EP0155131B1 - Eine Borverbindung und eine hydroxy-substituierte Seife als Verdickungsmittel enthaltende Fettzusammensetzung - Google Patents

Eine Borverbindung und eine hydroxy-substituierte Seife als Verdickungsmittel enthaltende Fettzusammensetzung Download PDF

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Publication number
EP0155131B1
EP0155131B1 EP85301462A EP85301462A EP0155131B1 EP 0155131 B1 EP0155131 B1 EP 0155131B1 EP 85301462 A EP85301462 A EP 85301462A EP 85301462 A EP85301462 A EP 85301462A EP 0155131 B1 EP0155131 B1 EP 0155131B1
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EP
European Patent Office
Prior art keywords
composition according
sulfur
group
grease
phosphorus
Prior art date
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Expired - Lifetime
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EP85301462A
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English (en)
French (fr)
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EP0155131A2 (de
EP0155131A3 (en
Inventor
John Phillips Doner
Andrew Gene Horodysky
John Antone Keller, Jr.
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ExxonMobil Oil Corp
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Mobil Oil Corp
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Publication date
Application filed by Mobil Oil Corp filed Critical Mobil Oil Corp
Priority to AT85301462T priority Critical patent/ATE55406T1/de
Publication of EP0155131A2 publication Critical patent/EP0155131A2/de
Publication of EP0155131A3 publication Critical patent/EP0155131A3/en
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Publication of EP0155131B1 publication Critical patent/EP0155131B1/de
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    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
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    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
    • C10M2207/1245—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof used as thickening agent
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    • 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
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    • C10M2207/18—Tall oil acids
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    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/16—Groups 8, 9, or 10

Definitions

  • the invention is concerned with the novel group of compositions. It more particularly relates to a synergistic grease composition comprising oil, hydroxy-containing soap thickener and borated amine, and optionally containing phosphorus and sulfur moieties.
  • US Patents, 3125523; 3125524 and 3125525 disclose lubricating greases thickened with hydroxy fatty acid soaps and comprising salts formed from amines and borate esters.
  • the present invention seeks to provide lubricating greases of improved dropping point.
  • the alkyl borates include the mono-, di- and trialkyl borates, i.e., those having the methyl, ethyl, propyl, butyl, pentyl and hexyl groups.
  • the amine is overborated.
  • overborated is meant the presence in the borated product of more than a stoichiometric amount of boron with respect to the amine.
  • the primary amines such as hexylamine, octylamine, nonylamine, decylamine, dodecylamine, tetradecylamine, octadecylamine, eicosylamine, triacontylamine, oleylamine, stearylamine, isostearylamine, tallowamine and soyamine
  • the secondary amines corresponding to (1) having both groups the same or having mixtures of such groups
  • the corresponding tertiary amines where again all the groups in the same molecule can be the same or different
  • diamines such as N-octyl-1,2-ethylenediamine or the N-octyl-1,3-propylenediamine, N-coco-1,2-ethylenediamine or the N-coco-1,3-propylenediamine, N-oleyl-1,2-ethylenediamine
  • Alkoxylated amines included are bis(2-hydroxyethyl)olelylamine, bis(2-hydroxypropyl)oleylamine, bis(2-hydroxyethyl)tallowamine, bis(2-hydroxypropyl)tallowamine, (hydroxyethyl)(hydroxypropyl)tallowamine, polyethoxylated oleylamine (containing 7 ethoxy groups) and polyethoxylated tallowamine (containing 3 ethoxy groups). Included also are hydroxyalkyl amines made by the ethoxylation or propoxylation of hydrocarbyldiamines or hydrocarbyltriamines.
  • the reaction to form the condensation product (iii) can be carried out at from about 80°C to about 260°C, preferably from about 110°C to about 180°C.
  • the temperature chosen will depend for the most part on the particular reactants and on whether or not a solvent is used.
  • Reaction pressures can be vacuum, atmospheric or positive pressure.
  • quantities of reactants be chosen such that the molar ratio of amine to boric acid be from about 0.2 to about 2, preferably from about 0.5 to about 0.9.
  • the amine can be reacted with an excess of the boric acid to form a condensation product containing from about 0.1% by weight of boron to as much as 10% or more of boron.
