US2595161A - Lubricating composition - Google Patents
Lubricating composition Download PDFInfo
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- US2595161A US2595161A US164034A US16403450A US2595161A US 2595161 A US2595161 A US 2595161A US 164034 A US164034 A US 164034A US 16403450 A US16403450 A US 16403450A US 2595161 A US2595161 A US 2595161A
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- United States
- Prior art keywords
- grease
- bis
- oil
- sulfide
- lubricating
- 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
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- 239000000203 mixture Substances 0.000 title claims description 25
- 230000001050 lubricating effect Effects 0.000 title claims description 11
- 239000004519 grease Substances 0.000 claims description 35
- 230000003647 oxidation Effects 0.000 claims description 14
- 238000007254 oxidation reaction Methods 0.000 claims description 14
- 239000000344 soap Substances 0.000 claims description 13
- CHNWLKJYOVQXOG-UHFFFAOYSA-N 2-(2-hydroxy-5-methylphenyl)sulfanyl-4-methylphenol Chemical compound CC1=CC=C(O)C(SC=2C(=CC=C(C)C=2)O)=C1 CHNWLKJYOVQXOG-UHFFFAOYSA-N 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 239000010687 lubricating oil Substances 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000001340 alkali metals Chemical class 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 229930185605 Bisphenol Natural products 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000010688 mineral lubricating oil Substances 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical class OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 1
- AVVVXUXMKWPKAJ-UHFFFAOYSA-N 2-ethyl-4-methylphenol Chemical compound CCC1=CC(C)=CC=C1O AVVVXUXMKWPKAJ-UHFFFAOYSA-N 0.000 description 1
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000010699 lard oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
-
- 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
- C10M2207/129—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
- 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
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
-
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy
Definitions
- This invention relates to lubricating composietc.
- acid, Ihydroxy stear'ic acid, hydrogenated beef More particularly this invention relates to a .fat 'andtallow, or the glycerides of variousfatty lubricating grease composition comprising a m n- 5 acids or mixtures of these in any proportionmay eral base grease containing a small proportion ibe us d,
- oxidation in- "oxidant, preferably 0.5% to 1.5% by weight; hibitors are well known in the art, examples :be-
- the grease compositions of this invention are ing phenyl alpha naphthylamine, phenyl beta prepared according to the following procedure: n'aphthylamine and other amine type compounds
- the mineral lubricating oil is admixed with a and intermediates and various of the alkylated preformed soap, or soap stock formed in situ in phenols and phenol derivatives.
- the desired amount of the saponifiable ma- .pou e ofi r m th r wn mii ma n tori-a1 is admixed with a portion of the mineral thetic oil base greases, particularly those of the the m rystallized from 100 g. of to uen oil-and thedesiredmnal base, usually in the form 27 of a Wh te c y t e powder was obtained. of the hydroxide, is added. After complete sa- Successive crystallizations from 100 c. c.
- the mineral oils used as a base for the .lu'bri- 0 f a tum i 8 ml art" f sod um 8 1- cating compositions contemplated may be thickf i 1 p e 0 u ened to a grease consistency with any of the well 1 51 31 3 Pa 2% t known grease making soaps-such as soaps of the 0 e e 116 an alkali or alkaline earth metals.
- Especially desir- A t 1 deactivator of th hei te type may also able are the alkali metal soaps of unsaturated be present if desired.
- the phenolic type oxidation inhibitors are generally unstable in the presence of sunlight and form lay-products which impart to grease compositions an undesirable darkening efiect.
- Various samples of grease compositions containing different phenolic type inhibitors are compared, in Table II, with a grease" sample containing the compound of this invention as to stability towards sunlight. It will be seen by an examination of the results given in Table II that whereas the other phenolic type inhibitors resulted in sample darkening after 60 days in sunlight, no change in the color of the grease was obtained when the bis-phenol sulfide was used as the oxidation inhibitor.
- a lubricating grease composition consisting essentially of a mineral lubricating oil thickened to a grease consistency with an alkali metal soap of an unsaturated fatty acid having combined therein from 0.1% to 2.0% by weight of bis(5-methyl-2-hydroxy phenyl) sulfide.
- a lubricating grease composition consisting essentially of a mineral lubricating oil thickened to a grease consistency with an alkali metal soap of an unsaturated fatty acid having combined therein from 0.5% to 1.5% by weight of bis(5 methyl-Z-hydroxy phenyl) sulfide.
