EP2520637A1 - Basisöl zur kühlung eines geräts, gerätekühlendes öl mit dem basisöl, mit dem kühlöl zu kühlendes gerät und gerätekühlverfahren mit dem kühlöl - Google Patents
Basisöl zur kühlung eines geräts, gerätekühlendes öl mit dem basisöl, mit dem kühlöl zu kühlendes gerät und gerätekühlverfahren mit dem kühlöl Download PDFInfo
- Publication number
- EP2520637A1 EP2520637A1 EP10840849A EP10840849A EP2520637A1 EP 2520637 A1 EP2520637 A1 EP 2520637A1 EP 10840849 A EP10840849 A EP 10840849A EP 10840849 A EP10840849 A EP 10840849A EP 2520637 A1 EP2520637 A1 EP 2520637A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- cooling
- base oil
- aliphatic
- oil
- ether
- 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.)
- Withdrawn
Links
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
- 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
- C10M105/18—Ethers, e.g. epoxides
-
- 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
- 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
- C10M105/34—Esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M105/36—Esters of polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M105/38—Esters of polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M105/40—Esters containing free hydroxy or carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
- C10M2207/2815—Esters of (cyclo)aliphatic monocarboxylic acids used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
- C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/285—Esters of aromatic polycarboxylic acids
- C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
- C10M2207/2895—Partial esters containing free hydroxy groups used as base material
-
- 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
- C10N2020/017—Specific gravity or density
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/071—Branched chain 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Definitions
- the present invention relates to a base oil for cooling a device, a device-cooling oil using the base oil, a device to be cooled by the device-cooling oil, and a device cooling method using the device-cooling oil.
- An improvement in the performance of electric vehicles and hybrid vehicles results in an increase in the power density and, consequently, the heat generation of a motor. Accordingly, coil, magnet and the like have been improved in heat resistance and, further, a variety of modifications in motor design have been made for, for instance, reducing the increased heat generation resulting from the improved performance of a motor.
- For cooling a motor there have been suggested three types of methods, i.e., an air-cooling method, a water-cooling method and an oil-cooling method.
- the air-cooling method advantageously does not require any specific coolant to be prepared, but is unlikely to provide a large cooling capacity.
- the water-cooling method is excellent in cooling properties because water exhibits a high thermal conductivity.
- the oil-cooling method uses oil, which is excellent in cooling efficiency and low in electrical conductivity, so that the oil-cooling method enables directly cooling a motor, resulting in a compact design.
- an oil for cooling the motor is usable as a dual-purpose oil not only for cooling but also for lubrication (i.e., the same packaging).
- hybrid vehicles in practice use a mechanism for circulating a transmission oil to simultaneously cool a motor.
- a lubricating oil composition provided by blending a low-viscosity mineral oil or synthetic oil with at least one of (A) zinc dithiophosphate containing a hydrocarbon group, (B) triaryl phosphate and (C) triaryl thiophosphate (see Patent Literature 1).
- Patent Literature 1 does not teach anything but lowering the viscosity of the lubricating oil composition, and does not even show data on cooling properties. Additionally, neopentylglycol 2-ethyl hexanoic acid diester and alkylbenzene, which are used as base oils in Examples of Patent Literature 1, are unlikely to exhibit excellent cooling properties because of their poor thermal conductivity. Patent Literature 2 teaches in paragraph [0020] that "as an urea adduct, ... a component that deteriorates thermal conductivity...
- Patent Literature 2 teaches that a urea adduct component deteriorates thermal conductivity. It is probably wrong that "a component having a long paraffin main chain exhibits a poor thermal conductivity.” In view of the above, it is doubtful whether or not Patent Literature 2 discloses a lubricating oil composition excellent in cooling properties. Ester compounds specifically disclosed in Patent Literature 3 are azelaic acid di-2-ethylhexyl, neopentyl glycol 2-ethylhexanoate diester and 2-ethylhexyl oleate, which unfavorably exhibit a low thermal conductivity.
- An object of the invention is to provide: a base oil having excellent electrical insulation properties and thermal conductivity for cooling a device; a device-cooling oil using the base oil; a device to be cooled by the device-cooling oil; and a device cooling method using the device-cooling oil
- heat transfer coefficient heat transfer amount per unit area, unit temperature and unit time
- a fluid having a higher value of heat transfer coefficient exhibits better cooling properties. Since heat transfer coefficient is not physical properties but is variable depending on conditions such as flow rate and material type, modifications in design for increasing heat transfer coefficient have been made. For increasing heat transfer coefficient by modifications in terms of a fluid, it should be noted that since heat transfer coefficient is variable in relation to Nusselt number, Reynolds number and Prandtl number, the cooling properties of a fluid are affected by the physical properties of the fluid such as kinematic viscosity, thermal conductivity, specific heat and density.
- a fluid having smaller kinematic viscosity but larger thermal conductivity, specific heat and density exhibits better cooling properties. Accordingly, it has been considered to lower the viscosity of a fluid (e.g., a lubricating oil) for improving the cooling properties thereof.
- a fluid e.g., a lubricating oil
- the viscosity of a lubricating oil is lowered, the cooling properties are improved but a sufficient film thickness of the lubricating oil cannot be provided, thereby causing lubrication failure.
- the minimum viscosity is determined depending on conditions regarding a portion to be lubricated in a transmission or the like.
- a heat transfer coefficient during forced convection of a plate having a uniform temperature is proportional to the thermal conductivity to the power of two thirds, the specific heat to the power of one third and the density to the power of one third, so that the heat transfer coefficient is the most affected by the thermal conductivity.
- a base oil having a high thermal conductivity is favorable for a cooling oil usable in a device such as a motor.
- a correlation between the molecular structure and the thermal conductivity of a base oil has not been studied.
- basic low-molecular compounds there is only a small amount of information available.
- alcohols such as glycerin, ethyleneglycol and methanol are excellent in thermal conductivity as described in Kagaku Binran ("Handbook of Chemistry").
- polar compounds such as alcohols exhibit a poor volume resistivity (poor electrical insulation properties), so that they are not usable as a cooling oil for directly cooling a device such as motor.
- a compound having a predetermined molecular structure is excellent in cooling properties, electrical insulation properties and lubricity.
- a base oil for cooling a device a device-cooling oil using the base oil; a device to be cooled by the device-cooling oil; and a device cooling method using the device-cooling oil, as described below.
- a device-cooling oil provided by blending a base oil for cooling a device according to the invention is excellent in electrical insulation properties and thermal conductivity, and thus is favorably usable for cooling a motor, a battery, an inverter, an engine, an electric cell or the like in an electric vehicle, a hybrid vehicle or the like.
- a device-cooling base oil, a device-cooling oil containing the device-cooling base oil, a device to be cooled by the device-cooling oil, and a device cooling method using the device-cooling oil will be described below.
- a device-cooling base oil in a first exemplary embodiment of the invention contains at least one of an oleyl ester (i.e., an oleate, an oleyl alcohol ester) and an oleyl ether as a basic component.
- the oleyl ester and the oleyl ether each have 23 or more of a total number of a terminal methyl group, a methylene group and an ether group in a main chain and 1 or less of a total number of a methyl branch and an ethyl branch in a molecule.
- the "main chain” herein means a portion having the longest chain structure in the molecule.
- a main component of a base oil is provided by an oleyl ester or an oleyl ether in which the total number of a terminal methyl group(s), a methylene group(s) and an ether group(s) in the main chain is 23 or more and the total number of a methyl branch and an ethyl branch in the molecule is 1 or less.
- the number of the methylene group in the oleyl ester and the oleyl ether is preferably 22 or more, more preferably 24 or more in terms of an enhancement of cooling properties.
- Each entire structure of the oleyl ester and the oleyl ether is preferably a chain structure, more preferably a straight-chain structure, in terms of an enhancement of the cooling properties of the base oil.
- Such an oleyl ester is obtainable by typically known methods of manufacturing esters.
- a method of manufacturing the oleyl ester is subject to no limitation.
- the oleyl ester is obtainable by: a dehydration condensation reaction between oleic acid and alcohol or a dehydration condensation reaction between carboxylic acid and oleyl alcohol; a condensation reaction between oleic acid halides and alcohol or a condensation reaction between carboxylic acid halides and oleyl alcohol; and an ester exchange reaction.
- alcohol (the starting material) having a long linear alkyl chain and carboxylic acid (the starting material) having a long linear alkyl chain are preferably used for synthetic reaction such that the total number of the terminal methyl group, the methylene group and the ether group in the main chain (i.e., the longest chain in a molecule) is 23 or more and the total number of a short alkyl side chain in the molecule (i.e., the methyl branch and the ethyl branch) is 1 or less.
- carboxylic acid examples include monocarboxylic acids such as oleic acid, n-hexanoic acid, n-heptanoic acid, n-octanoic acid, n-nonanoic acid, n-decanoic acid, n-undecanoic acid, n-dodecanoic acid, n-tridecanoic acid, n-tetradecanoic acid, ethylhexanoate, butyl octanoic acid, pentyl nonanoic acid, hexyl decanoic acid, heptyl undecanoic acid, octyldodecanoic acid, methyl heptadecanoic acid and benzoic acid.
- monocarboxylic acids such as oleic acid, n-hexanoic acid, n-heptanoic acid, n-octanoic acid, n-nonanoic acid
- Examples of the alcohol (the starting material) include oleyl alcohol, n-hexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-undecanol, n-dodecanol, n-tridecanol, n-tetradecanol, ethylhexanol, butyloctanol, pentylnonanol, hexyldecanol, heptylundecanol, octyldodecanol, methylheptadecanol, benzyl alcohol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, di
- a catalyst such as titanium tetraisopropoxide may be used an esterification catalyst, or no catalyst may be used.
- the above oleyl ether may be manufactured by a typical ether manufacturing method such as the Williamson ether synthetic method, but the manufacturing method of the oleyl ether is subject to no limitation.
- the base oil of the exemplary embodiment contains 30 mass% or more of at least one of the ester and the ether described above, preferably 50 mass% or more, more preferably 60 mass% or more, further preferably 70 mass% or more, particularly preferably 80 mass% or more.
- the base oil may not exhibit a sufficient cooling properties.
- a base oil for cooling a device may be provided only by the base oil of the exemplary embodiment (at 100 mass%).
- the base oil of the exemplary embodiment has a kinematic viscosity at 40 degrees C in a range from 4 mm 2 /s to 30 mm 2 /s, preferably from 4 mm 2 /s to 20 mm 2 /s. If the kinematic viscosity of the base oil at 40 degrees C is less than 4 mm 2 /s, for instance, when the base oil is used as a dual-purpose oil not only for a motor but also for a transmission or the like, the base oil may exhibit an insufficient lubricity. On the other hand, if the kinematic viscosity of the base oil at 40 degrees C exceeds 30 mm 2 /s, the cooling properties may be insufficient. Additionally, when such a base oil is used as a cooling oil for a motor or the like, the cooling oil is unlikely to smoothly circulate within a system or the like.
- the base oil of the exemplary embodiment preferably has a thermal conductivity at 25 degrees C of 0.142 W/(m ⁇ K) or more, more preferably 0.144 W/(m ⁇ K) or more, in terms of the cooling properties.
- the base oil of the exemplary embodiment preferably has a volume resistivity at 25 degrees C of 10 10 ⁇ cm or more, more preferably 10 11 ⁇ cm or more, further preferably 10 12 ⁇ cm or more, particularly preferably 10 13 ⁇ cm or more.
- the base oil of the exemplary embodiment may be provided by blending the above-mentioned ester and ether with an additional component (base oil).
- the additional component is not particularly limited in type. However, even after blending the additional component, the viscosity range, the cooling properties, the insulation properties and the lubricity should be maintained as described above and the advantages of the invention should be achieved.
- Preferable examples of the additional component are a mineral oil and a synthetic oil.
- the mineral oil are a naphthenic mineral oil, a paraffinic mineral oil, a GTL mineral oil and a WAX-isomerized mineral oil.
- the mineral oil is exemplified by a light neutral oil, a medium neutral oil, a heavy neutral oil and a bright stock, which are provided by solvent refining or hydrogenation refining.
- the synthetic oil are polybutene and a hydrogenated product thereof, poly-alpha-olefin (e.g., 1-octene oligomer and 1-decene oligomer) and a hydrogenated product thereof, alpha-olefin copolymer, alkylbenzene, polyol ester, dibasic acid ester, polyoxyalkylene glycol, polyoxyalkylene glycol ester, polyoxyalkylene glycol ether, hindered ester, and silicone oil.
- polybutene and a hydrogenated product thereof poly-alpha-olefin (e.g., 1-octene oligomer and 1-decene oligomer) and a hydrogenated product thereof, alpha-olefin copolymer, alkylbenzene,
- a device-cooling oil containing the base oil of the exemplary embodiment is favorably usable for cooling a motor, a battery, an inverter, an engine and an electric cell or the like in an electric vehicle, a hybrid vehicle or the like. Since the viscosity of the base oil at 40 degrees C is in the above predetermined range, the device-cooling oil is excellent in lubricity, and thus is favorably usable as a dual-purpose oil not only for cooling but also for lubricating a planetary gear, a transmission or the like. A variety of additives may be blended in the device-cooling oil of the exemplary embodiment as long as an object of the invention is attainable.
- a viscosity index improver for instance, a viscosity index improver, an antioxidant, a detergent dispersant, a friction modifier (e.g., an oiliness agent and an extreme pressure agent), an antiwear agent, a metal deactivator, a pour point depressant, and an antifoaming agent can be blended as needed.
- a friction modifier e.g., an oiliness agent and an extreme pressure agent
- an antiwear agent e.g., an oiliness agent and an extreme pressure agent
- a metal deactivator e.g., a metal deactivator
- a pour point depressant e.g., a pour point depressant, and an antifoaming agent
- the respective blending ratios of the additives should be determined such that the device-cooling oil can exhibit lubricating properties while maintaining electrical insulation properties.
- the respective blending ratios are preferably determined such that the device-cooling oil has a thermal conductivity at 25 degrees C of 0.142 W/(m ⁇ K) or more, a volume resistivity at 25 degrees C of 10 10 ⁇ m or more, and a kinematic viscosity at 40 degrees C of 4 mm 2 /s to 30 mm 2 /s.
- the viscosity index improver examples include a non-dispersive polymethacrylate, a dispersive polymethacrylate, an olefin copolymer (e.g., an ethylene-propylene copolymer), a dispersive olefin copolymer, and a styrene copolymer (e.g., a styrene-diene copolymer hydride).
- the mass average molecular weight of the viscosity index improver is preferably in a range from 5,000 to 300,000.
- the mass average molecular weight is preferably in a range from 800 to 100,000.
- One of these viscosity index improvers may be singularly blended or a combination thereof may be blended.
- the content of the viscosity index improver(s) is preferably in a range from 0.1 mass% to 20 mass% of the total amount of the cooling oil.
- antioxidants such as alkylated diphenylamine, phenyl-alpha-naphthylamine, and alkylated phenyl-alpha-naphthylamine
- phenol antioxidants such as 2,6-di-t-butylphenol, 4,4'-methylenebis(2,6-di-t-butylphenol), isooctyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, and n-octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate
- sulfur-based antioxidants such as dilauryl-3,3'-thiodipropionate
- phosphorus-based antioxidants such as phosphite
- molybdenum-based antioxidants One of these antioxidants may be singularly blended or a combination thereof may be blended. Preferably, two or more of these antioxidants are blended in
- detergent dispersant examples include: metal-based cleaners such as alkaline earth metal sulfonate, alkaline earth metal phenate, alkaline earth metal salicylate, and alkaline earth metal phosphonate; and ashless dispersants such as alkenyl succinimide, benzylamine, alkylpolyamine, and alkenyl succinimide ester.
- metal-based cleaners such as alkaline earth metal sulfonate, alkaline earth metal phenate, alkaline earth metal salicylate, and alkaline earth metal phosphonate
- ashless dispersants such as alkenyl succinimide, benzylamine, alkylpolyamine, and alkenyl succinimide ester.
- One of these detergent dispersants may be singularly blended or a combination of two or more thereof may be blended.
