critical Current

Links

Images

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
    • 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
    • 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
    • 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
    • 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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • 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
    • 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
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups 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
    • 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
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/065—Saturated Compounds
    • 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
    • C10N2030/40—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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working

Definitions

  • the present invention relates to a lubricating oil composition.
  • Lubricating oils for sliding guide surfaces such as machine tool work tables must have low friction and anti stick-slip performance to improve machining accuracy, as well as storage stability, corrosion resistance and the like.
  • Most machine tools have a construction in which the lubricating oil for the sliding guide surface is blended with the working fluid for the workpiece.
  • blending of the lubricating oil for the sliding guide surface is one cause of deterioration of the water-soluble cutting fluid (reduced cutting performance, accelerated decay, shortened mineral oil life and increased waste water disposal cost).
  • the performance of a sliding guide surface lubricating oil must therefore include an excellent lubrication property, which reduces frictional coefficient and prevents stick-slip on the sliding guide surface, and excellent separability from the water-soluble cutting fluid, since it is blended with the water-soluble cutting fluid, without adversely affecting the performance of the water-soluble cutting fluid or of the lubricating oil for the sliding guide surface.
  • the present invention has been accomplished in light of these circumstances, and its object is to provide a lubricating oil composition which is excellent in terms of the low-friction property, positioning property, thermal stability and low-temperature storage stability, and that does not have a significantly impaired initial low-friction property even when cutting fluids are blended therewith, as well as to provide a lubricating oil composition that also exhibits excellent corrosion resistance.
  • a lubricating oil composition comprising a mixture and/or a reaction product of a specific acidic phosphoric acid ester and a specific aliphatic amine in a specific proportion in a lubricating base oil, wherein the acid value due to the acidic phosphoric acid ester satisfies specific conditions, and the invention has been completed upon this discovery.
  • the lubricating oil composition of the invention comprises a lubricating base oil, and a mixture and/or a reaction product of (A) 0.01-0.5% by mass of at least one compound selected from among acid phosphates represented by the following formula (1) or the following formula (2), and (B) 0.01-2% by mass of an alkylamine represented by the following formula (3), based on the total weight of the composition, the acid value due to component (A) being 0.1-1.0 mgKOH/g.
  • R 1 and R 2 may be the same or different, and each represents hydrogen or a straight-chain alkyl or straight-chain alkenyl group, with at least one of R 1 and R 2 being a C6-12 straight-chain alkyl or straight-chain alkenyl group;
  • the lubricating oil is preferably a lubricating base oil with a viscosity index of 105 or greater, a saturated hydrocarbon component of 70% by mass or greater and a sulfur content of not greater than 0.2% by mass.
  • the nitrogen content of the lubricating base oil is preferably not greater than 10 ppm by mass and the flash point of the lubricating base oil is preferably 250° C. or higher.
  • the lubricating oil composition of the invention preferably further comprises (C) 0.01-5% by mass of a sulfur compound, based on the total weight of the composition.
  • the lubricating oil composition of the invention may be used for various purposes, but it is preferably used in a machine tool, and most preferably on a machine tool sliding guide surface.
  • the lubricating oil composition of the invention is excellent in terms of low-friction property, positioning property, thermal stability and low-temperature storage stability, does not notably impair the initial low-friction property even when a cutting fluid is blended therewith, can maintain machining accuracy, and also exhibits excellent corrosion resistance.
  • the lubricating oil composition of the invention is therefore highly useful from the viewpoint of stabilization of machine tool operation, and prolongation of usable life.
  • FIG. 1 is a general schematic drawing showing the frictional coefficient measuring system used for the examples.
  • the mineral base oil for use according to the invention may be a paraffin-based or naphthene-based mineral oil obtained by applying an appropriate combination of one or more refining means such as solvent deasphalting, solvent extraction, hydrocracking, solvent dewaxing, catalytic dewaxing, hydrorefming, sulfuric acid washing or white clay treatment, on a lube-oil, distillate obtained from atmospheric distillation and vacuum distillation of crude oil.
  • a fat or oil and/or synthetic oil may also be added to the lubricating base oil of the invention.
  • the fat or oil may be beef tallow, lard, soybean oil, rapeseed oil, rice bran oil, coconut oil, palm oil, palm kernel oil, or hydrogenated forms of the foregoing.
  • synthetic oils include poly- ⁇ -olefins (ethylene-propylene copolymer, polybutene, 1-octene oligomer, 1-decene oligomer, and hydrides thereof), as well as synthetic hydrocarbon oils such as alkylbenzenes and alkylnaphthalenes.
  • the methods for producing these are not particularly restricted, and may be any methods commonly employed for production.
  • Examples of synthetic oils other than the aforementioned synthetic hydrocarbon oils include monoesters (butyl stearate, octyl laurate and the like), diesters (ditridecyl glutarate, di-2-ethylhexyl adipate, diisodecyl adipate, ditridecyl adipate, di-2-ethylhexyl sebacate and the like), polyesters (trimellitic acid ester and the like), polyol esters (trimethylolpropane caprylate, trimethylolpropane pelargonate, pentaerythritol-2-ethyl hexanoate, pentaerythritol pelargonate and the like), polyoxyalkylene glycols, polyphenyl ethers, dialkyldiphenyl ethers, phosphoric acid esters (tricresyl phosphate and the like), fluorinated compounds (perfluoropol
  • the lubricating base oil of the invention may contain one or a combination of two or more of these fats or oils and/or synthetic oils.
  • the viscosity of the lubricating base oil used for the invention is preferably in the range of 10-700 mm 2 /s and more preferably in the range of 15-500 mm 2 /s.
  • the lubricating base oil content is also not particularly restricted but is preferably in the range of 50-99.98% by mass based on the total weight of the composition.
  • a preferred example of a lubricating base oil to be used for the invention is a lubricating base oil with a viscosity index of 105 or greater, a saturated hydrocarbon component of 70% by mass or greater and a sulfur content of not greater than 0.2% by mass (hereinafter referred to as “lubricating base oil of the invention”).
  • lubricating base oil of the invention The lubricating base oil of the invention will now be described in detail.
  • the lubricating base oil of the invention is not particularly restricted so long as the viscosity index, saturated hydrocarbon component and sulfur content satisfy the aforementioned conditions, but it is preferably a lubricating base oil prepared by hydrocracking/hydroisomerization of a mineral oil or a normal paraffin-containing stock oil (hereinafter also referred to as “wax isomerized base oil”), a synthetic hydrocarbon oil or a mixture of two or more selected from among them, having a viscosity index of 105 or greater, a saturated hydrocarbon component of 70% by mass or greater and a sulfur content of not greater than 0.2% by mass.
  • wax isomerized base oil a synthetic hydrocarbon oil or a mixture of two or more selected from among them
  • the viscosity index of the lubricating base oil is 105 or greater it will be possible to obtain a lubricating oil composition that can more satisfactorily exhibit both oil film formability and fluid resistance lowering performance. If the saturated hydrocarbon component is less than 70% by mass, the oxidation stability will be notably lowered and sludge will tend to be generated. If the sulfur content exceeds 0.2, the thermal stability will be impaired and the frictional coefficient will be more adversely affected.
  • the viscosity index for the purpose of the invention is the viscosity index measured according to JIS K 2283-1993.
  • the saturated hydrocarbon component content is the value measured according to ASTM D 2007-93 (units: % by mass).
  • the nitrogen content of the lubricating base oil of the invention is preferably not greater than 10 ppm by mass. If the nitrogen content exceeds 10 ppm by mass, the oxidation stability or thermal stability will tend to be reduced.
  • the nitrogen content for the purpose of the invention is the nitrogen content measured according to JIS K 2609-1990.
  • the flash point of the lubricating base oil of the invention is preferably 250° C. or higher.
  • An oil with a flash point of 250° C. or higher does not qualify as a “flammable liquid” within the definition of a Type 4 hazardous material under the Japan Fire Service Law, and is classified as a designated “combustible liquid”, the storage and handling of which is much less restricted than a Type 4 hazardous material.
  • the flash point for the purpose of the invention is the flash point measured according to JIS K 2265.
