US20040147409A1 - Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride - Google Patents

Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride Download PDF

Info

Publication number
US20040147409A1
US20040147409A1 US10/624,240 US62424003A US2004147409A1 US 20040147409 A1 US20040147409 A1 US 20040147409A1 US 62424003 A US62424003 A US 62424003A US 2004147409 A1 US2004147409 A1 US 2004147409A1
Authority
US
United States
Prior art keywords
oil
alkali metal
additive composition
oil dispersion
metal borate
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.)
Abandoned
Application number
US10/624,240
Other languages
English (en)
Inventor
Pierre Tequi
Sylvain Iovine
Bernard Constans
Raphaele Ladaviere
Jean Martin
Thierry Le Mogne
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chevron Oronite SAS
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Assigned to CHEVRON ORONITE S.A. reassignment CHEVRON ORONITE S.A. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: IOVINE, SYLVAIN, LE MOGNE, THIERRY, MARTIN, JEAN MICHAEL, CONSTANS, BERNARD, LADAVIERE, RAPHAELE, TEQUI, PIERRE
Publication of US20040147409A1 publication Critical patent/US20040147409A1/en
Priority to US11/999,712 priority Critical patent/US20080153724A1/en
Assigned to TOTAL FRANCE reassignment TOTAL FRANCE CORRECTION TO PREVIOUSLY RECORDED REEL/FRAME 015219/0019. Assignors: IOVINE, SYLVAIN, MARTIN, JEAN MICHEL, MOGNE, THIERRY LE, CONSTANS, BERNARD, LADAVIERE, RAPHAELE
Assigned to CHEVRON ORONITE S.A. reassignment CHEVRON ORONITE S.A. CORRECTIVE ASSIGNMENT TO CORRECT AN ERROR ON THE COVER SHEET, PREVIOUSLY RECORDED AT REEL 015219 FRAME 0019. Assignors: TEQUI, PIERRE
Priority to US13/416,392 priority patent/US20120172264A1/en
Abandoned legal-status Critical Current

Links

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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/26—Compounds containing silicon or boron, e.g. silica, sand
    • 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
    • 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
    • C10M169/04—Mixtures of base-materials and additives
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/061—Carbides; Hydrides; Nitrides
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/087—Boron oxides, acids or 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/022—Ethene
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024—Propene
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/04—Molecular weight; Molecular weight distribution
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/055—Particles related characteristics
    • C10N2020/06—Particles of special shape or size
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions

Definitions

  • This invention is directed to an additive composition for a transmission oil. More particularly, this invention is directed to an additive composition comprising an oil dispersion of a hydrated alkali metal borate and an oil dispersion of hexagonal boron nitride, as well as lubricating oil compositions containing the same.
  • E.P. extreme-pressure
  • alkali metal borates are well known extreme-pressure agents for such compositions.
  • E.P. agents are added to lubricants to prevent destructive metal-to-metal contact in the lubrication of moving surfaces. While under normal conditions termed “hydrodynamic”, a film of lubricant is maintained between the relatively moving surfaces governed by lubricant parameters, and principally viscosity.
  • E.P. agents have been oil soluble or easily dispersed as a stable dispersion in the oil, and largely have been organic compounds chemically reacted to contain sulfur, halogen (principally chlorine), phosphorous, carboxyl, or carboxylate salt groups which react with the metal surface under boundary lubrication conditions. Stable dispersions of hydrated alkali metal borates have also been found to be effective as E.P. agents.
  • hydrated alkali metal borates are insoluble in lubricant oil media, it is necessary to incorporate the borate as a dispersion in the oil and homogenous dispersions are particularly desirable.
  • the degree of formation of a homogenous dispersion can be correlated to the turbidity of the oil after addition of the hydrated alkali metal borate with higher turbidity correlating to less homogenous dispersions.
  • dispersants include lipophilic surface-active agents such as alkeriyl succinimides or other nitrogen containing dispersants as well as alkenyl succinates. 1-4, 12 It is also conventional to employ the alkali metal borate at particle sizes of less than 1 micron in order to facilitate the formation of the homogenous dispersion. 11
  • anti-sticking agents are often employed in automotive gear boxes to provide smooth synchronization and good shiftability.
  • anti-sticking agents include phosphates, phosphites, phosphionates, thiophosphates, carbamates, molybdenum dithiocarbamates and dithiophosphates.
  • boron nitride exhibits friction modifying properties in lubricants.
  • U.S. Pat. No. 4,787,993, issued Nov. 29, 1988 to Nagahiro discloses a lubricant effective for the reduction of friction which comprises dispersing a finely powdered aromatic or polyamide resin into a fluid fat or oil, which may additionally contain molybdenum disulfide, organic molybdenum or boron nitride.
  • U.S. Pat. No. 4,715,972 issued Dec. 29, 1987 to Pacholke, discloses a solid lubricant additive for gear oils comprising solid lubricant particles combined with a stabilizing agent and a fluid carrier, wherein the solid lubricant particles are selected from the group consisting of molybdenum disulfide, graphite, cerium fluoride, zinc oxide, tungsten disulfide, mica, boron nitrate, boron nitride, borax, silver sulfate, cadmium iodide, lead iodide, barium fluoride, tin sulfide, fluorinated carbon, PTFE. intercalated graphite, zinc phosphide, zinc phosphate, and mixtures thereof.
  • This patent further discloses that such lubricant additive provides the gear oil with improved demulsibility, stability and compatibility characteristics of the gear oil when contaminated with water.
  • the present invention provides a novel additive composition for a transmission oil comprising:.
  • the additive composition of the present invention may be suitably employed in both manual transmission gear oils and automatic transmission oils.
  • the additive composition will be employed in a manual transmission gear oil.
  • the present invention further provides a lubricating oil composition comprising a major amount of a transmission oil of lubricating viscosity and an effective synchronizer sticking reducing amount of the additive composition described above.
  • the transmission oil is a manual transmission gear oil.
  • the present invention is based in part upon the surprising discovery that the unique combination of an oil dispersion of a hydrated alkali metal borate and an oil dispersion of hexagonal boron nitride provides a significant and unexpected reduction in synchronizer sticking when used as an additive composition in a manual transmission gear oil.
  • the present invention is directed to a novel additive composition for a transmission oil comprising (a) an oil dispersion of a hydrated alkali metal borate, and (b) an oil dispersion of hexagonal boron nitride, wherein the weight ratio of the hydrated alkali metal borate to the hexagonal boron nitride is in the range of about 95:5 to about 5:95.
  • the oil dispersion of hydrated alkali metal borate will contain a hydrated alkali metal borate, a dispersant, optionally a detergent, and an oil of lubricating viscosity.
  • the dispersant employed in the oil dispersion of hydrated alkali metal borate will be selected from the group consisting of a polyalkylene succinimide, a polyalkylene succinic anhydride, a polyalkylene succinic acid, a mono- or di-salt of a polyalkylene succinic acid, and mixtures thereof.
  • the oil dispersion of hydrated alkali metal borate will also contain a detergent, such as a metal sulfonate, preferably an alkylaromatic calcium sulfonate or other Group II metal sulfonate that acts in the present compositions to help provide for a homogeneous dispersion.
  • a detergent such as a metal sulfonate, preferably an alkylaromatic calcium sulfonate or other Group II metal sulfonate that acts in the present compositions to help provide for a homogeneous dispersion.
  • the oil dispersion of hydrated alkali metal borate preferably includes those compositions comprising from about 10 to 75 weight percent of the hydrated alkali metal borate; from about 2 to 40 weight percent of a dispersant; and from about 30 to 70 weight percent of an oil of lubricating viscosity, all based on the total weight of the oil dispersion.
  • Hydrated alkali metal borates are well known in the art. Representative patents disclosing suitable borates and methods of manufacture include: U.S. Pat. Nos. 3,313,727; 3,819,521; 3,853,772; 3,912,643; 3,997,454; and 4,089,790. 1-6
  • hydrated alkali metal borates suitable for use in the present invention can be represented by the following general formula:
  • M is an alkali metal, preferably sodium or potassium; x is a number from 2.5 to 4.5 (both whole and fractional); and y is a number from 1.0 to 4.8. More preferred are the hydrated potassium borates, particularly the hydrated potassium triborates.
  • the hydrated borate particles will generally have a mean particle size of less than 1 micron.
  • the ratio of boron to alkali metal will preferably range from about 2.5:1 to about 4.5:1.
  • Oil dispersions of hydrated alkali metal borates are generally prepared by forming, in deionized water, a solution of alkali metal hydroxide and boric acid, optionally in the presence of a small amount of the corresponding alkali metal carbonate. The solution is then added to a lubricant composition comprising an oil of lubricating viscosity, a dispersant and any optional additives to be included therein (e.g., a detergent, or other optional additives) to form an emulsion that is then dehydrated.
  • a lubricant composition comprising an oil of lubricating viscosity, a dispersant and any optional additives to be included therein (e.g., a detergent, or other optional additives) to form an emulsion that is then dehydrated.
  • hydrated alkali metal borates compositions containing oil/water emulsions of these hydrated alkali metal borates are referred to as “oil dispersions of hydrated alkali metal borates”.
  • Preferred oil dispersions of alkali metal borates will have a boron to alkali metal ratio of about 2.5:1 to about 4.5:1.
  • the hydrated alkali metal borate particles generally will have a mean particle size of less than 1 micron.
  • the hydrated alkali metal borates employed in this invention preferably will have a particle size where 90% or greater of the particles are less than 0.6 microns.
  • the hydrated alkali metal borate will generally comprise about 10 to 75 weight percent, preferably 25 to 50 weight percent, more preferably about 30 to 40 weight percent of the total weight of the oil dispersion of the hydrated borate. (Unless otherwise stated, all percentages are in weight percent.)
  • the additive compositions and lubricant compositions of this invention can further employ surfactants, detergents, other dispersants and other conditions as described below and known to those skilled in the art.
  • the additive compositions contain an alkylaromatic or polyisobutenyl sulfonate.
  • the oil dispersions of hydrated alkali metal borates employed in this invention generally comprise a dispersant, an oil of lubricating viscosity, and optionally a detergent, that are further detailed below.
  • the dispersant employed in the oil dispersion of hydrated alkali metal borate used in this invention can be ashless dispersants such as an alkenyl succinimide, an alkenyl succinic anhydride, an alkenyl succinate ester, and the like, or mixtures of such dispersants.
  • Ashless dispersants are broadly divided into several groups.
  • One such group is directed to copolymers which contain a carboxylate ester with one or more additional polar function, including amine, amide, imine, imide, hydroxyl carboxyl, and the like. These products can be prepared by copolymerization of long chain alkyl acrylates or methacrylates with monomers of the above function.
  • Such groups include alkyl methacrylate-vinyl pyrrolidinone copolymers, alkyl methacrylate-dialkylaminoethy methacrylate copolymers and the like.
  • amides and polyamides or esters and polyesters such as tetraethylene pentamine, polyvinyl polysterarates and other polystearamides may be employed.
  • Preferred dispersants are N-substituted long chain alkenyl succinimides.
  • Alkenyl succinimides are usually derived from the reaction of alkenyl succinic acid or anhydride and alkylene polyamines. These compounds are generally considered to have the formula
