US2219164A - Extreme pressure lubricant - Google Patents

Extreme pressure lubricant Download PDF

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Publication number
US2219164A
US2219164A US69163A US6916336A US2219164A US 2219164 A US2219164 A US 2219164A US 69163 A US69163 A US 69163A US 6916336 A US6916336 A US 6916336A US 2219164 A US2219164 A US 2219164A
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United States
Prior art keywords
extreme pressure
sulfochloride
pressure lubricant
compounds
lubricant
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Expired - Lifetime
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US69163A
Inventor
Moser Franz Rudolf
Tuyn Marinus Cornelis
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Shell Development Co
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Shell Development Co
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/123Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/22Acids obtained from polymerised unsaturated acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/221Six-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226Morpholines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30Heterocyclic compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08Resistance to extreme temperature
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/12Gas-turbines
    • C10N2040/13Aircraft turbines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Definitions

  • organic compounds referred to which may be aliphatic or cyclic, e. g. aromatic, and may contain substitution groups, such as NH2, --OH, COOH, and halogen, methyl sulfochloride, methylene di-sulfochloricle, ethyl sulfochloride, ricinoleic acid sulfochloride, benzene sulfochloride, benzene sulfofluoride, chlorbenzene sulfochloride, p-toluene sulfochloride, p-
  • substitution groups such as NH2, --OH, COOH, and halogen, methyl sulfochloride, methylene di-sulfochloricle, ethyl sulfochloride, ricinoleic acid sulfochloride, benzene sulfochloride, benzene sulfofluoride, chlorbenzene
  • Eflicient corrosion inhibitors which are effective in small quantities are the high molecular weight poly-carboxylic acids of the type described in the Moser application, Serial No. 12,247, filed March 21, 1935, nitrogen bases of the quinoline type, petroleum bases, poly-hydrocarmatic compounds,

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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 Oct. 22, 1940 UNITED STATES EXTREME PRESSURE LUBRICANT Franz Rudolf Moser, Amsterdam, Netherlands, and Marinus Cornelis Tuyn, Pladjoe, Dutch East Indies, assignors to Shell Development Company, San Francisco, Calif., a corporation of Delaware No Drawing. Application March l6, 1936., Serial No. 69,163; In the Netherlands March 19, 1935 6 Claims.
stances, so that excessive wear, scufling and seizure, which normally follow a break in the film of lubricant, can thus be prevented even under the most unfavorable pressure and speed conditions. Oils possessing this highly desirable property are called extreme pressure lubricants.
We have discovered that members of the class of organic compounds containing the radical -SO:X, in which X is a halogen, when added to mineral lubricating oils in relatively small quantities of the order of a few percent, are capable of imparting to the latter extreme pressure properties. The quantities of the compounds required never exceed 5% and in most instances are 2% or less.
As examplesof the organic compounds referred to, which may be aliphatic or cyclic, e. g. aromatic, and may contain substitution groups, such as NH2, --OH, COOH, and halogen, methyl sulfochloride, methylene di-sulfochloricle, ethyl sulfochloride, ricinoleic acid sulfochloride, benzene sulfochloride, benzene sulfofluoride, chlorbenzene sulfochloride, p-toluene sulfochloride, p-
toluene sulfobromide, o-toluene sulfobromide, di-
tions in lubricating oils, thermally stable up to 200 C. and' fremarlrably resistant to hydrolysis. For instancefp-toljuene sulfochloride which is a by-product in'the manufacture of saccharin, can
' be boiled with .water for hours without apparent sign of decomposition. Also it-naphthalene sulfochloride and p-toluene sulfobromide may be used advantageously.
Compounds, which have a tendency to hyoo drolyze under operating conditions, may be used to advantage in combination with corrosion inhibitors and it is generally good practice to use corrosion inhibitorsin combination with our compounds, because under some circumstances, for instance, due to contact with decomposition catalysts, such as certain metals, even the more stable ones may develop some degree of corrosiveness. Eflicient corrosion inhibitors which are effective in small quantities are the high molecular weight poly-carboxylic acids of the type described in the Moser application, Serial No. 12,247, filed March 21, 1935, nitrogen bases of the quinoline type, petroleum bases, poly-hydrocarmatic compounds,
and oil-soluble pickling inhibitors, in general.
Compounds of the group herelnbefore described are superior in the matter of imparting extreme pressure properties to other compounds also containing sulfur and halogen but not in the form of the SO2X radical. For instance, it was found that the methyl ester of p-chlorbenzene sulfonic acid, or the chlorethyl ester of benzene sulfonic acid, barely raises the load carrying caing" vol. 136 (1933) p. 46; this apparatus is capable of measuring the comparative metal wear which the test metals weld in the presence of the test lubricants.
at various pressures, as well as the pressures at Comparative typical experimental data ob-&
tained with the four-ball apparatus are given below:
- Pep Welding Diameter Substance added press. in wearing surface in mm.
Stral ht mineral 150 2.2 at 100 kg. p To uene sullochloride. 5 350 2.29 at 300 kg. Do 1.0 500 1.69 at 400 kg.
0 2.0 Above 600 1.53 at 600 kg. o-Toluene sulfochlond 2.0 Above 600 1.79 at 600 kg. -loluene sulfobromide. 2.0 Above 6H0 1.58 at 600 kg. ethyl sulfochloride 2.0 Above 1.60M 600 kg. Meth lene disulfochloride 2.0 Above 1.65 at BOOlrg. Chlor enzene sulfochl0ride 2, 0- AbovofiOO 1.57 at 600 kg. Methyl p-chlorbenzene-sulto 2:0 200 na e. Chlorethyl'benzenasulfornate.o 2. 0 I 2(1) The usefulness of the compounds hereinbefore described is not restricted to blends with lubricating oils alone, but extends to greases and other compounded lubricants as well. Where moisture-containing and/or alkaline reacting lubrlcants, such as sodaor lime soap greases, are to be converted into extreme pressure lubricants, we
3. The lubricant of claim 1 in which the amount of the compound is not more than 2%.
4. The lubricant of claim 1 in which the compound is methyl sulfochloride.
5. The lubricant of claim 1 in which the compound is methylene di-sulfochloride.
6. .I'helubricantof claim 1 in which the compound is ethyl sulfochloride.
FRANZ RUDQLF MOSER. MARINUS coRNEms 'I'UYN.
US69163A 1935-03-19 1936-03-16 Extreme pressure lubricant Expired - Lifetime US2219164A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL449311X 1935-03-19

Publications (1)

Publication Number Publication Date
US2219164A true US2219164A (en) 1940-10-22

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US69163A Expired - Lifetime US2219164A (en) 1935-03-19 1936-03-16 Extreme pressure lubricant

Country Status (5)

Country Link
US (1) US2219164A (en)
DE (1) DE670107C (en)
FR (1) FR803049A (en)
GB (1) GB449311A (en)
NL (1) NL42075C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2459440A (en) * 1943-01-01 1949-01-18 Standard Oil Dev Co Process of producing wax esters of hydrocarbon sulfonates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2459440A (en) * 1943-01-01 1949-01-18 Standard Oil Dev Co Process of producing wax esters of hydrocarbon sulfonates

Also Published As

Publication number Publication date
NL42075C (en)
FR803049A (en) 1936-09-21
GB449311A (en) 1936-06-24
DE670107C (en) 1939-01-11

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