US2994662A - Lubricating compositions - Google Patents

Lubricating compositions Download PDF

Info

Publication number
US2994662A
US2994662A US699919A US69991957A US2994662A US 2994662 A US2994662 A US 2994662A US 699919 A US699919 A US 699919A US 69991957 A US69991957 A US 69991957A US 2994662 A US2994662 A US 2994662A
Authority
US
United States
Prior art keywords
acid
oil
lubricating oil
mineral
radical
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
US699919A
Other languages
English (en)
Inventor
George M Calhoun
William A Hewett
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.)
Shell USA Inc
Original Assignee
Shell Oil Co
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
Priority to NL233837D priority Critical patent/NL233837A/xx
Priority to NL110620D priority patent/NL110620C/xx
Priority to BE573460D priority patent/BE573460A/xx
Priority to US699919A priority patent/US2994662A/en
Application filed by Shell Oil Co filed Critical Shell Oil Co
Priority to US753882A priority patent/US3041284A/en
Priority to GB38649/58A priority patent/GB863339A/en
Priority to DEN15921A priority patent/DE1104103B/de
Priority to FR780500A priority patent/FR1217730A/fr
Application granted granted Critical
Publication of US2994662A publication Critical patent/US2994662A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic 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
    • C10M2207/02—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
    • 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/027—Neutral salts 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • 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
    • C10M2207/121—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
    • 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
    • C10M2207/125—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
    • C10M2207/128—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 containing hydroxy groups; Ethers 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
    • 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
    • C10M2207/22—Acids obtained from polymerised unsaturated 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
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic 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
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic 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
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated 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
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • 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
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy 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
    • 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
    • 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
    • C10M2207/40—Fatty vegetable or animal oils
    • 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
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/402—Castor oils
    • 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
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
    • 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
    • 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
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene 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
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms 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
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • 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
    • 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
    • C10M2219/084—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; 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
    • 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
    • C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; 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
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02—Unspecified siloxanes; Silicones
    • 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
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2040/12—Gas-turbines
    • 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
    • C10N2040/12—Gas-turbines
    • C10N2040/13—Aircraft turbines

