EP0557105A1 - Ölzusammensetzung für Kältemaschinen, die Fluoroalkane-Kühlflüssigkeiten enthalten - Google Patents

Ölzusammensetzung für Kältemaschinen, die Fluoroalkane-Kühlflüssigkeiten enthalten Download PDF

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Publication number
EP0557105A1
EP0557105A1 EP93301211A EP93301211A EP0557105A1 EP 0557105 A1 EP0557105 A1 EP 0557105A1 EP 93301211 A EP93301211 A EP 93301211A EP 93301211 A EP93301211 A EP 93301211A EP 0557105 A1 EP0557105 A1 EP 0557105A1
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EP
European Patent Office
Prior art keywords
oil
refrigerator
composition
ester
refrigerant
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Withdrawn
Application number
EP93301211A
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English (en)
French (fr)
Inventor
Hiroshi Hasegawa
Umekichi Sasaki
Yuji Shimomura
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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Filing date
Publication date
Application filed by Nippon Oil Corp filed Critical Nippon Oil Corp
Publication of EP0557105A1 publication Critical patent/EP0557105A1/de
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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
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    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
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    • 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
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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
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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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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/02—Hydroxy compounds
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/049—Phosphite
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/10—Phosphatides, e.g. lecithin, cephalin
    • 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
    • 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
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
    • 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
    • C10N2040/32—Wires, ropes or cables lubricants
    • 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
    • C10N2040/34—Lubricating-sealants
    • 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
    • C10N2040/36—Release agents or mold release agents
    • 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
    • C10N2040/38—Conveyors or chain belts
    • 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
    • C10N2040/40—Generators or electric motors in oil or gas winning field
    • 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
    • C10N2040/42—Flashing oils or marking oils
    • 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
    • C10N2040/44—Super vacuum or supercritical use
    • 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
    • C10N2040/50—Medical uses
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
    • F04C—ROTARY-PISTON, OR OSCILLATING-PISTON, POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; ROTARY-PISTON, OR OSCILLATING-PISTON, POSITIVE-DISPLACEMENT PUMPS
    • F04C2210/00—Fluid
    • F04C2210/26—Refrigerants with particular properties, e.g. HFC-134a

