Classifications

• • 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
  • C08F2/00—Processes of polymerisation
  • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
• • 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
  • C08F220/12—Esters of monohydric alcohols or phenols
  • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
  • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
  • C08F220/1811—C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate
• • 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
  • C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
• • 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
  • C08F220/302—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and two or more oxygen atoms in the alcohol moiety
• • 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
  • 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
  • C08F230/02—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 phosphorus
• • 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
  • 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
  • C08F230/085—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 the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
• • 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
  • C08F290/064—Polymers containing more than one epoxy group per molecule
• • 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
  • C08F290/067—Polyurethanes; Polyureas
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
  • C08K5/45—Heterocyclic compounds having sulfur in the ring
  • C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
  • C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
  • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/02—Non-macromolecular additives
  • C09J11/06—Non-macromolecular additives organic
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J2433/00—Presence of (meth)acrylic polymer

Definitions

• the present invention relates to an anaerobic curable composition.
• motors are used in a wide variety of ways, including vibration in mobile electronic devices, camera focus adjustment, hard disk drive, and automobile drive.
• Motor rotors and stators are made by laminating electromagnetic steel sheets.
• Laminated steel sheets are generally assembled by caulking or laser welding, but in recent years, as motors have become more powerful, magnetic steel sheets have become thinner, making it impossible to use conventional methods.
• the assembly method by adhesion using is attracting attention.
• a method of curing at room temperature is known as disclosed in Japanese Patent Laid-Open No. 2006-334648, while a method of accelerating curing by induction heating is also under study.
• anaerobic curing compositions used in the assembly of laminated steel sheets were required to have rapid curing properties in order to improve productivity. There is also curing acceleration due to In order to improve the durability of laminated steel sheets, it has been required to improve the shear adhesive strength and peel adhesive strength of the anaerobic curable composition.
• the present inventors discovered a technique for an anaerobic curable composition using a (meth)acryloyl compound that contributes to improved shear adhesion and peel adhesion, and completed the present invention. Completed.
• the acryloyl group and the methacryloyl group are collectively referred to as a (meth)acryloyl group, and a compound having a (meth)acryloyl group is referred to as both a (meth)acryloyl compound and a (meth)acrylate.
• a first embodiment of the present invention is an anaerobic curable composition containing the following components (A) to (D).
• component (meth)acryloyl compound
• component hydroperoxide
• component saccharin
• D sodium salt, potassium salt or calcium salt of saccharin.
• a second embodiment of the present invention further includes an adhesion promoter as component (E), and the adhesion promoter is a compound having a (meth)acryloyl group, particularly an acryloyl group, and a hydrolyzable silyl group in the molecule.
• the anaerobic curable composition according to the first embodiment comprising (excluding component (A)).
• a third embodiment of the present invention is the anaerobic curable composition according to the second embodiment, further comprising a (meth)acryloyl monomer (excluding component (A)) having a phosphate ester skeleton in component (E). It is a thing.
• a fourth embodiment of the present invention is the first to third embodiments containing 10 to 50% by mass of a monofunctional (meth)acryloyl compound containing a hydroxyl group in the molecule with respect to the total of the component (A). Any one of the anaerobic curable compositions.
• a fifth embodiment of the present invention is the first to fourth embodiments containing an epoxy-modified (meth)acrylate oligomer or a (meth)acrylate oligomer having a bisphenol skeleton and a urethane-modified (meth)acrylate oligomer as the component (A).
• An anaerobic curable composition according to any one of the aspects.
• a sixth embodiment of the present invention is the anaerobic curable composition according to any one of the first to fifth embodiments, which is used for assembling laminated steel plates.
• a seventh embodiment of the present invention is a method for curing an anaerobic curable composition according to any one of the first to sixth embodiments, wherein curing is accelerated by heating simultaneously with or after anaerobic curing. be.
• a first aspect of the present invention relates to an anaerobic curable composition
• an anaerobic curable composition comprising the following components (A) to (D): (A) component: (meth)acryloyl compound (B) component: hydroperoxide (C) component: saccharin (D) component: sodium salt, potassium salt or calcium salt of saccharin.
• an anaerobic curable composition with high shear adhesive strength and peel adhesive strength can be realized when curing is accelerated by heating in addition to curing by a primer.
• anaerobic curable composition is also simply referred to as the “composition” or the “composition according to the present invention.
• the term “(meth)acryl” includes both acryl and methacryl.
• the term “(meth)acrylic acid” includes both acrylic acid and methacrylic acid.
• the term “(meth)acryloyl” includes both acryloyl and methacryloyl.
• the term “(meth)acryloyl group” includes both acryloyl and methacryloyl groups.
• a and/or B means both A and B or either A or B.
• the component (A) that can be used in the present invention is a (meth)acryloyl compound.
