GB601419A - Improvements in or relating to synthetic lubricant compositions - Google Patents

Improvements in or relating to synthetic lubricant compositions

Info

Publication number
GB601419A
GB601419A GB25614/45A GB2561445A GB601419A GB 601419 A GB601419 A GB 601419A GB 25614/45 A GB25614/45 A GB 25614/45A GB 2561445 A GB2561445 A GB 2561445A GB 601419 A GB601419 A GB 601419A
Authority
GB
United Kingdom
Prior art keywords
polyoxypropylene
compounds
phenols
alcohol
monohydroxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB25614/45A
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.)
Carbide and Carbon Chemicals Corp
Original Assignee
Carbide and Carbon Chemicals Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Carbide and Carbon Chemicals Corp filed Critical Carbide and Carbon Chemicals Corp
Publication of GB601419A publication Critical patent/GB601419A/en
Expired legal-status Critical Current

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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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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    • C10M2207/025—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed rings
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    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/027—Neutral salts thereof
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    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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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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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
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    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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    • C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
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    • C10M2209/1075—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 used as base material
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    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30—Heterocyclic 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/09—Heterocyclic compounds containing no sulfur, selenium or tellurium compounds in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • 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
    • 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
    • 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
    • C10N2040/251—Alcohol fueled engines
    • 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
    • C10N2040/255—Gasoline engines
    • 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
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B77/00—Component parts, details or accessories, not otherwise provided for
    • F02B77/04—Cleaning of, preventing corrosion or erosion in, or preventing unwanted deposits in, combustion engines

Abstract

A lubricant composition comprises essentially a mono-hydroxy 1,2-polyoxypropylene fluid which is the addition product of a monohydric alcohol with 1,2-propylene oxide together with a small amount of an addition agent selected from one of the classes of compounds enumerated below, said addition agent being adapted to reduce consumption, maintain a substantially uniform viscosity during use, retard or repress corrosive conditions and to eliminate objectionable odours in the said composition. The composition is particularly suitable for engine crank-case lubrication. The monohydric alcohol includes any aliphatic or aromatic monohydroxy compound including phenols and naphthols, though these are not alcohols in the strict sense of the term. The most desirable polyoxypropylene monohydroxy base fluids are those made under such conditions that the reaction product is a material of high molecular weight substantially free from ash forming compounds or dark coloured diluents. The preparation is carried out in a closed system by adding the moisture-free 1, 2-propylene oxide with or without a small amount of ethylene oxide to the monohydroxy alcohol in the presence of an alkaline catalyst such as sodium or potassium hydroxide or the alcoholate of the alcohol used at a temperature within the range 80-130 DEG C. After the reaction has proceeded to the desired extent the catalyst is neutralized with acid, e.g. sulphuric acid or carbon dioxide and water and a solvent for the reaction product added, the layers separated and the polyoxypropylene compounds separated from the solvent layer. Suitable alcohols which may be used are methanol, ethanol, isopropanol, n-butanol, 2-ethylbutanol, n-hexanol, 2-ethylhexanol, n-octanol, tetradecanol, heptadecanol, benzyl alcohol, methyl phenyl carbinol and the like, phenols and naphthols. The products retain adequate body at high temperatures and do not become unusually viscous at low temperatures. The more useful fluids show a viscosity of more than 70 Saybolt Universal Seconds at 100 DEG F. or upwards of 3 centistokes at 210 DEG F. (for some purposes a viscosity of at least 125 Saybolt Universal Seconds is desirable), and retain flowability on cooling to -20 DEG F. or below. They also possess the property of maintaining a high degree of engine cleanliness under high temperature operating conditions. Decomposition by heat generated at hot spots occurs without excessive carbonisation and fouling by tarry deposits, the decomposition products being compounds largely of a volatile nature. The additives which may be incorporated in the monohydroxy 1, 2-polyoxypropylene fluids for the purposes enumerated above possess anti-oxidant characteristics, but it does not follow that any oil anti-oxidant will be capable of retarding consumption of the new synthetic lubricants. The additives fall into four categories: (1) phenols, including mono-, di-, and trihydric phenols, and substitution products thereof in other than the hydroxyl hydrogen; (2) aromatic amines, with one or more NH2 groups attached directly to the aromatic nucleus, including primary, secondary and tertiary amines; (3) organic bi-valent sulphur-bearing compounds such as mercaptans, amine sulphides, thioamides and thioanilides; (4) aromatic nitro-compounds, such as m-dinitrobenzene, 1-5-dinitronaphthalene and the like. Particularly effective results have been obtained with o-diamino aromatic compounds, secondary aromatic amines and phenols. The preferred weight of the additive is usually from about 1.0 per cent to 4.0 per cent by weight of the monohydroxy 1,2-polyoxypropylene fluid; as an over-all range, 0.2 per cent to 8.0 per cent is considered suitable. Data from full-scale engine tests are given, showing in the first instance the improvement by incorporating additives as described with the synthetic base fluid, and secondly a comparison in lubricant characteristics of the new synthetic lubricant composition with very good, aviation grade commercial mineral oils.ALSO:Polyoxypropylene ethers are prepared by reacting 1 : 2-propylene oxide with a monohydric alcohol in the presence of an alkaline catalyst by the method of Specification 601,604, as open to inspection under Sect. 91. The term "monohydric alcohol" is used in the present Specification in a wider sense than in Specification 601,604, included within it being any aliphatic or aromatic monohydroxy compound including phenols and naphthols, although these are not alcohols in the strict sense. The moisture-free 1 : 2-propylene oxide (with or without a small amount of ethylene oxide) is added to the monohydroxy alcohol in a closed system in the presence of a catalyst such as sodium or potassium hydroxide or the alcoholate of the alcohol used at a temperature within the range 80-130 DEG C. After the reaction has proceeded to the desired extent, the catalyst is neutralized with sulphuric or other acid, a solvent for the reaction product added, the layers separated and the polyoxypropylene compounds separated from the solvent layer. Suitable alcohols which may be used are methanol, ethanol, isopropanol, n-butanol, 2-ethylbutanol, n-hexanol, 2-ethylhexanol, n-octanol, tetradecanol, heptadecanol, benzyl alcohol, methyl phenyl carbinol and phenols and naphthols. The examples given of preparation of these polyoxypropylene ethers are identical with those given in Specification 601,604, as open to inspection under Sect. 91 with the exception of example 6, which deals with but does not describe in any detail the preparation of addition products of 1 : 2-propylene oxide with benzyl alcohol, phenol and b -naphthol. The addition products so obtained are used together with additives as lubricants (see Group III).
GB25614/45A 1944-12-13 1945-10-02 Improvements in or relating to synthetic lubricant compositions Expired GB601419A (en)

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2624708A (en) * 1950-06-23 1953-01-06 Union Carbide & Carbon Corp Inhibited polyoxyalkylene glycol fluids
US2687378A (en) * 1951-12-11 1954-08-24 California Research Corp Lubricating oil composition
US2687377A (en) * 1951-12-11 1954-08-24 California Research Corp Lubricant
US2721177A (en) * 1953-03-30 1955-10-18 California Research Corp Poly-oxyalkylene glycol lubricant composition
US2721178A (en) * 1953-03-30 1955-10-18 California Research Corp Poly-oxyalkylene glycol lubricant compositions
US2801968A (en) * 1953-09-30 1957-08-06 California Research Corp Jet turbine lubricant
US2839468A (en) * 1956-05-10 1958-06-17 California Research Corp Jet turbine lubricant composition
US2944973A (en) * 1955-11-14 1960-07-12 Union Carbide Corp Di-ester fluids with improved water tolerance
US2978431A (en) * 1956-11-20 1961-04-04 Union Carbide Corp Composition containing polyethylene and a polypropylene glycol monoalkyl ether
US4267064A (en) * 1978-10-25 1981-05-12 Nippon Oil Company, Ltd. Refrigeration lubricating oil compositions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2639956B1 (en) * 1988-12-05 1993-04-23 Elf France NITROGEN ADDITIVES WITH ANTIOXIDANT EFFECT AND LUBRICATING COMPOSITIONS CONTAINING SAID ADDITIVES

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2624708A (en) * 1950-06-23 1953-01-06 Union Carbide & Carbon Corp Inhibited polyoxyalkylene glycol fluids
US2687378A (en) * 1951-12-11 1954-08-24 California Research Corp Lubricating oil composition
US2687377A (en) * 1951-12-11 1954-08-24 California Research Corp Lubricant
US2721177A (en) * 1953-03-30 1955-10-18 California Research Corp Poly-oxyalkylene glycol lubricant composition
US2721178A (en) * 1953-03-30 1955-10-18 California Research Corp Poly-oxyalkylene glycol lubricant compositions
US2801968A (en) * 1953-09-30 1957-08-06 California Research Corp Jet turbine lubricant
US2944973A (en) * 1955-11-14 1960-07-12 Union Carbide Corp Di-ester fluids with improved water tolerance
US2839468A (en) * 1956-05-10 1958-06-17 California Research Corp Jet turbine lubricant composition
US2978431A (en) * 1956-11-20 1961-04-04 Union Carbide Corp Composition containing polyethylene and a polypropylene glycol monoalkyl ether
US4267064A (en) * 1978-10-25 1981-05-12 Nippon Oil Company, Ltd. Refrigeration lubricating oil compositions

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