US20090318319A1 - Friction modifiers for slideway applications - Google Patents

Friction modifiers for slideway applications Download PDF

Info

Publication number
US20090318319A1
US20090318319A1 US12/144,010 US14401008A US2009318319A1 US 20090318319 A1 US20090318319 A1 US 20090318319A1 US 14401008 A US14401008 A US 14401008A US 2009318319 A1 US2009318319 A1 US 2009318319A1
Authority
US
United States
Prior art keywords
metal
free
friction
composition
dispersant
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
US12/144,010
Other languages
English (en)
Inventor
Mark T. Devlin
Helen T. Ryan
Katie A. Hudson
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.)
Afton Chemical Corp
Original Assignee
Afton Chemical Corp
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 Afton Chemical Corp filed Critical Afton Chemical Corp
Priority to US12/144,010 priority Critical patent/US20090318319A1/en
Assigned to AFTON CHEMICAL CORPORATION reassignment AFTON CHEMICAL CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: HUDSON, KATIE A., RYAN, HELEN T., DEVLIN, MARK T.
Priority to AT09161709T priority patent/ATE532843T1/de
Priority to EP09161709A priority patent/EP2143781B1/de
Priority to JP2009145236A priority patent/JP5394137B2/ja
Publication of US20090318319A1 publication Critical patent/US20090318319A1/en
Priority to US14/064,798 priority patent/US8962539B2/en
Priority to US14/606,529 priority patent/US20150141306A1/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
    • C10M163/00—Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/028—Overbased salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/26—Overbased carboxylic acid salts
    • C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/223—Five-membered rings containing nitrogen and carbon only
    • C10M2215/224—Imidazoles
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/28—Amides; Imides
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/043—Mannich bases
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbased sulfonic acid salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066—Thiocarbamic type compounds
    • C10M2219/068—Thiocarbamate metal salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • 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
    • C10N2020/02—Viscosity; Viscosity index
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/40—Low content or no content compositions
    • 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
    • C10N2030/56—Boundary lubrication or thin film lubrication
    • 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
    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • the embodiments described herein relate to lubricant additives and use of such additives in lubricating oil formulations, and in particular to additive formulations used for slideway applications.
  • a slideway is a mechanical guide designed to provide a device with a track surface that is stable under load (i.e., minimal deflection) with a consistent finish for constant frictional forces, regardless of the rate of movement along the slideway.
  • Slideways may be used in heavy machine tool applications as well as in various electronic components such as disk drives for computers. Other slideways may be included in automotive shifting mechanisms.
  • friction at low speed hereinafter referred to as “static friction”
  • dynamic friction friction
  • Surface active agents are added to oils to reduce friction. The ability of surface active agents to reduce static friction on metal surfaces is well known.
  • a slideway lubricating additive useful in lubricating oils for slideway applications having a non-metal surface to be lubricated.
  • the lubricating additive includes a metal-free friction modifier; and a metal-free, sulfur-free, phosphorus containing anti-wear/extreme pressure agent.
  • the composition provides a lower coefficient of friction for non-metal sliding surfaces than for metal sliding surfaces.
  • a lubricating oil composition containing the slideway lubricating additive.
  • the lubricating oil compositions include a base oil a metal-free friction modifier; and a metal-free, sulfur-free, phosphorus containing anti-wear/extreme pressure agent.
  • the composition provides a lower coefficient of friction for non-metal sliding surfaces than for metal sliding surfaces.
  • Another embodiment provides a method of lubricating a non-metal surface of a slideway component.
  • the method includes applying a lubricant composition to the slideway component wherein the lubricant contains a base oil; and a metal-free friction modifier; a metal-free, sulfur-free, phosphorus containing anti-wear/extreme pressure agent.
  • the lubricant composition provides a lower coefficient of friction for non-metal sliding surfaces than for metal sliding surfaces.
  • Lubricants suitable for friction reduction on non-metal surfaces are critical for successful lubrication of slideways.
  • Lubricants and additive packages for lubricants described herein provide surface active agents that may have similar friction-reducing properties on metal surfaces but dramatically improve friction-reducing properties on non-metal surfaces.
  • hydrocarbon soluble means that the compound is substantially suspended or dissolved in a hydrocarbon material, as by reaction or complexation of a reactive metal compound with a hydrocarbon material.
  • hydrocarbon means any of a vast number of compounds containing carbon, hydrogen, and/or oxygen in various combinations.
  • hydrocarbyl refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character.
  • hydrocarbyl groups include:
  • non-metal may include substantially non-porous components made of plastic, ceramic, polymeric, fiberglass, glass, and composite materials, but does not include components that are primarily made of metal, i.e., more than about 50 weight percent metal.
  • the disclosure provides in one embodiment a lubricant additive that includes metal-free friction modifiers that are more effective at reducing friction for non-metal surfaces than metal-containing friction modifiers.
  • the additive includes at least one amine-containing, metal-free friction modifier that is more effective for reducing friction on non-metal surfaces than amine-free metal-free friction modifiers.
  • Yet another exemplary embodiment provides a lubricant additive that includes metal- and sulfur-free phosphorus compounds that are more effective for reducing friction on non-metal surfaces than metal-containing phosphorus/sulfur compounds and metal-free sulfur compounds.
