US2421159A - Cutting oil base - Google Patents
Cutting oil base Download PDFInfo
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- US2421159A US2421159A US601924A US60192445A US2421159A US 2421159 A US2421159 A US 2421159A US 601924 A US601924 A US 601924A US 60192445 A US60192445 A US 60192445A US 2421159 A US2421159 A US 2421159A
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- oil
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- soap
- cutting
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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
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/20—Rosin acids
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- 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
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- This invention relates to cutting oils, that is, compositions consisting essentially of mineral oil but characterized by their ability to emulsify with water.
- the emulsions produced from such cutting oils are used in the machining of metals for the purpose of cooling the metal cutting tool and providing lubrication for the chips at the cutting edge.
- a cutting oil consists, generally speaking, of a mineral oil containing an emulsifying compound capable of producing an emulsion of the oil in water.
- the objective of the present invention has been to produce cutting oil bases which are at least as inexpensive as the sulphonate bases which we have had available'in the past, but better than sulphonate bases, because of their tolerance to variations in oil, their tolerance to variation in water conditions and because of the strong and powerful emulsifying action they are capable of exerting on a variety of types and in other words, has been to produce a cutting oil base capable of emulsifying the different kinds of oil produced at the different refineries throughout the country, and of emulsifying such oil with. the varying kinds of water found at manufacturers plants.
- a cutting oil base consisting essentially of rosin soap of an alkali metal and a fatty acid monoester of a poly or dihydric alcohol is-capable of giving these desirable results.
- a typical base of the present invention consists of substanitally 1 part of fatty acid monoester to each 1 to 2.parts of rosin soap. The proportions are quite critical, otherwise the desired universal emulsifying characteristics are not obtained.
- fatty acid soaps into solution in mineral oil and admixtures of glyceryl monooleate andred oil or oleic acid soap are known as emulsifying agents.
- Such compositions are not suitable as the principal constituents of cutting oils for several reasons. If they are in the proportions in which rosin soap to fatty acid monoester is present in the compositions of this inventionthe red oil soap is incapable of dissolving in the oil. And, while more of the fatty acid monoester is capable of causing the red oil soap to dissolve in mineral oil, the oil then either gels and loses its fluid characteristics or does not emulsify in water.
- the products of the present invention therefore, which are capable of providing the desired emulsifying properties as Well as the toleration to variations in both the oil and water with which they subsequently are admixed, consist essentially of an alkali metal soap of rosin and a fatty acid monoester of a polyhydric or dihydric alcohol.
- the alkali metal of choice which is used for saponifying the rosin is potassium-the rosin soap thus being, chiefly, potassium abietate.
- Sodium may be employed as a substitute for potassium in saponifying the rosin, though the base is heavier. In this case it is usually desirable to dilute the base with mineral oil in order to make it sufiiciently thin to be poured from shipping containers without difficulty.
- the fatty acids adapted to be employed in the practice of the present invention are preferably liquid fatty acids obtained from natural fats and preferably fatty acid containing from 16 to 18 carbon atoms in chain length as, for example, oleic acid, corn oil fatty acids, soybean fatty acids and the like.
- the solid fatty acids and particularly the monoesters of them are less soluble in mineral oil than the monoesters of the liquid fatty acds and sometimes tend to crystallize out of the oil if the composition becomes chilled.
- Ethylene glycol, diethylene glycol, glycerol and the like are typical alcohols which may be employed in the preparation of the present compositions.
- the polyhydric alcohols are preferred inasmuch as, in the present compositions, the polyhydric alcohol esters are much more effective than'the dihydric alcohol esters in promoting emulsifiability and the solubility which is desired.
- the esters of the dihydric alcohols may be considered as the partial equivalents, not the full equivalent of'the polyhydric alcohol esters in the practice of this improvement.
- wood rosin is preferred to gum rosin in the preparation of the rosin soap employed in the compositions.
- the monoester and the rosin soap are preferably made independently of one another and then admixed in the proper ratio.
- the monoester is made by heating glycerine and fatty acid to a high temperature until the free fatty acid has been reduced to about 2%. While the ester is warm rosin is added in the desired proportion and the ester and the rosin are then admixed. The rosin is more easily saponified and handled when dissolved in the ester than when saponified directly. Potassium hydroxide sufllcient in amount to saponify the rosin is then added and, after saponification is complete, the cutting oil base is ready for use.
