US3929651A - Modified lithium soap grease - Google Patents

Modified lithium soap grease Download PDF

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Publication number
US3929651A
US3929651A US509231A US50923174A US3929651A US 3929651 A US3929651 A US 3929651A US 509231 A US509231 A US 509231A US 50923174 A US50923174 A US 50923174A US 3929651 A US3929651 A US 3929651A
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United States
Prior art keywords
acid
grease
hydroxy
lithium
weight
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Expired - Lifetime
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US509231A
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English (en)
Inventor
Donald W Murray
Warren C Pattenden
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ExxonMobil Technology and Engineering Co
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Exxon Research and Engineering Co
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Publication date
Priority to AU35624/71A priority Critical patent/AU457980B2/en
Priority to GB5265871A priority patent/GB1364648A/en
Priority to FR7141219A priority patent/FR2115220B1/fr
Priority to CA127,915A priority patent/CA1005428A/en
Priority to DE2157207A priority patent/DE2157207C2/de
Priority to NLAANVRAGE7115904,A priority patent/NL174567C/xx
Application filed by Exxon Research and Engineering Co filed Critical Exxon Research and Engineering Co
Priority to US509231A priority patent/US3929651A/en
Application granted granted Critical
Publication of US3929651A publication Critical patent/US3929651A/en
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/043—Siloxanes with specific structure containing carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/044—Siloxanes with specific structure containing silicon-to-hydrogen bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • 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
    • 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

  • ABSTRACT A grease composition that combines good water resistance, good mechanical stability and high oil retention with excellent oxidation stability and high dropping point is prepared by the use of a novel thickener system whose essential components include a combination of dilithium salt of a C C dicarboxylic acid, eg dilithium azelate; a lithium soap of a 9-, 10-, or 12- hydroxy C to C fatty acid, e.g.
  • lithium IZ-hydroxystearate and a lithium salt formed in situ in the grease from a second hydroxy carboxylic acid wherein the OH group is attached to a carbon atom not more than 6 carbon atoms removed from the carboxyl group, and wherein either of those groups may be attached to either aliphatic or aromatic portions of a molecule. If desired, sufficient lithiumhydroxide can be added to form the dilithium salt of the latter acid through reaction of its hydroxyl group.
  • the hydroxy 'fatty acid employed in preparing the greases of this invention will have from about 12 to 24, or more usually about 16 to carbon atoms, and still preferably be a hydroxy-stearic acid, e.g. 9-hydroxy, 10-hydroxy, or 12-hydroxystearic acid, more preferably the latter.
  • Ricinoleic acid which is an unsaturated form of l2-hydroxystearic acid, having a double bond in the 9-10 position, can also be used.
  • the dicarboxylic acid used in the greases of this invention will have from 4 to 12 carbon atoms, preferably 6 to 10 carbon atoms.
  • Such acids include succinic, glutaric, adipic, suberic, pimelic, azelaic, dodecanedioic, and sebacic acids. Sebacic acid and azelaic acid are preferred.
  • greases have been high water resistance and ease of dispersion of the soaps in all types of lubricating oil base stocks. Particularly useful have been greases pre- 7 pared from lithium hydroxystearate, since the soaps of the hydroxystearic acids and related hydroxy fatty acids have been found to be more mechanically stable than the corresponding soaps of the conventional fatty acids.
  • traction motors are used to propel modern diesel locomotives.
  • the engines of the diesel locomotives generate direct current which is then used to run traction motors which are geared directly to the driving axle and wheel assemblies in each truck of the locomotive.
  • a single traction motor may contribute 200 horsepower, and constitute 1/10 or more of the total motor power of the locomotive.
  • the bearings of these locomotives may be required to operate for periods of as much as three years without any maintenance, and temperatures as high as 250F. can be reached in such bearings.
  • a lithium base grease having excellent oxidation and mechanical stability and a dropping point of 500F. or higher is prepared from a 9-hydroxy, 10-hydroxy, or l2-hydroxy C to C preferably C to C fatty acid, a C to C dicarboxylic acid, and a second hydroxy carboxylic acid of from 3 to 14 carbon atoms, wherein the hydroxy group is attached not more than 6 carbon atoms removed from the carboxyl group.