  • the lubricating oil composition of the invention may also contain base oils other than the lubricating base oil of the invention, such as fats or oils and/or synthetic oils other than those of the invention.
  • a wax isomerized base oil to be used for the invention is a lubricating base oil prepared by hydrocracking/hydroisomerization of a normal paraffin-containing stock oil, described below.
  • An example of a preferred embodiment of the method for production of a wax isomerized base oil of the invention is a method for production of a wax isomerized base oil comprising a step of hydrocracking/hydroisomerization of a stock oil containing normal paraffins, until the urea adduct value of the obtained treatment product is not greater than 4% by mass, the viscosity index is 130 or higher and the NOACK evaporation is not greater than 15% by mass.
  • the urea adduct value according to the invention is measured by the following method.
  • a 100 g weighed portion of sample oil (wax isomerized base oil) is placed in a round bottom flask, 200 g of urea, 360 ml of toluene and 40 ml of methanol are added and the mixture is stirred at room temperature for 6 hours.
  • the reaction mixture is filtered with a 1 micron filter to obtain the produced white particulate crystals, and the crystals are washed 6 times with 50 ml of toluene.
  • the recovered white crystals are placed in a flask, 300 ml of purified water and 300 ml of toluene are added and the mixture is stirred at 80° C. for 1 hour.
  • the aqueous phase is separated and removed with a separatory funnel, and the toluene phase is washed 3 times with 300 ml of purified water.
  • a desiccant sodium sulfate
  • the toluene is distilled off.
  • the proportion (weight percentage) of urea adduct obtained in this manner with respect to the sample oil is defined as the urea adduct value.
  • the NOACK evaporation for the purpose of the invention is the evaporation loss as measured according to ASTM D 5800-95.
  • Another preferred embodiment of the method for production of a lubricating base oil of the invention is a method for production of a wax isomerized base oil comprising a step of hydrocracking/hydroisomerization of a normal paraffin-containing stock oil, until the urea adduct value of the obtained treatment product is not greater than 4% by mass, the viscosity index is 130 or higher, the CCS viscosity at ⁇ 35° C. is not greater than 2000 mPa ⁇ s, and the product of the kinematic viscosity at 40° C. (units: mm 2 /s) and the NOACK evaporation (units: % by mass) is not greater than 250.
  • the stock oil in the process for production of a wax isomerized base oil according to the invention, it is preferred for the stock oil to contain at least 50% by mass slack wax obtained by solvent dewaxing of the wax isomerized base oil.
  • the urea adduct value of the wax isomerized base oil of the invention must be not greater than 4% by mass as mentioned above, and it is preferably not greater than 3.5% by mass, more preferably not greater than 3% by mass and even more preferably not greater than 2.5% by mass.
  • the urea adduct value of the wax isomerized base oil may even be 0% by mass.
  • it is preferably 0.1% by mass or greater, more preferably 0.5% by mass or greater and most preferably 0.8% by mass or greater, from the viewpoint of obtaining a wax isomerized base oil with a sufficient low-temperature viscosity characteristic and a higher viscosity index, and also of relaxing the dewaxing conditions for increased economy.
  • the viscosity index of the wax isomerized base oil of the invention must be 105 or greater as mentioned above, and it is preferably 110 or greater, more preferably 120 or greater, even more preferably 130 or greater and most preferably 140 or greater.
  • the stock oil used for production of the wax isomerized base oil of the invention may include normal paraffins or normal paraffin-containing wax.
  • the stock oil may be a mineral oil or a synthetic oil, or a mixture of two or more thereof.
  • the stock oil used for the invention preferably is a wax-containing starting material that boils in the range of lubricating oils according to ASTM D86 or ASTM D2887.
  • the wax content of the stock oil is preferably between 50% by mass and 100% by mass based on the total weight of the stock oil.
  • the wax content of the starting material can be measured by a method of analysis such as nuclear magnetic resonance spectroscopy (ASTM D5292), n-d-M method(ASTM D3238) or the solvent method (ASTM D3235).
  • oils derived from solvent refining methods such as raffmates, partial solvent dewaxed oils, deasphalted oils, distillates, vacuum gas oils, coker gas oils, slack waxes, foot oil, Fischer-Tropsch waxes and the like, among which slack waxes and Fischer-Tropsch waxes are preferred.
  • Slack wax is typically derived from hydrocarbon starting materials by solvent or propane dewaxing. Slack waxes may contain residual oil. The residual oil can be removed by deoiling. Foot oil corresponds to deoiled slack wax.
  • Fischer-Tropsch waxes are produced by so-called Fischer-Tropsch synthesis.
  • Paraflint 80 hydrofluorinated Fischer-Tropsch wax
  • Shell MDS Waxy Raffinate hydrophilicity and partially isomerized heart cut distilled synthetic wax raffinate
  • Stock oil from solvent extraction is obtained by feeding a high boiling point petroleum fraction from atmospheric distillation to a vacuum distillation apparatus and subjecting the distillation fraction to solvent extraction.
  • the residue from vacuum distillation may also be deasphalted.
  • solvent extraction methods the aromatic components are dissolved in the extract phase while leaving more paraffinic components in the raffinate phase. Naphthenes are distributed in the extract phase and raffinate phase.
  • the preferred solvents for solvent extraction are phenols, furfurals and N-methylpyrrolidone.
  • the wax isomerized base oil of the invention may be obtained through a step of hydrocracking/hydroisomerization of the stock oil until the treatment product has a urea adduct value of not greater than 4% by mass and a viscosity index of 100 or higher.
  • the hydrocracking/hydroisomerization step is not particularly restricted so long as it satisfies the aforementioned conditions for the urea adduct value and viscosity index of the treatment product.
  • a preferred hydrocracking/hydroisomerization step according to the invention comprises:
  • Conventional hydrocracking/hydroisomerization also includes a hydrotreatment step in an early stage of the hydrodewaxing step, for the purpose of desulfurization and denitrification to prevent poisoning of the hydrodewaxing catalyst.
  • the first step (hydrotreatment step) according to the invention is carried out to decompose a portion (for example, about 10% by mass and preferably 1-10% by mass) of the normal paraffins in the stock oil at an early stage of the second step (hydrodewaxing step), thus allowing desulfurization and denitrification in the first step as well, although the purpose differs from that of conventional hydrotreatment.
  • the first step is preferred in order to reliably limit the urea adduct value of the treatment product obtained after the third step (the wax isomerized base oil) to not greater than 4% by mass.
  • catalysts to be used in the first step there may be mentioned catalysts containing Group 6 metals and Group 8-10 metals, as well as mixtures thereof.
  • metals there may be mentioned nickel, tungsten, molybdenum and cobalt, and mixtures thereof.
  • the hydrogenation catalyst may be used in a form with the aforementioned metals supported on a heat-resistant metal oxide carrier, and normally the metal will be present on the carrier as an oxide or sulfide. When a mixture of metals is used, it may be used as a bulk metal catalyst with an amount of metal of at least 30% by mass based on the total weight of the catalyst.
  • the metal oxide carrier may be an oxide such as silica, alumina, silica-alumina or titania, with alumina being preferred.
  • Preferred alumina is ⁇ or ⁇ porous alumina.
  • the loading weight of the metal is preferably 0.5-35% by mass based on the total weight of the catalyst.
  • a mixture of a metal of Groups 9-10 and a metal of Group 6 is used, preferably the metal of Group 9 or 10 is present in an amount of 0.1-5% by mass and the metal of Group 6 is present in an amount of 5-30% by mass based on the total weight of the catalyst.
  • the loading weight of the metal may be measured by atomic absorption spectrophotometry or inductively coupled plasma emission spectroscopy, or the individual metals may be measured by other ASTM methods.
  • the acidity of the metal oxide carrier can be controlled by controlling the addition of additives and the nature of the metal oxide carrier (for example, controlling the amount of silica incorporated in a silica-alumina carrier).
  • additives there may be mentioned halogens, especially fluorine, and phosphorus, boron, yttria, alkali metals, alkaline earth metals, rare earth oxides and magnesia.
  • Co-catalysts such as halogens generally raise the acidity of metal oxide carriers, while weakly basic additives such as yttria and magnesia can be used to lower the acidity of the carrier.
  • the treatment temperature is preferably 150-450° C. and more preferably 200-400° C.
  • the hydrogen partial pressure is preferably 1400-20,000 kPa and more preferably 2800-14,000 kPa
  • the liquid hourly space velocity (LHSV) is preferably 0.1-10 and more preferably 0.1-5 hr ⁇ 1
  • the hydrogen/oil ratio is preferably 50-1780 m 3 /m 3 and more preferably 89-890 m 3 /m 3 .
  • the treatment product obtained by hydrotreatment in the first step may be directly supplied to the second step, but a step of stripping or distillation of the treatment product and separating removal of the gas product from the treatment product (liquid product) is preferably conducted between the first step and second step.
  • This can reduce the nitrogen and sulfur contents in the treatment product to levels that will not affect prolonged use of the hydrodewaxing catalyst in the second step.
