EP0305538B1 - Lubricating oil composition - Google Patents
Lubricating oil composition Download PDFInfo
- Publication number
- EP0305538B1 EP0305538B1 EP88902226A EP88902226A EP0305538B1 EP 0305538 B1 EP0305538 B1 EP 0305538B1 EP 88902226 A EP88902226 A EP 88902226A EP 88902226 A EP88902226 A EP 88902226A EP 0305538 B1 EP0305538 B1 EP 0305538B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ester
- lubricating oil
- succinic acid
- weight
- acid
- 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.)
- Expired - Lifetime
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M141/08—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 sulfur-, selenium- or tellurium-containing compound
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/02—Well-defined hydrocarbons
- C10M105/04—Well-defined hydrocarbons aliphatic
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
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- 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
- C10M129/72—Esters of polycarboxylic acids
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- 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
- C10M129/74—Esters of polyhydroxy compounds
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- C10M135/26—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
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- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
- C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
- C10M145/14—Acrylate; Methacrylate
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- 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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- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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- C10M2203/022—Well-defined aliphatic compounds saturated
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- C10M2223/045—Metal containing thio derivatives
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- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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- C10N2010/04—Groups 2 or 12
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- C10N2040/02—Bearings
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- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
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- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
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- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
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- 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 lubricating oil composition or, more particularly, relates to a lubricating oil composition which can be used satisfactorily for the lubrication of parts having a wet-type clutch or wet-type brake such as automatic transmissions, tractors and the like.
- Lubricating oils used for the lubrication of the parts having a wet-type clutch or wet-type brake such as automatic transmissions, tractors and the like are required have properties including good friction characteristic, oxidation stability, corrosion resistance and rustpreventiveness as well as a large torque for power transmission.
- the friction characteristic here implied is a ratio of the coefficient of static friction and the coefficient of dynamic friction and it is required that this ratio is small and little influenced by the changes in the temperature or in the lapse of time.
- the lubricating oil containing a friction modifier still has only insufficient friction characteristics along with variation of the friction characteristics by the change in the oil temperature and that the friction characteristics are subject to decrease by the degradation (changes in the lapse of time) of the oil after a long-term service.
- GB-A-2097813 discloses a lubricating oil composition
- a lubricating oil composition comprising 0.2 % wt. of a glycerol mono-oleate which can be an ester made from high molecular weight dicarboxylic acids.
- Another proposal has been made in US-A-4209411 according to which the use of metholol polyester derivatives of C12/C22 hydrocarbon succinic anhydride of acid as additives for lubricants leads to reduction of friction, however, the obtained results are still to be improved.
- the object of the present invention is to dissolve the above described problems in the prior art by a specific combination of compounds contained in a base oil and to provide a lubricating oil composition with a small shock and a large transmission torque and capable of being satisfactorily used for lubrication of automatic transmissions and the like.
- the present invention relates to a lubricating oil composition characterized in that a base oil contains (A) from 0.05 to 5% by weight of an ester of alkenyl substituted succinic acid and/or an ester of alkyl substituted succinic acid and (B) from 0.005 to 5% by weight of a fatty acid ester of a polyhydric alcohol wherein the base oil contains 0,5% by weight or less of sulfur.
- a base oil contains (A) from 0.05 to 5% by weight of an ester of alkenyl substituted succinic acid and/or an ester of alkyl substituted succinic acid and (B) from 0.005 to 5% by weight of a fatty acid ester of a polyhydric alcohol wherein the base oil contains 0,5% by weight or less of sulfur.
- the lubricating oil composition of the present invention has a good friction characteristic or, namely, a small (coefficient of static friction)/(coefficient of dynamic friction) ratio and gives a small shift shock.
- a good friction characteristic or, namely, a small (coefficient of static friction)/(coefficient of dynamic friction) ratio and gives a small shift shock.
- the change in the friction characteristics depending on the oil temperature is small, and also the changes in the lapse of time are small so that it is fully adaptable to the trend of transmissions and the like toward compact size.
- Figure 1 and Figure 3 are each a graph showing the change in time of ⁇ 0/ ⁇ 1200 at each time up to 2000 cycles in Example and Comparative Example and Figure 2 is a graph showing the temperature change thereof.
- the base oil used in the present invention is the principal ingredient of the lubricating oil composition and various kinds of mineral oils and/or synthetic oils can be used among those used in conventional lubricating oils.
- the base oil should preferably have a viscosity of 1.5 to 30 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) at 100°C and, in particular, those of 2 to 20 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) are preferred when used as an oil for automatic transmissions and an oil for wet-type brakes in agricultural tractors.
- the mineral oils include 60 neutral oil, 100 neutral oil, 150 neutral oil, 300 neutral oil and 500 neutral oil by the solvent refining or hydrogenation refining.
- the synthetic oils include polyolefins, polyglycol esters, esters of dibasic acids, polyol esters, phosphoric acid esters, silicone oils, alkyl benzenes and alkyl diphenyls as well as condensed ring and/or non-condensed ring saturated hydrocarbons and those mainly composed thereof can be used as the base oil.
- the kinematic viscosity at 100°C is from 1.5 to 30 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) or, preferably, from 2 to 20 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) and those to be used contain 0.5% by weight or less or, preferably, 0.1% by weight or less or, particularly preferably, 100 ppm or less of sulfur.
- An excess amount of the sulfur over 0.5% by weight is not preferable here due to the decrease in the oxidation stability.
- Mineral oils having a low pour point can also be used. It should have a pour point of, preferably, -15°C or below or, more preferably, -25°C or below or, particularly preferably, -35°C or below. This is because the friction characteristics can be further improved along with mitigation of the limitation relative to the temperatrue range for use.
- the preferable conditions for the mineral oil are that the content of aromatic hydrocarbons (% C A ) is 20 or smaller or, more preferably, 10 or smaller, that the total acid value is 0.1 mg KOH/g or smaller or, preferably, 0.05 mg KOH/g or smaller.
- Mineral oil having the properties as described above can be obtained by refining a distillate (boiling point under atmospheric pressure, about 250-450°C) as obtained by distillation of paraffin base crude oil, intermediate base crude oil or naphthene base crude oil, by the usual method, or by applying deep dewaxing treatment to thus obtained oil.
- a distillate boiling point under atmospheric pressure, about 250-450°C
- the distillate means an oil obtained either by atmospheric distillation of crude oil or by vacuum distillation of residual oil resulting from atmospheric distillation of crude oil.
- a method of refining is not critical, and any of the methods (1) to (5) as described below can be employed.
- a crude starting material for lubricating oil is produced from paraffin base crude oil or intermediate base crude oil by the usual method and then is subjected to severe hydrogenation treatment. In this treatment, undesirable components, such as aromatics, for the lubricating oil fraction are removed or converted into useful components. Almost all of sulfur and nitrogen components are removed at the same time.
- Such fractional distillation as to obtain the necessary viscosity is carried out by vacuum distillation. Then, the known solvent dewaxing treatment is carried out so as to dewax to the pour point that the usual paraffin base oil has, that is, about -15 to -10°C.
- Conditions for hydrogenation treatment vary with the properties, of the feed oil.
- the reaction temperature is 200 to 480°C and preferably 250 to 480°C
- the hydrogen pressure is 4,9 x 105 to 2,94 x 107 Pa (5 to 300 kg/cm2) and preferably 2,94 x 106 to 2,45 x 107 Pa (30 to 250 kg/cm2)
- the amount of hydrogen introduced is 30 to 3,000 Nm3 and preferably 100 to 2,000 Nm3.
- catalysts which are prepared by depositing catalyst components such as Groups VI, VIII group metals, preferably cobalt, nickel, molybdenum and tungsten on carriers such as alumina, silica, silica alumina, zeolite, active carbon and bauxite using the known method. It is preferred that the catalyst be previously subjected to preliminary sulfurization.
- the distillate is subjected to various treatments.
- second hydrogenation treatment or further third hydrogenation treatment the treatment may be carried out under conditions falling within the ranges as described above. Conditions at the first, second and third stage hydrogenation treatments may be the same or different. Usually the second hydrogenation treatment is carried out under more severe conditions than the first stage hydrogenation treatment, and the third stage hydrogenation treatment, under more severe conditions than the second stage hydrogenation treatment.
- Alkali distillation is carried out as a step where small amounts of acidic substances are removed to improve the stability of distillate.
- alkalis such as NaOH and KOH are added and vacuum distillation is conducted.
