JP4848847B2 - 2-Cyanoacrylate adhesive composition - Google Patents

Description

The present invention relates to a 2-cyanoacrylate composition, particularly a 2-cyanoacrylate composition excellent in adhesion to difficult-to-adhere materials and porous materials, and having good light stability. Useful as an instant adhesive.

The cyanoacrylate-based adhesive mainly composed of 2-cyanoacrylate is polymerized and cured in a short time by anion species such as the surface of the adherend and moisture in the air due to its high anionic polymerizability, thereby bonding various materials. As an instant adhesive, it is widely used in various industries such as electronics, electricity and automobile, leisure field and general household. However, there is a drawback that a sufficient adhesion rate cannot be obtained for polyacetal, FRP, chrome plating, EPDM rubber, etc., which are difficult adhesion materials, and leather, wood, paper, etc., which are porous materials.

As a method for solving the above problems, a compound having an inclusion ability such as a crown ether as in Patent Document 1 or a polyalkylene oxide derivative as in Patent Document 2 is included in 2-cyanoacrylate as a curing accelerator. Was proposed. As a result, it was possible to obtain an adhesive composition having a sufficiently high adhesion rate with respect to the above materials.

However, 2-cyanoacrylate adhesive compositions containing these compounds with inclusion ability have the disadvantage that they tend to thicken and gel when left for long periods under sunlight or under fluorescent light. ing.

As a method for preventing this, it is conceivable to use a light-shielding container instead of a transparent container. However, since the contents cannot be seen during use, the work efficiency is poor. A method of storing the transparent container in an aluminum bag or the like is also conceivable. However, it is necessary to take out and put in and out of the bag each time during the operation, which is very complicated, and the packaging cost increases.

As a method for solving the above problems, it has been proposed to incorporate hydroxybenzophenones as described in Patent Document 3 and / or alkyl 3,3-diphenylcyanoacrylate into 2-cyanoacrylate as an ultraviolet absorber. These suppress radical generation in the adhesive composition by absorbing ultraviolet rays of sunlight by themselves. Moreover, the method of adding the polymeric ultraviolet absorber which consists of an acryl-type polymer which has 2-hydroxybenzophenone frame | skeleton like patent document 4, 5 is also reported.

However, Patent Documents 3 and 4 do not describe a problem in the case of containing a compound having an inclusion ability in the 2-cyanoacrylate composition, and disclose what kind of ultraviolet absorber is highly effective. It has not been. In recent years, in general and industrial applications, there is a strong demand for improving the adhesion rate for the aforementioned difficult-to-adhere materials and porous materials, and what kind of ultraviolet absorber is selected in 2-cyanoacrylate-based compositions containing compounds with inclusion ability Whether or not to do so was an important issue. In addition, in an ultraviolet absorber having a low absorption of ultraviolet rays in the vicinity of 350 to 400 nanometers present in a large amount in sunlight, it is necessary to add a large amount of an ultraviolet absorber in order to exert a sufficient light stability effect, There is a problem that the manufacturing cost becomes high.
JP-A-53-129231 JP-A-54-28342 JP 55-149359 A Japanese Patent Laid-Open No. 10-147751 JP 11-45633 A

An object of the present invention is to solve the above-described problems, that is, by containing a compound having an inclusion ability, it is difficult to adhere to materials such as polyacetal, FRP, chrome plating, EPDM rubber, leather, wood ( A 2-cyanoacrylate adhesive composition having sufficient light stability by adding a small amount of an ultraviolet absorber while maintaining a fast curing property for porous materials such as beech and hippo) and paper. Is to provide.