  • R 1 is a substantially hydrocarbon radical having a molecular weight from about 400 to 3000, that is, R 1 is a hydrocarbyl radical, preferably an alkenyl radical, containing about 30 to about 200 carbon atoms;
  • Alk is an alkylene radical of 2 to 10, preferably 2 to 6, carbon atoms,
  • R2, R 3 , and R 4 are selected from a C 1 -C 4 alkyl or alkoxy or hydrogen, preferably hydrogen, and
  • x is an integer from 0 to 10, preferably 0 to 3.
  • the actual reaction product of alkylene succinic acid or anhydride and alkylene polyamine will comprise the mixture of compounds including succinamic acids and succinimides.
  • this reaction product is customary to designate this reaction product as a succinimide of the described formula, since this will be a principal component of the mixture. See, for example, U.S. Pat. Nos. 3,202,678; 3,024,237; and 3,172,892.
  • N-substituted-alkenyl succinimides can be prepared by reacting maleic anhydride with an olefinic hydrocarbon followed by reacting the resulting alkenyl succinic anhydride with the alkylene polyamine.
  • the R 1 radical of the above formula that is, the alkenyl radical, is preferably derived from a polymer prepared from an olefin monomer containing from 2 to 5 carbon atoms.
  • the alkenyl radical is obtained by polymerzing an olefin containing from 2 to 5 carbon atoms to form a hydrocarbon having a molecular weight ranging from about 400 to 3000.
  • Such olefin monomers are exemplified by ethylene, propylene, 1-butene, 2-butene, isobutene, and mixtures thereof.
  • z is an integer of from 0 to 10 and Alk, R 2 , R 3 , and R 4 are as defined above.
  • the alkylene amines include principally methylene amines, ethylene amines, butylene amines, propylene amines, pentylene amines, hexylene amines, heptylene amines, octylene amines, other polymethylene amines and also the cyclic and the higher homologs of such amines as piperazine and amino alkyl-substituted piperazines.
  • ethylene diamine triethylene tetraamine, propylene diamine, decamethyl diamine, octamethylene diamine, diheptamethylene triamine, tripropylene tetraamine, tetraethylene pentamine, trimethylene diamine, pentaethylene hexamine, ditrimethylene triamine, 2-heptyl-3-(2-aminopropyl)-imidazoline, 4-methyl imidazoline, N,N-dimethyl-1,3-propane diamine, 1,3-bis(2-aminoethyl)imidazoline, 1-(2-aminopropyl)-piperazine, 1,4-bis(2-aminoethyl)piperazine and 2-methyl-1-(2-aminobutyl)piperazine. Higher homologs such as are obtained by condensing two or more of the above-illustrated alkylene amines likewise are useful.
  • ethylene amines are especially useful. They are described in some detail under the heading “Ethylene Amines” in Encyclopedia of Chemical Technology, Kirk-Othmer, Vol. 5, pp. 898-905 (Interscience Publishers, New York, 1950).
  • ethylene amine is used in a generic sense to denote a class of polyamines conforming for the most part to the structure
  • a is an integer from 1 to 10.
  • ethylene diamine diethylene triamine, triethylene tetraamine, tetraethylene pentamine, pentaethylene hexamine, and the like.
  • alkenyl succinimides are post-treated succinimides such as post-treatment processes involving ethylene carbonate disclosed by Wollenberg, et al., U.S. Pat. No. 4,612,132; Wollenberg, et al., U.S. Pat. No. 4,746,446; and the like as well as other post-treatment processes each of which are incorporated herein by reference in its entirety.
  • the dispersant component such as a polyalkylene succinimide, comprises from 2 to 40 weight percent, more preferably 5 to 20 weight percent, and even more preferably 5 to 15 weight percent, of the weight of the oil dispersion of, hydrated alkali metal borate.
  • Polyalkylene succinic anhydrides or a non-nitrogen containing derivative of the polyalkylene succinic anhydride are also suitable dispersants for use in the compositions of this invention.
  • the polyalkylene succinic anhydride is preferably a polyisobutenyl succinic anhydride.
  • the polyalkylene succinic anhydride is a polyisobutenyl succinic anhydride having a number average molecular weight of at least 500, more preferably at least 900 to about 3000 and still more preferably from at least about 900 to about 2300.
  • a mixture of polyalkylene succinic anhydrides is employed.
  • the mixture preferably comprises a low molecular weight polyalkylene succinic anhydride component and a high molecular weight polyalkylene succinic anhydride component.
  • the low molecular weight component has a number average molecular weight of from about 500 to below 1000 and the high molecular weight component has a number average molecular weight of from 1000 to about 3000.
  • both the low and high molecular weight components are polyisobutenyl succinic anhydrides.
  • various molecular weights polyalkylene succinic anhydride components can be combined as a dispersant as well as a mixture of the other above referenced dispersants as identified above.
  • the polyalkylene succinic anhydride is the reaction product of a polyalkylene (preferably polyisobutene) with maleic anhydride.
  • a polyalkylene preferably polyisobutene
  • maleic anhydride One can use conventional polyisobutene, or high methylvinylidene polyisobutene in the preparation of such polyalkylene succinic anhydrides.
  • thermal PIBSA polyisobutenyl succinic anhydride
  • chlorination PIBSA described in U.S. Pat. No. 3,361,673
  • chlorination PIBSA described in U.S. Pat. No.
  • the polyalkylene succinic anhydride or other dispersant component comprises from 2 to 40 weight percent, more preferably 5 to 20 weight percent, and even more preferably 5 to 15 weight percent, of the weight of the oil dispersion of hydrated alkali metal borate.
  • the hydrated alkali metal borate is in a ratio of at least 2:1 relative to the polyalkylene succinic anhydride or other dispersant, while preferably being in the range of 2:1 to 10:1. In a more preferred embodiment the ratio is at least 5:1. In another preferred embodiment, mixtures as defined above of the polyalkylene succinic anhydrides are employed.
  • the oil dispersion of hydrated alkali metal borate employed in the additive compositions of the present invention may optionally contain a detergent.
  • a detergent there are a number of materials that are suitable as detergents for the purpose of this invention. These materials include phenates (high overbased or low overbased), high overbased phenate stearates, phenolates, salicylates, phosphonates, thiophosphonates and sulfonates and mixtures thereof.
  • sulfonates are used, such as high overbased sulfonates, low overbased sulfonates, or phenoxy sulfonates.
  • the sulfonic acids themselves can also be used.
  • the sulfonate detergent is preferably an alkali or alkaline earth metal salt of a hydrocarbyl sulfonic acid having from 15 to 200 carbons.
  • sulfonate encompasses the salts of sulfonic acid derived from petroleum products.
  • Such acids are well known in the art. They can be obtained by treating petroleum products with sulfuric acid or sulfur trioxide. The acids thus obtained are known as petroleum sulfonic acids and the salts as petroleum sulfonates. Most of the petroleum products which become sulfonated contain an oil-solubilizing hydrocarbon group.
  • sulfonate are also included within the meaning of “sulfonate” are the salts of sulfonic acids of synthetic alkyl aryl compounds.
  • These acids also are prepared by treating an alkyl aryl compound with sulfuric acid or sulfur trioxide. At least one alkyl substituent of the aryl ring is an oil-solubilizing group, as discussed above.
  • the acids thus obtained are known as alkyl aryl sulfonic acids and the salts as alkyl aryl sulfonates.
  • the sulfonates where the alkyl is straight-chain are the well-known linear alkylaryl sulfonates.
  • the acids obtained by sulfonation are converted to the metal salts by neutralizing with a basic reacting alkali or alkaline earth metal compound to yield the Group I or Group II metal sulfonates.
  • the acids are neutralized with an alkali metal base.
  • Alkaline earth metal salts are obtained from the alkali metal salt by metathesis.
  • the sulfonic acids can be neutralized directly with an alkaline earth metal base.
  • the sulfonates can then be overbased, although, for purposes of this invention, overbasing is not necessary. Overbased materials and methods of preparing such materials are well known to those skilled in the art. See, for example, LeSuer U.S. Pat. No. 3,496,105, issued Feb. 17, 1970, particularly columns 3 and 4.
  • the sulfonates are present in the oil dispersion in the form of alkali and/or alkaline earth metal salts, or mixtures thereof
  • the alkali metals include lithium, sodium and potassium.
  • the alkaline earth metals include magnesium, calcium and barium, of which the latter two are preferred.
  • the preferred salts for use in the present invention are those of alkylated aromatic sulfonic acids in which the alkyl radical or radicals contain at least about 8 carbon atoms, for example from about 8 to 22 carbon atoms.
  • Another preferred group of sulfonate starting materials are the aliphatic-substituted cyclic sulfonic acids in which the aliphatic substituents or substituents contain a total of at least 12 carbon atoms, such as the alkyl aryl sulfonic acids, alkyl cycloaliphatic sulfonic acids, the alkyl heterocyclic sulfonic acids and aliphatic sulfonic acids in which the aliphatic radical or radicals contain a total of at least 12 carbon atoms.
  • oil-soluble sulfonic acids include petroleum sulfonic acids, mono- and poly-wax-substituted naphthalene sulfonic acids, substituted sulfonic acids, such as cetyl benzene sulfonic acids, cetyl phenyl sulfonic acids, and the like, aliphatic sulfonic acid, such as paraffin wax sulfonic acids, hydroxy-substituted paraffin wax sulfonic acids, etc., cycloaliphatic sulfonic acids, petroleum naphthalene sulfonic acids, cetyl cyclopentyl sulfonic acid, mono- and poly-wax-substituted cyclohexyl sulfonic acids, and the like.
  • the term “petroleum sulfonic acids” is intended to cover all sulfonic acids that are derived directly from petroleum products.
