EP0351906A1 - Synthetische Schmierölzusammensetzung - Google Patents

Synthetische Schmierölzusammensetzung Download PDF

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Publication number
EP0351906A1
EP0351906A1 EP89201826A EP89201826A EP0351906A1 EP 0351906 A1 EP0351906 A1 EP 0351906A1 EP 89201826 A EP89201826 A EP 89201826A EP 89201826 A EP89201826 A EP 89201826A EP 0351906 A1 EP0351906 A1 EP 0351906A1
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EP
European Patent Office
Prior art keywords
lubricant
composition
engine
weight
present
Prior art date
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Granted
Application number
EP89201826A
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English (en)
French (fr)
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EP0351906B1 (de
Inventor
Joseph Francis Anzenberger, Sr.
Alfred Karl Jung
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Akzo NV
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Akzo NV
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    • C10M169/04Mixtures of base-materials and additives
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    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108Phenothiazine
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2221/00Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2221/041Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds involving sulfurisation of macromolecular compounds, e.g. polyolefins
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/041Triaryl phosphates
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/043Ammonium or amine salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/12Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
    • CCHEMISTRY; METALLURGY
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/12Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
    • C10M2223/121Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy of alcohols or phenols
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2225/00Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2225/04Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2225/00Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2225/04Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
    • C10M2225/041Hydrocarbon polymers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/251Alcohol fueled engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/255Gasoline engines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/255Gasoline engines
    • C10N2040/28Rotary engines

Definitions

  • the present invention relates to synthetic lubricant compositions for use in high temperature rotary engines using internally lubricated fuel, wherein the lubricant is consumed and combusted during operation.
  • Alkyl trimellitate compositions suitable for use in lubricants and hydraulic fluids are described in Ger. Offen. 2,140,683, abstracted in Chemical Abstracts, Vol 76, 115812c (1972). Of similar teaching is U.S.S.R. Patent No. 525,663, abstracted in Chemical Abstracts, Vol. 86, 92985b (1977). Blends of penta-erythritol and trimellitate esters as a synthetic lubricating oil base stock for jet engines is described in British Patent No. 1,481,270.
  • U.S. Patent No. 3,637,501 describes complex esters made by reaction of a mixture of neopentyl-type polyol, an aromatic polycarboxylic acid, and an aliphatic monocarboxylic acid. It is suitable for lubricating gas turbine engines.
  • dialkyl diesters of mixtures of isophthalic acid and terephthalic acid are characterized as excellent synthetic oils in U.S. Patent No. 2,936,320.
  • U.S. Patent No. 3,021,357 describes novel dialkyl esters of 5-t-alkylisophthalic acid which are suitable as synthetic liquid lubricants and plasticizers for synthetic polymeric resins.
  • a gas turbine lubricant employing, as a base stock, a blend of a carboxylate ester (e.g., an ester of phthalic and/or isophthalic acid) and a low viscosity mineral oil is described in U.S. Patent No. 3,912,640.
  • British Patent No. 1,440,129 describes lubricants containing 85-96% triisodecyl trimellitate as a base fluid. Tricresyl phosphate is used in the lubricant of Example 2. In its two exemplified lubricants, inorganic, metal-containing additives are also used. The use of such metal-containing additives would give rise to an undesired ash residue when used under high temperature conditions, e.g., those existing in gas-fired rotary engines, above the decomposition temperature of the lubricant. Such residues lead to wear, deposits, and other problems. Also, the lubricant shown in Example 2 of British Patent No.
  • 1,440,129 although containing triisodecyl trimellitate (85%) and tricresyl phosphate (1.5%), additionally contains an alkyl methacrylate copolymer as a viscosity improver.
  • an alkyl methacrylate copolymer as a viscosity improver.
  • Use of such a copolymer in a lubricant which is consumed during the ignition cycles of the engine with the fuel will also lead to undesired carbon deposits.
  • the lubricant compositions shown in British Patent No. 1,440,129 if used in gas-fired rotary engines where the lubricant is sprayed into the combustion chamber for eventual consumption along with the fuel, will lead to residue problems (e.g., ash deposition or ash and carbon deposition).
  • the present lubricant composition is an improved lubricant for such engines, for example, which is consumed with the fuel and leaves essentially no residue in the combustion chamber. It comprises non­metal containing constituents and is therefore an ashless product when subjected to high temperature conditions above the decomposition temperature of the lubricant. It does not contain polymeric additives in its additives package which, when incinerated, would also give rise to carbon deposits.
  • the present engine lubricant is a blend of a major amount of at least one aromatic tricarboxylic acid triester, a minor amount of antiwear agents comprising a phosphate ester, and a substantially residue-free additives package.
  • the first component for the lubricant of the present invention which is present in major or predominate amount and functions as the base lubricating fluid is at least one aromatic tri-carboxylic acid triester.
  • a preferred triester component is a trimellitate ester component. These esters are aromatic or benzene tricarboxylic acid triesters having the formula Ar[C(O)OR]3, where Ar is a phenyl ring and R is an aryl or an alkyl group, e.g., one having less than about 18 carbon atoms. Preferred alkyl groups in such esters range from about 4 to about 18 carbon atoms in length. This component is present at from about 75 to about 99 percent by weight of the lubricant of the present invention.
  • R′ R ⁇ R′′′ n-butyl n-butyl n-butyl i-octyl i-octyl i-octyl 2-ethylhexyl 2-ethylhexyl 2-ethylhexyl 2-ethylhexyl i-decyl i-decyl i-decyl methyl methyl methyl ethyl ethyl ethyl n-butyl n-butyl phenyl n-butyl n-butyl n-hexyl n-hexyl n-hexyl n-heptyl n-heptyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl nonyl
  • Preferred triesters are triisodecyl trimellitate and tris-(2-ethylhexyl)trimellitate or their mixtures at ratios providing a desired viscosity.
  • An optional, component of the present invention which can also be present in minor amount, e.g., up to about 15 percent by weight of the lubricant, is at least one thermally and oxidatively stable phthalate ester component. This component is used to adjust the viscosity of the lubricant since the tri-carboxylic triesters tend to be viscous and might not have the desired viscosity characteristics if used without this optional phthalate ester also being present.
  • Such a component is a benzene carboxylic acid diester of the formula Ar(C(O)OR)2, where Ar is a phenyl ring and R is as defined above and is an alkyl group of less than about 18 carbon atoms, e.g., from about 4 to about 10 carbon atoms.
  • the esters that form this component can be derivatives of such benzene dicarboxylic acids as phthalic acid, isophthalic acid and terephthalic acid. Phthalate ester, where the substituents are in the ortho-position is not thermally and oxidatively stable within the purview of the present invention.
  • both of the above-mentioned types of tricarboxylic triesters and phthalate esters should be substantially fully esterified so there is no appreciable unreacted acid functionality in the ester component.
  • both are branch-chain aliphatic esters of the benzene carboxylic type with suitable branch chain groups including 2-ethylhexyl, 2-ethylbutyl, isooctyl, iso-propyl, and isodecyl.
  • branch chain groups derived from "Oxo" alcohols are also useful, as described in U.S. Patent No. 2,760,934, which is incorporated herein by reference.
  • the second component of the present invention is a phosphate ester component at from about 0.5% to about 10% by weight.
  • This component is present as an antiwear and extreme pressure additive.
  • the phosphate ester is one containing three aryl groups in the form of aryl and/or alkaryl groups.
  • useful phosphate esters are tertiary butylphenyl/ phenylphosphate, secondary butylphenyl/phenylphosphate, and isopropylphenyl/phenylphosphate. These phosphate esters may be prepared in accordance with known alkylation and phosphorylation procedures as described, for example, in U.S. Reissue Patent No. 29,540, the disclosure of which is incorporated herein by reference.