The inventors of the present invention have intensively studied a method for improving the light stability of a 2-cyanoacrylate adhesive composition containing a compound having an inclusion ability, and the molar absorption coefficient at 365 nm is 5000 M ⁻¹ · cm ^−1. It has been found that the problem can be solved by selecting a benzotriazole-based ultraviolet absorber as described above. That is, the present invention has the following configuration.
1) For 100 parts by mass of 2-cyanoacrylate,
(1) 0.001 to 0.2 parts by mass of a benzotriazole ultraviolet absorber having a molar absorption coefficient of 365 nm of 5000 M ⁻¹ · cm ⁻¹ or more,
(2) A 2-cyanoacrylate-based adhesive composition containing 0.005 to 5.0 parts by mass of a compound having inclusion ability ,
The benzotriazole ultraviolet absorber is 2- (2H-benzotriazol-2-yl) -4,6-di-t-pentylphenol, 2- (2H-benzotriazol-2-yl) -6-dodecyl- 4-methylphenol, 2- (2H-benzotriazol-2-yl) -4,6-di-t-butylphenol, 2- (2H-benzotriazol-2-yl) -4,6-bis (1-methyl) -1-phenylethyl) phenol, 2- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol, 2,2′-methylenebis {4- (1, 1,3,3-tetramethylbutyl) -6- (2N-benzotriazol-2-yl) phenol} is at least one benzotriazole-based UV absorber It characterized the door 2-cyanoacrylate-based adhesive composition.
2) The 2-cyanoacrylate adhesive composition according to 1) above, wherein the compound having inclusion ability is a polyether compound.
3) The 2-cyanoacrylate adhesive composition according to 1) or 2) above, wherein the compound having inclusion ability is at least one selected from crown ether, polyalkylene oxide, and derivatives thereof .
4) The 2-cyanoacrylate adhesive composition according to any one of 1) to 3) above, wherein the compound having inclusion ability is 15-crown-5.
5) A benzotriazole ultraviolet absorber having a molar absorption coefficient at 365 nm of 5000 M ⁻¹ · cm ⁻¹ or more is 2,2′-methylenebis {4- (1,1,3,3-tetramethylbutyl) -6 The 2-cyanoacrylate adhesive composition according to any one of 1) to 4) above, which is (2N-benzotriazol-2-yl) phenol}.

In the present specification, the molar extinction coefficient means the value of ε (M ⁻¹ · cm ⁻¹ ) determined by the Lambert-Beer formula for the acetonitrile solution containing the ultraviolet absorber shown in the following formula. To do.
log (I _o / I) ÷ εcd
In the above formula, I is the intensity of transmitted light, I _o is the intensity of transmitted light of acetonitrile pure solvent, c is the molar concentration (M), d is the thickness (cm) of the solution layer, and log (I _o / I) represents absorbance.

Further, the bonding speed (set time) in the present invention refers to the time until the bonding is completed. Specifically, the set time is measured according to JIS K6861 using a beech as a test piece.

In addition, the gelation days in the present invention refers to the number of days in which a 2-cyanoacrylate monomer undergoes anion or radical polymerization during storage to become a gel state from a liquid state, specifically in a liquid filled in a 2 g polyethylene container. Measure the number of days it takes for the bubbles to stop moving completely.

The 2-cyanoacrylate composition of the present invention maintains fast curability for porous materials such as hard-to-adhere materials such as polyacetal, FRP, chrome plating, EPDM rubber, leather, wood (beech, hippo, etc.), paper and the like. Since a sufficient amount of light stability can be imparted by adding a small amount of an ultraviolet absorber, there is an advantage that fast curing and storage stability are good at low cost.

Examples of 2-cyanoacrylate used in the present invention include methyl-2-cyanoacrylate, ethyl-2-cyanoacrylate, propyl-2-cyanoacrylate, isopropyl-2-cyanoacrylate, butyl-2-cyanoacrylate, and isobutyl-2. -Cyanoacrylate, amyl-2-cyanoacrylate, hexyl-2-cyanoacrylate, cyclohexyl-2-cyanoacrylate, octyl-2-cyanoacrylate, 2-ethylhexyl-2-cyanoacrylate, allyl-2-cyanoacrylate, benzyl- 2-cyanoacrylate, methoxyethyl-2-cyanoacrylate, ethoxyethyl-2-cyanoacrylate, methoxypropyl-2-cyanoacrylate, tetrahydrofurfuryl-2-cyanoacrylate Over preparative etc. These 2-cyanoacrylates may be mixed using two or more not only in one kind.
Among these, methyl-2-cyanoacrylate, ethyl-2-cyanoacrylate, and isopropyl-2-cyanoacrylate are preferable types when a cyanoacrylate adhesive is used.

