US20090118146A1 - Impregnating oil composition for sintered bearing, bearing apparatus and sliding member - Google Patents

Impregnating oil composition for sintered bearing, bearing apparatus and sliding member Download PDF

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Publication number
US20090118146A1
US20090118146A1 US12/063,480 US6348006A US2009118146A1 US 20090118146 A1 US20090118146 A1 US 20090118146A1 US 6348006 A US6348006 A US 6348006A US 2009118146 A1 US2009118146 A1 US 2009118146A1
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Masayuki Negoro
Ken Kawata
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Fujifilm Corp
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Fujifilm Corp
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Publication of US20090118146A1 publication Critical patent/US20090118146A1/en
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    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C33/00—Parts of bearings; Special methods for making bearings or parts thereof
    • F16C33/02—Parts of sliding-contact bearings
    • F16C33/04—Brasses; Bushes; Linings
    • F16C33/06—Sliding surface mainly made of metal
    • F16C33/10—Construction relative to lubrication
    • 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
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C33/00—Parts of bearings; Special methods for making bearings or parts thereof
    • F16C33/02—Parts of sliding-contact bearings
    • F16C33/04—Brasses; Bushes; Linings
    • F16C33/06—Sliding surface mainly made of metal
    • F16C33/10—Construction relative to lubrication
    • F16C33/1025—Construction relative to lubrication with liquid, e.g. oil, as lubricant
    • F16C33/103—Construction relative to lubrication with liquid, e.g. oil, as lubricant retained in or near the bearing
    • F16C33/104—Construction relative to lubrication with liquid, e.g. oil, as lubricant retained in or near the bearing in a porous body, e.g. oil impregnated sintered sleeve
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C33/00—Parts of bearings; Special methods for making bearings or parts thereof
    • F16C33/02—Parts of sliding-contact bearings
    • F16C33/04—Brasses; Bushes; Linings
    • F16C33/06—Sliding surface mainly made of metal
    • F16C33/10—Construction relative to lubrication
    • F16C33/1025—Construction relative to lubrication with liquid, e.g. oil, as lubricant
    • F16C33/109—Lubricant compositions or properties, e.g. viscosity
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C33/00—Parts of bearings; Special methods for making bearings or parts thereof
    • F16C33/02—Parts of sliding-contact bearings
    • F16C33/04—Brasses; Bushes; Linings
    • F16C33/06—Sliding surface mainly made of metal
    • F16C33/14—Special methods of manufacture; Running-in
    • 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
    • C10M2203/06—Well-defined aromatic compounds
    • C10M2203/065—Well-defined aromatic compounds used as base material
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    • 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
    • C10M2205/026—Butene
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    • C10M2205/0265—Butene used as base material
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    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
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    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
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    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
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    • 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
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
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    • 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
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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    • 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
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • 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
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C10M2215/222—Triazines
    • C—CHEMISTRY; METALLURGY
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    • 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
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    • 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
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • 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
    • 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
    • C10M2223/043—Ammonium or amine salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
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    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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    • C10M2227/09—Complexes with metals
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    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/079—Liquid crystals
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/02—Bearings
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2220/00—Shaping
    • F16C2220/20—Shaping by sintering pulverised material, e.g. powder metallurgy

Definitions

  • the invention relates to an impregnating oil composition for a sintered bearing to be used as a sliding part or the like in slide-bearing apparatuses which have been used industrially; and more specifically, the invention relates to the impregnating oil composition capable of forming films and contributing to lengthening life-times of bearing apparatuses.
  • the invention also relates to a bearing apparatus employing the composition.
  • a bearing apparatus employing a sintered body impregnated with lubricating oil as a sliding plane, resides in that it can work without refueling, and, thus, it has been employed in small size motors which can be operated relatively high speed or are used for relatively light load.
  • bearing apparatuses have been employed in the various technical fields such as automobiles, audio equipments, office equipments, home electric equipments and agricultural machines.
  • the requests for qualities of bearings employed in such equipments have been higher and more diversified, and, in order to respond such requests, it is necessary to provide high lubricating techniques.
  • bearing oils are required to exhibit a low current value (i.e. to use much less power), to penetrate readily, to deteriorate with age hardly (i.e. to exhibit a high ability of forming films), to work with a wide service temperature range from a low temperature to a high temperature (for example, from ⁇ 40 to 120° C.), to withstand high speed (about 30,000 rpm) and low speed (60-180 rpm) and the like.
  • Examples of the conventional impregnating oil for a sintered bearing include mineral oil such as paraffin-base or naphthene-base crude oil; and synthetic oil such as diester, polyol ester and poly-alpha-olefin, and they may be selected depending on their properties. However, they are not provided as exclusively-used bearing oils, and, at present, they are selected from commercially available hydraulic actuation oils and engine oils.
  • mineral base oil in mineral oil-base lubricant may be added with various additives such as an antioxidant, an anti-rusting agent, an anti-wear agent, an antifoaming agent and an metal deactivator, and, if necessary, other additives such as a detergent additive, an viscosity index improver and a pour-point depressant.