- the content of the detergent dispersant(s) is preferably in a range from 0.1 mass% to 30 mass% of the total amount of the cooling
- Examples of the friction modifier or the antiwear agent are: sulfur compounds such as olefin sulfide, dialkyl polysulfide, diarylalkyl polysulfide, and diaryl polysulfide; phosphorus compounds such as phosphate, thiophosphate, phosphite, alkyl hydrogen phosphite, phosphate amine salt, and phosphite amine salt; chloride compounds such as chlorinated fat and oil, chlorinated paraffin, chlorinated fatty acid ester, and chlorinated fatty acid; ester compounds such as alkyl or alkenyl maleate, and alkyl or alkenyl succinate; organic acid compounds such as alkyl or alkenyl maleic acid, and alkyl or alkenyl succinic acid; and organic metal compounds such as naphthenic acid salt, zinc dithiophosphate (ZnDTP), zinc dithiocarbamate (ZnDTC), sulfurized oxymolybdenum organophosphorodi
- Examples of the metal deactivator are benzotriazole, triazole derivative, benzotriazole derivative, and thiadiazole derivative.
- the content of the metal deactivator is preferably in a range from 0.01 mass% to 3 mass%.
- Examples of the pour point depressant are an ethylene-vinyl acetate copolymer, a condensate of chlorinated paraffin and naphthalene, a condensate of chlorinated paraffin and phenol, polymethacrylate, and polyalkylstyrene, among which polymethacrylate is preferably usable.
- the content of the pour point depressant is preferably in a range from 0.01 mass% to 5 mass% of the total amount of the cooling oil.
- a liquid silicone is suitable and, specifically, methylsilicone, fluorosilicone, polyacrylate and the like are preferably usable.
- the content of the antifoaming agent is preferably in a range from 0.0005 mass% to 0.01 mass% of the total amount of the cooling oil.
- base oils shown in Table 1 were prepared and various evaluations thereof were conducted.
- a preparation method and an evaluation method (a physical properties measuring method) for the base oils are as follows.
- Example 1 Example 2
- Example 3 Example 4
- Example 5 Example 6
- Example 7 Comp. 1
- Comp. 2 Base Oil (Compound Name) oleyl oleate n-dodecyl oleate n-octyl oleate 16-methylheptadecyl oleate n-octanoic acid oleyl n-octyloleyl ether butoxyethyl oleate 2-ethylhexyl oleate group-II purified mineral oil Total of terminal methyl, methylene and ether in main chain 32 28 24 31 24 24 23 21 mixture of plural kinds Total of methyl and ethyl branches in molecule 0 0 0 1 0 0 0 1 mixture of plural kinds Thermal Conductivity (25°C) W/m ⁇ K 0.153 0.149 0.146 0.149 0.146 0.147 0.146 0.140 0.130 Volume Resistivity (25°C) ⁇ cm 4.4E+11 3.6E+12
- reaction product was washed with saturated saline three times and with 0.1 N aqueous sodium hydroxide three times and was then dried with anhydrous magnesium sulfate (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.). After filtration of magnesium sulfate, excessive alcohol (the starting material) was distilled away to obtain oleyl oleate (215 g).
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density). The results are shown in Table 1. The results of the following Examples and Comparatives are also shown in Table 1.
- Example 2 was performed in the same manner as in Example 1 except that n-dodecyl alcohol (101 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was used in place of 145 g of oleyl alcohol, so that 184 g of n-dodecyl oleate was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 3 was performed in the same manner as in Example 1 except that n-octyl alcohol (71g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was used in place of 145 g of oleyl alcohol, so that 162g of n-octyl oleate was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 4 was performed in the same manner as in Example 1 except that 16-methylheptadecanol (147g, product name: Isostearyl Alcohol EX, manufactured by KOKYU ALCOHOL KOGYO CO., LTD) was used in place of 145 g of oleyl alcohol, so that 16-methylheptadecyl oleate (212g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 5 was performed in the same manner as in Example 1 except that n-octanoic acid (65g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 107 g of oleyl alcohol were used in place of 127 g of oleic acid and 145 g of oleyl alcohol, so that n-octanoic acid oleyl (143g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- n-octyl oleyl ether 103 g was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 7 was performed in the same manner as in Example 1 except that ethylene glycol monobutyl ether (65g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was used in place of 145 g of oleyl alcohol, so that butoxyethyl oleate (158g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Comparative 1 was performed in the same manner as in Example 1 except that 2-ethylhexanol (71g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was used in place of 145 g of oleyl alcohol, so that 2-ethylhexyl oleate (161g) was obtained.
- the obtained compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, kinematic viscosity, viscosity index, density and volume resistivity).
- a purified mineral oil of Group II (manufactured by Idemitsu Kosan Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, kinematic viscosity, viscosity index, density and volume resistivity).
- a thermal conductivity was measured using a single needle sensor of KD2pro thermal properties analyzer manufactured by Decagon Device, Inc. at a room temperature of 25 degrees C.
- a volume resistivity was measured at a room temperature of 25 degrees C in accordance with JIS (Japanese Industrial Standards) C2101, 24 (Volume Resistivity Test).
- a kinematic viscosity was measured according to "Test Methods for Kinematic Viscosity of Petroleum Products" defined in JIS K 2283.
- a viscosity index was measured according to "Test Methods for Kinematic Viscosity of Petroleum Products" defined in JIS K 2283.
- a density was measured in accordance with JIS K2249, "Crude Oil and Petroleum Product—Density Test Method”.
- the base oil (a compound) according to this exemplary embodiment in each of Examples 1 to 7 was a predetermined ester or ether. Since the ester and the ether each had 23 or more of the total number of the terminal methyl group, the methylene group and the ether group in the main chain and 1 or less of the total number of the methyl branch and the ethyl branch in a molecule, the ester and the ether exhibited excellent thermal conductivity (cooling properties) and electrical insulation properties. Further, these base oils were excellent in lubricating properties because the kinematic viscosities thereof were within the predetermined range.
- a device-cooling oil using the base oil according to the invention is favorably usable as a dual-purpose oil not only for cooling a motor, a battery, an inverter, an engine, an electric cell or the like in an electric vehicle or a hybrid vehicle but also for lubricating a transmission or the like.
- the base oil in Comparative 1 was an ester obtained from alcohol having 8 carbon atoms in the same manner as in Example 3, the total number of a terminal methyl group, a methylene group and an ether group in a main chain was small, so that the base oil exhibited a poor thermal conductivity.
- the base oil according to the first exemplary embodiment contains at least one of the oleyl ester (oleate, oleyl alcohol ester) and the oleyl ether as a fundamental component.
- a device-cooling base oil according to a second exemplary embodiment of the invention contains at least one of an aliphatic monoester and an aliphatic monoether as a basic component.
- the total number of a terminal methyl group, a methylene group and an ether group in a main chain of the monoester and the monoether is 18 or more.
- the total number of a methyl branch and an ethyl branch in a molecule of the monoester and the monoether is 2 or less.
- the "main chain” herein means a portion having the longest chain structure in the molecule.
- the aliphatic monoester and the aliphatic monoether are used as main components of the base oil.
- the total number of the terminal methyl group, the methylene group and the ether group in the main chain in each of the ester and the ether is 18 or more in terms of an enhancement of cooling properties.
- the total number of the methyl branches and the ethyl branches in a molecule of the ester and the ether is 2 or less in terms of an enhancement of cooling properties.
- the number of the methylene group in each of the ester and the ether is preferably 17 or more in terms of an enhancement of cooling properties.
- the ester and the ether each preferably have a chain structure, more preferably a linear chain structure including no branch.
- Such an ester is obtainable by typically known methods of manufacturing esters.
- a method of manufacturing the oleyl ester is subject to no limitation.
- the ester is obtainable by a dehydro-condensation reaction between a carboxylic acid and alcohol, a condensation reaction between a carboxylic halide or alcohol, and a transesterification.
- a starting material having a long linear alkyl chain is preferably used for synthetic reaction such that the total number of the terminal methyl group, the methylene group and the ether group in the main chain (i.e., the longest chain in a molecule) is 18 or more and the total number of a short alkyl side chain in the molecule (i.e., the methyl branch and the ethyl branch) is 2 or less.
- Examples of the carboxylic acid include monocarboxylic acids such as oleic acid, n-hexanoic acid, n-heptanoic acid, n-octanoic acid, n-nonanoic acid, n-decanoic acid, n-undecanoic acid, n-dodecanoic acid, n-tridecanoic acid, n-tetradecanoic acid, ethylhexanoate, butyl octanoic acid, pentyl nonanoic acid, hexyl decanoic acid, heptyl undecanoic acid, octyldodecanoic acid, methyl heptadecanoic acid and benzoic acid.
- a carboxylic acid ester and a carboxylic acid chloride which are derivatives of the above carboxylic acids, are usable.
- the alcohol examples include a monool such as n-hexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-undecanol, n-dodecanol, n-tridecanol, n-tetradecanol, oleyl alcohol, ethylhexanol, butyloctanol, pentylnonanol, hexyldecanol, heptylundecanol, octyldodecanol, methylheptadecanol, benzyl alcohol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monoprop
- a catalyst such as titanium tetraisopropoxide may be used as an esterification catalyst, or no catalyst may be used.
- the ether may be manufactured by a typical ether manufacturing method such as the Williamson ether synthetic method, but the manufacturing method of the ether is subject to no limitation.
- the base oil of the exemplary embodiment contains 30 mass% or more of the ester and the ether, preferably 50 mass% or more, more preferably 60 mass% or more, further preferably 70 mass% or more, particularly preferably 80 mass% or more.
- the base oil may not exhibit a sufficient cooling properties.
- a base oil for cooling a device may be provided only by the base oil of the exemplary embodiment (at 100 mass%).
- the base oil of the exemplary embodiment has a kinematic viscosity at 40 degrees C in a range of 4 mm 2 /s to 30 mm 2 /s, preferably of 4 mm 2 /s to 20 mm 2 /s, in the same manner as in the above-mentioned exemplary embodiment. If the kinematic viscosity of the base oil at 40 degrees C is less than 4 mm 2 /s, for instance, when the base oil is used as a dual-purpose oil not only for a motor but also for a transmission or the like, the base oil may exhibit an insufficient lubricity.
- the cooling properties may be insufficient. Additionally, when such a base oil is used as a cooling oil for a motor or the like, the cooling oil is unlikely to smoothly circulate within a system or the like.
- the thermal conductivity of the base oil at 25 degrees C is preferably 0.142 W/(m ⁇ K) or more, more preferably 0.144 W/(m ⁇ K) or more in terms of the cooling properties, in the same manner as in the above-mentioned exemplary embodiment.
- the base oil of the exemplary embodiment preferably has a volume resistivity at 25 degrees C of 10 10 ⁇ cm or more, more preferably 10 11 ⁇ cm or more, further preferably 10 12 ⁇ cm or more, particularly preferably 10 13 ⁇ cm or more.
- the base oil of the exemplary embodiment may be provided by blending the above-mentioned ester and ether with an additional component (base oil) that is the same as one described in the first exemplary embodiment.
- the device-cooling oil containing the base oil of the exemplary embodiment is favorably usable for cooling a motor, a battery, an inverter, an engine and an electric cell or the like in an electric vehicle, a hybrid vehicle or the like, in the same manner as in the above-mentioned exemplary embodiment. Since the viscosity of the base oil at 40 degrees C is in the above predetermined range, the device-cooling oil is excellent in lubricity, and thus is favorably usable as a dual-purpose oil not only for cooling but also for lubricating a planetary gear, a transmission or the like. The same additives as ones described in the first exemplary embodiment may be blended in the device-cooling oil of the exemplary embodiment as long as an object of the invention is attainable.
- Example 1 Example 2
- Example 3 Example 4
- Example 5 Example 6
- Example 7 Comp 1 Comp 2 Comp 3
- 16-methylheptadecanoic acid (128 g, product name: Isostearic acid EX, manufactured by KOKYU ALCOHOL KOGYO CO., LTD)
- 1-dodecyl alcohol 101 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- mixed xylene 100 mL, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- titanium tetraisopropoxide 0.1 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- reaction product was washed with saturated saline three times and with 0.1 N aqueous sodium hydroxide three times and was then dried with anhydrous magnesium sulfate (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.). After filtration of magnesium sulfate, excessive alcohol (the starting material) was distilled away to obtain 16-methylheptadecanoic acid n-dodecyl (182 g).
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density). The results are shown in Table 2. The results of the following Examples and Comparatives are also shown in Table 2.
- Example 2 was performed in the same manner as in Example 1 except that 2-heptyl undecanoic acid (128 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was used in place of 16-methylheptadecanoic acid (128 g), so that 2-heptylundecanoic acid n-dodecyl (180 g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 3 was performed in the same manner as in Example 1 except that 16-methylheptadecaol (134 g, product name: Isostearyl Alcohol EX, KOKYU ALCOHOL KOGYO CO., LTD) was used in place of 1-dodecyl alcohol (101 g), so that 16-methylheptadecanoic acid 16-methylheptadecyl (206 g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 4 was performed in the same manner as in Example 1 except that n-decanoic acid (78 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 1-decyl alcohol (86 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 128 g of 16-methylheptadecanoic acid and 101 g of 1-dodecyl alcohol, so that n-decanoic acid n-dodecyl (132 g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 5 was performed in the same manner as in Example 1 except that n-octanoic acid (72g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 2-octyldodecanol (119 g, product name: NJCOL 200A, manufactured by New Japan chemical Co., Ltd.) were used in place of 128 g of 16-methylheptadecanoic acid and 1-dodecyl alcohol (101 g), so that n-octanoic acid 2-octyldodecyl (132 g) was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- 2-octyldodecanol 300 g, product name: NJCOL 200A, manufactured by New Japan chemical Co., Ltd.
- 1-bromooctane 300 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- tetrabutyl ammonium bromide 30 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- an aqueous sodium hydroxide 500 g, obtained by dissolving 150 g of sodium hydroxide in 350g of water.
- the mixture was reacted at 50 degrees C for 20 hours with stirring. After the reaction, the reaction mixture was transferred to a separating funnel. An organic phase was washed five times with water (500 mL).
- Example 7 was performed in the same manner as in Example 1 except that n-octanoic acid (144g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and triethylene glycol monobutyl ether (165 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 128 g of 16-methylheptadecanoic acid and 101 g of 1-dodecyl alcohol, so that 188 g of n-octanoic acid ester of triethylene glycol monobutyl ether was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Comparative 1 was performed in the same manner as in Example 1 except that 3,5,5-trimethylhexanoic acid (79 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 2-octyldodecanol (119 g, product name: NJCOL 200A, manufactured by New Japan chemical Co., Ltd.) were used in place of 16-methylheptadecanoic acid (128 g) and 1-dodecyl alcohol (101 g), so that 139 g of 3,5,5-trimethylhexanoic acid 2-octyldodecyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Comparative 2 was performed in the same manner as in Example 1 except that 2,2,4,8,10,10-hexamethyl-5-undecanoic acid (114 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 3,5,5-trimethyl hexanol (72 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 16-methylheptadecanoic acid (128 g) and 1-dodecyl alcohol (101 g), so that 148 g of 2,2,4,8,10,10-hexamethyl-5-undecanoic acid 3,5,5-trimethyl hexyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- 1-decanol (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- a purified mineral oil of Group II (manufactured by Idemitsu Kosan Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index, and density).
- the total number of a terminal methyl group(s), a methylene group(s) and an ether group(s) in the main chain was 18 or more and the total number of a methyl branch and an ethyl branch in a molecule was 2 or less, so that these base oils were excellent in thermal conductivity (cooling properties) and electrical insulation properties. Further, these base oils were excellent in lubricating properties because the kinematic viscosities thereof were within the predetermined range.
- a device-cooling oil using the base oil according to the invention is favorably usable as a dual-purpose oil not only for cooling a motor, a battery, an inverter, an engine, an electric cell or the like in an electric vehicle or a hybrid vehicle but also for lubricating a transmission or the like.
- the base oil of Comparative 1 is an ester obtained from 2-octyldodecanol in the same manner as in Example 5, the base oil exhibits a poor thermal conductivity because of a large number of methyl branches.
- the ester of Comparative 2 exhibits an extremely poor thermal conductivity because of an extremely large number of methyl branches.
- the base oil of Comparative 3 is alcohol and exhibits a favorable thermal conductivity but exhibits poor electrical insulation properties.
- Comparative 4 in which the purified mineral oil was used, since the base oil was a mixture of many kinds of isomers, the above parameters on the main chain and the molecule were not within a predetermined range, so that the base oil exhibited a poor thermal conductivity.
- the base oil according to the first exemplary embodiment contains at least one of the oleyl ester (oleate, oleyl alcohol ester) and the oleyl ether as a fundamental component.
- the base oil according to the second exemplary embodiment contains at least one of the aliphatic monoester and the aliphatic monoether as a fundamental component.
- the device-cooling base oil according to the third exemplary embodiment of the invention contains at least one of a divalent aliphatic carboxylic acid diester and a divalent aliphatic alcohol diether as a fundamental component.
- the aliphatic diester and the aliphatic diether each have 20 or more of a total number of a terminal methyl group, a methylene group and an ether group in a main chain and 2 or less of a total number of a methyl branch and an ethyl branch in the aliphatic diester and the aliphatic diether.
- the "main chain” herein means a portion having the longest chain structure in the molecule.
- At least one of the aliphatic diester and the aliphatic diether is used as main components of the base oil.
- the aliphatic diester and the aliphatic diether each have 20 or more of the total number of the terminal methyl group, the methylene group and the ether group in the main chain and 2 or less of the total number of the methyl branch and the ethyl branch in the molecule.
- the number of the methylene group in the diester and the diether is preferably 18 or more, more preferably 19 or more in terms of an enhancement of cooling properties.
- the diester and the diether preferably have a linear chain structure in terms of an enhancement of the cooling properties of the base oil.
- Such an aliphatic diester is obtainable by typically known methods of manufacturing esters.
- a method of manufacturing the aliphatic diester ester is subject to no limitation.
- the aliphatic diester is obtainable by: a dehydration condensation reaction between a divalent carboxylic acid and alcohol or a dehydration condensation reaction between divalent alcohol and a carboxylic acid; a condensation reaction between a divalent carboxylic acid dihalide and alcohol or a condensation reaction between divalent alcohol and a carboxylic acid halide; and a transesterification.
- a starting material having a long linear alkyl chain is preferably used for synthetic reaction such that the total number of the terminal methyl group, the methylene group and the ether group in the main chain (i.e., the longest chain in a molecule) is 20 or more and the total number of a short alkyl side chain in the molecule (i.e., the methyl branch and the ethyl branch) is 2 or less.
- Examples of the carboxylic acid include: dicarboxylic acids such as adipic acid, azelaic acid, sebacic acid, and 1,10-decamethylene dicarboxylic acid; monocarboxylic acids such as n-butanoic acid, n-pentanoic acid, n-hexanoic acid, n-heptanoic acid, n-octanoic acid, n-nonanoic acid, n-decanoic acid, n-undecanoic acid, n-dodecanoic acid, n-tridecanoic acid, n-tetradecanoic acid, ethylhexanoate, and butyl octanoic acid.
- dicarboxylic acids such as adipic acid, azelaic acid, sebacic acid, and 1,10-decamethylene dicarboxylic acid
- monocarboxylic acids such as n-butanoic acid, n
- Examples of the alcohol (the starting material) include: a monool such as n-hexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-undecanol, n-dodecanol, n-tridecanol, n-tetradecanol, oleyl alcohol, ethylhexanol, butyloctanol, pentylnonanol, hexyldecanol, heptylundecanol, octyldodecanol, and methylheptadecanol; and a diol such as ethylene glycol, 1,3-propane diol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexandiol, diethylene glycol, triethylene glycol, tetraethylene glycol,
- a catalyst such as titanium tetraisopropoxide may be used as an esterification catalyst, or no catalyst may be used.
- the diether may be manufactured by a typical ether manufacturing method such as the Williamson ether synthetic method, but the manufacturing method of the ether is subject to no limitation.
- the base oil of the exemplary embodiment contains 30 mass% or more of the diester and the diether, preferably 50 mass% or more, more preferably 60 mass% or more, further preferably 70 mass% or more, particularly preferably 80 mass% or more.
- the base oil may not exhibit a sufficient cooling properties.
- a base oil for cooling a device may be provided only by the base oil of the exemplary embodiment (at 100 mass%).
- the base oil of the exemplary embodiment has a kinematic viscosity at 40 degrees C in a range of 4 mm 2 /s to 30 mm 2 /s, preferably of 4 mm 2 /s to 20 mm 2 /s, in the same manner as in the above-mentioned exemplary embodiment. If the kinematic viscosity of the base oil at 40 degrees C is less than 4 mm 2 /s, for instance, when the base oil is used as a dual-purpose oil not only for a motor but also for a transmission or the like, the base oil may exhibit an insufficient lubricity.
- the cooling properties may be insufficient. Additionally, when such a base oil is used as a cooling oil for a motor or the like, the cooling oil is unlikely to smoothly circulate within a system or the like.
- the thermal conductivity of the base oil at 25 degrees C is preferably 0.142 W/(m ⁇ K) or more, more preferably 0.144 W/(m ⁇ K) or more in terms of the cooling properties, in the same manner as in the above-mentioned exemplary embodiment.
- the base oil of the exemplary embodiment preferably has a volume resistivity at 25 degrees C of 10 10 ⁇ cm or more, more preferably 10 11 ⁇ cm or more, further preferably 10 12 ⁇ cm or more.
- the base oil of the exemplary embodiment may be provided by blending the above-mentioned ester and ether with an additional component (base oil) that is the same as one described in the first exemplary embodiment.
- the device-cooling oil containing the base oil of the exemplary embodiment is favorably usable for cooling a motor, a battery, an inverter, an engine and an electric cell or the like in an electric vehicle, a hybrid vehicle or the like, in the same manner as in the above-mentioned exemplary embodiment. Since the viscosity of the base oil at 40 degrees C is in the above predetermined range, the device-cooling oil is excellent in lubricity, and thus is favorably usable as a dual-purpose oil not only for cooling but also for lubricating a planetary gear, a transmission or the like. The same additives as ones described in the first exemplary embodiment may be blended in the device-cooling oil of the exemplary embodiment as long as an object of the invention is attainable.
- azelaic acid (94 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.), 1-octanol (156 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.), mixed xylene (100 mL, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.), and titanium tetraisopropoxide (0.1 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were put.
- a reaction was conducted at 140 degrees C for two hours while water was distilled away under nitrogen stream with stirring.
- reaction product was washed with saturated saline three times and with 0.1 N aqueous sodium hydroxide three times and was then dried with anhydrous magnesium sulfate (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.). After filtration of magnesium sulfate, excessive alcohol (the starting material) was distilled away to obtain azelaic acid di-n-octyl (188g).
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density). The results are shown in Table 3. The results of the following Examples and Comparatives are also shown in Table 3.
- Example 2 was performed in the same manner as in Example 1 except that 75 g of azelaic acid, 53 g of 1-octanol (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 65 g of 2-ethylhexanol (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 94 g of azelaic acid and 156g of 1-octanol, so that 145 g of a mixture containing 30 mass% of azelaic acid di-n-octyl, 45 mass% of azelaic acid n-octyl 2-ethylhexyl, and 25 mass% of azelaic acid di-2-ethylhexyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Dodecanedioic acid di-2-ethylhexyl (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 4 was performed in the same manner as in Example 1 except that 81g of sebacic acid, 53 g of 1-octanol (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 65 g of 2-ethylhexanol (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 94g of azelaic acid and 156g of 1-octanol, so that 147g of a mixture containing 32 mass% of sebacic acid di-n-octyl, 46 mass% of sebacic acid n-octyl 2-ethylhexyl, and 22 mass% of sebacic acid di-2-ethylhexyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 6 was performed in the same manner as in Example 1 except that 2-ethyl hexanoic acid (130 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and polytetrahydrofuran 250 (75 g, a reagent manufactured by Sigma-Aldrich Co. LLC.) were used in place of 94 g of azelaic acid and 156 g of 1-octanol, so that 126 g of 2-ethylhexanoic acid diester of polytetrahydrofuran 250 was obtained.
- This ester was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 7 was performed in the same manner as in Example 1 except that n-octanoic acid (180 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and triethylene glycol (75 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 94 g of azelaic acid and 156 g of 1-octanol, so that 163 g of n-octanoic acid diester of triethylene glycol was obtained.
