US2514017A - Lubricant - Google Patents

Lubricant Download PDF

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Publication number
US2514017A
US2514017A US47132A US4713248A US2514017A US 2514017 A US2514017 A US 2514017A US 47132 A US47132 A US 47132A US 4713248 A US4713248 A US 4713248A US 2514017 A US2514017 A US 2514017A
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Prior art keywords
nitrosamine
lubricant
weight
present
deposits
Prior art date
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Expired - Lifetime
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US47132A
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English (en)
Inventor
Wachter Aaron
Stillman Nathan
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Shell Development Co
Original Assignee
Shell Development Co
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Filing date
Publication date
Priority to NL148423D priority Critical patent/NL148423C/xx
Application filed by Shell Development Co filed Critical Shell Development Co
Priority to US47132A priority patent/US2514017A/en
Priority to GB20996/49A priority patent/GB679923A/en
Priority to DEP52476A priority patent/DE831732C/de
Application granted granted Critical
Publication of US2514017A publication Critical patent/US2514017A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
    • 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
    • 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
    • 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
    • C10M2209/101—Condensation polymers of aldehydes or ketones and phenols, e.g. Also polyoxyalkylene ether 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
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/18—Containing nitrogen-to-nitrogen bonds, e.g. hydrazine
    • 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
    • C10M2215/20—Containing nitrogen-to-oxygen bonds
    • C10M2215/204—Containing nitrogen-to-oxygen bonds containing nitroso 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen 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
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • 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
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • 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
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/30—Heterocyclic 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
    • 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
    • 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
    • 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
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • 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
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • 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
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • 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
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • 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

Definitions

  • This invention relates to novel lubricating compositions. More specifically, this invention pertains to lubricants, such as mineral lubricating oils, synthetic lubricants of hydrocarbon and/or non-hydrocarbon origin, and the like, containing therein an additive having the property, inter alia, of reducing the combustion chamber deposits in internal combustion engines.
  • lubricants such as mineral lubricating oils, synthetic lubricants of hydrocarbon and/or non-hydrocarbon origin, and the like, containing therein an additive having the property, inter alia, of reducing the combustion chamber deposits in internal combustion engines.
  • An object of this invention is to provide lubricating compositions which eliminate, or at least materially inhibit and/or reduce, the combustion chamber deposits of internal combustion engines. Another object is to provide lubricating compositions Which decrease lacquer formation, ring sticking, and bearing corrosion. Other objects and their achievement in accordance with the present invention will be apparent from the following specification.
  • R1 and R2 are hydrocarbon radicals.
  • Suitable radicals include, for example, alkyl, alkenyl, aralkyl, aryl, alicyclic and cyclo-olefinic radicals, such as the methyl, ethyl, propyl, isopropyl, normal butyl, secondary butyl, tertiary butyl, hexyl, iso-octyl, dodecyl, cetyl, stearyl, trimethyl octadecyl, allyl, methallyl, crotyl, oleyl, cyclopentyl, methyl cyclopentyl, cyclohexyl, isopropyl cyclohexyl, endomethylene cyclohexyl.
  • R2 may be the same or different from R1; likewise, R1 and R2 may be connected to form a ring, together with the nitrogen atom which is also attached to the nitroso group.
  • the present compounds are those wherein the total number of carbon atoms in both R1 and R2 is from about 5 to about 40, and preferably from 6 to about 20.
  • Dicyclohexyl nitrosamine illustrates such a compound, and when incorporated in a lubricant, forms therewith a preferred lubricating composition of the present invention.
  • Other compounds which illustrate the additives of the present invention are di-isopropyl nitrosamine, di-n-butyl nitrosamine, di-n-propyl nitrosamine, diisopropyl nitrosamine, methylpentyl nitrosamine, methylcyclohexyl nitrosamine, diphenyl nitrosamine, bis(3,3,5-trimethyl-cyclohexyl) nitrosamine, methylbenzyl nitrosamine, allylbutyl nitrosamine, n-propylcyclohexenyl nitrosamine, and the like.
  • additives incorporated in lubricants to form the lubricating compositions of the present invention have a nitroso group attached to a ntirogen atom which in turn is attached to two hydrocarbon radicals.
  • a ntirogen atom which in turn is attached to two hydrocarbon radicals.
  • liquid lubricant which will generally have a minimum boiling point of about 700 F. and a viscosity of at least about Saybolt units at 100 F., and preferably higher, such as a mineral lubricating oil,
  • the present additives are dissolved in the lubrieating oil.
  • the total number of carbon atoms in R1 and R2 of the above general formula is preferably at least 5, and preferably the total number is less than about 40.
  • the present nitroso compounds may be dispersed or emulsified in the lubricant where necessary or desirable, in which case emulsifying agents, such as triethanolamine oleate, sodium oleate, the alkali metal sulfonates, and the like, may be employed if desired. Solutizers may also advantageously be employed in some instances.
  • the quantity of the present additives to be incorporated in lubricants may be varied between about .001% and about 5% by weight, and good results obtained therewith, but preferably from about 0.01% to about 0.3% by weight is employed, since excellent results are economically obtained therewith. However, larger or smaller amounts of the additive, or mixtures thereof, may also be used.
  • additives which impart special properties to the lubricating composition may; be incorporated in the present compositions where desirable.
  • pour point depressants, viscosity index improvers, oiliness carriers, and the like may be incorporated in the compositions of the present invention without adversely affecting the action of the additives of the present invention, and the beneficial effects of such additional additives are obtained.
  • Example I Various quantities of dicyclohexyl nitrosamine were dissolved in a mineral lubricating oil of S. A. E. grade 60. These compositions were tested in a Lauson supercharged engine (spark ignition, liquid cooled engine of 2.600 inch bore and 2 inch stroke) operated at 2050 R. P. M. under a load of 5.0 B. H. P. for hours on a 100 octane leaded gasoline. The following results, as compared to those obtained with the same oil without the additive, were obtained:
  • Example III Example I was repeated using as the lubricant an S. A. E. grade 60 oil containing 0.25% by weight of the calcium salt of the condensation product of an alkylphenol and formaldehyde, calculated as the sulfate ash, and 0.05% by weight of the calcium salts of oil soluble petroleum sulfonic acids, calculated as the sulfate ash, and the same lubricating composition containing 0.1% by weight of dicyclohexyl nitrosamine.
  • S. A. E. grade 60 oil containing 0.25% by weight of the calcium salt of the condensation product of an alkylphenol and formaldehyde, calculated as the sulfate ash, and 0.05% by weight of the calcium salts of oil soluble petroleum sulfonic acids, calculated as the sulfate ash, and the same lubricating composition containing 0.1% by weight of dicyclohexyl nitrosamine.
  • Results were substantially as described for Example I, the reduction in combustion chamber deposits observed when employing the oil containing dicyclohexyl nitrosamine being especially marked.
  • Example IV The same lubricating compositions of Example Ill were tested in 8. Franklin aircraft 4 cylinder, spark ignition, air cooled engine, having a 4 inch bore and 3 inch stroke, and operated at 2200 R. P. M. with a load of 37 B. H. P. for 50 hours on an octane grade leaded fuel.
  • Combustion chamber deposits without the presence of dicyclohexyl nitrosamine, were heavy, and were greatly reduced when the oil containing dicyclohexyl nitrosamine was employed.
  • the spark plugs became fouled in 7 hours, while with the oil containing the additive no fouling was observed over the entire time of the run, 50 hours.
  • Example V Dicyclohexyl nitrosamine, 0.1% by weight, was dissolved in an S. A. E. grade 30 lubricating oil,
  • combustion chamber deposits as indicated by deposition in the top ring groove was reduced by 37%, and combustion chamber deposition as visually observed was substantially less, and the deposits which formed were of a soft, smooth character, as compared to the hard, uneven and brittle deposits otherwise obtained.
  • Example VII amine, diisopropyl nitrosamine and N-nitroso 90 di-( 1,3-dimethylbutyl) amine.
  • a significant and unobvious advantage obtained 1; engine operation in accordance with the present invention is the decrease in deposition in both spark ignition engines operating on leaded fuels, and in compression ignition engines operating on nonleaded fuels, as demonstrated in the above examples.
  • a further advantage is the change in ,in the above examplesfor the various nitroscomparable to those described in the above ex- 85 properties of the combustion chamber depositsquent cycles. whereas the soft deposit does not 5 so tend to cause pre-ignition.
  • Example I was repeated using 0.1% by weight of dicyclohexyl amine in place of the dicyclohexyl nitrosamine.
  • a lubricant comprising a predominant amount of a mineral lubricating oil and from about 0 to about 5% by weight of a compound having the formula wherein R1 and R2 are hydrocarbon radicals having a total of from 6 to about 20 carbon atoms.
  • a lubricant comprising a predominant amount'of a mineral lubricating oil having a minimum boiling temperature of about 700 F. and from about 0.01% to about 0.3% by weight of dicyclohexyi nitrosamine.
  • a lubricant comprising a predominant amount of a mineral lubricating oil and from about 0.001% to about 5% by weight of dicyclohexyl nitrosamine.
  • A" lubricant comprising a predominant amount of a mineral lubricating oil having a minimum boiling temperature of about 700 F. and from about 0.01% to about 0.3% by weight of diisopropyl nitrosamine.
  • a lubricant comprising a predominant amount of a mineral lubricating oil and from about 0.001% to about 5% by weight of diisopropyl nitrosamine.
  • a lubricant comprising a predominant amount of a mineral lubricating oil having a minimum boiling temperature of about 700 1''. and from about 0.01% to about 0.3% by weight of N-nitroso diphenylamine.
  • a lubricant comprising a predominant amount of a mineral lubricating oil and from about'0.001% to about 5% by weight of N-nitroso diphenylamine.

