JP2000063767A - Photo-curable adhesive composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To prepare a photo-crable adhesive composition giving a cured product excellent in heat resistance and durability even when adhering base materials different in coefficient of linear expansion from each other, and useful for electromagnetic wave filter or the like by including an urethane (meth)acrylate, specific compounds and a photopolymerization initiator in a specific content ratio. SOLUTION: This photo-curing adhesive composition comprises (A) an urethane (meth)acrylate, (B) a compound having a (meth)acryloyl group of formula I [R1 is H or methyl; R2 is a 1-4C alkylene; and (n) is 1-10] and/or formula II (R3 is H or methyl), (C) a compound [e.g. 2-hydroxyethyl (meth)acrylate or the like] having hydroxyl group and one of ethylenic unsaturated double bond (except a compound of formula II) and (D) a photopolymerization initiator such as benzoin. The contents of components A-C are 5-60 wt.%, 10-90 wt.% and 5-60 wt.% respectively based on the total weight of curing components in the composition. The content of the component D is 0.1-10 pts.wt. based on 100 pts.wt. curing components in the composition.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to bonding substrates having different linear expansion coefficients such as adhesion of substrates such as glass, resin and metal, particularly adhesion between glass and resin and adhesion between resin and metal. The present invention relates to a photocurable adhesive composition that is useful in combination, and more specifically, a filter used to block electromagnetic waves and / or near infrared rays emitted from displays such as CRTs, liquid crystal panels and plasma display panels. It is useful for the manufacture of a resin and for adhering a resin to be attached to the front surface of the display body that constitutes the display for preventing damage to the display such as a plasma display, and can be used in the technical field utilizing these. .

[0002]

2. Description of the Related Art In general, hot-melt adhesives such as EVA (ethylene-vinyl acetate), pressure-sensitive adhesives and pressure-sensitive adhesive tapes are often used for bonding substrates such as glass and resin. Since the adhesive needs to be melted at the time of bonding, it cannot be used for bonding heat-sensitive plastics, and the adhesive or the adhesive tape has a problem in heat resistance and durability. Therefore, it cannot be used in the fields where these performances are required. On the other hand, the photocurable adhesive composition is a one-liquid type solventless adhesive that is cured by light. Since it can be cured at room temperature, it can also be adhered to heat-sensitive plastics and has a low viscosity. It has excellent workability. Further, since the cured product has a crosslinked structure, it has excellent heat resistance and durability.

[0003]

However, the conventional photocurable adhesive composition has good heat resistance and durability in bonding substrates having the same linear expansion coefficient such as glass or resins such as acrylic resin. However, it has a problem of heat resistance and durability in adhering substrates having different linear expansion coefficients such as adhesion between glass and resin, adhesion between metal and resin, etc.

In recent years, electromagnetic waves and near-infrared rays emitted from displays such as CRTs, liquid crystal panels and plasma display panels have been feared to adversely affect the human body and malfunctions such as remote controllers. Therefore, as a method of blocking these electromagnetic waves and near infrared rays, Japanese Patent Laid-Open No. 9-330612
As has been proposed in Japanese Patent No. 3,639,961, there is proposed a filter in which a resin containing a dye that absorbs near-infrared rays and a resin in which a metal such as indium tin oxide (ITO) is vapor-deposited are bonded together.

In these filters, the same materials such as resins and glass are pasted together with a photocurable adhesive as the one produced by adhering the base material with the photocurable adhesive composition. Many are manufactured together. As the filter, from the viewpoint of weight reduction, it is preferable to bond light resin to each other, but in the case of a large-screen display such as a plasma display, the glass is bonded to each other because the problem of filter warpage occurs. Many. A filter in which a resin and glass are bonded together has been proposed as a filter that is lightweight and has no problem of warpage even in a large-screen display. However, when a conventional photocurable adhesive composition is used for manufacturing the filter, it has a problem of poor heat resistance and durability because it adheres substrates having different linear expansion coefficients.