  • Typical Group II metal sulfonates suitable for use in the present invention include the metal sulfonates exemplified as follows: calcium white oil benzene sulfonate, barium white oil benzene sulfonate, magnesium white oil benzene sulfonate, calcium dipolypropene benzene sulfonate, barium dipolypropene benzene sulfonate, magnesium dipolypropene benzene sulfonate, calcium mahogany petroleum sulfonate, barium mahogany petroleum sulfonate, magnesium mahogany petroleum sulfonate, calcium triacontyl sulfonate, magnesium triacontyl sulfonate, calcium lauryl sulfonate, barium lauryl sulfonate, magnesium lauryl sulfonate, etc.
  • the concentration of metal sulfonate that may be employed may vary over a wide range, depending upon the concentration of alkali metal borate particles. When present, however, the detergent concentration will generally range from about 0.2 to about 10 weight percent and preferably from about 3 to about 7 weight percent, based on the total weight of the oil dispersion of the hydrated borate.
  • the compositions of this invention may contain a mixture of both a metal sulfonate and an ashless dispersant, as described above, where the ratio is a factor of achieving the proper stability of the oil dispersion of the hydrated alkali metal borate.
  • the lubricating oil to which the hydrated alkali metal borate and the dispersant are added to form the oil dispersion of the hydrated alkali metal borate can be any hydrocarbon-based lubricating oil or a synthetic base oil stock.
  • these lubricating oils can be added to the oil dispersion of hydrated alkali metal borate and additive compositions containing them, as described herein, in additional amounts, to form finished oil compositions.
  • the hydrocarbon-based lubricating oils may be derived from synthetic or natural sources and may be paraffinic, naphthenic or aromatic base, or mixtures thereof.
  • the diluent oil can be natural or synthetic, and can be different viscosity grades.
  • the lubricating oil typically comprises from about 30 to 70 weight percent, more preferably from about 45 to 55 weight percent, based on the total weight of the oil dispersion of the hydrated alkali metal borate.
  • oil dispersion of hydrated alkali metal borate is present in the additive composition of the invention in the range of about 10 to 90 weight percent, based on the total weight of the additive composition.
  • the additive composition of the present invention further contains an oil dispersion of hexagonal boron nitride.
  • Hexagonal boron nitride is a hexagonal, graphite-like form of boron nitride, having a layered structure and planar 6-membered rings of alternating boron and nitrogen atoms. On alternate sheets, boron atoms are directly over nitrogen atoms.
  • Hexagonal boron nitride can be prepared by heating boric oxide, boric acid or boric acid salts with ammonium chloride, alkali cyanides or calcium cyanamide at atmospheric pressure.
  • Hexagonal boron nitride may also be prepared by the reaction of boron trichloride or boron trifluoride with ammonia. A discussion of hexagonal boron nitride can be found, for example, in Kirk-Othmer, Encyclopedia of Chemical Technology, Fourth Edition, Vol. 4, pp. 427-429, John Wiley and Sons, New York, 1992.
  • the hexagonal boron nitride will have a mean particle size of less than 1 micron.
  • the hexagonal boron nitride will have a particle size distribution wherein 90% or greater of the particles are less than about 0.5 microns (500 nanometers, nm), with a preferred mean particle size of less than about 0.3 microns (300 nm).
  • the oil dispersion of the hexagonal boron nitride will contain about 1 to about 50 weight percent of the hexagonal boron nitride, preferably about 1 to about 20 weight percent, and more preferably about 5 to about 15 weight percent, based on the total weight of the oil dispersion.
  • the oil dispersion of the hexagonal boron nitride will contain a surfactant as a stabilizer for the oil dispersion.
  • Typical surfactants for use as a stabilizer include ethylene - propylene copolymers, or terpolymers of ethylene, propylene and an unconjugated dienes commonly known as ethylene-propylene-diene terpolymer, ethylene-propylene copolymers grafted with a nitrogen-containing vinyl functionality selected from the group consisting of N-vinyl pyrrollidone and N-vinyl pyridine, and the like.
  • the ethylene-propylene copolymer generally has an average molecular weight in the range of about 22,000 to 200,000.
  • a preferred surfactant is ethylene - propylene copolymer which has substantially equal proportions of ethylene and propylene monomers and an average molecular weight of from 22,000 to about 40,000.
  • the surfactant concentration in the oil dispersion of hexagonal boron nitride will typically range from about 0.1 to about 25 weight percent, preferably from about 2 to about 7 weight percent, and more preferably from about 3.0 to about 5.0 weight percent, based on the total weight of the oil dispersion of hexagonal boron nitride.
  • the lubricant oil used to prepare the oil dispersion of the hexagonal boron nitride may be selected from the same group of natural or synthetic lubricating oils described above for use in preparing the oil dispersion of the hydrated alkali metal borate, but other carrier fluids have been found to be satisfactory, including vegetable oils such as rapeseed oil; liquid hydrocarbons such as aliphatic and aromatic naphthas and mixtures thereof; synthetic lubricant fluids such as polyalphaolefins, polyglycols, diester fluids, and mixtures of these liquids.
  • the oil used in forming the oil dispersion of hexagonal boron nitride may be the same as, or different from, the lubricant oil employed in preparing the oil dispersion of hydrated alkali metal borate.
  • Typical oils for preparing the oil dispersion of hexagonal boron nitride include the Group I and Group II base oils, such as 150 solvent neutral petroleum oil.
  • the oil dispersion of hexagonal boron nitride is present in the additive composition of the invention in the range of about 10 to 90 weight percent, based on the total amount of the additive composition.
  • additive compositions of the present invention containing oil dispersions of alkali metal borate and hexagonal boron nitride may be blended further with additional additives to form additive packages containing the present additive compositions.
  • additive packages typically comprise from about 10 to 80 weight percent of the additive composition of the present invention described above and from about 90 to 20 weight percent of one or more of conventional additives selected from the group consisting of ashless dispersants (0-10%), detergents (0-5%), sulfurized hydrocarbons (0-40%), dialkyl hydrogen phosphates (0-15%), zinc dithiophosphates (0-20%), alkyl ammonium phosphates and/or thio- dithiophosphates (0-20%), phosphites (0 to 10%) fatty acid esters of polyalcohols (0-10%), 2,5-dimercaptothiadiazole (0-5%), benzotriazole (0-5%), dispersed molybdenum disulfide (0-5%), foam inhibitors (0-2%), and imidazolines (0-10% and the like wherein each weight percent is based on the total weight of the composition.
  • conventional additives selected from the group consisting of ashless dispersants (0-10%), detergents (0-5%), sulfurized hydrocarbons (0-40%)
  • Fully formulated finished oil compositions of this invention can be formulated from these additive packages upon further blending with an oil of lubricating viscosity.
  • the additive package described above is added to an oil of lubricating viscosity in an amount of from about 1 to 20 weight percent, preferably about 2 to 15 weight percent, to provide for the finished oil composition wherein the weight percent of the additive package is based on the total weight of the composition.
  • additives can be present in lubricating oils of the present invention. These additives include antioxidants, rust inhibitors, corrosion inhibitors, extreme pressure agents, antifoam agents, other anti-wear agents, and a variety of other well-known additives in the art.
  • the additive composition of the present invention was evaluated in a lubricating oil for its anti-sticking properties following a test using an SAE No. 2 bench, which evaluates transmission fluids during synchronization.
  • the friction pairs used in this bench comprised a brass. synchronizer ring and a steel gear cone.
  • a sticking torque is measured when rotation of the cone is resumed.
  • the lubricating oil and the metal parts are heated to a temperature between about 60° C. and 90° C.
  • the contact pressure is about 20 MPa and the initial sliding speed is 1.6 m/s.
  • Anti ⁇ - ⁇ sticking ⁇ ⁇ coefficient 1 - ( No . ⁇ of ⁇ ⁇ cycles ⁇ ⁇ with ⁇ ⁇ sticking ) ( Total ⁇ ⁇ No . ⁇ of ⁇ ⁇ cycles ⁇ ⁇ in ⁇ ⁇ test )
  • an anti-sticking coefficient of 0 indicates the presence of cone on ring sticking during every cycle of the test. Conversely, an anti-sticking coefficient of 1 indicates no sticking at all was observed over the entire duration of the test. Thus, the higher the anti-sticking coefficient, up to a maximum of 1, the better the anti-sticking performance of the lubricating oil.
  • test lubricating oil compositions were formulated as follows:
  • a lubricant composition was prepared containing the following:
  • the lubricant composition 2 was prepared containing the following:
  • the lubricant composition 3 was prepared containing the following:
  • a lubricating composition was prepared containing the following:
  • a lubricating composition was prepared containing the following:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
US10/624,240 2002-07-30 2003-07-22 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride Abandoned US20040147409A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US11/999,712 US20080153724A1 (en) 2002-07-30 2007-12-04 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
US13/416,392 US20120172264A1 (en) 2002-07-30 2012-03-09 Additive Composition for Transmission Oil Containing Hydrated Alkali Metal Borate and Hexagonal Boron Nitride

