US1939995A - Lubricating oil - Google Patents
Lubricating oil Download PDFInfo
- Publication number
- US1939995A US1939995A US624643A US62464332A US1939995A US 1939995 A US1939995 A US 1939995A US 624643 A US624643 A US 624643A US 62464332 A US62464332 A US 62464332A US 1939995 A US1939995 A US 1939995A
- Authority
- US
- United States
- Prior art keywords
- lubricant
- product
- condensation
- wax
- halogenated
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000010687 lubricating oil Substances 0.000 title description 5
- 239000000314 lubricant Substances 0.000 description 27
- 239000000047 product Substances 0.000 description 17
- 239000004215 Carbon black (E152) Substances 0.000 description 10
- 239000010408 film Substances 0.000 description 10
- 229930195733 hydrocarbon Natural products 0.000 description 10
- 150000002430 hydrocarbons Chemical class 0.000 description 10
- 238000009833 condensation Methods 0.000 description 9
- 230000005494 condensation Effects 0.000 description 9
- 239000007859 condensation product Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 5
- 230000026030 halogenation Effects 0.000 description 5
- 238000005658 halogenation reaction Methods 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000010685 fatty oil Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 125000004436 sodium atom Chemical group 0.000 description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-M oxidooxomethyl Chemical compound [O-][C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-M 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/14—Synthetic waxes, e.g. polythene waxes
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/17—Fisher Tropsch reaction products
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic 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
- 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
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
- C10M2211/024—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic
-
- 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
- C10M2211/044—Acids; Salts or esters 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
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/08—Halogenated waxes
Definitions
- the product of this invention is a high quality lubricant with greatly increased film strength and greatly improved oiliness.
- a lubricant in this service must have high oiliness characteristics because it is the most important property of the lubricant under the conditions of boundary or thin film lubrication.
- the viscosity of the lubricant plays little or no part under these conditions because the lubricant body has been.
- the product of our invention has a strong afiinity for the metal of the frictional surfaces and will penetratethe metal, forming a'film of lubricant on the metal which will not drain away. As a matter of fact it is very diificult to remove without act-rally grinding away or removing a thin layer of the metal itself. Thislayer of lubricant is always on the frictional surfaces ready to act as an efficient lubricant and is of extreme value during the engine starting period when lubricant for one cause or another has not reached or been pumped to the frictional surfaces.
- the product of our invention has suflicient of the oiliness property to overcome the increased friction resulting from the dilution of straight hydrocarbon lubricants by unburned motor fuels resulting from the operation of nearly all of the machines using liquid hydrocarbon fuels.
- our invention consists of the halogenation of wax and fatty acids, and the like, and the subsequent condensation of these halogenated products with each other by alkaline I condensation reagents.
- the product of such so condensation is then added to a hydrocarbon lubricant in small quantities to improve the film strength and oiliness of the lubricant and to obtain the other advantages of this invention.
- a further test to prove the efficiency is by determining the coefficient of friction of the blended and unblended lubricant for comparison.
- the machine used for this test is the Herschel friction testing machine which was developed by Dr. W. H. Herschel of the United States Bureau of Standards.
- Example A fi l-126 F. melting point hydrocarbon wax was chlorinated until the chlorinated product has a melting point of 60 F. This chlorination was done by direct addition and substitution. In another container a batch of commercial stearic acid was chlorinated by direct substitution until the chlorinated product had a cold test of 13 F. Equal quantities of these two chlorinated products were mixed and treated. with sodium ethoxide in an alcohol solution. Sufficient sodium ethoxide is added to cause the removal of part of the halogen from the chlorinated war: and from the chlorinated stearic acid in addition to that required to form the sodium soap of the fatty acids present. When the chlorine atoms are removed from the two molecules they can combine with each other or be saturated with the free 002215. It is thus possible to substitute a number of fatty acid molecules on a saturated hydrocarbon molecule. Other, type molecules are also present.
- the alcohol is removed by distillation and the sodium atom forming the soap with the carboxyl group is replaced by treating with dilute hydrochloric acid.
- the product is then water washed to remove traces of hydrochloric acid.