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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)
US47132A 1948-08-31 1948-08-31 Lubricant Expired - Lifetime US2514017A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
NL148423D NL148423C (en(2012)) 1948-08-31
US47132A US2514017A (en) 1948-08-31 1948-08-31 Lubricant
GB20996/49A GB679923A (en) 1948-08-31 1949-08-12 Improvements in and relating to lubricating oils
DEP52476A DE831732C (de) 1948-08-31 1949-08-20 Schmiermittel

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US47132A US2514017A (en) 1948-08-31 1948-08-31 Lubricant

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Publication Number Publication Date
US2514017A true US2514017A (en) 1950-07-04

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ID=21947235

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US47132A Expired - Lifetime US2514017A (en) 1948-08-31 1948-08-31 Lubricant

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US (1) US2514017A (en(2012))
DE (1) DE831732C (en(2012))
GB (1) GB679923A (en(2012))
NL (1) NL148423C (en(2012))

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2592435A (en) * 1949-05-14 1952-04-08 Shell Dev Decomposition product deposit reduction
US2703154A (en) * 1945-10-19 1955-03-01 Southern Production Co Inc Concentration of acetylene
US3344135A (en) * 1964-11-25 1967-09-26 Du Pont Selected n-thionitrosoamines and their preparation from n-amino amines

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2009818A (en) * 1932-12-06 1935-07-30 Du Pont Fuel
US2109164A (en) * 1932-10-22 1938-02-22 Wingfoot Corp Rubber composition and method of preserving rubber
US2189788A (en) * 1934-01-26 1940-02-13 Michael W Freeman Lubricant

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2109164A (en) * 1932-10-22 1938-02-22 Wingfoot Corp Rubber composition and method of preserving rubber
US2009818A (en) * 1932-12-06 1935-07-30 Du Pont Fuel
US2189788A (en) * 1934-01-26 1940-02-13 Michael W Freeman Lubricant

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2703154A (en) * 1945-10-19 1955-03-01 Southern Production Co Inc Concentration of acetylene
US2592435A (en) * 1949-05-14 1952-04-08 Shell Dev Decomposition product deposit reduction
US3344135A (en) * 1964-11-25 1967-09-26 Du Pont Selected n-thionitrosoamines and their preparation from n-amino amines

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Publication number Publication date
GB679923A (en) 1952-09-24
NL148423C (en(2012))
DE831732C (de) 1952-02-18

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