US2231248A - Lubricant - Google Patents

Lubricant Download PDF

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Publication number
US2231248A
US2231248A US172403A US17240337A US2231248A US 2231248 A US2231248 A US 2231248A US 172403 A US172403 A US 172403A US 17240337 A US17240337 A US 17240337A US 2231248 A US2231248 A US 2231248A
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friction
wear
rings
lubricant
substances
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US172403A
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Bowden Frank Philip
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    • 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
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    • 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
    • C10M2203/02—Well-defined aliphatic 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/022—Well-defined aliphatic compounds saturated
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/024—Well-defined aliphatic compounds unsaturated
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/04—Well-defined cycloaliphatic compounds
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
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    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/08—Aldehydes; Ketones
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
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    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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    • C10M2207/142—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/22—Acids obtained from polymerised unsaturated acids
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/24—Epoxidised acids; Ester derivatives thereof
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    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • C—CHEMISTRY; METALLURGY
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    • 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
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    • 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
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    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06—Perfluorinated compounds
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
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    • C10M2215/20—Containing nitrogen-to-oxygen bonds
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    • C10M2223/041—Triaryl phosphates
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
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    • 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
    • C10N2050/10—Semi-solids; greasy

Description

Patented Feb. 11, 1941 UNITED STATES PATENT OFFICE No'Drawi ng. Application November 2, 1937, Se-
rial No. 172,403. In Great Britain November 5,
7 Claims.
This invention relates to the lubrication of sliding metal surfaces.
It has been found that organic compounds of the type R1R2R3 Rn, in which R1, R2, R3 Rn represent substituted or non-substituted cyclic radicles coupled mutually with at most two other radicles either indirectly-preferably by means of aliphatic radicles or inorganic atoms or groups of atoms--, or directly-but only. by means of one nuclear atomand in which n is at least 3, are excellent lubricants and are also very suitable for improvinglubricating properties of the known lubricating oils and lubricating greases. This is especially the case when into the nuclei or into the aliphatic radicles, or into the inorganic groups of atoms, those atoms, groups of atoms or radicles have been introduced which have the property of being ableto adhere physically or chemically to the metal surface to be lubricated. Such adhesive groups or atoms are, for example, S, P, halogen, OH, COOH, CH0, CH3, CH, NH, NC and N02.
It has been found that, especially at high temperatures, the above substances have a low coefiicient of friction; they further have the valuable property of checking corrosion of the metal parts to belubricated. Many of these substances are also valuable high-pressure lubricants, i. e. they are suitableeither as such or as additions to known lubricants-for lubrication at high pressures, elevated temperatures and great speeds.
The rings may be either isocarbocyclic or heterocyclic, either aromatic or hydroaromatic.
The majority of these substances are solid at ordinary temperature. They may be used as solid lubricants as such, or mixed with known lubricating greases. When added as 'dopes to lubricating oil, they should be suspended therein in finely divided form, whilst it may be desirable to add emulsifiers or stabilizers, which promotes suspension and prevents settling of the suspended substances. They may also be added to the lubricating oil while dissolved in a suitable solvent, e. g. methyl cyclohexanol oxalate or dimethyl cyclohexanol adipate.
Examples of the substances in question are:
Diplzenyl benzene Bis-(diplienyl) Di-benzilidene benzidine V Sextol phthalate CH C 0 Di-phenyl quinone H CaHs-b-CH:
CcHs-C-CH:
Di-plienyl tetramethylene OoHiCH2CoHsCH:-Co s Di-benzyl benzene CoHs-CH-CHC 0 0H CiHr- H- 11-0 0 OH Truxillic acid cine-o CH G m-C (OH)CH1 \CH: CsHr-C (011)-0: 1.2.di-phenyl-l.2.dioxy-pentamethylene Curran- 0H.
CsHrCH-c 1 1.2.di-phenyl pentamethylene carboxylic acid CQHr-C O-CQH4-C OCsH5 Di-benzoyl benzene Benzyl diphenyl curt-care o-otnt Phenyl benzophenone CtHr-Q OCoHlCtH4-C O-CeHs Di-benzoyl diphenyl C 0-CaH4-CuHs CeHl Phenylobenzoyl benzoic acid CaHsC-tH4CH2-CoHACuHs Bis-(diphenyl) methane Cav at-C 0CtH4Ce s Di-phenyl benzophenone Di-benzoyl benzidine The following experiments carried out with lubricants according to the invention give an idea of the results obtainable in respect of friction and wear at normal and at elevated temperatures when lubricating with the said substances. The friction was determined with a device and in the manner described in Proceedings of the Royal Society of London, Series A, No. 883, vol. 154, pp. 640-656, May 1936.
The surface wear was investigated microscopically. The normal pressure between the surfaces amounted to 500 g. weight, whilst the sliding speed was about 80 cm/sec. (50 revolutions per min= ute). The diameter of the cylinder was 2 mm. The steel surfaces were ground fiat on lead laps using 320 carborundum. They were cleaned with rouge and washed in strong caustic soda followed by water. with pure acetone. The lubricant was wiped over the surface so as to form a thin film.
I. Mmmr. OIL
(a) Friction With a mineral oil the average coemcient of kinetic friction was 0.16. The surfaces ran noisily and unsteadily and there were violent fluctuations in the friction.