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EPEP02291928.6 2002-07-30
EP02291928A EP1386956B1 (fr) 2002-07-30 2002-07-30 Composition d'additifs pour huile de transmission contenant du borate de metal alkalin hydraté et du nitrure de bore héxagonal

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US11/999,712 Continuation US20080153724A1 (en) 2002-07-30 2007-12-04 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride

Publications (1)

Publication Number Publication Date
US20040147409A1 true US20040147409A1 (en) 2004-07-29

Family

ID=30011276

Family Applications (3)

Application Number Title Priority Date Filing Date
US10/624,240 Abandoned US20040147409A1 (en) 2002-07-30 2003-07-22 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
US11/999,712 Abandoned US20080153724A1 (en) 2002-07-30 2007-12-04 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
US13/416,392 Abandoned US20120172264A1 (en) 2002-07-30 2012-03-09 Additive Composition for Transmission Oil Containing Hydrated Alkali Metal Borate and Hexagonal Boron Nitride

Family Applications After (2)

Application Number Title Priority Date Filing Date
US11/999,712 Abandoned US20080153724A1 (en) 2002-07-30 2007-12-04 Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
US13/416,392 Abandoned US20120172264A1 (en) 2002-07-30 2012-03-09 Additive Composition for Transmission Oil Containing Hydrated Alkali Metal Borate and Hexagonal Boron Nitride

Country Status (9)

Country Link
US (3) US20040147409A1 (fr)
EP (1) EP1386956B1 (fr)
JP (1) JP4391937B2 (fr)
AT (1) ATE435268T1 (fr)
AU (1) AU2003260447A1 (fr)
CA (1) CA2493288C (fr)
DE (1) DE60232788D1 (fr)
ES (1) ES2329446T3 (fr)
WO (1) WO2004013262A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100695577B1 (ko) 2005-10-18 2007-03-14 한국화학연구원 술포닐이미드계 음이온 계면활성제
US20080015122A1 (en) * 2006-07-17 2008-01-17 Joerg Student Lubricant Composition and Cable Pulling Method
US20080015123A1 (en) * 2006-07-17 2008-01-17 General Electric Company Cable Pulling Apparatus and Method for Pulling Thereof
US20090042751A1 (en) * 2007-08-11 2009-02-12 Jagdish Narayan Lubricant having nanoparticles and microparticles to enhance fuel efficiency, and a laser synthesis method to create dispersed nanoparticles

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2403780T3 (es) * 2003-11-28 2013-05-21 Chevron Oronite S.A. Composición de aditivo para aceite de transmisión
CA2548166C (fr) * 2003-12-16 2010-05-04 Chevron Oronite Sa Composition d'additif pour de l'huile de transmission
FR2936812B1 (fr) * 2008-10-03 2010-10-15 Total France Compositions lubrifiantes pour transmissions.
TR200906533A2 (tr) * 2009-08-25 2010-03-22 Nnt Nanoteknoloji̇ Bor Ür.Ve Ser.Malz Detonasyon teknolojisi ve argon rejimi ile üretilmiş nano yağlayıcı katkı maddesi bileşimi ve üretim prosesi.
US9123762B2 (en) 2010-10-22 2015-09-01 Applied Materials, Inc. Substrate support with symmetrical feed structure
FR2984348B1 (fr) 2011-12-16 2015-02-27 Total Raffinage Marketing Compositions lubrifiantes pour transmissions
FR3000103B1 (fr) 2012-12-21 2015-04-03 Total Raffinage Marketing Composition lubrifiante a base d'ether de polyglycerol
FR3018079B1 (fr) 2014-02-28 2017-06-23 Total Marketing Services Composition lubrifiante a base de nanoparticules metalliques
CN110305716A (zh) * 2018-10-23 2019-10-08 河北益飞特化工科技有限公司 抗磨修复型节能环保润滑油及其制备方法
CN111979026A (zh) * 2020-08-27 2020-11-24 重庆宏润石化有限公司 一种纳米陶瓷齿轮油及制备方法
CN112011384A (zh) * 2020-09-01 2020-12-01 安徽省路驰环保科技有限公司 含改性纳米六方氮化硼的减摩剂及其制备方法和润滑油

Citations (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2156803A (en) * 1934-05-03 1939-05-02 Cooper Products Inc Lubricant
US3313727A (en) * 1965-02-09 1967-04-11 Chevron Res Alkali metal borate e.p. lubricants
US3489619A (en) * 1967-09-26 1970-01-13 Exxon Research Engineering Co Heat transfer and quench oil
US3819521A (en) * 1971-06-07 1974-06-25 Chevron Res Lubricant containing dispersed borate and a polyol
US3853772A (en) * 1971-06-01 1974-12-10 Chevron Res Lubricant containing alkali metal borate dispersed with a mixture of dispersants
US3912643A (en) * 1973-07-05 1975-10-14 Chevron Res Lubricant containing neutralized alkali metal borates
US3997454A (en) * 1974-07-11 1976-12-14 Chevron Research Company Lubricant containing potassium borate
US4089790A (en) * 1975-11-28 1978-05-16 Chevron Research Company Synergistic combinations of hydrated potassium borate, antiwear agents, and organic sulfide antioxidants
US4263155A (en) * 1980-01-07 1981-04-21 Chevron Research Company Lubricant composition containing alkali metal borate and stabilizing oil-soluble acid
US4401580A (en) * 1980-08-29 1983-08-30 Chevron Research Company Lubricant composition containing an alkali metal borate and an ester-polyol compound
US4472288A (en) * 1980-08-29 1984-09-18 Chevron Research Company Lubricant composition containing alkali metal borate and an oil-soluble amine salt of a phosphorus compound
US4534873A (en) * 1983-09-28 1985-08-13 Clark Gary G Automotive friction reducing composition
US4715972A (en) * 1986-04-16 1987-12-29 Pacholke Paula J Solid lubricant additive for gear oils
US4717490A (en) * 1986-09-30 1988-01-05 Chevron Research Company Synergistic combination of alkali metal borates, sulfur compounds, phosphites and neutralized phosphates
US4787993A (en) * 1986-07-17 1988-11-29 Mitsui Toatsu Chemicals, Incorporated Lubricant
US5154839A (en) * 1991-01-17 1992-10-13 Hanano Commercial Co., Ltd Powder lubricant for plunger device
US5173202A (en) * 1985-11-27 1992-12-22 Kabushiki Kaisha Kawabata Seisakusho Lubricant coating material: its characteristics and method of manufacture
US5360562A (en) * 1990-10-10 1994-11-01 Ethyl Petroleum Additives, Inc. Ashless or low-ash synthetic base compositions and additives therefor

Family Cites Families (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1248643B (de) * 1959-03-30 1967-08-31 The Lubrizol Corporation, Cleveland, Ohio (V. St. A.) Verfahren zur Herstellung von öllöslichen aeylierten Aminen
NL255193A (fr) * 1959-08-24
NL124842C (fr) * 1959-08-24
NL123303C (fr) * 1960-02-29
BE629904A (fr) * 1962-03-23
US3156803A (en) * 1962-05-29 1964-11-10 Gen Electric Circuit interrupter having uniformly spaced spiral arc runners in a confined atmosphere for improved arc voltage control
US3496105A (en) * 1967-07-12 1970-02-17 Lubrizol Corp Anion exchange process and composition
US3912764A (en) * 1972-09-29 1975-10-14 Cooper Edwin Inc Preparation of alkenyl succinic anhydrides
US4094799A (en) * 1976-12-20 1978-06-13 Atlantic Richfield Company Solid particles-containing lubricating oil composition and method for using same
DE2702604C2 (de) * 1977-01-22 1984-08-30 Basf Ag, 6700 Ludwigshafen Polyisobutene
US4161452A (en) * 1977-01-28 1979-07-17 Rohm And Haas Company Polyolefinic copolymer additives for lubricants and fuels
US4160739A (en) * 1977-12-05 1979-07-10 Rohm And Haas Company Polyolefinic copolymer additives for lubricants and fuels
JPS6012393B2 (ja) * 1978-08-09 1985-04-01 昭和電工株式会社 モ−タ−オイル
US4234435A (en) * 1979-02-23 1980-11-18 The Lubrizol Corporation Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation
US4417991A (en) * 1982-09-15 1983-11-29 Atlantic Richfield Company Graphited gear oils
US4746446A (en) * 1984-07-20 1988-05-24 Chevron Research Company Modified succinimides
US4612132A (en) * 1984-07-20 1986-09-16 Chevron Research Company Modified succinimides
CH668265A5 (de) * 1985-09-09 1988-12-15 Lonza Ag Verfahren zur herstellung von schmierwirkstoffen in pulvriger bis pastoeser form.
US4715992A (en) * 1985-10-30 1987-12-29 Westinghouse Electric Corp. Filter element reduction method
JPS63172795A (ja) * 1987-01-09 1988-07-16 Amuni Kk 潤滑剤
US5112507A (en) * 1988-09-29 1992-05-12 Chevron Research And Technology Company Polymeric dispersants having alternating polyalkylene and succinic groups
US5175225A (en) * 1989-09-29 1992-12-29 Chevron Research And Technology Company Process for preparing polymeric dispersants having alternating polyalkylene and succinic groups
US5137978A (en) * 1990-05-17 1992-08-11 Ethyl Petroleum Additives, Inc. Substituted acylating agents and their production
US5137980A (en) * 1990-05-17 1992-08-11 Ethyl Petroleum Additives, Inc. Ashless dispersants formed from substituted acylating agents and their production and use
US5569643A (en) * 1991-03-07 1996-10-29 Nippon Oil Co., Ltd. Grease composition for constant velocity joint
US5652201A (en) * 1991-05-29 1997-07-29 Ethyl Petroleum Additives Inc. Lubricating oil compositions and concentrates and the use thereof
US5319030A (en) * 1992-07-23 1994-06-07 Chevron Research And Technology Company One-step process for the preparation of alkenyl succinic anhydride
US5286799A (en) * 1992-07-23 1994-02-15 Chevron Research And Technology Company Two-step free radical catalyzed process for the preparation of alkenyl succinic anhydride
US5625004A (en) * 1992-07-23 1997-04-29 Chevron Research And Technology Company Two-step thermal process for the preparation of alkenyl succinic anhydride
GB9226108D0 (en) * 1992-12-15 1993-02-10 Bp Chem Int Ltd Resin-free succinimides
JP3001385B2 (ja) * 1993-12-13 2000-01-24 シェブロン ケミカル カンパニー ポリマー分散剤
US5514839A (en) * 1995-02-09 1996-05-07 Honeywell Inc. Weldable flexible circuit termination for high temperature applications
US5780399A (en) * 1995-02-10 1998-07-14 Nippon Zeon Co., Ltd. Oil-soluble polyester, additive for lubricating oil, and lubricating oil composition
EP0727455A3 (fr) * 1995-02-10 1998-12-09 Nippon Zeon Co., Ltd. Polyesters solubles dans l'huile, additifs pour huile lubrifiante et composition d'huile lubrifiante
JPH09132790A (ja) * 1995-11-09 1997-05-20 Cosmo Sogo Kenkyusho:Kk ギヤ油組成物
US5641730A (en) * 1995-11-29 1997-06-24 Chevron Chemical Company Grease composition with improved antiwear properties
US5777025A (en) * 1996-02-09 1998-07-07 Exxon Chemical Patents Inc. Process for preparing polyalkenyl substituted C4 to C10 dicarboxylic acid producing materials
US5792729A (en) * 1996-08-20 1998-08-11 Chevron Chemical Corporation Dispersant terpolymers
JPH10130678A (ja) * 1996-10-24 1998-05-19 Otsuka Chem Co Ltd 潤滑油
JP3719821B2 (ja) * 1997-06-02 2005-11-24 修 山本 エンジン潤滑油及び潤滑方法
EP0976813B1 (fr) * 1998-07-31 2003-12-10 Chevron Oronite S.A. Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées
JP3685629B2 (ja) * 1998-12-11 2005-08-24 電気化学工業株式会社 ホウ酸塩粒子、その粒子を含む無機粉末の製法及び用途
EP1088048A1 (fr) * 1999-04-15 2001-04-04 Chevron Oronite Company LLC Composition lubrifiante renfermant un borate de metal alcalin et un anhydride succinique de polyalkylene
JP4351764B2 (ja) * 1999-07-13 2009-10-28 株式会社Ａｄｅｋａ エンジン油用潤滑性組成物
US6288012B1 (en) * 1999-11-17 2001-09-11 Ecolab, Inc. Container, such as a beverage container, lubricated with a substantially non-aqueous lubricant
US6642189B2 (en) * 1999-12-22 2003-11-04 Nippon Mitsubishi Oil Corporation Engine oil compositions
JP4000738B2 (ja) * 2000-02-21 2007-10-31 住友金属工業株式会社 継目無鋼管の穿孔圧延方法
US6534450B1 (en) * 2001-09-28 2003-03-18 Chevron Oronite Company Llc Dispersed hydrated sodium borate compositions having improved properties in lubricating oil compositions
ES2403780T3 (es) * 2003-11-28 2013-05-21 Chevron Oronite S.A. Composición de aditivo para aceite de transmisión