  • reaction can be advantageously run at from about 1 to about 5 atmospheres.
  • a solvent may be used.
  • any relatively non-polar, unreactive solvent can be used, including benzene, toluene, xylene and 1,4-dioxane.
  • Other hydrocarbon and alcoholic solvents which include propanol, butanol, hexamethylene glycol and the like, can be used. Mixtures of alcoholic and hydrocarbon solvents can also be used.
  • any phase of the process can be carried out from about 1 to about 20 hours.
  • a narrow class of thickening agents is preferred to make the grease of this invention. Included among the preferred thickening agents are those containing at least a portion of alkali metal, alkaline earth metal or amine soaps of hydroxy-containing fatty acids, fatty glycerides and fatty esters having from 12 to about 30 carbon atoms per molecule.
  • the metals are typified by sodium, lithium, calcium and barium. Preferred is lithium.
  • Preferred members among these acids and fatty materials are 12-hydroxystearic acid and glycerides and esters containing 12-hydroxystearates, 14-hydroxystearic acid, 16-hydroxystearic acid and 6-hydroxystearic acid.
  • thickener need not be derived from the aforementioned preferred members. Significant benefit can be attained using as little thereof as about 15% by weight of the total thickener.
  • a complementary amount, i.e., up to about 85% by weight of a wide variety of thickening agents can be used in the grease of this invention. Included among the other useful thickening agents are alkali and alkaline earth metals soaps of methyl-12-hydroxystearate, diesters of a C 4 to C 12 dicarboxylic acid and tall oil or marine oil fatty acids. Other alkali or alkaline earth metal fatty acids containing from 12 to 30 carbon atoms and no free hydroxyl may be used. These include soaps of stearic and oleic acids.
  • thickening agents include salt and salt-soap complexes as calcium stearate-acetate (U.S. Patent No. 2,197,263), barium stearate acetate (U.S. Patent No. 2,564,561), calcium, stearate-caprylate-acetate complexes (U.S. Patent No. 2,999,065), calcium carpylate-acetate (U.S. Patent No. 2,999,066) and calcium salts and soaps of low-, intermediate- and high-mblecular weight acids of nut oil acids.
  • salt and salt-soap complexes as calcium stearate-acetate (U.S. Patent No. 2,197,263), barium stearate acetate (U.S. Patent No. 2,564,561), calcium, stearate-caprylate-acetate complexes (U.S. Patent No. 2,999,065), calcium carpylate-acetate (U.S. Patent No. 2,999,066) and calcium salts and soap
  • thickening agents comprises substituted ureas, phthalocyamines, indanthrene, pigments such as perylamides, pyromellitdiimides, and ammeline, as well as certain hydrophobic clays.
  • These thickening agents can be prepared from clays which are initially hydrophilic in character, but which have been converted into a hydrophobic condition by the introduction of long-chain hydrocarbon radicals into the surface of the clay particles prior to their use as a component of a grease composition, as, for example, by being subjected to a preliminary treatment with an organic cationic surface active agent, such as an onium compound.
  • Typical onium compounds are tetraalkylammonium chlorides, such as dimethyl dioctadecyl ammonium chloride, dimethyl dibenzyl ammonium chloride and mixtures thereof. This method of conversion, being well known to those skilled in the art, is believed to require no further discussion, and does not form a part of the present invention.
  • Manufacture of the thickening agents can be done in a variety of grease making equipment such as in open kettles at reduced, atmospheric, or positive pressures; in higher pressure reaction chambers which may be operated to as high as 180 psig; or in continuous manufacturing equipment.
  • the temperature range from the bulk grease under manufacture can range from 15°C (60°F) to 238°C (460°F).
  • the third member(s) that may be present in the grease composition are the phosphorus and sulfur moities. Both of these can be present in the same molecule, such as in a metal or non-metal phosphorodithioate of the formula wherein R 6 is a hydrocarbyl group containing 3 to 18 carbon atoms, M is a metal or non-metal, n is the valence of M and Z is oxygen or sulfur, at least one Z being sulfur.
  • R 6 is preferably an alkyl group and may be a propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl or octadecyl group, including those derived from propanol, isopropanol, butanol, isobutanol, sec-butanol, 4-methyl-2-pentanol, 2-ethylhexanol, oleyl alcohol, and mixtures thereof. Further included are alkaryl groups such as butylphenyl, octylphenyl, nonylphenyl and dodecylphenyl groups.
  • the metals covered by M include those in Groups IA, IIA, IIB and VIII of the Periodic Table. Some that may be mentioned are lithium, molybdenum, sodium, calcium, zinc, cadmium, silver and gold.
  • Non- metallic ions include organic groups derived from vinyl esters such as vinyl acetate, vinyl ethers such as butyl vinyl ether, epoxides such as propylene oxide and 1,2-epoxydodecane and amine salts. They also include other nitrogenous compounds such as those derived from hydrocarbyl amines and diamines, including oleylamine and N-oleyl-1,3-propylenediamine and such as the imidazolines and oxazolines.
  • the phosphorus and sulfur can also be supplied from the combination of two separate compounds, such as the combination of (1) a dihydrocarbyl phosphite having 2 to 10 carbon atoms in each hydrocarbyl group or mixtures of phosphites and (2) a sulfide such as sulfurized isobutylene, dibenzyl sulfide, sulfurized terpenes, phosphorodithionyl disulfide and sulfurized jojoba oil.
  • the phosphites embrace the dibutyl, dihexyl, dioctyl, didecyl and similar phosphites.
  • Phosphate esters containing 4 to 20 carbon atoms in each hydrocarbyl group such as tributyl phosphate, tridecyl phosphate, tricresyl phosphate and mixtures of such phosphates, can also be used.
  • the greases of the present invention can be made from either a mineral oil or a synthetic oil, or mixtures thereof.
  • mineral oils both paraffinic, naphthenic and mixtures thereof, may be of any suitable lubricating viscosity range, as for example, from about 45 SSU at 100°F to about 6000 SSU at 100°F, and preferably from about 50 to about 250 SSU at 210°F.
  • These oils may have viscosity indexes ranging up to about 100 or higher. Viscosity indexes from about 70 to about 95 are preferred.
  • the average molecular weights of these oils may range from about 250 to about 800.
  • the lubricating oil from which it is prepared is generally employed in an amount sufficient to balance the total grease composition, after accounting for the desired quantity of the thickening agent, and other additive components to be included in the grease formulation.
  • Typical synthetic vehicles include polyisobutylene, polybutenes, hydrogenated polydecenes, polypropylene glycol, polyethylene glycol, trimethylol propane esters, neopentyl and pentaerythritol esters, di(2-ethylhexyl) sebacate, di(2-ethylhexyl) adipate, dibutyl phthalate, fluorocarbons, silicate esters, silanes, este'f's of phosphorus-containing acids, liquid ureas, ferrocene derivatives, hydrogenated synthetic oils, chain-type polyphenyls, siloxanes and silicones (polysiloxanes), alkyl-substituted diphenyl esters typified by a butyl-substituted bis(p-phenoxy phenyl) ether, phenoxy phenylethers
  • the metallic soap grease compositions containing one or more of the borated amines, and optionally, one or more of the sulfur and phosphorus combinations described herein provide advantages in increased dropping point, improved grease consistency properties, antirust characteristics and potential antifatigue, antiwear and antioxidant benefits unavailable in prior greases.
  • the grease of this invention is unique in that it can be preferably manufactured by the admixture of additive quantities of the alcohol borates to the fully formed soap grease after completion of saponification.
  • N-tallow-1,3-propylenediamine obtained as Duomeen T obtained from Armak Chemical Co.
  • boric acid as generally described in Example 1.
  • the borated N-tallow-1,3-propylenediamine was blended with an equal wt. of 100 second process oil to form a 50% concentrate in mineral oil.
  • a lithium hydroxystearate grease thickener was prepared by saponification of a mixture containing 12-hydroxystearic acid (8%) and the glyceride thereof (9%) with lithium hydroxide in a mineral oil vehicle at about 177°C in a closed contactor.
  • Example 4 To the base grease of Example 4, was added at about 115°C, 1.0 wt.% of the borated N-tallow-1,3-propylenediamine of Example 2.
  • Example 4 50 wt.% of the base grease used in Example 4 plus 50 wt.% of the grease of Example 9, producing a 50-50 mixture of hydroxy- and non-hydroxy-containing thickeners.
