EP0384724A1 - Schmierverfahren für Kühlvorrichtungen - Google Patents

Schmierverfahren für Kühlvorrichtungen Download PDF

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Publication number
EP0384724A1
EP0384724A1 EP90301844A EP90301844A EP0384724A1 EP 0384724 A1 EP0384724 A1 EP 0384724A1 EP 90301844 A EP90301844 A EP 90301844A EP 90301844 A EP90301844 A EP 90301844A EP 0384724 A1 EP0384724 A1 EP 0384724A1
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EP
European Patent Office
Prior art keywords
lubricating oil
oil
range
carbon number
groups
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.)
Granted
Application number
EP90301844A
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English (en)
French (fr)
Other versions
EP0384724B1 (de
Inventor
Hiroshi Hasegawa
Umekichi Sasaki
Fujio Komatu
Shigetoshi Ogura
Hideo Yokota
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eneos Corp
Original Assignee
Nippon Oil Corp
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Publication date
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Publication of EP0384724A1 publication Critical patent/EP0384724A1/de
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Publication of EP0384724B1 publication Critical patent/EP0384724B1/de
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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
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • C10M101/02—Petroleum fractions
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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
    • C10M105/02—Well-defined hydrocarbons
    • C10M105/06—Well-defined hydrocarbons aromatic
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    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
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    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
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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
    • C10M129/16—Ethers
    • C10M129/18—Epoxides
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
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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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    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic compounds
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    • C10M2203/06—Well-defined aromatic compounds
    • C10M2203/065—Well-defined aromatic compounds used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
    • C10M2203/1045—Aromatic fractions used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/108—Residual fractions, e.g. bright stocks
    • C10M2203/1085—Residual fractions, e.g. bright stocks used as base material
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/042—Epoxides
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    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
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Definitions

  • the present invention relates to compositions useful as lubricating oil.
  • refrigerating machines which are effected by compressing the vapor of a refrigerant are classi­fied into three types composed of rotary compressor type, recipro­cating compressor type and centrifugal compressor type, in accordivelyance with structural type of their compressors.
  • the rotary refrigerating machines namely refrigerating ma­chines having a rotary compressor, are widely employed to refrigera­tors, air conditioners and the like for home use, because they have such a meritorious property that they can be miniaturized and driven with a highly reduced noise.
  • the reciprocative refrigerating machines are also widely employed as refrigerating machines for car air con­ ditioners and the like, because they can be made as a big one having a large refrigerating capacity and have high mechanical reliability.
  • halogenated hydrocarbons typified by trichloromonofluoromethane (CFC-11), dichlorodifluoromethane (CFC-12), monochlorodifluorome­thane (HCFC-22), trichlorotrifluoroethane (CFC-113) or the like, hy­drocarbons, in which propane is a typical substance, and inorganic gases typified by ammonia, carbon dioxide or the like.
  • HFC-134a 1,1,1,2-tetra­fluoroethane
  • lubricating oils for the refrigerating machines using such refrigerants there are generally used paraffinic mineral oils, naphthenic mineral oils, alkylbenzenes, poly- ⁇ -olefines, oils con­sisting of polyoxyalkylene and/or polyalkylene glycol compounds and a mixture of two or more of these oils, or oils obtained by adding one or more additives to these base oils.
  • antioxidants of phenolic or amino compounds there are mainly used antioxidants of phenolic or amino compounds, compounds of benzotriazole type for in­activating metals (Japanese Patent Publication 19352/1985), hydrogen chloride removing agents typified by epoxy compounds (Japanese Pa­tent Publication 42119/1982), load carrying additives of esterified compounds of phosphoric acid typified by triphenyl phosphate and tricresyl phosphate.
  • the refrigerating machines which are effected by compressing the vapor of the refrigerant under the use of such a lubricating oil, are continuously operated for a very long period of time as re­frigerating machines in refrigerators, or are intermittently operat­ed under rigorous conditions as refrigerating machines in car air conditioners accompanied by a high load and the repeated and sudden changes between their stopped state and operated state. Therefore, they must have a high grade safety and reliability in their opera­tions.
