JP3097783B2 - Curable composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

This invention relates to curable compositions. More specifically, a compound having at least one alkenyl group in the molecule, a compound having at least two hydrosilyl groups in the molecule, a hydrosilylation catalyst, and a compound having at least two hydroxyl groups in the molecule, A curable composition having improved surface tack and mechanical properties after curing.

[0002]

2. Description of the Related Art Conventionally, a curable composition containing the above-mentioned components (A) to (C) as a main component is considered to be a composition which is expected to be developed for various uses because of its rapid curability at high temperatures. Have been. However, this composition has the major disadvantage that the surface often remains tacky (surface tack) after curing.

[0003] When the surface tack remains as described above, when used for applications such as sealants, sealants, paints, and heat-resistant masking tapes for printed boards, adhesion of dust, earth and sand, or adhesion between boards, etc. Problems arise and are not preferred.

[0004]

SUMMARY OF THE INVENTION The present invention provides a curable composition which does not leave surface tack after curing and improves the mechanical properties of the cured product.

[0005]

That is, the present invention provides a curable composition comprising the following four components (A) to (D) as main components: (A) having at least one alkenyl group in a molecule. A compound, (B) a compound having at least two hydrosilyl groups in a molecule, (C) a hydrosilylation catalyst, (D)
A compound having at least two hydroxyl groups in a molecule. The contents are as follows.

The compound having at least one alkenyl group in the molecule, which is the component (A) of the present invention, is not particularly limited, and various compounds ranging from low molecular weight compounds to organic polymers can be used. The alkenyl group is not particularly limited, but has the formula (I)

[0007]

Embedded image (Wherein, R ¹ is hydrogen or a methyl group). When the component (A) is specifically described, first, the formula (II)

[0008]

Embedded image (R ¹ is hydrogen or methyl; R ² is C 1-20
The monovalent hydrocarbon group may contain one or more ether bonds. R ³ is an aliphatic or aromatic organic group, and a is a positive integer. And a compound having an ether bond represented by the formula: In the formula (II), R ² represents a divalent hydrocarbon group having 1 to 20 carbon atoms, and R ² may contain one or more ether bonds. In particular,

[0009]

Embedded image And the like. —CH ₂ — is preferred from the viewpoint of ease of synthesis. In the formula (II), R ³ is an aromatic or aliphatic organic group. Specifically,

[0010]

Embedded image

[0011]

Embedded image And the like. Of these, the following are preferred.

[0012]

Embedded image R ³ may be an organic polymer, and various types can be used. First, as a polyether polymer,
For example, polyoxyethylene, polyoxypropylene,
Polyoxytetramethylene, polyoxyethylene-polyoxypropylene copolymer and the like are preferably used. Other polymers having a main chain skeleton include polyester-based polymers obtained by condensation of a dibasic acid such as adipic acid with glycol, or ring-opening polymerization of lactones, ethylene-
Propylene copolymer, polyisobutylene, copolymer of isobutylene and isoprene, polychloroprene, polysoprene, copolymer of isoprene with butadiene, acrylonitrile, styrene, etc., copolymerization of polybutadiene, butadiene with styrene, acrylonitrile, etc. Copolymer, polyisoprene, polybutadiene, isoprene or polyacrylic acid polymer obtained by hydrogenating a copolymer of butadiene with acrylonitrile, styrene, etc., polyacrylic acid obtained by radical polymerization of monomers such as ethyl acrylate and butyl acrylate ester,
Acrylates such as ethyl acrylate and butyl acrylate, and acrylate copolymers of vinyl acetate, acrylonitrile, methyl methacrylate, styrene and the like, and graft polymers obtained by polymerizing vinyl monomers in the organic polymer Nylon 6 by ring-opening polymerization of ε-caprolactam, nylon 66 by condensation polymerization of hexamethylenediamine and adipic acid, nylon 610 by condensation polymerization of hexamethylenediamine and sebacic acid, condensation of ε-aminoundecanoic acid Nylon 11 by polymerization, Nylon 12 by ring-opening polymerization of ε-aminolaurolactam, Polyamide-based polymer such as copolymerized nylon having two or more components among the above-mentioned nylons, for example, condensation polymerization from bisphenol A and carbonyl chloride Polycarbonate-based polymer produced Te, diallyl phthalate polymers are exemplified.

