Classifications

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  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • 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
  • C10M169/041—Mixtures of base-materials and additives the additives being macromolecular compounds only
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  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M155/00—Lubricating compositions characterised by the additive being a macromolecular compound containing atoms of elements not provided for in groups C10M143/00 - C10M153/00
  • C10M155/02—Monomer containing silicon
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
  • B01D—SEPARATION
  • B01D19/00—Degasification of liquids
  • B01D19/02—Foam dispersion or prevention
  • B01D19/04—Foam dispersion or prevention by addition of chemical substances
  • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
  • B01D19/0409—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
  • B01D—SEPARATION
  • B01D19/00—Degasification of liquids
  • B01D19/02—Foam dispersion or prevention
  • B01D19/04—Foam dispersion or prevention by addition of chemical substances
  • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
  • B01D19/0413—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing N-atoms
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
  • B01D—SEPARATION
  • B01D19/00—Degasification of liquids
  • B01D19/02—Foam dispersion or prevention
  • B01D19/04—Foam dispersion or prevention by addition of chemical substances
  • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
  • B01D19/0427—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing halogen-atoms
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  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/22—Esters containing halogen
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  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/22—Esters containing halogen
  • C08F220/24—Esters containing halogen containing perhaloalkyl radicals
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
  • C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
  • C08F220/305—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
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  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
  • C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
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  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
  • C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
  • C08F220/346—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links and further oxygen
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  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
  • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
  • C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
  • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
  • C08F290/06—Polymers provided for in subclass C08G
  • C08F290/068—Polysiloxanes
• • 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
  • C10M147/00—Lubricating compositions characterised by the additive being a macromolecular compound containing halogen
• • 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
  • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
  • C10M149/02—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
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
  • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers 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
  • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
  • C10M2229/04—Siloxanes with specific structure
  • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
• • 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
  • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
  • C10M2229/04—Siloxanes with specific structure
  • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
  • C10M2229/051—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
  • C10N2020/01—Physico-chemical properties
  • C10N2020/04—Molecular weight; Molecular weight distribution
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/18—Anti-foaming property
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/14—Electric or magnetic purposes
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/25—Internal-combustion engines
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/40—Generators or electric motors in oil or gas winning field

Definitions

• the present invention relates to a defoaming agent, a lubricating oil composition containing a defoaming agent, and a machine using the lubricating oil composition.
• Lubricating oil is used in various mechanical devices to improve the lubricity between members.
• bubbles are generated in the lubricating oil due to friction between the members and the bubbles become large, there is a possibility that poor lubrication, poor hydraulic control, deterioration of cooling efficiency and the like may occur. Therefore, suppressing foaming is an issue imposed on lubricating oils.
• a lubricating oil having high defoaming property is required so that foaming can be suppressed for a long period of time from the initial stage of operation, and the lubricating oil contains a defoaming agent for preventing foaming.
• a defoaming agent a polysiloxane-based defoaming agent is known, and various polysiloxane-based defoaming agents have been proposed (Patent Documents 1 to 3).
• Lubricating oils are becoming less viscous in order to further improve performance and fuel efficiency, and there is a problem that conventional polysiloxane defoaming agents cannot obtain sufficient defoaming properties for low-viscosity lubricating oils. was there.
• the problem to be solved by the present invention is to provide a defoaming agent exhibiting excellent defoaming properties.
• the present inventors have made a polymerizable monomer (1) having a urethane bond and a fluorine-containing functional group and / or a silicone chain-containing functional group as a polymerization component.
• the present invention has been completed by finding that an antifoaming agent, which is a polymer to be used, can obtain excellent antifoaming properties.
• the present invention relates to a defoaming agent which is a polymer containing a polymerizable monomer (1) having a urethane bond and a fluorine-containing functional group and / or a silicone chain-containing functional group as a polymerization component.
• a defoaming agent exhibiting excellent defoaming property can be provided.
• (meth) acrylate means one or both of acrylate and methacrylate.
• the "polymerization component” means a component that constitutes a polymer, and does not include a solvent that does not form a polymer, a polymerization initiator, or the like.
• the "polymerizable monomer” means a compound having a polymerizable unsaturated group
• the polymerizable unsaturated group of the polymerizable monomer (1) is a (meth) acryloyl group.
• examples thereof include (meth) acryloyloxy group, (meth) acryloylamide group, vinyl ether group, allyl group, styryl group, (meth) acryloylamino group, maleimide group and the like.
• (meth) acryloyl group and (meth) acryloyloxy group are preferable because the raw material is easily available and the polymerization reactivity is good.
• the urethane bond and the fluorine-containing functional group and / or the silicone chain-containing functional group are bonded directly or via a linking group.
• Examples of the fluorine-containing functional group of the polymerizable monomer (1) include a fluorinated alkyl group having 1 to 6 carbon atoms, a group containing a poly (perfluoroalkylene ether) chain, and the like.
• the poly (perfluoroalkylene ether) chain is a structure represented by the following general formula (PFPE) in which divalent fluorinated hydrocarbon groups and oxygen atoms are alternately linked.
• PFPE general formula
• X is a perfluoroalkylene group independently of each other.
• n1 is the number of repetitions.
• the repeating unit portion enclosed by n1 is a random copolymer of the repeating unit enclosed by n1. It may be a polymer structure or a block copolymer structure of repeating units enclosed by n1.
• Examples of the perfluoroalkylene group of X include the following perfluoroalkylene groups (X-1) to (X-6).
• the perfluoroalkylene group of X is preferably a perfluoroalkylene group having 1 to 3 carbon atoms, and more preferably a perfluoromethylene group or a perfluoroethylene group. It is more preferable that both a perfluoromethylene group and a perfluoroethylene group are present as X in the general formula (PFPE).
• PFPE general formula
• n1 is, for example, an integer in the range of 1 to 300, preferably an integer in the range of 2 to 200, more preferably an integer in the range of 3 to 100, and even more preferably a range of 6 to 70. It is an integer of, and most preferably an integer in the range of 12 to 50.
• the silicone chain in the silicone chain-containing functional group of the polymerizable monomer (1) includes a group represented by the following general formula (SILICONE).
• R is an alkyl group or a phenyl group having 1 to 18 carbon atoms independently, respectively.
• n2 is the number of repetitions.
• the alkyl group having 1 to 18 carbon atoms of R may be any of a linear alkyl group, a branched alkyl group and a cyclic alkyl group, and specific examples thereof include a methyl group, an ethyl group, a normal propyl group, an isopropyl group and n-. Examples thereof include a butyl group, a t-butyl group, an n-hexyl group, a cyclohexyl group, an n-octyl group, a hexadecyl group and the like.
• the alkyl group having 1 to 18 carbon atoms of R is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably a methyl group.
• n2 is, for example, an integer in the range of 1 to 200, preferably an integer in the range of 1 to 150.
• the number average molecular weight of the silicone chain portion of the silicone chain-containing functional group is, for example, in the range of 100 to 20,000, preferably in the range of 400 to 18,000, and more preferably in the range of 800 to 15,000. More preferably, it is in the range of 1,000 to 12,000.
• the polymerizable monomer (1) is preferably one or more selected from the group consisting of the compound represented by the following general formula (1-1) and the compound represented by the following general formula (1-2). be.
• R 1 is a hydrogen atom or a methyl group.
• L 1 is a divalent organic group or a single bond
• L 2 is a divalent or trivalent organic group or a single bond.
• L 3 is a divalent organic group or a single bond
• U is a urethane bond
• R 2 is a fluorine-containing functional group or a silicone chain-containing functional group.
• R 3 is a divalent fluorine-containing functional group or a divalent silicone chain-containing functional group.
• x is an integer of 1 or 2.
• the two R 2s may be the same or different from each other.
• the two structures enclosed in parentheses may be the same or different from each other.
• the divalent organic group of L 1 is preferably an alkylene group having 1 to 50 carbon atoms or an alkyleneoxy group having 1 to 50 carbon atoms.
• Examples of the alkylene group having 1 to 50 carbon atoms of L 1 include a methylene group, an ethylene group, an n-propylene group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group and an n-octylene.
• Examples thereof include a group, an n-nonylene group, an n-decylene group, an n-dodecylene group, an isopropylene group, a 2-methylpropylene group, a 2-methylhexylene group, a tetramethylethylene group and the like.
• the alkylene group having 1 to 50 carbon atoms in L 1 is preferably an alkylene group having 1 to 15 carbon atoms, more preferably an alkylene group having 1 to 5 carbon atoms, and further preferably a methylene group or ethylene. Group, n-propylene group or isopropylene group.
• the alkyleneoxy group having 1 to 50 carbon atoms of L1 is, for example, a group in which one or more -CH 2- of the alkylene groups is substituted with -O-.
• the alkyleneoxy group having 1 to 50 carbon atoms of L1 is preferably an alkyleneoxy group having 1 to 15 carbon atoms, more preferably an alkyleneoxy group having 1 to 8 carbon atoms, and further preferably methylene.
• the divalent organic group of L 1 is an alkylene group having 1 to 50 carbon atoms or an alkyleneoxy group having 1 to 50 carbon atoms
• Examples of the divalent organic group of L 2 include the same as the divalent organic group of L 1 .
• the trivalent organic group of L 2 is a group in which any one of the above-mentioned divalent organic groups has a hydrogen atom replaced with a bond, and is preferably an alkylene group having 1 to 50 carbon atoms or a carbon atom number. A group in which a hydrogen atom of any one of 1 to 50 alkyleneoxy groups is replaced with a bond. Specific examples of the alkylene group having 1 to 50 carbon atoms and the alkyleneoxy group having 1 to 50 carbon atoms are the same as described above.
• Examples of the divalent organic group of L 3 include the same groups as the divalent organic group of L 1 .
• the fluorine-containing functional group of R2 is preferably a fluorinated alkyl group having 1 to 6 carbon atoms, and more preferably a perfluoroalkyl group having 1 to 6 carbon atoms.
• the silicone chain-containing functional group of R2 is preferably a group represented by the following general formula (1-3).
• R 11 is an alkyl group having 1 to 6 carbon atoms or a group represented by —OSi (R 16 ) 3 (R 16 is an independently alkyl group having 1 to 3 carbon atoms).
• R 12 is an alkyl group having 1 to 6 carbon atoms or a group represented by —OSi (R 17 ) 3 (R 17 is an independently alkyl group having 1 to 3 carbon atoms).
• R 13 is an alkyl group having 1 to 6 carbon atoms.
• R 14 is an alkyl group having 1 to 6 carbon atoms.
• R 15 is an alkyl group having 1 to 6 carbon atoms.
• n is an integer of 0 or more.
• R 11 , R 12 , R 13 , R 14 , R 16 and R 17 are preferably methyl groups, and R 15 is preferably an alkyl group having 1 to 6 carbon atoms.
• the divalent fluorine-containing functional group of R 3 is preferably a group containing a poly (perfluoroalkylene ether) chain, and more preferably a group represented by the above general formula (PFPE).
• the divalent silicone chain-containing functional group of R 3 is preferably a group represented by the above general formula (SILICONE).
• N is an integer in the range of 1 to 10 independently.
• the polymerizable monomer (1) may be used alone or in combination of two or more.
• the polymerizable monomer (1) can be produced by a known method. For example, a polymerizable single amount is obtained by reacting a (meth) acrylate compound having an isocyanate group at the terminal with a compound having a hydroxyl group at one or both ends and having a fluorine-containing functional group and / or a silicone chain-containing functional group.
• the body (1) can be manufactured.
• the content ratio of the structure derived from the polymerizable monomer (1) (hereinafter, simply referred to as "the content ratio of the polymerizable monomer (1)"). ) Is, for example, 5% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, 30% by mass or more, 50% by mass or more, 60% by mass or more, 65% by mass with respect to the total amount of the polymer. % And above are preferable.
• the upper limit of the content ratio of the polymerizable monomer (1) is not particularly limited, but is, for example, 95% by mass or less, 90% by mass or less, 80% by mass or less, and 75% by mass or less with respect to the total amount of the polymer. It is preferable in order.
• the content ratio of the polymerizable monomer (1) is a value based on the mass of the polymer of the present invention (weight of the polymerizable monomer (1) / weight of the polymer), and is the polymer of the present invention. Can be adjusted by the raw material charging ratio of the polymerizable monomer (1) at the time of producing.
• the polymer containing the polymerizable monomer (1) as a polymerization component may contain the polymerizable monomer (1) as the polymerization component. It may have a portion other than the structure derived from the polymerizable monomer (1). Since the polymer of the present invention is suitably used as a defoaming agent for a lubricating oil composition, the lubricating oil base oil and the lubricating oil base oil of the lubricating oil composition can be used as a portion other than the structure derived from the polymerizable monomer (1). It is preferable to have a structure that is compatible with additives for lubricating oil other than defoaming agents.
• the polymer of the present invention is composed of a group containing an alkyl group having 1 to 30 carbon atoms, an aromatic group having 6 to 20 carbon atoms, and a polyoxyalkylene chain as polymerization components other than the polymerizable monomer (1). It is preferable to further contain the polymerizable monomer (2) having one or more selected.
• Alkyl groups having 1 to 30 carbon atoms, aromatic groups having 6 to 20 carbon atoms, and groups containing polyoxyalkylene chains are all higher than lubricating oil base oils or additives for lubricating oils other than defoaming agents. It can show compatibility.
• the alkyl group having 1 to 30 carbon atoms contained in the polymerizable monomer (2) may be any of a linear alkyl group, a branched alkyl group and a cyclic alkyl group, and specific examples thereof include a methyl group, an ethyl group and a normal group.
• Propyl group isopropyl group, n-butyl group, t-butyl group, n-hexyl group, cyclohexyl group, n-octyl group, hexadecyl group, adamantyl group, norbornyl group, dicyclopentanyl group, tricyclononyl group, tri Examples thereof include a cyclodecyl group, a tetracyclododecyl group, a stearyl group and the like.
• the alkyl group having 1 to 30 carbon atoms contained in the polymerizable monomer (2) is preferably an alkyl group having 1 to 25 carbon atoms, and more preferably a cyclic alkyl group having 3 to 14 carbon atoms. ..
• Examples of the aromatic group having 6 to 20 carbon atoms contained in the polymerizable monomer (2) include a phenyl group, a naphthyl group, an anthracene-1-yl group, and phenanthrene-1-yl group.
• the group containing the (poly) oxyalkylene chain of the polymerizable monomer (2) is a monovalent group containing a repeating portion of oxyalkylene or a divalent linking group containing a repeating portion of oxyalkylene.
• Examples of the polymerizable monomer (2) having an alkyl group having 1 to 30 carbon atoms and having a polymerizable unsaturated group as a (meth) acryloyl group include methyl (meth) acrylate and ethyl (meth) acrylate.
• n-propyl (meth) acrylate isopropyl (meth) acrylate, n-butyl (meth) acrylate, s-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, n-pentyl (meth) Acrylate, n-hexyl (meth) acrylate, n-heptyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, stearyl (meth) Alkyl esters of (meth) acrylic acids such as acrylates and isostearyl (meth) acrylates having 1 to 18 carbon atoms; dicyclopentanyloxylethyl (meth) acrylates, isoborny
• Examples of the polymerizable monomer (2) having a phenylalkyl group having 7 to 20 carbon atoms or a phenoxyalkyl group having 7 to 20 carbon atoms and having a polymerizable unsaturated group as a (meth) acryloyl group include, for example. Examples thereof include benzyl (meth) acrylate, 2-phenoxymethyl (meth) acrylate, and 2-phenoxyethyl (meth) acrylate.
• Examples of the polymerizable monomer (2) having an alkyl group having 1 to 30 carbon atoms and having a polymerizable unsaturated group as a vinyl ether group include methyl vinyl ether, ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, and n.
• -Alkyl vinyl ethers such as butyl vinyl ether, isobutyl vinyl ether, tert-butyl vinyl ether, n-pentyl vinyl ether, n-hexyl vinyl ether, n-octyl vinyl ether, n-dodecyl vinyl ether, 2-ethylhexyl vinyl ether, cyclohexyl vinyl ether; cycloalkyl vinyl ether and the like. Be done.
• Examples of the polymerizable monomer (2) having an aromatic group having 6 to 20 carbon atoms include styrene, ⁇ -methylstyrene, p-methylstyrene, p-methoxystyrene and the like.
• Examples of the polymerizable monomer (2) having an alkyl group having 1 to 30 carbon atoms and having a polymerizable unsaturated group as a (meth) acryloylamino group include N, N-dimethylacrylamide and N, N-. Examples thereof include diethyl acrylamide, N-isopropyl acrylamide, diacetone acrylamide, acroyl morpholine and the like.
• Examples of the polymerizable monomer (2) having an alkyl group having 1 to 30 carbon atoms and having a polymerizable unsaturated group as a maleimide group include methylmaleimide, ethylmaleimide, propylmaleimide, butylmaleimide, and hexylmaleimide. Examples thereof include octylmaleimide, dodecylmaleimide, stearylmaleimide, and cyclohexylmaleimide.
• Examples of the polymerizable monomer (2) having a group containing a polyoxyalkylene chain and having a polymerizable unsaturated group as a (meth) acryloyl group include polypropylene glycol mono (meth) acrylate and polyethylene glycol mono (meth). Acrylate, polytrimethylene glycol mono (meth) acrylate, polytetramethylene glycol mono (meth) acrylate, poly (ethylene glycol / propylene glycol) mono (meth) acrylate, polyethylene glycol / polypropylene glycol mono (meth) acrylate, poly (ethylene).
• Glycol / tetramethylene glycol) mono (meth) acrylate polyethylene glycol / polytetramethylene glycol mono (meth) acrylate, poly (propylene glycol / tetramethylene glycol) mono (meth) acrylate, polypropylene glycol / polytetramethylene glycol mono (meth) acrylate ) Acrylate, poly (propylene glycol, 1,2-butylene glycol) mono (meth) acrylate, polypropylene glycol, poly 1,2-butylene glycol mono (meth) acrylate, poly (ethylene glycol, 1,2-butylene glycol) mono (Meta) Acrylate, Polyethylene Glycol / Poly 1,2-butylene Glycol Mono (meth) Acrylate, Poly (Tetraethylene Glycol / 1,2-Burylene Glycol) Mono (Meta) Acrylate, Polytetraethylene Glycol / Poly 1,2- Butylene glycol mono (meth) acrylate
• poly (ethylene glycol / propylene glycol) means a random copolymer of ethylene glycol and propylene glycol
• polyethylene glycol / polypropylene glycol is a block copolymer of ethylene glycol and propylene glycol.
• the polymerizable monomer (2) is preferably one or more selected from the group consisting of the compound represented by the following general formula (2-1) and the compound represented by (2-2).
• these compounds When the polymer of the present invention is used as a defoaming agent for a lubricating oil composition, these compounds have compatibility with a lubricating oil base oil or an additive for lubricating oil other than the defoaming agent in the lubricating oil composition. Can be shown.
• R 21 is a hydrogen atom or a methyl group and is R 22 is an alkyl group or a phenyl group having 1 to 30 carbon atoms.
• R 23 is a hydrogen atom or a methyl group and is R 24 is a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or a phenyl group.
• n is an integer in the range 1 to 4
• m is an integer in the range 1 to 4
• p and q are each independently an integer in the range of 0 to 200, and satisfy p + q ⁇ 1.
• the part of the repeating unit enclosed in p and the repeating unit enclosed in q is the repeating unit enclosed in p and the repeating unit enclosed in q. It may be a random copolymer structure or a block copolymer structure of a repeating unit enclosed in p and a repeating unit enclosed in q.
• the polymerizable monomer (2) may be used alone or in combination of two or more.
• the polymerizable monomer (2) can be produced by a known method. Further, as the polymerizable monomer (2), a commercially available product may be used. For example, as a commercially available product of the polymerizable monomer (2) having a group containing a polyoxyalkylene chain and having a polymerizable unsaturated group as a (meth) acryloyl group, "NK Ester M" manufactured by Shin-Nakamura Chemical Industry Co., Ltd.
• the polymer of the present invention is a copolymer containing the polymerizable monomer (1) and the polymerizable monomer (2) as a polymerization component
• the polymerization form of the copolymer is not particularly limited and the polymerization is carried out. It may be a random copolymer of a sex monomer (1) and a polymerizable monomer (2), or it may be a block copolymer of a polymerizable monomer (1) and a polymerizable monomer (2).
• the polymer of the present invention contains a polymerizable monomer (1) and a polymerizable monomer (2) as a polymerization component, the mass of the polymerizable monomer (1) and the polymerizable monomer (2)
• the polymer of the present invention may be a polymer containing a polymerizable monomer (1) and an arbitrary polymerizable monomer (2) as a polymerization component, and is a polymerizable simple substance as long as the effect of the present invention is not impaired.
• Other polymerizable monomers other than the polymer (1) and the polymerizable monomer (2) may be contained as a polymerization component.
• the polymer of the present invention is preferably a polymer in which the polymerization component is substantially composed of the polymerizable monomer (1) and the arbitrary polymerizable monomer (2), and more preferably the polymerization component is a polymerizable single. It is a polymer consisting of only a polymer (1) and an arbitrary polymerizable monomer (2).
• substantially means that the total content ratio of the polymerizable monomer (1) and the arbitrary polymerizable monomer (2) in the polymerization component is 80% by mass or more, 90% by mass or more. It means a case where it is 95% by mass or more or 99% by mass or more.
• the number average molecular weight (Mn) of the polymer of the present invention is preferably in the range of 500 to 50,000, more preferably in the range of 1,000 to 30,000, and even more preferably in the range of 1,500 to 10, It is in the range of 000.
• the weight average molecular weight (Mw) of the polymer of the present invention is preferably in the range of 1,000 to 200,000, more preferably in the range of 1,500 to 150,000, and even more preferably in the range of 2,000 to 2,000. It is in the range of 100,000, particularly preferably in the range of 3,000 to 50,000.
• the weight average molecular weight (Mw) and the number average molecular weight (Mn) are values converted into polystyrene based on gel permeation chromatography (GPC) measurement.
• the values of the number average molecular weight (Mn) and the weight average molecular weight (Mw) of the polymer of the present invention are measured by the method described in Examples.
• the method for producing the polymer of the present invention is not particularly limited, and the polymer can be produced by a known method.
• the polymer of the present invention can be produced by a solution polymerization method, a bulk polymerization method, an emulsion polymerization method or the like based on a polymerization mechanism such as a radical polymerization method, a cationic polymerization method or an anion polymerization method.
• a radical polymerization method the polymer of the present invention can be produced by charging a polymerizable monomer mixture in an organic solvent and adding a general-purpose radical polymerization initiator.
• polymerization initiator various substances can be used, for example, peroxides such as t-butylperoxy-2-ethylhexanoate, benzoyl peroxide and diacyl peroxide, and azobisisobutyronitrile. , Azo compounds such as dimethyl azobisisobutyrate and phenylazotriphenylmethane, metal chelate compounds such as Mn (acac) 3 and the like.
• peroxides such as t-butylperoxy-2-ethylhexanoate
• benzoyl peroxide and diacyl peroxide and azobisisobutyronitrile.
• Azo compounds such as dimethyl azobisisobutyrate and phenylazotriphenylmethane
• metal chelate compounds such as Mn (acac) 3 and the like.
• a chain transfer agent such as lauryl mercaptan, 2-mercaptoethanol, ethylthioglycolic acid, octylthioglycolic acid, or a thiol compound having a coupling group such as ⁇ -mercaptopropyltrimethoxysilane can be used as a chain transfer agent. It may be used as an additive of.
• organic solvent examples include alcohols such as ethanol, isopropyl alcohol, n-butanol, iso-butanol and tert-butanol, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and methyl amyl ketone, methyl acetate and ethyl acetate.
• alcohols such as ethanol, isopropyl alcohol, n-butanol, iso-butanol and tert-butanol
• ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and methyl amyl ketone, methyl acetate and ethyl acetate.
• Ethers such as butyl acetate, methyl lactate, ethyl lactate, butyl lactate, methyl 2-oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate, butyl 2-oxypropionate, 2-methoxypropionic acid
• Monocarboxylic acid esters such as methyl, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, butyl 2-methoxypropionate, polar solvents such as dimethylformamide, dimethylsulfoxide, N-methylpyrrolidone, methylcellosolve, cellosolve, Ethers such as butyl cellosolve, butyl carbitol, ethyl cellosolve acetate
• propylene glycols such as propylene glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, prop
• the polymer of the present invention can also be produced by performing living polymerization such as living radical polymerization and living anionic polymerization.
• living radical polymerization a dormant species whose active polymerization terminal is protected by an atom or an atomic group reversibly generates radicals and reacts with a monomer to proceed with a growth reaction, and the growth reaction proceeds even if the first monomer is consumed.
• a block polymer can be obtained by reacting with a second monomer added sequentially without losing activity at the ends.
• living radical polymerization include atom transfer radical polymerization (ATRP), reversible addition-cleaving radical polymerization (RAFT), nitroxide-mediated radical polymerization (NMP), radical polymerization using organic tellurium (TERP), and the like. Can be mentioned.
• ATRP is preferable because of its ease of control.
• ATRP is polymerized using an organic halide, a sulfonyl halide compound or the like as a polymerization initiator, and a metal complex composed of a transition metal compound and a ligand as a catalyst.
• alkyl ester having 1 to 6 carbon atoms of the 2-halogenated carboxylic acid having 1 to 6 carbon atoms include, for example, methyl 2-chloropropionate, ethyl 2-chloropropionate, 2-.
• examples thereof include methyl bromopropionate and ethyl 2-bromoisobutyrate.
• the transition metal compounds that can be used in ATRP are represented by M n + X n .
• the transition metal M n + of the transition metal compound represented by M n + X n includes Cu + , Cu 2+ , Fe 2+ , Fe 3+ , Ru 2+ , Ru 3+ , Cr 2+ , Cr 3+ , Mo 0 , Mo + , Mo.
• X of the transition metal compound represented by M n + X n is a halogen atom, an alkoxyl group having 1 to 6 carbon atoms, (SO 4 ) 1/2 , (PO 4 ) 1/3 , (HPO 4 ) 1 /.
• R 11 represents an aryl group, a linear or branched alkyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms), and R 12 is a hydrogen atom or halogen from 1 to 1. It represents a linear or branched alkyl group having 1 to 6 carbon atoms (preferably a methyl group) which may be substituted 5 times (preferably 1 to 3 times with fluorine or chlorine).
• N of the transition metal compound represented by M n + X n represents a formal charge on the metal and is an integer of 0 to 7.
• the ligand compound that can be coordinated to the transition metal of the transition metal compound includes a coordinate containing one or more nitrogen atom, oxygen atom, phosphorus atom or sulfur atom that can be coordinated to the transition metal via a ⁇ bond. It has a compound having a child, a compound having a ligand containing two or more carbon atoms that can be coordinated with a transition metal via a ⁇ bond, and a ligand having a ligand capable of coordinating with a transition metal via a ⁇ bond or an ⁇ bond. Examples include compounds.
• the transition metal complex is not particularly limited, but preferably, the transition metal complex of groups 7, 8, 9, 10, and 11 is preferable, and more preferably, 0-valent copper, monovalent copper, and divalent ruthenium. Examples include divalent iron or divalent nickel complexes.
• a complex with a ligand such as a polyamine such as (aminoethyl) amine.
• divalent ruthenium complex examples include dichlorotris (triphenylphosphine) ruthenium, dichlorotris (tributylphosphine) ruthenium, dichloro (cyclooctadiene) ruthenium, dichlorobenzene ruthenium, dichloro p-simenruthenium, and dichloro (norbornadiene) ruthenium.
• Examples thereof include cis-dichlorobis (2,2'-bipyridine) ruthenium, dichlorotris (1,10-phenanthroline) ruthenium, carbonylchlorohydridotris (triphenylphosphine) ruthenium and the like.
• divalent iron complex examples include a bistriphenylphosphine complex and a triazacyclononane complex.
• a solvent used in living radical polymerization
• ester solvents such as ethyl acetate, butyl acetate and propylene glycol monomethyl ether acetate
• ether solvents such as diisopropyl ether, dimethoxyethane and diethylene glycol dimethyl ether
• halogen solvents such as dichloromethane and dichloroethane.
• Aromatic solvents such as toluene and xylene
• Ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone
• Alcohol solvents such as methanol, ethanol and isopropanol
• Aprotonic polar solvents such as dimethylformamide and dimethyl sulfoxide Can be mentioned.
• the above solvent may be used alone or in combination of two or more.
• the polymerization temperature during the living radical polymerization is preferably in the range of room temperature to 120 ° C.
• the polymer of the present invention is produced by living radical polymerization
• a metal due to the transition metal compound used in the polymerization may remain in the obtained polymer.
• the metal remaining in the obtained polymer may be removed by using activated alumina or the like after the completion of the polymerization.
• the defoaming agent of the present invention can be suitably used as a defoaming agent for a lubricating oil composition, and the lubricating oil composition of the present invention contains the defoaming agent of the present invention.
• the defoaming agent of the present invention has high defoaming performance and can be used without limitation in a lubricating oil composition for drive system equipment such as a shock absorber, a transmission and a power steering of an automobile.
• the content ratio of the defoaming agent of the present invention in the lubricating oil composition of the present invention is not particularly limited, and is, for example, in the range of 1 to 1000 mass ppm of the total amount of the lubricating oil composition, preferably in the range of 5 to 700 mass ppm. It is more preferably in the range of 10 to 400 mass ppm.
• the lubricating oil base oil of the lubricating oil composition of the present invention known ones can be used, and it may be a mineral oil, a synthetic oil, or a mixed oil of a mineral oil and a synthetic oil.
• the lubricating oil distillate obtained by distilling the atmospheric residual oil obtained by atmospheric distillation of crude oil under reduced pressure is subjected to solvent removal, solvent extraction, hydrocracking, solvent removal, and contact removal.
• mineral oils that have been refined by performing one or more treatments such as wax and hydrogen purification, and examples thereof include paraffin-based mineral oils and naphthen-based mineral oils.
• mineral oil-based wax, mineral oil produced by isomerizing a wax (GTL wax) produced by the Fischer-Tropsch method or the like, and the like can also be mentioned.
• Examples of the synthetic oil include polybutene, polyolefins such as ⁇ -olefin homopolymers and copolymers (for example, ethylene- ⁇ -olefin copolymers), various esters such as polyol esters, dibasic acid esters, and phosphoric acid esters, and poly.
• Examples thereof include various ethers such as phenyl ether, polyglycol, alkylbenzene, and alkylnaphthalene.
• the lubricating oil base oil may be used alone or in combination of two or more.
• the kinematic viscosity of the lubricating oil base oil at 100 ° C. is preferably in the range of 2 to 15 mm 2 / s, more preferably in the range of 2 to 10 mm 2 / s, and further preferably in the range of 3 to 5 mm 2 / s. Is.
• the kinematic viscosity of the lubricating oil base oil at 100 ° C. is within the above range, the evaporation loss is small and the power loss due to the viscous resistance is not so large, so that the effect of improving fuel efficiency can be easily obtained.
• the lubricating oil base oil preferably has a paraffin content (sometimes referred to as% Cp) of 70% or more, more preferably 75% or more, and preferably 80% by nd-M ring analysis. That is all.
• the lubricating oil base oil has good oxidation stability and the like when the paraffin content is in the above range.
• the content ratio of the lubricating oil base oil in the lubricating oil composition is, for example, in the range of 65 to 95% by mass, preferably in the range of 70 to 95% by mass, and more preferably 70 to 90% by mass in the total amount of the lubricating oil composition. It is in the range of%.
• the lubricating oil composition of the present invention may contain the defoaming agent and the lubricating oil base oil of the present invention, and may further contain other additives.
• Other additives include ashless detergents, ashless friction modifiers, wear resistant agents, extreme pressure agents, viscosity index improvers, metal inactivating agents, pour point lowering agents, rust preventives, etc. It may be contained. These additives may be used alone or in combination of two or more.
• each of the other additives can be appropriately adjusted within a range that does not impair the effects of the present invention, and is usually 0.001 to 25% by mass, preferably 0.005 to 20 based on the total amount of the lubricating oil composition. It is by mass, more preferably 0.01 to 15% by mass.
• the total content of the other additives is preferably 25% by mass or less, more preferably 20% by mass or less, still more preferably 15% by mass or less, based on the total amount of the lubricating oil composition.
• Examples of the ashless cleaning agent include alkenyl succinimide such as alkenyl succinate monoimide and alkenyl succinate bisimide, and boron-modified alkenyl succinimide.
• Examples of the ashless friction modifier include aliphatic amines, fatty acid esters, fatty acid amides, fatty acids, aliphatic alcohols, and aliphatic groups having at least one alkyl group or alkenyl group having 6 to 30 carbon atoms in the molecule.
• Examples include ether.
• abrasion resistant agent or extreme pressure agent examples include sulfur-containing compounds such as zinc dithiophosphate; phosphite esters, phosphate esters, phosphonic acid esters, and phosphorus-containing compounds such as amine salts or metal salts thereof.
• sulfur and phosphorus-containing abrasion resistant agents such as thio-sulphonic acid esters, thiophosphoric acid esters, thiophosphonic acid esters, and amine salts or metal salts thereof.
• viscosity index improver examples include polymethacrylate, dispersed polymethacrylate, olefin-based copolymer (for example, ethylene-propylene copolymer, etc.), dispersed olefin-based copolymer, and styrene-based copolymer (for example, styrene-based copolymer). Styrene-diene copolymer, styrene-isoprene copolymer, etc.) and the like.
• metal inactivating agent examples include benzotriazole-based compounds, tolyltriazole-based compounds, imidazole-based compounds, pyrimidine-based compounds, and the like.
• pour point lowering agent examples include ethylene-vinyl acetate copolymer, condensate of chlorinated paraffin and naphthalene, condensate of chlorinated paraffin and phenol, polymethacrylate, polyalkylstyrene and the like.
• rust preventive examples include petroleum sulphonate, alkylbenzene sulphonate, dinonylnaphthalen sulphonate, alkenyl succinate ester, polyhydric alcohol ester and the like.
• the weight average molecular weight (Mw) and the number average molecular weight (Mn) are polystyrene-converted values based on gel permeation chromatography (GPC) measurement.
• GPC gel permeation chromatography
• n (The repeating portion of n is about 65.)
• Example 1 Synthesis of defoaming agent (1)
• 100 parts by mass of n-butyl acetate was charged as a solvent, and the temperature was raised to 110 ° C. while stirring under a nitrogen stream. Then, it was dissolved in 56.5 parts by mass of the polymerizable monomer (I) of Synthesis Example 1 dissolved in 54.3 parts by mass of 1,3-bis (trifluoromethyl) benzene and 210 parts by mass of n-butyl acetate.
• the weight average molecular weight (Mw) was 7,300 and the number average molecular weight (Mn) was 2,900.
• Example 2 Synthesis of antifoaming agent (2)
• 204.1 parts by mass of propylene glycol monomethyl ether acetate was charged as a solvent into a glass flask equipped with a stirrer, a thermometer, a cooling tube, and a dropping device, and the temperature was raised to 92 ° C. while stirring under a nitrogen stream.
• 115.3 parts by mass of the polymerizable monomer (II) of Synthesis Example 2 dissolved in 76.9 parts by mass of methylisobutylketone, and 68.4 parts by mass of methoxypolyethylene glycol methacrylate (the number of repetitions of the ethylene oxide chain is about 23).
• Two types of dripping solutions, which are a polymerization initiator solution in which 2 parts by mass are dissolved in 91.8 parts by mass of propylene glycol monomethyl ether acetate, are set in separate dripping devices, and the inside of the flask is kept at 92 ° C. for 4 hours at the same time. And dropped. After completion of the dropping, the mixture was stirred at 92 ° C.
• a polymerization initiator solution in which 2 parts by mass of dimethyl 2,2'-azobisbutyrate was dissolved in 4.8 parts by mass of propylene glycol monomethyl ether acetate as a radical polymerization initiator was prepared. It was dropped over 15 minutes. After completion of the dropping, the mixture was stirred at 92 ° C. for 2 hours to obtain a solution of the defoaming agent (2), which is a polymer having a urethane bond and a fluorine-containing functional group.
• the weight average molecular weight (Mw) was 7,600 and the number average molecular weight (Mn) was 3,200.
• Example 3 Synthesis of defoaming agent (3)
• 30 parts by mass of n-butyl acetate was charged as a solvent into a glass flask equipped with a stirrer, a thermometer, a condenser and a dropping device, and the temperature was raised to 105 ° C. while stirring under a nitrogen stream.
• 33 parts by mass of the polymerizable monomer (III) of Synthesis Example 3 dissolved in 39.5 parts by mass of n-butyl acetate, 3 parts by mass of dicyclopentanylacryllate, 45 parts by mass of n-butyl acetate and the like.
• the weight average molecular weight (Mw) was 9,400 and the number average molecular weight (Mn) was 2,700.
• Example 4 Synthesis of defoaming agent (4)
• 30 parts by mass of n-butyl acetate was charged as a solvent into a glass flask equipped with a stirrer, a thermometer, a condenser and a dropping device, and the temperature was raised to 105 ° C. while stirring under a nitrogen stream.
• Two types of dropping solutions a polymerization initiator solution in which 0.45 parts by mass of t-butyl peroxy-2-ethylhexanoate as a radical polymerization initiator is dissolved in 15 parts by mass of n-butyl acetate, are separately added to the dropping device. And the solution was added dropwise over 2 hours at the same time while keeping the inside of the flask at 105 ° C. After completion of the dropping, the mixture was stirred at 105 ° C. for 5 hours to obtain a solution of a defoaming agent (4) which is a polymer having a urethane bond and a silicone chain-containing functional group.
• a defoaming agent (4) which is a polymer having a urethane bond and a silicone chain-containing functional group.
• the weight average molecular weight (Mw) was 26,800 and the number average molecular weight (Mn) was 2,500.
• Two types of dropping solutions with the polymerization initiator solution were set in separate dropping devices, and the inside of the flask was kept at 110 ° C. and simultaneously dropped over 2 hours. After completion of the dropping, the mixture was stirred at 110 ° C. for 5 hours to obtain a solution of a defoaming agent (1') which is a polymer having no urethane bond and having a fluorine-containing functional group.
• the weight average molecular weight (Mw) was 7,200 and the number average molecular weight (Mn) was 2,700.
• n (The repeating portion of n is about 65.)
• the weight average molecular weight (Mw) was 1,7800 and the number average molecular weight (Mn) was 2,300.
• dimethyl silicone (“KF-96-60,000cs” manufactured by Shinetsu Silicone Co., Ltd.) represented by the following was separately prepared as an antifoaming agent Si.
• Lubricating oil Base oil paraffin-based mineral oil
• various additives viscosity index improver, phosphite ester compound, thiadiazol compound, calcium-based cleaning agent, metal defoaming agent, ashless dispersant, antioxidant Etc.
• the lubricating oil composition using the defoaming agents (1) to (4) which are the defoaming agents of the present invention the lubricating oil composition to which the defoaming agent of Comparative Example 4 is not added. It can be read that the amount of foaming is significantly reduced compared to that of the product.
• the lubricating oil composition using the defoaming agent (1') and the defoaming agent (2') having no urethane bond is higher than the lubricating oil composition to which the defoaming agent of Comparative Example 4 is not added. It can be seen that although the amount of foaming is reduced, the effect of reducing the amount of foaming is not as high as that of the antifoaming agents (1) to (4).

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