  • the refrigerating machine According to the recently strengthened tendency of demanding the miniaturization and lightening with regard to almost every kinds of machines, the refrigerating machine have also been forced so as to operate under more rigorous conditions caused by its miniaturized and lightened design.
  • the wear resistant properties of the metal portions contacting and sliding each other in such refrigerat­ing machines are very important. For example, when the top ends of the vanes of the rotor or the inner surface of the compressor hous­ing in a rotary compressor are worn, the vapor of the refrigerant leaks through the gap generated between the vane and the housing by the abrasion, and as the result, the compression efficiency of the compressor is reduced. Moreover, when the wear proceeded to an ex­treme state, the compressor can not continue its mechanically smooth operation, and finaly it becomes entirely impossible to operate by the reason of co-searing phenomenon of the metal portions to be smoothly slided each other.
  • esters of phosphorous acid which have heretofore been used as extreme pressure agents can increase the lubricational pro­perties of the metal processing oil
  • the esters have problems in their stabilities such as storage stability, thermal stability and stability for hydrolysis.
  • the shortage in these stabilities can be improved by adding an amine compound to the oil.
  • the lubri­cational properties of the metal processing oil is inversely reduced by the addition of such an amine compound.
  • phosphate esters and zinc dithiophosphate as the alternatives of the esters of phosphorous acid are excellent in the stabilities, however such alternatives can not give any satisfactory metal processing oil having sufficient lubricational properties.
  • the purpose of the present invention is to provide lubricat­ing oil compositions superior in their stabilities and anti-wear properties.
  • the lubricating oil composition of the present invention comprises a base oil consisting of a mineral oil and/or a synthetic oil and a halogen containing ester of phosphoric acid as an essen­tial component which is expressed by the following general formula: wherein the respective atomic groups of X, Y and Z are the same or different groups each selected from the assemblage composing of al­kyl groups having a carbon number of from 1 to 12, modified alkyl groups having one or more oxygen atoms each located between two car­bon atoms of the alkyl group and a carbon number of from 1 to 12, phenyl, cresyl, xylyl and halogen substituted groups of the above groups, and the total number of the halogen atoms in the groups of X, Y and Z is in the range of from 1 to 9, in an amount in the range of from 0.01 to 5 parts by weight, preferably in the range of from 0.1 to 2.0 parts by weight, more preferably in the range of from 0.5 to 1.0 part by weight, relative to
  • the lubricating oil composition of the present in­vention can further comprise an epoxy compound in an amount in the range of from 0.1 to 5.0 parts by weight, preferably in the range of from 0.2 to 2.0 parts by weight, relative to 100 parts by weight of the base oil consisting of a mineral oil and/or a synthetic oil.
  • any oil can be employed so long as it is used for preparing a base oil of conventional lubricating oils.
  • the mineral oil for preparing the base oil there is used a mineral oil obtained by purifying a relatively heavy fraction got from atmospheric or reduced pressure distillation of a raw petroleum with a purifying procedure composed of a suitable combination of various purification techniques such as deasphalting by a solvent, solvent extraction, hydrogenating decomposition, solvent dewaxing, catalytic dewaxing, sulfuric acid washing, purification by using a terra alba, hydrogenating purification and the like.
  • the synthetic oils for preparing the base oil there may be specifically mentioned normal paraffines; isoparaffines; oligomers of ⁇ -olefines such as polybutenes, poly­isobutylenes, oligomers of 1-decence and the like; alkylbenzenes such as monoalkylbenzenes, dialkylbenzenes, polyalkylbenzenes and the like; alkylnaphthalenes such as monoalkylnaphthalenes, dialkyl­naphthalenes, polyalkylnaphthalenes and the like; diesters of dicar­boxylic acids such as di-2-ethylhexyl sebacate, dioctyl adipate, di-­iso-decyl adipate, ditridecyl adipate, ditridecyl glutarate and the like; esters of polyhydric alcohols such as trimethylolpropane
  • These mineral and synthetic base oils can also be used in combination of two or more.