- This ester was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Azelaic acid di-2-ethylhexyl (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Comparative 2 was performed in the same manner as in Example 1 except that n-octanoic acid (173 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and neopentyl glycol (52 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 94 g of azelaic acid and 156 g of 1-octanol, so that 160 g of neopentyl glycol n-octanoic acid diester was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Comparative 3 was performed in the same manner as in Example 1 except that 2-ethylhexane acid (165 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and neopentyl glycol (52 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 94 g of azelaic acid and 156 g of 1-octanol, so that 160 g of neopentyl glycol 2-ethylhexane acid diester was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- a purified mineral oil of Group II (manufactured by Idemitsu Kosan Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index, and density).
- the base oil (a compound) according to this exemplary embodiment in each of Examples 1 to 7 was a predetermined ester or ether. Since the ester and the ether each had 20 or more of the total number of the terminal methyl group, the methylene group and the ether group in the main chain and 2 or less of the total number of the methyl branch and the ethyl branch in a molecule, the ester and the ether exhibited excellent thermal conductivity (cooling properties) and electrical insulation properties. Further, these base oils were excellent in lubricating properties because the kinematic viscosities thereof were within the predetermined range.
- a device-cooling oil using the base oil according to the exemplary embodiment is favorably usable as a dual-purpose oil not only for cooling a motor, a battery, an inverter, an engine, an electric cell or the like in an electric vehicle or a hybrid vehicle but also for lubricating a transmission or the like.
- the esters of Comparatives 1 and 2 had a poor thermal conductivity because of the short main chain and a small number of the methylene groups.
- the ester of Comparative 3 had an extremely poor thermal conductivity because of a large number of the methyl branches and the ethyl branches in addition to the short main chain and the small number of the methylene groups.
- the base oil according to the first exemplary embodiment contains at least one of the oleyl ester (oleate, oleyl alcohol ester) and the oleyl ether as a fundamental component.
- the base oil according to the second exemplary embodiment contains at least one of the aliphatic monoester and the aliphatic monoether as a fundamental component.
- the base oil according to the third exemplary embodiment contains at least one of the divalent aliphatic carboxylic acid diester, the divalent aliphatic alcohol diester and the divalent aliphatic alcohol diether as a basic component.
- the device-cooling base oil according to a fourth exemplary embodiment of the invention contains at least one of aliphatic triester, aliphatic triether, aliphatic tri(etherester), aliphatic tetraester, aliphatic tetraether, aliphatic tetra(etherester), aromatic diester, aromatic diether and aromatic di(etherester) as a main component of the base oil.
- Each of molecules of the esters, the ethers and the etheresters have 18 or more of a total number of a terminal methyl group, a methylene group and an ether group in a main chain.
- Each of the molecules of the esters and the ethers has 1 or less of a total number of a methyl branch and an ethyl branch.
- the main chain refers to the longest chain, which may interpose an aromatic ring, in a molecule.
- the aliphatic tri(etherester) refers to a compound having three in total of an ether group and an ester group.
- the aliphatic tetra(etherester) refers to a compound having four in total of an ether group and an ester group.
- Aromatic di(etherester) refers to a compound having two in total of an ether group and an ester group.
- the ester and the ether having a long chain structure are advantageous. Since the aromatic ring is so rigid as to hardly diffuse molecular vibrational energy, even when long chain structures are bonded to each other through the aromatic ring, a thermal conductivity is hardly reduced. Accordingly, when an aromatic compound is used in the exemplary embodiment, the longest chain interposing the aromatic ring is defined as the main chain.
- At least one of aliphatic triester, aliphatic triether, aliphatic tri(etherester), aliphatic tetraester, aliphatic tetraether, aliphatic tetra(etherester), aromatic diester, aromatic diether and aromatic di(etherester) is used as a main component of the base oil.
- the total number of the terminal methyl group, the methylene group and the ether group in the main chain in each of the ester, the ether and the etherester is 18 or more in terms of an enhancement of cooling properties.
- the total number of the methyl branches and the ethyl branches in a molecule of the ester, the ether and the etherester is 1 or less in terms of an enhancement of cooling properties.
- the ester, the ether and the etherester preferably contain none of the above-mentioned methyl branch and ethyl branch in terms of an enhancement of cooling properties.
- Such an ester is obtainable by typically known methods of manufacturing esters.
- a method of manufacturing the oleyl ester is subject to no limitation.
- the ester is obtainable by a dehydro-condensation reaction between a carboxylic acid and alcohol, a condensation reaction between a carboxylic halide or alcohol, and a transesterification.
- a starting material having a long linear alkyl chain may be used for synthetic reaction such that the total number of the terminal methyl group, the methylene group and the ether group in the main chain (i.e., the longest chain in a molecule) is 18 or more and the total number of a short alkyl side chain in the molecule (i.e., the methyl branch and the ethyl branch) is 1 or less.
- Examples of the carboxylic acid include an aliphatic carboxylic acid and an aromatic carboxylic acid.
- Examples of the carboxylic acid include: monocarboxylic acids such n-hexanoic acid, n-heptanoic acid, n-octanoic acid, n-nonanoic acid, n-decanoic acid, n-undecanoic acid, n-dodecanoic acid, n-tridecanoic acid, n-tetradecanoic acid, oleic acid, ethylhexanoic acid, butyl octanoic acid, pentyl nonanoic acid, hexyl decanoic acid, heptyl undecanoic acid, octyldodecanoic acid, methyl heptadecanoic acid, salicylic acid, 4-hydroxybenzoic acid, benzoic acid and phenylacetic acid; and dicarboxylic acids
- Examples of the alcohol (the starting material) include: a monool such as n-hexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-undecanol, n-dodecanol, n-tridecanol, n-tetradecanol, oleyl alcohol, ethylhexanol, butyloctanol, pentylnonanol, hexyldecanol, heptylundecanol, octyldodecanol, methylheptadecanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether
- a catalyst such as titanium tetraisopropoxide may be used as an esterification catalyst, or no catalyst may be used.
- the ether may be manufactured by a typical ether manufacturing method such as the Williamson ether synthetic method, but the manufacturing method of the ether is subject to no limitation.
- the base oil of the exemplary embodiment contains 30 mass% or more of the ester and the ether, preferably 50 mass% or more, more preferably 60 mass% or more, further preferably 70 mass% or more, particularly preferably 80 mass% or more.
- the base oil may not exhibit a sufficient cooling properties.
- a base oil for cooling a device may be provided only by the base oil of the exemplary embodiment (at 100 mass%).
- the base oil of the exemplary embodiment has a kinematic viscosity at 40 degrees C in a range of 4 mm 2 /s to 30 mm 2 /s, preferably of 4 mm 2 /s to 20 mm 2 /s, in the same manner as in the above-mentioned exemplary embodiment. If the kinematic viscosity of the base oil at 40 degrees C is less than 4 mm 2 /s, for instance, when the base oil is used as a dual-purpose oil not only for a motor but also for a transmission or the like, the base oil may exhibit an insufficient lubricity.
- the cooling properties may be insufficient. Additionally, when such a base oil is used as a cooling oil for a motor or the like, the cooling oil is unlikely to smoothly circulate within a system or the like.
- the thermal conductivity of the base oil at 25 degrees C is preferably 0.142 W/(m ⁇ K) or more, more preferably 0.144 W/(m ⁇ K) or more in terms of the cooling properties, in the same manner as in the above-mentioned exemplary embodiment.
- the base oil of the exemplary embodiment preferably has a volume resistivity at 25 degrees C of 10 10 ⁇ cm or more, more preferably 10 11 ⁇ cm or more, further preferably 10 12 ⁇ cm or more, particularly preferably 10 13 ⁇ cm or more.
- the base oil of the exemplary embodiment may be provided by blending the above-mentioned ester and ether with an additional component (base oil) that is the same as one described in the first exemplary embodiment.
- the device-cooling oil containing the base oil of the exemplary embodiment is favorably usable for cooling a motor, a battery, an inverter, an engine and an electric cell or the like in an electric vehicle, a hybrid vehicle or the like, in the same manner as in the above-mentioned exemplary embodiment. Since the viscosity of the base oil at 40 degrees C is in the above predetermined range, the device-cooling oil is excellent in lubricity, and thus is favorably usable as a dual-purpose oil not only for cooling but also for lubricating a planetary gear, a transmission or the like. The same additives as ones described in the first exemplary embodiment may be blended in the device-cooling oil of the exemplary embodiment as long as an object of the invention is attainable.
- n-octanoic acid 173 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- pentaerythritol 34 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- mixed xylene 100 mL, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- titanium tetraisopropoxide 0.1 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.
- Example 2 was performed in the same manner as in Example 1 except that 159 g of n-octanoic acid and 40 g of trimethylolpropane (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 173 g of n-octanoic acid and 34 g of pentaerythritol, so that 139 g of trimethylolpropane tri-n-octanoic acid ester was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 3 was performed in the same manner as in Example 1 except that phthalic anhydride (44 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 1-dodecanol (149 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 173 g of n-octanoic acid and 34 g of pentaerythritol, so that 137 g of phthalic acid di-n-dodecyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Example 4 was performed in the same manner as in Example 1 except that isophthalic acid (50 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) and 1-octanol (104 g, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) were used in place of 173 g of n-octanoic acid and 34 g of pentaerythritol, so that 107 g of isophthalic acid di-n-octyl was obtained.
- This compound was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- a reaction was conducted at 140 degrees C for two hours while water was distilled away under nitrogen stream with stirring, thereby esterifying unreacted alcohol portion of trimethylolpropane. After washing with saturated saline, excessive n-octanoic acid was distilled away. The obtained product was washed with 0.1 N aqueous sodium hydroxide three times and was dried with anhydrous magnesium sulfate (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.).
- Trimethylolpropane 2-ethyl hexanoic acid triester (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- Phthalic acid di-2-ethylhexyl (a reagent manufactured by Tokyo Chemical Industry Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index and density).
- a purified mineral oil of Group II (manufactured by Idemitsu Kosan Co., Ltd.) was measured in terms of the physical properties thereof (i.e., thermal conductivity, volume resistivity, kinematic viscosity, viscosity index, and density).
- the total number of a terminal methyl group(s) and a methylene group(s) in the main chain was 18 or more and the total number of a methyl branch and an ethyl branch in the molecule was 1 or less, so that these base oils were excellent in thermal conductivity (cooling properties) and electrical insulation properties. Further, these base oils were excellent in lubricating properties because the kinematic viscosities thereof were within the predetermined range.
- a device-cooling oil using the base oil according to the invention is favorably usable as a dual-purpose oil not only for cooling a motor, a battery, an inverter, an engine, an electric cell or the like in an electric vehicle or a hybrid vehicle but also for lubricating a transmission or the like.
- the base oil of Comparative 1 was a triester of trimethylolpropane in the same manner as the base oil of Example 2, the base oil of Comparative 1 exhibited a poor thermal conductivity because of a short main chain and a large number of ethyl branches.
- the base oil of Comparative 2 was a phthalic acid ester in the same manner as the base oil of Example 3, the base oil of Comparative 2 exhibited a poor thermal conductivity because of a short main chain and a large number of ethyl branches.
- the base oil was a mixture of many kinds of isomers, the above parameters on the main chain and the molecule were not within a predetermined range, so that the base oil exhibited a poor thermal conductivity.
- the invention is applicable to a base oil for cooling a device, a device-cooling oil using the base oil, a device to be cooled by the device-cooling oil, and a device cooling method using the device-cooling oil.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2009297781 | 2009-12-28 | ||
JP2009297782 | 2009-12-28 | ||
JP2010001131 | 2010-01-06 | ||
JP2010003132 | 2010-01-08 | ||
JP2010002499 | 2010-01-08 | ||
JP2010149689 | 2010-06-30 | ||
JP2010180477A JP2011157542A (ja) | 2010-01-06 | 2010-08-11 | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 |
JP2010180475A JP2012031359A (ja) | 2009-12-28 | 2010-08-11 | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 |
JP2010180474A JP2011157540A (ja) | 2009-12-28 | 2010-08-11 | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 |
JP2010180476A JP2011157541A (ja) | 2010-01-08 | 2010-08-11 | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 |
PCT/JP2010/071817 WO2011080991A1 (ja) | 2009-12-28 | 2010-12-06 | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2520637A1 true EP2520637A1 (de) | 2012-11-07 |
EP2520637A4 EP2520637A4 (de) | 2013-10-30 |
Family
ID=46860639
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10840849.3A Withdrawn EP2520637A4 (de) | 2009-12-28 | 2010-12-06 | Basisöl zur kühlung eines geräts, gerätekühlendes öl mit dem basisöl, mit dem kühlöl zu kühlendes gerät und gerätekühlverfahren mit dem kühlöl |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP2520637A4 (de) |
KR (1) | KR20120112666A (de) |
CN (1) | CN102695782A (de) |
WO (1) | WO2011080991A1 (de) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3315590A1 (de) | 2016-10-27 | 2018-05-02 | Total Marketing Services | Verwendung von kohlenwasserstoffflüssigkeiten in elektrischen fahrzeugen |
WO2018078290A1 (fr) | 2016-10-27 | 2018-05-03 | Total Marketing Services | Composition pour vehicule electrique |
WO2019077105A1 (fr) | 2017-10-20 | 2019-04-25 | Total Marketing Services | Composition pour refroidir et lubrifier un système de motorisation d'un véhicule |
US10442285B2 (en) | 2015-11-24 | 2019-10-15 | Toyota Jidosha Kabushiki Kaisha | Cooling apparatus for vehicle |
WO2020132078A1 (en) * | 2018-12-20 | 2020-06-25 | Exxonmobil Research And Engineering Company | Low viscosity lubricating oil compositions with increasing flash point |
WO2021063759A1 (en) * | 2019-09-30 | 2021-04-08 | Basf Se | Use of lubricants with carboxylic acid esters in electric vehicles |
US20220131205A1 (en) * | 2019-03-13 | 2022-04-28 | Total Marketing Services | Use of an ester in a cooling composition |
US11447678B2 (en) | 2019-11-01 | 2022-09-20 | Toyota Jidosha Kabushiki Kaisha | Coolant composition and cooling system |
US20230265353A1 (en) * | 2020-07-22 | 2023-08-24 | Idemitsu Kosan Co.,Ltd. | Lubricating oil composition |
EP4321592A1 (de) | 2022-08-08 | 2024-02-14 | OQ Chemicals GmbH | Effiziente und umweltfreundliche kühlmittel zur direkten kühlung elektrischer akkumulatoren |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3083244B1 (fr) * | 2018-07-02 | 2020-07-17 | Total Marketing Services | Composition pour refroidir et lubrifier un systeme de propulsion d'un vehicule electrique ou hybride |
US11085006B2 (en) * | 2019-07-12 | 2021-08-10 | Afton Chemical Corporation | Lubricants for electric and hybrid vehicle applications |
CN113736552A (zh) * | 2021-09-22 | 2021-12-03 | 东莞市金龙珠宝首饰有限公司 | 贵金属冷却液 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1057272B (de) * | 1951-06-25 | 1959-05-14 | Iashellia Res Ltd | Schmieroel auf der Basis fluessiger Ester |
