Adhesive composition, room temperature curing adhesive and cured product

Abstract

A purpose of the present invention is to provide an adhesive composition capable of giving cured objects having excellent mechanical properties. The adhesive composition according to one aspect of the present invention comprises a polyoxypropylene-based polymer (A) having a number-average molecular weight of 5000 or higher and having, at ends, 0.6 or more (meth)acryloyl groups on average, a methacrylate compound (B), a homopolymer of which has a glass transition temperature exceeding 60°C, an organic peroxide (C), and a reducing agent (D).

Description

[Technical Field]

[0001] The present invention relates to an adhesive composition containing a polyoxypropylene polymer, a room temperature curable adhesive, and a cured product. [Background technology]

[0002] By adding a polymerization initiator to an organic polymer having a (meth)acryloyl group, and irradiating the organic polymer with active energy rays such as UV light or electron beams, or by heating, the (meth)acryloyl group in the organic polymer is polymerized and crosslinked, thereby obtaining a rubber-like cured product.

[0003] Taking advantage of these characteristics, pressure-sensitive adhesive compositions containing a polyoxyalkylene polymer having a (meth)acryloyl group as a main component have been proposed (e.g., Patent Document 1). Also, it has been proposed to improve the mechanical properties of the cured product by curing a curable composition containing a polyoxyalkylene polymer having a (meth)acryloyl group as a main component (e.g., Patent Document 2). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2012-107140 [Patent Document 2] Japanese Patent Application Laid-Open No. 2012-122048 Summary of the Invention [Problem to be solved by the invention]

[0005] The techniques of Patent Documents 1 and 2 described above leave room for improvement in terms of the mechanical properties (strength, elongation) of the resulting cured products. One embodiment of the present invention has been made in view of the above problems, and its object is to provide an adhesive composition that can provide a cured product with excellent mechanical properties. [Means for solving the problem]

[0006] As a result of intensive research aimed at solving the above-mentioned problems, the present inventors have found that a cured product having excellent mechanical properties can be obtained by curing a composition containing a specific polyoxypropylene polymer having a terminal (meth)acryloyl group and a methacrylate compound having a high homopolymer glass transition temperature (Tg) by a redox radical reaction, and have thus completed the present invention. That is, one aspect of the present invention comprises the following features.

[0007] <1> An adhesive composition comprising: (A) a polyoxypropylene polymer having an average terminal number of at least 0.6 (meth)acryloyl groups and a number average molecular weight of at least 5,000; (B) a methacrylate compound having a homopolymer glass transition temperature of at least 60°C; (C) an organic peroxide; and (D) a reducing agent.

[0008] <2> The polyoxypropylene polymer (A) has a (meth)acryloyl group represented by the following general formula (1) or the following general formula (2): <1> The adhesive composition according to claim 1. -OC(=O)-C(R 1 )=CH2 (1) -OC(=O)-NH-R 2 -OC(=O)-C(R 1 )=CH2 (2) (In the formula, R 1 is a hydrogen atom or a methyl group, and R 2 is a divalent hydrocarbon group. <3> the weight ratio of the polyoxypropylene polymer (A) to the methacrylate compound (B) is 80 / 20 to 20 / 80; <1> or <2> The adhesive composition according to claim 1.

[0009] <4> The methacrylate compound (B) is isobornyl methacrylate. <1> ~ <3> The adhesive composition according to any one of the preceding claims.

[0010] <5> The organic peroxide (C) is one or more selected from hydroperoxides and benzoyl peroxides. <1> ~ <4> The adhesive composition according to any one of the preceding claims.

[0011] <6> The amount of the organic peroxide (C) added is 1 to 10 parts by weight per 100 parts by weight of the component (A). <1> ~ <5> The adhesive composition according to any one of the preceding claims.

[0012] <7> The amount of the reducing agent (D) blended is 0.1 to 10 parts by weight per 100 parts by weight of the component (A). <1> ~ <6> The adhesive composition according to any one of the preceding claims.

[0013] <8> <1> ~ <7> 10. A room-temperature curable adhesive comprising the adhesive composition according to any one of the preceding items.

[0014] <9> <1> ~ <7> or the adhesive composition according to any one of <8> A cured product obtained by curing the room temperature curing adhesive described in 1. [Effects of the Invention]

[0015] According to one aspect of the present invention, an adhesive composition can be realized that can provide a cured product having excellent mechanical properties. DETAILED DESCRIPTION OF THE INVENTION

[0016] An embodiment of the present invention will be described in detail below. In this specification, unless otherwise specified, "A to B" representing a numerical range means "A or more and B or less." In addition, all documents described in this specification are incorporated herein by reference.

[0017] 1. Adhesive Composition An adhesive composition according to one embodiment of the present invention (hereinafter referred to as the present adhesive composition) contains a polyoxypropylene polymer (A) having an average of 0.6 or more (meth)acryloyl groups at its terminals and a number average molecular weight of 5,000 or more, a methacrylate compound (B) having a glass transition temperature of a homopolymer exceeding 60°C, an organic peroxide (C), and a reducing agent (D).

[0018] As described above, the present inventors have succeeded in producing a cured product with better mechanical properties than conventional products by curing an adhesive composition containing a specific polyoxypropylene polymer and a methacrylate compound whose homopolymer has a high glass transition temperature (Tg) through a redox radical reaction. Based on this concept, a technology for improving both the strength and elongation of the cured product has not existed before, and is therefore surprising.

[0019] (1-1. Polyoxypropylene Polymer (A)) The polyoxypropylene polymer (A) in the adhesive composition has a number-average molecular weight of 5,000 or more and an average of 0.6 or more (meth)acryloyl groups at its terminals. Hereinafter, the polyoxypropylene polymer (A) may also be referred to as component (A).

[0020] The number average molecular weight of the component (A) is 5,000 or more, preferably 8,000 or more, more preferably 10,000 or more, and even more preferably 13,000 or more. A number average molecular weight of 5,000 or more improves the mechanical properties of the resulting cured product. The upper limit of the number average molecular weight is not particularly limited, but may be, for example, 100,000 or less from the viewpoint of reducing the viscosity of the component (A) and improving workability. The number average molecular weight is a value calculated as polystyrene by GPC as described in the Examples below. The component (A) may be linear or branched.

[0021] The component (A) has an average of 0.6 or more (meth)acryloyl groups at its terminals, preferably an average of 0.8 or more, and more preferably an average of 1 or more. In this specification, the average number of (meth)acryloyl groups means the average number of (meth)acryloyl groups per molecule.

[0022] When the number of terminal (meth)acryloyl groups in component (A) is an average of 0.6 or more, the curability of the resulting adhesive composition is improved. There is no particular upper limit to the number of terminal (meth)acryloyl groups, but the number may be an average of 2 or less.

[0023] The molecular weight distribution of the component (A) is not particularly limited, but is preferably less than 2.00, more preferably 1.60 or less, even more preferably 1.40 or less, and even more preferably 1.30 or less. If the molecular weight distribution is less than 2.00, the viscosity of the component (A) decreases, improving workability. The lower limit of the molecular weight distribution of the component (A) is not particularly limited, but may be, for example, 1.05 or more.

[0024] The component (A) preferably has a (meth)acryloyl group represented by the following general formula (1) or (2). -OC(=O)-C(R 1 )=CH2 (1) -OC(=O)-NH-R 2 -OC(=O)-C(R 1 )=CH2 (2) (In the formula, R 1 is a hydrogen atom or a methyl group, and R 2 is a divalent hydrocarbon group. In the general formulas (1) and (2), R 1 is a hydrogen atom or a methyl group, preferably a hydrogen atom. 1 When R is a hydrogen atom or a methyl group, the reactivity of the component (A) is improved. 2 is not particularly limited as long as it is a divalent hydrocarbon group, and is preferably a divalent hydrocarbon group having 1 to 10 carbon atoms, and examples thereof include alkylene groups such as methylene, ethylene, propylene, and hexylene; cycloalkylene groups such as cyclobutylene, cyclopentylene, and cyclohexylene; and arylene groups such as phenylene and benzylene. Of these, ethylene and hexylene groups are preferred from the perspective of ease of introduction, and ethylene is more preferred.

[0025] Examples of methods for introducing the (meth)acryloyl group represented by the general formula (1) into a polyoxypropylene polymer include (i) reacting a polyoxypropylene polymer (a) having a terminal hydroxyl group with a compound (H1) having a functional group and an unsaturated group reactive to the hydroxyl group, and (ii) substituting the hydroxyl group of the polyoxypropylene polymer (a) with another functional group, followed by reacting with a compound (H2) having a functional group and an unsaturated group reactive to the substituent. The polyoxypropylene polymer (a) having a terminal hydroxyl group can be prepared, for example, by polymerizing propylene oxide or the like using a catalyst such as zinc hexacyanocobaltate glyme complex, as described in the Examples below.

[0026] Examples of the compound (H1) to be reacted with the hydroxyl group of the polyoxypropylene polymer (a) by the method (i) include unsaturated acid halide compounds such as (meth)acryloyl chloride and (meth)acryloyl bromide; carboxylic acid compounds such as (meth)acrylic acid; methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, phenyl (meth)acrylate, toluyl (meth)acrylate, (meth)acrylic acid,

[0043] Examples of ester compounds include benzyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, stearyl (meth)acrylate, trifluoromethylmethyl (meth)acrylate, 2-trifluoromethylethyl (meth)acrylate, 2-perfluoroethylethyl (meth)acrylate, 2-perfluoroethyl-2-perfluorobutylethyl (meth)acrylate, perfluoroethyl (meth)acrylate, trifluoromethyl (meth)acrylate, bis(trifluoromethyl)methyl (meth)acrylate, 2-trifluoromethyl-2-perfluoroethylethyl (meth)acrylate, 2-perfluorohexylethyl (meth)acrylate, 2-perfluorodecylethyl (meth)acrylate, and 2-perfluorohexadecylethyl (meth)acrylate.Among these, in view of reactivity with the hydroxyl group of the polyoxypropylene polymer (a), among the unsaturated acid halide compounds, (meth)acryloyl chloride is preferred, among the carboxylic acid compounds, (meth)acrylic acid is preferred, and among the ester compounds, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, and tert-butyl (meth)acrylate are preferred.

[0027] The amount of compound (H1) to be reacted with the hydroxyl groups of the polyoxypropylene polymer (a) is preferably 0.1 to 10 molar equivalents, more preferably 0.5 to 5 molar equivalents, relative to the hydroxyl groups. When the amount of compound (H1) is 0.1 molar equivalents or more, the reactivity is improved, and when it is 10 molar equivalents or less, the cost can be reduced.

[0028] In the reaction of the polyoxypropylene polymer (a) with the compound (H1), various additives (k) can be used.

[0029] When the hydroxyl group of the polyoxypropylene polymer (a) is reacted with an unsaturated acid halide compound, an amine compound or the like can be used as an additive (k1) to capture the acid produced. Examples of the amine compound include aliphatic tertiary amines such as triethylamine, triamylamine, trihexylamine, and trioctylamine; aliphatic unsaturated amines such as triallylamine and oleylamine; aromatic amines such as aniline, laurylaniline, stearylaniline, and triphenylamine; pyridine, 2-aminopyridine, 2-(dimethylamino)pyridine, 4-(dimethylaminopyridine), 2-hydroxypyridine, and imidazoline. ethanol, 2-ethyl-4-methylimidazole, morpholine, N-methylmorpholine, piperidine, 2-piperidinemethanol, 2-(2-piperidino)ethanol, piperidone, 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine, 1,8-diazabicyclo(5,4,0)undecene-7 (DBU), 6-(dibutylamino)-1,8-diazabicyclo(5,4,0)undecene-7 (DBA-DBU), 1,5-diazabicyclo(4, Examples of suitable amines include nitrogen-containing heterocyclic compounds such as 3,0)nonene-5 (DBN), 1,4-diazabicyclo(2,2,2)octane (DABCO), and aziridine, and other amines such as ethylenediamine, propylenediamine, hexamethylenediamine, N-methyl-1,3-propanediamine, N,N'-dimethyl-1,3-propanediamine, diethylenetriamine, triethylenetetramine, benzylamine, 3-methoxypropylamine, 3-lauryloxypropylamine, 3-dimethylaminopropylamine, 3-diethylaminopropylamine, 3-dibutylaminopropylamine, 3-morpholinopropylamine, 2-(1-piperazinyl)ethylamine, and xylylenediamine; guanidines such as guanidine, phenylguanidine, and diphenylguanidine; and biguanides such as butylbiguanide, 1-o-tolylbiguanide, and 1-phenylbiguanide. Among these, tertiary amines are preferred from the viewpoint of reactivity, and triethylamine is preferred from the viewpoints of ease of removal after the reaction and availability.

[0030] The amount of additive (k1) such as an amine compound used is preferably 0.1 to 10 molar equivalents, more preferably 0.5 to 5 molar equivalents, relative to the hydroxyl group. If the amount used is 0.1 molar equivalent or more, the acid can be sufficiently captured, and if the amount used is 10 molar equivalents or less, removal after the reaction is easy.

[0031] When reacting the hydroxyl groups of the polyoxypropylene polymer (a) with carboxylic acid compounds, the reactivity may be enhanced by using, as an additive (k2), protonic acids and Lewis acids, salts of amine compounds and sulfonic acids, and salts of phosphorus compounds and sulfonic acids. Examples of such additives (k2) include inorganic acids such as hydrochloric acid, hydrobromic acid, iodic acid, and phosphoric acid; straight-chain saturated fatty acids such as acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, heptadecylic acid, stearic acid, nonadecanoic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, montanic acid, melissic acid, and lacteric acid; undecylenic acid, linderic acid, and the like. Monoenoic unsaturated fatty acids such as tsuzuic acid, physeteric acid, myristoleic acid, 2-hexadecenoic acid, 6-hexadecenoic acid, 7-hexadecenoic acid, palmitoleic acid, petroselinic acid, oleic acid, elaidic acid, asclepic acid, vaccenic acid, gadoleic acid, gondoic acid, cetoleic acid, erucic acid, brassidic acid, selacholeic acid, ximenic acid, lumecitric acid, acrylic acid, methacrylic acid, angelic acid, crotonic acid, isocrotonic acid, 10-undecenoic acid, etc.; linoelaidic acid, linoleic acid Polyenoic unsaturated fatty acids such as 10,12-octadecadienoic acid, Hiragonoic acid, α-eleostearic acid, β-eleostearic acid, punicic acid, linolenic acid, 8,11,14-eicosatrienoic acid, 7,10,13-docosatrienoic acid, 4,8,11,14-hexadecateraenoic acid, moroctic acid, stearidonic acid, arachidonic acid, 8,12,16,19-docosatetraenoic acid, 4,8,12,15,18-eicosapentaenoic acid, sardine acid, herring acid, and docosahexaenoic acid; 2-methyl Branched fatty acids such as butyric acid, isobutyric acid, 2-ethylbutyric acid, pivalic acid, 2,2-dimethylbutyric acid, 2-ethyl-2-methylbutyric acid, 2,2-diethylbutyric acid, 2-phenylbutyric acid, isovaleric acid, 2,2-dimethylvaleric acid, 2-ethyl-2-methylvaleric acid, 2,2-diethylvaleric acid, 2-ethylhexanoic acid, 2,2-dimethylhexanoic acid, 2,2-diethylhexanoic acid, 2,2-dimethyloctanoic acid, 2-ethyl-2,5-dimethylhexanoic acid, versatic acid, neodecanoic acid, and tuberculostearic acid;Fatty acids with triple bonds such as propiolic acid, talic acid, stearic acid, crepenic acid, ximenynic acid, and 7-hexadecynoic acid; alicyclic carboxylic acids such as naphthenic acid, malvalic acid, sterculic acid, hydnocarpic acid, schormugic acid, golric acid, 1-methylcyclopentanecarboxylic acid, 1-methylcyclohexanecarboxylic acid, 1-adamantanecarboxylic acid, bicyclo[2.2.2]octane-1-carboxylic acid, and bicyclo[2.2.1]heptane-1-carboxylic acid; acetoacetic acid, ethoxyacetic acid, glyoxylic acid, glycolic acid, and Oxygen-containing fatty acids such as luconic acid, savinic acid, 2-hydroxytetradecanoic acid, iprolic acid, 2-hydroxyhexadecanoic acid, yarapinolic acid, uniperinic acid, ambrettolic acid, alluritic acid, 2-hydroxyoctadecanoic acid, 12-hydroxyoctadecanoic acid, 18-hydroxyoctadecanoic acid, 9,10-dihydroxyoctadecanoic acid, 2,2-dimethyl-3-hydroxypropionic acid, ricinoleic acid, camrolenoic acid, licanic acid, ferronic acid, and cerebronic acid; monocarboxylic acids such as chloroacetic acid, 2-chloroacrylic acid, and chlorobenzoic acid. Halogen-substituted derivatives of; chain dicarboxylic acids such as adipic acid, azelaic acid, pimelic acid, suberic acid, sebacic acid, glutaric acid, oxalic acid, malonic acid, ethylmalonic acid, dimethylmalonic acid, ethylmethylmalonic acid, diethylmalonic acid, succinic acid, 2,2-dimethylsuccinic acid, 2,2-diethylsuccinic acid, and 2,2-dimethylglutaric acid; saturated dicarboxylic acids such as 1,2,2-trimethyl-1,3-cyclopentanedicarboxylic acid and oxydiacetic acid; unsaturated dicarboxylic acids such as maleic acid, fumaric acid, acetylenedicarboxylic acid, and itaconic acid; aconitic acid, quercetin, and the like. Aromatic monocarboxylic acids such as benzoic acid, 9-anthracenecarboxylic acid, atrolactic acid, anisic acid, isopropylbenzoic acid, salicylic acid, and toluic acid; aromatic polycarboxylic acids such as phthalic acid, isophthalic acid, terephthalic acid, carboxyphenylacetic acid, and pyromellitic acid; amino acids such as alanine, leucine, threonine, aspartic acid, glutamic acid, arginine, cysteine, methionine, phenylalanine, tryptophan, and histidine;Sulfonic acids such as trifluoromethanesulfonic acid and p-toluenesulfonic acid; salts of dimesitylamine and pentafluorobenzenesulfonic acid, salts of diphenylamine and trifluoromethanesulfonic acid, and salts of triphenylphosphine and trifluoromethanesulfonic acid;

[0032] The amount of additive (k2) used is preferably 0.001 to 10 molar equivalents relative to the hydroxyl groups, more preferably 0.01 to 1 molar equivalents. If the amount used is 0.001 molar equivalents or more, a sufficient effect can be obtained, and if the amount used is 10 molar equivalents or less, removal after the reaction is easy.

[0033] In the method (ii), examples of the polyoxypropylene polymer having a substituent other than a hydroxyl group include a polymer having an alkoxide group, a polymer having a halogen atom, and a polymer having an amino group.

[0034] Examples of methods for producing a polyoxypropylene polymer having an alkoxide group include a method of reacting the polyoxypropylene polymer (a) with a metal alkoxide, such as sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium tert-butoxide, and calcium diethoxide.

[0035] The compound (H2) to be reacted with the polyoxypropylene polymer having an alkoxide group can be the above-mentioned unsaturated acid halide compounds, carboxylic acid compounds, etc. Among them, (meth)acryloyl chloride is preferred from the viewpoint of the reactivity of the resulting polyoxypropylene polymer.

[0036] Examples of methods for producing a polyoxypropylene polymer having halogen atoms include a method of reacting polymer (a) with carbon tetrachloride or carbon tetrabromide in the presence of triphenylphosphine, and a method of reacting polymer (a) with phosphorus pentachloride, thionyl chloride, or sulfonyl chloride to substitute hydroxyl groups with chlorine atoms.

[0037] As the compound (H2) having an unsaturated group to be reacted with the polymer having a halogen atom, salts of carboxylic acid compounds, such as sodium (meth)acrylate and potassium (meth)acrylate, can be used.

[0038] Examples of methods for producing a polyoxypropylene polymer having amino groups include a method of reacting polymer (a) with an amino acid; a method of substituting hydroxyl groups of polymer (a) with halogen atoms and then reacting the polymer with hexamethylenetetramine; and a method of first reacting polymer (a) in which hydroxyl groups have been substituted with halogen atoms with a mixture of phthalimide and potassium hydroxide, or potassium phthalimide, to obtain polymer (a') having phthalimide groups, and then reacting polymer (a') having phthalimide groups with hydrazine or potassium hydroxide to obtain a polyoxypropylene polymer having amino groups.

[0039] The compound (H2) to be reacted with the polyoxypropylene polymer having an amino group can be the same as the compound (H1) described above. In addition, the reaction with the compound (H2) may or may not involve the use of the additive (k).

[0040] The polyoxypropylene polymer (A) having the structure of the general formula (2) can be synthesized by reacting a polyoxypropylene polymer (a) having a hydroxyl group with an isocyanate compound (E).

[0041] The isocyanate compound (E) is not particularly limited, but examples thereof include the following compounds represented by general formula (3). O=C=NR 2 -OC(=O)-C(R 1 )=CH2 (3) (In the formula, R 1 , R 2 is the same as above.)

[0042] [ka] Among these, from the viewpoints of reactivity and availability, 2-acryloyloxyethyl isocyanate and 2-methacryloyloxyethyl isocyanate are preferred, and 2-acryloyloxyethyl isocyanate is more preferred.

[0043] The amount of the isocyanate compound (E) used is preferably 0.1 to 5 equivalents, more preferably 0.5 to 1.5 equivalents, and even more preferably 0.8 to 1.0 equivalents, relative to the hydroxyl groups of the polyoxypropylene polymer (a). When the amount used is 0.1 equivalent or more, the curability of the resulting component (A) is improved. Furthermore, when the amount used is 5 equivalents or less, costs can be reduced.

[0044] When the polyoxypropylene polymer (a) and the isocyanate compound (E) are reacted, dibutyltin (mercapto acid ester) (F) is used. The dibutyltin (mercapto acid ester) (F) is not particularly limited, but examples thereof include dibutyltin (methyl mercaptoate), dibutyltin (ethyl mercaptoate), dibutyltin (n-propyl mercaptoate), dibutyltin (isopropyl mercaptoate), dibutyltin (n-butyl mercaptoate), dibutyltin (isobutyl mercaptoate), dibutyltin (sec-butyl mercaptoate), dibutyltin (tert-butyl mercaptoate), dibutyltin (n-pentyl mercaptoate), and dibutyltin (mercapto). dibutyltin(neopentyl mercaptoate), dibutyltin(n-hexyl mercaptoate), dibutyltin(cyclohexyl mercaptoate), dibutyltin(n-heptyl mercaptoate), dibutyltin(n-octyl mercaptoate), dibutyltin(2-ethylhexyl mercaptoate), dibutyltin(nonyl mercaptoate), dibutyltin(decyl mercaptoate), dibutyltin(dodecyl mercaptoate), dibutyltin(phenyl mercaptoate), dibutyltin(toluyl mercaptoate), dibutyltin(benzyl mercaptoate), etc. More specific examples include Neostan U-360 and Neostan U-350 manufactured by Nitto Kasei Co., Ltd.

[0045] The amount of dibutyltin (mercapto acid ester) (F) used is preferably 10 to 500 ppm, more preferably 25 to 100 ppm, and even more preferably 40 to 60 ppm relative to the polyoxypropylene polymer (a). When the amount used is 10 ppm or more, the reactivity is improved. Furthermore, when the amount used is 500 ppm or less, by-products are less likely to be produced.

[0046] A solvent may be used when reacting the polyoxypropylene polymer (a) with the isocyanate compound (E). When using a solvent, it is preferable to use a solvent that dissolves the polyoxypropylene polymer (a). The solvent is not particularly limited, but examples thereof include toluene and hexane. The amount of solvent used can be determined appropriately from the viewpoint of ease of stirring, etc.

[0047] (1-2. Methacrylate Compound (B)) The methacrylate compound (B) in this adhesive composition has a homopolymer glass transition temperature (Tg) exceeding 60° C. In other words, the Tg of a polymer obtained using only the methacrylate compound (B) exceeds 60° C. Hereinafter, the methacrylate compound (B) is also referred to as component (B).

[0048] The homopolymer of component (B) has a Tg exceeding 60° C., preferably 100° C. or higher, more preferably 140° C. or higher, and even more preferably 180° C. or higher. There is no particular upper limit to the Tg, but in practice it may be 300° C. or lower. When the Tg of component (B) exceeds 60° C., the mechanical properties of the resulting cured product are improved.

[0049] The amount of component (B) used is preferably 80 / 20 to 20 / 80 by weight, more preferably 70 / 30 to 30 / 70, and even more preferably 60 / 40 to 40 / 60, as the weight ratio of component (A) to component (B). When the amount of component (B) used is 20 or more by weight relative to the total amount of components (A) and (B), the mechanical properties of the resulting cured product are improved. Furthermore, when the amount of component (B) used is 80 or less by weight relative to the total amount of components (A) and (B), a decrease in strength due to unreacted component (B) remaining in the cured product is unlikely to occur.

[0050] Component (B) is not particularly limited, but examples thereof include methyl methacrylate, ethyl methacrylate, dicyclopentenyloxy methacrylate, dicyclopentanyl methacrylate, pentamethylpiperidinyl methacrylate, tetramethylpiperidinyl methacrylate, benzyl methacrylate, phenoxyethyl methacrylate, methoxypolyethylene glycol methacrylate, phenoxyethylene glycol methacrylate, stearyl methacrylate, isobornyl methacrylate, 4,4-dimercaptodiphenyl sulfide dimethacrylate, etc. Among these, methyl methacrylate, dicyclopentanyl methacrylate, and isobornyl methacrylate are preferred, and isobornyl methacrylate is more preferred, because the resulting cured product exhibits good mechanical properties.

[0051] (1-3.Organic peroxide (C)) This adhesive composition contains an organic peroxide (C). The organic peroxide (C) is a thermal radical initiator that reacts with the reducing agent (D), described below, to initiate a redox radical reaction, thereby curing the adhesive composition. Hereinafter, the organic peroxide (C) will also be referred to as component (C).

[0052] Component (C) is not particularly limited, and examples thereof include hydroperoxides such as t-butyl hydroperoxide, p-menthane hydroperoxide, cumene hydroperoxide, and diisopropylbenzene hydroperoxide, as well as methyl ethyl ketone peroxide, t-butyl peroxylaurate, t-butyl peroxybenzoate, t-butyl peroxide dodecanoate, and benzoyl peroxide. Among these, benzoyl peroxide is preferred from the viewpoint of excellent stability. Component (C) may be used alone or in combination of two or more types.

[0053] The amount of component (C) added to the adhesive composition is not particularly limited, but is preferably 1 to 10 parts by weight, more preferably 1 to 5 parts by weight, and even more preferably 2 to 4 parts by weight, per 100 parts by weight of component (A). If the amount of component (C) added is 1 part by weight or more, the curing rate of the cured product will be improved, and if it is 10 parts by weight or less, the storage stability of the adhesive composition will be improved.

[0054] (1-4. Reducing Agent (D)) The adhesive composition contains a reducing agent (D). As described above, the reducing agent reacts with component (C) to cure the adhesive composition. Hereinafter, the reducing agent (D) will also be referred to as component (D).

[0055] The reducing agent used in the present invention is not particularly limited, and examples thereof include vanadyl acetylacetonate, vanadyl stearate, vanadium naphthenate, vanadium acetylacetonate, vanadium benzoylacetonate, cobalt acetylacetonate, copper acetylacetonate, copper naphthenate, cobalt octoate, acetyl-2-thiourea, benzoylthiourea, N,N-diphenylthiourea, N,N-diethylthiourea, N,N-dibutylthiourea, tetramethylthiourea, and N-ethyl-N-2-hydroxyethyl-m-toluidine.

[0056] The amount of component (D) is preferably 0.1 to 10 parts by weight, more preferably 0.5 to 8 parts by weight, and even more preferably 1 to 5 parts by weight, per 100 parts by weight of component (A). When the amount of component (D) is 0.1 part by weight or more, the curing rate of the adhesive composition is improved. When the amount of component (D) is 10 parts by weight or less, the curing rate and storage stability of the adhesive composition are improved.

[0057] (1-5. Other) The adhesive composition may contain a plasticizer for the purpose of adjusting the physical properties and characteristics of the adhesive composition. Examples of plasticizers that can be used alone or in combination include phthalate esters such as dibutyl phthalate, diheptyl phthalate, di(2-ethylhexyl) phthalate, and butyl benzyl phthalate; non-aromatic dibasic acid esters such as dioctyl adipate and dioctyl sebacate; polyalkylene glycol esters such as diethylene glycol dibenzoate and triethylene glycol dibenzoate; phosphate esters such as tricresyl phosphate and tributyl phosphate; chlorinated paraffins; and hydrocarbon oils such as alkyl diphenyls and partially hydrogenated terphenyls.

[0058] The amount of the plasticizer is preferably 1 to 100 parts by weight, more preferably 5 to 50 parts by weight, and even more preferably 10 to 30 parts by weight, per 100 parts by weight of component (A). A blending amount of 1 part by weight or more provides sufficient effects. Furthermore, a blending amount of 100 parts by weight or less prevents excessive reduction in the mechanical strength of the resulting cured product, improving durability.

[0059] Various adhesion improvers may be added to the adhesive composition to improve the adhesiveness of the adhesive composition to various substrates (plastic films, paper, etc.). Examples of adhesion improvers include alkylalkoxysilanes such as methyltrimethoxysilane, dimethyldimethoxysilane, trimethylmethoxysilane, and n-propyltrimethoxysilane; alkylisopropenoxysilanes such as dimethyldiisopropenoxysilane, methyltriisopropenoxysilane, and γ-glycidoxypropylmethyldiisopropenoxysilane; γ-glycidoxypropylmethyldimethoxysilane; γ-glycidoxypropyltrimethoxysilane; vinyltrimethoxysilane; vinyldimethylmethoxysilane; γ-aminopropyltrimethoxysilane; N-(β-aminoethyl)-γ-aminopropyltrimethoxysilane; N-(β-aminoethyl)-γ-aminopropylmethyldimethoxysilane; γ-mercaptopropyltrimethoxysilane; and γ-mercaptopropylmethyldimethoxysilane. alkoxysilanes having a functional group such as silane; acidic phosphate esters such as monomethyl phosphate, dimethyl phosphate, monoethyl phosphate, diethyl phosphate, monobutyl phosphate, dibutyl phosphate, mono-β-chloroethyl phosphate, di-β-chloroethyl phosphate, monoethoxyethyl phosphate, diethoxyethyl phosphate, phenyl phosphate, diphenyl phosphate, mono(meth)acryloyloxyethyl phosphate, di(meth)acryloyloxyethyl phosphate, mono(meth)acryloyloxypropyl phosphate, di(meth)acryloyloxypropyl phosphate, and polypropylene glycol mono(meth)acrylate phosphate; silicone varnishes; and polysiloxanes.

[0060] The amount of the adhesion improver is preferably 0.1 to 50 parts by weight, more preferably 0.5 to 25 parts by weight, and even more preferably 1 to 5 parts by weight, per 100 parts by weight of component (A). A blending amount of 0.1 part by weight or more provides sufficient effects. Furthermore, a blending amount of 50 parts by weight or less improves the mechanical properties of the resulting cured product.

[0061] The adhesive composition may contain a filler, which can be used to improve workability by adjusting the viscosity of the cured product and the thixotropy of the adhesive composition, to adjust the strength of the cured product, to improve adhesion, to improve various physical properties such as chemical resistance, to modify the surface of the cured product to improve coloration or design, and to reduce the cost per weight.

[0062] The filler is not particularly limited, and examples thereof include reinforcing fillers such as fume silica, precipitated silica, crystalline silica, fused silica, dolomite, silicic acid anhydride, silicic acid hydrate, and carbon black; calcium carbonate, magnesium carbonate, diatomaceous earth, calcined clay, clay, talc, titanium oxide, bentonite, organic bentonite, ferric oxide, aluminum fine powder, flint powder, zinc oxide, activated zinc white, shirasu balloons, glass microballoons, organic microballoons of phenolic resin or vinylidene chloride resin, resin powders such as PVC powder and PMMA powder; and fibrous fillers such as glass fiber and filament. The amount of filler used is not particularly limited, and may be, for example, 1 to 250 parts by weight, or even 10 to 200 parts by weight, per 100 parts by weight of component (A).

[0063] The adhesive composition may contain a tackifying resin, which is not particularly limited, but examples thereof include phenolic resins, modified phenolic resins, cyclopentadiene-phenolic resins, xylene resins, chroman resins, petroleum resins, terpene resins, terpene phenolic resins, rosin ester resins, acrylonitrile-butadiene-styrene copolymers (ABS resins), and methyl methacrylate-butadiene-styrene copolymers (MBS resins). More specifically, examples include YS Resin PX, YS Resin PXN, YS Polystar U, YS Polystar T, YS Polystar S, YS Polystar S, Mighty Ace G, Mighty Ace K, YS Resin TO, YS Resin TR, YS Resin SX, Clearon P, Clearon M, and Clearon K, all manufactured by Yasuhara Chemical Co., Ltd.; Arcon, Ester Gum, Pencel, Super Ester, Tamanol, and Hyperl, all manufactured by Arakawa Chemical Industries, Ltd.; and Hariestar, Neotol, Harimac, and Haritack, all manufactured by Harima Chemicals Co., Ltd. Among these, from the viewpoint of compatibility with component (A), the terpene resins YS Resin PX, YS Resin PXN, YS Resin TO, YS Resin TR, Clearon P, Clearon M, and Clearon K, and the terpene phenol resins YS Polystar U, YS Polystar T, YS Polystar S, Mighty Ace G, and Mighty Ace K are preferred, and of these, terpene phenol resins such as YS Polystar U, YS Polystar T, YS Polystar S, Mighty Ace G, and Mighty Ace K are more preferred.

[0064] The amount of the tackifier resin is preferably 5 to 100 parts by weight, more preferably 10 to 90 parts by weight, and even more preferably 20 to 80 parts by weight, per 100 parts by weight of component (A). A blending amount of 5 parts by weight or more provides sufficient effects. Furthermore, a blending amount of 100 parts by weight or less prevents the viscosity from becoming too high, improving workability.

[0065] The adhesive composition may contain a stabilizer, which can improve the long-term storage stability of the adhesive composition. Examples of stabilizers include, but are not limited to, radical polymerization inhibitors such as 2,6-di-t-butyl-4-methylphenol, 2,2-methylenebis(4-methyl-6-t-butylphenol), benzoquinone, hydroquinone, quinhydrone, tetrasodium ethylenediaminetetraacetate, oxalic acid, N-methyl-N-nitrosoaniline, and N-nitrosodiphenylamine.

[0066] The amount of the stabilizer blended is preferably 0.001 to 20 parts by weight, more preferably 0.01 to 10 parts by weight, and even more preferably 0.1 to 5 parts by weight, per 100 parts by weight of component (A). A blended amount of 0.001 part by weight or more provides a sufficient effect. Furthermore, a blended amount of 20 parts by weight or less does not inhibit the reaction of the (meth)acryloyl group, improving the reactivity of the adhesive composition.

[0067] [2. Room temperature curing adhesive] A room temperature curable adhesive according to one embodiment of the present invention (hereinafter also referred to as the present adhesive) contains the present adhesive composition.

[0068] The adhesive is preferably a two-component adhesive among room temperature curing adhesives. When the adhesive is a two-component adhesive, the adhesive may contain two types of adhesive: a base agent and a curing agent.

[0069] In addition to the adhesive composition, the adhesive may also contain other substances typically contained in room-temperature curable adhesives, such as fillers, thickeners, thixotropic agents, flame retardants, antifoaming agents, rust inhibitors, and stabilizers.

[0070] [3. Cured product] A cured product according to one embodiment of the present invention (hereinafter also referred to as the present cured product) is obtained by curing the present adhesive composition or the present adhesive.

[0071] The adhesive composition or the method for curing the adhesive is a redox radical reaction. By curing by a redox radical reaction, the cured product has superior mechanical properties compared to products cured by conventional UV light irradiation.

[0072] This adhesive composition or the cured product obtained by curing this adhesive has superior mechanical properties (strength, elongation) to those obtained by curing conventional adhesives. Specifically, the strength of this cured product is preferably 12 MPa or more, more preferably 14 MPa or more, and even more preferably 16 MPa or more. The elongation is preferably 200% or more, more preferably 210% or more, and even more preferably 220% or more. The strength and elongation are values ​​measured in the tensile test described in the Examples below.

[0073] The present invention is not limited to the above-described embodiments, and various modifications are possible within the scope of the claims. Embodiments obtained by appropriately combining the technical means disclosed in different embodiments are also included in the technical scope of the present invention. [Example]

[0074] The present invention will be described in more detail below based on examples, but the present invention is not limited to these examples.

[0075] [Synthesis Example 1] Propylene oxide was polymerized using a polyoxypropylene diol with a molecular weight of approximately 2,000 as the initiator and a zinc hexacyanocobaltate glyme complex as the catalyst. This resulted in a hydroxyl-terminated polyoxypropylene polymer (a-1) with a number-average molecular weight of 28,500. The number-average molecular weight was measured in terms of polystyrene using a Tosoh HLC-8120GPC pumping system, a Tosoh TSK-GEL H-type column, and tetrahydrofuran as the solvent.

[0076] [Synthesis Example 2] To 100 parts by weight of the hydroxyl-terminated polyoxypropylene polymer (a-1) obtained in Synthesis Example 1, 355 parts by weight of acetone, 0.01 parts by weight of 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxy, and 2.0 parts by weight of triethylamine (additive (k1)) were added, and the mixture was cooled in an ice-water bath. Next, 1.8 parts by weight of acryloyl chloride (compound (H1)) was added dropwise, and the mixture was stirred for 3 hours. After stirring, the acetone was removed by devolatilization under reduced pressure. The resulting product was dissolved in tetrahydrofuran and washed with aqueous sodium bicarbonate and aqueous sodium chloride solutions. Magnesium sulfate was added to the separated organic layer, followed by drying, and the magnesium sulfate was removed by filtration. Then, 0.01 parts by weight of 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxy was added to the filtrate, and the mixture was heated to 100°C while devolatilization under reduced pressure. 1 Measurement by H-NMR (AvanceIII 400MHz NMR system manufactured by Bruker) confirmed that the peaks derived from the hydroxyl groups of the polyoxypropylene polymer (a-1) disappeared and a peak (5.10 ppm (multiplet)) derived from the protons on the carbon to which the acryloyloxy groups were bonded appeared. This confirmed that a polyoxypropylene polymer (A-1) having acryloyloxy groups had been obtained.

[0077] The introduction rate of acryloyloxy groups is 1 The acryloyloxy group content was calculated from the ratio of the integral of the peak derived from the methyl group in the main chain to the integral of the peak derived from the proton on the carbon bonded to the acryloyloxy group in the H-NMR spectrum. The introduction rate of acryloyloxy groups in the obtained polyoxypropylene polymer (A-1) was 80%. This indicated that the polyoxypropylene polymer (A-1) contained an average of 1.6 acryloyloxy groups per molecule. The number-average molecular weight of the polyoxypropylene polymer (A-1) determined by GPC was 28,500. The polyoxypropylene polymer (A-1) has a structure represented by the above general formula (1).

[0078] [Synthesis Example 3] A polyoxypropylene polymer (a-2) having a terminal hydroxyl group and a number-average molecular weight of 14,500, obtained by the same method as in Synthesis Example 1, was used. A polyoxypropylene polymer (A-2) having an acryloyloxy group at its terminal was obtained by the same method as in Synthesis Example 2, except that the amount of triethylamine added was changed to 4.0 parts by weight and the amount of acryloyl chloride added was changed to 3.6 parts by weight. The polyoxypropylene polymer (A-2) was confirmed by the same method as in Synthesis Example 2 to contain an average of 1.6 acryloyloxy groups per molecule and to have a number-average molecular weight of 14,500. The polyoxypropylene polymer (A-2) has a structure represented by the above general formula (1).

[0079] Example 1 Polyoxypropylene polymer (A-1) as component (A), isobornyl methacrylate (B-1) (IB manufactured by Shin-Nakamura Chemical Co., Ltd., Tg = 180°C) as component (B), and N-ethyl-N-2-hydroxyethyl-m-toluidine (manufactured by Tokyo Chemical Industry Co., Ltd.), a reducing agent, as component (D) were added to a disposable cup according to the formulation shown in Table 1. The mixture was then stirred using a spatula, and further stirred (1,600 rpm x 1.5 minutes) and degassed (2,200 rpm x 3 minutes) using a Thinky Mixer ARE-310. After degassing, Niper NS (manufactured by Nippon Oil & Fats Corporation), an organic peroxide, as component (C) was added to the mixture according to the formulation shown in Table 1, and then stirred using a spatula. The mixture was then stirred (1,600 rpm x 20 seconds) and degassed (2,200 rpm x 1 minute) using a Thinky Mixer to obtain a composition.

[0080] Example 2 A composition was obtained in the same manner as in Example 1, except that polyoxypropylene polymer (A-2) was used as component (A) and isobornyl methacrylate (B-1) was used as component (B) according to the formulation shown in Table 1.

[0081] Comparative Example 1 A composition was obtained in the same manner as in Example 1, except that component (B) was changed to isobornyl acrylate (B-2) (IBXA manufactured by Osaka Organic Chemical Industry, Ltd., Tg = 97°C).

[0082] Comparative Example 2 Polyoxypropylene polymer (A-1) as component (A), isobornyl acrylate (B-2) as component (B), Omnirad 1173 (manufactured by IGM Resins BV) and Omnirad 819 (manufactured by IGM Resins BV) as photoradical polymerization initiators were added to a disposable cup according to the formulation shown in Table 2. The mixture was then stirred with a spatula, and further stirred (1,600 rpm x 1.5 minutes) and degassed (2,200 rpm x 3 minutes) using the Awatori Mixer to obtain a composition.

[0083] Comparative Example 3 A composition was obtained in the same manner as in Comparative Example 2, except that polyoxypropylene polymer (A-1) was used as component (A) and isobornyl methacrylate was used as component (B) according to the formulation shown in Table 2.

[0084] Comparative Example 4 A composition was obtained in the same manner as in Comparative Example 2, except that polyoxypropylene polymer (A-1) was used as component (A) and dicyclopentanyl acrylate (B-3) (FA-513AS manufactured by Hitachi Chemical Co., Ltd., Tg = 120°C) was used as component (B) according to the formulation shown in Table 2.

[0085] Comparative Example 5 A composition was obtained in the same manner as in Comparative Example 2, except that polyoxypropylene polymer (A-2) was used as component (A) and dicyclopentanyl acrylate (B-3) was used as component (B) according to the formulation shown in Table 2.

[0086] [Comparative Examples 6 and 7] A composition was obtained in the same manner as in Comparative Example 2, except that polyoxypropylene polymer (A-1) was used as component (A) and dicyclopentanyl methacrylate (B-4) (FA-513M, manufactured by Hitachi Chemical Co., Ltd., Tg = 175°C) was used as component (B) according to the formulation shown in Table 2.

[0087] [Tensile test] The tensile tests in the examples and comparative examples were carried out by the following method.

[0088] (Manufacturing samples for tensile testing) The cured products used in the tensile tests of Examples 1 and 2 and Comparative Example 1 were prepared by the following method. First, a No. 3 dumbbell shape was cut out from a 1 mm thick NBR sheet, and a release spray was applied to form a mold. Next, a release PET film was placed on a glass plate, and an NBR mold was placed on top of that. The composition prepared in the Examples and Comparative Examples was added to the No. 3 dumbbell-shaped part of the mold, and a release PET film was placed on top of that. The composition was then left to cure at room temperature for at least one day, yielding a cured product.

[0089] The cured products used in the tensile tests of Comparative Examples 2 to 7 were prepared by the following method: The composition was poured into a polypropylene mold to a thickness of 2 mm and allowed to stand to degas, and then irradiated with UV radiation using a Fusion UV Systems UV irradiation device (model: LIGHT HAMMER 6, light source: mercury lamp, cumulative light intensity: 2,000 mJ / cm). 2 The composition was irradiated with UV light at 100°C / 120°F to cure, yielding a cured product. Test pieces in the shape of a No. 3 dumbbell were prepared from the cured product.

[0090] (Tensile test) The cured product was cut into a No. 3 dumbbell shape and subjected to a tensile test using a Shimadzu Autograph (AG-2000A) at 23°C, 55% RH, and a tensile speed of 100 mm / min to measure the strength at break (MPa) and elongation at break (%). The strength at break was defined as the strength at break. The elongation at break was expressed as a relative value to the length of the test piece at the start of the tensile test, which was taken as 100%.

[0091] 〔result〕 The compositions of Examples 1 and 2 and the results of the tensile tests are shown in Table 1. The compositions of Comparative Examples 1 to 7 and the results of the tensile tests are shown in Table 2. In the table, "-" indicates that the component in question was not used. [Table 1]

[0092] [Table 2] As can be seen from Tables 1 and 2, the cured products of Examples 1 and 2 both exhibited high strength at break and elongation at break. On the other hand, Comparative Example 1, which used an acrylate as component (B) and was cured by a redox-based radical reaction, was inferior in strength at break to the cured products of Examples 1 and 2. Furthermore, Comparative Examples 2, 4, and 5, which used an acrylate instead of a methacrylate as component (B), were also inferior in strength at break to the cured products of Examples 1 and 2. Furthermore, the cured products of Comparative Examples 3, 6, and 7, which were not redox-based, were inferior to the cured products of Examples 1 and 2 in both strength at break and elongation at break.

[0093] Therefore, it was found that a Redox-based adhesive composition containing a methacrylate compound whose homopolymer has a Tg of over 60°C and a polyoxypropylene-based polymer having a specific structure produces a cured product that exhibits excellent properties in both strength and elongation. [Industrial Applicability]

[0094] According to one embodiment of the present invention, an adhesive composition capable of providing a cured product with excellent mechanical properties can be provided. Therefore, the adhesive composition according to one embodiment of the present invention and the cured product of the adhesive composition can be suitably used for applications such as adhesives, ink binders, wood chip binders, rubber chip binders, foam chip binders, foundry binders, rock consolidation materials for flooring and ceramics, paints, coating materials, reinforcing fiber binders, composite materials, 3D printer molding materials, lamination materials with glass fiber and printed wiring board materials, electronic substrates, solder resists, interlayer insulating films, build-up materials, FPC adhesives, die bond materials, underfills, semiconductor packaging materials such as ACF, ACP, NCF, and NCP, and sealing materials, and can be more suitably used as structural adhesives, particularly structural adhesives for vehicles.

Claims

1. a polyoxypropylene polymer (A) having an average of 0.6 or more (meth)acryloyl groups at its terminals and having a number average molecular weight of 5,000 or more; a methacrylate compound (B) having a glass transition temperature of a homopolymer exceeding 60°C; an organic peroxide (C); and a reducing agent (D), the weight ratio of the polyoxypropylene polymer (A) to the methacrylate compound (B) is 60 / 40 to 40 / 60; The methacrylate compound (B) is isobornyl methacrylate. Adhesive composition.

2. The adhesive composition according to claim 1 , wherein the polyoxypropylene polymer (A) has a (meth)acryloyl group represented by the following general formula (1) or the following general formula (2): -O-C(=O)-C(R １ )=CH ２ ・・・(1) -O-C(=O)-NH-R ２ -O-C(=O)-C(R １ )=CH ２ ・・・(2) (In the formula, R １ is a hydrogen atom or a methyl group, and R ２ is a divalent hydrocarbon group.

3. The adhesive composition according to claim 1 or 2, wherein the organic peroxide (C) is at least one selected from the group consisting of hydroperoxides and benzoyl peroxides.

4. The adhesive composition according to any one of claims 1 to 3, wherein the amount of the organic peroxide (C) added is 1 to 10 parts by weight per 100 parts by weight of the component (A).

5. 5. The adhesive composition according to claim 1, wherein the amount of the reducing agent (D) blended is 0.1 to 10 parts by weight per 100 parts by weight of the component (A).

6. A room temperature curable adhesive comprising the adhesive composition according to any one of claims 1 to 5.

7. A cured product obtained by curing the adhesive composition according to any one of claims 1 to 5 or the room temperature curable adhesive according to claim 6.

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