JP3338480B2 - Composition and method for producing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

FIELD OF THE INVENTION The present invention relates to an improved composition and a method for preparing the same. Particularly, the present invention relates to a curable composition having excellent mechanical properties and adhesiveness and excellent workability.

[0002]

2. Description of the Related Art Polyethers having one or more reactive silyl groups in a molecule have been used in applications such as coating compositions and sealing compositions, taking advantage of the fact that cured products have rubber elasticity. In general, there are disadvantages such as low strength and insufficient adhesion to various adherends.

In order to improve these drawbacks, there has been proposed a method in which a vinyl polymer having a reactive silicon functional group is used in combination (JP-A-59-122541). But,
If the vinyl polymer is dissolved in the polyether containing a silyl group, the rubber elasticity of the cured product is reduced,
There are drawbacks such as a significant increase in the viscosity of the composition.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to provide a curable composition which solves the above-mentioned drawbacks, has excellent mechanical properties and adhesiveness, and has excellent workability. .

[0005]

The present invention provides a composition comprising a polymer of a polyether having at least one reactive silyl group in a molecule and a monomer containing a polymerizable unsaturated group.
By uniformly and stably dispersing polymer fine particles of a polymerizable unsaturated group-containing monomer in the polyether, a curable composition having excellent mechanical properties, adhesiveness, and excellent workability can be obtained. It is based on the finding of something.

That is, one or more polyether mono (or poly) ols obtained by using a double metal cyanide complex catalyst are converted into one or more reactive silyl group-containing organic groups. one or more polymerizable unsaturated group-containing monomer in the silyl group-containing poly ether having a reactive silyl group (provided that the epoxy group-containing mono Ma
A method for producing a composition in which polymer fine particles of a polymerizable unsaturated group-containing monomer are dispersed in a silyl group-containing polyether.

[0007]

The present invention also relates to a composition in which polymer particles having no reactive functional group obtained by the above-mentioned production method are dispersed (hereinafter, this composition is also referred to as a curable composition (A)),
And a composition in which polymer fine particles having a reactive functional group obtained by the above-described production method are dispersed (hereinafter, this composition is also referred to as a curable composition (B)). In addition, polyether mono (or poly) ol shows a polyether monool or a polyether polyol.

In the present invention, it is important that the polymer fine particles of the polymerizable unsaturated group-containing monomer in the composition are uniformly and stably dispersed in the silyl group-containing polyether. Excellent mechanical properties,
A curable composition having adhesive properties and excellent workability is obtained.

The silyl group-containing polyether having at least one reactive silyl group in the molecule according to the present invention has at least one reactive silyl group in one molecule and has a main chain substantially composed of polyether. It is a polymer composed of chains.

For example, Japanese Patent Application Laid-Open No.
47825, JP-A-3-72527, JP-A-3-796
27, JP-B-46-30711, JP-B-45-3631
9. Polymers proposed in JP-B-46-17553 and the like, wherein those having a main chain skeleton consisting essentially of polyether are preferred. Such a method for producing a polymer can be obtained by introducing a reactive silyl group into a polyether capable of introducing a reactive silyl group, as exemplified in the above-mentioned literature.

The reactive silyl group, like a silanol group or a hydrolyzable silyl group, is capable of causing a condensation reaction with moisture, a curing agent or the like to promote the polyether to have a high molecular weight.

A polyether into which a reactive silyl group can be introduced is produced by reacting a monoepoxide such as an alkylene oxide with an initiator such as a hydroxy compound having one or more hydroxyl groups in the presence of a double metal cyanide complex catalyst. And a polyether obtained by modifying the hydroxyl group, or a polyether obtained by another method.

The double metal cyanide complex catalyst in the present invention is described in US Pat. No. 3,278,457 and US Pat.
58 and US Pat. No. 3,278,459, and are considered to have the structure of the following general formula (1).

[0015] ^{_{M 1 a [M 2 x (}} CN) y] b (H 2 O) c R d ··· (1) provided that, ^{M 1} is Zn (II), Fe (II ), Fe (I
II), Co (II), Ni (II), Al (II
I), Sr (II), Mn (II), Cr (III),
Cu (II), Sn (II), Pb (II), Mo (I
V), Mo (VI), W (IV), W (VI) and the like, ^{M 2} is Fe (II), Fe (III ), Co (I
I), Co (III), Cr (II), Cr (II)
I), Mn (II), Mn (III), Ni (II),
V (IV), V (V), etc., R is an organic ligand, a, b, x and y are positive integers depending on the valence and coordination number of the metal, and c and d are It is a positive number that depends on the coordination number to the metal.

