JP4834032B2 - Curable composition - Google Patents

Description

  The present invention relates to a curable composition that is useful as a hydrophilic dental impression material, a semiconductive rubber roll material, or the like and that provides a cured product with reduced surface tackiness.

  There has been proposed a hydrosilylation reaction curing type curing composition containing a polyether having an alkenyl group at the terminal and an organohydrogenpolysiloxane (see Patent Document 1). However, since the compatibility between the polyether and the polysiloxane is poor, there is a problem that the surface of the obtained cured product exhibits very strong adhesiveness.

  Further, (a) alkenyl group-containing compounds, particularly those having a polyether main chain, (b) hydrosilyl group-containing compounds, and (c) hydrosilylation catalysts, surface tack modification such as tung oil, soybean oil, polytetramethylene glycol, etc. There has been proposed a curable composition in which a surface agent (adhesiveness) of a cured product is improved (see Patent Document 2). However, the composition has a slow curing rate, and the improvement of the surface tackiness of the cured product is still insufficient.

  Furthermore, a hydrosilylation reaction-curable silicone rubber composition containing an alkenyl group-containing organopolysiloxane having an introduced polyether structure and an organohydrogenpolysiloxane has been proposed (see Patent Document 3). However, there is a problem that the production process of the alkenyl group-containing organopolysiloxane is complicated, which is disadvantageous in terms of cost.

JP 55-78055 A JP-A-5-209088 Japanese Patent Laid-Open No. 4-8765

  Therefore, the present invention is excellent in hydrosilylation reaction curability, can be cured to give a rubber-like elastic body (elastomer), and an excellent curable composition with reduced surface tackiness of the resulting cured product The purpose is to provide.

  As a result of intensive studies to achieve the above object, the present inventors have introduced a polyether structure into a main agent (base polymer) or an organohydrogenpolysiloxane as a cross-linking agent, to which a cross-linking agent or main agent (base polymer) is introduced. As a result, it was found that the surface tackiness of the cured product was remarkably reduced by using an alkenyl group-containing organopolysiloxane in combination, and the present invention was completed based on this finding.

That is, the present invention provides (A) an organopolysiloxane having at least two alkenyl groups bonded to silicon atoms in one molecule,
(B) Organohydrogenpolysiloxane having at least two hydrogen atoms bonded to a silicon atom in one molecule and a polyether group bonded to the silicon atom via an alkylene bond:
The amount of hydrogen atoms bonded to silicon atoms contained in this component is 0.1 to 10 moles per mole of alkenyl group in component (A), and (C) hydrosilylation reaction curing catalyst: curing containing an effective amount A sex composition is provided.

[In this specification, “polyether group” means the following structural formula (1):
^{-O (R 2 O) xR 1} (1)
(Wherein R ¹ represents a single bond or an alkyl group, R ² represents an alkylene group (a plurality of R ² are the same or different), and x is an integer of 2 or more)
Is defined as a monovalent or divalent group or structure represented by: ]

  In the hydrosilylation addition reaction curable composition, the present invention introduces a polyether structure into an organohydrogenpolysiloxane component as a main agent (base polymer) or a cross-linking agent, and uses it as a cross-linking agent or main agent (base polymer). By using a combination of alkenyl group-containing organopolysiloxane, the surface tackiness of the cured product can be remarkably reduced. Accordingly, the composition of the present invention is useful as a hydrophilic dental impression material, a semiconductive rubber roll material or the like.

Hereinafter, the present invention will be described in more detail.
[(A) Alkenyl group-containing organopolysiloxane]
(A) The alkenyl group-containing organopolysiloxane has at least 2, preferably 3 or more alkenyl groups bonded to a silicon atom in one molecule, and becomes a main agent (base polymer) or a crosslinking agent of the composition of the present invention. It is an ingredient. (The number of alkenyl groups is the average number of alkenyl group-containing organopolysiloxanes.)

  Examples of the alkenyl group include those having 2 to 8 carbon atoms, particularly about 2 to 6 carbon atoms, such as vinyl group, allyl group, butenyl group, pentenyl group, hexenyl group, heptenyl group, etc. A vinyl group is preferred. Examples of the bonding position of the alkenyl group include a silicon atom at the molecular chain end and / or in the middle of the molecular chain.