  • the main objects of separating removal by stripping and the like are gaseous contaminants such as hydrogen sulfide and ammonia, and stripping can be accomplished by ordinary means such as a flash drum, distiller or the like.
  • hydrotreatment conditions in the first step are mild, residual polycyclic aromatic components can potentially remain depending on the starting material used, and such contaminants may be removed by hydrorefming in the third step.
  • the hydrodewaxing catalyst used in the second step may contain crystalline or amorphous materials.
  • crystalline materials include molecular sieves having 10- or 12-membered ring channels, composed mainly of aluminosilicates (zeolite) or silicoaluminophosphates (SAPO).
  • SAPO silicoaluminophosphates
  • zeolites include ZSM-22, ZSM-23, ZSM-35, ZSM-48, ZSM-57, ferrierite, ITQ-13, MCM-68, MCM-71 and the like.
  • ECR-42 may be mentioned as an example of an aluminophosphate.
  • molecular sieves include zeolite beta and MCM-68.
  • the molecular sieves are preferably hydrogen-type. Reduction of the hydrodewaxing catalyst may occur at the time of hydrodewaxing. Alternatively, a hydrodewaxing catalyst that has been previously subjected to reduction treatment may be used for the hydrodewaxing.
  • amorphous materials for the hydrodewaxing catalyst there may be mentioned alumina doped with Group 3 metals, fluorinated alumina, silica-alumina, fluorinated silica-alumina, silica-alumina and the like.
  • a preferred mode of the dewaxing catalyst is a bifunctional catalyst, i.e. one carrying a metal hydrogenated component which is at least one metal of Group 6, at least one metal of Groups 8-10 or a mixture thereof.
  • Preferred metals are precious metals of Groups 9-10, such as Pt, Pd or mixtures thereof. Such metals are supported at preferably 0.1-30% by mass based on the total weight of the catalyst.
  • the method for preparation of the catalyst and loading of the metal may be, for example, an ion-exchange method or impregnation method using a decomposable metal salt.
  • molecular sieves When molecular sieves are used, they may be compounded with a binder material that is heat resistant under the hydrodewaxing conditions, or they may be binderless (self-binding).
  • binder materials there may be mentioned inorganic oxides, including silica, alumina, silica-alumina, two-component combinations of silica with other metal oxides such as titania, magnesia, yttria and zirconia, and three-component combinations of oxides such as silica-alumina-yttria, silica-alumina-magnesia and the like.
  • the amount of molecular sieves in the hydrodewaxing catalyst is preferably 10-100% by mass and more preferably 35-100% by mass based on the total weight of the catalyst.
  • the hydrodewaxing catalyst may be formed by a method such as spray-drying or extrusion.
  • the hydrodewaxing catalyst may be used in sulfided or non-sulfided form, although a sulfided form is preferred.
  • the temperature is preferably 250-400° C. and more preferably 275-350° C.
  • the hydrogen partial pressure is preferably 791-20,786 kPa (100-3000 psig) and more preferably 1480-17,339 kPa (200-2500 psig)
  • the liquid hourly space velocity is preferably 0.1-10 hr ⁇ 1 and more preferably 0.1-5 hr ⁇ 1
  • the hydrogen/oil ratio is preferably 45-1780 m 3 /m 3 (250-10,000 scf/B) and more preferably 89-890 m 3 /m 3 (500-5000 scf/B).
  • hydrodewaxing conditions in the second step may be appropriately selected for different starting materials, catalysts and apparatuses, in order to obtain the specified urea adduct value and viscosity index for the treatment product obtained after the third step.
  • the treatment product that has been hydrodewaxed in the second step is then supplied to hydrorefining in the third step.
  • Hydrorefining is a form of mild hydrotreatment aimed at removing residual heteroatoms and color components while also saturating the olefins and residual aromatic compounds by hydrogenation.
  • the hydrorefining in the third step may be carried out in a cascade fashion with the dewaxing step.
  • the hydrorefining catalyst used in the third step is preferably one comprising a Group 6 metal, a Group 8-10 metal or a mixture thereof supported on a metal oxide support.
  • a metal oxide support may be either an amorphous or crystalline oxide.
  • low acidic oxides such as silica, alumina, silica-alumina and titania
  • alumina is preferred.
  • a hydrorefming catalyst comprising a metal with a relatively powerful hydrogenating function supported on a porous carrier.
  • M41S line catalysts are meso-microporous materials with high silica contents, and specific ones include MCM-41, MCM-48 and MCM-50.
  • the hydrorefming catalyst has a pore size of 15-100 ⁇ , and MCM-41 is particularly preferred.
  • MCM-41 is an inorganic porous non-laminar phase with a hexagonal configuration and pores of uniform size.
  • the physical structure of MCM-41 manifests as straw-like bundles with straw openings (pore cell diameters) in the range of 15-100 angstroms.
  • MCM-48 has cubic symmetry, while MCM-50 has a laminar structure.
  • MCM-41 may also have a structure with pore openings having different meso-microporous ranges.
  • the meso-microporous material may contain metal hydrogenated components consisting of one or more Group 8, 9 or 10 metals, and preferred as metal hydrogenated components are precious metals, especially Group 10 precious metals, and most preferably Pt, Pd or their mixtures.
  • the temperature is preferably 150-350° C. and more preferably 180-250° C.
  • the total pressure is preferably 2859-20,786 kPa (approximately 400-3000 psig)
  • the liquid hourly space velocity is preferably 0.1-5 hr ⁇ 1 and more preferably 0.5-3 hr ⁇ 1
  • the hydrogen/oil ratio is preferably 44.5-1780 m 3 /m 3 (250-10,000 scf/B).
  • the treatment product obtained after the third step may be subjected to distillation or the like as necessary for separating removal of certain components.
  • the wax isomerized base oil of the invention obtained by the production method described above is not restricted in terms of its other properties so long as the urea adduct value and viscosity index satisfy their respective conditions.
  • the wax isomerized base oil of the invention preferably also satisfies the conditions specified below.
  • the saturated component content of the wax isomerized base oil of the invention is 70% by mass or greater, preferably 90% by mass or greater, more preferably 93% by mass or greater and even more preferably 95% by mass or greater, based on the total weight of the wax isomerized base oil.
  • the proportion of cyclic saturated components among the saturated components is preferably 0.1-50% by mass, more preferably 0.5-40% by mass, even more preferably 1-30% by mass and most preferably 5-20% by mass.
  • the saturated component content and proportion of cyclic saturated components among the saturated components both satisfy these respective conditions, it will be possible to achieve adequate levels for the viscosity-temperature characteristic and heat and oxidation stability, while additives added to the wax isomerized base oil will be kept in a sufficiently stable dissolved state in the wax isomerized base oil, and it will be possible for the functions of the additives to be exhibited at a higher level.
  • a saturated component content and proportion of cyclic saturated components among the saturated components satisfying the aforementioned conditions can improve the frictional properties of the wax isomerized base oil itself, resulting in a greater friction reducing effect and thus increased energy savings.
  • the saturated component content is less than 70% by mass, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be inadequate. If the proportion of cyclic saturated components among the saturated components is less than 0.1% by mass, the solubility of the additives included in the wax isomerized base oil will be insufficient and the effective amount of additives kept dissolved in the wax isomerized base oil will be reduced, making it impossible to effectively achieve the function of the additives. If the proportion of cyclic saturated components among the saturated components is greater than 50% by mass, the efficacy of additives included in the wax isomerized base oil will tend to be reduced.
  • a proportion of 0.1-50% by mass cyclic saturated components among the saturated components is equivalent to 99.9-50% by mass acyclic saturated components among the saturated components.
  • Both normal paraffins and isoparaffins are included by the term “acyclic saturated components”.
  • the proportions of normal paraffins and isoparaffins in the wax isomerized base oil of the invention are not particularly restricted so long as the urea adduct value satisfies the condition specified above.
  • the proportion of isoparaffins is preferably 50-99.9% by mass, more preferably 60-99.9% by mass, even more preferably 70-99.9% by mass and most preferably 80-99.9% by mass based on the total weight of the wax isomerized base oil.
  • the saturated component content for the purpose of the invention is the value measured according to ASTM D 2007-93 (units: % by mass).
  • the proportions of the cyclic saturated components and acyclic saturated components among the saturated components for the purpose of the invention are the naphthene portion (measured: monocyclic-hexacyclic naphthenes, units: % by mass) and alkane portion (units: % by mass), respectively, both measured according to ASTM D 2786-91.
  • the proportion of normal paraffins in the wax isomerized base oil for the purpose of the invention is the value obtained by analyzing saturated components separated and fractionated by the method of ASTM D 2007-93 by gas chromatography under the following conditions, and calculating the value obtained by identifying and quantifying the proportion of normal paraffins among those saturated components, with respect to the total weight of the wax isomerized base oil.