Definitions

  • This invention relates to lubricants, particularly those useful for lubrication under severe operating conditions, such as under extreme high speed and at high temperatures.
  • R is an oil-solubilizing hydrocarbyl radical, preferably a C C alkyl radical
  • R is hydrogen or a short alkyl radical of from 1 to 4 carbon atoms
  • Y is an oxygen-containing radical such as -COOX, OH, etc., preferably COOH or OH
  • X is hydrogen or a hydrocarbyl radical
  • m is an integer of at least 7
  • n is an integer of from 1 to 4, preferably Land at least one of the Y groups or -COOR' carboalkoxy being a carboxylic acid or carboxy (-COOH) radical.
  • mercapto acid or ester has the formula HSR"COOR' wherein R" is an .alkylene radical of not more than 4 carbon atoms, e.g. mercaptoacetic acid, alphaand betamercaptopropionic acid, .alpha-, betaand gamma-mercaptobutyric acid and O-mercaptovaleric acid, methyl or ethyl mercapto acetate, propionat'e or butyrate.
  • R" is an .alkylene radical of not more than 4 carbon atoms, e.g. mercaptoacetic acid, alphaand betamercaptopropionic acid, .alpha-, betaand gamma-mercaptobutyric acid and O-mercaptovaleric acid, methyl or ethyl mercapto acetate, propionat'e or butyrate.
  • the unsaturated long-chain acidic compound may be a longchain unsaturated fatty acid, e.g.
  • oleic acid linoleic acid, linolenic acid, erucic acid, ricinoleic acid or an unsaturated fatty alcohol, e.g. oleyl alcohol, 'ricinoleyl alcohol, *etc.
  • unsaturated fatty alcohol e.g. oleyl alcohol, 'ricinoleyl alcohol, *etc.
  • these compounds can be used in the form of their esters, e.g. methyl or ethyl oleate, lauryl oleate, glycerol trioleate or the like.
  • Suitable initiators include various free radicalyielding initiators, for example, various organic peroxides,
  • aliphatic, aromatic, heterocyclic and alicyclic peroxides such as diethyl peroxide, tertiary butyl hydroperoxide, dibenzoyl peroxide, ditertbutyl peroxide, dimethylthienyl peroxide, dicyclohexyl peroxide, dilauroyl peroxide and urea peroxide.
  • suitable organic peroxides such as diethyl peroxide, tertiary butyl hydroperoxide, dibenzoyl peroxide, ditertbutyl peroxide, dimethylthienyl peroxide, dicyclohexyl peroxide, dilauroyl peroxide and urea peroxide.
  • initiating compounds known include emulsion redox systems, such as a mixture of sodium bisulfite and persulfate, ammonium persulfate, alkali metal perborates, azo compounds, such as alpha,alpha-azodiisobutyronitrile, etc.
  • EXAMPLE I About 600 grams of oleic acid and 223.5 grams of mercapto-acetic acid were mixed in a flask at 20-25" C. About 240 drops (30 drops at a time) of t-butyl hydroperoxide were added over a period of 2 hours and the temperature was kept at about 37 C. The reaction mixture was diluted with 2 volumes of diethyl ether, washed with 12 liters of water to pH 4, dried over Na SO filtered and the solvent stripped at 155 C. and 2 mm. pressure. The final product was a mixture of 9- and 10-carboxymethylmercaptostearic acid and analysis of the product was as follows:
  • the final product was a mixture of glyceryl tris(9- and 10-carboxymethylmercaptostearate) and the equivalent weight of the product was found to be 445 (theory EXAMPLE V
  • About 240 drops (30 drops at a time) of t-butyl hydro- .peroxide were'added over a period of 2 hours and the temperature was kept at about 37 C.
  • the reaction ' ⁇ mixture was diluted with 2 volumes of diethyl ether,
  • the final product was a mixture of 9- and lO-carboxymethylmercaptostearyl alcohol. a
  • the 'mercapto-modified acids or alcohols in general are oil-soluble and can be used in amounts of from about 0.5% to about 20%, preferably fromabout 1% to about 5% by weight.
  • these mercapto-modified j acids or alcohols are oil-soluble some of them form opaque solutions which can be overcome and the solutions rendered transparent by addition to oils containing 'these mercapto products a small amount (01-10%) of an oil-soluble branched-chain aliphatic monohydric alcohol, oil-soluble high molecular weight fatty acid or monoester of said fatty acid and polyhydr'ic alcohols.
  • the alcohols, fatty acids or monoesters can elfectively clarify oils containing mercapto acids or alcohols or derivatives thereof as described without destroying the extreme pressure properties of such oil compositions.
  • the oil-soluble alkanols particularlyuseful as clarifiers are the so-called 0x0 alcohols derived from branched-chain olefins, such as polymers of lower alkenes Table 1 Alcohol Percent, wt.
  • alkanols include 6-methyl-1- heptanol, 2-n-propyl-1-pentanol, 3-n-propyl-l-hexanol, -2,2-dimethyl-1-octanol, 10,10-dimethyl-1-undecanol, 3- isopropyl1-heptanol and mixtures thereof.
  • the fatty acids useful as clarifiers include the saturated 4 to 30 carbon atoms such as capric, lauric, oleic, linoleic, ricinoleic acids and mixtures thereof.
  • the monoesters derived from simple alkane polyols and long chain fatty acids useful as clarifiers include oil-soluble glycerol monooleate, glycerol monostearate, glycerol monoricinoleate, pentaerythritol monoand dilaurate, pentaerythritol monoand dioleate, pentaerythritol monoand distearate, mono, di-, and triethylene glycol monooleate, propylene glycol monoricinoleate, triethylene glycol monostearate, sorbitol monolaurate, mannitol monooleate, mannitol dioleate, sorbitol dioleate, etc.
  • the lubricating oils used in compositions of this invention can be a variety of synthetic or natural hydrocarbon oils having a viscosity-range of from 50 SUS at 100 F. to 250 SUS at 210 F. (SAE viscosity number ranging from SAE 5 to SAE
  • the natural hydrocarbon oils can be obtained from paraflinic, naphthenic, asphaltic or mixed base crudes, and/or mixtures thereof.
  • Synthetic oils include polymerized olefins, alkylated aromatics, isomerized waxes, copolymers of alkylene glycols and alkylene .oxide (Ucon fluids) which are described in US.
