JPH11116831A - Room temperature-curable composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition improved in curing property and stain resistance of cured product without largely worsening flexibility and workability by including a specific polymer, a curing catalyst and a specific plasticizer. SOLUTION: This curable composition comprises (A) a polymer having a hydrolyzable silicon group of the formula, SiXa R<1> 3-a [R<1> is a 1-20C (non) substituted monofunctional organic group; X is OH or a hydrolyzable group; (a) is 1-3] and containing at least a polymer in which (a) is 3 in the formula, SiXa R<1> 3-a (B) a curing catalyst (e.g. dibutyltin laurate), (C) a polymer plasticizer having >=1,000 molecular weight, preferably a polyoxyalkylene not containing a group of the formula SiXa R<1> 3-a and having >=1,000 molecular weight and/or (D) a plasticizer having >=8P viscosity (at 25C) [e.g. bis(α-methylbenzyl)xylene]. The curable composition, preferably, contains 100 pts.wt. component A, 0.001-10 pts.wt. component B and 1-200 pts.wt. component C and/or component D.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a room temperature curable composition which cures in the presence of moisture.

[0002]

2. Description of the Related Art A method of curing various polymers having a hydrolyzable silicon group at a terminal and using them in sealants, adhesives and the like is well known and industrially useful. Among such polymers, particularly those having a main chain of polyoxyalkylene are liquid at room temperature, and the cured product retains flexibility even at a relatively low temperature, and is used as a sealant, an adhesive or the like. Has favorable properties.

[0003] Such moisture-curable polymers include:
Polymers having a terminal hydrolyzable silicon group described in JP-A-3-72527 and JP-A-3-47825 are exemplified. Such a polymer having a hydrolyzable silicon group at a terminal usually has a hydrolyzable silicon group in which two hydrolyzable groups are bonded to one silicon atom in order to maintain elongation and flexibility.

However, for each such silicon atom, 2
A polymer having a hydrolyzable silicon group formed by bonding two hydrolyzable groups is inferior in curability, and the crosslink density of the cured product is not sufficient. When bleed-out occurs on the surface, so-called bleed-out occurs, and when the surface of the cured body or a paint is applied, the paint adheres to dust in the air and is liable to be contaminated. In order to solve this problem, the use of polymeric plasticizers was
0-8024, etc., but when a polymer having a hydrolyzable silicon group in which two hydrolyzable groups are bonded to one silicon atom is used, the curability and stain resistance are improved. Was not enough.

[0005]

SUMMARY OF THE INVENTION In view of the above, there is provided a polymer having a hydrolyzable silicon group, which has improved curability and stain resistance of the cured product without greatly deteriorating its flexibility and workability. As a result of the study, the present invention has been reached.

[0006]

Means for Solving the Problems The present invention provides the following formula (1)
A room temperature curable composition containing a polymer (A) having a hydrolyzable silicon group represented by the formula: wherein the polymer having a hydrolyzable silicon group in which a in formula (1) is 3 is cured. A room-temperature curable composition comprising a catalyst (B), a polymer plasticizer (C) having a molecular weight of 1,000 or more and / or a plasticizer (D) having a viscosity of 8 P or more at 25 ° C. as essential components. -SiX _a R ¹ in _3-a ··· (1) (Formula (1), R ¹ is a monovalent organic group having a substituted or unsubstituted 1 to 20 carbon atoms, X is a hydroxyl group or a hydrolyzable And a is 1, 2 or 3, provided that R ¹
May be the same or different when a plurality of Xs exist, and may be the same or different when a plurality of Xs exist. )

The polymer used in the present invention is represented by the above formula (1)
Having a hydrolyzable silicon group represented by The position of the hydrolyzable silicon group is preferably at the molecular chain terminal or side chain terminal.
Examples of the main chain of the polymer include a polyoxyalkylene chain, a polyester chain, a polycarbonate chain, and a polyolefin chain. Preferably, the backbone is essentially a polyoxyalkylene chain.

Such a polymer is disclosed in, for example,
47825, JP-A-3-72527, JP-A-3-796
27, JP-B-46-30711, JP-B-45-3631
9. Proposed in Japanese Patent Publication No. 46-17553.

Hereinafter, a polymer having a main chain of a polyoxyalkylene chain will be described. Such a polymer is preferably produced by using a polyoxyalkylene polymer having a functional group as a raw material as described below and introducing a hydrolyzable silicon group into an end via an appropriate organic group.

The starting polyoxyalkylene polymer is preferably a hydroxyl-terminated polymer produced by reacting an initiator such as a hydroxy compound having one or more hydroxyl groups with a monoepoxide or the like in the presence of a catalyst.

Examples of the monoepoxide include ethylene oxide, propylene oxide, butylene oxide and hexylene oxide. Tetrahydrofuran and the like can also be used. Examples of the catalyst include an alkali metal catalyst such as a potassium compound and a cesium compound, a double metal cyanide complex catalyst, and a metal porphyrin catalyst.

When a high molecular weight polyoxyalkylene polymer is used as the raw material polyoxyalkylene polymer, a polyhalogen compound such as methylene chloride may be added to a relatively low molecular weight polyoxyalkylene polymer produced with an alkali catalyst or the like. Can be used to obtain a polyoxyalkylene polymer obtained by multiplying the polymer.

A polyoxyalkylene polymer produced using a double metal cyanide complex catalyst has a narrower molecular weight distribution and better curability than that obtained when an alkali catalyst is used. Preferably, it is used.

The complex metal cyanide complex is preferably a complex containing zinc hexacyanocobaltate as a main component.
Their ether and / or alcohol complexes are particularly preferred. Its composition can be essentially the one described in JP-B-46-27250. As the ether, ethylene glycol dimethyl ether (glyme), diethylene glycol dimethyl ether (diglyme) and the like are preferable, and glyme is particularly preferable in terms of handling during the production of the complex. As the alcohol, JP-A-4-145123
Are preferred.

The number of functional groups of the starting polyoxyalkylene polymer is preferably 2 or more, and 2 or 3 is particularly preferable when the flexibility of the cured product is to be emphasized, and 3 to 3 when the adhesion or curability is to be emphasized. 8 is particularly preferred.

Examples of the raw material polyoxyalkylene polymer include polyoxyethylene, polyoxypropylene, polyoxybutylene, polyoxyhexylene, polyoxytetramethylene, and copolymers thereof.

Particularly preferred starting polyoxyalkylene polymers are polyoxypropylene diol and polyoxypropylene triol. When used in the following methods (a) and (d), olefin-terminated polyoxyalkylene polymers such as allyl-terminated polyoxypropylene monol can also be used.

The hydrolyzable silicon group represented by the formula (1) will be described. In the formula (1), R ¹ is a substituted or unsubstituted monovalent organic group having 1 to 20 carbon atoms, preferably an alkyl group having 8 or less carbon atoms, a phenyl group or a fluoroalkyl group. Particularly preferred are a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group, a cyclohexyl group, a phenyl group and the like. When a plurality of R ¹ are present, they may be the same or different.

Examples of the hydrolyzable group for X include a halogen atom, an alkoxy group, an acyloxy group, an amide group, an amino group, an aminooxy group, a ketoximate group,
And a hydride group.

Among these, the number of carbon atoms of the hydrolyzable group having a carbon atom is preferably 6 or less, particularly preferably 4 or less. Desirable X is a lower alkoxy group having 4 or less carbon atoms, particularly a methoxy group, an ethoxy group, a propoxy group or a propenyloxy group. When a plurality of Xs are present, they may be the same or different.

A is 1, 2 or 3. The number of hydrolyzable silicon groups in the polymer is preferably from 1 to 8, and particularly preferably from 2 to 6. The method of introducing the hydrolyzable silicon group into the raw material polyoxyalkylene polymer is not particularly limited,
For example, it can be introduced by the following methods (a) to (d).

(A) A method of reacting a polyoxyalkylene polymer having a hydroxyl group with an olefin group introduced at a terminal thereof with a hydrosilyl compound represented by the formula (2). ^{_{HSiX a R 1 3-a ···}} (2) ( in the formula ^{(2), R 1, X} , a are as defined above.)

Here, as a method for introducing an olefin group, a compound having an unsaturated group and a functional group is reacted with a terminal hydroxyl group of a polyoxyalkylene polymer to form an ether bond, an ester bond, a urethane bond or a carbonate bond. When polymerizing an alkylene oxide, a method of introducing an olefin group into a side chain of a raw material polyoxyalkylene polymer by adding and copolymerizing an olefin group-containing epoxy compound such as allyl glycidyl ether or the like. No.

(B) A method of reacting a compound represented by the formula (3) with a terminal of a polyoxyalkylene polymer having a hydroxyl group. ^{_{R 1 3-a -SiX a -R}} 2 in NCO ··· (3) (the formula ^{(3), R 1, X} , a divalent hydrocarbon group having the same .R ² is 1 to 17 carbon atoms in the .)

(C) A polyisocyanate compound such as tolylene diisocyanate is reacted with the terminal of the polyoxyalkylene polymer having a hydroxyl group to form an isocyanate group terminal, and the silicon compound represented by the formula (4) is added to the isocyanate group. Reacting the W group of ^{_{R 1 3-a -SiX a -R}} 2 W ··· (4) ( in the formula ^{(4), R 1, R} 2, X, a are as .W the hydroxyl group, a carboxyl group, a mercapto group and an amino Active hydrogen-containing group selected from groups (primary or secondary).)

(D) An olefin group is introduced into the terminal of the polyoxyalkylene polymer having a hydroxyl group, and the olefin group is reacted with a mercapto group of a silicon compound represented by the formula (4) wherein W is a mercapto group. Method.

The composition of the present invention is characterized in that “a in the formula (1) is 3
(Hereinafter referred to as “hydrolyzable silicon group (Z)”). In the composition of the present invention, the number of hydrolyzable silicon groups (Z) in the hydrolyzable silicon groups represented by the formula (1) in the polymer (A) depends on applications, required properties, and the like. Can be changed.

When the polymer (A) is a polymer having only the hydrolyzable silicon group (Z) as the hydrolyzable silicon group, that is, represented by the formula (1) in the polymer (A). When the hydrolyzable silicon group (Z) accounts for almost 100% of the hydrolyzable silicon group (Z), there is an effect that the curing speed is high, and the room-temperature curable composition is particularly excellent in deep curability. Is obtained. In this case, in particular, 90 to 10 of the hydrolyzable silicon group represented by the formula (1)
It is preferred that 0%, more preferably 95 to 100%, is a hydrolyzable silicon group (Z).

When the hydrolyzable silicon group in which a in the formula (1) is 1 or 2 and the hydrolyzable silicon group (Z) are mixed, good elongation characteristics and rapid curability are obtained. A compatible room temperature curable composition is obtained.

In this case, the formula (1) in the polymer (A)
It is preferable that the ratio of the hydrolyzable silicon group (Z) in the total hydrolyzable silicon group represented by is 5 to 80%. By changing this ratio arbitrarily, the characteristics according to the requirements can be freely controlled. That is, when the proportion of the hydrolyzable silicon group (Z) is 5 to 50%, the curability can be improved, and at the same time, good elongation characteristics and flexibility required for a sealant or the like can be provided. When the proportion of the group (Z) is 50 to 80%, the curability can be dramatically improved while ensuring sufficient elongation properties required for an elastic adhesive or the like.

In the hydrolyzable silicon group represented by the formula (1), the hydrolyzable silicon group other than the hydrolyzable silicon group (Z) is the hydrolyzable silicon group represented by the formula (1) wherein a is 2. Particularly preferred is a group.

In order to obtain a composition in which a hydrolyzable silicon group in which a in the formula (1) is 1 or 2 and a hydrolyzable silicon group (Z) are mixed, for example, the following method (e):
(F). The methods (e) and (f) may be used in combination.

(E) A polymer having both a hydrolyzable silicon group wherein a in formula (1) is 1 or 2 and a hydrolyzable silicon group (Z) wherein a in formula (1) is 3 use.
(F) a polymer having a hydrolyzable silicon group in which a in formula (1) is 1 or 2 and a polymer having a hydrolyzable silicon group (Z) in which a in formula (1) is 3 Use both.

The molecular weight of the polymer (A) in the present invention is as follows:
Appropriate values can be selected according to the intended use. That is, a polymer having a molecular weight of 4000 to 50,000 in terms of a molecular weight calculated from the hydroxyl value of a hydroxyl group-containing polyoxyalkylene polymer (hereinafter referred to as a hydroxyl value-converted molecular weight) is suitable for applications such as sealants in which flexibility is important. 600
It is more preferably 0 to 50,000, and 8,000 to
Particularly preferably, it is 25,000.

For applications such as adhesives that require strength, polymers having a hydroxyl value-converted molecular weight of 1,000 to 30,000 are suitable. When it is lower than 1,000, the cured product becomes brittle, and when it exceeds 30,000, the workability is remarkably deteriorated due to the high viscosity. It is more preferably from 3,000 to 20,000, particularly preferably from 6,000 to 20,000.

In the present invention, a curing catalyst (B) is essential for curing the polymer (A). When the curing catalyst (B) is not used, it is difficult to obtain a significant reaction rate in the crosslinking reaction of the hydrolyzable silicon group. The curing catalyst is preferably used in an amount of 0.001 to 10 parts by weight, particularly preferably 0.01 to 5 parts by weight, based on 100 parts by weight of the polymer (A). The following compounds may be mentioned as the curing catalyst (B). Alkyl titanates, organosilicon titanates, and salts of carboxylic acids of various metals such as dibutyltin dilaurate, acetylacetonate complexes,
Acetoacetate esterate complex, various acid and base substances.

Specifically, metal salts such as tin bis (2-ethylhexanoate), lead bis (2-ethylhexanoate), dialkyltin dicarboxylate and dibutyltin bisacetylacetonate, organic amines, Amine salts such as dibutylamine-2-ethylhexanoate; and the like. These catalysts can be used alone or in combination.

The polymer plasticizer (C) having a molecular weight of 1,000 or more in the present invention may be an organic polymer having a molecular weight of 1,000 and having no hydrolyzable silicon group represented by the formula (1). preferable. The organic polymer is selected from polyoxyalkylene, polyester, poly-α-methylstyrene, polystyrene, polybutadiene, alkyd resin, polychloroprene, polyisoprene, polybutene, hydrogenated polybutene, epoxidized polybutadiene, and butadiene-acrylonitrile copolymer. More than species are preferred. The molecular weight is preferably from 1,000 to 30,000.

The polymer plasticizer (C) preferably has good compatibility with the polymer (A). In particular, polymer plasticizer (C)
Has a molecular weight of 10 obtained by polymerizing an alkylene oxide.
A polymer which is a polyoxyalkylene having a molecular weight of 00 to 30,000 and has no hydrolyzable silicon group is preferred.

Such a polyoxyalkylene is preferably produced by a method similar to that for the polymer (A). The effect of the invention is greater when the content of low molecular weight impurities is smaller, and polyoxyalkylenes produced using a catalyst such as a double metal cyanide complex are more preferred. Further, a hydroxyl group-containing polyoxyalkylene may be used, or a polymer obtained by converting the hydroxyl group into another organic group may be used. A polymer obtained by converting 80% or more of terminal hydroxyl groups into another organic group is particularly preferred. Specifically, a polymer in which a terminal hydroxyl group is sealed with a hydrocarbon group such as an alkyl group or an alkenyl group via a bond such as an ether bond, an ester bond, or a urethane bond is particularly preferable. Most preferred is a polymer blocked with an allyl group via an ether bond.

Plasticizer (D) having a viscosity of 8 P or more at 25 ° C.
As the polymer, a compound which is a polymer plasticizer (C) having a molecular weight of 1000 or more and having a viscosity at 25 ° C. of 8P or more can be used. As other compounds, compounds having an aromatic ring can be preferably used. Specifically, bis (α-methylbenzyl) xylene or 1-xylyl-1- (3-α-
Triaryldieethane such as methylbenzylphenyl) ethane, 1-phenyl-1-xylylethane, and a mixture of isomers thereof.

Polymeric plasticizer (C) and / or 25 ° C.
The amount of the plasticizer (D) having a viscosity of 8P or more in the total amount is
The amount is preferably 1 to 200 parts by weight based on 100 parts by weight of the polymer (A).

The polymer plasticizer (C) and / or the plasticizer (D) having a viscosity of 8P or more at 25 ° C. are essential components for exhibiting the effects of the present invention, but they control the compatibility of the composition. Other plasticizers can also be used together in small amounts for the purpose of doing so. Known plasticizers can be used as such a plasticizer. The amount of the plasticizer used is preferably equal to or less than the total weight of the polymer plasticizer (C) to be used and the plasticizer (D) having a viscosity at 25 ° C. of 8P or more, and particularly preferably 50% by weight or less. Specific examples of the plasticizer used in combination include the following.

Phthalates such as dioctyl phthalate (DOP), dibutyl phthalate and butylbenzyl phthalate; dioctyl adipate, diisodecyl succinate,
Aliphatic carboxylic acid esters such as dibutyl sebacate and butyl oleate; alcohol esters such as pentaerythritol ester; phosphate esters such as trioctyl phosphate and tricresyl phosphate; epoxidized soybean oil;
Epoxy plasticizers such as dioctyl 4,5-epoxyhexahydrophthalate and benzyl epoxystearate, and chlorinated paraffins.

Other known fillers can be used in combination. The amount of the filler used is 50 to 100 parts by weight of the polymer (A).
800 parts by weight are preferred. Particularly preferred is 50 to 250 parts by weight. The following are specific examples of the filler. These fillers may be used alone or in combination of two or more.

Calcium carbonate, fumed silica, precipitated silica, silicic anhydride, hydrous silicic acid and carbon black, magnesium carbonate, diatomaceous earth, calcined clay, clay, talc, titanium oxide, bentonite, organic bentonite, ferric oxide, Powdered fillers such as zinc oxide, activated zinc flower, shirasu balloon, wood flour, pulp, cotton chips, mica, walnut flour, fir flour, graphite, aluminum fine powder, flint powder, asbestos, glass fiber, glass filament, Fibrous fillers such as carbon fiber, Kevlar fiber and polyethylene fiber.

The composition of the present invention may further contain various known additives. Examples of the additive include an adhesion imparting agent such as a phenol resin and an epoxy resin, a thixotropic agent such as hydrogenated castor oil, a pigment, various antioxidants, and an ultraviolet absorber.

Examples of the pigment include inorganic pigments such as iron oxide, chromium oxide and titanium oxide and organic pigments such as phthalocyanine blue and phthalocyanine green. Calcium carbonate treated with an organic acid, hydrogenated castor oil, calcium stearate and zinc stearate are used as anti-sagging agents. , Fine powder silica and the like, and aminosilane, epoxy silane and the like as the adhesive.

The room temperature curable composition of the present invention can be used as a sealing material, a waterproofing agent, an adhesive, a coating agent and the like.
In particular, it is suitable for applications requiring sufficient strength and high adhesiveness of the cured product itself.

[0050]

EXAMPLES The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to only these examples. Examples 1 to 6 are production examples of polymers (P1 to P6) used in Examples and Comparative Examples, and Example 7 is a production example of polymer plasticizers (C) and (P7). In addition, a part shows a weight part and molecular weight shows a hydroxyl value conversion molecular weight.

Example 1 Polyoxypropylene triol was obtained by polymerization of propylene oxide using glycerin as an initiator and a zinc hexacyanocobaltate catalyst. Isocyanatepropyltrimethoxysilane was added thereto, and a urethanation reaction was performed to convert the terminal to a trimethoxysilyl group, thereby obtaining a polymer P1 having a molecular weight of 18,000.

Example 2 A polyoxypropylene diol having an average molecular weight of 3,000 obtained by using a potassium hydroxide catalyst was reacted with chlorobromomethane in the presence of sodium metal to increase the molecular weight. After converting the obtained polyoxypropylene diol into sodium alkoxide, allyl chloride was reacted to obtain polyoxypropylene having an allyloxy group at a terminal. Trimethoxysilane is reacted as a hydrosilyl compound in the presence of a platinum catalyst to give a molecular weight of 900 having a trimethoxysilyl group at a terminal.
0 was obtained.

The terminal hydroxyl groups of polyoxypropylene triol obtained by reacting propylene oxide with glycerin as an initiator using a potassium hydroxide catalyst are subjected to terminal allyloxylation in the same manner as described above, and then methyldimethoxysilane is used as a hydrosilyl compound. Was reacted in the presence of a platinum catalyst to obtain a polymer having a molecular weight of 6000 and having a methyldimethoxysilyl group at a terminal. This molecular weight is 9000
Weight ratio of the polymer having a molecular weight of 6000
The mixture was mixed at a ratio of 40 to obtain a polymer mixture P2.

Example 3 Propylene oxide was polymerized using propylene glycol as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene diol. The terminal hydroxyl group of the obtained polyoxypropylene diol was subjected to terminal allyloxylation in the same manner as in Example 2, and then a mixture of trimethoxysilane and methyldimethoxysilane in a 70:30 weight ratio as a hydrosilyl compound was reacted in the presence of a platinum catalyst. Thus, a polymer P3 having a molecular weight of 12,000 and having both a trimethoxysilyl group and a methyldimethoxysilylpropyl group at a terminal was obtained.

Example 4 Propylene oxide was polymerized using glycerin as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene triol. Isocyanate propylmethyldimethoxysilane was added thereto, and a urethanation reaction was performed to convert both ends to a methyldimethoxysilylpropyl group, resulting in a molecular weight of 18,000.
A polymer P4 was obtained.

Example 5 A polyoxypropylene diol having an average molecular weight of 3,000 obtained using a potassium hydroxide catalyst was reacted with chlorobromomethane in the presence of sodium metal to increase the molecular weight. After the terminal hydroxyl group of the obtained polyoxypropylene diol was allyl-oxylated in the same manner as in Example 2, methyldimethoxysilane was reacted as a hydrosilyl compound in the presence of a platinum catalyst to give a molecular weight of 9000 having a methyldimethoxysilyl group at the terminal.
Was obtained.

A terminal hydroxyl group of polyoxypropylene triol obtained by reacting propylene oxide with glycerin as an initiator using a potassium hydroxide catalyst was subjected to terminal allyloxylation in the same manner as in Example 2, and then methyldimethoxy was used as a hydrosilyl compound. The silane was reacted in the presence of a platinum catalyst to obtain a polymer having a molecular weight of 6000 and having a methyldimethoxysilyl group at a terminal. This molecular weight is 9000
Weight ratio of the polymer having a molecular weight of 6000
The mixture was mixed at a ratio of 40 to obtain a polymer mixture P5 having only a methyldimethoxysilylpropyl group at a terminal.

Example 6 Propylene oxide was polymerized using propylene glycol as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene diol. The terminal hydroxyl group of the obtained polyoxypropylene diol was allyl-oxylated in the same manner as in Example 2, and then only methyldimethoxysilane was reacted as a hydrosilyl compound in the presence of a platinum catalyst to give a molecular weight having a methyldimethoxysilyl group at the terminal. 12000 polymer P
6 was obtained.

Example 7 Propylene oxide was polymerized using propylene glycol as an initiator and a zinc hexacyanocobaltate catalyst to obtain polyoxypropylene diol P7 having a molecular weight of 6,000.

Examples (Examples 8 to 10) and Comparative Examples (Examples 11 to 14) 150 parts of calcium carbonate and 50 parts of P7 as a polymer plasticizer (C) per 100 parts of the polymer shown in the table. Then, 3 parts of a thixotropy imparting agent, 2 parts of an aminosilane, and 2 parts of a 3/1 mixture of dibutyltin dilaurate / laurylamine as a curing catalyst were added and uniformly mixed to obtain a composition. However, Example 14 had the above composition using the polymer P6 and a composition using 50 parts of DOP instead of P7.

Next, place 3c in a cylindrical cup having a diameter of 4 cm.
m at a temperature of 20 ° C.
It was left for 6 hours in an atmosphere of% humidity. Then JIS-
Using a penetrometer compliant with K2530, the state of curing from the surface to the depth direction was observed. Higher penetration indicates that hardening from the surface has not progressed.

After curing the above composition at room temperature for 7 days to form a cured product, an aqueous acrylic emulsion paint was applied to the cured product.
Dry at 0 ° C. for 7 days. After sprinkling the contamination source powder specified in JIS-Z8901, and shaking off excess powder, lightly washing with water and drying at room temperature, the state of paint contamination on the surface of the test specimen was visually observed. ○: Pollution source is removed by washing,
No paint contamination, Δ: Some of the contamination sources were removed by washing, and some of the paint contamination was present. ×: The contamination source was not removed by water washing, and paint contamination was remarkable. The results are shown in the table.

[0063]

[Table 1]

[0064]

As described above, the room-temperature curable composition of the present invention is characterized by extremely excellent curability and paint stain resistance.

Claims (6)

[Claims] 1. A room temperature curable composition containing a polymer (A) having a hydrolyzable silicon group represented by the following formula (1), wherein a is 3 in the formula (1). Room temperature curing comprising a polymer having a decomposable silicon group, a curing catalyst (B), a polymeric plasticizer (C) having a molecular weight of 1000 or more and / or a plasticizer (D) having a viscosity of 8P or more at 25 ° C. Composition. -SiX _a R ¹ in _3-a ··· (1) (Formula (1), R ¹ is a monovalent organic group having a substituted or unsubstituted 1 to 20 carbon atoms, X is a hydroxyl group or a hydrolyzable And a is 1, 2 or 3, provided that R ¹
May be the same or different when a plurality of Xs exist, and may be the same or different when a plurality of Xs exist. ) 2. The polymer (A) wherein a in the formula (1) is 1
The room temperature curable composition according to claim 1, further comprising a polymer having a hydrolyzable silicon group represented by formula (2) and a hydrolyzable silicon group represented by formula (1) wherein a is 3. 3. The polymer (A) wherein a in formula (1) is 1
The room-temperature curable composition according to claim 1, which contains both a polymer having a hydrolyzable silicon group of 2 or a polymer having a hydrolyzable silicon group of 3 in formula (1). . 4. The room-temperature curable composition according to claim 1, wherein the polymer (A) is a polymer having only a hydrolyzable silicon group in which a in the formula (1) is 3 as a hydrolyzable silicon group. Composition. 5. The main chain of the polymer (A) is a polyoxyalkylene chain obtained by polymerizing an alkylene oxide with an initiator using a double metal cyanide complex as a catalyst. The room temperature curable composition according to the above. 6. The polymerizable plasticizer (C) is a polyoxyalkylene polymer having a molecular weight of 1,000 to 30,000 obtained by polymerizing an alkylene oxide, and has a hydrolyzable silicon group represented by the formula (1). Is a polymer having no
The room temperature curable composition according to claim 1, 2, 3, 4, or 5.