US2585820A - Lubricating composition - Google Patents
Lubricating composition Download PDFInfo
- Publication number
- US2585820A US2585820A US733452A US73345234A US2585820A US 2585820 A US2585820 A US 2585820A US 733452 A US733452 A US 733452A US 73345234 A US73345234 A US 73345234A US 2585820 A US2585820 A US 2585820A
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- Prior art keywords
- oil
- cutting
- chlorinated
- halogenated
- mineral
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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
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/043—Sulfur; Selenenium; Tellurium
-
- 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
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty 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
- C10M2207/10—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
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
- C10M2211/022—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- 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
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- 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
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- 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
Definitions
- This invention concerns an improved metal cutting oil comprising a mineral lubricating oil and a halogenated aliphatic hydrocarbon, as well as a method of using the same.
- An ordinary mineral lubricating oil cannot be employed satisfactorily as a cutting oil, since when such oil is used the tool usually becomes heated and tends to stick, and metal particles are not properly flushed away from the work, with the result that the metal surfaces formed by the operation are usually jagged and torn. It is known, however, that by emulsifying certain materials, e. g. soap and water, sulphur, etc., with mineral oil, a good grade of cutting oil may be produced. An emulsion of mineral oil, soap, and water is used extensively as a cutting oil.
- a superior cutting oil which, when applied in the usual manner, will permit exceptionally severe use of a tool before dulling, overheating, or sticking occurs, is provided by adding a halogenated saturated aliphatic hydrocarbon to a mineral lubricating oil.
- ordinary cutting oils which contain mineral oil, e. g. emulsions of mineral oil with soap and water, sulphur, sulphur compounds, etc., may be improved in quality by incorporating therewith a halogenated saturated aliphatic hydrocarbon.
- any such cutting oil containing a halogenated aliphatic hydrocarbon
- the halogenated aliphatic hydrocarbon in the body of cutting oil in contact with the cutting tool and the metal under treatment reacts chemically' with the latter to form a minute quantity of a metal halide.
- Our cutting oils are prepared by incorporating a halogenated saturated aliphatic hydrocarbon in a mineral lubricating oil or mixture containing such lubricating oil.
- a cutting oil of excellent quality can be prepared by partially brominating or chlorinating the lubricating oil and removing the acid generated'by the reaction from the resultant mixture.
- halogenated aliphatic hydrocarbon should have a boiling point above about 140 C. at atmospheric pressure, i. e. sufiiciently high so that it will remain unvolatilized and be retained in the cutting oil during use.
- halogenated hydrocarbon may contain either chlorine or bromine substituents or both, but a chlorinated compound is preferable over a corresponding brominated compound due to its greater stability against hydrolysis and decomposition.
- the halogenated compound may contain any desired proportion of combined halogen, but polyhalogenated compounds are somewhat superior to corresponding monohalogenated compounds for the present purpose.
- halogenated aliphatic hydrocarbons which may be employed are acetylene tetrachloride, acetylene tetrabromide, dichloro tribromo ethane, hexachloro-ethane, glyceryl trichloro hydrin, tetrabromo-propane, chlorinated gasoline, chlorinated kerosene, etc.
- the cutting oil may contain any desired proportion of the halogenated hydrocarbon, since the latter improves the quality of the lubricating oil for metal cutting purposes regardless of the proportion used.
- the halogenated hydrocarbon in such proportion that kilograms of the cutting oil will contain between about 0.06 and 8.45 gram atomic weights of combined halogen.
- the chlorinated hydrocarbon when used in the cutting oil, the latter will preferably contain between 0.02 and 3 per cent by weight of combined chlorine.
- the following table sets forth data collected during two series of drilling tests using various oil mixtures as cutting oils.
- inch holes were drilled through a sheet of boiler plate, 1%; inch thick, using a drill which revolved 332 times per minute and which was mechanically advanced through the metal at a rate of 0.016 inch per revolution regardless of the cutting properties of the drill or oil employed.
- the drilling was continued, using a single drill and continuously directing on the Work a stream of cutting oil having the composition stated in the table, until it become necessary to discontinue the drillo a ing for the reason stated under Remarks in the table.
- the linear inches of bore with a single drill before it became necessary to discontinue drilling was carefully measured and is stated in the table.
- the drills employed in the various runs were new drills from standard stock and were, as nearly as could be judged, of the same quality and sharpness.
- the percentage composition of the cutting oil (or of a chlorinated aliphatic hydrocarbon contained in such oil) stated in the table is in each instance the per cent by weight.
- the mineral oil the latter is converted into an exceptionally good cutting oil.
- halogenated saturated aliphatic hydrocarbons and chlo- 5 rinated saturated aliphatic hydrocarbon are employed in the usual sense as referring to saturated aliphatic compounds which consist only of carbon, hydrogen, and halogen.
- composition of matter comprising a mineral lubricating oil and a relatively small proportion of a substantially non-volatile chlorinated. paraffin hydrocarbon as essential ingredients.
- composition of matter comprising a min- .eral lubricatin oil and a relatively small proportion of a substantially non-volatile compound consisting of chlorine in chemical combination with a normally gaseous paraffin hydrocarbon.
- a composition of matter comprising a minin the emulsified cutting oils was largely sodium oleate.
- emulsifying agents such as are commonly used in preparing emulsified cutting oil composi- .tions.
- run 1 shows that a -mineral lubricating oil has little if any value as acutting oil.
- runs 24 of the same series show thatby adding only a small proportion of a chlorinated aliphatic hydrocarbon to Table Composition of Cutting Oil Inches of Series 2 Chlorinated Hydrocarbon gg Remarks Lubricating Soap .Water st If Oil Percent Percent Percent oppmg Kind Percent 1 7.9 0 2.4 89.7 632 Tool became dulled to such extent that drilling could not be continued.
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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)
Description
Patented Feb. 12, 1952 UNITED STATES PATENT OFFICE LUBRICATING COMPOSITION No Drawing. Application July 2, 1934, Serial No. 733,452
3 Claims.
This invention concerns an improved metal cutting oil comprising a mineral lubricating oil and a halogenated aliphatic hydrocarbon, as well as a method of using the same.
The combination of properties required in a cutting oil is not thoroughly understood, but it is known that such oil should flow toward the work from the point of contact, should flush away metal scraps or particles which would tend to clog and dull the tool and produce jagged surfaces in the metal under treatment, and should conduct heat away from the work.
An ordinary mineral lubricating oil cannot be employed satisfactorily as a cutting oil, since when such oil is used the tool usually becomes heated and tends to stick, and metal particles are not properly flushed away from the work, with the result that the metal surfaces formed by the operation are usually jagged and torn. It is known, however, that by emulsifying certain materials, e. g. soap and water, sulphur, etc., with mineral oil, a good grade of cutting oil may be produced. An emulsion of mineral oil, soap, and water is used extensively as a cutting oil.
We have now found that a superior cutting oil which, when applied in the usual manner, will permit exceptionally severe use of a tool before dulling, overheating, or sticking occurs, is provided by adding a halogenated saturated aliphatic hydrocarbon to a mineral lubricating oil. We I have also found that ordinary cutting oils which contain mineral oil, e. g. emulsions of mineral oil with soap and water, sulphur, sulphur compounds, etc., may be improved in quality by incorporating therewith a halogenated saturated aliphatic hydrocarbon. When any such cutting oil, containing a halogenated aliphatic hydrocarbon, is employed in a metal cutting operation, the halogenated aliphatic hydrocarbon in the body of cutting oil in contact with the cutting tool and the metal under treatment reacts chemically' with the latter to form a minute quantity of a metal halide.
The invention, accordingly, consists in the cutting oils and method of using same hereinafter fully described and particularly pointed out in the claims.
Our cutting oils are prepared by incorporating a halogenated saturated aliphatic hydrocarbon in a mineral lubricating oil or mixture containing such lubricating oil. A cutting oil of excellent quality can be prepared by partially brominating or chlorinating the lubricating oil and removing the acid generated'by the reaction from the resultant mixture. However, due to the relatively 2 high viscosity of the product and the difiiculty involved in removing last traces of the acid therefrom, we prefer to prepare our cutting oils by dissolving or emulsifying a halogenated saturated aliphatic hydrocarbon, e. g. chlorinated gasoline or kerosene, in the lubricating oil.
Any grade or quality of mineral lubricating oil may be employed in our cutting oils, but for ordinary use we prefer an oil of light or medium grade. The halogenated aliphatic hydrocarbon should have a boiling point above about 140 C. at atmospheric pressure, i. e. sufiiciently high so that it will remain unvolatilized and be retained in the cutting oil during use. Such halogenated hydrocarbon may contain either chlorine or bromine substituents or both, but a chlorinated compound is preferable over a corresponding brominated compound due to its greater stability against hydrolysis and decomposition. The halogenated compound may contain any desired proportion of combined halogen, but polyhalogenated compounds are somewhat superior to corresponding monohalogenated compounds for the present purpose. Among the various halogenated aliphatic hydrocarbons which may be employed are acetylene tetrachloride, acetylene tetrabromide, dichloro tribromo ethane, hexachloro-ethane, glyceryl trichloro hydrin, tetrabromo-propane, chlorinated gasoline, chlorinated kerosene, etc.
The cutting oil may contain any desired proportion of the halogenated hydrocarbon, since the latter improves the quality of the lubricating oil for metal cutting purposes regardless of the proportion used. In practice, however, we prefer to employ the halogenated hydrocarbon in such proportion that kilograms of the cutting oil will contain between about 0.06 and 8.45 gram atomic weights of combined halogen. For instance, when a chlorinated hydrocarbon is used in the cutting oil, the latter will preferably contain between 0.02 and 3 per cent by weight of combined chlorine.
The following table sets forth data collected during two series of drilling tests using various oil mixtures as cutting oils. In each test, inch holes were drilled through a sheet of boiler plate, 1%; inch thick, using a drill which revolved 332 times per minute and which was mechanically advanced through the metal at a rate of 0.016 inch per revolution regardless of the cutting properties of the drill or oil employed. The drilling was continued, using a single drill and continuously directing on the Work a stream of cutting oil having the composition stated in the table, until it become necessary to discontinue the drillo a ing for the reason stated under Remarks in the table. The linear inches of bore with a single drill before it became necessary to discontinue drilling was carefully measured and is stated in the table. The drills employed in the various runs were new drills from standard stock and were, as nearly as could be judged, of the same quality and sharpness.
In the first series of tests, a commercial emulsified cutting oil containing a mineral lubricating oil, soap, and water, was first tested, then various chlorinated aliphatic hydrocarbons were added to other samples of the same emulsified cutting oil and the resultant mixtures were tested as cutting oils. The results of these tests are found in the table under the caption Series I.
In the second series of tests, a mineral lubricatin oil of medium grade was first tested as a cutting oil, then various chlorinated aliphatic hydrocarbons were mixed with other samples of the same mineral oil and the resultant mixtures were tested as cutting oils. The results of these tests are listed under the caption Series II in the table.
The percentage composition of the cutting oil (or of a chlorinated aliphatic hydrocarbon contained in such oil) stated in the table is in each instance the per cent by weight.
the mineral oil, the latter is converted into an exceptionally good cutting oil.
In the claims the expressions halogenated saturated aliphatic hydrocarbons and chlo- 5 rinated saturated aliphatic hydrocarbon are employed in the usual sense as referring to saturated aliphatic compounds which consist only of carbon, hydrogen, and halogen.
Other modes of applying the principle of our invention may be employed instead of those explained, change being made as regards the method or compositions herein disclosed, provided the steps or compositions stated by any of the following claims or the equivalent of such stated steps or compositions be employed.
We therefore particularly point out and distinctly claim as our invention:
1. A composition of matter comprising a mineral lubricating oil and a relatively small proportion of a substantially non-volatile chlorinated. paraffin hydrocarbon as essential ingredients.
2. A composition of matter comprising a min- .eral lubricatin oil and a relatively small proportion of a substantially non-volatile compound consisting of chlorine in chemical combination with a normally gaseous paraffin hydrocarbon.
3. A composition of matter comprising a minin the emulsified cutting oils was largely sodium oleate. However, other soaps, e. g. sodium stearate, potassium =palmitate, triethanolamine-oleate, etc., may be employed instead, as well as other emulsifying agents such as are commonly used in preparing emulsified cutting oil composi- .tions.
.In Series II of the table, run 1 shows that a -mineral lubricating oil has little if any value as acutting oil. However, runs 24 of the same series show thatby adding only a small proportion of a chlorinated aliphatic hydrocarbon to Table Composition of Cutting Oil Inches of Series 2 Chlorinated Hydrocarbon gg Remarks Lubricating Soap .Water st If Oil Percent Percent Percent oppmg Kind Percent 1 7.9 0 2.4 89.7 632 Tool became dulled to such extent that drilling could not be continued.
2 7.1 Hexaehloro-ethane 2.2 2.2 88. 5 1, 105 Tool became dulled.
3 7.1 Acetylene Tetrachloride. 1.8 2.2 88.9 1,165 Do.
4 7.2 Chlorinated gasoline 1.1 2.2 89.5 1,060 Do.
I containing 39.8%
------ chlorine.
"1 7.2 Chlorinated .kerosene 1.1 2.2 89.5 1,172 Do.
containing 32.2% chlorine.
6 7.2 Chlorinated lubricating 1.1 2.2 89.5 1,087 Do.
oil containing 21.6% chlorine.
1 100 0 0 O Drill became clogged with metal shavings, tool jerked rather than cutting evenly, and overheating occurred.
2 98.83 Hexachloro-ethane 1.17 0 0 3, 307 Too] became dulled.
.II 3 98.25 Chlorinated gasoline 1.75 0 0 2,423. Do.
containing 39.8% chlorine. 4 98.25 Chlorinated kerosene 1. 75 0 0 4, 336 Too] was quite sharp and still cutting con taining 32.3% smoothly at end of test. chlorine.
l About 10.
eral lubricating oil and a relatively small proportion of a substantially non-volatile chlorinm ated propane as essential ingredients.
LE GRAND'MORELL. AMOS T. KNUISON.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Lewkowitsch, Chemical Technology, 1915 vol.
3, pgs. 96-97.
FOREIGN PATENTS Country Germany OTHER REFERENCES Emu1sions," pub. of Carbide and Carbon Chem. Corp, 1930, pg. 13.
Date Kline, Wire and Wire Prod., Oct. 1931, pgs. of 1886 393495 and 414.
5 Mougey, Nat. Pet. News, Nov. 11, 1931, pgs.
-Klemgard, Lubricating Grease, 1937, DES. 359, 493, 498 and 499.
Claims (1)
1. A COMPOSITION OF MATTER COMPRISING A MINERAL LUBRICATING OIL AND A RELATIVELY SMALL PROPORTION OF A SUBSTANTIALLY NON-VOLATILE CHLORINATED PARAFFIN HYDROCARBON AS ESSENTIAL INGREDIENTS.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US733452A US2585820A (en) | 1934-07-02 | 1934-07-02 | Lubricating composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US733452A US2585820A (en) | 1934-07-02 | 1934-07-02 | Lubricating composition |
Publications (1)
Publication Number | Publication Date |
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US2585820A true US2585820A (en) | 1952-02-12 |
Family
ID=24947661
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US733452A Expired - Lifetime US2585820A (en) | 1934-07-02 | 1934-07-02 | Lubricating composition |
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US (1) | US2585820A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2732348A (en) * | 1952-02-15 | 1956-01-24 | Oil-in-water metalworking lubricant | |
US2755224A (en) * | 1952-12-18 | 1956-07-17 | Exxon Research Engineering Co | Process for improving lubricating oils |
US3909431A (en) * | 1970-10-12 | 1975-09-30 | Allied Chem | Coolant-lubricant composition comprising fluorocarbon-cyclohexanone mixtures |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE39946C (en) * | 1886-08-28 | 1887-06-16 | Jules Guilleaume Fayollet | Process for converting heavy petroleum and resin oils into a product suitable for greasing wool |
US1945615A (en) * | 1932-07-14 | 1934-02-06 | Continental Oil Co | Lubricating oil |
US1946121A (en) * | 1931-05-19 | 1934-02-06 | Magnesium Dev Corp | Die lubricant |
US2019338A (en) * | 1934-01-16 | 1935-10-29 | Gen Electric | Dielectric composition |
-
1934
- 1934-07-02 US US733452A patent/US2585820A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE39946C (en) * | 1886-08-28 | 1887-06-16 | Jules Guilleaume Fayollet | Process for converting heavy petroleum and resin oils into a product suitable for greasing wool |
US1946121A (en) * | 1931-05-19 | 1934-02-06 | Magnesium Dev Corp | Die lubricant |
US1945615A (en) * | 1932-07-14 | 1934-02-06 | Continental Oil Co | Lubricating oil |
US2019338A (en) * | 1934-01-16 | 1935-10-29 | Gen Electric | Dielectric composition |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2732348A (en) * | 1952-02-15 | 1956-01-24 | Oil-in-water metalworking lubricant | |
US2755224A (en) * | 1952-12-18 | 1956-07-17 | Exxon Research Engineering Co | Process for improving lubricating oils |
US3909431A (en) * | 1970-10-12 | 1975-09-30 | Allied Chem | Coolant-lubricant composition comprising fluorocarbon-cyclohexanone mixtures |
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