  • a particularly suitable friction modifiers includes a metal-free, amine-containing friction modifier according to the following general formula:
  • R 1 is an alkyl or alkenyl group containing from about 10 to about 30 carbon atoms and R 2 is a hydroxyalkyl group containing from about 2 to about 4 carbon atoms.
  • a particularly suitable metal-free, amine-containing friction modifier may be a hydroxyalkyl alkenyl glyoxalidine such as 2-(2-heptadec-1-enyl-4,5-dihydroimidazol-1-yl)ethanol available from Lonza of Allendale, N.J. under the trade name UNAMINE O.
  • the amount of metal-free, amine-containing friction modifier in the lubricant composition may range from about 0.01 to about 1.0 percent by weight based on the total weight of the lubricant composition.
  • compositions of the present disclosure may include additional friction modifiers.
  • Glycerides may be used alone or in combination with other friction modifiers. Suitable glycerides may include glycerides of the formula:
  • each R is independently selected from the group consisting of H and C(O)R′ where R′ may be a saturated or an unsaturated alkyl group having from 3 to 23 carbon atoms.
  • examples of glycerides that may be used include glycerol monolaurate, glycerol monomyristate, glycerol monopalmitate, glycerol monostearate, and mono-glycerides derived from coconut acid, tallow acid, oleic acid, linoleic acid, and linolenic acids.
  • Typical commercial monoglycerides contain substantial amounts of the corresponding diglycerides and triglycerides.
  • a preferred glyceride is glycerol monooleate, which is generally a mixture of mono, di, and tri-glycerides derived from oleic acid, and glycerol.
  • Suitable commercially-available glycerides include glycerol monooleates, which may generally contain approximately 50% to 60% free hydroxyl groups.
  • lubricant compositions and additive concentrates according to the disclosure may also contain metal-free phosphorus anti-wear/extreme pressure agents.
  • a particularly suitable anti-wear/extreme pressure agent is a metal-free, sulfur-free phosphorus compound represented by the following general formula:
  • each of R 3 and R 4 is an alkyl group having from about 1 to about 4 carbon atoms or hydrogen, provided that not both of R 3 and R 4 are hydrogen, and R 5 is an alkyl or alkenyl group having from about 6 to about 30 carbon atoms.
  • Useful phosphonate esters include O,O-di-(primary alkyl)acyclic hydrocarbyl phosphonates in which the primary alkyl groups are the same or different each independently containing 1 to 4 carbon atoms and in which the acyclic hydrocarbyl group bonded to the phosphorus atom contains 12 to 24 carbon atoms and is a linear hydrocarbyl group free of acetylenic unsaturation.
  • Exemplary compounds include O,O-dimethyl hydrocarbyl phosphonates, O,O-diethyl hydrocarbyl phosphonates, O,O-dipropyl hydrocarbyl phosphonates, O,O-dibutyl hydrocarbyl phosphonates, O,O-diiso-butyl hydrocarbyl phosphonates, and analogous compounds in which the two alkyl groups differ, such as, for example, O-ethyl-O-methyl hydrocarbyl phosphonates, O-butyl-O-propyl hydrocarbyl phosphonates, and O-butyl-O-isobutyl hydrocarbyl phosphonates, wherein in each case the hydrocarbyl group is linear and is saturated or contains one or more olefinic double bonds, each double bond preferably being an internal double bond.
  • Suitable compounds include compounds in which both O,O-alkyl groups are identical to each other.
  • Other suitable compounds include compounds in which the hydrocarbyl group bonded to the phosphorus atom contains 16 to 20 carbon atoms.
  • a particularly suitable phosphonate ester compounds is dimethyloctadecyl phosphonate.
  • Suitable phosphonate esters include, but are not limited to, dimethyl triacontylphosphonate, dimethyl triacontenylphosphonate, dimethyl eicosylphosphonate, dimethyl hexadecylphosphonate, dimethyl hexadecenylphosphonate, dimethyl tetracontenylphosphonate, dimethyl hexacontylphosphonate, dimethyl dodecylphosphonate, dimethyl dodecenylphosphonate and the like.
  • Phosphonate esters are described, for example, in U.S. Pat. No. 4,158,633.
  • the amount of anti-wear/extreme pressure agent in lubricant compositions according to the disclosure may range from about 0.01 to about 1.0 percent by weight based on a total weight of the lubricant composition.
  • a suitable metallic detergent may include an oil-soluble neutral or overbased salt of alkali or alkaline earth metal with one or more of the following acidic substances (or mixtures thereof): (1) a sulfonic acid, (2) a carboxylic acid, (3) a salicylic acid, (4) an alkyl phenol, and (5) an organic phosphorus acid characterized by at least one direct carbon-to-phosphorus linkage.
  • Such an organic phosphorus acid may include those prepared by the treatment of an olefin polymer (e.g., polyisobutylene having a molecular weight of about 1,000) with a phosphorizing agent such as phosphorus trichloride, phosphorus heptasulfide, phosphorus pentasulfide, phosphorus trichloride and sulfur, or white phosphorus and a sulfur halide.
  • an olefin polymer e.g., polyisobutylene having a molecular weight of about 1,000
  • a phosphorizing agent such as phosphorus trichloride, phosphorus heptasulfide, phosphorus pentasulfide, phosphorus trichloride and sulfur, or white phosphorus and a sulfur halide.
  • Suitable salts may include neutral or overbased salts of magnesium, calcium, or zinc.
  • suitable salts may include magnesium sulfonate, calcium sulfonate, zinc sulfonate, magnesium phenate, calcium phenate, and/or zinc phenate. See, e.g., U.S. Pat. No. 6,482,778.
  • suitable metal-containing detergents include, but are not limited to, neutral and overbased salts such as a sodium sulfonate, a sodium carboxylate, a sodium salicylate, a sodium phenate, a lithium sulfonate, a lithium carboxylate, a lithium salicylate, a lithium phenate, a magnesium sulfonate, a magnesium carboxylate, a magnesium salicylate, a magnesium phenate, a calcium sulfonate, a calcium carboxylate, a calcium salicylate, a calcium phenate, a potassium sulfonate, a potassium carboxylate, a potassium salicylate, a potassium phenate, a zinc sulfonate, a zinc carboxylate, a zinc salicylate, and a zinc phenate.
  • neutral and overbased salts such as a sodium sulfonate, a sodium carboxylate, a sodium salicylate, a sodium phenate, a lithium
  • Further examples include a lithium, sodium, potassium, calcium, and magnesium salt of an aliphatic carboxylic acid and an aliphatic substituted cycloaliphatic carboxylic acid and many other similar alkali and alkaline earth metal salts of oil-soluble organic acids.