- a solvent such as a light naphtha .or other solvents may be used to facilitate washing. After washing, the solvent is removed by distillation.
- the product may be used after the removal of the solvent or may be further purified by low pressure distillation.
- the product of the above condensation was added to a high quality 350 pale oil.
- the straight pale oil had a Herschel coefficient of friction of 0.135 thus indicating its high quality.
- the Herschel coefficient of friction was reduced to 0.083 or about 39%.
- the film strength increases. 1 more than doubles the film strength of the original high quality lubricant.
- hydrocarbon wax was'used'
- the fatty acids obtained by commercial saponification of animal or vegetable oils are suitable.
- the process of saponification does not influence the process.
- Naturally occurring organic acids or synthetic organic acids may be used.
- Naphthenic acids may be employed.
- the fatty oils, esters, etc. may be employed instead of the acid, since they will be saponified by the alkaline conde sins agent, freeing the halogenated fatty acid, which will then enter into the reaction.
- any of the well known halogenation processes may be used. We do not intend to cover any particular method of halogenation. Any of the halogens or mixtures of the halogens may be used.
- the so called wax may be halogenated with one halogen and the fatty acid, fatty oil, ester, etc. with another.
- any of the alkaline condensing agents such as sodium hydroxide, sodamide, alcoholic potash, sodium methoxide and the like may be used. In some cases the reacting mixture must be warmed to obtain the required reaction. Those familiar with the art of condensing organic molecules are thoroughly familiar with the slight modifications necessary to obtain the desired result. Solvents may be used for the reacting components. By varying the amount of condensing agent and/or the amount of halogenation of the wax and/or acid, it is possible to obtain considerable variation in the halogen content of the finished condensation product.
- the carboxyl radical must be freed of the sodium atom which is done by inorganic acids.
- the reaction mixture may be purified by organic solvents, heating, distilling, water washing, etc. prior to use.
- halogenated wax and halogenated fatty acid combine in part to form a new molecule.
- Two or more halogenated acid molecules may be attached to one wax molecule, or two or more halogenated wax molecules may be combined with one halogenated acid molecule.
- the final product no doubt, contains unchanged acid, unchanged wax, unchanged halogenated acid and wax, as well as other molecules formed in the reaction with the reacting components.
- the final product is not a pure chemical compound but a mixture of compounds.
- Our invention is not limited to our conception of the chemical composition of the product or of the reactions which take place.
- the product of this invention may be used in any type of lubricant or blended lubricant with very highly satisfactory results.
- a lubricating oil comprising in combination a hydrocarbon oil and a small quantity of a halogenated wax-halogenated organic acid condensation product.
- a lubricating oil comprising in combination a hydrocarbon oil and a small quantity of a chlorinated wax-chlorinated fatty acid condensation product.
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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 Dec. 19, 1933 UNITED STATES PATENT OFFICE LUBRICATING OIL ware No Drawing. Application July 25, 1932 Serial No. 624,643
2 Claims. (CL 87-9) Our invention relates to improved lubricating oils and specifically comprises such products as new compositions of matter.
Due to advances in the art of manufacturing mechanical devices the manufacturer of lubricants is required to produce high quality lubricants with film strengths much higher than is obtained in straight high quality hydrocarbon lubricants. In addition to this, lubricants of high oiliness character are also required and it is known that the best quality straight hydrocarbon lubricants are deficient in this property of oiliness or unctuosity, as well as being of low film strength. The product of this invention is a high quality lubricant with greatly increased film strength and greatly improved oiliness.
Mechanical devices are being designed and fabricated with friction surfaces under high pressuites and moving at slow speeds. A lubricant in this service must have high oiliness characteristics because it is the most important property of the lubricant under the conditions of boundary or thin film lubrication. The viscosity of the lubricant plays little or no part under these conditions because the lubricant body has been.
squeezed from between the frictional surfaces leaving only a very thin film of lubricant.
With only a thin film of lubricant between the frictional surfaces which are operating at high pressure and slow speeds, the thin film must have a very high film strength and not break down, which would cause irreparable damage to the frictional surfaces. I
We have found that the product of our invention has a strong afiinity for the metal of the frictional surfaces and will penetratethe metal, forming a'film of lubricant on the metal which will not drain away. As a matter of fact it is very diificult to remove without act-rally grinding away or removing a thin layer of the metal itself. Thislayer of lubricant is always on the frictional surfaces ready to act as an efficient lubricant and is of extreme value during the engine starting period when lubricant for one cause or another has not reached or been pumped to the frictional surfaces.
The product of our invention has suflicient of the oiliness property to overcome the increased friction resulting from the dilution of straight hydrocarbon lubricants by unburned motor fuels resulting from the operation of nearly all of the machines using liquid hydrocarbon fuels.
Those skilled in the art of lubricant manufacture or machine lubrication will appreciate the great importance of these improvements.
In outline our invention consists of the halogenation of wax and fatty acids, and the like, and the subsequent condensation of these halogenated products with each other by alkaline I condensation reagents. The product of such so condensation is then added to a hydrocarbon lubricant in small quantities to improve the film strength and oiliness of the lubricant and to obtain the other advantages of this invention.
To prove the efficiency of our invention we 5 rupture the film. of the lubricant blended with the product of the above condensation and determine the pressure required to obtain the rupture. This pressure is then determined for the straight high quality hydrocarbon lubricant used for blending with the product of the condensation. By a comparison of the two results the great improvement is at once evident. The equipment employed for this test is known as the testing machine which was developed and has been described by the Timken Roller Bearing Company. This is the best equipment known to us for making these tests and is similar in op eraition to the operation of commercial machines.
A further test to prove the efficiency is by determining the coefficient of friction of the blended and unblended lubricant for comparison. The machine used for this test is the Herschel friction testing machine which was developed by Dr. W. H. Herschel of the United States Bureau of Standards.
An example of our invention will serve to clarify the general conception but should not be construed as a limitation to our invention.
Example A fi l-126 F. melting point hydrocarbon wax was chlorinated until the chlorinated product has a melting point of 60 F. This chlorination was done by direct addition and substitution. In another container a batch of commercial stearic acid was chlorinated by direct substitution until the chlorinated product had a cold test of 13 F. Equal quantities of these two chlorinated products were mixed and treated. with sodium ethoxide in an alcohol solution. Sufficient sodium ethoxide is added to cause the removal of part of the halogen from the chlorinated war: and from the chlorinated stearic acid in addition to that required to form the sodium soap of the fatty acids present. When the chlorine atoms are removed from the two molecules they can combine with each other or be saturated with the free 002215. It is thus possible to substitute a number of fatty acid molecules on a saturated hydrocarbon molecule. Other, type molecules are also present.
After condensation is complete, the alcohol is removed by distillation and the sodium atom forming the soap with the carboxyl group is replaced by treating with dilute hydrochloric acid. The product is then water washed to remove traces of hydrochloric acid. A solvent such as a light naphtha .or other solvents may be used to facilitate washing. After washing, the solvent is removed by distillation. The product may be used after the removal of the solvent or may be further purified by low pressure distillation.
The product of the above condensation was added to a high quality 350 pale oil. The straight pale oil had a Herschel coefficient of friction of 0.135 thus indicating its high quality. Using 1% of the product of the above condensation in a sample of this oil, the Herschel coefficient of friction was reduced to 0.083 or about 39%.
A sample of high quality steam refined stock showed a Timken film strength of 18.2# weights at a speed of 390 ft./min., which is equivalent to a pressure of 10,500 pounds per square inch. To other samples of this same steam refined stock /2% and 1 of the above condensation product was added, with the following results:
Seizure point 390 ft./min. on steam refined stock 18# weight, approximately 10,500 pounds per sq. in. pressure.
Seizure point 390 ft./min. on of condensation product plus steam refined stock 23.0# weight, approximately 13,500 pounds per square inch.
Seizure point 390 ft./min. on l of condensation product plus steam refined stock 40.5# weight, approximately 23,000 pounds per square inch.
By increasing the amount of condensation product the film strength increases. 1 more than doubles the film strength of the original high quality lubricant.
