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
  • 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
  • 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
  • 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
  • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
• • 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
• • 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
  • C10M2215/02—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
  • C10M2215/044—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic 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
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
  • C10M2215/064—Di- and triaryl amines
• • 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
  • C10M2215/26—Amines
• • 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

Definitions

• This invention relates to rust preventing compounds and particularly to mineral oil rust preventives containing rust inhibitor additives which are highly efiective in small concentration.
• alkyl thioethers of certain compounds where the etherifying group is attached to a carbon atom of a carboxylic acid outside the carboxyl group, such as 11 alkyl thio acetic acid, alkyl thio propionic acid and related straight chain materials not higher than butyric acid derivatives possess the desired rust inhibiting properties mentioned above. It appears that if suflicient quantities of these materials could be dissolved in mineral oils, they might be themselves quite satisfactory for preventing rust in the presence of water. Due to their low solubility in mineral oil, however, it has been found necessary to supplement or augment their inhibiting effect as indicated above.
• alkyl components of the acids just referred to may be straight or branched chain radicals, or they may be alicyclic or alkaryl, provided that the resulting compounds have at least a small degree of oil solubility. As in other related compounds, oil solubility appears to bear a relation to the length of the alkyl chain. More specifically, compounds such as decyl or dodecyl a thio acetic acid, or 13 decyl thio propionic acid and compounds of the same general type and order are satisfactory.
• the compounds referred to may have the following formula, R-S-(CHz) x-COOH, wherein R is a hydrocarbon radical having preferably 10 or more carbon atoms, not more than about 24, and X is an integer having a value of from 1 to 6.
• Acids of this type may be prepared by reacting the sodium salt of an alpha, beta, etc., halogen substituted organic acid with sodium mercaptide in an alcohol-water solvent in accordance with the following reactions:
• esters of ethylene and polyethylene glycol, glycerol and the like formed with higher acids such as oleic acid.
• ricinoleic acid, naphthenic acids, and other related compounds of the same general character are quite satisfactory.
• Ricinoleic acid which is a major constituent of castor oil has been found to be quite satisfactory for this purpose.
• esters than those listed above may be used if desired.
• the monooleate or dioleate of pentaerythritol and various analogous derivatives of sorbitol may be employed.
• Further specific examples are sorbitan mono- Cetyl mercaptide laurate (sorbitan being a partially dehydrated sorbitol), sorbitan mono-palmitate, or the corresponding monostearate, monooleate, or trioleate, ester, or the polyoxyalkalene derivatives of any of these sorbitol esters.
• These compounds have surface active properties, being compatible in varying degrees with both water and oil and these properties make them desirable constituents of rust preventing compositions since they insure intimate contact between the oil and the surface to be protected.
• the neutralized product that is the ester containing a minor amount of neutralized acid catalyst
• the neutralized product may be combined with the thioether organic acids described hereinabove without further refinement and will be found to be entirely satisfactory for rust inhibiting purses.
• Other alkaline materials which are suitable for the purpose of neutralizing free acid catalyst in the ester may comprise the phenyl alkyl amines such as phenyl ethanol amine, dicyclo hexyl amine, alkyl amines generally, and diphenyl amines and the like.
• the acid compound preferably has the general formula R-S- CH2) x-COOH where X is 1 to 4, preferably 1 or 2.
• R is an alkyl radical of 16 carbon atoms.
• R ma be a hydrocarbon radical having from 10 to about 24 carbon atoms.
• the limits of the present invention appear to be from 0.01 to 0.1% by weight of the alkyl thio monobasic acid composition, dissolved in mineral oil of appropriate viscosity. Lubricating grades will generally be found satisfactory.
• the alkyl radical has from 10 to 24 carbon atoms and the acid radica1 not more than 4 carbon atoms. To this composition is added from 0.01 to 5% by weight of the organic acid ester of polyhydric alcohol.
• the organic acid radical is preferably a fatty acid having from 12 to 22 carbon atoms, and may be saturated or unsaturated.
• the polyhydric alcohol radical may vary Widely in composition although it will preferably have a total of 2 to 16 carbon atoms.
• the complete ester may vary in composition from the simple monooleate, monolaurate, etc., of a lower dihydric alcohol, such as ethylene glycol, to the tri-oleate, -stearate, etc., of nonamethylene glycol, decamethylene glycol, and like derivatives of related alcohols.
• the ester may thus have from about 12 or 14 to as many as about 80 carbon atoms.
• esters and thio substituted acids may be combined, the general requisite being that the thio acid is at least slightly soluble in oil and has corrosion inhibiting properties in small quantities.
• ester derived from ricinoleic acid in the examples given above, it will be obvious that the other esters described, such as derived from other fatty acids and other polyhydric alcohols may be equally useful.
• a rust preventing composition consisting essentially of mineral oil containing 0.01 to 0.1% by weight of a cetyl thioether of acetic acid, and 0.01 to 5% of polyethylene glycol hexaricinoleate.
• composition of the character described consisting essentially of a mineral oil containing 0.01 to 0.1% by weight of an alkyl thioether of a C2 to C4 saturated fatty acid wherein the etherifying radical is attached to a carbon atom outside the carboxyl group in said acid, said alkyl radical containing to 24 carbon atoms and 0.01 to 5% of a. C12 to C22 fatty acid ester of a polyhydric alcohol having from 12 to 80 carbon atoms.
• a rust preventing composition consisting essentially of mineral oil containing 0.01 to 0.1% by weight of an alkyl thioether of acetic acid having 10 to 24 carbon atoms in the alkyl group and 0.01 to 5% of a polyhydric alcohol ester of a Cu to C22 fatty acid.
• a rust inhibiting composition consisting essentially of a mineral oil of lubricating grade containing 0.01 to 0.1% by weight of a C10 to C24 alkyl thioether of a monobasic aliphatic acid containing not more than 4 carbon atoms in the acid radical, and 0.01 to 5% of a fatty acid ester of a polyhydric alcohol, said fatty acid radical having not less than 12 nor more than 22 carbon atoms.
• a rust inhibiting composition consisting es sentially of a mineral lubricating oil containing about 0.03% by weight of cetyl thioether of acetic acid and 0.1% of polyethylene glycol hexaricinoleate.
• composition according to claim 4 which includes a suflicient quantity of a basic amine to neutralize any residual free acid catalyst present.

Landscapes

• 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)
• Preventing Corrosion Or Incrustation Of Metals (AREA)

Priority Applications (4)

Applications Claiming Priority (1)

Publications (1)

Family

ID=25033423

Family Applications (1)

Country Status (4)

Cited By (10)

Citations (6)

• 0
  • NL NL72516D patent/NL72516C/xx active
  • BE BE513011D patent/BE513011A/xx unknown
• 1947
  • 1947-06-11 US US754085A patent/US2474604A/en not_active Expired - Lifetime
• 1948
  • 1948-04-07 GB GB9724/48A patent/GB654434A/en not_active Expired

Patent Citations (6)

Also Published As

Similar Documents