  • a mixture of a neutral or an overbased salt of two or more different alkali and/or alkaline earth metals can be used.
  • a neutral and/or an overbased salt of mixtures of two or more different acids can also be used.
  • Particularly suitable metal detergents useful in the slideway lubricants described herein may be selected from a calcium overbased sulfonate, a calcium overbased phenate and a calcium overbased sulfonate.
  • any effective amount of the metallic detergents may be used to enhance the benefits of this invention, typically these effective amounts will range from about 0.01 to about 2.0 wt. % in the finished fluid, or as a further example, from about 0.1 to about 1.5 wt. % in the finished fluid.
  • Suitable dispersants may include, but are not limited to, an oil soluble polymeric hydrocarbon backbone having functional groups that are capable of associating with particles to be dispersed.
  • the dispersants comprise amine, alcohol, amide, or ester polar moieties attached to the polymer backbone often via a bridging group.
  • Dispersants may be selected from Mannich dispersants as described in U.S. Pat. Nos. 3,697,574 and 3,736,357; ashless succinimide dispersants as described in U.S. Pat. Nos. 4,234,435 and 4,636,322; amine dispersants as described in U.S. Pat. Nos.
  • the dispersant may be a polyisobutyl-succinic anhydride dispersant.
  • the amount of dispersant in the slideway lubricant composition may range from about 0.01 to about 2.0 weight percent based on the total weight of the lubricant composition.
  • Embodiments of the present disclosure may also include one or more base oils of lubricating viscosity.
  • Base oils suitable for use in formulating the compositions, additives and concentrates described herein may be selected from any of the synthetic or natural oils or mixtures thereof.
  • the synthetic base oils include alkyl esters of dicarboxylic acids, polyglycols and alcohols, poly-alpha-olefins, including polybutenes, alkyl benzenes, organic esters of phosphoric acids, polysilicone oils, and alkylene oxide polymers, interpolymers, copolymers and derivatives thereof where the terminal hydroxyl groups have been modified by esterification, etherification, and the like.
  • Natural base oils include animal oils and vegetable oils (e.g., castor oil, lard oil), liquid petroleum oils and hydrorefined, solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic and mixed paraffinic-naphthenic types. Oils of lubricating viscosity derived from coal or shale are also useful base oils.
  • the base oil typically has a viscosity of about 2.5 to about 15 cSt and preferably about 2.5 to about 11 cSt at 100° C.
  • embodiments of the present disclosure may further include one or more optional additive components, including, but not limited to, corrosion inhibitors, pour point depressants, antifoam agents, viscosity index improvers, and mixtures of two or more of the foregoing.
  • optional additive components including, but not limited to, corrosion inhibitors, pour point depressants, antifoam agents, viscosity index improvers, and mixtures of two or more of the foregoing.
  • copper corrosion inhibitors may constitute another class of additives suitable for inclusion in the compositions.
  • Such compounds include thiazoles, triazoles and thiadiazoles.
  • examples of such compounds include benzotriazole, tolyltriazole, octyltriazole, decyltriazole, dodecyltriazole, 2-mercapto benzothiazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-5-hydrocarbylthio-1,3,4-thiadiazoles, 2-mercapto-5-hydrocarbyldithio-1,3,4-thiadiazoles, 2,5-bis(hydrocarbylthio)-1,3,4-thiadiazoles, and 2,5-bis(hydrocarbyldithio)-1,3,4-thiadiazoles.
  • Suitable compounds include the 1,3,4-thiadiazoles, a number of which are available as articles of commerce, and also combinations of triazoles such as tolyltriazole with a 1,3,5-thiadiazole such as a 2,5-bis(alkyldithio)-1,3,4-thiadiazole.
  • the 1,3,4-thiadiazoles are generally synthesized from hydrazine and carbon disulfide by known procedures. See, for example, U.S. Pat. Nos. 2,765,289; 2,749,311; 2,760,933; 2,850,453; 2,910,439; 3,663,561; and 3,840,549.
  • Rust or corrosion inhibitors are another type of inhibitor additive for use in embodiments of the present disclosure.
  • Such materials include monocarboxylic acids and polycarboxylic acids.
  • suitable monocarboxylic acids are octanoic acid, decanoic acid and dodecanoic acid.
  • Suitable polycarboxylic acids include dimer and trimer acids such as are produced from such acids as tall oil fatty acids, oleic acid, linoleic acid, or the like.
  • rust inhibitor may comprise alkenyl succinic acid and alkenyl succinic anhydride corrosion inhibitors such as, for example, tetrapropenylsuccinic acid, tetrapropenylsuccinic anhydride, tetradecenylsuccinic acid, tetradecenylsuccinic anhydride, hexadecenylsuccinic acid, hexadecenylsuccinic anhydride, and the like.
  • alkenyl succinic acid and alkenyl succinic anhydride corrosion inhibitors such as, for example, tetrapropenylsuccinic acid, tetrapropenylsuccinic anhydride, tetradecenylsuccinic acid, tetradecenylsuccinic anhydride, hexadecenylsuccinic acid, hexadecenylsuccinic anhydride, and the like
  • Suitable rust or corrosion inhibitors include ether amines; acid phosphates; amines; polyethoxylated compounds such as ethoxylated amines, ethoxylated phenols, and ethoxylated alcohols; imidazolines; aminosuccinic acids or derivatives thereof, and the like. Materials of these types are available as articles of commerce. Mixtures of such rust or corrosion inhibitors can be used.
  • the amount of corrosion inhibitor in the transmission fluid formulations described herein may range from about 0.01 to about 2.0 wt % based on the total weight of the formulation.
  • a small amount of a demulsifying component may be used.
  • a preferred demulsifying component is described in EP 330,522.
  • Such demulsifying component may be obtained by reacting an alkylene oxide with an adduct obtained by reacting a bis-epoxide with a polyhydric alcohol.
  • the demulsifier should be used at a level not exceeding 0.1 mass % active ingredient.
  • a treat rate of 0.001 to 0.05 mass % active ingredient is convenient.
  • Pour point depressants otherwise known as lube oil flow improvers, lower the minimum temperature at which the fluid will flow or can be poured.
  • Such additives are well known. Typical of those additives which improve the low temperature fluidity of the fluid are C 8 to C 18 dialkyl fumarate/vinyl acetate copolymers, polyalkylmethacrylates, polystyrenesuccinate esters, and the like.