- a typical cutting oil vention is of the following proximate analysis: Potassium rosin soap parts by weight 45 Glycerol monooleate do 35 Red oil soap do 5 Water per cent 7.5
- oil soluble mineral oil sulphonates may be used as emulsifying adjuncts in the present compositions up to approximately 10 or 15% by weight.
- a feature of considerable importance in this respect is that the presence of sulphonates in the present cutting oil bases does not disturb or destroy their toleration for variations in the quality of oil which they are capable of emulsifying. This fact enables the manufacturer to include sulphonates in the composition when the price of rosin is high and, conversely, to exclude sulphonates when they are in demand, thereby keeping the cost of the product at a minimum under fluctuating market conditions.
- Mineral oil sulphonates up to approximately 40% by weight may be employed when desirable.
- the quality of an emulsion obtained by the bases of the present invention is influenced by the amount of base employed. If a poor emulsion is obtained using a given amount of base, a good emulsion can readily be made, ex cept under unusual conditions, by using a larger quantity. This property enables each cutting oil manufacturer to use a minimum quantity of base to produce the necessary emulsion with the particular mineral oil from which the given cutting oil is being made.
- the preferred cutting oil bases of the present invention contain from 40 to 50 parts by weight of a rosin soap such as potash rosin soap, 30 to 40 parts by weight of a monoester of a fatty acid containing 16 to 18 carbon atoms in chain length with a di or polyhydric alcohol, for example glyceryl monooleate, a small quantity up to 5 parts of an alkali metal soap of oleic acid such as potassium 'oleate, and small quantities of water, approximately 5 to 10 parts by weight thereof.
- a rosin soap such as potash rosin soap
- a monoester of a fatty acid containing 16 to 18 carbon atoms in chain length with a di or polyhydric alcohol for example glyceryl monooleate
- an alkali metal soap of oleic acid such as potassium 'oleate
- small quantities of water approximately 5 to 10 parts by weight thereof.
- a cutting oil base consisting essentially of approximately 45 parts by weight of rosin soap, 35 parts by weight of glyceryl mon'o-oleate, an appreciable quantity up to 5 parts by weight of red oil soap for emulsifying purposes, and approximately 5 to 10 parts by weight of water.
- a cutting oil baseconsisting essentially of approximately 40 to 50 parts by weight of potash rosin soap, 30 to 40 parts by weight of glyceryl mono-oleate, an appreciable quantity up to 5 base of the present inparts by weight of potassium oleate for emulsif in purposes, and to parts by weight'of water.
- a cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap
- a cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap, 35 parts by weight of a mono-ester of a fatty acid containing from 16 to-18 carbon atoms in chain length and a polyhydric alcohol, an appreciable quantity up to 5 parts by weight of red oil soap for emulsifying purposes, and approximately 5 to 10 parts by weightof water. 5.
- a cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap,
- a cutting oil base consisting essentially of and approximately 5 parts by weight oi potash rosinsoap, to parts by weight of a monoester of a fatty acid containing 16 to 18 carbon atoms in chain length and a member; selected from the group consisting of poly and dihydric alcohols, an appreciable quantity up to 5 parts by weight of alkali metal soap of oleic-acidjfor emulsifying purposes, and approximatelyj to 10 parts by weight of water.
Description
Patented May 27, 1947 Latimer D. Myers,
Emery Industries, poration oi Ohio No Drawing. Original a Serial No. 443,842, no dated January 29, 1946.
1945, Serial N piication June 27,
P w Patent N 0.
Cincinnati, and Victor J. Muckerheide, Silver-ton,
Ohio, .assignors to Inc., Cincinnati, Ohio, a corplication May 20, 1942, 2,393,927, Divided and this ap- 6 Claims. (Cl. 252-495) This invention relates to cutting oils, that is, compositions consisting essentially of mineral oil but characterized by their ability to emulsify with water. The emulsions produced from such cutting oils are used in the machining of metals for the purpose of cooling the metal cutting tool and providing lubrication for the chips at the cutting edge. Thus, a cutting oil consists, generally speaking, of a mineral oil containing an emulsifying compound capable of producing an emulsion of the oil in water.
them with emulsifying characteristics. plication is a division of our copending application, Serial No. 443,842, filed May 20, 1942, now U. S. Patent No. 2,393,927 granted January 29, 1946.
