US2579038A - Lubricant composition - Google Patents

Lubricant composition Download PDF

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US2579038A
US2579038A US63844A US6384448A US2579038A US 2579038 A US2579038 A US 2579038A US 63844 A US63844 A US 63844A US 6384448 A US6384448 A US 6384448A US 2579038 A US2579038 A US 2579038A
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oil
tin
salt
test
cresyl
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Evans Elliott Alfred
Elliott John Scotchford
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CC Wakefield and Co Ltd
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CC Wakefield and Co Ltd
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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
    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C10M137/10—Thio 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
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • 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
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/088—Neutral salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/089—Overbased salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • 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
    • 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
    • C10M2223/042—Metal 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
    • 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
    • C10N2010/04—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
    • C10N2010/06—Groups 3 or 13
    • 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
    • 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
    • C10N2010/12—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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/14—Group 7
    • 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
    • C10N2010/16—Groups 8, 9, or 10

Definitions

  • the present invention comprises improvements in or relating to lubricating compositions and relates more particularly, though not exclusively; to lubricating compositions for use in internal combustion engines which may be either petrolor oil-operated. In the latter case the invention is applied to the so-caIled ""heavyduty lubricating oils employed in diesel and other types of oil engines.
  • the latter properties tend to secure a clean running engine during use of the lubricant by preventing the deposition gum or lacquer on the lubricated parts and by maintainin-g solid particles and sludge (formed in any part of the engine or in the lubricant) in suspension therein.
  • Such properties are of particular importance in oil engines such as diesel engines.
  • the present invention contemplates theuse in a lubricating composition of a metallic derivative of an organic substituted dithiophosphate, some examples of which latter type of compound have already been proposed for incorporation in lubricating oils.
  • a lubricating coniposition comprises a lubricating oil base and a minor proportion of (a) the tin-salt of an oil-- soluble petroleum sulphonic acid and (b) a polyvalent metal salt (which is soluble in the oil base) of an organic dithiophosphoric acid.
  • Some of them also possess detergent or sludge dispersive properties, especially effective in this connection being the alkaline earth metal salts of the straight chain dithiophosphoric acids having ten or more carbon atoms.
  • the additives of the present invention also confer upon the base oil an improved film rupture strength. I V r
  • the combination of desirable features provided by the lubricating compositions of this invention cannot be obtained by the randomsele'ction of any compound possessing detergent properties with any oxidation or corrosion inhibitor, as very often the presence of the detergent inilitates against the normal action of the inhibitor, rendering it relatively ineffective, probably by preventing it from forming a film on the surfaces of metal catalysts that may be prevent.
  • the detergent compounds formerly proposed as lubricant additives are themselves corrosive to composite metal e. g. copperlead bearings. f
  • a lubricating composition comprises a lubri eating oil base and a minor proportion each of the tin salt of an oil soluble petroleum sulphonic acid and a metal salt (which is soluble the oil base) of an organic di-substituted dithiophosphoric acid derived at least in part from an alkylated phenol
  • a (ii-substituted salt can be represented by the general formula R101 /YS at s n where n represents the valency of a metal M, R1 is any suitable organic radicle and R2 is an alkyl ated aromatic radicle;
  • the radicle R2 in the general formula quoted above is conveniently such as to have not less than five carbon atoms in the alkyl group and may be derived, for example, from p-tertia'ry amyl phenol, .p-octyl phenol or octyl cresol.
