US3268449A - Lubricating compositions containing resinous polysulfides - Google Patents

Lubricating compositions containing resinous polysulfides Download PDF

Info

Publication number
US3268449A
US3268449A US280005A US28000563A US3268449A US 3268449 A US3268449 A US 3268449A US 280005 A US280005 A US 280005A US 28000563 A US28000563 A US 28000563A US 3268449 A US3268449 A US 3268449A
Authority
US
United States
Prior art keywords
oil
additive
resinous
additives
sulphur
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
Application number
US280005A
Other languages
English (en)
Inventor
Colas Louis
Demoures Bernard
Bourgau Yolande
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Application granted granted Critical
Publication of US3268449A publication Critical patent/US3268449A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio 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
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • 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
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • novel additives of the invention can be prepared by heating one or more halo-aryl polysulphides to such a temperature and for such a time that the compounds become resinous.
  • the amount of additive added according to the invention can range over wide limits, for example from 0.2 to 20%.
  • suitable amounts are from 2 to 10% by weight. It is found, in this case, that there is a very great elevation of the frictional limit and a considerable reduction in the Wear 0f the tool.
  • a solution of these polysulphides ⁇ at about 70% concentration was prepared in the oil known as 370 Neutral (registered trademark), so that the solution contained 14% of sulphur and 35% of chlorine.
  • This concentrated solution of the resinous product was tested as an additive as an oil intended for use ⁇ as a cutting oil.
  • Example 2 Resinous polysulphides prepared according to the method of Example 1 were obtained, which contained 47.4% of chlorine and 21% of sulphur. They were dissolved at 33.3% concentration in the parafrinic oil known as 350 N.v
  • curve I shows the variations in the frictional pressure as a function of the percent content by weight of the concentrated solution in the oil.
  • Curve Il indicates the frictional pressures yfor the same proportions of a conventional commerciallyavailable additive, containing chloroparafns and known under the trademark N-490l of OROGIL Society. 1t will be seen that the haloaryl polysulphide according to the invention is more effective in an equal amount.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US280005A 1962-05-15 1963-05-13 Lubricating compositions containing resinous polysulfides Expired - Lifetime US3268449A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR897599A FR1339529A (fr) 1962-05-15 1962-05-15 Additifs pour lubrifiants

Publications (1)

Publication Number Publication Date
US3268449A true US3268449A (en) 1966-08-23

Family

ID=8778957

Family Applications (1)

Application Number Title Priority Date Filing Date
US280005A Expired - Lifetime US3268449A (en) 1962-05-15 1963-05-13 Lubricating compositions containing resinous polysulfides

Country Status (9)

Country Link
US (1) US3268449A (fr)
BE (1) BE632180A (fr)
CA (1) CA733493A (fr)
DE (1) DE1275716B (fr)
FR (1) FR1339529A (fr)
GB (1) GB1029219A (fr)
LU (1) LU43722A1 (fr)
NL (2) NL139556B (fr)
SE (1) SE206670C1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5681922A (en) * 1994-05-13 1997-10-28 Pcd Polymere Gesellschaft M.B.H. Process for increasing the proportion of the β-modification in polypropylene

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3634319A1 (de) * 1985-06-12 1988-04-21 Magyar Asvanyolaj Es Foeldgaz Kuehlschmierfluessigkeiten zum zerspanenden und spanlosen verformen

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2172954A (en) * 1937-04-10 1939-09-12 Gen Electric Chlorinated diphenyl sulphide
US2208163A (en) * 1940-02-12 1940-07-16 Lubri Zol Dev Corp Lubricating composition
US2790775A (en) * 1951-03-19 1957-04-30 Standard Oil Co Cutting oil composition
US2937208A (en) * 1955-05-18 1960-05-17 Bayer Ag Metasulfides of polyhalogenated phenols
US2941945A (en) * 1956-06-28 1960-06-21 Standard Oil Co Extreme pressure lubricants

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1054196B (de) * 1955-05-18 1959-04-02 Bayer Ag Zusatzstoffe zu Schmiermitteln und Metallbearbeitungsmitteln

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2172954A (en) * 1937-04-10 1939-09-12 Gen Electric Chlorinated diphenyl sulphide
US2208163A (en) * 1940-02-12 1940-07-16 Lubri Zol Dev Corp Lubricating composition
US2790775A (en) * 1951-03-19 1957-04-30 Standard Oil Co Cutting oil composition
US2937208A (en) * 1955-05-18 1960-05-17 Bayer Ag Metasulfides of polyhalogenated phenols
US2941945A (en) * 1956-06-28 1960-06-21 Standard Oil Co Extreme pressure lubricants

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5681922A (en) * 1994-05-13 1997-10-28 Pcd Polymere Gesellschaft M.B.H. Process for increasing the proportion of the β-modification in polypropylene

Also Published As

Publication number Publication date
FR1339529A (fr) 1963-10-11
GB1029219A (en) 1966-05-11
NL292734A (fr)
CA733493A (en) 1966-05-03
NL139556B (nl) 1973-08-15
LU43722A1 (fr) 1963-11-10
DE1275716B (de) 1968-08-22
BE632180A (fr)
SE206670C1 (fr) 1966-08-09

Similar Documents

Publication Publication Date Title
US2316087A (en) Lubricant
US2691000A (en) Lubricating oils
US2493216A (en) Mineral oil composition
US2514625A (en) Lubricating oil composition
US3268449A (en) Lubricating compositions containing resinous polysulfides
US2348080A (en) Method for the synthesis of sulphur-bearing derivatives of high molecular weight
US4487706A (en) Metal deactivator as a lubricant additive
US2192874A (en) Lubrication of special alloy bearings
US2153496A (en) Extreme pressure lubricant
US2732346A (en) Sulfurized hydrocarbon lubricant additive
US2449934A (en) Mineral oil composition
US2476813A (en) Lubricating composition
US2377955A (en) Lubricant
US2422585A (en) Lubricant
US2278719A (en) Method of synthesizing sulphurbearing, high molecular weight hydrocarbons
US2937208A (en) Metasulfides of polyhalogenated phenols
US2540093A (en) Thienylthiolesters in lubricating compositions
US2253228A (en) Lubricating oil composition, inhibitor therefor, and method of manufacturing the same
US2278224A (en) Inhibitor
US2552510A (en) Lubricant containing ethers with multiple sulfur or like linkages
US2671804A (en) Preparation and use of alkylene polyamine sulfenamides and thiosulefnamides
US2515129A (en) Lubricant composition
US2316084A (en) Lubricant
US2261863A (en) Halogenated hydrocarbon lubricant
US2226336A (en) Method of manufacturing inhibitors for lubricating oil compositions