- Sulfuric acid washing is generally carried out as a finishing step of oil products, in which aromatic hydrocarbons, especially polycyclic aromatic hydrocarbons, olefins and sulfur compounds are removed to improve the characteristics of distillate.
- aromatic hydrocarbons especially polycyclic aromatic hydrocarbons, olefins and sulfur compounds are removed to improve the characteristics of distillate.
- 0.5 to 5% by weight of concentrated sulfuric acid is added to the distillate, the treatment is carried out at a temperature ranging between room temperature and 60°C, and thereafter neutralization using NaOH is applied.
- the aforementioned methods (1) to (5) to be employed in treatment of distillate comprise combinations of the operations as described above. Of these methods, the methods (1), (3) and (4) are particularly suitable.
- the distilled oil obtained by the treatment described above has properties including a kinematic viscosity of 1.5 to 30 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) (100°C), content of sulfur of 0.5% by weight or less and pour point of -15°C or below. Also, the content of the aromatic hydrocarbons (% C A ) is 20% or smaller and the total acid value is 0.1 mg KOH/g or smaller.
- mineral oil can provide a lubricating oil composition having a smaller (coefficient of static friction)/(coefficient of dynamic friction) ratio.
- preferable synthetic oils include polyolefins and condensed ring and non-condensed ring saturated hydrocarbons.
- saturated hydrocarbons having a cyclohexyl group and/or a decalyl group and having 10 to 40 carbon atoms are preferred.
- the saturated hydrocarbons having a cyclohexyl gorup and/or a decalyl group here are exemplified particularly by 2-methyl-2,4-dicyclohexyl pentane, cyclohexyl methyl decalin, 1-(methyl decalyl)-1-cyclohexyl ethane, 2,4-dicyclohexyl pentane and isododecyl cyclohexane.
- the base oil can be admixed according to need with a viscosity index improver and corrosion inhibitor.
- an ester of alkenyl substituted succinic acid and/or an ester of alkyl substituted succinic acid are used as the component (A).
- the ester of alkenyl substituted succinic acid or ester of alkyl substituted succinic acid can be used particularly efficiently when it is represented by the general formula [I] given below.
- R1 is an alkenyl group or an alkyl group having 6 to 30 carbon atoms or, preferably, 12 to 24 carbon atoms.
- R2 and R3 in the above given formula [I] are each a hydrogen, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 1 to 20 carbon atoms or a group represented by the general formula (in the formula, R4 is an alkylene group having 1 to 4 carbon atoms, R5 is an alkyl group having 1 to 20 carbon atoms or a hydroxy-substituted group thereof, n is an integer of 0 to 6 and x is 1 or 2).
- R2 and R3 here can be the same ones or different from each other excepting the case where R2 and R3 are both hydrogens.
- ester of alkenyl substituted succinic acid and ester of alkyl substituted succinic acid include monomethyl ester of octadecenyl succinic acid, dimethyl ester of octadecenyl succinic acid, monoethyl ester of octadecenyl succinic acid, diethyl ester of octadecenyl succinic acid, monooctyl ester of octadecenyl succinic acid, dioctyl ester of octadecenyl succinic acid, monononyl ester of octadecenyl succinic acid, dinonyl ester of octadecenyl succinic acid, monolauryl ester of octadecenyl succinic acid, dilauryl ester of octadecenyl succinic acid
- either one of the ester of alkenyl substituted succinic acid and the ester of alkyl substituted succinic acid or a mixture thereof is added as the component (A) while the amount of addition thereof depends on the properties of the desired lubricating oil composition and cannot be definitely selected. It is, however, from 0.05 to 5.0% by weight or preferably from 0.1 to 3.0% by weight. No sufficient effect can be obtained with an amount of addition smaller than 0.05% by weight while an undesirably adverse decrease is caused in the oxidation stability with an excess over 5.0% by weight.
- a fatty acid ester of a polyhydric alcohol is used as the component (B) in the present invention.
- the polyhydric alcohol here implied includes glycerin, trimethylol propane, pentaerithritol and sorbitol of which glycerin is particularly preferable.
- the fatty acid includes those having 8 to 30 carbon atoms which may be either saturated or unsaturated.
- Particular examples of the fatty acid include pelargonic acid, lauric acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid and linolenic acid.
- Exemplary of the more preferable esters are partial esters of polyhydric alcohols such as oleic acid monoglyceride, oleic acid diglyceride, stearic acid monoglyceride and stearic acid diglyceride.
- the amount of addition of the above mentioned component (B) is from 0.005 to 5% by weight or, preferably, from 0.01 to 3% by weight. No sufficient improvement can be obtained in the friction characteristics with an amount of addiiton smaller than 0.005% by weight. On the other hand, the oxidation stability is undesirably affected adversely by the addition in excess of 5% by weight.
- the lubricating oil composition of the present invention can be obtained basically by admixing the above described components (A) and (B) with the base oil but it is optional to add an acid amide or a boron derivative thereof with an object to improve the friction characteristics and simultaneously to enhance the physical properties as a lubricating oil.
- the acid amide is a reaction product of a carboxylic acid having 12 to 30 carbon atoms and an amine compound and the particular examples thereof include the reaction products of isostearic acid or oleic acid with diethylene triamine, triethylene tetramine, tetraethylene pentamine and hexaethylene pentamine.
- examples of the boron-containing derivatives of an acid amide include the reaction products of an acid amide and a boron compound (boric acid, salts of boric acid and esters of boric acid). Particular examples include those obtained by the reaction of boric acid with the above mentioned acid amide, e.g., the reaction product of isostearic acid and tetraethylene pentamine.
- the amount of addition is 0.01 to 10% by weight or, preferably, 0.05 to 3% by weight. No sufficient improving effect of the friction characteristics and cleaning and dispersing effect can be obtained with an amount of addition smaller than 0.01% by weight while, on the other hand, addition in excess of 10% by weight is undesirable due to the decrease in the coefficient of static friction resulting in a decreased transmission torque.
- an antioxidant e.g., phenol base compounds, amine base compounds and zinc dithiophosphate can be used.
- the amount of addition is 0.01 to 3% by weight or, preferably,0.05 to 2% by weight. No effect can be obtained with an amount smaller than 0.01% by weight while no remarkable improvement can be achieved even with an amount in excess of 3% by weight.
- Detergent-dispersants which can be used include an ashless base dispersant and a metal-based detergent.
- alkenylsuccinic acid imide, sulphonates and phenates are preferred.
- Representative examples of such preferred compounds are polybutenylsuccinic acid imide, calcium sulphonate, barium sulphonate, calcium phenate, barium phenate and calcium salicylate.
- the amount of addition is 0.1 to 10% by weight or, preferably, 0.5 to 5% by weight.
- the dispersibility is insufficient with an amount smaller than 0.1% by weight while an amount in excess of 10% by weight is undesirable due to the decrease in the friction characteristics.
- polymethacrylates and copolymers of olefin can be used as the viscosity index improver.
- Particularly preferable are the polymethacrylates having a molecular weight not exceeding 100,000 or, preferably, not exceeding 50,000 having excellent shearing stability and capable of preventing any viscosity changes over a long period of time.
- the amount of addition is 0.5 to 15% by weight or, preferably, 2 to 10% by weight. No improvement can be achieved in the viscosity-temperature characteristics with an amount smaller than 0.5% by weight while an amount in excess of 15% by weight is undesirable due to the decrease in the wearing resistance and the like as a result of the use of a low-viscosity base oil.
- the lubricating oil composition of the present invention can be admixed according to need with a corrosion inhibitor, rubber swelling agent and defoaming agent.
- a mineral oil I having a kinematic viscosity of 5 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) at 100°C and containing 200 ppm of sulfur was admixed with 4.0% by weight of a polymethacrylate (molecular weight 42,000), 4.0% by weight of polybutenyl succinic acid imade (molecular weight of the polybutenyl group 1000) and 0.5% by weight of an acid amide to give a base oil which was admixed with a compound in an amount indicated in Table 1 to give a lubricating oil composition.
- the thus obtained lubricating oil composition was subjected to testing according to the following methods.
- the change in time of ⁇ 0/ ⁇ 1200 was determined up to 2000 cycles at an oil temperature of 100°C.
- Figure 1 illustrates the change in time of ⁇ 0/ ⁇ 1200 at the respective moments up to 2000 cycles (100, 200, 300, 400, 500, 1000, 1500 and 2000 cycles). Further, the values of ⁇ 0/ ⁇ 1200 at 200 cycles and at 2000 cycles are shown in Table 1 as the results of the durability test.
- the oil temperature was varied stepwise at 50, 80, 100 and 120°C after a break-in up to 200 cycles at an oil temperature of 100°C and the u0/ ⁇ 1200 was determined at each temperature.
- the results are shown in Figure 2. Further, the values of ⁇ 0/ ⁇ 1200 at 50°C and 120°C are shown in Table 1 as the results of the temperature dependecy test .
- the lubricating oil compositions indicated in Table 1 were obtained in the same manner as in Examples 1 and 2 and Comparative Examples 1 and 2 excepting the use of a mineral oil II having following properties as the base oil and testing was undertaken.
- Figure 3 shows the changes in time of the ⁇ 0/ ⁇ 1200 at the respective moments up to 2000 cycles.
- Table 1 shows the results of the durability test and the temperature dependency test. Properties of the mineral oil II Kinematic viscosity (100°C) 5.0 x 10 ⁇ 6 m2 ⁇ s ⁇ 1 (centistokes) Sulfur content (ppm) 1 Pour point -45°C % C A 0.1 >
- Table 1 shows the results of the durability test and the temperature dependency test.
- the base oil was admixed, in the same manner as in Examples 1 and 2 and Comparative Examples 1 and 2 (in the same manner as in the other Examples and Comparative Examples) with 4.0% by weight of a polymethacrylate (molecular weight 42,000), 4.0% by weight of a polybutenyl succinic acid imide (molecular weight of the polybutenyl group 1000) and 0.5% by weight of an acid amide.
- the lubricating oil composition of the present invention is very effective as a lubricating oil for automatic transmissions, lubricating oil for the parts having a wet-type clutch or wet-type brake in tractors.
- composition having such characteristics in combination is also effective as a lubricating oil in shock absorbers, power steerings, hydraulic suspensions and as a combined-use oil for a plurality of these objects.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
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- Lubricants (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP47396/87 | 1987-03-02 | ||
JP4739687 | 1987-03-02 |
Publications (3)
Publication Number | Publication Date |
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EP0305538A1 EP0305538A1 (en) | 1989-03-08 |
EP0305538A4 EP0305538A4 (en) | 1989-08-16 |
EP0305538B1 true EP0305538B1 (en) | 1992-12-23 |
Family
ID=12773953
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP88902226A Expired - Lifetime EP0305538B1 (en) | 1987-03-02 | 1988-02-29 | Lubricating oil composition |
Country Status (5)
Country | Link |
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EP (1) | EP0305538B1 (enrdf_load_stackoverflow) |
JP (1) | JPH0696713B1 (enrdf_load_stackoverflow) |
KR (1) | KR900005103B1 (enrdf_load_stackoverflow) |
DE (1) | DE3876897T2 (enrdf_load_stackoverflow) |
WO (1) | WO1988006616A1 (enrdf_load_stackoverflow) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0373454A1 (en) * | 1988-12-08 | 1990-06-20 | Idemitsu Kosan Company Limited | Lubricating oil composition for power control |
JP2602102B2 (ja) * | 1989-09-20 | 1997-04-23 | 日本石油株式会社 | 内燃機関用潤滑油組成物 |
EP0454395B1 (en) * | 1990-04-23 | 1996-05-29 | Ethyl Petroleum Additives, Inc. | Automatic transmission fluids and additives therefor |
DE69102217T2 (de) * | 1990-07-09 | 1994-09-15 | Texaco Development Corp | Verwendung von einem besonderen Ester. |
CA2086757C (en) * | 1990-07-31 | 2000-03-28 | Yasuhiko Yoneto | Synergystic blend of amine/amide and ester/alcohol friction modifying agents for improved fuel economy of an internal combustion engine |
US5282990A (en) * | 1990-07-31 | 1994-02-01 | Exxon Chemical Patents Inc. | Synergistic blend of amine/amide and ester/alcohol friction modifying agents for improved fuel economy of an internal combustion engine |
BR9408353A (pt) * | 1993-12-20 | 1997-08-26 | Exxon Chemical Patents Inc | Processo e concentrado de aditivo para melhorar a durabilidade ao atrito de uma composiçõ oleaginosa e respectiva composição oleaginosa |
CA2227305C (en) * | 1995-10-18 | 2003-06-17 | Exxon Chemical Patents, Inc. | Lubricating oils of improved friction durability |
US5750476A (en) * | 1995-10-18 | 1998-05-12 | Exxon Chemical Patents Inc. | Power transmitting fluids with improved anti-shudder durability |
JP4271290B2 (ja) * | 1999-02-02 | 2009-06-03 | 出光興産株式会社 | 潤滑油組成物 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4749284B1 (enrdf_load_stackoverflow) * | 1963-04-23 | 1972-12-11 | ||
JPS601095B2 (ja) * | 1977-08-10 | 1985-01-11 | 日石三菱株式会社 | 鋳物砂型製造用離型剤 |
JPS6119698A (ja) * | 1984-07-05 | 1986-01-28 | Nippon Steel Chem Co Ltd | トラクシヨンオイル組成物 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS52114602A (en) * | 1976-03-23 | 1977-09-26 | Idemitsu Kosan Co Ltd | Lubricant composition |
US4209411A (en) * | 1979-03-23 | 1980-06-24 | Exxon Research & Engineering Co. | Methylol polyesters of C12 -C22 hydrocarbon substituted succinic anhydride or acid, their preparation and use as additives for lubricants and fuels |
US4255589A (en) * | 1979-06-29 | 1981-03-10 | Exxon Research & Engineering Co. | Process for the production of oil-soluble polyol esters of dicarboxylic acid materials in the presence of a metal salt of a hydroxy aromatic compound |
JPS5776097A (en) * | 1980-10-31 | 1982-05-12 | Nippon Petrochem Co Ltd | Lubricating oil composition for high-pressure gas compressor |
GB2097813B (en) * | 1981-05-06 | 1985-09-25 | Exxon Research Engineering Co | Glycerol esters in lubricating oils as fuel economy additives |
JPS5827346A (ja) * | 1981-08-10 | 1983-02-18 | Nippon Telegr & Teleph Corp <Ntt> | 半導体集積回路の製造方法 |
JPS58222193A (ja) * | 1982-06-18 | 1983-12-23 | Nippon Oil Co Ltd | さび止め用添加剤組成物を含有する潤滑剤組成物 |
JPH0246635B2 (ja) * | 1984-02-20 | 1990-10-16 | Idemitsu Kosan Co | Shitsushikikuratsuchomatahashitsushikibureekyojunkatsuyusoseibutsu |
JPS6210194A (ja) * | 1985-07-08 | 1987-01-19 | Nippon Oil Co Ltd | トラクシヨンドライブ用流体組成物 |
-
1988
- 1988-02-29 WO PCT/JP1988/000221 patent/WO1988006616A1/ja active IP Right Grant
- 1988-02-29 DE DE8888902226T patent/DE3876897T2/de not_active Expired - Lifetime
- 1988-02-29 JP JP63502061A patent/JPH0696713B1/ja not_active Withdrawn
- 1988-02-29 EP EP88902226A patent/EP0305538B1/en not_active Expired - Lifetime
- 1988-09-01 KR KR1019880011351A patent/KR900005103B1/ko not_active Expired
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4749284B1 (enrdf_load_stackoverflow) * | 1963-04-23 | 1972-12-11 | ||
JPS601095B2 (ja) * | 1977-08-10 | 1985-01-11 | 日石三菱株式会社 | 鋳物砂型製造用離型剤 |
JPS6119698A (ja) * | 1984-07-05 | 1986-01-28 | Nippon Steel Chem Co Ltd | トラクシヨンオイル組成物 |
Non-Patent Citations (1)
Title |
---|
Sakurai Toshio "Sekiyu Seihin Tenkazai" 10.08.74 Miyuki Shobo p. 225-227, 250 * |
Also Published As
Publication number | Publication date |
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JPH0696713B1 (enrdf_load_stackoverflow) | 1994-11-30 |
KR890013164A (ko) | 1989-09-21 |
WO1988006616A1 (en) | 1988-09-07 |
DE3876897T2 (de) | 1993-06-03 |
DE3876897D1 (de) | 1993-02-04 |
EP0305538A1 (en) | 1989-03-08 |
EP0305538A4 (en) | 1989-08-16 |
KR900005103B1 (ko) | 1990-07-19 |
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