  • hydroxy carboxylic acid forming the third acid component of the grease of this invention is one having an OH group attached to a carbon atom that is not more than 6 carbon atoms removed from the carboxyl group.
  • This acid has from 3 to 14 carbon atoms and can be either an aliphatic acid such as lactic acid, 6- hydroxy decanoic acid, 3-hydroxybutanoic acid, 4- hydroxybutanoic acid, etc.
  • an aromatic acid such as parahydroxybenzoic acid, salicylic acid, 2-hydroxy-4- hexylbenzoic acid, meta hydroxybenzoic acid, 2,5- dihydroxybenzoic acid (gentisic acid); 2,6-dihydroxybenzoic acid (gamma resorcylic acid); 4-hydroxy-3- methoxybenzoic acid, etc. or a hydroxyaromatic aliphatic acid such as orthohydroxyphenyl, metahydroxyphenyl, or parahydroxyphenyl acetic acid.
  • a cycloaliphatic hydroxy acid such as hydroxy cyclopentyl carboxylic acid or hydroxynaphthenic acid could also be used.
  • a lower alcohol ester e.g. the methyl, ethyl, or propyl, isopropyl or sec-butyl ester of the acid, e. g. methyl salicylate, to give a better dispersion when the salt is insoluble.
  • a lower alcohol ester e.g. the methyl, ethyl, or propyl, isopropyl or sec-butyl ester of the acid, e. g. methyl salicylate
  • amount of dilithium salt of the hydroxy acid will range from about 0.1 to about 10 wt. of the finished grease, or preferably from about 0.5 to about5 wt.
  • the total soap and salt content of the grease will be in the range of from about 2 to 30 weight percent and preferably about 5 to 20 weight
  • the proportion of the C to C hydroxy fatty acid to the dicarboxylic acid will be in the range of 0.5 to 15 parts by weight of the former to one part by weight of the latter, and preferably in the range of 1.5 to 5 parts by weight of the hydroxy fatty acid to one part by weight of the dicarboxylic acid.
  • the proportion of the second hydroxycarboxylic acid to the dicarboxylic acid will be from about 0.025 to 2.5 parts by weight of the former to one part by weight of the latter, preferably 0.125 to 1.25 parts by weight of the former per part by weight of the latter.
  • the lubricating oil base that is used in preparing the grease compositions of this invention can be any of the conventionally used mineral oils, synthetic hydrocarbon oils, or synthetic ester oils, and will generally have a viscosity within the range of about 35 to 200 SUS at 210F.
  • Synthetic lubricating oils that can be used include esters of dibasic acids such as di-2-ethylhexyl sebacate, esters of glycols such as the C Oxo acid diester of tetraethylene glycol, or complex esters such as a complex ester formed by reacting one mole of sebacic acid with two moles of tetraethylene glycol and two moles of 2-ethylhexanoic acid.
  • synthetic oils thatcan be used include synthetic hydrocarbons such as alkyl benzenes, e.g. alkylate bottoms from. the alkylation of benzene with tetrapropylene, or the .copoly mers of ethylene and propylene; silicone oils,.e.g. ethyl phenyl polysiloxanes, methyl polysiloxanes, etc.; polyglycol oils, e.g. those obtained by condensing butyl alcohol with propylene oxide; carbonate esters, e.g. the product of reacting C Oxo alcohol with ethyl carbonate to form a half ester followed by reaction on the latter with tetraethylene glycol, etc.
  • synthetic hydrocarbons such as alkyl benzenes, e.g. alkylate bottoms from. the alkylation of benzene with tetrapropylene, or the .copoly mers of ethylene and propylene
  • silicone oils e.
  • Suitable synthetic oils include the polyphenyl ethers, e.g. those having from about 3 to 7 ether linkages and about 4 to 8 phenyl groups.'(See U.S. Pat. No; 3,424,678, column 3
  • the greasesof this invention can be formed in a number of different ways.