Next, the general formula (III)

[0014]

Embedded image (R ¹ is hydrogen or a methyl group, R ² is a divalent hydrocarbon group having 1 to 20 carbon atoms and may contain one or more ether bonds. R ⁴ is an aliphatic or aromatic organic group. , A is a positive integer.). In the formula (III), R ² represents R in the formula (II)
Same as ² .

R ⁴ is an aromatic or aliphatic monovalent to tetravalent organic group. Specifically,

[0016]

Embedded image

[0017]

Embedded image And the like. Of these, the following are preferred.

[0018]

Embedded image R ⁴ may be an organic polymer, and all the organic polymers exemplified by the ether compound of the formula (II) can be suitably used. Next, the general formula (IV)

[0019]

Embedded image (R ¹ is hydrogen or a methyl group, R ⁵ is an aliphatic or aromatic organic group, and a is a positive integer). In the formula (IV), R ⁵ represents an aliphatic or aromatic organic group.

[0020]

Embedded image

[0021]

Embedded image R ⁵ may be an organic polymer, and all the organic polymers exemplified in the description of the formula (II) can be suitably used.
Specific examples of the component (A) further include a compound represented by the general formula (V):

[0022]

Embedded image (R ¹ is a hydrogen or methyl group, R ² is a divalent hydrocarbon group having 1 to 20 carbon atoms and may contain one or more ether bonds. R ⁶ is an aliphatic or aromatic organic group. , A is a positive integer.). Wherein, R ² is the same as R ² in formula (II).

Further, as R ⁶ ,

[0024]

Embedded image

[0025]

Embedded image

[0026]

Embedded image And the like. Of these, the following are particularly preferred.

[0027]

Embedded image R ⁶ may be an organic polymer, and all the organic polymers exemplified in the description of the formula (II) can be suitably used.
When an organic polymer is used as the component (A), various methods for introducing an alkenyl group into the polymer can be used, but a method introduced after polymerization and a method introduced during polymerization can be used. Methods can be broadly divided.

As a method for introducing an alkenyl group after the polymerization, for example, a polymer having a functional group such as a hydroxyl group or an alkoxide group at the terminal, main chain or side chain may be added to an active group having reactivity with the above functional group, By reacting an organic compound having an alkenyl group, the alkenyl group can be introduced into the terminal, main chain or side chain. Examples of the organic compound having an active group and an alkenyl group reactive to the above functional group include C ₃ -C ₂₀ unsaturated such as acrylic acid, methacrylic acid, vinyl acetic acid, acrylic chloride, and acrylic bromide. Fatty acids, acid halides,
Acid anhydrides, C ₃ -C ₂₀ unsaturated fatty acid-substituted carbonates such as allyl chloroformate and allyl bromoformate, allyl chloride, allyl bromide, vinyl (chloromethyl) benzene, allyl (chloromethyl) benzene, allyl (Bromomethyl) benzene, allyl (chloromethyl) ether, allyl (chloromethoxy) benzene, 1-butenyl (chloromethyl) ether, 1-hexenyl (chloromethoxy) benzene, allyloxy (chloromethyl) benzene and the like.

As a method of introducing an alkenyl group during the polymerization, for example, in the case of producing by a radical polymerization method, a vinyl monomer having a low radical reactivity in a molecule such as allyl methacrylate and allyl acrylate, an allyl mercaptan, etc. By using the radical chain transfer agent, an alkenyl group can be introduced into the main chain or the terminal of the polymer.

The alkenyl group-containing organic polymer may be linear or branched, and has a molecular weight of 500 to 50,000.
Can be suitably used, but 1000 to 200
00 is particularly preferred. The alkenyl group may be at the molecular terminal or in the molecule, but when a rubber-like cured product is prepared using the composition of the present invention, the effective network chain length is longer at the molecular terminal. It is preferred.

The organic compound having at least two hydrosilyl groups in the molecule, which is the component (B) of the present invention, is not particularly limited, but if a group containing a hydrosilyl group is specifically exemplified,

[0032]

Embedded image A group containing two silicon atoms, such as

[0033]

Embedded image (Wherein, R is H, OSi (CH ₃ ) _3,
And R is the same or different. m and n are positive integers and 2 ≦
m + n ≦ 50)

[0034]

Embedded image (Wherein, R is the same as above, m is a positive integer, n, p, and q are 0 or positive integers, and 1 ≦ m + n + p + q ≦ 50)

[0035]

Embedded image (Wherein, R is the same as above, m is a positive integer, n is 0 or a positive integer, and 2 ≦ m + n ≦ 50). And groups derived from siloxane.

Among the above-mentioned various hydrosilyl groups, the molecular weight of the group constituting the hydrosilyl group is 500 from the viewpoint that the compound containing the hydrosilyl group of the present invention is less likely to impair the compatibility with the component (A). The following are desirable, and in consideration of the reactivity of the hydrosilyl group, the following are preferred.

[0037]

Embedded image (Where p is a positive integer, q is 0 or a positive integer,
And 2 ≦ p + q ≦ 4)

[0038]

Embedded image When two or more hydrosilyl group-containing groups are present in the same molecule, they may be the same or different. The total number of hydrosilyl groups contained in the component (B) should be at least two in one molecule, but is preferably 2 to 15, more preferably 3 to 12. When the hydrosilyl group-containing compound of the present invention is mixed with an alkenyl group-containing compound (component (A)) in the presence of a hydrosilylation catalyst and cured by a hydrosilylation reaction, the number of hydrosilyl groups is preferably 2 or less. If the amount is small, curing failure often occurs. On the other hand, when the number of the hydrosilyl groups is more than 15, the stability of the component (B) deteriorates, and a large amount of the hydrosilyl groups remains in the cured product even after curing, which causes voids and cracks.

The hydrosilyl group-containing compound as the component (B) is not particularly limited, but various compounds ranging from low molecular weight compounds to polymers can be used. Specifically, the formula (VI)

[0040]

Embedded image (Wherein, X is a group having at least one hydrosilyl group of ^{the, R 1, R 2, R} 3 is, R ¹ in Formula (II),
The same ones as R ² and R ³ can be used. A compound having an ether bond represented by the formula (VI)
I)

[0041]

Embedded image (In the formula, X is a group having at least one hydrosilyl group, and R ¹ , R ² , and R ⁴ are R ¹ , R in the formula (III).
² and R ⁴ can be the same. )
A compound having an ester bond represented by the formula (VIII):

[0042]

Embedded image (Wherein, X is a group having at least one hydrosilyl group of the, R ^1, R ⁵ has the formula (respectively R ^1, R ⁵ in IV) may be the same as.) Carbide represented by Hydrogen-based compounds, furthermore, formula (IX)

[0043]

Embedded image (Wherein, X is a group having at least one hydrosilyl group of ^{the, R 1, R 2, R} 6 is, R ¹ in Formula (V), at
The same R ² and R ⁶ can be used. )) And having a carbonate bond.

When an organic polymer is used as the component (B), the polymer may be linear or branched, and has a molecular weight of 5
Any of 00 to 50,000 can be suitably used,
Those having 500 to 20,000 are particularly preferred. The hydrosilyl group of the component (B) may be at the molecular terminal or in the molecule, but when a rubber-like cured product is produced using the composition of the present invention, it is more effective at the molecular terminal. This is preferable because the length of the network chain becomes longer.

The method for producing the component (B) is not particularly limited, and any method may be used. For example, (a) an organic compound having a Si—Cl group in a molecule is LiAlH ₄ , N
by treatment with a reducing agent such as ABH ₄ Si-C in the compound
a method of reducing the l group to a Si-H group, (b) reacting an organic compound having a functional group X in the molecule with a compound having a functional group Y and a hydrosilyl group simultaneously reacting with the functional group in the molecule. And (c) a method of selectively hydrosilylating a polyhydrosilane compound having at least two hydrosilyl groups with respect to an organic compound having an alkenyl group so that the hydrosilyl groups remain in the molecule of the compound even after the reaction. Conceivable. Of these, the method (c) is particularly preferred.

As the combination of the components (A) and (B), any combination can be used.
One or both of the component and the component (B) are preferably organic polymers, and among them, the component (A) is preferably a polypropylene oxide polymer. If both the component (A) and the component (B) are low molecular weight compounds, the resulting cured product will have a high crosslinking density and will be brittle, which is not preferred as a curable composition.

The hydrosilylation catalyst as the component (C) includes a simple substance of platinum, a substance in which solid platinum is supported on a carrier such as alumina, silica or carbon black, chloroplatinic acid,
Complexes of chloroplatinic acid with alcohols, aldehydes, ketones, etc., platinum-olefin complexes {for example, Pt (CH ₂ ＣC
_{H 2) 2 (PPh 3)} 2 Pt (CH 2 = CH 2) 2 Cl
₂ }; platinum-vinylsiloxane complex {for example, Pt
_n (ViMe ₂ SiOSiMe ₂ Vi) _m , Pt [(M
eViSiO) ₄ ] _m }; platinum-phosphine complex {eg, Pt (PPh ₃ ) ₄ , Pt (PBu ₃ ) ₄ }; platinum-phosphite complex (eg, Pt [P (OPh) ₃ ]
₄ ) (where Me is a methyl group, Bu is a butyl group, Vi is a vinyl group, Ph is a phenyl group, m and n are integers), dicarbonyldichloroplatinum, and Ashby's U.S.A. Patent Nos. 3159601 and 3
Also included are the platinum-hydrocarbon complexes described in 159662, as well as the platinum alcoholate catalyst described in Lamoreaux U.S. Pat. No. 3,220,972. In addition, Modic
ic) in U.S. Pat. No. 3,516,946 are also useful in the present invention.

Examples of catalysts other than platinum compounds include RhCl (PPh ₃ ) ₃ , RhCl ₃ and HhlAl.
₂ O ₃ , RuCl ₃ , IrCl ₃ , FeCl ₃ , AlC
l ₃ , PdCl ₂ .2H ₂ O, NiCl ₂ , TiCl ₄
And the like. These catalysts may be used alone or in combination of two or more. From the viewpoint of catalytic activity, chloroplatinic acid, a platinum-olefin complex, a platinum-acetylacetonate complex, and a platinum-vinylsiloxane complex are preferred. In addition, when the composition is applied to electric and electronic applications, among the above platinum-based hydrosilylation catalysts,
Those containing no halogen atom are preferred, for example, Pt (a
cac) _{2 and the} like can be suitably used.

The amount of the catalyst is not particularly limited.
10 ^-1 to 10 ^-8 based on 1 mol of the alkenyl group in the component
It is good to use in the range of mol. Preferably 10 ^-3 to 1
It is preferably used in the range of 0 ^-6 mol. If the amount is less than 10 ^-8 mol, the curing does not proceed sufficiently. In addition, hydrosilylation catalysts are generally expensive and non-corrosive, and a large amount of hydrogen gas may be generated to cause the cured product to foam.
It is better not to use more than 0 ^-1 mol.

Since the curable composition is cured by the addition reaction of the Si-H group to the alkenyl group using a noble metal catalyst, the curing speed is very high, which is convenient for performing line production. When the hydrosilyl group-containing compound as the component (B) is produced by the above-mentioned selective hydrosilylation, the stability is generally not good because the hydrosilylation catalyst is contained in the component (B) even after the reaction. If left for a long period or if moisture is mixed in,
Conversion to i-OH groups occurs, and phenomena such as an increase in viscosity and gelation are observed. Therefore, it is preferable to include a storage stability improver in the component (B). As such a compound, a compound containing an aliphatic unsaturated bond, an organic phosphorus compound, an organic sulfur compound, a nitrogen-containing compound, a tin compound, an organic peroxide, and the like can be suitably used. Specific examples include benzothiazole, thiazole, dimethylmalate, 2-pentenenitrile, and 2,3-dichloropropene, and thiazole is particularly preferable in terms of both pot life / rapid curing properties. It is not limited. The amount of the storage stability improver can be selected almost arbitrarily as long as it is uniformly dispersed in the components (A) and (B).
10 ^-6 to 10 ^-1 mo per 1 mol of -H group-containing compound
It is preferable to use in the range of l. This is 10 ^-6 mo
When the amount is less than 1, the storage stability of the component (B) is not sufficiently improved, and when it exceeds 10 ^-1 mol, curing is inhibited. The storage stability improvers may be used alone or in combination of two or more.

The compound (D) of the present invention having at least two hydroxyl groups in the molecule is not particularly limited, and various compounds ranging from low molecular weight compounds to organic polymers can be used. the expression ^{(IIX) R 7 - (OH} ) p (IIX) ( wherein R ⁷ is p-valent organic group, p is an integer of 2 or more) include compounds represented by.

[0052] formula (IIX), if R ⁷ represents an p-valent organic group more specifically showing the R ⁷

[0053]

Embedded image Alternatively, the following organic polymers can be used. First, as the polyether polymer, for example, polyoxyethylene, polyoxypropylene, polyoxytetramethylene, polyoxyethylene-polyoxypropylene copolymer, or the like is suitably used. Other polymers having a main chain skeleton include condensation of a dibasic acid such as adipic acid with glycol, or a polyester-based polymer obtained by ring-opening polymerization of lactones, an ethylene-propylene-based copolymer,
Polyisobutylene, copolymer of isobutylene and isoprene, polychloroprene, polyisoprene, copolymer of isoprene with butadiene, acrylonitrile, styrene, etc., polybutadiene, copolymer of butadiene with styrene, acrylonitrile, etc., polyisoprene , Polybutadiene, isoprene or polyolefin polymer obtained by hydrogenating a copolymer of butadiene and acrylonitrile, styrene, etc., polyacrylic acid ester, ethyl acrylate obtained by radical polymerization of monomers such as ethyl acrylate and butyl acrylate ,
Acrylates such as butyl acrylate, and acrylate copolymers of vinyl acetate, acrylonitrile, methyl methacrylate, styrene, etc., graft polymers obtained by polymerizing vinyl monomers in the organic polymer, polysulfide-based Nylon 6 by ring-opening polymerization of polymer, ε-caprolactam, nylon 66 by condensation polymerization of hexamethylenediamine and adipic acid, nylon 610 by condensation polymerization of hexamethylenediamine and sebacic acid, nylon by condensation polymerization of ε-aminoundecanoic acid 11, nylon 12 by ring-opening polymerization of ε-aminolaurolactam, polyamide polymer such as copolymerized nylon having two or more components among the above nylons,
For example, a polycarbonate polymer and a diallyl phthalate polymer produced by condensation polymerization of bisphenol A and carbonyl chloride are exemplified. Furthermore, bisphenol A, polyhydric phenols and aliphatic polyhydric alcohols represented by phenol resins, hydroxyl terminal of polycaprolactone, polytetramethylene glycol (PTMG)
Having a molecular weight of 1,000 to 20,000 having crystallinity such as
And oligomers having an amorphous molecular weight of 1,000 to 20,000 such as polypropylene glycerol.

The amount of component (D) used is (A) + (B)
The range is preferably 0.1 to 50 parts by weight per 100 parts by weight of the component. The reason is that if the component (D) is less than 0.1 part by weight, the effect of eliminating surface tack after curing is insufficient, and if it is more than 50 parts by weight, the physical properties of the present composition after curing are significantly reduced. It is. If necessary, a filler, an antioxidant, an ultraviolet absorber, a pigment, a surfactant, a plasticizer, a silane coupling agent, and the like may be appropriately added to the curable composition of the present invention.

Specific examples of the filler include, for example, silica fine powder, calcium carbonate, clay, talc, titanium oxide, zinc oxide, diatomaceous earth, barium sulfate, and carbon black.

[0056]

EXAMPLES Next, the composition of the present invention will be specifically described by way of examples, but the present invention is not limited to these examples. Synthesis Example 1 According to the method disclosed in JP-A-53-134095, polyoxypropylene having an allyl-type olefin group at a terminal was synthesized.

A polyoxypropylene glycol having an average molecular weight of 3000 and powdered caustic soda were stirred at 60 ° C.
The reaction was performed by adding bromochloromethane to increase the molecular weight. Next, allyl chloride was added, and
Allyl etherified the terminal with. This was treated with aluminum silicate to synthesize a purified terminal allyl etherified polyoxypropylene.

The average molecular weight of this polyether is 7960
And 92% of the terminals were olefin groups based on the iodine value. The viscosity by E-type viscometer is 130 poise (40 ° C)
Met. Synthesis Example 2 A 200 ml four-necked flask was equipped with a cooling tube with a three-way cock, a pressure equalizing dropping funnel, a thermometer, a magnetic chip,
One equipped with a glass stopper was prepared. Cyclic polyhydrogensiloxane under N ₂ atmosphere

[0059]

Embedded image (LS8600, manufactured by Shin-Etsu Chemical Co., Ltd.) 12.03 g
(50 mmol) and 20 ml of toluene were charged into the flask. 2.76 g of 1,9-decadiene (20 mmo
l), chloroplatinic acid catalyst solution _{(H 2 PtCl 6 · 6H 2} O
Was dissolved in 30 ml of toluene and charged into a dropping funnel. The flask was placed in a 50 ° C. oil bath, and the toluene solution was dropped into the flask over 2 hours under a N ₂ atmosphere. After the addition, the reaction was further carried out at 50 ° C. for 1 hour, and the IR spectrum was measured. The absorption of the olefin near 1640 cm ⁻¹ had completely disappeared, so the reaction was terminated at this point. Benzothiazole (13 μl, 0.12 mmol) was added and volatiles were removed by evaporation to obtain 9.11 g of a colorless transparent liquid. The hydrosilyl group in the hydrocarbon compound is 2
A strong absorption at 170 cm ^-1 was confirmed. Also 300
By comparing the intensity ratio (actually measured value: 0.216) of the proton of Si—H with the proton of Si—CH ₃ by NMR at MHz and the calculated intensity ratio, the compound has a structure of the following formula on average. [N = 1 (MW = 998) is 53%, n =
2 (MW = 1377) was a mixture of 47%]. Based on this, the number of Si—H groups in the unit weight was calculated to be 0.769 mol / 100 g. Synthesis Example 3 (Component B) 100 g of the compound obtained in Synthesis Example 2 and 100 parts of toluene
ml was charged into the flask. 43.1 g of 1-decene
(0.308 mol), chloroplatinic acid catalyst solution (H ₂ Pt)
Cl ₄ · 6H ₂ O of 1g ethanol 1g, was charged to the 1,2-dimethoxyethane 9g solution was dissolved in) dropwise which was dissolved in 3.1μl of toluene 50ml funnel.
The flask was placed in a 50 ° C. oil bath, and the toluene solution was dropped into the flask over 2 hours under a N ₂ atmosphere. At the time when the reaction was further performed at 50 ° C. for 1 hour after the completion of the dropwise addition, the IR spectrum was measured to be 1640 cm ^−1.
The reaction was terminated at this point because the absorption of the olefin near was completely lost.

Benzothiazole (13 μl, 0.12 m
mol)) and the volatiles are removed by evaporation.
43 g of a clear, colorless liquid were obtained. The hydrosilyl group in the hydrocarbon compound was confirmed as a strong absorption at 2170 cm ^-1 . The calculated number of Si-H groups in the unit weight of this compound was 0.317 mol / 100 g. Examples 1 to 5 Organic polymer (component (A)) obtained in Synthesis Example 1, Si-H group-containing compound (Component (B)) obtained in Synthesis Example 2, hindered phenol-based antioxidant (Ciba Geigy) Ltd. Irganox 1010), 1% chloroplatinic acid catalyst solution ((C) _{component) (H 2 PtCl 6 · 6H} 2 O-of 1.0g which was dissolved in ethanol 99 g), at least two in thiazole and molecular The amount of the compound having a hydroxyl group (component (D)) shown in Table 1 was measured and kneaded well.
The mixture was poured into a mold having a thickness of 1 mm and degassed under reduced pressure. The composition after defoaming was cured in an oven at 130 ° C. for 10 minutes while keeping the mold to form a sheet-like cured product. The surface tack of the sheet thus obtained was examined by finger touch. Further JI
Dumbbells were obtained using a S-standard K71132 (1/3) dumbbell cutter and subjected to a tensile test. The results are summarized in Table 1.

[0061]

[Table 1] Comparative Example 1 Except not using PTMG, it carried out like Example 1 and the result was combined with Table 1 and shown.

[0062]

As is clear from the examples, the curable composition of the present invention has a significantly improved surface tack after curing. Further, the elongation at break of the cured product is improved, and the mechanical properties are improved. From these facts, it can be a useful material for applications such as sealing materials, sealants, paints, coating agents, casting rubbers and heat-resistant masking tapes for printed boards.

──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Kazuhide Fujimoto 3-4-2-4-407 Ohashi-cho, Nagata-ku, Kobe-shi, Hyogo Prefecture (72) Inventor Kazuya Yonezawa 5-12-11, Tsutsugaoka, Tarumizu-ku, Kobe-shi, Hyogo Prefecture (56) References JP-A-3-188166 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C08L 1/00-101/16 C08K 3/00-13/08

Claims (3)

(57) [Claims] 1. A curable composition comprising the following four components (A) to (D) as main components: (A) a compound having at least one alkenyl group in a molecule, and (B) a compound having at least two alkenyl groups in a molecule. Having two hydrosilyl groups, (C) a hydrosilylation catalyst, (D)
A compound having at least two hydroxyl groups in a molecule. 2. The composition according to claim 1, further comprising a storage stability improver. 3. A compound having at least one alkenyl group in a molecule having a number average molecular weight of 500 to 50,000.
The composition according to claim 1, which is an oligomer constituted by a polyether main chain of 0.