  • the mineral oil employed for preparing the base oil of the lubricating oil composition used as lubricating oil for a refrigerating machine there can preferably be used a mineral oil which is obtained by purifying, for example, a paraffinic or naphthenic raw petroleum with a purifying procedure composed of a suitable combination of various purification manners such as distillation under a reduced pressure, deasphalting by a solvent, solvent extraction, hydrogenating decomposition, solvent dewaxing, catalytic dewaxing, sulfuric acid washing, purification with a terra alba, hydrogenating purification and the like and has a sulfur content in the range of from 0.05 to 2.0% by weight and an aromotic hydrocarbon content in the range of from 2 to 20% by weight.
  • a mineral oil which is obtained by purifying, for example, a paraffinic or naphthenic raw petroleum with a purifying procedure composed of a suitable combination of various purification manners such as distillation under a reduced pressure, deasphalting by a solvent,
  • synthetic oils such as poly- ⁇ -olefines obtained by polymerizing ⁇ -olefines, alkylbenzenes and mixtures of alkylbenzenes having one and/or two of straight chain or branched chain alkyl groups of a carbon number in the range of from 5 to 30 as the side chains, and polyoxyalkylene glycol compounds.
  • Especially preferred base oil in these base oils is a syn­thetic oil consisting of at least one polyoxyalkylene glycol com­pound selected from the assemblage composing of [I] polyoxyalkylene glycol compounds expressed by the following general formula: R2( ⁇ OR1) ⁇ OR3 wherein a is an integer in the range of from 5 to 70, R1 indicates an alkylene group having a carbon number of from 2 to 4, and each of R2 and R3 indicates independently a hydrogen atom or an alkyl group having a carbon number of from 1 to 18; and [II] glycerol ethers of polyoxyalkylene glycols compounds expressed by the following general formula: wherein each of b, c and d is an integer selected from 3 to 40 so as to satisfy the equation of 9 ⁇ b + c + d ⁇ 50; R4, R5, and R6 are the same or different alkylene groups each having a carbon number of from 2 to 4; and each of R7, R8, and R9 is independently a hydrogen atom or an alky
  • alkylene groups expressed by R1, R4, R5, and R6 and each having a carbon number of from 2 to 4 there may be mentioned, more specifically, the following atomic groups:
  • alkylene groups the groups of ethylene, propylene, butylene and tetramethylene are preferable.
  • alkyl groups expressed by R2,R3, R7, R8 and R9 and each having a carbon number of from 1 to 18 there may be specifically mentioned alkyl groups of methyl, ethyl,propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octade­cyl.
  • alkyl groups the alkyl groups of methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl and octadecyl are preferivelyable.
  • polyoxyalkylene glycol compounds [I] and the polyoxyalkylene glycol glycerol ether compounds [II] in the pre­sent invention may have alkylene groups different each other in their carbon numbers in a molecule.
  • each polyoxy­alkylene chain in a molecule of these polyoxyalkylene glycol com­pounds [I] and polyoxyalkylene glycol glycerol ether compounds [II] may be a chain obtained by randum copolymerization or block copoly­merization of oxyalkylene groups different each other in their car­bon numbers.
  • the ratio of the total number of the oxyethylene groups in the polyoxyalkylene chain relative to the total number (a) of the oxyalkylene groups in the polyoxyalkylene chain has an aver­age value in the range of from 0 to 0.8 and that, in a molecule of the polyoxyalkylene glycol glycerol ether compounds [II], the ratio of the total number of the oxyethylene groups in the polyoxyalkylene chains relative to the total number (b+c+d) of the oxyalkylene gro­ups in the polyoxyalkylene chains has also an average value in the range of from 0 to 0.8.
  • polyoxyalkylene glycol compound of [I] or [II] is generally preferable to use in its average molecular weight in the range of from 300 to 4,000, more preferably in the range of from 500 to 3,500.
  • mineral and synthetic oils can be employed solely or in a combination of two or more for preparing the base oil of the present invention.
  • the preferable viscosity of these base oils is in the range of from 2.0 to 100 cSt at 40 °C.
  • composition of the present invention comprises that the base oil described above is added with the halogen containing ester of phosphoric acid which is an essential component for the lubricat­ing oil compositions of the present invention and expressed by the following general foumula.
  • the respective groups of X, Y and Z indi­cate the same or different groups each selected from the assemblage composing of alkyl groups having a carbon number of from 1 to 12, preferably from 3 to 9, modified alkyl groups having one or more oxygen atoms each located between two carbon atoms of the alkyl group and a carbon number of from 1 to 12, preferably from 3 to 9, phenyl, cresyl, xylyl and halogen substituted groups of the above groups.
  • the total number of the halogen atoms contained in the groups of X, Y and Z is in the range of from 1 to 9, and is pre­ferably in the range of from 2 to 6.
  • alkyl groups each having a carbon number of from 1 to 12
  • alkyl groups of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl and dodecyl.
  • the above modified alkyl group having a carbon number of from 1 to 12 means a group which has one or more oxygen atoms each located between two carbon atoms of the alkyl group.
  • modified alkyl groups there may be mentioned modi­fied alkyl groups having at lest one ether structure and expressed by the following general formula of R10( ⁇ OR11) ⁇ wherein R10 is an alkyl group, R11 is an alkylene group and n is an integer of 1 or more.
  • Such an alkyl group or a modified alkyl group for the groups of X, Y and Z may have a straight or branched atomic chain.
  • methyl substituent on the benzene rings of cresyl and xylyl groups for X, Y and Z can be attached to any carbon atom of the benzene rings.
  • halogen atoms sub­stituting the hydrogen atom in the groups of X, Y and Z there may be mentioned atoms of fluorine, chlorine, bromine and iodine, and chlorine is preferred in these halogens.
  • the halogen containing ester of phosphoric acid described above is included in an amount in the range of from 0.01 to 5.0 parts by weight, preferably in the range of from 0.1 to 2.0 parts by weight, more preferably in the range of from 0.5 to 1.0 part by weight, relative to 100 parts by weight of the base oil described hereinbefore.
  • the resultant lubri­cating oil is inferior in its lubricating performance.
  • the content is greater than the upper limit of the range, the lubricating performance of the resulting lubricating oil obtain­ed by adding the ester of phosphoric acid is not increased in pro­portion to the content of the ester. Therefore, the content of the ester out of the above range is not preferred in the resultant lubricating oil.
  • esters of phosphoric acid there are some esters each of which has the tendency of easily liberating its chlorine atom from the molecule of the ester. In this case, the metals used in the refrigerating system encounter the danger of cor­rosion due to the liberated chlorine.
  • the lubri­cating oil composition may additionally be mixed with one or more epoxy compounds selected from the assemblage composing of:
  • epoxy compounds (i) of phenyl glycidyl ether type mentioned above there can be exemplified phenyl glycidyl ether and alkylphenyl glycidyl ethers.
  • alkylphenyl group in the ethers is a modified phenyl group with one, two or three alkyl groups each having a carbon number of from 1 to 13.
  • alkylphenyl glycidyl ethers there may be preferred alkylphenyl glycidyl ethers each having an alkyl group of a carbon number in the range of from 4 to 10 on the phenyl group, such as butylphenyl glycidyl ether, pentylphenyl glycidyl ether, hexylphenyl glycidyl ether, heptylphenyl glycidyl ether, octylphenyl glycidyl ether, nonylphenyl glycidyl ether and decylphenyl glycidyl ether.
  • alkylphenyl glycidyl ethers each having an alkyl group of a carbon number in the range of from 4 to 10 on the phenyl group, such as butylphenyl glycidyl ether, pentylphenyl glycidyl
  • esters (ii) of epoxidized fatty acids there can be exemplified esters formed from fatty acids having a carbon number of from 12 to 20 and various alcohols having a carbon number of from 1 to 8, phenol or alkyl phenols.