  • One convenient way when the third acid is salicylic acid is to co-neutralize the hydroxy fatty acid and the dicarboxylic acid in at least a portion of the oil with lithium hydroxide. This neutralization will take place at a temperature in the range of about 180 to 220F. When the soap stock has thickened to a heavy consistency, the temperature is raised to about 260 to 300F. to bring about dehydration.
  • the soap stock is then cooled to about 190 to 2l0F. and the ester of salicylic acid is added; then, additional lithium hydroxide is added gradually to convert the salicylate ester to the dilithium salicylate salt.
  • Reaction is conducted at about 220 to 240F., preferably with agitation so as to facilitate the reaction.
  • the alcohol is evolved, and dilithium salicylate forms.
  • Dehydration is then completed at 300 to 320F. after which the grease is heated at 380390 F. for minutes to improve its yield and is then cooled while additional oil is added to obtain the desired consistency.
  • the additional oil can be added to the soap'concentrate prior to the in situ-formation in the dilithium salicylate.
  • An alternative method is to co-neutralize all three types of acid used in making the grease, or to saponify a lower ester of the second type of hydroxy acid, e.g. methyl salicylate, simultaneously with the neutralization of the hydroxy'acid of the first type, e.g. hydroxystearic acid and the dicarboxylic acid. Still another alternative is to co-neutralize the hydroxy fatty acid and the ester of the second hydroxy acid, followed by neutralization of the dicarboxylic acid.
  • a lower ester of the second type of hydroxy acid e.g. methyl salicylate
  • EXAMPLE I This example illustrates the preparation of a grease of this invention on a plant scale in a 1000 lb. kettle. The
  • the l2-hydroxystearic acid and the azelaic acid were charged to the kettle with about 55 weight of the baseoil, and the mixture was heated at l200F. until the carboxylic acids had dissolved. Then while the kettle temperature was maintained at 200 to 205F., a hot saturated aqueous solution containing sufficient lithium hydroxide to react with the hydroxystearic acid and the azelaic acid was added gradually over a period of one hour. When the soap stock had thickened to a heavy consistency, the temperature was raised to about 270F. as quickly as the dehydration process would permit. When dehydration was essentially complete, as indicated by a rapid increase in temperature to 300F., the soap stock was cooled to 200F.
  • the product was passed through a 100 mesh screen to complete its preparation.
  • the product was a smooth uniform grease, beige in color, with an unworked penetration of 230 at 77F.
  • the worked penetration of this base grease at 77F. was 230 after 60 strokes, 240 after 10,000 strokes and 251 after 100,000 strokes.
  • EXAMPLE 2 To prepare a grease suitable for lubrication of locomotive traction motor bearing the base grease of Examdilithium salicylate, identified as DLS grease.
  • the conventional lithium hydroxystearate grease was a commercial product containing lithium l2-hydroxystearate as the only thickener.
  • the grease DLS also had lithium l2-hydroxystearate as the only thickener but it additionally contained 3 weight percent of finely ground preformed dilithium salicylate powder as an antioxidant. See US. Pat. No. 2,951,808.
  • Example 3 Grease 8300 2360 follows.
  • Example 2 Lithium Hydroxy- Product stearate Grease DLS Grease Oil Content, Wt.% 80.1 86 82.1 Oil Viscosity, SUS at 100F. 520 485 520 ASTM Worked Penetration, 77F., 60Strokes 248 253 234 5,000strokes 265 250 10,000Strokes 265 250 100,000Strokes 277 264 304 ASTM Roller, 100 Hr. at 160 rpm A ASTM Pen. (77F.)/Adhesion: 77F.
  • Oil concentrate 20% active ingredient, of 2 parts wax-alkylated naphthalene and 1 part C.C,, alkyl methacrylate polymer.
  • the free alkali content of the dehydrated product was 0.18%, which indicated that neutralization of all of the carboxyl groups was essentially complete.
  • the temperature of the dehydrated product was raised to 390400F. for 30 minutes in order to improve the dispersion.
