Curable composition and cured product

Abstract

To provide a curable composition that yields a cured product combining strength and elongation.SOLUTION: A curable composition according to one embodiment of the present invention comprises: component A: a (meth)acrylic polymer A having a silyl group; component B: a (meth)acrylic polymer B having a silyl group; component C: a polyfunctional amine; and component D: a curable catalyst, wherein component A and component B each have a silyl group with a different structure.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a curable composition and a cured product. [Background technology]

[0002] Polymer molecules having silyl groups form siloxane bonds with other polymer molecules through hydrolysis of the silyl groups. This crosslinking reaction produces a rubber-like cured product. Curable compositions containing such polymer molecules are used in sealants, adhesives, paints, etc. (see, for example, Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2023 / 048155 Summary of the Invention [Problem to be solved by the invention]

[0004] In the conventional techniques described above, there is a trade-off between the strength and elongation of the resulting cured product, and there is room for improvement.

[0005] An object of one aspect of the present invention is to provide a curable composition that gives a cured product that has both strength and elongation. [Means for solving the problem]

[0006] The curable composition according to one embodiment of the present invention contains the following components A to D: Component A: a (meth)acrylic polymer A having a silyl group; Component B: a (meth)acrylic polymer B having a silyl group; Component C: polyamine; Component D: Curing catalyst; The above component A is The molecule has an XY diblock structure having an X block and a Y block, or an XYX triblock structure, the number of repeating units derived from silyl group-containing (meth)acrylic acid ester monomers contained in the X block is more than 2.0 on average per molecule, the content of repeating units derived from silyl group-containing (meth)acrylic acid ester monomers contained in the Y block is 0% by weight or more and less than 5% by weight based on the weight of all repeating units contained in the Y block, The molecular weight distribution (Mw / Mn) is 1.8 or less, The silyl group contained in the silyl group-containing (meth)acrylic acid ester monomer has one or more silyl groups represented by the following formula (1) in the molecule: -C(=O)-O-(CH2) m -Si(R 1 ) 3-a (X) a (1) In formula (1), m is an integer from 1 to 10; R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R 1 is optionally substituted with a heteroatom-containing group; R in one silyl group 1 When multiple are included, they may be the same or different, R 1 may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3; The above component B is The compound has one or more silyl groups represented by the following formula (2) in the molecule: -W-(CH2) n -Si(R 2 )3-a (X) a (2) In formula (2), W is a divalent group other than CH2; n is an integer from 1 to 20, R 2 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R 2 is optionally substituted with a heteroatom-containing group; R in one silyl group 2 When multiple are included, they may be the same or different, R 2 may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3. Effect of the Invention

[0007] According to one aspect of the present invention, there is provided a curable composition which gives a cured product having both strength and elongation. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] An example of an embodiment of the present invention will be described in detail below, but the present invention is not limited to the following embodiments and may be modified in various ways within the scope of the claims. An embodiment that combines technical means described in different embodiments is also included in the technical scope of the present invention.

[0009] Unless otherwise specified in this specification, "A to B" representing a numerical range means "A or more and B or less." In this specification, "(meth)acrylic" means "acrylic and / or methacrylic."

[0010] The curable composition according to one embodiment of the present invention includes component A: a (meth)acrylic polymer A having a silyl group, component B: a (meth)acrylic polymer B having a silyl group, component C: a polyamine, and component D: a curing catalyst. The curable composition may include component E: a polyoxyalkylene polymer having a silyl group as an optional component. The curable composition may include additives other than those described above.

[0011] 1. Components of the Curable Composition [1.1. Component A: (meth)acrylic polymer A having a silyl group] Component A is a (meth)acrylic polymer A having a silyl group. Component A has a silyl group derived from a silyl group-containing (meth)acrylic ester monomer. Component A has an X block having a high frequency of silyl groups and a Y block having a low frequency of silyl groups. Component A can be polymerized, for example, by changing the monomer composition during polymerization.

[0012] [1.1.1. Structure of component A] Component A has an X block and a Y block, and contains an XY diblock structure or an XYX triblock structure in the molecule. The structure of the entire molecule of component A is not particularly limited as long as it contains an XY diblock structure or an XYX triblock structure, and may be, for example, an XYXY tetrablock structure.

[0013] Here, the term "XYX triblock structure" means the "ABA triblock structure" generally known among those skilled in the art. The ratio of X / Y in component A is preferably from (5 / 95) to (60 / 40), more preferably from (15 / 85) to (40 / 60).

[0014] In one embodiment, the molecule of component A has an XY diblock structure. In the molecule of the XY diblock structure, the X block can be a region of 40% or less, 30% or less, or 25% or less from one end of the molecule (all repeating units contained in the molecule are taken as 100%). Here, the X block is the block on the side where silyl groups are distributed in a relatively large amount.

[0015] In one embodiment, the molecule of component A has an XYX triblock structure. In the molecule of the XYX triblock structure, the X blocks can be 40% or less, 30% or less, or 25% or less of the region from the ends of the molecule (all repeat units contained in the molecule are taken as 100%). Here, the X blocks are blocks located at both ends of the molecule.

[0016] Component A has a repeating unit derived from a silyl group-containing (meth)acrylic acid ester monomer. The repeating unit derived from a silyl group-containing (meth)acrylic acid ester monomer is contained relatively more in the X block. Specifically, the repeating unit derived from a silyl group-containing (meth)acrylic acid ester monomer contained in the X block is more than 2.0 on average per molecule. When component A has two or more X blocks in one molecule, the total number of repeating units derived from a silyl group-containing (meth)acrylic acid ester monomer contained in the multiple X blocks is more than 2.0 on average. On the other hand, the repeating unit derived from a silyl group-containing (meth)acrylic acid ester monomer contained in the Y block is 0% by weight or more and less than 5% by weight based on the weight of all repeating units contained in the Y block.

[0017] The repeating units derived from the silyl group-containing (meth)acrylic acid ester monomer contained in the X block are more than 2.0 on average per molecule, preferably 2.1 or more, more preferably 2.2 or more, even more preferably 2.3 or more, and particularly preferably 2.5 or more. Similarly, the repeating units derived from the silyl group-containing (meth)acrylic acid ester monomer contained in the X block are preferably 0.5% by weight or more, more preferably 2.0% by weight or more, and even more preferably 3.0% by weight or more, based on the weight of all repeating units contained in the X block. The upper limit of the repeating units derived from the silyl group-containing (meth)acrylic acid ester monomer contained in the X block is preferably 90% by weight or less, more preferably 60% by weight or less, and even more preferably 30% by weight or less.

[0018] The upper limit of the repeating units derived from the silyl group-containing (meth)acrylic acid ester monomer contained in the Y block is less than 5% by weight, preferably 4% by weight or less, more preferably 3% by weight or less, even more preferably 2% by weight or less, and particularly preferably 1% by weight or less, based on the weight of all repeating units contained in the Y block. The lower limit of the repeating units derived from the silyl group-containing (meth)acrylic acid ester monomer contained in the Y block is preferably 0% by weight or more, more preferably more than 0% by weight, based on the weight of all repeating units contained in the Y block.

[0019] The number of silyl groups introduced into component A is 1.0 or more, preferably 1.2 or more, more preferably 1.3 or more, on average, in the whole molecule. In one embodiment, the number of silyl groups introduced into component A is more than 2.0, preferably 2.2 or more, more preferably 2.6 or more, even more preferably 3.0 or more, and particularly preferably 3.4 or more, on average, in the whole molecule. The upper limit of the number of silyl groups introduced into the (meth)acrylic polymer is preferably 10.0 or less, more preferably 8.0 or less, even more preferably 6.0 or less, and particularly preferably 5.0 or less. If the number of silyl groups is within the above range, a curable composition and a cured product with good physical properties can be obtained.

[0020] Specific examples of silyl group-containing (meth)acrylic acid ester monomers include 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, and 3-acryloxypropyltrimethoxysilane.

[0021] Component A may contain a repeating unit derived from a (meth)acrylic monomer having a long side chain. In this specification, the term "(meth)acrylic monomer having a long side chain" refers to a repeating unit derived from a (meth)acrylic monomer having a long side chain, represented by the formula: CH2=C(R 4 )COOR 5 In the formula, R 4 R is a hydrogen atom or a methyl group.5 is a group having 9 or more carbon atoms.

[0022] The content of the repeating unit derived from the (meth)acrylic monomer having a long side chain is preferably 1% by weight or more of all the constitutional units contained in Component A. Component A containing such a repeating unit may improve the compatibility with the polyoxyalkylene polymer and improve the physical properties of the obtained cured product. The upper limit of the content of the repeating unit derived from the (meth)acrylic monomer having a long side chain is preferably 5% by weight or less, more preferably 3% by weight or less. If the content is within the above range, the production cost of Component A does not increase excessively.

[0023] Examples of (meth)acrylic monomers having a long side chain include nonyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, dodecyl (meth)acrylate, tridecyl (meth)acrylate, tetradecyl (meth)acrylate, pentadecyl (meth)acrylate, hexadecyl (meth)acrylate, heptadecyl (meth)acrylate, octadecyl (meth)acrylate, icosyl (meth)acrylate, docosyl (meth)acrylate, oleyl (meth)acrylate, linoleyl (meth)acrylate, and isobornyl (meth)acrylate.

[0024] Among the above-mentioned monomers, one or more selected from octadecyl (meth)acrylate, oleyl (meth)acrylate, and linoleyl (meth)acrylate are preferred. These monomers have the advantage of being liquid at room temperature and having high polymerization stability. In addition, by blending these monomers, a (meth)acrylic acid-based polymer having high compatibility with a polyoxyalkylene-based polymer can be obtained.

[0025] In this specification, the term "(meth)acrylic monomer having a non-long side chain" refers to a (meth)acrylic monomer having a non-long side chain in the above formula, R 5represents a monomer having 8 or less carbon atoms. Examples of such monomers include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, heptyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 2-butoxyethyl (meth)acrylate, isopropoxyethyl (meth)acrylate, benzyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2,2,2-trifluoroethyl (meth)acrylate, glycidyl (meth)acrylate, 1-ethylcyclopentyl ether (meth)acrylate, and dimethylaminoethyl (meth)acrylate.

[0026] Among the above-mentioned monomers, one or more selected from methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate are preferred. These monomers have low procurement costs and are suitable for the purpose of reducing the production cost of component A.

[0027] Furthermore, from the viewpoint of the glass transition point, one or more types selected from n-butyl acrylate and 2-ethylhexyl acrylate are preferred. Component A obtained from these monomers has a low glass transition point and a low viscosity of the polymer. Therefore, a curable composition that is easy to use in a low temperature environment can be obtained.

[0028] Component A may have a repeating unit derived from a monomer other than a (meth)acrylic acid ester monomer. The proportion of the repeating unit derived from a (meth)acrylic acid ester monomer in Component A is preferably 50% by weight or more, more preferably 70% by weight or more, and even more preferably 90% by weight or more of the total weight of Component A. [1.1.2. Silyl group possessed by component A] The silyl group contained in Component A is derived from a silyl group-containing (meth)acrylic acid ester monomer and is therefore represented by the following general formula (1). -C(=O)-O-(CH2) m -Si(R 1 ) 3-a (X) a (1)

[0029] In formula (1), m is an integer of 1 to 10. Preferably, m is 2, 3 or 4. More preferably, m is 3.

[0030] In formula (1), R 1 R represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms. The number of carbon atoms in the hydrocarbon group is preferably 1 to 10, and more preferably 1 to 5. 1 may be substituted with a heteroatom-containing group. Examples of heteroatoms include oxygen, nitrogen, ion, phosphorus, and halogen atoms (fluorine, chlorine, bromine, and iodine). In one embodiment, R 1 is a hydrogen atom, a methyl group, or an ethyl group. 1 When multiple silyl groups are contained in one molecule of component A, they may be the same or different. 1 may be different for each silyl group.

[0031] In formula (1), X represents a hydroxyl group or a hydrolyzable group. Examples of the hydrolyzable group include an alkoxy group, an oxime group, and an acetoxy group. In one embodiment, X is a hydroxyl group, a methoxy group, an ethoxy group, or an isopropoxy group. When a single silyl group contains multiple Xs, they may be the same or different. When a single molecule of component A contains multiple silyl groups, Xs may be different for each silyl group.

[0032] In formula (1), a is 1, 2 or 3.

[0033] The specific structure of the (meth)acrylic acid ester monomer containing a silyl group of formula (1) is as follows: 4 is hydrogen or a methyl group. The other symbols are as defined above. H2C=C(R 4 )C(=O)-O-(CH2) m -Si(R 1 ) 3-a (X) a

[0034] [1.1.3. Physical properties of component A] In one embodiment, the lower limit of the number average molecular weight of component A is preferably 2,000 or more, more preferably 10,000 or more, and even more preferably 15,000 or more. The upper limit of the number average molecular weight of component A is preferably 50,000 or less, more preferably 30,000 or less, and even more preferably 20,000 or less. When the number average molecular weight of component A is within the above range, the viscosity of the curable composition does not become too high, and sufficient workability can be ensured.

[0035] In one embodiment, the molecular weight distribution of component A is 1.8 or less, preferably 1.5 or less, 1.4 or less, 1.3 or less, or 1.2 or less. If the molecular weight distribution is within the above range, the viscosity of the polymer tends to decrease and the workability tends to improve. The molecular weight distribution is a value given by "weight average molecular weight ÷ number average molecular weight".

[0036] The weight average molecular weight and number average molecular weight are measured by gel permeation chromatography (GPC). For GPC measurement, chloroform is used as the mobile phase and a polystyrene gel column is used as the stationary phase. The molecular weight obtained by measurement is the molecular weight converted into standard polystyrene.

[0037] [1.1.4. Manufacturing method of component A] The polymerization method of component A is not particularly limited, and known polymerization methods can be used (radical polymerization method, cationic polymerization method, anionic polymerization method, etc.). The polymerization method called SGO (Solid Grade Oligomer; high temperature continuous bulk polymerization) is preferred because it is a method that can obtain component A without using a polymerization solvent, a polymerization initiator, a chain transfer agent, etc. A living polymerization method is preferred because it can introduce a functional group near the end of the polymer molecule and can synthesize component A with a small molecular weight distribution. Examples of living polymerization methods include living radical polymerization method, living cationic polymerization method, and living anionic polymerization method, and among them, living radical polymerization method is suitable for polymerization of (meth)acrylic monomers. Examples of living radical polymerization methods include the following. Atom Transfer Radical Polymerization (ATRP) (see J. Am. Chem. Soc. 1995, 117, 5614; Macromolecules. 1995, 28, 1721) Single Electron Transfer Polymerization (SET-LRP (see J. Am. Chem. Soc. 2006, 128, 14156; JPSChem 2007, 45, 1607)) Reversible Chain Transfer Catalyzed Polymerization (RTCP) (see "Living Radical Polymerization Controlled by Organic Catalysts" Polymer Journal Vol. 68, 223-231 (2011); JP Patent Publication No. 2014-111798) Reversible addition-fragmentation chain transfer polymerization (RAFT polymerization) Nitroxy radical method (NMP method) Polymerization using organotellurium compounds (TERP method) · Polymerization method using organoantimony compounds (SBRP method) Polymerization method using organobismuth compounds (BIRP method) -Iodine transfer polymerization method

[0038] An example of a method for introducing a silyl group into component A is the method described in JP 2018-162394 A. The method disclosed in the document introduces a silyl group into component A by copolymerizing a (meth)acrylic acid ester monomer and a silyl group-containing (meth)acrylic acid ester monomer. More specifically, a silyl group is introduced near the terminal of the component A molecule by controlling the input amount of the silyl group-containing (meth)acrylic acid ester monomer according to the progress stage of the living polymerization. The silyl group-containing component A obtained by these methods has a silyl group locally at or near the terminal of the molecule.

[0039] [1.2. Component B: (meth)acrylic polymer B having a silyl group] Component B is a (meth)acrylic polymer B having a silyl group. Component B has a silyl group with a structure different from that of component A. This silyl group is preferably located at the main chain terminal of component B. Component B can be synthesized, for example, by reacting a silyl group-containing compound with a double bond introduced into a (meth)acrylic polymer chain.

[0040] [1.2.1. Structure of component B] Component B has a main chain derived from a (meth)acrylic acid ester monomer and a silyl group represented by the formula (2) described below. In one embodiment, the silyl group is located at the end of the main chain.

[0041] Examples of the (meth)acrylic acid ester monomers that serve as the raw material for the main chain of component B include the (meth)acrylic acid ester monomers listed in section [1.1.1.]. The monomers that serve as the raw material for component B are preferably methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, and stearyl (meth)acrylate. By using such monomers as raw materials, the heat resistance and weather resistance of the cured product tend to be improved.

[0042] Component B may contain a repeating unit derived from a (meth)acrylic monomer having a long side chain. In this specification, the term "(meth)acrylic monomer having a long side chain" refers to a repeating unit derived from a (meth)acrylic monomer having a long side chain, represented by the formula: CH2=C(R 4 )COOR 5 In the formula, R 4 R is a hydrogen atom or a methyl group. 5 is a group having 9 or more carbon atoms. Examples of such monomers and suitable types of monomers are described in Section [1.1.1.].

[0043] The content of the repeating unit derived from the (meth)acrylic monomer having a long side chain is preferably 1% by weight or more of all the constitutional units contained in Component B. Component B containing such a repeating unit may improve the compatibility with the polyoxyalkylene polymer and improve the physical properties of the obtained cured product. The upper limit of the content of the repeating unit derived from the (meth)acrylic monomer having a long side chain is preferably 5% by weight or less, more preferably 3% by weight or less. If the content is within the above range, the production cost of Component B does not increase excessively.

[0044] Other examples and suitable types of (meth)acrylic acid ester monomers that can constitute Component B are as described in Section [1.1.1.].

[0045] [1.2.2. Silyl group possessed by component B] The silyl group contained in Component B is represented by the following general formula (2). -W-(CH2) n -Si(R 2 ) 3-a (X) a (2)

[0046] In formula (2), W is a divalent group other than CH2. The number of carbon atoms contained in W is, for example, 1 to 30, 1 to 20, 1 to 10, or 1 to 5.

[0047] In formula (2), n is an integer of 1 to 20. Preferably, n is an integer of 5 to 20. More preferably, n is an integer of 5 to 7. Particularly preferably, n is 6.

[0048] In formula (2), R 2 R represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms. The number of carbon atoms in the hydrocarbon group is preferably 1 to 10, and more preferably 1 to 5. 2 may be substituted with a heteroatom-containing group. Examples of heteroatoms include oxygen, nitrogen, ion, phosphorus, and halogen atoms (fluorine, chlorine, bromine, and iodine). In one embodiment, R 2 is a hydrogen atom, a methyl group, or an ethyl group. 2 When multiple silyl groups are contained in one molecule of component B, they may be the same or different. 2 may be different for each silyl group.

[0049] In formula (2), X represents a hydroxyl group or a hydrolyzable group. Examples of the hydrolyzable group include an alkoxy group, an oxime group, and an acetoxy group. In one embodiment, X is a hydroxyl group, a methoxy group, an ethoxy group, or an isopropoxy group. Preferably, X is a hydroxyl group. When a single silyl group contains multiple Xs, they may be the same or different. When a single molecule of component A contains multiple silyl groups, Xs may be different for each silyl group.

[0050] In formula (2), a is 1, 2 or 3.

[0051] The number of silyl groups contained in component B is, on average, 1.0 or more, preferably 1.2 or more, and more preferably 1.4 or more per molecule. The upper limit of the number of silyl groups contained in component B can be 2. If the number of silyl groups is within the above range, the silyl groups are sufficiently crosslinked with each other by moisture, and a cured product with sufficient strength can be obtained.

[0052] [1.2.3. Physical properties of component B] In one embodiment, the lower limit of the number average molecular weight of component B is preferably 2,000 or more, more preferably 10,000 or more, and even more preferably 15,000 or more. The upper limit of the number average molecular weight of component B is preferably 50,000 or less, more preferably 30,000 or less, and even more preferably 20,000 or less. When the number average molecular weight of component B is within the above range, the viscosity of the curable composition does not become too high, and sufficient workability can be ensured.

[0053] In one embodiment, the molecular weight distribution of component B is 1.8 or less, preferably 1.5 or less, 1.4 or less, 1.3 or less, or 1.2 or less. If the molecular weight distribution is within the above range, the viscosity of the polymer tends to decrease and the workability tends to improve. The molecular weight distribution is a value given by "weight average molecular weight / number average molecular weight".

[0054] The weight average molecular weight and number average molecular weight can be measured, for example, by gel permeation chromatography (GPC). For GPC measurement, chloroform can be used as the mobile phase and a polystyrene gel column can be used as the stationary phase. These molecular weights can be calculated in terms of polystyrene.

[0055] [1.2.4. Manufacturing method of component B] Examples of the method for producing the main chain of component B and a suitable method for producing the main chain are as described in Section [1.1.4.].

[0056] An example of a method for introducing a silyl group into component B is the method described in JP 2010-229236 A. The method disclosed in the document involves mixing a (meth)acrylic polymer into which an alkenyl group has been introduced, a hydrosilane compound, and a platinum catalyst, thereby introducing the silyl group contained in the hydrosilane compound into the (meth)acrylic polymer. The document also discloses a method for introducing an alkenyl group into the terminal of the molecular chain of a (meth)acrylic polymer. By utilizing this method, a (meth)acrylic polymer having a silyl group at one or both terminals of the molecular chain can be obtained. In addition, if an alkenyl group is introduced into the middle of the molecular chain of a (meth)acrylic polymer by a known means, a (meth)acrylic polymer having a silyl group in the middle of the molecular chain can be obtained.

[0057] A more specific example of a method for introducing a silyl group includes a method having the following steps. 1. A compound having an alkenyl group at its terminal is introduced into a (meth)acrylic polymer (in one embodiment, the compound is introduced into the main chain terminal of the (meth)acrylic polymer). As a result, the following structure is introduced into the (meth)acrylic polymer. -W-(CH2) n-2 CH=CH2 2. The silicon compound is reacted with the alkenyl group introduced into the (meth)acrylic polymer via the hydrosilyl group (this silicon compound has a hydrolyzable group), whereby the following structure (structure of general formula 2) is introduced into the (meth)acrylic polymer. -W-(CH2) n -Si(R 2 ) 3-a (X) a 3. The hydrolyzable groups are hydrolyzed to convert them to silanol groups, thereby introducing the following structure into the (meth)acrylic polymer: -W-(CH2) n -Si(R 2 ) 3-a (OH) a [1.3. Component C: Polyamine]

[0058] Component C is a polyamine. A polyamine is a compound having a total of two or more amino groups or substituted amino groups. Examples of component C include compounds having two amino groups or substituted amino groups (ethylenediamine, trimethylenediamine, tetramethylenediamine, pentamethylenediamine, hexamethylenediamine, etc.); compounds having three amino groups or substituted amino groups (diethylenetriamine, pentamethyldiethylenetriamine, ethyleneimine trimer, etc.); compounds having four or more amino groups or substituted amino groups (triethylenetetramine, N,N'-bis(3-aminopropyl)butane-1,4-diamine, ethyleneimine tetramer, etc.). Component C may be a polymer having many amino groups or substituted amino groups.

[0059] [1.4. Component D: Curing catalyst] Examples of the curing catalyst include tin-based curing catalysts. Specific examples of the tin-based curing catalyst include dialkyltin carboxylates (dibutyltin dilaurate, dibutyltin diacetate, dibutyltin diethylhexanolate, dibutyltin dioctate, dibutyltin dimethyl maleate, dibutyltin diethyl maleate, dibutyltin dibutyl maleate, dibutyltin diisooctyl maleate, dibutyltin ditridecyl maleate, dibutyltin dibenzyl maleate, dibutyltin maleate, dioctyltin diacetate, dioctyltin distearate, dioctyltin dilaurate, dioctyltin diethyl maleate, dioctyltin diisooctyl maleate, etc.); dialkyltin oxides (dibutyltin oxide, dioctyltin oxide, a mixture of dibutyltin oxide and phthalic acid ester, etc.); tetravalent tin compounds (dialkyltin oxide, dialkyltin diacetate, etc.) and silyl group-containing low molecular weight silicon divalent tin compounds (such as tin octoate, tin naphthenate, and tin stearate); monoalkyltin compounds (such as monobutyltin compounds (such as monobutyltin tris-octoate and monobutyltin triisopropoxide), and monooctyltin compounds); reaction products or mixtures of amine compounds and organic tin compounds (such as reaction products or mixtures of laurylamine and tin octoate); chelate compounds (such as dibutyltin bisacetylacetonate, dioctyltin bisacetylcetonate, dibutyltin bisethylacetonate, and dioctyltin bisethylacetonate); and tin alcoholates (such as dibutyltin dimethylate, dibutyltin diethylate, dioctyltin dimethylate, and dioctyltin diethylate).

[0060] Among these, chelate compounds (such as dibutyltin bisacetylacetonate) and tin alcoholates are preferred because they have high activity as silanol condensation catalysts, and dibutyltin dilaurate is preferred because it causes little coloring when added to a curable composition, is inexpensive, and is easily available.

[0061] [1.5. Component E: Polyoxyalkylene polymer having silyl group] [1.5.1. Main chain of component E] The molecular structure of component E may be linear or branched. It may also be a mixture of molecules having these structures. Among these, a main chain derived from one or more selected from the group consisting of polyoxypropylene diol and polyoxypropylene triol is particularly preferred.

[0062] Examples of the main chain structure of component E include structures represented by the following general formula: 6 is a divalent alkylene group. -R 6 -O-

[0063] The structure represented by the above general formula preferably accounts for 50% by weight or more of the total weight of component E, more preferably 70% by weight or more, and even more preferably 90% by weight or more.

[0064] R 6 The structure of R is not particularly limited as long as it is a divalent alkylene group. 6 is preferably an alkylene group having 1 to 14 carbon atoms, and more preferably a linear or branched alkylene group having 2 to 4 carbon atoms.

[0065] Specific examples of the repeating unit represented by the above general formula include -CH2O-, -CH2CH2O-, -CH2CH(CH3)O-, -CH2CH(C2H5)O-, -CH2C(CH3)2O-, and -CH2CH2CH2CH2O-. Among these, it is preferable that the main chain of component E is polypropylene oxide consisting of -CH2CH(CH3)O-.

[0066] [1.5.2. Silyl group contained in component E] In one embodiment, the structure of the silyl group contained in Component E is represented by the following general formula (3). -Si(R 3 ) 3-a (X) a

[0067] In formula (3), R 3 R represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms. The number of carbon atoms in the hydrocarbon group is preferably 1 to 10, and more preferably 1 to 5. 3 may be substituted with a heteroatom-containing group. Examples of heteroatoms include oxygen, nitrogen, ion, phosphorus, and halogen atoms (fluorine, chlorine, bromine, and iodine). In one embodiment, R 3 is an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms. 3 When multiple silyl groups are contained in one molecule of component C, they may be the same or different. When multiple silyl groups are contained in one molecule of component C, R 3 may be different for each silyl group.

[0068] In formula (3), X represents a hydroxyl group or a hydrolyzable group. Examples of the hydrolyzable group include an alkoxy group, an oxime group, and an acetoxy group. In one embodiment, X is a hydroxyl group, a methoxy group, an ethoxy group, or an isopropoxy group. When a single silyl group contains multiple Xs, they may be the same or different. When a single molecule of component A contains multiple silyl groups, Xs may be different for each silyl group.

[0069] In formula (3), a is 1, 2 or 3.

[0070] Examples of the silyl group contained in Component E include a dimethoxysilyl group, a trimethoxysilyl group, a diethoxysilyl group, a triethoxysilyl group, a triisopropoxysilyl group, a dimethoxymethylsilyl group, a diethoxymethylsilyl group, and a diisopropoxymethylsilyl group.

[0071] The number of silyl groups introduced into Component E per molecule is preferably more than 1.2, more preferably from 1.2 to 4.0, and even more preferably from 1.5 to 2.5. When the number of silyl groups is within the above range, good curability can be imparted to the curable composition.

[0072] In addition to the above, it is also possible to use a polyalkylene polymer having only one silyl group at the end. When used in combination with the above polymer, it is possible to replace the plasticizer component. Furthermore, it is possible to use a polyalkylene polymer obtained by the synthesis method described in JP 2021-75722 A.

[0073] The silyl groups in Component E are preferably located at one or more molecular ends, and more preferably at two or more molecular ends. If the silyl groups are located at the molecular ends, good elongation can be imparted to the cured product.

[0074] Component E may be a commercially available product. Examples of commercially available components E include Kaneka MS Polymer (registered trademark) S810, S257, and S327 (all manufactured by Kaneka Corporation); Silyl (registered trademark) SAX220, SAT400, SAX510, SAX520, SAX580, SAX750, and SAT145 (all manufactured by Kaneka Corporation); Exestar (registered trademark) ES-S2410, ES-S2420, and ES-S3630 (all manufactured by AGC Corporation); and HMS-1603 and HMS-1207 (all manufactured by Huangma Technology Co., Ltd.).

[0075] [1.5.4. Physical properties of component E] The lower limit of the number average molecular weight of component E is not particularly limited, and is preferably at least 2,000, more preferably at least 10,000, and even more preferably at least 20,000. The upper limit of the number average molecular weight of component E is preferably at most 50,000, and more preferably at most 30,000.

[0076] The molecular weight distribution of Component E is preferably 1.6 or less, more preferably 1.5 or less, and even more preferably 1.2 or less. If the molecular weight distribution is too large, the viscosity of the curable composition increases, and workability tends to decrease.

[0077] Such a component E can be obtained by the method described in

[0011] to

[0058] of JP 2021-55010 A.

[0078] [1.6. Other ingredients] The curable composition may contain various additives in addition to the above-mentioned components. By including these additives, it is possible to adjust various physical properties of the curable composition and the cured product. Examples of additives include the following. These additives may be used alone or in combination of two or more.

[0079] (Adhesion promoter) The curable composition may contain an adhesion promoter. By adding an adhesion promoter, the risk of the sealant peeling off from the adherend such as a siding board can be reduced (this peeling occurs when the joint width changes due to an external force). In addition, there may be cases where the need to use a primer to improve adhesion is eliminated. In this case, simplification of the construction work is expected.

[0080] An example of an adhesion promoter is a silane coupling agent. Specific examples of silane coupling agents include isocyanate group-containing silanes (γ-isocyanate propyl trimethoxysilane, γ-isocyanate propyl triethoxysilane, γ-isocyanate propyl methyl diethoxysilane, γ-isocyanate propyl methyl dimethoxysilane, etc.); amino group-containing silanes (γ-aminopropyl trimethoxysilane, γ-aminopropyl triethoxysilane, γ-aminopropyl methyl dimethoxysilane, γ-aminopropyl methyl diethoxysilane, N-(β-aminoethyl)-γ-aminopropyl trimethoxysilane, N-(β-aminoethyl)-γ-aminopropyl methyl dimethoxysilane, N-(β-aminoethyl)-γ-aminopropyl triethoxysilane, N-(β-aminoethyl)-γ-aminopropyl methyl diethoxysilane, γ-ureidopropyl trimethoxysilane, N-phenyl-γ-aminopropyl trimethoxysilane, N-benzyl-γ-aminopropyl trimethoxysilane, silane, N-vinylbenzyl-γ-aminopropyltriethoxysilane, etc.); mercapto group-containing silanes (γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropylmethyldiethoxysilane, etc.); carboxysilanes (β-carboxyethyltriethoxysilane, β-carboxyethylphenylbis(2-methoxyethoxy)silane, N-(β-carboxymethyl)aminoethyl-γ-aminopropyltrimethoxysilane, etc.); vinyl-type unsaturated group-containing silanes (vinyltrimethoxysilane, vinyltriethoxysilane, γ-methacryloyloxypropylmethyldimethoxysilane, γ-acroyloxypropylmethyltriethoxysilane, etc.); halogen-containing silanes (γ-chloropropyltrimethoxysilane, etc.); isocyanurate silanes (tris(trimethoxysilyl)isocyanurate, etc.).In addition, derivatives obtained by modifying silane coupling agents, such as amino-modified silyl polymers, silylated amino polymers, unsaturated aminosilane complexes, phenylamino long-chain alkylsilanes, aminosilylated silicones, and silylated polyesters, can also be used as silane coupling agents.

[0081] The content of the adhesion promoter is preferably 0.1 to 20 parts by weight, and more preferably 0.5 to 10 parts by weight, relative to 100 parts by weight of the total content of Components A, B and E.

[0082] (filling material) The curable composition may contain a filler. Examples of the filler include wood flour, reinforcing fillers (pulp, cotton chips, asbestos, mica, walnut shell powder, rice husk powder, graphite, white clay, silica (fumed silica, precipitated silica, crystalline silica, fused silica, dolomite, silicic anhydride, hydrated silicic acid, etc.), carbon black, etc.), fillers (heavy calcium carbonate, colloidal calcium carbonate, magnesium carbonate, diatomaceous earth, calcined clay, clay, talc, titanium oxide, bentonite, organic bentonite, ferric oxide, red iron oxide, fine aluminum powder, flint powder, zinc oxide, activated zinc oxide, zinc powder, zinc carbonate, shirasu balloon, etc.), and fibrous fillers (asbestos, glass fiber and glass filament, carbon fiber, Kevlar fiber, polyethylene fiber, etc.).

[0083] The content of the filler is preferably 5 to 5000 parts by weight, more preferably 10 to 2500 parts by weight, and particularly preferably 15 to 1500 parts by weight, relative to 100 parts by weight of the total content of components A, B and E.

[0084] (Plasticizer) The curable composition may contain a plasticizer. The use of a plasticizer in combination with a filler increases the elongation of the cured product and allows the incorporation of a large amount of filler.

[0085] Examples of plasticizers include phthalates (dibutyl phthalate, diheptyl phthalate, di(2-ethylhexyl) phthalate, diisodecyl phthalate, butyl benzyl phthalate, etc.); non-aromatic dibasic acid esters (dioctyl adipate, dioctyl sebacate, dibutyl sebacate, isodecyl succinate, etc.); aliphatic esters (butyl oleate, methyl acetylricinoleate, etc.); esters of polyalkylene glycols (diethylene glycol dibenzoate, triethylene glycol dibenzoate, pentaerythritol esters, etc.); phosphate esters (tricresyl phosphate, tributyl phosphate, etc.); trimellitic acid esters, polystyrenes (polystyrene, poly-α-methylstyrene, etc.); polybutadiene; polybutene; polyisobutylene; butadiene. Examples of suitable plasticizers include diene-acrylonitrile, polychloroprene, chlorinated paraffins, hydrocarbon oils (alkyldiphenyls, partially hydrogenated terphenyls, etc.), process oils, polyethers (polyether polyols (polyethylene glycol, polypropylene glycol, polytetramethylene glycol, etc.), and derivatives in which the hydroxyl groups of polyether polyols are converted to ester groups, ether groups, etc.), polyester plasticizers obtained from dibasic acids and dihydric alcohols (polyesters obtained from sebacic acid, adipic acid, azelaic acid, phthalic acid, etc., and ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, etc.), and vinyl polymers (obtained by polymerizing vinyl monomers such as acrylic plasticizers by various methods).

[0086] Acrylic plasticizers can be produced by high-temperature continuous polymerization without using solvents and chain transfer agents (see U.S. Pat. No. 4,414,370, JP-A-59-6207, JP-B-5-58005, JP-A-1-313522, and U.S. Pat. No. 5,010,166). Specific examples of acrylic plasticizers include ARUFON UP-1000, UP-1020, and UP-1110 (all from Toagosei Co., Ltd.), JDX-P1000, JDX-P1010, and JDX-P1020 (all from Johnson Polymer Co., Ltd.).

[0087] The content of the plasticizer is preferably 5 to 800 parts by weight, more preferably 10 to 600 parts by weight, and further preferably 10 to 500 parts by weight, relative to 100 parts by weight of the total content of Components A, B, and E.

[0088] (Physical property adjuster) The curable composition may contain a physical property modifier that adjusts the tensile properties of the cured product. By using the physical property modifier, it is possible to increase the hardness of the cured product, or conversely, to decrease the hardness of the cured product and increase the elongation.

[0089] Examples of physical property adjusters include alkylalkoxysilanes (methyltrimethoxysilane, dimethyldimethoxysilane, trimethylmethoxysilane, n-propyltrimethoxysilane, etc.); alkylisopropenoxysilanes (dimethyldiisopropenoxysilane, methyltriisopropenoxysilane, etc.); alkoxysilanes having functional groups (vinyldimethylmethoxysilane, γ-aminopropyltrimethoxysilane, N-(β-aminoethyl)aminopropylmethyldimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropylmethyldimethoxysilane, etc.); silicone varnishes; and polysiloxanes.

[0090] The content of the physical property adjusting agent is preferably 0.1 to 80 parts by weight, and more preferably 0.1 to 50 parts by weight, relative to 100 parts by weight of the total content of Components A, B and E.

[0091] (Thixotropic agent (anti-sagging agent)) The curable composition may contain a thixotropic agent (anti-sagging agent) to prevent sagging and improve workability.

[0092] Examples of the thixotropic agent include polyamide waxes; hydrogenated castor oil derivatives; and metal soaps (calcium stearate, aluminum stearate, barium stearate, etc.).

[0093] The content of the thixotropy-imparting agent is preferably 0.1 to 50 parts by weight, and more preferably 0.2 to 25 parts by weight, relative to 100 parts by weight of the total content of Components A, B and E.

[0094] (light curing substance) The curable composition may contain a photocurable substance. A photocurable substance is a substance that undergoes a chemical change in a short time by the action of light, resulting in a change in physical properties (such as curing). By including a photocurable substance, the tackiness (residual tack) of the surface of the cured product can be reduced. A typical photocurable substance can be cured by leaving it at room temperature for one day in a sunny position indoors (such as near a window). Many photocurable substances are known, such as organic monomers, oligomers, resins, and compositions containing these, and the types are not particularly limited. Examples of photocurable substances include unsaturated acrylic compounds, polyvinyl cinnamates, and azido resins.

[0095] Specific examples of unsaturated acrylic compounds include (meth)acrylic acid esters of low molecular weight alcohols (ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, neopentyl alcohol, etc.); (meth)acrylic acid esters of alcohols obtained by modifying acids (bisphenol A, isocyanuric acid) or low molecular weight alcohols with ethylene oxide, propylene oxide, etc.; (meth)acrylic acid esters (polyether polyols whose main chain is polyether and has hydroxyl groups at the terminals, polyols whose main chain is polyether and vinyl monomers are radically polymerized in the polyols whose main chain is polyether). polymer polyols obtained by reacting an epoxy resin (such as bisphenol A type or novolak type) with (meth)acrylic acid, polyester polyols having a polyester main chain and hydroxyl groups at the terminals, and polyols having a vinyl or (meth)acrylic polymer main chain and hydroxyl groups in the main chain; epoxy acrylate oligomers obtained by reacting an epoxy resin (such as bisphenol A type or novolak type) with (meth)acrylic acid; and urethane acrylate oligomers having a urethane bond and a (meth)acrylic group in the molecular chain, obtained by reacting a polyol, a polyisocyanate, a hydroxyl group-containing (meth)acrylate, etc.

[0096] The content of the photocurable substance is preferably 0.01 to 30 parts by weight, assuming the total content of Components A, B and E to be 100 parts by weight.

[0097] (Antioxidants and Light Stabilizers) The curable composition may contain an antioxidant and / or a light stabilizer. Various antioxidants and light stabilizers are known. For example, the substances described in [Kenichi Saruwatari et al., "Antioxidant Handbook," Taiseisha, 1976] and [Zenjiro Osawa, editor, "Deterioration and Stabilization of Polymer Materials," CMC, 1990, pp. 235-242] can be mentioned.

[0098] Examples of the antioxidant include thioether-based antioxidants such as ADK STAB PEP-36 and ADK STAB AO-23 (all manufactured by ADEKA Corporation); phosphorus-based antioxidants such as Irgafos38, Irgafos168, and IrgafosP-EPQ (all manufactured by Ciba Specialty Chemicals); and hindered phenol-based antioxidants. Among the above, hindered phenol-based antioxidants are preferred.

[0099] Specific examples of hindered phenol-based antioxidants include 2,6-di-t-butyl-4-methylphenol, 2,6-di-t-butyl-4-ethylphenol, mono (or di or tri) (α-methylbenzyl)phenol, 2,2'-methylenebis(4-ethyl-6-t-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), 4,4'-butylidenebis(3-methyl-6-t-butylphenol), 4,4'-thiobis(3-methyl-6-t-butylphenol), and 2,5-di-t-butylhydroquinone. , 2,5-di-t-amylhydroquinone, triethylene glycol-bis-[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6-hexanediol-bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-t-butylanilino)-1,3,5-triazine, pentaerythrityl-tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 2,2-thio-diethylene 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, bis(3,5-di-t-butyl-4-hydroxybenzyl)propionate, octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, N,N'-hexamethylenebis(3,5-di-t-butyl-4-hydroxy-hydrocinnamamide), 3,5-di-t-butyl-4-hydroxy-benzylphosphonate-diethyl ester, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, bis(3,5-di-t-butyl-4-hydroxybenzyl)propionate ethyl benzylphosphonate) calcium, tris-(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, 2,4-bis[(octylthio)methyl]o-cresol, N,N'-bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl]hydrazine, tris(2,4-di-t-butylphenyl)phosphite, 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3,5-di-t-butyl-2-hydroxyphenyl)benzotriazole, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-butyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)-benzotriazole, methyl-3-[3-t-bu ethyl-5-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]propionate-polyethylene glycol (molecular weight about 300) condensate, hydroxyphenylbenzotriazole derivatives, 2-(3,5-di-t-butyl-4-hydroxybenzyl)-2-n-butylmalonic acid bis(1,2,2,6,6-pentamethyl-4-piperidyl), 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate.

[0100] Examples of commercially available antioxidants include Nocrac 200, Nocrac M-17, Nocrac SP, Nocrac SP-N, Nocrac NS-5, Nocrac NS-6, Nocrac NS-30, Nocrac 300, Nocrac NS-7, and Nocrac DAH (all manufactured by Ouchi Shinko Chemical Industry Co., Ltd.); ADK STAB AO-30, ADK STAB AO-40, ADK STAB AO-50, ADK STAB AO-60, ADK STAB AO-616, ADK STAB AO-635, ADK STAB AO-658, ADK STAB AO-80, ADK STAB AO-15, ADK STAB AO-18, ADK STAB 328, and ADK STAB AO-37 (all manufactured by ADEKA Corporation); IRGANOX-245, IRGANOX-259, IRGANOX-565, IRGANOX-1010, IRGANOX-1024, IRGANOX-1035, IRGANOX-1076, IRGANOX-1081, IRGANOX-1098, IRGANOX-1222, IRGANOX-1330, IRGANOX-1425WL (all manufactured by Chiba Specialty Chemicals); Sumilizer GM, Sumilizer GA-80, Sumilizer GS (all manufactured by Sumitomo Chemical Co., Ltd.).

[0101] Examples of light stabilizers include ultraviolet absorbers (benzotriazole compounds such as Tinuvin P, Tinuvin 234, Tinuvin 320, Tinuvin 326, Tinuvin 327, Tinuvin 329, and Tinuvin 213 (all manufactured by Ciba Specialty Chemicals); triazine light stabilizers such as Tinuvin 1577; benzophenone compounds such as CHIMASSORB81; benzoate compounds such as Tinuvin 120 (manufactured by Ciba Specialty Chemicals); and hindered amine compounds). Of the above, hindered amine compounds are preferred.

[0102] Specific examples of the hindered amine compound include dimethyl succinate-1-(2-hydroxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidine polycondensate, poly[{6-(1,1,3,3-tetramethylbutyl)amino-1,3,5-triazine-2,4-diyl}{(2,2,6,6-tetramethyl-4-piperidyl)imino}], N,N'-bis(3aminopropyl)ethylenediamine-2,4-bis[N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino]-6-chloro-1,3,5-triazine condensate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, and bis(2,2,6,6-tetramethyl-4-piperidinyl)succinate.

[0103] Examples of commercially available light stabilizers include Tinuvin 622LD, Tinuvin 144, CHIMASSORB944LD, and CHIMASSORB119FL (all manufactured by Chiba Specialty Chemicals), Adeka STAB LA-52, Adeka STAB LA-57, Adeka STAB LA-62, Adeka STAB LA-67, Adeka STAB LA-63, Adeka STAB LA-68, Adeka STAB LA-82, and Adeka STAB LA-87 (manufactured by ADEKA Corporation); Sanol LS-770, Sanol LS-765, Sanol LS-292, Sanol LS-2626, Sanol LS-1114, Sanol LS-744, and Sanol LS-440 (manufactured by Chiba Specialty Chemicals).

[0104] An antioxidant and a light stabilizer may be used in combination. By using them in combination, the effect of each agent may be further improved, and the heat resistance, weather resistance, etc. of the cured product may be improved. For example, in order to improve weather resistance, an ultraviolet absorber and a hindered amine compound (HALS) may be combined. This combination is preferable because it can further improve the effect of each agent.

[0105] The content of the antioxidant and / or light stabilizer is preferably 0.1 to 20 parts by weight, respectively, when the total content of Components A, B and E is 100 parts by weight.

[0106] 2. Composition of the Curable Composition In the curable composition, the content ratio (weight ratio) of Component A to Component B is preferably Component A:Component B=(1:99) to (99:1), more preferably (10:90) to (90:10), and even more preferably (20:80) to (80:20). By blending the two components in the above range, it is easy to obtain a cured product that has both strength and elongation.

[0107] In the curable composition, the content of Component C is preferably 0.01 to 10 parts by weight, relative to 100 parts by weight of the total content of Components A, B and E.

[0108] The content of component D is preferably 0.1 to 5 parts by weight, assuming the total content of components A, B and E is 100 parts by weight.

[0109] The lower limit of the content of component E is preferably 8 parts by weight or more, and more preferably 10 parts by weight or more, relative to 100 parts by weight of the total content of components A and B. The upper limit of the content of component E is preferably 200 parts by weight or less, and more preferably 150 parts by weight or less, relative to 100 parts by weight of the total content of components A and B.

[0110] 3. Form of the curable composition The curable composition according to one embodiment of the present invention may be a one-component type, a two-component type, or a multi-component type. A one-component type curable composition is a composition in which all ingredients are mixed in advance and then sealed and stored. A one-component type curable composition is cured by moisture in the air after use. In a two-component type or multi-component type curable composition, a base agent containing a silyl group-containing polymer and a curing agent containing a curing catalyst are separately prepared, and the two are mixed at the time of use. A multi-component type curable composition may include other optional agents (such as colorants) in addition to the base agent and the curing agent.

[0111] When the curable composition is prepared as a multi-component type, a colorant can be further added when mixing the two components. The colorant is preferably a paste obtained by mixing, for example, a pigment, a plasticizer, and, if necessary, a filler, and forming the mixture into a paste, which is easy to work with.

[0112] In addition, for multi-component curable compositions, a retarder can be added when mixing the base agent and the curing agent, allowing fine adjustment of the curing speed at the work site.

[0113] [4. Cured product] A cured product is obtained from the curable composition obtained by the above-mentioned manufacturing method by a known method. For example, the curable composition can absorb ambient moisture and spontaneously change into a cured product by the above-mentioned manufacturing method. The use of the cured product is not particularly limited. Examples include architectural and industrial sealants, electrical and electronic component materials (such as solar cell back sealants), electrical insulating materials (such as insulating coating materials for wires and cables), pressure sensitive adhesives, adhesives, elastic adhesives, contact adhesives, tile adhesives, paints, coating materials, sealing materials for can lids, etc., potting agents for electrical and electronic use, films, gaskets, casting materials, various molding materials, artificial marble, rust-proofing and waterproofing sealants for cut parts of wired glass or laminated glass, and waterproofing agents.

[0114] In one embodiment, the cured product is in the form of a film. The lower limit of the thickness of the film produced may be 0.1 mm or more, 0.5 mm or more, 1 mm or more, 5 mm or more, or 10 mm or more. The upper limit of the thickness of the film produced may be 100 mm or less, 90 mm or less, 80 mm or less, 70 mm or less, 60 mm or less, or 50 mm or less.

[0115] The film-like cured product can be produced, for example, by applying the curable composition to a substrate and then curing it. The film may be used in a state where it is peeled off from the substrate, or in a state where the substrate and the film are integrated. Examples of applications of the film-like cured product include sealing materials, coating agents, and adhesives.

[0116] [5. Summary] The present invention includes the following aspects. <1> A curable composition comprising the following components A to D: Component A: a (meth)acrylic polymer A having a silyl group; Component B: a (meth)acrylic polymer B having a silyl group; Component C: polyamine; Component D: Curing catalyst; The above component A is The molecule has an XY diblock structure having an X block and a Y block, or an XYX triblock structure, the number of repeating units derived from silyl group-containing (meth)acrylic acid ester monomers contained in the X block is more than 2.0 on average per molecule, the content of repeating units derived from silyl group-containing (meth)acrylic acid ester monomers contained in the Y block is 0% by weight or more and less than 5% by weight based on the weight of all repeating units contained in the Y block, The molecular weight distribution (Mw / Mn) is 1.8 or less, The silyl group contained in the silyl group-containing (meth)acrylic acid ester monomer has one or more silyl groups represented by the following formula (1) in the molecule: -C(=O)-O-(CH2) m -Si(R 1 ) 3-a (X) a (1) In formula (1), m is an integer from 1 to 10; R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R 1 is optionally substituted with a heteroatom-containing group; R in one silyl group 1 When multiple are included, they may be the same or different, R 1 may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3; The above component B is The compound has one or more silyl groups represented by the following formula (2) in the molecule: -W-(CH2) n -Si(R 2 ) 3-a (X) a (2) In formula (2), W is a divalent group other than CH2; n is an integer from 1 to 20, R 2 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R 2 is optionally substituted with a heteroatom-containing group; R in one silyl group 2 When multiple are included, they may be the same or different, R 2 may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3. <2> The content ratio of the component A and the component B is, in terms of weight ratio, component A:component B=(1:99) to (99:1). <1> The curable composition according to claim 1. <3> When the total content of the component A and the component B is 100 parts by weight, the contents of the component C and the component D are in the following ranges: <1> or <2> A curable composition according to claim 1, Component C: 0.01 part by weight or more; Component D: 0.01~20 parts by weight. <4> The component A and / or the component B are CH2=C(R 4 )COOR 5 (In the formula, R 4 is a hydrogen atom or a methyl group, and R 5 is a group having 9 or more carbon atoms), <1> ~ <3> 2. The curable composition according to claim 1 . <5> The number average molecular weight of the component A and / or the component B is 2,000 to 50,000. <1> ~ <4> 2. The curable composition according to claim 1 . <6> The above component B is The polymer has a silyl group represented by formula (2) at the end of its main chain, In formula (2), X is a hydroxyl group. <1> ~ <5> 2. The curable composition according to claim 1 . <7> The following component E is further contained. <1> ~ <6> 2. A curable composition according to any one of claims 1 to 11, Component E: a polyoxyalkylene polymer having a silyl group; The component E is The compound has one or more silyl groups represented by the following general formula (3) in the molecule: -Si(R 3 ) 3-a (X) a (3) In general formula (3), R 3 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R 3 is optionally substituted with a heteroatom-containing group; R in one silyl group 3 When multiple are included, they may be the same or different, R 3 may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3. <8> The number average molecular weight of the component E is 3,000 to 50,000. <7> The curable composition according to claim 1. <9> <1> ~ <8> 2. A cured product obtained by curing the curable composition according to claim 1. EXAMPLES

[0117] [Measurement method] [Number average molecular weight] The following device was used to measure the number average molecular weight. The measured value is a polystyrene-equivalent molecular weight. Liquid delivery system: HLC-8120GPC (Tosoh Corporation) Column: TSK-GEL H type (Tosoh Corporation) Solvent: THF

[0118] [Terminal silyl group introduction rate] 1 The introduction rate of terminal silyl groups was calculated from the results of H-NMR measurement. 1 The following equipment was used for H-NMR measurements. Measuring instrument: JNM-LA400 (manufactured by JEOL Ltd.) Solvent: CDCl3

[0119] [Tensile properties] No. 3 dumbbell-shaped test pieces were cut from the cured products and the tensile properties were measured in accordance with JIS K 6251. The tensile properties were measured at 23°C and 55% RH using an autograph. The evaluation items were the stress at 100% elongation, the stress at break, and the elongation at break.

[0120] [Tear strength] A crescent-shaped test piece was obtained from the cured product, and the tear strength was measured in accordance with JIS K 6252. The tear strength was measured using an autograph at 23°C and 55% RH.

[0121] [Pot life (usable time) test] A pot life test was carried out according to the following procedure. 1. Components A, B, E, adhesion promoter, dehydrating agent, and D were added in this order and mixed thoroughly to dehydrate the system. 2. Component C was further added and thoroughly mixed to obtain a curable composition. 3. The curable composition was allowed to stand under conditions of 23°C and 55% RH. 4. The time until the surface layer of the curable composition was cured was measured. The presence or absence of curing was confirmed by visual inspection.

[0122] 〔material〕 The following materials were used: Component A: (meth)acrylic polymer A having a silyl group (Meth)acrylic polymer (A-1) having a silyl group obtained in Production Example 1 Component B: (meth)acrylic polymer B having a silyl group (Meth)acrylic polymer (B-1) having a silyl group obtained in Production Example 2 ●Component C: Polyamine Modified aliphatic polyamine (FXJ-8074-D, T&K TOKA Corporation) ●Component D: Curing catalyst Dibutyltin (Neostan U-220H, Nitto Kasei Co., Ltd.) Component E: Polyoxyalkylene polymer containing silyl groups Polyoxyalkylene polymer having silyl groups (E-1) obtained in Production Example 3 Adhesion promoter N-2-(aminoethyl)-3-aminopropyltrimethoxysilane (KBM-603, Shin-Etsu Chemical Co., Ltd.) Dehydrating agent Vinyltrimethoxysilane (Silquest A-171, MOMENTIVE)

[0123] [Production Example 1: Synthesis of (meth)acrylic polymer (A-1) having a silyl group] A (meth)acrylic polymer (A-1) having a silyl group was synthesized according to the following procedure. This polymer corresponds to component A.

[0124] (preparation) 1. A 2000 mL three-neck flask was prepared. 108 g of ethyl acrylate, 707 g of n-butyl acrylate, and 186 g of octadecyl acrylate were charged into the flask and mixed. In this way, a (meth)acrylic acid ester monomer mixture was obtained. 2. A stirring vessel was prepared. 52.7 mg of cupric bromide (CuBr2), 54.4 mg of hexamethyltris(2-aminoethyl)amine (Me6TREN) and 1.82 g of methanol were charged into the stirring vessel and stirred under a nitrogen stream until a homogeneous solution was obtained. In this way, a copper solution was obtained. The amount of copper contained in the copper solution was equivalent to 15 ppm with respect to the total amount of the (meth)acrylic acid ester monomer mixture. 3. A stirring vessel different from that used in step 2 was prepared. 30.8 mL of methanol, 1.0 g of ascorbic acid, and 1.6 mL of triethylamine were charged into the stirring vessel and stirred under a nitrogen stream until a homogeneous solution was obtained. In this way, an ascorbic acid solution was obtained. (1st step) 4. 5.60g (0.029 mol) of ethyl α-bromobutyrate (initiator), 20% by weight of the total (meth)acrylic acid ester monomer mixture, 10g (0.045 mol; 1.5 molar equivalents relative to the initiator) of 3-methacryloxypropylmethyldimethoxysilane, 107.68g of methanol, and the entire amount of copper solution were added to the stirrer. This was stirred for 30 minutes under a nitrogen stream to obtain a homogeneous solution. In the first step, a stirrer with a jacket temperature control was used, and the jacket temperature was set to 45°C. 5. When the temperature in the polymerization system reached 40°C or higher, the polymerization reaction was started by continuously dripping the ascorbic acid solution. The dripping rate of the ascorbic acid solution was set to a rate at which 144 mg of ascorbic acid was added to the polymerization system per hour. 6. When the temperature in the polymerization system was monitored, it rose at the same time as the drop of the ascorbic acid solution started, and after reaching the maximum temperature, the temperature gradually decreased. When the temperature difference between the temperature in the polymerization system and the jacket temperature reached 1°C, a small amount of the reaction solution in the polymerization system was sampled and analyzed by gas chromatography. As a result, 90% by weight of the (meth)acrylic acid ester monomer mixture initially charged was consumed by the polymerization reaction. (2nd process) 7. The remainder of the (meth)acrylic acid ester monomer mixture that was not added in the first step (80% by weight of the total amount) was continuously added dropwise to the polymerization system over a period of 90 minutes. During this time, the addition of the ascorbic acid solution was also continued. The rate at which the ascorbic acid solution was added was set to a rate at which 48 mg of ascorbic acid solution was added to the polymerization system per hour. During the polymerization, the reaction solution in the polymerization system was successively sampled and analyzed by gas chromatography. The polymerization was continued until 88% by weight of the total amount of the (meth)acrylic acid ester monomer mixture added to the polymerization system was consumed by the polymerization reaction. (3rd step) 8. 11 g (0.049 mol; 1.6 molar equivalents relative to the initiator) of 3-methacryloxypropylmethyldimethoxysilane was added to the polymerization system, and the polymerization was continued. During this time, the ascorbic acid solution was continuously added dropwise. The addition was continued until 98% by weight of the total amount of the (meth)acrylic acid ester monomer mixture added to the polymerization system was consumed. Thereafter, the addition of the ascorbic acid solution was stopped, and the polymerization was terminated. 9. After the polymerization was completed, the jacket temperature was changed to 80°C, and the solvent was removed from the polymerization system. A diaphragm pump was used for the removal of the solvent, and then a vacuum pump was used. After the removal of the solvent, the jacket temperature was cooled to 60°C or less. (purification) 10. 1000g of butyl acetate was added to a jacket temperature-controlled stirring device and mixed and stirred until a homogeneous solution was obtained. An adsorbent was added to the resulting homogeneous solution and stirred for 1 hour. 10g of Kyoward 500SH (Kyowa Chemical Industry Co., Ltd.) and 10g of Kyoward 700SEN-S (Kyowa Chemical Industry Co., Ltd.) were used as the adsorbent. 11. After the stirring was completed, the mixture was filtered through a filter equipped with a bag filter cloth. This resulted in a clear polymer solution. 1.5 g of an antioxidant (Sumilizer GS, Sumitomo Chemical Co., Ltd.) was added to the solution and mixed until homogenous. The solvent was then removed from the solution. A diaphragm pump was used for the removal of the solvent, and then a vacuum pump was used. In this way, a (meth)acrylic polymer (A-1) having a silyl group corresponding to component A was obtained.

[0125] The (meth)acrylic polymer (A-1) was an XYX type block copolymer, with a number average molecular weight of 5,5000, a molecular weight distribution of 1.11, and a number of silyl groups introduced per molecule of 2.1. The X block of the (meth)acrylic polymer (A-1) had an average of 2.1 repeating units derived from a (meth)acrylic acid ester monomer having a silyl group per polymer molecule. The Y block of the (meth)acrylic polymer (A-1) had 1.1% by weight of repeating units derived from a (meth)acrylic acid ester monomer having a silyl group (based on the weight of all repeating units contained in the Y block). The repeating units derived from a (meth)acrylic acid ester monomer having a silyl group contained in the Y block were extremely small. Therefore, when calculated with two significant digits, the repeating units derived from a (meth)acrylic acid ester monomer having a silyl group contained in the entire molecule and the repeating units derived from a (meth)acrylic acid ester monomer having a silyl group contained in the entire X block were both 2.1.

[0126] [Production Example 2: Synthesis of (meth)acrylic polymer (B-1) having a silyl group] A (meth)acrylic polymer (B-1) having a silyl group was synthesized by the following procedure. The (meth)acrylic polymer (B-1) having a silyl group corresponds to component B. 1. The inside of a stainless steel reaction vessel equipped with a stirrer was deoxygenated. 7.7 g of cuprous bromide and 200 g of butyl acrylate were charged into the reaction vessel and stirred while heating. 2. 90g of acetonitrile and 17.6g of diethyl 2,5-dibromoadipate (initiator) were added to a reaction vessel and mixed. The temperature of the mixture was adjusted to about 80°C, and then pentamethyldiethylenetriamine was added to initiate the polymerization reaction. 3. 800 g of butyl acrylate was gradually added to the reaction vessel to proceed with the polymerization reaction. During the polymerization, pentamethyldiethylenetriamine was appropriately added to adjust the polymerization rate. The total amount of pentamethyldiethylenetriamine used during the polymerization was 1.4 g. During the polymerization reaction, the internal temperature of the reaction vessel was adjusted to about 80 to about 90°C. 4. When the monomer conversion rate (polymerization reaction rate) reached about 95% or more, the volatile matter was removed by devolatilization under reduced pressure to obtain a concentrated (meth)acrylic polymer. 5. To the polymer concentrate obtained in step 4 was added 200 g of 1,7-octadiene, 260 g of acetonitrile, and 3.1 g of pentamethyldiethylenetriamine. 6. The mixture was heated and stirred for several hours while adjusting the internal temperature of the reaction vessel to about 80 to about 90° C. This caused the polymer terminals to react with 1,7-octadiene, and introduced alkenyl groups into the polymer terminals. 7. Acetonitrile and unreacted 1,7-octadiene were removed by volatilization under reduced pressure to obtain a concentrated polymer having alkenyl groups at its ends. 8. The concentrate obtained in step 7 was diluted with butyl acetate, and a filter aid and an adsorbent (Kyoward 700SEN and Kyoward 500SH, both from Kyowa Chemical Industry Co., Ltd.) were added. 9. The mixture obtained in step 8 was heated and stirred at about 80 to 100° C., and the solid components were filtered off. The filtrate was then concentrated to obtain a crude polymer. 10. To the crude polymer, a heat stabilizer (Sumilizer GS, Sumitomo Chemical Co., Ltd.) and an adsorbent (Kyoward 700SEN and Kyoward 500SH, both Kyowa Chemical Co., Ltd.) were added. 11. The temperature was increased while removing volatilization under reduced pressure and heating with stirring, and the removal of volatilization under reduced pressure and heating with stirring were continued at about 170 to about 200° C. for several hours. 12. An adsorbent (Kyoward 700SEN and Kyoward 500SH, both manufactured by Kyowa Chemical Industry Co., Ltd.) and butyl acetate in an amount about 10 times by weight relative to the crude polymer product were added. The mixture was heated and stirred at about 170 to about 200° C. for several hours. 13. The treated liquid obtained in step 12 was further diluted with butyl acetate, and the adsorbent was filtered off. The filtrate was concentrated to obtain a polymer having alkenyl groups at both ends. 14. 500 g of the polymer obtained in step 13 was mixed with 7.7 g of methyldimethoxysilane, 2.5 g of methyl orthoformate, and 50 mg of platinum catalyst, and heated and stirred at about 100° C. for about 1 hour. As the platinum catalyst, an isopropanol solution of bis(1,3-divinyl-1,1,3,3-tetramethyldisiloxane) platinum complex catalyst was used. 15. Volatile components (unreacted methyldimethoxysilane, etc.) were distilled off under reduced pressure to obtain a (meth)acrylic polymer (B-1) having methyldimethoxysilyl groups introduced at the molecular ends. The (meth)acrylic polymer (B-1) had a number average molecular weight of 27,000, a molecular weight distribution of 1.2, and the number of silyl groups introduced per molecule was 2.0.

[0127] [Production Example 3: Synthesis of polyoxyalkylene polymer (E-1) having a silyl group] A polyoxyalkylene polymer (E-1) having a silyl group was synthesized according to the following procedure. 1. Propylene oxide was polymerized to obtain polypropylene oxide with a number average molecular weight of about 16,400. Polyoxypropylene triol was used as the initiator (molecular weight: about 3,000). Zinc hexacyanocobaltate glyme complex was used as the catalyst. The resulting polypropylene oxide has three hydroxyl groups at the ends of the molecule. 2. 1.2 equivalents of NaOMe relative to the hydroxyl groups at the terminals of the polypropylene oxide molecule were added as a methanol solution. The methanol was distilled off. 3. Allyl chloride was added to convert the hydroxyl groups at the ends of the polypropylene oxide molecules to allyl groups, yielding crude allyl-terminated polypropylene oxide. 4. 100 parts by weight of unpurified allyl-terminated polypropylene oxide was mixed with 300 parts by weight of n-hexane and 300 parts by weight of water and stirred. Then, the water was removed by centrifugation. 5. The resulting solution was mixed with 300 parts by weight of water again and stirred. Then, the water was removed by centrifugation. 6. The n-hexane was removed by volatilization under reduced pressure to obtain purified allyl-terminated polypropylene oxide. 7. 1.80 parts by weight of methyldimethoxysilane was added to 100 parts by weight of the purified allyl-terminated polypropylene oxide, and the mixture was reacted at 90°C for 2 hours. An isopropanol solution of platinum vinylsiloxane complex (platinum content: 3 wt%) was used as the catalyst. The catalyst concentration in the system was 150 ppm. This produced a polyoxyalkylene polymer.

[0128] The polyoxyalkylene polymer (E-1) was a polypropylene oxide having a methyldimethoxysilyl group introduced at the end, and had a number average molecular weight of about 16,400. 1 When measured by 1 H-NMR, the introduction rate of methyldimethoxysilyl groups at the molecular terminals of the polyoxyalkylene polymer (E-1) was 70%.

[0129] [Examples 1 to 6, Comparative Examples 1 to 4] 1. Prepare each component in the amount (unit: g) shown in Table 1. 2. These ingredients were placed in a 150 cc plastic cup in the following order: Component A, Component B, Component E, adhesive agent, Component D, and dehydrating agent, and mixed with a spoon. 3. Component C was further added and mixed thoroughly. 4. Mixing was performed using a planetary mixing and defoaming device (ARE-310, Shinki Corporation). First, mixing was performed in the mixing mode (1600 rpm x 90 seconds), and then in the defoaming mode (2200 rpm x 300 seconds). In this way, a curable composition was obtained. 5. The curable composition was cured at 23° C. and 50% RH. The resulting cured product was subjected to a tensile test and a tear test.

[0130] 〔result〕 The results are shown in Table 1. [Table 1]

[0131] The curable compositions according to the examples contain both component A and component B. The curable compositions according to the comparative examples do not contain either component A or component B. As can be seen from Table 1, the cured products according to the examples have strengths equal to or greater than those of the comparative examples, while the elongation is greatly improved. Therefore, it can be said that the curable compositions according to the examples provide cured products that have both strength and elongation.

[0132] [Pot life test] The pot lives of the curable compositions prepared in Examples 3, 4, and 6 and Comparative Examples 3 and 4 were compared. The results are shown in Table 2 below. [Table 2]

[0133] As can be seen from Table 2, the curable compositions according to the examples have a longer pot life than the curable compositions according to the comparative examples. Therefore, the curable compositions according to the examples have a moderately slow curing speed when used indoors and outdoors. Therefore, when the curable compositions are applied to sealing materials, adhesives, etc., improvement in workability is expected. [Industrial Applicability]

[0134] The curable composition produced by the method according to one embodiment of the present invention can be suitably used for pressure sensitive adhesives, sealing materials, adhesives, mold release agents, vibration isolators, vibration dampers, soundproofing materials, foaming materials, paints, spray materials, etc.

Claims

1. A curable composition comprising the following components A to D: Component A: a (meth)acrylic polymer A having a silyl group; Component B: a (meth)acrylic polymer B having a silyl group; Component C: polyamine; Component D: curing catalyst; The component A is The molecule has an XY diblock structure having an X block and a Y block or an XYX triblock structure, the number of repeating units derived from a silyl group-containing (meth)acrylic acid ester monomer contained in the X block is more than 2.0 on average per molecule, a repeating unit derived from a silyl group-containing (meth)acrylic acid ester monomer contained in the Y block is 0% by weight or more and less than 5% by weight based on the weight of all repeating units contained in the Y block, The molecular weight distribution (Mw / Mn) is 1.8 or less, The silyl group contained in the silyl group-containing (meth)acrylic acid ester monomer has one or more silyl groups represented by the following formula (1) in the molecule: -C(=O)-O-(CH ２ ) ｍ -Si(R １ ) ３－ａ (X) ａ (1) In formula (1), m is an integer from 1 to 10, R １ represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R １ is optionally substituted with a heteroatom-containing group; One silyl group has R １ When multiple are included, they may be the same or different, R １ may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3; The component B is The compound has one or more silyl groups represented by the following formula (2) in the molecule: -W-(CH ２ ) ｎ -Si(R ２ ) ３－ａ (X) ａ (2) In formula (2), W is CH ２ is a divalent group other than n is an integer from 1 to 20, R ２ represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R ２ is optionally substituted with a heteroatom-containing group; One silyl group has R ２ When multiple are included, they may be the same or different, R ２ may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3.

2. The curable composition according to claim 1, wherein the content ratio of the component A to the component B is, in terms of weight ratio, component A:component B=(1:99) to (99:1).

3. The curable composition according to claim 1, wherein the contents of the components C and D are in the following ranges when the total content of the components A and B is 100 parts by weight: Component C: 0.01 part by weight or more; Component D: 0.01 to 20 parts by weight.

4. The component A and / or the component B is CH ２ = C(R ４ ) COOR ５ (In the formula, R ４ is a hydrogen atom or a methyl group, R ５ The curable composition according to claim 1 , wherein the repeating units derived from the above-mentioned formula (I) are each a group having 9 or more carbon atoms.

5. The curable composition according to claim 1, wherein the number average molecular weight of the component A and / or the component B is 2,000 to 50,000.

6. The component B is The silyl group represented by formula (2) is present at the end of the main chain. In formula (2), X is a hydroxyl group. The curable composition of claim 1.

7. The curable composition of claim 1 further comprising the following component E: Component E: a polyoxyalkylene polymer having a silyl group; The component E is The compound has one or more silyl groups represented by the following general formula (3) in the molecule: -Si(R ３ ) ３－ａ (X) ａ (3) In general formula (3), R ３ represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms, R ３ is optionally substituted with a heteroatom-containing group; One silyl group has R ３ When multiple are included, they may be the same or different, R ３ may be different for each silyl group, X represents a hydroxyl group or a hydrolyzable group; When one silyl group contains a plurality of X's, they may be the same or different. X may be different for each silyl group; a is 1, 2 or 3.

8. The curable composition according to claim 7, wherein the number average molecular weight of component E is 3,000 to 50,000.

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

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