Definitions

  • the present invention relates to refrigerator oil compositions, and specifically to refrigerator oil compositions which have excellent lubricating property and high hydrolytic stability and are suitable for use in compression refrigerators operated using a fluoroalkane refrigerant.
  • Refrigerator oils composed of a base oil such as a mineral oil, alkyl benzene, polyglycol, ester or a mixture thereof and optionally added with an extreme pressure additive have heretofore been used widely in compression refrigerators which employ CFC-11, CFC-12, CFC-115, HCFC-22 or the like as a chlorine-containing refrigerant.
  • CFC types including CFC-11, CFC-12 and CFC-115 are subjected to control as they are considered to lead to destruction of the ozone layer.
  • hydrogen-containing halogenated hydrocarbon refrigerants such as HCFC-22 because they are considered to cause destruction of the ozone layer and global warming.
  • Fluoroalkane refrigerants particularly HFC-32, HFC-125, HFC-134a and HFC-152a are similar in thermodynamic properties to CFC-12 and HCFC-22 so that they are under investigation or are being used as substitutes for Cl-containing refrigerants.
  • a refrigerator lubricating oil is required to satisfy a variety of properties. Of these, lubricating property is extremely important from the viewpoint of the reliability of a refrigerator system.
  • lubricating oils for refrigerators cooled using a Cl-containing refrigerant such as CFC-12 or HCFC-22
  • lubricating oils containing, in addition to a base oil such as a mineral oil, alkylbenzene or a mixture thereof, a phosphate ester and/or a tertiary phosphite ester
  • a base oil such as a mineral oil, alkylbenzene or a mixture thereof
  • a phosphate ester and/or a tertiary phosphite ester Japanese Patent Laid-Open No. 91502/1979
  • trioleyl phosphate Japanese Patent Laid-Open No. 86506/1976
  • a tertiary phosphite ester Japanese Patent Laid-Open No.
  • Chlorine atoms which are contained in a large amount in the system and bonded to refrigerant molecules act as an extreme pressure additive, as have already been reported by Honma et al. in the Preprint D.9 (1989) of the 34-th National Meeting of Japan Society of Lubrication Engineers, when such conventional lubricating oils are employed in combination with a Cl-containing refrigerant such as CFC-11, CFC-12, CFC-115 or HCFC-22.
  • Their function as extreme pressure additives are not particularly important.
  • the addition of a phosphate ester, tertiary phosphite ester, acid phosphate ester or hydrogen phosphite ester alone has heretofore been sufficient.
  • two or three extreme pressure additives have ordinarily been used in combination for convenience.
  • Fluoroalkane refrigerants containing no chlorine atom or atoms in their molecules such as HFC-32, HFC-125, HFC-134a and HFC-152a, however, have no effects as an extreme pressure additive by themselves so that the addition of an extreme pressure additive is indispensable for a lubricating oil employed in a compression refrigerators using a fluoroalkane as a refrigerant.
  • Refrigerator oils for a fluoroalkane refrigerant employ a base oil having strong polarity such as an ester oil, carbonate ester oil or polyglycol oil in view of their miscibility with the refrigerant.
  • a base oil having strong polarity such as an ester oil or carbonate oil is employed.
  • strong polarity of the ester oil significantly deteriorates physical and chemical adsorption of an extreme pressure additive on a sliding metal surface, thereby lowering the effects of the extreme pressure additive so added.
  • an ester oil tends to have a large water-in-oil content because of its high polarity and hygroscopicity.
  • a hydrolyzable phosphate-ester type extreme pressure additive is added in a large amount to the ester oil, ferrous and/or ferric phosphates are formed as a result of a reaction between phosphoric acid, formed by the hydrolysis of the extreme pressure agent, and iron present in the refrigerator system.
  • the ferrous and/or ferric phosphates so formed may cause troubles on the refrigerator, because they become sludge and may clog an expansion valve and/or capillary tubing.
  • dioleyl hydrogenphosphite a secondary phosphite ester
  • polyoxyalkylene glycol oil having low electrical insulating property is, however, not suited for hermetic-type compressors employed in refrigerators or the like. There is hence a demand for the development of a refrigerator oil composition having good electrical insulating property.
  • the present inventors have proceeded with an extensive investigation on lubricating property and stability when a fluoroalkane is used as a refrigerant and an ester oil or the like is used as a refrigerator oil. As a result, it has been found that an abrasion-resistant and practically-usable refrigerator oil composition can be obtained by using as an extreme pressure additive a secondary phosphite ester, leading to the completion of the present invention.
  • An object of the present invention is to overcome the drawback of a refrigerator oil composed of an ester oil, neo-acid ester oil or carbonate ester oil, namely, its poor lubricating property and to provide a refrigerator oil composition which has excellent abrasion resistance and high hydrolytic stability and is useful in a refrigerant-compression type refrigerator employing a fluoroalkane as a refrigerant.
  • the present invention therefore provides a refrigerator oil composition containing a base oil and suited for use in a compression-type refrigerator employing a fluoroalkane as a refrigerant, said base oil comprising at least a synthetic ester oil, which comprises, based on the total weight of the composition: 0.001-1.0 wt.% of a secondary phosphite ester represented by the following formula (1): wherein R1 and R2 may be the same or different and individually represent a C1 ⁇ 20 hydrocarbon or oxygen-containing hydrocarbon group.
  • the base oil contained in the refrigerator oil composition according to the present invention is a synthetic ester oil itself or contains a synthetic ester oil as a component. Any synthetic ester oil is usable as long as it can be employed as a base oil in a compressor of a refrigerator. Specific examples of the synthetic ester oil include dibasic acid esters, polyol esters, complex esters and polyol carbonate esters.
  • Exemplary dibasic acid esters include esters of C5 ⁇ 10 dibasic acids, such as glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid, and linear- or branched-alkyl-containing C1 ⁇ 15 monohydric alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol and pentadecanol.
  • C5 ⁇ 10 dibasic acids such as glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid
  • linear- or branched-alkyl-containing C1 ⁇ 15 monohydric alcohols such as methanol, ethanol, propanol, butanol,
  • ditridecyl glutarate di-2-ethylhexyl adipate, diisodecyl adipate, ditridecyl adipate and di-3-ethylhexyl sebacate.
  • esters of diols or polyols containing 3-20 OH groups and C6 ⁇ 20 fatty acids can be used preferably.
  • Preferred diols are C2 ⁇ 12 diols.
  • Specific examples of C2 ⁇ 12 diols include ethylene glycol, 1,3-propanediol, propylene glycol, 1,4-butanediol, 1,2-butanediol, 2-methyl-1,3-propanediol, 1,5-pentanediol, neopentyl glycol, 1,6-hexanediol, 2-ethyl-2-methyl-1,3-propanediol, 1,7-heptanediol, 2-methyl-2-propyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-
  • C3 ⁇ 60 polyols are preferred.
  • Specific examples include polyhydric alcohols such as trimethylolethane, trimethylolpropane, trimethylolbutane, di(trimethylolpropane), tri-(trimethylolpropane), pentaerythritol, di-(pentaerythritol), tri-(pentaerythritol), glycerin, polyglycerins (dimer to eicosamer of glycerin), 1,3,5-pentanetriol, sorbitol, sorbitane, sorbitol-glycerin condensates, adonitol, arabitol, xylitol and mannitol; saccharides such as xylose, arabinose, ribose, rhamnose, glucose, fructose, galactose, mannose, sorbose, cellobios
  • Illustrative fatty acids include linear or branched fatty acids such as hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid and oleic acid; and so-called neo-acids having a quaternary ⁇ -carbon atom.
  • These polyol esters may contain one or more free hydroxyl groups.
  • polyol esters include esters of hindered alcohols such as neopentyl glycol, trimethylolethane, trimethylolpropane, trimethylolbutane, di-(trimethylolpropane), tri-(trimethylolpropane), pentaerythritol, di-(pentaerythritol) or tri-(pentaerythritol).
  • Specific examples include trimethylolpropane caprylate, trimethylolpropane pelargonate, pentaerythritol 2-ethylhexanoate and pentaerythritol pelargonate.
  • complex ester means a mixture of esters of a monohydric alcohol and polyol with a fatty acid and a dibasic acid. No particular limitation is imposed on their mixing ratio.
  • fatty acid, dibasic acid, monohydric alcohol and polyol those exemplified above with respect to the dibasic acid ester and polyol ester can be used.
  • the polyol carbonate ester is an ester of a carbonic acid and a polyol.
  • polyols those exemplified above with respect to the polyol ester, polyglycols obtained by homo- or co-polymerization of diols as well as those obtained by adding a polyglycol to the polyols exemplified above can be used.
  • the synthetic ester oils described above can be used either singly or in combination.
  • the kinematic viscosity of the synthetic ester oil in the present invention is 2-150 cSt, preferably 4-100 cSt, at 100°C.
  • the above synthetic ester oils i.e., the oxygen-containing compounds can be used singly.
  • a mineral oil, a synthetic oil or the like which is employed in refrigerator oils for chlorine-containing refrigerants such as CFC-12 and HCFC-22, can also be used in combination.
  • mineral oils paraffin mineral oils, naphthene mineral oils and the like can be used.
  • lubricating oil fraction which has been obtained by atmospheric distillation and vacuum distillation of a crude oil
  • refining treatment steps such as solvent deasphalting, solvent extraction, hydrogenolysis, solvent dewaxing, catalytic dewaxing, hydrorefining, sulfuric acid treatment and clay treatment.
  • synthetic oils known poly- ⁇ -olefins such as polybutene, 1-octene oligomer and 1-decene oligomer; alkylbenzenes, alkylnaphthalenes, polyglycols and mixtures of at least two of them are usable.
  • the synthetic ester oil is contained in an amount of at least 50 wt.%, preferably at least 70 wt.%, based on the total amount of the base oil.
  • the preferred dynamic viscosity of the base oil ranges from 2.0 cSt to 100 cSt at 100°C.
  • composition according to the present invention comprises the base oil described above and, based on the total amount of the composition, 0.001-1.0 wt.%, preferably 0.005-0.5 wt.% of a secondary phosphite ester represented by the following formula (1): wherein R1 and R2 may be the same or different and individually represent a C1 ⁇ 20 hydrocarbon or oxygen-containing hydrocarbon group.
  • the resultant lubricating oil will be less effective for the improvement of abrasion resistance. Even if the content exceeds the above range, on the other hand, the resultant lubricating oil will not show improving effects in proportion to the increase in the content. Furthermore, the secondary phosphite ester reacts with water existing in a dissolved form in the synthetic ester oil, thereby forming phosphoric acid. It is then converted to ferrous and/or ferric phosphates, thereby forming sludge. The sludge in turn causes clogging of capillary tubing or the like of the refrigerator. Contents outside the above range, therefore, are not preferred.