  • butyl, hexyl, benzyl, cyclohexyl, methoxyethyl, octyl, phenyl or butylphenyl ester of epoxidized stearic acid is preferably used.
  • epoxidized vegetable oils (iii) there can be exemplified an epoxidized vegetable oil obtained by epoxidiz­ing a vegetable oils such as soybean oil, linseed oil, cottonseed oil and the like.
  • epoxy compounds of from (i) to (iii) the epoxy compounds of phenyl glycidyl ether type and monoesters of epoxidized fatty acids are preferable.
  • the epoxy compounds of phenyl glycidyl ether type are espe­cially preferred in these preferable epoxy compounds of phenyl gly­cidyl ether type and monoesters of epoxidized fatty acids. Further­more, phenyl glycidyl ether, butylphenyl glycidyl ether and a mix­ture of both the ethers are more especially preferred.
  • the amount of the epoxy compound to be added is in the range of from 0.1 to 5.0 parts by weight, preferably in the range of from 0.2 to 2.0 parts by weight, relative to 100 parts by weight of the base oil in the lubricating oil compositions.
  • the adding amount of the epoxy compound does not reach to the lower limit of the above range, the effect of preventing the metal corro­sion obtained by adding the epoxy compound into the lubricating oil composition of the present invention becomes poor.
  • additives for lubricating oils can be added to the lubricating oil compositions of the present invention for further improving the properties of the resultant compositions.
  • antoxidants such as var­ious compounds of phennol type, amine type and the like
  • purifying detergents or dispersants such as sulfonates, phenolates and salicy­lates of alkaline earth metals, alkenylsuccinimide, benzylamine and the like
  • pour point depressants such as polyalkylmethacrylates, polystyrenes, polubutenes, ethylene-propylene copolymers and the like
  • viscosity-index improving agents such as polyalkylmethacry­lates, polyisobutylenes, polystyrenes, ethylene-propylene copolymers and the like
  • oiliness agents such as fatty acids and their esters, higher alcohols
  • the lubricating oil compositions of the present invention can be utilized in wide applicational uses such as lubricants used to compressors of refigerating machines for automobile or home use air conditioners, cold and/or freezed storage, automatic vending machines, showcases, cooling apparutuses used in chemical plants, air drying machines and the like; oils for various matal processing such as cutting, grinding, rolling, pressing, drawing, drawing-iron­ing, forging and the like; engine oils for four cycle and two cycle gasoline engines, diesel engines of land or marine use, gas engines and the like; turbine oils for industrial turbines, gas turbines, marine turbines and the like; gear oils for gears of automobiles, various gears of industrial use, variable speed hydraulic transmis­sions and the like; oils for actuating hydraulic presses; compressor oils; oils for vacuum pumps; oils for sliding guide way, bearing oils and the like.
  • TDCPP Tris-dichloropropyl phosphate
  • TCEP Tris-chloroethyl phosphate
  • PGDCPP Polyoxyalkylene-bis[di(chloroalkyl)] phosphate
  • TCPP Tris-chlorophenyl phosphate
  • PGE Phenyl glycidyl ether
  • TCP Tricresyl phosphate
  • TPP Triphenyl phosphate
  • DBDS Dibenzyl disulfide
  • Zn-DTP Zinc dithiophosphate
  • CPW Chlorinated paraffine wax
  • DBPC 2,6-di-t-butyl-p-cresol
  • DLHP Dilauryl hydrogen phosphite.
  • the searing load in this test was measured in accordance with the method of ASTM D 3233 after the antecedent inuring opera­tion for 5 minutes under conditions of the initial oil temperature of 25 °C and the load of 250 lb.
  • the amount of wear of the test journal was measured for the operation of 3 hours under the load of 350 lb in accordance with the method of ASTM D 2670 after an antecedent inuring operation for 5 minutes under conditions of the initial oil temperature of 25 °C and the load of 250 lb.
  • the degree of the color change of the lubricating oil tested was classified into twelve grades defining its black-brown state as 11 and colorless state as 0.
  • Example 1 Mineral oil [100] 4.4 -- -- TCP [1.0] Com.
  • Example 2 Alkylbenzene [100] 5.2 -- -- TPP [1.0] Com.
  • Example 3 Polyoxypropylene glycol [100] 4.3 -- -- TCP [1.0] Com.
  • Example 4 Mineral oil [100] 4.4 -- -- CPW [1.0] Com.
  • Example 5 Mineral oil [100] 4.4 -- PGE [1.0] DBDS [0.3] Com.
  • Example 6 Mineral oil [100] 4.4 -- PGE [1.0] Zn-DTP[0.5] Com.
  • Example 7 Alkylbenzene [100] 5.2 -- PGE [1.0] CPW [2.0] Com.
  • Example 8 Polyoxypropylene glycol monobutyl ether [100] 4.1 -- PGE [1.0] Zn-DTP[0.5] Note: * The kinematic viscosity of base oil was measured by the method in accordance with JIS K 2283. Table 2 Example and Comparative Example Falex test Sealed-tube test Load-Fail Value lb Amount of Pin Wear mg Refrigerant* Color change of test oil External appearance of catalyst Example 1 1,550 2.9 12 2 Gloss is reduced. Example 2 1,500 3.3 12 2 No change Example 3 1,450 3.5 12 2 Gloss is reduced. Example 4 1,500 3.0 12 1 Gloss is reduced.
  • Example 5 1,100 3.6 12 1 No change Example 6 1,100 4.2 12 0 No change Example 7 1,050 4.5 134 0 No change Example 8 1,000 4.7 134 0 No change Example 9 1,050 4.3 134 0 No change Comparative Example 1 1,250 15.1 12 2 Gloss is reduced. Comparative Example 2 1,250 16.5 12 1 Gloss is reduced. Comparative Example 3 800 17.7 12 0 No change Comparative Example 4 1,550 5.8 12 11 Blackened Comparative Example 5 1,450 4.9 12 11 Blackened Comparative Example 6 1,400 7.2 12 11 Blackened Comparative Example 7 1,500 6.2 134 11 Blackened Comparative Example 8 1,100 9.5 134 11 Blackened Note: * 12 indicates CFC-12 and 134 indicates HFC-134a.
  • the lubricating oils for refrigerating machines accord­ing to the present invention are higher at a value in the range of from 200 to 300 lb in the searing loads of Falex test and are also reduced to a value of from one fourth to one fifth in the amounts of wears of Falex test, in comparison with those of the lubricating oils of Comparative Examples 1 to 3 in each of which an antiwear agent used to conventional lubricating oils for refrigerating ma­chine was added with.
  • the lubricating oils for refrigerating machines according to the present invention exhibit sufficient thermal stability in the seal­ed-tube tests and are also superior than the lubricating oils using the conventional antiwear agents.
  • the amount of wear of the test journal was meas­ured for the operation of 30 minutes under the load of 1,300 lb in ccordance with the method of ASTM D 2670 after an antecedent inur­ing operation for 5 minutes under conditions of the initial oil tem­perature of 25°C and the load of 250 lb.
  • a sample of the cutting oil was placed in a test tube and was maintained for 24 hours in a thermostatic air bath at the tem­perature of 120 °C, and then the cutting oil was observed visually.
  • the cutting oil accord­ing to the present invention is superior in thermal stability by comparison to the cutting oil of Comparative Example 9 which was added with DLHP as a phosphite compound, and is also superior in antiwear property by comparison to the cutting oil of Comparative Example 10 which was added with Zn-DTP.
  • the cutting oil of Example 11 which was prepared by further adding an amine compound to the cutting oil composition of Comparative Example 9 is improved in thermal stability, but is inferior in antiwear property.