  • additives such as an antioxidant, an anti-rusting agent, an anti-wear agent, an antifoaming agent and an metal deactivator, and, if necessary, other additives such as a detergent additive, an viscosity index improver and a pour-point depressant.
  • Automotive engine oils and poly-alpha-olefin hydrides employed in various applications such as ATF have been considered as appropriate base oils which can be employed in lubricants with a wide service temperature range from a low temperature to a high temperature, since they exhibit good properties in a low temperature range and small evaporative loss.
  • base oil paraffin ingredients in mineral oil may precipitate as wax at a low temperature, and such precipitation may result in an increase of the current value; and impurities or additives reacting therewith in mineral oil may precipitate as sludge at a high temperature, and such precipitation may accelerate bearing wear and also result in the increase of the current value. Therefore, synthetic oils, not containing impurities and exhibiting a high dissolving power for sludge, may be preferably used.
  • a bearing oil composition for sintered oil-impregnated body which is a long-life oil, does not form sludge during service, and can be used with a wide service temperature range of service temperature, is disclosed in JPA No. hei 7-53984 (the term “JPA” as used herein means an “unexamined published Japanese patent application (Kohkai Tokkyo Kohou)”).
  • the composition is prepared by adding at least one additive selected from zinc dialkyldithiophosphate, Mo dialkyldithiocarbamate, Mo dialkyldithiophosphate and a sulfur-phosphorus extreme pressure additive to particular synthetic base oil.
  • a bearing oil composition for sintered oil-impregnated body which is capable of manifesting excellent oil film-forming properties, can be used with a wide service temperature range, exhibits good lubricating properties and is a long-life oil, is disclosed in JPA No. hei 10-287892.
  • the composition is prepared by adding a predetermined amount of a phosphoric ester to particular synthetic base oil.
  • One object of the present invention is to provide an impregnating oil composition for a sintered bearing, which exhibits a high ability of forming films and excellent lubricating properties, can be used with a wide service temperature range and is long-life.
  • Another object of the invention is to provide a bearing apparatus which is long-life and is capable of working stably, and to provide a sliding member useful for a bearing apparatus.
  • the invention provides an impregnating oil composition for a sintered bearing, comprising:
  • D represents an m-valent cyclic group capable of binding to “m” of —X—R; each X represents a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof; each R represents a substituted or non-substituted, alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, or a halogen atom, hydroxy, amino, mercapto, cyano, sulfide, carboxy or salt thereof, sulfo or salt thereof, hydroxylamine, ureido or urethane; and m is an integer from 2 to 11.
  • the base oil may contain synthetic hydrocarbon; the impregnating oil composition, wherein the base oil contains at least one type of poly-alpha-olefin, poly-alpha-olefin hydrate, ethylene-alpha-olefin copolymer, ethylene-alpha-olefin copolymer hydrate, a mixture of poly-alpha-olefin or hydrate thereof and alkyl naphthalene, a mixture of ethylene-alpha-olefin copolymer or hydrate thereof and alkyl naphthalene.
  • the impregnating oil composition comprising the compound represented by the formula (1) in an amount from 0.1 to 10 weight % with respect to the total weight of the composition; and the impregnating oil composition wherein the base oil comprises alkyl naphthalene in an amount from of 50 to 99.9 weight % and poly-alpha-olefin hydrate or ethylene-alpha-olefin copolymer hydrate in an amount from 50 to 0.1 weight % with respect to the total weight of the base oil; are provided.
  • D may represent a cyclic group of any one of formulae [1] to [74]:
  • n is an integer of 2 or bigger than 2
  • “*” represents a position capable of binding to a side chain, and when two or more positions are marked by “*”, it is not necessary that all positions marked by “*” are binding to side chains
  • M is a metal ion or two hydrogen atoms.
  • D may represent a five-, six- or seven-membered heterocyclic residue.
  • the compound represented by the formula (1) may be selected from the group represented by a formula (2) or (3) shown below:
  • X 1 , X 2 and X 3 respectively represent a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof; R 11 , R 12 and R 13 respectively represent a substituted or non-substituted, alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, or a halogen atom, hydroxy, amino, mercapto, cyano, sulfide, carboxy or salt thereof, sulfo or salt thereof, hydroxylamine, ureido or urethane;
  • X 21 , X 22 and X 23 respectively represent a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof; R 21 , R 22 and R 23 respectively represent a substituent; and a21, a22 and a23 respectively represent an integer from 1 to 5.
  • the invention provides a bearing apparatus for bearing a rotating element rotatably comprising a sliding part wherein at least a part of the sliding part is a sintered body impregnated with a composition of the invention; and a sliding member comprising a sintered body impregnated with a composition of the invention.
  • the invention relates to an impregnating oil composition for a sintered bearing.
  • the composition of the invention comprises at least one compound selected from the group represented by a formula (1).
  • D represents an m-valent cyclic group capable of binding to “m” of —X—R; each X represents a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof; each R represents a substituted or non-substituted, alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, or a halogen atom, hydroxy, amino, mercapto, cyano, sulfide, carboxy or salt thereof (carboxylate), a sulfo or salt thereof (sulfate), hydroxylamine, ureido or urethane; and m is an integer from 2 to 11.
  • the compound represented by the formula (1) has a cyclic group, “D”, and m, representing an integer from 2 to 11, of side chains, “(R—X—)”.
  • D cyclic group
  • m representing an integer from 2 to 11, of side chains, “(R—X—)”.
  • the term of “discotic compound” is used for any compounds having a discotic segment in the central portion of a molecule structure.
  • the discotic segment is a central segment without the side chain segment, and to use an original form thereof, namely a hydrogenised compound, as an example, the structural feature of such a central segment can be explained as follows:
  • a molecular size of a hydrogenised compound which can be an original form of a discotic compound, may be obtained by 1) to 5) steps.
  • a discotic structure can be defined as a structure which satisfies a ⁇ b>c and a ⁇ b ⁇ a/2, and a preferred example of the discotic structure is a structure which satisfying a ⁇ b>c and a ⁇ b ⁇ 0.7a or b/2>c.
  • Examples of the hydrogenated compound which can be an original form of a discotic compound, include mother cores and derivatives described in various literatures such as “Ekisho no Kagaku (Science of Liquid Crystal), edited by the Chemical Society of Japan, Seasonal Chemical Review No. 22, Chapter 5, and Chapter 10, Section 2 (1994); C. Destrade et al., Mol. Crysr. Liq. Cryst., vol. 71, p. 111 (1981); B. Kohne et al., Angew. Chem. Vol. 96, p. 70; compounds described in J. M. Lehn et al., J. Chem. Soc. Chem. Commun., p. 1794 (1985); and J.
  • the hydrogenated compound include benzene derivatives, tri phenylene derivatives, truxene derivatives, phthalocyanine derivatives, porphyrin derivatives, anthracene derivatives hexaethynylbenzene derivatives, dibenzopyrene derivatives, coronene derivatives and phenylacetylene macrocycl derivatives.
  • the examples also include cyclic compounds described in “Chemical Review (Kagaku Sousetsu) No. 15 Chemistry of Novel Aromatic Series (Atarashii Houkouzoku no Kagaku)” compiled by the Chemical Society of Japan, published by University of Tokyo Press in 1977; and electronic structures such as heteroatom-substituted compounds thereof.
  • Examples of the cyclic group represented by D include aryl groups and heterocyclic groups.
  • Examples of the aryl rings in the aryl group include a benzene ring, an indene ring, a naphthalene ring, a triphenylene ring, a fluorene ring, a phenanthrene ring, an anthracene ring and a pyrene ring.
  • the aryl group may have one or more substituents.
  • the heterocyclic group is desirably selected from 5-, 6- or 7-membered heterocyclic groups, more desirably from 5- or 6-membered heterocyclic groups, and much more desirably from 6-membered heterocyclic groups.
  • One or more hetero atoms embedded in the heterocycle are desirably selected from the group consisting of nitrogen, oxygen and sulfur atoms.
  • Aromatic heterocycles are preferred.
  • An aromatic heterocycle usually belongs to the group of unsaturated heterocycles, and unsaturated heterocyclic groups having maximum double bonds are more preferred.
  • heterocycle examples include furan ring, thiophene ring, pyrrole ring, pyrroline ring, pyrrolizine ring, oxazole ring, isoxazole ring, thiazole ring, isothiazole ring, imidazole ring, imidazoline ring, imidazolidine ring, pyrazole ring, pyrazoline ring, pyrazolidine ring, triazole ring, furazan ring, tetrazole ring, pyrane ring, thyine ring, pyridine ring, piperidine ring, oxazine ring, morpholine ring, thiazine ring, pyridazine ring, pyrimidine ring, pyrazine ring, piperazine ring and triazine ring. Triazine ring is preferred and 1,3,5-triazine ring is more preferred.
  • the heterocycle may be
  • Preferred examples of the cyclic group D include the groups [1] to [74] shown below:
  • n is an integer of 2 or more, and is preferably 3 or more.
  • M is a metal ion or two hydrogen atoms.
  • the mother core is a pi-conjugated system skeleton in which at least one polar atom is embedded.
  • the groups of [1], [2], [3], [6], [11], [12], [21], [23], [28] and [56] are preferred; the groups of [1], [2], [3], [6], [11] and [21] are more preferred; and the groups of [1], [2] and [3] are much more preferred.
  • each X represents a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • X is a single bond, it may bind directly to nitrogen atom, having free atomic valence, of a heterocyclic group such as a piperidine residue, or may bind to a heteroatom not having free atomic valence to form an onium salt such as an oxonium salt, sulfonium salt or ammonium salt.
  • X is a sulfur atom or NR 1 in where R 1 is preferably a hydrogen atom or a C 3 or shorter alkyl group.
  • each R represents a substituted or non-substituted, alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, or a halogen atom, hydroxy, amino, mercapto, cyano, sulfide, carboxy or slat thereof, sulfo or salt thereof, hydroxylamine, ureido or urethane.
  • R is an alkyl group
  • R is preferably selected from C 1-40 , more preferably from C 2-20 and much more preferably from C 6-30 alkyl groups.
  • the alkyl group may have a linear or branched chain structure.
  • the alkyl group may have one or more substituents.
  • substituents examples include halogen atoms, C 1-40 , preferably C 1-20 , alkoxy groups such as methoxy, ethoxy, methoxyethoxy and phenoxy; C 1-40 , preferably C 1-20 , alkylthio groups and C 6-40 , preferably C 6-20 , arylthio groups such as methylthio, ethylthio, propylthio and phenylthio; C 1-40 , preferably C 1-20 , alkylamino groups such as methylamino and propylamino; C 1-40 , preferably C 1-20 , acyl groups such as acetyl, propanoyl, octanoyl and benzoyl; C 1-40 , preferably C 2-20 , acyloxy groups such as acetoxy, pivaloyloxy and benzoyloxy; hydroxyl, mercapto, amino, carboxyl, sulfo, carbamoyl
  • R is an alkenyl group or an alkynyl group
  • R is preferably selected from C 2-40 , more preferably from C 2-30 , much more preferably from C 4-30 and further much more preferably from C 6-30 alkenyl or alkynyl groups.
  • the alkenyl or alkynyl group may have a linear or branched chain structure.
  • the alkenyl or alkynyl group may have one or more substituents selected from the groups exemplified above as substituents of the alkyl group.
  • R is an aryl group
  • R is phenyl, indenyl, alpha-naphthyl, beta-naphthyl, fluorenyl, phenanthryl, anthracenyl or pyrenyl; and it is more preferred that it is phenyl or naphthyl.
  • the aryl group may have one or more substituents. Examples of the substituent include C 1-40 alkyl groups and those exemplified above as substituents of the alkyl group. It is preferred that the aryl group has one or more substituents including a C 8-30 linear or branched alkyl residue, such as alkyl groups (e.g.
  • aryl group preferably has two or more substituents selected from the substituents containing a C 8-30 linear or branched alkyl residue.
  • the aryl group may have one or more substituents selected from other substituents such as halogen atoms, hydroxyl, cyano, nitro, carboxyl and sulfo.
  • R is preferably selected from 5-, 6- or 7-membered heterocyclic groups, more preferably selected from 5- or 6-membered heterocyclic groups, and much more preferably selected from 6-membered heterocyclic groups.
  • Specific examples of such skeletons can be found in heterocycles listed in “Iwanami Rikagaki Jiten (Iwanami's Physicochemical Dictionary; Iwanami Shoten, Publishers), the 3rd edition, supplement Chapter 11 “Nomenclature for Organic Chemistry”, Table 4 “Names of Principal Hetero Monocyclic Compounds” on page 1606, and Table 5 “Names of Principal Condensed Heterocyclic Compounds” on page 1607.
  • the heterocyclic groups are, similarly to the foregoing aryl group, preferably substituted with a substituent including a C 8-39 linear or branched alkyl chain, where substitution by two or more groups is more preferable. Specific examples of the substituent including such chain are same as those described in the above.
  • the heterocyclic group may also be substituted by halogen atom, hydroxyl, cyano, nitro, carboxyl, sulfo or the like, besides the foregoing substituents.
  • At least one of R contains one or more ester bonds; and it is more preferred that at least one of R is an alkoxy group having one or more substituents containing a linear or branched alkyl residue containing one or more ester bonds.
  • each R contains one or more ester bonds; and it is more preferred that each R is an alkoxy group having one or more substituents containing a linear or branched alkyl residue containing one or more ester bonds.
  • At least one of R contains a group represented by a formula (4a) or (4b) described below; and it is more preferred that at least one of R contains a group represented by any of formulae (4) to (6) described below.
  • R—X— is a group represented by a formula (7) described below; and it is more preferred that each R—X— is a group represented by the formula (7).
  • the compounds having at least one side chain, i.e., R—X—, containing one or more ester bonds are preferred.
  • X 0 is a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • L 0 represents a bivalent linking group selected from the group consisting of linear, branched or cyclic, preferably C 1-20 , alkylene groups, NR 1 , where R 1W is a hydrogen atom or C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl or any combinations thereof.
  • the bivalent linking group may be substituted or non-substituted.
  • L 0 preferably represents an alkylene group.
  • Preferred examples of the combination of X 0 and L 0 include —O(C ⁇ O)-alkylene- and —O(C ⁇ O)-cycloalkylene-.
  • R 0 which is located at the end of the side chain, represents a substituted or non-substituted alkyl group or aryl group.
  • Preferred examples or definitions of the alkyl and aryl groups represented by R o are same as those described above for the alkyl and aryl groups represented by R.
  • At least one of side chains contains the group represented by the formula (4a); and it is more preferred that at least one of side chains contains the group represented by a formula (4) described below. It is noted that the left end, i.e., -L 01 , in the formula (4) binds to D in the formula (1).
  • L 01 has the same meaning of X 0 .
  • L 01 is desirably selected from the group consisting of oxygen atom, sulfur atom, —(C ⁇ O)O— and —NH—(C ⁇ O)O—.
  • R 01 is a substituted or non-substituted C 1-30 alkyl group; and p and q respectively represent an integer.
  • R 01 is desirably selected from substituted or non-substituted C 1-40 alkyl groups, and more desirably selected from C 1-20 alkyl groups.
  • substituent for the alkyl group examples include halogen atoms, alkoxy groups such as methoxy, ethoxy, methoxyethoxy and phenoxy; sulfide groups such as methylthio, ethylthio and propylthio; alkylamino groups such as methylamino and propylamino; acyl groups such as acetyl, propanoyl, octanoyl and benzoyl; acyloxy groups such as acetoxy, pivaloyloxy and benzoyloxy; aryl groups, heterocyclic groups, hydroxyl, mercapto, amino, cyano, nitro, carboxyl, sulfo, carbamoyl, sulfamoyl and ureido.
  • p is desirably an integer selected from 1 to 20, and more desirably selected from 2 to 10.
  • q is desirably an integer selected from 1 to 10
  • R 01 represents a substituted or non-substituted C 1-30 alkyl group; and m and n respectively represent an integer.
  • the definition and examples of R 01 in the formula (5) are same as it in the formula (4).
  • R 25 represents a substituent and a24 is an integer from 1 to 5.
  • L 21 represents a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • L 21 preferably represents an oxygen atom, an oxyalkylene group, an oxycarbonyl group, an aminocarbonyl group, a carbonyloxy group or a carbonyl group; and more preferably represents an oxycarbonyl group or a carbonyl group.
  • R 25 , R 71 or R 72 examples include halogen atoms such as fluorine, chlorine and bromine; C 1-40 , preferably C 1-20 , alkyl groups such as methyl, ethyl, propyl, hexyl, octyl, 2-ethylhexyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl; C 2-40 , preferably C 2-20 , alkenyl groups such as vinyl, 2-butene-1-yl and oleyl; C 2-40 , preferably C 2-20 , alkynyl groups such as propargyl; C 6-40 , preferably C 6-20 , aryl groups such as phenyl and naphthyl; C 1-40 , preferably C 1-20 , heterocyclic groups such as 2-furyl, 2-thienyl, 4-pyridyl, 2-imidazoly
  • R 25 , R 71 or R 72 also include substituents having one or more substituents selected from these.
  • Preferred examples of the substituent R 71 include alkoxy, alkoxycarbonyl and acyl groups having one or more substituents containing a linear or branched alkyl residue.
  • “a” is an integer from 0 to 5, and preferably from 1 to 3.
  • the carbon atom number of R 71 is preferably from 1 to 40 and more preferably from 1 to 20.
  • At least one of m of the side chains includes a partially or totally fluorinated carbon group.
  • at least one of the formulae (4a), (4b), (4), (5), (6) and (7) contains a partially or totally fluorinated carbon group.
  • the fluorinated carbon groups may be selected from those containing one or more double bonds, those having a linear or branched chain structure or a cyclic structure, and those having one or more aryl rings.
  • the compounds represented by the formula (1) are preferred.
  • X 1 , X 2 and X 3 respectively represent a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • X 1 , X 2 or X 3 is a single bond, it may bind directly to nitrogen atom, having free atomic valence, of a heterocyclic group such as a piperidine residue, or may bind to a heteroatom not having free atomic valence to form an onium salt such as an oxonium salt, sulfonium salt or ammonium salt.
  • X 1 , X 2 or X 3 is not a single bond, it represents a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof such as an oxycarbonyl group, an aminocarbonyl group, ureylene group, oxysulfonyl group and sulfamoyl group.
  • R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof such as an oxycarbonyl group, an aminocarbonyl group, ureylene group, oxysulfonyl group and sulfamoyl group.
  • a sulfur atom or NR 1 in which R 1 is a hydrogen atom or a C 3 or shorter alkyl group is most preferred.
  • R 11 , R 12 and R 13 respectively represent a substituted or non-substituted, alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group, or a halogen atom, hydroxyl, amino, mercapto, cyano, sulfide, carboxy or salt thereof (carboxylate), sulfo or salt thereof (sulfate), hydroxylamino, ureido or urethane.
  • the alkyl group represented by R 11 , R 12 or R 13 is desirably selected from C 1-40 , more desirably from C 2-30 , much more desirably from C 4-30 and further much more desirably from C 6-30 alkyl groups.
  • the alkyl group may have a linear or branched chain structure and may have one or more substituents.
  • substituents examples include halogen atoms, C 1-40 , preferably C 1-20 , alkoxy groups such as methoxy, ethoxy, methoxyethoxy and phenoxy; C 1-40 , preferably C 1-20 , alkylthio and C 6-40 , preferably C 6-20 , arylthio groups such as methylthio, ethylthio, propylthio and phenylthio; C 1-40 , preferably C 1-20 , alkylamino groups such as methylamino and propylamino; C 1-40 , preferably C 1-20 , acyl groups such as acetyl, propanoyl, octanoyl and benzoyl; C 1-40 , preferably C 1-20 , acyloxy groups such as acetoxy, pivaloyloxy and benzoyloxy; hydroxyl, mercapto, amino, carboxyl, sulfo, carbamoyl,
  • R 11 , R 12 or R 13 is an alkenyl or alkynyl group
  • their preferred carbon numbers is from 2 to 40, more preferably from 2 to 30, much more preferably from 4 to 30 and further much more preferably from 6 to 30.
  • the alkenyl or alkynyl group may have a linear or branched chain structure.
  • the alkenyl or alkynyl group may have one or more substituents. Example of the substituent include those exemplified as the substituent of the alkyl group.
  • R 11 , R 12 or R 13 is an aryl group
  • R is phenyl, indenyl, alpha-naphthyl, beta-naphthyl, fluorenyl, phenanthryl, anthracenyl or pyrenyl, and it is more preferred that it is phenyl or naphthyl.
  • the aryl group may have one or more substituents. Examples of the substituent include C 1-40 alkyl groups and those exemplified above as substituents of the alkyl group. It is preferred that the aryl group has one or more substituents containing a C 8-30 linear or branched alkyl residue, such as alkyl groups (e.g.
  • the aryl group preferably has two or more substituents selected from the substituents containing a C 8-30 linear or branched alkyl residue.
  • the aryl group may have one or more substituents selected from other substituents such as halogen atoms, hydroxyl, cyano, nitro, carboxyl and sulfo.
  • the heterocyclic group represented by R 11 , R 12 or R 13 is, similarly to D in the formula (1), preferably selected from 5-, 6- or 7-membered heterocyclic groups, more preferably selected from 5- or 6-membered heterocyclic groups, and much more preferably selected from 6-membered heterocyclic groups.
  • Specific examples of such skeletons can be found in heterocycles listed in “Iwanami Rikagaku Jiten (Iwanami's Physicochemical Dictionary; Iwanami Shoten, Publishers), the 3rd edition, supplement Chapter 11 “Nomenclature for Organic Chemistry”, Table 4 “Names of Principal Hetero Monocyclic Compounds” on page 1606, and Table 5 “Names of Principal Condensed Heterocyclic Compounds” on page 1607.
  • the heterocyclic groups are, similarly to the foregoing aryl group, preferably have one or more substituents containing a C 8-30 linear or branched alkyl chain, where substitution by two or more groups is more preferable. Specific examples of the substituent containing such chain are same as those described in the above.
  • the heterocyclic group may also be substituted by halogen atom, hydroxyl, cyano, nitro, carboxyl, sulfo or the like, besides the foregoing substituents.
  • R 11 , R 12 and R 13 contains one or more ester bonds, and, more preferably, is an alkoxy group having one or more substituents containing a linear or branched alkyl residue. It is more preferred that each of R 11 , R 12 and R 13 contains one or more ester bonds, and, more preferably, is an alkoxy group having one or more substituents including a linear or branched alkyl residue. Namely, it is preferred that at least one of R 11 , R 12 and R 13 contains a group represented by the formula (4a) or (4b); and, more preferably, contains a group represented by any one of the formulae (4) to (6).
  • R 11 —X 1 —, R 12 —X 2 — and R 13 —X 3 — is a group represented by the formula (7); and it is more preferred that each of those is a group represented by the formula (7).
  • X 21 , X 22 and X 23 respectively represent a single bond or a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof.
  • X 21 , X 22 or X 23 is a single bond, it may bind directly to nitrogen atom, having free atomic valence, of a heterocyclic group such as a piperidine residue, or may bind to a heteroatom not having free atomic valence to form an onium salt such as an oxonium salt, sulfonium salt and ammonium salt.
  • X 21 , X 22 or X 23 is not a single bond, it represents a bivalent linking group selected from the group consisting of NR 1 , where R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof such as an oxycarbonyl group, aminocarbonyl group, ureylene group, oxysulfonyl group and sulfamoyl group.
  • R 1 is a hydrogen atom or a C 1-30 alkyl group, oxygen, sulfur, carbonyl, sulfonyl and any combinations thereof such as an oxycarbonyl group, aminocarbonyl group, ureylene group, oxysulfonyl group and sulfamoyl group.
  • a sulfur atom or NR 1 in which R 1 is a hydrogen atom or a C 3 or shorter alkyl group is most preferred.
  • R 21 , R 22 and R 23 respectively represent a substituent.
  • substituent R 21 , R 22 or R 23 include halogen atoms, alkyl groups, alkenyl groups, alkynyl groups, aryl groups, heterocyclic groups, cyano, hydroxyl, nitro, carboxyl, alkoxy groups, aryloxy groups, silyloxy groups, heteroxy groups, acyloxy groups, carbamoyloxy groups, alkoxycarbonyloxy groups, aryloxycarbonyloxy groups, amino groups, acylamino groups, aminocarbonylamino groups, alkoxy aminocarbonylamino groups, aryloxycarbonylamino groups, sulfamoylamino groups, alkyl- and aryl-sulfonylamino groups, mercapto, alkylthio groups, arylthio groups, heterocyclic thio groups, sulfamoyl groups, sulfo groups, mercapto
  • the preferred carbon numbers and preferred examples of these groups are same as those described above for the substituents R 25 , R 71 and R 72 .
  • Examples of the substituent R 21 , R 22 or R 23 also include the substituents having one or more substituents selected from the examples exemplified above.
  • R 21 , R 22 and R 23 contains one or more ester bonds, and, more preferably, is an alkoxy group having one or more substituents containing a linear or branched alkyl residue. It is more preferred that each of R 21 , R 22 and R 23 contains one or more ester bonds, and, more preferably, is an alkoxy group having one or more substituents containing a linear or branched alkyl residue. Namely, it is preferred that at least one of R 11 , R 12 and R 13 contains a group represented by the formula (4a) or (4b); and, more preferably, contains a group represented by any one of the formulae (4) to (6).
  • At least one of (R 21 ) a21 -Ph-X 21 —, (R 22 ) a22 -Ph-X 22 — and (R 23 ) a23 -Ph-X 23 —R 11 —X 1 — is a group represented by the formula (7); and it is more preferred that each of those is a group represented by the formula (7).
  • a21, a22 and a23 respectively represents an integer from 1 to 5.
  • Examples of the compound represented by the formula (1), which can be employed in the invention, include, but are not limited to, those shown below.
  • the compounds represented by the formula (1) can be synthesized by using cyanuric chloride, which is readily commercially available, as a starting material.
  • the impregnating oil composition of the invention preferably comprises at least one compound represented by the formula (1) in an amount of 0.1 to 10 wt %, more preferably in an amount of 1 to 10 wt % and much more preferably in an mount of 1 to 5 wt %.
  • the composition containing the compound in an amount falling within the above range is preferred in the view of improvement in ability of forming oil films and durability enhancement.
  • the impregnating oil composition of the invention comprises a base oil.
  • a base oil Any types of base oil may be employed in the invention, and it may be selected from either mineral oils or synthetic oils.
  • the base oils is preferably selected from synthetic oils and more preferably from synthetic carbon hydrate base oils.
  • composition comprising, as base oil, at least one selected from the group consisting of poly-alpha-olefins, poly-alpha-olefin hydrates, ethylene-alpha-olefin copolymers, ethylene-alpha-olefin copolymer hydrates, mixtures of poly-alpha-olefin or hydrate thereof and alkyl naphthalene, mixtures of ethylene-alpha-olefin copolymer or hydrate thereof and alkyl naphthalene is preferred in the view of compatibility with the compound represented by the formula (1), reduction of sludge and durability enhancement.
  • PAO poly alpha-olefin hydrates
  • PAO poly alpha-olefin hydrates
  • PAO poly alpha-olefin hydrates
  • PEAO ethylene-alpha-olefin copolymers
  • base oil Various types of ethylene-alpha-olefin copolymers, referred to as “PEAO” hereinafter, can be employed as base oil in the invention.
  • PEAO may be produced by hydrogenating the polymers which are produced by carrying out polymerization of ethylene and alpha-olefin such as 1-decene and isobutene in the presence of catalyst such as Lewis acid catalyst.
  • catalyst such as Lewis acid catalyst.
  • PEAO having a mean molecular weight of 200 to 4000 is preferred and PEAO having a mean molecular weight of 1000 to 2000 is more preferred.
  • the alkyl naphthalene which can be employed in the invention, is selected from any naphthalene derivatives having one or more substituents on the naphthalene ring.
  • Mono- di- or tri-alkyl naphthalenes in which the total carbon atom number of the alkyl group(s) is from 5 to 25 around carbon, are preferred; and, among these, naphthalenes having both of lower or higher alkyl groups are more preferred.
  • Examples of the lower alkyl group include methyl, ethyl, propyl and isopropyl, and methyl is preferred.
  • the higher alkyl group is not to be limited to a certain group, and is may be selected from linear and branched chain alkyl groups.
  • the higher alkyl group is preferably a linear chain alkyl group.
  • alkyl naphthalene examples include dialkyl naphthalenes having a methyl and a secondary C 10-24 alkyl group and mixtures thereof which are described in JPA No. hei 8-302371.
  • Known materials, especially commercially available materials, are preferred in the view of procurement easiness.
  • base oil to be employed in the invention mixtures of PAO or PEAO and alkyl naphthalene are preferred.
  • the proportion of the former is preferably from 0.1 to 50 wt % and more preferably from 2 to 40 wt %; and the proportion of the later is preferably from 50 to 99.9 wt % and more preferably from 60 to 98 wt %.
  • the composition comprising, as base oil, the mixture of PAO or PEAO and alkyl naphthalene, having a mix proportion falling within the preferred range, may exhibit improved durability and improved ability of forming oil films.
  • composition of the invention may comprise any known additives in order to attain practical performances adopted for the individual applications.
  • the additive include wear preventive agents, extreme pressure agents, antioxidants, viscosity index raising agents, clean dispersion aids, metal passivation agents, corrosion preventive agents, rust preventive agents, and defoaming agents in an amount without lowering the effect of the invention.
  • the impregnating oil composition of the invention with which a sintered body is impregnated, is employed in a bearing apparatus.
  • the composition for example, may be kept within pores of a porous sintered body.
  • the sintered body impregnated with the composition of the invention may be employed in a part of a sliding part or as a sliding part of a bearing apparatus.
  • the composition is fed from the oil-impregnated sintered bearing to a sliding site between a rotating element and a non-rotation body for bearing the rotating element, and contributes to reducing friction and wear.
  • composition of the invention comprises a base oil and a particular class of discotic compound
  • employing the composition of the invention can achieve lower friction and, therefore, higher wear-resistance, compared with employing known compositions, comprising base oil and a metal compound such as molybdenum compound and zinc compound, or known compositions comprising base oil and ester phosphate.
  • the invention also relates to a bearing apparatus for bearing a rotating element rotatably comprising a sliding part wherein at least a part of the sliding part is a sintered body impregnated with the composition of the invention; and a sliding member comprising a sintered body impregnated with the composition of the invention.
  • the porous sintered body is preferable, and employing the porous sintered body, the impregnating oil composition is kept within the pores of the porous sintered body.
  • the sintered body made of any material can be employed in the invention, and, in usual, metal sintered bodies are employed.
  • Metal sintered bodies may be produced by sintering metal powders, comprising, as a major material, one or more types of metal powders selected from the common metal powders such as copper, iron and aluminum powder, and, if necessary, one or more types of powders selected from tin, lead, graphite and their alloy metal powders. It is possible to provide a long-life and stably operable bearing apparatus by employing the sintered bearing of the invention for a sliding part.
  • the bearing apparatus of the invention can be employed as a small size motor in the various technical fields such as automobiles, audio equipments, office equipments, home electric equipments and agricultural machines.
  • each friction coefficient was measured by using a reciprocating type friction test machine (SRV friction wear test machine) under conditions described below. And each wear resistance was evaluated with wear depths measured by using a surface roughness measuring equipment.
  • Example Nos. 1 to 7 Seven types of impregnating oil compositions, Example Nos. 1 to 7, were prepared by using the exemplified compounds N-8, N-28 N-34 and S-34 respectively. And Comparative Example Nos. 1 to 4 were prepared by using only base oils.
  • Cylinder 15 mm in diameter, 22 mm long
  • Example Nos. 1 to 6 are shown in Table 1 and the results of Example No. 7 and Comparative Example Nos. 1 to 4 are shown in Table 2. From the results shown in Table Nos. 1 and 2, it is understandable that Example Nos. 1 to 7 exhibited an excellent low-wear property respectively, compared with Comparative Example Nos. 1 to 4. It is also understandable that Example Nos. 1 to 6, containing synthetic hydrocarbon as base oil, exhibited an excellent low-wear property, compared with Example No. 7 containing mineral oil as base oil.
  • Example 1 Example 2
  • Example 3 Example 4
  • Example 5 Discotic Compound wt % N-8 N-28 N-34 S-34 B-5 B-10 5 5 5 5 5 5 5 5 5
  • Base Oil wt % alkyl naphthalene 87 87 87 87 poly- ⁇ -olefin hydrate 5 5 — — 5 — ethylene- ⁇ -olefin — — 5 5 — 5 copolymer hydrate
  • Additive wt % polymethacrylate 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 dioctyl 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 diphenylamine barium dinonyl 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 naphthalene sulfate amine phosphate 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 benzotriazole 0.5 0.5 0.5 0.5
  • an impregnating oil composition for a sintered bearing capable of improving film-forming ability of the bearing and of extending bearing life. It is also possible to provide a long-life bearing apparatus reduced in wearing at a sliding part and capable of working stably. It is also possible to provide a sliding member which is useful for such a bearing apparatus.

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  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Sliding-Contact Bearings (AREA)
US12/063,480 2005-08-26 2006-08-25 Impregnating oil composition for sintered bearing, bearing apparatus and sliding member Abandoned US20090118146A1 (en)

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JP2005246318A JP2007056213A (ja) 2005-08-26 2005-08-26 焼結含油軸受油用組成物、並びにそれを用いた軸受け装置及び摺動部材
JP2005-246318 2005-08-26
PCT/JP2006/317282 WO2007024021A1 (en) 2005-08-26 2006-08-25 Impregnating oil composition for sintered bearing, bearing apparatus and sliding member

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US9540351B2 (en) 2013-09-18 2017-01-10 Axikin Pharmaceuticals, Inc. Pharmaceutically acceptable salts of 3,5-diaminopyrazole kinase inhibitors
US9546163B2 (en) 2014-12-23 2017-01-17 Axikin Pharmaceuticals, Inc. 3,5-diaminopyrazole kinase inhibitors
US9745253B2 (en) 2015-03-13 2017-08-29 Forma Therapeutics, Inc. Alpha-cinnamide compounds and compositions as HDAC8 inhibitors
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JP2007056213A (ja) 2007-03-08
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