In addition, the benzotriazole-based UV absorber having a 365 nm molar extinction coefficient of 5000 M ⁻¹ · cm ⁻¹ or more used in the present invention is a compound having a 2- (2-hydroxyphenyl) benzotriazole skeleton, for example, 2 -(2H-benzotriazol-2-yl) -4,6-di-t-pentylphenol, 2- (2H-benzotriazol-2-yl) -6-dodecyl-4-methylphenol, 2- (2H- Benzotriazol-2-yl) -4,6-di-t-butylphenol, 2- (2H-benzotriazol-2-yl) -4,6-bis (1-methyl-1-phenylethyl) phenol, 2- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol, 2,2′-methylenebis {4- (1, , 3,3-tetramethylbutyl)-6-(2N-benzotriazol-2-yl) phenol}, and the like. These ultraviolet absorbers are not limited to one type, and two or more types can be used in combination.
Among these, 2- (2H-benzotriazol-2-yl) -4,6-di-t-pentylphenol, 2,2′-methylenebis {4- (1,1,3,3-tetramethylbutyl) ) -6- (2N-benzotriazol-2-yl) phenol} absorbs ultraviolet light in the vicinity of 350 to 400 nanometers, which is abundant in sunlight, so that sufficient light stability can be obtained even in a small amount. This is a preferable type when the cyanoacrylate adhesive is obtained.

The amount of the additive used in the present invention is 0.001 to 0.2 parts by mass, preferably 0.005 to 0.05 parts by mass with respect to 100 parts by mass of 2-cyanoacrylate. When the amount is less than 0.001 part by mass, the light stability cannot be sufficiently exhibited, and when the amount exceeds 0.2 part by mass, the storage stability of the 2-cyanoacrylate composition is lowered.

The compound having the inclusion ability of the present invention is a compound that can take in an inorganic cation such as a metal ion or hydronium ion or an organic cation such as a primary ammonium ion and activate a counter anion, and has a 2-cyanoacrylate composition. It is conventionally known as a curing accelerator for products. Among these compounds, crown ethers, silacrown ethers, polyalkylene oxides, calixarenes, cyclodextrins and pyrogallol-based cyclic compounds are preferable because they achieve the object of the present invention.

Examples of the crown ethers include those already disclosed in Japanese Patent Publication No. 55-2236, Japanese Patent Laid-Open No. 3-167279, and the like. As a specific example,
12-crown-4, 15-crown-5, 18-crown-6, benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6, dibenzo-18-crown-6, Benzo-15-crown-5, dibenzo-24-crown-8, dibenzo-30-crown-10, tribenzo-18-crown-6, asym-dibenzo-22-crown-6, dibenzo-14-crown-4, Dicyclohexyl-24-crown-8, cyclohexyl-12-crown-4, 1,2-decalyl-15-crown-5, 1,2-naphth-15-crown-5, 3,4,5-naphthyl-16 Crown-5, 1,2-methylbenzo-18-crown-6, 1,2-tert-butyl-18-crown-6, 1,2-vinylbenzo-15-kura Down -5 and 1,2-1,4-benzo-5-Okishigen-20-crown -7, and the like. In particular, 15-crown-5 is preferably used in terms of adhesiveness and storage stability.

Examples of the silacrown ether are those disclosed in JP-A-60-168775, and specific examples thereof include dimethylsila-11-crown-4, dimethylsila-14-crown-5, and dimethylsila-17-crown. -6 etc. can be mentioned.

The polyalkylene oxides are polyalkylene oxides or derivatives thereof, and are disclosed in, for example, Japanese Patent Publication Nos. 60-37836 and 1-437790. Specific examples include polyethylene glycol, polypropylene glycol, poly 1,3-propylene glycol, polytrimethylene oxide, polytetramethylene oxide, polyepiacrylhydrin, poly 1,3-bis (chloromethyl) butylene oxide, polytetramethylene. Glycol, poly 1,3-dioxolane, poly 2,2-bis (chloromethyl) propylene oxide, ethylene oxide-propylene oxide block polymer, polyglycerin, formaldehyde condensate, acetaldehyde condensate, trioxane polymer, and polyether type urethane Examples include various polyalkylene oxides that are commercially available as curing polyols.

Examples of the polyalkylene oxide derivative are represented by esters of the polyalkylene oxide and an acid, or ethers of the polyalkylene oxide and a hydroxy group-containing compound, and these are preferable. It is not limited, and those having a polyalkylene oxide structure inside the molecule, such as those having various substituents at the molecular end, those having other bonds within the polyalkylene oxide, etc. Can be mentioned.

Acids that can constitute the ester include acetic acid, propionic acid, butyric acid, isobutyric acid, pivalic acid, pentanoic acid, n-hexanoic acid, 2-methyl-pentanoic acid, n-octanoic acid, n-decanoic acid, lauric acid , Palmitic acid, stearic acid, oleic acid, cyclohexyl carboxylic acid, cyclopentyl carboxylic acid, cyclopropyl carboxylic acid, acrylic acid, methacrylic acid, maleic acid, itaconic acid, naphthenic acid, benzoic acid, β-naphthyl carboxylic acid, p-toluene Sulfonic acid, furancarboxylic acid, p-chlorobenzoic acid, monochloroacetic acid, cyanoacetic acid, adipic acid, sebacic acid, butanetetracarboxylic acid, aconitic acid, propane-1,2,3-tricarboxylic acid, citric acid, orthophthalic acid, Examples include acids such as isophthalic acid, trimellitic acid, pyromellitic acid, etc. That.

Specific examples of polyalkylene oxide esters include polyethylene glycol monoalkyl esters, polyethylene glycol diesters or polypropylene glycol diesters (for example, esters such as acetate, trifluoroacetate, laurate, stearate, oleate, acrylate or methacrylate), bisphenol- A-polyalkylene oxide adducts (alkylenes such as ethylene, propylene, etc.), hydrogenated bisphenol A-polyalkylene oxide adducts, trimethylolpropane-polyalkylene oxide adducts, glycerin-polyalkylene oxide adducts, Polyoxyethylene sorbitan ester, tetraoleic acid-polyoxyethylene sorbit, adipic acid-polyal Ren oxide adduct, trimellitic acid-polyalkylene oxide adduct, isocyanate compound-polyalkylene oxide adduct, phosphoric acid-polyalkylene oxide adduct, silicic acid-polyalkylene adduct, and (polyoxyalkylene) polyphosphate Etc.

Hydroxy group-containing compounds that can constitute ether include methanol, ethanol, propanol, isobutanol, hexanol, cyclohexanol, 2-ethyloctanol, decanol, lauryl alcohol, cecil alcohol, stearyl alcohol, oleyl alcohol, phenol, α-naphthol , Β-naphthol, cresol, t-butylphenol, octylphenol, nonylphenol, p-chlorophenol, resole, bisphenol A, 2-chloroethanol, ethylene cyanohydrin, trifluoroethanol, benzyl alcohol, 1,4-butanediol, 1 , 6-hexanediol, glycerin, sorbitol, hydrogenated bisphenol A, trimethylolpropane and the like.

Specific examples of the ether of polyalkylene oxide include polyethylene glycol monoalkyl ether (eg, methyl, ethyl, propyl, butyl, lauryl, cecil, stearyl, oleyl, perfluoroalkyl, etc. as alkyl), polyethylene glycol monoaryl ether ( Aryl includes, for example, phenyl, octylphenyl, nonylphenyl, etc.), polyethylene glycol dialkyl ether (alkyl such as methyl, ethyl, propyl, butyl, etc.), polypropylene glycol dialkyl ether (alkyl such as methyl, ethyl, propyl, butyl, etc.) , Polyethylene glycol diaryl ether (eg, aryl, phenyl, octylphenyl, nonylphenyl, etc.) .

Examples of calixarene derivatives include those disclosed in JP-A-60-179482, JP-A-62-2235379, JP-A-63-88152, and the like. The compound represented by 1) can be mentioned.

式中、Ｒ¹はアルキル、アルコキシ、置換アルキル、または置換アルコキシであり、Ｒ²はＨ、またはアルキルである。またｎは４、６または８である。

In the formula, R ¹ is alkyl, alkoxy, substituted alkyl, or substituted alkoxy, and R ² is H or alkyl. N is 4, 6 or 8.

Examples of the cyclodextrins include those disclosed in JP-A-5-505835, and specific examples thereof include α-, β- and / or γ- represented by the general formula (2). Mention may be made of cyclodextrins.

式中、Ｒ²、Ｒ³およびＲ⁶は、水素、アルキル基、アルキレン基、シクロアルキル基、アルキルアリール基、アシル基、トリアルキルシリル基またはウレタン基であり、これらは同じでも異なっていても良い。但し、Ｒ²、Ｒ³およびＲ⁶全てが水素原子である化合物は除かれる。ｎは６、７または８である。

In the formula, R ² , R ³ and R ⁶ are hydrogen, an alkyl group, an alkylene group, a cycloalkyl group, an alkylaryl group, an acyl group, a trialkylsilyl group or a urethane group, which may be the same or different. good. However, compounds in which R ² , R ³ and R ⁶ are all hydrogen atoms are excluded. n is 6, 7 or 8.

Examples of the pyrogallol cyclic compound include compounds represented by the general formula (3) disclosed in Japanese Patent Application No. 10-375121, and preferred types thereof include 3,4,5,10,11,12. , 17, 18, 19, 24, 25, 26-dodecaethoxycarbomethoxy-C-1, C-8, C-15, C-22-tetramethyl [14] -metacyclophane.

式中Ｙは水素原子、ＯＨまたはＯＲ（但し、Ｒは２−シアノアクリレートの重合を開始しない置換基）で、全てのＹの内、少なくとも１つはＯＲあって、残りのＹの少なくとも１つはＯＨまたはＯＲ。ｎは、４以上の偶数。Ｒ¹は水素原子またはメチル基。Ｒ²は水素原子または２−シアノアクリレートの重合を開始しない置換基である。

In the formula, Y is a hydrogen atom, OH or OR (wherein R is a substituent which does not initiate polymerization of 2-cyanoacrylate), and at least one of all Y is OR, and at least one of the remaining Y Is OH or OR. n is an even number of 4 or more. R ¹ is a hydrogen atom or a methyl group. R ² is a hydrogen atom or a substituent that does not initiate the polymerization of 2-cyanoacrylate.

These inclusion compounds are not limited to one type, and two or more types may be used in combination.

The addition amount of the compound having such inclusion ability is 0.005 to 5.0 parts by mass, preferably 0.01 to 2.0 parts by mass with respect to 100 parts by mass of 2-cyanoacrylate. When the amount is less than 0.005 parts by mass, it is difficult to obtain a sufficient adhesion rate with respect to a hardly-adhesive material or a porous material. On the other hand, when the amount exceeds 5.0 parts by mass, the storage stability may be remarkably reduced.

In the 2-cyanoacrylate-based composition of the present invention, an anionic polymerization inhibitor such as sulfur dioxide, paratoluenesulfonic acid, methanesulfonic acid, propane sultone, boron trifluoride complex, Any amount of a radical polymerization inhibitor such as hydroquinone, catechol or pyrogallol can be added. Moreover, you may add a thickener, a plasticizer, a filler, an elastomer, a thixotropic agent, an adhesiveness imparting agent, a crosslinking agent, a dye, a fragrance | flavor etc. according to the objective.

EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention in more detail, this invention is not limited to these. The light stability evaluation method was performed by filling a 2 g polyethylene container with the adhesive composition obtained in each of the examples and comparative examples, and using a solar lamp (Sunlight Lite TDL-150 manufactured by Daiwa Lighting Co., Ltd.) at 5000 lux. Irradiation was performed at an illuminance temperature of 23 ° C. and a relative humidity of 50%, and the number of days until gelation was observed. Moreover, about the ultraviolet absorber used by each Example and a comparative example, acetonitrile was used as the solvent and the molar absorption coefficient (epsilon) (M ^<-1> * cm ^<-1> ) of 365 nm was calculated | required. The adhesion rate (set time) was measured according to JIS K6861 using beech as a test piece.

Reference Examples 1 and 2, Examples 3 to 6, Comparative Examples 1 to 5
20 parts by mass of sulfur dioxide as an anionic polymerization inhibitor, 0.1 part by mass of hydroquinone as a radical polymerization inhibitor, and 15-crown-5 as an inclusive compound with respect to 100 parts by mass of ethyl-2-cyanoacrylate .1 part by mass, the compounds listed in Table 1 as UV absorbers were added in the concentration shown in the table to prepare an adhesive composition. Table 1 shows the results of observing the number of days of gelation at 70 ° C. as the aforementioned evaluation and storage stability.

Examples 6-11, Comparative Examples 6-8
20 mass ppm of sulfur dioxide as an anionic polymerization inhibitor, 1000 mass ppm of hydroquinone as a radical polymerization inhibitor, and 2,2′-methylenebis {4- (1) as an ultraviolet absorber with respect to 100 parts by mass of ethyl-2-cyanoacrylate. , 1,3,3-tetramethylbutyl) -6- (2N-benzotriazol-2-yl) phenol} 0.01 parts by mass, the compound shown in Table 2 is added in the amount as an inclusive compound Then, an adhesive composition was prepared. Table 2 shows the results of observing the number of days of gelation at the temperature of 50 ° C. and the relative humidity of 95% as the aforementioned evaluation and storage stability.

As is clear from Table 1, compared with a benzophenone ultraviolet absorber (Comparative Example 2) and a cyanoacrylate ultraviolet absorber (Comparative Example 3) having a molar extinction coefficient at 365 nm of less than 5000 M ⁻¹ · cm ^−1. When a benzotriazole ultraviolet absorber (Examples 1 to 6) having a molar extinction coefficient at 365 nm of 5000 M ⁻¹ · cm ⁻¹ or more was added, good light stability was exhibited. This seems to be because the absorption of ultraviolet rays in the vicinity of 350 to 400 nanometers, which are often present in sunlight, is relatively large.

However, when the concentration of the benzotriazole ultraviolet absorber is less than 0.001 part by mass with respect to 100 parts by mass of 2-cyanoacrylate, sufficient light stability cannot be obtained (Comparative Example 4). Moreover, when the density | concentration of the benzotriazole type ultraviolet absorber exceeded 0.2 mass part, the storage stability fell (Comparative Example 5).

Further, as is apparent from Table 2, even when the curing accelerator was used as another inclusion compound, good adhesion speed and light stability were obtained (Examples 7 to 11). However, when no inclusion compound is added, or when the inclusion compound is less than 0.005 parts by mass with respect to 100 parts by mass of 2-cyanoacrylate, a beech (porous material) can be obtained although good light stability is obtained. The adhesion rate was reduced (Comparative Examples 6, 7). Moreover, when the inclusion compound exceeded 5 parts by mass with respect to 100 parts by mass of 2-cyanoacrylate, the adhesion rate to beech (porous material) was improved, but the storage stability was significantly reduced (Comparative Example 8).

The 2-cyanoacrylate composition obtained by the present invention is excellent in adhesion to difficult-to-adhere materials and porous materials, and good light stability can be obtained by adding a small amount of an ultraviolet absorber. It is possible to provide an instantaneous adhesive having an unprecedented adhesiveness and storage stability at low cost.

Claims (5)

For 100 parts by mass of 2-cyanoacrylate,
(1) 0.001 to 0.2 parts by mass of a benzotriazole ultraviolet absorber having a molar absorption coefficient of 365 nm of 5000 M ⁻¹ · cm ⁻¹ or more,
(2) A 2-cyanoacrylate-based adhesive composition containing 0.005 to 5.0 parts by mass of a compound having inclusion ability ,
The benzotriazole ultraviolet absorber is 2- (2H-benzotriazol-2-yl) -4,6-di-t-pentylphenol, 2- (2H-benzotriazol-2-yl) -6-dodecyl- 4-methylphenol, 2- (2H-benzotriazol-2-yl) -4,6-di-t-butylphenol, 2- (2H-benzotriazol-2-yl) -4,6-bis (1-methyl) -1-phenylethyl) phenol, 2- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol, 2,2′-methylenebis {4- (1, 1,3,3-tetramethylbutyl) -6- (2N-benzotriazol-2-yl) phenol} is at least one benzotriazole-based UV absorber It characterized the door 2-cyanoacrylate-based adhesive composition. The 2-cyanoacrylate adhesive composition according to claim 1, wherein the compound having an inclusion ability is a polyether compound. The 2-cyanoacrylate adhesive composition according to claim 1 or 2, wherein the compound having inclusion ability is at least one selected from crown ether, polyalkylene oxide, and derivatives thereof . The 2-cyanoacrylate adhesive composition according to any one of claims 1 to 3, wherein the compound having an inclusion ability is 15-crown-5. A benzotriazole-based ultraviolet absorber having a molar extinction coefficient at 365 nm of 5000 M ⁻¹ · cm ⁻¹ or more is 2,2′-methylenebis {4- (1,1,3,3-tetramethylbutyl) -6- (2N -Benzotriazol-2-yl) phenol} The 2-cyanoacrylate adhesive composition according to any one of claims 1 to 4.