  • the soap concentrate product was then cooled while additional oil was added to give the desired consistency. This product is identified as a base grease in the accompanying Table V.
  • the resulting comparative grease was of substantially the same consistency as Grease D (ASTM penetration 300) but it had a dropping point of only 374F and had a life of only 175 hours in the Static EXAMPLE 6 Oxidation Test.
  • Methyl salicylate and lithium hydroxide monohydrate were reacted in the base grease at 220F. in the same manner as described for the preparation of Grease A, Example 5. The difference was that the methyl salicylate and lithium hydroxide were reacted in the finished base grease rather than in the soap concentrate. The product that was obtained was identified as Grease D.
  • COMPARATIVE EXAMPLE l The effect of omitting the dicarboxylic acid soaps from the grease was determined by preparing a grease similar to greases A and D omitting the dilithium azelate. The grease is identified as Grease E.
  • the properties of the base grease and of greases A, D and E are given in Table V which follows.
  • Greases A and D both have a mole ratio of 1 mole of hydroxystearic acid, 0.75 mole of azelaic acid, and about 0.7 mole of salicylic acid.
  • the data obtained with grease E show that the presence of the dicarboxylic acid soap is necessary in order to obtain a satisfactorily fine dilithium salicylate in the grease as well as to insure that the grease will have a dropping point of at least 500F.
  • EXAMPLE 7 Using the same general procedure as described in Example 1, several grease formulationswere made in which, in one instance, lower mole ratios of dibasic acid and methyl salicylate were used (Grease F), and in other instances a C or a C dibasic acid was used in place of azelaic acid (Greases G and H). The formulations of these greases and their properties are given in accompanying Table VI.
  • Formulation J shows that a high dropping point grease can also be obtained by forming dilithium salicylate in situ from salicylic acid instead of methyl salicylate.
  • a grease similar to Grease G was prepared from one mole of 12 hydroxy stearic acid, 0.75 mole of sebacic acid, and 0.80 of benzoic acid. The total amount of oil in the grease was 83.5%. The grease had an ASTM penetration of 336 at 77F. and a dropping point of 450F. This compares with a dropping point of more than 500F. for Grease G, showing that the substitution of a nonhydroxylated acid such as benzoic acid in place of a hydroxylated acid such as salicylic acid reduces the dropping point of the grease.
  • EXAMPLE 8 Using the procedure of Example 6 a grease was prepared in which the acids used had a mole ratio of 1 mole of l2-hydroxystearic acid, 0.75 mole of azelaic acid and 0.75 mole of parahydroxy benzoic acid. A portion of the base grease of Example 4 was heated to 180F. and then the benzoic acid was added along with sufficient lithium hydroxide to convert the acid to a dilithium salt. The mixture was then heated for one-half hour at 230F. and then dehydrated for 1 hour at 300F. The grease had a dropping point in excess of 500F. and had an ASTM penetration of 325 at 76F. (330 after 60 strokes). The total thickener content of this grease was 18.1 wt.
  • EXAMPLE 9 Following the procedure of Example 8, a grease was made using 0.75 mole of lactic acid instead of the parahydroxy benzoic acid.
  • the base grease was made from an 87 V.I. oil having a viscosity of 600 SUS at 100F. rather than 550 SUS at 100F. and 90 VI
  • the total thickener content of the grease as lithium salts was 15.3 wt.
  • the dropping point of the grease was 515F. and the grease had a penetration of 82F. of 328 (332 after 60 strokes).
  • a lubricating grease composition of high dropping point and long oxidation life which comprises a major proportion of a lubricating oil and from about 2 to 30 weight of a thickener system whose essential components include a dilithium salt of a C.,C dicarboxylic acid, a lithium soap of a C to C hydroxy acid, and a lithium salt of a hydroxy aromatic carboxylic acid having a maximum of 14 carbon atoms, wherein the hydroxy group is attached to a carbon atom not more than 6 carbon atoms removed from the carboxyl group,
  • said lithium salt of hydroxy aromatic carboxylic acid having been prepared by reacting lithium base with hydroxy aromatic carboxylic acid or lower alcohol ester thereof in the presence of dilithium salt of dicarboxylic acid and lithium soap of hydroxy fatty acid.
  • composition as defined by claim 1 wherein the proportion of C to C hdyroxy fatty acid is from about 1.5 to 5 parts by weight per part by weight of dicarboxylic acid.
  • Composition as defined by claim 1 wherein the proportion of hydroxy, aromatic carboxylic acid is from about 0.125 to 1.25 parts by weight per part by weight of dicarboxylic acid.
  • Grease composition as defined by claim 1 wherein said hydroxy aromatic carboxylic acid is salicylic acid.
  • Grease composition as defined by claim 1 wherein said hydroxy aromatic carboxylic acid is parahydroxy benzoic acid.
  • Grease composition as defined by claim 1 wherein said hydroxy fatty acid is l2-hydroxystearic acid.

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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)
US509231A 1970-11-18 1974-09-25 Modified lithium soap grease Expired - Lifetime US3929651A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
AU35624/71A AU457980B2 (en) 1970-11-18 1971-11-11 Lithium soap grease
GB5265871A GB1364648A (en) 1970-11-18 1971-11-12 Lithium soap grease
FR7141219A FR2115220B1 (cs) 1970-11-18 1971-11-17
CA127,915A CA1005428A (en) 1970-11-18 1971-11-17 Lithium soap grease
DE2157207A DE2157207C2 (de) 1970-11-18 1971-11-18 Schmierfett
NLAANVRAGE7115904,A NL174567C (nl) 1970-11-18 1971-11-18 Werkwijze ter bereiding van een smeervet.
US509231A US3929651A (en) 1970-11-18 1974-09-25 Modified lithium soap grease

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AU (1) AU457980B2 (cs)
CA (1) CA1005428A (cs)
DE (1) DE2157207C2 (cs)
FR (1) FR2115220B1 (cs)
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JPS546002A (en) * 1977-06-17 1979-01-17 Chuo Yuka Lithium soappbase lubricating grease compositions and production thereof
US4176075A (en) * 1978-09-13 1979-11-27 Exxon Research & Engineering Co. Dioxime and hydroxy benzoic acid metal salt antioxidants for lithium soap grease compositions
US4253979A (en) * 1979-02-05 1981-03-03 Exxon Research & Engineering Co. Lubricating grease composition containing pyrrolidone derivative as grease thickener
US4392967A (en) * 1981-08-11 1983-07-12 Exxon Research And Engineering Co. Process for continuously manufacturing lubricating grease
US4376060A (en) * 1981-11-04 1983-03-08 Exxon Research And Engineering Co. Process for preparing lithium soap greases containing borate salt with high dropping point
EP0084910A3 (en) * 1982-01-21 1985-01-16 Shell Internationale Research Maatschappij B.V. High dropping-point lithium-complex grease having improved anti-noise properties
US4435299A (en) 1982-06-07 1984-03-06 Texaco Inc. Preparation of high dropping point lithium complex soap grease
US4582619A (en) * 1984-10-09 1986-04-15 Texaco Development Corporation Preparation of high dropping point lithium complex soap grease
EP0191608A3 (en) * 1985-02-09 1988-07-27 The British Petroleum Company p.l.c. Lubricating grease for rock drill bits and bits so lubricated
US4822503A (en) * 1986-04-11 1989-04-18 Exxon Research And Engineering Company Method of manufacturing an improved multi-grade lubricating grease
US4897210A (en) * 1988-07-12 1990-01-30 Pennzoil Products Company Lithium complex grease thickener and high dropping point thickened grease
EP0359466A1 (en) * 1988-09-08 1990-03-21 Exxon Research And Engineering Company Lubricating composition
US5116522A (en) * 1988-09-08 1992-05-26 Exxon Research And Engineering Company Grease composition containing an ethylene copolymer having a melt index of at least about 40
US6039961A (en) * 1994-07-22 2000-03-21 Coletica Lipophilic hydroxylated acid, its use in cosmetics and pharmacy, and its process of preparation
US5558807A (en) * 1995-05-19 1996-09-24 Exxon Research And Engineering Company Wax isomerate-based high temperature long bearing life grease
KR100429130B1 (ko) * 1996-04-17 2004-07-16 이데미쓰 고산 가부시키가이샤 냉동기유 조성물
WO1998011180A1 (en) * 1996-09-11 1998-03-19 Exxon Research And Engineering Company Lithium complex grease with extended lubrication life
US5731274A (en) * 1996-09-11 1998-03-24 Exxon Research And Engineering Company Lithium complex grease with extended lubrication life
EP1002027A1 (en) 1997-03-14 2000-05-24 Exxon Research And Engineering Company Grease containing diamine corrosion inhibitors
US5851969A (en) * 1997-03-14 1998-12-22 Exxon Research And Engineering Company Grease containing diamine corrosion inhibitors
US6500788B2 (en) * 1998-07-07 2002-12-31 Kyodo Yushi Co., Ltd. Lubricating grease composition
US6608008B1 (en) * 2000-09-20 2003-08-19 Toxco Inc. Lithium hydroxide compositions
US6598720B2 (en) * 2000-10-20 2003-07-29 Ina Walzlager Schaeffler Ohg Fan clutch
US20050082014A1 (en) * 2003-10-17 2005-04-21 Spagnoli James E. Method and equipment for making a complex lithium grease
US7829512B2 (en) * 2003-10-17 2010-11-09 Exxonmobil Research And Engineering Company Method and equipment for making a complex lithium grease
US20060052261A1 (en) * 2004-08-11 2006-03-09 Bernd Kray Process for the preparation of pulverulent (poly)ureas by means of spray drying
US20060058203A1 (en) * 2004-08-11 2006-03-16 Wilhelm Laufer Process for the preparation of pulverulent (poly)ureas
EP2588583A4 (en) * 2010-06-30 2014-01-08 Chevron Usa Inc LITHIUM COMPLEX LUBRICANT WITH INCREASED THICKENER YIELD
WO2012005799A2 (en) 2010-06-30 2012-01-12 Chevron U.S.A. Inc. Lithium complex grease with improved thickener yield
CN101955835B (zh) * 2010-10-13 2013-03-06 中国石油化工股份有限公司 一种四组分复合锂基润滑脂的组合物及制备方法
CN101955835A (zh) * 2010-10-13 2011-01-26 中国石油化工股份有限公司 一种四组分复合锂基润滑脂的组合物及制备方法
WO2013070588A1 (en) 2011-11-08 2013-05-16 Exxonmobil Research And Engineering Company Water resistant grease composition
US20160201726A1 (en) * 2012-12-04 2016-07-14 Kyodo Yushi Co., Ltd. Rolling device
US10662389B2 (en) * 2017-12-22 2020-05-26 Hyundai Motor Company Lithium-based thickener and grease composition including the same
WO2019133255A1 (en) 2017-12-29 2019-07-04 Exxonmobil Research And Engineering Company Grease compositions with improved performance comprising thixotropic polyamide, and methods of preparing and using the same
US10774286B2 (en) 2017-12-29 2020-09-15 Exxonmobil Research And Engineering Company Grease compositions with improved performance and methods of preparing and using the same
WO2020131441A1 (en) 2018-12-19 2020-06-25 Exxonmobil Research And Engineering Company Grease compositions having improved performance
WO2020139333A1 (en) 2018-12-26 2020-07-02 Exxonmobil Research And Engineering Company Formulation approach to extend the high temperature performance of lithium complex greases

Also Published As

Publication number Publication date
FR2115220A1 (cs) 1972-07-07
AU3562471A (en) 1973-05-17
FR2115220B1 (cs) 1975-07-18
NL174567B (nl) 1984-02-01
CA1005428A (en) 1977-02-15
GB1364648A (en) 1974-08-29
NL174567C (nl) 1984-07-02
DE2157207C2 (de) 1982-06-09
AU457980B2 (en) 1975-02-13
NL7115904A (cs) 1972-05-23
DE2157207A1 (de) 1972-05-25

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