  • the radicle R1 is such as to provide an oil soluble product and may be derived; for example, from an aliphatic alcohol (e. g. 'butyl amyl or lauryl alcohol), a cyclic alcohol (e. g. cyclohexanol or methyl cyclohexanol), a phenol (e. g. cresol or octyl cresol) or an aromatic alcohol such as benzyl alcohol.
  • an aliphatic alcohol e. g. 'butyl amyl or lauryl alcohol
  • a cyclic alcohol e. g. cyclohexanol or methyl cyclohe
  • R2 contains at least five carbon atoms in the alkyl group
  • R2 contains at least five carbon atoms in the alkyl group
  • di-substituted dithiophosphoric acids .a metal salt of which is employed in accordance with the invention are:
  • the lubricating composition last referred to is modified by the incorporation in the lubricating oil base (either in place of or in addition to the organic di-substituted dithiophosphate derived from an alkylated phenol) of a minor proportion of an'oil soluble metal salt of an organic di-alkyl or di-cycloalkyl dithiophosphoric acid.
  • the last-mentioned salt is represented by the following general formula:
  • R1 and R2 are alkyl or cyclo-alkyl groups having at least five and preferably not more than ten carbon atoms either in a straight or branched chain or ring. and where nrepresents the valency of the metal M.
  • Radicles R1 and R2 of the formula quoted above are preferably, but not necessarily, similar and may, for example, be derived from amyl alcohol, the hexyl alcohols such as n-hexyl alcohol, methyl isobutyl carbinol and 2-ethyl butanol, 2 ethyl hexanol, nonyl alcohol, cyclohexanol and methyl 'cyclohexanol.
  • di-alkyl or dicycloalkyl dithiophosphoric acids a metal salt of which is employed in accordance with the present invention, are:
  • dithiophosphoric acids may be employed the production of the oil soluble salts.
  • Preparation of the di-alkyl or di-cycloalkyl dithiophosphates may be effected by first reacting an appropriate alcohol or mixture of alcohols with phosphorous pentasulphide to produce the thiophosphoric acid from which the desired metal salt may be prepared for example by first neutralising the acid with caustic soda and then adding a suitable salt of the metal the dithiophosphate of which is desired. It is possible,
  • a chromium salt of the organic (ii-substituted dithiophosphate is employed, the desirability of employing organic compounds of both tin and chromium in a lubricating composition having been already proved.
  • dithiophosphate salts may, however, be employed such as those of barium, calcium, strontium, magnesium, zinc, aluminium, nickel, cobalt, tin, cadmium and manganese.
  • the lubricating compositions of the kind above referred to may also include in its composition (1) a hydroxysubstituted aromatic thioether and/or dior polysulphide, and/or (2) an aromatic phosphite or thiophosphite ester derived from such an aromatic thioether and/ or dior polysulphide.
  • a yet further ingredient viz. (3) a tri-aryl phosphite may be included in the lubricating composition.
  • Triphenyl phosphite tri(p.t-amyl phenyl) phosphite.
  • the reaction was then completed by heating slowly to 150 C. and maintaining this temperature with stirring for five minutes.
  • the acidity of the product determined by titrating an alcoholic solution with standard caustic soda solution in the presence of a phenolphthalein indicator, corresponded to an apparent molecular weight of 529 as compared with weight of water in a beaker, heated to id-50 C.
  • Chromium 1.20% ⁇ sulphur. 8 45%; phosphorus,
  • the mixed product obtained by this method is referred to subsequently as chromium di- (octyl-cresyl) dithiophosphate A.
  • EXAMPLE 2 of molecular weight about 675 had the following analysis:
  • This product is referred to subsequently as chromium di(ootyl-cresyl)dithiophosphate B.
  • the residual free acid may be substantially neutralised by heating the product (preferably in oil solution) with a metal oxide or hydroxide (such as zinc oxide or calcium or barium hydroxide) to produce, for example, a mixture of chromium and zinc salts associated with a minor amount of sodium salt.
  • a metal oxide or hydroxide such as zinc oxide or calcium or barium hydroxide
  • EXAMPLE 3 Using the method of Example 1, 1170 grams of Z-ethyl hexanol were reacted with 500 grams of phosphorus pentasulphide, a reaction tem- Chromium salt of di(2-'ethyl hexyl) peratureoi 1'00 to C proving adequate and the reaction being concluded by heating to 130 C. A dark liquid was obtained having a molecular weight of '380 as compared with a theoretical molecular weight of 354 fordi(-2-ethyl hexyl) dithiophosphoric acid.
  • the zinc salt of the flatter :acid was prepared in the present example by heating a mixture of 101 grams of the acid and 11.1 grams oi zinc oxide for half an "hour at C. to C.