M ¹ in the general formula (1) is Zn (II)
And M ² is Fe (II), Fe (III), C
o (II), Co (III) and the like are preferred. Examples of the organic ligand include ketone, ether, aldehyde, ester, alcohol, and amide.

The double metal cyanide complex represented by the general formula (1) is a metal salt M ¹ X _g (M ¹ is the same as described above; g is M
A positive integer that depends on the valence of ¹ . X is an anion which forms a ^{M 1} and salts. ) And polycyanometallate (salt) Z
_e [M ² _x (CN) _y ] _f (M ² , x, and y are the same as described above. Z is hydrogen, an alkali metal, an alkaline earth metal, or the like.
e, f is Z, a positive integer determined by the valence and the coordination number of M ^2. ) Is mixed with each aqueous solution or a mixed solvent solution of water and an organic solvent, and the resulting complex metal cyanide is brought into contact with the organic ligand R, and then the excess solvent and the organic ligand R are removed. It is manufactured by

Polycyanometallate (salt) _Ze [M ² _x
(CN) _y ] For _f , various metals such as hydrogen and alkali metals can be used for Z, but lithium salts, sodium salts, potassium salts, magnesium salts, and calcium salts are preferred. Particularly preferred are ordinary alkali metal salts, ie, sodium and potassium salts.

As the monoepoxide, an alkylene oxide having 3 or more carbon atoms is preferable, and propylene oxide,
Alkylene oxides having 3 to 4 carbon atoms, such as 1,2-butylene oxide, 2,3-butylene oxide and epichlorohydrin, are particularly preferred. These can be used alone or in combination of two or more thereof and other monoepoxides such as styrene oxide, glycidyl ether and glycidyl ester. In the case of using two or more alkylene oxides or using an alkylene oxide and another monoepoxide, they can be mixed and added or sequentially added to form a random polymerized chain or a block polymerized chain. The most preferred monoepoxide is propylene oxide alone.

The number of functional groups is preferably 2 or more, particularly preferably 2 or 3.

Particularly preferred polyethers are polyoxypropylene diol, polyoxypropylene triol, or their terminally modified products. As the terminal modified product, for example, when used in the following method (I), an olefin-terminated polyether such as an allyl-terminated polyoxypropylene monol can also be used.

As the reactive silyl group, a silyl group represented by the general formula (2) is preferable. -SiX _h R _3-h (2)

In the formula, R is a monovalent hydrocarbon group (having 20 or less carbon atoms) or a halogenated hydrocarbon group (having 20 or less carbon atoms), and is preferably an alkyl group or a fluoroalkyl group having 6 or less carbon atoms. Particularly preferred are lower alkyl groups such as a methyl group and an ethyl group.

X is a hydroxyl group or a hydrolyzable group, for example, a halogen atom, an alkoxy group, an acyloxy group, an amide group, an amino group, an aminoxy group, a ketoximate group and the like. Among these, the carbon number of the hydrolyzable group having a carbon atom is preferably 6 or less, and particularly preferably 4 or less. Preferred hydrolyzable groups are lower alkoxy groups having 4 or less carbon atoms, particularly methoxy and ethoxy groups. h is 1, 2 or 3, and particularly preferably 2 or 3.

The reactive silyl group represented by the general formula (2) accounts for 50% on average in all the terminal groups of the silyl group-containing polyether.
The content is preferably at least 70%.

The method for introducing the reactive silyl group represented by the general formula (2) into the polyether is not particularly limited.
For example, it can be introduced by the following method.

(I) A method of reacting a terminal olefin group of a polyether having an olefin group at a terminal with a hydrosilyl compound represented by the general formula (3). HSiX _h R _3-h (3) (where R, X and h are the same as above)

Here, the olefin group can be introduced by reacting a compound having an olefin group and a functional group with a terminal hydroxyl group of a polyether and bonding the compound with an ether bond, an ester bond, a urethane bond, a carbonate bond, or the like. Alternatively, a method in which an olefin group is introduced into a side chain by copolymerizing an alkylene oxide and an olefin group-containing epoxy compound such as allyl glycidyl ether as a monoepoxide when producing a polyether may be used.

(II) A method of reacting a hydroxyl group at a polyether terminal with a compound represented by the general formula (4). ^{_{R 3-h -SiX h -R 1}} -NCO ··· (4) ( same .R ¹ in said R, X, h is the formula 1 to 17 carbon atoms
Divalent hydrocarbon group. )

As the organosilicon compound represented by the general formula (4), the following compounds can be shown. _{(C 2 H 5 O) 3} Si (CH 2) 3 NCO, (CH 3 O) 3 Si (CH 2) 3 NCO, (CH 3) (CH 3 O) 2 Si (CH 2) 3 NCO.

(III) A polyisocyanate compound such as tolylene diisocyanate is reacted with the terminal of the polyether to give an isocyanate group terminal, and the W group of the silicon compound represented by the general formula (5) is reacted with the isocyanate group. How to let.

R _3-h -SiX _h -R ¹ W (5) (wherein R, R ¹ , X and h are the same as above. W is a hydroxyl group, a carboxyl group, a mercapto group and an amino group (1 Active hydrogen-containing group selected from primary or secondary).)

(IV) A method in which an olefin group is introduced into the terminal of the polyether, and the olefin group is reacted with a mercapto group of a silicon compound represented by the general formula (5) wherein W is a mercapto group.

The introduction of the reactive silyl group into the polyether is performed before the polymerization of the polymerizable unsaturated group-containing monomer, and thereafter, the polymerization of the polymerizable unsaturated group-containing monomer is performed in the silyl group-containing polyether.

[0035]

The molecular weight of the silyl group-containing polyether excluding the dispersed polymer fine particles in the present invention is 6,000 to 50.
000 is preferable, 7000 to 30,000 is more preferable, and 15,000 to 30,000 is particularly preferable.

In the present invention, a monomer having a reactive functional group represented by the general formula (6) and / or a monomer having no reactive functional group represented by the general formula (7) as the polymerizable unsaturated group-containing monomer Use

CH ₂ ＣC (R ² ) (R ³ ) (6) CH ₂ ＣC (R ⁴ ) (R ⁵ ) (7) (wherein R ² is a hydrogen atom, a halogen atom R ³ is an organic residue having a reactive functional group, R ⁴ is a hydrogen atom, a halogen atom or a monovalent hydrocarbon group, R ⁵ is a monovalent hydrocarbon group or an organic residue having a reactive functional group. A hydrogen atom, a halogen atom, a monovalent hydrocarbon group, an alkoxycarbonyl group, a cyano group, an alkenyl group, an acyloxy group, an amide group or a pyridyl group.)

Examples of the reactive functional groups of the polymerizable unsaturated group-containing monomer having a reactive functional group represented by the general formula (6), reactivity silyl group, a hydroxyl group, an amino group, an isocyanate group, a mercapto group, a carboxyl Examples of the group include, but are not particularly limited to, any compounds that allow a crosslinking reaction to proceed by the addition of a curing agent or a curing accelerator.

[0040]

In the present invention , (meth) allyl represents both allyl and methallyl, and (meth) acrylic represents both acryl and methacryl, and the like.

Specific examples of the polymerizable monomer having a reactive silyl group as a reactive functional group include γ- (meth) acryloyloxypropyltrimethoxysilane and γ- (meth) acryloyloxypropylmethyldimethoxysilane. Reactive silyl group-containing (meth) acryloyloxyalkyl compounds such as vinylmethyldimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, and vinyl (β-methoxyethoxy) silane; Can be

Of these compounds, (meth) acryloyloxyalkylalkoxysilanes are preferred, and γ
-Methacryloyloxypropyltrimethoxysilane, γ
Methacryloyloxypropylmethyldimethoxysilane is particularly preferred.

Specific examples of the polymerizable monomer having a hydroxyl group as a reactive functional group include vinyl alcohol, (meth) allyl alcohol, crotyl alcohol, isocrotyl alcohol, 1-buten-3-ol, and 2-butene. Unsaturated monohydric or polyhydric alcohols such as -1-ol and 2-butene-1,4-diol; N-alkylolacrylamides such as N-methylolacrylamide and N-ethylolacrylamide; hydroxyethyl (Meth) acrylate, hydroxypropyl (meth)
Examples include glycol esters of polymerizable unsaturated carboxylic acids such as acrylate, polyoxyethylene (meth) acrylic acid, polyoxypropyl (meth) acrylic acid, and polyoxyethylene-polyoxypropylene (meth) acrylic acid.

Specific examples of the polymerizable monomer having an amino group as a reactive functional group include unsaturated hydrocarbon amines such as N, N-dimethyl (meth) allylamine; vinyl-N, N-dimethylaminoethyl ether Unsaturated ether amines such as dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, 3-dimethylamino-2-hydroxypropyl (meth) acrylate, morpholinoethyl (meth) acrylate, dimethylaminoethyl crotonate, etc. Amino-containing unsaturated esters such as dimethylaminopropyl (meth) acrylamide; unsaturated heterocyclic amines such as 2-vinylpyridine. Of these, an amino group-containing ester of an unsaturated monocarboxylic acid is preferable, and dimethylaminoethyl (meth) acrylate and diethylaminoethyl (meth) acrylate are particularly preferable.

Specific examples of the polymerizable monomer having an isocyanate group as a reactive functional group include an equimolar reaction product of hydroxyethyl (meth) acrylate and an organic diisocyanate.

Specific examples of the polymerizable monomer having a mercapto group as a reactive functional group include an equimolar reaction product of hydroxyethyl (meth) acrylate and thioglycolic acid. Specific examples of the polymerizable monomer having a carboxyl group as a reactive functional group include acrylic acid and methacrylic acid.

Examples of the polymerizable unsaturated group-containing monomer having no reactive functional group include the following monomers. Styrene monomers such as styrene, α-methylstyrene or chlorostyrene; methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate,
Esters of (meth) acrylic acid such as 2-ethylhexyl (meth) acrylate and benzyl (meth) acrylate;
Acrylic monomers such as (meth) acrylic acid amides such as (meth) acrylamide; acrylonitrile, 2,4
A cyano group-containing monomer such as dicyanobutene-1; a vinyl ester monomer such as vinyl acetate and vinyl propionate; butadiene, isoprene, chloroprene and other diene monomers; and other olefins, unsaturated esters, halogenated olefins, Vinyl ether.

The type and combination of these polymerizable unsaturated group-containing monomers can be appropriately selected according to the purpose of modifying the cured product, but the polymer or copolymer is formed into fine particles. It must be capable of being uniformly and stably dispersed in the reactive silyl group-containing polyether.

In the present invention, a curable composition in which polymer fine particles having no reactive functional group are dispersed using a monomer selected from monomers having no reactive functional group among the above-mentioned monomers having a polymerizable unsaturated group. (A) is manufactured.

In preparing the curable composition (B) in which polymer fine particles having a reactive functional group are dispersed, a monomer selected from monomers having a reactive functional group is used, or a monomer having a reactive functional group is used. And at least one monomer having no reactive functional group.

When the polymer is uniformly dissolved in the above polyether, problems such as a decrease in the rubber elasticity of the cured product and an increase in the viscosity of the composition occur, and the desired excellent mechanical properties and workability are obtained. It is difficult to realize.

From these points, it is preferable to use a cyano group-containing monomer as a main component particularly when the cured product requires high strength .

[0054] Polymerization of the polymerizable unsaturated group-containing monomer is carried out in the presence of a silyl group-containing Porie <br/> Te le containing one or more reactive silyl groups.

[0055] concrete to apply a method of heating under stirring was added a polymerizable unsaturated group-containing monomer with a radical-generating polymerization initiator to the polyether containing one or more reactive silyl groups in the molecule Can.

The method of adding the polymerization initiator and the monomer having a polymerizable unsaturated group is not particularly limited, and a method of batch-mixing a polyether, a polymerization initiator and a monomer having a polymerizable unsaturated group, and a method of adding a polymerization initiator in a polyether A method of dropping a polymerizable unsaturated group-containing monomer in which is dissolved can be used as appropriate.

[0057]

In the polymerization, a solvent can be used.

The polymerization initiator is not limited to a radical generator, and various compounds capable of polymerizing a monomer having a polymerizable unsaturated group can be used. In some cases, polymerization can be performed by radiation or heat without using a polymerization initiator.

Examples of the polymerization initiator include peroxide, azo or redox polymerization initiators and metal compound catalysts. Specific examples of the polymerization initiator often used include, for example, azobisisobutyronitrile, benzoyl peroxide, t-alkylperoxyester,
Dicumyl peroxide, acetyl peroxide, diisopropyl peroxydicarbonate, persulfate and the like.

The polymerization reaction is carried out at a temperature higher than the decomposition temperature of the polymerization initiator, usually at 80 to 160 ° C. After the completion of the polymerization of the monomer, the unreacted monomer and the solvent may be removed by a usual method, if necessary.

The content of the polymer fine particles of the polymerizable unsaturated group-containing monomer dispersed in the reactive silyl group-containing polyether is 0.1 to 100 parts by weight based on 100 parts by weight of the reactive silyl group-containing polyether. A range is preferred. The content is preferably in the range of 0.1 to 60 parts by weight from the viewpoint of workability and the like, and particularly preferably in the range of 5 to 40 parts by weight.

The curable composition (A) of the present invention finally forms a cured product by a curing reaction of a reactive silyl group in a silyl group-containing polyether.

The curable composition (B) of the present invention finally forms a cured product by a curing reaction of a reactive silyl group in a reactive silyl group-containing polyether and a curing reaction of a reactive functional group. The reactive silyl group curing reaction in the reactive silyl group-containing polyether of the curable composition (B) is performed after or simultaneously with the crosslinking reaction of the reactive functional group.
In some cases, after the reactive silyl group is cured, a crosslinking reaction of the reactive functional group can be performed with a curing agent or a curing accelerator for the reactive functional group.

For curing the reactive silyl group in the reactive silyl group-containing polyether, a curing accelerating catalyst for accelerating the curing reaction of the reactive silyl group may be used.

Examples of the curing accelerator include metal salts of carboxylic acids such as alkyl titanates, organosilicon titanates, bismuth tris-2-ethylhexanoate, tin octylate and dibutyl tin dilaurate; Amine salts, such as ethylhexoate, and other acidic and basic catalysts may be used.

In curing the reactive functional group, a curing catalyst or a curing accelerator is used. As the reactive functional group curing agent or curing accelerator used in the present invention, those usually used for each functional group can be used.

[0068]

When the reactive functional group is a reactive silyl group, polyfunctional alkylalkoxysilanes such as tetramethoxysilane and tetraethoxysilane, alkyl titanates, organosilicon titanates, bismuth tris-2-
Metal salts of carboxylic acids as curing accelerators, such as ethylhexanoate, tin 2-ethylhexanoate and dibutyltin dilaurate.

When the reactive functional group is a hydroxyl group, examples thereof include an organic diisocyanate compound.

When the reactive functional group is an amino group,
Examples include polyfunctional halogen compounds such as 4-dichlorobutane, benzal chloride, and bis (chloromethyl) benzene, organic diisocyanate compounds, and epoxy resins.

When the reactive functional group is an isocyanate group, ethylene glycol, diethylene glycol, 1,1,
Examples thereof include diols such as 4-butanediol, amine compounds such as ethylenediamine and diethylenetriamine, and epoxy resins.

When the reactive functional group is a mercapto group,
Examples include organic diisocyanate compounds, epoxy resins, metal oxides such as zinc oxide and lead oxide, and metal peroxides such as calcium peroxide. When the reactive functional group is a carboxyl group, examples include an organic diisocyanate compound and an epoxy resin.

The composition of the present invention may contain a reinforcing agent, a filler, a plasticizer, an anti-sagging agent and the like, if necessary. Carbon black, fine powder silica, etc. as reinforcing agents, calcium carbonate, talc, clay, silica, etc. as fillers, dioctyl phthalate, dibutyl phthalate, dioctyl adipate, chlorinated paraffin, petroleum plasticizers as plasticizers However, pigments include iron oxide,
Inorganic pigments such as chromium oxide and titanium oxide, and organic pigments such as phthalocyanine blue and phthalocyanine green
Anti-sagging agents include organic acid-treated calcium carbonate, hydrogenated castor oil, calcium stearate, zinc stearate,
Finely divided silica and the like.

The curable composition of the present invention comprises a sealing agent,
Can be used for waterproofing agents, adhesives, coatings, etc.,
In particular, it is suitable for applications that require sufficient strength of the cured product itself and adhesion to an adherend.

[0076]

EXAMPLES The present invention will be described below with reference to Examples and Comparative Examples, but is not limited thereto.

[Production of polyether] Polyether A: propylene oxide was polymerized using diethylene glycol as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene diol. Isocyanatepropylmethyldimethoxysilane was added thereto, and a urethanation reaction was performed to convert hydroxyl groups at both ends into organic groups containing a methyldimethoxysilyl group, thereby obtaining polyether A having an average molecular weight of 10,000.

Polyether B: Propylene oxide was polymerized using glycerin as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene triol. Allyl chloride was added thereto to convert the hydroxyl groups at both ends into allyl groups. Then, methyl dimethoxysilane was reacted with the obtained polyoxyalkylene compound containing an allyl group at the terminal in the presence of a platinum catalyst to convert the allyl group into a methyldimethoxysilylpropyl group. Thus, polyether B having an average molecular weight of 20,000 was obtained.

Polyether C: Propylene oxide was polymerized by using zinc hexacyanocobaltate catalyst with diethylene glycol as an initiator to obtain polyoxypropylene diol. Allyl chloride was added thereto to convert the hydroxyl groups at both ends into allyl groups. Then, methyl dimethoxysilane was reacted with the obtained polyoxyalkylene compound containing an allyl group at the terminal in the presence of a platinum catalyst to convert the allyl group to a methyldimethoxysilylpropyl group, thereby obtaining polyether C having an average molecular weight of 17,000.

[0080] [Example 1 Contact and Comparative Examples 1 to 3 and 50g of polyether A was placed in a four-necked flask 300 cm ^3, further same polyether 50g while maintaining a 110 ° C., unsaturated groups shown in Table 1 A mixture of the monomers contained and the number of grams shown in Table 1 and 0.6 g of azobisisobutyronitrile was added dropwise over 2 hours while stirring under a nitrogen atmosphere. Thereafter, stirring was continued at the same temperature for 0.5 hour.

After completion of the reaction, the unreacted monomer is
Removal was performed by degassing under heating and reduced pressure at 0.1 mmHg for 2 hours to obtain a target composition. All of these compositions were stable for more than 3 months without leaving polymer fine particles settling even when left to stand.

The kind of polyether used, the kind and g of unsaturated group-containing monomer, the state of the obtained composition and 25
Table 1 shows the viscosity at ° C. As a comparative example, Table 1 also shows a polyether alone containing no polymer. Here, AN in the table represents acrylonitrile .

[0083]

[0084]

[0085]

[Table 1]

[0086] The polyether EXAMPLES Application Example 1 Contact and Comparative Application Examples 1 to 3 The composition obtained in Example 1 and Comparative Examples 1 to 3, dibutyltin dilaurate was added as a curing catalyst, a 2mm thick create a sheet 7 days at 20 ° C., further properties after 7 days hardening and curing at 50 ° C. [50% modulus ^{_{M 50 (kg / cm 2)}} , tensile strength _T B (kg / c
m ^2), was measured elongation at break _E B (%)]. The results are shown in Table 2.

[0087]

[Table 2]

[0088]

[0089]

[0090]

[0091]

[0092]

As described above, according to the present invention, in a composition comprising a polymer of a polyether having at least one reactive silyl group in a molecule and a monomer containing a polymerizable unsaturated group, By uniformly dispersing the polymer of the unsaturated unsaturated group-containing monomer in the polyether produced by using the double metal cyanide complex catalyst, it has excellent mechanical properties, adhesiveness, and excellent workability. A curable composition is obtained.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int. Cl. ⁷ , DB name) C08F 283/06 C08F 2/44 C08L 71/02

Claims (6)

(57) [Claims] 1. A polyether mono (or poly) ol produced using a double metal cyanide complex catalyst, wherein at least one of the terminal hydroxyl groups is converted to a reactive silyl group-containing organic group. At least one monomer having a polymerizable unsaturated group in a silyl group-containing polyether having a reactive silyl group (excluding an epoxy group-containing monomer)
A process for producing a composition comprising polymer fine particles of a polymerizable unsaturated group-containing monomer dispersed in a silyl group-containing polyether, characterized by polymerizing 2. A polymerizable unsaturated group-containing monomer is a monomer having no reactive functional groups, The process of claim 1. 3. A polymerizable unsaturated group-containing monomer, a monomer having a reactive functional group or a mixture of monomers without the monomer with the reactive functional group having a reactive functional group, a, claim 1 the process according to. 4. A composition obtained by the production method according to claim 2 , wherein polymer particles having no reactive functional group are dispersed. 5. A composition, obtained by the production method according to claim 3 , wherein polymer fine particles having a reactive functional group are dispersed. 6. The composition according to claim 5 , comprising a curing agent or a curing accelerator for the reactive functional group.