  Examples of the unsubstituted or substituted monovalent hydrocarbon group bonded to the silicon atom of the component (A) other than the alkenyl group include, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, and the like Alkyl groups; aryl groups such as phenyl group, tolyl group, xylyl group, naphthyl group; aralkyl groups such as benzyl group, phenethyl group; chloromethyl group, 3-chloropropyl group, 3,3,3-trifluoropropyl group And those having 1 to 12 carbon atoms, particularly 1 to 8 carbon atoms, such as a methyl group and a phenyl group are preferred. In particular, it is preferable that a methyl group occupies 40 mol% or more in the total organic group (that is, the total of unsubstituted or substituted monovalent hydrocarbons bonded to a silicon atom). When it contains a phenyl group, the proportion of the total organic group is preferably 15 to 40 mol%.

  Examples of the molecular structure of component (A) include linear, partially branched linear, cyclic, branched, and three-dimensional network. The viscosity of component (A) at 25 ° C. is in the range of 1 to 50,000 mPa · s because the physical properties of the resulting cured product are good and the handling workability of the composition is good. In particular, it is preferably in the range of 2 to 10,000 mPa · s. The number of silicon atoms in one molecule of the alkenyl group-containing organopolysiloxane (A) is usually 2 to 1200, preferably 3 to 800, more preferably about 4 to 500. be able to.

  Specific examples of the organopolysiloxane of component (A) include 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 1,3-dimethyl-1,1,3,3- Tetravinyldisiloxane, 1,3,5-trimethyl-1,3,5-trivinylcyclotrisiloxane, 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane, 1,3,5,7,9-pentamethyl-1,3,5,7,9-pentavinylcyclopentasiloxane, both ends of the molecular chain trimethylsiloxy group-blocked dimethylsiloxane / methylvinylsiloxane copolymer, both ends of the molecular chain Trimethylsiloxy group-capped methylvinylpolysiloxane, molecular chain both ends trimethylsiloxy group-capped dimethylsiloxane / methylvinylsiloxane / methylphenylsiloxane copolymer, molecular chain both ends dimethylvinylsiloxy group-capped dimethylpolysiloxane, molecular chain both ends di Methyl vinyl polysiloxane blocked with butyl vinyl siloxy group, dimethyl vinyl siloxy group blocked dimethyl siloxane / methyl vinyl siloxane copolymer at both ends of molecular chain, dimethyl siloxane / methyl vinyl siloxane / methyl phenyl siloxane blocked with dimethyl vinyl siloxy group blocked at both ends of molecular chain Polymer, both ends of molecular chain dimethylvinylsiloxy group-blocked dimethylsiloxane / methylvinylsiloxane / diphenylsiloxane copolymer, both ends of molecular chain dimethylvinylsiloxy-blocked dimethylsiloxane / diphenylsiloxane copolymer, both ends of molecular chain tri Vinylsiloxy group-blocked dimethylpolysiloxane,

A siloxane unit represented by the formula: R ³ ₃ SiO _0.5 , a siloxane unit represented by the formula: R ³ ₂ R ⁴ SiO _0.5 , a unit represented by the formula: R ³ ₂ SiO 0 and a small amount of a siloxane unit represented by the formula: SiO ₂ An organopolysiloxane copolymer comprising a siloxane unit represented by the formula: R ³ ₃ SiO _0.5 and a siloxane unit represented by the formula: R ³ ₂ R ⁴ SiO _0.5 and a siloxane unit represented by the formula: SiO ₂ Siloxane copolymer, organopolysiloxane copolymer comprising a siloxane unit represented by the formula: R ³ ₂ R ⁴ SiO _0.5 , a siloxane unit represented by the formula: R ³ ₂ SiO and a small amount of a siloxane unit represented by the formula: SiO ₂ coalescing the formula: R ³ R ⁴ siloxane units and a small amount of the formula represented by SiO: siloxane units or of the formula represented by R ³ SiO _1.5: siloxane units represented by R ⁴ SiO _1.5 Organopolysiloxane copolymers, and the like that. These can be used singly or in combination of two or more. (R ³ is the above-mentioned unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group, and R ⁴ is the alkenyl group.)

[(B) Polyether group-containing organohydrogenpolysiloxane]
(B) having at least two hydrogen atoms bonded to the silicon atom of the component (that is, a hydrosilyl group represented by SiH) in one molecule and a polyether group bonded to the silicon atom via an alkylene bond; Preferably, the organohydrogenpolysiloxane that is compatible with the component (A) acts as a main agent (base polymer) or a crosslinking agent and introduces a polyether structure into the cured product obtained from the composition of the present invention. is there.

  This component (B) includes, for example, (b1) an alkenyl group in a polymer (polyether) having at least one alkenyl group in one molecule, and the repeating unit constituting the main chain is an oxyalkylene unit. In contrast, (b2) an excess of SiH groups in the organohydrogenpolysiloxane having at least two hydrogen atoms (SiH groups) bonded to silicon atoms in one molecule in the presence of the hydrosilylation addition reaction catalyst. And reacting so that at least two hydrogen atoms bonded to silicon atoms remain in one molecule of the addition reaction product.

  Specific examples of the component (b1) include those shown below, but are not limited to those shown below.

（上記式中、ｎ、ｍ、ｐは各々２以上、好ましくは２〜500の整数である）

(In the above formula, n, m and p are each 2 or more, preferably an integer of 2 to 500)

  These can be used singly or in combination of two or more, provided that the condition that at least two hydrogen atoms bonded to silicon atoms remain in one molecule of the addition reaction product.

  Further, the organohydrogenpolysiloxane which is the component (b2) used for the reaction with the component (b1) has at least two hydrogen atoms bonded to silicon atoms in one molecule as described above. Examples of the bonding position of the hydrogen atom include a molecular chain end and / or a silicon atom in the middle of the molecular chain.

  (b2) Unsubstituted or substituted monovalent hydrocarbon group bonded to silicon atom other than hydrogen atom in component, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, etc. Alkyl groups such as phenyl group, tolyl group, xylyl group, naphthyl group and the like; aralkyl groups such as benzyl group and phenethyl group; chloromethyl group, 3-chloropropyl group, 3,3,3-trifluoropropyl group And those having about 1 to 12 carbon atoms, particularly about 1 to 8 carbon atoms, such as a methyl group and a phenyl group are particularly preferred. Examples of the molecular structure of this organohydrogenpolysiloxane include linear, partially branched linear, cyclic, branched, and three-dimensional network. Further, the viscosity at 25 ° C. is preferably in the range of 1 to 500 mPa · s, and particularly preferably in the range of 5 to 200 mPa · s. Moreover, the number of silicon atoms in one molecule of the component (b2) is usually 2 to 300, preferably 4 to 100, more preferably about 4 to 20.

  Specific examples of this component (b2) include, for example, 1,1,3,3-tetramethyldisiloxane, 1,3,5,7-tetramethylcyclotetrasiloxane, 1,3,5,7,9- Pentamethylcyclopentasiloxane, trimethylsiloxy group-capped methylhydrogen polysiloxane with both molecular chains, trimethylsiloxy group-capped dimethylsiloxane / methylhydrogensiloxane copolymer with both molecular chains, trimethylsiloxy group-capped dimethylsiloxane with both molecular chains Methyl hydrogen siloxane / diphenyl siloxane copolymer, molecular chain both ends trimethylsiloxy group blocked methyl hydrogen siloxane / diphenyl siloxane copolymer, molecular chain both ends trimethyl siloxy group blocked dimethyl siloxane / methyl hydrogen siloxane / methyl phenyl siloxane Both polymer and molecular chain End dimethylhydrogensiloxy group-blocked dimethylpolysiloxane, both ends of molecular chain dimethylhydrogensiloxy group-blocked dimethylpolysiloxane / methylhydrogensiloxane copolymer, both ends of molecular chain dimethylhydrogensiloxy group-blocked dimethylsiloxane / methylphenylsiloxane Polymer, both ends of the molecular chain dimethylhydrosilenyl group-blocked methylphenylpolysiloxane,

An organopolysiloxane copolymer comprising a siloxane unit represented by the formula: R ³ ₃ SiO _0.5 , a siloxane unit represented by the formula: R ³ ₂ HSiO _0.5 and a small amount of a siloxane unit represented by the formula: SiO ₂ , a formula: R ³ _{2 An} organopolysiloxane copolymer comprising a siloxane unit represented by HSiO _0.5 and a small amount of a formula: siloxane unit represented by SiO ₂ ; a siloxane unit represented by a formula: R ³ HSiO and a small amount of formula: R ³ SiO _1.5 And an organopolysiloxane copolymer composed of a siloxane unit represented by the formula: HSiO _1.5 . These can be used singly or in combination of two or more. (Note that R ³ is the above-mentioned unsubstituted or substituted monovalent hydrocarbon group other than a hydrogen atom.)

Specific examples of the component (B) of the present invention, that is, the addition reaction product of the component (b1) and the component (b2) include those shown below. It is not limited to.
In the following (including examples and the like), “Me” represents a methyl group, and “Ph” represents a phenyl group.

（上記式中、ｎ、ｍ、ｐ、ｑは各々２以上、好ましくは２〜500の整数である）
なお、これらは１種単独でも２種以上組み合わせても使用することができる。

(In the above formula, n, m, p and q are each 2 or more, preferably an integer of 2 to 500)
These can be used singly or in combination of two or more.

  In the composition of the present invention, the blending amount of component (B) is such that the number of hydrogen atoms bonded to silicon atoms contained in component (B) is 0.1 to 10 moles per mole of alkenyl groups in component (A), The amount is preferably 0.5 to 5 mol. If the amount is less than 0.1 mol, the composition may not be sufficiently cured, and if it exceeds 10 mol, the resulting cured product may have extremely poor heat resistance.

[(C) Hydrosilylation reaction curing catalyst]
The component (C) used in the present invention is any catalyst that promotes the addition reaction between the alkenyl group in the component (A) and the hydrogen atom (SiH group) bonded to the silicon atom in the component (B). May be used. For example, chloroplatinic acid, alcohol-modified chloroplatinic acid, chloroplatinic acid and olefins, coordination compounds of vinyl siloxane or acetylene compounds, tetrakis (triphenylphosphine) palladium, chlorotris (triphenylphosphine) rhodium, etc. are used. Is particularly preferably a platinum-based compound. The amount of component (C) is not particularly limited as long as it is an effective amount as a catalyst, but is usually 0.1 to 1000 ppm as the weight of the catalyst metal element with respect to the total amount of components (A) and (B). , Preferably in a proportion of 1 to 500 ppm, more preferably in the range of 10 to 100 ppm. When the blending amount is too small, the addition reaction is remarkably slow or does not cure, and when it is too large, the heat resistance of the cured product may be lowered.

[Other ingredients]
In the composition of the present invention, all of the conventionally known control agent inclusions which are compounds having a curing inhibiting effect on the addition reaction catalyst as optional components other than the above components (A) to (C) Can be used. Examples of such compounds include phosphorus-containing compounds such as triphenylphosphine; nitrogen-containing compounds such as tributylamine, tetramethylethylenediamine, and benzotriazole; sulfur-containing compounds; acetylene-based compounds such as 1-ethynylcyclohexanol; Examples include compounds containing at least one compound; hydroperoxy compounds; maleic acid derivatives and the like. The degree of the retarding effect by the control agent compound varies greatly depending on the chemical structure of the control agent compound. Therefore, the addition amount of the control agent compound should be adjusted to an optimum amount for each of the control agent compounds to be used. Usually, if the addition amount is too small, long-term storage stability at room temperature cannot be obtained, On the other hand, if it is too much, curing is inhibited.

  As other optional components, for example, fumed silica, crystalline silica, precipitated silica, hollow filler, silsesquioxane, fumed titanium dioxide, magnesium oxide, zinc oxide, iron oxide, aluminum hydroxide, magnesium carbonate Inorganic fillers such as calcium carbonate, zinc carbonate, layered mica, diatomaceous earth, and glass fiber; and organosilicon such as organoalkoxysilane compounds, organochlorosilane compounds, organosilazane compounds, and low molecular weight siloxane compounds. The filler surface-treated with the compound is fisted. Moreover, the compounding of silicone rubber powder, silicone resin powder, etc. is also arbitrary.

  Further, as other optional components, carbon black, metal powder, quaternary ammonium salts such as quaternary ammonium chloride, quaternary ammonium sulfate, quaternary ammonium nitrate, carboxylic acid group, sulfonic acid group , Organic compounds or polymers containing a sulfate ester group, a phosphate ester group, etc .; metal salts such as lithium perchlorate, lithium trifluoromethanecarboxylate, lithium bis (trifluoromethanesulfonyl) imide, tris (trifluoromethanesulfonyl) methane, Examples thereof include conductivity imparting agents such as acicular conductive titanium oxide and ionic liquid; heat resistance imparting agents; flame retardant imparting agents; thixotropic properties imparting agents; pigments and dyes.

<Synthesis Example 1>
In a flask equipped with a stir bar, dropping funnel, thermometer and cooling pipe, (b1) the following structural formula:

で表される両末端アリル基封鎖ポリオキシプロピレン 100ｇ、(b2)1,3,5,7-テトラメチルシクロテトラシロキサン 27ｇ、およびトルエン 80ｇを仕込んだ。フラスコを 65〜70℃に加熱し、塩化白金酸−ビニルシロキサン錯体（白金金属含有量：0.5重量％）0.1ｇを該トルエン溶液に添加した。70℃で３時間反応させた後、80℃、２KPaの条件にてトルエンおよび過剰の 1,3,5,7-テトラメチルシクロテトラシロキサンを留去し、25℃での粘度が 3.9 Pa・s、水素含有量 0.13重量％の下記構造式で表される化合物を得た。これを、「化合物Ｇ-１」とする。

100 g of all-terminal allyl-blocked polyoxypropylene represented by the formula (b2) 27 g of 1,3,5,7-tetramethylcyclotetrasiloxane and 80 g of toluene were charged. The flask was heated to 65 to 70 ° C., and 0.1 g of chloroplatinic acid-vinylsiloxane complex (platinum metal content: 0.5% by weight) was added to the toluene solution. After reacting at 70 ° C. for 3 hours, toluene and excess 1,3,5,7-tetramethylcyclotetrasiloxane were distilled off at 80 ° C. and 2 KPa, and the viscosity at 25 ° C. was 3.9 Pa · s. A compound represented by the following structural formula having a hydrogen content of 0.13% by weight was obtained. This is designated as “Compound G-1”.

<Synthesis Example 2>
In the same manner as in Synthesis Example 1 except that 25 g of (b2) tetramethyldisiloxane was used instead of 27 g of (b2) 1,3,5,7-tetramethylcyclotetrasiloxane described in Synthesis Example 1, A compound represented by the following structural formula having a viscosity at 25 ° C. of 3 Pa · s and a hydrogen content of 0.033 wt% was obtained. This is designated as “Compound G-2”.

<Synthesis Example 3>
Instead of 100 g of (b1) both-end allyl-blocked polyoxypropylene described in Synthesis Example 1, (b1) the following structural formula:

で表される片末端アリル基封鎖ポリオキシエチレン 100ｇを用いたこと、および(b2)1,3,5,7-テトラメチルシクロテトラシロキサンの使用量を 27ｇから 80ｇに変更したこと以外は、合成例１と同様にして、25℃での粘度が 0.35 Pa・s、水素含有量 0.44重量％の下記構造式で表される化合物を得た。これを、「化合物Ｇ-３」とする。

Except that 100 g of all-terminated allyl-blocked polyoxyethylene represented by the formula (b2) and the amount of 1,3,5,7-tetramethylcyclotetrasiloxane used was changed from 27 g to 80 g. In the same manner as in Example 1, a compound represented by the following structural formula having a viscosity at 25 ° C. of 0.35 Pa · s and a hydrogen content of 0.44% by weight was obtained. This is designated as “Compound G-3”.

[Example 1]
(A) 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane 22 parts by weight, (B) 100 parts by weight of compound G-1, and (C) chloroplatinic acid- Mix 2 parts by weight of vinyl siloxane complex (platinum metal content: 0.5% by weight) to obtain a uniform composition (SiH in component (B) / vinyl group in component (A) (molar ratio) = about 0.5). Prepared.
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 20 (according to JIS K 6249 durometer A hardness meter (hereinafter the same)). The cured product surface did not show any tackiness.

[Example 2]
(A) CH ₂ ═CH (CH ₃ ) ₂ SiO _0.5 unit: 6.7 mol%, (CH ₃ ) ₂ SiO unit: 63.3 mol%, and (C ₆ H ₅ ) ₂ SiO unit: 30 mol%, 25 100 parts by weight of an organopolysiloxane having a viscosity at 0.7 ° C. of 0.7 Pa · s, (B) 43 parts by weight of compound G-1, 0.25 parts by weight of 1-ethynylcyclohexanol, and (C) a chloroplatinic acid-vinylsiloxane complex ( 2 parts by weight of platinum metal content (0.5 wt%) was mixed to prepare a uniform composition (SiH in component (B) / vinyl group in component (A) (molar ratio) = about 1).
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 17. The cured product surface did not show any tackiness.

[Example 3]
(A) (CH ₃ ) ₃ SiO _0.5 unit: 10 mol%, (CH ₃ ) ₂ SiO unit: 17 mol%, (C ₆ H ₅ ) ₂ SiO unit: 42 mol%, and CH ₂ ═CH (CH ₃ ) 100% by weight of an organopolysiloxane composed of 31 mol% and having a viscosity at 25 ° C. of 1.5 Pa · s, (B) 380 parts by weight of compound G-1 and (C) chloroplatinic acid-vinylsiloxane 2 parts by weight of a complex (platinum metal content: 0.5% by weight) was mixed to prepare a uniform composition (SiH in component (B) / vinyl group in component (A) (molar ratio) = about 2). .
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 30. The cured product surface did not show any tackiness.

[Example 4]
(A) 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane 24 parts by weight, (B1) compound G-1 50 parts by weight, (B2) compound G-3 50 2 parts by weight and (C) chloroplatinic acid-vinylsiloxane complex (platinum metal content: 0.5% by weight) are mixed to obtain a uniform composition (SiH / (A in (B1) + (B2) component) ) A vinyl group (molar ratio) in the component = about 1) was prepared.
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 80. The cured product surface did not show any tackiness.

[Example 5]
(A) 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane 3 parts by weight, (B) compound G-2 100 parts by weight, and (C) chloroplatinic acid- Mix 2 parts by weight of vinyl siloxane complex (platinum metal content: 0.5% by weight) to obtain a uniform composition (SiH in component (B) / vinyl group in component (A) (molar ratio) = about 1). Prepared.
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 15. The cured product surface did not show any tackiness.

[Comparative Example 1]
(a) 100 g of all-terminally allyl-blocked polyoxypropylene described in Synthesis Example 1 (average polymerization degree 90), (B) 30 g of compound G-1, 1-ethynylcyclohexanol 0.25 g, and (C) chloroplatinic acid -Uniform composition by mixing 2 parts by weight of vinylsiloxane complex (platinum metal content: 0.5% by weight) (SiH in component (B) / Allyl group in component (a) (molar ratio) = about 1) Was prepared.
The resulting composition was cured by heating at 120 ° C. for 10 minutes to obtain a cured product having a hardness of 12. The cured product surface showed strong tackiness.

Claims (7)

(A) an organopolysiloxane having at least three alkenyl groups bonded to silicon atoms in one molecule;
(B) Organohydrogenpolysiloxane having at least two hydrogen atoms bonded to a silicon atom in one molecule and a polyether group bonded to the silicon atom via an alkylene bond:
An amount such that the number of hydrogen atoms bonded to silicon atoms contained in this component is 0.1 to 10 moles per mole of alkenyl groups in component (A);
(C) Hydrosilylation reaction curing catalyst: effective amount, and (D) selected from control agent compound, filler, conductivity imparting agent, heat resistance imparting agent, flame retardancy imparting agent, thixotropic property imparting agent, pigment, and dye The curable composition which consists of 1 type or 2 types or more which give a rubber-like elastic body by hardening | curing.   The composition according to claim 1, wherein the component (A) is a cyclic organopolysiloxane.   (A) Component is 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 1,3-dimethyl-1,1,3,3-tetravinyldisiloxane, 1,3,5-trimethyl -1,3,5-trivinylcyclotrisiloxane, 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane, and 1,3,5,7,9-pentamethyl The composition according to claim 1, wherein the composition is one or more selected from -1,3,5,7,9-pentavinylcyclopentasiloxane.   With respect to the alkenyl group in the polymer (polyether) in which the component (B) has (b1) at least one alkenyl group in one molecule and the repeating unit constituting the main chain is an oxyalkylene unit, (b2) The reaction is carried out in the presence of a hydrosilylation addition reaction catalyst in an excess ratio of SiH groups in the organohydrogenpolysiloxane having at least two hydrogen atoms (SiH groups) bonded to silicon atoms in one molecule. The composition according to any one of claims 1 to 3, which is prepared by reacting such that at least two hydrogen atoms bonded to silicon atoms remain in one molecule of the addition reaction product. The component (b1) has the following formula:

The composition according to claim 4, which is one or more selected from compounds represented by the formula (wherein m, n and p are each an integer of 2 or more).   (b2) component is selected from 1,1,3,3-tetramethyldisiloxane, 1,3,5,7-tetramethylcyclotetrasiloxane, and 1,3,5,7,9-pentamethylcyclopentasiloxane The composition according to claim 4, wherein the composition is one kind or two or more kinds. The component (B) has the following formula:

(In the above formula, n, m, p and q are each an integer of 2 or more)
The composition according to claim 4, wherein the composition is one or more selected from compounds represented by: