US2345199A - Emulsifiable lubricant - Google Patents

Emulsifiable lubricant Download PDF

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US2345199A
US2345199A US449315A US44931542A US2345199A US 2345199 A US2345199 A US 2345199A US 449315 A US449315 A US 449315A US 44931542 A US44931542 A US 44931542A US 2345199 A US2345199 A US 2345199A
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water
mono
concentrate
lubricant
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Walter D Hodson
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Hodson Corp
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    • 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
    • C10M173/00Lubricating compositions containing more than 10% water
    • 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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/287Partial esters
    • C10M2207/289Partial esters containing free hydroxy groups
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • 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
    • C10N2040/02Bearings
    • 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
    • C10N2040/20Metal working
    • C10N2040/22Metal working with essential removal of material, e.g. cutting, grinding or drilling
    • 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
    • C10N2040/30Refrigerators lubricants or compressors lubricants
    • 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
    • C10N2040/32Wires, ropes or cables lubricants
    • 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
    • C10N2040/34Lubricating-sealants
    • 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
    • C10N2040/36Release agents or mold release agents
    • 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
    • C10N2040/38Conveyors or chain belts
    • 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
    • C10N2040/40Generators or electric motors in oil or gas winning field
    • 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
    • C10N2040/42Flashing oils or marking oils
    • 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
    • C10N2040/44Super vacuum or supercritical use
    • 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
    • C10N2040/46Textile oils
    • 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
    • C10N2040/50Medical uses
    • 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
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles

Description

Patented Mar. 28, 1944 UNITED STATES PATENT OFFICE EMULSIFIABLE LUBRICAN '1 Walter D. llodson, Chicago, 111., assignor to The Hudson Corporation, a corporation of Dela- The present invention relates to improvements in compounds suitable for use as lubricant and as vehicles and carriers for lubricants, cleaners and the like, and more particularly in emulsified compositions suitable for lubricants, which may be used with water alone or in conjunction with various lubricant oils to form emulsion lubricants. The compounds of the present invention have widely extended uses, not only as cutting oils, drawing oils and the like, but also for the direct lubrication of bearings, gears and the like, particularly when one or more of the bearing or gear surfaces is a composition embodying synthetic resins. It is also useful for the treatment of fibers, such as binder twine and the cores of wire ropes and generally for the incorporation of small proportions of oil or oily material in textile fibers.
In preparing the base compositions in accordance with the present invention, I employ, in combination, the glycerine mono-esters of the higher fatty acids (commonly called monoglycerides) together with an ethanolamine soap of higher fatty acids. In general, I prefer to form a combination containing these two substances and a relatively small amount of water a compared with the amount of water used in forming the final emulsion, thereby forming a concentrate or base, which is convenient in commercial handling. This concentrate or base may then be diluted with water and such additions made to it as are desired.
The mono-glyceride employed in accordance with the present invention may be a glycerol mono-ester of a higher fatty acid or of mixtures of such fatty acids. Thus, glycerine mono-esters of oleic, stearic, or other common higher fatty acids may be used, as may be the glycerine monoesters derived from cocoanut oil fatty acids, cottonseed oil fatty acids, soybean oil fatty acids, linseed oil fatty acids. or the like. mono-glyceride of soybean oil fatty acids has been found suitable and reference will be made to it in connection with the specific examples hereinafter given. However, it will be understood that mono-glycerides of other fatty acids or fatty acid mixtures may be employed in its place, in whole or in part, as hereinbefore indicated.
The ethanolamine employed in the production of the ethanolamine soap may be the mono-, dior triethanolamine. In general I prefer to use technical triethanolamine which usually contains varying quantities of the mono- .and diethanolamines.
Thus, the
The ethanolamine soap employed in carrying out the invention may likewise be prepared from any suitable higherfatty acid, such as oleic acid, stearic acid, soybean oil fatty acids, rape seed ,oil fatty acid or the like, or mixtures thereof.
In general, I find the tri-ethanolamine soap of oleic acid to be satisfactory for use and it will be referred to in the illustrations hereinafter given. It will be understood, however, that other ethanolamine fatty acid soaps, as hereinbefore indicated, may be used in its place.
