JPH10195290A - Two pack type curable composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition little in migration of a plasticizer, capable of improving adhesivity between laminated coatings when repeatedly coated, capable of preventing generation of tackiness on the coating surface and useful for water-proof materials, floor materials, etc., by using a curing agent component containing an aromatic polyamine and a hydrophobic plasticizer. SOLUTION: This two pack type curable composition comprises (A) a main agent component consisting mainly of an isocyanate group-terminated polyurethane prepolymer obtained by reacting a polyol containing a polyoxyalkylenepolyol as a main component with a polyisocyanate and (B) a curing agent component comprising (B1 ) an aromatic amine such as diethyltoluenediamine or 4,4'-methylenebisaniline substituted by an alkyl group at the ortho position from the amino group and (B2 ) a hydrophobic plasticizer such as a chromane-indene resin, 1-phenyl-1-xylylethane, a petroleum resin or liquid polybutadiene. The component B preferably contains the component B2 in an amount of 10-50wt.% based on the component B.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a composition which cures at room temperature,
The present invention relates to a two-part curable composition having excellent curability, appearance of a coated film after curing, mechanical strength, and heat resistance and containing a large amount of a plasticizer.

[0002]

2. Description of the Related Art Polyurethane elastomers obtained by curing a two-pack type curable composition comprising a main component mainly composed of an isocyanate group-terminated polyurethane prepolymer and a curing agent composed of an active hydrogen compound have excellent properties. Due to its flexibility, it is used for a wide range of building materials such as waterproofing materials, flooring materials, sealing materials, and elastic pavement materials.

[0003] In the application of waterproofing materials, the main component is an isocyanate group-terminated polyurethane prepolymer obtained by the reaction of polyoxypropylene polyol with tolylene diisocyanate, and the main components are polyol and 4,4'-methylenebis (2-chloroaniline). A two-part curable composition comprising a curing agent component as a component is still mainstream at present.

However, recently, a mixture of a highly reactive aromatic polyamine such as diethyltoluenediamine and a plasticizer such as dioctyl phthalate has been used as a curing agent component.
A two-part curable composition is known as a composition which is fast-curing even at a low temperature in winter, has no tack, and can maintain a usable life.

[0005]

In a two-pack type curable composition comprising a highly reactive aromatic polyamine and a curing agent containing a large amount of a general plasticizer, the plasticizer content is 15% of the total composition. Since it occupies at least% by weight, the plasticizer easily migrates.
When over-applied, the adhesion between the laminates tends to be significantly deteriorated, and when a finish is applied, the plasticizer migrates to the surface of the finish and remains tacky.

[0006]

The present invention is the following invention which has solved the above-mentioned problems. A main component mainly composed of an isocyanate group-terminated polyurethane prepolymer obtained by reacting a polyol mainly composed of a polyoxyalkylene polyol with a polyisocyanate, and a curing agent component containing an aromatic polyamine and a hydrophobic plasticizer. Two-part curable composition.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION A polyol which is a raw material of an isocyanate group-terminated polyurethane prepolymer mainly comprises a polyoxyalkylene polyol. The polyoxyalkylene polyol is usually produced by reacting a polyfunctional initiator with an alkylene oxide. The initiator referred to here is an active hydrogen compound having an average number of functional groups of 2 or more, specifically, ethylene glycol, dipropylene glycol,
Examples include polyhydric alcohols such as butanediol, glycerin, trimethylolpropane, and pentaerythritol; polyhydric phenols such as bisphenol A; polyhydric amines; and compounds obtained by adding a small amount of alkylene oxide to these.

Examples of the alkylene oxide include ethylene oxide, propylene oxide, 1,2-butylene oxide, 2,3-butylene oxide and styrene oxide, and propylene oxide or a combination of propylene oxide and ethylene oxide is particularly preferred.

A particularly preferred polyoxyalkylene polyol is a propylene oxide residue (ie, an oxypropylene group) obtained mainly using propylene oxide.
Is a polyoxypropylene-based polyol occupying 80% by weight or more of all alkylene oxide residues.

The average number of hydroxyl groups of the polyol is preferably 2 to 4. It is preferably 3 or less, particularly preferably 2 to 2.5, and more preferably 2.1 to 2.4. If the average number of hydroxyl groups is less than 2, it becomes difficult to increase the molecular weight of the cured coating film, so that the cured product has insufficient mechanical strength. If it exceeds 4, the crosslink density becomes too high, and the elongation performance of the cured product deteriorates.

The polyoxyalkylene polyol is composed of a mixture of polyoxyalkylene diol and polyoxyalkylene triol and has a weight ratio of 60 to 90/40.
It is preferably from 10 to 10.

[0012] If the molecular weight of the polyoxyalkylene polyol is too small, the elongation of the cured product will be extremely poor, making it unsuitable for use as a waterproof material. However, if the molecular weight of the polyol is too high, the viscosity of the obtained polyurethane prepolymer may increase, and the mechanical strength of the cured product may be insufficient.
Preferably it is 00-7000. Preferably 50
It is 0-4000, especially 500-2000, and more preferably 700-1500.

Examples of the polyisocyanate include aromatic, aliphatic, and modified polyisocyanates having an average of two or more isocyanate groups. Specific examples include tolylene diisocyanate, xylylene diisocyanate, and 4,4′-methylene bis (phenyl isocyanate). Particularly preferred is tolylene diisocyanate.

The isocyanate group-terminated polyurethane prepolymer is prepared by mixing a polyisocyanate and a polyol containing a polyoxyalkylene polyol as a main component in a nitrogen atmosphere.
It is preferable that the reaction is carried out at 80 to 100 ° C. for several hours.

The polyurethane prepolymer obtained preferably has an isocyanate group content of 1 to 8% by weight. If it exceeds 8% by weight, the curing will be too fast, the resulting coating film will be hard, and sufficient elongation performance will not be exhibited. If the amount is less than 1% by weight, the mechanical strength of the coating film becomes weak, and it becomes difficult to exhibit required performance. 2.0-4.0% by weight is preferred,
2.5-3.5% by weight is particularly preferred.

The hydrophobic plasticizer used in the present invention is preferably a hydrocarbon polymer or an aromatic compound which is liquid at room temperature. Examples of the aromatic compound include a polymer obtained by polymerizing an aromatic olefin and other aromatic compounds. Specific examples include a coumarone-indene resin obtained by polymerizing an aromatic olefin and 1-phenyl-1-xylylethane. Examples of the hydrocarbon polymer include petroleum resin and liquid polybutadiene.

The coumarone-indene resin is a polymer obtained by polymerizing an aromatic olefin such as coumarone, indene or styrene. Specifically, Escron V-120 manufactured by Nippon Steel Chemical Co., Ltd. may be mentioned. 1-phenyl-1
-Xylylethane includes Nisseki Hisol SAS-LH manufactured by Nippon Petrochemical Co., Ltd.

The liquid polybutadiene is a liquid polymer obtained by polymerizing butadiene, and may have a functional group such as a hydroxyl group. Specifically, as a liquid polybutadiene polyol, R-15H manufactured by Idemitsu Petrochemical Co., Ltd.
T.

The petroleum resin is a resin obtained by thermally decomposing light and heavy naphtha to separate olefins having 2 to 4 carbon atoms and then polymerizing the olefins having 5 to 9 carbon atoms remaining. C ₅ petroleum resin obtained by polymerization mainly containing an olefin having 5 carbon atoms, C ₉ petroleum resin mainly containing an aromatic olefin having 9 carbon atoms, olefin having 5 carbon atoms and 9 olefins C ₅ -C mainly composed of aromatic olefin
₉ series petroleum resin. C ₅ -C ₉ petroleum resins are particularly preferable. The C ₅ -C ₉ petroleum resin and specific examples thereof include manufactured by Toho Chemical Industry Co., Ltd. Hairejin # 120.

In the present invention, the curing agent component may contain a plasticizer other than the hydrophobic plasticizer. Examples of the plasticizer other than the hydrophobic plasticizer include low molecular weight ester compounds such as dioctyl phthalate, dibutyl phthalate, dinonyl phthalate, diisononyl phthalate, and dioctyl adipate, and chlorinated paraffin. Low molecular weight ester compounds are particularly preferred. When a polymer obtained by polymerizing an aromatic olefin is used as the hydrophobic plasticizer, it is particularly preferable to use a plasticizer other than the hydrophobic plasticizer in combination.

When the amount of the hydrophobic plasticizer used is a polymer obtained by polymerizing an aromatic olefin,
It is preferable to use 5 to 50% by weight of the total plasticizer component, and it is preferable to use a plasticizer other than the hydrophobic plasticizer as the remaining 50 to 95% by weight. When a hydrophobic plasticizer other than a polymer obtained by polymerizing an aromatic olefin is used, it is preferably used in an amount of 30 to 100% by weight of the total plasticizer component, and the remaining 0 to 70% by weight. It is preferable to use a plasticizer other than a hydrophobic plasticizer.

By adjusting the amount to be used within the above range, the transfer of the plasticizer is suppressed, and the adhesiveness becomes good even when a recoating or finishing paint is applied. The following can be considered as the reason for this. Low molecular ester compounds such as dioctyl phthalate are compatible with the soft segment of the polyurethane polymer. On the other hand, it is considered that the organic solvent contained in the overcoated finish paint impregnates the underlying polyurethane polymer, and in particular, the plasticizer is likely to bleed with volatilization of the organic solvent that swells the soft segment. On the other hand, when the above-mentioned hydrophobic plasticizer in the present invention is used, it is considered that the hydrophobic plasticizer is not easily affected by the organic solvent because it is compatible with the hard segment of the polyurethane polymer.

The amount of the plasticizer used in the curing agent component ranges from 10 to
It is preferably 50% by weight, particularly preferably 20 to 40% by weight.

The curing agent component contains an aromatic polyamine as an active hydrogen compound. The aromatic polyamine is preferably at least one selected from the group consisting of the following compounds (1) and (2). (1) Diethyltoluenediamine, (2) a compound in which the ortho-position to the amino group in 4,4′-methylenebisaniline is substituted with an alkyl group.

The diethyltoluenediamine (1) includes:
3,5-diethyltoluene-2,4-diamine, 3,5
-Diethyltoluene-2,6-diamine and the like. It is preferably a mixture, and particularly preferably contains 70 to 85% by weight of 3,5-diethyltoluene-2,4-diamine.

In the compound (2) in which the ortho position to the amino group in 4,4′-methylenebisaniline is substituted with an alkyl group, the number of substituted alkyl groups is preferably 2 or 4. That is, 4,4'-methylenebis (2-alkylaniline) and 4,4'-methylenebis (2,6-dialkylaniline) are preferred. Examples of the substituted alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and a t-butyl group, and an ethyl group is particularly preferable.

Specifically, 4,4'-methylenebis (2
-Ethylaniline) (Nippon Kayaku Co., Ltd .: Kayahard A)
A) and 4,4′-methylenebis (2,6-diethylaniline) (manufactured by Nippon Kayaku Co., Ltd .: Kayabond C-300). In addition to (1) and (2), 2-chloro-1,4
-Phenylenediamine and the like can also be used.

Most preferably, the aromatic polyamine in the curing agent component in the present invention is 4,4'-methylenebis (2-alkylaniline), 4,4'-methylenebis (2,6-dialkylaniline) and diethyltoluene That is, it is a mixture of diamines. More preferably, the mixture is a mixture of only these three types.

These have different reactivities to isocyanate groups, and the pot life and curability can be arbitrarily adjusted by changing the use ratio of the aromatic polyamine having such different reactivities.

In the case of one kind of aromatic polyamine, the pot life and the range of curability are limited by the reactivity inherent in the amine. In the case of two kinds of aromatic polyamines, a highly reactive aromatic polyamine is preceded by an isocyanate group. It reacts and the aromatic polyamine of the lower reactivity does not completely react, and it is difficult for the cured coating film to have sufficient mechanical strength. By using a mixture of three kinds of aromatic polyamines, curing proceeds in a stepwise manner, so that a sufficient pot life can be secured, crystallization does not easily occur even during curing, and the amine having the lowest reactivity easily completes the reaction.

When a low-reactive component such as 4,4'-methylenebis (2-chloroaniline) or a polyol is used, the balance of the reactivity with the main component is deteriorated, and the curability is greatly reduced. This is not preferable because of the tendency to be exhibited, and the curability at low temperatures becomes particularly poor.

The amount of the aromatic polyamine used in the curing agent component is preferably 1 to 20% by weight, more preferably 2 to 10% by weight.

The coating film obtained by curing the two-pack type curable composition of the present invention has a high density of urea bonds of strong hard segments derived from the amine compound and a high degree of reaction completion. The mechanical strength retention at 80 ° C. can be greatly improved. Therefore, it is also suitable for use in a heat insulating method in which solar heat is accumulated when a polyurethane coating is laminated on a rigid polyurethane heat insulating foam or the like.

The curing agent component may contain additives selected from fillers, pigments, catalysts, stabilizers, and solvents. Calcium carbonate, talc, clay,
Examples of the pigment include silica and carbon, and examples of the pigment include inorganic pigments such as chromium oxide and titanium oxide and organic pigments such as a phthalocyanine pigment.

Preferably, the curing agent component contains calcium carbonate as a filler. Further, the content thereof is preferably from 10 to 80% by weight, particularly preferably from 50 to 68% by weight in the curing agent component. By setting the filler in the curing agent component to 10 to 80% by weight, the curability and the performance of the coating film after curing are improved, and the filler made of calcium carbonate is added in the range of 10 to 80% by weight. By adjusting the time, the time until the coating film can be walked can be greatly adjusted, and the hardness and mechanical strength of the coating film can be greatly changed.

By increasing the amount of the filler, the curability is increased, and the hardness and mechanical strength can be increased. However, when the content exceeds 80% by weight, the liquid component in the curing agent is small, so that kneading becomes difficult and workability deteriorates. If it is less than 10% by weight, the curability is insufficient and the strength of the coating film cannot be satisfied.

Examples of the solvent include aromatic hydrocarbons such as toluene and xylene and aliphatic hydrocarbons such as n-heptane and n-decane. In addition, a catalyst known in polyurethane chemistry can be added in order to accelerate curing after application.

For example, metal salts composed of organic acids such as tin octoate, tin naphthenate, dibutyltin dilaurate, zinc octoate and Sn, Co, Ni, Fe, Zn, Pb, etc .; triethylamine, dimethylcyclohexylamine; , 4-diazabicyclo [2.2.2] octane, 1,5-diazabicyclo [4.3.0] non-5-
And tertiary amines such as ene, 1,8-diazabicyclo [5.4.0] undec-7-ene and diethylbenzylamine.

Further, stabilizers such as antioxidants, ultraviolet absorbers and dehydrating agents generally used in polyurethane resins can be blended.

The amount of the additives described above is not particularly limited, but is generally preferably from 40 to 80% by weight in the curing agent component.

The equivalent ratio (NCO / NH ₂ ) between the isocyanate group of the main component and the amino group of the curing agent component is 0.9 to 0.9.
It is preferably 1.8.

As described above, the two-part curable composition according to the method of the present invention suppresses the transfer of the plasticizer despite the large content of the plasticizer, so that the two-part curable composition can be applied even when a recoating or finish coating is applied. , And the adhesiveness is good. Also, especially at 5 ° C in winter
The curability of the following is remarkably improved, and it is possible to walk on the next day, so that sufficient recoating can be performed. The two-part curable composition of the present invention is suitable for flooring materials such as waterproofing materials and painted flooring materials.

[0043]

EXAMPLES Hereinafter, the present invention will be described specifically with reference to Examples (Examples 1 to 6) and Comparative Examples (Examples 7 to 9), but the present invention is not limited to these.

The following raw materials were used in the examples. Polyol A: polyoxypropylene diol having a molecular weight of 2,000, Polyol B: polyoxypropylene triol having a molecular weight of 3,000.

The following aromatic polyamines were used. Kayahard AA: 4,4'-methylenebis (2-ethylaniline) manufactured by Nippon Kayaku Co., Ltd. Kayabond C-300: 4,4'-methylenebis (2,6-diethylaniline) manufactured by Nippon Kayaku Co., Ltd., diethyltoluenediamine: Ethyl Corporation 3,5-diethyltoluene-2,4-diamine and 3,5-diethyltoluene-2,6-diamine 74-
80/18 to 24 (weight ratio) mixture.

The following were used as the hydrophobic plasticizer. Esukuron V-120: manufactured by Nippon Steel Chemical Co., Ltd.: coumarone-indene resin (in the table (a)), Hairejin # 120: manufactured by Toho Chemical Industry Co., Ltd. C ₅ -C ₉ petroleum resin (in the table (b)), Japan Stone Hysol SAS-LH: Nippon Petrochemical Company's 1-phenyl-1-xylylethane-based hydrocarbon compound ((c) in the table), R-15HT: Idemitsu Petrochemical Company's liquid polybutadiene polyol ((Table) d)).

The following two-part curable acrylic urethane-based finish was used. Hexamethylene diisocyanate 1 in 283 g of polytetramethylene glycol having a molecular weight of 690
17 g (NCO / OH equivalent ratio = 1.7) was added, and the mixture was reacted in a reaction vessel at 80 ° C. for 5 hours to obtain a polyurethane prepolymer having an isocyanate group content of 5.8% by weight.
To this, 600 g of toluene was added and dissolved to obtain Agent A.

Styrene, n-butyl acrylate, 2-
A hydroxyl group-containing acrylic copolymer having a molecular weight of 2,000 per hydroxyl group obtained by copolymerizing hydroxyethyl methacrylate and titanium oxide, carbon black and toluene mixed with 60% by weight of solid content, hydroxyl value 14 mg
The KOH / g solution was used as agent B. Agent A 2 parts by weight and Agent B 3
Parts by weight (NCO / OH equivalent ratio = 1.5) were mixed and used as a finish paint.

(Examples and Comparative Examples) The following main ingredient 1
Parts by weight and 2 parts by weight of the curing agent component prepared in Examples 1 to 9 below were mixed (NCO / NH ₂ equivalent ratio = 1.2) to obtain a waterproof material. The mechanical properties of the coating film were measured according to JIS A6021. Table 1 shows the results. In Table 1, E is the elongation at break (unit:%), T _s is a tensile strength (unit: kg · c
m ^-2 ) and T _r indicate the tear strength (unit: kg · cm ^-1 ).

Next, under an environment of 20 ° C. and 65% relative humidity, 3
2.5 kg of each waterproof material on a slate board of 0 cm square
/ M ² was applied, 2 0. paint finish after 48 hours with a brush
kg / m ² . 1, 3 and 5 days after the application of the finish paint, the surface tack and adhesion were evaluated.
Table 2 shows the results. The symbols in Table 2 indicate the evaluation results of the surface tack, and the numerical values indicate the evaluation results of the adhesiveness. Details are as follows.

<Surface Tack> A finish paint was applied to the waterproof material, and the surface tack after curing (after 24 hours) was observed by finger touch. However, ：: no tack, Δ: slight tack, ×: marked tack.

<Adhesiveness> After applying a finish paint to the waterproof material, 10 cuts were made on the surface at intervals of 1 mm with a razor to make a grid with 100 squares of 1 mm square. After a cellophane tape manufactured by Nichiban Co., Ltd. was adhered to the entire upper surface, the number of squares remaining without peeling when the film was vertically peeled off at a stretch was expressed.

(Synthesis of main component) 800 of polyol A
g and 200 g of polyol B in 165 g of tolylene diisocyanate having a 2,4-isomer content of 100% by weight (N
The equivalent ratio of CO group / OH group = 2.0) was added, and the reaction was carried out at 80 ° C. for 6 hours in a reaction vessel. The polyurethane prepolymer had an isocyanate group content of 3.40% by weight and a viscosity of 6,500 cP / 20 ° C. I got

(Preparation of Curing Agent Component) (Example 1) A mixture of 15.7 g of "Kayabond C-300" and 141.3 g of dioctyl phthalate, which was previously heated and melted, was charged into a kneader. Next, 45 g of “Esculon V-120” and dioctyl phthalate 11
3.2 g of the mixture previously heated and melted,
"Kayahard AA" 12.8 g, diethyltoluenediamine 12 g, calcium carbonate 600 g, titanium oxide 50
g, and 10 g of carbon black were charged and uniformly mixed.

(Example 2) "Kayabond C-300" 15.
A mixture of 7 g and 141.3 g of dioctyl phthalate, which was previously heated and melted, was charged into a kneader.
Next, a mixture of 60 g of "High Resin # 120" and 98.2 g of dioctyl phthalate was previously heated and melted, 12.8 g of "Kayahard AA", 12 g of diethyltoluenediamine, 600 g of calcium carbonate, 50 g of titanium oxide, and 10 g of carbon black. Was added and mixed uniformly.

(Example 3) A mixture of 15.7 g of “Kayabond C-300” and 141.3 g of “Nisseki Hisol SAS-LH” previously heated and melted in a kneader was heated and melted in advance, and then put into a kneader. Further, 158.2 g of "Nisseki Hisol SAS-LH", 12.8 g of "Kayahard AA", 12 g of diethyltoluenediamine, 600 g of calcium carbonate, 50 g of titanium oxide,
And 10 g of carbon black were charged and uniformly mixed.

(Example 4) "Kayabond C-300" 15.
A mixture prepared by heating and melting a mixture of 7 g and 299.5 g of “R-15HT” in advance was put into a kneader, and 12.8 g of “Kayahard AA”, 12 g of diethyltoluenediamine, 600 g of calcium carbonate, 50 g of titanium oxide,
And 10 g of carbon black were charged and uniformly mixed.

(Example 5) "Kayabond C-300" 15.
A mixture of 7 g, 180 g of "High Resin # 120" and 119.5 g of dioctyl phthalate, which was previously heated and melted, was charged into a kneader, and "Kayahard AA" 1
2.8 g, diethyltoluenediamine 12 g, calcium carbonate 600 g, titanium oxide 50 g, and carbon black 10 g were charged and uniformly mixed.

(Example 6) "Kayabond C-300" 15.
A mixture of 7 g and 141.3 g of dioctyl phthalate, which was previously heated and melted, was charged into a kneader,
"R-15HT" 60 g, dioctyl phthalate 98.2
g, "Kayahard AA" 12.8 g, diethyltoluenediamine 12 g, calcium carbonate 600 g, titanium oxide 50 g, and carbon black 10 g were charged and uniformly mixed.

(Example 7) "Kayabond C-300" 15.
A mixture of 7 g of dioctyl phthalate and 141.3 g of phthalate previously heated and melted was charged into a kneader. Further, 158.2 g of dioctyl phthalate and "Kayahard A"
A "12.8 g, diethyltoluenediamine 12 g, calcium carbonate 600 g, titanium oxide 50 g, and carbon black 10 g were charged and uniformly mixed.

(Example 8) "Kayabond C-300" 15.
A mixture of 7 g and 141.3 g of dioctyl adipate previously heated and melted was charged into a kneader,
158.2 g of dioctyl adipate, “Kayahard A
A "12.8 g, diethyltoluenediamine 12 g, calcium carbonate 600 g, titanium oxide 50 g, and carbon black 10 g were charged and uniformly mixed.

(Example 9) "Kayabond C-300" 15.
A mixture of 7 g and 141.3 g of polyol A, which was previously heated and melted, was charged into a kneader, and 158.2 g of polyol A and 12.8 g of “Kayahard AA” were added.
g, 12 g of diethyltoluenediamine, 600 g of calcium carbonate, 50 g of titanium oxide, and 10 g of carbon black were uniformly mixed.

[0063]

[Table 1]

[0064]

[Table 2]

[0065]

As described above, according to the method of the present invention, the bleeding or migration of the plasticizer is suppressed, the surface tack is not generated, and the adhesiveness is not deteriorated. Applicable to wood. Therefore, the adhesion of the finish paint is excellent.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁶ Identification code FI C08G 18/72 C08G 18/72 Z C09D 175/08 C09D 175/08

Claims (6)

[Claims] 1. A main component mainly composed of an isocyanate group-terminated polyurethane prepolymer obtained by reacting a polyol mainly composed of a polyoxyalkylene polyol with a polyisocyanate, and an aromatic polyamine and a hydrophobic plasticizer. A two-part curable composition comprising a curing agent component. 2. The composition according to claim 1, wherein the hydrophobic plasticizer is a hydrocarbon polymer or an aromatic compound. 3. The method of claim 1, wherein the hydrophobic plasticizer is a cumarone-indene resin,
The composition of claim 1 which is a petroleum resin, 1-phenyl-1-xylylethane or liquid polybutadiene. 4. The composition according to claim 1, wherein the aromatic polyamine is at least one selected from the group consisting of the following compounds (1) and (2). (1) Diethyltoluenediamine, (2) a compound in which the ortho-position to the amino group in 4,4′-methylenebisaniline is substituted with an alkyl group. 5. The use amount of a plasticizer in the curing agent component is 10 to 5.
5. The composition of claim 1, 2, 3 or 4, which is 0% by weight. 6. The composition of claim 1, wherein the two-part curable composition is for waterproofing or flooring.