US2580036A - Rust inhibiting composition - Google Patents

Rust inhibiting composition Download PDF

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Publication number
US2580036A
US2580036A US62416A US6241648A US2580036A US 2580036 A US2580036 A US 2580036A US 62416 A US62416 A US 62416A US 6241648 A US6241648 A US 6241648A US 2580036 A US2580036 A US 2580036A
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Prior art keywords
oil
diamine
employed
rust
rust inhibiting
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Expired - Lifetime
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US62416A
Inventor
Alfred H Matuszak
Jr James W Hand
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Standard Oil Development Co
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Standard Oil Development Co
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Priority to US62416A priority Critical patent/US2580036A/en
Priority claimed from GB33405/48A external-priority patent/GB656226A/en
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Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • 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
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • 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
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • 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
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/044—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/066—Arylene diamines
    • 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
    • C10M2215/26—Amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • 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
    • C10N2040/135—Steam engines or turbines

Definitions

  • This invention relates to rust preventing oil compositions and more particularly to mineral lubricating oil compositions which tend to inhibit rusting and corrosion of metal parts which are exposed to moisture.
  • a primary object of the present invention is the preparation of compositions which may be employed as internal combustion engine lubricants and which will also serve for the protection of exposed surfaces of such engines when the same are not in use.
  • compositions of the present invention are particularly valuable in preventing such rusting and they are valuable not only in the lubrication of internal combustioFengines, but with oil bases of suitable viscosity they may be employed as turbine oils or as lubricants for fire arms, ordnance equipment, industrial machinery, etc., and in tact for any lubricating purposes where metal surfaces are exposed to humid air.
  • partial esters of polyhydroxy alcohols are efiective rust inhibitors when employed as lubricating oil additives or as the principal components in slushing oils. It is also known that diamines show moderate rust inhibiting properties when employed in the presence of rust promoting acidic materials because 01' their acid neutralizing properties.
  • the composition thus formed exhibits rust inhibiting effects superior to that obtained when either or the components is employed separately in the same base oil and substantially greater in amount than that which would be expected from the combined efiects of the two additives, and the efl'ects are obtained whether or not rust promoting acidic materials are prescut.
  • the partial esters of polyhydroxy alcohols which are employed in the compositions of the present invention are those which are derived from polyhydroxy alcohols containing not more than carbon atoms per molecule and aliphatic or cycloaliphatic monocarboxylic acids, saturated or unsaturated, straight chain or branched, containing from 6 to 30 carbon atoms per molecule, and which contain at least one free hydroxyl group.
  • polyhydroxy alcohols which are to be employed in preparing the partial esters include ethylene glycol, diethylene glycol, glycerol, diglycerol, pentaglycerol, polyethylene glycols and polyglycerols containing not more than 20 carbon atoms per molecule, propylene glycol, 1,3-pr0panediol, pentaerythritol, sorbitan, sorbitol, inositol, dipentaerythritol, tetramethylolcyclopentanol, tetramethylolcyclohexanol, and anhydro-ennea-heptitol.
  • Carboxylic acids which are suitable for the partial esterification of the polyhydroxy alcohol include any aliphatic or cycloaliphatic monocarboxylic acid, saturated or unsaturated, straight chain or branched, having 6 to 30 carbon atoms per molecule.
  • Such acids may be mentioned caproic, caprylic, lauric, palmitic, stearic, oleic, linoleic, ricinoleic, oleomargic, erucic, behenic, arachidic, lignoceric, and similar fatty acids or mixtures thereof, also the naphthenic acids as well as the carboxylic acids derived by the oxidation of petroleum products or by the oxidation of oxygen-containing products prepared by the 0x0 process.
  • Naturally occurring products containing any of the above or similar acids such as tall oil, castor oil, soybean oil, linseed oil, olive oil, tung oil, rapeseed oil, menhaden oil, and the like, or acids derived therefrom, such as coconut fatty acids, may be conveniently employed.
  • the diamines which may be employed as one of the additives in accordance with this invention are those in which the two amino groups are attached to a hydrocarbon radical containing from 2 to 10 carbon atoms. These-include aliphatic, cycloaliphatic, and aromatic diamines and those in which short alkyl chains are attached to cycloaliphatic or aromatic nuclei. These diamines may be saturated or unsaturated.
  • suitable diamines may be mentioned the following: ethylene diamine, propylene diamine, tetramethylene diamine (putrescine), hexamethylene diamine, octamethylene diamine, decamethylene diamine, 1,2-diaminocyclohexane, 1,3-diamino-cyclohexane, 1,4-diamino-cyclohexane, 1,3-diamino-l-methyl-cyclohexane, 1,1-dimethyl-3,5-diamino-cyclohexane. the phenylene diamines, the toluylene diamines. and the xylylene diamines.
  • the partial esters of polyhydroxy alcohols are added to the base stock in proportions from about 0.01% to 10% by weight (generally from 1% to 3%), and the diamine is added in proportions ranging from 0.001% to 5% by weight (generally from 0.05%
  • the rust inhibiting properties of the various oil blends and of a sample of the base oil containing no additive were determined by using the same as a crankcase oil in a single cylinder air cooled engine of 5.7 H. P. at 2400 R. P. M. speed, manufactured by the Wisconsin Motor Corporation.
  • the engine was operated on 91 grade aviation gasoline containing 4 cc. tetraethyl lead per gallon.
  • the stainless steel cylinder which has the same composition as the cylinders of a full scale airplane engine, such as a Pratt and Whitney R1340 engine, was removed and stored in a humidity cabinet in which the temperature was caused to vary between 72 and 90 F. and the relative humidity between 94% and 53% during each 24 hour period.
  • oil blends containing the combinations of ester and diamine possess considerably greater rust inhibiting properties than the blends containing either an ester or the diamine alone.