  • the lubricating oil composi­tions according to the present invention are superior in performance of reducing the wear of metals and thermal stability.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
EP90301844A 1989-02-22 1990-02-21 Schmierverfahren für Kühlvorrichtungen Expired - Lifetime EP0384724B1 (de)

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JP4027889 1989-02-22
JP40278/89 1989-02-22
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JP1291065A JP2588287B2 (ja) 1989-02-22 1989-11-10 冷凍機油組成物

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Cited By (16)

* Cited by examiner, † Cited by third party
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EP0452816A2 (de) * 1990-04-20 1991-10-23 Nippon Oil Co. Ltd. Verwendung von synthetischen Schmierölen in Kühlapparaten
EP0461262A1 (de) * 1989-12-14 1991-12-18 Idemitsu Kosan Company Limited Anwendung von Schmierölzusammensetzung für Fluorkohlenwasserstoff-Kältemittel
EP0482759A1 (de) * 1990-09-21 1992-04-29 The Lubrizol Corporation Anti-Emulsion-/anti-Schaummittel zur Verwendung in Ölen
EP0496937A1 (de) * 1991-01-30 1992-08-05 Hitachi, Ltd. Schmiermittel für Kühlungsverdichter
EP0499793A1 (de) * 1991-01-18 1992-08-26 Nippon Oil Co., Ltd. Synthetische Schmieröle
EP0501440A1 (de) * 1991-02-26 1992-09-02 Kao Corporation Zusammensetzung zur Verwendung als Arbeitsflüssigkeit für Kältemaschinen
WO1992017563A1 (en) * 1991-04-08 1992-10-15 Allied-Signal Inc. Stabilized polyoxyalkylene glycols
EP0510633A1 (de) * 1991-04-24 1992-10-28 Japan Sun Oil Company, Ltd. Schmierölzusammensetzung und ihre Verwendung
US5198135A (en) * 1990-09-21 1993-03-30 The Lubrizol Corporation Antiemulsion/antifoam agent for use in oils
EP0557104A1 (de) * 1992-02-20 1993-08-25 Nippon Oil Co., Ltd. Ölzusammensetzung für Kältemaschinen, die Fluoroalkane-Kühlflüssigkeiten enthalten
US5391311A (en) * 1990-04-20 1995-02-21 Nippon Oil Co., Ltd. Fluid compositions for refrigerators
US5833876A (en) * 1992-06-03 1998-11-10 Henkel Corporation Polyol ester lubricants for refrigerating compressors operating at high temperatures
US5853609A (en) * 1993-03-10 1998-12-29 Henkel Corporation Polyol ester lubricants for hermetically sealed refrigerating compressors
EP0989179A1 (de) * 1998-09-21 2000-03-29 Nippon Mitsubishi Oil Corporation Kältemaschinenöl
CN1083538C (zh) * 1991-04-30 2002-04-24 株式会社日立制作所 压缩机及其在致冷机中的应用
EP0980416B2 (de) † 1997-05-07 2009-06-10 Shell Internationale Research Maatschappij B.V. Polyalkylenglykole als schmiermittel für co 2-kältemaschinen

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AU5085301A (en) * 2000-03-16 2001-09-24 Lubrizol Corp Lubricant composition for ammonia based refrigerants with good seal performance
WO2002008366A1 (fr) 2000-07-26 2002-01-31 Idemitsu Kosan Co., Ltd. Huile lubrifiante pour refrigerateur et composition de liquide hydraulique pour refrigerateur comprenant cette huile
EP1792970B1 (de) * 2004-09-14 2013-01-23 Idemitsu Kosan Co., Ltd. Kältekompressorenölzusammensetzung enthaltend eine aromatische schwefelverbindung
US20100205980A1 (en) * 2008-12-23 2010-08-19 Shrieve Chemical Products, Inc. Refrigerant lubricant composition