In some cases I prefer to use an excess oftriethanolamine over that required to form a soap with the higher fatty acid employed. The triethanolamine soap of oleic acid or other fatty acid of approximately the ame molecular weight are readily formed by reaction of approximately 2 parts of the fatty acid and 1 part of triethanolamine. With fatty acids of different molecular weights, and with other ethanolamines, corresponding variations in the proportion of the ethanolamine are made.
The composition containing the mono-glyceride and the ethanolamine soap, with or without an excess of the ethanolamine, may suitably be admixed with aboutan equal quantity of water to form a base or concentrate. This base or concentrate alone, when diluted with water, forms a stable emulsion which is an excellent lubricant for both metal and composition bearings and for other purposes. Even in great dilution, when the diluted mixture contains as little as 1% of the mixture or 2% of the concentrate or base, a highly adherent, tenacious oil film is formed. Thus, a concentrate prepared in accordance with the present invention and containing 50% water was diluted, using 5 parts of the concentrate and parts of water, and the resulting dilute emulsion was employed in tests for the lubrication of the heavy duty composition bearings of the synthetic resins type employed for steel rolling mills,
such as those commercially known as Ryertex' bearings. On a Timken extreme pressure machine, on such bearings, the diluted mixture'or emulsion aforesaid operated at 24,000 pounds per square inch for over three hours without seizing. Other tests on the same equipment, under standard test conditions, with the same mixture, gave pressures of 60,000 pounds per square inch without seizing. Tests have shown that the emulsions of the above composition in water, containing as little as 1 to 5% solids, have similar qualities of extreme pressure lubricants in metal to metal bearings, particularly in precision bearings of the heavy duty type such as those known as Morgoil mill bearings and this has been confirmed in actual practical operation in rolling mills, strip mills. the like.
The emulsions of the present invention, even when very dilute, are stable and form extremely tenacious, oily films on bearing surfaces or other metal surfaces with which they come in contact. They are hence extremely useful as cutting oils and also for treating metal and other parts when it is desired to leave a protective ioly film coating thereon. Thus, dilute aqueous emulsions of the base of the present invention hereinbefore referred to, containing 1 to 10% of the base .are extremely effective lubricants for lathe work, screw cutting, milling, hobbing and drilling operations and other metal cutting operations and leave the pieces of work with a tenacious oily film, cool, and with an unusually bright finish (particularly in handling non-ferrous metals such-as aluminum). In some cases higher proportions of base, say up to 30%, have been used.
Similarly, the aqueous emulsions prepared in accordance with the present invention have been used in chemical apparatus to provide an oily film which is readily removable by water, and which prevents corrosion. Thus in equipment employed for handling highly alkaline or caustic solutions, such as viscose handling equipment, to avoid corrosion between successive operations, the equipment may be washed, and then flushed with a dilute aqueous emulsion prepared in accordance with the present invention, leaving an oily film on all the parts treated. Subsequently this oily film may be readily removed by flushing with plain or distilled water.
As is readily apparent, the emulsions of the present invention may be used alone or with oils such as mineral oils or vegetable oils to form cutting oil emulsions or to form emulsions for the treating of textiles. The materials prepared in accordance withthe present invention are not only readily emulsifiable themselves; but they aid in the emulsification of fatty and mineral oils and produce excellent stable emulsions therefrom. If desired, small proportions of wetting agents, such as those of the sulfated higher alcohol type, sulfonated fatty oils or the like may be incorporated in the base or concentrate prepared in accordance with the present invention. Usually but an extremely small amount of such wetting agents is employed, say 1 to 2%, or not over about 5% on the base or concentrate.
The following are illustrative examples of emulsifiable lubricants prepared in accordance with the present invention. In the examples given, the proportions relate to the solids or constituents other than the water used in connection therewith.
Example 1 A composition is prepared containing about 77% of mono-glycerides of soybean oil fatty acids (glycerine mono-ester of soybean fatty acids) and about 23% of trlethanolamine soap of oleic acid. This mixture is emulsified with about an equal quantity of water, preferably distilled, by
putting the mixture through a colloid mill, ho-
mognizer or other efilcient emulsifying equipment. I
The resulting base or concentrate may then be admixed with water, using proportions thereof from 1 to or. more of the mixture. It readily emulsiiies on mixing. A mixture of 10% of the base and 90% of water forms an effective extrem pressure lubricant.
Example 2 A mixture was prepared containing about 73% of mono-glyceride of soybean oil fatty acids, about 22% of trlethanolamine soapof oleic acid and about 5% of trlethanolamine. This mixture was emulsified with an equal quantity of distilled water to form a base or concentrate for easy handling.
The resulting base, when mixed with 9 to 20 times its weight of water, was an effective extreme pressure lubricant. An emulsion made by mixing 5% of the base or concentrate and of water, in a Timken test on a molded composition bearing of the phenolic resin-fibrous type for steel mine use, ran to a bearing pressure of 24,000 pounds'per square inch for 3 hours before seizing; and a like emulsion ran to 60,000 pounds per square inch for the standard test conditions of ten minutes, without seizing and with a low temperature rise. Another emulsion containing 10% of the base or concentrate and 90% of water, in a Timken extreme pressure test on hardened steel bearings, under standard conditions (800 R. P. M.) ran to 12,000 pounds per square inch without seizure.
The mono glycen'de of soybean oil fatty acids referred to in the above examples may be replaced by the corresponding compounds of other fatty acids, as hereinbefore indicated, and the same is true of the trlethanolamine soap of oleic acid referred to in illustration.
The relative proportion of the mono-glyceride and triethanolamine soap may be varied widely. Thus of the non-aqueous constituents of the base or concentrate (hereinafter designated solids), from 25 to 90% may be mono-glyceride, although in general I prefer that 50% or more thereof be used. From 65 to 80% is preferred. The proportion of uncombined triethanolamine (excess trlethanolamine over that required to form the soap) may vary from 0 to 10 or 15%; in general, if present, from 5 to 10% is preferred.
The proportion of the base or concentrate present in the final emulsion employed may vary widely, depending on the use to which it is put. From to 10 parts of the base or concentrate in parts of emulsion is in general satisfactory, although larger or smaller proportions may be used, if desired. Mineral oils, vegetable oils, or suli'onated vegetable oils may be incorporated in the final emulsion to form cutting oils or textile oils and are readily emulsified by the base or concentrate on admixture with water. The proportion of such oils may vary widely, depending on the intended use, say from 2 to 15% or more. A minor proportion of the base or concentrate, say 10 to 30% may also be added to light mineral oils, such as kerosene, spindle oil or the like, to form oils suitable for lapping and like purposes.
In the base or concentrate, minute proportions of wetting agents may sometimes be incorporated to secure better adherence to metals. Thus from 1 to 5% of wettingagents of the aerosol type, sulfated higher alcohols, sulfonated oils or the like may be added. Small proportions of the higher glycols may also be included such as diethylene glycol, triethylene glycol, proylene glycol and the like, and appear to increase the oiliness and reduce the tack of the residual film left on the work. From 0.5 to 5% of such glycol, preferably diethylene glycol, based on the final emulsion, may be used. Preferably I employ about 2%. The resulting lubricant is particularly useful in machining or like operations where an extremely high finish is to be left on the work.
Either the wetting agent or the glycol or both may be incorporated in the emulsion lubricant, which may contain an excess of'triethanolamine over that required to form the fatty acid soap or not, as desired. The lubricant may thus be varied to adapt it to specific uses. as desired.
Where triethanolamine is referred to above, it is to be understood that technical triethanolamine may be employed in the proportions set forth, or equivalent proportions of the monoor diethanolamines may be used.
It is to be understood that the specific details of the examples above set forth are not to be regarded as limitations on the scope of the invention except in so far as included in the accompanying claims.
I claim:
1. A lubricant base composition comprising a stable emulsion of water and a. mixture of a glycerine mono-ester of a higher fatty acid and an ethanolamine soap of a higher fatty acid combined in such relativ proportions that the former constitutes from 50 to 90% of the said mixture. said base composition being capable of being diluted with water to form a lubricating composition in stable aqueous emulsion form having as its essential lubricant and film-forming constituents the aforesaid glycerine mono-ester and ethanolamine soap.
2. A lubricant base compodtion comprising a stable aqueous emulsion of a mixture of a glycerlne mono-ester of a higher fatty acid and a 'triethanolamine soap of a higher fatty acid combined in such relative proportions that the former constitutes from to of the said mixture, said base composition being capable of being diluted with water to form a lubricating composition in stable aqueous emulsion fo'rm having as its essential lubricant and film-forming constituents the aforesaid glycerine mono-ester and triethanolamine soap.
3. A lubricant base composition comprising a stable aqueous emulsion of a mixture of a glycerine mono-ester of a higher fatty acid, a triethanolamine soap of a higher fatty acid and free triethanolamine combined in such relative proportions that the glycerine mono-ester constitutes from 50 to 90% of the said mixture and the free triethanolamine from 5 to 10%, said base composition being capable of being diluted with water to form a lubricating composition in stable aqueous emulsion form having as its essential lubricant and film-forming constituents the aforesaid glycerine mono-ester and triethanolamine soap.
4. A lubricant base composition comprising a stable aqueous emulsion of a mixture of a glycerine mono-ester of a higher fatty acid and a triethanolamine soap of a higher fatty acid combined in such relative proportions that the former constitutes from 25 to 90% of the said mixture, said base composition being capable of being diluted with water to form a lubricating composition in stable aqueous emulsion form having as its essential lubricant and film-forming constituents the aforesaid glycerine mono-ester and
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Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2422075A (en) * 1944-08-31 1947-06-10 Texas Co Stabilized lubricating emulsions
US2482517A (en) * 1945-03-13 1949-09-20 Shell Dev Corrosion inhibiting composition
US2579777A (en) * 1949-04-06 1951-12-25 United States Steel Corp Method of surface lubrication of metal products
US2790771A (en) * 1954-10-12 1957-04-30 Republic Steel Corp Lubricating composition
US2896486A (en) * 1952-08-28 1959-07-28 Wallace Mcclung Donnelly Process of cold rolling steel sheets
US3023163A (en) * 1959-02-18 1962-02-27 Montgomery H A Co Drawing lubricant coating composition
US3123562A (en) * 1964-03-03 Dual purpose cutting oil
US3311561A (en) * 1964-12-14 1967-03-28 Sun Oil Co Water-in-oil emulsions
US3336225A (en) * 1966-01-17 1967-08-15 Dow Chemical Co Method and composition for reducing friction on conveyors
US3390084A (en) * 1966-07-01 1968-06-25 Henry W Peabody Ind Ltd Cold rolling lubrication
US4447348A (en) * 1981-02-25 1984-05-08 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4448703A (en) * 1981-02-25 1984-05-15 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
WO1984002146A1 (en) * 1982-11-22 1984-06-07 Ford Motor Canada Coatings comprising alkanolamine-carboxylic acid salts for friction material
US4539233A (en) * 1982-11-22 1985-09-03 Ford Motor Company Coating friction material with alkanolamine-carboxylic acid salts
US4666620A (en) * 1978-09-27 1987-05-19 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4708753A (en) * 1985-12-06 1987-11-24 The Lubrizol Corporation Water-in-oil emulsions
US4770803A (en) * 1986-07-03 1988-09-13 The Lubrizol Corporation Aqueous compositions containing carboxylic salts
US4828633A (en) * 1987-12-23 1989-05-09 The Lubrizol Corporation Salt compositions for explosives
US4840687A (en) * 1986-11-14 1989-06-20 The Lubrizol Corporation Explosive compositions
US4844756A (en) * 1985-12-06 1989-07-04 The Lubrizol Corporation Water-in-oil emulsions
US4863534A (en) * 1987-12-23 1989-09-05 The Lubrizol Corporation Explosive compositions using a combination of emulsifying salts
US5047175A (en) * 1987-12-23 1991-09-10 The Lubrizol Corporation Salt composition and explosives using same
US5129972A (en) * 1987-12-23 1992-07-14 The Lubrizol Corporation Emulsifiers and explosive emulsions containing same
US5360458A (en) * 1989-03-02 1994-11-01 The Lubrizol Corporation Oil-water emulsions
US5527491A (en) * 1986-11-14 1996-06-18 The Lubrizol Corporation Emulsifiers and explosive emulsions containing same
USRE36479E (en) * 1986-07-03 2000-01-04 The Lubrizol Corporation Aqueous compositions containing nitrogen-containing salts
WO2001038463A1 (en) * 1999-11-19 2001-05-31 Basf Aktiengesellschaft Use of fatty acid salts of alkoxylated oligoamines as lubricity improvers for petroleum products

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3123562A (en) * 1964-03-03 Dual purpose cutting oil
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