Patent Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2156803A (en) * 1934-05-03 1939-05-02 Cooper Products Inc Lubricant
US3313727A (en) * 1965-02-09 1967-04-11 Chevron Res Alkali metal borate e.p. lubricants
US3489619A (en) * 1967-09-26 1970-01-13 Exxon Research Engineering Co Heat transfer and quench oil
US3853772A (en) * 1971-06-01 1974-12-10 Chevron Res Lubricant containing alkali metal borate dispersed with a mixture of dispersants
US3819521A (en) * 1971-06-07 1974-06-25 Chevron Res Lubricant containing dispersed borate and a polyol
US3912643A (en) * 1973-07-05 1975-10-14 Chevron Res Lubricant containing neutralized alkali metal borates
US3997454A (en) * 1974-07-11 1976-12-14 Chevron Research Company Lubricant containing potassium borate
US4163729A (en) * 1975-11-28 1979-08-07 Chevron Research Company Synergistic combinations of hydrated potassium borate, antiwear agents, and organic sulfide antioxidants
US4089790A (en) * 1975-11-28 1978-05-16 Chevron Research Company Synergistic combinations of hydrated potassium borate, antiwear agents, and organic sulfide antioxidants
US4263155A (en) * 1980-01-07 1981-04-21 Chevron Research Company Lubricant composition containing alkali metal borate and stabilizing oil-soluble acid
US4401580A (en) * 1980-08-29 1983-08-30 Chevron Research Company Lubricant composition containing an alkali metal borate and an ester-polyol compound
US4472288A (en) * 1980-08-29 1984-09-18 Chevron Research Company Lubricant composition containing alkali metal borate and an oil-soluble amine salt of a phosphorus compound
US4534873A (en) * 1983-09-28 1985-08-13 Clark Gary G Automotive friction reducing composition
US5173202A (en) * 1985-11-27 1992-12-22 Kabushiki Kaisha Kawabata Seisakusho Lubricant coating material: its characteristics and method of manufacture
US4715972A (en) * 1986-04-16 1987-12-29 Pacholke Paula J Solid lubricant additive for gear oils
US4787993A (en) * 1986-07-17 1988-11-29 Mitsui Toatsu Chemicals, Incorporated Lubricant
US4717490A (en) * 1986-09-30 1988-01-05 Chevron Research Company Synergistic combination of alkali metal borates, sulfur compounds, phosphites and neutralized phosphates
US5360562A (en) * 1990-10-10 1994-11-01 Ethyl Petroleum Additives, Inc. Ashless or low-ash synthetic base compositions and additives therefor
US5154839A (en) * 1991-01-17 1992-10-13 Hanano Commercial Co., Ltd Powder lubricant for plunger device

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100695577B1 (ko) 2005-10-18 2007-03-14 한국화학연구원 술포닐이미드계 음이온 계면활성제
US20080015122A1 (en) * 2006-07-17 2008-01-17 Joerg Student Lubricant Composition and Cable Pulling Method
US20080015123A1 (en) * 2006-07-17 2008-01-17 General Electric Company Cable Pulling Apparatus and Method for Pulling Thereof
US7900892B2 (en) * 2006-07-17 2011-03-08 Momentive Performance Materials Inc. Lubricant composition and cable pulling method
US8047506B2 (en) * 2006-07-17 2011-11-01 Momentive Performance Materials Inc. Cable pulling apparatus and method for pulling thereof
US20090042751A1 (en) * 2007-08-11 2009-02-12 Jagdish Narayan Lubricant having nanoparticles and microparticles to enhance fuel efficiency, and a laser synthesis method to create dispersed nanoparticles
US7994105B2 (en) * 2007-08-11 2011-08-09 Jagdish Narayan Lubricant having nanoparticles and microparticles to enhance fuel efficiency, and a laser synthesis method to create dispersed nanoparticles

Also Published As

Publication number Publication date
JP4391937B2 (ja) 2009-12-24
AU2003260447A1 (en) 2004-02-23
AU2003260447A8 (en) 2004-02-23
CA2493288C (fr) 2011-11-15
US20080153724A1 (en) 2008-06-26
ES2329446T3 (es) 2009-11-26
CA2493288A1 (fr) 2004-02-12
JP2005534762A (ja) 2005-11-17
DE60232788D1 (de) 2009-08-13
EP1386956B1 (fr) 2009-07-01
WO2004013262A8 (fr) 2004-05-21
ATE435268T1 (de) 2009-07-15
US20120172264A1 (en) 2012-07-05
WO2004013262A1 (fr) 2004-02-12
EP1386956A1 (fr) 2004-02-04

Similar Documents

Publication Publication Date Title
US20080153724A1 (en) Additive composition for transmission oil containing hydrated alkali metal borate and hexagonal boron nitride
EP1535987B1 (fr) Composition additive pour huile de transmission contenant du nitrure de bore hexagonal et un améliorant de l'indice de viscosité
US6737387B2 (en) Dispersed hydrated potassium borate compositions having improved properties in lubricating oil compositions
EP1298188B1 (fr) Dispersions à base de borate de sodium hydraté ayant des propriétes améliorées dans des compositions d'huiles lubrifiantes
EP0639633B1 (fr) Compositions modifiant le frottement et leur utilisation
AU751776B2 (en) Compositions containing friction modifiers for continuously variable transmissions
US4163729A (en) Synergistic combinations of hydrated potassium borate, antiwear agents, and organic sulfide antioxidants
US3929650A (en) Extreme pressure agent and its preparation
US5750477A (en) Lubricant compositions to reduce noise in a push belt continuous variable transmission
US5607906A (en) Grease composition for constant velocity joints
JP2005524758A (ja) カルシウム過塩基化界面活性剤およびマグネシウム過塩基化界面活性剤の組合せを含有する連続可変トランスミッション用流体
JP2859083B2 (ja) 自動車リミテッドスリップデファレンシャル用潤滑油組成物
JPH04227995A (ja) 改良分散剤配合物
EP1239021A2 (fr) Fluides de transmission à propriétés lubrifiantes améliorées
CA2548166C (fr) Composition d'additif pour de l'huile de transmission
CA2428915C (fr) Methode de reduction de l'usure et de la fatigue du metal lors du fonctionnement a haute temperature d'un train d'engrenages
US20060223721A1 (en) Additive system for lubricant
JP2005068370A (ja) 潤滑油組成物および潤滑油添加剤
CA3174129A1 (fr) Regeneration et/ou extension de la duree de vie de la performance de frottement dans des fluides de transmission

Legal Events

Date Code Title Description
AS Assignment

Owner name: CHEVRON ORONITE S.A., CALIFORNIA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:TEQUI, PIERRE;IOVINE, SYLVAIN;CONSTANS, BERNARD;AND OTHERS;REEL/FRAME:015219/0019;SIGNING DATES FROM 20040121 TO 20040225

AS Assignment

Owner name: CHEVRON ORONITE S.A., CALIFORNIA

Free format text: CORRECTIVE ASSIGNMENT TO CORRECT AN ERROR ON THE COVER SHEET, PREVIOUSLY RECORDED AT REEL 015219 FRAME 0019.;ASSIGNOR:TEQUI, PIERRE;REEL/FRAME:020447/0904

Effective date: 20040101

Owner name: TOTAL FRANCE, FRANCE

Free format text: CORRECTION TO PREVIOUSLY RECORDED REEL/FRAME 015219/0019.;ASSIGNORS:CONSTANS, BERNARD;IOVINE, SYLVAIN;LADAVIERE, RAPHAELE;AND OTHERS;REEL/FRAME:020382/0703;SIGNING DATES FROM 20040129 TO 20040225

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO PAY ISSUE FEE