US2459717A - Organic lubricant composition - Google Patents

Organic lubricant composition Download PDF

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Publication number
US2459717A
US2459717A US642986A US64298646A US2459717A US 2459717 A US2459717 A US 2459717A US 642986 A US642986 A US 642986A US 64298646 A US64298646 A US 64298646A US 2459717 A US2459717 A US 2459717A
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United States
Prior art keywords
acid
oil
sulfurized
weight
carbon atoms
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US642986A
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English (en)
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George L Perry
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Shell Development Co
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Shell Development Co
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Priority to NL63961D priority Critical patent/NL63961C/xx
Application filed by Shell Development Co filed Critical Shell Development Co
Priority to US642986A priority patent/US2459717A/en
Priority to GB1265/47A priority patent/GB634720A/en
Priority to FR944320D priority patent/FR944320A/fr
Priority to DEP30562D priority patent/DE843458C/de
Application granted granted Critical
Publication of US2459717A publication Critical patent/US2459717A/en
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    • 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
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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
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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
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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    • 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
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015—Dispersions of solid lubricants
    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating

Definitions

  • This invention relates to compounded lubricating oils and more particularly to the type of lubricant especially applicable to use in steam turbines.
  • Rust may be promoted by steam or water which penetrates valve packings, by moisture which condenses from the atmosphere within the engine orifices or by water dissolved in or. set free by chemical changes in the lubricant.
  • rust may accelerate greatly the oxidation or degradation of the lubricant as well as interfere with clearances and clog delicate engine parts such as the governor mechanism by circulating through the oil system. Accordingly, a turbine lubricant should contain a rust inhibitor.
  • the damage caused by emulsions may occur in several ways:
  • the viscosity of the emulsified oil is vastly difierent from that of the original lubricant, thus altering the speed of circulation as well as the lubricating properties; in addition, an emulsion will quickly pick up and circulate any sludge or sediment that may be prescut and thereby impart to the lubricant an undesirable scouring or abrasive action.
  • no additive Whether to inhibit rusting or for some other purpose, can be tolerated in a turbine lubricant if such additive is also an emulsifying agent.
  • E. P. additives are emulsifying agents, often decrease the oxidation stability of the lubricant, produce corrosive oils, and interfere with the action of the antirusting agent.
  • organic chlorides which have been widely used as extreme pressure agents in lubricants are both emulsifying agents and corrosion promoters.
  • Certain organic phosphorus compounds which are employed in extreme pressure lubricants also possess both these disadvantages.
  • polylauryl phosphate decreases the oxidation stability and permits vapor space rusting while tricresyl phosphate, in addition to being corrosive, decreases the film tenacity of the oil.
  • Certain sulfur-containing antiwear or E. P. agents possess similar hanadlcaps.
  • alpha mercapto stearic acid increases emulsiflcation, decreases oxidation stability, and allows vapor space rusting while sulfurized sperm oil increases emulslfication and decreases film tenacity of the oil.
  • sulfurized sperm oil increases emulslfication and decreases film tenacity of the oil.
  • the presence of stearic acid decreases oxidation stability.
  • an improved organic lubricant composition can be formed by incorporating two additives in a suitable base, such as an oleaginous or mineral 011 base, whereby there is obtained a lubricant having both antirusting and antiwear properties without emulsion-forming tendencies or other undesirable properties, which lubricant is especially suitable for use in turbines.
  • a suitable base such as an oleaginous or mineral 011 base
  • Turbine oils can be produced by employing well refined lubricating oils of a proper viscosity range which may be between about '75 and about tung oil, soya bean oil, fiaxseed oil, tallow, lard,
  • stearine pitch etc.
  • synthetic lubricants such as polymerized olefins, alcohols, esters, olefin oxides, etc.
  • the corrosion or rust inhibitor used in the present combination is a relatively high molecular weight dibasic acid.