  • a C5-50 straight-chain normal paraffin mixture sample is used as the reference sample, and the normal paraffin content among the saturated components is determined as the proportion of the total of the peak areas corresponding to each normal paraffin, with respect to the total peak area of the chromatogram (subtracting the peak area for the diluent).
  • the proportion of isoparaffins in the wax isomerized base oil is the value of the difference between the acyclic saturated components among the saturated components and the normal paraffins among the saturated components, based on the total weight of the wax isomerized base oil.
  • the obtained base oil will have a saturated component content of 90% by mass or greater, a proportion of cyclic saturated components in the saturated components of 30-50% by mass, a proportion of acyclic saturated components in the saturated components of 50-70% by mass, a proportion of isoparaffins in the wax isomerized base oil of 40-70% by mass and a viscosity index of 100-135 and preferably 120-130.
  • a urea adduct value satisfies the conditions specified above it will be possible to obtain a wax isomerized composition with the effect of the invention, i.e.
  • the obtained base oil will have a saturated component content of 90% by mass or greater, a proportion of cyclic saturated components in the saturated components of 0.1-40% by mass, a proportion of acyclic saturated components in the saturated components of 60-99.9% by mass, a proportion of isoparaffins in the wax isomerized base oil of 60-99.9% by mass and a viscosity index of 100-170 and preferably 135-160.
  • n 20 ⁇ 0.002 ⁇ kv100 for the wax isomerized base oil of the invention is preferably 1.435-1.450, more preferably 1.440-1.449, even more preferably 1.442-1.448 and yet more preferably 1.444-1.447.
  • n 20 ⁇ 0.002 ⁇ kv100 is within the range specified above it will be possible to achieve an excellent viscosity-temperature characteristic and excellent heat and oxidation stability, while additives added to the wax isomerized base oil will be kept in a sufficiently stable dissolved state in the wax isomerized base oil so that the functions of the additives can be exhibited at an even higher level.
  • a n 20 ⁇ 0.002 ⁇ kv100 value within the aforementioned range can also improve the frictional properties of the wax isomerized base oil itself, resulting in a greater friction reducing effect and thus increased energy savings.
  • n 20 ⁇ 0.002 ⁇ kv100 value exceeds the aforementioned upper limit, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be insufficient, and the efficacy of additives when added to the wax isomerized base oil will tend to be reduced. If the n 20 ⁇ 0.002 ⁇ kv100 value is less than the aforementioned lower limit, the solubility of the additives included in the wax isomerized base oil will be insufficient and the effective amount of additives kept dissolved in the wax isomerized base oil will be reduced, tending to interfere with effective function of the additives.
  • the 20° C. refractive index (n 20 ) for the purpose of the invention is the refractive index measured at 20° C. according to ASTM D1218-92.
  • the 100° C. kinematic viscosity (kv100) for the purpose of the invention is the kinematic viscosity measured at 100° C. according to JIS K 2283-1993.
  • the aromatic content of the wax isomerized base oil of the invention is preferably not greater than 5% by mass, more preferably 0.05-3% by mass, even more preferably 0.1-1% by mass and most preferably 0.1-0.5% by mass based on the total weight of the wax isomerized base oil. If the aromatic content exceeds the aforementioned upper limit, the viscosity-temperature characteristic, heat and oxidation stability, frictional properties, resistance to volatilization and low-temperature viscosity characteristic will tend to be reduced, while the efficacy of additives when added to the wax isomerized base oil will also tend to be reduced.
  • the wax isomerized base oil of the invention may be free of aromatic components. The solubility of additives can be further increased with an aromatic content of 0.05% by mass or greater.
  • the aromatic content in this case is the value measured according to ASTM D 2007-93.
  • the aromatic portion normally includes alkylbenzenes and alkylnaphthalenes, as well as anthracene, phenanthrene and their alkylated forms, compounds with four or more fused benzene rings, and heteroatom-containing aromatic compounds such as pyridines, quinolines, phenols, naphthols and the like.
  • the % C p of the wax isomerized base oil of the invention is preferably 80 or greater, more preferably 82-99, even more preferably 85-98 and most preferably 90-97. If the % C p value of the wax isomerized base oil is less than 80, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be reduced, while the efficacy of additives when added to the wax isomerized base oil will also tend to be reduced. If the % C p value of the wax isomerized base oil is greater than 99, on the other hand, the additive solubility will tend to be lower.
  • the % C N of the wax isomerized base oil of the invention is preferably not greater than 20, more preferably not greater than 15, even more preferably 1-12 and most preferably 3-10. If the % C N value of the wax isomerized base oil exceeds 20, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be reduced. If the % C N is less than 1, however, the additive solubility will tend to be lower.
  • the % C A of the wax isomerized base oil of the invention is preferably not greater than 0.7, more preferably not greater than 0.6 and even more preferably 0.1-0.5. If the % C A value of the wax isomerized base oil exceeds 0.7, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be reduced.
  • the % C A value of the wax isomerized base oil of the invention may be zero.
  • the solubility of additives can be further increased with a % C A value of 0.1 or greater.
  • the ratio of the % C P and % C N values for the wax isomerized base oil of the invention is % C P /% C N of preferably 7 or greater, more preferably 7.5 or greater and even more preferably 8 or greater. If the % C P /% C N ratio is less than 7, the viscosity-temperature characteristic, heat and oxidation stability and frictional properties will tend to be reduced, while the efficacy of additives when added to the wax isomerized base oil will also tend to be reduced.
  • the % C P /% C N ratio is preferably not greater than 200, more preferably not greater than 100, even more preferably not greater than 50 and most preferably not greater than 25. The additive solubility can be further increased if the % C P /% C N ratio is not greater than 200.
  • the % C P , % C N and % C A values for the purpose of the invention are, respectively, the percentage of paraffinic carbons with respect to total carbon atoms, the percentage of naphthenic carbons with respect to total carbons and the percentage of aromatic carbons with respect to total carbons, as determined by the method of ASTM D 3238-85 (n-d-M method). That is, the preferred ranges for % C P , % C N and % C A are based on values determined by these methods, and for example, % C N may be a value exceeding 0 according to these methods even if the wax isomerized base oil contains no naphthene portion.
  • the iodine value of the wax isomerized base oil of the invention is preferably not greater than 0.5, more preferably not greater than 0.3 and even more preferably not greater than 0.15, and although it may be less than 0.01, it is preferably 0.001 or greater and more preferably 0.05 or greater in consideration of achieving a commensurate effect, and in terms of economy. Limiting the iodine value of the wax isomerized base oil to not greater than 0.5 can drastically improve the heat and oxidation stability.
  • the “iodine value” for the purpose of the invention is the iodine value measured by the indicator titration method according to HS K 0070, “Test methods for acid value, saponification value, ester value, iodine value, hydroxyl value and unsaponifiable matter of chemical products”.
  • the sulfur content in the wax isomerized base oil of the invention will depend on the sulfur content of the starting material.
  • a substantially sulfur-free starting material as for synthetic wax components obtained by Fischer-Tropsch reaction
  • a sulfur-containing starting material such as slack wax obtained by a wax isomerized base oil refining process or microwax obtained by a wax refining process
  • the sulfur content of the obtained wax isomerized base oil will normally be 100 ppm by mass or greater.
  • the sulfur content in the wax isomerized base oil of the invention is preferably not greater than 10 ppm by mass, more preferably not greater than 5 ppm by mass and even more preferably not greater than 3 ppm by mass.
  • the sulfur content of the obtained wax isomerized base oil is preferably not greater than 50 ppm by mass and more preferably not greater than 10 ppm by mass.
  • the sulfur content for the purpose of the invention is the sulfur content measured according to JIS K 2541-1996.
  • the nitrogen content in the wax isomerized base oil of the invention is not greater than 10 ppm, preferably not greater than 5 ppm by mass, more preferably not greater than 3 ppm by mass and even more preferably not greater than 1 ppm by mass. If the nitrogen content exceeds 10 ppm by mass, the heat and oxidation stability will tend to be reduced.
  • the nitrogen content for the purpose of the invention is the nitrogen content measured according to JIS K 2609-1990.
  • the kinematic viscosity of the wax isomerized base oil according to the invention is preferably 1.5-20 mm 2 /s and more preferably 2.0-11 mm 2 /s.
  • a 100° C. kinematic viscosity of lower than 1.5 mm 2 /s for the wax isomerized base oil is not preferred from the standpoint of evaporation loss. If it is attempted to obtain a wax isomerized base oil having a 100° C. kinematic viscosity of greater than 20 mm 2 /s, the yield will be reduced and it will be difficult to increase the cracking severity even when using a heavy wax as the starting material.
  • wax isomerized base oils having a 100° C. kinematic viscosity in the following ranges are preferably used after fractionation by distillation or the like.