• Component ((meth)acryloyl compound) preferably contains a (meth)acrylate oligomer.
• the (meth)acrylate oligomer includes an epoxy-modified (meth)acrylate oligomer, a (meth)acrylate oligomer having a bisphenol skeleton, a urethane-modified (meth)acrylate oligomer, and a main skeleton having a polymerized (meth)acryloyl monomer. and an oligomer having a (meth)acryloyl group at its end.
• the component (A) contains an epoxy-modified (meth)acrylate oligomer, a (meth)acrylate oligomer having a bisphenol skeleton, and a urethane-modified (meth)acrylate oligomer.
• component (A) contains an epoxy-modified (meth)acrylate oligomer and a urethane-modified (meth)acrylate oligomer.
• the mixing ratio of the (meth)acrylate oligomer having a bisphenol skeleton and the urethane-modified (meth)acrylate oligomer is not particularly limited, but in order to maintain high adhesive strength, an epoxy-modified (meth)acrylate oligomer or having a bisphenol skeleton ( The mass ratio of the meth)acrylate oligomer and the urethane-modified (meth)acrylate oligomer
• the (A) component preferably contains a (meth)acrylate oligomer having 2 to 5 (meth)acryloyl groups per molecule.
• the (meth)acrylate oligomer as component (A) preferably has a weight average molecular weight of 1,000 to 50,000, more preferably 1,000 to 40,000, and still more preferably 1,000 to 30,000. If the weight-average molecular weight is higher than 1000, the curability is good, and if the weight-average molecular weight is lower than 50000, the viscosity is low and the compatibility at the interface is good when bonding to an adherend.
• the weight average molecular weight refers to the polystyrene equivalent weight average molecular weight measured by gel permeation chromatography.
• epoxy-modified (meth)acrylate oligomers examples include epoxy-modified (meth)acryloyl oligomers obtained by adding (meth)acrylic acid to bisphenol A-type epoxy resin, bisphenol F-type epoxy resin, phenol novolak resin, and the like. It is not limited. Epoxy-modified (meth)acrylate oligomers are also called vinyl ester resins.
• (Meth)acrylate oligomers having a bisphenol skeleton include those obtained by adding (meth)acrylic acid to hydroxyl groups such as phenol groups of bisphenol A and bisphenol F, and alkylene oxide-modified polyols of bisphenol. It is not limited.
• a urethane-modified (meth)acrylate oligomer is, for example, a polyol compound (main skeleton) having two or more hydroxyl groups in the molecule, a compound having two or more isocyanate groups in the molecule, and at least one hydroxyl group in the molecule. It is synthesized from the reaction product with the (meth)acrylate it contains.
• Compounds having two or more isocyanate groups in the molecule include, for example, aromatic polyisocyanates, alicyclic polyisocyanates, and aliphatic polyisocyanates. Aliphatic polyisocyanates and alicyclic polyisocyanates are preferred. These may be used singly or in combination.
• Polyol compounds having two or more hydroxyl groups in the molecule include polyether polyols, polyester polyols, caprolactone diols, bisphenol polyols, polyisoprene polyols, hydrogenated polyisoprene polyols, polybutadiene polyols, hydrogenated polybutadiene polyols, castor oil polyols, and polycarbonates. and diols.
• polyether polyols, polycarbonate diols, polybutadiene polyols, and hydrogenated polybutadiene polyols are preferred because of their excellent transparency and durability.
• Ether polyols and polycarbonate diols can be mentioned. These may be used singly or in combination.
• Aromatic polyisocyanates and aliphatic polyisocyanates are examples of compounds having two or more isocyanate groups in the molecule.
• aromatic polyisocyanates include 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 1,3-xylylene diisocyanate, 1,4-xylylene diisocyanate, tetramethylxylylene diisocyanate, diphenylmethane diisocyanate, naphthalene- 1,5-diisocyanate, triphenylmethane triisocyanate, etc.
• alicyclic polyisocyanates examples include isophorone diisocyanate, bis(4-isocyanatocyclohexyl)methane, 1,3-bis(isocyanatomethyl)cyclohexane. , 1,4-bis(isocyanatomethyl)cyclohexane, norbornane diisocyanate, bicycloheptane triisocyanate, etc.
• aliphatic polyisocyanates include hexamethylene diisocyanate, 1,3,6-hexamethylene triisocyanate, 1,6 , 11-undecatriisocyanate, and the like. Among them, diisocyanates such as isophorone diisocyanate and hexamethylene diisocyanate are preferred.
• (Meth)acrylates containing at least one or more hydroxyl groups in the molecule include, for example, monohydric alcohols such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate, ethylene glycol, propylene glycol, Mono(meth)acrylates of dihydric alcohols such as 1,3-propanediol, 1,3-butanediol, 1,4-butanediol and polyethylene glycol, trihydric alcohols such as trimethylolethane, trimethylolpropane and glycerin mono(meth)acrylates or di(meth)acrylates of alcohols; Among these, mono(meth)acrylates of dihydric alcohols are preferable, and mono(meth)acrylates of ethylene glycol are more preferable, from the viewpoint that a cured product having excellent flexibility can be obtained. These may be used singly or in combination.
• the method for synthesizing the urethane-modified (meth)acrylate oligomer is not particularly limited, and known methods can be used.
• a polyol compound having two or more hydroxyl groups in the molecule and an isocyanate compound having two or more isocyanate groups in the molecule preferably in a molar ratio (polyol compound: isocyanate compound) of 3:1 to 1: 3, more preferably at a ratio of 2:1 to 1:2, in a diluent (eg, methyl ethyl ketone, methoxyphenol, etc.) to obtain a urethane prepolymer.
• a diluent eg, methyl ethyl ketone, methoxyphenol, etc.
• catalysts used during synthesis include lead oleate, tetrabutyltin, antimony trichloride, triphenylaluminum, trioctylaluminum, dibutyltin dilaurate, copper naphthenate, zinc naphthenate, zinc octylate, zinc octoate, zirconium naphthenate, cobalt naphthenate, tetra-n-butyl-1,3-diacetyloxydistannoxane, triethylamine, 1,4-diaza[2,2,2]bicyclooctane, N-ethylmorpholine and the like.
• dibutyltin dilaurate, zinc naphthenate, zinc octylate, and zinc octenoate are preferably used because they have high activity and give a cured product having excellent transparency. It is preferable to use 0.0001 to 10 parts by mass of these catalysts per 100 parts by mass of the total amount of reactants.
• the reaction temperature is usually 10 to 100°C, preferably 30 to 90°C.
• the urethane-modified (meth)acrylate oligomer may be used after it has been diluted with a solvent or the following monomers at the raw material stage. In particular, it is preferable to use a urethane-modified methacrylate oligomer having a weight average molecular weight (Mw) of 10,000 to 30,000 and two or more (meth)acrylic groups in the molecule.
• Mw weight average molecular weight
• urethane-modified (meth)acrylate oligomer oligomer
• Commercially available products include UV curable urethane acrylate Shiko TM series (manufactured by Mitsubishi Chemical Corporation), EBECRYL series (manufactured by Daicel-Ornex Ltd.) and urethane acrylate (manufactured by Kyoeisha Chemical Co., Ltd.).
• a monomer having a (meth)acryloyl group in addition to the (meth)acrylate oligomer.
• a monomer having a (meth)acryloyl group preferably has a molecular weight of 400 or less in consideration of the ability to be diluted.
• the monomer having a (meth)acryloyl group includes monofunctional, bifunctional, trifunctional, tetrafunctional or higher polyfunctional monomers.
• (Meth)acrylate monomers are preferred, and monofunctional or difunctional (meth)acrylate monomers are particularly preferred.
• the (meth)acryloyl group-containing monomer preferably has a molecular weight of 1,000 or less in order to reduce the viscosity of the composition.
• monofunctional monomers examples include lauryl (meth)acrylate, stearyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, caprolactone-modified tetrahydrofurfuryl (meth)acrylate, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, ) acrylate, isobornyl (meth) acrylate, benzyl (meth) acrylate, phenyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, phenoxytetraethylene glycol (meth) acrylate, nonylphenoxyethyl (meth) Acrylates, butoxyethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate (2-hydroxyethyl (meth)acrylate), 2-hydroxypropyl (meth)acrylate,
• isobornyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate and 2-hydroxy-3-phenoxypropyl (meth)acrylate are preferably used, isobornyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxy -3-Phenoxypropyl acrylate is more preferably used.
• bifunctional monomers examples include neopentyl glycol di(meth)acrylate, bisphenol A di(meth)acrylate, epichlorohydrin-modified bisphenol A di(meth)acrylate, stearic acid-modified pentaerythritol di(meth)acrylate, di Cyclopentenyl diacrylate, di(meth)acryloyl isocyanurate, tricyclodecanedimethanol di(meth)acrylate and the like.
• tricyclodecanedimethanol di(meth)acrylate is preferably used, and tricyclodecanedimethanol dimethacrylate is more preferably used.
• trifunctional monomers examples include trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, epichlorohydrin-modified trimethylolpropane tri(meth)acrylate, and epichlorohydrin-modified glycerol tri(meth)acrylate. , tris(acryloyloxyethyl) isocyanurate, and the like.
• polyfunctional monomers examples include ditrimethylolpropane tetra(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol monohydroxypenta(meth)acrylate, alkyl-modified dipentaerythritol penta(meth)acrylate, and dipentaerythritol. hexa(meth)acrylate and the like. Among these, dipentaerythritol hexa(meth)acrylate is preferably used, and dipentaerythritol hexaacrylate is more preferably used.
• the (A) component preferably contains a monofunctional monomer in addition to the (meth)acrylate oligomer, and particularly preferably contains a monofunctional monomer containing a hydroxyl group in the molecule. Further, it is preferable that the component (A) is composed only of a (meth)acrylate oligomer and a monofunctional monomer (a mixture of a (meth)acrylate oligomer and a monofunctional monomer), and an epoxy-modified (meth)acrylate oligomer or a bisphenol skeleton (Meth)acrylate oligomer and urethane-modified (meth)acrylate oligomer ((meth)acrylate oligomer) having a monofunctional monomer, and epoxy-modified (meth)acrylate oligomer and urethane-modified (meth)acrylate It is particularly preferred that it consists exclusively of oligomers ((meth)acrylate oligomers) as well as monofunctional monomers.
• the content of component (A) in the composition is, for example, 85-99% by mass, preferably 90-98% by mass, more preferably 92-97% by mass, relative to the total amount of the composition.
• said content is the total content of (A) components.
• the content of the (meth)acrylate oligomer in the component (A) is, for example, 35 to 65 mass with respect to the total amount of the component (A). %, preferably 40 to 55 mass %, more preferably 43 to 51 mass %, and particularly preferably 43.0 mass % or more and less than 46.0 mass %.
• the composition contains a monomer having a (meth)acryloyl group as the component (A)
• the monomer having a (meth)acryloyl group is added in an amount of 45 to 65 masses relative to the total amount of the component (A). %, more preferably 50 to 60 mass %.
• the mixing ratio of the (meth)acrylate oligomer and the (meth)acryloyl group-containing monomer is (meth)
• the acrylate oligomer is, for example, 65 to 120 parts by mass, preferably 70 to 105 parts by mass, more preferably 75 to 102 parts by mass, still more preferably 75 parts by mass, per 100 parts by mass of the monomer having a (meth)acryloyl group. The proportion is such that it is not less than 100 parts by mass.
• the component (A) When the composition contains a monofunctional (meth)acryloyl compound containing a hydroxyl group in the molecule as the component (A), the component (A) has a monofunctional compound containing a hydroxyl group in the molecule with respect to the total of the components (A). It preferably contains 10 to 50% by mass, more preferably 20 to 50% by mass, still more preferably 33 to 45% by mass, and particularly preferably 33.5 to 41.0% by mass of the (meth)acryloyl compound.
• Monofunctional (meth)acryloyl compounds containing hydroxyl groups in the molecule include 2-hydroxyethyl (meth)acrylate (2-hydroxyethyl methacrylate), 2-hydroxypropyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl It refers to (meth)acrylate and the like, and can be used alone or in combination of two or more. This allows both shear adhesion and peel adhesion to be maintained.
• Component (B) that can be used in the present invention is an organic peroxide.
• Hydroperoxide is particularly preferred.
• a hydroperoxide is an organic peroxide having a structure represented by the following general formula 1, where R 1 is a chain aliphatic hydrocarbon, a cyclic aliphatic hydrocarbon, an aromatic hydrocarbon, or a derivative thereof. indicates a group. Specific examples include p-menthane hydroperoxide, diisopropylbenzene hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroperoxide, and t-butyl hydroperoxide. is not limited to Trade names include, but are not limited to, Permil H-80 manufactured by NOF Corporation.
• Component (B) is 0.1 to 5.0 parts by mass, more preferably 0.5 to 1.5 parts by mass, still more preferably 0.6 to 1.0 parts by mass with respect to 100 parts by mass of component (A). It is preferably added in the proportion of parts.
• component (B) is 0.1 parts by mass or more, curability is exhibited, and when component (B) is 5.0 parts by mass or less, storage stability can be maintained.
• the content of component (B) in the composition is, for example, 0.1 to 2.0% by mass, preferably 0.5 to 1.5% by mass, relative to the total amount of the composition. It is preferably 0.8 to 1.0% by mass.
• the said content is the total content of (B) components.
• the component (C) that can be used in the present invention is saccharin, which is an anaerobic curing catalyst.
• Component is water-insoluble. In an anaerobic state without contact with oxygen, the metal ions of the adherend react with the component (C) to decompose the component (C) to generate free radicals.
• the component (C) is preferably saccharin as represented by formula 2 below.
• Component (C) is preferably added in an amount of 0.1 to 5.0 parts by mass, more preferably in an amount of 0.1 to 2.0 parts by mass, more preferably in an amount of 0.1 to 2.0 parts by mass, based on 100 parts by mass of component (A). is 0.8 parts by mass or more and less than 2.0 parts by mass, and a particularly preferable addition amount is 1.2 to 1.6 parts by mass.
• amount of component (C) is 0.1 parts by mass or more, anaerobic curability is exhibited, and when the amount of component (C) is 5.0 parts by mass or less, storage stability can be maintained.
• the content of component (C) in the composition is, for example, 0.5 to 3.0% by mass, preferably 1.0 to 2.0% by mass, relative to the total amount of the composition. , more preferably 1.2 to 1.5% by mass.
• said content is the total content of (C) components.
• the component (D) that can be used in the present invention is a sodium salt, potassium salt or calcium salt of saccharin, and specifically has a structure as shown in general formula 3.
• M is sodium, potassium or calcium and n is 1 or 2.
• M is sodium and n is 1
• component (D) sodium o-sulfobenzimide
• the (D) component may be in the form of a hydrate. Since component (D) is water-soluble, it has low solubility in water-insoluble components such as component (A). After dissolving, it is preferably added to the composition.
• the solid content concentration of component (D) in the compound having a hydroxyl group such as a monofunctional monomer is 0.1 to 5% by mass, more preferably 0.5 to It is preferably 1% by mass.
• Component (D) is preferably added in an amount of 0.001 to 5.0 parts by mass, more preferably 0.01 to 4.0 parts by mass, and more preferably 0.01 to 4.0 parts by mass, based on 100 parts by mass of component (A).
• the amount to be added is 0.1 to 3.0 parts by mass.
• component (D) is 0.001 parts by mass or more, the adhesive strength after after-baking is improved, and when component (D) is 5.0 parts by mass or less, storage stability can be maintained.
• the content of component (D) in the composition is, for example, 0.005 to 1.0% by mass, preferably 0.01 to 0.5% by mass, relative to the total amount of the composition. .
• the said content is the total content of (D) component.
• composition according to the present invention essentially contains the above component (A), the above component (B), the above component (C) and the above component (D), but may contain other components in addition to the above.
• Another component is an adhesion imparting agent (component (E)).
• an adhesion imparting agent such as a (meth)acryloyl monomer having a phosphate ester skeleton, a silane coupling agent, or the like applies.
• a (meth)acryloyl monomer having a phosphoric acid ester skeleton has a (meth)acryloyl group
• it is treated as an adhesion-imparting agent rather than the component (A) because the effect of the phosphoric acid ester is strong.
• Particularly preferred are (meth)acryloyl monomers of general formula 4, where m is 1 or 2, R 2 is hydrogen or a methyl group, and R 3 is a hydrocarbon group having 1 to 5 carbon atoms.
• linear or branched alkylene groups such as methylene, ethylene, trimethylene, propylene, tetramethylene and pentamethylene.
• R 3 preferably represents an alkylene group having 1 to 3 carbon atoms, more preferably an ethylene group. Note that when m is 2, each R3 may be the same or different.
• Specific examples of (meth)acryloyl monomers having a phosphoric acid ester skeleton include 2-hydroxyethyl (meth)acrylate acid phosphate and the like, but are not limited thereto.
• Commercial products include JPA-514 manufactured by Johoku Chemical Industry Co., Ltd. and the like.
• the (meth)acryloyl monomers having a phosphate ester skeleton may be used alone or in combination of two or more.
• a silane coupling agent together with a (meth) acryloyl monomer having a phosphate ester skeleton, and the mass ratio ((meth) acryloyl monomer having a phosphate ester skeleton: mass of silane coupling agent ratio) is 10:90 to 90:10, preferably 15:85 to 50:50, more preferably 20:80 to 30:70.
• the silane coupling agent is a compound having a (meth)acryloyl group and a hydrolyzable silyl group in the molecule.
• p is 0 or 1, preferably 0.
• R2 represents a hydrogen atom or a methyl group, preferably a hydrogen atom.
• R 3 represents a divalent hydrocarbon group having 1 to 5 carbon atoms, preferably a linear or branched alkylene group having 1 to 5 carbon atoms, more preferably a methyl group, an ethyl group, or trimethylene group, a propylene group, particularly preferably a trimethylene group.
• R4 represents a methyl group or an ethyl group, preferably a methyl group.
• Particular preferred are compounds having an acryloyl group and a hydrolyzable silyl group in the molecule in which R 2 is hydrogen.
• the composition comprises a compound (excluding component (A)) having an acryloyl group and a hydrolyzable silyl group in the molecule as component (E) (adherence imparting agent) and a phosphoric acid ester skeleton Contains (meth) acryloyl monomers (excluding component (A)) having A compound having a (meth)acryloyl group and a hydrolyzable silyl group has a (meth)acryloyl group, but the hydrolyzable silyl group exerts a strong influence.
• Examples of compounds having a (meth)acryloyl group and a hydrolyzable silyl group include, but are not limited to, 3-(meth)acryloxypropyltrimethoxysilane. Trade names include, but are not limited to, KBM-503 and KBM-5103 manufactured by Shin-Etsu Chemical Co., Ltd.
• the silane-based coupling agents especially compounds having a (meth)acryloyl group and a hydrolyzable silyl group in the molecule) may be used alone or in combination of two or more.
• the adhesion-imparting agent as the (E) component contains at least one of a compound having an acryloyl group and a hydrolyzable silyl group in the molecule and a (meth)acryloyl monomer having a phosphate ester skeleton.
• the adhesion-imparting agent does not overlap with the component (A). That is, in a preferred embodiment of the present invention, the composition according to the present invention further includes an adhesion promoter as the component (E), wherein the adhesion promoter contains an acryloyl group and a hydrolyzable silyl group in the molecule.
• the composition according to the present invention further includes an adhesion imparting agent as the (E) component, wherein the adhesion imparting agent is a (meth)acryloyl monomer having a phosphate ester skeleton (( A) excluding component).
• the composition according to the present invention further comprises an adhesion promoter as component (E), wherein the adhesion promoter contains an acryloyl group and a hydrolyzable silyl group in the molecule. (excluding component (A)) and a (meth)acryloyl monomer having a phosphate ester skeleton (excluding component (A)).
• the composition according to the present invention further comprises an adhesion promoter as component (E), wherein the adhesion promoter contains an acryloyl group and a hydrolyzable silyl group in the molecule. (excluding component (A)) and a (meth)acryloyl monomer having a phosphate ester skeleton (excluding component (A)).
• the content of the (E) component in the composition is, for example, 0.05 to 5.0% by mass relative to the total amount of the composition. , preferably 0.1 to 1.0% by mass.
• the content of component (E) is preferably 0.01 to 3.0 parts by mass, more preferably 0.1 to 2.0 parts by mass, per 100 parts by mass of component (A). More preferably, it is more than 0.17 parts by mass and less than 1.0 parts by mass.
• said content is the total content of (E) components.
• Curing accelerators inorganic fillers, organic fillers, photoinitiators, polymerization inhibitors, chelating agents, anti-aging agents, plasticizers, and physical property adjusters are used to adjust the properties of the present invention to the extent that the physical properties of the present invention are not impaired. Additives such as agents and light stabilizers may be added. Solvent-free is preferred for adhesive applications.
• a curing accelerator can be added as a compound that accelerates the reaction.
• tertiary amines such as N,N-dimethylaniline, N,N-dimethyl-p-toluidine, diisopropanol-p-toluidine and triethylamine; polyamines such as diethylenetriamine, triethylenetetramine and pentaethylenehexamine.
• thioureas such as thiourea, ethylenethiourea, benzoylthiourea, acetylthiourea and tetramethylthiourea, and benzothiazole and 1-dodecanethiol, but not limited thereto.
• the content of the curing accelerator in the composition is, for example, 0.05 to 5.0% by mass, preferably 0.5, relative to the total amount of the composition. ⁇ 2.0% by mass.
• the content of the curing accelerator is preferably 0.01 to 3.0 parts by mass, more preferably 0.6 to 1.5 parts by mass, relative to 100 parts by mass of component (A). preferable.
• the above content is the total content of the curing accelerators.
• an inorganic filler can be added for the purpose of adjusting the viscosity.
• Fumed silica is particularly preferred.
• a hydrophilic type in which silanol remains on the untreated surface a hydrophobic type in which the silanol is treated with dimethyldichlorosilane or the like to make the silica surface hydrophobic, octamethylcyclotetrasiloxane, polydimethylsiloxane, octylsilane, Examples include, but are not limited to, silica surfaced with hexamethyldisilazane, hexadecylsilane, or methacrylsilane.
• hydrophilic type products include Aerosil 90, 130, 150, 200, 255, 300, 380 manufactured by Nippon Aerosil Co., Ltd.
• Specific hydrophobic type products include Nippon Aerosil Co., Ltd. Company Aerosil R972 (dimethyldichlorosilane treatment), R974 (dimethyldichlorosilane treatment), R104 (octamethylcyclotetrasiloxane treatment), R106 (octamethylcyclotetrasiloxane treatment), R202 (polydimethylsiloxane treatment), R805 ( octylsilane treatment), R812 (hexamethyldisilazane treatment), R816 (hexadecylsilane treatment), R711 (methacrylsilane treatment), and the like.
• CABOSIL series of fumed silica manufactured by Cabot Corporation for example, CAB-O-SIL TS720 (polydimethylsiloxane treatment) and the like
• the content of the inorganic filler in the composition is, for example, 1 to 10% by mass, preferably 3 to 5% by mass, relative to the total amount of the composition. .
• the content of the inorganic filler is preferably 0.01 to 3.0 parts by mass, more preferably 3 to 5 parts by mass, per 100 parts by mass of component (A).
• the above content is the total content of the inorganic fillers.
• a polymerization inhibitor can be added as a stabilizer in order to further suppress changes in viscosity over time.
• a polymerization inhibitor can be added as a stabilizer in order to further suppress changes in viscosity over time.
• Specific examples include, but are not limited to, 2,6-di-t-butyl-4-methylphenol (BHT), hydroquinone, hydroquinone monomethyl ether, 4-t-butylcatechol and the like.
• the content of the polymerization inhibitor in the composition is, for example, 0.01 to 0.2% by mass, preferably 0.02, with respect to the total amount of the composition. ⁇ 0.10% by mass.
• the content of the polymerization inhibitor is preferably 0.01 to 0.2 parts by mass, more preferably 0.02 to 0.10 parts by mass, relative to 100 parts by mass of component (A). preferable.
• the above content is the total content of the polymerization inhibitors.
• a photoinitiator may be added in order to impart photocurability.
• Specific examples include acetophenone, propiophenone, benzophenone, xanthol, fluoresin, benzaldehyde, anthraquinone, triphenylamine, carbazole, 3-methylacetophenone, 4-methylacetophenone, 3-pentylacetophenone, 4-methoxyacetophenone, 3 -bromoacetophenone, 2,2-diethoxyacetophenone, p-diacetylbenzene, 3-methoxybenzophenone, 2,4,6-trimethylbenzophenone, oligo(2-hydroxy-2-methyl-1-(4-(1-methylvinyl) phenyl)propanone), 4-allylactophenone, camphorquinone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 4-methylbenzophenone, 4-chloro-4′-benzylbenzophenone, 2-hydroxy-2-methyl-methyl
• the content of the photoinitiator in the composition is, for example, 0.1 to 10% by mass, preferably 0.5 to 5%, relative to the total amount of the composition. % by mass.
• the above content is the total content of the photoinitiators.
• a chelating agent can be used as a stabilizer to trap residual metal ions in the present invention.
• EDTA-2Na, EDTA-4Na, etc. manufactured by Dojin Kagaku Kenkyusho Co., Ltd.
• EDTA-based ethylenediaminetetraacetic acid
• NTA-based nitrilottetraacetic acid
• DTPA-based diethylenetriaminepentaacetic acid
• HEDTA series (hydroxyethylethylenediaminetriacetic acid), TTHA series (triethylenetetraminehexaacetic acid), PDTA series (1,3-propanediaminetetraacetic acid), DPTA-OH series (1,3-diamino-2-hydroxypropanetetraacetic acid) acetic acid), HIDA series (hydroxyethyliminodiacetic acid), DHEG series (dihydroxyethylglycine), GEDTA series (glycol ether diamine tetraacetic acid), CMGA series (dialkoxymethylglutamic acid), EDDS series ((S, S)- ethylenediaminedisuccinic acid) and EDTMP-based compounds (ethylenediaminetetra(methylenephosphonic acid)), and the like, but are not limited to these.
• the content of the chelating agent in the composition is, for example, 0.01 to 1% by mass, preferably 0.05 to 1% by mass, relative to the total amount of the composition. It is 0.5% by mass.
• the content of the chelating agent is preferably 0.01 to 1 part by mass, more preferably 0.02 to 0.10 part by mass, per 100 parts by mass of component (A).
• the above content is the total content of the chelating agents.
• the composition according to the present invention preferably contains a curing accelerator, a polymerization inhibitor and a chelating agent in addition to components (A) to (E). More preferably, the composition according to the present invention consists essentially of components (A) to (E), a curing accelerator, a polymerization inhibitor and a chelating agent. It is particularly preferred that the composition according to the present invention is composed only of components (A) to (E), a curing accelerator, a polymerization inhibitor and a chelating agent. Alternatively, the composition according to the present invention preferably contains a curing accelerator, an inorganic filler, a polymerization inhibitor and a chelating agent in addition to components (A) to (E).
• the composition according to the present invention consists essentially of components (A) to (E), a curing accelerator, an inorganic filler, a polymerization inhibitor and a chelating agent. It is particularly preferred that the composition according to the present invention is composed only of components (A) to (E), a curing accelerator, an inorganic filler, a polymerization inhibitor and a chelating agent.
• the composition consists essentially of X 1 , X 2 , X 3 , ... X m " means that the total content of X 1 , X 2 , X 3 , ... X m in the composition The amount is intended to be above 95% by weight, preferably above 99% by weight (upper limit: 100% by weight).
• the present invention can be used for fitting and bonding when the adherend (e.g., electromagnetic steel plate, Welch plug) is metal (e.g., SPCC (Steel Plate Cold Commercial) (cold-rolled steel plate), copper). can. Also, some types of metals are not suitable for anaerobic hardening. In this case, the anaerobic curability can be improved by applying a solvent containing a metal complex such as copper or iron to one of the adherends as a primer and using it in combination with the present invention.
• Applications for which the present invention is used include the manufacture of screwed spark plugs, rotors for rotary electric machines, laminated steel plates for solenoids, laminated metal molds, and the like. That is, in one embodiment of the present invention, the anaerobic curable composition according to the present invention is used for assembling laminated steel sheets.
• Anaerobic curing is a form of curing performed at room temperature (20 to 35° C.), but in the present invention, heating (afterbaking) during or after anaerobic curing further improves shear adhesion and peel adhesion.
• the curing time is 5-30 hours.
• the heat source for the heating is not particularly limited, but includes a hot air drying furnace, a belt conveyor type IR furnace, and the like.
• the temperature and time for heating may be conditions that allow sufficient curing. It is suitable to heat under the condition of minutes. When curing is accelerated by heating, it is preferable to heat simultaneously with anaerobic curing or after anaerobic curing.
• the present invention also provides a method for curing an anaerobic-curable composition according to the present invention, wherein curing is accelerated by heating simultaneously with or after anaerobic curing of the anaerobic-curable composition according to the present invention.
• the (D) component master is prepared by dissolving 0.6% by mass of o-sulfobenzimide sodium dihydrate as a solid content with acrylic ester HO as the component (D).
• components (A), (E) and a stabilizer were weighed and placed in a stirring vessel and stirred for 60 minutes. Place in a stirred kettle and stir for an additional 60 minutes.
• the filler is weighed into a stirred kettle and stirred for an additional 30 minutes.
• a composition composed of 50% by mass of mineral oil (G6339F manufactured by Nippon Kogyo Co., Ltd.) and 50% by mass of ThreeBond 1390R (manufactured by ThreeBond Co., Ltd.) is used as a primer, and "unused , do not use a primer.
• a test piece is prepared using two electromagnetic steel sheets (35JN300 manufactured by JFE Steel Corporation) each having a width of 25 mm, a length of 100 mm, and a thickness of 0.3 mm.
• a primer according to Table 2 Apply 0.1 g of the primer to one of the magnetic steel sheets, and do nothing if the primer is not used.
• 0.1 g of each composition of Examples or Comparative Examples is applied and spread with a polytetrafluoroethylene rod. Magnetic steel sheets are overlapped with each other in an area of 25 mm wide ⁇ 10 mm long, and a weight of 100 g is placed on the bonded surface.
• the composition was allowed to stand under the respective standing conditions shown in Table 2 to cure the composition and prepare a test piece.
• the composition protruding from the bonding surface was wiped off.
• room temperature 25 ° C.
• both ends of the test piece are fixed with chucks of a universal tensile tester, pulled at a tensile speed of 50 mm / min, and the result calculated from the maximum adhesive strength is "shear adhesive strength (MPa) " It was measured according to JIS K6850 (1999).
• the measurement results described as "material destruction” in Table 2 show the shear adhesive strength when the adherend is partially or entirely destroyed, and those without material destruction are indicated as "-". .
• a test piece is prepared using two electromagnetic steel sheets (35JN300 manufactured by JFE Steel Corporation) each having a width of 25 mm, a length of 100 mm, and a thickness of 0.3 mm.
• the magnetic steel sheet is bent at 90° at a position of 70 mm in length, and the bonding surface is 25 mm in width ⁇ 70 mm in length.
• 0.3 g of the primer is applied to the bonding surface of one of the magnetic steel sheets, and nothing is done if it is not used.
• 0.5 g of each composition of Examples or Comparative Examples is applied to the adhesive surface of the other magnetic steel sheet and spread with a polytetrafluoroethylene rod.
• the surfaces to be adhered are placed on top of each other, and a weight of 500 g is placed on the bonded surfaces.
• the composition was allowed to stand under the respective standing conditions shown in Table 2 to cure the composition and prepare a test piece.
• the composition protruding from the bonding surface was wiped off.
• room temperature 25 ° C.
• both ends of the test piece are fixed with chucks of a universal tensile tester, pulled at a tensile speed of 50 mm / min, and the result calculated from the maximum adhesive strength is "peel adhesive strength (kN / m)”. It was measured according to JIS K6854-3 (1999).
• the peel adhesive strength is less than the measurement limit value (in a state where adhesion is not possible), it is described as "ND”.
• ND 0.5 kN/m or more at 25°C for 24 hours, 0.1 kN/m or more at 80°C for 1 hour, and 0.5 kN/m for 200°C for 1 hour It is preferable that it is above.
• the present invention is an anaerobic curable composition with high adhesive strength in the shear direction and the peeling direction, and when used for assembling laminated steel plates, improves the durability of the laminated steel plates. In addition, it simplifies the method of assembling laminated steel plates and supports various hardening methods. If the durability of laminated steel sheets is improved, it will contribute to the improvement of performance and reliability of motor rotors and stators, and is industrially useful because it can be applied to a wide range of fields.

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• 2022
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