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US2866755A (en) * 1955-05-31 1958-12-30 Texas Co Ester-base lubricant containing non-corrosive ep agent
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EP0336171A1 (de) * 1988-04-06 1989-10-11 Nippon Oil Co. Ltd. Verwendung von Schmierölzusammensetzungen für Kühlapparate

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0461262A4 (en) * 1989-12-14 1992-03-18 Idemitsu Kosan Company Limited Refrigerator oil composition for hydrofluorocarbon refrigerant
US5403503A (en) * 1989-12-14 1995-04-04 Idemitsu Kosan Co., Ltd. Refrigerator oil composition for hydrogen-containing hydrofluorocarbon refrigerant
EP0461262A1 (de) * 1989-12-14 1991-12-18 Idemitsu Kosan Company Limited Anwendung von Schmierölzusammensetzung für Fluorkohlenwasserstoff-Kältemittel
EP0550407A2 (de) * 1990-04-20 1993-07-07 NIPPON OIL Co. Ltd. Synthetische Schmieröle
EP0548049A2 (de) * 1990-04-20 1993-06-23 NIPPON OIL Co. Ltd. Synthetische Schmieröle
US5262076A (en) * 1990-04-20 1993-11-16 Nippon Oil Co., Ltd. Synthetic lubricating oils
EP0548049A3 (en) * 1990-04-20 1993-09-29 Nippon Oil Co. Ltd. Synthetic lubricating oils
EP0550407A3 (en) * 1990-04-20 1993-09-29 Nippon Oil Co. Ltd. Synthetic lubricating oils
EP0452816A3 (en) * 1990-04-20 1991-11-13 Nippon Oil Co. Ltd. Synthetic lubricating oils
EP0452816A2 (de) * 1990-04-20 1991-10-23 Nippon Oil Co. Ltd. Verwendung von synthetischen Schmierölen in Kühlapparaten
US5391311A (en) * 1990-04-20 1995-02-21 Nippon Oil Co., Ltd. Fluid compositions for refrigerators
US5198135A (en) * 1990-09-21 1993-03-30 The Lubrizol Corporation Antiemulsion/antifoam agent for use in oils
EP0482759A1 (de) * 1990-09-21 1992-04-29 The Lubrizol Corporation Anti-Emulsion-/anti-Schaummittel zur Verwendung in Ölen
EP0499793A1 (de) * 1991-01-18 1992-08-26 Nippon Oil Co., Ltd. Synthetische Schmieröle
EP0496937A1 (de) * 1991-01-30 1992-08-05 Hitachi, Ltd. Schmiermittel für Kühlungsverdichter
EP0501440A1 (de) * 1991-02-26 1992-09-02 Kao Corporation Zusammensetzung zur Verwendung als Arbeitsflüssigkeit für Kältemaschinen
WO1992017563A1 (en) * 1991-04-08 1992-10-15 Allied-Signal Inc. Stabilized polyoxyalkylene glycols
EP0510633A1 (de) * 1991-04-24 1992-10-28 Japan Sun Oil Company, Ltd. Schmierölzusammensetzung und ihre Verwendung
CN1083538C (zh) * 1991-04-30 2002-04-24 株式会社日立制作所 压缩机及其在致冷机中的应用
EP0557104A1 (de) * 1992-02-20 1993-08-25 Nippon Oil Co., Ltd. Ölzusammensetzung für Kältemaschinen, die Fluoroalkane-Kühlflüssigkeiten enthalten
US5833876A (en) * 1992-06-03 1998-11-10 Henkel Corporation Polyol ester lubricants for refrigerating compressors operating at high temperatures
US5853609A (en) * 1993-03-10 1998-12-29 Henkel Corporation Polyol ester lubricants for hermetically sealed refrigerating compressors
EP0980416B2 (de) † 1997-05-07 2009-06-10 Shell Internationale Research Maatschappij B.V. Polyalkylenglykole als schmiermittel für co 2-kältemaschinen
EP0989179A1 (de) * 1998-09-21 2000-03-29 Nippon Mitsubishi Oil Corporation Kältemaschinenöl

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JP2588287B2 (ja) 1997-03-05
ES2046691T3 (es) 1994-02-01
DE69003835D1 (de) 1993-11-18
EP0384724B1 (de) 1993-10-13
JPH0328297A (ja) 1991-02-06

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