  • Wax isomerized base oils having a 100° C. kinematic viscosity of 4.5-20 mm 2 /s, more preferably 4.8-11 mm 2 /s and most preferably 5.5-8.0 mm 2 /s.
  • the 40° C. kinematic viscosity of the wax isomerized base oil of the invention is preferably 6.0-80 mm 2 /s and more preferably 8.0-50 mm 2 /s.
  • wax isomerized fractions having a 40° C. kinematic viscosity in the following ranges are preferably used after fractionation by distillation or the like.
  • Wax isomerized base oils having a 40° C. kinematic viscosity of 28-50 mm 2 /s, more preferably 29-45 mm 2 /s and most preferably 30-40 mm 2 /s.
  • the wax isomerized base oil having a urea adduct value and viscosity index satisfying the respective conditions specified above, can exhibit high levels for both the viscosity-temperature characteristic and low-temperature viscosity characteristic compared to a conventional lubricating base oil of the same viscosity grade, and in particular it has an excellent low-temperature viscosity characteristic, and superior heat and oxidation stability, lubricity and resistance to volatilization.
  • the 15° C. density ( ⁇ 15 ) of the wax isomerized base oil of the invention will also depend on the viscosity grade of the wax isomerized base oil. It is preferably not greater than the value of ⁇ as represented by the following formula (1), i.e., ⁇ 15 ⁇ .
  • kv100 represents the 100° C. kinematic viscosity (mm 2 /s) of the wax isomerized base oil.
  • the 15° C. density for the purpose of the invention is the density measured at 15° C. according to JIS K 2249-1995.
  • the aniline point (AP (° C.)) of the wax isomerized base oil of the invention will also depend on the viscosity grade of the wax isomerized base oil. It is preferably greater than or equal to the value of A as represented by the following formula (2), i.e., AP ⁇ A.
  • kv100 represents the 100° C. kinematic viscosity (mm 2 /s) of the wax isomerized base oil.
  • the AP value of the wax isomerized base oil is preferably 125° C. or higher and more preferably 128° C. or higher.
  • the aniline point for the purpose of the invention is the aniline point measured according to ES K 2256-1985.
  • the NOACK evaporation of the wax isomerized base oil is preferably 0% by mass or greater and more preferably 1% by mass or greater, and preferably not greater than 6% by mass, more preferably not greater than 5% by mass and even more preferably not greater than 4% by mass. If the NOACK evaporation is below the aforementioned lower limit it will tend to be difficult to improve the low-temperature viscosity characteristic. If the NOACK evaporation is above the respective upper limit, the evaporation loss of the wax isomerized oil will be increased when the wax isomerized base oil is used as a lubricating oil for an internal combustion engine, and catalyst poisoning will be undesirably accelerated as a result.
  • the initial boiling point (IBP) is preferably 440-480° C., more preferably 430-470° C. and even more preferably 420-460° C.
  • the 10% distillation temperature (T10) is preferably 450-510° C., more preferably 460-500° C. and even more preferably 460-480° C.
  • the 50% running point (T50) is preferably 470-540° C., more preferably 480-530° C. and even more preferably 490-520° C.
  • the 90% running point (T90) is preferably 470-560° C., more preferably 480-550° C. and even more preferably 490-540° C.
  • the final boiling point (FBP) is preferably 505-565° C., more preferably 515-555° C. and even more preferably 525-565° C.
  • T90-T10 is preferably 35-80° C., more preferably 45-70° C. and even more preferably 55-80° C.
  • FBP-IBP is preferably 50-130° C., more preferably 60-120° C. and even more preferably 70-110° C.
  • T10-IBP is preferably 5-65° C., more preferably 10-55° C. and even more preferably 10-45° C.
  • FBP-T90 is preferably 5-60° C., more preferably 5-50° C. and even more preferably 5-40° C.
  • the IBP, T10, T50, T90 and FBP values for the purpose of the invention are the running points measured according to ASTM D 2887-97.
  • Component (A) is, specifically, a compound represented by the following formula (1) or formula (2).
  • R 1 and R 2 may be the same or different, and each represents hydrogen or a straight-chain alkyl or straight-chain alkenyl group, and at least one of R 1 and R 2 is a C6-12 straight-chain alkyl or straight-chain alkenyl group.
  • R 3 and R 4 may be the same or different, and each represents hydrogen or a straight-chain alkyl or straight-chain alkenyl group, and at least one of R 3 and R 4 is a C13-18 straight-chain alkyl or straight-chain alkenyl group.
  • the straight-chain alkyl or straight-chain alkenyl groups of R 1 and R 2 are, specifically, straight-chain hexyl, straight-chain hexenyl, straight-chain heptyl, straight-chain heptenyl, straight-chain octyl, straight-chain octenyl, straight-chain nonyl, straight-chain nonenyl, straight-chain decyl, straight-chain decenyl, straight-chain undecyl, straight-chain undecenyl, straight-chain dodecyl or straight-chain dodecenyl groups, and the alkyl or straight-chain alkenyl groups of R 3 and R 4 are, specifically, straight-chain tridecyl, straight-chain tridecenyl, straight-chain tetradecyl, straight-chain tetradecenyl, straight-chain pentadecyl, straight-chain pentadecenyl, straight-chain pentadecenyl,
  • Component (A) used for the invention includes compounds wherein one of R 1 and R 2 in formula (1) or one of R 3 and R 4 in formula (2) is hydrogen while the other is a straight-chain alkyl or straight-chain alkenyl group (phosphoric acid monoesters), and compounds wherein both R 1 and R 2 or both R 3 and R 4 are straight-chain alkyl and/or straight-chain alkenyl groups (phosphoric acid diesters).
  • either a phosphoric acid monoester or phosphoric acid diester may be used alone, or a mixture of a phosphoric acid monoester and a phosphoric acid diester may be used, although from the viewpoint of frictional properties it is preferred to use a mixture of a phosphoric acid monoester and a phosphoric acid diester.
  • the phosphoric acid monoester/phosphoric acid diester mixing ratio is preferably 10/90-90/10, more preferably 20/80-80/20 and even more preferably 30/70-70/30, as the molar ratio.
  • the content of component (A) in the lubricating oil composition of the invention will usually be 0.01-0.5% by mass based on the total weight of the composition. From the viewpoint of excellent low-friction performance it is preferably 0.05% by mass or greater and more preferably 0.1% by mass or greater based on the total weight of the composition. From the viewpoint of excellent corrosion resistance of the obtained lubricating oil composition, the content of component (A) is not greater than 0.5% by mass and preferably not greater than 0.4% by mass, based on the total weight of the composition.
  • component (A) as phosphorus element will differ depending on the molecular weight of component (A), but it will usually be 0.0005-0.06% by mass, preferably 0.003-0.06% by mass and most preferably 0.005-0.05 as phosphorus element, based on the total weight of the composition.
  • the acid value due to component (A) in the lubricating oil composition of the invention is 0.1-1.0 mg/KOH, because if it is less than 0.1 the friction reducing effect of the additive will be undesirably reduced, and if it is greater than 1.0, corrosion of the sliding materials will increase and in terms of friction performance it will not be possible to maintain low friction for prolonged periods, which is also undesirable.
  • Component (B) according to the invention is an alkylamine represented by the following formula (3).
  • R 5 and R 6 may be the same or different, and each represents hydrogen or a C4-30 branched-chain alkyl group, and at least one of R 5 and R 6 is a branched-chain alkyl group.
  • the amine represented by formula (3) may be a monoamine, diamine or polyamine having one or more C4-30 and preferably C4-20 branched-chain alkyl groups, but it is preferably a monoamine having a C4-20 branched-chain alkyl group or a secondary amine of a monoamine having two C4-20 branched-chain alkyl groups.
  • the branched-chain alkyl groups are more preferably C6 or greater branched-chain alkyl groups.
  • the branched-chain alkyl groups are preferably not greater than C20, more preferably not greater than C16 and even more preferably not greater than C14.
  • C4-20 branched-chain alkyl groups are branched-chain alkyl groups such as isobutyl, isopentyl, isohexyl, isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentadecyl, isohexadecyl, isoheptadecyl, isooctadecyl, isononadecyl and isoeicosyl.
  • the content of component (B) in the lubricating oil composition of the invention will usually be 0.01-2% by mass based on the total weight of the composition, but from the viewpoint of excellent corrosion resistance when mixed with component (A), it is preferably 0.05% by mass or greater and most preferably 0.1% by mass or greater based on the total weight of the composition. From the viewpoint of low-temperature storage stability and excellent low-friction performance when a cutting fluid is blended therewith, the content of component (B) is not greater than 2% by mass, more preferably not greater than 1.0% by mass and most preferably not greater than 0.5% by mass, based on the total weight of the composition.
  • component (B) as nitrogen element will differ depending on the molecular weight of component (B), but it will usually be 0.0002-0.4% by mass, preferably 0.001-0.2% by mass and most preferably 0.002-0.1% by mass as nitrogen element, based on the total weight of the composition.
  • the optimal combination of component (A) and component (B) in the lubricating oil composition of the invention is a combination of an acidic phosphoric acid ester with a C6-18 straight-chain alkyl group and an amine with a C4-30 branched-chain alkyl group, and most preferably it is a combination of mono-n-octyl acid phosphate and/or di-n-octyl acid phosphate or monooleyl acid phosphate and/or dioleyl acid phosphate, with di-2-ethylhexylamine and/or diisotridecylamine.
