JP5684714B2 - Resin composition and adhesive - Google Patents

Description

The present invention relates to an adhesive.

Cycloolefin polymers are used in applications such as electronic materials, optical lenses and medical materials. Cycloolefin polymers are known as difficult adherends because of their low polarity and lack of many functional groups on the surface. Examples of the adhesive for adhering such a cycloolefin-based resin include a solvent-type adhesive and a hot melt adhesive.

As a method for adhering an olefin resin, there is a method of adhering with an instantaneous adhesive after performing a treatment with a primer as disclosed in Patent Document 1. Moreover, as disclosed in Patent Document 2, an energy ray-curable resin composition containing (meth) acrylate is disclosed.

Japanese Patent Laid-Open No. 62-18485 JP 2007-77321 A

A solvent type adhesive uses a solvent. Solvent-type adhesives are harmful to the human body, and it takes time for the solvent to evaporate, so that sufficient adhesive strength itself cannot be obtained.

The hot melt adhesive requires labor and equipment for melting the adhesive. Also, this adhesive cannot provide sufficient adhesive strength. In the case of using a hot melt adhesive, if the cycloolefin polymer is heated in advance, the adhesive strength is improved, but a new problem that the resin is deformed occurs.

According to the adhesion method disclosed in Patent Document 1, there is a problem that it takes time and effort for primer treatment, and a sufficient adhesion strength cannot be obtained.

Patent Document 2 discloses an energy ray curable resin composition containing (meth) acrylate. However, there is no description about (meth) acrylate having a dicyclopentenyl group.

The present invention has been made in view of such circumstances. An object of this invention is to provide the adhesive agent for cycloolefin polymers which can express sufficient adhesive strength in a short time with respect to a cycloolefin polymer, for example, and is a solvent-free type and environmentally friendly.

The present inventor has intensively studied to solve the above-described problems and has arrived at the present invention.

That is, the present invention in one aspect,
A resin composition comprising the following components (A) to (E).
(A) component is a (meth) acrylate having a dicyclopentenyl group (B) component is a (meth) acrylate having a hydroxyl group (C) component is having a (meth) acryloyl group and is a diene skeleton Alternatively, the (meth) acrylate (D) component having a hydrogenated diene-based skeleton is a silane coupling agent (E) component is a photopolymerization initiator.

In one embodiment, the resin composition according to the present invention further comprises (meth) acrylic acid as the component (F).

In one embodiment, the resin composition according to the present invention further contains polyvinyl alcohol as the component (G).

In one embodiment of the resin composition according to the present invention, the component (A) is dicyclopentenyl (meth) acrylate.

In one embodiment of the resin composition according to the present invention, the number average molecular weight of the component (C) is 500 to 50,000.

In one embodiment, the resin composition according to the present invention has a thickness of 0.03 mm, and when cured by irradiation for 15 seconds under conditions of a wavelength of 365 nm and an integrated light quantity of 2000 mJ / cm ² , the storage elasticity of the cured product. The rate falls within the range of 0.1 to 100000 MPa (23 ° C.).

In another aspect, the present invention is an adhesive comprising the resin composition according to the present invention.

In one embodiment, the adhesive according to the present invention is a cycloolefin polymer adhesive.

In one embodiment, the adhesive according to the present invention is an adhesive for a cycloolefin polymer having a dicyclopentadiene ring structure.

In still another aspect, the present invention is an adhesive body in which adherends are bonded to each other using the adhesive according to the present invention.

In one embodiment, the adherend according to the present invention is at least one member selected from the group consisting of cycloolefin polymer, polycarbonate, cellulose triacetate, polyvinyl alcohol and glass.

In yet another aspect of the present invention, on the surface of the adherend, the adhesive according to the present invention is applied so as to have a thickness of 0.0001 to 5 mm, and the adherends are bonded to each other, with a wavelength of 200 to 500 nm, It is the manufacturing method of the adhesive body including hardening an adhesive agent on the conditions of the integrated light quantity 200-6000 J / cm < ² > and irradiation time 1-60 seconds.

The resin composition of the present invention is characterized by high adhesive strength and excellent moisture resistance.

It is a schematic diagram which shows the measurement procedure of the tensile bond strength in an Example.

The component (A) in the present invention is a (meth) acrylate having a dicyclopentenyl group. More specifically, the component (A) is a (meth) acrylate containing one or more dicyclopentenyl groups at the terminal or side chain of the molecule. Examples of the (meth) acrylate of the component (A) include dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyloxypropyl (meth) acrylate, and dicyclopentenyl (meth) acrylate. Of these, dicyclopentenyl (meth) acrylate is preferred.

The component (B) is a (meth) acrylate containing a hydroxyl group. More specifically, the component (B) is a (meth) acrylate containing one or more hydroxyl groups at the end or side chain of the molecule. Examples of the (meth) acrylate containing a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and 2-hydroxy-3-phenoxypropyl (meth) acrylate. 2- (meth) acryloyloxyethyl-2-hydroxypropyl phthalate, 4-hydroxycyclohexyl (meth) acrylate, and the like. Among these, 2-hydroxy-3-phenoxypropyl (meth) acrylate is more preferable from the viewpoint of resin film adhesion.

The component (C) is a (meth) acrylate having a (meth) acryloyl group and having a diene skeleton or a hydrogenated diene skeleton. More specifically, the component (C) has one or more (meth) acryloyl groups at the terminal or side chain of the molecule, and has a diene skeleton or a hydrogenated diene skeleton. (Meth) acrylates, preferably (meth) acrylates having one or more (meth) acryloyl groups at the end of the molecule and having a diene skeleton or a hydrogenated diene skeleton. is there. This includes the following components from the viewpoint of imparting flexibility to the resin.

The main chain skeleton of (meth) acrylate is a diene skeleton or a hydrogenated diene skeleton. Examples of the diene skeleton or the hydrogenated diene skeleton include one or more skeletons selected from the group consisting of polybutadiene, polyisoprene, a hydrogenated polybutadiene, and a hydrogenated polyisoprene. Among these, at least one selected from the group consisting of polyisoprene and a hydrogenated product of polyisoprene is preferable, and polyisoprene is more preferable.

The (meth) acrylate of the component (C) has one or more (meth) acryloyl groups at the terminal or side chain of the main chain skeleton. Among these, those having (meth) acryloyl groups at both ends of the main chain skeleton are preferable.

The number average molecular weight of the component (C) component (meth) acrylate is preferably 500 to 50000, and more preferably 8000 to 45000. If the number average molecular weight is 500 or more, the cured product obtained by irradiating the adhesive of the present invention with energy rays has a high hardness, so that it is easy to form an adhesive layer. If the number average molecular weight is 50000 or less, the viscosity of the resulting adhesive is small, so that the workability in mixing during the production process and the workability when using the adhesive in practical applications are good.

(C) Component (meth) acrylates include “UC-203” manufactured by Kuraray Co., Ltd. (an esterified oligomer of maleic anhydride adduct of isoprene polymer and 2-hydroxyethyl methacrylate), “TEAI-” manufactured by Nippon Soda Co., Ltd. 1000 "(hydrogenated 1,2-polybutadiene terminated urethane methacrylate)," TE-2000 "(1,2-polybutadiene terminated urethane methacrylate) manufactured by Nippon Soda Co., Ltd. and derivatives thereof," CN-301 "" CN-303 "manufactured by Sartomer "CN-307" (polybutadiene acrylate oligomer) and the like.

(D) A component is a silane coupling agent. The silane coupling agent includes γ-chloropropyltrimethoxysilane, vinyltrimethoxysilane, vinyltrichlorosilane, vinyltriethoxysilane, vinylpropyltrimethoxysilane, vinyl-tris (β-methoxyethoxy) silane, γ- (meta ) Acryloxypropyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, N -Β- (aminoethyl) -γ-aminopropyltrimethoxysilane, N-β- (aminoethyl) -γ-aminopropylmethyldimethoxysilane, γ-ureidopropyltriethoxysilane, hydroxyethyl (meth) acrylate Ester, (meth) acrylate Roxio carboxyethyl acid phosphate, and (meth) acrylate Roxio carboxyethyl acid phosphate Tomono ethylamine half salt and the like. Among these, from the viewpoint of adhesion to glass or the like, one kind of the group consisting of γ-glycidoxypropyltrimethoxysilane, γ- (meth) acryloxypropyltrimethoxysilane, and vinylpropyltrimethoxysilane. The above is preferable.

(E) A component is a photoinitiator. Examples of the photopolymerization initiator include an ultraviolet polymerization initiator and a visible light polymerization initiator, both of which are used without limitation. Examples of the ultraviolet polymerization initiator include benzoin, benzophenone, and acetophenone. Examples of visible light polymerization initiators include acylphosphine oxides, thioxanthones, metallocenes, quinones, and α-aminoalkylphenones.

Photopolymerization initiators include benzophenone, 4-phenylbenzophenone, benzoylbenzoic acid, 2,2-diethoxyacetophenone, bisdiethylaminobenzophenone, benzyl, benzoin, benzoylisopropyl ether, benzyldimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, thioxanthone 2-methylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 1- (4-isopropylphenyl) 2-hydroxy-2-methylpropan-1-one 1- (4- (2-hydroxyethoxy) -phenyl) -2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-2-methyl-1-phen Rupropan-1-one, camphorquinone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, 2-methyl-1- (4- (methylthio) phenyl ) -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -1-butanone-1,2-dimethylamino-2- (4-methyl-benzyl) ) -1- (4-Morifolin-4-yl-phenyl) -butan-1-one, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide, and the like. Of these, benzyldimethyl ketal is preferred.

The resin composition of the present invention contains the components (A) to (E) as essential components. The resin composition containing the components (A) to (E) is cured by being irradiated with light. The cured product has good adhesiveness to the cycloolefin polymer and has a high surface curability during the curing. The resin composition of the present invention exhibits high adhesive strength even for general-purpose plastic resins such as polycarbonate, cellulose triacetate, and polyvinyl alcohol, and glass adherends.

The resin composition in the present invention can contain (meth) acrylic acid as the component (F). This is particularly used from the viewpoint of durability such as moisture resistance.

The resin composition in the present invention can contain polyvinyl alcohol as the component (G). This includes the following components from the viewpoint of adhesiveness to the polyvinyl alcohol resin.

The polyvinyl alcohol is not particularly limited as long as it is a polyvinyl alcohol derivative obtained by saponifying polyvinyl acetate. The average degree of polymerization of polyvinyl alcohol is preferably from 100 to 5,000, more preferably from 1,000 to 4,000. The average saponification degree of polyvinyl alcohol is preferably 85 to 100 mol%, more preferably 90 to 100 mol%.

The use amount of the resin composition of the present invention is as follows, from the viewpoint that the adhesiveness of the adhesive to the cycloolefin polymer is particularly high and also has high adhesive strength to other adherends. It is as follows.

Component (A), component (B) and component (C) are used in a total of 100 parts by weight of component (A), component (B) and component (C), component (A): component (B): (C) component = 40-90: 1-20: 5-45 (mass ratio) is preferable, (A) component: (B) component: (C) component = 55-85: 3-10: 10-40 ( (Mass ratio) is more preferable.

(D) The usage-amount of a component is 0.01-10 mass with respect to 100 mass parts of total amounts of (A) component, (B) component, (C) component, and the (F) component used as needed. Part is preferable, 0.1 to 5 parts by weight is more preferable, and typically 0.5 to 1.0 part by weight.

(E) The usage-amount of component is 0.01-30 mass with respect to 100 mass parts of (A) component, (B) component, (C) component, and the total amount of (F) component used as needed. Part is preferable, 0.1 to 20 parts by mass is more preferable, and typically 5 to 10 parts by mass.

Component (F) is used in an amount of 0.1 to 30 parts by mass in 100 parts by mass of component (A), component (B), component (C) and component (F) used as necessary. The amount is preferably 1 to 20 parts by mass, and typically 10 to 15 parts by mass.

(G) The usage-amount of a component is 0.01-50 mass with respect to 100 mass parts of total amounts of (A) component, (B) component, (C) component, and the (F) component used as needed. Part is preferable, 0.1 to 30 parts by weight is more preferable, and typically 0.5 to 1.0 part by weight.

The resin composition of the present invention is within the range that does not impair the object of the present invention, and is a graft copolymer, solvent, extender, reinforcing material, plasticizer, thickener, dye, pigment, flame retardant, antioxidant. , And additives such as surfactants can be used.

The cured product of the resin composition of the present invention preferably has a storage elastic modulus of 0.1 to 100000 MPa (23 ° C.), more preferably has a storage elastic modulus of 10 to 10,000 MPa, and typically 500 to 5000 MPa. It is. When the storage elastic modulus of the cured product of the resin composition is 0.1 MPa or more, the cured product is cured and no unreacted component remains. When the storage elastic modulus is 100000 MPa or less, the cured product does not become too rigid and the adhesive force does not decrease.

The resin composition of the present invention can be used as an adhesive. The adhesive of the present invention exhibits high adhesive strength with respect to one or more selected from the group consisting of, for example, cycloolefin polymer, polycarbonate, cellulose triacetate, polyvinyl alcohol, and glass. In particular, it exhibits high adhesive strength for cycloolefin polymers.

The cycloolefin polymer of the present invention is a thermoplastic resin having a structural unit derived from a cyclic olefin (cycloolefin) monomer such as norbornene or a polycyclic norbornene monomer. Examples of cycloolefin polymers include cycloolefin ring-opening polymers, hydrogenated ring-opening copolymers using two or more cycloolefins, chain olefins, aromatic compounds having a vinyl group, and cycloolefins. The adhesive according to the present invention is particularly effective for cycloolefin polymers having a dicyclopentadiene ring structure. Moreover, you may introduce | transduce a polar group into a cycloolefin polymer.

Examples of commercially available cycloolefin polymers include “Topas” manufactured by Ticona, Germany, “Arton” manufactured by JSR, “ZEONOR” and “ZEONEX” manufactured by ZEON Corporation, Mitsui Chemicals, Inc. “Appel” made by the manufacturer can be mentioned.

The adhesive bonding method of the present invention is as follows, for example. An adhesive is applied to at least one adherend surface of two adherends to a thickness of 0.0001 to 5 mm, typically 0.01 to 0.50 mm. And a wavelength of 200 to 500 nm, typically 350 to 420 nm, an integrated light quantity of 200 to 6000 mJ / cm ² , typically 300 to 2000 mJ / cm ² , an irradiation time of 1 to 60 seconds, typically 2 A method in which the adhesive is cured under a condition of 30 seconds to adhere the adherend is preferable.

In the present invention, an antioxidant may be used as the other component. As the antioxidant, a phenol type or a hydroquinone type can be used, and a phenol type is preferably used. Antioxidants include β-naphthoquinone, 2-methoxy-1,4-naphthoquinone, methylhydroquinone, hydroquinone, 2,2-methylene-bis (4-methyl-6-tertiarybutylphenol), catechol, hydroquinone monomethyl ether, mono Tertiary butyl hydroquinone, 2,5-ditertiary butyl hydroquinone, p-benzoquinone, 2,5-diphenyl-p-benzoquinone, 2,5-ditertiary butyl-p-benzoquinone, picric acid, citric acid, phenothiazine, tertiary Examples include butyl catechol, 2-butyl-4-hydroxyanisole, and 2,6-ditertiary butyl-p-cresol. Among these, 2,2-methylene-bis (4-methyl-6-tertiary butylphenol) is preferable.

The usage-amount of antioxidant is 0.01-10 mass parts with respect to 100 mass parts of total amounts of (A) component, (B) component, (C) component, and the (F) component used as needed. Is preferable, 0.1-8 mass parts is more preferable, and 2.0-8.0 mass parts is more preferable.

Hereinafter, the present invention will be described in more detail with reference to experimental examples, but the present invention is not limited thereto. In addition, the following compounds were selected for each component in the adhesive described in the experimental examples.

As component (A), a (meth) acrylate containing a dicyclopentenyl group, dicyclopentenyl acrylate ("FA-511AS" manufactured by Hitachi Chemical Co., Ltd.)
As component (A), a (meth) acrylate containing a dicyclopentenyl group, dicyclopentenyloxyethyl methacrylate ("FA-512MT" manufactured by Hitachi Chemical Co., Ltd.)
(B) Component, 2-hydroxy-3-phenoxypropyl acrylate ("M-5700" manufactured by Toagosei Co., Ltd.) as a (meth) acrylate containing a hydroxyl group
(B) Component, 2-hydroxyethyl methacrylate (“light ester HO” manufactured by Kyoeisha Chemical Co., Ltd.) as a (meth) acrylate containing a hydroxyl group
(C) Component, oligomer, “UC-203” (esterified oligomer of maleic anhydride adduct of isoprene polymer and 2-hydroxyethyl methacrylate) (manufactured by Kuraray Co., Ltd.)) (polystyrene equivalent number average molecular weight 36000 by GPC)
Component (D), silane coupling agent, γ-glycidoxypropyltrimethoxysilane (“KBM-403” manufactured by Shin-Etsu Chemical Co., Ltd.)
(D) component, silane coupling agent, vinylpropyltrimethoxysilane (“KBM-1003” manufactured by Shin-Etsu Chemical Co., Ltd.)
Component (D), silane coupling agent, γ-methacryloxypropyltrimethoxysilane (“KBM-503” manufactured by Shin-Etsu Chemical Co., Ltd.)
As component (E) and photoinitiator, benzyldimethyl ketal (“IRGACURE651” manufactured by Ciba Specialty Chemicals)
As component (E) and photoinitiator, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide (“IRGACURE819” manufactured by Ciba Specialty Chemicals)
Component (F), methacrylic acid (“AM” manufactured by Mitsubishi Rayon Co., Ltd.)
Component (F), acrylic acid (“Methyl acrylate AM” manufactured by Nippon Shokubai Co., Ltd.)
(G) component, polyvinyl alcohol (“DENKA POVAL H-17” manufactured by Denki Kagaku Kogyo Co., Ltd.) (average polymerization degree 1200, average saponification degree 97 mol%)
(G) component, polyvinyl alcohol ("DENKA POVAL F-12" manufactured by Denki Kagaku Kogyo Co., Ltd.) (average polymerization degree 1200, average saponification degree 99 mol%)
Benzyl methacrylate (Kyoeisha Chemical Co., Ltd. “Light Ester BZ”)
Lauryl methacrylate (Kyoeisha Chemical Co., Ltd. “Light Ester L”)
Antioxidant, (D-1) 2,2-methylene-bis (4-methyl-6-tertiary butylphenol) (“Sumilyzer MDP-S” manufactured by Sumitomo Chemical Co., Ltd.)

Various physical properties were measured as follows.
[Photocurability] Measured at a temperature of 23 ° C. Regarding photocurability, an adhesive was applied to the surface of a ZEONEX 480R (manufactured by Nippon Zeon) test piece (25 mm × 25 mm × 2.0 mm) to a thickness of 0.03 mm. The thickness was controlled by 0.03 mm glass beads. Thereafter, using a curing device manufactured by Fusion Corporation using an electrodeless discharge lamp, irradiation was carried out for 15 seconds under conditions of a wavelength of 365 nm and an integrated light amount of 2000 mJ / cm ² , and cured. Curing rate was described as photocurability. The curing rate was calculated by the following formula using FT-IR.
(Curing rate) = [100-((intensity of absorption spectrum of carbon-carbon double bond after curing) / (intensity of absorption spectrum of carbon-carbon double bond before curing))] × 100 (%)

[Evaluation of cycloolefin polymer adhesion (tensile bond strength between ZEONEX test pieces)] ZEONEX 480R (manufactured by Nippon Zeon Co., Ltd.) Test piece 12a (width 25 mm × length 100 mm × thickness 2.0 mm) A Teflon (registered trademark) tape 10 (thickness 80 μm × width 25 mm × length 25 mm) having a hole 11 having a size of 0.5 cm ^{2 in} the center was attached to control the adhesive thickness. After supplying the adhesive 13 to the hole 11 so as to have a thickness of 80 μm, on the Teflon (registered trademark) tape 10 so as to cover the hole 11, another ZEONEX 480R (manufactured by Zeon Corporation) test piece 12b The tip portion (width 25 mm × length 100 mm × thickness 2.0 mm) was bonded. The situation at this time is shown in FIG. After curing, the test piece bonded with an adhesive was pulled to the left and right of the arrow in FIG. 1 to measure the tensile bond strength. Curing conditions followed the method described in [Photocurability].

[Moisture resistance] The cycloolefin polymer adhesion test piece was exposed to 85 ° C x 85% RH for 24 hours, and the tensile bond strength was measured using the test piece.

[General-purpose polymer adhesion evaluation (polycarbonate (manufactured by Teijin Limited) tensile strength between test pieces)]
Panlite (made by Teijin Limited) test pieces (25 mm × 25 mm × 2.0 mm) were bonded to each other using a Teflon (registered trademark) tape having a thickness of 80 μm × width of 11.5 mm × length of 25 mm as a spacer. (Adhesion area 3.125 cm ² ). After curing, the tensile bond strength was measured using the test piece bonded with an adhesive. Curing conditions followed the method described in [Photocurability].

[General-purpose polymer adhesion evaluation (polyvinyl alcohol (manufactured by Kuraray), tensile adhesive strength between test pieces)] Test pieces (25 mm × 25 mm × 0.03 mm) having a thickness of 80 μm × width 11.5 mm × length 25 mm An adhesive was adhered using a Teflon (registered trademark) tape as a spacer (adhesion area: 3.125 cm ² ). After curing, the tensile bond strength was measured using the test piece bonded with an adhesive. Curing conditions followed the method described in [Photocurability].

[Evaluation of general-purpose polymer adhesion (tensile bond strength between test pieces of triacetyl cellulose (manufactured by Konica Minolta))] Test pieces (25 mm × 25 mm × 0.03 mm) are 80 μm thick × 11.5 mm wide × length An adhesive was adhered using a 25 mm Teflon (registered trademark) tape as a spacer (adhesion area: 3.125 cm ² ). After curing, the tensile bond strength was measured using the test piece bonded with an adhesive. Curing conditions followed the method described in [Photocurability].

[Evaluation of Glass Adhesion (Tensile Adhesive Strength Between Heat-resistant Glass Test Pieces)] Heat-resistant glass test pieces (25 mm × 25 mm × 2.0 mm) were joined to Teflon (registered trademark) with a thickness of 80 μm × width 11.5 mm × length 25 mm ) Adhesive was adhered using a tape as a spacer (adhesion area 3.125 cm ² ). Curing conditions followed the method described in [Photocurability]. After the adhesive is cured under the above conditions, an adhesive “G-55” manufactured by Denki Kagaku Kogyo Co., Ltd. is used on the back side of the test piece, and a galvanized steel sheet (100 mm × 25 mm × 2.0 mm, engineering test service) Were attached. After curing by curing at 23 ° C. × 50% RH × 24 hours, the tensile bond strength was measured using the test piece adhered with an adhesive. The tensile shear bond strength (unit: MPa) was measured at a tensile rate of 10 mm / min in an environment of a temperature of 23 ° C. and a humidity of 50%.

[Evaluation of storage elastic modulus] The adhesive was cured to prepare a cured product sample having a length of 20 mm, a width of 5 mm, and a thickness of 1 mm. Curing conditions followed the method described in [Photocurability]. This cured product sample was evaluated. Using a tension module DMS210 manufactured by Seiko Denshi Kogyo Co., Ltd., changing the temperature under conditions of a frequency of 1 Hz and a strain of 0.05%, a dynamic viscoelastic spectrum was measured in a tensile mode, and a storage elastic modulus at 23 ° C. The value of E was determined.

(Experimental Examples 1 to 17) Raw materials of the type shown in Table 1 were mixed in the composition shown in Table 1 to prepare an adhesive. Various physical properties of the obtained adhesive were measured. The results are shown in Table 1.

This invention can express sufficient adhesive strength with respect to a cycloolefin polymer, a polycarbonate, polyvinyl alcohol, and glass. The present invention has moisture resistance.

10 Tape 11 Hole 12a, 12b Test piece 13 Adhesive

Claims (12)

A resin composition comprising the following components (A) to (E) and (G) .
(A) component is a (meth) acrylate having a dicyclopentenyl group (B) component is a (meth) acrylate having a hydroxyl group (C) component is having a (meth) acryloyl group and is a diene skeleton Alternatively, the (meth) acrylate (D) component having a hydrogenated diene-based skeleton is a silane coupling agent (E) component is a photopolymerization initiator.
(G) component is polyvinyl alcohol Furthermore, the resin composition of Claim 1 formed by containing (meth) acrylic acid as (F) component. Component (A), component (B) and component (C) are used in a total of 100 parts by weight of component (A), component (B) and component (C), component (A): component (B): (C) component = 40-90: 1-20: 5-45 (mass ratio),
The amount of component (D) used is 100 parts by weight of the total amount of component (A), component (B), and component (C), or component (A) when component (F) is used, ) Component, (C) component, and (F) component is 0.01 to 10 parts by mass with respect to 100 parts by mass in total,
The amount of component (E) used is 100 parts by weight of the total amount of component (A), component (B), and component (C), or component (A) when component (F) is used, ) Component, (C) component, and (F) component is 0.01 to 30 parts by mass with respect to 100 parts by mass in total.
The resin composition according to claim 1 or 2 . (A) A component is dicyclopentenyl (meth) acrylate, The resin composition of any one of Claims 1-3 . (C) a resin composition according to any one of claims 1-4 a number average molecular weight of 500 to 50,000 components. When cured by irradiation for 15 seconds under conditions of a wavelength of 365 nm and an integrated light quantity of 2000 mJ / cm ^{2 with} a thickness of 0.03 mm, the storage elastic modulus of the cured product is in the range of 0.1 to 100000 MPa (23 ° C.). The resin composition according to any one of claims 1 to 5 , which is inside. An adhesive comprising the resin composition according to any one of claims 1 to 6 . The adhesive according to claim 7 , which is an adhesive for cycloolefin polymer. The adhesive according to any one of claims 7 to 8 , which is an adhesive for a cycloolefin polymer having a dicyclopentadiene ring structure. An adhesive body in which adherends are bonded to each other using the adhesive according to any one of claims 7 to 9 . The adherend according to claim 10, wherein the adherend is one or more selected from the group consisting of cycloolefin polymer, polycarbonate, cellulose triacetate, polyvinyl alcohol and glass. The adhesive according to any one of claims 7 to 9 is applied to the surface of the adherend so as to have a thickness of 0.0001 to 5 mm, and the adherends are bonded to each other, the wavelength is 200 to 500 nm, and the integrated light quantity The manufacturing method of an adhesive body including hardening an adhesive agent on the conditions of 200-6000 J / cm < ² > and irradiation time 1-60 seconds.

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