EP0405897A2 (de) * | 1989-06-26 | 1991-01-02 | Praxair S.T. Technology, Inc. | Beschichteter Artikel |
DE3929069A1 (de) * | 1989-09-01 | 1991-03-07 | Henkel Kgaa | Neues basisoel fuer die schmierstoffindustrie |
US20030153472A1 (en) * | 2001-12-27 | 2003-08-14 | Katsumi Nagano | Fluid Bearing unit and lubricating oil composition for bearing |
JP2005281603A (ja) * | 2004-03-30 | 2005-10-13 | Nippon Oil Corp | パッケージエアコンディショナー用冷凍機油組成物 |
WO2006015341A1 (en) * | 2004-07-30 | 2006-02-09 | Minebea Co., Ltd. | Lithium grease composition sealed in a small motor bearing to reduce noise |
US20090318316A1 (en) * | 2006-09-13 | 2009-12-24 | Japan Energy Corporation | Lubricating oil composition and lubricating oil for fluid dynamic bearing as well as fluid dynamic bearing and method for lubricating fluid dynamic bearing using the same |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08259980A (ja) * | 1995-03-17 | 1996-10-08 | Tonen Corp | 潤滑油組成物 |
JP4105862B2 (ja) * | 2000-11-08 | 2008-06-25 | 出光興産株式会社 | 潤滑油組成物及びそれを用いた軸受 |
WO2002097017A1 (en) | 2001-05-28 | 2002-12-05 | Nissan Motor Co., Ltd. | Transmission oil composition for automobile |
JP4563082B2 (ja) * | 2004-06-03 | 2010-10-13 | 出光興産株式会社 | 潤滑油基油及び潤滑油組成物 |
JP5159159B2 (ja) * | 2007-05-08 | 2013-03-06 | 出光興産株式会社 | 内燃機関用潤滑油基油および内燃機関用潤滑油組成物 |
JP2009161604A (ja) | 2007-12-28 | 2009-07-23 | Nippon Oil Corp | 自動車用変速機油組成物 |
JP5647389B2 (ja) | 2008-03-31 | 2014-12-24 | Jx日鉱日石エネルギー株式会社 | 自動車用変速機油組成物 |
-
2010
- 2010-12-06 WO PCT/JP2010/071817 patent/WO2011080991A1/ja active Application Filing
- 2010-12-06 KR KR1020127019908A patent/KR20120112666A/ko not_active Application Discontinuation
- 2010-12-06 CN CN2010800604586A patent/CN102695782A/zh active Pending
- 2010-12-06 EP EP10840849.3A patent/EP2520637A4/de not_active Withdrawn
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1057272B (de) * | 1951-06-25 | 1959-05-14 | Iashellia Res Ltd | Schmieroel auf der Basis fluessiger Ester |
EP0405897A2 (de) * | 1989-06-26 | 1991-01-02 | Praxair S.T. Technology, Inc. | Beschichteter Artikel |
DE3929069A1 (de) * | 1989-09-01 | 1991-03-07 | Henkel Kgaa | Neues basisoel fuer die schmierstoffindustrie |
US20030153472A1 (en) * | 2001-12-27 | 2003-08-14 | Katsumi Nagano | Fluid Bearing unit and lubricating oil composition for bearing |
JP2005281603A (ja) * | 2004-03-30 | 2005-10-13 | Nippon Oil Corp | パッケージエアコンディショナー用冷凍機油組成物 |
WO2006015341A1 (en) * | 2004-07-30 | 2006-02-09 | Minebea Co., Ltd. | Lithium grease composition sealed in a small motor bearing to reduce noise |
US20090318316A1 (en) * | 2006-09-13 | 2009-12-24 | Japan Energy Corporation | Lubricating oil composition and lubricating oil for fluid dynamic bearing as well as fluid dynamic bearing and method for lubricating fluid dynamic bearing using the same |
Non-Patent Citations (1)
Title |
---|
See also references of WO2011080991A1 * |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10442285B2 (en) | 2015-11-24 | 2019-10-15 | Toyota Jidosha Kabushiki Kaisha | Cooling apparatus for vehicle |
US11473029B2 (en) | 2016-10-27 | 2022-10-18 | Total Marketing Services | Composition for an electric vehicle |
WO2018078024A1 (en) | 2016-10-27 | 2018-05-03 | Total Marketing Services | Use of biodegradable hydrocarbon fluids in electric vehicles |
WO2018078290A1 (fr) | 2016-10-27 | 2018-05-03 | Total Marketing Services | Composition pour vehicule electrique |
EP3315590A1 (de) | 2016-10-27 | 2018-05-02 | Total Marketing Services | Verwendung von kohlenwasserstoffflüssigkeiten in elektrischen fahrzeugen |
US11021669B2 (en) | 2016-10-27 | 2021-06-01 | Total Marketing Services | Use of biodegradable hydrocarbon fluids in electric vehicles |
WO2019077105A1 (fr) | 2017-10-20 | 2019-04-25 | Total Marketing Services | Composition pour refroidir et lubrifier un système de motorisation d'un véhicule |
WO2020132078A1 (en) * | 2018-12-20 | 2020-06-25 | Exxonmobil Research And Engineering Company | Low viscosity lubricating oil compositions with increasing flash point |
US20220131205A1 (en) * | 2019-03-13 | 2022-04-28 | Total Marketing Services | Use of an ester in a cooling composition |
WO2021063759A1 (en) * | 2019-09-30 | 2021-04-08 | Basf Se | Use of lubricants with carboxylic acid esters in electric vehicles |
US20220333029A1 (en) * | 2019-09-30 | 2022-10-20 | Basf Se | Use of lubricants with carboxylic acid esters in electric vehicles |
US11447678B2 (en) | 2019-11-01 | 2022-09-20 | Toyota Jidosha Kabushiki Kaisha | Coolant composition and cooling system |
US20230265353A1 (en) * | 2020-07-22 | 2023-08-24 | Idemitsu Kosan Co.,Ltd. | Lubricating oil composition |
EP4321592A1 (de) | 2022-08-08 | 2024-02-14 | OQ Chemicals GmbH | Effiziente und umweltfreundliche kühlmittel zur direkten kühlung elektrischer akkumulatoren |
WO2024033127A1 (de) | 2022-08-08 | 2024-02-15 | Oq Chemicals Gmbh | Effiziente und umweltfreundliche kühlmittel zur direkten kühlung elektrischer akkumulatoren |
Also Published As
Publication number | Publication date |
---|---|
EP2520637A4 (de) | 2013-10-30 |
KR20120112666A (ko) | 2012-10-11 |
CN102695782A (zh) | 2012-09-26 |
WO2011080991A1 (ja) | 2011-07-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US20120283162A1 (en) | Base oil for cooling of device, device-cooling oil containing the base oil, device to be cooled by the cooling oil, and device cooling method using the cooling oil | |
EP2520637A1 (de) | Basisöl zur kühlung eines geräts, gerätekühlendes öl mit dem basisöl, mit dem kühlöl zu kühlendes gerät und gerätekühlverfahren mit dem kühlöl | |
EP2518131A1 (de) | Basisöl zur kühlung eines geräts, gerätekühlendes öl mit dem basisöl, mit dem kühlöl zu kühlendes gerät und gerätekühlverfahren mit dem kühlöl | |
TWI465561B (zh) | 潤滑劑摻合物組成物 | |
JP2012031359A (ja) | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 | |
KR101901482B1 (ko) | 냉동기유 조성물 | |
JP5647389B2 (ja) | 自動車用変速機油組成物 | |
JP5827782B2 (ja) | 生分解性潤滑油組成物 | |
JP5647036B2 (ja) | 潤滑油組成物 | |
EP2734608B1 (de) | Zweiphasige schmierölzusammensetzung | |
EP2431450B1 (de) | Biologisch abbaubare schmiermittelzusammensetzung | |
JP5819384B2 (ja) | 自動車用変速機油組成物 | |
CN102757838A (zh) | 一种超高温润滑脂组合物及其制备方法 | |
KR20170002628A (ko) | 윤활유 | |
JP2011157540A (ja) | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 | |
JP2011157542A (ja) | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 | |
JP2012017391A (ja) | 冷却油および冷却方法 | |
EP4186967A1 (de) | Schmierölzusammensetzung | |
JP5613395B2 (ja) | 電動モータ油組成物 | |
JP7274277B2 (ja) | 潤滑油組成物 | |
CN108148665B (zh) | 一种稀油润滑油及其制备方法 | |
CN111836876A (zh) | 润滑油组合物、润滑油组合物的制造方法和无级变速器 | |
JP2011157541A (ja) | 機器冷却用基油、該基油を配合してなる機器冷却油、該冷却油により冷却される機器、および該冷却油による機器冷却方法 | |
WO2022138523A1 (ja) | 潤滑油組成物 | |
CN115074177A (zh) | 一种适用于电动摩托车轮毂油冷电机的液体介质组合物及其制备方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20120719 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
DAX | Request for extension of the european patent (deleted) | ||
A4 | Supplementary search report drawn up and despatched |
Effective date: 20131001 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: C10N 20/00 20060101ALI20130925BHEP Ipc: C10N 40/14 20060101ALI20130925BHEP Ipc: C10M 105/18 20060101ALI20130925BHEP Ipc: C10M 105/36 20060101AFI20130925BHEP Ipc: C10N 20/02 20060101ALI20130925BHEP Ipc: C10N 30/00 20060101ALI20130925BHEP |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20140429 |