Description

Patented Dec. 25, 1951 RUST INHIBITING COMPOSITION Alfred B. Matuszak, Jersey City, and James W. Hand, J r., Summit, N. J assignors to Standard Oil Development Company, a corporation of Delaware No Drawing. Application November 27, 1948, Serial No. 62,416
2 Claims.
This invention relates to rust preventing oil compositions and more particularly to mineral lubricating oil compositions which tend to inhibit rusting and corrosion of metal parts which are exposed to moisture.
A primary object of the present invention is the preparation of compositions which may be employed as internal combustion engine lubricants and which will also serve for the protection of exposed surfaces of such engines when the same are not in use. When operating engines in climates having a high humidity, rusting begins within a very short period of time after the engine is shut down. The compositions of the present invention are particularly valuable in preventing such rusting and they are valuable not only in the lubrication of internal combustioFengines, but with oil bases of suitable viscosity they may be employed as turbine oils or as lubricants for fire arms, ordnance equipment, industrial machinery, etc., and in tact for any lubricating purposes where metal surfaces are exposed to humid air.
It is known that partial esters of polyhydroxy alcohols are efiective rust inhibitors when employed as lubricating oil additives or as the principal components in slushing oils. It is also known that diamines show moderate rust inhibiting properties when employed in the presence of rust promoting acidic materials because 01' their acid neutralizing properties. It has been found in accordance with the present invention that when a partial ester of a polyhydroxy alcohol and a diamine are added to an oil base, the composition thus formed exhibits rust inhibiting effects superior to that obtained when either or the components is employed separately in the same base oil and substantially greater in amount than that which would be expected from the combined efiects of the two additives, and the efl'ects are obtained whether or not rust promoting acidic materials are prescut.
The partial esters of polyhydroxy alcohols which are employed in the compositions of the present invention are those which are derived from polyhydroxy alcohols containing not more than carbon atoms per molecule and aliphatic or cycloaliphatic monocarboxylic acids, saturated or unsaturated, straight chain or branched, containing from 6 to 30 carbon atoms per molecule, and which contain at least one free hydroxyl group.
Examples of the polyhydroxy alcohols which are to be employed in preparing the partial esters include ethylene glycol, diethylene glycol, glycerol, diglycerol, pentaglycerol, polyethylene glycols and polyglycerols containing not more than 20 carbon atoms per molecule, propylene glycol, 1,3-pr0panediol, pentaerythritol, sorbitan, sorbitol, inositol, dipentaerythritol, tetramethylolcyclopentanol, tetramethylolcyclohexanol, and anhydro-ennea-heptitol.
Carboxylic acids which are suitable for the partial esterification of the polyhydroxy alcohol include any aliphatic or cycloaliphatic monocarboxylic acid, saturated or unsaturated, straight chain or branched, having 6 to 30 carbon atoms per molecule. Among the more preferred examples of such acids may be mentioned caproic, caprylic, lauric, palmitic, stearic, oleic, linoleic, ricinoleic, oleomargic, erucic, behenic, arachidic, lignoceric, and similar fatty acids or mixtures thereof, also the naphthenic acids as well as the carboxylic acids derived by the oxidation of petroleum products or by the oxidation of oxygen-containing products prepared by the 0x0 process. Naturally occurring products containing any of the above or similar acids, such as tall oil, castor oil, soybean oil, linseed oil, olive oil, tung oil, rapeseed oil, menhaden oil, and the like, or acids derived therefrom, such as coconut fatty acids, may be conveniently employed.