  • dibasic acid is meant an acid having two acidic or ionizable hydrogen ions.
  • the two acidic radicals should be separated by no more than about four carbon atoms and preferably by no more than two or three.
  • Such acids are, for instance, high molecular weight saturated or unsaturated polycarboxylic acids stable under ordinary lubricat- 7 ing conditions, such as alkylated aliphatic polycarboxylic acids like alkylated succinic, glutaric, adipic, etc., acids.
  • the oxygen in the acid radicals may also be replaced in whole or in part by sulfur to give the corresponding thio equivalents as thiolic (--COSH) thionic (-CSOH) or thionthiolic (-CSSH) acids.
  • the dibasic acid may also be a monocarboxylic acid whose second acidic hydrogen atom is supplied or activated by a radical such as nitro, nitroso, cyano, hydrosulfide, or aromatic sulfonyl which is not more than about two or three carbon atoms removed from the carboxylic radical.
  • a radical such as nitro, nitroso, cyano, hydrosulfide, or aromatic sulfonyl which is not more than about two or three carbon atoms removed from the carboxylic radical.
  • These monocarboxylic acids themselves should contain a minimum of 12 to 16 carbon atoms in addition to the added radical.
  • stearic acid its dibasic corrosioninhibiting derivatives would be alpha or beta nitrostearic acid, alpha or beta nitrosostearic acid, alpha or beta cyanostearic acid, alpha or beta mercaptostearic acid, alpha or beta phenylsulfonylstearic acid, etc.
  • One or both of the acidic groups may be attached to an aromatic nucleus, as in alkylated salicylic acids,such as di-isopropyl-salicylic acid, alpha (orthocarboxyl aryloxy) carboxylic acids such as nooc ooncoon
  • alkylated salicylic acids such as di-isopropyl-salicylic acid, alpha (orthocarboxyl aryloxy) carboxylic acids such as nooc ooncoon
  • dibasic acids wherein the two acidic groups are joined through an oxygen, sulfide, disulfide, or nitrogen linkage, as
  • Hydroxamic acids are also effective dibasic corrosion inhibitors.
  • These corrosion inhibitors may also contain ether, amino, sulfide, disulfide, etc., radicals elsewhere in the molecule. Those dibasic acids having at least one carboxylic radical are preferred. Mixtures of the various dibasic acids, as well as the pure compounds, may be used.
  • the saturated acids are preferred because of their greater stability toward oxidation which results in longer active life. Also, those corrosion inhibitors which consist only of carbon, hydrogen chain fatty alcohols, etc., and condensing them with maleic acid anhydride to produce an alkylene succinic anhydride, and hydrolyzing the latter to produce the corresponding free acid, which may then be hydrogenated if desired. Such acids have been described in U. S. Patent No. 2,133,734.
  • the antiwear additive used in the present invention is an oil-soluble, liquid, sulfurized product of a liquid unsaturated fatty acid, prefera'bly of 8 to 26 carbon atoms.
  • These sulfurized products of unsaturated fatty acids may be formed by reacting sulfur with unsaturated fatty acids at temperatures of, for example, from about C. to about 300 C.
  • the amount of sulfur used to sulfurize the unsaturated fatty acid may be varied according to the particular fatty acid used and the specific characteristics desired in the final product. Generally, an amount of sulfur sufficient to substantially saturate the olefinic double bonds of the fatty acid is employed.
  • the sulfur preferably in a finely divided state, may be added gradually to heated unsaturated acid while agitating the mixture, After all the sulfur is added, the mixture is heated further until the reaction is completed.
  • the unsaturated fatty acids may also be sulfurized by reaction with sulfur monochloride, phosphorus polysulfide, such as phosphorus sesquisulfide, or other compounds capable of sulfurizing, i. e. of introducing sulfur in non-oxidized form, into the unsaturated fatty acid. It is sometimes desirable to blow or bubble air. steam, inert gases or the like through the sulfurized unsaturated fatty acids.
  • the value of the sulfurized products of unsaturated fatty acids as oil additives is considerably improved by subjecting them to treatment with a filter clay which removes deleterious amounts of undesirable constituents.
  • the sulfurized unsaturated fatty acid is used as the free acid, and the preferred agent is sulfurized oleic acid, particularly sulfurized oleic acid prepared by reacting oleic acid with free sulfur.
  • suitable acids which may be sulfurized include, for example, hypogaeic acid, elaidic acid, erucic acid, brassidic acid, linoleic acid, linolinic acid, etc.
  • a sulfurized product of an unsaturated fatty acid which is particularly effective as an antiwear agent in lubricating compositions may be prepared by reacting free sulfur with an unsaturated fatty acid in a molal ratio of sulfur to unsaturated fatty acid which is greater than one to one, but preferably less than two to one.
  • Oleic acid of a good commercial grade was heated in a suitable vessel to a temperature of about 150 C.
  • the heated oleic acid was blanketed with an inert atmosphere, such as nitrogen, natural gas. etc., and then, for each molecular part (282 parts by weight) of oleic acid, about 1.3
  • Efiective amounts of the sulfurized unsaturated fatty acids in a turbine oil are in the order of from 0.005% to 0.1% by weight, although quantities of between 0.01% and 0.05% by weight are usually suiilcient and even preferred. Amounts of the dibasic acid anticorrosive agent between about 0.01% and about 0.5% by weight may be employed. Usually a combined weight of from about 0.02% to about 0.1% for both additives is satisfactory, although the combination of agents is effective at lower concentrations, particularly when added to turbine oils.
  • the present turbine oil additives were tested alone and together in the multiple four-ball machine similar in principle to the Boerlage apparatus described in the magazine, Engineering, vol. 136, July 14, 1933.
  • This apparatus comprises four steel balls arranged in pyramid formation. The top ball is rotated by spindles against the three bottom balls which are clamped in a stationary ball holder. The balls are immersed in the oil to be tested. Tests were run for two hours at 100 R. P. M. under a 7.0 kg. load and at various temperatures. The diameters of the wear scars worn on the three balls forming the base of the pyramid were then measured, and the average taken as the true indication of wear. Results from tests using a highly refined turbine oil, 185-205 8. U.
  • ditertiary butyl p-cresol employed as an antioxidant
  • the base oil used was a highly refined turbine oil of about 400 U. S. seconds viscosity at F. containing 0.25% by weight di-tertiary butyl p-cresol.
  • the additives were incorporated into this base oil and subjected to the following tests.
  • the rusting test was carried out by immersing a polished low-carbon cold-rolled steel specimen (3 mm. x 12 mm. x '76 mm.) in 350 ml. of the test oil, which was continuously agitated. Thirty minutes after starting, 10% by volume of synthetic sea water was added to the oil (the synthetic sea water was formulated to contain in 1000 ml. water11.0 g. MgCl2-6H2O; 4.0 g. Na2SO4 (anhydrous); 1.2 g. CaClz (anhydrous) and 25.0 g. NaCl). Additional amounts of water were added as required to maintain a constant volume. The test was continued for 48 hours at a controlled temperature of 75 C. Thereafter the steel specimen was washed with naphtha and acetone, and evaluation of the test result was expressed as per cent of surface rusted.
  • the film tenacity test was performed by dipping a polished steel strip (as in the above rusting test) into the test oil for 30 minutes, removing and allowing the strip to drain for 10 minutes, and then placing the oil-coated strip in well stirred water at a constant temperature of 75 C. The time elapsed until rusting starts, after the strip is transferred to the water, is a. measure of the tenacity of the film formed. A period of two hours in this test is considered satisfactory.
  • the 011 sample is subjected to a temperature of 95 C. in the presence of water, oxygen and an iron-copper catalyst, the time required to build up a neutralization number of 2.0 mg. KOH/gm. 011 being determined.
  • the essential features of the tests are as follows:
  • the oxidation cell is a glass tube 45 mm. x 600 mm. fitted with a mushroom water condenser and an oxygen delivery tube with fritted glass outlet.
  • the catalyst consists of lengths of No. 14 A. W. G. open-hearth iron wire and electrolytic copper wire, each three meters long and wound into coils about 0.625 in. in diameter.
  • the cell containing 300 ml.
  • oil sample and the iron-copper catalyst is assembled with the condenser and oxygen inlet tube and placed in a thermostatically controlled bath capable of maintaining a temperature of 95:05" C. in the sample.
  • Oxygen is admitted at a rate of 3:0.5 liter per hour and, at the end of 30 minutes, 60 ml. of distilled water is added to the cell. The test is then continued until acids are formed to the extent that the neutralization number of the oil reaches a value of 2.0 mg. KOH/gm. of oil.
  • Emulsion tests were performed with both distilled water and 1% NaCl solution at 130 F., according to "Federal Specification for Lubricants and Liquid-Fuels; General Specifications," Fed. Spec. No. 320,13,VV-L-791C, Feb. 19, 1942, sec. 1V, part 5, p. 116, wherein equal volumes (40 ml.) of the test oil and water are stirred for 5 minutes at 1500 R. P. M., and then after stopping the stirring the time to completely break the emulsion is determined. Generally, a maximumof 2 ml. emulsion remaining at the end of 30 minutes is allowed. In some cases, where unsatisfactory ;est is obtained at 30 minutes, the amount of un- Jroken emulsion remaining is recorded.
  • Suitable antioxidants include. for example, polyalkyl arylhydroxy compounds having one or more hydroxy groups, preferably with short alkyl groups up to about eight or ten carbon atoms attached at the two, four and/or six positions, and advantageously with at least one tertiary alkyl group, such as 2,4,6-trimethylphenol, pentamethylor pentaethyl-phenol, 2,4- dimethyl-fi-tertiary-butyl phenol, 2,4-dimethy1- 6-octylphenol, 2,6-di-tertiary-butyl 4 methylphenol, 2,4,6-tri-tertiary-butylphenol, 2,4-dimethyl-G-tertiary octylphenol, etc.; amino phenols as benzyl amino phenols; amines such as dibutyl phenylene diamine, diphenyl amine, phenyl-beta-naphthylamine, dina