  • the lubricating oil composition of the invention comprising a specific lubricating base oil, component (A) and component (B), has an excellent low-friction property and excellent low-temperature storage stability, and can maintain machining accuracy without significant impairment of the initial low-friction property even when a cutting fluid is blended therewith.
  • the lubricating oil composition of the invention may also contain (C) a sulfur compound or other additives known in the field of lubricating oils, in order to increase its performance or to impart performance required of lubricating oil compositions for various purposes, and especially machine tool sliding surface lubricating oil compositions.
  • the lubricating oil composition of the invention preferably further comprises (C) a sulfur compound, from the viewpoint of obtaining excellent corrosion resistance, maintaining an even lower frictional coefficient, and helping to maintain machining accuracy for prolonged periods.
  • Examples of the (C) sulfur compound include sulfurized fats and oils, sulfurized fatty acids, sulfurized esters, olefin sulfides, dihydrocarbylpolysulfides, thiadiazole compounds, alkylthiocarbamoyl compounds, thiocarbamate compounds, thioterpene compounds, dialkylthiodipropionate compounds and the like. Any of these compounds may be used alone, or mixtures of two or more thereof may be used.
  • Sulfurized fats and oils are obtained by reacting sulfur or sulfur-containing compounds with fats or oils (lard oil, whale oil, vegetable oil, fish oil and the like), and although the sulfur content is not particularly restricted it is usually preferred to be 5-30% by mass. Specific examples include sulfurized lard, sulfurized rapeseed oil, sulfurized castor oil, sulfurized soybean oil, sulfurized rice bran oil, and mixtures of the foregoing.
  • sulfurized fatty acids include oleic sulfide and the like
  • sulfurized esters include sulfurized methyl oleate, sulfurized rice bran fatty acid octyl esters, and their mixtures.
  • olefin sulfides examples include compounds represented by the following formula (4):
  • R 7 represents a C2-15 alkenyl group
  • R 8 represents a C2-15 alkyl group or alkenyl group
  • a represents an integer of 1-8.
  • the compound is obtained by reacting a C2-15 olefin or its 2-4mer with a sulfidizing agent such as sulfur or sulfur chloride, where the olefin is preferably propylene, isobutene, diisobutene or the like.
  • a dihydrocarbylpolysulfide is a compound represented by the following formula (5):
  • R 9 and R 10 each represent a C1-20 alkyl or cycloalkyl group, a C6-20 aryl group, a C7-20 alkylaryl group or a C7-20 arylalkyl group, and may be the same or different, and b represents an integer of 1-8).
  • R 9 and R 10 are alkyl groups, the compound is an alkyl sulfide.
  • R 9 and R 10 in formula (5) above include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyls, hexyls, heptyls, octyls, nonyls, decyls, dodecyls, cyclohexyl, cyclooctyl, phenyl, naphthyl, tolyl, xylyl, benzyl and phenethyl.
  • dihydrocarbylpolysulfide examples include dibenzylpolysulfide, dinonylpolysulfides, didodecylpolysulfides, dibutylpolysulfides, dioctylpolysulfides, diphenylpolysulfide, dicyclohexylpolysulfide, and mixtures of the foregoing.
  • thiadiazole compounds examples include 1,3,4-thiadiazoles, 1,2,4-thiadiazole compounds and 1,4,5-thiadiazoles represented by the following formulas (6), (7) and (8):
  • thiadiazole compounds include 2,5-bis(n-hexyldithio)-1,3,4-thiadiazole, 2,5-bis(n-octyldithio)-1,3,4-thiadiazole, 2,5-bis(n-nonyldithio)-1,3,4-thiadiazole, 2,5-bis(1,1,3,3-tetramethylbutyldithio)-1,3,4-thiadiazole, 3,5-bis(n-hexyldithio)-1,2,4-thiadiazole, 3,5-bis(n-octyldithio)-1,2,4-thiadiazole, 3,5-bis(n-nonyldithio)-1,2,4-thiadiazole, 3,5-bis(1,1,3,3-tetramethylbutyldithio)
  • alkylthiocarbamoyl compounds examples include compounds represented by the following formula (9):
  • alkylthiocarbamoyl compounds include bis(dimethylthiocarbamoyl)monosulfide, bis(dibutylthiocarbamoyl)monosulfide, bis(dimethylthiocarbamoyl)disulfide, bis(dibutylthiocarbamoyl)disulfide, bis(diamylthiocarbamoyl)disulfide, bis(dioctylthiocarbamoyl)disulfide, and mixtures of the foregoing.
  • alkylthiocarbamate compounds examples include compounds represented by the following formula (10):
  • R 13 -R 16 each represent a C1-20 alkyl group, and R 17 represents a C1-10 alkyl group].
  • alkylthiocarbamate compounds include methylenebis(dibutyl dithiocarbamate) and methylenebis[di(2-ethylhexyl)dithiocarbamate].
  • thioterpene compounds include reaction products of phosphorus pentasulfide and pinene
  • dialkylthiodipropionate compounds include dilaurylthiodipropionate, distearylthiodipropionate, and their mixtures.
  • the content of the (C) sulfur compound in the lubricating oil composition of the invention is preferably 0.01% by mass or greater, more preferably 0.05% by mass or greater and even more preferably 0.1% by mass or greater, based on the total weight of the composition.
  • the content of sulfur-based additives is preferably not greater than 5% by mass, more preferably not greater than 3% by mass and even more preferably not greater than 2% by mass based on the total weight of the composition, from the viewpoint of excellent separability of the obtained lubricating oil composition from water-soluble cutting fluids, and because greater amounts will often fail to provide further improvement in the frictional properties.
  • additives examples include monohydric alcohols or polyhydric alcohols, monobasic or polybasic acids, esters of these alcohols and acids, oil agents including amine compounds such as amines and alkanolamines other than those of the present claim 1 , antioxidants including phenol-based compounds such as di-tert-butyl-p-cresol and bisphenol A, and amine-based compounds such as phenyl- ⁇ -naphthylamine and N,N′-di(2-naphthyl)-p-phenylenediamine; metal inactivating agents such as benzotriazoles or alkylthiadiazoles; antifoaming agents such as silicone oils and fluorosilicon oils; phosphorus-based additives other than acid phosphates (orthophosphoric acid esters, phosphites, amine salts of acid phosphate or phosphite, and the like); oil agents such as carboxylic acids; rust-preventive additives such as al
  • the lubricating oil composition of the invention having the construction described above is excellent in terms of low-friction performance and low-temperature storage stability, does not notably impair the initial low-friction property even when a cutting fluid is blended therewith, and also exhibits excellent corrosion resistance. It can therefore be suitably used for various purposes in the field of lubricating oils in which low-friction properties, low-temperature storage stability and corrosion resistance are required.
  • the effect of the invention is exhibited even more notably when it is used as a lubricating oil for sliding guide surfaces (sliding surfaces) of machine tools and the like.
  • Examples A-1 to A-8 and Comparative Examples A-1 to A-4 The lubricating oil compositions listed in Tables 1 and 2 were prepared for Examples A-1 to A-8 and Comparative Examples A-1 to A-4.
  • the components used to prepare each composition were as follows.
  • the viscosity index for the purpose of the invention is the viscosity index measured according to JIS K 2283-1993.
  • the saturated hydrocarbon component content is the weight percentage of saturated hydrocarbon components, fractionated by the silica-alumina gel chromatography method described in Analytical Chemistry, Vol. 44, No. 6(1972), p.
  • Base oil 1 Solvent refined mineral oil VG68 (viscosity index: 101, sulfur content: 0.51% by mass, saturated hydrocarbon content: 65.6 vol %, 40° C. kinematic viscosity: 68.7 mm 2 /s, flash point 248° C., 15° C. density: 0.882 g/cm 3 )
  • FIG. 1 is a general schematic drawing of a frictional coefficient measurement system used for the frictional property evaluation test.
  • FIG. 1 a table 1 and a movable jig 4 connected through a load cell 5 are placed on a bed 6 , and a weight 9 is situated on the table 1 in place of a working tool.
  • the table 1 and bed 6 are both made of cast iron.
  • the movable jig 4 has a bearing section, and the bearing section is connected to an A/C servomotor 2 via a feed screw 3 .
  • the feed screw 3 is driven by the A/C servomotor 2 , thus allowing the movable jig 4 to reciprocally move in the axial direction of the feed screw 3 (the direction of the arrows in the drawing).
  • the load cell 5 is electrically connected to a computer 7 while the computer 7 and A/C servomotor 2 are each electrically connected to a control panel 8 , through which are effected control of the reciprocal movement of the movable jig 4 and measurement of the load between the table 1 and movable jig 4 .
  • the lubricating oil composition is dropped on top of the bed 6 , and the contact pressure between the table 1 and bed 6 is adjusted to 200 kPa by selecting the table weight 9 , after which the movable jig 4 is reciprocally moved at a sliding rate of 0.1 mm/min and a sliding length of 15 mm.
  • the test was carried out after 3 warm-up runs.
  • the frictional coefficients of the obtained lubricating oil compositions are shown in Tables 1 and 2.
  • test piece After 20 days had elapsed, the test piece was rinsed with solvent and then the outer appearance was visually observed, evaluating the corrosion resistance based on the presence or absence of discoloration at the gas/liquid boundary.
  • the evaluation criteria were as follows. The obtained results are shown in Tables 1 and 2.
  • Lubricating oil compositions having the compositions listed in Tables 3 and 4 were prepared for Examples B-1 to B-11.
  • the components used to prepare each lubricating oil composition were as follows.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US12/933,805 2008-03-27 2009-03-12 Lubricant composition Abandoned US20110021394A1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2008084307A JP5473240B2 (ja) 2008-03-27 2008-03-27 潤滑油組成物
JP2008-084307 2008-03-27
JP2008084377A JP2009235268A (ja) 2008-03-27 2008-03-27 潤滑油組成物
JP2008-084377 2008-03-27
PCT/JP2009/054778 WO2009119332A1 (ja) 2008-03-27 2009-03-12 潤滑油組成物