The diamines which may be employed as one of the additives in accordance with this invention are those in which the two amino groups are attached to a hydrocarbon radical containing from 2 to 10 carbon atoms. These-include aliphatic, cycloaliphatic, and aromatic diamines and those in which short alkyl chains are attached to cycloaliphatic or aromatic nuclei. These diamines may be saturated or unsaturated. As examples of suitable diamines may be mentioned the following: ethylene diamine, propylene diamine, tetramethylene diamine (putrescine), hexamethylene diamine, octamethylene diamine, decamethylene diamine, 1,2-diaminocyclohexane, 1,3-diamino-cyclohexane, 1,4-diamino-cyclohexane, 1,3-diamino-l-methyl-cyclohexane, 1,1-dimethyl-3,5-diamino-cyclohexane. the phenylene diamines, the toluylene diamines. and the xylylene diamines.
For the purpose of the present invention the partial esters of polyhydroxy alcohols are added to the base stock in proportions from about 0.01% to 10% by weight (generally from 1% to 3%), and the diamine is added in proportions ranging from 0.001% to 5% by weight (generally from 0.05%
to 0.5%). In some cases larger proportions of additives than those specified may be employed to advantage.
Below will be described examples of the application of the present invention to a lubricant Employing a base oil consisting of a solven extracted Mid-Continent lubricating oil of 120' seconds viscosity Saybolt at 210 F., a number of blends were made by adding various additives or combinations of additives to this oil base. Two examples of partial esters of a polyhydroxy alcohol. viz., pentaerythritol mono-oleate' and sorbitan mono-oleate, and oneexample of a diamine, viz., propylene diamine, were employed, alone and in various combinations, for the purpose of showing the comparative effects of the additives when used alone and in combinations in accordance with the present invention.
The rust inhibiting properties of the various oil blends and of a sample of the base oil containing no additive were determined by using the same as a crankcase oil in a single cylinder air cooled engine of 5.7 H. P. at 2400 R. P. M. speed, manufactured by the Wisconsin Motor Corporation. The engine was operated on 91 grade aviation gasoline containing 4 cc. tetraethyl lead per gallon. After running the engine for eight hours with the test oil, the stainless steel cylinder, which has the same composition as the cylinders of a full scale airplane engine, such as a Pratt and Whitney R1340 engine, was removed and stored in a humidity cabinet in which the temperature was caused to vary between 72 and 90 F. and the relative humidity between 94% and 53% during each 24 hour period. Typical conditions in a tropical climate that are known to favor rapid rusting of aircraft engine cylinders were thus simulated. After each day the amount of rust present on the cylinder wall was observed and the storage period continued until a. test period of five days had been completed. Each oil sample was tested in this manner. The observations of the condition of the cylinder are given in the following table:
Cylinder rusting test [Per cent 0! cylinder wall rusted] Days of Storage Unhibited. Oil 5 l0 15 22 30 Same+l% pentraeryth ol monooleate 1 3 5 8 l0 Same+'l% sorbitun mono-oleatc. 4 6 9 l2 l4 Same+0.l% propylene diamine 5 6. 5 7. 5 9 l0 Same+l% pcntaerythritol monooleate+0.l% gropylene diamine 0 0. 25 0. 5 0. 5 0. 6 Same+l% sor itan mono-oleate+ 0.1% propylene diamine 2 2 2. 5 2. 5 3
It will be noted that the oil blends containing the combinations of ester and diamine possess considerably greater rust inhibiting properties than the blends containing either an ester or the diamine alone.
What is claimed is:
1. A mineral lubricating oil containing dissolved therein 0.01% to 10% of pentaerythritol mono-oleate and 0.001% to 5% of propylene diamine. I
2. A mineral lubricating oil containing dissolved therein about 1% of pentaerythritol mono-oleate and about 0.1% of propylene diamine.
ALFRED H. MATUSZAK. JAMES W. HAND, JR.
REFERENCES CITED The following references are of record in the

Claims (1)

1. A MINERAL LUBRICATING OIL CONTAINING DISSOLVED THEREIN 0.01% TO 10% OF PENTAERYTHRITOL MONO-OLEATE AND 0.001% TO 5% OF PROPYLENE DIAMINE.
US62416A 1948-11-27 1948-11-27 Rust inhibiting composition Expired - Lifetime US2580036A (en)

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GB33405/48A GB656226A (en) 1948-12-29 1948-12-29 Rust inhibiting composition

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2700022A (en) * 1952-07-15 1955-01-18 California Research Corp Sugar ester-containing lubricant compositions
US2701206A (en) * 1952-02-12 1955-02-01 Harry E Fales Corrosion inhibiting composition
US2716611A (en) * 1951-10-30 1955-08-30 Exxon Research Engineering Co Rust preventive composition
US2758981A (en) * 1952-10-29 1956-08-14 Exxon Research Engineering Co Corrosion preventive composition
US2783156A (en) * 1953-08-07 1957-02-26 Exxon Research Engineering Co Rust preventive composition
US2900262A (en) * 1955-12-15 1959-08-18 Quaker Chemical Products Corp Corrosion preventive compositions
US3087897A (en) * 1956-06-20 1963-04-30 Stedt Process of making a corrosion inhibiting composition
US3657126A (en) * 1970-04-17 1972-04-18 Aluminum Co Of America Oil and water-base lubricant: that, as to improvements in oil and water-base lubricants
US4073983A (en) * 1975-04-25 1978-02-14 United Chemical Corporation Method and composition for decreasing water resistance to movement
US4153464A (en) * 1977-09-12 1979-05-08 Emery Industries, Inc. Prevention of water staining of aluminum
US4304678A (en) * 1978-09-11 1981-12-08 Mobil Oil Corporation Lubricant composition for reduction of fuel consumption in internal combustion engines
US4376711A (en) * 1977-04-27 1983-03-15 Exxon Research And Engineering Co. Lubricant composition
FR2735784A1 (en) * 1995-06-23 1996-12-27 Bp Chemicals Snc HYDRAULIC FLUID COMPOSITION COMPRISING A CORROSION INHIBITING SYSTEM

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1973676A (en) * 1931-12-21 1934-09-11 Standard Oil Co Color-stabilized mineral oil
US2187353A (en) * 1936-12-16 1940-01-16 Tide Water Associated Oil Comp Lubrication
US2273862A (en) * 1939-11-22 1942-02-24 Socony Vacuum Oil Co Inc Stabilized viscous mineral oil composition
US2371333A (en) * 1942-10-19 1945-03-13 Shell Dev Organic detergents for lubricating oil
US2398193A (en) * 1943-11-30 1946-04-09 Standard Oil Co Lubricant
US2434490A (en) * 1944-12-30 1948-01-13 Standard Oil Dev Co Rust preventive lubricating oil compositions
US2442672A (en) * 1941-02-18 1948-06-01 Shell Dev Rust-preventive hydrocarbon compositions
US2452320A (en) * 1944-12-02 1948-10-26 Texas Co Oxidation-inhibited lubricating compositions
US2482517A (en) * 1945-03-13 1949-09-20 Shell Dev Corrosion inhibiting composition

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1973676A (en) * 1931-12-21 1934-09-11 Standard Oil Co Color-stabilized mineral oil
US2187353A (en) * 1936-12-16 1940-01-16 Tide Water Associated Oil Comp Lubrication
US2273862A (en) * 1939-11-22 1942-02-24 Socony Vacuum Oil Co Inc Stabilized viscous mineral oil composition
US2442672A (en) * 1941-02-18 1948-06-01 Shell Dev Rust-preventive hydrocarbon compositions
US2371333A (en) * 1942-10-19 1945-03-13 Shell Dev Organic detergents for lubricating oil
US2398193A (en) * 1943-11-30 1946-04-09 Standard Oil Co Lubricant
US2452320A (en) * 1944-12-02 1948-10-26 Texas Co Oxidation-inhibited lubricating compositions
US2434490A (en) * 1944-12-30 1948-01-13 Standard Oil Dev Co Rust preventive lubricating oil compositions
US2482517A (en) * 1945-03-13 1949-09-20 Shell Dev Corrosion inhibiting composition

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2716611A (en) * 1951-10-30 1955-08-30 Exxon Research Engineering Co Rust preventive composition
US2701206A (en) * 1952-02-12 1955-02-01 Harry E Fales Corrosion inhibiting composition
US2700022A (en) * 1952-07-15 1955-01-18 California Research Corp Sugar ester-containing lubricant compositions
US2758981A (en) * 1952-10-29 1956-08-14 Exxon Research Engineering Co Corrosion preventive composition
US2783156A (en) * 1953-08-07 1957-02-26 Exxon Research Engineering Co Rust preventive composition
US2900262A (en) * 1955-12-15 1959-08-18 Quaker Chemical Products Corp Corrosion preventive compositions
US3087897A (en) * 1956-06-20 1963-04-30 Stedt Process of making a corrosion inhibiting composition
US3657126A (en) * 1970-04-17 1972-04-18 Aluminum Co Of America Oil and water-base lubricant: that, as to improvements in oil and water-base lubricants
US4073983A (en) * 1975-04-25 1978-02-14 United Chemical Corporation Method and composition for decreasing water resistance to movement
US4376711A (en) * 1977-04-27 1983-03-15 Exxon Research And Engineering Co. Lubricant composition
US4153464A (en) * 1977-09-12 1979-05-08 Emery Industries, Inc. Prevention of water staining of aluminum
US4304678A (en) * 1978-09-11 1981-12-08 Mobil Oil Corporation Lubricant composition for reduction of fuel consumption in internal combustion engines
FR2735784A1 (en) * 1995-06-23 1996-12-27 Bp Chemicals Snc HYDRAULIC FLUID COMPOSITION COMPRISING A CORROSION INHIBITING SYSTEM
EP0750033A1 (en) * 1995-06-23 1996-12-27 BP Chemicals Limited Hydraulic fluid composition

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