  • Patents 2,425,755, 2,425,845 and 2,774,733 such as Ucon -50HB170, Ucon 50HB660 or Ucon LB550X and which are copolymerts of ethylene and 1,2-propylene oxides the mono and diols as well as their ether derivatives; organic esters of an aliphatic dibasic acid such as di-Z-ethyl hexyl sebacate or di-Z-ethyl hexyl adipate and the like.
  • hydrocarbon oils may be blended with fixed oils such as castor oil, lard oil and the like and/ or 30v synthetic oils as mentioned or silicone polymers and the like.
  • fixed oils such as castor oil, lard oil and the like and/ or 30v synthetic oils as mentioned or silicone polymers and the like.
  • Typical oils of this type are petroleum motor oils (A) which is paraffinic in character and (B) which is naphthenic in character having the following properties:
  • composition A Percent Example I additive 2 Q1010 mineral oil Balance Composition B:
  • Example IV additive 2 5 Glycerol monooleate 5 1010 mineral oil Balance Composition E:
  • Example V additive 2 C H OH (made by 0x0 process) 3.5 v l010minera1 oil -.Ba1au,ce
  • Composition G is a composition of Composition G:
  • Example I additive 2 Di-Z-ethylhexyl sebacate Balance Compositions of this invention were evaluated for their extreme pressure properties on a Spur-Gear machine.
  • the machine consists essentially of two geometrically similar pairs of gears connected by two parallel shafts.
  • the gear pairs are placed in separate gear boxes, which also contain the supporting ball bearings.
  • One of the shafts consists of two sections connected by a coupling. Loading is accomplished by locking one side of the coupling and applying torque to the other.
  • the conditions of the test were:
  • the data show the outstanding enhancement of the load-carrying ability of the oil effected by the mercaptocontaining acids of the invention, as represented by those of Compositions A through F.
  • malonic acid, succinic acid, 3-hexadecyl adipic acid and C -alkenyl succinic acid as well as sulfur-containing acid outside the scope used by applicants such as thiodiglycolic acid, thio-alpha,alpha'bis(stearic acid), dodecylmercaptosuccinic acid, heptylmercaptosuccinic acid, alpha-mercaptobenzoic acid, glycerolmonooleate, lauric acid or Oxo" alcohol effected only a slight improvement.
  • the sulfur-containing acids of this invention are useful also for providing superior load-carrying properties in lubricating oils which contain minor amounts of other agents which are non-reactive with the dicarboxylic acids, such as silicone anti-foaming agents, alkylphenol antioxidants, polyacrylate ester viscosity-index improvers, and the like.
  • a lubricating oil composition comprising a major 75 amount of mineral lubricating oil and from about 1% to 5% of a sulfur-containing carboxylic acid having the formula S-(CHah-COOR wherein R is an 'oil-solubilizing alkyl radical having from 8 to carbon atoms, R is selected from the group consisting of hydrogen and a C -C alkyl radical, Y is an oxygen-containing radical selected from the group consisting of OH and COOX where X is selected from the group consisting of hydrogen and a hydrocarbyl radical, m is an integer of from 7 to 10 and n is an integer of from 1 to 4, one of the oxygen-containing groups being a carboxy radical.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 1% to 5% of a carboxy C alkyl mercapto-substituted long chain fatty acid, said carboxy C alkyl mercapto radical being from 7 to 10 carbon atoms away from the carboxyl radical of the fatty acid.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 1% to 5% of a carboxy C alkyl mercapto-substituted long chain fatty alcohol, said carboxy C alkyl mercapto radical being from 7 to 10 carbon atoms away from the hydroxyl radical of the fatty alcohol.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 1% to 5% of a carboxy C alkyl mercapto-substituted ester of a long chain fatty acid, said carboxy C alkyl mercapto radical being from 7 to 10 carbon atoms away from the ester group.
  • a mineral lubricating oil composition comprising a major amount of mineral lubrication oil and from about 1% to 5% of a carboxy methyl mercapto-substituted long chain fatty acid, said methyl mercapto radical being from 7 to 10 carbon atoms away from the carboxyl radical of the fatty acid.
  • the lubricating oil composition of claim 1 containing from about 0.1% to about 10% of an oil-soluble monoester of a fatty acid having 1030 carbon atoms and a glycerol.
  • the lubricating oil composition of a claim 1 containing from about 0.1% to about 10% of an oil-soluble branched-chain OX0 alcohol.
  • the lubricating oil composition of claim 1 containing from about 0.1% to about 10% of an oil-soluble long-chain fatty acid having '10-30 carbon atoms.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 11% to 5% of 9- and 10-carboxymethylmercaptostearic acid.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 1% to about 5% of 9- and 10-carboxymethylmercapto-Z-hydroxystearic acid.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and from about 1% to about 5% of glyceryl tris(9- and l0-carboxymercaptostearate.
  • a mineral lubricating oil composition comprising a major amount of mineral lubricating oil and. from about 1% to about 5% of 9- and lO-carboxymethylmercaptostearyl alcohol.
  • the lubricating oil composition of claim 9 containing from about 0.1% to about 10% of glycerol monooleate.
  • the lubricating oil composition of claim 9 containing from about 0.1% to about 10% of lauric acid.
  • the lubricating oil composition of claim 9 containing from about 0.1% to about 10% of an oil-soluble branched-chain 0x0 alcohol.
  • the lubricating oil composition of claim 9 containing from about 0. 1% to about 10% of glycerol 7 monooleate.
  • the lubricating composition of claim 12 containing from about 0.1% to about 10% of an oil-soluble branched-chain 0x0 alcohol.