- a lubricating grease composition consisting essentially of a mineral lubricating oil having a viscosity at 210 F. of 55 S. U. S. thickened to a grease consistency with the sodium soap of rape seed oil having combined therein from 0.5% to 1.5% by weight of big (5-methyl-2-hydroxy phenyl) sulfide.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
Patented Apr. 29, 1952 i Y I UNITED STATES PATENT ore-ice LUBRICA'IIN G COMPOSITION Arnold J. Morway, Clark Township, Union County, and David W. Young, Roselle, J.,
assignors to Standard Oil Development Company, a corporation ofDelaware No Drawing. Application May24, 1950, Serial N 0. 164,034
5 Claims. to]. sea-42. 1)
1 This invention relates to lubricating composietc. The alkali metal :soaps of the saturated tions and particularly to lubricating greases 'havacids such as hydrogenated fish oil acids, s'tearic ing outstanding oxidation resistance properties. acid, Ihydroxy stear'ic acid, hydrogenated beef More particularly this invention relates to a .fat 'andtallow, or the glycerides of variousfatty lubricating grease composition comprising a m n- 5 acids or mixtures of these in any proportionmay eral base grease containing a small proportion ibe us d,
of a bis-phenol sulfide as an oxidation inhibitor. Although the percentages of the anti-oxidant It is well known in the art of lubricating grease utilized in this invention may vary depending manufacture that the resistance of grease comupon the use .to which the grease composition is positions to oxidation may be increased by addto be placed, an operable percentage range would ing to the grease composition small percentages .be from 0.1% to 2.0% by weight 0f t mp of oxidation inhibitors. Various oxidation in- "oxidant, preferably 0.5% to 1.5% by weight; hibitors are well known in the art, examples :be- The grease compositions of this invention are ing phenyl alpha naphthylamine, phenyl beta prepared according to the following procedure: n'aphthylamine and other amine type compounds The mineral lubricating oil is admixed with a and intermediates and various of the alkylated preformed soap, or soap stock formed in situ in phenols and phenol derivatives. :the mineral oil'by saponification or neutralization .It -has now been found that grease composiof fats or acids respectively, in a grease kettle tions containing minor amounts of bis(5-methy1- equipped for heating by eithera steam jacket or '2- hydroxy phenyl) sulfide, referred to hereinby a direct flame. The temperature of the mixafter Simp y as'b 's p'henolsulfide, have outstandture is raised with stirring 'to one in the neig ing oxidation resistance properties. 'borh'oodof 400 to 500 After the soap has beh bis-Phenol Sulfide Compound utilized in the come completely dispersed in the oil the heat r s c mp n f this i v n i n wa pr is out "and the desired additives are added to pared as follows: .25 the molten grease, the mixing being continued 109 'g. oflp-c esol W is i ed i 500 C of during this addition. The resulting grease coin- .petroleum ether- A solution of 55 of 2 in position is then pan cooled or cooled in a continu- 6- oco petreleum ether W pp in -ous grease cooler according to standard proceins one w The mixture s a l w d to stand dures. If it is desired to formulate the soap in ov r h petroleum ether leyerwns then go si tu, the desired amount of the saponifiable ma- .pou e ofi r m th r wn mii ma n tori-a1 is admixed with a portion of the mineral thetic oil base greases, particularly those of the the m rystallized from 100 g. of to uen oil-and thedesiredmnal base, usually in the form 27 of a Wh te c y t e powder was obtained. of the hydroxide, is added. After complete sa- Successive crystallizations from 100 c. c. of toluponification th b l c of th i r l oil i ene and 100 .c. c. of glacial acetic acid yi l .3 added and the temperature raised to the meltodor ess C y of y12-hydroxy ing pointof the soap. The desired anti-oxidant p yl) sulfide, melting point 114 C- o 1 C- is added to the grease composition just before the Although it is preferred in this invention to grease is o l d,
incorporate the b s-p Sulfide composition a The concept of this invention will be more an anti-oxidant, the meta'lsalts of this compound 40 clearly explained by reference to the following:
may also be used e t r alone 01 in Comb i Various lubricating grease compositions were With the compounds themselves. The preferred prepared according to the method outlined above embodiment of the invention contemplates incori th following f rmulation:
porating the anti-oxidants into mineral oil base 0" 1 a lubricating grease composltlons although 63.08 a mineral 011 having a viscosity at 2-0 F.
of '55 S. U S. synthetic tester type oils, may be used. 8; 23:22: 3 guide The mineral oils used as a base for the .lu'bri- 0 f a tum i 8 ml art" f sod um 8 1- cating compositions contemplated may be thickf i 1 p e 0 u ened to a grease consistency with any of the well 1 51 31 3 Pa 2% t known grease making soaps-such as soaps of the 0 e e 116 an alkali or alkaline earth metals. Especially desir- A t 1 deactivator of th hei te type may also able are the alkali metal soaps of unsaturated be present if desired. acids such as those contained in rape seed oil, It is to be noted, of course, that varying lard oil, soya bean oil, cotton seed oil, fish oils, amounts of the percentages given may be used in order to change the properties of the final grease composition. This variance is in accordance with techniques which are familiar in the art.
The experimental grease compositions of this invention were then subjected to the standard Norma-Hoffman oxidation bomb tests. The data on the compositions of this invention are reported in Table I below as hours necessary to obtain a certain pressure drop. As is well understood in the art, the greater the length of time necessary to obtain a certain pressure drop, the more stable a grease composition is to oxidation.
TABLE I Norma-Hofimcm oxidation tests on mineral oil experimental greases Hours for Pressure Drop of- Anti-oxidant Used None 46 52 h 06 I 2,6,di-tcrt.-Butyl p-cresl 60 110 140 174 II 2,6,di-phenyl ethyl p-crosoL -16 50 180 III Mixture of diand tri-tcrt.-
octyl phenol 18 28 42 114 iV Tert.-octyl phenol alkylated with isobutylcne 3O 54 168 V 2,2-bis(2-hydroxy-3,tort.-Bul 1 tylmethylphenyl) propane (52 i 100 140 VI l,4-bis(3,-i dihydroxy bcnzone) 2,3 dimcthyl butanc 16 i 20 46 60 88 116 VII bis(5 methyl 2,hydr0xy phenyl) sulfide ms 1 144 178 274 It will be seen from the data reported in Iable I that the bis-phenol sulfide composition of this invention has outstanding properties as an oxidation inhibitor, it requiring 96 hours to reach a 5 pound pressure drop and 2'74 hours to obtain a pound pressure drop with a grease containing this inhibitor.
The phenolic type oxidation inhibitors are generally unstable in the presence of sunlight and form lay-products which impart to grease compositions an undesirable darkening efiect. Various samples of grease compositions containing different phenolic type inhibitors are compared, in Table II, with a grease" sample containing the compound of this invention as to stability towards sunlight. It will be seen by an examination of the results given in Table II that whereas the other phenolic type inhibitors resulted in sample darkening after 60 days in sunlight, no change in the color of the grease was obtained when the bis-phenol sulfide was used as the oxidation inhibitor.
TABLE II Light stability of experimental greases goflor (iolor x c e ore ter Anh-Oiidaut (lfi; by at.) Exposure 60 days to Sunlight Sunlight None clear dark. I 2,6,di-tert. Butyl p-crcsol 0 Do. if 2,6,di-phcnyl ethyl p-cresol do Do. III Mixture oi diand. tri-tert.-octyl phenol... do Do. iV tEltnOCtYl phenol alkylatcd I isobutcne .do Do. v 2,2-bis(Q-hydroxy-IS-tcrt.-Butyl-5- Ludo Do.
methly phenyl) propane VI l.4, bis(3,4-dihytiroxy bonzcne)2,3
dhnethyl butane do Do. VII bisQ-rnerhytlhyd \y phenyl) sullfido .d0 no change.
to a grease consistency with an alkali metal soap of an unsaturated fatty acid having combined therein a minor but oxidation resistant improving amount of bis(5-methyl-2-hydroxy phenyl) sulfide.
3. A lubricating grease composition consisting essentially of a mineral lubricating oil thickened to a grease consistency with an alkali metal soap of an unsaturated fatty acid having combined therein from 0.1% to 2.0% by weight of bis(5-methyl-2-hydroxy phenyl) sulfide.
4. a lubricating grease composition consisting essentially of a mineral lubricating oil thickened to a grease consistency with an alkali metal soap of an unsaturated fatty acid having combined therein from 0.5% to 1.5% by weight of bis(5 methyl-Z-hydroxy phenyl) sulfide.
5. A lubricating grease composition consisting essentially of a mineral lubricating oil having a viscosity at 210 F. of 55 S. U. S. thickened to a grease consistency with the sodium soap of rape seed oil having combined therein from 0.5% to 1.5% by weight of big (5-methyl-2-hydroxy phenyl) sulfide.
ARNOLD J. MORWAY. DAVID W. YOUNG.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,085,045 Rosen June 29, 1937 2,361,806 Merrill Oct. 31, 1944 2,389,090 Shields Nov. 13, 1945 2,409,303 Morris et a1 Oct. 15, 1946 2,460,025 McNab et a1. Jan. 25, 1949 2,518,379 Rogers et al. Aug. 8, 1950
Claims (1)
1. A LUBRICATING GREASE COMPOSITION CONSISTING ESSENTIALLY OF A LUBRICATING OIL THICKENED TO A GREASE CONSISTENCY WITH A METAL SOAP OF A FATTY ACID HAVING COMBINED THEREIN A MINOR BUT OXIDATION RESISTANCE IMPROVING AMOUNT OF BIS(5METHYL-2-HYDROXY PHENYL) SULFIDE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US164034A US2595161A (en) | 1950-05-24 | 1950-05-24 | Lubricating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US164034A US2595161A (en) | 1950-05-24 | 1950-05-24 | Lubricating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2595161A true US2595161A (en) | 1952-04-29 |
Family
ID=22592691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US164034A Expired - Lifetime US2595161A (en) | 1950-05-24 | 1950-05-24 | Lubricating composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2595161A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2738329A (en) * | 1952-01-30 | 1956-03-13 | Shell Dev | Production of greases having elevated dropping points |
| US2755256A (en) * | 1951-04-27 | 1956-07-17 | Texas Co | Wide temperature range alkali metal grease containing excess alkali metal hydroxide |
| US2755247A (en) * | 1951-04-27 | 1956-07-17 | Texas Co | Wide temperature range alkali metal grease containing excess alkali metal hydroxides |
| US2790769A (en) * | 1952-05-24 | 1957-04-30 | Exxon Research Engineering Co | Greases prepared by alkali fusion of fatty materials |
| US2846391A (en) * | 1952-06-14 | 1958-08-05 | Exxon Research Engineering Co | Process for sodium soap-salt thickened lubricating greases containing sodium phosphate |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2085045A (en) * | 1933-12-27 | 1937-06-29 | Standard Oil Dev Co | Inhibitors for lubricating oils |
| US2361806A (en) * | 1940-11-22 | 1944-10-31 | Union Oil Co | Modified lubricating oil |
| US2389090A (en) * | 1943-04-14 | 1945-11-13 | Alox Corp | Lubricating and corrosion-preventing composition |
| US2409303A (en) * | 1941-04-26 | 1946-10-15 | Texas Co | Lubricating oil |
| US2460025A (en) * | 1944-10-24 | 1949-01-25 | Standard Oil Dev Co | Lubricating oil composition |
| US2518379A (en) * | 1944-12-30 | 1950-08-08 | Standard Oil Dev Co | Metal-containing organic compound |
-
1950
- 1950-05-24 US US164034A patent/US2595161A/en not_active Expired - Lifetime
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2085045A (en) * | 1933-12-27 | 1937-06-29 | Standard Oil Dev Co | Inhibitors for lubricating oils |
| US2361806A (en) * | 1940-11-22 | 1944-10-31 | Union Oil Co | Modified lubricating oil |
| US2409303A (en) * | 1941-04-26 | 1946-10-15 | Texas Co | Lubricating oil |
| US2389090A (en) * | 1943-04-14 | 1945-11-13 | Alox Corp | Lubricating and corrosion-preventing composition |
| US2460025A (en) * | 1944-10-24 | 1949-01-25 | Standard Oil Dev Co | Lubricating oil composition |
| US2518379A (en) * | 1944-12-30 | 1950-08-08 | Standard Oil Dev Co | Metal-containing organic compound |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2755256A (en) * | 1951-04-27 | 1956-07-17 | Texas Co | Wide temperature range alkali metal grease containing excess alkali metal hydroxide |
| US2755247A (en) * | 1951-04-27 | 1956-07-17 | Texas Co | Wide temperature range alkali metal grease containing excess alkali metal hydroxides |
| US2738329A (en) * | 1952-01-30 | 1956-03-13 | Shell Dev | Production of greases having elevated dropping points |
| US2790769A (en) * | 1952-05-24 | 1957-04-30 | Exxon Research Engineering Co | Greases prepared by alkali fusion of fatty materials |
| US2846391A (en) * | 1952-06-14 | 1958-08-05 | Exxon Research Engineering Co | Process for sodium soap-salt thickened lubricating greases containing sodium phosphate |
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