  • Examples 7 and 8 show a significant effect upon hydroxy-containing carboxylate soap thickened grease when the borated amines described are used.

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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)

Claims (25)

1. Verbesserte Schmierfettzusammensetzung aus
i. einem Hauptanteil eines Schmierfetträgers,
ii. einem Verdickungsmittel, das wenigstens 15 Gew.-% einer hydroxylgruppenhaltigen Seife als Verdickungsmittel enthält, und
iii. 0,01 bis 10 Gew.-% eines Kondensationsprodukte, das durch Umsetzung von Borsäure mit einem Amin der Formel
Figure imgb0007
hergestellt wurde, worin
x eine Zahl von 0 bis 2 ist,
R, R1, R3 oder R4, die gleich oder verschieden sein können, jeweils ein Wasserstoffatom oder einem Ci- bis C30-Kohlenwasserstoffrest, einen C2- bis C4-Hydroxyalkylrest oder einen C6- bis C20-polyalkoxylierten Rest, der Schwefel oder zusätzlichen Sauerstoff enthalten kann, bedeuten, mit der Maßgabe, daß wenigstens einer der Reste R, R', R3 oder R4 kein Wasserstoffatom ist, und RI einen C2- bis C4-Alkylenrest darstellt.
2. Zusammensetzung nach Anspruch 1, die zusätzlich etwa 0,01 bis etwa 10 Gew.-% einer Verbindung enthält, die sowohl phosphor- als auch schwefelhaltige Rest oder ein Gemisch aus phosphorhaltigen und schwefelhaltigen Verbindungen enthält, um eine äquivalente Menge an Phosphor und Schwefel zur Verfügung zu stellen.
3. Zusammensetzung nach Anspruch 1 oder 2, worin das Verdickungsmittel eine Alkalimetall-, Erdalkalimetall- oder Aminseife einer hydroxylgruppenhaltigen Fettsäure, eines Glycerins mit Fettsäureresten oder eines Fettsäureesters mit 12 bis 30 Kohlenstoffatomen ist.
4. Zusammensetzung nach Anspruch 3, worin das Metall Natrium, Lithium, Calcium oder Barium ist.
5. Zusammensetzung nach der einem vorhergehenden Ansprüche, worin das Verdickungsmittel von 12-Hydroxystearinsäure, 14-Hydroxystearinsäure, 16-Hydroxystearinsäure, 6-Hydroxystearinsäure oder einem Glycerid oder Ester davon abgeleitet ist.
6. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin R, R', R3 oder R4, die gleich oder verschieden sein können, jeweils ein Wasserstoffatom oder eine C6- bis C20-Alkylgruppe darstellen, mit der Maßgabe, daß wenigstens einer der Reste R, R', R3 oder R4 kein Wasserstoffatom darstellt.
7. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin das amin (1) Hexylamin, Octylamin, Nonylamin, Decylamin, Dodecylamin, Tetradecylamin, Octadecylamin, Eicosylamin, Triacontylamin, Oleylamin, Stearylamin, Isostearylamin, Talgamin oder Sojamin ist, (2) ein (1) entsprechendes sekundäres Amin ist, das entweder zwei gleiche Reste oder Gemische solcher Reste aufweist, (3) ein entsprechendes tertiäres Amin ist, worin alle Reste in jeweils einem Molekül gleich oder verschieden sind, oder (4) N-Octyl-1,2-ethylendiamin, N-Octyl-1,3-propylendiamin, N-Kokos-1,2-ethylendiamin, N-Kokos-1,3-propylendiamin, N-Oleyl-1,2-ethylendiamin, N-Oleyl-1,3-propylendiamin, N-Soja-1,2-ethylendiamin, N-Soja-1,3-propylendiamin, N-Talg-1,2-ethylendiamin, N-Talg-1,3-propylendiamin, N-Ethyl-N-oleylamin, N-Methyl-N-sojamin, N,N-Diethyl-N-oleylamin, Bis-(2-hydroxyethyl)-oleylamin, Bis-(2-hydroxypropyl)-oleylamin, Bis-(2-hydroxyethyl)-talgamin, Bis-(2-hydroxypropyl)-talgamin, (Hydroxyethyl)-(hydroxypropyl)-talgamin, polyethoxyliertes Oleylamin mit 7 Ethoxygruppen, polyethoxyliertes Talgamin mit 3 Ethoxygruppen, Hydroxyalkylamine, die durch Ethoxylierung oder Propoxylierung von Kohlenwasserstoffdiaminen oder Kohlenwasserstofftriaminen hergestellt wurden, Dodecyloxypropylamin oder Triisodecyloxypropylamin, ist.
8. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin die phosphor- und schwefelhaltigen Reste durch ein Phosphorthioat de Formel
Figure imgb0008
zur Verfügung gestellt werden, worin R6 ein Kohlenwasserstoffrest mit 3 bis 18 Kohlenstoffatomen, M ein Metall oder ein Nichtmetall, n die Wertigkeit von M und Z Sauerstoff oder Schwefel ist, wobei wenigstens ein Z Schwefel ist.
9. Zusammensetzung nach Anspruch 8, worin R6 ein Alkyl- oder Alkarylrest ist.
10. Zusammensetzung nach Anspruch 9, worin R6 ein Propyl-, Butyl-, Pentyl-, Hexyl-, Octyl-, Dodecyl-, Tetradecyl-, Octadecyl-, Butylphenyl-, Octylphenyl-, Nonylphenyl-, Dodecylphenyl- oder Oleylrest oder ein Gemisch davon ist.
11. Zusammensetzung nach Anspruch 10, worin R6 von Propanol, Isopropanol, Butanol, Isobutanol, sek.-Butanol, 4-Methyl-2-pentanol, 2-Ethylhexanol oder einem Gemisch davon abgeleitet ist.
12. Zusammensetzung nach einem der Ansprüche 8 bis 11, wobei M ein Metall aus der Gruppe IA, IIA, IIB oder VIII des Periodensystems ist.
13. Zusammensetzung nach Anspruch 12, worin das Metall Lithium, Natrium, Silber, Molybdän, Calcium, Zink, Cadmium oder Gold ist.
14. Zusammensetzung nach einem der Ansprüche 8 bis 11, worin M von Vinylacetat, Butylvinylether, Propylenoxid, 1,2-Epoxydodecan oder einer stickstoffhaltigen Verbindung abgeleitet ist.
15. Zusammensetzung nach einem der Ansprüche 1 bis 7, worin die phosphor- und schwefelhaltigen Reste durch eine Kombination von (1) einem Dihydrocarbylphosphit mit 2 bis 6 Kohlenstoffatomen in jedem Kohlenwasserstoffrest, Gemischen solcher Phosphite oder einem Phosphatester mit 4 bis 20 Kohlenstoffatomen in jedem Kohlenstoffrest, und (2) einem Sulfid, ausgewählt aus der Gruppe sulfuriertes .Isobutylen, Dibenzyldisulfid, sulfurierte Terpene, Phosphordithionyldisulfid und sulfuriertes Jojobaöl, zur Verfügung gestellt werden.
16. Zusammensetzung nach Anspruch 15, worin das Phosphit ein Dibutyl-, Dihexyl-, Dioctyl- oder Didecylphosphit oder ein Gemisch davon ist.
17. Zusammensetzung nach Anspruch 15, worin der Phosphatester ein Tributyl-, Tridecyl- oder Tricresylphosphat oder ein Gemisch davon ist.
18. Zusammensetzung nach Anspruch 1, worin das Amin N-Oleyl-1,3-propylendiamin und das Verdickungsmittel 12-Hydroxystearat ist sowie der Phosphor und Schwefel durch Zink-C3- bis C6- alkylphosphordithioat zur Verfügung gestellt werden.
19. Zusammensetzung nach Anspruch 1, worin das Amin N-Talg-1,3-propylendiamin, die Borverdindung Borsäure und das Verdickungsmittel Lithium-12-hydroxystearat ist sowie die phosphor-und schwefelhaltigen Reste durch Zink-C3- bis C6-alkylphosphordithioat zur Verfügung gestellt werden.
20. Zusammensetzung nach einem vorhergehenden Ansprüche, worin der Schmierfettträger ein Mineralöl ist.
21. Zusammensetzung nach einem vorhergehenden Ansprüche, worin der Schmierfettträger ein synthetisches Öl ist.
22. Zusammensetzung nach Anspruch 20 und 21, worin der Schmierfettträgir ein Gemisch aus Mineralöl und synthetischem Öl ist.
23. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin die Gesamtmenge des Verdickungsmittels etwa 3 bis 20 Gew.-% der gesamten Schmierfettzusammensetzung beträgt.
24. Verfahren zur Verbesserung des Tropfpunkts einer Schmierfettzusammensetzung, enthaltend einen Hauptanteil eines Schmierfettträgers und etwa 0,01 bis etwa 10 Gew.-% eines Kondensationsprodukts, das durch Umsetzung von Borsäure mit einem Amin der Formel
Figure imgb0009
hergestellt wurde, worin x eine Zahl von 0 bis 2 ist, R, R', R3 oder R4 Wasserstoffatome oder Kohlenwasserstoffreste mit 1 bis 30 Kohlenstoffatomen, Hydroxyalkylreste mit 2 bis 4 Kohlenstoffatomen oder einen polyalkoxylierten Rest mit 6 bis 20 Kohlenstoffatomen bedeuten oder der letztere Rest Schwefel oder zusätzlichen Sauerstoff enthält, wobei wenigstens einer der Reste R, R1, R3 und R4 kein Wasserstoffatom ist, und RZ einen Cz- bis C4-Alkylenrest mit einer Borverbindung darstellt, wobei das Verfahren das Verdicken des genannten Schmierfetts mit einem Verdickungsmittel, das wenigstens 15 Gew.-% einer hydroxylgruppenhaltigen Seife als Verdickungsmittel enthält, beinhaltet.
25. Verfahren nach Anspruch 4, bei dem die Schmierfettzusammensetzung zusätzlich etwa 0,01 bis etwa 10 Gew.-% einer Verbindung enthält, die sowohl Phosphor als auch Schwefel oder ein Gemisch von phosphorhaltigen und schwefelhaltigen Verbindungen, die eine äquivalente Menge an Phosphor und Schwefel zur Verfügung stellen, enthält.
EP85301462A 1984-03-07 1985-03-05 Eine Borverbindung und eine hydroxy-substituierte Seife als Verdickungsmittel enthaltende Fettzusammensetzung Expired - Lifetime EP0155131B1 (de)

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EP0157969B2 (de) * 1984-04-05 2000-01-12 The Lubrizol Corporation Organo-Borat Zusammensetzungen und deren Anwendung in Schmiermitteln
JPS6346299A (ja) * 1986-01-16 1988-02-27 Ntn Toyo Bearing Co Ltd プランジング型等速ジョイント用グリース
US4822505A (en) * 1987-07-31 1989-04-18 Exxon Research And Engineering Company Load-carrying grease
US9920274B2 (en) 2015-02-09 2018-03-20 Moresco Corporation Lubricant composition, use thereof and aliphatic ether compound

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US3125524A (en) * 1964-03-17 Lubricating greases containing salts of
US3125525A (en) * 1964-03-17 Lubricating greases containing borate
US3125523A (en) * 1964-03-17 Lubricating greases containing salts of
BE780687A (fr) * 1972-03-15 1972-07-03 Labofina Sa Graisses lubrifiantes.
US3940339A (en) * 1975-01-21 1976-02-24 Exxon Research & Engineering Co. Lithium borate complex grease exhibiting salt water corrosion resistance
CA1097319A (en) * 1977-03-14 1981-03-10 John H. Adams Grease containing borate ep additives
US4382006A (en) * 1979-11-06 1983-05-03 Mobil Oil Corporation Friction reduction additives and compositions thereof
US4328113A (en) * 1980-01-14 1982-05-04 Mobil Oil Corporation Friction reducing additives and compositions thereof
AU549639B2 (en) * 1981-07-01 1986-02-06 Chevron Research Company Lubricating oil composition to improve fuel economy
GB2106133B (en) * 1981-09-22 1985-01-09 Chevron Res Method of reducing brake chatter of oil immersed disc brakes
JPS58125794A (ja) * 1982-01-21 1983-07-26 Showa Shell Sekiyu Kk 音響特性が改善された高滴点リチウムコンプレツクスグリ−ス組成物
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CA1280738C (en) 1991-02-26
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JPH0635590B2 (ja) 1994-05-11
BR8501026A (pt) 1985-10-29

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