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)
US699919A 1957-12-02 1957-12-02 Lubricating compositions Expired - Lifetime US2994662A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NL233837D NL233837A (cs) 1957-12-02
NL110620D NL110620C (cs) 1957-12-02
BE573460D BE573460A (cs) 1957-12-02
US699919A US2994662A (en) 1957-12-02 1957-12-02 Lubricating compositions
US753882A US3041284A (en) 1957-12-02 1958-08-08 Lubricating compositions
GB38649/58A GB863339A (en) 1957-12-02 1958-12-01 Lubricating oil compositions
DEN15921A DE1104103B (de) 1957-12-02 1958-12-01 Hochdruckzusatzstoff fuer Schmieroele
FR780500A FR1217730A (fr) 1957-12-02 1958-12-01 Composition d'huile lubrifiante

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US699919A US2994662A (en) 1957-12-02 1957-12-02 Lubricating compositions

Publications (1)

Publication Number Publication Date
US2994662A true US2994662A (en) 1961-08-01

Family

ID=24811480

Family Applications (1)

Application Number Title Priority Date Filing Date
US699919A Expired - Lifetime US2994662A (en) 1957-12-02 1957-12-02 Lubricating compositions

Country Status (6)

Country Link
US (1) US2994662A (cs)
BE (1) BE573460A (cs)
DE (1) DE1104103B (cs)
FR (1) FR1217730A (cs)
GB (1) GB863339A (cs)
NL (2) NL110620C (cs)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3112268A (en) * 1960-02-15 1963-11-26 Shell Oil Co Lubricating oil composition
US3189547A (en) * 1959-07-03 1965-06-15 Shell Oil Co Lubricating compositions
US3198737A (en) * 1960-12-23 1965-08-03 Shell Oil Co Lubricating compositions and additives therefor
US3400139A (en) * 1959-07-03 1968-09-03 Shell Oil Co Sulfides of higher fatty acids
US4129510A (en) * 1976-04-28 1978-12-12 The Lubrizol Corporation Sulfur-containing compounds and lubricants and fuels containing them
US4519925A (en) * 1976-04-28 1985-05-28 The Lubrizol Corporation Sulfur-containing compounds and lubricants containing them
US4552893A (en) * 1983-03-07 1985-11-12 Smithkline Beckman Corporation Leukotriene antagonists
US4696946A (en) * 1985-08-30 1987-09-29 Schering Corporation Topical Treatment of hyperproliferative skin diseases
US4758594A (en) * 1984-07-18 1988-07-19 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4798842A (en) * 1984-07-18 1989-01-17 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4889873A (en) * 1984-07-18 1989-12-26 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4988716A (en) * 1984-07-18 1991-01-29 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
EP1833950A2 (en) * 2004-12-21 2007-09-19 ExxonMobil Research and Engineering Company Premium wear-resistant lubricant containing non-ionic ashless anti-wear additives
WO2017072343A1 (fr) * 2015-10-29 2017-05-04 Pivert Nouveaux polymères soufrés ramifiés

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4031023A (en) * 1976-02-19 1977-06-21 The Lubrizol Corporation Lubricating compositions and methods utilizing hydroxy thioethers
FR2962131B1 (fr) * 2010-06-30 2013-10-18 Centre Nat Rech Scient Procede de fonctionnalisation de corps gras d'origine naturelle

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2317666A (en) * 1940-05-08 1943-04-27 Alox Corp Lubrication composition
US2449996A (en) * 1945-11-28 1948-09-28 Goodrich Co B F Preparation of sulfur containing dicarboxylic acids
US2459717A (en) * 1946-01-23 1949-01-18 Shell Dev Organic lubricant composition
US2644793A (en) * 1950-08-30 1953-07-07 Standard Oil Dev Co Rust inhibiting composition
US2737525A (en) * 1951-11-13 1956-03-06 John F Mulvaney Tricarboxylic acid esters