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2009/054778 A-371-Of-International WO2009119332A1 (ja) 2008-03-27 2009-03-12 潤滑油組成物

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/279,500 Continuation US9163195B2 (en) 2008-03-27 2014-05-16 Lubricant composition

Publications (1)

Publication Number Publication Date
US20110021394A1 true US20110021394A1 (en) 2011-01-27

Family

ID=41113530

Family Applications (2)

Application Number Title Priority Date Filing Date
US12/933,805 Abandoned US20110021394A1 (en) 2008-03-27 2009-03-12 Lubricant composition
US14/279,500 Active US9163195B2 (en) 2008-03-27 2014-05-16 Lubricant composition

Family Applications After (1)

Application Number Title Priority Date Filing Date
US14/279,500 Active US9163195B2 (en) 2008-03-27 2014-05-16 Lubricant composition

Country Status (4)

Country Link
US (2) US20110021394A1 (ko)
KR (1) KR101560531B1 (ko)
CN (1) CN101981170B (ko)
WO (1) WO2009119332A1 (ko)

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110053815A1 (en) * 2008-01-15 2011-03-03 Jx Nippon Oil & Energy Corporation Lubricant composition
US20110065618A1 (en) * 2008-03-25 2011-03-17 Jx Nippon Oil & Energy Corporation Lubricant oil composition for internal combustion engine
US20110218131A1 (en) * 2008-10-07 2011-09-08 Jx Nippon Oil & Energy Corporation Lubricant composition and method for producing same
US20110230685A1 (en) * 2008-10-07 2011-09-22 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US20110237477A1 (en) * 2008-10-07 2011-09-29 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US8785359B2 (en) 2009-06-04 2014-07-22 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US8796194B2 (en) 2009-09-01 2014-08-05 Jx Nippon Oil & Energy Corporation Lubricant composition
US8999904B2 (en) 2009-06-04 2015-04-07 Jx Nippon Oil & Energy Corporation Lubricant oil composition and method for making the same
US9029303B2 (en) 2009-06-04 2015-05-12 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US20150170688A1 (en) * 2013-12-18 2015-06-18 Western Digital Technologies, Inc. Grease composition additive for pivot bearing assemblies
US9163195B2 (en) 2008-03-27 2015-10-20 Jx Nippon Oil & Energy Corporation Lubricant composition
US9404062B2 (en) 2009-06-04 2016-08-02 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US20170002253A1 (en) * 2015-06-30 2017-01-05 Exxonmobil Chemical Patents Inc. Lubricant Compositions Containing Phosphates and/or Phosphites and Methods of Making and Using Same
WO2017076999A1 (en) * 2015-11-04 2017-05-11 Shell Internationale Research Maatschappij B.V. Lubricating oil composition
EP3521405A4 (en) * 2016-09-28 2020-05-27 Cosmo Oil Lubricants Co., Ltd. LUBRICATING OIL COMPOSITION FOR SLIDE GUIDE SURFACE
US10844264B2 (en) 2015-06-30 2020-11-24 Exxonmobil Chemical Patents Inc. Lubricant compositions comprising diol functional groups and methods of making and using same
US11168278B2 (en) * 2016-07-20 2021-11-09 The Lubrizol Corporation Alkyl phosphate amine salts for use in lubricants
US11384308B2 (en) 2016-07-20 2022-07-12 The Lubrizol Corporation Alkyl phosphate amine salts for use in lubricants
US11643615B2 (en) 2017-12-25 2023-05-09 Nsk Ltd. Lubricant composition

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5945486B2 (ja) * 2012-09-27 2016-07-05 Ｊｘエネルギー株式会社 金属加工油組成物
JP5960031B2 (ja) * 2012-11-08 2016-08-02 Ｊｘエネルギー株式会社 潤滑油組成物及び製造ラインの管理方法
JP6992958B2 (ja) * 2016-03-25 2022-02-04 出光興産株式会社 潤滑油組成物、内燃機関、及び内燃機関の潤滑方法
WO2021133583A1 (en) 2019-12-23 2021-07-01 Exxonmobil Research And Engineering Company Method and apparatus for the continuous production of polyurea grease

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0711822A2 (en) * 1994-11-09 1996-05-15 Shell Internationale Researchmaatschappij B.V. Lubricating oil composition
US20040224860A1 (en) * 2003-02-18 2004-11-11 Yoshiharu Baba Lubricating oil compositions
US20060223721A1 (en) * 2005-03-31 2006-10-05 Sullivan William T Additive system for lubricant
US20060229214A1 (en) * 2005-04-08 2006-10-12 Shi-Ming Wu Additive system for lubricants
US20080058235A1 (en) * 2004-03-25 2008-03-06 Katsuya Takigawa Lubricative Composition for Industrial Machinery and Equipment
US20080312115A1 (en) * 2005-03-21 2008-12-18 Marc Ribeaud Antiwear Lubricant Compositions for Use in Combustion Engines

