Hardening components

Abstract

To provide a curable composition to be cured by humidity in an atmosphere (air) or a member such as an external wall member, excellent in anti-fouling property, and generating a cured product that can retain rubber elasticity excellent in a high temperature atmosphere for a long period.SOLUTION: A curable composition contains: an organic polymer (A) having a hydrolyzable silyl group; a mineral (B) containing aluminum silicate; and a (meth)acrylic acid ester-based polymer (C) containing a (meth)acrylic acid ester unit having a polyethylene oxide chain.SELECTED DRAWING: None

Description

[Technical Field] 【0001】 The present invention relates to a curable composition that hardens upon contact with moisture, producing a cured product with excellent stain resistance and heat-resistant rubber elasticity. [Background technology] 【0002】 Conventionally, curable compositions containing polyoxyalkylene polymers having crosslinkable hydrolyzable silyl groups are known. In these curable compositions, the crosslinkable hydrolyzable silyl groups are hydrolyzed by moisture contained in the atmosphere or in materials such as building components, followed by dehydration condensation, which produces a cured product with excellent adhesive properties. 【0003】 Such curable compositions are used, for example, in the exterior walls of building structures, by filling the joints (so-called "joints") between exterior wall members such as mortar boards, concrete boards, ALC (Autoclaved Light-weight Concrete) boards, and metal boards to join the exterior wall members together. By using these curable compositions, it is possible to suppress the intrusion of rainwater into the interior of the building structure through the joints between the exterior wall members. 【0004】 In the exterior walls of building structures, the joint width changes slightly due to the expansion or contraction of the wall members in response to temperature changes, and the movement of the wall members due to vibrations and external forces caused by earthquakes and strong winds. Therefore, it is necessary for the curable composition to have excellent rubber elasticity after curing and to be able to expand and contract so that it can adhere firmly to the exterior wall and follow the changes in joint width. 【0005】 Patent Document 1 discloses a curable composition comprising a polyalkylene oxide (A) having a hydrolyzable silyl group, an acrylic polymer (B) having a hydrolyzable silyl group, and an alkoxysilane oligomer (C) which is a hydrolysis condensate of alkylalkoxysilane and aminoalkoxysilane and has a nitrogen atom content of 1% by weight or more. 【0006】 Patent Document 2 discloses a curable composition comprising a vinyl polymer having a reactive silicon group and an amine compound having a specific structural formula. [Prior art documents] [Patent Documents] 【0007】 [Patent Document 1] WO2014 / 175358 [Patent Document 2] Japanese Patent Publication No. 2009-120730 [Overview of the Initiative] [Problems that the invention aims to solve] 【0008】 However, the cured products of the curable compositions described in Patent Documents 1 and 2 have the problem of low heat resistance. In the middle and upper floors of apartment buildings, the temperature rise due to sunlight is significant, and if the heat resistance of the cured product of the curable composition is low, the rubber elasticity of the cured product will decrease over time, making it difficult for the cured product to expand and contract in accordance with changes in the joint width between exterior wall members. When the rubber elasticity of the cured product of the curable composition decreases in this way, the cured product may peel off from the adhesive interface with the exterior wall members, or the exterior wall members may be damaged, resulting in problems such as rainwater seeping into the building structure and causing water leakage. 【0009】 Furthermore, the cured products of the curable compositions described in Patent Documents 1 and 2 have the problem of low stain resistance. When stain resistance is low, rain streaks appear on the surface of the cured product of the curable composition over time. Rain streaks occur when rainwater flows down the surface of the cured product of the curable composition after it rains, leaving streaky marks. Rain streaks often appear as streaks of black or white color. When rain streaks occur, a difference is created on the surface of the cured product of the curable composition between the areas where rain streaks have occurred and the areas where they have not, impairing the appearance. Therefore, curable compositions are required to have excellent stain resistance so as to reduce the occurrence of rain streaks after curing and maintain a beautiful appearance. 【0010】 The present invention provides a curable composition that hardens in the presence of an atmosphere (air) or moisture in a material such as an exterior wall component, producing a cured product that has excellent stain resistance and maintains excellent rubber elasticity over a long period of time even under high-temperature conditions (heat-resistant rubber elasticity). [Means for solving the problem] 【0011】 The curable composition of the present invention, An organic polymer (A) having a hydrolyzable silyl group, Minerals containing aluminum silicate (B), It contains a (meth)acrylic acid ester polymer (C) that contains (meth)acrylic acid ester units having polyethylene oxide chains. 【0012】 [Organic polymer having hydrolyzable silyl groups (A)] The curable composition contains an organic polymer (A) having hydrolyzable silyl groups. In the presence of water, the hydrolyzable silyl groups of the organic polymer (A) undergo hydrolysis to produce silanol groups (-SiOH). These silanol groups then undergo dehydration condensation to form a crosslinked structure. The organic polymer (A) having hydrolyzable silyl groups is sometimes simply referred to as "organic polymer (A)". 【0013】 The organic polymer (A) having a hydrolyzable silyl group is not particularly limited. For example, it includes polyalkylene oxides having a hydrolyzable silyl group, acrylic polymers having a hydrolyzable silyl group, silicone resins having a hydrolyzable silyl group, urethane resins having a hydrolyzable silyl group, polyolefin resins having a hydrolyzable silyl group, etc. Polyalkylene oxides having a hydrolyzable silyl group and acrylic polymers having a hydrolyzable silyl group are preferred. The organic polymer (A) having a hydrolyzable silyl group preferably contains a polyalkylene oxide having a hydrolyzable silyl group. According to the polyalkylene oxide having a hydrolyzable silyl group, the durability of the cured product of the curable composition is improved, and thus the cured product can maintain excellent heat-resistant rubber elasticity over a longer period. The organic polymer (A) having a hydrolyzable silyl group preferably contains a polyalkylene oxide (A1) having a hydrolyzable silyl group and an acrylic polymer (A2) having a hydrolyzable silyl group. When the organic polymer (A) having a hydrolyzable silyl group contains a polyalkylene oxide (A1) having a hydrolyzable silyl group and an acrylic polymer (A2) having a hydrolyzable silyl group, the durability of the cured product of the curable composition is further improved, and thus the cured product can maintain excellent heat-resistant rubber elasticity over a longer period. The organic polymer (A) having a hydrolyzable silyl group may be used alone or in combination of two or more kinds. 【0014】 In the organic polymer (A) having a hydrolyzable silyl group, the total content of the polyalkylene oxide (A1) having a hydrolyzable silyl group and the acrylic polymer (A2) having a hydrolyzable silyl group is preferably 60% by mass or more, more preferably 70% by mass or more, still more preferably 80% by mass or more, still more preferably 90% by mass or more, still more preferably 95% by mass or more, still more preferably 99% by mass or more, and most preferably 100% by mass. 【0015】 In the present invention, the hydrolyzable silyl group is a group in which 1 to 3 hydrolyzable groups are bonded to a silicon atom. The hydrolyzable group of the hydrolyzable silyl group is not particularly limited, and examples thereof include a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, a ketoximate group, an amino group, an amide group, an acid amide group, an aminooxy group, a mercapto group, an alkenyloxy group, and the like. 【0016】 Among them, as the hydrolyzable silyl group of the organic polymer (A), an alkoxysilyl group is preferable because the hydrolysis reaction is mild. Examples of the alkoxysilyl group include trialkoxysilyl groups such as trimethoxysilyl group, triethoxysilyl group, triisopropoxysilyl group, and triphenoxysilyl group; dialkoxysilyl groups such as methyldimethoxysilyl group and methyldiethoxysilyl group; and monoalkoxysilyl groups such as dimethylmethoxysilyl group and dimethylethoxysilyl group. Among them, a dialkoxysilyl group is more preferable, and a methyldimethoxysilyl group is particularly preferable. 【0017】 The organic polymer (A) having a hydrolyzable silyl group preferably has an average of 1 to 2 hydrolyzable silyl groups per molecule. When the number of hydrolyzable silyl groups in the organic polymer (A) having a hydrolyzable silyl group is 1 or more, the curability of the curable composition is improved. Also, when the number of hydrolyzable silyl groups in the organic polymer (A) having a hydrolyzable silyl group is 2 or less, the mechanical strength or heat-resistant rubber elasticity of the cured product of the curable composition is improved. Further, the organic polymer (A) having a hydrolyzable silyl group preferably has a hydrolyzable silyl group at at least one of both ends of its molecular chain. 【0018】 Note that the average number of hydrolyzable silyl groups per molecule in the organic polymer (A) having a hydrolyzable silyl group is 1 calculated based on the concentration of the hydrolyzable silyl group in the organic polymer (A) determined by H-NMR and the number average molecular weight of the organic polymer (A) determined by the GPC method. 【0019】 Polyalkylene oxides that constitute polyalkylene oxide (A1) having hydrolyzable silyl groups include polyalkylene oxides whose main chain is of the general formula:-(R 1 -O) n -(In the formula, R 1 A polymer containing repeating units represented by ) is preferred, where represents an alkylene group having 1 to 14 carbon atoms, and n is the number of repeating units, which is a positive integer. The main chain skeleton of the polyalkylene oxide may consist of only one type of repeating unit, or it may consist of two or more types of repeating units. In this invention, the main chain refers to the longest chain in the molecule. The length of the chain is determined by the number of atoms that make up the chain, and the more atoms there are, the longer the chain is considered to be. 【0020】 An alkylene group is a divalent atomic group formed by removing two hydrogen atoms bonded to two different carbon atoms in an aliphatic saturated hydrocarbon, and includes both linear and branched atomic groups. Branched groups include those with one carbon atom (methyl group) bonded as a side chain. 【0021】 Examples of alkylene groups include ethylene, propylene [-CH2-CH2-CH2-(trimethylene group), -CH(CH3)-CH2-], butylene, amylene, and hexylene groups. 【0022】 Examples of polyalkylene oxide main chain skeletons include polyethylene oxide, polypropylene oxide, polybutylene oxide, polytetramethylene oxide, polyethylene oxide-polypropylene oxide copolymer, and polypropylene oxide-polybutylene oxide copolymer. Among these, polypropylene oxide is preferred. By using polypropylene oxide, the durability of the cured product of the curable composition is improved, thereby allowing the cured product to maintain excellent heat-resistant rubber elasticity for a longer period of time. 【0023】 The number average molecular weight (Mn) of the organic polymer (A) having hydrolyzable silyl groups is preferably 15,000 or more, and more preferably 20,000 or more. On the other hand, the number average molecular weight (Mn) of the organic polymer (A) having hydrolyzable silyl groups is preferably 50,000 or less, and more preferably 40,000 or less. When the number average molecular weight of the organic polymer (A) having hydrolyzable silyl groups is 15,000 or more, the durability and antifouling properties of the cured product of the curable composition are improved. When the number average molecular weight of the organic polymer (A) having hydrolyzable silyl groups is 50,000 or less, the surface tack of the cured product of the curable composition is reduced, improving antifouling properties, and the coatability of the curable composition is also improved. 【0024】 The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the organic polymer (A) having hydrolyzable silyl groups is preferably 1.4 or less, more preferably 1.3 or less, and particularly preferably 1.25 or less. On the other hand, the molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the organic polymer (A) having hydrolyzable silyl groups is preferably 1.05 or more, and more preferably 1.1 or more. When the molecular weight distribution of the organic polymer (A) having hydrolyzable silyl groups is 1.4 or less, the durability and antifouling properties of the cured product of the curable composition are improved. When the molecular weight distribution of the organic polymer (A) having hydrolyzable silyl groups is 1.05 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, and the durability of the applied portion of the curable composition is improved. 【0025】 The number-average molecular weight (Mn) of the polyalkylene oxide (A1) having hydrolyzable silyl groups is preferably 15,000 or more, and more preferably 20,000 or more. On the other hand, the number-average molecular weight (Mn) of the polyalkylene oxide (A1) having hydrolyzable silyl groups is preferably 50,000 or less, and more preferably 40,000 or less. When the number-average molecular weight of the polyalkylene oxide (A1) having hydrolyzable silyl groups is 15,000 or more, the durability and antifouling properties of the cured product of the curable composition are improved. When the number-average molecular weight of the polyalkylene oxide (A1) having hydrolyzable silyl groups is 50,000 or less, the surface tack of the cured product of the curable composition is reduced, improving antifouling properties, and the coatability of the curable composition is also improved. 【0026】 The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the polyalkylene oxide (A1) having hydrolyzable silyl groups is preferably 1.4 or less, more preferably 1.3 or less, and particularly preferably 1.25 or less. On the other hand, the molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the polyalkylene oxide (A1) having hydrolyzable silyl groups is preferably 1.05 or more, and more preferably 1.1 or more. When the molecular weight distribution of the polyalkylene oxide (A1) having hydrolyzable silyl groups is 1.4 or less, the durability and antifouling properties of the cured product of the curable composition are improved. When the molecular weight distribution of the polyalkylene oxide (A1) having hydrolyzable silyl groups is 1.05 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, and the durability of the applied portion of the curable composition is improved. 【0027】 In this invention, the number-average molecular weight and weight-average molecular weight of the organic polymer refer to the polystyrene-converted values ​​measured by GPC (gel permeation chromatography). 【0028】 Specifically, 6-7 mg of the organic polymer is taken and supplied to a test tube. An orthodichlorobenzene (o-DCB) solution containing 0.05% by mass of dibutylhydroxytoluene (BHT) is prepared, and this solution is added to the test tube to dilute the organic polymer to a concentration of 1 mg / mL to prepare a diluent. Using a dissolution filtration apparatus, the diluent is shaken at 145°C at a rotation speed of 25 rpm for 1 hour to dissolve the organic polymer in the solution and prepare the measurement sample. The number-average molecular weight and weight-average molecular weight of the organic polymer can be measured using the GPC method with this measurement sample. 【0029】 The number-average molecular weight and weight-average molecular weight of organic polymers can be measured, for example, using the following measuring device and conditions. Measuring device: TOSOH Corporation, product name "HLC-8121GPC / HT" Measurement conditions: Column: TSKgelGMHHR-H(20)HT x 3 TSKguardcolumn-HHR(30)HT x 1 bottle Mobile phase: o-DCB 1.0mL / min Sample concentration: 1 mg / mL Detector: Blythe refractometer Standard material: Polystyrene (manufactured by TOSOH Corporation, molecular weight: 500-8,420,000) Elution conditions: 145℃ SEC temperature: 145℃ 【0030】 A commercially available polyalkylene oxide (A) containing a hydrolyzable silyl group can be used. For example, an example of a polyalkylene oxide whose main chain skeleton is polypropylene oxide and which has a methyldimethoxysilyl group at the end of the main chain skeleton is AGC's product name "Excestar S4530". 【0031】 The content of polyalkylene oxide (A1) having hydrolyzable silyl groups in the organic polymer (A) having hydrolyzable silyl groups is preferably 40% by mass or more, and more preferably 45% by mass or more. The content of polyalkylene oxide (A1) having hydrolyzable silyl groups in the organic polymer (A) having hydrolyzable silyl groups is preferably 80% by mass or less, more preferably 70% by mass or less, and more preferably 60% by mass or less. When the content of polyalkylene oxide (A1) having hydrolyzable silyl groups is 40% by mass or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. When the content of polyalkylene oxide (A1) having hydrolyzable silyl groups is 80% by mass or less, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0032】 Acrylic polymers (A2) having hydrolyzable silyl groups are preferable because they improve the heat-resistant rubber elasticity of the cured product of the curable composition, and therefore preferably do not contain chains containing polyalkylene oxide chains. Chains containing polyalkylene oxide have the general formula:-(R 6 -O)y-(wherein, R 6 represents an alkylene group, and y is the number of repeating units, which is a positive integer. The chain contains repeating units represented by ). A chain containing polyalkylene oxide may consist of only one type of repeating unit, or it may consist of two or more types of repeating units. Note that the alkylene group is the same as the alkylene group described above, so its explanation is omitted. 【0033】 Acrylic polymers (A2) having hydrolyzable silyl groups have a main chain skeleton composed of polymers of acrylic monomers. 【0034】 As hydrolyzable silyl groups, alkoxysilyl groups are preferred because the cured product of the curable composition can maintain excellent heat-resistant rubber elasticity over a long period of time. Examples of alkoxysilyl groups include trialkoxysilyl groups such as trimethoxysilyl, triethoxysilyl, triisopropoxysilyl, and triphenoxysilyl; dimethoxysilyl groups such as methyldimethoxysilyl and methyldiethoxysilyl; and monoalkoxysilyl groups such as dimethylmethoxysilyl and dimethylethoxysilyl. Among these, dialkoxysilyl and trialkoxyl groups are more preferred, and dialkoxysilyl groups are even more preferred. 【0035】 The acrylic polymer (A2) having hydrolyzable silyl groups preferably has an average of 1 to 3 hydrolyzable silyl groups per molecule. When the number of hydrolyzable silyl groups in the acrylic polymer (A2) having hydrolyzable silyl groups is 1 or more, the curability of the curable composition is improved. When the number of hydrolyzable silyl groups in the acrylic polymer (A2) having hydrolyzable silyl groups is 3 or less, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0036】 The average number of hydrolyzable silyl groups per molecule in the acrylic polymer (A2) having hydrolyzable silyl groups is the same as in the measurement procedure described above, so the explanation is omitted. 【0037】 The main chain skeleton of the acrylic polymer (A2) having hydrolyzable silyl groups is composed of a polymer of acrylic monomers. While the acrylic monomers are not particularly limited, it is preferable that they contain alkyl (meth)acrylate. The inclusion of (meth)acrylate in the acrylic monomers improves the heat-resistant rubber elasticity of the cured product of the curable composition. It is preferable that the alkyl (meth)acrylate does not contain chains containing polyalkylene oxide. 【0038】 In the acrylic monomer, the content of alkyl (meth)acrylate is preferably 70% by mass or more, more preferably 80% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, more preferably 99% by mass or more, and more preferably 100% by mass. 【0039】 Examples of alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, and stearyl (meth)acrylate. Among these, n-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, and stearyl (meth)acrylate are preferred. Alkyl (meth)acrylates may be used alone or in combination of two or more. 【0040】 The number of carbon atoms in the alkyl group of the alkyl (meth)acrylate is preferably 2 or more, more preferably 3 or more, and even more preferably 4 or more. The number of carbon atoms in the alkyl group of the alkyl (meth)acrylate is preferably 25 or less, more preferably 22 or less, and even more preferably 20 or less. When the number of carbon atoms in the alkyl group of the alkyl (meth)acrylate is 2 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. When the number of carbon atoms in the alkyl group of the alkyl (meth)acrylate is 25 or less, the viscosity of the curable composition is suppressed, improving the coatability and the adhesion of the curable composition. 【0041】 The method for introducing hydrolyzable silyl groups into acrylic polymers is not particularly limited and includes, for example: (1) hydrosilylation by reacting an acrylic polymer having an unsaturated group in its molecule with a hydrosilane having a hydrolyzable silyl group; (2) reacting an acrylic polymer having an unsaturated group in its molecule with a compound having a mercapto group and a hydrolyzable silyl group; (3) reacting an acrylic polymer having a functional group in its molecule with a compound having a functional group that is reactive to this functional group and a hydrolyzable silyl group; and (4) polymerizing an acrylic monomer containing a (meth)acrylic acid ester having a hydrolyzable silyl group. 【0042】 The (meth)acrylic acid ester having a hydrolyzable silyl group is not particularly limited, but examples include 3-(trimethoxysilyl)propyl (meth)acrylate, 3-(triethoxysilyl)propyl (meth)acrylate, 3-(methyldimethoxysilyl)propyl (meth)acrylate, 2-(trimethoxysilyl)ethyl (meth)acrylate, 2-(triethoxysilyl)ethyl (meth)acrylate, 2-(methyldimethoxysilyl)ethyl (meth)acrylate, trimethoxysilylmethyl (meth)acrylate, and triethoxy Examples include silylmethyl, (methyldimethoxysilyl)methyl (meth)acrylate, 4-(trimethoxysilyl)butyl (meth)acrylate, 4-(triethoxysilyl)butyl (meth)acrylate, 4-(methyldimethoxysilyl)butyl (meth)acrylate, 8-(trimethoxysilyl)octyl (meth)acrylate, and 8-(methyldimethoxysilyl)octyl (meth)acrylate, with 3-(methyldimethoxysilyl)propyl (meth)acrylate being preferred, and 3-(methyldimethoxysilyl)propyl methacrylate being more preferred. The (meth)acrylic acid ester containing a hydrolyzable silyl group may be used alone or in combination of two or more types. 【0043】 The number average molecular weight of the acrylic polymer (A2) having hydrolyzable silyl groups is preferably greater than 10,000, more preferably 12,000 or more, more preferably 14,000 or more, and more preferably 15,000 or more. The number average molecular weight of the acrylic polymer (A2) having hydrolyzable silyl groups is preferably 40,000 or less, more preferably 35,000 or less, more preferably 30,000 or less, and more preferably 25,000 or less. When the number average molecular weight of the acrylic polymer (A2) having hydrolyzable silyl groups exceeds 10,000, the durability and antifouling properties of the cured product of the curable composition are improved. When the number average molecular weight of the acrylic polymer (A2) having hydrolyzable silyl groups is 40,000 or less, the surface tack of the cured product of the curable composition is reduced, improving antifouling properties, and the coatability of the curable composition is also improved. 【0044】 The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the acrylic polymer (A2) having hydrolyzable silyl groups is preferably 3.0 or less, more preferably 2.8 or less, more preferably 2.5 or less, and more preferably 2.2 or less. On the other hand, the molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the acrylic polymer (A2) having hydrolyzable silyl groups is preferably 1.05 or more, and more preferably 1.1 or more. When the molecular weight distribution of the acrylic polymer (A2) having hydrolyzable silyl groups is 3.0 or less, the durability and antifouling properties of the cured product of the curable composition are improved. When the molecular weight distribution of the acrylic polymer (A2) having hydrolyzable silyl groups is 1.05 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, and the durability of the applied portion of the curable composition is improved. 【0045】 The content of the acrylic polymer (A2) having hydrolyzable silyl groups in the organic polymer (A) having hydrolyzable silyl groups is preferably 40% by mass or more, and more preferably 45% by mass or more. The content of the acrylic polymer (A2) having hydrolyzable silyl groups in the organic polymer (A) having hydrolyzable silyl groups is preferably 80% by mass or less, more preferably 70% by mass or less, and more preferably 60% by mass or less. When the content of the acrylic polymer (A2) having hydrolyzable silyl groups is 40% by mass or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. When the content of the acrylic polymer (A2) having hydrolyzable silyl groups is 80% by mass or less, the elongation rate at maximum load of the cured product of the curable composition is improved. 【0046】 [Minerals (B)] The curable composition contains a mineral (B) containing aluminum silicate. Aluminosilicates are preferred as the aluminum silicate-containing mineral (B). Examples of aluminosilicates include mullite, kaolinite, illite, feldspars, and zeolites. Note that the aluminum silicate-containing mineral (B) is sometimes simply referred to as "mineral (B)". 【0047】 The aluminosilicate content in mineral (B) is preferably 50% by mass or more, more preferably 70% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, more preferably 99% by mass or more, and more preferably 100% by mass. 【0048】 Feldspars contain feldspar and semi-feldspar, with semi-feldspar being preferred. Feldspars may be used individually or in combination of two or more types. 【0049】 Examples of feldspar include alkali feldspars such as orthoclase, sanidine, microcline, and anorthoclase; and plagioclases such as albite, anorthoclase, neutral feldspar, anorthoclase, sub-anorthoclase, and anorthoclase. 【0050】 Examples of feldspars include nepheline (such as calcium nepheline and cancrinate), nepheline syanite, leucite, sodalite, hauyne, lazurite, nosean, and melilite, with nepheline syanite being preferred. Nepheline syanite is sometimes simply referred to as syanite. 【0051】 The average particle size of feldspar is 0.01 to 100 μm, preferably 0.1 to 50 μm, more preferably 1 to 25 μm, more preferably 2 to 15 μm, and more preferably 3 to 10 μm. When the average particle size of feldspar is 0.01 μm or more, the dispersibility of feldspar in the cured product of the curable composition is improved, the heat-resistant rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, and the durability of the applied portion of the curable composition is improved. When the average particle size of feldspar is 100 μm or less, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0052】 The average particle size of feldspar is determined by image analysis using a transmission electron microscope. Specifically, feldspar is photographed at 100x magnification using a transmission electron microscope, 50 arbitrary feldspar particles are selected, the diameter of each particle is measured, and the arithmetic mean of the diameters of each particle is taken as the average particle size of the feldspar. The diameter of a feldspar particle refers to the diameter of the smallest circle that can enclose the feldspar particle. 【0053】 In the curable composition, the content of mineral (B) containing aluminum silicate is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, more preferably 15 parts by mass or more, and more preferably 18 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of mineral (B) containing aluminum silicate is preferably 200 parts by mass or less, more preferably 150 parts by mass or less, more preferably 100 parts by mass or less, more preferably 80 parts by mass or less, more preferably 60 parts by mass or less, and more preferably 50 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of mineral (B) is within the above range, the heat-resistant rubber elasticity and stain-resistant properties of the cured product of the curable composition are improved. 【0054】 [(meth)acrylic acid ester polymer (C)] The curable composition contains a (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains. The (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains may be simply referred to as "(meth)acrylic acid ester polymer (C)". In the present invention, (meth)acrylic acid means acrylic acid or methacrylic acid. 【0055】 The curable composition contains a (meth)acrylic acid ester polymer (C) that has polyethylene oxide chains (meth)acrylic acid ester units, which improves adhesion to components made of inorganic materials in particular. 【0056】 Furthermore, the inclusion of a (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains makes the surface of the cured product of the curable composition appropriately hydrophilic. As a result, when water comes into contact with the surface of the cured product of the curable composition due to rainfall, etc., the water does not form droplets on the surface of the cured product but spreads thinly and flows off easily. Therefore, the occurrence of rain streaks on the surface of the cured product of the curable composition can be reduced, and the cured product of the curable composition has excellent stain resistance. 【0057】 Furthermore, by including a (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains, the miscibility between the organic polymer (A) having hydrolyzable silyl groups and the mineral (B) is improved, which enhances the heat-resistant rubber elasticity of the cured product of the curable composition, as well as the curability of the curable composition itself. 【0058】 Thus, the curable composition contains an organic polymer (A) having hydrolyzable silyl groups, a mineral (B) containing aluminum silicate, and a (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains. As a result, the cured product of the curable composition has excellent stain resistance and heat-resistant rubber elasticity. 【0059】 (Meth)acrylic acid ester polymer (C) contains (meth)acrylic acid ester units that contain polyethylene oxide chains. (Meth)acrylic acid ester polymer (C) has polyethylene oxide chains in its side chains. 【0060】 The main chain skeleton of the (meth)acrylic acid ester polymer (C) is preferably a polymer of acrylic monomers containing a (meth)acrylic acid ester that contains polyethylene oxide chains. Acrylic monomers have ethylenically unsaturated double bonds, and polymers of acrylic monomers can be obtained by addition polymerization of acrylic monomers at the ethylenically unsaturated double bonds. 【0061】 As the (meth)acrylate ester containing a polyethylene oxide chain, the (meth)acrylate ester represented by the following general formula (1) is preferable. CH2=C(R 2 )C(O)-(OCH2CH2) m -O-R 3 (1) (In the formula, R 2 is a hydrogen atom or a methyl group, and R 3 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 24 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted aralkyl group having 7 to 20 carbon atoms, and m is an integer of 2 to 100.) 【0062】 In formula (1), R 2 is preferably a methyl group. 【0063】 In formula (1), m is the number of repeating units, and an integer of 2 or more is preferable, an integer of 3 or more is more preferable, and an integer of 4 or more is particularly preferable. On the other hand, in formula (1), m is preferably an integer of 100 or less, more preferably an integer of 40 or less, and more preferably an integer of 30 or less. 【0064】 The substituted or unsubstituted alkyl group having 1 to 24 carbon atoms in R 3 in formula (1) may be either linear or branched and is not particularly limited. Examples of the unsubstituted alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an amyl group, an isoamyl group, a tert-amyl group, a neopentyl group, an n-hexyl group, etc. The hydrogen atoms of these alkyl groups may be substituted by organic groups such as a hydroxy group and an alkoxy group. Note that preferably an aryl group is excluded from the organic groups. Examples of the substituted alkyl group include a hydroxyalkyl group, an alkoxyalkyl group, etc. Note that preferably an alkyl group substituted by a substituent containing an aromatic ring such as a benzyl group is excluded from the substituted alkyl group. 【0065】 R in equation (1) 3 In substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, the aromatic ring constituting the aryl group may be a monocycle or a fused ring. Examples of unsubstituted aryl groups include phenyl, 1-naphthyl, 2-naphthyl, 1-anthracenyl, 2-anthracenyl, and 9-anthracenyl groups. The hydrogen atoms of these aryl groups may be substituted with organic groups such as hydroxyl, alkyl, and alkoxy groups. Examples of substituted aryl groups include alkoxyphenyl and alkylphenyl groups. 【0066】 R in equation (1) 3 Examples of substituted or unsubstituted aralkyl groups having 7 to 20 carbon atoms include benzyl group, α,α-phenylmethylbenzyl group, α,α-dimethylbenzyl group, α,α-methylphenylbenzyl group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group. 【0067】 R in equation (1) 3 Preferably, the alkyl groups are hydrogen atoms and substituted or unsubstituted alkyl groups having 1 to 24 carbon atoms, more preferably unsubstituted alkyl groups having 1 to 10 carbon atoms, and even more preferably unsubstituted alkyl groups having 1 to 3 carbon atoms. 【0068】 The alcohol residue that forms the (meth)acrylic acid ester containing the polyethylene oxide chain is preferably a polyethylene glycol residue whose terminal is sealed with an alkyl group having 1 to 24 carbon atoms. 【0069】 Examples of (meth)acrylic acid esters containing polyethylene oxide chains include methoxypolyethylene glycol (meth)acrylate, ethoxypolyethylene glycol (meth)acrylate, and propoxypolyethylene glycol (meth)acrylate, with methoxypolyethylene glycol (meth)acrylate being preferred and methoxypolyethylene glycol methacrylate being more preferred. The (meth)acrylic acid esters containing polyethylene oxide chains may be used alone or in combination of two or more types. 【0070】 In the (meth)acrylic acid ester polymer (C), the content of (meth)acrylic acid ester units containing polyethylene oxide chains is preferably 5% by mass or more, preferably 10% by mass or more, more preferably 20% by mass or more, more preferably 25% by mass or more, more preferably 40% by mass or more, more preferably 50% by mass or more, more preferably 60% by mass or more, more preferably 70% by mass or more, more preferably 80% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, more preferably 99% by mass or more, and more preferably 100% by mass. When the content of (meth)acrylic acid ester units containing polyethylene oxide chains is 5% by mass or more, the surface of the cured product of the curable composition can be made appropriately hydrophilic, thereby improving both the stain resistance and heat resistance rubber elasticity of the cured product. If the hydrophilicity of the surface of the cured product of the curable composition is too high, the cured product may come into contact with moisture in the air or water such as rainwater, which may accelerate the decrease in the heat resistance rubber elasticity of the cured product of the curable composition. 【0071】 The (meth)acrylic acid ester polymer (C) preferably contains (meth)acrylic acid alkyl ester units. More preferably, the main chain skeleton of the (meth)acrylic acid ester polymer (C) is a polymer of acrylic monomers containing a polyethylene oxide chain (meth)acrylic acid ester and an (meth)acrylic acid alkyl ester. Using an (meth)acrylic acid alkyl ester improves the heat-resistant rubber elasticity of the cured product of the curable composition. It is preferable that the (meth)acrylic acid alkyl ester does not contain a polyethylene oxide chain and / or a hydrolyzable silyl group. It is preferable that the hydrogen atoms of the alkyl group of the (meth)acrylic acid alkyl ester are not substituted. 【0072】 Examples of alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, and stearyl (meth)acrylate. Among these, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, and n-hexyl (meth)acrylate are preferred, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, and n-butyl (meth)acrylate are more preferred, and n-butyl (meth)acrylate is even more preferred. Alkyl (meth)acrylate esters may be used alone or in combination of two or more. 【0073】 The (meth)acrylic acid ester polymer (C) may have hydrolyzable silyl groups. Since the hydrolyzable silyl groups are the same as those described for organic polymer (A), their description is omitted. The hydrolyzable silyl groups of (meth)acrylic acid ester polymer (C) and organic polymer (A) may be the same or different. As the hydrolyzable silyl group of (meth)acrylic acid ester polymer (C), an alkoxysilyl group is preferred because the cured product of the curable composition can maintain excellent heat-resistant rubber elasticity over a long period of time. Examples of alkoxysilyl groups include trialkoxysilyl groups such as trimethoxysilyl group, triethoxysilyl group, triisopropoxysilyl group, and triphenoxysilyl group; dimethoxysilyl groups such as methyldimethoxysilyl group and methyldiethoxysilyl group; and monoalkoxysilyl groups such as dimethylmethoxysilyl group and dimethylethoxysilyl group. Among these, dialoxysilyl groups and trialkoxyl groups are more preferred, trialkoxysilyl groups are more preferred, and trimethoxysilyl groups are more preferred. 【0074】 The (meth)acrylic acid ester polymer (C) preferably has an average of 0.1 to 3 hydrolyzable silyl groups per molecule. When the number of hydrolyzable silyl groups in the (meth)acrylic acid ester polymer (C) is 0.1 or more, the curability of the curable composition is improved. When the number of hydrolyzable silyl groups in the (meth)acrylic acid ester polymer (C) is 3 or less, the mechanical strength or heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0075】 Furthermore, the average number of hydrolyzable silyl groups per molecule in the (meth)acrylic acid ester polymer (C) is: 1 It can be calculated based on the concentration of hydrolyzable silyl groups in the (meth)acrylic acid ester polymer (C) determined by 1H-NMR, and the number-average molecular weight of the (meth)acrylic acid ester polymer (C) determined by GPC. 【0076】 The (meth)acrylic acid ester polymer (C) preferably contains (meth)acrylic acid ester units containing hydrolyzable silyl groups. More preferably, the main chain skeleton of the (meth)acrylic acid ester polymer (C) is a polymer of acrylic monomers containing polyethylene oxide chains and (meth)acrylic acid ester units containing hydrolyzable silyl groups, and even more preferably, it is a polymer of acrylic monomers containing polyethylene oxide chains, alkyl (meth)acrylic acid ester units and (meth)acrylic acid ester units containing hydrolyzable silyl groups. 【0077】 The (meth)acrylic acid ester containing a hydrolyzable silyl group is not particularly limited, but examples include 3-(trimethoxysilyl)propyl (meth)acrylate, 3-(triethoxysilyl)propyl (meth)acrylate, 3-(methyldimethoxysilyl)propyl (meth)acrylate, 2-(trimethoxysilyl)ethyl (meth)acrylate, 2-(triethoxysilyl)ethyl (meth)acrylate, 2-(methyldimethoxysilyl)ethyl (meth)acrylate, trimethoxysilylmethyl (meth)acrylate, triethoxysilylmethyl (meth)acrylate, and (methyldimethoxysilyl)methyl (meth)acrylate. Among these, 3-(trimethoxysilyl)propyl (meth)acrylate and 3-(methyldimethoxy)propyl (meth)acrylate are preferred, 3-(trimethoxysilyl)propyl (meth)acrylate is more preferred, and 3-(trimethoxysilyl)propyl methacrylate is even more preferred. (Meth)acrylic acid esters containing hydrolyzable silyl groups may be used alone or in combination of two or more types. 【0078】 The (meth)acrylic acid ester polymer (C) may contain (meth)acrylic acid-substituted alkyl ester units. A (meth)acrylic acid-substituted alkyl ester is a compound in which the hydrogen atoms of the alkyl group of the (meth)acrylic acid alkyl ester are substituted with organic groups such as alkoxy groups, hydroxyl groups, halogen atoms (fluorine atoms, chlorine atoms, etc.), fluoroalkyl groups, and amino groups. 【0079】 Examples of (meth)acrylate-substituted alkyl esters include 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2,2,2-trifluoroethyl (meth)acrylate, 3,3,3-trifluoropropyl (meth)acrylate, 3,3,4,4,4-pentafluorobutyl (meth)acrylate, 2-perfluoroethyl-2-perfluorobutyl ethyl (meth)acrylate, trifluoromethyl (meth)acrylate, perfluoroethyl (meth)acrylate, bis(trifluoromethyl)methyl (meth)acrylate, 2-trifluoromethyl-2-perfluoroethyl ethyl (meth)acrylate, 2-perfluorohexyl ethyl (meth)acrylate, 2-perfluorodecyl ethyl (meth)acrylate, 2-perfluorohexadecyl ethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, 2-chloroethyl (meth)acrylate, and 2-aminoethyl (meth)acrylate. (Meth)acrylate-substituted alkyl esters may be used alone or in combination of two or more. 【0080】 The (meth)acrylic acid ester polymer (C) may also contain other acrylic monomer units such as (meth)acrylic acid, phenyl (meth)acrylic acid, toluyl (meth)acrylic acid, benzyl (meth)acrylic acid, and tetrahydrofurfuryl (meth)acrylic acid. 【0081】 The synthesis method for (meth)acrylic acid ester polymers (C) is not particularly limited and includes known methods. For example, various polymerization methods such as free radical polymerization, anionic polymerization, cationic polymerization, UV radical polymerization, living anionic polymerization, living cationic polymerization, and living radical polymerization can be used. 【0082】 For example, free radical polymerization methods include a solution polymerization method in which a polymerization initiator, a chain transfer agent, and a solvent are added to an acrylic monomer containing a polyethylene oxide chain (meth)acrylic acid ester and, optionally, an alkyl (meth)acrylic acid ester or a hydrolyzable silyl group (meth)acrylic acid ester, and the polymerization of the acrylic monomer is carried out at 50 to 150°C; and a continuous bulk polymerization method in which the acrylic monomer is polymerized at high temperature and high pressure as described in Japanese Patent Application Publication No. 2001-207157. 【0083】 Typically, an oil-soluble radical initiator is used to initiate the polymerization reaction. Examples of oil-soluble radical initiators include azo polymerization initiators and organic peroxides. 【0084】 The azo polymerization initiator is not particularly limited and examples include 2,2'-azobis(2-methylbutyronitrile), dimethyl-2,2'-azobis(2-methylpropionate), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis[N-(2-propenyl)-2-methylpropionamide], and 1,1'-azobis(cyclohexane-1-carbonitride). 【0085】 The organic peroxides are not particularly limited, and include, for example, diacyl peroxides such as benzoyl peroxide, isobutyryl peroxide, isononanoyl peroxide, decanoyl peroxide, lauroyl peroxide, parachlorobenzoyl peroxide, and di(3,5,5-trimethylhexanoyl) peroxide; peroxydicarbonates such as diisopropyl peroxydicarbonate, di-sec-butyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, di-1-methylheptyl peroxydicarbonate, di-3-methoxybutyl peroxydicarbonate, and dicyclohexyl peroxydicarbonate; tert-butyl peroxybenzoate, tert-butyl peroxyacetate, tert-butyl peroxy- Examples include peroxyesters such as 2-ethylhexanoate, tert-butyl peroxyisobutyrate, tert-butyl peroxypivalate, tert-butyl diperoxyadipate, and cumyl peroxyneodecanoate; ketone peroxides such as methyl ethyl ketone peroxide and cyclohexanone peroxide; dialkyl peroxides such as di-tert-butyl peroxide, dicumyl peroxide, tert-butylcumyl peroxide, and 1,1-di(tert-hexylperoxy)-3,3,5-trimethylcyclohexane; hydroperoxides such as cumene hydroxyperoxide and tert-butyl hydroperoxide; and 1,1-di(tert-hexylperoxy)-3,3,5-trimethylcyclohexane. When using peroxides as radical polymerization initiators, they may be used in combination with reducing agents as redox-type polymerization initiators. Polymerization initiators may be used alone or in combination of two or more. 【0086】 Examples of chain transfer agents include mercapto group-containing compounds such as n-dodecyl mercaptan, tert-dodecyl mercaptan, and lauryl mercaptan. Furthermore, when it is desired to introduce a hydrolyzable silyl group to the molecular chain end of the (meth)acrylic acid ester polymer (C), examples of chain transfer agents include 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropylchloromethyldimethoxysilane, 3-mercaptopropylmethoxymethyldimethoxysilane, mercaptomethyltrimethoxysilane, and (mercaptomethyl)dimethoxymethylsilane. Chain transfer agents may be used alone or in combination of two or more. Since chain transfer agents can adversely affect durability, the amount used is preferably 2% or less of the total monomer amount, and it is particularly preferable not to use them at all. 【0087】 Examples of solvents include aromatic compounds such as toluene, xylene, styrene, ethylbenzene, paradichlorobenzene, di-2-ethylhexyl phthalate, and di-n-butyl phthalate; hydrocarbon compounds such as hexane, heptane, octane, cyclohexane, and methylcyclohexane; carboxylic acid ester compounds such as butyl acetate, n-propyl acetate, and isopropyl acetate; ketone compounds such as methyl isobutyl ketone and methyl ethyl ketone; dialkyl carbonate compounds such as dimethyl carbonate and diethyl carbonate; and alcohol compounds such as 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutanol, tert-butyl alcohol, and amyl alcohol. Among these, dimethyl carbonate, 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutanol, and tert-butyl alcohol are more preferred, and 2-propanol and isobutanol are particularly preferred. 【0088】 The number average molecular weight (Mn) of the (meth)acrylic acid ester polymer (C) is preferably 1000 or more, and more preferably 1500 or more. The number average molecular weight (Mn) of the (meth)acrylic acid ester polymer (C) is preferably 20000 or less, more preferably 10000 or less, more preferably 8000 or less, more preferably 6000 or less, more preferably 4000 or less, and more preferably 3000 or less. When the number average molecular weight of the (meth)acrylic acid ester polymer (C) is 1000 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. When the number average molecular weight of the (meth)acrylic acid ester polymer (C) is 20000 or less, the coatability of the curable composition is improved. 【0089】 The content of (meth)acrylic acid ester polymer (C) in the curable composition is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, and more preferably 15 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of (meth)acrylic acid ester polymer (C) in the curable composition is preferably 200 parts by mass or less, more preferably 100 parts by mass or less, and more preferably 75 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of (meth)acrylic acid ester polymer (C) is 5 parts by mass or more, the stain resistance and heat resistance rubber elasticity of the cured product of the curable composition are improved. When the content of (meth)acrylic acid ester polymer (C) is 200 parts by mass or less, the heat resistance rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, the durability of the applied portion of the curable composition is improved, and the coatability of the curable composition is improved. 【0090】 [Plasticizer] The curable composition preferably contains a plasticizer. If the plasticizer is not a polymer or oligomer, a compound with a molecular weight of 300 to 10,000 is used. If the plasticizer is a polymer or oligomer, a polymer with a number-average molecular weight of 400 to 9,000 is preferably used. Specifically, examples include phthalate esters such as dioctyl phthalate, dibutyl phthalate, and butyl benzyl phthalate, polyalkylene oxides such as polypropylene glycol, and acrylic polymers, with acrylic polymers being preferred. 【0091】 The acrylic polymer used as a plasticizer is preferably a (meth)acrylic polymer (D) containing hydrolyzable silyl groups. The (meth)acrylic polymer (D) does not have chains containing polyalkylene oxide. Note that the (meth)acrylic polymer (D) containing hydrolyzable silyl groups is sometimes simply referred to as "(meth)acrylic polymer (D)". 【0092】 Chains containing polyalkylene oxides have the general formula:-(R 5 -O) x -(In the formula, R 5 represents an alkylene group, and x is a positive integer representing the number of repeating units. The chain contains repeating units represented by ). A chain containing polyalkylene oxide may consist of only one type of repeating unit, or it may consist of two or more types of repeating units. Note that the alkylene group is the same as the alkylene group described in organic polymer (A), so its explanation is omitted. 【0093】 (Meth)acrylic polymer (D) has a main chain skeleton composed of polymers of acrylic monomers. The acrylic monomer units constituting the main chain skeleton of (meth)acrylic polymer (D) contain (meth)acrylic acid ester units containing hydrolyzable silyl groups. (Meth)acrylic acid esters containing hydrolyzable silyl groups do not have chains containing polyalkylene oxides. 【0094】 As hydrolyzable silyl groups, alkoxysilyl groups are preferred because the cured product of the curable composition can maintain excellent heat-resistant rubber elasticity over a long period of time. Examples of alkoxysilyl groups include trialkoxysilyl groups such as trimethoxysilyl, triethoxysilyl, triisopropoxysilyl, and triphenoxysilyl; dimethoxysilyl groups such as methyldimethoxysilyl and methyldiethoxysilyl; and monoalkoxysilyl groups such as dimethylmethoxysilyl and dimethylethoxysilyl. Among these, dialkoxysilyl and trialkoxyl groups are more preferred, trialkoxysilyl groups are more preferred, and trimethoxysilyl groups are even more preferred. 【0095】 The (meth)acrylic polymer (D) preferably has an average of 1 to 3 hydrolyzable silyl groups per molecule. When the number of hydrolyzable silyl groups in the (meth)acrylic polymer (D) is 1 or more, the curability of the curable composition is improved. When the number of hydrolyzable silyl groups in the (meth)(meth)acrylic polymer (D) is 3 or less, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0096】 The average number of hydrolyzable silyl groups per molecule in (meth)acrylic polymer (D) is the same as the measurement procedure for organic polymer (A), so the explanation is omitted. 【0097】 The (meth)acrylic acid ester containing a hydrolyzable silyl group is not particularly limited, but examples include 3-(trimethoxysilyl)propyl (meth)acrylate, 3-(triethoxysilyl)propyl (meth)acrylate, 3-(methyldimethoxysilyl)propyl (meth)acrylate, 2-(trimethoxysilyl)ethyl (meth)acrylate, 2-(triethoxysilyl)ethyl (meth)acrylate, 2-(methyldimethoxysilyl)ethyl (meth)acrylate, trimethoxysilylmethyl (meth)acrylate, triethoxysilylmethyl (meth)acrylate, and (methyldimethoxysilyl)methyl (meth)acrylate. Among these, 3-(trimethoxysilyl)propyl (meth)acrylate and 3-(methyldimethoxy)propyl (meth)acrylate are preferred, 3-(trimethoxysilyl)propyl (meth)acrylate is more preferred, and 3-(trimethoxysilyl)propyl methacrylate is even more preferred. (Meth)acrylic acid esters containing hydrolyzable silyl groups may be used alone or in combination of two or more types. 【0098】 The main chain skeleton of the (meth)acrylic polymer (D) preferably contains alkyl (meth)acrylate units. More preferably, the (meth)acrylic polymer (D) is a polymer of acrylic monomers containing a hydrolyzable silyl group-containing (meth)acrylic acid ester and alkyl (meth)acrylate, and more preferably a polymer of a hydrolyzable silyl group-containing (meth)acrylic acid ester and alkyl (meth)acrylate. By using alkyl (meth)acrylate, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. Note that the hydrolyzable silyl group-containing (meth)acrylic acid ester and alkyl (meth)acrylate do not contain chains containing polyalkylene oxide. In the (meth)acrylic polymer (D), the total content of hydrolyzable silyl group-containing (meth)acrylic acid ester units and alkyl (meth)acrylate units is preferably 80% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, more preferably 99% by mass or more, and more preferably 100% by mass. 【0099】 Examples of alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, and stearyl (meth)acrylate. Among these, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate are preferred, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate are more preferred, methyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, and n-butyl (meth)acrylate are even more preferred, methyl (meth)acrylate and 2-ethylhexyl (meth)acrylate are even more preferred, and methyl methacrylate and 2-ethylhexyl acrylate are even more preferred. The alkyl (meth)acrylate ester preferably contains methyl (meth)acrylate and 2-ethylhexyl (meth)acrylate. Note that the alkyl (meth)acrylate ester may be used alone or in combination of two or more types. 【0100】 The number average molecular weight (Mn) of the (meth)acrylic polymer (D) is preferably 500 or more, and more preferably 1000 or more. The number average molecular weight of the (meth)acrylic polymer (D) is preferably 10000 or less, more preferably 5000 or less, more preferably 4000 or less, more preferably 3000 or less, and more preferably 2000 or less. When the number average molecular weight of the acrylic polymer (D) is 500 or more, the heat-resistant rubber elasticity of the cured product of the curable composition is improved, the adhesion of the cured product to the adherend can be maintained even in a high-temperature atmosphere, and the durability of the applied portion of the curable composition is improved. When the number average molecular weight of the (meth)acrylic polymer (D) is 10000 or less, the heat-resistant rubber elasticity of the cured product of the curable composition is improved. 【0101】 The content of (meth)acrylic polymer (D) in the plasticizer is preferably 1% by mass or more, more preferably 10% by mass or more, and more preferably 100% by mass. In other words, it is preferable that the plasticizer contains only (meth)acrylic polymer (D). When the content of (meth)acrylic polymer (D) is 1% by mass or more, the cured product of the curable composition has excellent heat-resistant rubber elasticity. 【0102】 The content of the plasticizer in the curable composition is preferably 1 part by mass or more, and more preferably 10 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of the plasticizer in the curable composition is preferably 80 parts by mass or less, and more preferably 60 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. 【0103】 [Silanol condensation catalyst] The curable composition preferably contains a silanol condensation catalyst. A silanol condensation catalyst is a catalyst that promotes the dehydration condensation reaction between silanol groups formed by the hydrolysis of hydrolyzable silyl groups contained in an organic polymer (A), etc. 【0104】 The silanol condensation catalyst is not particularly limited and includes organotin compounds such as dioctyl tin monodecanate, 1,1,3,3-tetrabutyl-1,3-dilauryloxycarbonyl-distanoxane, dibutyl tin dilaurate, dibutyl tin oxide, dibutyl tin diacetate, dibutyl tin phthalate, bis(dibutyl tin laurate) oxide, dibutyl tin bis(acetylacetonate), dibutyl tin bis(monoester maleate), tin octoate, dibutyl tin octoate, dioctyl tin oxide, dibutyl tin bis(triethoxysilicate), bis(dibutyl tin bistriethoxysilicate) oxide, and dibutyl tin oxybisethoxysilicate; and organotitanium compounds such as tetra-n-butoxytitanate and tetraisopropoxytitanate. Among these, organotin compounds are preferred, and dioctyl tin oxide is more preferred. These silanol condensation catalysts may be used individually or in combination of two or more types. 【0105】 The content of the silanol condensation catalyst in the curable composition is preferably 0.1 parts by mass or more, more preferably 0.2 parts by mass or more, and more preferably 0.3 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of the silanol condensation catalyst in the curable composition is preferably 10 parts by mass or less, more preferably 8 parts by mass or less, more preferably 6 parts by mass or less, and more preferably 5 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of the silanol condensation catalyst in the curable composition is 0.1 parts by mass or more, the curing rate of the curable composition can be increased, and the time required for curing of the curable composition can be shortened. When the content of the silanol condensation catalyst in the curable composition is 10 parts by mass or less, the curable composition has an appropriate curing rate, and the storage stability and handling of the curable composition can be improved. 【0106】 [Aminosilane compounds] The curable composition preferably contains an aminosilane compound. The aminosilane compound may be used alone or in combination of two or more. A preferred aminosilane compound is an aminoalkoxysilane. An aminoalkoxysilane is a compound having at least one amino group-containing functional group and at least two alkoxy groups directly bonded to a silicon atom in one molecule. It is preferable that the amino group-containing functional group is directly bonded to a silicon atom. A preferred aminoalkoxysilane is a compound having one amino group-containing functional group and three alkoxy groups directly bonded to a silicon atom in one molecule. It is preferable that the aminosilane compound does not contain a chain containing polyalkylene oxide. Note that the chain containing polyalkylene oxide is the same as the chain described in (meth)acrylic polymer (D), so its description is omitted. 【0107】 As for amino group-containing functional groups, aminopropyl functional groups are preferred because they improve the adhesion of the curable composition. Examples of aminopropyl functional groups include -(CH2)3-NH2 and -(CH2)3-NHR 8 At least one aminopropyl functional group selected from the group consisting of -(CH2)3-NH(CH2)2-NH2 (3-[N-(2-aminoethyl)amino]propyl group) and -(CH2)3-NH(CH2)2-NH(CH2)2-NH2 (3-[[2-(2-aminoethylamino)ethyl]amino]propyl group) is preferred. As the aminopropyl functional group, -(CH2)3-NH2 and -(CH2)3-NH(CH2)2-NH2 are more preferred. 【0108】 -(CH2)3-NHR 8 In R 8 These are alkyl groups with 1 to 18 carbon atoms, monovalent saturated alicyclic hydrocarbon groups with 3 to 18 carbon atoms, or aryl groups with 6 to 12 carbon atoms. 【0109】 R 8Examples of alkyl groups having 1 to 18 carbon atoms include linear alkyl groups and branched alkyl groups. Examples of linear alkyl groups include methyl group, ethyl group, propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, and n-octadecyl group. Methyl group, ethyl group, and n-butyl group are preferred as linear alkyl groups. Examples of branched alkyl groups include isopropyl group, isobutyl group, sec-butyl group, and tert-butyl group. 【0110】 R 8 Examples of monovalent saturated alicyclic hydrocarbon groups having 3 to 18 carbon atoms include cyclopentyl group, cycloheptyl group, cyclohexyl group, 4-methylcyclohexyl group, and cyclooctyl group, with cyclohexyl group being preferred. 【0111】 R 8 Examples of aryl groups with 6 to 12 carbon atoms include the phenyl group. 【0112】 Examples of aminoalkoxysilanes include 3-aminopropyltrimethoxysilane, 3-aminopropylmethyldimethoxysilane, 3-aminopropyltriethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, N,N'-bis-[3-(trimethoxysilyl)propyl]ethylenediamine, N,N'-bis-[3-(triethoxysilyl)propyl]ethylenediamine, N,N'-bis-[3-(methyldimethoxysilyl)propyl]ethylenediamine, N,N'-bis-[3-(trimethoxysilyl)propyl]hexamethylenediamine, and N,N'-bis-[3-(triethoxysilyl)propyl]hexamethylenediamine, with N-2-(aminoethyl)-3-aminopropyltrimethoxysilane being preferred. Aminoalkoxysilanes may be used alone or in combination of two or more. 【0113】 The aminosilane compound may be the aminoalkoxysilane described above, or a hydrolysis condensate of the aminoalkoxysilane. Examples of aminosilane compounds include alkoxysilane oligomers, which are hydrolysis condensates of aminoalkoxysilane, and alkoxysilane oligomers, which are hydrolysis condensates of aminoalkoxysilane and alkylalkoxysilane. Specifically, examples of aminosilane compounds include alkoxysilane oligomers obtained by hydrolyzing and then condensing aminoalkoxysilane, and alkoxysilane oligomers obtained by hydrolyzing and then condensing aminoalkoxysilane and alkylalkoxysilane. 【0114】 Alkylalkoxysilanes refer to compounds in which at least one alkyl group and at least two alkoxy groups are directly bonded to a silicon atom. Examples of alkylalkoxysilanes include monoalkyltrialkoxysilanes, in which one alkyl group and three alkoxy groups are directly bonded to a silicon atom, and dialkyldialkoxysilanes, in which two alkyl groups and two alkoxy groups are directly bonded to a silicon atom. Specific examples of monoalkyltrialkoxysilanes include methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, and hexyltrimethoxysilane. Specific examples of dialkyldialkoxysilanes include dimethyldimethoxysilane, dimethyldiethoxysilane, diethyldimethoxysilane, and diethyldiethoxysilane. Among these, monoalkyltrialkoxysilanes are preferred, and ethyltriethoxysilane is more preferred. Alkylalkoxysilanes may be used alone or in combination of two or more types. 【0115】 The content of the aminosilane compound in the curable composition is preferably 0.1 parts by mass or more, more preferably 0.5 parts by mass or more, and more preferably 1 part by mass or more, per 100 parts by mass of the organic polymer (A) having a hydrolyzable silyl group. The content of the aminosilane compound in the curable composition is preferably 10 parts by mass or less, more preferably 5 parts by mass or less, and more preferably 3 parts by mass or less, per 100 parts by mass of the organic polymer (A) having a hydrolyzable silyl group. When the content of the aminosilane compound is 0.1 parts by mass or more, the adhesion of the curable composition is improved. When the content of the aminosilane compound is 10 parts by mass or less, the curability of the curable composition is improved. 【0116】 [Filler] The curable composition preferably contains a filler. The presence of a filler makes it possible to provide a curable composition that yields a cured product with excellent mechanical strength. 【0117】 Examples of fillers include calcium carbonate, magnesium carbonate, calcium oxide, hydrated silicic acid, anhydrous silicic acid, finely powdered silica, calcium silicate, titanium dioxide, clay, talc, carbon black, and glass balloons. Calcium carbonate is preferred, and colloidal calcium carbonate and heavy calcium carbonate are preferred. These fillers may be used individually or in combination of two or more. 【0118】 The average particle size of the filler is preferably 0.01 to 5 μm, and more preferably 0.05 to 2.5 μm. A filler having such an average particle size can yield a cured product with excellent mechanical strength and heat-resistant rubber elasticity, and can also provide a curable composition with excellent adhesion. 【0119】 The average particle diameter of the filler is calculated by scale measurement using SEM observation and taking the arithmetic mean of the diameters of 10 particles. The particle diameter is defined as the diameter of the smallest circle that can enclose the particle in the micrograph obtained by SEM (electron scanning microscope). 【0120】 Furthermore, it is preferable that the calcium carbonate is surface-treated with fatty acids or fatty acid esters. Surface-treated calcium carbonate can impart thixotropy to the curable composition and suppress the aggregation of calcium carbonate. 【0121】 The content of the filler in the curable composition is preferably 1 part by mass or more, more preferably 10 parts by mass or more, more preferably 50 parts by mass or more, and particularly preferably 100 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of the filler in the curable composition is preferably 700 parts by mass or less, more preferably 250 parts by mass or less, and particularly preferably 200 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of the filler in the curable composition is 1 part by mass or more, the effect of adding the filler is sufficiently obtained. Furthermore, when the content of the filler in the curable composition is 700 parts by mass or less, the cured product obtained by curing the curable composition has excellent heat-resistant rubber elasticity. 【0122】 [Dehydrating agent] The curable composition preferably further contains a dehydrating agent. The dehydrating agent helps to suppress the curing of the curable composition due to moisture contained in the air or other sources when it is stored. 【0123】 Examples of dehydrating agents include silane compounds such as vinyltrimethoxysilane, dimethyldimethoxysilane, tetraethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, tetramethoxysilane, phenyltrimethoxysilane, and diphenyldimethoxysilane; and ester compounds such as methyl orthoformate, ethyl orthoformate, methyl orthoacetate, and ethyl orthoacetate. These dehydrating agents may be used alone or in combination of two or more. Among these, vinyltrimethoxysilane is preferred. 【0124】 The content of the dehydrating agent in the curable composition is preferably 0.5 parts by mass or more, and more preferably 1 part by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. On the other hand, the content of the dehydrating agent in the curable composition is preferably 20 parts by mass or less, and more preferably 15 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of the dehydrating agent in the curable composition is 0.5 parts by mass or more, the effects obtained by the dehydrating agent are sufficiently obtained. Furthermore, when the content of the dehydrating agent in the curable composition is 20 parts by mass or less, the curable composition has excellent curability. 【0125】 (Light stabilizer) The curable composition may further contain a light stabilizer. Examples of light stabilizers include hindered amine-based light stabilizers. Hindered amine-based light stabilizers can provide a curable composition that can maintain excellent rubber elasticity for a longer period after curing. 【0126】 Examples of hindered amine-based light stabilizers include a mixture of bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl 1,2,2,6,6-pentamethyl-4-piperidyl sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, dibutylamine·1,3,5-triazine·N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl-1,6-hexamethylenediamine and N-(2,2,6,6-tetramethyl-4-piperidyl)butyl Examples include polycondensates with amines, poly[{6-(1,1,3,3-tetramethylbutyl)amino-1,3,5-triazine-2,4-diyl}{(2,2,6,6-tetramethyl-4-piperidyl)imino}hexamethylene{(2,2,6,6-tetramethyl-4-piperidyl)imino}], and polycondensates of dimethyl succinate and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol. Hindered amine light stabilizers may be used alone or in combination of two or more. 【0127】 The content of the hindered amine-based light stabilizer in the curable composition is preferably 0.01 parts by mass or more, and more preferably 0.1 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of the hindered amine-based light stabilizer in the curable composition is preferably 20 parts by mass or less, and more preferably 10 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. 【0128】 [Other additives] The curable composition may contain other additives such as thixotropic agents, antioxidants, UV absorbers, pigments, dyes, anti-settling agents, and solvents. Among these, thixotropic agents, UV absorbers, and antioxidants are particularly preferred. 【0129】 The thixotropic agent can be any agent capable of inducing thixotropy in the curable composition. Preferred thixotropic agents include hydrogenated castor oil, fatty acid bisamides, and fumed silica. 【0130】 The content of the thixotropic agent in the curable composition is preferably 0.1 parts by mass or more, and more preferably 1 part by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The content of the thixotropic agent in the curable composition is preferably 200 parts by mass or less, and more preferably 150 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. When the content of the thixotropic agent in the curable composition is 0.1 parts by mass or more, thixotropy can be effectively imparted to the curable composition. Furthermore, when the content of the thixotropic agent in the curable composition is 200 parts by mass or less, the curable composition has an appropriate viscosity, and the handling of the curable composition is improved. 【0131】 Examples of UV absorbers include benzotriazole-based UV absorbers and benzophenone-based UV absorbers, with benzotriazole-based UV absorbers being preferred. The UV absorber content in the curable composition is preferably 0.1 parts by mass or more, and more preferably 0.5 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The UV absorber content in the curable composition is preferably 20 parts by mass or less, and more preferably 10 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. 【0132】 Examples of antioxidants include hindered phenol antioxidants, monophenol antioxidants, bisphenol antioxidants, and polyphenol antioxidants. The antioxidant content in the curable composition is preferably 0.1 parts by mass or more, and more preferably 0.3 parts by mass or more, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. The antioxidant content in the curable composition is preferably 20 parts by mass or less, and more preferably 10 parts by mass or less, per 100 parts by mass of the organic polymer (A) having hydrolyzable silyl groups. 【0133】 Because the curable composition can form a cured product that maintains excellent rubber elasticity over a long period of time, it can be used in various applications such as sealants, coatings, adhesives, and paints. In particular, it is preferably used as a sealant, and more preferably as a sealant for joint structures. 【0134】 Furthermore, the cured product of the curable composition of the present invention has excellent stain resistance, which reduces the occurrence of rain streaks and allows it to maintain a beautiful appearance for a long period of time, especially when used outdoors. 【0135】 A method for obtaining a joint structure by applying a curable composition to a joint is to fill the joint with the curable composition and then allow it to cure. The resulting joint structure has wall members that constitute the wall portion of the building structure and a cured product of the curable composition that is filled into the joint formed between adjacent wall members. Examples of wall portions of a building structure include exterior walls, interior walls, and ceiling portions, with exterior walls being preferred. Examples of wall members include exterior wall members, interior wall members, and ceiling members, with exterior wall members being preferred. 【0136】 The joints are not particularly limited, but examples include joints in the exterior walls, interior walls, and ceilings of building structures. The curable composition exhibits excellent stain resistance after curing. Furthermore, the curable composition maintains excellent rubber elasticity for a long period of time even when exposed to high temperatures due to ambient temperature and sunlight after curing. Because the curable composition maintains excellent heat-resistant rubber elasticity for a long period of time after curing, it exhibits excellent adaptability to changes in the width of the joints due to expansion and contraction of members due to temperature changes such as ambient temperature and sunlight, or due to the effects of vibration and wind pressure, thereby preventing damage to members and leakage of water into the building structure. Therefore, the curable composition is suitably used to seal joints in the exterior walls of building structures, and other joints that are prone to the adhesion of contaminants and the occurrence of rain streaks, also known as "working joints." 【0137】 Examples of joints in the exterior walls of building structures include joints formed at the connections between exterior wall components such as mortar boards, concrete boards, ceramic siding boards, metal siding boards, ALC boards, and metal sheets. [Effects of the Invention] 【0138】 Since the curable composition of the present invention has the above-described structure, it can harden in the atmosphere (air) or moisture in the material, producing a cured product with excellent stain resistance and heat-resistant rubber elasticity. [Modes for carrying out the invention] 【0139】 The present invention will be described more specifically below with reference to examples, but the present invention is not limited thereto. [Examples] 【0140】 The following compounds were used in the examples and comparative examples. [Organic polymer having hydrolyzable silyl groups (A)] [Polyalkylene oxide (A1) having hydrolyzable silyl groups] • A polyalkylene oxide containing methyldimethoxysilyl groups and having a main chain skeleton made of polypropylene oxide [Polyalkylene oxide (A11), manufactured by AGC Inc., product name "Excestar S4530", number average molecular weight (Mn): 25000, molecular weight distribution (Mw / Mn): 1.16, average number of methyldimethoxysilyl groups per molecule: 1.6] • A polyalkylene oxide containing methyldimethoxysilyl groups and having a main chain skeleton made of polypropylene oxide [Polyalkylene oxide (A12), manufactured by Kaneka Corporation, product name "MS-203H", number average molecular weight (Mn): 17000, molecular weight distribution (Mw / Mn): 1.18, average number of methyldimethoxysilyl groups per molecule: 1.3] • A polyalkylene oxide containing methyldimethoxysilyl groups and having a main chain skeleton made of polypropylene oxide [Polyalkylene oxide (A13), manufactured by AGC Inc., product name "Excestar S2420", number average molecular weight (Mn): 17000, molecular weight distribution (Mw / Mn): 1.41, average number of methyldimethoxysilyl groups per molecule: 1.6] Furthermore, none of the polyalkylene oxides (A11) to (A13) contained (meth)acrylic acid ester units containing polyethylene oxide chains. 【0141】 [Acrylic polymer having hydrolyzable silyl groups (A2)] • An acrylic polymer containing dimethoxysilyl groups and whose main chain skeleton is a polymer of acrylic monomers [Acrylic polymer (A21), manufactured by Kaneka Corporation, product name "SA420S", number average molecular weight: 20000, molecular weight distribution (Mw / Mn): 1.2, having dimethoxysilyl groups at both ends of the main chain, average number of dimethoxysilyl groups per molecule: 1.6, contains butyl acrylate units and stearyl acrylate units, total content of butyl acrylate units and stearyl acrylate units: 90% by mass or more] • An acrylic polymer containing dimethoxysilyl groups and whose main chain skeleton is a polymer of acrylic monomers [Acrylic polymer (A22), manufactured by Soken Chemical Co., Ltd., product name "NE-4003B", number average molecular weight: 17500, molecular weight distribution (Mw / Mn): 2.3, average number of methyldimethoxysilyl groups per molecule: 1.6, contains butyl acrylate units, 2-ethylhexyl acrylate units and 3-(methyldimethoxysilyl)propyl methacrylate units, total content of butyl acrylate units and 2-ethylhexyl acrylate units: 95% by mass or more] Furthermore, neither the acrylic polymers (A21) nor (A22) contained a chain containing polyalkylene oxide in their molecules. 【0142】 [Minerals (B)] • Feldspar (average particle size: 5 μm, nepheline cyanite, manufactured by Shiraishi Calcium Co., Ltd., product name "Nesper", contains aluminum silicate) • Kaolinite (contains aluminum silicate) • Zeolite (containing aluminum silicate) 【0143】 [(meth)acrylic acid ester polymer (C)] • A (meth)acrylic acid ester polymer containing (meth)acrylic acid ester units having polyethylene oxide chains (manufactured by Toagosei Co., Ltd., trade name "HAS-6", copolymer of methoxypolyethylene glycol methacrylate and 3-methacryloxypropyltrimethoxysilane [polymer of methoxypolyethylene glycol methacrylate and 3-(trimethoxysilyl)propyl methacrylate], average number of hydrolyzable silyl groups per molecule: 0.14, number average molecular weight (Mn): 2000) 【0144】 [Plasticizer] • A (meth)acrylic polymer (D) having a hydrolyzable silyl group (manufactured by Toagosei Co., Ltd., product name "Alphon US6100", a copolymer of 2-ethylhexyl acrylate, methyl methacrylate, and 3-(trimethoxy)propyl methacrylate [a copolymer of 2-ethylhexyl acrylate, methyl methacrylate, and 3-methacryloxypropyltrimethoxysilane], containing a trimethoxysilyl group as a hydrolyzable silyl group, not containing a chain containing polyethylene oxide, number average molecular weight (Mn): 1500) 【0145】 [Silanol condensation catalyst] • Dioctyl tin oxide 【0146】 [Aminosilane compounds] • Aminosilane compound (N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, manufactured by Shin-Etsu Chemical Co., Ltd., product name "KBM-603") 【0147】 [Filler] • Colloidal calcium carbonate (manufactured by Kamishima Chemical Industry Co., Ltd., product name "PLS-505", average particle size: 0.1 μm) • Heavy calcium carbonate (manufactured by Shiraishi Calcium Co., Ltd., product name "Whiteon SB", average particle size: 2.0 μm) 【0148】 [Dehydrating agent] Dehydrating agent (vinyltrimethosisilane, manufactured by Shin-Etsu Chemical Co., Ltd., product name "KBM-1003") 【0149】 [Antioxidant] • Hindered phenol antioxidant (BASF Japan product name "Irganox 1010") 【0150】 [UV absorber] • Benzotriazole-based UV absorber (BASF Japan product name "Tinuvin 326") 【0151】 (Examples 1-6 and Comparative Example 1) A curable composition was obtained by mixing an organic polymer (A) having a hydrolyzable silyl group, a mineral (B), a (meth)acrylic ester polymer (C), a (meth)acrylic polymer (D) having a hydrolyzable silyl group, a silanol condensation catalyst, an aminosilane compound, a filler, a dehydrating agent, a hindered phenol antioxidant, and a benzotriazole ultraviolet absorber in the amounts shown in Table 1, under reduced pressure, until homogeneous. 【0152】 The planar tensile strength and antifouling properties of the obtained curable composition were measured according to the following procedure, and the results are shown in Table 1. 【0153】 [Compressive strength] Slates were bonded together using a curable composition. The slate boards used were 12 mm long, 50 mm wide, and 1.0 mm thick. After applying the curable composition to the surface of the slate so that the bonded width was 12 mm, the bonded height was 10 mm, and the bonded thickness was 0.3 mm, another slate board was placed on top, and the curable composition was allowed to cure for 7 days in an environment of 23°C and 50% relative humidity, resulting in a test specimen in which two slate boards were bonded together by the cured material of the curable composition. Using this test specimen, a tensile test was performed at a speed of 3 mm / min using a universal tensile testing machine (manufactured by Instron), and the compressive strength at which the cured material constituting the test specimen fractured was measured. 【0154】 [Elongation rate at maximum load (initial)] An H-shaped test specimen was prepared using a curable composition in accordance with JIS A1439 5.17 (2010). Specifically, two anodized aluminum plates (50 mm long x 50 mm wide, 5 mm thick) were used, and a spacer was placed between them to create a rectangular parallelepiped space (12 mm long x 50 mm wide x 12 mm high) in the center of the space between the plates. The curable composition was filled into this space, ensuring that no air was trapped inside. After filling with the curable composition, the composition was left for 14 days in an atmosphere of 23°C and 50% relative humidity. Subsequently, the composition was left for another 14 days in an atmosphere of 30°C and 50% relative humidity. By curing and hardening the curable composition, an H-shaped test specimen was prepared in which the two plates were bonded together by the cured material of the curable composition. 【0155】 Then, tensile tests were performed on the prepared H-type test specimens at a tensile speed of 50 mm / min in an atmosphere of 23°C and 50% relative humidity, in accordance with JIS A1439 5.20.4 (2010), and the elongation rate at maximum load [%] was measured. Furthermore, after the tensile tests were completed, the fracture mode of the cured material of the curable composition was visually confirmed and evaluated according to the following criteria. The results obtained are recorded in the "Initial" column in Table 1. 【0156】 [Elongation rate under maximum load (90°C, 3 months)] H-type test specimens were prepared in the same manner as described above. The prepared H-type test specimens were left in an atmosphere of 90°C and 50% relative humidity for 3 months. After that, the H-type test specimens were removed and left in an atmosphere of 23°C and 50% relative humidity for a further 24 hours. Subsequently, a tensile test was performed at a tensile speed of 50 mm / min in an atmosphere of 23°C and 50% relative humidity in accordance with JIS A1439 5.20.4 (2010), and the elongation rate at maximum load [%] was measured. Furthermore, after the completion of the tensile test, the fracture mode of the cured material of the curable composition was visually confirmed and evaluated according to the following criteria. The obtained results are recorded in the "90°C 3 months" column in Table 2. 【0157】 The maintenance rate after the heat resistance test, based on the elongation rate under maximum load, was calculated using the following formula, and the result is recorded in the "Maintenance Rate" column. Maintenance rate (%) after heat resistance test in elongation rate under maximum load = 100 × (Elongation rate at maximum load at 90°C for 3 months) / (Initial elongation rate at maximum load) 【0158】 The evaluation criteria for the fracture mode of the cured product of the curable composition were as follows: after the tensile test, if the cured product of the curable composition underwent cohesive fracture, it was classified as "CF"; and if the cured product of the curable composition underwent interfacial fracture, it was classified as "AF". 【0159】 Furthermore, "cohesive failure of the cured material" refers to a state in which the cured material itself breaks during a tensile test. "Interfacial failure of the cured material" refers to a state in which delamination occurs at the interface between the anodized aluminum plate and the cured material during a tensile test. The higher the adhesive strength of the curable composition to the cured material, the more cohesive failure occurs, and the lower the adhesive strength of the curable composition to the cured material, the more interfacial failure occurs. 【0160】 [Staining properties (occurrence of rain streaks)] A sheet-like test specimen made of the cured material of the cured composition was prepared on the PET substrate by coating a release-treated polyethylene terephthalate (PET) substrate with a thickness of 2 mm under a 23°C atmosphere and curing it for 4 weeks. 【0161】 Next, after peeling the PET substrate from the sheet-like test specimen, only the sheet-like test specimen was attached to an aluminum plate to obtain a laminate. The laminate was then exposed outdoors (Koka City, Shiga Prefecture) for three months, with the sheet-like test specimen surface facing vertically. Three months after exposure, the surface condition of the sheet-like test specimen was visually observed and evaluated according to the following criteria. The results are shown in the "Contamination" column of Table 1. ○: No rain streaks or stains occurred. △: There was some slight streaking of rain stains, but this does not pose a problem in actual use. ×: There were rain streaks and the surface was quite dirty. 【0162】 [Table 1]

Claims

[Claim 1] 100 parts by mass of an organic polymer (A) having a hydrolyzable silyl group, A mineral (B) containing aluminum silicate, 5 to 50 parts by mass, It contains 10 to 75 parts by mass of a (meth)acrylic acid ester polymer (C) containing (meth)acrylic acid ester units having polyethylene oxide chains, The above-mentioned organic polymer (A) having hydrolyzable silyl groups comprises either or both of the following: a polyalkylene oxide (A1) having hydrolyzable silyl groups with a number average molecular weight of 15,000 to 50,000, and an acrylic polymer (A2) having hydrolyzable silyl groups with a number average molecular weight of more than 10,000 and 40,000 or less, and not having a polyalkylene oxide chain. The (meth)acrylic acid ester polymer (C) containing the above-mentioned polyethylene oxide chain-containing (meth)acrylic acid ester unit is a copolymer of a (meth)acrylic acid ester having a polyethylene oxide chain and an alkyl (meth)acrylic acid ester, characterized in that it has an average of 0.1 to 3 hydrolyzable silyl groups per molecule and a number-average molecular weight of 1000 to 3000. [Claim 2] The hardenable composition according to claim 1, characterized in that mineral (B) contains feldspar. [Claim 3] The curable composition according to Claim 1, characterized in that it contains a (meth)acrylic polymer (D) having a number average molecular weight of 10,000 or less and having hydrolyzable silyl groups that do not have chains containing polyalkylene oxide. [Claim 4] The curable composition according to claim 1, characterized in that the polyalkylene oxide (A1) having a hydrolyzable silyl group has a molecular weight distribution (Mw / Mn) of 1.4 or less.

Images