  • Viscosity modifiers function to impart high and low temperature operability to a lubricating oil.
  • the VM used may have that sole function, or may be multifunctional.
  • Multifunctional viscosity modifiers that also function as dispersants are also known.
  • Suitable viscosity modifiers are polyisobutylene, copolymers of ethylene and propylene and higher alpha-olefins, polymethacrylates, polyalkylmethacrylates, methacrylate copolymers, copolymers of an unsaturated dicarboxylic acid and a vinyl compound, inter polymers of styrene and acrylic esters, and partially hydrogenated copolymers of styrene/isoprene, styrene/butadiene, and isoprene/butadiene, as well as the partially hydrogenated homopolymers of butadiene and isoprene and isoprene/divinylbenzene.
  • the additives are typically blended into the base oil in an amount that enables that additive to provide its desired function.
  • Representative effective amounts of additives, when used in lubricant formulations, are listed in Table 1 below. All the values listed are stated as weight percent active ingredient. These values are provided merely as exemplary ranges, and are not intended to limit the embodiments in any way.
  • the additives may be added directly to the lubricating oil composition. In one embodiment, however, they are diluted with a substantially inert, normally liquid organic diluent such as mineral oil, synthetic oil, naphtha, alkylated (e.g. C 10 to C 13 alkyl) benzene, toluene or xylene to form an additive concentrate.
  • a substantially inert, normally liquid organic diluent such as mineral oil, synthetic oil, naphtha, alkylated (e.g. C 10 to C 13 alkyl) benzene, toluene or xylene to form an additive concentrate.
  • Boundary friction coefficients were measured using a PCS Instruments High Frequency Reciprocating Rig (HFRR). Friction coefficients were measured at 130° C. between a SAE 52100 metal ball and either a SAE 52100 metal disk or a 1 cm by 1 cm piece of plastic slideway material. The ball was oscillated across the materials at a frequency of 20 Hz over a 1 mm path, with an applied load of 4.0 N.
  • HFRR PCS Instruments High Frequency Reciprocating Rig
  • Table I shows the friction data for a series of fluids containing 1) a friction modifier, 2) an anti-wear/extreme pressure agent 3) a detergent and 4) a dispersant.
  • the friction modifiers used in these fluids include: a metal-free, amine-containing friction modifier (UNAMINE-O), a metal-free, amine-free friction modifier (glycerol monooleate—GMO) and a metal-containing friction modifier (molybdenum dithiocarbamate—MoDTC).
  • the anti-wear/extreme pressure agents used in these fluids include: a metal and sulfur-free phosphorus compound (dimethyloctylphosphonate—DMOP), a metal and phosphorus-free sulfur compound (thiadiazole) and a metal, sulfur and phosphorus containing anti-wear agent (zinc dithiodiphosphate—ZDDP).
  • the detergents used in these fluids include: a calcium overbased sulfonate, a calcium overbased phenate and a calcium overbased sulfonate.
  • the dispersants used in these fluids include: a succinimide dispersant, a Mannich dispersant and a functionalized olefin copolymer.
  • Table I shows the 130° C. boundary friction coefficients for all fluids measured on metal and on plastic.
  • a standard statistical technique is used in which the “grand average” of the friction coefficients for each additive is determined.
  • the first ten fluids contain UNAMINE O (U-O).
  • U-O UNAMINE O
  • the average friction coefficient on metal for these first ten fluids is 0.115 and the average friction coefficient on plastic is 0.069.
  • Fluids 11 through 22 contain glycerol monooleate (GMO) and the average friction coefficient on metal for these fluids is 0.115 and the average friction coefficient on plastic is 0.091.
  • GMO glycerol monooleate
  • Fluids 23 through 34 contain molybdenum dithiocarbamate (Mo-DTC) and the average friction coefficient on metal for these fluids is 0.122 and the average friction coefficient on plastic is 0.113.
  • Mo-DTC molybdenum dithiocarbamate
  • the “grand averages” for each additive on metal and plastic are shown in Table II.
  • Table II shows that on metal the friction coefficients for all the friction modifiers are within 6% of one another (100*(0.122 ⁇ 0.115)/0.122). However, on plastic, the average friction coefficient for fluids containing GMO is 19% lower (100*(0.113-0.091)/0.113) than the average friction coefficient for fluids containing MoDTC. In addition, the average friction coefficient for fluids containing U-O is 39% lower (100*(0.113 ⁇ 0.069)/0.113) than the average friction coefficient for fluids containing MoDTC.
  • Table II also shows that for antiwear agents the average friction coefficients on metal for fluids containing thiadiazole (0.125) or DMOP (0.119) are greater than the average friction coefficient for fluids containing ZDDP (0.111). However, on plastic the average friction coefficient for fluids containing DMOP is 21% lower (100*(0.100 ⁇ 0.079)/0.100) than the average friction coefficient for fluids containing ZDDP. In addition, on plastic the average friction coefficient for fluids containing DMOP is 18% lower (100*(0.096 ⁇ 0.079)/0.096) than the average friction coefficient for fluids containing thiadiazole.
  • Example 3 boundary friction coefficients were measured as in Example 1 at 130° C. between a SAE 52100 metal ball and a 1 cm by 1 cm piece of plastic slideway material.
  • test fluid contained a base oil having only 0.2 weight percent of each of the friction modifiers or anti-wear agents listed in example 1. The results are given in the following Table 3.
  • a lubricant composition containing an amine-containing metal-free friction modifier and a metal- and sulfur-free phosphorus compound will provide superior boundary friction characteristics on plastic materials.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US12/144,010 2008-06-23 2008-06-23 Friction modifiers for slideway applications Abandoned US20090318319A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
US12/144,010 US20090318319A1 (en) 2008-06-23 2008-06-23 Friction modifiers for slideway applications
AT09161709T ATE532843T1 (de) 2008-06-23 2009-06-02 Verwendung von reibungsmodifizierern für gleitbahnanwendungen
EP09161709A EP2143781B1 (de) 2008-06-23 2009-06-02 Verwendung von Reibungsmodifizierern für Gleitbahnanwendungen
JP2009145236A JP5394137B2 (ja) 2008-06-23 2009-06-18 滑斜面に適用するための摩擦調整剤
US14/064,798 US8962539B2 (en) 2008-06-23 2013-10-28 Friction modifiers for slideway applications
US14/606,529 US20150141306A1 (en) 2008-06-23 2015-01-27 Friction Modifiers for Slideway Applications

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12/144,010 US20090318319A1 (en) 2008-06-23 2008-06-23 Friction modifiers for slideway applications

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/064,798 Continuation US8962539B2 (en) 2008-06-23 2013-10-28 Friction modifiers for slideway applications

Publications (1)

Publication Number Publication Date
US20090318319A1 true US20090318319A1 (en) 2009-12-24

Family

ID=40897509

Family Applications (3)

Application Number Title Priority Date Filing Date
US12/144,010 Abandoned US20090318319A1 (en) 2008-06-23 2008-06-23 Friction modifiers for slideway applications
US14/064,798 Active US8962539B2 (en) 2008-06-23 2013-10-28 Friction modifiers for slideway applications
US14/606,529 Abandoned US20150141306A1 (en) 2008-06-23 2015-01-27 Friction Modifiers for Slideway Applications

Family Applications After (2)

Application Number Title Priority Date Filing Date
US14/064,798 Active US8962539B2 (en) 2008-06-23 2013-10-28 Friction modifiers for slideway applications
US14/606,529 Abandoned US20150141306A1 (en) 2008-06-23 2015-01-27 Friction Modifiers for Slideway Applications

Country Status (4)

Country Link
US (3) US20090318319A1 (de)
EP (1) EP2143781B1 (de)
JP (1) JP5394137B2 (de)
AT (1) ATE532843T1 (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20170327762A1 (en) * 2014-12-09 2017-11-16 Shell Oil Company Lubricating oil composition for sliding glide surface
US10081776B2 (en) 2015-05-11 2018-09-25 Northwestern University Cyclen friction modifiers for boundary lubrication
US12378494B2 (en) 2022-11-10 2025-08-05 Afton Chemical Corporation Corrosion inhibitor and industrial lubricant including the same

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103649284A (zh) * 2011-05-04 2014-03-19 卢布里佐尔公司 摩托车发动机润滑剂
CN103409212B (zh) * 2013-08-26 2014-07-16 广西大学 钼及钼合金板带材热轧润滑剂
JP6405216B2 (ja) * 2014-12-09 2018-10-17 シェルルブリカンツジャパン株式会社 すべり案内面用潤滑油組成物
EP3279298B2 (de) 2015-03-31 2025-11-12 Idemitsu Kosan Co.,Ltd. Schmierölzusammensetzung und verfahren zur reibungsminderung bei verbrennungsmotoren
US11072757B2 (en) * 2018-05-18 2021-07-27 Afton Chemical Corporation Slideway lubricants
WO2020226106A1 (ja) * 2019-05-09 2020-11-12 Ｊｘｔｇエネルギー株式会社 潤滑方法
DE102020111392A1 (de) * 2020-04-27 2021-10-28 Klüber Lubrication München Se & Co. Kg Schmierstoffzusammensetzung und deren Verwendung

Citations (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2749311A (en) * 1952-12-04 1956-06-05 Standard Oil Co Corrosion inhibitors and compositions containing the same
US2760933A (en) * 1952-11-25 1956-08-28 Standard Oil Co Lubricants
US2765282A (en) * 1952-03-18 1956-10-02 Socony Mobil Oil Co Inc Method for the regeneration of adsorbent contact material
US2850453A (en) * 1955-04-26 1958-09-02 Standard Oil Co Corrosion inhibited oil compositions
US2910439A (en) * 1955-12-22 1959-10-27 Standard Oil Co Corrosion inhibited compositions
US3116249A (en) * 1960-12-23 1963-12-31 Shell Oil Co Lubricating oil compositions
US3219666A (en) * 1959-03-30 1965-11-23 Derivatives of succinic acids and nitrogen compounds
US3565804A (en) * 1965-08-23 1971-02-23 Chevron Res Lubricating oil additives
US3663561A (en) * 1969-12-29 1972-05-16 Standard Oil Co 2-hydrocarbyldithio - 5 - mercapto-1,3,4-thiadiazoles and their preparation
US3697574A (en) * 1965-10-22 1972-10-10 Standard Oil Co Boron derivatives of high molecular weight mannich condensation products
US3736357A (en) * 1965-10-22 1973-05-29 Standard Oil Co High molecular weight mannich condensation products from two different alkyl-substituted hydroxy-aromatic compounds
US3840549A (en) * 1972-08-22 1974-10-08 Standard Oil Co Preparation of 2-hydrocarbyldithio-5-mercapto-1,3,4-thiadiazoles by thiohydrocarbyl exchange
US4052324A (en) * 1976-11-04 1977-10-04 Mobil Oil Corporation Reaction product of dialkyl alkanephosphonate, substituted imidazoline, and water in lubricant compositions
US4125472A (en) * 1976-10-18 1978-11-14 Mobil Oil Corporation Lubricant compositions
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
US4273665A (en) * 1979-10-09 1981-06-16 Mobil Oil Corporation Friction reducing additives and compositions thereof
US4636322A (en) * 1985-11-04 1987-01-13 Texaco Inc. Lubricating oil dispersant and viton seal additives
US5254272A (en) * 1989-12-22 1993-10-19 Ethyl Petroleum Additives Limited Lubricant compositions with metal-free antiwear or load-carrying additives and amino succinate esters
US5622923A (en) * 1995-06-16 1997-04-22 The Lubrizol Corporation Lubricating compositions, functional fluids and greases containing thiophosphorus esters or their salts with a oxyalkylene group, and methods of using the same
US5627259A (en) * 1994-06-17 1997-05-06 Exxon Chemical Patents Inc. Amidation of ester functionalized hydrocarbon polymers
US5633326A (en) * 1989-12-13 1997-05-27 Exxon Chemical Patents Inc. Polyolefin-substituted amines grafted with poly(aromatic-N-monomers) for oleaginous compositions
US5643859A (en) * 1992-12-17 1997-07-01 Exxon Chemical Patents Inc. Derivatives of polyamines with one primary amine and secondary of tertiary amines
US5773391A (en) * 1994-11-15 1998-06-30 The Lubrizol Corporation High oleic polyol esters, compositions and lubricants, functional fluids and greases containing the same
US5792729A (en) * 1996-08-20 1998-08-11 Chevron Chemical Corporation Dispersant terpolymers
US5798322A (en) * 1996-08-30 1998-08-25 Gateway Additive Company Friction-modifying additives for slideway lubricants
US5824628A (en) * 1995-05-18 1998-10-20 Castrol Limited Lubricating compositions
US5851965A (en) * 1995-12-01 1998-12-22 Chevron Chemical Company Dispersant compositions having polyalkylene succinimides
US5902777A (en) * 1995-10-19 1999-05-11 Idemitsu Kosan Co., Ltd. Hydraulic working oil composition
US5912212A (en) * 1995-12-28 1999-06-15 Nippon Oil Co., Ltd. Lubricating oil composition
US5936041A (en) * 1994-06-17 1999-08-10 Exxon Chemical Patents Inc Dispersant additives and process
US20020151443A1 (en) * 2001-02-09 2002-10-17 Sanjay Srinivasan Automatic transmission fluids with improved anti-wear properties
US6482778B2 (en) * 1999-08-11 2002-11-19 Ethyl Corporation Zinc and phosphorus containing transmission fluids having enhanced performance capabilities
US6689723B2 (en) * 2002-03-05 2004-02-10 Exxonmobil Chemical Patents Inc. Sulfide- and polysulfide-containing lubricating oil additive compositions and lubricating compositions containing the same
US20040116309A1 (en) * 2001-04-06 2004-06-17 Hideo Yokota Oil composition for cutting and grinding by minimal quantity lubrication system
US6790813B2 (en) * 2002-11-21 2004-09-14 Chevron Oronite Company Llc Oil compositions for improved fuel economy
US6797679B2 (en) * 2001-12-10 2004-09-28 Idemitsu Kosan Co., Ltd. Lubricant composition
US6884855B2 (en) * 2003-01-30 2005-04-26 Chevron Oronite Company Llc Sulfurized polyisobutylene based wear and oxidation inhibitors
US20050202979A1 (en) * 2004-03-10 2005-09-15 Ethyl Petroleum Additives, Inc. Power transmission fluids with enhanced extreme pressure characteristics
US7056871B2 (en) * 2003-04-25 2006-06-06 Chevron Oronite Company Llc Lubricating oil composition which decreases copper corrosion and method of making same
US20060229214A1 (en) * 2005-04-08 2006-10-12 Shi-Ming Wu Additive system for lubricants
US20060240998A1 (en) * 2005-04-22 2006-10-26 William Sullivan Corrosion protection for lubricants
US20060264340A1 (en) * 2005-05-20 2006-11-23 Iyer Ramnath N Fluid compositions for dual clutch transmissions
US20070293406A1 (en) * 2006-06-16 2007-12-20 Henly Timothy J Power transmission fluid with enhanced friction characteristics

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2765289A (en) 1953-04-29 1956-10-02 Standard Oil Co Corrosion inhibitors and compositions containing the same
ZA744882B (en) * 1973-08-07 1976-03-31 Mobil Oil Corp Lubricant compositions
US4158633A (en) 1978-03-30 1979-06-19 Edwin Cooper, Inc. Lubricating oil
IL89210A (en) 1988-02-26 1992-06-21 Exxon Chemical Patents Inc Lubricating oil compositions containing demulsifiers
JPH044297A (ja) * 1990-04-23 1992-01-08 Tokai Rika Co Ltd 電気摺動接触器用潤滑剤
US5891786A (en) * 1995-01-12 1999-04-06 Ethyl Corporation Substantially metal free synthetic power transmission fluids having enhanced performance capabilities
WO2005093021A1 (ja) * 2004-03-25 2005-10-06 Nippon Oil Corporation 潤滑油組成物
JP4878441B2 (ja) * 2004-03-25 2012-02-15 Ｊｘ日鉱日石エネルギー株式会社 潤滑油組成物
JP5041678B2 (ja) * 2005-06-03 2012-10-03 Ｊｘ日鉱日石エネルギー株式会社 固体潤滑剤を含むフッ素系複合材料の潤滑方法及び当該材料用潤滑油組成物

Patent Citations (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2765282A (en) * 1952-03-18 1956-10-02 Socony Mobil Oil Co Inc Method for the regeneration of adsorbent contact material
US2760933A (en) * 1952-11-25 1956-08-28 Standard Oil Co Lubricants
US2749311A (en) * 1952-12-04 1956-06-05 Standard Oil Co Corrosion inhibitors and compositions containing the same
US2850453A (en) * 1955-04-26 1958-09-02 Standard Oil Co Corrosion inhibited oil compositions
US2910439A (en) * 1955-12-22 1959-10-27 Standard Oil Co Corrosion inhibited compositions
US3219666A (en) * 1959-03-30 1965-11-23 Derivatives of succinic acids and nitrogen compounds
US3116249A (en) * 1960-12-23 1963-12-31 Shell Oil Co Lubricating oil compositions
US3565804A (en) * 1965-08-23 1971-02-23 Chevron Res Lubricating oil additives
US3736357A (en) * 1965-10-22 1973-05-29 Standard Oil Co High molecular weight mannich condensation products from two different alkyl-substituted hydroxy-aromatic compounds
US3697574A (en) * 1965-10-22 1972-10-10 Standard Oil Co Boron derivatives of high molecular weight mannich condensation products
US3663561A (en) * 1969-12-29 1972-05-16 Standard Oil Co 2-hydrocarbyldithio - 5 - mercapto-1,3,4-thiadiazoles and their preparation
US3840549A (en) * 1972-08-22 1974-10-08 Standard Oil Co Preparation of 2-hydrocarbyldithio-5-mercapto-1,3,4-thiadiazoles by thiohydrocarbyl exchange
US4125472A (en) * 1976-10-18 1978-11-14 Mobil Oil Corporation Lubricant compositions
US4052324A (en) * 1976-11-04 1977-10-04 Mobil Oil Corporation Reaction product of dialkyl alkanephosphonate, substituted imidazoline, and water in lubricant compositions
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
US4273665A (en) * 1979-10-09 1981-06-16 Mobil Oil Corporation Friction reducing additives and compositions thereof
US4636322A (en) * 1985-11-04 1987-01-13 Texaco Inc. Lubricating oil dispersant and viton seal additives
US5633326A (en) * 1989-12-13 1997-05-27 Exxon Chemical Patents Inc. Polyolefin-substituted amines grafted with poly(aromatic-N-monomers) for oleaginous compositions
US5254272A (en) * 1989-12-22 1993-10-19 Ethyl Petroleum Additives Limited Lubricant compositions with metal-free antiwear or load-carrying additives and amino succinate esters
US5643859A (en) * 1992-12-17 1997-07-01 Exxon Chemical Patents Inc. Derivatives of polyamines with one primary amine and secondary of tertiary amines
US5936041A (en) * 1994-06-17 1999-08-10 Exxon Chemical Patents Inc Dispersant additives and process
US5627259A (en) * 1994-06-17 1997-05-06 Exxon Chemical Patents Inc. Amidation of ester functionalized hydrocarbon polymers
US5773391A (en) * 1994-11-15 1998-06-30 The Lubrizol Corporation High oleic polyol esters, compositions and lubricants, functional fluids and greases containing the same
US5824628A (en) * 1995-05-18 1998-10-20 Castrol Limited Lubricating compositions
US5622923A (en) * 1995-06-16 1997-04-22 The Lubrizol Corporation Lubricating compositions, functional fluids and greases containing thiophosphorus esters or their salts with a oxyalkylene group, and methods of using the same
US5902777A (en) * 1995-10-19 1999-05-11 Idemitsu Kosan Co., Ltd. Hydraulic working oil composition
US5851965A (en) * 1995-12-01 1998-12-22 Chevron Chemical Company Dispersant compositions having polyalkylene succinimides
US5853434A (en) * 1995-12-01 1998-12-29 Chevron Chemical Company Fuel compositions having polyalkylene succinimides and preparation thereof
US5912212A (en) * 1995-12-28 1999-06-15 Nippon Oil Co., Ltd. Lubricating oil composition
US5792729A (en) * 1996-08-20 1998-08-11 Chevron Chemical Corporation Dispersant terpolymers
US5798322A (en) * 1996-08-30 1998-08-25 Gateway Additive Company Friction-modifying additives for slideway lubricants
US6482778B2 (en) * 1999-08-11 2002-11-19 Ethyl Corporation Zinc and phosphorus containing transmission fluids having enhanced performance capabilities
US20020151443A1 (en) * 2001-02-09 2002-10-17 Sanjay Srinivasan Automatic transmission fluids with improved anti-wear properties
US20040116309A1 (en) * 2001-04-06 2004-06-17 Hideo Yokota Oil composition for cutting and grinding by minimal quantity lubrication system
US6797679B2 (en) * 2001-12-10 2004-09-28 Idemitsu Kosan Co., Ltd. Lubricant composition
US6689723B2 (en) * 2002-03-05 2004-02-10 Exxonmobil Chemical Patents Inc. Sulfide- and polysulfide-containing lubricating oil additive compositions and lubricating compositions containing the same
US6790813B2 (en) * 2002-11-21 2004-09-14 Chevron Oronite Company Llc Oil compositions for improved fuel economy
US6884855B2 (en) * 2003-01-30 2005-04-26 Chevron Oronite Company Llc Sulfurized polyisobutylene based wear and oxidation inhibitors
US7056871B2 (en) * 2003-04-25 2006-06-06 Chevron Oronite Company Llc Lubricating oil composition which decreases copper corrosion and method of making same
US20050202979A1 (en) * 2004-03-10 2005-09-15 Ethyl Petroleum Additives, Inc. Power transmission fluids with enhanced extreme pressure characteristics
US20060229214A1 (en) * 2005-04-08 2006-10-12 Shi-Ming Wu Additive system for lubricants
US20060240998A1 (en) * 2005-04-22 2006-10-26 William Sullivan Corrosion protection for lubricants
US20060264340A1 (en) * 2005-05-20 2006-11-23 Iyer Ramnath N Fluid compositions for dual clutch transmissions
US20070293406A1 (en) * 2006-06-16 2007-12-20 Henly Timothy J Power transmission fluid with enhanced friction characteristics