(b) Surface wear A marked scoring wear and abrasion of the surfaces had occurred. Heavily scored parallel tracks of the slider could be clearly seen.
(0) Efiect of heating The steel surface with the oil film on it was heated to 250 C. for 30 minutes. The oil darkened and the friction became very unsteady. The wear and abrasion of the surfaces was increased.
They were then cleaned and dried II. DI-BENZYLIDENE BENZIDINE (1) 10% of di-benzylidene benzidine was dissolved in methyl-cyclohexanol oxalate'(a liquid).
(a) Coefiicient of friction 5 The average coefllcient of friction was 0.08.
(b) Surface wear The surface wear was barely perceptible. There were no visible abrasion marks on the 10 surface.
(2) 2% di-benzylidene benzidine was suspended in the same mineral oil as used in Experiment I.
(a) Coefficient of friction Average coefllcient of friction was 0.08.- The surfaces ran steadily and quietly.
(b) Surface wear Again the surface wear was barely visible under the microscope. The surface looked very similar to that of the preceding experiment.
(0) Effect of heating III. SEx'roL PHTHALATE (1) Pure Sextol phthalate. (a) Friction Average friction was 0.1 to 0.12.
(12) Wear The surfaces ran steadily. Little or no wear was observed. After heating there was a slight wearing of the surfaces.
(2) 10% Sextol phthalate was mixed, with the same mineral oil as used in Experiment I.
(a) Friction Average coelficient of friction was 0.1
(b) Wear Little or no wear was observed.
1V. BIS-DIPHENYL 1% bis-dipheny-l was suspended in the same mineral oil as used in Experiment I.
(a) Friction Coefllcient of friction was 0.09.
(b) Wear Little or no wear was observed.
V. DIPHENYL BENZENE 1% diphenyl benzene was suspended in the 60 same mineral oil as used in Experiment I.
Average value of the friction was 0.08. The
surfaces ran quietly.
(b) Wear No wear was perceptible.
It will be seen that these substances used pure, dissolved in suitable solvents or dissolved or suspended in mineral oil, will diminish the friction and decrease the wear of sliding steel surfaces. They are also more resistant against high temperatures than is the mineral oil by itself.
These values for the coefiicient of friction were obtained at a comparatively low sliding speed. 7 At higher speeds the coerficient of friction given by these substances is also low. For example the friction obtained with a sliding speed of about 10 metres per see. was as follows:
Some of these substances also have valuable properties in that they do not form carbon or sticky gums in a working engine to the same extent as a mineral oil, and thus do not give rise to ring-sticking, etc. For example, a crosshead engine, 600 R. P. M., was run for 16 hours with pure Sextol phthalate as lubricant. The amount of carbon on the piston crown at the end of the run was less than 0.01 g. The amount of deposit from a standard mineral oil under the same conditions was 0.11 g.
The local surface temperature at the sliding points of contact was considerably lower when using these substances (e. g. di-benzylidene ben: zidine) than in the case of mineral oil.
I claim: A
1. An improved'lubricant having a low coeflicient of friction comprising an organic compound which comprises not less than 3 serially arranged single rings, each of said rings being coupled mutually with not more than 2 other rings, at least 2 of said rings being aromatic rings which are connected with each other through a keto linkage.
2. An improved lubricant having a low coefiicient of friction comprising an organic liquid suitable for lubrication of metal surfaces and an organic compound which comprises not less than 3 serially arranged single rings, each of said rings being coupled mutually with not more than 2 other rings, at least 2 of said rings being aromatic rings which are connected with each other through a. keto linkage.
3. The lubricant of claim 2 in which the organic compound is stably suspended in said liquid.
4. An improved lubricant having a low coeflicient of friction comprising a mineral lubricating oil and an organic compound which comprises not less than 3 serially arranged single rings, each of said rings being coupled mutually with not more than 2 other rings, at least 2 of said rings being aromatic rings which are connected with each other through a keto linkage.
5. An improved lubricant having a low coefficient of friction comprising a mineral lubricating oil and phenyl benzophenone.
6. An improved lubricant having a low coeflicient of friction comprising a mineral lubricating oil and dibenzoyl diphenyl.
7. An improved lubricant having a low coeflicient of friction comprising a mineral lubricating oil and phenyl benzoyl benzoic acid.
FRANK PHILIP BOWDEN.
US172403A 1936-11-05 1937-11-02 Lubricant Expired - Lifetime US2231248A (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2834734A (en) * 1955-08-12 1958-05-13 Shell Dev Liquid electrical insulating compositions
US3057801A (en) * 1958-11-12 1962-10-09 Donovan R Wilgus Lubricating oil compositions containing viscosity index improving agents
US3094488A (en) * 1959-11-23 1963-06-18 Exxon Research Engineering Co Radiation resistant mineral oils
US3151082A (en) * 1961-09-05 1964-09-29 Dow Chemical Co Polyphenyl ether stabilizers
US3399139A (en) * 1965-01-15 1968-08-27 British Petroleum Co Synthetic lubricant composition of improved oxidation stability
US3413223A (en) * 1965-07-22 1968-11-26 British Petroleum Co Ester lubricants
US3933669A (en) * 1973-10-15 1976-01-20 Monsanto Company Functional fluid compositions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE929385C (en) * 1952-04-23 1955-06-27 Bayer Ag Additives for lubricants

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2834734A (en) * 1955-08-12 1958-05-13 Shell Dev Liquid electrical insulating compositions
US3057801A (en) * 1958-11-12 1962-10-09 Donovan R Wilgus Lubricating oil compositions containing viscosity index improving agents
US3094488A (en) * 1959-11-23 1963-06-18 Exxon Research Engineering Co Radiation resistant mineral oils
US3151082A (en) * 1961-09-05 1964-09-29 Dow Chemical Co Polyphenyl ether stabilizers
US3399139A (en) * 1965-01-15 1968-08-27 British Petroleum Co Synthetic lubricant composition of improved oxidation stability
US3413223A (en) * 1965-07-22 1968-11-26 British Petroleum Co Ester lubricants
US3933669A (en) * 1973-10-15 1976-01-20 Monsanto Company Functional fluid compositions

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FR828369A (en) 1938-05-17

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