WO2023112954A1 - 潤滑剤用添加剤 - Google Patents

潤滑剤用添加剤 Download PDF

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Publication number
WO2023112954A1
WO2023112954A1 PCT/JP2022/046005 JP2022046005W WO2023112954A1 WO 2023112954 A1 WO2023112954 A1 WO 2023112954A1 JP 2022046005 W JP2022046005 W JP 2022046005W WO 2023112954 A1 WO2023112954 A1 WO 2023112954A1
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Prior art keywords
silane coupling
particles
coupling agent
lubricant
coated
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PCT/JP2022/046005
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English (en)
French (fr)
Japanese (ja)
Inventor
和都 吉成
勇貴 後藤
幸成 小熊
秀彦 飯沼
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Kanto Denka Kogyo Co Ltd
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Kanto Denka Kogyo Co Ltd
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Priority to KR1020247019746A priority Critical patent/KR20240122456A/ko
Priority to CN202280080186.9A priority patent/CN118339262A/zh
Priority to JP2023567811A priority patent/JPWO2023112954A1/ja
Priority to US18/719,339 priority patent/US12415965B2/en
Publication of WO2023112954A1 publication Critical patent/WO2023112954A1/ja
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/12—Treatment with organosilicon compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/10—Metal oxides, hydroxides, carbonates or bicarbonates
    • 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
    • C10M177/00—Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/14—Inorganic compounds or elements as ingredients in lubricant compositions inorganic compounds surface treated with organic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/003—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/04—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having a silicon-to-carbon bond, e.g. organo-silanes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/055—Particles related characteristics
    • C10N2020/06—Particles of special shape or size
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015—Dispersions of solid lubricants

Definitions

  • the present invention relates to a lubricant additive, a lubricant composition, a method for producing a lubricant additive, and a method for producing a lubricant composition.
  • Japanese Patent Application Laid-Open No. 11-140476 discloses a lubricant composition containing a metal oxide particle composite surface-treated with an organic substance.
  • Japanese Patent Application Laid-Open No. 2012-172151 discloses an improved method of reacting a mixture of an organic cerium salt, a fatty acid, and an amine in an organic solvent at a temperature range of about 150° C. to about 250° C. in the substantial absence of water. 1.
  • a method of making a self-dispersed cerium oxide nanoparticle additive for lubricating oils by a process comprising: to provide a reaction product comprising from about 20 to about 40% by weight of said nanoparticles in an organic medium.
  • 2017-506694 discloses a base oil, a compound containing a dithiophosphate group, and metal nanoparticles in an amount of 0.01 to 2% by mass with respect to the total weight of the lubricant composition, and has a predetermined kinematic viscosity.
  • Lubricant compositions ranging from 4 to 50 cSt are disclosed.
  • nanocarbon materials have been viewed as promising lubricant additives that improve their functions as lubricants (for example, wear resistance and low friction).
  • the present invention provides a more versatile lubricant additive that improves the function of a lubricant (for example, wear resistance, low friction, etc.), a lubricant composition, and a method for producing a lubricant additive. , and a method of making a lubricant composition.
  • the present invention comprises ZrO2 particles coated with a silane coupling agent and a dispersion medium of the ZrO2 particles, and the BET ratio of the ZrO2 particles coated with the silane coupling agent obtained by removing the dispersion medium It relates to a lubricant additive whose surface area is 40% or more of the BET specific surface area of the ZrO 2 particles before being coated with a silane coupling agent.
  • the present invention also relates to a lubricant composition containing the lubricant additive described above.
  • the present invention also provides a method for producing a lubricant additive containing ZrO2 particles coated with a silane coupling agent, wherein ZrO2 particles and a dispersion medium of the ZrO2 particles are mixed to obtain The BET specific surface area of the ZrO2 particles coated with the silane coupling agent obtained by removing the dispersion medium from the mixture after reacting the silane coupling agent and ZrO2 particles in the mixture is the silane coupling agent
  • the present invention relates to a method for producing an additive for lubricants, wherein ZrO2 particles and a silane coupling agent are reacted so that the BET specific surface area of ZrO2 particles before being coated with a ring agent is 40% or more.
  • the present invention also relates to a method for producing a lubricant composition, in which the lubricant additive and the lubricant are mixed.
  • a lubricant additive that improves the function as a lubricant (for example, wear resistance, low friction, etc.), a lubricant composition, a method for producing a lubricant additive, and a lubricant composition It can provide a method of manufacturing an object.
  • the present invention provides a ZrO2 dispersion containing ZrO2 particles coated with a silane coupling agent and a dispersion medium for the ZrO2 particles.
  • the BET specific surface area of the ZrO2 particles coated with the silane coupling agent obtained by removing the dispersion medium of the particles is measured, and the BET specific surface area of the ZrO2 particles coated with this silane coupling agent
  • the ratio to the BET specific surface area of the ZrO 2 particles before being coated with (hereinafter also referred to as the ratio of the BET specific surface area after coating) is used.
  • the additive for lubricants of the present invention improves compatibility with lubricants, thereby improving dispersibility in lubricants, which leads to stable performance. In addition, it is believed that it contributes to the further improvement of wear resistance and low friction properties, which are functions of lubricants.
  • the wear resistance imparted by the lubricant composition in the present invention is one of the durability performances, and it means that the sliding surface such as a plate withstands wear due to repeated use and maintains the performance. you can
  • the lubricant additive of the present invention includes ZrO 2 particles coated with a silane coupling agent (hereinafter also referred to as coated ZrO 2 particles) and a dispersion medium for the ZrO 2 particles (hereinafter also referred to as dispersion medium).
  • the BET specific surface area of the ZrO 2 particles coated with the silane coupling agent when dried excluding the dispersion medium is the ZrO 2 particles before being coated with the silane coupling agent (hereinafter also referred to as uncoated ZrO 2 particles ) is 40% or more of the BET specific surface area.
  • the lubricant additive of the present invention is coated ZrO obtained by reacting a silane coupling agent with ZrO 2 particles in a mixture of the ZrO 2 particles and the dispersion medium, and coating the ZrO 2 particles with the silane coupling agent. It may be a lubricant additive containing two particles. Further, the lubricant additive of the present invention is a lubricant additive containing ZrO2 particles obtained by reacting ZrO2 particles with a silane coupling agent in a wet process, and is coated with the silane coupling agent after the wet reaction.
  • the BET specific surface area of the ZrO 2 particles coated with the silane coupling agent obtained by removing the dispersion medium from the mixture containing the ZrO 2 particles and the dispersion medium obtained before being coated with the silane coupling agent It may be 40% or more of the BET specific surface area of the ZrO2 particles.
  • the phrase “wet reaction” means that when the silane coupling agent is reacted with the ZrO 2 particles, the ZrO 2 particles, the silane coupling agent and the dispersion medium are mixed in total.
  • ZrO 2 particles and the silane coupling agent may be reacted by mixing less than 90% by mass of the 2 particles and more than 10% by mass of the dispersion medium.
  • the lubricant additive of the present invention can stably disperse the coated ZrO2 particles in the dispersion medium and the lubricant, and has excellent compatibility with the lubricant. Also, the lubricant composition obtained from the lubricant additive of the present invention can improve the wear resistance and low friction properties of sliding parts.
  • Uncoated ZrO 2 particles can be obtained, for example, by hydrothermal methods.
  • the shape of the uncoated ZrO2 particles is preferably spherical or ellipsoidal.
  • the aspect ratio of the uncoated ZrO2 particles (the ratio of the shortest diameter to the longest diameter of the particles) is preferably 0.5 or more and 2 or less. , more preferably 0.7 or more and 1.5 or less.
  • the shape of the coated ZrO 2 particles is also the same as that of the uncoated ZrO 2 particles, and the aspect ratio of the coated ZrO 2 particles is also preferably within the above range. If the aspect ratios of the uncoated ZrO 2 particles and the coated ZrO 2 particles are within the above range, wear is suppressed, resulting in higher performance of the finally obtained lubricant composition.
  • the uncoated ZrO2 particles preferably have an average primary particle size of 1.0 nm or more and 50.0 nm or less, more preferably 3.0 nm or more and 20.0 nm or less, still more preferably 5.0 nm or more and 15.0 nm or less. can use things. If the uncoated ZrO2 particles are not spherical, this average primary particle size is taken as the particle size of the circumscribed sphere of the uncoated ZrO2 particles.
  • the shape of the coated ZrO 2 particles is also the same as that of the uncoated ZrO 2 particles, and the average primary particle size of the ZrO 2 particles is also preferably within the above range.
  • This average primary particle size is a numerical value obtained by measuring the particle size of 200 or more arbitrary particles from a TEM image obtained by observation with a transmission electron microscope (TEM) and calculating the average value.
  • TEM transmission electron microscope
  • Uncoated ZrO2 particles preferably have a coefficient of variation of particle size distribution ((standard deviation ⁇ /average primary particle diameter) ⁇ 100 (%)) of 1.0% or more and 40.0% or less, and 1.0% 30.0% or less is more preferable. It should be noted that the coefficient of variation of the particle size distribution of the coated ZrO2 particles is also preferably within the above range, as in the case of the uncoated ZrO2 particles. When the coefficient of variation of the particle size distribution is within the above range, the particle size is uniform and no coarse particles are contained, thereby improving the transparency of the lubricant additive and the lubricant composition and reducing the friction coefficient. There are advantages.
  • the uncoated ZrO 2 particles preferably have a BET specific surface area of 10 m 2 /g or more and 1000 m 2 /g or less, more preferably 50 m 2 /g or more and 300 m 2 /g or less, still more preferably 70 m 2 /g or more and 200 m 2 /g or more. g or less.
  • the BET specific surface area is determined according to JIS Z-8830 (a method for measuring the specific surface area of powder by gas adsorption), using a powder specific surface area measuring device (for example, a fully automatic BET specific surface area measuring device manufactured by Mountex (Macsorb HM Model-1210). )) is the value of the BET specific surface area measured by the one-point method.
  • a powder specific surface area measuring device for example, a fully automatic BET specific surface area measuring device manufactured by Mountex (Macsorb HM Model-1210).
  • the same method can be used to measure the ZrO2 particles coated with a silane coupling agent obtained by removing the dis
  • the BET specific surface area of the ZrO 2 particles coated with the silane coupling agent was calculated from the lubricant additive containing the ZrO 2 particles and the dispersion medium when the dispersion medium was removed and the silane coupling agent was coated.
  • the BET specific surface area of the ZrO2 particles is 40% or more, preferably 50% or more, more preferably 55% or more, and even more preferably 60% or more of the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent. , more preferably 70% or more, and may be, for example, 200% or less, further 150% or less, further 100% or less, or even 90% or less.
  • ZrO 2 particles coated with the silane coupling agent obtained by removing the dispersion medium from the mixture after reacting the silane coupling agent and the uncoated ZrO 2 particles is 40% or more, preferably 50% or more, more preferably 55% or more, even more preferably 60% or more, and even more preferably 60% or more of the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent. Preferably it is 70% or more.
  • the ratio of the BET specific surface area of the ZrO2 particles coated with the silane coupling agent to the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent [hereinafter also referred to as the ratio of the BET specific surface area after coating is effective for the stability of lubricant additives and compatibility when added to lubricants.
  • the upper limit is not particularly limited, it may be, for example, 200% or less, further 150% or less, further 100% or less, furthermore 90% or less.
  • the dispersion medium for the coated ZrO 2 particles is not particularly limited as long as it can disperse the coated ZrO 2 particles.
  • a dispersion medium for example, water or an organic compound can be used.
  • a dispersion medium can also be used individually and can also be used in multiple combinations.
  • the organic compound as the dispersion medium can be selected from compounds known as organic solvents and lubricants which will be described in detail later.
  • Preferred organic compounds as dispersion media include methanol, ethanol, isopropanol, butanol, cyclohexanol, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, ethyl acetate, propyl acetate, butyl acetate, methyl cellosolve, cellosolve, butyl cellosolve, and cellosolve acetate.
  • propylene glycol monomethyl ether propylene glycol monomethyl ether acetate, tetrahydrofuran, 1,4-dioxane, n-hexane, cyclopentane, toluene, xylene, N,N-dimethylformamide, N,N-dimethylacetamide, dichloromethane, trichloroethane, trichlorethylene , hydrofluoroether and the like.
  • examples of the silane coupling agent coated on the ZrO 2 particles include, but are not limited to, the following.
  • Silane coupling agents can be used alone or in combination.
  • the silane coupling agent includes a silane coupling agent having an alkoxy group and a silane coupling agent having no alkoxy group.
  • the silane coupling agent having an alkoxy group methoxysilane is preferable from the viewpoint of reactivity.
  • the silane coupling agent having no alkoxy group is preferably silazane, which reacts quickly because hydrolysis is unnecessary.
  • Silane coupling agents include, for example, methacryloxy-based silane coupling agents, acryloxy-based silane coupling agents, hydrocarbon-based silane coupling agents, vinyl-based silane coupling agents, epoxy-based silane coupling agents, amino silane coupling agents, ureido-based silane coupling agents, and the like can be used.
  • Methacryloxy-based silane coupling agents include 3-methacryloxypropyltrimethylsilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxy An example is propyltriethoxysilane.
  • Acryloxy-based silane coupling agents include 3-acryloxypropyltrimethylsilane, 3-acryloxypropylmethyldimethoxysilane, 3-acryloxypropyltrimethoxysilane, 3-acryloxypropylmethyldiethoxysilane, 3-acryloxy An example is propyltriethoxysilane.
  • Hydrocarbon-based silane coupling agents include methyltrimethoxysilane, n-propyltrimethoxysilane, hexyltrimethoxysilane, decyltrimethoxysilane, isobutyltrimethoxysilane, phenyltrimethoxysilane, diphenyldimethoxysilane, and hexamethyldisilazane. , chlorotrimethylsilane.
  • Vinyl-based silane coupling agents include allyltrichlorosilane, allyltriethoxysilane, allyltrimethoxysilane, diethoxymethylvinylsilane, trichlorovinylsilane, vinyltrichlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2- Methoxyethoxy)silane is exemplified.
  • Epoxy-based silane coupling agents include diethoxy(glycidyloxypropyl)methylsilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldisilane. Examples include ethoxysilane and 3-glycidoxypropyltriethoxysilane. Examples of styrene-based silane coupling agents include p-styryltrimethoxysilane.
  • amino-based silane coupling agents include N-2 (aminoethyl) 3-aminopropylmethyldimethoxysilane, N-2 (aminoethyl) 3-aminopropyltrimethoxysilane, N-2 (aminoethyl) 3-amino propyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butylidene)propylamine, N-phenyl-3-aminopropyltri Methoxysilane is exemplified.
  • the ureido-based silane coupling agent is exemplified by 3-ureidopropyltriethoxysilane.
  • Still other silane coupling agents include the following.
  • a chloropropyl-based silane coupling agent is exemplified by 3-chloropropyltrimethoxysilane.
  • Examples of mercapto-based silane coupling agents include 3-mercaptopropylmethyldimethoxysilane and 3-mercaptopropyltrimethoquinsilane.
  • sulfide-based silane coupling agents include bis(triethoxysilylpropyl)tetrasulfide.
  • isocyanate-based silane coupling agents examples include 3-isocyanatopropyltriethoxysilane. Fluorinated silane coupling agents include 3,3,3-trifluoropropyltrimethoxysilane. In addition, in the present invention, other coupling agents may optionally be used. Other coupling agents include aluminum-based coupling agents. Examples of aluminum-based coupling agents include acetoalkoxyaluminum diisopropylates.
  • Silane coupling agents include 3-methacryloxypropyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, vinyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxysilane, which can chemically bond with monomers and resins.
  • Propyltrimethoxysilane, 3-mercaptopropyltrimethoxinesilane are preferred.
  • Phenyltrimethoxysilane, hexyltrimethoxysilane, isobutyltrimethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, and hexamethyldisilazane which have good compatibility with low-polarity monomers and resins, are also preferred.
  • the additive for lubricants of the present invention contains coated ZrO2 particles preferably from 1% to 80% by mass, more preferably from 2% to 70% by mass, even more preferably from 5% to 60% by mass. , more preferably 5% by mass or more and 50% by mass or less.
  • the balance of the lubricant additive may be a dispersion medium. At low concentrations of less than 10% by mass of coated ZrO2 particles, the composition of lubricant additives is almost solvent, but low concentrations are common in lubricant additive applications, so even low concentrations can be used. is.
  • the lubricant additive of the present invention contains a dispersion medium, for example, 5% by mass or more and 99% by mass or less, further 5% by mass or more and 95% by mass or less, further 10% by mass or more and 95% by mass or less, further 15% by mass 90% by mass or more, and further 30% by mass or more and 85% by mass or less.
  • a dispersion medium for example, 5% by mass or more and 99% by mass or less, further 5% by mass or more and 95% by mass or less, further 10% by mass or more and 95% by mass or less, further 15% by mass 90% by mass or more, and further 30% by mass or more and 85% by mass or less.
  • the lubricant additive of the present invention is obtained by removing the dispersion medium from the mixture after reacting the silane coupling agent and the ZrO2 particles, and the BET specific surface area of the ZrO2 particles coated with the silane coupling agent. is 40% or more, preferably 50% or more, more preferably 55% or more, still more preferably 60% or more, still more preferably, relative to the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent is 70% or more.
  • the ratio of the BET specific surface area of the ZrO2 particles coated with the silane coupling agent to the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent determines the stability of the lubricant additive and lubrication.
  • the upper limit is not particularly limited, it may be, for example, 200% or less, further 150% or less, further 100% or less, furthermore 90% or less.
  • the theoretical surface coverage of the silane coupling agent to the uncoated ZrO2 particles is preferably 5% or more and 100% or less, more preferably 10%
  • the particle surface of the uncoated ZrO2 particles can be effectively can be given the function of a silane coupling agent to suppress the increase in unreacted silane coupling agent, improve the wear resistance of the lubricant composition containing the coated ZrO2 particles, etc. function can be improved.
  • the theoretical surface coverage is the amount of silane coupling agent used relative to the minimum mass of silane coupling agent required to completely cover the particle surface of uncoated ZrO2 particles (hereinafter referred to as the required amount of silane coupling agent). It is a mass ratio and is obtained by the following formula (1).
  • Theoretical surface coverage (%) [(mass of silane coupling agent used) / (required amount of silane coupling agent)] ⁇ 100 (1)
  • the required amount (g) of the above silane coupling agent is obtained from the BET specific surface area value of the uncoated ZrO2 particles and the minimum coating area (m 2 /g) of the silane coupling agent, based on the following formula (2). Desired.
  • silane coupling agent [(TA) x (SSA)]/(MCA) (2)
  • TA amount of uncoated ZrO2 particles
  • SSA BET specific surface area of uncoated ZrO2 particles
  • the median diameter of the coated ZrO2 particles is equal to or greater than the average particle diameter of the uncoated ZrO2 particles, but preferably at least 1 times the average primary particle diameter of the uncoated ZrO2 particles3 times or less, more preferably 1 to 2 times, still more preferably 1 to 1.5 times.
  • the median diameter of the coated ZrO2 particles is the value measured with a dynamic light scattering particle size analyzer.
  • Additives for lubricants of the present invention optionally include dispersants, photosensitizers, leveling agents, surfactants, defoamers, neutralizers, antioxidants, release agents, UV absorbers, and the like. be able to.
  • the dispersant is not particularly limited as long as it does not interfere with the dispersibility of the lubricant additive.
  • examples include anionic dispersants having an acid group such as carboxylic acid, phosphoric acid, or salts thereof.
  • Dispersants include, for example, acrylic acid-based dispersants, carboxylic acid-based dispersants, phosphoric acid-based dispersants, and sulfonic acid-based dispersants.
  • the additive for lubricants of the present invention preferably contains a dispersant in an amount of 0.5% to 40.0% by weight, more preferably 0.5% to 20% by weight, based on uncoated ZrO2 particles. can contain.
  • a dispersant in an amount of 0.5% to 40.0% by weight, more preferably 0.5% to 20% by weight, based on uncoated ZrO2 particles. can contain.
  • the content of the dispersant relative to the uncoated ZrO2 particles is 0.5% by mass or more, the dispersion stability can be obtained more reliably.
  • the content of the dispersant to the uncoated ZrO2 particles is 40.0% by mass or less, the properties of the lubricant composition can be maintained and the separation of the lubricating additive and the lubricant composition can be suppressed.
  • the present invention provides a lubricant composition containing the lubricant additive of the present invention.
  • the lubricant composition of the present invention may be a lubricant composition containing the lubricant additive of the present invention and a lubricant.
  • the lubricant composition of the present invention may be a lubricant composition containing the lubricant additive of the present invention.
  • the lubricant composition of the present invention may be a lubricant composition obtained by blending the lubricant additive of the present invention and a lubricant.
  • the ZrO 2 particles, the dispersion medium, and the silane coupling agent described above for the lubricant additive of the present invention can be preferably used. Also, the preferred ratio of the BET specific surface area after coating is the same as that of the lubricant additive of the present invention.
  • the lubricant composition of the present invention may contain, as a lubricant, all types of base oils such as mineral-derived base oils, synthetic-derived base oils, naturally-derived base oils, etc., depending on the application at the time.
  • the lubricant of the present invention is one or a mixture (base oil mixture) of two or more mineral-derived or synthetic-derived base oils of Groups IV of the API classification established by the American Petroleum Institute (API), good.
  • Mineral-derived base oils include liquid petroleum oils and hydride, paraffinic-naphthenic and mixed paraffin-naphthenic type solvent-treated or acid-treated mineral lubricating oils, specifically paraffinic-based crudes, naphthenic-based crude oils, Mixed-base crudes are included.
  • Base oils of synthetic origin also include dicarboxylic acids, alkyl esters of polyglycols and alcohols, poly- ⁇ -olefins including polybutenes, alkylbenzenes, phosphate esters, water-soluble cutting oils, polysilicone oils, and polymers of alkylene oxides, It includes interpolymers, organic esters of copolymers, and derivatives thereof in which the terminal hydroxyl groups have been modified by esterification, etherification, etc., and specifically includes trixyl phosphate and tritolyl phosphate.
  • base oils for example, Hyland FRP46 marketed by ENEOS Co., Ltd. can be used.
  • Naturally derived base oils include animal oils and vegetable oils, and specific examples include whale oil, beef tallow, rapeseed oil, and soybean oil.
  • the lubricant composition of the present invention preferably contains 0.001% to 50% by weight of coated ZrO2 particles, more preferably 0.001% to 20% by weight, even more preferably 0.001% by weight. 10% by mass or less, more preferably 0.001% by mass or more and 1% by mass or less, still more preferably 0.005% by mass or more and 0.5% by mass or less, still more preferably 0.05% by mass or more and 0.5% by mass or less. 5 mass % or less can be included. It is preferable to mix the lubricant additive of the present invention with the lubricant such that the content of the coated ZrO 2 particles in the lubricant composition is within the above range.
  • the lubricant composition of the present invention preferably contains 50% by mass or more and 99.999% by mass or less, more preferably 80% by mass or more and 99.999% by mass or less, still more preferably 90% by mass or more and 99.999% by mass or less. % by mass or less, more preferably 99% by mass or more and 99.999% by mass or less, still more preferably 99.5% by mass or more and 99.995% by mass or less, still more preferably 99.5% by mass or more and 99.95% by mass % or less.
  • the lubricant composition of the present invention can optionally contain the optional components described in the lubricant additive.
  • the present invention is a method for producing a lubricant additive comprising ZrO2 particles coated with a silane coupling agent, comprising: mixing ZrO2 particles and a dispersion medium; The BET specific surface area of the ZrO 2 particles coated with the silane coupling agent obtained by removing the dispersion medium from the mixture after reacting the agent and the ZrO 2 particles is compared with the ZrO 2 particles before being coated with the silane coupling agent.
  • a method for producing an additive for lubricants wherein ZrO2 particles and a silane coupling agent are reacted so that the BET specific surface area of the two particles is 40% or more.
  • the ZrO2 particles, the dispersion medium and the silane coupling agent described above for the lubricant additive of the present invention can be preferably used.
  • the preferred ratio of the BET specific surface area after coating is the same as that of the lubricant additive of the present invention.
  • the method for producing the lubricant additive of the present invention first, a dispersion medium and uncoated ZrO 2 particles are mixed, and in this mixture, the uncoated ZrO 2 particles are reacted with a silane coupling agent.
  • the silane coupling agent may be included in this mixture, for example, it may be pre-mixed with the dispersion medium, or it may be mixed with the mixture of the dispersion medium and the uncoated ZrO 2 particles. That is, the method for producing a lubricant additive according to the present invention comprises mixing a dispersion medium, uncoated ZrO2 particles, and a silane coupling agent, and reacting the ZrO2 particles with the silane coupling agent in this mixture.
  • the ZrO 2 particles and the silane coupling agent are reacted in a wet manner.
  • the term "wet reaction” is as described above for the lubricant additive of the present invention.
  • the uncoated ZrO2 particles are preferably 1% to 80% by weight, more preferably 2% to 70% by weight, even more preferably 5% to 60% by weight, more More preferably, it can be mixed so as to be 5% by mass or more and 50% by mass or less.
  • the dispersion medium for the ZrO2 particles is preferably 15% by mass or more and 95% by mass or less, more preferably 30% by mass or more and 95% by mass or less, still more preferably 40% by mass or more and 95% by mass or less, based on the total amount of the mixed component. More preferably 50% by mass or more and 94% by mass or less, still more preferably 50% by mass or more and 94% by mass or less can be mixed.
  • the silane coupling agent is added to the uncoated ZrO2 particles such that the theoretical surface coverage of the silane coupling agent to the uncoated ZrO2 particles is preferably 5% to 100%, more preferably 10% to 80% . It can be mixed into particles.
  • the theoretical surface coverage is the ratio of the mass of the silane coupling agent used to the minimum mass of silane coupling agent required to completely cover the particle surface of the uncoated ZrO2 particles, given by the above equation (1), (2).
  • Water may be added to the mixture when performing the reaction using a silane coupling agent.
  • the amount of water to be mixed is, for example, 1 to 5 times the amount of water required for hydrolysis of the silane coupling agent, preferably 1 to 4 times, more preferably 1 to 3 times.
  • the adjustment of the water content may take into consideration the water content in the air and the water remaining in the dispersion medium.
  • the mixture can optionally be mixed with a catalyst that promotes the reaction between the ZrO2 particles and the silane coupling agent. That is, the mixture contains a catalyst, and the silane coupling agent and ZrO 2 particles can react in the presence of the catalyst.
  • catalysts examples include inorganic acids such as hydrochloric acid and sulfuric acid, organic acids such as acetic acid, inorganic bases such as sodium hydroxide and potassium hydroxide, and organic bases such as triethylamine.
  • a catalyst can also be used individually and can also be used in multiple combination.
  • the amount of the catalyst is not particularly limited as long as the ZrO2 particles and the silane coupling agent can be properly reacted, but it is preferably 0.1% by mass or more and 5.0% by mass or less with respect to the uncoated ZrO2 particles. It is more preferably 0.1% by mass or more and 2.0% by mass or less, and still more preferably 0.1% by mass or more and 0.5% by mass or less.
  • the reaction temperature of the ZrO 2 particles and the silane coupling agent is not particularly limited as long as the silane coupling agent can be reacted firmly and the dispersion medium does not volatilize, but it is preferably 10° C. or more and 100° C. or less, or more.
  • the temperature is preferably 15°C or higher and 80°C or lower, more preferably 20°C or higher and 70°C or lower.
  • the mixture may be dispersed and stirred with a media-type disperser such as a bead mill or a stirrer such as a mechanical stirrer.
  • the reaction time of the ZrO 2 particles and the silane coupling agent is not particularly limited as long as the silane coupling agent can be reacted firmly and the dispersion medium does not volatilize, but it is preferably 1 hour or more and 24 hours or less, or more. It is preferably 1 hour or more and 12 hours or less, more preferably 1 hour or more and 6 hours or less.
  • the uncoated ZrO 2 particles and the silane coupling agent are reacted until the ratio of the BET specific surface area after coating described in the lubricant additive of the present invention satisfies a predetermined condition. That is, in the method for producing the lubricant additive of the present invention, ZrO 2 particles and a silane coupling agent are added so that the ratio of the BET specific surface area after coating is preferable as described in the lubricant additive of the present invention. may be a method for producing an additive for lubricants.
  • Lubricant additives can be obtained in which the BET specific surface area of the particles is 40% or more of the BET specific surface area of the ZrO 2 particles before being coated with the silane coupling agent.
  • the lubricant additive may not contain the dispersion medium used in the production of the lubricant additive.
  • the lubricant additive is obtained by removing the dispersion medium used in the reaction between the ZrO 2 particles and the silane coupling agent, and dispersing the resulting powder containing the ZrO 2 particles coated with the silane coupling agent into another dispersion. It may be one dispersed in a medium.
  • the dispersion medium mentioned in the lubricant additive can be preferably used.
  • optional components such as the dispersant mentioned in the description of the additive for lubricants can be mixed.
  • these optional components are mixed, they are mixed after the reaction between the ZrO 2 particles and the silane coupling agent.
  • the mixing amount of the dispersant is preferably 0.5% by mass or more and 40.0% by mass or less, more preferably 0% by mass, based on the uncoated ZrO2 particles. .5% by mass or more and 20.0% by mass or less.
  • the BET specific surface area of ZrO2 particles coated with a silane coupling agent can be measured by a method according to JIS Z-8830.
  • the lubricant additive of the present invention is dispensed in a required amount, dried at 60 to 100 ° C. for 10 to 15 hours, the dispersion medium is removed from the lubricant additive, and silane coupling is performed. A powder of agent-coated ZrO 2 particles is obtained.
  • the dispersion medium removed from the lubricant additive may be the dispersion medium used during the reaction between the ZrO 2 particles and the silane coupling agent.
  • the BET specific surface area of the obtained powder of ZrO 2 particles coated with the silane coupling agent is measured by the method for measuring the BET specific surface area described above.
  • the BET specific surface area [BET (A)] of the ZrO 2 particles coated with this silane coupling agent and the ZrO 2 particles before being coated with the silane coupling agent measured in advance (for example, raw ZrO 2 particles ) and the BET specific surface area [BET (B)] of ), the ratio of the BET specific surface area after coating is calculated from the following formula (3).
  • Ratio of BET specific surface area after coating (%) [BET (A) / BET (B)] ⁇ 100 (3)
  • the ratio of the BET specific surface area after this coating is 40% or more, preferably 50% or more, more preferably 55% or more, still more preferably 60% or more, and even more preferably 70% or more.
  • the upper limit of the ratio of the BET specific surface area after coating may be, for example, 200% or less, further 150% or less, further 100% or less, furthermore 90% or less.
  • the ZrO2 particles coated with the silane coupling agent contained in the lubricant additive of the present invention are washed by being brought into contact with alkaline water such as a 50% potassium hydroxide aqueous solution, and the alkaline component is removed with water or alcohol.
  • the coating of the ZrO2 particles can be removed by washing with , and the measured BET specific surface area of the ZrO2 particles with this coating removed is compared to the BET specific surface area of the ZrO2 particles before being coated with the silane coupling agent. can be estimated, and based on this estimated value, the ratio of the BET specific surface area after the coating can be calculated.
  • the present invention provides a method for producing a lubricant composition by mixing the lubricant additive of the present invention with a lubricant.
  • the ZrO2 particles and dispersion medium, the silane coupling agent and the lubricant described in the lubricant additive of the present invention and the lubricant composition of the present invention are used. It can be preferably used.
  • the lubricant additive of the present invention can be preferably used as the lubricant additive to be mixed with the lubricant.
  • the additive for lubricants is such that the content of coated ZrO2 particles in the lubricant composition is preferably 0.001% by mass or more and 50% by mass or less, more preferably 0.001% by mass or more and 10% by mass or less, and further Preferably 0.001% by mass or more and 1% by mass or less, more preferably 0.005% by mass or more and 0.5% by mass or less, still more preferably 0.05% by mass or more and 0.5% by mass or less , mixed into the lubricant.
  • the content of the coated ZrO 2 particles in the lubricant composition can be improved and wear of the lubricant composition can be suppressed.
  • the lubricant additive After mixing the additive for lubricant and the lubricant, distillation under reduced pressure and vacuum drying may be performed to remove the dispersion medium contained in the additive for lubricant.
  • a powdered lubricant additive excluding the dispersion medium can be added to the lubricant.
  • the lubricant additive preferably comprises coated ZrO 2 particles and a dispersion medium.
  • the present invention provides a method for selecting a lubricant additive comprising ZrO2 particles coated with a silane coupling agent and a dispersion medium for said ZrO2 particles, comprising: Prepare a predetermined amount of lubricant additive sample, Excluding the dispersion medium from the lubricant additive sample, Measuring the BET specific surface area of ZrO2 particles coated with a silane coupling agent obtained by removing the dispersion medium from the lubricant additive sample, Provided is a method for selecting an additive for a lubricant, wherein the BET specific surface area is 40% or more of the BET specific surface area of ZrO 2 particles before being coated with a silane coupling agent.
  • the lubricant additive selection method of the present invention comprises mixing ZrO 2 particles and a dispersion medium for the ZrO 2 particles, reacting the ZrO 2 particles and a silane coupling agent in the resulting mixture,
  • a lubricant additive selection method may comprise manufacturing a lubricant additive and preparing said sample from said lubricant additive.
  • the preferable aspects of the uncoated ZrO2 particles, the dispersion medium, the silane coupling agent, etc. can be applied to the preferable aspects described in the additive for lubricants and the method for producing additives for lubricants.
  • the ZrO2 particles, the dispersion medium and the silane coupling agent described above for the lubricant additive of the present invention can be preferably used.
  • the silane coupling agent by the same method as described in the lubricant additive of the present invention and the method for producing the lubricant additive of the present invention, and before coating with the silane coupling agent
  • the BET specific surface area of the later ZrO2 particles can be measured.
  • the proportion of the BET specific surface area of the ZrO2 particles coated with the silane coupling agent obtained by removing the dispersion medium is 40% or more, preferably 50% or more, more preferably 55% or more, still more preferably 60% or more, Even more preferably, it is 70% or more.
  • the upper limit of the ratio is not particularly limited, it may be, for example, 200% or less, further 150% or less, further 100% or less, furthermore 90% or less. This ratio can be calculated based on the above equation (3).
  • ZrO 2 fine particles manufactured by Kanto Denka Kogyo Co., Ltd.
  • MEK methyl ethyl ketone
  • 3-methacryloxypropyltrimethoxysilane 40.0 g of trade name: KBM-503, manufactured by Shin-Etsu Chemical Co., Ltd.
  • the mixed liquid obtained by stirring was subjected to dispersion treatment at 50 ° C. or less using a bead mill device, which is a media type dispersing machine, and the BET specific surface area of the coated ZrO 2 particles (when dry) in the mixed liquid was displayed. When it was confirmed that the value was 1, the distributed processing was completed. MEK was added to the resulting liquid so that the ZrO 2 concentration was 30% by mass, and the concentration was adjusted to prepare a lubricant additive.
  • Example 1-2 Comparative Examples 1-2, 1-3> A lubricant additive was prepared in the same manner as in Example 1-1, except that the silane coupling agent was changed to 3-acryloxypropyltrimethoxysilane (trade name: KBM-5103, manufactured by Shin-Etsu Chemical Co., Ltd.). bottom.
  • silane coupling agent was changed to 3-acryloxypropyltrimethoxysilane (trade name: KBM-5103, manufactured by Shin-Etsu Chemical Co., Ltd.). bottom.
  • Example 1-3 20.0 g of ZrO2 fine particles (manufactured by Kanto Denka Kogyo Co., Ltd.) having an average particle diameter of 10 nm and a BET specific surface area of 145 m 2 /g, 373.7 g of methyl ethyl ketone (MEK), and hexyltrimethoxysilane (trade name: KBM -3063, manufactured by Shin-Etsu Chemical Co., Ltd.) and 0.20 g of triethylamine were mixed and coarsely dispersed with a dispersion stirrer.
  • ZrO2 fine particles manufactured by Kanto Denka Kogyo Co., Ltd.
  • MEK methyl ethyl ketone
  • KBM -3063 hexyltrimethoxysilane
  • the liquid obtained by stirring was subjected to dispersion treatment using a bead mill device, which is a media-type dispersing machine, and the BET specific surface area of the coated ZrO 2 particles (when dry) in the mixed liquid is the value shown in Table 1. After confirming that, distributed processing was completed. MEK was added to the obtained liquid so that the ZrO 2 concentration was 5% by mass, and the concentration was adjusted to prepare a lubricant additive.
  • Lubricant Compositions of Examples 2-1 to 2-3 The lubricant additive described in Example 1-1 above was added to the phosphate ester lubricating oil (Hyland FRP46 manufactured by ENEOS) so that the ZrO 2 concentration described in Table 2 was obtained. After ultrasonically dispersing this for 1 hour, remove it with a rotary evaporator and a vacuum dryer at 50 ° C. until the signal of MEK by NMR measurement disappears. Lubricant compositions of Examples 2-1 to 2-3 got stuff
  • the amount of the silane coupling agent to be mixed with the uncoated ZrO 2 particles was determined so as to achieve the theoretical surface coverage calculated based on the above formulas (1) and (2).
  • the theoretical surface coverage is a theoretical value when the total amount of the silane coupling agent used forms a monomolecular film on the ZrO2 particle surface.
  • the additive compositions for lubricants of Examples 1-1 to 1-3 are not limited to the phosphate ester-based lubricants used in the examples, and coated ZrO for various types of lubricants. It is speculated that the dispersibility of the two particles can be enhanced.
  • various types of lubrication can be obtained by setting the ratio of the BET specific surface area after coating to the BET specific surface area before coating within a predetermined range, and optimizing the type and coating amount of the silane coupling agent. It is speculated that the dispersibility of the coated ZrO2 particles to the agent can be enhanced.
  • Comparative Example 2-1 is a lubricant composition consisting only of the phosphate ester lubricant.
  • balls made of high-carbon chromium steel (SUJ2), and lubricating oil of 500 ⁇ L were applied.
  • 500 ⁇ L of the lubricating oil of each of Examples 2-1 to 2-3 and Comparative Example 2-1 was applied to a plate made of high carbon chromium steel (SUJ2), and a sliding test was performed under the above conditions. I made a measurement.
  • Table 2 shows the average value of the friction coefficient measured for 200 to 300 cycles. A decrease in the friction coefficient was observed with decreasing ZrO2 concentration.
  • the plate after the sliding test was observed with a laser microscope (magnification of 500 times) to evaluate wear scars.
  • the cross-sectional surface roughness curve of the plate after the sliding test was measured using a laser microscope, and the lubricant composition was evaluated based on the cross-sectional surface roughness curve.
  • the measurement of the cross-sectional surface roughness curve was calculated based on the reflectance of the plate surface when the plate surface was irradiated with laser.
  • the state of the plate surface and the cross-sectional surface roughness curve of the plate are shown in FIG. 1, and the observation results of the plate are shown in Table 2.
  • the sliding range of the plate surface is indicated by the frame of the dotted line in the figure.
  • the measurement of the cross-sectional surface roughness curve was performed in the range indicated by the dotted line perpendicular to the sliding direction in FIG. 1 (the dotted line in the vertical direction in the figure).
  • Example 2-1 and 2-2 no wear marks were observed, and that they had better wear resistance than Comparative Example 2-1.
  • Example 2-2 no friction marks were observed on the plate, and the plate surface was smoother than before the friction test.
  • Examples 2-2 and 2-3 had lower coefficients of friction than Comparative Example 2-1.

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  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11140476A (ja) * 1997-08-05 1999-05-25 Nippon Shokubai Co Ltd 潤滑剤
JP2005325305A (ja) * 2004-05-17 2005-11-24 Toyota Motor Corp 潤滑剤組成物
JP2011202016A (ja) * 2010-03-25 2011-10-13 Toda Kogyo Corp 機能性無機粒子粉末の製造法及び機能性無機粒子粉末

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US8333945B2 (en) 2011-02-17 2012-12-18 Afton Chemical Corporation Nanoparticle additives and lubricant formulations containing the nanoparticle additives
FR3018079B1 (fr) 2014-02-28 2017-06-23 Total Marketing Services Composition lubrifiante a base de nanoparticules metalliques

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11140476A (ja) * 1997-08-05 1999-05-25 Nippon Shokubai Co Ltd 潤滑剤
JP2005325305A (ja) * 2004-05-17 2005-11-24 Toyota Motor Corp 潤滑剤組成物
JP2011202016A (ja) * 2010-03-25 2011-10-13 Toda Kogyo Corp 機能性無機粒子粉末の製造法及び機能性無機粒子粉末

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