  • diphenyl disulfides dibenzyl disulfide, dinaphthyl disulfides, wax polysulfldes formed by reaction of polychlorinated wax and sodium polysulflde, etc.; or of non-acidic sulfur compounds such as formed by reacting sulfur with olefins at temperatures of about 150 C. to 300 C.
  • Additional corrosion inhibitors or antirusting compounds may also be present in some instances, and include, for example, organic nitrogen compounds containing an acidic radical in close proximity to a nitrile, nitro or nitroso group (e. g., alpha cyano stearic acid).
  • a lubricating composition comprising a major amount of a mineral lubricating oil containing from about 0.01% to about 0.5% by weight of a saturated alkyl succinic acid of at least 16 carbon atoms and from about 0.01% to TABLE II General properties of turbine oil additives highly refined mineral oil having a viscosity of 185 to 205 S. U. at 130 F. and containing 0.25 (ii-tertiary butyl para-cresol as an antioxidant was used as a base oil.]
  • dditives such as antioxidants, antifoaming gents, pour point depressors or viscosity imrovers, etc.
  • no compounds, such as ietallic salts, which react with either of the rimary additives, or detergents tending to form nulsions in turbine oils should be employed.
  • a lubricating composition comprising a major amount of a mineral lubricating oil, containing from about 0.01% to about 0.5% by weight of a saturated alkyl succinic acid of at least 16 carbon atoms, from about 0.01% to about 0.1% by weight of sulfurized oleic acid, and a minor amount, sufiicient to inhibit oxidation, of a polyalkyl phenol said alkyl radical having up to 10 carbon atoms.
  • a lubricating composition comprising a major amount of a mineral lubricating oil, containing from about 0.01% to about 0.5% by weight of a saturated alkyl succinic acid of at least 16 carbon atoms, from about 0.01% to about 0.1% by weight of sulfurized oleic acid, and a minor amount, sufficient to inhibit oxidation, of a di-tertiary butyl para-cresol.
  • a lubricating composition comprising a major amount of a mineral lubricating oil, and a minor amount sufllcient to inhibit corrosion, of a saturated alkyl succinic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of sulfurized oleic acid.
  • a lubricating composition comprising a major amount of a mineral lubricating oil, a minor amount sufficient to inhibit corrosion, of a saturated alkyl dibasic aliphatic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of sulfurized oleic acid.
  • a lubricating composition comprising a major amount of a mineral lubricating oil, a minor amount sufficient to inhibit corrosion, of a saturated alkyl dibasic aliphatic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of a sulfurized unsaturated fatty acid having from 8 to 26 carbon atoms.
  • a composition comprising a major amount of a mineral oil, a minor amount sufllcient to inhibit corrosion, of a saturated alkyl dibasic aliphatic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of a sulfurized unsaturated fatty acid having from 8 to 26 carbon atoms.
  • a composition comprising a major amount of a mineral oil, a minor amount sufllcient to inhibit corrosion, of an unsaturated alkyl dibasic aliphatic acid of at least 18 carbon atoms, and from about 0.01% to about 0.1% by weight of a sulfurized unsaturated fatty acid having from 8 to 26 carbon atoms.
  • a composition comprising a major amount of a mineral oil, a minor amount sumcient to inhibit corrosion, of a saturated alkyi adipic acid of at least 16 carbon atoms, and from about 0.01%
  • a lubricating composition comprising a major amount of a mineral oil, a minor amount sufficient to inhibit corrosion of a saturated alkyi glutaric acid having at least 16 carbon atoms. and a wear reducing amount of less than 0.1% by weight of a sulfurized unsaturated fatty acid having at least 8 carbon atoms.
  • a composition comprising a major amount of an oleaginous base, a minor amount suilicient to inhibit corrosion, of an alkyl dibasic aliphatic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of a suifurized unsaturated fatty acid having at least 8 carbon atoms.
  • a composition comprising a major amount of a mineral oil, a minor amount sufficient to inhibit corrosion, of an alkyl dibasic aliphatic acid of at least 16.carbon atoms, and from about 0.01% to about 0.1% by weight of a sulfurized unsaturated fatty acid having at least 8 carbon atoms.
  • a composition comprising a major amount of a mineral oil, a minor amount sufllcient to inhibit corrosion, of an unsaturated alkyl dibasic aliphatic acid of at least 16 carbon atoms, and from about 0.01% to about 0.1% by weight of a sulfurized unsaturated fatty acid having at least 8 carbon atoms.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US642986A 1946-01-23 1946-01-23 Organic lubricant composition Expired - Lifetime US2459717A (en)

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NL63961D NL63961C (enrdf_load_stackoverflow) 1946-01-23
US642986A US2459717A (en) 1946-01-23 1946-01-23 Organic lubricant composition
GB1265/47A GB634720A (en) 1946-01-23 1947-01-14 An organic lubricating oil composition
FR944320D FR944320A (fr) 1946-01-23 1947-01-23 Composition lubrifiante organique
DEP30562D DE843458C (de) 1946-01-23 1949-01-01 Schmieroele

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2681891A (en) * 1951-11-27 1954-06-22 Texas Co Hydraulic transmission fluid
US2682489A (en) * 1950-11-30 1954-06-29 Fuchs George Hugo Von Rust preventing compositions and process
US2688595A (en) * 1949-11-23 1954-09-07 Standard Oil Co Lubricants
US2715108A (en) * 1952-05-06 1955-08-09 Shell Dev Lubricating compositions
US2730499A (en) * 1951-08-01 1956-01-10 Exxon Research Engineering Co Lubricants for heavy journal bearings operating at elevated temperatures
US2890170A (en) * 1956-09-06 1959-06-09 Dow Corning Organosiloxane greases
US2962443A (en) * 1955-08-31 1960-11-29 Lubrizol Corp Steam turbine lubricant
US2971915A (en) * 1957-02-11 1961-02-14 Shell Oil Co Lubricating oil compositions
US2994662A (en) * 1957-12-02 1961-08-01 Shell Oil Co Lubricating compositions
US3274113A (en) * 1963-08-28 1966-09-20 Sun Oil Co Oxidation resistant hydraulic oil
US5726130A (en) * 1994-05-24 1998-03-10 Idemitsu Kosan Co., Ltd. Cutting or grinding oil composition

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1050806A (fr) * 1952-02-13 1954-01-11 Renault Lubrifiants pour organes fortement chargés
GB779698A (en) * 1952-12-10 1957-07-24 Exxon Research Engineering Co Lubricant

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1974299A (en) * 1932-02-03 1934-09-18 Tide Water Oil Company Lubricating compound and process of making the same
US2279688A (en) * 1940-12-24 1942-04-14 Shell Dev Corrosion preventive
US2334158A (en) * 1941-09-29 1943-11-09 Shell Dev Rust-preventive composition
US2371142A (en) * 1945-03-13 Anticoerosive
US2398202A (en) * 1943-02-08 1946-04-09 Shell Dev Anticorrosive

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2371142A (en) * 1945-03-13 Anticoerosive
US1974299A (en) * 1932-02-03 1934-09-18 Tide Water Oil Company Lubricating compound and process of making the same
US2279688A (en) * 1940-12-24 1942-04-14 Shell Dev Corrosion preventive
US2334158A (en) * 1941-09-29 1943-11-09 Shell Dev Rust-preventive composition
US2398202A (en) * 1943-02-08 1946-04-09 Shell Dev Anticorrosive

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2688595A (en) * 1949-11-23 1954-09-07 Standard Oil Co Lubricants
US2682489A (en) * 1950-11-30 1954-06-29 Fuchs George Hugo Von Rust preventing compositions and process
US2730499A (en) * 1951-08-01 1956-01-10 Exxon Research Engineering Co Lubricants for heavy journal bearings operating at elevated temperatures
US2681891A (en) * 1951-11-27 1954-06-22 Texas Co Hydraulic transmission fluid
US2715108A (en) * 1952-05-06 1955-08-09 Shell Dev Lubricating compositions
US2962443A (en) * 1955-08-31 1960-11-29 Lubrizol Corp Steam turbine lubricant
US2890170A (en) * 1956-09-06 1959-06-09 Dow Corning Organosiloxane greases
US2971915A (en) * 1957-02-11 1961-02-14 Shell Oil Co Lubricating oil compositions
US2994662A (en) * 1957-12-02 1961-08-01 Shell Oil Co Lubricating compositions
US3274113A (en) * 1963-08-28 1966-09-20 Sun Oil Co Oxidation resistant hydraulic oil
US5726130A (en) * 1994-05-24 1998-03-10 Idemitsu Kosan Co., Ltd. Cutting or grinding oil composition

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DE843458C (de) 1952-07-10
NL63961C (enrdf_load_stackoverflow)
GB634720A (en) 1950-03-29

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