  • the reaction product was dissolved petroleum ether, filtered from excess of zinc oxide and the solvent removed by distillation to yield a yellow viscous liquid having 8.30% by weight of "zinc as compared with a theoretical amount or 8.22% for zinc dioctyl 'dithi'ophosphate'.
  • Tin salt 0'7 octyl cresyl Lethyl h'ezcyl dithiophcspho'rzc acid Using the method of Example 1, there were obtained from a mixture of 330 grams of octyl cresol and .195 grams of 'Z-ethyil 'hexanol by the action of 166.5 grams of phosphorus .pentasiilphide, 64'? grams of a viscous amber liquid, representing a 97% yield,
  • Example 2 Using the method of Example 2, there were obtained from 42 grams of this material, and 12.4 grams of stannous chloride in cold concentrated aqueous so'hition, 34.6 grams (72%) of an extremely viscous brown liquid containing 12.5% of tin.
  • EXAMPLE 5 M fired chromium-zinc salt of di(2-ethyl .hemy'lt) .ctit'hiophosphoric acid 19 grams or di 2-ethyl hexyl) dithiophosphoric acid '(-of M. W. 380) prepared as described in Example 3 were stirred for 20 minutes at YO-80 C. with moist chrom'ic hydroxide freshly precipitated trom a 10% aqueous solution containing 4.2 grams of chrome alum by the addition of ammonia. 1. 5 grams of zinc oxide were then added and the heating continued for a further 15 minutes, after which the temperature was slowly raised to 130 C. to complete the reaction and eliminate the water formed.
  • the product after dissolving in petroleum ether, .filtering and removal of solvent, contained 1.30% of chromium, and 5.10% of zinc, the composition being approxima-tely as follows:
  • Zinc salt of di(2-e'-thyl hexyl) dithiophosphori'c acid 67%
  • metal dithiophosphates of this invention may also be employed e. g. direct reaction between the free acid and a metal oxide in alcohol-benzene solution at 40-50 C. (applicable especially to the alkaline earth metal and magnesium salts), or direct reaction between a metal hydroxide, such as barium hydroxide and the free acid by heating together in mineral oil solution in presence of a current of air to remove liberated water.
  • metathesis may be carried out in alcoholic solution between an alkali metal salt of a dithiophosphoric acid and an alcohol soluble metal salt.
  • the salts can be prepared in. goodyield by the method of Example 2, the conversion to :7 the metal salt being in many cases .(e.,g. .tin, cadmium, nickel,,cobalt) vmore satisfactorythan that obtained. in'the case of chromium. Better conversion is also obained in the case of the dialkyl dithiophosphates than with the alkylated aryl dithiophosphates.
  • the aqueous solution was decanted and the product washed by boiling with 1 gallon of water.
  • the boiled mixture was further mixed with 4 lbs. of mineral oil and the resulting composition passed through a De Laval centrifuge.
  • the oil concentrate mainly free from water was heated at 250 F. in a stream of air to remove further moisture.
  • test results include those for unmodified lubricating oil bases employed in producing the examples of composi tions proposed by the present invention, and also, in certain instances, for compositions including only one of the additives.
  • the constituents of said compositions are given in percentage proportions by weight in all tests.
  • Test 1-O:r2'dation resistance As a means of examining the oxidation resistance of the compositions proposed by the present invention, a modification of the well-known British Air Ministry oxidation test was'employedr In this test 40 cos. of the oil were oxidised by heating at 160 C. for two periods of 6 hours in glass tubes in the presence of a stream of airblown through at a rate of 15 litres per hour. Lubricating compositions were oxidised under the standard conditions of the British Air Ministry oxidation test except that a temperature of 160 C. was employed and that a copper catalyst, consisting of a rolled polished piece of cop per foil 2%" x 1", was present. Thecatalyst was replaced by a fresh one at the end of the first period of 6 hours oxidation.
  • Oil 13 as employed in these and in ensuing tests consisted of a blend of 94% of a solvent refined parafl'lnic type mineral oil of viscosity about 150 seconds Redwood at 140 F. and 6% of a blend of viscosity about 330 seconds Redwood at 140 F. containing a brightstock.
  • the metal dithiophophate 0.1-2% (preferably 0.2-1%)
  • the tin petroleum sulphonate 0.05-2% (preferably 0.1-1%) 1 a
  • the third additive 0.01-1% 1 TEST RESULTS Numerous examples of the invention a re given below in conjunction with the results of tests (preferably 0.05- 1 It would seem that whereas all the compositions tested have greatly improved oxidation resistance as compared with the base oil, those comprising metal salts of alkylated aromatic dithiophosphates are especially effective, particularly as regards the inhibition of sludge formation.