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5012020A (en) 1989-05-01 1991-04-30 Mobil Oil Corporation Novel VI enhancing compositions and Newtonian lube blends
JPH06100880A (ja) 1992-09-18 1994-04-12 Asahi Denka Kogyo Kk 潤滑組成物
JP3924798B2 (ja) * 1995-04-25 2007-06-06 堺化学工業株式会社 炭化水素油添加剤及びそれを含む潤滑油組成物
JPH09137181A (ja) * 1995-11-10 1997-05-27 Kao Corp 冷凍機作動流体用組成物
KR970042972A (ko) 1995-12-26 1997-07-26 전성원 윤활유 조성물
JP2002302689A (ja) * 2001-04-03 2002-10-18 Nippon Oil Corp すべり案内面用潤滑油組成物
JP3914759B2 (ja) 2001-12-10 2007-05-16 出光興産株式会社 潤滑油組成物
EP2479249B1 (en) 2003-02-21 2014-01-01 Nippon Oil Corporation Lubricating oil composition for transmissions
JP4524102B2 (ja) 2003-12-25 2010-08-11 新日本石油株式会社 潤滑油組成物
JP2005187647A (ja) * 2003-12-25 2005-07-14 Nippon Oil Corp 工作機械用潤滑油及び工作機械の潤滑方法
KR101140192B1 (ko) 2004-03-23 2012-05-02 제이엑스 닛코닛세키에너지주식회사 윤활유 기유 및 그 제조 방법
JP4395424B2 (ja) 2004-09-06 2010-01-06 株式会社日立ビルシステム 乗客コンベア駆動用ローラチェーン潤滑剤組成物
JP4870452B2 (ja) * 2006-03-08 2012-02-08 Ｊｘ日鉱日石エネルギー株式会社 潤滑油組成物
JP4865430B2 (ja) * 2006-07-06 2012-02-01 Ｊｘ日鉱日石エネルギー株式会社 工作機械用潤滑油組成物
KR101560531B1 (ko) 2008-03-27 2015-10-15 제이엑스 닛코닛세키에너지주식회사 윤활유 조성물

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0711822A2 (en) * 1994-11-09 1996-05-15 Shell Internationale Researchmaatschappij B.V. Lubricating oil composition
US20040224860A1 (en) * 2003-02-18 2004-11-11 Yoshiharu Baba Lubricating oil compositions
US20080058235A1 (en) * 2004-03-25 2008-03-06 Katsuya Takigawa Lubricative Composition for Industrial Machinery and Equipment
US20080312115A1 (en) * 2005-03-21 2008-12-18 Marc Ribeaud Antiwear Lubricant Compositions for Use in Combustion Engines
US20060223721A1 (en) * 2005-03-31 2006-10-05 Sullivan William T Additive system for lubricant
US20060229214A1 (en) * 2005-04-08 2006-10-12 Shi-Ming Wu Additive system for lubricants

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9447359B2 (en) 2008-01-15 2016-09-20 Jx Nippon Oil & Energy Corporation Lubricant composition
US20110053815A1 (en) * 2008-01-15 2011-03-03 Jx Nippon Oil & Energy Corporation Lubricant composition
US8546312B2 (en) 2008-03-25 2013-10-01 Jx Nippon Oil & Energy Corporation Lubricant oil composition for internal combustion engine
US20110065618A1 (en) * 2008-03-25 2011-03-17 Jx Nippon Oil & Energy Corporation Lubricant oil composition for internal combustion engine
US9163195B2 (en) 2008-03-27 2015-10-20 Jx Nippon Oil & Energy Corporation Lubricant composition
US8648021B2 (en) 2008-10-07 2014-02-11 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US8563486B2 (en) 2008-10-07 2013-10-22 Jx Nippon Oil & Energy Corporation Lubricant composition and method for producing same
US20110237477A1 (en) * 2008-10-07 2011-09-29 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US8703663B2 (en) 2008-10-07 2014-04-22 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US20110218131A1 (en) * 2008-10-07 2011-09-08 Jx Nippon Oil & Energy Corporation Lubricant composition and method for producing same
US20110230685A1 (en) * 2008-10-07 2011-09-22 Jx Nippon Oil & Energy Corporation Lubricant base oil and a process for producing the same, and lubricating oil composition
US8999904B2 (en) 2009-06-04 2015-04-07 Jx Nippon Oil & Energy Corporation Lubricant oil composition and method for making the same
US9029303B2 (en) 2009-06-04 2015-05-12 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US9404062B2 (en) 2009-06-04 2016-08-02 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US8785359B2 (en) 2009-06-04 2014-07-22 Jx Nippon Oil & Energy Corporation Lubricant oil composition
US8796194B2 (en) 2009-09-01 2014-08-05 Jx Nippon Oil & Energy Corporation Lubricant composition
US20150170688A1 (en) * 2013-12-18 2015-06-18 Western Digital Technologies, Inc. Grease composition additive for pivot bearing assemblies
US20170002253A1 (en) * 2015-06-30 2017-01-05 Exxonmobil Chemical Patents Inc. Lubricant Compositions Containing Phosphates and/or Phosphites and Methods of Making and Using Same
US10844264B2 (en) 2015-06-30 2020-11-24 Exxonmobil Chemical Patents Inc. Lubricant compositions comprising diol functional groups and methods of making and using same
US10414964B2 (en) * 2015-06-30 2019-09-17 Exxonmobil Chemical Patents Inc. Lubricant compositions containing phosphates and/or phosphites and methods of making and using same
US20180327688A1 (en) * 2015-11-04 2018-11-15 Shell Oil Company Lubricating oil composition
CN108350386A (zh) * 2015-11-04 2018-07-31 国际壳牌研究有限公司 润滑油组合物
WO2017076999A1 (en) * 2015-11-04 2017-05-11 Shell Internationale Research Maatschappij B.V. Lubricating oil composition
US11168278B2 (en) * 2016-07-20 2021-11-09 The Lubrizol Corporation Alkyl phosphate amine salts for use in lubricants
US11384308B2 (en) 2016-07-20 2022-07-12 The Lubrizol Corporation Alkyl phosphate amine salts for use in lubricants
EP3521405A4 (en) * 2016-09-28 2020-05-27 Cosmo Oil Lubricants Co., Ltd. LUBRICATING OIL COMPOSITION FOR SLIDE GUIDE SURFACE
US11098263B2 (en) 2016-09-28 2021-08-24 Cosmo Oil Lubricants Co., Ltd. Lubricating oil composition for sliding guide surface
US11643615B2 (en) 2017-12-25 2023-05-09 Nsk Ltd. Lubricant composition

Also Published As

Publication number Publication date
US20140249060A1 (en) 2014-09-04
CN101981170B (zh) 2014-03-12
KR20100125289A (ko) 2010-11-30
WO2009119332A1 (ja) 2009-10-01
US9163195B2 (en) 2015-10-20
KR101560531B1 (ko) 2015-10-15
CN101981170A (zh) 2011-02-23

Similar Documents

Publication Publication Date Title
US9163195B2 (en) Lubricant composition
JP6513780B2 (ja) 潤滑油基油及びその製造方法並びに潤滑油組成物
JP5518468B2 (ja) 緩衝器用作動油
EP2341122B1 (en) Lubricant base oil
JP5690042B2 (ja) 潤滑油基油及びその製造方法並びに潤滑油組成物
JP5726397B2 (ja) 潤滑油基油及びその製造方法並びに潤滑油組成物
US8227384B2 (en) Lubricant base oil, method for production thereof, and lubricant oil composition
KR20110033896A (ko) 내연 기관용 윤활유 조성물
JP2010090251A (ja) 潤滑油基油及びその製造方法、潤滑油組成物
JP2009227942A (ja) 潤滑油基油及びその製造方法並びに潤滑油組成物
JP5806797B2 (ja) 潤滑油基油及びその製造方法、潤滑油組成物
JP2009235268A (ja) 潤滑油組成物
JP2010090254A (ja) 潤滑油基油及びその製造方法、潤滑油組成物
JP2010235851A (ja) 潤滑油組成物
JP2015127427A (ja) 潤滑油基油及びその製造方法、潤滑油組成物
JP2014205860A (ja) 潤滑油基油及びその製造方法、潤滑油組成物
JP5806796B2 (ja) 内燃機関用潤滑油組成物及びその製造方法
JP2015180762A (ja) 内燃機関用潤滑油組成物及びその製造方法
JP2014198857A (ja) 潤滑油基油及びその製造方法並びに潤滑油組成物

Legal Events

Date Code Title Description
AS Assignment

Owner name: JX NIPPON OIL & ENERGY CORPORATION, JAPAN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:NAKAO, HAJIME;KONISHI, SHOZABURO;YOSHIDA, TOSHIO;REEL/FRAME:025022/0376

Effective date: 20100901

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION