JP2006077040A - Curable composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a sealing material capable of keeping good appearance also after processing while almost retaining merits such as durability and weather resistance in conventional modified silicone-based sealing materials. <P>SOLUTION: The curable composition comprises (A) 5-60 mass% modified conjugated diene-based polymer having a conjugated diene-based polymer as a main skeleton and having one or more hydrolyzable silyl groups capable of crosslinking a polymer in the molecule by forming a siloxane bond by hydrolysis and (B) 40-95 mass% polymer having a reactive silyl group at the terminals and having a polyether as a main skeleton. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a curable composition, and more specifically, curability suitable for a sealing material for construction, civil engineering and the like that is particularly excellent in ozone resistance and durability and can maintain a good appearance after construction. It relates to a composition.

Conventionally, as sealing materials for construction, modified silicone-based, polyurethane-based, isocyanate-crosslinked polysulfide-based, silicone-based and polyisobutylene-based sealing materials are known, and they are properly used according to the required characteristics depending on the place of use of the building. It is the actual situation.
Among these, modified silicone-based and polyisobutylene-based sealing materials are excellent in durability and weather resistance, so they should be used in joints where the movement is relatively large and where they touch the exterior of the building. There are many.
In particular, modified silicones are widely used because they are superior in durability and weather resistance, and have a good overall balance in other performances. The conditions are relaxed compared to polyisobutylenes and silicone sealants. It is advantageous because it can be used in As such a modified silicone polymer, a polymer having a structure having a reactive silyl group at the molecular terminal of polyalkylene is typically known (Patent Documents 1 to 3).

  However, the sealing material usually entrains air when the base material and the curing material are mixed and stirred at the time of construction, and many bubbles are generated in the sealing material. Since the modified silicone polymer has a relatively high air permeability, the bubble portion may be depressed near the surface and avatar may be generated with the passage of time immediately after the construction such as filling the sealing material into the joint. Such an avatar is undesirable in terms of joint appearance and may cause a complaint.

Japanese Unexamined Patent Publication No. 2003-129036 JP 2000-345054 A JP-A-8-127724

  The present invention has been made to solve the above-mentioned problems, and retains the advantages such as durability and weather resistance of the conventional modified silicone-based sealing material, and has a good appearance with little avatar after processing. It aims at providing the sealing material which has this.

As a result of intensive studies to achieve the above object, the inventors of the present invention have found that as a polymer material of the sealing material, a specific conjugated diene polymer having low gas permeability and a modified silicone polymer having a polyether as a main skeleton. The present invention has been completed.
That is, the present invention provides the following curable composition.

1. (A) It is obtained by modifying a conjugated diene polymer polymerized with a dilithium initiator in a hydrocarbon solvent, and uses the conjugated diene polymer as a main skeleton and forms a siloxane bond by hydrolysis. 5 to 60% by mass of a modified conjugated diene polymer having at least one hydrolyzable silyl group in the molecule that can be crosslinked by the polymer, and (B) a polyether having a reactive silyl group at the terminal. A curable composition comprising 40 to 95% by mass of a polymer as a skeleton.
2. 2. The curable composition according to 1 above, further comprising (C) a silanol condensation catalyst.
3. Further, (D) the following general formula (I)
H ₂ N (CH ₂ CH ₂ R ¹ ) (I)
[Wherein, R ¹ represents a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms. The curable composition according to 1 or 2 above, wherein a primary amine represented by the formula:
4). (A) The curable composition in any one of said 1-3 in which the weight average molecular weight of a component exists in the range of 10,000 to 40,000.
5. (A) The curable composition in any one of said 1-4 whose component is a polybutadiene type or a polyisoprene type polymer.
6). (B) The curable composition in any one of said 1-5 whose component is a polymer which has the frame | skeleton of polyoxyalkylene.
7). (C) The curable composition in any one of said 1-6 whose silanol condensation catalyst of a component is metal carboxylate.
8). 8. The curable composition according to 7 above, wherein the metal carboxylate is a divalent tin carboxylate.
9. The primary amine as the component (D) is the curable composition according to any one of 1 to 8 above, wherein R ¹ in the general formula (I) is a hydrocarbon group having 9 to 20 carbon atoms.
10. Furthermore, the curable composition in any one of said 1-9 which mix | blends the light stabilizer and / or antioxidant of (E) component.
11. (E) The curable composition of said 10 whose light stabilizer as a component is a hindered amine type compound, and whose antioxidant is a hindered phenol type compound.
12 It contains 0.1 to 20 parts by mass of the component (C) and 0.01 to 20 parts by mass of the component (D) with respect to 100 parts by mass of the mixture of the component (A) and the component (B). The curable composition according to any one of 1 to 11 above.

  The curable composition of the present invention is a sealing material that retains the advantages such as durability and weather resistance of the conventional modified silicone-based sealing material, while suppressing the occurrence of avatar even after construction and maintaining a good appearance. Obtainable. Moreover, since this curable composition satisfies each performance as a sealing material in a high level, it can be used especially suitably for the sealing material for construction and civil engineering.

In the present invention, the modified conjugated diene polymer as the component (A) is a living anion polymerization terminal of a conjugated diene polymer obtained by polymerizing a conjugated diene monomer with a dilithium initiator in a hydrocarbon solvent. For example, it can be produced by stopping the polymerization with a hydrolyzable group-providing compound such as an alkoxysilane compound, and can be obtained industrially at a low cost.
Examples of the conjugated diene monomer include 1,3-butadiene; isoprene; 1,3-pentadiene; 2,3-dimethylbutadiene; 2-phenyl-1,3-butadiene; 1,3-hexadiene. If desired, it may be copolymerized with an aromatic vinyl compound such as styrene. These may be used alone or in combination of two or more. Among these, 1,3-butadiene and isoprene are preferable, and 1,3-butadiene is particularly preferable.

  The dilithium compound used as the polymerization initiator is not particularly limited, and a known one can be used. For example, Japanese Patent Publication No. 1-53681 discloses a method for producing a dilithium initiator by reacting a monolithium compound with a disubstituted vinyl or an alkenyl group-containing aromatic hydrocarbon in the presence of a tertiary amine. Yes. Here, as the monolithium compound, ethyl lithium, n-propyl lithium, isopropyl lithium, n-butyl lithium, sec-butyl lithium, tert-butyl lithium, tert-octyl lithium, n-decyl lithium, phenyl lithium, 2- Naphthyl lithium, 2-butyl-phenyl lithium, 4-phenyl-butyl lithium, cyclohexyl lithium, cyclopentyl lithium and the like can be mentioned. Among these, sec-butyl lithium is preferable.

Examples of the tertiary amine include lower aliphatic amines such as trimethylamine and triethylamine, and N, N-diphenylmethylamine. Triethylamine is particularly preferable.
Examples of the disubstituted vinyl or alkenyl group-containing aromatic hydrocarbon include 1,3- (isopropenyl) benzene, 1,4- (isopropenyl) benzene, and 1,3-bis (1-ethylethenyl) benzene. 1,4-bis (1-ethylethenyl) benzene and the like are preferable.
The solvent used in the preparation of the dilithium compound and the production of the polymer using this compound as a polymerization initiator may be any organic solvent inert to the reaction, and may be an aliphatic, alicyclic, or aromatic hydrocarbon compound. Hydrocarbon solvents such as n-hexane, cyclohexane and the like are used.

The modified conjugated diene polymer as component (A) thus obtained has at least one hydrolyzable silyl group in the molecule that can be crosslinked by forming a siloxane bond by hydrolysis. Preferably, the main chain and / or the side chain has a hydrolyzable group such as a hydroxyl group or an alkoxy group bonded to a silicon atom.
Here, as a hydrolysable silyl group, what is represented by the following general formula (II) is preferable.

In the above formula (II), R ² represents a monovalent hydrocarbon group having 1 to 18 carbon atoms. A is a non-hydrolyzable monovalent group, and n is an integer of 1 to 3. When there are a plurality of OR ^2, they may be the same or different, and when there are a plurality of A 2, they may be the same or different.
Examples of R ² include an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aryl group having 6 to 18 carbon atoms, an aralkyl group having 7 to 18 carbon atoms, and a triorganosiloxane group. Can do. Here, the alkyl group and alkenyl group may be linear, branched or cyclic, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, Examples include isobutyl group, sec-butyl group, tert-butyl group, cyclohexyl group, vinyl group, allyl group and the like.

Examples of the aryl group include a phenyl group and a tolyl group. Furthermore, the aralkyl group may have a substituent such as a lower alkyl group on the aromatic ring, and examples thereof include a benzyl group.
Among these, R ² is preferably an alkyl group, and particularly preferably an alkyl group having 1 to 5 carbon atoms. Further, examples of the non-hydrolysable groups A, and hydrocarbon group similar to a monovalent C1-18 as in R ^2.
The hydrolyzable silyl group in the molecule of the modified conjugated diene polymer (A) forms a siloxane bond by hydrolysis and crosslinks, so that the effective network efficiency of the polymer component contained in the cured product is advantageous. It is possible to obtain a curable composition having high strength and high elongation and exhibiting an appropriate elastic modulus (modulus).

As the modified conjugated diene polymer in the present invention, a polybutadiene polymer and a polyisoprene polymer that are generally available and easily available and have excellent bending fatigue properties are preferable.
The weight average molecular weight (Mw) of the modified conjugated diene polymer is preferably in the range of 10,000 to 40,000. When the molecular weight is 10,000 or more, a practically sufficient curing rate and strength can be obtained, and when the molecular weight is 40,000 or less, the fluidity necessary for construction can be secured.

Furthermore, it is necessary to mix the modified conjugated diene polymer (A) with a polymer having, as the component (B), a polyether having a reactive silyl group at the terminal as a main skeleton.
As the component (B), specifically, one having a reactive silyl group at the molecular end of polyoxyalkylene is preferable.
The reactive silyl group possessed by the polymer of component (B) is a silicon-containing group having a hydrolyzable group bonded directly to a silanol group or a silicon atom, and causes a condensation reaction with moisture, a curing agent, etc. It can promote high molecular weight, and is preferably represented by the following formula (III).
-SiX _m R ³ _3-m (III)
In the above formula (III), R ³ is a monovalent hydrocarbon group having 1 to 18 carbon atoms, which is the same as in the case of R ² in formula (II). Examples of X include a hydroxyl group, a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, an amino group, an amide group, an aminooxy group, a mercapto group, and the like. m is 1, 2 or 3.

The reactive silyl group in the component (B) preferably has at least one reactive silyl group per molecule in average. The component (B) can be obtained as a commercial product such as “MS polymer” (trademark) manufactured by Kaneka Chemical Co., Ltd. and “ES-W2535C” (trademark) manufactured by Asahi Glass Co., Ltd.
As described above, by mixing the modified conjugated diene polymer of component (A) and the polymer of the polyether main skeleton of component (B), it has good weather resistance and durability, and after construction. In addition, it is possible to obtain a curable composition in which the generation of avatar on the outer surface is suppressed.
The mixing ratio of the polymer of the component (A) and the polymer of the component (B) in the curable composition of the present invention is preferably (A) :( B) = 5: 95-60: 40, Furthermore, it is preferable that it is 20: 80-30: 70. That is, by keeping the component (A) at 5% by mass or more with respect to the total amount of both components (A) and (B), while maintaining the good weather resistance and durability of the component (B), Generation of avatar after construction can be remarkably suppressed. By the way, even if a saturated hydrocarbon polymer having lower gas (air) permeability instead of the component (A) is mixed with the component (B), the compatibility between the two is poor and the physical properties decrease greatly.
On the other hand, when the component (A) is 60% by mass or less, there is little decrease in durability and weather resistance due to the double bond of the component (A). ) The thixotropy due to the hydrophobic nature of the component can be suppressed, and the moldability of the composition can be improved. On the other hand, in this mixing range, the compatibility between the component (A) and the component (B) can be easily obtained by selecting an appropriate plasticizer.

As the far modification agent used in the curable composition of the present invention, an organic thickener, an inorganic filler, or the like can be used. Among these, as the organic thickener, higher amide, hydrogenated castor oil or a mixture thereof is preferable. More specifically, hydrogenated castor oil which is a hydrogenated product of castor oil (non-drying oil whose main component is ricinoleic acid) [for example, manufactured by Zude Chemie Catalysts Co., Ltd., trade name: ADVITROL 100, manufactured by Enomoto Kasei Co., Ltd., Trade name: Disparon 305 etc.] and high-grade amide wax which is a compound obtained by substituting hydrogen of ammonia with an acyl group [for example, trade name: Disparon 6500, etc., manufactured by Enomoto Kasei Co., Ltd.].
In addition, examples of the inorganic filler include silica (SiO ₂ ), alumina, titania, viscosity mineral, and the like, and among these, silica powder, hydrophobically treated powder, or a mixture thereof is preferable. More specifically, a silica fine powder pulverized by a dry method [for example, product name: Aerosil 300 manufactured by Nippon Aerosil Co., Ltd.], a fine powder obtained by modifying this silica fine powder with trimethyldisilazane [for example, Japan Aerosil Co., Ltd., trade name: Aerosil RX300, etc.] and fine powder obtained by modifying the above silica fine powder with polydimethylsiloxane [for example, Nippon Aerosil Co., Ltd., trade name: Aerosil RY300, etc.]. The average particle diameter of the inorganic filler is preferably 5 to 50 μm and more preferably 5 to 12 μm from the viewpoint of thickening and imparting thixotropic lobe.

Moreover, in the curable composition of this invention, it is preferable to mix | blend the silanol condensation catalyst of (C) component as a curing catalyst. The silanol condensation catalyst is not particularly limited, and examples thereof include divalent tin carboxylates such as tin octylate, tin naphthenate and tin versatate; tetravalent divalents such as dibutyltin dilaurate, dibutyltin maleate and dibutyltin diacetate. Hydrocarbyl tin dicarboxylate; titanates such as tetrabutyl titanate and tetrapropyl titanate; organoaluminum compounds such as dibutyltin diacetylacetonate; chelating compounds such as zirconium tetraacetylacetonate; lead octylate; amines such as butylamine And known silanol condensation catalysts such as other acidic catalysts and basic catalysts. Among these, metal carboxylates are preferable, and divalent tin carboxylates are more preferable. Among divalent tin carboxylates, tin octylate, tin naphthenate and tin versatate (tin neodecanoate) are preferred.
As for this silanol condensation catalyst (C), 0.1-20 mass parts is preferable with respect to 100 mass parts of total amounts of (A) and (B) component. When 0.1 part by mass or more, sufficient curing is obtained, and when it is 20 parts by mass or less, there is no adverse effect on physical properties. From this point, it is preferable to further blend 1 to 10 parts by mass, particularly 3 to 7 parts by mass. These silanol condensation catalysts may be used alone or in combination with other silanol condensation catalysts.

Further, during the curing, the general formula (I) is used as the component (D).
H ₂ N (CH ₂ CH ₂ R ¹ ) (I)
It is preferable to mix primary amines represented by:
In the formula (I), R ¹ is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and preferably 9 to 20 carbon atoms in one molecule. is there.
In the general formula (I), R ¹ is, for example, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or the like. Can be mentioned. Here, the alkyl group and alkenyl group may be linear, branched, or cyclic.
The primary amines are not particularly limited. Specifically, caprylamine (Farmin 08D), laurylamine (Farmin 20D), stearylamine (Farmin 80, 86T), oleylamine (Farmin O) ), Coconut amine (Farmin CS), beef tallow amine (Farmin T), etc. (in parentheses are trademarks of products manufactured by Kao Corporation).
Moreover, it is preferable to contain 0.01-20 mass parts of (D) component with respect to 100 mass parts of total amounts of (A) and (B) both components. Within this range, practically advantageous curing conditions are easily obtained.

In the curable composition of this invention, it is preferable to mix | blend a light stabilizer and / or antioxidant as (E) component further. In this case, it is possible to further improve the weather resistance without adversely affecting the excellent durability, anti-dusting property and storage stability of the cured composition in the present invention. That is, although the polymer in the present invention has a double bond, a practically sufficient effect can be obtained in terms of weather resistance. As the light stabilizer, a hindered amine-based light stabilizer is preferable, and as the antioxidant, a hindered phenol-based antioxidant is preferably blended.
Specifically, as the hindered amine light stabilizer, for example, Tinuvin 622LD, Tinuvin 144; 67, LA-63, LA-68 [all of which are manufactured by Adeka Argus Chemical Co., Ltd.]; Sankyo Co., Ltd.].

Further, as the hindered phenol-based antioxidant, Nocrack 200, Nocrack M-17, Nocrack SP, Nocrack SP-N, Nocrack NS-5, Nocrack NS-6, Nocrack NS-30, Nocrack 300, Nocrack NS-7 , NOCRACK DAH [all of which are manufactured by Ouchi Shinsei Chemical Co., Ltd.]; MARK AO-30, MARK AO-40, MARK AO-50, MARK AO-60, MARK AO616, MARK AO-635, MARK AO-658 , MARK AO-15, MARK AO-18, MARK 328, MARK AO-37 [all manufactured by Adeka Argus Chemical Co., Ltd.]; Irganox 245, Irganox 259, Irganox 565, Irganox 1010, Irganox 1035 , Irganoc 1076, Irganox 1081, Irganox 1098, Irganox 1222, Irganox 1330, Irganox 1425WL [all are manufactured by Ciba Specialty Chemical Co., Ltd.]; Kogyo Co., Ltd.].
The light stabilizer and / or antioxidant as the component (E) is preferably blended in an amount of 0.1 to 10 parts by mass with respect to 100 parts by mass of the component (A).

In addition, the curable composition thus obtained contains components other than those usually added to the sealing material, such as plasticizers, fillers such as light calcium carbonate, heavy calcium carbonate, mica, carbon black, etc. A pigment, a ballast balloon, an organic balloon, an ultraviolet absorber and the like may be blended depending on the purpose.
The method for preparing the curable composition of the present invention is not particularly limited. For example, the above components are mixed and kneaded at room temperature or with a mixer, roll, kneader or the like, or the components are mixed using a small amount of solvent. Ordinary methods such as dissolving and mixing can be used. In use, the curable composition of the present invention comprises a component I (base material) obtained by mixing the components excluding the silanol condensation catalyst and the primary amine, the (C) component silanol condensing agent, and (D) The II liquid (hardening agent) which consists of primary amines of a component can be mixed and used.
The curable composition in the present invention is cured at room temperature due to moisture in the air and the like, and thus is used for applications such as a sealing material and an adhesive, but can be suitably used particularly as a sealing material for construction or civil engineering. .

EXAMPLES Next, although an Example demonstrates this invention, this invention is not limited at all by these examples.
Various evaluations on the curable composition were performed by the following methods.
1. Thixotropic (viscosity ratio)
About the solution immediately after mixing the 1st liquid (base material) and the 2nd liquid (curing agent), using a BS type viscometer, the viscosity of 2 rotations / minute (2 rpm) and 10 rotations / minute (10 rpm) The viscosity was measured and determined as 2 rpm viscosity / 10 rpm viscosity (viscosity ratio). The larger this value is, the more difficult the liquid is to drip, the better the pushability of the construction gun, and the better the workability.
2. Evaluation of avatar generation (appearance)
Liquid I (base material) and Liquid II (curing agent) are kneaded with a spatula, and the resulting mixture is filled into a gun and applied to a joint with a width of 2 cm. After 4 days, the longitudinal direction of the joint The number of avatars (recesses) at a length of 30 cm was measured and evaluated according to the following criteria.
20 or more; × (very inferior)
10 or more; △ (Inferior)
5 or more; ○ (good)
None; ◎ (very good)
3. Ozone resistance test About the composition which mixed the 1st liquid (base material) and the 2nd liquid (curing agent), and hardened, an ozone resistance test is an ozone concentration of 50 ppm, a temperature of 40 ° C, and a thickness of about 3 mm. After curing the sheet, it was cut on a 1 × 6 cm strip and tested for 2 weeks under the condition of 50% elongation, and evaluated by the presence or absence of ozone cracks. ○ indicates good (crack, no crack), Δ is slightly inferior (crack generation), and x is very inferior (sheet breakage due to crack growth).

Production Example 1 (Production of Modified Conjugated Diene Polymer)
First, 1 mol of 1,3- (isopropenyl) benzene was added to a sufficiently dehydrated and purified hexane solvent, 2 mol of triethylamine and 2 mol of sec-butyllithium were sequentially added, and the mixture was stirred at 50 ° C. for 2 hours. Thus, a dilithium polymerization initiator was prepared.
Next, an argon-substituted 7.6 liter (2 gallon) polymerization reactor was added to 1.35 kg of dehydrated and purified hexane, 2.67 kg of a hexane solution of 22.9% by mass of 1,3-butadiene monomer, 1.6 mol / kg. After adding 5.74 ml of hexane solution of L OOPS [2-2'-di (tetrahydrofuryl) propane] in L, 73.3 ml of 0.5 mol / L of the above dilithium polymerization initiator was added to initiate polymerization. did. Polymerization was carried out for 1.5 hours while raising the temperature of the polymerization reactor to 50 ° C., and then 13.8 ml of hexane solution of 6.81 mol / L (98 mass%) of methyltrimethoxysilane was added, and another 30 minutes The mixture was stirred, 2,6-di-t-butyl-p-cresol (BHT) was added and precipitated in isopropanol, and the precipitated polymer was dried to obtain a polymer. The weight average molecular weight of this polymer was 20,000.

Examples 1 and 2
According to the formulation in Table 1, a modified polybutadiene polymer (component A) produced in Production Example 1 and a modified silicone polymer (component B) [Asahi Glass Co., Ltd., ES-W2535C (trademark)] Light calcium carbonate, heavy calcium carbonate, antioxidant, HALS, plasticizer, far denaturation imparting agent, laurylamine and tin octylate were blended and mixed to perform a curing reaction, and the evaluation test by the above method was performed. The results are shown in Table 1.
Comparative Examples 1-3
A composition was prepared in the same manner as in Example 1 except that the modified silicone polymer (component B) was changed to 0 parts by weight, 30 parts by weight, and 100 parts by weight according to the prescription in Table 1. The test was conducted. The results are shown in Table 1.

(note)
* 1 Modified silicone polymer: “ES-W2535C” (trademark) manufactured by Asahi Glass
* 2 Modified polybutadiene polymer; polymer produced in Production Example 1 (molecular weight 20,000)
* 3 Heavy calcium carbonate; “NS-100” (trademark) manufactured by Bihoku Industry Co., Ltd.
* 4 Light calcium carbonate; “Viscolast U” (trademark) manufactured by Shiraishi Kogyo Co., Ltd.
* 5 Antioxidant: “Irganox 245” (trademark) manufactured by Ciba Geigy
* 6 HALS: hindered amine light stabilizer, manufactured by Asahi Denka Kogyo Co., Ltd .: ADK STAB LA-62 (trademark)
* 7 Plasticizer 1; “DINP” (trademark) manufactured by Shin Nippon Rika Kogyo Co., Ltd.
* 8 Plasticizer 2: “Diana Process Oil NS90S” (trademark) manufactured by Idemitsu Petrochemical Co., Ltd.
* 9 Far denaturing imparting agent: “ADVITOLOL 100” (trademark) manufactured by Zude Chemie Catalysts Co., Ltd.
* 10 Laurylamine; primary amine, manufactured by Kao Corporation, “Farmin 20D” (trademark)
* 11 Tin octoate: Nikka Octic Tin (trademark), manufactured by Nippon Chemical Industry Co., Ltd.

  As a result of the above, the compositions of Examples 1 and 2 according to the present invention significantly reduced the occurrence of avatar while maintaining almost the same high values of ozone resistance and thixotropy (viscosity ratio) as compared with Comparative Example 1. It can be seen that the appearance is improved.

The curable composition according to the present invention is particularly suitable for use as a civil engineering and architectural sealing material.

Claims (12)

(A) It is obtained by modifying a conjugated diene polymer polymerized with a dilithium initiator in a hydrocarbon solvent, and uses the conjugated diene polymer as a main skeleton and forms a siloxane bond by hydrolysis. 5 to 60% by mass of a modified conjugated diene polymer having at least one hydrolyzable silyl group in the molecule that can be crosslinked by the polymer, and (B) a polyether having a reactive silyl group at the terminal. A curable composition comprising 40 to 95% by mass of a polymer as a skeleton. The curable composition according to claim 1, further comprising (C) a silanol condensation catalyst. Further, (D) the following general formula (I)
H ₂ N (CH ₂ CH ₂ R ¹ ) (I)
[Wherein, R ¹ represents a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms. The curable composition of Claim 1 or 2 which mix | blended the primary amines represented by these. The curable composition according to any one of claims 1 to 3, wherein the weight average molecular weight of the component (A) is in the range of 10,000 to 40,000. (A) A component is a polybutadiene type or a polyisoprene type polymer, The curable composition in any one of Claims 1-4. The curable composition according to any one of claims 1 to 5, wherein the component (B) is a polymer having a polyoxyalkylene skeleton. The curable composition according to any one of claims 1 to 6, wherein the (C) component silanol condensation catalyst is a metal carboxylate. The curable composition according to claim 7, wherein the metal carboxylate is a divalent tin carboxylate. The curable composition according to any one of claims 1 to 8, wherein the primary amine of the component (D) is a hydrocarbon group having 9 to 20 carbon atoms in R ¹ in the general formula (I). Furthermore, the curable composition in any one of Claims 1-9 which mix | blends the light stabilizer and / or antioxidant of (E) component. The curable composition according to claim 10, wherein the light stabilizer as the component (E) is a hindered amine compound, and the antioxidant is a hindered phenol compound. It contains 0.1 to 20 parts by mass of the component (C) and 0.01 to 20 parts by mass of the component (D) with respect to 100 parts by mass of the mixture of the component (A) and the component (B). The curable composition according to any one of claims 1 to 11.