  • Test 2 Bearing' corrosion The following test was employed for obtaining information as to the tendency for corrosion of composite metal bearings, particularly co perlead hearings, to occur in use of lubricating compositions provided by the invention.
  • test'results are quoted to illustrate the wide range Tests were conducted for a maximum total of compounds and proportions which may be time of 30 hours in periods or six hours, the copemployed in order to obtain lubricating composiper and lead specimens being removed every two tions possessing a high degree of resistance hours 9/1101?repl'cmedI y fresh c n es- C01 against the formation of products corrosive to per catalysts were cleaned withcarborundum composite metal bearings. powder and washed in petroleum ether. Lead specimenswere flattened, scraped witha spe- Test 3.-Protection against rusting cial Ska-rtsen scraper and finally po1ished,.
  • Th'edish was then filled with distilled water saturated. with carbon dioxid so that the steel 0 was-approximately belowthe surface ofthe water andallowed to stand open to the air, the level being kept approximately constant.
  • Test 5 Lauson engine tests T t Loss in weight Oil used of e (milligrams) Tests were carried out in standard H-2 type 6 Lauson engines, under the following conditions:
  • test 23 wasfull of red rust where as that in test 24 was only slightly afiected.
  • the C. R. C. visual rating was according to the method laid down by the Co-ordinating Research 0ouncil for rating piston cleanliness in the standard Chevrolet 36-hour L-4 test, in which a clean piston would have a rating of 10.0.
  • Test 6-.36 hour Chevrolet test 2 Tests were carried out on a 6-cylinder Chevrolet engine of standard type and according to the standard Co-ordinating Research Council procedure L-4.
  • A.,lubricating composition which comprises,
  • a hydrocarbon lubricating oil base in major proportion between 0.05% and 2.0% by weight of said base, a proportion between 0.05% and 2.0% by weight of said base of a tin salt of an oilsoluble petroleum sulphonic acid and a propor- Average Test Corrosion Piston Total Total No Oil Composition loss per Varnish Varnish Sludge whole Rating Rating Rating brg.
  • metal dithiophosphate additives were employed as prepared by the methods already illustrated, some being relatively pure organic compounds and others associated with varying minor amounts of other compounds, notably the free dithiophosphoric acids and their sodium salts.
  • the invention will be understood as including an additive for use in a lubricating oil base, which additive comprisesin admixture tin petrotion between 0.1% and 2.0% by weight of said base of an oil-soluble chromium salt of an octyl cresyl dithiophosphoric acid.
  • a lubricating composition in accordance with claim 1 in which the chromium salt is from 0.3 per cent to 2 per cent, the tin salt is from 0.05 per cent to 0.5 per cent by weight of the base and the proportion of the tin salt is never more than that of the chromium salt.
  • a lubricating composition in accordance with claim 1 in which there is included, in an amount from 0.1 per cent to l per cent by weight of the base, a derivative of a hydroxy substituted aromatic thioether selected from the group consisting of di(3-carbometh0xy-4-hydroxy phenyl) thioether cresyl phosphite and (3-carbomethoxy- 4-hydroxy phenyl) polysulphide.
  • a lubricating composition which comprises a hydrocarbon lubricating oil base in major proportion, a proportion between 0.05 per cent and 2 per cent by weight of said base of a tin salt of an oil-soluble petroleum sulphonic acid, and a proportion between 0.1 per cent and 2 per cent by weight of said base of an oil-soluble chromium salt of an organic dithiophosphorlc acid.
  • chromium di(octyl cresyl) dithiophosphate selected from the group consisting of chromium di(octyl cresyl) dithiophosphate, chromium di(p-octyl phenyl) dithiophosphate, chromium dim-methyl isoamyl) dithiophosphate, chromium di(2-ethy1 -15 hexyl) dithiophosphate, chromium octyl cresyl 2-ethyl hexyl dithiophosphate, and chromium octyl cresyl cresyl dithiophosphate.
  • a lubricating composition in accordance with claim 4 in which the chromium salt is from 0.3 per cent to 2 per cent, the tin salt is from 0.05 per cent to 0.5 per cent by weight of the base and the proportion of the tin salt is never more than that of the chromium salt.
  • a lubricating composition in accordance with claim 4 in which there is included, in an amount from 0.1 per cent to 1 per cent by welght of the base, a derivative of a hydroxy substituted aromatic thioether selected from the group consisting of .di (8-carbomethoxy-4-hydroxy phenyl) thloether cresyl phosphiteand (3 -carbomethoxy-4-hydroxy phenyl) polysulphide.
  • a derivative of a hydroxy substituted aromatic thioether selected from the group consisting of .di (8-carbomethoxy-4-hydroxy phenyl) thloether cresyl phosphiteand (3 -carbomethoxy-4-hydroxy phenyl) polysulphide.

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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)
US63844A 1947-12-09 1948-12-06 Lubricant composition Expired - Lifetime US2579038A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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US2824063A (en) * 1956-05-11 1958-02-18 Sinclair Refining Co Lubricating oils containing a zinc dithiophosphate and nickel mahogany sulfonate
US3000822A (en) * 1957-01-22 1961-09-19 Lubrizol Corp Phosphorodithioate inhibitors
US2916448A (en) * 1957-05-31 1959-12-08 Sinclair Refining Co Oxidation inhibitor-detergent material
US3070546A (en) * 1959-01-16 1962-12-25 Lubrizol Corp Nitrogen-, phosphorus- and sulfurcontaining lubricants
DE1245013B (de) * 1960-05-12 1967-07-20 Sineclair Refining Company Mineralschmieroel
US3243482A (en) * 1962-01-10 1966-03-29 Gen Aniline & Film Corp Surface-active thiophosphoric acid esters of polyglycol ethers
US5919740A (en) * 1998-05-29 1999-07-06 Exxon Chemical Patents Inc Alkylthiophosphate salts for lubricating oils
CN113680535B (zh) * 2021-08-24 2023-03-21 中南大学 一种烷基醚基二硫代磷酸盐捕收剂及其制备方法与应用

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US2252984A (en) * 1939-05-06 1941-08-19 Standard Oil Co Compounded hydrocarbon oil
US2322307A (en) * 1939-06-20 1943-06-22 Standard Oil Co California Compounded oil
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Cited By (5)

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US2692858A (en) * 1950-05-12 1954-10-26 Wakefield & Co Ltd C C Castor oil lubricating composition
US2838555A (en) * 1951-10-12 1958-06-10 Lubrizol Corp Group ii metal salts of a mixture of simple diesters of dithiophosphoric acids
US2905683A (en) * 1952-12-17 1959-09-22 Lubrizol Corp Ether containing esters of dithiophosphoric acid and salts thereof
US3909447A (en) * 1972-07-17 1975-09-30 Petrolite Corp Mixtures of thiophosphates, oxygen phosphates and pyrophosphates
US4042323A (en) * 1972-07-17 1977-08-16 Petrolite Corporation Process of inhibiting corrosion of metal in an aqueous environment with mixtures of thio-, oxygen and thio- oxygen phosphates and pyrophosphates

Also Published As

Publication number Publication date
CH277989A (de) 1951-09-30
DE832030C (de) 1952-02-21
FR976343A (fr) 1951-03-16
GB658183A (en) 1951-10-03
FR976342A (fr) 1951-03-16
NL70344C (en))
GB658182A (en) 1951-10-03
NL69724C (en))
US2579037A (en) 1951-12-18

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