KR20190045235A - Curable resin composition, image display device, and manufacturing method of image display device - Google Patents

Abstract

Disclosed is a curable resin composition comprising a photo radical polymerization initiator, a monomer component, a colorant, and a photoacid generator, wherein the monomer component comprises a monomer having one radically polymerizable group and a cyclic ether group. Also disclosed is a curable resin composition containing a photo radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, wherein the monomer component comprises a monomer having one radically polymerizable group .

Description

Curable resin composition, image display device, and manufacturing method of image display device

The present invention relates to a curable resin composition, an image display apparatus, and a method of manufacturing an image display apparatus.

2. Description of the Related Art An image display device used in an information terminal such as a smart phone has an image display portion (including a liquid crystal panel, a cover glass, etc.) having an image display surface and a frame portion for supporting the image display portion. And adhered and fixed with an adhesive tape. As this pressure-sensitive adhesive tape, a black pressure-sensitive adhesive tape having a light-shielding property is generally used to prevent deterioration in image quality due to light leakage between the image display portion and the frame portion (see, for example, One).

Japanese Patent No. 5658072

In recent years, in the image display apparatus, the edgings and shading layers around the image display surface are being narrowed, and the frame portions of the image display portions supporting these are also being narrowed. This tends to narrow the area of adhesion between the image display portion and the frame portion. It is difficult to perform fine processing of the pressure-sensitive adhesive tape in order to cope with the narrowed bonding area and to bond the pressure-sensitive adhesive tape to the narrowed bonding area.

The present invention can be used to form a light-shielding layer capable of efficiently forming light in a narrow area while suppressing light leakage from between the image display part and the frame part in manufacturing an image display device. And a curable resin composition comprising the curable resin composition.

An aspect of the present invention provides a curable resin composition comprising a photo radical polymerization initiator, a monomer component, a colorant, and a photoacid generator, wherein the monomer component comprises a monomer having one radically polymerizable group and a cyclic ether group do.

Another aspect of the present invention relates to a photocurable composition comprising a photo-radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, wherein the monomer component comprises a monomer having a radically polymerizable group, To provide a resin composition.

According to the curable resin composition of the present invention, a composition is applied to an image display portion or a frame portion of an image display device to form a frame-shaped curable resin layer, the active energy ray is irradiated onto the curable resin layer, By the simple method of joining the frame portion, it is possible to effectively form the light-shielding layer with light shielding property for suppressing light leakage between the image display portion and the frame portion, and even in a narrow region.

The inventors of the present invention have considered the reason why the above-mentioned effect can be obtained as follows. The curable resin composition according to the present invention has such a constitution as described above to promote the curing reaction of the curable resin layer by the cationic reaction of the cyclic ether group subsequent to the generation of the polymer chain by the photo radical polymerization of the radical polymerizable group . By such delayed curing, the curable resin layer having light shielding property can satisfy both the modulus of elasticity suitable for bonding and the sufficient curing ratio after bonding by irradiating the active energy ray, and even a fine adhesive surface can provide a drop impact and an image display device It is possible to form a light-shielding layer having excellent adhesion to the substrate (for example, a flexible printed circuit board (FPC)), which is capable of suppressing peeling and peeling due to the repulsive force and the like, have.

The curable resin composition may further contain a polymer. When the curable resin composition contains a polymer, the curable resin layer after irradiation with an active energy ray can easily have a pressure-sensitive adhesive property that facilitates bonding between the image display portion and the frame portion.

When the active energy ray is irradiated, the curable resin composition may exhibit the pressure-sensitive adhesive property.

The curable resin composition may have a pressure-sensitive adhesive force of 10 N / cm ² or more as determined by the following method.

A curable resin composition was applied on a first glass base material (base material) having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm and a thickness of 50 占 퐉 in the longitudinal direction of the curable resin layer 1 glass substrate so that the curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation amount of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² , and light irradiation was performed within 1 minute Having a width of 25 mm, a length of 75 mm and a thickness of 1 mm on the curable resin layer of the first glass substrate and the second glass substrate so that the long side of the first glass substrate and the long side of the second glass substrate are aligned when viewed from the vertical direction, For 2 seconds to obtain a measurement sample. The test force when the first glass base material and the second glass base material of the measurement sample were peeled off in the direction of the long side opposite to each other was measured within one hour after the bonding and the test force was measured by contact between the curable resin layer and the second glass base material The value divided by the area is used as the pressure-sensitive adhesive force.

The curable resin composition may have an aspect ratio of 0.4 or more as determined by the following method.

A curable resin composition was applied onto a first glass substrate having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm and a thickness of 50 占 퐉 in the longitudinal direction of the curable resin layer, And the curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation amount of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² , and a cured resin layer having a width of 25 mm A length of 75 mm and a thickness of 1 mm is arranged so that the long side of the first glass substrate and the long side of the second glass substrate are aligned when viewed from the vertical direction and a load of 1 N is applied for 10 seconds to obtain a measurement sample . When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is defined as B (unit: mm), B / 0.6 is defined as an aspect ratio.

The curable resin composition according to the present invention can be used for forming a light shielding layer. In other words, the present invention relates to a curable resin composition comprising a photo-radical polymerization initiator, a monomer component, a colorant, and a photoacid generator, wherein the monomer component comprises a monomer having one radically polymerizable group and a cyclic ether group, And an application for forming a light shielding layer. The present invention also provides a curable resin composition comprising a photo-radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, wherein the monomer component is a curable resin containing a monomer having one radically polymerizable group To an application for forming a light-shielding layer of a composition. The present invention also provides a curable composition for a curable resin composition comprising a photo radical polymerization initiator, a monomer component, a colorant, and a photoacid generator, wherein the monomer component comprises a monomer having one radically polymerizable group and a cyclic ether group , And an application as a light-shielding layer. The present invention also provides a curable resin composition comprising a photo-radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, wherein the monomer component is a curable resin containing a monomer having one radically polymerizable group To the application of a cured product of a composition as a light-shielding layer.

According to another aspect of the present invention, there is provided an image display apparatus including an image display section having a liquid crystal panel having an image display surface and a cover member having a light transmission section facing the image display surface, a frame section provided around the image display section and supporting the image display section, And a light shielding layer formed between the frame portion and the image display portion, wherein the light shielding layer is a cured product of the curable resin layer made of the curable resin composition according to the present invention.

According to another aspect of the present invention, there is provided an image display apparatus including an image display section having a liquid crystal panel having an image display surface and a cover member having a light transmission section facing the image display surface, a frame section provided around the image display section and supporting the image display section, A method of manufacturing an image display device having a light shielding layer formed between a frame portion and an image display portion, comprising the steps of: applying the curable resin composition according to the present invention to an image display portion or a frame portion to form a frame-shaped curable resin layer A step of advancing the curing reaction of the curable resin layer by irradiating an active energy ray to the curable resin layer and a step of bonding the image display part and the frame part while interposing the curable resin layer in the above- Wherein the light-shielding layer is the curable resin layer in which the curing reaction proceeds.

According to the method for manufacturing an image display apparatus according to the present invention, it is possible to efficiently manufacture an image display apparatus having a light shielding layer capable of sufficiently suppressing light leakage from between an image display section and a frame section even in a narrow area.

In the above method, the curable resin layer at the time of bonding the image display portion and the frame portion may have pressure-sensitive adhesive property.

In the above method, the image display section and the frame section may be joined so that an aspect ratio represented by the following formula is 0.4 or more.

The aspect ratio = B '/ A'

Wherein A 'represents a width at a predetermined portion of the frame-shaped curable resin layer applied to one of the image display portion and the frame portion, and B' represents a width after the image display portion and the frame portion are bonded And the width of the curable resin layer in contact with the other of the image display portion and the frame portion at the predetermined portion of the curable resin layer.

The method may further include a step of further advancing the curing reaction of the curable resin layer after the step of bonding the image display part and the frame part. As a result, the light shielding layer can adhere the image display portion and the frame portion with a higher adhesive force, and an image display device including the light shielding layer having more excellent light leakage prevention can be obtained.

According to an aspect of the present invention, in manufacturing an image display device, a light-shielding layer which suppresses light leakage from between an image display portion and a frame portion and which can be efficiently formed even in a narrow region is formed A curable resin composition which can be used for the present invention can be provided.

1 is a view for explaining a method for measuring a pressure-sensitive adhesive force of a curable resin layer.
Fig. 2 is a view for explaining a method of measuring the aspect ratio at the bonding of the curable resin layer. Fig.
3 is a cross-sectional view showing an embodiment of an image display apparatus.
4 is a perspective view showing an embodiment of a method for manufacturing an image display apparatus.
5 is a perspective view showing an embodiment of a method for manufacturing an image display apparatus.
6 is a perspective view showing an embodiment of a method for manufacturing an image display apparatus.
7 is a perspective view showing an embodiment of a method for manufacturing an image display apparatus.
8 is a perspective view showing a method of measuring the adhesive force.
9 is a perspective view showing a method of measuring the adhesive force.
10 is a perspective view showing a method of evaluating the light shielding property.

Hereinafter, embodiments of the present invention will be described in detail with reference to the drawings. In the drawings, the same or equivalent parts are denoted by the same reference numerals, and redundant descriptions may be omitted. The positional relationship of the upper, lower, left, and right sides is based on the positional relationship shown in the drawings unless otherwise specified. The dimensional ratios in the drawings are not limited to those shown in the drawings.

In the present specification, "(meth) acrylate" means "acrylate" and the corresponding "methacrylate". Similarly, "(meth) acryl" means "acryl" and the corresponding "methacryl", and "(meth) acryloyl" means "acryloyl" and the corresponding "methacryloyl" it means.

The first curable resin composition of the present embodiment is a composition comprising a photo radical polymerization initiator (hereinafter also referred to as "component (A)"), a monomer component (hereinafter also referred to as "component (B)") (Hereinafter also referred to as "component (C)") and a photoacid generator (hereinafter also referred to as "component (D)"), wherein the monomer component is a monomer having one radically polymerizable group and a cyclic ether group ) Component ").

The second curable resin composition of the present embodiment contains a photo radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group (hereinafter also referred to as "component (E)") (Hereinafter, also referred to as a " component (B2) component ") having one radically polymerizable group. In the present embodiment, the component (E) is a compound having no radical polymerizable group.

Component (A): Photo radical polymerization initiator

The photo radical polymerization initiator is a component that generates a free radical by irradiation of an active energy ray to accelerate a curing reaction (polymerization reaction) by radical polymerization of a monomer component. Here, the active energy ray can be selected from ultraviolet ray, electron ray,? Ray,? Ray and the like.

Specific examples of the photoradical polymerization initiator include benzophenone, N, N'-tetramethyl-4,4'-diaminobenzophenone (Michler's ketone), N, N-tetraethyl-4,4'-diaminobenzophenone , 4-methoxy-4,4'-dimethylaminobenzophenone,? -Hydroxyisobutylphenone, 2-ethylanthraquinone, tert-butyl anthraquinone, 1,4-dimethylanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methyl anthraquinone, 1,2-benzoanthraquinone, 2-phenylanthraquinone, 1,4-naphthoquinone, 9,10-phenanthraquinone, 2-chlorothioxanthone, 2,2-dimethoxy-1,2-diphenylethane-1-one and 2,2-diethoxyacetophenone; Benzoin compounds such as benzoin, methylbenzoin and ethylbenzoin; Benzoin ether compounds such as benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether and benzoin phenyl ether; Benzyl compounds such as benzyl and benzyl dimethyl ketal; ester compounds such as? - (acridin-9-yl) (meth) acrylic acid; Acridine compounds such as 9-phenylacridine, 9-pyridylacridine, and 1,7-diacridinoheptane; 2- (o-chlorophenyl) -4,5-di (m-methoxyphenyl) imidazole dimer, 2- ( (o-methoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methoxyphenyl) -4,5-diphenylimidazole dimer, 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazole dimer, 2,4-di (p-methoxyphenyl) 5-phenylimidazole dimer, 2- 2,4,5-triarylimidazole dimer such as diphenyl imidazole dimer and 2- (p-methylmercaptophenyl) -4,5-diphenylimidazole dimer; 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino-1-propane And the like; 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 1- [4- (2- hydroxyethoxy) -phenyl] -2- 2-methyl-propan-1-one, 2-hydroxy-1- {4- [4- (2- -Hydroxyalkylphenone-based compounds such as 1-on, oligo {2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propanone}; Phenylglyoxylic acid methyl ester; Bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide, 2,4,6- And phosphine oxide-based compounds such as diphenylphosphine oxide. The photo radical polymerization initiator may be used alone or in combination of two or more. From the viewpoints of curability, reactivity, and surface hardenability, a photo radical polymerization initiator may be selected from an aromatic ketone compound, an? -Hydroxyalkylphenone compound, and phenylglyoxylic acid methyl ester.

The photoradical polymerization initiator may be a compound which generates both a free radical and a base (for example, a secondary amino group or a tertiary amino group) upon irradiation with an active energy ray. Specific examples of such photoradical polymerization initiators include (4-morpholinobenzoyl) -1-benzyl-1-dimethylaminopropane ("Irgacure 369", BASF Japan), 4- (methylthiobenzoyl) (1-methyl-1-morpholinoethane (Irgacure 907, BASF Japan), 2- (dimethylamino) -2 - [ Morpholinyl) phenyl] -1-butanone ("Irgacure 379", manufactured by BASF Japan); Oxime esters such as CGI-325, Irgacure OXE01, Irgacure OXE02 (manufactured by BASF Japan), N-1919 and NCI-831 Compounds. Of these, an? -Amino acetophenone compound may be selected.

The content of the photo radical polymerization initiator in the curable resin composition is preferably not less than 2% by mass and not more than 4% by mass with respect to the total amount of the curable resin composition from the viewpoints of pressure-sensitive adhesiveness, reliability and curability, % Or more, or 6 mass% or more, and 14 mass% or less, 12 mass% or less, or 10 mass% or less.

Component (B): monomer component

Examples of the radically polymerizable group of component (B1) include (meth) acryloyl group, vinyl group, ethynyl group, isopropenyl group, vinyl ether group and vinyl thioether group. Examples of the component (B1) include glycidyl (meth) acrylate, 3,4-epoxycyclohexylethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate glycidyl ether, propylene oxide (PO) modified bisphenol A diglycidyl ether diacrylate, novolac part epoxy acrylate, acrylic acid adduct of bisphenol A diglycidyl ether, 3-oxetanylmethyl (meth) acrylate, 3-methyl- 3-oxetanylmethyl (meth) acrylate, 3-ethyl-3-oxetanylmethyl (meth) acrylate, 3- Oxetanylmethyl (meth) acrylate. The component (B1) may be an allyl glycidyl ether.

The component (B1) may be used singly or in combination of two or more kinds.

The content of the component (B1) is preferably 0.1% by mass or more, 1% by mass or more, more preferably 1% by mass or more, more preferably 1% by mass or more, Or 3 mass% or more, and 15 mass% or less, 10 mass% or less, or 5 mass% or less.

As the component (B2), monofunctional monomers having one radically polymerizable group can be exemplified. Examples of the radically polymerizable group of component (B2) include (meth) acryloyl group, vinyl group, ethynyl group, isopropenyl group, vinyl ether group and vinyl thioether group. The monofunctional monomer may be a compound having a (meth) acryloyl group.

The monofunctional monomer having a (meth) acryloyl group may be an alkyl (meth) acrylate. In this case, the number of carbon atoms of the alkyl group in the case is preferably 4 or more, 6 or more, or 8 or more Or less, 20 or less, 18 or less, or 16 or less. The alkyl group of the alkyl (meth) acrylate may have a substituent such as a hydroxyl group.

Specific examples of monofunctional monomers having a (meth) acryloyl group include n-butyl (meth) acrylate, tert-butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) Alkyl (meth) acrylates such as lauryl (meth) acrylate and tridecyl (meth) acrylate; (Meth) acrylate, 3-hydroxypropyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (Meth) acrylate such as 4-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 2- A hydroxyl group-containing alkyl (meth) acrylate; (Meth) acrylamides such as dimethyl (meth) acrylamide, isopropyl (meth) acrylamide and dimethylaminopropyl (meth) acrylamide; Hydroxyl group-containing (meth) acrylamides such as hydroxyethyl (meth) acrylamide; Polyethylene glycol mono (meth) acrylate such as diethylene glycol, triethylene glycol and the like; Polypropylene glycol mono (meth) acrylate such as dipropylene glycol mono (meth) acrylate and tripropylene glycol mono (meth) acrylate; Polybutylene glycol mono (meth) acrylate such as dibutylene glycol mono (meth) acrylate and tributylene glycol mono (meth) acrylate; (Meth) acrylate containing a morpholine group such as acryloylmorpholine; Dicyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyloxyethyl methacrylate, and isobornyl (meth) acrylate. These compounds may be used alone or in combination of two or more. (Mono) acrylate, dicyclopentenyl (meth) acrylate, and isobornyl (meth) acrylate are preferable from the viewpoints of the solubility of the dye, the adhesive strength, the resistance to heat and moisture, Or a compound selected from dicyclopentenyl (meth) acrylate, and isobornyl (meth) acrylate.

The component (B2) may be used alone or in combination of two or more.

In the first curable resin composition of the present embodiment, the component (B) may contain not only the component (B1) but also at least one component (B2). In the first curable resin composition of the present embodiment, the component (B2) is a compound other than the component (B1).

The content of the component (B2) is preferably 10% by mass or more, more preferably 10% by mass or more, and more preferably 10% by mass or more, with respect to the total amount of the curable resin composition, from the viewpoints of obtaining a curable resin composition having an appropriate viscosity, 15 mass% or more, or 20 mass% or more, and 80 mass% or less, 70 mass% or less, or 60 mass% or less. When the content of the component (B2) is 10% by mass or more, a curable resin composition having an appropriate viscosity which contributes to good coatability tends to be obtained, and the solubility of the colorant tends to be improved. When the content of the component (B2) is 80 mass% or less, the hardening shrinkage tends to be lowered. When the hardening shrinkage ratio is low, it is possible to suppress a decrease in adhesive force due to stress.

The monomer component of component (B) may further comprise a multifunctional monomer having two or more radically polymerizable groups. In this case, the content of the polyfunctional monomer may be 5% by mass or less based on the total amount of the monomer component (B).

(C): Colorant

The coloring agent is a component that imparts adequate light shielding property to the light-shielding layer formed by coloring the curable resin composition and the light-shielding layer. There is no particular limitation on the color of the coloring agent, and a colorant having various colors can be used. Indicates black. The colorant may include, for example, dyes, and / or pigments. From the viewpoint of obtaining a uniform curable resin composition, a colorant dissolved in the monomer component may be selected.

The colorant dissolves in the monomer component can be confirmed by the following method. 10 ml of a monomer component (temperature 25 占 폚) and 10 mg of a coloring agent (solid content mass) were added to a 50 ml beaker, and the mixture was stirred for 1 minute using a glass rod. Thereafter, when the solids of the coloring agent can not be confirmed by visual observation, it is judged that the coloring agent dissolves in the monomer component.

From the viewpoint of light shielding property, the average transmittance of the visible light of the colorant may be 50% or less, 45% or less, or 40% or less. Here, the average transmittance of visible light refers to the average transmittance of light with a wavelength of 400 to 700 nm. The average transmittance of visible light was measured with a spectroscopic colorimetric system (for example, " CM-3700A " manufactured by Konica Minolta Co., Ltd.) with a light transmittance of a colorant solution comprising 100 parts by mass of a solvent in which a colorant is dissolved and 0.1 part by mass of a colorant. , The average value of each measured value obtained is measured, and the average transmittance is determined as an average transmittance. The coloring agent dissolves in the solvent can be confirmed by the same method as the above-mentioned " coloring agent dissolves in the monomer component ".

(Hereinafter also referred to as " irradiated transmittance ") at a peak wavelength of light (active energy ray) irradiated for progressing the curing reaction is preferably 10% or more, 20% Or more. The irradiation light transmittance may be 60% or more, 65% or more, or 70% or more. By using a coloring agent having a high irradiation light transmittance, the curing reaction by photo radical polymerization can be promoted efficiently while ensuring sufficient light shielding property. The irradiated light transmittance of the coloring agent was measured by measuring the light transmittance of the coloring agent at the peak wavelength of the light (active energy ray) irradiated for the curing reaction of the coloring agent solution comprising 100 parts by mass of the solvent in which the coloring agent dissolved and 0.1 part by mass of the coloring agent , And the decomposition wavelength is 1 nm. As a measuring apparatus, a visible ultraviolet spectrophotometer (e.g., " UV-2400PC " manufactured by Shimazu Seisaku-sho, Ltd.) may be used. The measurement range is set to, for example, 300 to 780 nm.

The coloring agent may include at least one selected from the group consisting of, for example, phthalocyanine blue, phthalocyanine green, iodine green, diazo yellow, aniline black, perylene black, and fluororan.

The content of the colorant may be 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more, and 10% by mass or less and 7.5% by mass or less based on the total amount of the curable resin composition from the viewpoint of obtaining an effect of shielding visible light , Or 5 mass% or less.

The component (D) may be a compound which undergoes change in the molecular structure or cleavage of the molecule upon irradiation with an active energy ray to generate one or more acidic substances capable of functioning as a curing catalyst for the ionic reaction. The component (D) can function as a curing catalyst for the cationic reaction of the components (B1) and (E).

Examples of the component (D) include an onium salt compound, a sulfone compound, a sulfonic acid ester compound, a sulfonimide compound, a disulfonyldiazomethane compound, a disulfonylmethane compound, an oxime sulfonate compound, a hydrazinesulfonate compound, Triazine compounds, nitrobenzyl compounds, organic halogenated products, and disulfone. Examples of commercially available products of the photo acid generators include "SAIRACURE UVI-6970", "SAIRACURE UVI-6974", "SAIRACURE UVI-6990", "SAIRACURE UVI-950" (Irgacure 250), Irgacure 261, Irgacure 264, Irgacure 270, Irgacure 290 (manufactured by BASF), CG-24 -61 (manufactured by Ciba-Geigy), ADEKA OPTOMER SP-150, ADEKA OPTOMER SP-151, ADEKA OPTOMER SP-170, ADEKA OPTOMER UVAC 1590 " (manufactured by Daicel & Cytec Co., Ltd.), " CI (registered trademark) CI-2664 "," CI-2664 "," CI-2664 "," CI- PI-2074 " (manufactured by Rhodia), tetrakis (pentafluorophenyl) borate tallate (manufactured by Nippon Soda Co., Ltd.) BBI-103 "," MPI-103 "," BDS-105 "," TPS-103 "," DDS-103 "," NAT-103 "," NDS-103 "," BMS "," CD-1010 "," CD-1012 "(manufactured by Sartomer Company, USA)," CPI- UVI-6992 "," UVI-6976 "(more than 100P)," CPI-101A "," CPI-110P "," CPI-110A "," CPI- , Manufactured by Dow Chemical Company).

The component (D) may be used singly or in combination of two or more kinds.

The content of the component (D) is preferably not less than 2% by mass, not less than 4% by mass, or not more than 6% by mass, based on the total amount of the curable resin composition, from the viewpoints of reduced pressure bonding, reliability, Or more, and may be 14 mass% or less, 12 mass% or less, or 10 mass% or less.

As the component (E) contained in the second curable resin composition of the present embodiment, for example, there is a compound having an epoxy group and / or an oxetane group. Specific examples of these compounds include glycidyl ether, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, stearyl glycidyl ether, lauryl glycidyl ether, butoxypolyethylene glycol glycidyl ether, phenol Methylphenyl glycidyl ether, p-ethylphenyl glycidyl ether, p-sec-butylphenyl glycidyl ether, p-tert-butylphenylglycidyl Monofunctional epoxy compounds; Bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether, bisphenol S diglycidyl ether, hydrogenated bisphenol A diglycidyl ether, hydrogenated bisphenol F diglycidyl ether, hydrogenated bisphenol AD diglycidyl ether Polyglycidyl ethers of bisphenols such as < RTI ID = 0.0 > 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerin triglycidyl ether, trimethylol propane triglycidyl ether, polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, Polyglycidyl ethers of polyhydric alcohols such as cidyl ether; Aliphatic polyglycidyl ethers of polyether polyols obtained by adding one or more alkylene oxides to aliphatic polyhydric alcohols such as ethylene glycol, propylene glycol and glycerin; Epoxycyclohexylethyl-3 ', 4'-epoxycyclohexanecarboxylate, 2- (3,4-epoxycyclohexyl-5,5-spiro-3,4-epoxy) cyclohexane- (3,4-epoxy-6-methylcyclohexylmethyl) adipate, 3,4-epoxy-6-methylcyclohexyl-3 ' (3,4-epoxycyclohexylethyl) ether of ethylene glycol, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, dicyclohexylcarbodiimide, 4'- Having a 3,4-epoxycyclohexyl carboxyl group such as ethylene bis (3,4-epoxycyclohexanecarboxylate) and lactone-modified 3,4-epoxycyclohexylethyl-3 ', 4'-epoxycyclohexanecarboxylate Polyfunctional epoxy compounds such as compounds; Ethyl-3-hydroxymethyloxetane (oxetane alcohol), 2-ethylhexyloxetane, 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, 3- Ethyl-3- (phenoxymethyl) oxetane, 3-ethyl-3-hydroxymethyloxetane and the like Monofunctional oxetane compounds; Ethyl-3 - [(3-ethyloxetane-3-yl) methoxymethyl] butane, -Oxymethyl] oxetane, 1,1,1-tris [(3-ethyloxetan-3-yl) methoxymethyl] propane and the like. The component (E) may be an oligomer having a cyclic ether group.

The component (E) may be used singly or in combination of two or more kinds.

The content of the component (E) in the second curable resin composition of the present embodiment is preferably within a range from the viewpoint of reactivity, the viewpoint of improving the adhesive strength, and the stability when the curable resin composition is a solution, , 1 mass% or more, 5 mass% or more, or 10 mass% or more, and 70 mass% or less, 50 mass% or less, or 30 mass% or less.

The first curable resin composition of the present embodiment may further comprise component (E). In this case, the content of the component (E) may be not less than 0.1% by mass, not less than 1% by mass, or not less than 3% by mass with respect to the total amount of the curable resin composition from the viewpoint of curability, 15 mass% or less, 10 mass% or more, or 5 mass% or less based on the total amount of the composition.

The curable resin composition according to the present embodiment may further contain a polymer (hereinafter also referred to as " component (F) "). The polymer contained in the curable resin composition may be an oligomer. In the present specification, the term " oligomer " means a polymer having a weight average molecular weight of 1 x 10 ⁴ or more. When the curable resin composition contains a polymer (in particular, an oligomer), the curable resin layer after light irradiation tends to have appropriate pressure-sensitive adhesiveness. In the present specification, the weight average molecular weight means a value in terms of standard polystyrene measured by gel permeation chromatography. In the present specification, the "polymer" as the component (F) is a component excluding the above-mentioned components (A) to (E).

Specific examples of the polymer (oligomer) include butadiene rubber, isoprene rubber, silicone rubber, styrene butadiene rubber, chloroprene rubber, nitrile rubber, butyl rubber, ethylene propylene rubber, urethane rubber, acrylic rubber, chlorosulfonated polyethylene rubber, Hydrogenated nitrile rubber, epichlorohydrin rubber, and the like; Poly-alpha-olefins such as polybutene; Hydrogenated? -Olefin oligomers such as hydrogenated polybutene; Polyvinyl oligomers such as atactic polypropylene; Aromatic oligomers such as biphenyl and triphenyl; Hydrogenated liquid polybutadiene and other hydrogenated polyene oligomers; Paraffinic oligomers such as paraffin oil and chlorinated paraffin oil; Cycloparaffinic oligomers such as naphthene; A polyester-based oligomer which can be produced by ester exchange or polycondensation reaction of a compound having a hydroxyl group at both terminals and a compound having an ester group or a carboxyl group at both terminals; A polyether oligomer having a hydroxyl group at both terminals, a polyether, a polycarbonate, or a polyisocyanate which can be produced by the polymerization of a polyester and a polyisocyanate; (Meth) acrylic acid polymer. Among these, (meth) acrylic acid-based polymers are preferable from the viewpoint of the pressure-sensitive adhesiveness.

The (meth) acrylic acid-based polymer is a polymer containing one or two or more monomer units derived from monomers having one (meth) acryloyl group. The (meth) acrylic acid-based polymer may be a compound having two or more (meth) acryloyl groups, a polymerizable compound having no (meth) acryloyl group (examples For example, a compound having one polymerizable unsaturated bond such as acrylonitrile, styrene, vinyl acetate, ethylene, propylene, etc., a compound having two or more polymerizable unsaturated bonds such as divinyl benzene, As shown in Fig.

Specific examples of the monomer constituting the (meth) acrylic acid-based polymer include (meth) acrylic acid; (Meth) acrylic acid amide; Acrylates such as methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, Alkyl (meth) acrylates such as isodecyl (meth) acrylate, n-lauryl (meth) acrylate and stearyl (meth) acrylate; (Meth) acrylate having an aromatic ring such as benzyl (meth) acrylate and phenoxyethyl (meth) acrylate; (Meth) acrylate having an alkoxy group such as butoxyethylene glycol (meth) acrylate, butoxyethylene glycol (meth) acrylate, and methoxy triethylene glycol (meth) acrylate; (Meth) acrylate having an alicyclic group such as cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate and dicyclopentanyl (meth) acrylate; (Meth) acrylate having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate; (Meth) acrylate such as tetraethylene glycol monomethyl ether (meth) acrylate, hexaethylene glycol monomethyl ether (meth) acrylate, octaethyleneglycol monomethyl ether (meth) acrylate and nonaethylene glycol methyl ether Monomethyl ether (meth) acrylate; Polypropylene glycol monomethyl ether (meth) acrylate such as heptapropylene glycol monomethyl ether (meth) acrylate; Polyethylene glycol ethyl ether (meth) acrylate such as tetraethylene glycol ethyl ether (meth) acrylate; A polyester oligomer having a (meth) acryloyl group, a (meth) acryloyl group having a (meth) acryloyl group, and a polyester oligomer having a (meth) acryloyl group such as tetraethylene glycol mono (meth) acrylate, hexaethylene glycol mono (meth) acrylate, octapropylene glycol mono (Meth) acrylate, poly (ethylene glycol) mono (meth) acrylate, polyethyleneglycol mono (meth) acrylate, polyethylene glycol di A polymer, and an isoprene polymer having a (meth) acryloyl group. The (meth) acrylic acid-based polymer may be a homopolymer or a copolymer containing these monomers as monomer units. The (meth) acrylic acid-based polymer may be a homopolymer or a copolymer containing a monofunctional monomer having one (meth) acryloyl group as a monomer unit. The (meth) acrylic acid-based polymer may contain (meth) acrylate having an alkyl group as a monomer unit or a (meth) acrylate having an alkyl group having a carbon number of 4 to 18 as a monomer unit.

The proportion of the (meth) acrylate having an alkyl group contained as a monomer unit per one molecule of the (meth) acrylic acid-based polymer may be 5 mass% or more and 10 mass% or more with respect to the mass of the (meth) , 95 mass% or less, and 90 mass% or less. If the ratio of the (meth) acrylate having an alkyl group is within the above range, the adhesion of the curable resin layer (light-shielding layer) after curing to an adherend such as glass, plastic, polarizer or polycarbonate tends to be improved .

(Meth) acrylate polymer having a polar group such as a hydroxyl group, a morpholino group, an amino group, a carboxyl group, a cyano group, a carbonyl group or a nitro group from the viewpoint of improving the pressure- As a monomer unit.

The weight-average molecular weight of the (meth) acrylic acid-based polymer (oligomer) may be 1 × 10 ^{4 to} 1 × 10 ⁷ . When the weight average molecular weight is within the above range, a pressure-sensitive adhesive force which does not cause peeling in a substrate or the like is particularly easily obtained in an environment of high temperature (for example, 80 ° C or higher) and high humidity (for example, 90% have. In addition, it is easy to obtain a curable resin composition having a viscosity suitable for application and having good processability.

The (meth) acrylic acid-based polymer can be prepared using known polymerization methods such as solution polymerization, emulsion polymerization, suspension polymerization, and bulk polymerization.

As the polymerization initiator in these polymerization methods, a compound capable of generating a radical by heat may also be used. Specific examples thereof include benzoyl peroxide, tert-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propylperoxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, tert- Organic peroxides such as butyl peroxyneodecanoate, tert-butyl peroxypivalate, (3,5,5-trimethylhexanoyl) peroxy, dipropionyl peroxide, diacetyl peroxide and didodecyl peroxide; Azo compounds such as 2,2'-azobisisobutyronitrile, 2,2'-azobis (2-methylbutyronitrile), 1,1'-azobis (cyclohexane-1-carbonitrile) (2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl 2,2'-azobis (2-methylpropionate) , 4,4'-azobis (4-cyanovaleric acid), 2,2'-azobis (2-hydroxymethylpropionitrile), 2,2'-azobis [2- 2-yl) propane] and the like.

The content of the component (E) may be 1% by mass or more, 5% by mass or more, 10% by mass or more, 90% by mass or less, 80% by mass or less and 70% by mass or less based on the total mass of the curable resin composition. When the content of the polymer is within the above-mentioned range, it is easy to obtain a curable resin composition having a suitable viscosity for coating and good workability. Further, the pressure-sensitive adhesiveness of the cured resin layer after light irradiation to an adherend such as glass, plastic, polarizing plate, polycarbonate or the like tends to be particularly good.

The curable resin composition may contain a gelling agent such as 1,2-hydroxystearic acid or a thixotropic agent instead of or in addition to the polymer.

The curable resin composition may further contain other additives as required. Examples of other additives include adhesion improvers such as silane coupling agents, thermal polymerization initiators, antioxidants, chain transfer agents, stabilizers, and photosensitizers.

The curable resin composition may be substantially free of an organic solvent from the viewpoint of moisture resistance and heat stability and from the viewpoint of suppressing the generation of bubbles in the cured product. As used herein, the term " organic solvent " means an organic compound that does not have a radically polymerizable group, is liquid at 25 DEG C, and has a boiling point of 250 DEG C or less at atmospheric pressure. As used herein, "substantially free of an organic solvent" means that the solvent does not contain an intentionally added organic solvent, and the curable resin composition does not exclude a solvent in which a trace amount of an organic solvent is present. Concretely, the content of the organic solvent in the curable resin composition may be 1.0 × 10 ³ ppm or less, 5.0 × 10 ² ppm or less, or 1.0 × 10 ² ppm or less based on the total amount of the curable resin composition. The curable resin composition does not need to contain any organic solvent at all.

The viscosity of the curable resin composition at 25 ° C to 70 ° C at least in some temperature ranges is preferably 10 mPa · s or more, 4.0 × 10 ² mPa · s or more, 5.0 × 10 ² mPa · s or more, ³ mPa · s or more, 2.0 × 10 ³ mPa · s or more, or 3.0 × 10 ³ mPa · and even s or more, 5.0 × 10 ⁴ mPa · s or less, 2.0 × 10 ⁴ mPa · s or less, 1.5 × 10 ⁴ mPa S or less, 1.25 x 10 ⁴ mPa s or less, or 1.0 x 10 ⁴ mPa s or less. The viscosity at 25 캜 is a value measured based on JIS Z 8803, specifically, a value measured using a B-type viscometer (for example, BL2 manufactured by Toki Kogyo Co., Ltd.). Calibration of the B-type viscometer can be performed based on JIS Z 8809-JS14000. The viscosity at a temperature exceeding 25 占 폚 can be measured in accordance with the method of measuring the viscosity at 25 占 폚.

When the active energy ray is irradiated, the curable resin composition can exhibit the pressure-sensitive adhesive property.

The curable resin composition, that the pressure-sensitive adhesive force not less than 10N / cm ^2, and preferably, and more preferably at least 20N / cm ^2, still more preferably not less than 40N / cm ^2. The measurement of the pressure-sensitive adhesive force is carried out under the following methods and conditions.

(Method of measuring pressure-sensitive adhesive force)

A curable resin composition was applied onto a first glass substrate having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm and a thickness of 50 占 퐉 in the longitudinal direction of the curable resin layer, And the curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation amount of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² , and a cured resin layer having a width of 25 mm A length of 75 mm and a thickness of 1 mm is arranged so that the long side of the first glass substrate and the long side of the second glass substrate are aligned when viewed from the vertical direction and a load of 1 N is applied for 10 seconds to obtain a measurement sample (Fig. 1). The test force when the first glass base material and the second glass base material of the measurement sample were peeled off in the direction of the long side opposite to each other was measured within one hour after the bonding and the test force was measured by contact between the curable resin layer and the second glass base material The value divided by the area is used as the pressure-sensitive adhesive force. 1, 101 denotes a first glass substrate, 102 denotes a second glass substrate, 103 denotes a curable resin layer, and D denotes a releasing direction.

From the viewpoint of the wettability of the resin, it is preferable that the curable resin composition has a resin characteristic that the aspect ratio of the formed curable resin layer after bonding is increased. The specific aspect ratio is preferably 0.4 or more, more preferably 0.6 or more, and even more preferably 0.8 or more. When the aspect ratio is 0.4 or more, the wettability is easily ensured, and the adhesion to the member is easily obtained. The measurement of the value of the aspect ratio is performed by the following method and conditions.

(Method of measuring aspect ratio)

A curable resin composition was applied onto a first glass substrate having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm and a thickness of 50 占 퐉 in the longitudinal direction of the curable resin layer, And the curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation amount of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² , and a cured resin layer having a width of 25 mm A length of 75 mm and a thickness of 1 mm is arranged so that the long side of the first glass substrate and the long side of the second glass substrate are aligned when viewed from the vertical direction and a load of 1 N is applied for 10 seconds to obtain a measurement sample (Fig. 2 (a) and (b)). When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is defined as B (unit: mm), B / 0.6 is defined as an aspect ratio. 2, reference numeral 104 denotes a first glass substrate, 106 denotes a second glass substrate, 105 denotes a curable resin layer, and A denotes 0.6 (width of the curable resin layer).

The curable resin composition of the present embodiment forms a light-shielding layer capable of efficiently forming light in a narrow space even when a light shielding property for suppressing light leakage is provided between the image display portion and the frame portion in manufacturing an image display device Can be used to.

Next, an image display apparatus having a light-shielding layer formed of a curable resin composition and a method of manufacturing the same will be described.

3 is a cross-sectional view showing an embodiment of the image display apparatus. The image display apparatus 100 shown in Fig. 3 includes an image display section 1 composed of a liquid crystal panel 41 having an image display surface 41S, a cover member 20, and a light-transmitting pressure sensitive adhesive layer 42, A backlight unit 43 for supplying light to the liquid crystal panel 41, a frame unit 5 for supporting the image display unit 1 and accommodating the liquid crystal panel 41 and the backlight unit 43, Shielding layer 3 formed between the light-shielding layer 5 and the image display section 1. [ The cover member 20 includes a cover glass 21 having a light transmitting portion 25 opposed to the image display surface 41S and a cover glass 21 on the main surface of the cover glass 21 on the image display surface 41S side. And a frame portion 22 provided on the peripheral portion. The light-transmissive pressure-sensitive adhesive layer 42 is interposed between the liquid crystal panel 41 and the cover member 20 to bond them. The light-transmitting pressure-sensitive adhesive layer 42 may be generally referred to as OCA (optical clear adhesive). The backlight unit 43 has a light source 45 and an optical sheet unit 46 for supplying the light from the light source 45 to the liquid crystal panel 41. [

The frame section 5 includes a resin frame 51 provided around the liquid crystal panel 41 and the backlight section 43 and a backlight frame 52 accommodating the backlight section 43 on the outside of the resin frame 51, And a housing frame 53 for accommodating the backlight frame 52. The resin frame 51 supports the image display section 1 by adhering to the periphery of the liquid crystal panel 41 and the frame section 22 of the cover member 20 while interposing the light shielding layer 3 . The backlight frame 52 supports the image display unit 1 by adhering to the frame unit 22 while interposing the light shielding layer 3 therebetween. The housing frame 53 supports the image display section 1 by adhering to the frame section 22 while interposing the light shielding layer 3 therebetween.

The image display device 100 of Fig. 3 has four light-shielding layers 3 which are arranged between the liquid crystal panel 41 or the cover member 20 (frame portion 22) and the frame portion 5 Is installed. The light shielding layer 3 may have a light transmittance to such an extent that light leakage from the backlight portion 43 is substantially not visible. Specifically, the average light transmittance of the light-shielding layer 3 at 400 to 700 nm may be less than 10%. The average light transmittance may be, for example, a value measured under the condition of irradiating light in the thickness direction of the light shielding layer 3.

The light shielding layer 3 may form a closed frame shaped body that completely surrounds the periphery of the backlight section 43. The light shielding layer 3 may be formed in an open state surrounding a part of the periphery of the backlight section 43 And a frame-shaped body may be formed. At least one member selected from the resin frame 51, the backlight frame 52 and the housing frame 53 and the light shielding layer 3 between the image display member 1 and the image display member 1 are coated with the curable resin composition And irradiation of an active energy ray. A part of the light shielding layer of the image display device may be formed by a pressure sensitive adhesive tape.

The width W of each light shielding layer 3 in a direction perpendicular to the direction in which the light shielding layer 3 extends may be 0.5 mm or less. When the width W is narrow, an image display device having a narrower frame portion and excellent in design characteristics can be obtained. The lower limit of the width W is not particularly limited and may be about 0.2 mm.

The members constituting the image display section 1 and the frame section 5 can be appropriately selected from those usually used in the field of image display apparatuses. The optical sheet portion 46 of the backlight portion 43 generally includes a lens sheet, a diffusion sheet, a light guide plate (light guide plate), a reflective sheet, and the like. The configuration of the optical sheet image display device is not limited to the configuration of Fig. 3, and the number and the shape of the frame, the portion where the light shielding layer is provided, and the like can be appropriately changed. For example, the frame portion 22 may not be provided, and the peripheral portion of the cover glass 21 and the frame portion 5 may be adhered while interposing the light shielding layer 3 therebetween.

4 and 5 are perspective views showing one embodiment of a method of manufacturing an image display apparatus. The method shown in Figs. 4 and 5 is a method in which a curable resin composition is applied to a predetermined portion (periphery of the main surface on the back side) of the image display unit 1 (for example, a cover member) (Fig. 4 (b)) of advancing the curing reaction of the curable resin layer 3A by irradiating the active energy ray h? To the curable resin layer 3A, And a step (FIG. 5) of bonding the image display section 1 and the frame section 5 while interposing the curable resin layer 3A on which the curing reaction proceeds. As the curing reaction progresses in the curable resin layer 3A, the light shielding layer 3 is formed.

Figs. 6 and 7 are perspective views showing one embodiment of a method for manufacturing an image display apparatus. Fig. In this method, the frame-like curable resin layer 3A is formed by applying the curable resin composition to the frame portion 5. [ The other points are the same as the methods in Figs. 4 and 5.

Hereinafter, an embodiment of a method of manufacturing the image display apparatus 100 of FIG. 3 will be described in more detail with reference to the method of FIGS. 4 and 5 as an example.

Step (I) (coating step)

As shown in Fig. 4, the curable resin composition of the present embodiment described above is applied to the periphery of the main surface of the image display section 1 to form a frame-shaped curable resin layer 3A. By adjusting the means of application, the curable resin layer can be efficiently formed in a narrow area. For example, the curable resin composition can be efficiently and highly precisely coated by discharging the liquid curable resin composition from the openings.

Process (II) (active energy irradiation process)

Thereafter, the curable resin layer 3A is irradiated with the active energy ray hv to advance the curing reaction of the curable resin layer 3A. In the curable resin layer (3A), the curing reaction mainly proceeds by radical polymerization reaction immediately after the irradiation of the active energy ray. By the progress of the curing reaction, a suitable pressure-sensitive adhesive property can be imparted to the curable resin layer 3A. Generally, the photoacid generator contained in the curable resin layer (3A) generates an acid by the action of an active energy ray, but the cationic reaction catalyzed by the acid proceeds at a relatively slower reaction rate than the radical polymerization reaction. Therefore, in the irradiation step of the active energy ray, the curable resin layer 3A may be semi-cured by the radical polymerization reaction.

Step (III) (bonding step)

The image display section 1 and the frame section 5 may be bonded together with the curable resin layer 3A having the pressure-sensitive adhesive property interposed therebetween as shown in Fig. 5 (a) . If necessary, the image display section 1 and the frame section 5 may be bonded while heating the curable resin layer 3A.

The storage elastic modulus at 25 ° C of the curable resin layer at the time of bonding is preferably 10000 to 500000 Pa from the viewpoint of balancing the step difference absorbability, the pressure-sensitive adhesive strength (adhesive force), and the wettability for adhesive force development, More preferably from 30000 to 25000 Pa, and still more preferably from 50000 to 200000 Pa.

It is preferable to bond the image display section 1 and the frame section 5 so that the aspect ratio expressed by the following formula is 0.4 or more in the bonding step. The following aspect ratio is more preferably 0.6 or more, and further preferably 0.8 or more.

The aspect ratio = B '/ A'

A 'represents a width at a predetermined position of the frame-shaped curable resin layer 3A applied to the image display section 1 and B' indicates a width of the frame-shaped curable resin layer 3A when the image display section 1 and the frame section 5 are bonded And the width of the curable resin layer 3A after contact with the frame portion 5 at a predetermined portion of the curable resin layer 3A. Here, A 'and B' represent the widths at the same positions as A and B shown in Fig.

The widths of A 'and B' can be set such that the predetermined portion is formed in such a manner that the curable resin layer 3A before and after the joining of the image display portion 1 and the frame portion 5 is formed in a direction in which the curable resin layer 3A extends The line width at which the curable resin layer 3A before bonding is in contact with the image display portion 1 is A ', the curable resin layer 3A after bonding and the frame portion 3B, And the line width at which the electrode 5 contacts is B '. When the curable resin layer 3A is formed on the frame portion 5, the line width at which the curable resin layer 3A and the frame portion 5 are in contact with each other before joining in the plane cutting is A ' And the line width at which the curable resin layer 3A is in contact with the image display unit 1 is B '.

If the aspect ratio (B '/ A') is within the above-mentioned range, the wettability tends to be secured and the adhesion to the image display section 1 or the frame section 5 is easily obtained.

Process (IV) (Curing Process)

The curing reaction of the curable resin layer 3A may be further cured in the state of the laminate having the image display portion 1 and the frame portion 5 and bonded together as shown in Fig. 5 (b). In the present specification, the curing reaction proceeding after bonding may be referred to as " delayed curing ". The delayed curing can be carried out for at least 12 hours under an environment of, for example, 10 ° C or more, 15 ° C or more, or 20 ° C or more. The temperature of the environment for advancing retarded curing may be 80 DEG C or less. Other necessary steps such as a step of further processing the image display device and / or a step of inspecting the image display device may be performed while the retardation hardening is proceeding.

The delayed curing may be radical polymerization, but more typically is a curing reaction by cationic reaction in which the reaction rate is slower than radical polymerization. Retardation curing proceeds by the cationic reaction of the cyclic ether contained in the component (B1) or the component (E) contained in the curable resin layer (3A). This cationic reaction can be promoted by an acid generated from a photoacid generator. The curable resin layer 3A (i.e., the light shielding layer 3) after the delayed curing can bond the cover member and the image display portion with higher adhesive force.

[Example]

Hereinafter, the present invention will be described in more detail with reference to examples and comparative examples. However, the present invention is not limited to these.

The raw material of the curable resin composition

(A) a photo radical polymerization initiator

Photo radical polymerization initiator (photo radical polymerization initiator generating base):

IRG-907 (IRGACURE-907, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1-one manufactured by BASF Japan K.K.)

(B) a monomer component

(B1) a compound having one radically polymerizable group and a cyclic ether group

4HBAGE (4HBAGE, 4-hydroxybutyl acrylate glycidyl ether, manufactured by Nippon Kayaku Co., Ltd.)

(B2) monofunctional monomers having one radically polymerizable group

NOAA (NOAA, n-octyl acrylate, manufactured by Osaka Organic Chemical Industry Co., Ltd.)

IBXA (light acrylate IB-XA, isobornyl acrylate, manufactured by Kyoritsu Chemical Co., Ltd.)

HPA (HPA, manufactured by Osaka Organic Chemical Industry Co., Ltd., hydroxypropyl acrylate)

(C) Colorant

Elixa Black 850 (manufactured by Orient Chemical Industries, Ltd., black dye)

(D)

CPI-210S (CPI-210S, triallyl sulfonium salt-based photoacid generator, manufactured by San A Pro Co.)

(F) Polymer (oligomer)

According to the following procedure, an oligomer (copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate) was synthesized.

Ethylhexyl acrylate (90.0 g), 2-hydroxyethyl acrylate (10.0 g), methyl ethyl ketone (30.0 g) and ethyl acetate (170.0 g) were charged in a vessel, and a flow rate of 100 mL / (25 占 폚) to 65 占 폚 while replacing the atmosphere with nitrogen gas. After the temperature reached 65 占 폚, azobisisobutyronitrile (0.3 g) was added and kept at this temperature for 8 hours.

Subsequently, isostearyl acrylate (100.0 g) was added, and methyl ethyl ketone and ethyl acetate as a solvent were distilled off to obtain a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate (weight average molecular weight 600,000) of isostearyl acrylate solution (heating residue 50%).

Preparation of curable resin composition

Each raw material was mixed in the content shown in Table 1 and stirred while heating for 30 minutes to prepare a curable resin composition. The content of each component shown in Table 1 is the content (unit: mass%) based on the total mass of the curable resin composition.

Assessment Methods

1. Adhesion (after initial, delayed curing)

Figs. 8 and 9 are schematic views showing a method of measuring the adhesive force. Fig. 8, a curable resin composition is applied to the center both ends of a rectangular glass base 60 of 25 cm x 75 cm x 0.1 cm to form two curable resin layers 3A (Fig. Height: 0.05 mm, width: 0.4 to 0.6 mm, length: 30 mm to 40 mm). The curable resin layer 3A thus formed was irradiated with ultraviolet rays at an irradiation intensity of 400 mW / cm 2 using an ultraviolet irradiation device (US5-X0401 manufactured by Eye Graphics Co., Ltd., using a metal halide lamp M04-L41 manufactured by Eye Graphics Co., cm < ² > to a total irradiation amount of 2000 mJ / cm < ² > to partly advance the curing reaction of the curable resin layer 3A. The irradiation power was measured with an illuminometer ("UIT-250" manufactured by Ushio Electric Co., Ltd.).

9, a glass base 61 (25 cm x 75 cm x 0.1 cm) separate from the glass base 60 and a rectangular shape was placed on the glass base 60 while interposing the curable resin layer 3A after irradiation with ultraviolet rays, (Short side) of the glass base 61 was parallel to the long side of the glass base 61 while applying a load of 5 kgf.

Both end portions 61E of the glass base 61 of the obtained glass bonded body were fixed so that the glass base 61 was level with respect to the paper and the glass base 60 was positioned below the glass base 61 . In this state, a load was applied to the glass base 60 in the downward direction (the direction of the arrow F), and the load was increased until the glass base 60 peeled off. The test force (load) at the time when the glass base 60 is peeled off is measured and a value obtained by dividing the test force by the adhesion area between the curable resin layer 3A (or the light shielding layer 3) and the glass base 61 Was recorded as an adhesive force.

By this method, the initial adhesive force measured within 2 hours after the glass bonded body was obtained, and the adhesive force after the retarded curing, which was measured after standing the glass bonded body in the room at 25 ° C and 50% RH for 48 hours, was measured.

2. Shading

(MICRO SLIDE GLASSS 9213, size 76 x 52 mm, thickness 1.2 to 1.5 mm, irradiated light transmittance 90%) made of plate-shaped soda glass 62 (float glass, manufactured by Matsunami Glass Co., Ltd.) (&Quot; Bencoat " manufactured by Asahi Kasei Fibers Co., Ltd.), and this was used as a test glass substrate. As shown in Fig. 10, a tape ("No. 402 cloth tape" manufactured by Okamoto Kogyo Co., Ltd., width 50 mm) was attached along four pieces of one main surface of the soda glass 62 to form a frame- 65).

Next, a curable resin composition (1 mL) was dropped onto the surface 62S of the inner soda glass 62 of the guide 65 and stretched by a glass rod to form a curable resin layer. The curable resin layer thus formed was irradiated with ultraviolet rays at an irradiation intensity of 400 mW / cm ² using an ultraviolet ray irradiation apparatus (US5-X0401 manufactured by Eye Graphics Co., Ltd., using a metal halide lamp M04-L41 manufactured by Eye Graphics Co., And the total irradiation amount was 2000 mJ / cm < ² > to advance the curing reaction of the curable resin layer. The irradiation power was measured with an illuminometer ("UIT-250" manufactured by Ushio Electric Co., Ltd.). The thickness of the curable resin layer after light irradiation was 150 占 퐉.

The light transmittance of the curable resin layer after light irradiation at a wavelength of 400 to 700 nm was measured using a visible ultraviolet spectrophotometer ("UV-2400PC" manufactured by Shimadzu Corporation, Kabushiki Kaisha). Based on the average light transmittance at 400 to 700 nm, the light shielding property was evaluated based on the following criteria.

A: Average light transmittance at 400 to 700 nm is less than 10%

F: an average light transmittance at 400 to 700 nm of not less than 10%

[Table 1]

Table 1 shows the evaluation results of adhesive force and light shielding property for each curable water composition. In each of the examples, it was confirmed that the light-shielding layer having sufficient light-shielding ability can be easily formed in a narrow region by the method of applying the curable resin composition. Further, the formed light-shielding layer exhibits a high adhesive force.

[Industrial applicability]

According to the present invention, in the manufacture of an image display apparatus, it is possible to manufacture a light-shielding layer capable of efficiently forming even a narrow region with a light-shielding property for suppressing light leakage from between an image display portion and a frame portion Can be provided. Further, according to the present invention, even with a fine adhesive surface, an adhesive force capable of suppressing peeling and lifting due to a falling impact and a repulsive force of a member (for example, a flexible wiring board (FPC)) constituting an image display device can be obtained, It is possible to provide a method for manufacturing a video display device having a light shielding layer excellent in preventing light leakage. These are useful for the industrial manufacture of information terminals such as smart phones, touch pads, computers, televisions and the like.

One… Image display section 3 ... Shading layer
5 ... Frame part 3A ... The hardenable resin layer
20 ... The cover member 21 ... Cover glass
22 ... The frame part 41 ... Liquid crystal panel
41S ... Image display surface 42 ... The light-
43 ... Backlight part 45 ... Light source
46 ... The optical sheet portion 51 ... Resin frame
52 ... Backlight frame 53 ... Housing frame
60, 61 ... Glass base 61E ... Both ends of the glass base 61
62 ... Soda glass 62S ... The surface of the soda glass 62
65 ... Guide 100 ... Image display device
W ... The width of the light-

Claims (12)

A photo-radical polymerization initiator, a monomer component, a colorant, and a photoacid generator, wherein the monomer component comprises a monomer having one radically polymerizable group and a cyclic ether group. Wherein the monomer component comprises a monomer having a radically polymerizable group, a photo-radical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group. 3. The method according to claim 1 or 2,
Wherein the curable resin composition further contains a polymer. 4. The method according to any one of claims 1 to 3,
A curable resin composition for forming a light shielding layer. 5. The method according to any one of claims 1 to 4,
Wherein when the active energy ray is irradiated, the pressure sensitive adhesive property is exhibited. 6. The method of claim 5,
Wherein the pressure-sensitive adhesive force obtained by the following method is 10 N / cm ² or more:
A curable resin composition was applied on a first glass base material (base material) having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm and a thickness of 50 占 퐉 in the longitudinal direction of the curable resin layer 1 glass substrate so that the curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation dose of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² and irradiated with light for 1 minute , A length of 75 mm and a thickness of 1 mm was arranged on the curable resin layer so that the long side of the first glass substrate and the long side of the second glass substrate were aligned when viewed from the vertical direction and a load of 1 N For 10 seconds to obtain a measurement sample to measure the test force when the first glass base material and the second glass base material of the measurement sample were peeled off in the opposite long side direction within one hour after the bonding, The curable resin layer and the second glass substrate Also the value obtained by dividing the catalyst surface for a pressure-sensitive adhesive power. The method according to claim 5 or 6,
A curable resin composition having an aspect ratio of not less than 0.4 as obtained by the following method:
A curable resin composition was applied onto a first glass substrate having a width of 25 mm, a length of 75 mm and a thickness of 1 mm to form a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a thickness of 50 탆 in the longitudinal direction of the curable resin layer, The curable resin layer was irradiated with light having a wavelength of 365 nm so as to have a total irradiation dose of 5000 mJ / cm ² at an irradiation intensity of 3000 mW / cm ² , A length of 75 mm and a thickness of 1 mm was arranged so that the long side of the first glass substrate and the long side of the second glass substrate were aligned so as to be viewed from the vertical direction and a load of 1 N was applied for 10 seconds, , And when the width of the curable resin layer in contact with the second glass substrate in the measurement sample is defined as B (unit: mm), B / 0.6 is set to an aspect ratio. An image display apparatus comprising: an image display section having a cover member having a liquid crystal panel having an image display surface and a light transmission section facing the image display surface; a frame section provided around the image display section and supporting the image display section; And a light shielding layer formed between the image display portions,
Wherein the light-shielding layer is a cured product of the curable resin layer comprising the curable resin composition according to any one of claims 1 to 7. An image display apparatus comprising: an image display section having a cover member having a liquid crystal panel having an image display surface and a light transmission section facing the image display surface; a frame section provided around the image display section and supporting the image display section; And a light shielding layer formed between the image display portions, the method comprising:
A step of applying the curable resin composition according to any one of claims 1 to 7 to the image display section or the frame section to form a frame-shaped curable resin layer,
A step of advancing the curing reaction of the curable resin layer by irradiating an active energy ray to the curable resin layer and
A step of joining the image display section and the frame section while interposing the curable resin layer,
Wherein the light-shielding layer is the curable resin layer on which the curing reaction has proceeded. 10. The method of claim 9,
Wherein the curable resin layer when adhering the image display portion and the frame portion has a pressure-sensitive adhesive property. 11. The method according to claim 9 or 10,
And joining the image display section and the frame section so that an aspect ratio represented by the following formula is 0.4 or more:
The aspect ratio = B '/ A'
Wherein A 'represents a width at a predetermined portion of the frame-shaped curable resin layer applied to one of the image display portion and the frame portion, and B' represents a width of the frame-shaped curable resin layer coated on one side of the image display portion and the frame portion, And the width of the curable resin layer in contact with the other of the image display portion and the frame portion at the predetermined portion of the curable resin layer. 12. The method according to any one of claims 9 to 11,
Further comprising the step of further performing a curing reaction of the curable resin layer after the step of bonding the image display section and the frame section.

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