A display body such as a plasma display is composed of two flat glass substrates containing a phosphor. Therefore, a display which is not sufficiently strong against a strong impact from the front side and is excellent in impact resistance from the front side is required. As an example of a display having excellent impact resistance from the front side, a display in which a filter made of a resin plate is installed on the front side of a plasma display is proposed as in JP-A-9-149346. However, although the display has a resin plate installed by a mounting bracket, a screen in which the resin plate is installed by such a method has a problem that the screen becomes difficult to see. A display in which a display is directly attached is under consideration. However, when the conventional photocurable adhesive composition is used for bonding the resin plate and the plasma display, it is the adhesion of the resin and the glass, and the adhesion of the base material having a different linear expansion coefficient as described above. However, there is a problem that the obtained display is inferior in heat resistance and durability.

The inventors of the present invention have found that the cured product has excellent heat resistance and durability even when adhering substrates having different linear expansion coefficients, and more specifically, electromagnetic wave and / or near infrared ray shielding filters and resin substrates. The inventors have made earnest studies to find a photocurable adhesive composition suitable for manufacturing a display in which a material and a display main body are bonded together.

[0008]

Means for Solving the Problems As a result of various investigations for solving the above problems, the present inventors have found that urethane (meth) acrylate, a compound having a specific ethylenically unsaturated double bond, A photocurable adhesive composition composed of a compound containing a hydroxyl group-containing ethylenically unsaturated double bond and a photopolymerization initiator has excellent heat resistance and durability even in bonding substrates having different linear expansion coefficients. It was found that the present invention has been completed. Hereinafter, the present invention will be described in detail. still,
In this specification, an acryloyl group and / or a methacryloyl group is referred to as a (meth) acryloyl group, and an acrylate or / and a methacrylate is referred to as a (meth) acrylate.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION Component (A) The urethane (meth) acrylate constituting the composition of the present invention is a component for imparting toughness and durability to a cured product. Examples of urethane (meth) acrylates include reaction products of alcohols, organic polyisocyanates, and hydroxyl group-containing (meth) acrylates. Preferably, an alcohol is reacted with an organic polyisocyanate to produce an isocyanate group-containing urethane prepolymer, and this is reacted with a hydroxy group-containing (meth) acrylate.

As the alcohol in this case, lower alcohols such as ethylene glycol, propylene glycol, tetramethylene glycol, cyclohexanedimethanol and 3-methyl-1,5-pentanediol, polyether polyols such as polyethylene glycol and polypropylene glycol, etc. Or these alcohols,
Examples thereof include polyester polyols obtained from dibasic acids such as adipic acid, succinic acid, phthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid and terephthalic acid, and anhydrides thereof. Examples of the organic polyisocyanate include tolylene diisocyanate, 4,4′-diphenylmethane diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, hexamethylene diisocyanate and isophorone diisocyanate.
Further, as the hydroxy group-containing (meth) acrylate,
2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, etc. are mentioned.

As a preferable urethane (meth) acrylate, one having a flexible physical property after curing and a high elongation is preferable. As the urethane (meth) acrylate, it is preferable to use an oligomer, and a preferable molecular weight is 500 to 50,000.

The proportion of the component (A) in the composition is (A),
When the photocurable compound described below is added per the total amount of the components (B) and (C),
(A), (B), (C) component and photocurable compound (here,
In the present specification, these are collectively referred to as curable components) and the total amount is 5 to 60% by weight, preferably 10 to
It is 50% by weight. If it is less than 5% by weight, the cross-linking ratio of the cured product will be small, resulting in poor durability. Also, 60% by weight
When it exceeds, the workability such as coating is deteriorated because the viscosity of the composition increases.

Component (B) Component (B) is a compound having one (meth) acryloyl group represented by the following general formula (1) or / and formula (2), and has a flexibility and a cured product. It is a component that imparts elongation.

[0014]

[Chemical 3]

[In the formula (1), R ¹ is a hydrogen atom or a methyl group, R ² is an alkylene group having 1 to 4 carbon atoms, and n is an integer of 1 to 10. ] Preferred examples of R ² are an ethylene group and a propylene group, more preferably an ethylene group.

[0016]

[Chemical 4]

[In the formula (2), R ³ is a hydrogen atom or a methyl group. ]

The blending ratio of the component (B) in the composition is 10 to 90% by weight, preferably 20 to 80% by weight, based on the total amount of the curable components. If this ratio is less than 10% by weight, the flexibility and elongation of the cured product due to the component (B) will be insufficient. On the other hand, when it exceeds 90% by weight, durability and adhesiveness are deteriorated.

Component (C) Component (C) is a compound having a hydroxyl group and one ethylenically unsaturated double bond other than the compound represented by the general formula (2), and imparts adhesion. It is a component for.
Examples of the component (C) include various compounds, for example, hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate, and 2-hydroxy-3-.
Aryl-substituted hydroxyalkyl (meth) acrylates such as phenoxypropyl (meth) acrylate, 1,2
-Dihydroxyalkyl (meth) acrylates such as dihydroxyethyl (meth) acrylate, and halogen-substituted hydroxyalkyl (meth) acrylates such as 3-chloro-2-hydroxypropyl (meth) acrylate. Among these, 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate are preferable in that the viscosity of the composition can be reduced.

The proportion of component (C) in the composition is 5 to 60% by weight, preferably 10 to 50% by weight, based on the total amount of curable components. If this ratio is less than 5% by weight, the adhesive strength to a substrate such as glass or metal having a highly polar surface will be poor, and if it exceeds 60% by weight, the adhesion to the resin will be poor.

Component (D) The photopolymerization initiator which is the component (D) may be any compound that generates radicals upon irradiation with ultraviolet rays or visible light. Specifically, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and other benzoins and their alkyl ethers; acetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 1,1-dichloroacetophenone,
1-hydroxyacetophenone, 1-hydroxycyclohexyl phenyl ketone and 2-methyl-1- [4-
(Methylthio) phenyl] -2-morpholinopropan-1-one and other acetophenones; 2-methyl-anthraquinone, 2-ethylanthraquinone, 2-tertiary-
Anthraquinones such as butylanthraquinone, 1-chloroanthraquinone and 2-amylanthraquinone; 2,4
Thioxanthones such as dimethylthioxanthone, 2-chlorothioxanthone and 2,4-diisopropylthioxanthone; ketals such as acetophenone dimethyl ketal and benzyl dimethyl ketal; benzophenones such as benzophenone and methyl o-benzoylbenzoate; camphorquinone, 7,7-dimethyl -2,3-dioxobicyclo [2.2.1] heptane-1-carboxylic acid,
7,7-Dimethyl-2,3-dioxobicyclo [2.
2.1] Heptane-1-carboxy-2-bromoethyl ester, 7,7-dimethyl-2,3-dioxobicyclo [2.2.1] heptane-1-carboxy-2-methyl ester and 7,7 -Dimethyl-2,3-dioxobicyclo [2.2.1] heptane-1-carboxylic acid chloride and other camphorquinone compounds; benzoyldiphenylphosphine oxide, 2,6-dimethylbenzoyldiphenylphosphine oxide, 2,4. 6-trimethylbenzoyldiphenylphosphine oxide, benzoyldiethoxyphosphine oxide, 2,4,6
Acylphosphine oxides such as -trimethylbenzoyldimethoxyphenylphosphine oxide and 2,4,6-trimethylbenzoyldiethoxyphenylphosphine oxide; and bis (2,6-dimethoxybenzoyl) -2,4-, 4-trimethylphenyl-phosphine oxide And phosphine oxide compounds such as bis (2,4,6-trimethylbenzoyl) phenylphosphine oxide. These photopolymerization initiators may be used alone or in combination of two or more.

The mixing ratio of the component (D) is 0.1 to 10 parts by weight, preferably 0.5 to 5 parts by weight, based on 100 parts by weight of the total amount of the curable components. If this ratio is less than 0.1 parts by weight, the photocurability will be insufficient, and if it exceeds 10 parts by weight, the cost will be increased without any improvement in the photocurability.

Other components In the composition of the present invention, a photocurable compound other than the above-mentioned components (A), (B) and (C) may be blended for the purpose of improving adhesion and curability. it can. The mixing ratio of the photocurable compound is preferably 0 to 30% by weight. If this proportion exceeds 30% by weight, no improvement in adhesion or curability will be observed, and heat resistance and durability may be impaired. The photocurable compound includes a photocurable oligomer and a photocurable monomer.

Examples of the photocurable oligomer include epoxy (meth) acrylate and polyester (meth) acrylate. Examples of the epoxy (meth) acrylate include a reaction product of a bisphenol A type epoxy resin or a halogen nucleus substitution product thereof, or a bisphenol F type epoxy resin or a halogen nucleus substitution product thereof, and (meth) acrylic acid. Examples of polyester (meth) acrylates include ethylene glycol, polyethylene glycol, cyclohexanedimethanol, 3-methyl-1,5-pentanediol, propylene glycol, polypropylene glycol, 1,6-hexanediol, trimethylolpropane and alkylenes thereof. A polyester polyol obtained from an alcohol such as an oxide adduct and a dibasic acid such as adipic acid, succinic acid, phthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid and terephthalic acid or an acid thereof such as an anhydride thereof; ) Examples include dehydration condensation products with acrylic acid.

Examples of the photocurable monomer include compounds having one ethylenically unsaturated double bond and compounds having two or more ethylenically unsaturated double bonds. Examples of the compound having one ethylenically unsaturated double bond include (meth) acrylate and N-vinylformamide, and as the (meth) acrylate, a nitrogen-containing (meth) acrylate and a carboxyl group-containing (meth) are further included. Examples thereof include acrylates and phosphoric acid group-containing (meth) acrylates. As the nitrogen-containing (meth) acrylate,
Dimethylaminoethyl (meth) acrylate, morpholinoethyl (meth) acrylate, (meth) acryloylmorpholine, dimethyl (meth) acrylamide, diethyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide, dimethylaminopropylmethyl (meth) acrylamide, etc. (Meth) acrylamide and the like. Examples of the carboxyl group-containing (meth) acrylate include 2- (meth) acryloyloxyethylsuccinic acid, 2- (meth) acryloyloxyethylphthalic acid, and 2- (meth) acryloyloxyethylhexahydrophthalic acid. Examples of the phosphoric acid group-containing (meth) acrylate include 2- (meth) acryloyloxyethyl acid phosphate, 1- (meth) acryloyloxypropyl-2-acid phosphate and 1-chloro-3- (meth) acryloyloxypropyl-2. -Acid phosphate and the like can be mentioned.

Examples of the compound having two or more ethylenically unsaturated double bonds include (meth) acrylate having two or more (meth) acryloyl groups. Specifically, glycol di (meth) acrylates such as ethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate and tripropylene glycol di (meth) acrylate; bisphenol A di (meth) acrylate, bisphenol A Di (meth) acrylates of alkylene oxide adducts such as ethylene oxide adduct or propylene oxide adduct;
Poly (meth) acrylates such as trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate and dipentaerythritol hexa (meth) acrylate; and alkylene oxide adducts of the above polyols. And poly (meth) acrylate of

In addition to the photocurable compound, the composition of the present invention may contain other components in such a proportion that the performance of the adhesive is not a problem. The proportion thereof is preferably 30% by weight or less in the composition. If it exceeds 30% by weight, the performance of the adhesive may be impaired. Specifically, a plasticizer, a sensitizer such as an amine compound (Michler's ketone, etc.), an organic peroxide, a dye, a redox type polymerization initiator, a radical polymerization stabilizer, and the like can be added.
Specific examples of the dyes include oil-soluble dyes such as Oil Red and Sudan-I; azo dyes such as Orange II and Seriton Fast Yellow G; quinone imine dyes such as Rhodamine B; indigoid dyes such as Induslen Brilliant Pink R; sun red. No. 1 and anthranquinone dyes such as Sun Red LN; fluorescent dyes such as White Flow B;
And Red No. 2, Red No. 3, Red No. 106, Yellow No. 5,
Blue No. 1, Akamin FR-100 and vermilion No. 101
And the like.

Photocurable Adhesive Composition The photocurable adhesive composition of the present invention can be obtained by mixing the above-mentioned essential components and, if necessary, desired components according to a conventional method. The photocurable adhesive composition of the present invention can be applied to adhesion of various substrates. As the base material, (meth) acrylic resin such as polymethylmethacrylate, polycarbonate resin,
Examples thereof include vinyl chloride resins, polyester resins such as polyethylene terephthalate, polystyrene resins and resins such as triacetyl cellulose, metals such as iron, aluminum, zinc and copper, and glasses such as quartz glass, optical glass and soda glass. The composition of the present invention is particularly suitable for bonding substrates having different linear expansion coefficients. The linear expansion coefficient in the present invention represents the rate at which the length L of the substance increases as the temperature T rises, and is defined by the following formula.

[0029]

[Formula 1]

Table 1 shows examples of linear expansion coefficients of various base materials. Examples of the combination of substrates having different linear expansion coefficients include glass and resin, and resin and metal. In the present invention, it is also preferably applicable to a combination having a difference in linear expansion coefficient of 3 × 10 ⁻⁵ / ° C. or more.

[0031]

[Table 1]

The photo-curable adhesive composition of the present invention can be used by applying the composition to one of the base materials or both of the base materials and bonding them together, and Light may be emitted from both sides. As a method of light irradiation, a halogen lamp, a metal halide lamp, a high-pressure mercury lamp, or the like may be used, and the conditions of a usual method may be followed.

The adhesive composition of the present invention can be preferably applied to substrates having different linear expansion coefficients as described above, but specific applications produced by combining such substrates are as follows. , A resin substrate and a glass substrate, and an electromagnetic wave and / or near-infrared ray blocking filter in the manufacture of the resin substrate and the glass substrate are adhered, and it is composed of two glass substrates including a phosphor such as a plasma display. It is preferably used for bonding a resin base material and a display body in the production of a display composed of the display body and the resin base material.

In the filter for blocking electromagnetic waves and / or near infrared rays using the adhesive composition of the present invention, the resin base material constituting the filter is a methacrylate resin such as polymethylmethacrylate, a polyester resin such as polyethylene terephthalate resin, Examples thereof include polycarbonate resin, polystyrene resin and triacetyl cellulose resin. As the resin base material, either a resin film or a resin substrate can be used. In the case of a near-infrared cutoff filter, it is possible to use a resin substrate in which a nickel-based, aluminum-based, diimonium-based, antimony-based, and phthalocyanine-based dye for absorbing near infrared rays is dispersed in a resin plate. preferable. When a resin substrate is used as the resin base material, the resin substrate can be manufactured by blending a dye with a resin and molding the resin substrate by a melt extrusion method or the like. Further, a resin substrate and a near-infrared ray blocking film in which a dye is dispersed in a resin film can be used in combination. When using a near-infrared shielding film, the film between the resin substrate and the glass substrate, or on the front surface of the resin plate,
The photocurable adhesive composition may be used for adhesion. Examples of near-infrared cutoff filters using the adhesive composition of the present invention include those composed of a resin substrate in which a pigment is dispersed / cured layer of adhesive composition / glass substrate. In the case of an electromagnetic wave blocking filter, copper, gold,
An electromagnetic shielding material is used in which a metal such as silver, aluminum or tin, a salt of the metal, or an oxide such as ITO is vapor-deposited or sputtered on a resin film or resin mesh such as polyethylene terephthalate. The electromagnetic wave shielding material may be adhered between the resin base material and the glass substrate or on the front surface of the resin base material using a photocurable adhesive composition.
Examples of electromagnetic wave shielding filters using the adhesive composition of the present invention include resin substrate / adhesive composition cured product layer /
Examples include a metal vapor deposition mesh layer / glass substrate. Further, an example of an electromagnetic wave and near infrared ray shielding filter using the adhesive composition of the present invention is composed of a dye-dispersed resin substrate / adhesive composition cured product layer / metal vapor deposition mesh layer / glass substrate. Etc.

In a display which uses the adhesive composition of the present invention and which is composed of two glass substrates containing a phosphor and a resin base material and which is excellent in impact resistance from the front. Examples of the resin base material include acrylic resin and polycarbonate resin. As the resin substrate, those in which the above-mentioned dye is dispersed can be used in order to block near-infrared rays. As the resin base material, either a resin film or a resin substrate can be used.

[0036]

EXAMPLES The present invention will be described more specifically with reference to Examples and Comparative Examples. In each example, “part” means part by weight. Examples 1 to 5 Components (A) to (D) of the types and amounts shown in Table 2 were blended according to a conventional method to produce a composition. The viscosity of the obtained composition was measured. Moreover, the obtained composition was evaluated according to the following test methods. The results are shown in Table 3.

[0037]

[Table 2]

However, the numbers in Table 2 mean the number of copies, and the symbols have the following meanings.・ UN9200A: Art Resin UN9200A, urethane acrylate, manufactured by Negami Kogyo Co., Ltd. ・ M1310: Aronix M1310, urethane acrylate, manufactured by Toagosei Co., Ltd. ・ M110: Aronix M110, paracumylphenol ethylene oxide 1 mol modified acrylate [Formula (1 ), R ¹ is a hydrogen atom, R ² is an ethylene group, and n is 1.], Toagosei Co., Ltd. compound A: a compound represented by the following formula (3) [formula (2)
Wherein the compound R ³ is a hydrogen atom]

[0039]

[Chemical 5]

HEMA: 2-hydroxyethyl methacrylate, manufactured by Mitsubishi Gas Chemical Co., Inc. HOP-A: light ester HOP-A, 2-hydroxypropyl acrylate, manufactured by Kyoeisha Oil & Fat Co., Ltd. M5700: Aronix M5700, 2- Hydroxy-3-phenoxypropyl acrylate, manufactured by Toagosei Co., Ltd., Irg651: Irgacure 651, benzyl dimethyl ketal, manufactured by Ciba Geigy Inc., Lucillin TPO: 2,4,6-trimethylbenzoyldiphenylphosphine oxide, manufactured by BASF.

○ Test method The obtained composition was applied to a test piece and attached to the other test piece. Using a conveyor type 80W high pressure mercury lamp made by Ushio, 2000mJ / c
Irradiation was performed under the condition of m ² to bond the test pieces. This was used as a test body. The test piece used was a 3 cm square acrylic resin (hereinafter abbreviated as A) having a thickness of 2 mm, a polycarbonate resin having a thickness of 3 mm (hereinafter abbreviated as P), and a soda glass having a thickness of 1 mm (hereinafter G.
An iron plate (hereinafter abbreviated as F) having a thickness of 1 mm was used. For the heat resistance test, place the test piece in an oven at 80 ° C
The state of the adhesive surface after being put for 00 hours was visually observed. In the moist heat resistance test, the state of the adhesive surface after the test body was left in a thermo-hygrostat (50 ° C., 95% humidity) for 500 hours was visually observed. In the thermal cycle test, the test body is -4.
It was left at 0 ° C. and 85 ° C. for 30 minutes each, and after repeating 100 cycles, the state of the adhesive surface was visually observed.
In Table 4, for example, A / G means that acrylic and glass are bonded together. Further, ◯, Δ, and x have the following meanings. ○: No peeling △: Partial peeling ×: Most peeling −: Initial non-bonding (because UV rays were absorbed by the polycarbonate plate)

[0042]

[Table 3]

Comparative Examples 1 to 3 Components (A) to (D) of the types and amounts shown in Table 4 were blended according to a conventional method to prepare compositions. The viscosity of the obtained composition was measured. The composition obtained was evaluated in the same manner as in the examples. The results are shown in Table 5.

[0044]

[Table 4]

However, the numbers in Table 4 mean the number of copies, and the symbols have the same meanings as in Table 2 except for the following. -ACMO: Acryloylmorpholine, manufactured by Kojin Co., Ltd.-M150: Aronix M150, N-vinyl-pyrrolidone, manufactured by Toagosei Co., Ltd.

[0046]

[Table 5]

Example 9 The adhesive of Example 1 was applied to glass in the production of an electromagnetic wave and near-infrared ray shielding filter composed of 40-inch glass containing a near-infrared absorber / metal-coated resin mesh / acrylic resin plate. After the composition was applied, a metal-coated resin mesh and an acrylic resin plate were laminated in this order and irradiated with light to cure and bond the adhesive composition. The obtained electromagnetic wave and near-infrared ray blocking filter had good initial adhesiveness, heat resistance and durability.

Example 10 The adhesive composition of Example 1 was applied to an acrylic plate, a 40-inch plasma display was attached to the acrylic plate, and light irradiation was carried out to cure and bond the adhesive composition. The resulting display had good initial adhesion, heat resistance and durability.

[0049]

EFFECT OF THE INVENTION The photocurable adhesive composition of the present invention has good heat resistance and durability even in adhering substrates having different linear expansion coefficients, and is therefore useful for adhering various substrates. Particularly, it is useful for manufacturing an electromagnetic wave and / or near-infrared ray blocking filter, and a display in which a display main body and a resin base material are bonded together.

Continued front page    F-term (reference) 4F100 AG00B AK01A AK25C AK25K                       AK51C AL05C AL06C BA03                       BA07 BA10A BA10B BA26                       CA30C GB07 GB32 GB90                       JA02A JA02B JD08 JD10                       JL00 YY00C                 4J040 FA161 FA162 FA291 FA292                       GA05 GA08 HB13 HB19 HB21                       HC26 HD19 HD27 JB08 KA13                       MA02 MA05 MA10 MB05 NA17                       NA21 PA32                 5E321 AA04 BB21 CC16 GG05 GH01

Claims (4)

[Claims] 1. A urethane (meth) acrylate (A),
(B) a compound having one (meth) acryloyl group represented by the following general formula (1) and / or formula (2), (C) a hydroxyl group other than the compound represented by the following general formula (2) and 1 A composition having a number of ethylenically unsaturated double bonds, and (D) a photopolymerization initiator, comprising (A):
The proportions of the components (B) and (C) are 5 to 60% by weight and 10 to 9%, respectively, based on the total amount of the curable components in the composition.
0% by weight and 5 to 60% by weight, and the ratio of the component (D) is 0.1 to 100 parts by weight of the total amount of the curable components.
10 parts by weight of a photocurable adhesive composition. [Chemical 1] [In Formula (1), R ¹ is a hydrogen atom or a methyl group, R ² is an alkylene group having 1 to 4 carbon atoms, and n is 1
It is an integer of -10. ] [Chemical 2] [In the formula (2), R ³ is a hydrogen atom or a methyl group. ] 2. A bonding method, which comprises bonding substrates having different linear expansion coefficients to each other by using the composition according to claim 1, and then irradiating the substrates with light. 3. A filter for blocking electromagnetic waves and / or near infrared rays, which is obtained by bonding a resin substrate and a glass substrate with the composition according to claim 1. 4. A display obtained by bonding a display main body composed of two glass substrates containing a phosphor and a resin base material with the composition according to claim 1.