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2317666A (en) * 1940-05-08 1943-04-27 Alox Corp Lubrication composition
US2449996A (en) * 1945-11-28 1948-09-28 Goodrich Co B F Preparation of sulfur containing dicarboxylic acids
US2459717A (en) * 1946-01-23 1949-01-18 Shell Dev Organic lubricant composition
US2644793A (en) * 1950-08-30 1953-07-07 Standard Oil Dev Co Rust inhibiting composition
US2737525A (en) * 1951-11-13 1956-03-06 John F Mulvaney Tricarboxylic acid esters

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3189547A (en) * 1959-07-03 1965-06-15 Shell Oil Co Lubricating compositions
US3400139A (en) * 1959-07-03 1968-09-03 Shell Oil Co Sulfides of higher fatty acids
US3112268A (en) * 1960-02-15 1963-11-26 Shell Oil Co Lubricating oil composition
US3198737A (en) * 1960-12-23 1965-08-03 Shell Oil Co Lubricating compositions and additives therefor
US4129510A (en) * 1976-04-28 1978-12-12 The Lubrizol Corporation Sulfur-containing compounds and lubricants and fuels containing them
US4519925A (en) * 1976-04-28 1985-05-28 The Lubrizol Corporation Sulfur-containing compounds and lubricants containing them
US4552893A (en) * 1983-03-07 1985-11-12 Smithkline Beckman Corporation Leukotriene antagonists
US4758594A (en) * 1984-07-18 1988-07-19 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4798842A (en) * 1984-07-18 1989-01-17 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4889873A (en) * 1984-07-18 1989-12-26 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4988716A (en) * 1984-07-18 1991-01-29 Schering Corporation Inhibitors of slow reacting substance of anaphylaxis
US4696946A (en) * 1985-08-30 1987-09-29 Schering Corporation Topical Treatment of hyperproliferative skin diseases
EP1833950A2 (en) * 2004-12-21 2007-09-19 ExxonMobil Research and Engineering Company Premium wear-resistant lubricant containing non-ionic ashless anti-wear additives
EP1833950A4 (en) * 2004-12-21 2009-02-25 Exxonmobil Res & Eng Co NON-DANGEROUS ASH-FREE WEAR PROTECTION ADDITIVE CONTAINING HIGH QUALITY WEAR-RESISTANT LUBRICANT
WO2017072343A1 (fr) * 2015-10-29 2017-05-04 Pivert Nouveaux polymères soufrés ramifiés
FR3043086A1 (fr) * 2015-10-29 2017-05-05 Pivert Nouveaux polymeres soufres ramifies

Also Published As

Publication number Publication date
FR1217730A (fr) 1960-05-05
NL110620C (cs)
NL233837A (cs)
DE1104103B (de) 1961-04-06
GB863339A (en) 1961-03-22
BE573460A (cs)

Similar Documents

Publication Publication Date Title
US2994662A (en) Lubricating compositions
US2407954A (en) Lubricating composition
US3041284A (en) Lubricating compositions
US4014894A (en) Benzotriazole derivatives
US3859218A (en) Lubricating oil compositions
US3260671A (en) Amide oxidation inhibitor for lubricants
US3778454A (en) Complex ester
US3539515A (en) Lubricating oil compositions containing peroxide-treated phenothiazine as an antioxidant
US2971915A (en) Lubricating oil compositions
US3121691A (en) Lubricant composition
US3296136A (en) Lubricant compositions of improved oxidation resistance
US2649416A (en) Lubricating oil containing a monoester of a thiodiacetic acid
US2971912A (en) Lubricating oil compositions
US3198737A (en) Lubricating compositions and additives therefor
US2723286A (en) Reduction of acidity in synthetic ester lubes with ethylene carbonate
US2889281A (en) Synthetic lubricating composition
US3206401A (en) Lubricating oil compositions containing ester of mercapto acid and a phosphonate
US3329611A (en) Lubricating oil composition
US3813339A (en) Acid-terminated hydroxy ester compounds as lubricating oil additives
US2963437A (en) Lubricant compositions
US3296138A (en) Extreme pressure lubricant additives
US2988506A (en) Oxidation inhibition of oleaginous materials
US3189547A (en) Lubricating compositions
US3223636A (en) Lead corrosion inhibitor
US3166504A (en) Oil-soluble polymeric glycidyl compounds and functional organic compositions containing them