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20170327762A1 (en) * 2014-12-09 2017-11-16 Shell Oil Company Lubricating oil composition for sliding glide surface
US10081776B2 (en) 2015-05-11 2018-09-25 Northwestern University Cyclen friction modifiers for boundary lubrication
US12378494B2 (en) 2022-11-10 2025-08-05 Afton Chemical Corporation Corrosion inhibitor and industrial lubricant including the same

Also Published As

Publication number Publication date
ATE532843T1 (de) 2011-11-15
JP2010001473A (ja) 2010-01-07
EP2143781A1 (de) 2010-01-13
EP2143781B1 (de) 2011-11-09
US20150141306A1 (en) 2015-05-21
JP5394137B2 (ja) 2014-01-22
US20140051616A1 (en) 2014-02-20
US8962539B2 (en) 2015-02-24

Similar Documents

Publication Publication Date Title
US8962539B2 (en) Friction modifiers for slideway applications
US7759294B2 (en) Lubricant compositions
KR100866811B1 (ko) 녹방지제로서의 카복시산과 아민을 첨가 조합으로함유하는 윤활유 조성물
US7452851B2 (en) Lubricant compositions
JP4838133B2 (ja) ボレートエステル潤滑添加剤
JP2011149031A (ja) 酸／ポリアミン縮合生成物を含有する性能を改良した変速機潤滑組成物
JPH04114097A (ja) 金属を含有しない潤滑油
JP2019529658A (ja) 潤滑剤組成物
JP4602768B2 (ja) 液体フェノール系硫黄含有抗酸化剤
KR20260039672A (ko) 습동면 윤활제
KR102124103B1 (ko) 개선된 마모방지 특성을 갖는 윤활제 조성물
JP7247171B2 (ja) 変速機の潤滑剤組成物
US8183187B2 (en) Lubricant additive formulation containing multifunctional dispersant
CN108699487B (zh) 润滑油组合物、润滑方法、和变速器
JPWO2009004893A1 (ja) 潤滑油添加剤および潤滑油組成物
JP7107741B2 (ja) タービン油組成物
RU2703728C2 (ru) Композиция смазочного масла для поверхности направляющей скольжения
CN104995289B (zh) 包含4-羟基苯甲酰胺摩擦改进剂的润滑剂组合物
EP4731731A1 (de) Biologisch abbaubare schmiermittelzusammensetzung
JP2005320486A (ja) 潤滑油組成物
JP2006143926A (ja) 緩衝器用油圧作動油組成物

Legal Events

Date Code Title Description
AS Assignment

Owner name: AFTON CHEMICAL CORPORATION, VIRGINIA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DEVLIN, MARK T.;RYAN, HELEN T.;HUDSON, KATIE A.;REEL/FRAME:021134/0978;SIGNING DATES FROM 20080527 TO 20080618

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION