WO2023112684A1 - Lubricating oil composition and additive for lubricating oil - Google Patents

Lubricating oil composition and additive for lubricating oil Download PDF

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Publication number
WO2023112684A1
WO2023112684A1 PCT/JP2022/044264 JP2022044264W WO2023112684A1 WO 2023112684 A1 WO2023112684 A1 WO 2023112684A1 JP 2022044264 W JP2022044264 W JP 2022044264W WO 2023112684 A1 WO2023112684 A1 WO 2023112684A1
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Prior art keywords
polymer
lubricating oil
monomer unit
mass
hydrogenated product
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PCT/JP2022/044264
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French (fr)
Japanese (ja)
Inventor
裕治 設楽
陽一 秋山
圭介 知野
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Ｅｎｅｏｓ株式会社
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Publication of WO2023112684A1 publication Critical patent/WO2023112684A1/en

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    • 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
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/10—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing aromatic monomer, e.g. styrene
    • 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
    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/12—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing conjugated diene

Definitions

  • the present disclosure relates to lubricant compositions and additives for lubricants.
  • a lubricating oil composition is used for lubricating the sliding parts of the mechanical system.
  • Lubricant compositions generally contain a base oil and additives selected according to the desired properties.
  • Friction reducing agents are used as additives, for example, to reduce the friction of sliding parts.
  • Patent Document 1 discloses an alkanolamine having a specific chemical structure
  • Patent Document 2 discloses glycerol monooleate. Such friction reducing agents are required to be compatible with a wide range of lubrication conditions (speed range, load, temperature, sliding material).
  • JP 2018-199665 A Japanese Patent No. 5442784
  • An object of one aspect of the present invention is to provide a novel lubricant additive and lubricant composition capable of reducing friction of sliding parts.
  • the present inventors have found that a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride functions as an additive that reduces the friction of sliding parts. I found what I could do.
  • One aspect of the present invention is a lubricating oil composition containing a base oil and a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. It is a thing.
  • the olefin compound may contain a conjugated diene compound.
  • the polymer or hydrogenated product thereof is a block copolymer containing a block containing a conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit or a hydrogenated product thereof, good.
  • the polymer or hydrogenated product thereof may be a homopolymer containing only one type of conjugated diene compound as a monomer unit or a hydrogenated product thereof.
  • the content of the modified polymer may be 0.001% by mass or more and 50% by mass or less based on the total amount of the lubricating oil composition.
  • the lubricant composition may further contain a cross-linking agent having active hydrogen.
  • Another aspect of the present invention is a lubricant additive containing a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. be.
  • the olefin compound may contain a conjugated diene compound.
  • the polymer or hydrogenated product thereof is a block copolymer containing a block containing a conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit or a hydrogenated product thereof, good.
  • the polymer or hydrogenated product thereof may be a homopolymer containing only one type of conjugated diene compound as a monomer unit or a hydrogenated product thereof.
  • the lubricant additive may further contain a cross-linking agent having active hydrogen.
  • One embodiment of the present invention is a lubricating oil containing a base oil and a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. composition.
  • base oils examples include hydrocarbon oils and oxygenated oils.
  • Hydrocarbon oils include, for example, mineral oil-based hydrocarbon oils, synthetic hydrocarbon oils, and the like.
  • Oxygenated oils include, for example, esters, ethers, carbonates, ketones, and silicones.
  • One type of base oil may be used alone, or two or more types may be used in combination.
  • Mineral hydrocarbon oils include, for example, lubricating oil fractions obtained by atmospheric distillation and / or vacuum distillation of crude oil, solvent deasphalting, solvent extraction, hydrocracking, solvent dewaxing, catalytic dewaxing, hydrogen Examples include paraffinic mineral oils (normal paraffin, isoparaffin, etc.), naphthenic mineral oils, aromatic mineral oils, etc. obtained by refining refining treatments such as chemical refining, sulfuric acid washing, and clay treatment alone or in combination of two or more. .
  • Examples of synthetic hydrocarbon oils include alkylbenzene, alkylnaphthalene, poly ⁇ -olefin (PAO), polybutene, and ethylene- ⁇ -olefin copolymer.
  • esters include polyol esters and complex esters.
  • Ethers include, for example, polyvinyl ethers and polyalkylene glycols.
  • the kinematic viscosity of the base oil at 40° C. may be, for example, 1 mm 2 /s or more, 5 mm 2 /s or more, or 10 mm 2 /s or more, and may be 1000 mm 2 /s or less, 500 mm 2 / s or less, 200 mm 2 /s or less. s or less, 100 mm 2 /s or less, or 50 mm 2 /s or less.
  • dynamic viscosity means the dynamic viscosity measured based on JISK2283:2000.
  • the content of the base oil is, for example, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, or 97% by mass or more, based on the total amount of the lubricating oil composition. % by mass or more.
  • the polymer or hydrogenated product thereof contains one or more olefin compounds as monomer units.
  • the polymer or hydrogenated product thereof may contain only one or two or more olefin compounds as monomer units, and one or two or more olefin compounds and others copolymerizable with the olefin compounds.
  • a compound of The other compound may be, for example, a vinyl compound having a vinyl group (such as an aromatic vinyl compound).
  • the polymer may be a homopolymer or a copolymer.
  • Olefin compounds are hydrocarbon compounds having at least one carbon-carbon double bond.
  • the number of carbon atoms in the olefin compound may be, for example, 1 or more and 6 or less.
  • the olefinic compound may be, for example, an alkene compound having one carbon-carbon double bond, specifically ethylene, propylene, butylene, and the like.
  • the olefin compound may be, for example, a diene compound having two carbon-carbon double bonds, or a conjugated diene compound having a pair of conjugated double bonds (carbon-carbon double bonds).
  • conjugated diene compounds include 1,3-butadiene, 2-methyl-1,3-butadiene (isoprene), 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene and 1,3-hexadiene. is mentioned.
  • the conjugated diene compound is preferably at least one selected from the group consisting of 1,3-butadiene and isoprene.
  • the polymer may contain only an alkene compound as a monomer unit as an olefin compound.
  • Such polymers include, for example, polyethylene, polypropylene, ethylene-propylene copolymers, ethylene-acrylic copolymers, ethylene-butene copolymers, and chlorosulfonated polyethylene.
  • the polymer may contain only a conjugated diene compound as a monomer unit as an olefin compound.
  • a polymer may be a homopolymer containing only one type of conjugated diene compound as a monomer unit, such as polybutadiene (poly1,3-butadiene), polyisoprene, etc., preferably It may be polyisoprene.
  • Such a polymer may be a copolymer containing a conjugated diene compound as a monomer unit, such as a styrene-diene copolymer, an acrylonitrile-diene copolymer, and the like.
  • the polymer may contain, for example, an alkene compound and a conjugated diene compound as monomer units as olefin compounds.
  • Such polymers may be, for example, ethylene-propylene-diene copolymers.
  • the polymer may be a block copolymer, preferably a block A containing a conjugated diene compound as a monomer unit and a block B containing an aromatic vinyl compound as a monomer unit. , It may be a block copolymer containing.
  • Aromatic vinyl compounds have an aromatic ring and a vinyl group.
  • Aromatic vinyl compounds include, for example, styrene, o-methylstyrene, p-methylstyrene, p-tert-butylstyrene, 1,3-dimethylstyrene, ⁇ -methylstyrene, vinylnaphthalene, and vinylanthracene.
  • the aromatic vinyl compound is preferably styrene.
  • Block A has more than 50% by mass, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of conjugated It is a polymer block containing a diene compound as a monomer unit.
  • Block A may be a homopolymer block containing only a conjugated diene compound as a monomer unit, or a copolymer block containing a conjugated diene compound and an aromatic vinyl compound as monomer units.
  • Block B contains more than 50% by mass, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of fragrance based on the total amount of monomer units contained in block B. It is a polymer block containing a group vinyl compound as a monomer unit. Block B may be a homopolymer block containing only an aromatic vinyl compound as a monomer unit, or a copolymer block containing an aromatic vinyl compound and a conjugated diene compound as monomer units.
  • the block copolymer may have, for example, a structure represented by any one of formulas (1) to (3) below.
  • A represents block A
  • B represents block B
  • m represents an integer from 1 to 5
  • n represents an integer from 0 to 5.
  • m may be 1.
  • the block copolymer is preferably a block copolymer having a structure represented by formula (1).
  • the block A is preferably a block containing 1,3-butadiene or isoprene as a monomer unit, more preferably a homopolymer block containing only 1,3-butadiene or isoprene as a monomer unit.
  • block B is preferably a block containing styrene as a monomer unit, more preferably a homopolymer block containing only styrene as a monomer unit.
  • the modified polymer may be a modified polymer obtained by modifying a polymer containing one or more olefin compounds as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride.
  • the olefin compound is A polymer that is a conjugated diene compound or a modified polymer of its hydrogenation, more preferably a block containing a conjugated diene compound as a monomer unit, a block containing an aromatic vinyl compound as a monomer unit, It is a block copolymer containing or a modified polymer of a hydrogenated product thereof.
  • the modified polymer is preferably a modified polymer obtained by modifying a homopolymer (polyisoprene) containing only isoprene as a monomer unit with maleic anhydride, more preferably a styrene-butadiene-styrene block copolymer.
  • SBS hydrogenated styrene-ethylene/butylene-styrene block copolymer
  • SEBS hydrogenated styrene-ethylene/butylene-styrene block copolymer
  • SIS styrene-isoprene-styrene block copolymer
  • SEPS propylene-styrene block copolymer
  • the number average molecular weight Mn of the modified polymer may be 1,000 or more, 5,000 or more, 10,000 or more, 30,000 or more, or 50,000 or more, 500,000 or less, 200,000 or less, It may be 100,000 or less, or 80,000 or less.
  • the weight average molecular weight Mw of the modified polymer may be 2,000 or more, 10,000 or more, 20,000 or more, 50,000 or more, or 70,000 or more, 750,000 or less, 300,000 or less, It may be 200,000 or less, or 150,000 or less.
  • the z-average molecular weight Mz of the modified polymer may be 50,000 or greater, 70,000 or greater, or 100,000 or greater, and may be 400,000 or less, 350,000 or less, or 320,000 or less.
  • the Mw/Mn of the modified polymer may be 1 or more, 1.1 or more, or 1.2 or more, and may be 2.5 or less, 2.2 or less, or 2 or less. These average molecular weights are measured by a conventionally known GPC (gel permeation chromatography) analysis method (polystyrene equivalent).
  • the maleation ratio of the modified polymer may be 0.1% by mass or more, 0.5% by mass or more, 0.7% by mass or more, or 1% by mass or more, 5% by mass or less, 4% by mass or less, Alternatively, it may be 3% by mass or less.
  • the maleation ratio is measured by a conventionally known method of acid value measurement.
  • the modified polymer as described above can be obtained by modifying the above polymer or its hydrogenated product with maleic acid or maleic anhydride by a known method.
  • the modified polymer can be purchased commercially.
  • the content of the modified polymer is 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.02% by mass or more, and 0.03% by mass, based on the total amount of the lubricating oil composition.
  • the lubricating oil composition may further contain a cross-linking agent capable of cross-linking the modified polymers.
  • the cross-linking agent may exist in the lubricating oil composition in a state in which the modified polymers are cross-linked, or may exist in the lubricating oil composition in a single state in which the modified polymers are not cross-linked. good.
  • cross-linking agents examples include cross-linking agents having active hydrogen.
  • the cross-linking agent may have, for example, a hydroxyl group, an amino group or a thiol group as a functional group having active hydrogen.
  • the cross-linking agent may preferably further have a nitrogen-containing heterocyclic ring in addition to the functional group having active hydrogen.
  • Nitrogen-containing heterocycles include, for example, triazole, pyridine, thiadiazole, imidazole, isocyanurate, triazine and hydantoin rings.
  • the cross-linking agent preferably has a hydroxyl group or an amino group and a triazole ring, an isocyanurate ring or a triazine ring, more preferably a hydroxyl group or an amino group and a triazole ring or an isocyanurate ring.
  • cross-linking agents include 4H-3-amino-1,2,4-triazole, 2-aminopyridine, aminoimidazole, 2-amino-1,3,5-triazine, aminoisocyanurate and hydroxypyridine. , tris(2-hydroxyethyl) isocyanurate and the like.
  • the content of the cross-linking agent may be 0.001 equivalents or more, 0.01 equivalents or more, 0.1 equivalents or more, or 0.5 equivalents or more with respect to the amount of modifying functional groups in the modified polymer, It may be 5 equivalents or less, 3 equivalents or less, or 2 equivalents or less.
  • the lubricating oil composition may further contain other additives depending on the desired properties and use of the lubricating oil composition.
  • Other additives include antiwear agents, antioxidants, oiliness agents, antifoaming agents, metal deactivators, viscosity index improvers, pour point depressants, detergent dispersants, acid scavengers, rust inhibitors, A thickener (especially when the lubricating oil composition is used for grease) and the like.
  • the content of other additives may be, for example, 0.1% by mass or more and 20% by mass or less based on the total amount of the lubricating oil composition.
  • the lubricating oil composition described above contains, in addition to the base oil, a modified polymer obtained by modifying a polymer containing a conjugated diene compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride.
  • Lubricant composition containing no modified polymer, polymer containing conjugated diene compound (not modified with maleic acid or maleic anhydride) as a monomer unit, or lubricating oil containing hydrogenated product thereof It can reduce the friction of the sliding portion compared to the composition.
  • a lubricant composition containing the above modified polymer can improve the wear resistance of sliding parts compared to a lubricant composition that does not contain the modified polymer.
  • the above modified polymer is suitable as an additive for lubricants.
  • a lubricant additive containing the modified polymer can also be referred to as a friction reducer (for a lubricant), an antiwear agent (for a lubricant), a lubricity improver (for a lubricant), or the like.
  • the lubricant additive may further contain the cross-linking agent described above.
  • Another embodiment of the present invention provides a method of lubricating a sliding portion using the modified polymer (a method of reducing friction of the sliding portion, a method of improving the wear resistance of the sliding portion, It can also be said that this method is a method for improving the lubricity of sliding parts.
  • Lubricating oils include, for example, engine oils, two-cycle engine oils, automatic transmission oils, differential gear oils, tridal CVT oils, shock absorber oils, hydraulic fluids, turbine oils, compressor oils, sliding surface oils, machine tool oils, Bearing oil, sintered oil-impregnated bearing oil, metal processing oil, chain oil, chain saw oil, precision machine oil, robot joint sliding oil, drone bearing oil, refrigerator oil, automotive grease, EPS grease, high-speed bearing grease, Examples include industrial grease, industrial gear oil, grease for central lubricator, grease for propeller shaft, grease for hub bearing, grease for CVJ, grease for wheel bearing, and the like.
  • thin film coating oils include household quick-drying lubricating oils, industrial assembly oils, industrial rust preventive coating oils, and the like.
  • Test oil 1 is a commercially available hydraulic oil (trade name: Super Hyland SE32 (manufactured by ENEOS Corporation)) and a styrene-ethylene/butylene-styrene block copolymer (SEBS) modified with maleic anhydride.
  • maleic anhydride-modified SEBS trade name: FG1924 (manufactured by Kraton), Mn: 68,500, Mw: 12,300, Mz: 215,700, Mw/Mn: 1.859, maleation rate: 1% by mass
  • a lubricating oil composition having the composition shown in Table 1 (% by mass based on the total amount of the lubricating oil composition) was prepared.
  • 99.9 g of test oil 1 and 0.1 g of maleic anhydride-modified SEBS were placed in an eggplant-shaped flask, and the gas phase was replaced with nitrogen. Thereafter, the interior of the eggplant-shaped flask was stirred at 130° C. for 3 hours in an oil bath to completely dissolve the maleic anhydride-modified SEBS, thereby obtaining a lubricating oil composition.
  • Example 1-2 In Example 1-1, after dissolving the maleic anhydride-modified SEBS, 1 equivalent of a cross-linking agent (4H-3-amino-1,2 ,4-triazole (ATA)) was further added, and the inside of the eggplant-shaped flask was stirred at 180 ° C. for 30 minutes in an oil bath. .
  • a cross-linking agent (4H-3-amino-1,2 ,4-triazole (ATA)
  • Example 1-3 A lubricating oil composition was prepared in the same manner as in Example 1-2, except that tris(2-hydroxyethyl)isocyanurate (TIC) was used as the cross-linking agent instead of ATA.
  • TIC tris(2-hydroxyethyl)isocyanurate
  • Example 1-4 a modified polymer obtained by modifying polyisoprene with maleic anhydride (hereinafter also referred to as “maleic anhydride-modified isoprene”. Trade name: LIR-403, molecular weight: 34,000, modified polymer A lubricating oil composition was prepared in the same manner as in Example 1-2, except that a modified polymer having 3 molecules of maleic anhydride added to each molecule) was used.
  • Test oil 1 was used as it was as a lubricating oil composition.
  • Example 1-2 A lubricating oil composition was prepared in the same manner as in Example 1-1, except that SEBS not modified with maleic anhydride was used instead of SEBS modified with maleic anhydride.
  • Example 2-1 to 2-4 and Comparative Examples 2-1 to 2-2 In place of test oil 1, except that test oil 2, which is a mixture of 99 parts by mass of mineral oil (kinematic viscosity at 40° C.: 20 mm 2 /s) and 1 part by mass of tricresyl phosphate, was used.
  • test oil 2 which is a mixture of 99 parts by mass of mineral oil (kinematic viscosity at 40° C.: 20 mm 2 /s) and 1 part by mass of tricresyl phosphate, was used.
  • lubricating oil compositions having compositions shown in Table 2 (% by mass based on the total amount of the lubricating oil composition) were prepared.
  • Comparative Example 2-2 glycerol monooleate known as a friction reducing agent was added.
  • Table 2 shows the friction coefficients at average speeds of 5 mm/s and 10 mm/s.
  • Examples 3-1 to 3-2 and Comparative Example 3-1 A lubricant composition was prepared in the same manner as in Example 2-1, etc., except that the composition of the lubricant composition (% by mass based on the total amount of the lubricant composition) was changed as shown in Table 3.
  • Example 4-1 and Comparative Example 4-1 A lubricant composition was prepared in the same manner as in Example 2-1, etc., except that the composition of the lubricant composition (% by mass based on the total amount of the lubricant composition) was changed as shown in Table 4.
  • a lubricant composition having the composition shown in Table 5 (% by mass based on the total amount of the lubricant composition) was prepared in the same manner as in Example 1-2 except that For each lubricating oil composition obtained, the coefficient of friction was measured in the same manner as in Example 1-1 and the like. Table 5 shows the coefficient of friction at average speeds of 2 mm/s and 5 mm/s.
  • Example 6-1 to 6-2 and Comparative Example 6-1 Instead of test oil 1, except that test oil 4, which is a mixture of 99 parts by mass of paraffinic mineral oil (kinematic viscosity at 40 ° C.: 2 mm 2 / s) and 1 part by mass of tricresyl phosphate, was used.
  • test oil 4 which is a mixture of 99 parts by mass of paraffinic mineral oil (kinematic viscosity at 40 ° C.: 2 mm 2 / s) and 1 part by mass of tricresyl phosphate
  • Table 6 % by mass based on the total amount of the lubricating oil composition

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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

The present invention provides a lubricating oil composition containing a base oil and a modified polymer that is obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product of said polymer using maleic acid or maleic anhydride. Furthermore, the present invention provides an additive for a lubricating oil, said additive containing a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product of said polymer using maleic acid or maleic anhydride.

Description

潤滑油剤組成物及び潤滑油剤用添加剤Lubricant composition and lubricant additive
　本開示は、潤滑油剤組成物及び潤滑油剤用添加剤に関する。 The present disclosure relates to lubricant compositions and additives for lubricants.
　機械システムの摺動部には、摺動部を潤滑するための潤滑油剤組成物が用いられる。潤滑油剤組成物は、一般的に、所望の特性に応じて選択される基油及び添加剤を含有する。機械システムの省エネルギー、省電力には、摺動部の摩擦低減が必要不可欠である。摺動部の摩擦を低減するために、例えば、添加剤として摩擦低減剤が用いられる。摩擦低減剤としては、例えば、特許文献１には特定の化学構造を有するアルカノールアミンが開示されており、特許文献２にはグリセロールモノオレートが開示されている。このような摩擦低減剤には、幅広い潤滑条件（速度域、荷重、温度、摺動材）に対応できることが求められている。 A lubricating oil composition is used for lubricating the sliding parts of the mechanical system. Lubricant compositions generally contain a base oil and additives selected according to the desired properties. To save energy and power in mechanical systems, it is essential to reduce friction in sliding parts. Friction reducing agents are used as additives, for example, to reduce the friction of sliding parts. As friction modifiers, for example, Patent Document 1 discloses an alkanolamine having a specific chemical structure, and Patent Document 2 discloses glycerol monooleate. Such friction reducing agents are required to be compatible with a wide range of lubrication conditions (speed range, load, temperature, sliding material).
特開２０１８－１９９６６５号公報JP 2018-199665 A 特許５４４２７８４号公報Japanese Patent No. 5442784
　本発明の一側面は、摺動部の摩擦を低減させることができる新規な潤滑油剤用添加剤及び潤滑油剤組成物を提供することを目的とする。 An object of one aspect of the present invention is to provide a novel lubricant additive and lubricant composition capable of reducing friction of sliding parts.
　本発明者らは、オレフィン化合物を単量体単位として含む重合体又はその水素添加物をマレイン酸又は無水マレイン酸で変性させた変性重合体が、摺動部の摩擦を低減させる添加剤として機能し得ることを見出した。 The present inventors have found that a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride functions as an additive that reduces the friction of sliding parts. I found what I could do.
　本発明の一側面は、基油と、オレフィン化合物を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体と、を含有する潤滑油剤組成物である。 One aspect of the present invention is a lubricating oil composition containing a base oil and a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. It is a thing.
　上記の潤滑油剤組成物において、オレフィン化合物は、共役ジエン化合物を含んでいてよい。重合体又はその水素添加物は、共役ジエン化合物を単量体単位として含むブロックと、芳香族ビニル化合物を単量体単位として含むブロックと、を含むブロック共重合体又はその水素添加物であってよい。重合体又はその水素添加物は、共役ジエン化合物の一種のみを単量体単位として含む単独重合体又はその水素添加物であってよい。変性重合体の含有量は、潤滑油剤組成物全量を基準として、０．００１質量％以上５０質量％以下であってよい。潤滑油剤組成物は、活性水素を有する架橋剤を更に含有してよい。 In the lubricating oil composition described above, the olefin compound may contain a conjugated diene compound. The polymer or hydrogenated product thereof is a block copolymer containing a block containing a conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit or a hydrogenated product thereof, good. The polymer or hydrogenated product thereof may be a homopolymer containing only one type of conjugated diene compound as a monomer unit or a hydrogenated product thereof. The content of the modified polymer may be 0.001% by mass or more and 50% by mass or less based on the total amount of the lubricating oil composition. The lubricant composition may further contain a cross-linking agent having active hydrogen.
　本発明の他の一側面は、オレフィン化合物を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体を含有する、潤滑油剤用添加剤である。 Another aspect of the present invention is a lubricant additive containing a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. be.
　上記の潤滑油剤用添加剤において、オレフィン化合物は、共役ジエン化合物を含んでいてよい。重合体又はその水素添加物は、共役ジエン化合物を単量体単位として含むブロックと、芳香族ビニル化合物を単量体単位として含むブロックと、を含むブロック共重合体又はその水素添加物であってよい。重合体又はその水素添加物は、共役ジエン化合物の一種のみを単量体単位として含む単独重合体又はその水素添加物であってよい。潤滑油剤用添加剤は、活性水素を有する架橋剤を更に含有してよい。 In the lubricant additive described above, the olefin compound may contain a conjugated diene compound. The polymer or hydrogenated product thereof is a block copolymer containing a block containing a conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit or a hydrogenated product thereof, good. The polymer or hydrogenated product thereof may be a homopolymer containing only one type of conjugated diene compound as a monomer unit or a hydrogenated product thereof. The lubricant additive may further contain a cross-linking agent having active hydrogen.
　本発明の一側面によれば、摺動部の摩擦を低減させることができる新規な潤滑油剤用添加剤及び潤滑油剤組成物を提供することができる。 According to one aspect of the present invention, it is possible to provide a novel lubricant additive and lubricant composition capable of reducing friction of sliding parts.
　以下、本発明の実施形態について詳細に説明する。本発明の一実施形態は、基油と、オレフィン化合物を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体と、を含有する潤滑油剤組成物である。 Hereinafter, embodiments of the present invention will be described in detail. One embodiment of the present invention is a lubricating oil containing a base oil and a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. composition.
　基油としては、例えば、炭化水素油、含酸素油等が挙げられる。炭化水素油としては、例えば、鉱油系炭化水素油、合成系炭化水素油等が挙げられる。含酸素油としては、例えば、エステル、エーテル、カーボネート、ケトン、シリコーン等が挙げられる。基油は、１種を単独で使用してもよく、２種以上を組み合わせて使用してもよい。 Examples of base oils include hydrocarbon oils and oxygenated oils. Hydrocarbon oils include, for example, mineral oil-based hydrocarbon oils, synthetic hydrocarbon oils, and the like. Oxygenated oils include, for example, esters, ethers, carbonates, ketones, and silicones. One type of base oil may be used alone, or two or more types may be used in combination.
　鉱油系炭化水素油としては、例えば、原油を常圧蒸留及び／又は減圧蒸留して得られる潤滑油留分を、溶剤脱れき、溶剤抽出、水素化分解、溶剤脱ろう、接触脱ろう、水素化精製、硫酸洗浄、白土処理等の精製処理を単独又は２つ以上適宜組み合わせて精製することによって得られるパラフィン系鉱油（ノルマルパラフィン、イソパラフィン等）、ナフテン系鉱油、芳香族系鉱油等が挙げられる。 Mineral hydrocarbon oils include, for example, lubricating oil fractions obtained by atmospheric distillation and / or vacuum distillation of crude oil, solvent deasphalting, solvent extraction, hydrocracking, solvent dewaxing, catalytic dewaxing, hydrogen Examples include paraffinic mineral oils (normal paraffin, isoparaffin, etc.), naphthenic mineral oils, aromatic mineral oils, etc. obtained by refining refining treatments such as chemical refining, sulfuric acid washing, and clay treatment alone or in combination of two or more. .
　合成系炭化水素油としては、例えば、アルキルベンゼン、アルキルナフタレン、ポリα－オレフィン（ＰＡＯ）、ポリブテン、エチレン－α－オレフィン共重合体等が挙げられる。 Examples of synthetic hydrocarbon oils include alkylbenzene, alkylnaphthalene, polyα-olefin (PAO), polybutene, and ethylene-α-olefin copolymer.
　エステルとしては、例えば、ポリオールエステル、コンプレックスエステル等が挙げられる。エーテルとしては、例えば、ポリビニルエーテル、ポリアルキレングリコール等が挙げられる。 Examples of esters include polyol esters and complex esters. Ethers include, for example, polyvinyl ethers and polyalkylene glycols.
　基油の４０℃における動粘度は、例えば、１ｍｍ２／ｓ以上、５ｍｍ２／ｓ以上、又は１０ｍｍ２／ｓ以上であってよく、１０００ｍｍ２／ｓ以下、５００ｍｍ２／ｓ以下、２００ｍｍ２／ｓ以下、１００ｍｍ２／ｓ以下、又は５０ｍｍ２／ｓ以下であってよい。なお、本明細書において、動粘度は、ＪＩＳ　Ｋ　２２８３：２０００に準拠して測定される動粘度を意味する。 The kinematic viscosity of the base oil at 40° C. may be, for example, 1 mm 2 /s or more, 5 mm 2 /s or more, or 10 mm 2 /s or more, and may be 1000 mm 2 /s or less, 500 mm 2 / s or less, 200 mm 2 /s or less. s or less, 100 mm 2 /s or less, or 50 mm 2 /s or less. In addition, in this specification, dynamic viscosity means the dynamic viscosity measured based on JISK2283:2000.
　基油の含有量は、潤滑油剤組成物全量を基準として、例えば、５０質量％以上、６０質量％以上、７０質量％以上、８０質量％以上、９０質量％以上、９５質量％以上、又は９７質量％以上であってよい。 The content of the base oil is, for example, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, or 97% by mass or more, based on the total amount of the lubricating oil composition. % by mass or more.
　重合体又はその水素添加物は、オレフィン化合物の１種又は２種以上を単量体単位として含む。重合体又はその水素添加物は、単量体単位として、オレフィン化合物の１種又は２種以上のみを含んでいてよく、オレフィン化合物の１種又は２種以上と、オレフィン化合物と共重合可能なその他の化合物とを含んでいてもよい。その他の化合物は、例えば、ビニル基を有するビニル化合物（芳香族ビニル化合物等）であってよい。重合体は、単独重合体であっても共重合体であってもよい。 The polymer or hydrogenated product thereof contains one or more olefin compounds as monomer units. The polymer or hydrogenated product thereof may contain only one or two or more olefin compounds as monomer units, and one or two or more olefin compounds and others copolymerizable with the olefin compounds. and a compound of The other compound may be, for example, a vinyl compound having a vinyl group (such as an aromatic vinyl compound). The polymer may be a homopolymer or a copolymer.
　オレフィン化合物は、少なくとも一つの炭素－炭素二重結合を有する炭化水素化合物である。オレフィン化合物の炭素数は、例えば、１以上であってよく、６以下であってよい。オレフィン化合物は、例えば、一つの炭素－炭素二重結合を有するアルケン化合物であってよく、具体的には、エチレン、プロピレン、ブチレン等であってよい。 　Olefin compounds are hydrocarbon compounds having at least one carbon-carbon double bond. The number of carbon atoms in the olefin compound may be, for example, 1 or more and 6 or less. The olefinic compound may be, for example, an alkene compound having one carbon-carbon double bond, specifically ethylene, propylene, butylene, and the like.
　オレフィン化合物は、例えば、二つの炭素－炭素二重結合を有するジエン化合物であってよく、一対の共役二重結合（炭素－炭素二重結合）を有する共役ジエン化合物であってもよい。共役ジエン化合物としては、例えば、１，３－ブタジエン、２－メチル－１，３－ブタジエン（イソプレン）、２，３－ジメチル－１，３－ブタジエン、１，３－ペンタジエン及び１，３－ヘキサジエンが挙げられる。共役ジエン化合物は、好ましくは、１，３－ブタジエン及びイソプレンからなる群より選ばれる少なくとも一種である。 The olefin compound may be, for example, a diene compound having two carbon-carbon double bonds, or a conjugated diene compound having a pair of conjugated double bonds (carbon-carbon double bonds). Examples of conjugated diene compounds include 1,3-butadiene, 2-methyl-1,3-butadiene (isoprene), 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene and 1,3-hexadiene. is mentioned. The conjugated diene compound is preferably at least one selected from the group consisting of 1,3-butadiene and isoprene.
　重合体は、オレフィン化合物としてアルケン化合物のみを単量体単位として含んでいてよい。そのような重合体としては、例えば、ポリエチレン、ポリプロピレン、エチレン－プロピレン共重合体、エチレン－アクリル共重合体、エチレン－ブテン共重合体、及びクロロスルホン化ポリエチレンが挙げられる。 The polymer may contain only an alkene compound as a monomer unit as an olefin compound. Such polymers include, for example, polyethylene, polypropylene, ethylene-propylene copolymers, ethylene-acrylic copolymers, ethylene-butene copolymers, and chlorosulfonated polyethylene.
　重合体は、オレフィン化合物として共役ジエン化合物のみを単量体単位として含んでいてもよい。そのような重合体は、共役ジエン化合物の一種のみを単量体単位として含む単独重合体であってよく、例えば、ポリブタジエン（ポリ１，３－ブタジエン）、ポリイソプレン等であってよく、好ましくはポリイソプレンであってよい。そのような重合体は、共役ジエン化合物を単量体単位として含む共重合体であってもよく、例えば、スチレン－ジエン共重合体、アクリロニトリル－ジエン共重合体等であってよい。 The polymer may contain only a conjugated diene compound as a monomer unit as an olefin compound. Such a polymer may be a homopolymer containing only one type of conjugated diene compound as a monomer unit, such as polybutadiene (poly1,3-butadiene), polyisoprene, etc., preferably It may be polyisoprene. Such a polymer may be a copolymer containing a conjugated diene compound as a monomer unit, such as a styrene-diene copolymer, an acrylonitrile-diene copolymer, and the like.
　重合体は、例えば、オレフィン化合物として、アルケン化合物及び共役ジエン化合物を単量体単位として含んでいてもよい。そのような重合体は、例えばエチレン－プロピレン－ジエン共重合体であってよい。 The polymer may contain, for example, an alkene compound and a conjugated diene compound as monomer units as olefin compounds. Such polymers may be, for example, ethylene-propylene-diene copolymers.
　重合体は、一実施形態において、ブロック共重合体であってもよく、好ましくは、共役ジエン化合物を単量体単位として含むブロックＡと、芳香族ビニル化合物を単量体単位として含むブロックＢと、を含むブロック共重合体であってよい。芳香族ビニル化合物は、芳香環及びビニル基を有している。芳香族ビニル化合物としては、例えば、スチレン、ｏ－メチルスチレン、ｐ－メチルスチレン、ｐ－ｔｅｒｔ－ブチルスチレン、１，３－ジメチルスチレン、α－メチルスチレン、ビニルナフタレン、及びビニルアントラセンが挙げられる。芳香族ビニル化合物は、好ましくはスチレンである。 In one embodiment, the polymer may be a block copolymer, preferably a block A containing a conjugated diene compound as a monomer unit and a block B containing an aromatic vinyl compound as a monomer unit. , It may be a block copolymer containing. Aromatic vinyl compounds have an aromatic ring and a vinyl group. Aromatic vinyl compounds include, for example, styrene, o-methylstyrene, p-methylstyrene, p-tert-butylstyrene, 1,3-dimethylstyrene, α-methylstyrene, vinylnaphthalene, and vinylanthracene. The aromatic vinyl compound is preferably styrene.
　ブロックＡは、ブロックＡに含まれる単量体単位全量を基準として、５０質量％超え、６０質量％以上、７０質量％以上、８０質量％以上、９０質量％以上、又は９５質量％以上の共役ジエン化合物を単量体単位として含む重合体ブロックである。ブロックＡは、共役ジエン化合物のみを単量体単位として含む単独重合体ブロックであってよく、共役ジエン化合物及び芳香族ビニル化合物を単量体単位として含む共重合体ブロックであってもよい。 Block A has more than 50% by mass, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of conjugated It is a polymer block containing a diene compound as a monomer unit. Block A may be a homopolymer block containing only a conjugated diene compound as a monomer unit, or a copolymer block containing a conjugated diene compound and an aromatic vinyl compound as monomer units.
　ブロックＢは、ブロックＢに含まれる単量体単位全量を基準として、５０質量％超え、６０質量％以上、７０質量％以上、８０質量％以上、９０質量％以上、又は９５質量％以上の芳香族ビニル化合物を単量体単位として含む重合体ブロックである。ブロックＢは、芳香族ビニル化合物のみを単量体単位として含む単独重合体ブロックであってよく、芳香族ビニル化合物及び共役ジエン化合物を単量体単位として含む共重合体ブロックであってもよい。 Block B contains more than 50% by mass, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more of fragrance based on the total amount of monomer units contained in block B. It is a polymer block containing a group vinyl compound as a monomer unit. Block B may be a homopolymer block containing only an aromatic vinyl compound as a monomer unit, or a copolymer block containing an aromatic vinyl compound and a conjugated diene compound as monomer units.
　ブロック共重合体は、例えば、下記式（１）～（３）のいずれかで表される構造を有していてよい。
　　Ｂ－（Ａ－Ｂ）ｍ　　　　　…（１）
　　Ｂ－（Ａ－Ｂ）ｎ－Ａ　　　…（２）
　　Ａ－（Ｂ－Ａ）ｍ　　　　　…（３）
式中、ＡはブロックＡを表し、ＢはブロックＢを表し、ｍは１～５の整数を表し、ｎは０～５の整数を表す。ｍは１であってもよい。 The block copolymer may have, for example, a structure represented by any one of formulas (1) to (3) below.
B-(A-B) m ... (1)
B-(A-B) n -A (2)
A-(B-A) m ... (3)
In the formula, A represents block A, B represents block B, m represents an integer from 1 to 5, and n represents an integer from 0 to 5. m may be 1.
　ブロック共重合体は、好ましくは、式（１）で表される構造を有するブロック共重合体である。この場合、ブロックＡは、好ましくは１，３－ブタジエン又はイソプレンを単量体単位として含むブロックであり、より好ましくは１，３－ブタジエン又はイソプレンのみを単量体単位として含む単独重合体ブロックであり、ブロックＢは、好ましくはスチレンを単量体単位として含むブロックであり、より好ましくはスチレンのみを単量体単位として含む単独重合体ブロックである。 The block copolymer is preferably a block copolymer having a structure represented by formula (1). In this case, the block A is preferably a block containing 1,3-butadiene or isoprene as a monomer unit, more preferably a homopolymer block containing only 1,3-butadiene or isoprene as a monomer unit. and block B is preferably a block containing styrene as a monomer unit, more preferably a homopolymer block containing only styrene as a monomer unit.
　変性重合体は、オレフィン化合物の一種以上を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体であってよく、好ましくは、オレフィン化合物が共役ジエン化合物である重合体又はその水素添加物の変性重合体であり、より好ましくは、共役ジエン化合物を単量体単位として含むブロックと、芳香族ビニル化合物を単量体単位として含むブロックと、を含むブロック共重合体又はその水素添加物の変性重合体である。変性重合体は、好ましくは、イソプレンのみを単量体単位として含む単独重合体（ポリイソプレン）を無水マレイン酸で変性させた変性重合体であり、より好ましくは、スチレン－ブタジエン－スチレンブロック共重合体（ＳＢＳ）、その水素添加物であるスチレン－エチレン／ブチレン－スチレンブロック共重合体（ＳＥＢＳ）、スチレン－イソプレン－スチレンブロック共重合体（ＳＩＳ）、又はその水素添加物であるスチレン－エチレン／プロピレン－スチレンブロック共重合体（ＳＥＰＳ）をマレイン酸又は無水マレイン酸で変性させた変性重合体である。 The modified polymer may be a modified polymer obtained by modifying a polymer containing one or more olefin compounds as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. Preferably, the olefin compound is A polymer that is a conjugated diene compound or a modified polymer of its hydrogenation, more preferably a block containing a conjugated diene compound as a monomer unit, a block containing an aromatic vinyl compound as a monomer unit, It is a block copolymer containing or a modified polymer of a hydrogenated product thereof. The modified polymer is preferably a modified polymer obtained by modifying a homopolymer (polyisoprene) containing only isoprene as a monomer unit with maleic anhydride, more preferably a styrene-butadiene-styrene block copolymer. (SBS), its hydrogenated styrene-ethylene/butylene-styrene block copolymer (SEBS), styrene-isoprene-styrene block copolymer (SIS), or its hydrogenated styrene-ethylene/ It is a modified polymer obtained by modifying a propylene-styrene block copolymer (SEPS) with maleic acid or maleic anhydride.
　変性重合体の数平均分子量Ｍｎは、１，０００以上、５，０００以上、１０，０００以上、３０，０００以上、又は５０，０００以上であってよく、５００，０００以下、２００，０００以下、１００，０００以下、又は８０，０００以下であってよい。変性重合体の重量平均分子量Ｍｗは、２，０００以上、１０，０００以上、２０，０００以上、５０，０００以上、又は７０，０００以上であってよく、７５０，０００以下、３００，０００以下、２００，０００以下、又は１５０，０００以下であってよい。変性重合体のｚ平均分子量Ｍｚは、５０，０００以上、７０，０００以上、又は１００，０００以上であってよく、４００，０００以下、３５０，０００以下、又は３２０，０００以下であってよい。変性重合体のＭｗ／Ｍｎは、１以上、１．１以上、又は１．２以上であってよく、２．５以下、２．２以下、又は２以下であってよい。これらの平均分子量は、従来公知のＧＰＣ（ゲルパーミエーションクロマトグラフィー）解析の方法（ポリスチレン換算値）により測定される。 The number average molecular weight Mn of the modified polymer may be 1,000 or more, 5,000 or more, 10,000 or more, 30,000 or more, or 50,000 or more, 500,000 or less, 200,000 or less, It may be 100,000 or less, or 80,000 or less. The weight average molecular weight Mw of the modified polymer may be 2,000 or more, 10,000 or more, 20,000 or more, 50,000 or more, or 70,000 or more, 750,000 or less, 300,000 or less, It may be 200,000 or less, or 150,000 or less. The z-average molecular weight Mz of the modified polymer may be 50,000 or greater, 70,000 or greater, or 100,000 or greater, and may be 400,000 or less, 350,000 or less, or 320,000 or less. The Mw/Mn of the modified polymer may be 1 or more, 1.1 or more, or 1.2 or more, and may be 2.5 or less, 2.2 or less, or 2 or less. These average molecular weights are measured by a conventionally known GPC (gel permeation chromatography) analysis method (polystyrene equivalent).
　変性重合体のマレイン化率は、０．１質量％以上、０．５質量％以上、０．７質量％以上、又は１質量％以上であってよく、５質量％以下、４質量％以下、又は３質量％以下であってよい。マレイン化率は、従来公知の手法である酸価測定の手法により測定される。 The maleation ratio of the modified polymer may be 0.1% by mass or more, 0.5% by mass or more, 0.7% by mass or more, or 1% by mass or more, 5% by mass or less, 4% by mass or less, Alternatively, it may be 3% by mass or less. The maleation ratio is measured by a conventionally known method of acid value measurement.
　以上のような変性重合体は、公知の方法によって、上記の重合体又はその水素添加物をマレイン酸又は無水マレイン酸で変性させることにより得られる。あるいは、変性重合体は、市販品を購入することもできる。 The modified polymer as described above can be obtained by modifying the above polymer or its hydrogenated product with maleic acid or maleic anhydride by a known method. Alternatively, the modified polymer can be purchased commercially.
　変性重合体の含有量は、潤滑油剤組成物全量を基準として、０．００１質量％以上、０．００５質量％以上、０．０１質量％以上、０．０２質量％以上、０．０３質量％以上、０．０４質量％以上、０．０５質量％以上、０．１質量％以上、０．２質量％以上、０．３質量％以上、又は０．４質量％以上であってよく、５０質量％以下、２０質量％以下、５質量％以下、４質量％以下、３質量％以下、２質量％以下、又は１質量％以下であってよい。 The content of the modified polymer is 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.02% by mass or more, and 0.03% by mass, based on the total amount of the lubricating oil composition. 0.04% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0.3% by mass or more, or 0.4% by mass or more, and 50 % by mass or less, 20% by mass or less, 5% by mass or less, 4% by mass or less, 3% by mass or less, 2% by mass or less, or 1% by mass or less.
　潤滑油剤組成物は、摺動部の摩擦を更に低減できる観点から、上記の変性重合体同士を架橋可能な架橋剤を更に含有してもよい。架橋剤は、変性重合体同士を架橋した状態で潤滑油剤組成物中に存在していてもよく、変性重合体同士を架橋していない単体の状態で潤滑油剤組成物中に存在していてもよい。 From the viewpoint of further reducing the friction of sliding parts, the lubricating oil composition may further contain a cross-linking agent capable of cross-linking the modified polymers. The cross-linking agent may exist in the lubricating oil composition in a state in which the modified polymers are cross-linked, or may exist in the lubricating oil composition in a single state in which the modified polymers are not cross-linked. good.
　このような架橋剤としては、活性水素を有する架橋剤が挙げられる。架橋剤は、活性水素を有する官能基として、例えば、水酸基、アミノ基又はチオール基を有していてよい。架橋剤は、好ましくは、活性水素を有する官能基に加えて、含窒素複素環を更に有していてよい。含窒素複素環としては、例えば、トリアゾール環、ピリジン環、チアジアゾール環、イミダゾール環、イソシアヌレート環、トリアジン環及びヒダントイン環が挙げられる。架橋剤は、好ましくは、水酸基又はアミノ基と、トリアゾール環、イソシアヌレート環又はトリアジン環とを有し、より好ましくは、水酸基又はアミノ基と、トリアゾール環又はイソシアヌレート環とを有している。このような架橋剤としては、例えば、４Ｈ－３－アミノ－１，２，４－トリアゾール、２－アミノピリジン、アミノイミダゾール、２－アミノ－１，３，５－トリアジン、アミノイソシアヌレート、ヒドロキシピリジン、トリス（２－ヒドロキシエチル）イソシアヌレート等が挙げられる。 Examples of such cross-linking agents include cross-linking agents having active hydrogen. The cross-linking agent may have, for example, a hydroxyl group, an amino group or a thiol group as a functional group having active hydrogen. The cross-linking agent may preferably further have a nitrogen-containing heterocyclic ring in addition to the functional group having active hydrogen. Nitrogen-containing heterocycles include, for example, triazole, pyridine, thiadiazole, imidazole, isocyanurate, triazine and hydantoin rings. The cross-linking agent preferably has a hydroxyl group or an amino group and a triazole ring, an isocyanurate ring or a triazine ring, more preferably a hydroxyl group or an amino group and a triazole ring or an isocyanurate ring. Examples of such cross-linking agents include 4H-3-amino-1,2,4-triazole, 2-aminopyridine, aminoimidazole, 2-amino-1,3,5-triazine, aminoisocyanurate and hydroxypyridine. , tris(2-hydroxyethyl) isocyanurate and the like.
　架橋剤の含有量は、変性重合体中の変性官能基の量に対して、０．００１当量以上、０．０１当量以上、０．１当量以上、又は０．５当量以上であってよく、５当量以下、３当量以下、又は２当量以下であってよい。 The content of the cross-linking agent may be 0.001 equivalents or more, 0.01 equivalents or more, 0.1 equivalents or more, or 0.5 equivalents or more with respect to the amount of modifying functional groups in the modified polymer, It may be 5 equivalents or less, 3 equivalents or less, or 2 equivalents or less.
　潤滑油剤組成物は、基油及び変性重合体に加えて、所望の特性や潤滑油剤組成物の用途に応じて、その他の添加剤を更に含有していてよい。その他の添加剤としては、摩耗防止剤、酸化防止剤、油性剤、消泡剤、金属不活性化剤、粘度指数向上剤、流動点降下剤、清浄分散剤、酸捕捉剤、防錆剤、増ちょう剤（特に潤滑油剤組成物がグリース用途で用いられる場合）等が挙げられる。その他の添加剤の含有量は、潤滑油剤組成物全量を基準として、例えば、０．１質量％以上であってよく、２０質量％以下であってよい。 In addition to the base oil and the modified polymer, the lubricating oil composition may further contain other additives depending on the desired properties and use of the lubricating oil composition. Other additives include antiwear agents, antioxidants, oiliness agents, antifoaming agents, metal deactivators, viscosity index improvers, pour point depressants, detergent dispersants, acid scavengers, rust inhibitors, A thickener (especially when the lubricating oil composition is used for grease) and the like. The content of other additives may be, for example, 0.1% by mass or more and 20% by mass or less based on the total amount of the lubricating oil composition.
　以上説明した潤滑油剤組成物は、基油に加えて、共役ジエン化合物を単量体単位として含む重合体又はその水素添加物をマレイン酸又は無水マレイン酸で変性させた変性重合体を含有することにより、当該変性重合体を含有しない潤滑油剤組成物や、（マレイン酸又は無水マレイン酸で変性させていない）共役ジエン化合物を単量体単位として含む重合体又はその水素添加物を含有する潤滑油剤組成物に比べて、摺動部の摩擦を低減させ得る。また、一実施形態において、上記の変性重合体を含有する潤滑油剤組成物は、当該変性重合体を含有しない潤滑油剤組成物に比べて、摺動部の耐摩耗性を向上させ得る。 The lubricating oil composition described above contains, in addition to the base oil, a modified polymer obtained by modifying a polymer containing a conjugated diene compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride. Lubricant composition containing no modified polymer, polymer containing conjugated diene compound (not modified with maleic acid or maleic anhydride) as a monomer unit, or lubricating oil containing hydrogenated product thereof It can reduce the friction of the sliding portion compared to the composition. In one embodiment, a lubricant composition containing the above modified polymer can improve the wear resistance of sliding parts compared to a lubricant composition that does not contain the modified polymer.
　言い換えれば、上記の変性重合体は、潤滑油剤用添加剤として好適である。本発明の他の一実施形態は、上記の変性重合体を含有する潤滑油剤用添加剤である。この潤滑油剤用添加剤は、（潤滑油剤用）摩擦低減剤、（潤滑油剤用）摩耗防止剤、（潤滑油剤用）潤滑性向上剤などということもできる。潤滑油剤用添加剤は、上述した架橋剤を更に含有してもよい。また、本発明の他の一実施形態は、上記の変性重合体を用いた摺動部を潤滑する方法（摺動部の摩擦を低減する方法、摺動部の耐摩耗性を向上させる方法、摺動部の潤滑性を向上させる方法）ということもできる。 In other words, the above modified polymer is suitable as an additive for lubricants. Another embodiment of the present invention is a lubricant additive containing the modified polymer. This lubricant additive can also be referred to as a friction reducer (for a lubricant), an antiwear agent (for a lubricant), a lubricity improver (for a lubricant), or the like. The lubricant additive may further contain the cross-linking agent described above. Another embodiment of the present invention provides a method of lubricating a sliding portion using the modified polymer (a method of reducing friction of the sliding portion, a method of improving the wear resistance of the sliding portion, It can also be said that this method is a method for improving the lubricity of sliding parts.
　潤滑油剤の用途としては、例えば、潤滑油及び薄膜被覆油が挙げられる。潤滑油としては、例えば、エンジン油、２サイクルエンジン油、オートマチックトランスミッション油、ディファレンシャルギヤ油、トライダルＣＶＴ油、ショックアブソーバー油、油圧作動油、タービン油、圧縮機油、摺動面油、工作機械油、軸受油、焼結含油軸受油、金属加工油、チェーン油、チェーンソー油、精密機械油、ロボット関節摺動油、ドローン用軸受油、冷凍機油、自動車用グリース、ＥＰＳ用グリース、高速軸受用グリース、工業用グリース、工業用ギヤ油、集中給油機用グリース、プロペラシャフト用グリース、ハブベアリング用グリース、ＣＶＪ用グリース、ホイールベアリング用グリース等が挙げられる。薄膜被覆油としては、例えば、家庭用速乾潤滑油、産業用組み立て油、産業用防錆塗布油等が挙げられる。 Uses of lubricants include, for example, lubricating oils and thin film coating oils. Lubricating oils include, for example, engine oils, two-cycle engine oils, automatic transmission oils, differential gear oils, tridal CVT oils, shock absorber oils, hydraulic fluids, turbine oils, compressor oils, sliding surface oils, machine tool oils, Bearing oil, sintered oil-impregnated bearing oil, metal processing oil, chain oil, chain saw oil, precision machine oil, robot joint sliding oil, drone bearing oil, refrigerator oil, automotive grease, EPS grease, high-speed bearing grease, Examples include industrial grease, industrial gear oil, grease for central lubricator, grease for propeller shaft, grease for hub bearing, grease for CVJ, grease for wheel bearing, and the like. Examples of thin film coating oils include household quick-drying lubricating oils, industrial assembly oils, industrial rust preventive coating oils, and the like.
　以下、実施例に基づいて本発明を更に具体的に説明するが、本発明は実施例に限定されるものではない。 The present invention will be described in more detail below based on examples, but the present invention is not limited to the examples.
（実施例１－１）
　供試油１として市販の油圧作動油（商品名：スーパーハイランドＳＥ３２（ＥＮＥＯＳ株式会社製））と、スチレン－エチレン／ブチレン－スチレンブロック共重合体（ＳＥＢＳ）を無水マレイン酸で変性させた変性重合体（以下「無水マレイン酸変性ＳＥＢＳ」ともいう。商品名：ＦＧ１９２４（クレイトン社製）、Ｍｎ：６８，５００、Ｍｗ：１２，３００、Ｍｚ：２１５，７００、Ｍｗ／Ｍｎ：１．８５９、マレイン化率：１質量％）とを、表１に示す組成（潤滑油剤組成物全量を基準とする質量％）の潤滑油剤組成物を調製した。具体的には、ナス型フラスコに９９．９ｇの供試油１と０．１ｇの無水マレイン酸変性ＳＥＢＳとを入れ、気相部分を窒素置換した。その後、オイルバス中にて、１３０℃でナス型フラスコ内を３時間撹拌し、無水マレイン酸変性ＳＥＢＳを完全に溶解させることにより、潤滑油剤組成物を得た。 (Example 1-1)
Test oil 1 is a commercially available hydraulic oil (trade name: Super Hyland SE32 (manufactured by ENEOS Corporation)) and a styrene-ethylene/butylene-styrene block copolymer (SEBS) modified with maleic anhydride. Polymer (hereinafter also referred to as “maleic anhydride-modified SEBS”, trade name: FG1924 (manufactured by Kraton), Mn: 68,500, Mw: 12,300, Mz: 215,700, Mw/Mn: 1.859, maleation rate: 1% by mass), and a lubricating oil composition having the composition shown in Table 1 (% by mass based on the total amount of the lubricating oil composition) was prepared. Specifically, 99.9 g of test oil 1 and 0.1 g of maleic anhydride-modified SEBS were placed in an eggplant-shaped flask, and the gas phase was replaced with nitrogen. Thereafter, the interior of the eggplant-shaped flask was stirred at 130° C. for 3 hours in an oil bath to completely dissolve the maleic anhydride-modified SEBS, thereby obtaining a lubricating oil composition.
（実施例１－２）
　実施例１－１において、無水マレイン酸変性ＳＥＢＳを溶解させた後、無水マレイン酸変性ＳＥＢＳ中のマレイン酸変性官能基の量に対して１当量の架橋剤（４Ｈ－３－アミノ－１，２，４－トリアゾール（ＡＴＡ））を更に添加し、オイルバス中にて、１８０℃でナス型フラスコ内を３０分間撹拌した以外は、実施例１－１と同様にして潤滑油剤組成物を調製した。 (Example 1-2)
In Example 1-1, after dissolving the maleic anhydride-modified SEBS, 1 equivalent of a cross-linking agent (4H-3-amino-1,2 ,4-triazole (ATA)) was further added, and the inside of the eggplant-shaped flask was stirred at 180 ° C. for 30 minutes in an oil bath. .
（実施例１－３）
　架橋剤として、ＡＴＡに代えてトリス（２－ヒドロキシエチル）イソシアヌレート（ＴＩＣ）を用いた以外は、実施例１－２と同様にして潤滑油剤組成物を調製した。 (Example 1-3)
A lubricating oil composition was prepared in the same manner as in Example 1-2, except that tris(2-hydroxyethyl)isocyanurate (TIC) was used as the cross-linking agent instead of ATA.
（実施例１－４）
　無水マレイン酸変性ＳＥＢＳに代えて、ポリイソプレンを無水マレイン酸で変性させた変性重合体（以下「無水マレイン酸変性イソプレン」ともいう。商品名：ＬＩＲ－４０３、分子量：３４，０００、変性重合体１分子中に無水マレイン酸が３分子付加された変性重合体）を用いた以外は、実施例１－２と同様にして潤滑油剤組成物を調製した。 (Example 1-4)
Instead of maleic anhydride-modified SEBS, a modified polymer obtained by modifying polyisoprene with maleic anhydride (hereinafter also referred to as “maleic anhydride-modified isoprene”. Trade name: LIR-403, molecular weight: 34,000, modified polymer A lubricating oil composition was prepared in the same manner as in Example 1-2, except that a modified polymer having 3 molecules of maleic anhydride added to each molecule) was used.
（比較例１－１）
　供試油１をそのまま潤滑油剤組成物として用いた。 (Comparative Example 1-1)
Test oil 1 was used as it was as a lubricating oil composition.
（比較例１－２）
　無水マレイン酸変性ＳＥＢＳに代えて、無水マレイン酸で変性されていないＳＥＢＳを用いた以外は、実施例１－１と同様にして潤滑油剤組成物を調製した。 (Comparative Example 1-2)
A lubricating oil composition was prepared in the same manner as in Example 1-1, except that SEBS not modified with maleic anhydride was used instead of SEBS modified with maleic anhydride.
（摩擦係数の測定）
　上記の実施例及び比較例の各潤滑油剤組成物について、ＭＴＭ（Mini Traction Machine）試験機（PCS Instruments社製）を用いて、以下の条件で摩擦係数（μ）を測定した。
　　ボール：３／４インチ鋼球
　　ディスク：鋼
　　荷重：２０Ｎ
　　すべり率（ＳＲＲ）：５０％
　　平均速度：０～３０００ｍｍ／ｓ
　　油温：４０℃
平均速度５ｍｍ／ｓ及び１０ｍｍ／ｓのそれぞれにおける摩擦係数を表１に示す。 (Measurement of friction coefficient)
For each of the lubricating oil compositions of the above examples and comparative examples, the coefficient of friction (μ) was measured using an MTM (Mini Traction Machine) tester (manufactured by PCS Instruments) under the following conditions.
Ball: 3/4 inch steel ball Disc: Steel Load: 20N
Slip ratio (SRR): 50%
Average speed: 0-3000mm/s
Oil temperature: 40°C
Table 1 shows the friction coefficients at average speeds of 5 mm/s and 10 mm/s.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
（実施例２－１～２－４及び比較例２－１～２－２）
　供試油１に代えて、鉱油（４０℃における動粘度：２０ｍｍ２／ｓ）９９質量部とトリクレジルフォスフェート１質量部との混合物である供試油２を用いた以外は、実施例１－１又は実施例１－２と同様にして、表２に示す組成（潤滑油剤組成物全量を基準とする質量％）の潤滑油剤組成物を調製した。なお、比較例２－２では、摩擦低減剤として知られているグリセロールモノオレートを添加した。得られた各潤滑油剤組成物について、実施例１－１等と同様に摩擦係数を測定した。平均速度５ｍｍ／ｓ及び１０ｍｍ／ｓのそれぞれにおける摩擦係数を表２に示す。 (Examples 2-1 to 2-4 and Comparative Examples 2-1 to 2-2)
In place of test oil 1, except that test oil 2, which is a mixture of 99 parts by mass of mineral oil (kinematic viscosity at 40° C.: 20 mm 2 /s) and 1 part by mass of tricresyl phosphate, was used. In the same manner as in Example 1-1 or Example 1-2, lubricating oil compositions having compositions shown in Table 2 (% by mass based on the total amount of the lubricating oil composition) were prepared. In Comparative Example 2-2, glycerol monooleate known as a friction reducing agent was added. For each lubricating oil composition obtained, the coefficient of friction was measured in the same manner as in Example 1-1 and the like. Table 2 shows the friction coefficients at average speeds of 5 mm/s and 10 mm/s.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
（実施例３－１～３－２及び比較例３－１）
　潤滑油剤組成物の組成（潤滑油剤組成物全量を基準とする質量％）を表３に示すとおりに変更した以外は、実施例２－１等と同様にして潤滑油剤組成物を調製した。 (Examples 3-1 to 3-2 and Comparative Example 3-1)
A lubricant composition was prepared in the same manner as in Example 2-1, etc., except that the composition of the lubricant composition (% by mass based on the total amount of the lubricant composition) was changed as shown in Table 3.
（摩擦係数及び摩耗痕幅の測定）
　得られた各潤滑油剤組成物について、ボールオンディスク往復摺動潤滑試験機を用いて、以下の条件で摩擦係数及び摩耗痕幅を測定した。
　　ボール：１／４インチ鋼球（ＳＵＪ－２）
　　ディスク：鋼板（ＳＵＪ－２）又は銅板（純銅：９９．９％）
　　油量：０．５ｍＬ
　　荷重：２０００ｇ（ディスクが鋼板の場合）
　　　　　２５０ｇ（ディスクが銅板の場合）
　　摺動振幅：±２０ｍｍ
　　摺動速度：１０ｍｍ／ｓ
　　摺動：１５０往復、１０分間（ディスクが鋼板の場合）
　　　　　１５往復、１分間（ディスクが銅板の場合）
　　温度：室温
摩擦試験終了前の５往復における平均摩擦係数、及び試験後のディスク摩耗痕幅を表３に示す。 (Measurement of friction coefficient and wear scar width)
Using a ball-on-disk reciprocating sliding lubrication tester, the friction coefficient and wear scar width of each obtained lubricating oil composition were measured under the following conditions.
Ball: 1/4 inch steel ball (SUJ-2)
Disk: steel plate (SUJ-2) or copper plate (pure copper: 99.9%)
Amount of oil: 0.5 mL
Load: 2000g (when disc is steel plate)
250g (if the disk is a copper plate)
Sliding amplitude: ±20mm
Sliding speed: 10mm/s
Sliding: 150 reciprocations for 10 minutes (when disc is steel plate)
15 round trips, 1 minute (if the disc is a copper plate)
Temperature: Table 3 shows the average friction coefficient in 5 reciprocations before the end of the room temperature friction test and the width of the disc wear scar after the test.
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
（実施例４－１及び比較例４－１）
　潤滑油剤組成物の組成（潤滑油剤組成物全量を基準とする質量％）を表４に示すとおりに変更した以外は、実施例２－１等と同様にして潤滑油剤組成物を調製した。 (Example 4-1 and Comparative Example 4-1)
A lubricant composition was prepared in the same manner as in Example 2-1, etc., except that the composition of the lubricant composition (% by mass based on the total amount of the lubricant composition) was changed as shown in Table 4.
（摩擦係数の測定）
　得られた各潤滑油剤組成物について、ディスクとしてフッ素ゴム板を用い、荷重を１０Ｎに変更した以外は、実施例１－１等と同様に摩擦係数を測定した。平均速度１００ｍｍ／ｓ及び１０００ｍｍ／ｓのそれぞれにおける摩擦係数を表４に示す。
　また、得られた各潤滑油剤組成物について、ディスクとしてポリエーテルエーテルケトン（ＰＥＥＫ）板を用い、荷重を１０Ｎに変更した以外は、実施例１－１等と同様にＭＴＭ試験機による試験を実施し摩擦係数を測定した。平均速度１０ｍｍ／ｓ及び１００ｍｍ／ｓのそれぞれにおける摩擦係数を表４に示す。 (Measurement of friction coefficient)
For each lubricating oil composition obtained, the coefficient of friction was measured in the same manner as in Example 1-1, etc., except that a fluororubber plate was used as the disc and the load was changed to 10N. Table 4 shows the friction coefficients at average speeds of 100 mm/s and 1000 mm/s.
In addition, for each lubricating oil composition obtained, a test was performed using an MTM tester in the same manner as in Example 1-1, except that a polyetheretherketone (PEEK) plate was used as the disk and the load was changed to 10 N. and measured the coefficient of friction. Table 4 shows the friction coefficients at average speeds of 10 mm/s and 100 mm/s.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
（実施例５－１及び比較例５－１）
　供試油１に代えて、ペンタエリスリトールと２－ヘキサン酸／３，５，５―トリメチルヘキサン酸（＝１／１（モル比））の混合酸とのポリオールエステルである供試油３を用いた以外は、実施例１－２と同様にして、表５に示す組成（潤滑油剤組成物全量を基準とする質量％）の潤滑油剤組成物を調製した。得られた各潤滑油剤組成物について、実施例１－１等と同様に摩擦係数を測定した。平均速度２ｍｍ／ｓ及び５ｍｍ／ｓのそれぞれにおける摩擦係数を表５に示す。 (Example 5-1 and Comparative Example 5-1)
Instead of test oil 1, use test oil 3, which is a polyol ester of pentaerythritol and a mixed acid of 2-hexanoic acid/3,5,5-trimethylhexanoic acid (= 1/1 (molar ratio)). A lubricant composition having the composition shown in Table 5 (% by mass based on the total amount of the lubricant composition) was prepared in the same manner as in Example 1-2 except that For each lubricating oil composition obtained, the coefficient of friction was measured in the same manner as in Example 1-1 and the like. Table 5 shows the coefficient of friction at average speeds of 2 mm/s and 5 mm/s.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
（実施例６－１～６－２及び比較例６－１）
　供試油１に代えて、パラフィン系鉱油（４０℃における動粘度：２ｍｍ２／ｓ）９９質量部とトリクレジルフォスフェート１質量部との混合物である供試油４を用いた以外は、実施例１－１又は実施例１－２と同様にして、表６に示す組成（潤滑油剤組成物全量を基準とする質量％）の潤滑油剤組成物を調製した。得られた各潤滑油剤組成物について、荷重を１０Ｎに変更した以外は実施例１－１等と同様に摩擦係数を測定した。平均速度１０ｍｍ／ｓ及び１００ｍｍ／ｓのそれぞれにおける摩擦係数を表６に示す。 (Examples 6-1 to 6-2 and Comparative Example 6-1)
Instead of test oil 1, except that test oil 4, which is a mixture of 99 parts by mass of paraffinic mineral oil (kinematic viscosity at 40 ° C.: 2 mm 2 / s) and 1 part by mass of tricresyl phosphate, was used. In the same manner as in Example 1-1 or Example 1-2, lubricating oil compositions having the compositions shown in Table 6 (% by mass based on the total amount of the lubricating oil composition) were prepared. For each lubricating oil composition obtained, the coefficient of friction was measured in the same manner as in Example 1-1, etc., except that the load was changed to 10N. Table 6 shows the coefficient of friction at average speeds of 10 mm/s and 100 mm/s.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006

Claims (11)

  1. 　基油と、
    　オレフィン化合物を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体と、
    を含有する潤滑油剤組成物。     a base oil;
    a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride;
    Lubricant composition containing
  2. 　前記オレフィン化合物が共役ジエン化合物を含む、請求項１に記載の潤滑油剤組成物。 The lubricating oil composition according to claim 1, wherein the olefin compound contains a conjugated diene compound.
  3. 　前記重合体又はその水素添加物が、前記共役ジエン化合物を単量体単位として含むブロックと、芳香族ビニル化合物を単量体単位として含むブロックと、を含むブロック共重合体又はその水素添加物である、請求項２に記載の潤滑油剤組成物。 A block copolymer or a hydrogenated product thereof, wherein the polymer or a hydrogenated product thereof includes a block containing the conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit. The lubricating oil composition according to claim 2, wherein
  4. 　前記重合体又はその水素添加物が、前記共役ジエン化合物の一種のみを単量体単位として含む単独重合体又はその水素添加物である、請求項２に記載の潤滑油剤組成物。 The lubricating oil composition according to claim 2, wherein the polymer or a hydrogenated product thereof is a homopolymer containing only one type of the conjugated diene compound as a monomer unit or a hydrogenated product thereof.
  5. 　前記変性重合体の含有量が、潤滑油剤組成物全量を基準として、０．００１質量％以上５０質量％以下である、請求項１～４のいずれか一項に記載の潤滑油剤組成物。 The lubricant composition according to any one of claims 1 to 4, wherein the content of the modified polymer is 0.001% by mass or more and 50% by mass or less based on the total amount of the lubricant composition.
  6. 　活性水素を有する架橋剤を更に含有する、請求項１～５のいずれか一項に記載の潤滑油剤組成物。 The lubricant composition according to any one of claims 1 to 5, further comprising a cross-linking agent having active hydrogen.
  7. 　オレフィン化合物を単量体単位として含む重合体又はその水素添加物を、マレイン酸又は無水マレイン酸で変性させた変性重合体を含有する、潤滑油剤用添加剤。 A lubricant additive containing a modified polymer obtained by modifying a polymer containing an olefin compound as a monomer unit or a hydrogenated product thereof with maleic acid or maleic anhydride.
  8. 　前記オレフィン化合物が共役ジエン化合物を含む、請求項７に記載の潤滑油剤用添加剤。 The lubricant additive according to claim 7, wherein the olefin compound contains a conjugated diene compound.
  9. 　前記重合体又はその水素添加物が、前記共役ジエン化合物を単量体単位として含むブロックと、芳香族ビニル化合物を単量体単位として含むブロックと、を含むブロック共重合体又はその水素添加物である、請求項８に記載の潤滑油剤用添加剤。 A block copolymer or a hydrogenated product thereof, wherein the polymer or a hydrogenated product thereof includes a block containing the conjugated diene compound as a monomer unit and a block containing an aromatic vinyl compound as a monomer unit. 9. The additive for lubricating oil agent according to claim 8.
  10. 　前記重合体又はその水素添加物が、前記共役ジエン化合物の一種のみを単量体単位として含む単独重合体又はその水素添加物である、請求項８に記載の潤滑油剤用添加剤。 The lubricant additive according to claim 8, wherein the polymer or hydrogenated product thereof is a homopolymer containing only one type of the conjugated diene compound as a monomer unit or a hydrogenated product thereof.
  11. 　活性水素を有する架橋剤を更に含有する、請求項７～１０のいずれか一項に記載の潤滑油剤用添加剤。 The lubricant additive according to any one of claims 7 to 10, further comprising a cross-linking agent having active hydrogen.
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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5350291A (en) * 1976-10-18 1978-05-08 Shell Int Research Improver having modified dispersion properties and viscosity index
JPS63502754A (en) * 1985-12-19 1988-10-13 ザ　ルブリゾル　コ−ポレ−シヨン Graft copolymers and their dispersant derivatives prepared from non-solvent reactions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5350291A (en) * 1976-10-18 1978-05-08 Shell Int Research Improver having modified dispersion properties and viscosity index
JPS63502754A (en) * 1985-12-19 1988-10-13 ザ　ルブリゾル　コ−ポレ−シヨン Graft copolymers and their dispersant derivatives prepared from non-solvent reactions

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