In the example cited hydrocarbon wax was'used' The fatty acids obtained by commercial saponification of animal or vegetable oils are suitable. The process of saponification does not influence the process. Naturally occurring organic acids or synthetic organic acids may be used. Naphthenic acids may be employed. The fatty oils, esters, etc. may be employed instead of the acid, since they will be saponified by the alkaline conde sins agent, freeing the halogenated fatty acid, which will then enter into the reaction.
High molecular Any of the well known halogenation processes may be used. We do not intend to cover any particular method of halogenation. Any of the halogens or mixtures of the halogens may be used. The so called wax may be halogenated with one halogen and the fatty acid, fatty oil, ester, etc. with another.
Any of the alkaline condensing agents such as sodium hydroxide, sodamide, alcoholic potash, sodium methoxide and the like may be used. In some cases the reacting mixture must be warmed to obtain the required reaction. Those familiar with the art of condensing organic molecules are thoroughly familiar with the slight modifications necessary to obtain the desired result. Solvents may be used for the reacting components. By varying the amount of condensing agent and/or the amount of halogenation of the wax and/or acid, it is possible to obtain considerable variation in the halogen content of the finished condensation product.
The carboxyl radical must be freed of the sodium atom which is done by inorganic acids.
The reaction mixture may be purified by organic solvents, heating, distilling, water washing, etc. prior to use.
We assume that the halogenated wax and halogenated fatty acid combine in part to form a new molecule. Two or more halogenated acid molecules may be attached to one wax molecule, or two or more halogenated wax molecules may be combined with one halogenated acid molecule. The final product, no doubt, contains unchanged acid, unchanged wax, unchanged halogenated acid and wax, as well as other molecules formed in the reaction with the reacting components. The final product is not a pure chemical compound but a mixture of compounds. Our invention is not limited to our conception of the chemical composition of the product or of the reactions which take place.
In the example given 1 /2% of the condensation product was the greatest quantity used but larger quantities may be used and may be as high as 15% or more. It will be obvious that the amount used depends upon the degree of halogenation, raw materials, degree of condensation and conditions of use of the finished lubricant and other variable factors.
The product of this invention may be used in any type of lubricant or blended lubricant with very highly satisfactory results.
Having thus describedour invention,.what we claim is:
1. A lubricating oil comprising in combination a hydrocarbon oil and a small quantity of a halogenated wax-halogenated organic acid condensation product.
2. A lubricating oil. comprising in combination a hydrocarbon oil and a small quantity of a chlorinated wax-chlorinated fatty acid condensation product.
BERT H. LINCOLN. ALFRED HENRIKSEN.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US624643A US1939995A (en) | 1932-07-25 | 1932-07-25 | Lubricating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US624643A US1939995A (en) | 1932-07-25 | 1932-07-25 | Lubricating oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1939995A true US1939995A (en) | 1933-12-19 |
Family
ID=24502764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US624643A Expired - Lifetime US1939995A (en) | 1932-07-25 | 1932-07-25 | Lubricating oil |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1939995A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2449547A (en) * | 1942-10-21 | 1948-09-21 | Lubrizol Dev Corp | Lubricating oil addition agent |
| US2487151A (en) * | 1945-09-07 | 1949-11-08 | Standard Oil Dev Co | Lubricant composition |
| US2571901A (en) * | 1945-12-12 | 1951-10-16 | Niagara Alkali Company | Chlorinating process |
| US2656214A (en) * | 1945-04-07 | 1953-10-20 | Alamagny Marcel Antoin Clement | Automobile body having pivoted end sections |
-
1932
- 1932-07-25 US US624643A patent/US1939995A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2449547A (en) * | 1942-10-21 | 1948-09-21 | Lubrizol Dev Corp | Lubricating oil addition agent |
| US2656214A (en) * | 1945-04-07 | 1953-10-20 | Alamagny Marcel Antoin Clement | Automobile body having pivoted end sections |
| US2487151A (en) * | 1945-09-07 | 1949-11-08 | Standard Oil Dev Co | Lubricant composition |
| US2571901A (en) * | 1945-12-12 | 1951-10-16 | Niagara Alkali Company | Chlorinating process |
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