  • R1 and R2 in the formula (1) may be the same or different and individually represent a C1 ⁇ 20, preferably C3 ⁇ 18 hydrocarbon or oxygen-containing hydrocarbon group.
  • the hydrocarbon group include alkyl, phenyl, cresyl and xylyl.
  • oxygen-containing hydrocarbon group as used herein means a hydrocarbon group in which at least one of the carbon atoms has been substituted by a corresponding number of oxygen atom(s).
  • Preferred is the group represented by the formula -(AO) n -R3 wherein A represents a C2 ⁇ 4 alkylene group, R3 represents a C1 ⁇ 18 hydrocarbon group (preferably, an alkyl group) and n represents an integer of 1-20.
  • C1 ⁇ 20 alkyl group examples include methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, n-hexyl, iso-hexyl, n-heptyl, iso-heptyl, n-octyl, iso-octyl, n-nonyl, isononyl, n-decyl, iso-decyl, n-undecyl, iso-undecyl, n-dodecyl, iso-dodecyl, n-tridecyl, iso-tridecyl, n-tetradecyl, iso-tetradecyl, n-pentadecyl,
  • the composition can be added with one or more of ordinarily-used additives, for example, scavengers for acid substances and/or active substances such as free radicals, e.g., phenyl glycidyl ether, butylphenylglycidyl ether, nonylphenyl glycidyl ether, polyalkyleneglycol glycidyl ether and epoxy compounds such as epoxylated vegetable oils; phenol-type and amine-type antioxidants; oiliness improvers such as higher alcohols and higher fatty acids; metal deactivators such as benzotriazole.
  • additives can be added in proportions generally employed.
  • refrigerant usable in combination with the refrigerator oil composition of the present invention include fluoroalkane refrigerants such as difluoromethane (HFC-32), trifluoromethane (HFC-23), pentafluoroethane (HFC-125), 1,1,2,2-tetrafluoroethane (HFC-134), 1,1,1,2-tetrafluoroethane (HFC-134a) and 1,1-difluoroethane (HFC-152a).
  • fluoroalkane refrigerants such as difluoromethane (HFC-32), trifluoromethane (HFC-23), pentafluoroethane (HFC-125), 1,1,2,2-tetrafluoroethane (HFC-134), 1,1,1,2-tetrafluoroethane (HFC-134a) and 1,1-difluoroethane (HFC-152a).
  • the refrigerator oil compositions according to the invention can be widely used in apparatuses employing a hermetic refrigerant-compression type refrigerator, such as refrigerators, freezing chambers, automatic vending machines, display cases, room air conditioners and dehumidifiers and also in refrigerators of other types.
  • a hermetic refrigerant-compression type refrigerator such as refrigerators, freezing chambers, automatic vending machines, display cases, room air conditioners and dehumidifiers and also in refrigerators of other types.
  • a refrigerator oil composition according to the present invention When a refrigerator oil composition according to the present invention is used in such a refrigerant-compression type refrigerator as exemplified above, it is ordinarily used in the form of a fluid composition containing the above refrigerant mixed therein. No particular limitation is imposed on their mixing ratio, however, it is desirable to use, in a mixed state, 1-500 parts by weight, preferably 2-400 parts by weight of the refrigerator oil composition per 100 parts by weight of the refrigerant.
  • a refrigerator oil composition according to the present invention has excellent abrasion resistance and tends to form less sludge so that it can be used as a preferred refrigerator oil for a fluoroalkane refrigerant containing as a base oil a synthetic ester oil.
  • a sample refrigerator oil composition (420 g) and 150 g of 1,1,1,2-tetrafluoroethane (HFC-134a) were weighed in a high-pressure metal vessel.
  • a disc-shaped stationary test piece (made of SCM3 cast iron) was placed on a loading arbor installed on an inner bottom of the vessel.
  • Three vanes (made of S-55C cast iron) of 1 mm wide were brought into contact with the test piece, whereby a wear test was conducted for 6 hours at 500 rpm under a load of 250 kgf. After the completion of the test, a wear loss of the disc-shaped test piece was determined in terms of weight.
  • a sample refrigerator oil composition (100 g) was weighed in a 200-ml glass test tube. Three iron sheets having a surface area of about 10 cm2 were placed in the test tube as a deterioration accelerating catalyst. The test tube was placed in a stainless-steel autoclave and dissolved oxygen in the refrigerator oil composition was purged out in a vacuum. Purified water (0.1 g) was then added to the refrigerator oil composition. After the autoclave was hermetically sealed, the resulting mixture was heated at 150°C for 2 weeks. The sample oil thus treated was filtered through a membrane filter having a pore size of 0.4 ⁇ m. The filtrate was washed with hexane. The weight of a precipitate so collected was recorded as the weight (mg) of sludge formed per 100 g of the sample refrigerator oil composition.
  • the resulting refrigerator oil composition according to this invention showed excellent wear resistance in the refrigerant, namely, 1,1,1,2-tetrafluoroethane or difluoromethane compared with the composition in Comparative Example 2 which contained tricresyl phosphate, a conventional extreme pressure additive. Further, the former composition produced by far less sludge than the latter and thus, was superior in hydrolytic stability.
  • the refrigerator oil compositions in Comparative Examples 3 and 4 which contained the known acid phosphate ester or tertiary phosphite ester as a conventional extreme pressure additive, the refrigerator oil compositions in Examples 1-9 each exhibited excellent wear resistance and also excellent hydrolytic stability, thereby forming less sludge.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
EP93301211A 1992-02-20 1993-02-18 Ölzusammensetzung für Kältemaschinen, die Fluoroalkane-Kühlflüssigkeiten enthalten Withdrawn EP0557105A1 (de)

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JP33536/92 1992-02-20
JP4033536A JPH05230488A (ja) 1992-02-20 1992-02-20 フッ化アルカン冷媒用冷凍機油組成物

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BR9301005A (pt) * 1992-04-29 1993-11-03 Lubrizol Corp Composicao liquida e metodo para lubrificar um sistema de refrigeracao
JP2613526B2 (ja) * 1992-07-04 1997-05-28 花王株式会社 冷凍機作動流体用組成物
JPH08134486A (ja) * 1994-11-15 1996-05-28 Matsushita Electric Ind Co Ltd 冷凍機油用添加剤および冷凍機油
JPH08188787A (ja) * 1995-01-11 1996-07-23 Nippon Oil Co Ltd 冷凍機油および冷凍機用流体組成物
EP2314665A3 (de) 2000-07-26 2011-05-11 Idemitsu Kosan Co., Ltd. Schmieröl für eine Kühlanlage und Kühlmittelzusammensetzung dafür dieses enthaltend
WO2020158518A1 (ja) * 2019-01-29 2020-08-06 Ｊｘｔｇエネルギー株式会社 冷凍機油及び冷凍機油の製造方法

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EP0125144A2 (de) * 1983-05-10 1984-11-14 Exxon Research And Engineering Company Funktionelle Flüssigkeiten und Schmiermitteln mit verbesserter Wassertoleranz
EP0435253A1 (de) * 1989-12-28 1991-07-03 Nippon Oil Company, Limited Kühlschranköle zum Gebrauch mit Hydrogen enthaltenden Halogenocarbonkühlmitteln
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EP0523561A1 (de) * 1991-07-17 1993-01-20 Idemitsu Kosan Company Limited Schmierölzusammensetzung
EP0461262B1 (de) * 1989-12-14 1995-05-03 Idemitsu Kosan Company Limited Anwendung von Schmierölzusammensetzung für Fluorkohlenwasserstoff-Kältemittel

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Publication number Priority date Publication date Assignee Title
EP0125144A2 (de) * 1983-05-10 1984-11-14 Exxon Research And Engineering Company Funktionelle Flüssigkeiten und Schmiermitteln mit verbesserter Wassertoleranz
EP0461262B1 (de) * 1989-12-14 1995-05-03 Idemitsu Kosan Company Limited Anwendung von Schmierölzusammensetzung für Fluorkohlenwasserstoff-Kältemittel
EP0435253A1 (de) * 1989-12-28 1991-07-03 Nippon Oil Company, Limited Kühlschranköle zum Gebrauch mit Hydrogen enthaltenden Halogenocarbonkühlmitteln
EP0507158A1 (de) * 1991-03-29 1992-10-07 Idemitsu Kosan Company Limited Ölzusammensetzung für Kältemaschinen
EP0523561A1 (de) * 1991-07-17 1993-01-20 Idemitsu Kosan Company Limited Schmierölzusammensetzung

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