When cutting oils first came to be used in the metal trades many years ago they contained a great variety of different materials, the composition of the product of each manufacturer being the nature of a proprietary made up to suit a given machine sh'ops requirements. the relatively delicate proportioning required to the particular grade or type of mineral oil from which the cutting oil was to be produced. There was always substantial variation from batch to batch, and even so, the actual emulsifiability of the oil in water was poor as judged by the specifications of the present day. Most of the original compositions were mineral oils containing a limited quantity of fatty acid soap, sometimes naphthenic acids and sometimes free fatty acids for the purpose of enabling the soaps to dissolve in the mineral oil. The acidity frequently caused corrosion of the metals.
In more recent years oil soluble mineral oil sulphonates have been introduced into mineral oil to endow it with emulsifying properties. The use of mineral oil sulphonates was a substantial advance inasmuch as the cutting oils so produced were neutral or substantially so and the sulphonates were better emulsifying agents than those previously available. Many thousands of pounds of cutting 011 base, consisting chiefly of mineral oil sulphonates, have been used in recent years in cutting oil production, the base being added to the oil at the refinery and the resulting cutting oil then being shipped to the consumer.
The chief difficulty with the use of mineral oil This ap- I sulphonat cutting oil bases has been their intolerance to variations in the type or quality of oil they were to emulsify. Each time a batch of cutting oil was made up adjustments in chemical composition would have to be made and emulsifying assistants would have to be added to the compositions in order that their emulsifying characteristics would conform to prescribed standards. The problem was not merely one of adding more of the emulsifying base; if a suitable emulsion could not be obtained by using 10% of base sulphonate, it was the experience, always unexpected and disappointing, that a suitable emulsion could still not be obtained by using 12, 15 or 20%. In order to obtain a satisfactory emulsion under such circumstances some extraneous material such as diethylene glycol would have to be added. Obviously, the procedure of making chemical adjustments each time a batch of cutting oil base was to be made was both tedious and expensive. Moreover, a base suitable for emulsifying the oil produced at one refinery would not be capable of producing a suitable cutting oil upon admixture with the oil from a different refinery.
With the more widespread use of cutting oil in all machine trades, this necessity of making chemical adjustments has become a problem of serious importance and, to avoid it, the objective of the present invention has been to produce cutting oil bases which are at least as inexpensive as the sulphonate bases which we have had available'in the past, but better than sulphonate bases, because of their tolerance to variations in oil, their tolerance to variation in water conditions and because of the strong and powerful emulsifying action they are capable of exerting on a variety of types and in other words, has been to produce a cutting oil base capable of emulsifying the different kinds of oil produced at the different refineries throughout the country, and of emulsifying such oil with. the varying kinds of water found at manufacturers plants.
We have discovered that a cutting oil base consisting essentially of rosin soap of an alkali metal and a fatty acid monoester of a poly or dihydric alcohol is-capable of giving these desirable results. A typical base of the present invention consists of substanitally 1 part of fatty acid monoester to each 1 to 2.parts of rosin soap. The proportions are quite critical, otherwise the desired universal emulsifying characteristics are not obtained.
It has been appreciated in the past that the fatty acid monoesters are capable of carrying grades of oil. The objective.
fatty acid soaps into solution in mineral oil and admixtures of glyceryl monooleate andred oil or oleic acid soap are known as emulsifying agents. Such compositions, however, are not suitable as the principal constituents of cutting oils for several reasons. If they are in the proportions in which rosin soap to fatty acid monoester is present in the compositions of this inventionthe red oil soap is incapable of dissolving in the oil. And, while more of the fatty acid monoester is capable of causing the red oil soap to dissolve in mineral oil, the oil then either gels and loses its fluid characteristics or does not emulsify in water.
In the same manner that'a soap of a fatty acid does not give satisfactory results when combined with a monoester of a fatty acid, bad results also are obtained when theefiort is made to combine a rosin soap with a rosin monoester; the resulting product is insoluble in oil.
In contrast with these results, there is a peculiar and very desirable response to fatty acid monoesters by the rosin soap. Such a material, when in the proper proportion to the monoester, is capable of exerting the required emulsifying action upon a variety of mineral oils and of emulsifying such oils with a variety of different types of water, both acid and alkaline. The baseitself is a substantially neutral composition and exerts no corrosive action on metals.
The products of the present invention therefore, which are capable of providing the desired emulsifying properties as Well as the toleration to variations in both the oil and water with which they subsequently are admixed, consist essentially of an alkali metal soap of rosin and a fatty acid monoester of a polyhydric or dihydric alcohol.
The alkali metal of choice which is used for saponifying the rosin is potassium-the rosin soap thus being, chiefly, potassium abietate. Sodium may be employed as a substitute for potassium in saponifying the rosin, though the base is heavier. In this case it is usually desirable to dilute the base with mineral oil in order to make it sufiiciently thin to be poured from shipping containers without difficulty.
The fatty acids adapted to be employed in the practice of the present invention are preferably liquid fatty acids obtained from natural fats and preferably fatty acid containing from 16 to 18 carbon atoms in chain length as, for example, oleic acid, corn oil fatty acids, soybean fatty acids and the like. The solid fatty acids and particularly the monoesters of them are less soluble in mineral oil than the monoesters of the liquid fatty acds and sometimes tend to crystallize out of the oil if the composition becomes chilled.
Ethylene glycol, diethylene glycol, glycerol and the like are typical alcohols which may be employed in the preparation of the present compositions. However, as between the poly and dihydric alcohols, the polyhydric alcohols are preferred inasmuch as, in the present compositions, the polyhydric alcohol esters are much more effective than'the dihydric alcohol esters in promoting emulsifiability and the solubility which is desired. For these reasons the esters of the dihydric alcohols may be considered as the partial equivalents, not the full equivalent of'the polyhydric alcohol esters in the practice of this improvement. In general, wood rosin is preferred to gum rosin in the preparation of the rosin soap employed in the compositions.
In the manufacture of the present cutting oil base the monoester and the rosin soap are preferably made independently of one another and then admixed in the proper ratio. The monoester is made by heating glycerine and fatty acid to a high temperature until the free fatty acid has been reduced to about 2%. While the ester is warm rosin is added in the desired proportion and the ester and the rosin are then admixed. The rosin is more easily saponified and handled when dissolved in the ester than when saponified directly. Potassium hydroxide sufllcient in amount to saponify the rosin is then added and, after saponification is complete, the cutting oil base is ready for use.
A typical cutting oil vention is of the following proximate analysis: Potassium rosin soap parts by weight 45 Glycerol monooleate do 35 Red oil soap do 5 Water per cent 7.5
If desirable, oil soluble mineral oil sulphonates may be used as emulsifying adjuncts in the present compositions up to approximately 10 or 15% by weight. A feature of considerable importance in this respect is that the presence of sulphonates in the present cutting oil bases does not disturb or destroy their toleration for variations in the quality of oil which they are capable of emulsifying. This fact enables the manufacturer to include sulphonates in the composition when the price of rosin is high and, conversely, to exclude sulphonates when they are in demand, thereby keeping the cost of the product at a minimum under fluctuating market conditions. Mineral oil sulphonates up to approximately 40% by weight may be employed when desirable.
In the manufacture of cutting oils from these bases the proportion utilized ordinarily resides in the range of 12 to 20 parts of base to each parts of mineral oil.
In contrast with the mahogany sulphonate type cutting oil bases that have been available in the past, the quality of an emulsion obtained by the bases of the present invention is influenced by the amount of base employed. If a poor emulsion is obtained using a given amount of base, a good emulsion can readily be made, ex cept under unusual conditions, by using a larger quantity. This property enables each cutting oil manufacturer to use a minimum quantity of base to produce the necessary emulsion with the particular mineral oil from which the given cutting oil is being made.
The preferred cutting oil bases of the present invention contain from 40 to 50 parts by weight of a rosin soap such as potash rosin soap, 30 to 40 parts by weight of a monoester of a fatty acid containing 16 to 18 carbon atoms in chain length with a di or polyhydric alcohol, for example glyceryl monooleate, a small quantity up to 5 parts of an alkali metal soap of oleic acid such as potassium 'oleate, and small quantities of water, approximately 5 to 10 parts by weight thereof.
Having described our invention, we claim:
1. A cutting oil base consisting essentially of approximately 45 parts by weight of rosin soap, 35 parts by weight of glyceryl mon'o-oleate, an appreciable quantity up to 5 parts by weight of red oil soap for emulsifying purposes, and approximately 5 to 10 parts by weight of water.
2. A cutting oil baseconsisting essentially of approximately 40 to 50 parts by weight of potash rosin soap, 30 to 40 parts by weight of glyceryl mono-oleate, an appreciable quantity up to 5 base of the present inparts by weight of potassium oleate for emulsif in purposes, and to parts by weight'of water.
3. A cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap,
35 parts by weight of a mono-ester of a fatty acid containing 16 to 18 carbon atoms in chain length and a member selected from the group consisting of poly and dihydric alcohols, an appreciable quantity up to 5 parts by weight of approximately 40 to 50 red oil soap for emulsifying purposes, and approximately 5 to 10 parts by weight of water.
4. A cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap, 35 parts by weight of a mono-ester of a fatty acid containing from 16 to-18 carbon atoms in chain length and a polyhydric alcohol, an appreciable quantity up to 5 parts by weight of red oil soap for emulsifying purposes, and approximately 5 to 10 parts by weightof water. 5. A cutting oil base consisting of approximately 45 parts by weight of alkali metal rosin soap,
' 35 parts by weight of a mono-ester of a fatty acid containing 16 to 18carbor'1atoms in chain length and a dihydric alcohol, an appreciable quantity up to 5 parts by weight of red oil soap for emulsifying purpose to 10 parts by weight of water.
6. A cutting oil base consisting essentially of and approximately 5 parts by weight oi potash rosinsoap, to parts by weight of a monoester of a fatty acid containing 16 to 18 carbon atoms in chain length and a member; selected from the group consisting of poly and dihydric alcohols, an appreciable quantity up to 5 parts by weight of alkali metal soap of oleic-acidjfor emulsifying purposes, and approximatelyj to 10 parts by weight of water.
LATIMER D. MYERS.--
VICTOR J. MUCKERHEIDE. I
REFERENCES CITED The following references are file of this patent:
UNITED STATES PATENTS Lant May 31, 1932 of recordin the v
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US601924A US2421159A (en) | 1942-05-20 | 1945-06-27 | Cutting oil base |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US443842A US2393927A (en) | 1942-05-20 | 1942-05-20 | Cutting oil base |
US601924A US2421159A (en) | 1942-05-20 | 1945-06-27 | Cutting oil base |
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US2421159A true US2421159A (en) | 1947-05-27 |
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US601924A Expired - Lifetime US2421159A (en) | 1942-05-20 | 1945-06-27 | Cutting oil base |
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Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1463092A (en) * | 1921-07-07 | 1923-07-24 | Technical Res Works Ltd | Lubricant and process of preparing same |
US1861398A (en) * | 1930-03-29 | 1932-05-31 | Lant Richard | Aqueous emulsions of hydrocarbon oils and process for manufacturing the same |
US1872617A (en) * | 1927-02-21 | 1932-08-16 | Westinghouse Electric & Mfg Co | Emulsified fluid lubricant |
US2039377A (en) * | 1933-05-20 | 1936-05-05 | Standard Oil Co | Hard water soluble oil |
US2086476A (en) * | 1934-07-17 | 1937-07-06 | Hoe & Co R | Web cutting mechanism |
US2097085A (en) * | 1936-03-27 | 1937-10-26 | Standard Oil Co | Soluble oils |
USRE20709E (en) * | 1938-04-26 | Lubricating grease and method for | ||
US2198851A (en) * | 1936-11-06 | 1940-04-30 | Standard Oil Dev Co | Compounded lubricating oil |
US2233203A (en) * | 1938-05-03 | 1941-02-25 | Union Oil Co | Lubricating oil |
US2246467A (en) * | 1938-08-20 | 1941-06-17 | Texas Co | Lubricant |
US2328727A (en) * | 1940-08-09 | 1943-09-07 | Texas Co | Soluble oil |
-
1945
- 1945-06-27 US US601924A patent/US2421159A/en not_active Expired - Lifetime
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE20709E (en) * | 1938-04-26 | Lubricating grease and method for | ||
US1463092A (en) * | 1921-07-07 | 1923-07-24 | Technical Res Works Ltd | Lubricant and process of preparing same |
US1872617A (en) * | 1927-02-21 | 1932-08-16 | Westinghouse Electric & Mfg Co | Emulsified fluid lubricant |
US1861398A (en) * | 1930-03-29 | 1932-05-31 | Lant Richard | Aqueous emulsions of hydrocarbon oils and process for manufacturing the same |
US2039377A (en) * | 1933-05-20 | 1936-05-05 | Standard Oil Co | Hard water soluble oil |
US2086476A (en) * | 1934-07-17 | 1937-07-06 | Hoe & Co R | Web cutting mechanism |
US2097085A (en) * | 1936-03-27 | 1937-10-26 | Standard Oil Co | Soluble oils |
US2198851A (en) * | 1936-11-06 | 1940-04-30 | Standard Oil Dev Co | Compounded lubricating oil |
US2233203A (en) * | 1938-05-03 | 1941-02-25 | Union Oil Co | Lubricating oil |
US2246467A (en) * | 1938-08-20 | 1941-06-17 | Texas Co | Lubricant |
US2328727A (en) * | 1940-08-09 | 1943-09-07 | Texas Co | Soluble oil |
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