Curable composition and cured product

Abstract

One embodiment of the present invention is a curable composition comprising: a (meth)acrylic polymer (A) that has a group represented by formula (1); a polymer (B) that has a radiation-reactive group and a number average molecular weight of 10,000-1,000,000 (but does not have a group represented by formula (1)); and a xylene resin (C). Formula (1): -X-(CH2)n-SiR1 3 (in formula (1), n is an integer of 1-3, the three R1 groups independently represent a C1-20 alkyl group, a C1-20 alkoxy group, or a hydroxyl group, with at least one of the R1 groups being a C1-20 alkoxy group or a hydroxyl group, X is a divalent group represented by –O-, -COO-, -S-, -N(R2)-, -CH(OH)-CH2-O-, -O-CO-NH-, or –N(R2)-CO-N(R3)-, R2 and R3 are each a hydrogen atom, a hydrocarbon group, or a halogenated hydrocarbon group, and R2 and R3 may be the same or different).

Description

[Technical field]

[0001] One embodiment of the present invention relates to a curable composition and a cured product. [Background technology]

[0002] Curable compositions containing polymers having reactive silicon-containing groups such as alkoxysilyl groups have been known as compositions that cure when exposed to moisture in the atmosphere or on adherends, and are widely used in products such as adhesives, sealants, and paints for construction and building material-related applications and automotive-related applications.

[0003] In recent years, the performance requirements for such products have become more diverse, for example, in the case of adhesives, there is a demand for a difference in adhesive strength within the same adhesive surface, or for one part of the same adhesive surface to be firmly bonded while another part exhibits removability, etc. Achieving these requirements is difficult with a single reaction system alone, and it is necessary to combine reactions with different mechanisms.

[0004] As a composition that combines reactions based on different mechanisms, for example, a dual-cure type photocurable composition that utilizes moisture curing and photocuring has been proposed (for example, Patent Documents 1 and 2). [Prior art documents] [Patent documents]

[0005] [Patent Document 1] International Publication No. 2016 / 104787 [Patent Document 2] JP 2013-181121 A Summary of the Invention [Problem to be solved by the invention]

[0006] As a result of investigations by the present inventors, it was found that the balance between adhesion to an adherend and photocuring efficiency was not necessarily satisfactory in the above-mentioned conventional dual cure type photocurable compositions, depending on the application.

[0007] The present invention has been made in consideration of the above circumstances, and an object of the present invention is to provide a curable composition that is cured by both moisture and light and has an excellent balance between adhesion to an adherend and photocuring efficiency. [Means for solving the problem]

[0008] In view of the above problems, the present inventors have conducted extensive research. As a result, they have found that the above problems can be solved by using a curable composition containing a (meth)acrylic polymer having a crosslinkable silicon-containing group, a polymer having a radiation reactive group, and a xylene resin, and have completed the present invention. Examples of one embodiment of the present invention relate to the following items [1] to

[10] .

[0009] [1] A (meth)acrylic polymer (A) having a group represented by the following formula (1): A polymer (B) having a radiation reactive group and a number average molecular weight of 10,000 to 1,000,000; Xylene resin (C) and A curable composition comprising: The polymer (B) is a curable composition having no group represented by formula (1). Formula (1):-X-(CH2) n -SiR 1 3 [In formula (1), n ​​is an integer of 1 to 3; 1 are independently an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or a hydroxyl group; R 1 at least one of the above is an alkoxy group or a hydroxyl group; X is -O-, -COO-, -S-, -N(R 2 )-, -CH(OH)-CH2-O-, -O-CO-NH- or -N(R 2 )-CO-N(R 3 )- is a divalent group represented by R2 and R 3 is a hydrogen atom, a hydrocarbon group, or a halogenated hydrocarbon group, and R 2 and R 3 may be the same or different.] [2] The curable composition according to [1], comprising 1 to 90 parts by mass of the (meth)acrylic polymer (A), 10 to 99 parts by mass of the polymer (B), and 10 to 1,000 parts by mass of the xylene resin (C) (wherein the total amount of the polymer (A) and the polymer (B) is 100 parts by mass). [3] The curable composition according to [1] or [2], wherein the (meth)acrylic polymer (A) has a glass transition temperature of -80 to 100°C, a number average molecular weight of more than 1,000 and not more than 100,000, and contains 500 ppm or more of silicon element. [4] The curable composition according to any one of [1] to [3], wherein the number average molecular weight of the (meth)acrylic polymer (A) is smaller than the number average molecular weight of the polymer (B). [5] The curable composition according to any one of [1] to [4], wherein the polymer (B) is a polymer having a benzophenone group as a radiation reactive group. [6] The curable composition according to any one of [1] to [5], wherein the polymer (B) is an acrylic polymer. [7] The curable composition according to any one of [1] to [6], wherein the xylene resin (C) has an acid value of 0.1 mg KOH / g or less. [8] The curable composition according to any one of [1] to [7], wherein the xylene resin (C) is an alkylphenol-modified xylene resin. [9] The curable composition according to any one of [1] to [8], further comprising a curing catalyst (D), wherein the curing catalyst (D) is a non-tin-based curing catalyst.

[10] A cured product obtained from the curable composition according to any one of [1] to [9]. Effect of the Invention

[0010] According to one embodiment of the present invention, it is possible to provide a curable composition that is cured by both moisture and light, and that creates a difference in adhesive strength of the composition between the light-irradiated surface and the non-irradiated surface, thereby achieving an excellent balance between adhesion to an adherend and photocuring efficiency. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] Hereinafter, one embodiment of the present invention will be specifically described. The curable composition of one embodiment of the present invention (hereinafter also referred to as "the composition of the present invention") contains a (meth)acrylic polymer (A) described below.

[0012] In this specification, (meth)acrylic is used as a general term for acrylic and methacrylic and may be either acrylic or methacrylic, and (meth)acrylate is used as a general term for acrylate and methacrylate and may be either acrylate or methacrylate.

[0013] [(Meth)acrylic polymer (A)] The (meth)acrylic polymer (A) (hereinafter also referred to as “polymer (A)”) is a polymer having a group represented by the following formula (1).

[0014] Formula (1):-X-(CH2) n -SiR 1 3 In formula (1), n ​​is an integer of 1 to 3; 1 are independently an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or a hydroxyl group; R 1 at least one of the above is an alkoxy group or a hydroxyl group; X is -O-, -COO-, -S-, -N(R 2 )-, -CH(OH)-CH2-O-, -O-CO-NH- or -N(R 2 )-CO-N(R 3 )- is a divalent group represented by R 2 and R 3 is a hydrogen atom, a hydrocarbon group, or a halogenated hydrocarbon group, and R 2 and R 3 may be the same or different.

[0015] Examples of the alkyl group having 1 to 20 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, an n-pentyl group, an isopentyl group, a neopentyl group, an n-hexyl group, a 1-methylpentyl group, a 4-methyl-2-pentyl group, a 3,3-dimethylbutyl group, a 2-ethylbutyl group, an n-heptyl group, a 1-methylhexyl group, an n-octyl group, an isooctyl group, a 1-methylheptyl group, a 2-ethylhexyl group, a 2-propylpentyl group, an n-nonyl group, a 2 Examples of the alkyl groups include linear or branched alkyl groups such as 2-dimethylheptyl group, 2,6-dimethyl-4-heptyl group, 3,5,5-trimethylhexyl group, n-decyl group, n-undecyl group, 1-methyldecyl group, n-dodecyl group, n-tridecyl group, 1-hexylheptyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, and n-eicosyl group, and preferably have 1 to 10 carbon atoms, and more preferably have 1 to 3 carbon atoms. The alkyl group may be linear or branched.

[0016] Examples of the alkoxy group having 1 to 20 carbon atoms include a methoxy group, an ethoxy group, an n-propyloxy group, an isopropyloxy group, an n-butyloxy group, an isobutyloxy group, an n-pentyloxy group, an isopentyloxy group, a neopentyloxy group, an n-hexyloxy group, a 1-methylpentyloxy group, a 4-methyl-2-pentyloxy group, a 3,3-dimethylbutyloxy group, a 2-ethylbutyloxy group, an n-heptyloxy group, a 1-methylhexyloxy group, an n-octyloxy group, an isooctyloxy group, a 1-methylheptyloxy group, a 2-ethylhexyloxy group, a 2-propylpentyloxy group, Examples of the alkoxy groups include linear or branched alkoxy groups such as n-nonyloxy group, 2,2-dimethylheptyloxy group, 2,6-dimethyl-4-heptyloxy group, 3,5,5-trimethylhexyloxy group, n-decyloxy group, n-undecyloxy group, 1-methyldecyloxy group, n-dodecyloxy group, n-tridecyloxy group, 1-hexylheptyloxy group, n-tetradecyloxy group, n-pentadecyloxy group, n-hexadecyloxy group, n-heptadecyloxy group, n-octadecyloxy group, and n-eicosyloxy group, and are preferably alkoxy groups having 1 to 10 carbon atoms, and more preferably alkoxy groups having 1 to 3 carbon atoms. The alkoxy group may be linear or branched.

[0017] R 2 and R 3 Examples of the hydrocarbon group in the formula (I) include alkyl groups having 1 to 18 carbon atoms, preferably 1 to 3 carbon atoms, such as a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, tert-butyl group, 2-ethylhexyl group, n-octyl group, isooctyl group, etc.; cycloalkyl groups having 3 to 18 carbon atoms, preferably 5 to 8 carbon atoms, such as a cyclopentyl group, cyclohexyl group, etc.; alkenyl groups having 2 to 18 carbon atoms, preferably 2 to 5 carbon atoms, such as a vinyl group, allyl group, 3-butenyl group, 5-hexenyl group, etc.; and aryl groups having 6 to 18 carbon atoms, preferably 6 to 10 carbon atoms, such as a phenyl group, naphthyl group, anthryl group, etc.

[0018] R 2 and R 3The halogenated hydrocarbon group in the above formula (I) is a group in which at least a portion of the hydrogen atoms constituting the hydrocarbon group is replaced with a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. R 2 and R 3 is preferably a hydrogen atom or a hydrocarbon group, and more preferably a hydrocarbon group.

[0019] -SiR 1 Specific examples of the group represented by 3 include a dimethylmethoxysilyl group, a dimethylethoxysilyl group, a methyldimethoxysilyl group, a methyldiethoxysilyl group, a trimethoxysilyl group, a triethoxysilyl group, a dimethylisopropoxysilyl group, a methyldiisopropoxysilyl group, and a triisopropoxysilyl group.

[0020] From the viewpoint of curability and mechanical properties, the polymer (A) has a group represented by the formula (1) and contains 500 ppm or more, preferably 1,000 to 20,000 ppm, and more preferably 1,500 to 10,000 ppm of silicon element. Here, "ppm" means wt ppm. In one embodiment, the polymer (A) preferably has a group represented by the formula (1) at the molecular chain terminal of the polymer. Here, the silicon element content derived from the group represented by the formula (1) in the polymer (A) can be calculated from the charge ratio, but can also be measured by inductively coupled plasma (ICP) emission spectrometry. Details will be described in the Examples section.

[0021] <(Meth)acrylic acid alkyl ester (a1)> The polymer (A) is a polymer of a polymerizable monomer component containing a (meth)acrylic acid alkyl ester (a1) (hereinafter also referred to as "monomer (a1)". That is, the polymer (A) has a structural unit derived from the monomer (a1).

[0022] Examples of the monomer (a1) include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, n-heptyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, nonyl (meth)acrylate, isononyl (meth)acrylate, n-decyl (meth)acrylate, and isodecyl (meth)acrylate. Examples of the acrylate include ethyl acrylate, lauryl (meth)acrylate, n-tridecyl (meth)acrylate, isodecyl (meth)acrylate, n-myristyl (meth)acrylate, isomyristyl (meth)acrylate, n-pentadecyl (meth)acrylate, isopentadecyl (meth)acrylate, n-cetyl (meth)acrylate, isocetyl (meth)acrylate, n-heptadecyl (meth)acrylate, isoheptadecyl (meth)acrylate, n-stearyl (meth)acrylate, isostearyl (meth)acrylate, n-nonadecyl (meth)acrylate, isononadecyl (meth)acrylate, n-eicosyl (meth)acrylate, and isoeicosyl (meth)acrylate. The number of carbon atoms of the alkyl group of the monomer (a1) is not particularly limited, but preferably the number of carbon atoms is 4 or more and 22 or less, and the alkyl group may be linear or branched.

[0023] The monomer (a1) may be used alone or in combination. The proportion of the monomer (a1) in the polymerizable monomer components constituting the polymer (A) is preferably 20% by mass or more, more preferably 30 to 99.9% by mass, even more preferably 40 to 99.7% by mass, and particularly preferably 50 to 99.5% by mass. When two or more kinds of monomers (a1) are used, the total of the monomers (a1) may be within the above range. The polymer (A) may have, among all the structural units, structural units derived from the monomer (a1) in the same range as above. When the monomer (a1) is used in the above range, a (meth)acrylic polymer having excellent mechanical properties can be obtained.

[0024] <Hydrolyzable silyl group-containing (meth)acryloyl monomer (a2)> It is preferable that the polymer (A) further has a structural unit derived from a hydrolyzable silyl group-containing (meth)acryloyl monomer (a2) (hereinafter also referred to as "monomer (a2)") which is copolymerizable with the monomer (a1) and has a group represented by the formula (1). As the monomer (a2), for example, a compound represented by the following formula (a2-1) is preferable.

[0025] [ka]

[0026] In formula (a2-1), R a is a hydrogen atom or a methyl group, n is an integer of 1 to 3, and R 1 is R in the above formula (1). 1 is synonymous with.

[0027] Specific examples of the compound represented by the formula (a2-1) include (meth)acryloxy group-containing silanes such as (meth)acryloxymethyldimethylmethoxysilane, (meth)acryloxymethyldimethylethoxysilane, ((meth)acryloxymethyl)methyldimethoxysilane, ((meth)acryloxymethyl)methyldiethoxysilane, (meth)acryloxymethyltrimethoxysilane, (meth)acryloxymethyltriethoxysilane, 3-(meth)acryloxypropyltrimethoxysilane, 3-(meth)acryloxypropylmethyldimethoxysilane, 3-(meth)acryloxypropyldimethylmethoxysilane, 3-(meth)acryloxypropyltriethoxysilane, 3-(meth)acryloxypropylmethyldiethoxysilane, and 3-(meth)acryloxypropyldimethylethoxysilane.

[0028] As the monomer (a2), there may be mentioned a monomer in which OCN-(CH2) is bonded to a hydroxy group of a hydroxyalkyl (meth)acrylate such as 2-hydroxyethyl (meth)acrylate or 4-hydroxybutyl (meth)acrylate, or to an amino group of an aminoalkyl (meth)acrylate such as 2-aminoethyl (meth)acrylate. n -SiR 1 3, where n is an integer of 1 to 3, and R 1 is R explained in the above formula (1). 1 Also included are compounds in which an isocyanate group is added to OCN-(CH2) n -SiR 1 Specific examples of the compound represented by 3 will be described later.

[0029] The monomer (a2) may be used alone or in combination. The ratio of the monomer (a2) in the polymerizable monomer components constituting the polymer (A) is preferably 0.001 to 20% by mass, more preferably 0.01 to 10% by mass, and even more preferably 0.1 to 5% by mass. When two or more kinds of monomers (a2) are used, the total of the monomers (a2) may be within the above range. The polymer (A) may have, among all the structural units, structural units derived from the monomer (a2) in the same range as above. When the monomer (a2) is used in the above range, the group represented by the formula (1) can be introduced into the polymer (A). Therefore, the obtained polymer (A) has an appropriate crosslinking property and is suitable for applications in which a crosslinked body is formed.

[0030] <Other monomers (a3)> The polymer (A) may further contain a structural unit derived from a monomer (a3) ​​other than the monomers (a1) and (a2) as long as the object of the present invention is not impaired.

[0031] Examples of the other monomers (a3) ​​include (meth)acrylates containing an alicyclic hydrocarbon group or an aromatic hydrocarbon group, such as cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, benzyl (meth)acrylate, and phenyl (meth)acrylate; alkoxyalkyl (meth)acrylates such as methoxymethyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 3-methoxypropyl (meth)acrylate, 3-ethoxypropyl (meth)acrylate, 4-methoxybutyl (meth)acrylate, and 4-ethoxybutyl (meth)acrylate; polyalkylene glycol (meth)acrylates such as methoxypolyethylene glycol mono(meth)acrylate, ethoxypolyethylene glycol mono(meth)acrylate, octoxypolyethylene glycol mono(meth)acrylate, lauroxypolyethylene glycol mono(meth)acrylate, stearoxypolyethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, and polypropylene glycol mono(meth)acrylate; hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate; (meth)acrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid; carboxy group-containing monomers such as carboxy group-containing (meth)acrylates such as β-carboxyethyl (meth)acrylate, 5-carboxypentyl (meth)acrylate, succinic acid mono(meth)acryloyloxyethyl ester, and ω-carboxypolycaprolactone mono(meth)acrylate; Monomers containing an acid anhydride group, such as phthalic anhydride and maleic anhydride; Dialkylaminoalkyl (meth)acrylates such as 2-dimethylaminoethyl (meth)acrylate and 2-diethylaminoethyl (meth)acrylate; (Meth)acrylamides; N-alkyl(meth)acrylamides such as N-methyl(meth)acrylamide, N-ethyl(meth)acrylamide, N-propyl(meth)acrylamide, and N-hexyl(meth)acrylamide; amide group-containing monomers such as N,N-dialkyl(meth)acrylamides such as N,N-dimethyl(meth)acrylamide and N,N-diethyl(meth)acrylamide; Cyano group-containing monomers such as (meth)acrylonitrile; Nitrogen-based heterocycle-containing monomers such as N-vinylpyrrolidone, N-vinylmorpholine, N-vinylcaprolactam, (meth)acryloylmorpholine, N-cyclohexylmaleimide, N-phenylmaleimide, N-laurylmaleimide, and N-benzylmaleimide; Styrene derivatives such as styrene, α-methylstyrene, p-methylstyrene, p-chlorostyrene, p-chloromethylstyrene, p-methoxystyrene, p-tert-butoxystyrene, divinylbenzene, and indene; Examples of the vinyl ester compounds include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caproate, vinyl benzoate, and vinyl cinnamate. Among these, polyalkylene glycol (meth)acrylates are preferred.

[0032] The other monomers (a3) ​​may be used alone or in combination of two or more. When the other monomer (a3) ​​is used, the ratio of the other monomer (a3) ​​in the polymerizable monomer components constituting the polymer (A) is preferably 1 to 65 mass%, more preferably 5 to 60 mass%. When two or more kinds of monomer (a3) ​​are used, the total of the monomers (a3) ​​may be within the above range. The polymer (A) may have structural units derived from the other monomer (a3) ​​in all structural units in the same range as above.

[0033] <Mercapto group-containing compound (d)> In producing the polymer (A), a mercapto group-containing compound (d) (hereinafter also referred to as "compound (d)") may be used as a chain transfer agent. Since the compound (d) has a functional group (-SH) with high chain transferability in radical polymerization, it acts as a chain transfer agent, and when polymerizing a polymerizable monomer component in the presence of the compound (d), the group represented by the formula (1) can be introduced to the molecular chain end of the polymer, particularly when a mercapto group-containing compound having a group represented by the formula (1) is used. In addition, the group represented by the formula (1) can be introduced to a polymer having a polymerizable unsaturated group by introducing a mercapto group-containing compound having a group represented by the formula (1) by ene-thiol reaction. A curable composition using a polymer (A) having a group represented by the formula (1) at the molecular chain end tends to have excellent curing speed and mechanical properties.

[0034] In addition, when the monomer (a2) is used, the group represented by the formula (1) in the monomer (a2) and the group represented by the formula (1) in the mercapto group-containing compound (d) may be the same or different. The mercapto group-containing compound (d) is preferably a compound represented by formula (d-1). Formula (d-1): HS-(CH2) n -SiR 1 3 In formula (d-1), n ​​is an integer of 1 to 3; R 1is R in formula (1). 1 is synonymous with.

[0035] Specific examples of the compound represented by formula (d-1) include mercaptomethyldimethylmethoxysilane, mercaptomethyldimethylethoxysilane, mercaptomethyldimethylisopropoxysilane, mercaptomethylmethyldimethoxysilane, mercaptomethylmethyldiethoxysilane, mercaptomethylmethyldiisopropoxysilane, mercaptomethyltrimethoxysilane, mercaptomethyltriethoxysilane, mercaptomethyltriisopropoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, and 3-mercaptopropyldimethylmethoxysilane.Among these, mercaptomethyldimethylmethoxysilane, mercaptomethylmethyldimethoxysilane, mercaptomethyltrimethoxysilane, mercaptomethyltriethoxysilane, 3-mercaptopropyltrimethoxysilane, and 3-mercaptopropylmethyldimethoxysilane are preferred. By using the compound represented by formula (d-1), the group represented by the above formula (1) can be introduced into the molecular chain terminal of the polymer (A).

[0036] Examples of the mercapto group-containing compound (d) other than the compound represented by the formula (d-1) include mercapto group-containing compounds such as n-octyl mercaptan, n-dodecyl mercaptan, tert-dodecyl mercaptan, and lauryl mercaptan.

[0037] The compound (d) can be used alone or in combination of two or more kinds. The compound (d) is preferably used in an amount of 0.01 to 10 parts by mass, more preferably 0.1 to 6 parts by mass, based on 100 parts by mass of the total of the polymerizable monomer components. When two or more kinds of compound (d) are used, the total amount of compound (d) should be within the above range. By using compound (d) within the above range, the number average molecular weight of polymer (A) can be adjusted to an appropriate range.

[0038] <Production of Polymer (A)> The polymer (A) can be produced by various known polymerization methods, and the method is not particularly limited, but is preferably obtained by, for example, the following method. Note that the methods (i) to (iv) may be arbitrarily combined.

[0039] (i) A method of copolymerizing a monomer (a2) having a polymerizable unsaturated group and a group represented by the formula (1) with the monomer (a1) having the above-mentioned (meth)acrylic structure. (ii) A method of polymerizing a monomer (a1) having a (meth)acrylic structure in the presence of a mercapto group-containing compound (d) having a group represented by the above formula (1) as a chain transfer agent. (iii) A method of reacting a polymer having a reactive functional group obtained by copolymerizing a compound having a polymerizable unsaturated group and a reactive functional group (e.g., a hydroxyl group, an isocyanate group, or an amino group) and a monomer component including monomer (a1) with a compound (e) having a group that undergoes an addition reaction with the reactive functional group and capable of introducing a group represented by formula (1) into the polymer by the addition reaction.

[0040] Examples of the compound (e) include compounds represented by the following formulas (e-1) and (e-2) (hereinafter also referred to as "compound (e-1)" and "compound (e-2)", respectively). Formula (e-1):OCN-(CH2) n -SiR 1 3 In formula (e-1), n ​​is an integer of 1 to 3; R 1 is R in the above formula (1). 1 is synonymous with.

[0041] Specific examples of the compound (e-1) include 1-isocyanatemethyldimethylmethoxysilane, 1-isocyanatemethyldimethylethoxysilane, 1-isocyanatemethyldimethylisopropoxysilane, (1-isocyanatemethyl)methyldimethoxysilane, (1-isocyanatemethyl)methyldiethoxysilane, (1-isocyanatemethyl)methyldiisopropoxysilane, 1-isocyanatemethyltrimethoxysilane, 1-isocyanatemethyltriethoxysilane, 1-isocyanatemethyltriisopropoxysilane, 3-isocyanatepropyltrimethoxysilane, 3-isocyanatepropylmethyldimethoxysilane, and 3-isocyanatepropyldimethylmethoxysilane. Among these, 1-isocyanatemethyldimethylmethoxysilane, (1-isocyanatemethyl)methyldimethoxysilane, 1-isocyanatemethyltrimethoxysilane, 1-isocyanatemethyltriethoxysilane, 3-isocyanatepropyltrimethoxysilane, and 3-isocyanatepropylmethyldimethoxysilane are preferred.

[0042] Formula (e-2):R 4 -(CH2) n -SiR 1 3 In formula (e-2), n is an integer of 1 to 3; R 1 is R in the above formula (1). 1 is synonymous with R 4 is a glycidyloxy group, an amino group, an alkylamino group, an (aminoalkyl)amino group, an (N,N-dialkylaminoalkyl)amino group or a halogenated hydrocarbon group.

[0043] Specific examples of the compound (e-2) include aminomethyltrimethoxysilane, aminomethyltriethoxysilane, (aminoethylamino)methyltrimethoxysilane, (N,N-dimethylamino)ethylaminomethyltrimethoxysilane, glycidyloxymethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropylmethyldimethoxysilane, 3-aminopropyltriethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 3-triethoxysilyl-N-(1,3-dimethyl-butylidene)propylamine, and N-phenyl-3-aminopropyltrimethoxysilane. The compound (e) can be used alone or in combination of two or more kinds. The compound (e) is used in an amount of preferably 0.1 to 5 parts by mass, more preferably 0.2 to 3 parts by mass, based on 100 parts by mass of the total of the polymerizable monomer components. When two or more kinds of compound (e) are used, the total amount of the compounds (e) may be within the above range.

[0044] (iv) A method in which the monomer (a1) is polymerized by a living polymerization method, a functional group such as an alkenyl group or a hydroxyl group is introduced into the molecular chain terminal, and the obtained polymer is then reacted with the compound (d) or the compound (e), etc.

[0045] The polymer (A) can be produced by utilizing a known polymerization method such as cationic polymerization, anionic polymerization, or radical polymerization, as in the above-mentioned methods (i) to (iv), and the method is not particularly limited, but a radical polymerization method is preferred in terms of the versatility of the monomer and industrial productivity. Examples of the radical polymerization method include a living radical polymerization method that can introduce a specific functional group (for example, a group represented by the above formula (1)) into a controlled position such as an end, and a free radical polymerization method that copolymerizes a specific monomer unit using a polymerization initiator.

[0046] As the living polymerization, a living cationic polymerization method, a living anionic polymerization method, and a living radical polymerization method can be applied, but from the viewpoint of industrial productivity, a living radical polymerization method is preferable. As the living radical polymerization method, an atom transfer radical polymerization method (ATRP), a reversible addition-fragmentation chain transfer (RAFT) polymerization method, a polymerization method mediated by nitroxides (NMP), a polymerization method mediated by organotellurium compounds (TERP), a polymerization method mediated by iodine compounds (IRP), etc. can be used, and a polymer having a functional group at the end can be obtained by appropriately selecting the reaction conditions.

[0047] In the free radical polymerization method, for example, a polymerizable monomer component and, if necessary, a mercapto group-containing compound (d) are charged into a reaction vessel, a polymerization initiator is added, and the reaction is carried out at a reaction temperature of about 40 to 90°C for 2 to 20 hours. In the reaction, a polymerization solvent may be charged if necessary. For example, the polymerization is carried out under an inert gas atmosphere such as nitrogen gas. In addition, during the polymerization reaction, the polymerizable monomer component, the polymerization initiator, the chain transfer agent, and the polymerization solvent may be appropriately added.

[0048] Examples of the polymerization initiator include an azo compound-based polymerization initiator, a peroxide-based polymerization initiator, and a photoradical polymerization initiator. It is more preferable not to use a metal catalyst. The polymer (A) produced using such a polymerization initiator does not contain a metal component derived from the catalyst, so that inhibition of the crosslinking reaction and coloring can be prevented. In addition, since the depolymerization reaction caused by the metal component can be suppressed, a cured product having excellent durability in various applications can be provided.

[0049] Examples of the azo compound-based polymerization initiator include 2,2'-azobisisobutyronitrile, 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis(2-cyclopropylpropionitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexane-1-carbonitrile), 2-(carbamoylazo)isobutyronitrile, 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile, ... These include 2,2'-azobis(2-amidinopropane) dihydrochloride, 2,2'-azobis(N,N'-dimethyleneisobutylamidine), 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)-propionamide], 2,2'-azobis(isobutylamide) dihydrate, 4,4'-azobis(4-cyanopentanoic acid), 2,2'-azobis(2-cyanopropanol), dimethyl-2,2'-azobis(2-methylpropionate), and 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)propionamide].

[0050] Examples of the peroxide-based polymerization initiator include t-butyl hydroperoxide, cumene hydroxide, dicumyl peroxide, benzoyl peroxide, lauroyl peroxide, caproyl peroxide, di-isopropyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, t-butyl peroxypivalate, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propionate, and 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propionate. peroxycyclohexyl)propane, 2,2-bis(4,4-di-t-amylperoxycyclohexyl)propane, 2,2-bis(4,4-di-t-octylperoxycyclohexyl)propane, 2,2-bis(4,4-di-α-cumylperoxycyclohexyl)propane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)butane, and 2,2-bis(4,4-di-t-octylperoxycyclohexyl)butane.

[0051] As the photoradical polymerization initiator, compounds conventionally used as photoradical polymerization initiators are preferred, for example, benzoin-based initiators such as benzoin, benzoin methyl ether, benzoin ethyl ether, and benzoin propyl ether; acetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 1,1-dichloroacetophenone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 1 ... Acetophenone initiators such as cyclohexyl phenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino-propan-1-one, and N,N-dimethylaminoacetophenone; anthraquinone initiators such as 2-methylanthraquinone, 1-chloroanthraquinone, and 2-amylanthraquinone; 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 2,4-dichlorothioxanthone, and 2-isopropylthioxanthone; thioxanthone initiators such as 2,4-diisopropylthioxanthone; ketal initiators such as acetophenone dimethyl ketal and benzyl methyl ketal; benzophenone initiators such as benzophenone, methylbenzophenone, 4-phenylbenzophenone, 2,4,6-trimethylbenzophenone, 4,4'-dichlorobenzophenone, 4,4'-bisdiethylaminobenzophenone, Michler's ketone, and 4-benzoyl-4'-methyldiphenyl sulfide; Acylphosphine oxide initiators such as bis(2,6-dimethoxybenzoyl)-2,4,4'-trimethylpentylphosphine oxide, and bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide; oxime ester initiators such as 1-[4-(phenylthio)phenyl]octane-1,2-dione=2-(O-benzoyloxime); camphorquinone, and α-hydroxyketones.

[0052] The photoradical polymerization initiator may be used in combination with a sensitizer. As the sensitizer, for example, an anthracene-based compound such as 9,10-dibutoxyanthracene or 9,10-bis(acyloxy)anthracene is preferable.

[0053] The polymerization initiators can be used alone or in combination. The polymerization initiator may be added successively a number of times. The amount of the polymerization initiator used is preferably 0.001 to 2 parts by mass, more preferably 0.002 to 1 part by mass, based on 100 parts by mass of the polymerizable monomer component. When two or more polymerization initiators are used, the total amount of the polymerization initiators should be within the above range. By using the polymerization initiator within the above range, the number average molecular weight of the polymer (A) can be adjusted to an appropriate range.

[0054] As the polymerization solvent, organic solvent is preferable.As the organic solvent, for example, aromatic hydrocarbons such as benzene, toluene, xylene, etc.; aliphatic hydrocarbons such as n-pentane, n-hexane, n-heptane, n-octane, etc.; alicyclic hydrocarbons such as cyclopentane, cyclohexane, cycloheptane, cyclooctane, etc.; ethers such as diethyl ether, diisopropyl ether, 1,2-dimethoxyethane, dibutyl ether, tetrahydrofuran, dioxane, anisole, phenylethyl ether, diphenyl ether, etc.; halogenated hydrocarbons such as chloroform, carbon tetrachloride, 1,2-dichloroethane, chlorobenzene, etc.; esters such as ethyl acetate, propyl acetate, butyl acetate, methyl propionate, etc.; ketones such as acetone, acetylacetone, methyl ethyl ketone, diethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.; amides such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, etc.; nitriles such as acetonitrile, benzonitrile, etc.; sulfoxides such as dimethyl sulfoxide, sulfolane, etc. The polymerization solvent may be used alone or in combination. The polymerization can also be carried out in the presence of a plasticizer or polymer (B) described below.

[0055] <Physical properties of polymer (A)> The number average molecular weight (Mn) of the polymer (A) is preferably greater than 1,000, more preferably 5,000 or more, and even more preferably 10,000 or more, from the viewpoint of the viscosity of the polymer and the mechanical properties of the obtained cured product, and is preferably 100,000 or less, more preferably 50,000 or less, and even more preferably 40,000 or less, from the viewpoint of the viscosity of the polymer.

[0056] The number average molecular weight (Mn) is measured by gel permeation chromatography (GPC). The glass transition temperature (Tg) of the polymer (A) is preferably −80 to 100° C., more preferably −75 to 80° C. The Tg is determined by differential scanning calorimetry (DSC). Details of the measurement conditions for GPC and DSC will be described in the Examples section below.

[0057] <Content of polymer (A)> The composition of one embodiment of the present invention may contain one or more polymers (A). The composition according to one embodiment of the present invention preferably contains 1 part by mass or more of polymer (A) out of a total of 100 parts by mass of polymer (A) and polymer (B), more preferably 1 to 90 parts by mass, and even more preferably 10 to 80 parts by mass of polymer (A). When two or more kinds of polymer (A) are used, the total content thereof may be within the above range. When the polymer (A) is contained within the above range, a composition having excellent adhesive properties can be obtained.

[0058] [Polymer (B)] A composition according to one embodiment of the present invention contains a polymer (B) having a radiation reactive group (hereinafter also referred to as "polymer (B)"). Polymers having radiation reactive groups can form crosslinked structures through radical reactions, photodimerization reactions, etc. In radical reactions, radicals are generated by irradiating the radiation reactive groups attached as side chains (pendant groups) to the polymer main chain with radiation, and these radicals undergo a graft reaction with another polymer, forming a crosslinked structure between polymers. In photodimerization reactions, radiation reactive groups (photosensitive groups) undergo a dimerization reaction due to light, forming a heterocycle consisting of carbon atoms and crosslinking the polymers.

[0059] The radiation reactive group refers to a functional group that crosslinks a polymer when irradiated with radiation, such as microwaves, infrared rays, ultraviolet rays, electron beams, α rays, β rays, γ rays, and neutron rays.

[0060] Examples of radiation reactive groups that promote radical polymerization reactions as the main reaction include functional groups having a benzophenone skeleton, functional groups having a benzyl skeleton, functional groups having an o-benzoylbenzoate skeleton, functional groups having a thioxanthone skeleton, functional groups having a 3-ketocoumarin skeleton, functional groups having a 2-ethylanthraquinone skeleton, and functional groups having a camphorquinone skeleton. As the radiation reactive group that promotes a photodimerization reaction as the main reaction, a functional group having a photodimerizable unsaturated bond can be used, and examples thereof include a cinnamyl group, a cinnamoyl group, a cinnamylidene group, a cinnamylideneacetyl group, a chalcone group, a coumarin group, an isocoumarin group, a 2,5-dimethoxystilbene group, a maleimide group, an α-phenylmaleimide group, a 2-pyrone group, an azide group, a thymine group, a quinone group, a uracil group, a pyrimidine group, a stilbazolium group, a styrylpyridinium group, and a styrylquinolium group. In one embodiment of the present invention, the radiation reactive group is preferably a functional group having a benzophenone skeleton, for example, a benzophenone group.

[0061] Examples of the polymer that becomes the main chain include an acrylic polymer, a vinyl alcohol polymer, and an ether polymer, and preferably an acrylic polymer. The acrylic polymer is a polymer or copolymer of an acrylic monomer. Examples of the acrylic monomer include alkyl (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, n-nonyl (meth)acrylate, isononyl (meth)acrylate, n-decyl (meth)acrylate, and lauryl (meth)methacrylate, and preferably contains an alkyl (meth)acrylate having an alkyl group with 1 to 8 carbon atoms. The alkyl (meth)acrylate having an alkyl group of 1 to 8 carbon atoms is preferably 2-ethylhexyl (meth)acrylate, methyl (meth)acrylate, or butyl (meth)acrylate. One or more of the acrylic monomers may be used in combination.

[0062] The polymer (B) may be produced by introducing a benzophenone group into the side chain of an acrylic polymer by a general-purpose method, or may be produced by polymerizing a monomer mixture containing an acrylic monomer and a vinyl monomer copolymerizable therewith and having a benzophenone group.

[0063] The content of the benzophenone group introduced into the acrylic polymer is preferably 0.1 to 5 mass % based on the total mass of the acrylic polymer having a radiation reactive group, from the viewpoint of obtaining a radiation-curable hot-melt adhesive having a long pot life and excellent adhesiveness.

[0064] The vinyl monomer that can be copolymerized with the acrylic monomer and has a radiation reactive group is not particularly limited, but is preferably an acrylic monomer having a benzophenone group.The acrylic monomer having a benzophenone group can be, for example, 4-acryloyloxybenzophenone, 4-acryloyloxyethoxybenzophenone, 4-acryloyloxy-4'-methoxybenzophenone, 4-acryloyloxyethoxy-4'-methoxybenzophenone, 4-acryloyloxy-4'-bromobenzophenone, 4-acryloyloxyethoxy-4'-bromobenzophenone, 4-methacryloyloxybenzophenone, 4-methacryloyloxyethoxybenzophenone, 4-methacryloyloxy-4'-methoxybenzophenone, 4-methacryloyloxyethoxy-4'-methoxybenzophenone, 4-methacryloyloxy-4'-bromobenzophenone, and 4-methacryloyloxyethoxy-4'-bromobenzophenone. The acrylic monomer having a benzophenone group may be used alone or in combination of two or more kinds.

[0065] As described above, the polymer (B) preferably has an acrylic polymer as the main chain, and examples of commercially available products include BASF's product name "acResin (registered trademark) UV". Examples of commercially available acrylic polymers having an acrylic polymer containing a 2-ethylhexyl acrylate component as the main chain and having benzophenone groups bonded as side chains include BASF's product names "acResin (registered trademark) A203 UV" and "acResin (registered trademark) A204 UV". Examples of commercially available acrylic polymers having an acrylic polymer containing a butyl acrylate component as the main chain and having radiation reactive groups bonded as side chains include BASF's product names "acResin (registered trademark) A258 UV" and "acResin (registered trademark) A260 UV". An example of a commercially available acrylic polymer having an acrylic polymer containing 2-ethylhexyl acrylate and methyl methacrylate components as a main chain and benzophenone groups bonded as side chains is BASF's product name "acResin (registered trademark) 3532 UV." Another commercially available acrylic polymer having a radiation reactive group is BASF's product name "acResin (registered trademark) DS3552X UV."

[0066] The number average molecular weight (Mn) of the polymer (B) is 10,000 to 1,000,000, preferably 20,000 to 500,000, and more preferably 25,000 to 300,000. A number average molecular weight within the above range is preferable in terms of compatibility with the polymer (A), handling properties of the curable composition, and excellent adhesive properties. The number average molecular weight (Mn) is measured by a GPC method. Moreover, it is preferable that the number average molecular weight of the (meth)acrylic polymer (A) is smaller than the number average molecular weight of the polymer (B) from the viewpoints of compatibility and curability.

[0067] The composition of one embodiment of the present invention may contain one or more polymers (B). The composition according to one embodiment of the present invention contains preferably 99 parts by mass or less of polymer (B) out of 100 parts by mass of the total amount of polymer (A) and polymer (B). More preferably, it contains 10 to 99 parts by mass, and more preferably, it contains 20 to 90 parts by mass. When two or more kinds of polymer (B) are used, the total content thereof may be within the above range. When the content of polymer (B) is within the above range, a composition having excellent viscosity and adhesive properties can be obtained.

[0068] [Xylene resin (C)] The composition of one embodiment of the present invention comprises a xylene resin (C). Specific examples of the xylene resin (C) include Nikanol Y-50 (xylene resin, liquid), Nikanol L (xylene resin, liquid), Nikanol H (xylene resin, liquid), Nikanol G (xylene resin, liquid), Nikanol GHP-150 (alkylphenol-modified xylene resin, softening point: 150 to 160°C), Nikanol HP-120 (alkylphenol-modified xylene resin, softening point: 125 to 135°C), Nikanol HP-100 (alkylphenol-modified xylene resin, softening point: 105 to 125°C), Nikanol HP-210 (alkylphenol-modified xylene resin, softening point: 90 to 110°C), Nikanol HP-70 (alkylphenol-modified xylene resin, softening point: 70 to 90°C), Lignite's Lignol R-70 (rosin-modified xylene resin, softening point: 75 to 85°C), Lignol R-140 (rosin-modified xylene resin, softening point: 128 to 135° C.) Among these, alkylphenol-modified xylene resins are preferred, and Nikanol HP-100 or Nikanol HP-210 is particularly preferred.

[0069] From the viewpoint of storage stability of the curable composition, a xylene resin having an acid value of 1 mgKOH / g or less is preferable, and a xylene resin having an acid value of 0.1 mgKOH / g or less is particularly preferable. The acid value refers to the number of milligrams of potassium hydroxide required to neutralize 1 g of xylene resin, and can be measured based on JIS K 0070. Details of the conditions for measuring the acid value of the xylene resin will be described in the Examples section below.

[0070] The composition of one embodiment of the present invention may contain one or more xylene resins (C). The content of the xylene resin (C) in the composition according to one embodiment of the present invention is preferably 10 to 1,000 parts by mass, more preferably 50 to 800 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B). When two or more kinds of xylene resins (C) are used, the total content may be within the above range. When the content of the xylene resin (C) is within the above range, the pressure-sensitive adhesive layer has appropriate tackiness and excellent adhesive strength to various adherends.

[0071] [Curing catalyst (D)] The composition according to one embodiment of the present invention preferably further contains a curing catalyst (D). As the curing catalyst (D), various conventionally known condensation catalysts used for polymers having a crosslinkable silyl group can be used. However, the curing catalyst (D) used in the present invention is preferably a non-tin curing catalyst.

[0072] Examples of the curing catalyst (D) include Zinc carboxylates such as zinc naphthenate, zinc stearate, zinc 2-ethyloctoate, zinc 2-ethylhexoate, and zinc acetylacetonate; titanate esters such as tetrabutyl titanate, tetrapropyl titanate, tetra(2-ethylhexyl) titanate, and isopropoxytitanium bis(ethylacetoacetate); Organoaluminum compounds such as aluminum trisacetylacetonate, aluminum trisethylacetoacetate, and di-isopropoxyaluminum ethylacetoacetate; metal salts of carboxylates (e.g., 2-ethylhexanoic acid, neodecanoic acid, versatic acid, oleic acid, naphthenic acid, etc.) such as bismuth carboxylate, iron carboxylate, titanium carboxylate, lead carboxylate, vanadium carboxylate, zirconium carboxylate, calcium carboxylate, potassium carboxylate, barium carboxylate, manganese carboxylate, cerium carboxylate, nickel carboxylate, cobalt carboxylate, zinc carboxylate, and aluminum carboxylate, or reaction products and mixtures of these with amine compounds such as laurylamine described below; Chelate compounds such as zirconium tetraacetylacetonate, zirconium tributoxyacetylacetonate, dibutoxyzirconium diacetylacetonate, zirconium acetylacetonate bis(ethylacetoacetate), and titanium tetraacetylacetonate; aliphatic primary amines such as methylamine, ethylamine, propylamine, isopropylamine, butylamine, amylamine, hexylamine, octylamine, 2-ethylhexylamine, nonylamine, decylamine, laurylamine, pentadecylamine, cetylamine, stearylamine, and cyclohexylamine; aliphatic secondary amines such as dimethylamine, diethylamine, dipropylamine, diisopropylamine, dibutylamine, diamylamine, dioctylamine, di(2-ethylhexyl)amine, didecylamine, dilaurylamine, dicetylamine, distearylamine, methylstearylamine, ethylstearylamine, and butylstearylamine; Aliphatic tertiary amines such as triamylamine, trihexylamine, and trioctylamine; Aliphatic unsaturated amines such as triallylamine, oleylamine, etc.; Aromatic amines such as laurylaniline, stearylaniline, and triphenylamine; and other amines such as monoethanolamine, diethanolamine, triethanolamine, diethylenetriamine, triethylenetetramine, oleylamine, cyclohexylamine, benzylamine, diethylaminopropylamine, xylylenediamine, ethylenediamine, hexamethylenediamine, triethylenediamine, guanidine, diphenylguanidine, 2,4,6-tris(dimethylaminomethyl)phenol, morpholine, N-methylmorpholine, 2-ethyl-4-methylimidazole, and 1,8-diazabicyclo(5,4,0)undecene-7(DBU), or salts of these amine compounds with carboxylic acids, etc.; low molecular weight polyamide resins obtained from excess polyamines and polybasic acids; Reaction products of excess polyamines with epoxy compounds; Examples of the silanol condensation catalyst include known acid catalysts such as fatty acids such as ferrous acid, organic acidic phosphate ester compounds, and other acidic catalysts, and basic catalysts.

[0073] The curing catalyst (D) may be used alone or in combination of two or more. In one embodiment of the present invention, when the curing catalyst (D) is contained, the content thereof is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 10 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B) from the viewpoint of the moisture curing rate of the curable composition. When two or more types of curing catalysts (D) are used, the total content thereof may be within the above range.

[0074] [Other ingredients] In addition to the polymer (A), the composition of one embodiment of the present invention may contain, as necessary, one or more other components such as a photosensitizer, a plasticizer, a filler, silica, a pigment, an antioxidant, a dehydrating agent, a silane coupling agent having an amino group, a tackifying resin other than a xylene resin, a dispersant, a rheology control agent, an antifoaming agent, and an adhesion imparting agent.

[0075] <Photosensitizer> The composition according to one embodiment of the present invention may further contain a photosensitizer. By using the photosensitizer, the radiation reactive group of the polymer (B) is sensitized. Photosensitizers include aromatic nitro compounds, coumarins (7-diethylamino-4-methylcoumarin, 7-hydroxy-4-methylcoumarin, ketocoumarin, carbonylbiscoumarin), aromatic 2-hydroxyketones, and amino-substituted aromatic 2-hydroxyketones (2-hydroxybenzophenone, mono- or di-p-(dimethylamino)-2-hydroxybenzophenone), acetophenone, anthraquinone, xanthone, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-diethylthioxanthone, 2-methyl ... -Isopropylthioxanthone, benzanthrone, thiazolines (2-benzoylmethylene-3-methyl-β-naphthothiazoline, 2-(β-naphthoylmethylene)-3-methylbenzothiazoline, 2-(α-naphthoylmethylene)-3-methylbenzothiazoline, 2-(4-biphenoylmethylene)-3-methylbenzothiazoline, 2-(β-naphthoylmethylene)-3-methyl-β-naphthothiazoline, 2-(4-biphenoylmethylene)-3-methyl-β-naphthothiazoline, 2-(p-fluorobenzoylmethylene)-3-methyl-β-naphtho Thiazoline), oxazoline (2-benzoylmethylene-3-methyl-β-naphthoxazoline, 2-(β-naphthoylmethylene)-3-methylbenzoxazoline, 2-(α-naphthoylmethylene)-3-methylbenzoxazoline, 2-(4-biphenoylmethylene)-3-methylbenzoxazoline, 2-(β-naphthoylmethylene)-3-methyl-β-naphthoxazoline, 2-(4-biphenoylmethylene)-3-methyl-β-naphthoxazoline, 2-(p-fluorobenzoylmethylene)-3-methyl-β-naphthoxazoline), benzo Thiazole, nitroaniline (m- or p-nitroaniline, 2,4,6-trinitroaniline) or nitroacenaphthene (5-nitroacenaphthene), (2-[(m-hydroxy-p-methoxy)styryl]benzothiazole, benzoin alkyl ether, N-alkylated phthalone, acetophenone ketal (2,2-dimethoxyphenylethanone), naphthalene, 2-naphthalenemethanol, 2-naphthalenecarboxylic acid, anthracene, 9-anthracenemethanol, 9-anthracenecarboxylic acid, 9,10-diphenylanthracene, 9,Examples of the anthracene include 10-bis(phenylethynyl)anthracene, 2-methoxyanthracene, 1,5-dimethoxyanthracene, 1,8-dimethoxyanthracene, 9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, 6-chloroanthracene, 1,5-dichloroanthracene, 5,12-bis(phenylethynyl)naphthacene, chrysene, pyrene, benzopyran, azoindolizine, furocoumarin, phenothiazine, benzo[c]phenothiazine, 7-H-benzo[c]phenothiazine, triphenylene, 1,3-dicyanobenzene, and phenyl-3-cyanobenzoate.

[0076] One or more types of photosensitizers can be used. In one embodiment of the present invention, the content of the photosensitizer is preferably 0.1 to 20 parts by mass, more preferably 0.5 to 10 parts by mass, based on 100 parts by mass in total of the polymer (A) and the polymer (B), from the viewpoint of the curability of the curable composition. When two or more types of photosensitizers are used, the total content thereof may be within the above range.

[0077] <Plasticizer> The composition according to one embodiment of the present invention may further contain a plasticizer. By using a plasticizer, the flexibility and extensibility of the cured product formed from the curable composition can be improved.

[0078] Examples of the plasticizer include phthalate esters such as dimethyl phthalate, diethyl phthalate, dibutyl phthalate, diisobutyl phthalate, dioctyl phthalate, diisodecyl phthalate, butyl benzyl phthalate, and diisononyl phthalate; non-phthalate esters such as 1,2-cyclohexanedicarboxylic acid diisononyl ester and trioctyl trimellitate; aliphatic carboxylic acid esters such as dioctyl adipate, diisodecyl succinate, dibutyl sebacate, and butyl oleate; alcohol esters such as diethylene glycol dibenzoate, triethylene glycol dibenzoate, and pentaerythritol ester; phosphate esters such as trioctyl phosphate and tricresyl phosphate; epoxidized soybean oil, 4,5- Examples of the polymer plasticizer include epoxy plasticizers such as dioctyl epoxy hexahydrophthalate and benzyl epoxy stearate; chlorinated paraffin; hydrocarbons such as normal paraffin and isoparaffin; polyethylene glycol and its derivatives, polypropylene glycol and its derivatives, for example, polyethers in which the hydroxyl groups of polyethylene glycol or polypropylene glycol are blocked with alkyl ethers, polystyrene oligomers such as poly-α-methylstyrene and polystyrene, oligomers such as polybutadiene, butadiene-acrylonitrile copolymer, polychloroprene, polyisoprene, polybutene, hydrogenated polybutene, and epoxidized polybutadiene, and (meth)acrylic polymers other than the polymer (A).

[0079] The plasticizers can be used alone or in combination. In one embodiment of the present invention, the content of the plasticizer is preferably 1 to 300 parts by mass, more preferably 5 to 100 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B), from the viewpoints of the coatability of the curable composition and the weather resistance of the cured product. When two or more kinds of plasticizers are used, the total content thereof may be within the above range.

[0080] <Filling agent> The composition of one embodiment of the present invention may further contain a filler. Examples of fillers include calcium carbonate such as heavy calcium carbonate, light calcium carbonate, colloidal calcium carbonate, semi-colloidal calcium carbonate, light calcium carbonate, and calcium carbonates obtained by surface-treating the surfaces of these calcium carbonates with fatty acids or resin acid-based organic substances; carbon black; magnesium carbonate; diatomaceous earth; calcined clay; clay; talc; titanium oxide; bentonite; ferric oxide; zinc oxide; activated zinc oxide; aluminum hydroxide; inorganic hollow bodies such as shirasu balloons, perlite, glass balloons, fly ash balloons, alumina balloons, zirconia balloons, and carbon balloons; phenolic resin balloons, epoxy balloons, and the like. Examples of suitable fillers include organic resin hollow bodies (plastic balloons) such as polyvinylidene chloride resin balloons, urea resin balloons, polyvinylidene chloride-(meth)acrylic resin balloons, polystyrene balloons, polymethacrylate balloons, polyvinyl alcohol balloons, styrene-(meth)acrylic resin balloons, and polyacrylonitrile balloons; powder-like fillers such as resin beads, wood flour, pulp, cotton chips, mica, walnut flour, rice flour, graphite, aluminum fine powder, and flint powder; and fibrous fillers such as glass fiber, glass filaments, carbon fiber, Kevlar fiber, and polyethylene fiber. Among these, calcium carbonate surface-treated with fatty acids or the like is preferred from the viewpoint of dispersibility, and plastic balloons such as polystyrene balloons are preferred from the viewpoint of reducing specific gravity and imparting heat insulation.

[0081] The fillers can be used alone or in combination. In one embodiment of the present invention, the content of the filler is preferably 0.1 to 1,000 parts by mass, more preferably 1 to 500 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B). When two or more kinds of fillers are used, the total content thereof may be within the above range. When the filler is within the above range, a curable composition having excellent dispersibility of various components can be obtained.

[0082] <Silica> The composition according to one embodiment of the present invention may further contain silica. By using silica, the coatability of the curable composition can be improved, and a cured product having excellent weather resistance and elongation can be obtained.

[0083] Examples of silica include fumed silica. Examples of silica include hydrophobic silica and hydrophilic silica, with hydrophobic silica being preferred. Silica can be used alone or in combination of two or more kinds.

[0084] Silica can be used alone or in combination of two or more kinds. In one embodiment of the present invention, the content of silica is preferably 1 to 100 parts by mass, more preferably 3 to 50 parts by mass, based on 100 parts by mass of the total of polymer (A) and polymer (B). When two or more types of silica are used, the total content thereof may be within the above range.

[0085] <Pigments> The composition according to one embodiment of the present invention may further contain a pigment. The use of a pigment is preferred from the viewpoints of improving color matching and weather resistance. Examples of pigments include inorganic pigments such as iron oxide, chromium oxide, titanium oxide, and cobalt aluminate; and organic pigments such as phthalocyanine blue and phthalocyanine green. One or more pigments can be used. In one embodiment of the present invention, the content of the pigment is preferably 1 to 200 parts by mass, more preferably 3 to 100 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B). When two or more kinds of pigments are used, the total content thereof may be within the above range.

[0086] <Anti-aging agent> The composition according to one embodiment of the present invention may further contain an anti-aging agent such as an ultraviolet absorber, a light stabilizer, or an antioxidant. Examples of ultraviolet absorbers include benzotriazole-based ultraviolet absorbers and benzophenone-based ultraviolet absorbers, and benzotriazole-based ultraviolet absorbers are preferred.Examples of benzotriazole-based ultraviolet absorbers include 2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole, 2-(2H-benzotriazole-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzotriazole-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, the reaction product of methyl 3-(3-(2H-benzotriazole-2-yl)-5-tert-butyl-4-hydroxyphenyl)propionate and polyethylene glycol, and 2-(2H-benzotriazole-2-yl)-p-cresol.

[0087] Examples of the light stabilizer include hindered amine light stabilizers. Examples of the hindered amine light stabilizers include bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, methyl(1,2,2,6,6-pentamethyl-4-piperidinyl)sebacate, decanedioic acid bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidinyl)ester, bis(1,2,2,6,6-pentamethyl-4-piperidinyl)sebacate, 2,4-bis[N-butyl-N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)amino]-6-(2-hydroxyethylamine)-1,3,5-triazine).

[0088] Examples of the antioxidant include hindered phenol-based antioxidants, monophenol-based antioxidants, bisphenol-based antioxidants, polyphenol-based antioxidants, and phosphorus-based antioxidants.

[0089] The antioxidants can be used alone or in combination. In one embodiment of the present invention, the content of the antioxidant is preferably 0.01 to 10 parts by mass, more preferably 0.1 to 5 parts by mass, based on 100 parts by mass in total of the polymer (A) and the polymer (B). When two or more kinds of antioxidants are used, the total content thereof may be within the above range.

[0090] <Dehydrating agent> In order to further improve the storage stability, the composition of one embodiment of the present invention may contain a small amount of a dehydrating agent within a range that does not adversely affect the hardening property or flexibility. Examples of dehydrating agents include hydrolyzable organosilicon compounds such as methyltrimethoxysilane, methyltriethoxysilane, tetramethoxysilane, tetraethoxysilane, dimethyldimethoxysilane, phenyltrimethoxysilane, diphenyldimethoxysilane, and vinyltrimethoxysilane; alkyl orthoformates such as methyl orthoformate and ethyl orthoformate; alkyl orthoacetates such as methyl orthoacetate and ethyl orthoacetate; and isocyanate compounds such as p-toluenesulfonyl isocyanate.

[0091] In one embodiment of the present invention, the content of the dehydrating agent is preferably 0.1 to 25 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B), from the viewpoint of the storage stability and curability of the curable composition. When two or more kinds of dehydrating agents are used, the total content thereof may be within the above range.

[0092] <Silane coupling agents having amino groups> The composition of one embodiment of the present invention may further contain a silane coupling agent having an amino group (hereinafter, also simply referred to as an "aminosilane coupling agent") from the viewpoint of curability.

[0093] In the present invention, the aminosilane coupling agent refers to a compound having a silicon atom to which an alkoxy group is bonded and a functional group containing a nitrogen atom in one molecule. The aminosilane coupling agent functions as a co-catalyst for promoting moisture curing, and can further improve the adhesive strength of the obtained cured product.

[0094] Examples of aminosilane coupling agents include 3-aminopropyltrimethoxysilane, 3-aminopropylmethyldimethoxysilane, 3-aminopropyltriethoxysilane, N-(2-aminoethyl)-aminomethyltrimethoxysilane, N-(2-aminoethyl)-aminomethyltriethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-butyl-3-aminopropyltrimethoxysilane, and bis(3-(trimethoxysilyl)propyl)amine.

[0095] Among the aminosilane coupling agents, it is particularly preferable to use an aminosilane coupling agent having a primary amino group, since it is possible to increase the curing rate. The aminosilane coupling agents can be used alone or in combination.

[0096] In one embodiment of the present invention, the content of the aminosilane coupling agent is preferably 0.1 to 20 parts by mass, more preferably 0.5 to 10 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B), from the viewpoints of adhesion, storage stability, and handling of the curable composition. When two or more kinds of aminosilane coupling agents are used, the total content thereof may be within the above range.

[0097] <Rheology control agent> The composition according to one embodiment of the present invention may further contain a rheology control agent. The rheology control agent can improve the smoothness of the film surface. As the rheology control agent, acrylic, urea, urethane, amide, polyester, layered inorganic compound, etc. can be used. Among these, polyester rheology control agents such as "BYK R606 (polyhydroxycarboxylic acid ester)" manufactured by BYK Japan are preferred.

[0098] In one embodiment of the present invention, the rheology control agent is preferably contained in an amount of 0.1 to 10 parts by mass, more preferably 0.2 to 5 parts by mass, based on 100 parts by mass of the total of the polymer (A) and the polymer (B). When two or more kinds of rheology control agents are used, the total content thereof may be within the above range. When the rheology control agent is contained within the above range, a curable composition having excellent thixotropy and pseudoplasticity tends to be obtained.

[0099] [Uses of curable compositions and cured products] The composition according to one embodiment of the present invention has excellent storage stability due to the good compatibility of the polymer (A), the polymer (B) and the xylene resin (C), and has excellent coatability due to its high thixotropy. Furthermore, the cured product obtained from the composition has excellent mechanical properties such as breaking elongation and breaking strength.

[0100] The composition according to one embodiment of the present invention has good crosslinking properties, and therefore can be suitably used in applications where the composition is cured by crosslinking, or where the elasticity of the cured product is utilized. In the composition, it is considered that the group represented by the formula (1) in the polymer (A) is hydrolyzed by moisture present in the atmosphere or in the adherend to which the curable composition is applied to form a silanol group, and then the silanol groups are dehydrated and condensed to form a siloxane bond, thereby curing the composition. It is considered that the polymer (B) is cured by utilizing radiation such as ultraviolet light, whereby radicals are generated in the benzophenone group, etc., to abstract hydrogen from the polymer, and by a photodimerization reaction in the maleimide group, etc.

[0101] The composition of one embodiment of the present invention utilizes the different curing mechanisms of moisture curing and light curing, making it possible to create a difference in adhesive strength between the light-irradiated and non-irradiated surfaces of the composition. Although the detailed reaction mechanism is not clear, it is believed that the xylene resin (C) has light absorption in the long wavelength region from the ultraviolet region to the visible light region, which is not found in other tackifier resins, and this promotes a reaction due to a specific wavelength, and the photocuring of the composition progresses.

[0102] The composition of one embodiment of the present invention can be used, for example, in the form of a sheet prepared from a solution system or in the form of a hot melt (solvent-free system), and the form is not particularly limited. EXAMPLES

[0103] Hereinafter, one embodiment of the present invention will be described in more detail based on examples, but the present invention is not limited to these examples. In the following descriptions of the examples and comparative examples, "parts" refers to "parts by mass" unless otherwise specified.

[0104] [Polymer evaluation method] The methods for evaluating the various physical properties of the polymer are described below. <Number average molecular weight (Mn) and weight average molecular weight (Mw)> The number average molecular weight (Mn) and weight average molecular weight (Mw) of each polymer were analyzed by gel permeation chromatography (GPC) and calculated in terms of polystyrene under the following conditions. Equipment: GPC-8220 (Tosoh) Column: G7000HXL / 7.8mmID x 1 + GMHXL / 7.8mmID×2 + G2500HXL / 7.8mmID x 1 Medium: Tetrahydrofuran ·Flow rate: 1.0mL / min ·Concentration: 1.5mg / ml ·Injection volume: 300μL Column temperature: 40℃

[0105] <Glass transition temperature (Tg)> The glass transition temperature (Tg) of each polymer was measured using a differential scanning calorimeter (DSC) under the following conditions. Equipment: DSC7000X (Hitachi High-Tech Science) Temperature condition: -100℃ to 30℃ at 10℃ / min Sample container: Aluminum open cell Sample size: 5mg

[0106] <Silicon content> The silicon content of each polymer was measured by adding 7 mL of mixed acid containing hydrogen fluoride to 0.2 g of the polymer, wet ashing using a microwave decomposition apparatus (manufactured by Anton Paar Japan), adding ultrapure water to the ashed sample to make a constant volume of 50 mL, and then using an inductively coupled plasma atomic emission spectrometry (ICP-AES) under the following conditions. Equipment: ICPE-9000 (Shimadzu Corporation) High frequency power: 1.20kW Plasma gas: 10.00L / min Auxiliary gas: 0.60L / min Carrier gas: 0.70L / min Observation direction: Axial direction

[0107] [Evaluation method for xylene resin] <Acid value> After dissolving xylene resin in toluene so that the non-volatile content was 20% to obtain a xylene resin solution, 20 g of the solution was measured and the acid value was calculated using an automatic titrator AUT-501 (manufactured by DKK-TOA) in accordance with the potentiometric titration method of JIS K0070. The calculated acid value was divided by the non-volatile content of the xylene resin to obtain the acid value of the xylene resin. When the acid value was 0.08 mg KOH / g or less, it was determined to be below the lower limit of quantification. In addition, a solvent other than toluene that does not contain an acid may be used as the solvent for dissolving the xylene resin.

[0108] [Production Example 1] In a stainless steel flask equipped with a stirrer, a nitrogen gas inlet tube, a thermometer, and a reflux condenser, 74 parts of n-butyl acrylate, 25 parts of 2-ethylhexyl acrylate, and 1 part of 3-methacryloxypropylmethyldimethoxysilane were weighed, and after nitrogen replacement, the temperature was raised to 70°C. Next, while maintaining the contents in the flask at 75°C, 0.9 parts of 3-mercaptopropylmethyldimethoxysilane was added, and then 0.05 parts of 2,2'-azobisisobutyronitrile (AIBN) was added to start the reaction. 3 hours after the start of the reaction, 0.05 parts of AIBN was added. 6 hours after the start of the reaction, the mixture was distilled under reduced pressure at 110°C for 3 hours to obtain a (meth)acrylic polymer (A-1). The silicon content of the (meth)acrylic polymer (A-1) was 1,800 ppm, Mn was 18,000, Mw was 48,000, and Tg was -62°C.

[0109] [Manufacturing Examples 2 and 3] The same procedure as in Production Example 1 was carried out except that the raw material components used were changed as shown in Table 1, to obtain (meth)acrylic polymers (A-2) and (A-3).

[0110] [Table 1]

[0111] [Example 1] 50 parts of (meth)acrylic polymer (A-1), 50 parts of polymer (B) "acResin A260 UV" (manufactured by BASF), 60 parts of xylene resin (C) "Nikanol HP-100" (manufactured by Fudow), and 1 part of antioxidant "Adekastab AO-80" (manufactured by ADEKA) were weighed into a stainless steel container and mixed at 140°C for 30 minutes. Next, the temperature inside the container was increased to 110°C, and 1.3 parts of photosensitizer "Anthracure UVS-1101" (manufactured by Kawasaki Chemical Industries) and 8 parts of dehydrating agent "KBM-1003" (manufactured by Shin-Etsu Chemical Co., Ltd.) were added and mixed for 30 minutes. The obtained mixture was diluted and mixed with toluene so that the non-volatile content was 50%, and then 4 parts of a silane coupling agent having an amino group "KBM-603" (manufactured by Shin-Etsu Chemical Co., Ltd.) and 2 parts of a curing catalyst (D) "K-KAT 670" (manufactured by Kusumoto Chemicals Co., Ltd.) were added and mixed by stirring for 1 minute to obtain a curable composition. The obtained curable composition was applied onto a release-treated polyethylene terephthalate (PET) film so that the thickness after drying would be 100 μm, and the volatile components were removed by drying at 110° C. for 10 minutes. After aging for 30 minutes under conditions of 23° C. / 50% RH, a release-treated PET film was attached to the side of the cured product layer opposite to the release-treated PET film to obtain a cured product sheet having a cured product layer. Various evaluations were performed on the obtained cured product sheet. The various evaluation results are shown in Table 2. The evaluation method will be described later.

[0112] [Examples 2 to 9, Comparative Examples 1 to 4] Cured product sheets were obtained and various evaluations were carried out in the same manner as in Example 1, except that the blending compositions were changed as shown in Table 2. The results of the various evaluations are shown in Table 2.

[0113] [Method of evaluating the curable composition and the cured product] The methods for evaluating the physical properties of the curable composition and the cured product are described below. <Appearance> The appearance of the cured product sheets obtained in the Examples and Comparative Examples was evaluated visually.

[0114] <Mold releasability> For the cured product sheets obtained in the Examples or Comparative Examples, the presence or absence of transfer of the cured product onto the PET film when the PET film was peeled off was visually confirmed.

[0115] <Shear adhesive strength, cohesive failure rate> In accordance with JIS-K6850:1999 (Test method for tensile shear adhesive strength between adhesive and rigid adherend), the PET film on one side of the cured product sheet obtained in the Examples or Comparative Examples was peeled off, and a stainless steel (thickness 1 mm) test piece was attached to the exposed cured product layer so that the adhesion area was 12.5 mm x 25 mm. When irradiating with ultraviolet light, a light source with a dominant wavelength of 365 nm was used, and the cumulative illuminance was 2000 mJ / cm. 2 The unpeeled PET film side was irradiated with ultraviolet light so that the cured product layer was removed. Next, the other PET film was peeled off, and a stainless steel (thickness 1 mm) test piece was attached to the exposed cured product layer, and a 2 kg roller was rolled back and forth once to bond the test piece. After leaving the test piece for 20 minutes after bonding, a tensile test was performed on the obtained sample using a Shimadzu Corporation universal tensile tester AG-X at a tensile speed of 50 mm / min and 23°C in accordance with JIS K6850:1999 to measure the shear adhesive strength (maximum point stress). In addition, the cohesive failure rate (the ratio of the cohesive failure area to the total adhesive area) of each of the two stainless steel sheets was visually evaluated. For convenience, the stainless steel test piece to which the cured product sheet was attached first is called SUS (A), and the stainless steel test piece to which the cured product sheet was attached second is called SUS (B).

[0116] <Adhesive strength (180°Peel)> The PET film on one side of the cured product sheet obtained in the Examples or Comparative Examples was peeled off, and a PET film having a thickness of 125 μm was attached to the exposed cured product layer, and then the sheet was cut to a width of 20 mm. When irradiating with ultraviolet light, a light source with a dominant wavelength of 365 nm was used, and the cumulative irradiance was 2000 mJ / cm. 2The unpeeled PET surface was irradiated with ultraviolet light so that the surface was exposed. The other PET film was peeled off under conditions of 23°C / 50% RH, and a stainless steel plate was attached to the exposed surface of the cured layer, and a 2 kg roller was rolled back and forth once to press the sheet. After leaving the sheet to stand for 20 minutes after pressing, the cured sheet was peeled off from the stainless steel plate at a peeling speed of 300 mm / min under conditions of 23°C / 50% RH and a peeling angle of 180°, and the peeling force (adhesive force) of the cured sheet was measured using a Shimadzu Corporation universal tensile tester AG-X. The symbols af in the table mean that "interface peeling occurred", cf mean that "cohesive failure occurred", and cf,zip mean that "cohesive failure and zipping phenomenon occurred".

[0117] [Table 2]

[0118] In Table 2, details of each component used in the examples and comparative examples are as follows. ·Polymer (B): acResin A260 UV (BASF) (butyl acrylate copolymer with benzophenone group, Mn: 42,000, Mw: 182,000, Tg: -39℃) acResin A204 UV (BASF) (2-ethylhexyl acrylate copolymer with benzophenone group, Mn: 39,000, Mw: 191,000, Tg: -34℃) Xylene resin (C): Nikanol HP-100 (manufactured by Fudow) (alkylphenol modified xylene resin, acid value: 0.1 mg KOH / g or less (lower limit of determination)) Nikanol HP-210 (manufactured by Fudow) (alkylphenol modified xylene resin, acid value: 0.1 mg KOH / g or less (lower limit of determination)) Tackifying resin: Neopolymer E-100 (made by ENEOS) (aromatic petroleum resin) YS Polyster TH130 (manufactured by Yasuhara Chemical) (Terpene phenol resin) Mighty Ace K125 (manufactured by Yasuhara Chemical) (terpene phenol resin) FTR-6100 (Mitsui Chemicals) (aromatic hydrocarbon resin) Photosensitizers: Anthracure UVS-1101 (Kawasaki Chemical Industries, Ltd.) (organic compound photosensitizer) Antioxidants: Adeka STAB AO-80 (ADEKA) (hindered phenol antioxidant) Dehydrating agent: KBM-1003 (Shin-Etsu Chemical Co., Ltd.) (vinyltrimethoxysilane) Aminosilane (silane coupling agent): KBM-603 (Shin-Etsu Chemical Co., Ltd.) (N-2-(aminoethyl)-3-aminopropyltrimethoxysilane) ·Curing catalyst (D): K-KAT 670 (Kusumoto Chemicals) (Zinc carboxylate catalyst)

Claims

1. A (meth)acrylic polymer (A) having a group represented by the following formula (1), A polymer (B) having a radiation reactive group and a number average molecular weight of 10,000 to 1,000,000; Xylene resin (C) A curable composition comprising: The curable composition, wherein the polymer (B) is a polymer that does not have a group represented by the following formula (1) and has a benzophenone group as a radiation reactive group: Formula (1): -X-(CH 2 ) n -SiR 1 3 [In formula (1), n ​​is an integer of 1 to 3; 1 are independently an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or a hydroxyl group; R 1 At least one of the above is an alkoxy group or a hydroxyl group; X is -O-, -COO-, -S-, -N(R 2 )-,-CH(OH)-CH 2 -O-, -O-CO-NH- or -N(R 2 )-CO-N(R 3 )- is a divalent group represented by R 2 and R 3 is a hydrogen atom, a hydrocarbon group, or a halogenated hydrocarbon group; R 2 and R 3 may be the same or different.

2. The curable composition according to claim 1, comprising 1 to 90 parts by mass of the (meth)acrylic polymer (A), 10 to 99 parts by mass of the polymer (B), and 10 to 1,000 parts by mass of the xylene resin (C) (wherein the total amount of the polymer (A) and the polymer (B) is 100 parts by mass).

3. The curable composition according to claim 1, wherein the (meth)acrylic polymer (A) has a glass transition temperature of -80 to 100°C, a number average molecular weight of more than 1,000 and not more than 100,000, and contains 500 ppm or more of silicon element.

4. The curable composition according to claim 3 , wherein the number average molecular weight of the (meth)acrylic polymer (A) is smaller than the number average molecular weight of the polymer (B).

5. The curable composition according to claim 1 , wherein the polymer (B) is an acrylic polymer.

6. The curable composition according to claim 1 , wherein the xylene resin (C) has an acid value of 0.1 mgKOH / g or less.

7. The curable composition according to claim 1 , wherein the xylene resin (C) is an alkylphenol-modified xylene resin.

8. The curable composition according to claim 1 , further comprising a curing catalyst (D), said curing catalyst (D) being a non-tin based curing catalyst.

9. A cured product obtained from the curable composition according to any one of claims 1 to 8.

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