JP2019065082A - Composition - Google Patents

Abstract

To provide a composition with improved adhesiveness.SOLUTION: A composition contains the following (1)-(4): (1) a polymerizable vinyl monomer [containing a (meth) acryloyl group] comprising (A)-(D): (A) a benzyl ether group, (B) Z-O-(RO) p-H, (C) an alkylene oxide-modified diphenyl ether group, (D) Z-O-R; (2) a polymerization initiator; (3) a reductant; (4) an elastomer.SELECTED DRAWING: None

Description

The present invention relates to a composition having excellent adhesion.

In view of labor saving, resource saving, and energy saving, a normal temperature rapid curing adhesive composition is used as an adhesive which adheres in a short time at normal temperature. Conventionally, as a normal temperature rapid curing adhesive composition, a two-component rapid curing epoxy adhesive composition, an anaerobic adhesive composition, an instant adhesive composition, and a second generation acrylic adhesive composition (SGA) )It has been known.

The two-component rapid curing epoxy adhesive measures and mixes the main agent and the curing agent, applies the mixture to the adherend, and cures by the reaction of the main agent and the curing agent. However, two-part rapid curing epoxy adhesives are required to have higher peel strength and impact strength.

Anaerobic adhesives cure by pressure bonding an adhesive composition between adherends and blocking air. However, the anaerobic adhesive composition is required to have the property of curing even when the part where the adhesive is exposed to air when the adhesive composition is partially peeled off from the adherend during pressure bonding. . In addition, there is a demand for the property of hardening even when the clearance between adherends is large.

The instant adhesive is usually based on cyanoacrylate and is excellent in workability. However, higher peel strength and impact strength are required.

Although SGA is a two-component acrylic adhesive, it does not require accurate measurement of the two components, and even if the measurement or mixing is incomplete, it is cured in several minutes to several minutes at ordinary temperature only by the contact of the two components. These materials are widely used in the fields of electrical and electronic parts, civil engineering and construction because they have excellent workability, high peel strength and impact strength, and good hardness of the exposed area. Recently, an SGA with reduced odor has come out, and it is possible to work even in a place where ventilation equipment is insufficient.

However, recently, it has been further required to be able to withstand a large load for a long time. For this purpose, not only tensile shear strength but also peel strength needs to be high. Furthermore, since aluminum is used for weight reduction in airplanes and the like, it is also necessary that adhesion to aluminum be high in addition to iron. By meeting these high requirements, structural adhesives used for joining structural members can be provided with high strength characteristics under various operating conditions.

A low odor, low volatility composition is disclosed in US Pat. However, (1-1) of the present invention is not described.

JP 2001-55423 A

An object of the present invention is, for example, to provide a two-component (meth) acrylic adhesive having excellent adhesion.

（１−２）一般式（Ｂ）の化合物
一般式（Ｂ） Ｚ−Ｏ−（Ｒ^２Ｏ）ｐ−Ｈ
〔一般式中、Ｚは（メタ）アクリロイル基を示す。Ｒ^２はアルキレン基を示す。ｐは１〜１０の数を示す。〕
（１−３）一般式（Ｃ）の化合物

（２）重合開始剤
（３）還元剤
＜２＞更に、（４）エラストマーを含有する＜１＞記載の組成物。
＜３＞（４）エラストマーの（メタ）アクリロニトリル含有量が１〜５０モル％である＜２＞記載の組成物。
＜４＞（１）重合性ビニルモノマー１００質量部中、（１−１）１０〜８５質量部、（１−２）１０〜８５質量部、（１−３）１〜３０質量部を含有する＜１＞〜＜３＞のうちの１項記載の組成物。
＜５＞更に、（５）リン酸塩を含有する＜１＞〜＜４＞のうちの１項記載の組成物。
＜６＞更に、パラフィン類を含有する＜１＞〜＜５＞のうちの１項記載の組成物。
＜７＞更に、酸化防止剤を含有する＜１＞〜＜６＞のうちの１項記載の組成物。
＜８＞（３）還元剤が、第３級アミン及び遷移金属塩を含有する＜１＞〜＜７＞のうちの１項記載の組成物。
＜９＞＜１＞〜＜８＞のうちの１項記載の組成物を含有する硬化性樹脂組成物。
＜１０＞＜１＞〜＜８＞のうちの１項記載の組成物を含有する接着剤組成物。
＜１１＞請求項１〜８のうちの１項記載の組成物を第一剤と第二剤に分け、第一剤が少なくとも（２）重合開始剤を含有し、第二剤が少なくとも（３）還元剤を含有する二剤型の組成物。
＜１２＞＜１＞〜＜８＞のうちの１項記載の組成物を使用して被着体を接合する接合体。
＜１３＞＜１＞〜＜８＞のうちの１項記載の組成物を使用して被着体を接合する接合体の製造方法。 That is, the present invention is as follows.
The composition containing <1> following (1)-(4).
(1) Polymerizable Vinyl Monomer Containing (1-1) to (1-3) (1-1) Compound of General Formula (A)

(1-2) Compound of General Formula (B) General Formula (B) Z-O- (R ² O) p-H
[In the general formula, Z represents a (meth) acryloyl group. R ² represents an alkylene group. p shows the number of 1-10. ]
(1-3) Compound of General Formula (C)

(2) Polymerization initiator (3) Reducing agent <2> The composition according to <1>, further comprising (4) an elastomer.
The composition as described in <2> whose (meth) acrylonitrile content of a <3> (4) elastomer is 1-50 mol%.
It contains (1-1) 10-85 mass parts, (1-2) 10-85 mass parts, and (1-3) 1-30 mass parts in 100 mass parts of <4> (1) polymerizable vinyl monomers. The composition as described in any one of <1>-<3>.
The composition of any one of <1>-<4> which contains <5> and also (5) phosphate.
<6> The composition according to any one of <1> to <5>, further containing paraffins.
<7> The composition according to any one of <1> to <6>, which further contains an antioxidant.
The composition of any one of <1>-<7> in which a <8> (3) reducing agent contains a tertiary amine and a transition metal salt.
Curable resin composition containing the composition as described in any one of <9><1>-<8>.
The adhesive composition containing the composition as described in any one of <10><1>-<8>.
<11> The composition according to any one of claims 1 to 8 is divided into a first agent and a second agent, the first agent containing at least (2) a polymerization initiator, and the second agent containing at least (3) 2) Two-component composition containing a reducing agent.
The joined body which joins a to-be-adhered body using the composition as described in any one of <12><1>-<8>.
The manufacturing method of the conjugate | zygote which joins a to-be-adhered body using the composition as described in any one of <13><1>-<8>.

The present invention can provide a composition that improves adhesion.

Hereinafter, the present embodiment will be described in detail.

This embodiment contains (1-1), (1-2) and (1-3) as a polymerizable vinyl monomer. (1) The polymerizable vinyl monomer may be capable of radical polymerization. Among them, the polymerizable vinyl monomer is more preferably a polymerizable (meth) acrylic acid derivative from the viewpoint of curing speed and the like. In 100 parts by mass of the polymerizable vinyl monomer, the polymerizable (meth) acrylic acid derivative is preferably 70 parts by mass or more, and it is more preferable that all the polymerizable vinyl monomers be the polymerizable (meth) acrylic acid derivative. Hereinafter, in 100 parts by mass of the polymerizable vinyl monomer (1), it is preferable that the total amount is 100 parts by mass of (1-1), (1-2) and (1-3). The amount used is preferably the amount used relative to the total of the first agent and the second agent, unless otherwise specified. 50 mass parts or more are preferable in 100 mass parts of compositions, and, as for the usage-amount of the sum total of (1) polymerizable vinyl monomer and (4) elastomer, 75 mass parts or more are more preferable.

The compound of the general formula (A) used in the present embodiment (1-1) has the following structure.

Examples of (meth) acrylates of general formula (A) include benzyl (meth) acrylate, methyl benzyl (meth) acrylate, ethyl benzyl (meth) acrylate, propyl benzyl (meth) acrylate, methoxybenzyl (meth) acrylate, chlorobenzyl (meth) acrylate Meta) acrylate etc. are mentioned. Among the (meth) acrylates of the general formula (A), benzyl (meth) acrylates are preferred.

The amount of the compound of the general formula (A) used is preferably 10 to 85 parts by mass, and more preferably 30 to 60 parts by mass, per 100 parts by mass of the polymerizable vinyl monomer (1). If it is 10 mass parts or more, adhesiveness will improve, and if it is 85 mass parts or less, adhesiveness will improve.

The compound of the general formula (B) used in the present embodiment (1-2) has the following structure.

Formula ^{(B) Z-O- (R} 2 O) p-H
[In the general formula, Z represents a (meth) acryloyl group. R ² represents an alkylene group. p represents a number of 1 to 10; ]
R ² is preferably one or more selected from —C ₂ H ₄ —, —C ₃ H ₆ —, —CH ₂ CH (CH ₃ ) —, —C ₄ H ₈ — or —C ₆ H ₁₂ —. p is preferably an integer.

(1-2) Examples of the compound of the general formula (B) include hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate and 2-hydroxybutyl (meth) acrylate, Diethylene glycol mono (meth) acrylate and polypropylene glycol (meth) acrylate etc. are mentioned. Among these, hydroxyalkyl (meth) acrylates are preferable in terms of adhesion and moisture resistance. Among hydroxyalkyl (meth) acrylates, 2-hydroxyethyl (meth) acrylate and / or 2-hydroxypropyl (meth) acrylate are preferred, and 2-hydroxypropyl (meth) acrylate is more preferred.

(1-2) The use amount of the compound of the general formula (B) is preferably 10 to 85 parts by mass, and more preferably 30 to 60 parts by mass in 100 parts by mass of the polymerizable vinyl monomer (1). If it is 10 mass parts or more, adhesiveness will improve, and if 85 mass parts or less, moisture resistance will improve.

The compound of the general formula (C) used in the present embodiment (1-3) has the following structure.

R ³ and R ³ ′ each represents one or more of —C ₂ H ₄ —, —C ₃ H ₆ —, —CH ₂ CH (CH ₃ ) —, —C ₄ H ₈ — or —C ₆ H ₁₂ — preferable. q and q 'are preferably integers. R ⁴ and R ⁴ ′ are preferably a methyl group.

As such (meth) acrylic monomers, 2,2-bis (4- (meth) acryloxyphenyl) propane, 2,2-bis (4- (meth) acryloxyethoxyphenyl) propane, 2,2 -Bis (4- (meth) acryloxydiethoxyphenyl) propane, 2,2-bis (4- (meth) acryloxypropoxyphenyl) propane, 2,2-bis (4- (meth) acryloxytetraethoxyphenyl And propane) and 2,2-bis (4- (meth) acryloxypolyethoxyphenyl) propane. Among these, 2,2-bis (4- (meth) acryloxypolyethoxyphenyl) propane is preferable in terms of adhesion.

Also, q and q 'are numbers of 0 or more. 1 or more is preferable and, as for q and q ', 3 or more are more preferable. 15 or less are preferable, as for q and q ', 10 or less are more preferable, and 8 or less are the most preferable. More preferably, q and q 'are 5.

The amount of the compound of the general formula (C) used is preferably 1 to 30 parts by mass, and more preferably 3 to 20 parts by mass, per 100 parts by mass of the polymerizable vinyl monomer (1). If it is 1 mass part or more, adhesiveness will improve, and if it is 30 mass parts or less, moisture resistance will improve.

As the polymerization initiator (2) used in the present embodiment, a thermal radical polymerization initiator is preferable. Among the thermal radical polymerization initiators, organic peroxides are preferred. Examples of organic peroxides include cumene hydroperoxide, paramenthane hydroperoxide, tertiary butyl hydroperoxide, diisopropylbenzene dihydroperoxide, methyl ethyl ketone peroxide, benzoyl peroxide, and tertiary butyl peroxybenzoate. . One or more of these can be used. Among these, cumene hydroperoxide is preferable in terms of reactivity.

0.5-10 mass parts is preferable with respect to 100 mass parts of (1) polymerizable vinyl monomers, and, as for the usage-amount of (2) polymerization initiator, 1-7 mass parts is more preferable. When the amount is 0.5 parts by mass or more, the curing speed becomes fast, and when the amount is 10 parts by mass or less, the storage stability is improved.

(3) The reducing agent used in the present embodiment can be used as long as it is a known reducing agent that reacts with the polymerization initiator to generate a radical. Representative reducing agents include, for example, tertiary amines, thiourea derivatives and transition metal salts.

Examples of tertiary amines include aromatic amines such as N, N-dimethylaniline and N, N-dimethylparatoluidine, triethylamine, tripropylamine and tributylamine. Examples of thiourea derivatives include 2-mercaptobenzimidazole, methylthiourea, dibutylthiourea, tetramethylthiourea and ethylenethiourea. Examples of transition metal salts include cobalt naphthenate, copper naphthenate and vanadyl acetylacetonate. Among these, in view of reactivity, tertiary amines and / or transition metal salts are preferred, and it is more preferred to contain tertiary amines and transition metal salts.
When the tertiary amine and the transition metal salt are contained, the content ratio of the tertiary amine and the transition metal salt is a tertiary amine in a mass ratio of 100 parts by mass in total of the tertiary amine and the transition metal salt: Transition metal salts = 1 to 99: 1 to 99 are preferable, 10 to 50:50 to 90 are more preferable, and 20 to 40:60 to 80 are most preferable.
Among the tertiary amines, aromatic amines are preferred. Among the aromatic amines, N, N-dimethylaniline is preferred. Among transition metal salts, vanadyl acetylacetonate is preferred.

0.01-5 mass parts is preferable with respect to 100 mass parts of (1) polymerizable vinyl monomers, and, as for the usage-amount of (3) reducing agent, 0.05-1 mass part is more preferable. When the amount is 0.01 parts by mass or more, the curing speed is accelerated, and when the amount is 5 parts by mass or less, the storage stability is improved.

In the present embodiment, it is preferable to use (4) an elastomer in order to improve the peel strength and the impact strength.
The elastomer used in the present embodiment is a polymer having rubber-like elasticity at normal temperature, and is preferably one that can be dissolved or dispersed in the polymerizable vinyl monomer.
As an elastomer, the elastomer except (1) is preferable.

As such an elastomer, (meth) acrylonitrile-butadiene- (meth) acrylic acid copolymer, (meth) acrylonitrile-butadiene-methyl (meth) acrylate copolymer, methyl (meth) acrylate-butadiene-styrene copolymer Combined (MBS), and (meth) acrylonitrile-butadiene rubber (NBR, sometimes referred to as (meth) acrylonitrile-butadiene rubber copolymer), linear polyurethane, various synthetic rubbers such as styrene-butadiene, natural rubber, various Thermoplastic elastomers and the like can be mentioned. One or more of these elastomers may be used if there is no problem in compatibility.

Among these, elastomers having no polymerizable unsaturated double bond at the end are preferable in terms of good solubility and adhesion to the polymerizable vinyl monomer. Examples of the elastomer having no polymerizable unsaturated double bond at the end include (meth) acrylonitrile-butadiene- (meth) acrylic acid copolymer, (meth) acrylonitrile-butadiene-methyl (meth) acrylate copolymer, (meth) And diene polymers such as acrylonitrile-butadiene copolymer and styrene-butadiene copolymer, styrene thermoplastic elastomers such as chlorosulfonated polyethylene and styrene-polybutadiene-styrene synthetic rubber, and urethane elastomers. As the elastomer having no polymerizable unsaturated double bond at the end, (1) an elastomer soluble in a polymerizable vinyl monomer is preferable.

Among these, diene copolymers are preferred in terms of solubility and adhesiveness. Among diene-based copolymers, (meth) acrylonitrile-butadiene- (meth) acrylic acid copolymer and / or (meth) acrylonitrile-butadiene copolymer are preferable, and (meth) acrylonitrile-butadiene copolymer is more preferable. preferable.

The elastomer having no polymerizable unsaturated double bond at its end preferably has a (meth) acrylonitrile structure. When it has a (meth) acrylonitrile structure, the (meth) acrylonitrile content is preferably 10 to 50 mol%, more preferably 13 to 25 mol%, in terms of excellent peel strength at low temperatures and resistance to strong impact. 15 to 20 mol% is most preferred. If the (meth) acrylonitrile content is 10 mol% or more, the effect of the present embodiment is easily obtained, and if it is 50 mol% or less, corrosion is unlikely to occur even when a metal such as copper is a deposition target.

The amount of the elastomer used is preferably 5 to 35 parts by mass, more preferably 7 to 33 parts by mass, and most preferably 10 to 30 parts by mass with respect to 100 parts by mass of the (1) polymerizable vinyl monomer. When the amount is 5 parts by mass or more, the adhesion is improved, and when the amount is 35 parts by mass or less, the adhesion and the workability are improved.

The composition of the present embodiment can use various paraffins to accelerate the curing of the air-contacting part. Paraffins include, for example, paraffin, microcrystalline wax, carnauba wax, beeswax, lanolin, spermaceti, cerecin and candelilla wax. Among these, paraffin is preferred. The melting point of paraffins is preferably 40 to 100 ° C.

As for the usage-amount of paraffins, 0.1-5 mass parts is preferable with respect to 100 mass parts of (1) polymerizable vinyl monomers. If the amount is 0.1 parts by mass or more, curing of the portion in contact with air is improved, and if the amount is 5 parts by mass or less, the adhesive strength does not decrease.

Furthermore, various antioxidants including a polymerization inhibitor can be used for the purpose of improving storage stability.
As antioxidants, hydroquinone, hydroquinone monomethyl ether, 2,6-di-tert-butyl-p-cresol, 2,2'-methylenebis (4-methyl-6-tert-butylphenol), triphenyl phosphite, phenothiazine and N -Isopropyl-N'-phenyl-p-phenylenediamine etc. are mentioned.

0.001-3 mass parts is preferable with respect to 100 mass parts of (1) polymerizable vinyl monomers, and, as for the usage-amount of antioxidant, 0.01-1 mass part is more preferable. If it is 0.001 mass part or more, it has an effect, and if it is 3 mass parts or less, adhesiveness will improve.

Furthermore, in the present embodiment, it is preferable to use (5) phosphate in order to improve the adhesion and to accelerate the curing rate.

Among the phosphates, acidic phosphoric acid compounds of the general formula (D) are preferred in terms of adhesion and curing speed.

m and n are preferably integers.

Examples of the acidic phosphoric acid compound of the general formula (D) include acid phosphooxyethyl (meth) acrylate, acid phosphooxypropyl (meth) acrylate and bis (2- (meth) acryloyloxyethyl) phosphate. Among these, acid phosphooxyethyl (meth) acrylate is preferable in terms of adhesion and curing speed.

0.05-10 mass parts is preferable with respect to 100 mass parts of (1) polymerizable vinyl monomers, and, as for the usage-amount of (5) phosphate, 0.1-7 mass parts is more preferable. When the amount is 0.05 parts by mass or more, the curing speed is increased, particularly, the adhesion to aluminum is improved, and when the amount is 10 parts by mass or less, the adhesion is improved.

In addition to these materials, if desired, already known materials such as plasticizers, fillers, colorants and rust inhibitors can be used.

As mentioned above, although the component used by this embodiment was demonstrated, a compound with little odor other than said (1-1), (1-2), and (1-3) is further used for the composition of this embodiment. May be

As this embodiment, it is preferable to use as a curable resin composition.
In this embodiment, it is preferable to use as an adhesive composition. In this case, for example, use as a two-part type adhesive composition is mentioned. With regard to the two-part type, all the essential components of the adhesive composition of this embodiment are not mixed during storage, and the adhesive composition is divided into a first agent and a second agent, and at least (2) polymerization into the first agent The initiator is contained in the second agent at least (3) and optionally (5) phosphate, and stored separately. In this case, the two agents can be used as a two-part adhesive composition by simultaneously or separately applying, contacting and curing.

In another embodiment, the one-part adhesion is achieved by previously incorporating the polymerizable vinyl monomer and other optional components in one or both of the first agent and the second agent, and mixing the two at the time of curing. It can be used as an agent composition.

Among these embodiments, it is preferable to use as a two-part adhesive composition from the viewpoint of excellent storage stability.

In the present embodiment, the adherend is joined by the cured product of the curable resin composition to produce a joined body. The various materials of the adherend are not limited to paper, wood, ceramic, glass, china, rubber, plastic, mortar, concrete, metal, etc. However, when the adherend is metal, it is better than iron or stainless steel in particular. Show adhesion.

(Experimental example)
Hereinafter, the present embodiment will be described in more detail by experimental examples. The adhesive composition which consists of a composition shown in Table 1 was prepared, and various physical properties were measured. The results are shown in Table 1.
The various physical properties were measured as follows.
The unit of the amount used of each substance is shown by mass part.

(Material used)
The 2,2-bis (4-methacryloxypolyethoxyphenyl) propane used had q = 5 and q ′ = 5.
Paraffin was used as paraffin.
Hydroquinone monomethyl ether was used as an antioxidant.
The following abbreviations were used for each substance described in the table.
NBR: Acrylonitrile-butadiene rubber, Elastomer having no polymerizable unsaturated double bond at the end (commercially available) (AN amount: 19.5 mol%)
AN amount: acrylonitrile content (mol%) contained in acrylonitrile-butadiene copolymer

[Tensile shear strength]
A 100 × 25 × 1.6 mm SPCC-D sandblasted steel plate was used as a test piece. The first agent was applied to one side of a test piece in accordance with JIS K-6850 under an environment of temperature 23 ° C. and humidity 50%, and the second agent was applied to the other test piece. Immediately thereafter, the coated surfaces were superposed and bonded. After this, it was aged at room temperature for 24 hours and used as a sample for tensile shear strength measurement. The tensile shear strength (unit: MPa) of the sample was measured at a tensile speed of 10 mm / min under an environment of temperature 23 ° C. and humidity 50%.

[Peeling strength]
As a test piece, a 100 × 25 × 0.3 mm SPCC-D sandblasted steel plate or a 100 × 25 × 0.5 mm aluminum A-5052 sand blasted steel plate was used. The first agent was applied to one side of a test piece in accordance with JIS K-6854 under an environment of temperature 23 ° C. and humidity 50%, and the second agent was applied to the other test piece. Immediately thereafter, the coated surfaces were superposed and bonded. After this, curing was carried out at room temperature for 24 hours, and this was used as a sample for measurement of peel strength. In addition, in order to equalize the thickness of the curable resin composition layer, a small amount of glass beads with a particle diameter of 100 μm is added in the sandblasted steel plate of SPCC-D, and a small amount of 100 μm glass beads in the sandblasted steel plate of aluminum A-5052. did. The peel strength of the sample (unit: kN / m) is under the environment of temperature 23 ° C and humidity 50%, the sandblasted steel plate of SPCC-D is 50 mm / min in tensile speed, and the sandblasted steel plate of aluminum A-5052 is tensile The T peel strength was measured at a speed of 100 mm / min.

[Moisture resistant tensile shear strength retention rate]
Moisture resistance tensile shear strength retention was measured as an evaluation item of adhesion durability. As a test piece, a sandblasted steel plate of 100 × 25 × 2.0 mm aluminum A-5052 was used. After a sample for tensile shear strength measurement of aluminum is left in an environment of temperature 50 ° C and humidity 98% for 1 week, it is taken out and tensile shear strength is measured at a temperature of 23 ° C and 50% humidity at a tensile speed of 10 mm / min. did. Relative to the tensile shear strength exposed to the environment of temperature 23 ° C and humidity 50%, the percentage of the tensile shear strength exposed to the environment of temperature 50 ° C and humidity 98% is the moisture resistance tensile shear strength retention rate (unit:% ).

[Fixation time]
Apply a mixture of equal amounts of the first agent and the second agent on one side of a test piece (100 mm x 25 mm x 1.6 mm, SPCC-D sandblasted) according to JIS K-6856, and then immediately test the other side A piece was stacked and bonded to form a sample. The adhesion time (unit: minutes) of the sample is as follows: The sample is pulled with a push-pull gauge (Model S, Komura Co., Ltd.) under the environment of temperature 23 ° C. and humidity 50%, and the strength is 0.1 MPa or more immediately after bonding. The time until it was measured was measured.

[Odor]
The odor intensity of each curable resin composition was as follows.
A cured product of 10 mm in diameter and 1 mm in thickness was prepared using the resin composition, and the cured product was put in a glass bottle and sealed up, and left for 1 hour, and then the odor was measured using an odor sensor (manufactured by Carmore). . In addition, it was the measured value 360 in the room tested. The larger the value, the stronger the odor. 1000 or less are preferable and, as for the numerical value of odor, 600 or less are more preferable.

The following is recognized from the table. The present embodiment has high peel strength and tensile shear strength and high adhesion.

The present embodiment provides a curable resin composition and an adhesive composition which have low odor and are excellent in adhesiveness, storage stability, curability and moisture resistance including peel strength to aluminum and iron.
In addition, if water intrudes into the interface between the adherend and the adhesive, the adherend may peel off. However, this embodiment has moisture resistance to such an extent that the adhesiveness does not decrease even under moisture conditions such as high humidity.
By the composition of the present embodiment, a two-component (meth) acrylic adhesive composition having a low odor and a high peel strength at low temperature can be obtained. Therefore, it is possible to work even in an area where ventilation is insufficient, and it is possible to obtain an adhesive with a spread adaptive environment in which the cured adhesive does not peel even in a cold area. Furthermore, since a two-component (meth) acrylic adhesive that can withstand strong impacts can be provided, it can be applied to various industrial fields as well as the improvement of the working environment, which is advantageous.

Claims (13)

The composition containing following (1)-(4).
(1) Polymerizable Vinyl Monomer Containing (1-1) to (1-3) (1-1) Compound of General Formula (A)

(1-2) Compound of General Formula (B) General Formula (B) Z-O- (R ² O) p-H
[In the general formula, Z represents a (meth) acryloyl group. R ² represents an alkylene group. p shows the number of 1-10. ]
(1-3) Compound of General Formula (C)

(2) polymerization initiator (3) reducing agent The composition according to claim 1, further comprising (4) an elastomer. (4) The composition according to claim 2, wherein the (meth) acrylonitrile content of the elastomer is 1 to 50 mol%. (1) In 100 parts by mass of the polymerizable vinyl monomer, (1-1) 10 to 85 parts by mass, (1-2) 10 to 85 parts by mass, and (1-3) 1 to 30 parts by mass. A composition according to any one of the preceding. The composition according to any one of claims 1 to 4, further comprising (5) a phosphate. The composition according to any one of claims 1 to 5, further comprising paraffins. The composition according to any one of claims 1 to 6, further comprising an antioxidant. (3) The composition according to any one of claims 1 to 7, wherein the reducing agent comprises a tertiary amine and a transition metal salt. A curable resin composition containing the composition according to any one of claims 1 to 8. An adhesive composition comprising the composition according to any one of the preceding claims. The composition according to any one of claims 1 to 8 is divided into a first agent and a second agent, the first agent containing at least (2) a polymerization initiator, and the second agent containing at least (3) a reducing agent. Two-part composition comprising: The joined body which joins a to-be-adhered body using the composition of any one of Claims 1-8. The manufacturing method of the conjugate | zygote which joins a to-be-adhered body using the composition of any one of Claims 1-8.