  • the second antiwear component of the present lubricant compositions preferable also comprises supplemental extreme pressure antiwear agents.
  • Suitable extreme pressure antiwear agents include oil-soluble organosulfur compounds, in particular, sulfurized hydrocarbons of desired molecular weight. These sulfur compounds may contain other groups which are beneficial and include phosphoros atoms.
  • a preferred class of organosulfur compounds is constituted by sulfurized olefins prepared by the reaction of a C3-C6 olefin or a polyolefin derived therefrom, with a sulfur-containing compound, such as sulfur, sulfur monochloride and phosphorpentasulfide.
  • Such extreme pressure additives are commercially available, frequently contained in additive packages designed for gear lubricants. Such commercial additives may directly be used in the present invention provided that no metal-­containing components are present. Sulfurized and phosphorized extreme pressure agents are preferred.
  • the third essential component of the present invention is a substantially residue-free additives package which can comprise the following types of components: Load Carrying Additive up to 2.0, pref. 0.1 to 1.0 wt.% Corrosion Inhibitor 0.015 to 2.0, pref. 0.10 to 0.3 wt.% Antioxidant 0.05 to 2.0, pref. 0.25 to 1.0 wt.% Metal Passivator 0.002 to 0.50, pref. 0.01 to 0.04 wt.% Wetting Agent up to 0.20, pref. up to 0.1 wt.%
  • the components used in the additives package need to be substantially free of metallic moieties or components if ash residues are to be avoided.
  • they are organic, rather than either metalloorganic or inorganic, in nature.
  • the organic additives chosen should not be polymers which, upon incineration, give rise to carbon deposits.
  • the additives package used in the instant lubricant is intended to provide oxidation stability, to enhance load carrying properties, and to prevent corrosion by chemical attack on ferrous surfaces as well as to passivate non-ferrous metals such as copper-containing alloys.
  • the useful load carrying additives include the amine salt of phosphoric and phosphonic acid derivatives. Moreover, certain phosphorus-amine compounds will also function as ashless antiwear additives in the synthetic base stocks of the instant invention. Such phosphorus-amine products will also give anti rust protection. Lubricant compositions containing the optional extreme pressure antiwear agent do not require the addition of a load carrying additive.
  • Aromatic amines have been used for many years to improve the oxidation stability of various synthetic lubricant base stocks.
  • Polyol esters of the type used in aircraft gas turbine engines have a long history of using aromatic amines, such as octylphenylnaphthylamine, phenothiazene, and phenyl- alpha -naphthylamine to enhance the oxidation stability of such fluids.
  • Triarylphosphate esters are good antiwear additives under normal loading conditions in both mineral oil-based and synthetic lubricants.
  • tertbutylphenyl/diphenyl phosphate has the added ability to also give extreme pressure protection under more severe loading conditions.
  • a lubricant composition in accordance with this invention is formed by admixture of the following ingredients: Ingredient Weight % Mixed trialkyl trimellitate lubricant1 (HATCOL 2920 brand) 43.79 Mixed trialkyl trimellitate lubricant2 (HATCOL 2932 brand) 43.79 Di(2-ethylhexyl)isophthalate plasticizer (FLEXOL 380 brand)3 9.73 Tertiary butylphenyl/diphenylphosphate (SYN-O-AD 8478 brand) 4 1.0 Phosphorus-sulfur extreme pressure antiwear composition (HITEC E-320 brand) 1.0 Alkyl thiodiazole as corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine as antioxidant 0.50 Benzotriazole as metal passivator 0.02 1
  • This product has a viscosity of 456 SUS (Saybolt Universal Seconds) (98 mm2/s) at 100°F
  • the resulting composition was an amber colored liquid, having an "oily" odor, with an acid number of 0.68 mg KOH/g. It had a boiling point of over 600°F (315°C), a specific gravity of 0.98 at 60°F (15.6°C), a flash point of over 460°F (240°C) and a vapor pressure of under 1.0 mm Hg at 25°C. All of the ingredi-ents mentioned above are non-metal containing thereby rendering the entire composition an ashless, high-temperature lubricant.
  • Example 3 Ingredient Weight % Mixed trialkyl trimellitate lubricant 6 64.82 Trialkyl trimellitate lubricant 7 22.27 Di-(2-ethylhexyl) isophthalate plasticizer (FLEXOL 380 brand) 9.73 Tertiary butylphenyl/dipheny
  • Example 5 Ingredient Weight % Mixed trialkyl trimellitate lubricant 9 44.16 Mixed trialkyl trimellitate lubricant 10 44.16 Di-(2-ethylhexyl)isophthalate (FLEXOL 380 brand) 9.81 Tert-butylphenyl diphenylphosphate (SYN-O-AD 8478 brand) 1.00 Phosphorus-amine load carrying additive (VANLUBE 672 brand) 0.20 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine antioxidant 0.50 Benzotriazole metal passivator 0.02 9 This product had a viscosity of 456 SUS (98 mm2/s) at 100°F (37.8°C).
  • Example 6 Ingredient Weight % Mixed trialkyl trimellitate lubricant 11 97.23 Tert-butylphenol diphenylphosphate antiwear (SYN-O-AD 8478 brand) 1.00 Phosphorus-amine load-carrying additive 0.10 Phosphorus-sulfur extreme pressure antiwear additive(HITEC E-320 brand) 1.00 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.15 Phenyl- alpha -naphthylamine antioxidant 0.50 Benzotriazole metal passivator 0.04 11 This product had a viscosity of 688 SUS (148.6 mm2/s) at 100°F (37.8°C).
  • Example 7 Ingredient Weight % Mixed trialkyl trimellitate lubricant 88.00 Di(2-ethylhexyl)isophthalate (FLEXOL 380 brand) 3.78 Tert-butylphenyl diphenylphosphate (SYN-O-AD 8479 brand) 6.00 Phosphorus-sulfur extreme pressure antiwear compound (ROSCAN 480 brand) 0.15 Alkyl thiodiazole corrosion inhibitor (AMOCO 153 brand) 0.50 Benzotriazole 0.02 Table I The viscometric properties for the various trimellitate-containing lubricants shown in certain of the foregoing Examples are summarized in the following Table: Viscosity, SUS (mm2/s) at Fluid from 100°F (37.8°C) 210°F (98.9°C) Viscosity Index Example No.
EP89201826A 1988-07-22 1989-07-11 Synthetische Schmierölzusammensetzung Expired - Lifetime EP0351906B1 (de)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1252276A1 (de) * 2000-01-14 2002-10-30 ExxonMobil Research and Engineering Company Industrieöle mit erhöhter resistenz gegen oxidation
FR2946983A1 (fr) * 2009-06-23 2010-12-24 Nyco Sa Agents anti-usure a neurotoxicite reduite
US20140200169A1 (en) * 2011-05-26 2014-07-17 Kluber Lubrication Munchen SE & Co., KG High Temperature Oil

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8841243B2 (en) 2010-03-31 2014-09-23 Chevron Oronite Company Llc Natural gas engine lubricating oil compositions
US8796192B2 (en) 2010-10-29 2014-08-05 Chevron Oronite Company Llc Natural gas engine lubricating oil compositions

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FR1119412A (fr) * 1955-02-17 1956-06-20 Lubrifiants à haute pression, incongelables
FR2102272A1 (fr) * 1970-08-14 1972-04-07 Ciba Geigy Composition de base pour lubrifiants synthetiques ou fluides fonctionnels
FR2206376A1 (de) * 1972-11-13 1974-06-07 Tenneco Chem
US4087386A (en) * 1974-07-22 1978-05-02 Fmc Corporation Triaryl phosphate ester functional fluids
US4111821A (en) * 1972-02-07 1978-09-05 Tenneco Chemicals, Inc. Lubricants for reciprocating compressors for oxygen-free gases
EP0144922A2 (de) * 1983-12-03 1985-06-19 Mineralölwerke Wenzel und Weidmann Zweigniederlassung der Fuchs Mineralölwerke GmbH, Mannheim Schmiermittel
US4589990A (en) * 1985-06-21 1986-05-20 National Distillers And Chemical Corporation Mist lubricant compositions
EP0195109A1 (de) * 1984-02-22 1986-09-24 Stauffer Chemical Company Verfahren zum Schmieren eines elektrischen Kontaktes

Patent Citations (8)

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Publication number Priority date Publication date Assignee Title
FR1119412A (fr) * 1955-02-17 1956-06-20 Lubrifiants à haute pression, incongelables
FR2102272A1 (fr) * 1970-08-14 1972-04-07 Ciba Geigy Composition de base pour lubrifiants synthetiques ou fluides fonctionnels
US4111821A (en) * 1972-02-07 1978-09-05 Tenneco Chemicals, Inc. Lubricants for reciprocating compressors for oxygen-free gases
FR2206376A1 (de) * 1972-11-13 1974-06-07 Tenneco Chem
US4087386A (en) * 1974-07-22 1978-05-02 Fmc Corporation Triaryl phosphate ester functional fluids
EP0144922A2 (de) * 1983-12-03 1985-06-19 Mineralölwerke Wenzel und Weidmann Zweigniederlassung der Fuchs Mineralölwerke GmbH, Mannheim Schmiermittel
EP0195109A1 (de) * 1984-02-22 1986-09-24 Stauffer Chemical Company Verfahren zum Schmieren eines elektrischen Kontaktes
US4589990A (en) * 1985-06-21 1986-05-20 National Distillers And Chemical Corporation Mist lubricant compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1252276A1 (de) * 2000-01-14 2002-10-30 ExxonMobil Research and Engineering Company Industrieöle mit erhöhter resistenz gegen oxidation
EP1252276A4 (de) * 2000-01-14 2009-08-26 Exxonmobil Res & Eng Co Industrieöle mit erhöhter resistenz gegen oxidation
FR2946983A1 (fr) * 2009-06-23 2010-12-24 Nyco Sa Agents anti-usure a neurotoxicite reduite
US20140200169A1 (en) * 2011-05-26 2014-07-17 Kluber Lubrication Munchen SE & Co., KG High Temperature Oil

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