US3513094A - Lubricant compositions - Google Patents

Lubricant compositions Download PDF

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Publication number
US3513094A
US3513094A US633677A US3513094DA US3513094A US 3513094 A US3513094 A US 3513094A US 633677 A US633677 A US 633677A US 3513094D A US3513094D A US 3513094DA US 3513094 A US3513094 A US 3513094A
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Prior art keywords
antimony
phosphorodithioate
lubricating
load
lead
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US633677A
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Homer H Farmer
Harold F Tompkins
Bobby W Malone
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Vanderbilt Chemicals LLC
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RT Vanderbilt Co Inc
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    • 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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • 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
    • C10M2203/108—Residual fractions, e.g. bright stocks
    • 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
    • C10M2207/125—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
    • C10M2207/16—Naphthenic 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
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    • 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
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    • 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
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    • 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
    • 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
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/022—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
    • 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
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06—Perfluorinated 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
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/08—Halogenated 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
    • C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
    • 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
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066—Thiocarbamic type compounds
    • C10M2219/068—Thiocarbamate metal salts
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/02—Groups 1 or 11
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/08—Groups 4 or 14
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/10—Groups 5 or 15
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/12—Groups 6 or 16
    • 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
    • C10N2040/02—Bearings
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • 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
    • C—CHEMISTRY; METALLURGY
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    • 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
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015—Dispersions of solid lubricants
    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00—Specific manufacturing methods for lubricant compositions

Definitions

  • This invention relates to improved lubricant composi tions, and more particularly to lubricant compositions containing antimony dihydrocarbylphosphorodithioates combined with other wear inhibitors and extreme pressure agents in a lubricating oil base.
  • gears and bearings there are several types of gears and bearings, such as hypoid gears and heavily loaded bearings, wherein it is extremely difiicult to maintain a thin film of lubricant between the gear or bearing surfaces.
  • film of lubricant ruptures, the high spots on the surfaces where metal-to-metal contact occurs become deformed. The friction increases to cause localized welding. As the weld is sheared by the relative motion of the surfaces, particles of metal are removed. The contacting surfaces become rough and pitted, and they eventually fail by seizing or scoring.
  • E.P. lubricants are prepared by adding special E.P. agents to lubricating oils or greases. Other antiwear and anticorrosion agents are often added to prepare a lubricant with several desirable special properties.
  • antimony dihydrocarbylphosphorodithioates combined with other well-known ER and antiwear agents in lubricating oils and greases exhibit surprising and unexpected synergistic RP. and antiwear properties.
  • the lubricating compositions of the invention are suitable for use on heavily loaded surfaces where extreme pressure conditions prevail to prevent scufling and seizure of engaging movable parts. Examples of the suitable uses include gear oils, crankcase oils, cutting oils, metal working lubricants, hydraulic fluids and automatic transmission fluids.
  • antimony dihydrocarbylphosphorodithioates used in the invention have the structural formula:
  • R is a hydrocarbyl radical selected from the group consisting of (A) lower alkyl radicals containing from two to eight carbon atoms, such as ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec.-butyl, tert.-butyl, amyl, nhexyl, ihexyl, n-heptyl, n-octyl, i-octyl, and 2-ethylhexyl; (B) substituted and unsubstituted cycloalkyl radicals containing five or six carbon atom rings, with the substituted cycloalkyls containing at least one of the lower alkyl radicals, e.g., cyclopentyl, methylcyelopentyl, cyclohexyl, methyl cyclohexyl and eth
  • substituted phenyl radicals examples include cresyl, tolyl, ethylphenyl, propylphenyl, butylphenyl, amylphenyl, octylphenyl and nonylphenyl groups.
  • the other BF. and antiwear additives operable in the invention include the well-known E.P. agents, exemplified by lead naphthenate, halogenated paraffin, sulfurized fatty oils, and metal dialkyldithiocarbamates, wherein the metals include molybdenum, antimony, cadmium, zinc and lead, and the alkyl groups range from C to C
  • the ratios of the amounts of antimony dihydrocarbylphosphorodithioates to other E.P. additives vary with the type of supplemental E.P. additive employed, as well as with the length of the hydrocarbyl group in the antimony dihydrocarbylphosphorodithioates. It has been found, however, that as low as 0.2% antimony dihydrocarbylphosphorodithioate and 0.4% supplemental E.P. additives will provide significant synergistic levels of BF. performance.
  • the lubricating oil base stock used in preparing the lubricating composition may be straight mineral lubricating oils, distillates, greases, bright stock residua, etc.
  • Synthetic lubricating oils such as hydrogenated oils, glycol ethers, dibasic acid esters, and other polyester and polyether synthetic lubricating oils can also be used, as can mixtures of the synthetic oils. It is also possible to employ mixtures of synthetic oils and petroleum base mineral oils as the base.
  • the lubricating compositions may contain other components if desired, such as dispersing agents, rust inhibitors, antioxidants, and pour depressants.
  • the antimony dihydrocarbylphosphorodithioates were prepared by conventional means.
  • the examples are intended to illustrate the prop erties of the lubricating compositions, including both oils and greases, as described in this specification, and are not intended to limit in any way the scope of the invention.
  • EXAMPLE 1 Timken Load-Bearing Test using antimony di-n-propylphosphorodithioate and chlorinated paraffin To separate portions of a representative solvent-refined, hydro-treated, high viscosity index, SAE Mid-Continent base oil were added: 0.25% by weight of chlorinated parafiin (described as containing 42.45% combined chlorine and having a specific gravity of 1.1654210 and an SUS viscosity at 210 F.
  • chlorinated parafiin described as containing 42.45% combined chlorine and having a specific gravity of 1.1654210 and an SUS viscosity at 210 F.
  • the lubricating compositions so produced were subjected to the Timken Load-Bearing Test in the Timken Lubricant Tester in which a hardened steel ring rotating at 800 r.p.m. was flooded by the test lubricant at F.
  • EXAMPLE 2 Timken Load-Bearing Test using, antimony bis(2-ethylhexyl)phosphorodithioate and chlorinated paralfin To separate portions of the base oil described in Example 1 were added 0.4% by weight of chlorinated paraffin, 2% by weight of antimony bis(2-ethylhexyl) phosphorodithioate, and a combination of 0.4% of chlorinated parafiin and 2% of antimony bis(2-ethylhexyl) phosphorodithioate. An untreated portion of the base oil served as a control. The lubricating compositions so produced were subjected to the Timken Load-Bearing Test with the following results:
  • EXAMPLE 3 Timken Load-Bearing Test using antimony di-n-propylphosphorodithioate and lead naphthenate
  • lead naphthenate containing 30% lead
  • 0.75 antimony di-n-propylphosphorodithioate a combination of 1.5% lead naphthenate and 0.75 antimony di-n-propylphosphorodithioate
  • 0.4% lead napthenate and 0.2% of the antimony phosphorodithioate An untreated portion of the base oil served as the control.
  • the lubricating compositions thus formed were subjected to the Timken Load-Bearing Test with the results tabulated below.
  • EXAMPLE 4 4-Ball Weld Load Test using antimony bis(2-ethylhexyl)- phosphorodithioate and lead naphthenate To separate portions of the oil described in Example 1 were added: 1.5% by weight of lead naphthenate; 3.0% by weight of antimony bis(2-ethylhexyl)phosphorodithioate; a combination of 1.5% lead naphthenate and 3.0% antimony bis(Z-ethylhexyl)phosphorodithioate; and a combination of 0.5% lead naphthenate and 1.0% antimony bis(2-ethylhexyl)phosphorodithioate. An untreated portion of the oil served as a control.
  • compositions thus prepared were subjected to the 4-Ball Weld Load Test in which a /2-inch steel ball is rotated in contact with three similar balls which are clamped in a stationary position so as to provide three points of contact.
  • the balls are bathed in lubricating composition at room temperature, and increasing loads are applied for ten seconds each to the ball rotating at 1800 r.p.m. The load at which the balls weld together is recorded. The results of these tests are reported below.
  • EXAMPLE 5 4-Ball Weld Load Test using antimony di(nonylphenyl) phosphorodithioate and sulfurized sperm oil in a mineral oil base grease TABLE V Lithium grease containing- Sb di(nn- 4-ball weld load, kg. ylphenyD- Sulfurized phosphoro- Increase sperm oil, dithioate, percent percent Observed Observed Calculated Thus it is shown that far more than additive efi'ect was obtained when the two E.P. agents, sulfurized sperm oil and antimony di(nonylphenyl)phosphorodithioate were present in combination in a lithium grease. This cooperation between the two E.P. agents was unexpected, and it amounted to almost double the calculated increase in weld load (90 kg. as opposed to 50 kg).
  • EXAMPLE 6 Timken Load-Bearing Test using antimony di-n-propylphosphorodithioate and lead naphthenate in a grease
  • An untreated portion of the aluminum complex grease served as control.
  • the compositions thus prepared were subjected to the Timken O.K. Load Test described in Example 1 modified by pumping the test grease against the ring and block at the rate of about 1.5 ounces of grease per minute. The results of these tests are tabulated
  • Lubricating compositions exhibiting synergistic extreme pressure and antiwear properties consisting essentially of (1) antimony dihydrocarbylphosphorodithioates, wherein the hydrocarbyl group is selected from the group consisting of (A) alkyl radicals containing from two to eight carbon atoms, and (B) substituted and unsubstituted phenyl radicals with the substituted radicals containing at least one substituent selected from the group consisting of alkyl radicals containing from one to nine carbon atoms; (2) one or more extreme pressure agents selected from the group consisting of lead naphthenate, halogenated parafiin, sulfurized fatty oils and metal dialkyldithiocarbamates, wherein the alkyl groups have a chain length of from one to twenty carbon atoms; and (3) a lubricating base selected from the group consisting of lubricating oil and lubricating grease bases.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US633677A 1967-04-26 1967-04-26 Lubricant compositions Expired - Lifetime US3513094A (en)

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BR (1) BR6898612D0 (xx)
DE (1) DE1769251B1 (xx)
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FR (1) FR1560161A (xx)
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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4024049A (en) * 1975-01-07 1977-05-17 Nalco Chemical Company Mono and di organophosphite esters as crude oil antifoulants
US4025458A (en) * 1975-02-18 1977-05-24 Phillips Petroleum Company Passivating metals on cracking catalysts
US4171268A (en) * 1978-05-22 1979-10-16 Mooney Chemicals, Inc. Lubricant compositions containing zirconyl soaps
US4376711A (en) * 1977-04-27 1983-03-15 Exxon Research And Engineering Co. Lubricant composition
US4764294A (en) * 1986-02-24 1988-08-16 Exxon Research And Engineering Company Lubricating oil (PNE-500)
DE3701780A1 (de) * 1987-01-22 1988-12-01 Grill Max Gmbh Schmierfaehige hydraulikfluessigkeit, insbesondere bremsfluessigkeit, verfahren zu ihrer herstellung und ihre verwendung
US5922654A (en) * 1995-10-23 1999-07-13 Nsk Ltd. Lubricant composition
US6432888B1 (en) 1992-08-05 2002-08-13 Koyo Seiko Co., Ltd. Grease for rolling bearing and grease-sealed rolling bearing

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5872085A (en) * 1987-04-10 1999-02-16 Froeschmann; Erasmus Lubricant or lubricant concentrate
US4822505A (en) * 1987-07-31 1989-04-18 Exxon Research And Engineering Company Load-carrying grease

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2511630A (en) * 1947-02-04 1950-06-13 Shell Dev Liquid hydrocarbon lubricant, an additive therefor, and a process of making the additive
US2773860A (en) * 1955-12-30 1956-12-11 Standard Oil Co Process of stabilizing phosphorus sulfide-oxygen-containing organic compound reaction products against liberation of hydrogen sulfide
US2976122A (en) * 1955-12-07 1961-03-21 Exxon Research Engineering Co Analysis of heavy metal ions and metal chelates of dialkyl dithiophosphoric acids
US3222280A (en) * 1961-12-26 1965-12-07 Union Oil Co Lubricants having improved cohesiveness and adhesiveness
US3269946A (en) * 1961-08-30 1966-08-30 Lubrizol Corp Stable water-in-oil emulsions

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2511630A (en) * 1947-02-04 1950-06-13 Shell Dev Liquid hydrocarbon lubricant, an additive therefor, and a process of making the additive
US2976122A (en) * 1955-12-07 1961-03-21 Exxon Research Engineering Co Analysis of heavy metal ions and metal chelates of dialkyl dithiophosphoric acids
US2773860A (en) * 1955-12-30 1956-12-11 Standard Oil Co Process of stabilizing phosphorus sulfide-oxygen-containing organic compound reaction products against liberation of hydrogen sulfide
US3269946A (en) * 1961-08-30 1966-08-30 Lubrizol Corp Stable water-in-oil emulsions
US3222280A (en) * 1961-12-26 1965-12-07 Union Oil Co Lubricants having improved cohesiveness and adhesiveness

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4024049A (en) * 1975-01-07 1977-05-17 Nalco Chemical Company Mono and di organophosphite esters as crude oil antifoulants
US4025458A (en) * 1975-02-18 1977-05-24 Phillips Petroleum Company Passivating metals on cracking catalysts
US4376711A (en) * 1977-04-27 1983-03-15 Exxon Research And Engineering Co. Lubricant composition
US4171268A (en) * 1978-05-22 1979-10-16 Mooney Chemicals, Inc. Lubricant compositions containing zirconyl soaps
US4764294A (en) * 1986-02-24 1988-08-16 Exxon Research And Engineering Company Lubricating oil (PNE-500)
DE3701780A1 (de) * 1987-01-22 1988-12-01 Grill Max Gmbh Schmierfaehige hydraulikfluessigkeit, insbesondere bremsfluessigkeit, verfahren zu ihrer herstellung und ihre verwendung
US6432888B1 (en) 1992-08-05 2002-08-13 Koyo Seiko Co., Ltd. Grease for rolling bearing and grease-sealed rolling bearing
US5922654A (en) * 1995-10-23 1999-07-13 Nsk Ltd. Lubricant composition

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ES352738A1 (es) 1969-08-01
BR6898612D0 (pt) 1973-01-04
DE1769251B1 (de) 1971-07-01
BE714167A (xx) 1968-10-25
GB1163078A (en) 1969-09-04
FR1560161A (xx) 1969-03-14
NL6805897A (xx) 1968-10-28

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