TW201825632A - Curable resin composition, image display device and manufacturing method of image display device - Google Patents

Abstract

A curable resin composition is provided which contains a photo initiator, a monomer component and a colorant, wherein the photo initiator contains a photo radical polymerization initiator, or a photo radical polymerization initiator and a photobase generator, and the monomer component includes a monomer having one radical polymerizable group and a silanol group and/or alkoxysilyl group. Further, a curable resin composition is provided which contains a photo initiator, a monomer component, a colorant, and a compound having a silanol group and/or alkoxysilyl group, wherein the photo initiator contains a photo radical polymerization initiator, or a photo radical polymerization initiator and photobase generator, and the monomer component includes a monomer having one radical polymerizable group.

Description

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

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

An image display device used in an information terminal such as a smart phone includes an image display section (including a liquid crystal panel and a cover glass) having an image display surface, and a frame section for supporting the image display section. , It is manufactured by adhering the image display portion and the frame portion with a pressure-sensitive adhesive tape. As this pressure-sensitive adhesive tape, in order to prevent deterioration of image quality due to light leakage between the image display portion and the frame portion, a light-shielding black pressure-sensitive adhesive tape is generally used (for example, Patent Document 1). [Prior Art Literature] [Patent Literature]

Patent Document 1: Japanese Patent No. 5587072

[Problems to be Solved by the Invention] In recent years, in image display devices, the size of decorative portions and light shielding layers around the image display surface has been reduced, and the frame portions of the image display portions that support these have also been reduced. . Therefore, the bonding area between the image display portion and the frame portion tends to be smaller. Since the microfabrication of the pressure-sensitive adhesive tape to cope with the narrowed bonding area and the bonding of the pressure-sensitive adhesive tape to the narrowed bonding site are difficult, there is a concern that the productivity will decrease.

An object of the present invention is to provide a curable resin composition that can be used to form a light-shielding layer when an image display device is manufactured. The light-shielding layer has a light-shielding property that suppresses light leakage from the image display portion and the frame portion. A narrow area can also be formed efficiently. [Means for solving problems]

One aspect of the present invention provides a curable resin composition including a photoinitiator, a monomer component, and a coloring agent, and the photoinitiator includes a photoradical polymerization initiator or a photoradical polymerization initiator. The initiator and the photobase generator, and the monomer component includes a monomer having one radical polymerizable group and a silanol group and / or an alkoxysilyl group.

Another aspect of the present invention provides a curable resin composition containing a photoinitiator, a monomer component, a colorant, and a compound having a silanol group and / or an alkoxysilyl group, and a photoinitiator. The monomer component includes a photoradical polymerization initiator, or a photoradical polymerization initiator and a photobase generator, and the monomer component includes a monomer having one radical polymerizable group.

According to the curable resin composition of the present invention, a frame-shaped curable resin layer can be formed by applying the composition to an image display portion or a frame portion of an image display device, and the curable resin layer can be irradiated with active energy rays. The simple method of bonding the image display portion and the frame portion has a light-shielding property that suppresses light leakage from the image display portion and the frame portion, and can efficiently form a light-shielding layer even in a narrow area.

The reason why the above-mentioned effects are exhibited is considered by the present inventors as follows. The curable resin composition of the present invention has the above-mentioned structure, and can generate a polymer chain by photoradical polymerization using a radical polymerizable group, and then can be promoted by an alkali, and can be used by moisture (water). The curing reaction of the curable resin layer is caused by the ion reaction (hydrolysis reaction) of the silanol group and / or the alkoxysilyl group. In addition, the ion reaction proceeds at a relatively slower reaction rate than the radical polymerization reaction. The inventors believe that by such delayed hardening, a hardening resin layer having a light-shielding property can be irradiated with active energy rays to form a light-shielding layer which can have both an elastic coefficient suitable for bonding and Sufficient curing rate after lamination to obtain a member that can suppress the impact of dropping due to dropping even if it is a fine bonding surface (such as a flexible wiring board (Flexible Printed Circuit (FPC)) ) The peeling and floating adhesion caused by the repulsive force, etc., and the prevention of light leakage are excellent.

The curable resin composition may further contain a polymer. When the curable resin composition contains a polymer, the curable resin layer after being irradiated with an active energy ray can easily have pressure-sensitive adhesiveness which facilitates bonding of the image display portion and the frame portion.

The curable resin composition may be one that exhibits pressure-sensitive adhesiveness when irradiated with active energy rays.

The curable resin composition may have a pressure-sensitive adhesive force determined by the following method of 10 N / cm ² or more. A curable resin composition was applied to a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and the width was set so that the longitudinal direction of the curable resin layer was orthogonal to the long side of the first glass substrate. The curable resin layer with a length of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm was irradiated with light at a wavelength of 365 nm so that the irradiation intensity was 3000 mW / cm ² and the total irradiation amount was 5000 mJ / cm ² . Place a width of 25 mm, a length of 75 mm, on the curable resin layer within one minute from the light irradiation so that the long side of the first glass substrate and the long side of the second glass substrate are aligned from the vertical direction. A second glass substrate having a thickness of 1 mm was bonded by applying a load of 1 N for 10 seconds to obtain a measurement sample. Measure the test force when the first glass substrate and the second glass substrate of the measurement sample are pulled away from each other in the opposite long side direction within 1 hour from the bonding, and divide the test force by the curable resin. The value obtained by the contact area between the layer and the second glass substrate was set as a pressure-sensitive adhesive force.

The curable resin composition may have an aspect ratio of 0.4 or more obtained by the following method. A curable resin composition was applied to a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and the width was set so that the longitudinal direction of the curable resin layer was orthogonal to the long side of the first glass substrate. The curable resin layer with a length of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm was irradiated with light at a wavelength of 365 nm so that the irradiation intensity was 3000 mW / cm ² and the total irradiation amount was 5000 mJ / cm ² . Place a width of 25 mm, a length of 75 mm, on the curable resin layer within one minute from the light irradiation so that the long side of the first glass substrate and the long side of the second glass substrate are aligned from the vertical direction. A second glass substrate having a thickness of 1 mm was bonded by applying a load of 1 N 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 set to B (unit: mm), B / 0.6 is set to the aspect ratio.

The curable resin composition of the present invention can be used for forming a light-shielding layer. In other words, the present invention relates to an application of a curable resin composition for forming a light-shielding layer. The curable resin composition contains: a photoinitiator, a monomer component, and a coloring agent, and the photoinitiator contains The photoradical polymerization initiator, or a photoradical polymerization initiator and a photobase generator, and the monomer component includes a monomer having one radical polymerizable group and a silanol group and / or an alkoxysilyl group. In addition, the present invention relates to an application of a curable resin composition for forming a light-shielding layer. The curable resin composition contains a photoinitiator, a monomer component, a colorant, and a silanol group and / Or an alkoxysilyl compound, and the photoinitiator contains a photoradical polymerization initiator, or a photoradical polymerization initiator and a photobase generator, and the monomer component includes a radical polymerizable group monomer. In addition, the present invention relates to the use of a cured product of a curable resin composition for use as a light-shielding layer. The curable resin composition contains: a photoinitiator, a monomer component, and a coloring agent; The agent includes a photoradical polymerization initiator, or a photoradical polymerization initiator and a photobase generator. The monomer component includes a monomer having a radical polymerizable group and a silanol group and / or an alkoxysilyl group. body. In addition, the present invention relates to the use of a cured product of a curable resin composition as a light-shielding layer. The curable resin composition includes a photoinitiator, a monomer component, a colorant, and a silanol group. And / or an alkoxysilyl compound, and the photoinitiator includes a photoradical polymerization initiator, or a photoradical polymerization initiator and a photobase generator, and the monomer component includes one radical polymerizable Monomer.

Still another aspect of the present invention provides an image display device including an image display section including a liquid crystal panel having an image display surface, a cover member having a light-transmitting section facing the image display, and a frame section. Is provided around the image display portion and supports the image display portion; and a light-shielding layer is formed between the frame portion and the image display portion, and the light-shielding layer is made of the curability of the curable resin composition of the present invention Hardened product of resin layer.

Yet another aspect of the present invention provides a method for manufacturing an image display device, the image display device including: an image display section including a liquid crystal panel having an image display surface and having an image display surface A cover member of an opposite light transmitting portion; a frame portion provided around the image display portion and supporting the image display portion; and a light shielding layer formed between the frame portion and the image display portion, the method sequentially including : A step of applying the curable resin composition of the present invention to an image display portion or a frame portion to form a frame-shaped curable resin layer; irradiating the curable resin layer with active energy rays to perform a curable resin A step of curing reaction of the layer; and a step of bonding the image display portion and the frame portion while interposing the curable resin layer, and the light-shielding layer is the curable resin layer that undergoes a curing reaction.

According to the method of manufacturing an image display device of the present invention, it is possible to efficiently manufacture an image display device including a light shielding layer that can sufficiently suppress light leakage between the image display portion and the frame portion even in a narrow area.

In the method, the curable resin layer when the image display portion is bonded to the frame portion may have pressure-sensitive adhesiveness.

In the method, the image display portion and the frame portion may be bonded together so that the aspect ratio represented by the following formula becomes 0.4 or more. Aspect ratio = B '/ A' [wherein A 'represents a width of a predetermined portion of the frame-shaped curable resin layer applied to one of the image display portion and the frame portion. , B 'represents the other of the predetermined portion of the curable resin layer and the image display portion and the frame portion after the image display portion and the frame portion are bonded together. Contact width]

The method may further include a step of further performing a curing reaction of the curable resin layer after the step of bonding the image display portion and the frame portion. Thereby, the light-shielding layer can adhere the image display portion and the frame portion with a higher adhesive force, and an image display device having a light-shielding layer excellent in light leakage prevention can be obtained. [Effect of the invention]

According to one aspect of the present invention, a curable resin composition that can be used to form a light-shielding layer when an image display device is manufactured, and the light-shielding layer has a light-shielding property that suppresses light leakage between the image display portion and the frame portion. , And can be efficiently formed even in a narrow area.

Hereinafter, embodiments of the present invention will be described in detail with reference to the drawings as appropriate. In the drawings, the same or corresponding parts are marked with the same symbols, and repeated explanations may be omitted. Positional relationships such as up, down, left, right, etc. are assumed to be based on positional relationships shown in the drawings unless otherwise specified. The dimensional ratios of the drawings are not limited to the ratios shown in the drawings.

In this specification, "(meth) acrylate" means "acrylate" and the corresponding "methacrylate". Similarly, the so-called "(meth) acrylic group" means "acrylic group" and its corresponding "methacryl group", and the so-called "(meth) acryl group" means "acryl group" and its corresponding "Methacryl group".

The first curable resin composition of this embodiment may contain a photoinitiator (hereinafter also referred to as "(A) component"), a monomer component (hereinafter also referred to as "(B) component"), and a coloring agent. (Hereinafter also referred to as "(C) component"), and the monomer component includes a monomer having one radically polymerizable group and a silanol group and / or an alkoxysilyl group (hereinafter also referred to as "(B1) component ").

The second curable resin composition of this embodiment may contain a photoinitiator, a monomer component, a colorant, and a compound having a silanol group and / or an alkoxysilyl group (hereinafter also referred to as "(D) Component "), and the monomer component includes a monomer having one radically polymerizable group (hereinafter also referred to as" (B2) component ").

(A) Component: Photoinitiator The photoinitiator may include a photoradical polymerization initiator (hereinafter also referred to as "(A1) component"), or a photoradical polymerization initiator and a photobase generator ( Hereinafter also referred to as "(A2) component").

The photoradical polymerization initiator as the component (A1) is a component that generates free radicals by irradiation with active energy rays and promotes a hardening reaction (polymerization reaction) by radical polymerization of a monomer component. Here, the active energy ray can be selected from ultraviolet rays, electron beams, α rays, β rays, and the like.

Specific examples of the photo-radical polymerization initiator include benzophenone, N, N'-tetramethyl-4,4'-diaminobenzophenone (Michlerone), N, N-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4,4'-dimethylaminobenzophenone, α-hydroxyisobutylbenzophenone, 2 -Ethylanthraquinone, third butylanthraquinone, 1,4-dimethylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 1 2,2-benzoanthraquinone, 2-phenylanthraquinone, 1,4-naphthoquinone, 9,10-phenanthrenequinone, thioxanthone, 2-chlorothioxanthone, 2,2-dimethoxy-1 Aromatic ketone compounds such as 2,2-diphenylethane-1-one, 2,2-diethoxyacetophenone; benzoin compounds such as benzoin, methyl benzoin, ethyl benzoin; benzoin methyl ether, benzoin ether, Benzoin ether compounds such as benzoin isobutyl ether and benzoin phenyl ether; benzoin compounds such as benzoin, benzophenone dimethyl ketal; ester compounds such as β- (acridin-9-yl) (meth) acrylic acid; 9-phenylacridine, 9-pyridineacridine, 1,7-diacridylheptane and other acridine compounds; 2- (o-chlorophenyl) -4,5-diphenylimidazole dimer, 2 -(O-chlorophenyl) -4,5-bis (m-methoxy) Phenyl) imidazole dimer, 2- (o-fluorophenyl) -4,5-diphenylimidazole dimer, 2- (o-methoxyphenyl) -4,5-diphenylimidazole dimer Substance, 2- (p-methoxyphenyl) -4,5-diphenylimidazole dimer, 2,4-bis (p-methoxyphenyl) -5-phenylimidazole dimer, 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methylmercaptophenyl) -4,5-diphenylimidazole dimer, etc. 2, 4,5-triarylimidazole dimer; 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) -1-butanone, 2-methyl-1- [4 -(Methylthio) phenyl] -2-morpholinyl-1-propane and other benzoyl ketone compounds; 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-phenyl- Propane-1-one, 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-2-methyl-1-propane-1-one, 2-hydroxy-1- {4- [4- (2-hydroxy-2-methyl-propanyl) -benzyl] phenyl} -2-methyl-propane-1-one, oligomeric {2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane} and other α-hydroxybenzoyl ketone compounds; methyl phenylglyoxylate; bis (2,4,6-trimethylbenzyl) ) -Phenylphosphine oxide, bis (2,6-dimethoxybenzylidene) -2,4,4-trimethyl-pentylphosphine oxide, 2,4 Phosphine oxide-based compounds such as, 6-trimethylbenzylidene-diphenylphosphine oxide. The photoradical polymerization initiator may be used alone or in combination of two or more. From the standpoints of hardenability, reactivity, and surface hardenability, a photoradical polymerization initiator can be selected from an aromatic ketone compound, an α-hydroxybenzoalkyl ketone compound, and methyl phenylglyoxylate .

The photoradical polymerization initiator may be a compound that generates a base. Examples of the photoradical polymerization initiator that generates a base include compounds that generate both a free radical and a base (for example, a secondary amine group and a tertiary amine group) upon irradiation with active energy rays. Specific examples of such a photo-radical polymerization initiator include (4-morpholinylbenzyl) -1-benzyl-1-dimethylaminopropane ("IRGACURE" 369 ", manufactured by BASF Japan), 4- (methylthiobenzyl) -1-methyl-1-morpholinylethane (" IRGACURE "907", BASF Japan (Manufactured by the company), 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] -1-butane ( Α-Aminoacetophenone compounds such as "IRGACURE 379", manufactured by BASF Japan; "CGI-325", "IRGACURE OXE01", "IRGACURE OXE02" (The above are manufactured by BASF Japan), "N-1919", "NCI-831" (the above are manufactured by Adeka) and other oxime ester compounds. Among these, an α-aminoacetophenone compound can be selected. The photoradical polymerization initiator which generates a base may be used alone, or two or more kinds may be used in combination.

The photoradical polymerization initiator may be used alone or in combination of two or more.

The content of the component (A1) in the curable resin composition relative to the total amount of the curable resin composition from the viewpoints of pressure-sensitive adhesiveness, reliability, and hardenability, and a viewpoint of efficiently promoting a curing reaction. It may be 2 mass% or more, 4 mass% or more, or 6 mass% or more, and may be 14 mass% or less, 12 mass% or less, or 10 mass% or less.

Examples of the photobase generator as the component (A2) include a molecular structure that is changed by irradiation with active energy rays, or molecular cracking to generate a hardening catalyst that can be used as an ionic reaction of a silanol group and / or an alkoxysilyl group. Instead, a compound that functions as one or more basic substances. As such a photobase generator, a Co-amine complex-based photobase generator; a carbamic acid ester-based photobase generator; a quaternary ammonium salt-based photobase generator; Ethoxylimino, N-formamated aromatic amine, N-formamated aromatic amine, nitrobenzylcarbamate, alkoxybenzylamino It is selected from compounds such as an acid ester group. Specific examples of the photobase generator include 9-anthrylmethyl N, N-diethylcarbamate, (E) -1- [3- (2-hydroxyphenyl) -2-propenyl] piperidine, guanidinium 2- (3-benzoylphenyl) propionate, 1- (anthraquinone) 2-yl) ethyl imidazolate, 2-nitrophenylmethyl 4-methacryloxypiperidine-1-carboxylic acid ester, 1- (anthraquinone-2-yl) -ethyl N, N-dicyclohexylcarbamate, 2- (3-benzylidenephenyl) propionic acid dicyclohexylammonium salt, 2- (3-benzylidenephenyl) propionic acid cyclohexylammonium salt, 9-Anthrylmethyl N, N-dicyclohexylcarbamate, 2- (3-benzylidenephenyl) propanoic acid 1,2-diisopropyl-3- [bis (dimethyl Amine) methylene] guanidine salt, 2-nitrobenzylcyclohexylcarbamate, O-carbamylhydroxylamine, O-carbamyloxime, {[(2,6-di Nitrobenzyl) oxy] carbonyl] cyclohexylamine, bis {[(2-nitrobenzyl) oxy] carbonyl} hexane 1,6-diamine, 4- (methylthiobenzyl) 1-methyl-1-morpholinylethane, (4-morpholinylbenzyl) -1-benzyl-1-dimethylaminopropane, N- (2-nitrobenzyloxy carbonyl Yl) pyrrolidine, cobalt (III) hexaamine tris (triphenylmethylborate), 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) -butanone , 2,6-dimethyl-3,5-diethylfluorenyl-4- (2'-nitrophenyl) -1,4-dihydropyridine, 2,6-dimethyl-3,5- Diethylfluorenyl-4- (2 ', 4'-dinitrophenyl) -1,4-dihydropyridine. The photobase generator may be used singly or in combination of two or more kinds.

From the viewpoint of efficiently promoting the curing reaction by the ionic reaction, the content of the (A2) component in the curable resin composition may be 2% by mass or more with respect to the total amount of the curable resin composition. It is at least mass%, or at least 6 mass%, and may be at most 14 mass%, at most 12 mass%, or at most 10 mass%.

(B) Component: monomer component In the 1st curable resin composition of this embodiment, a monomer component may contain the monomer which has a radical polymerizable group, a silanol group, and / or an alkoxysilyl group. The silanol group and the alkoxysilyl group can undergo a hardening reaction by an ionic reaction (hydrolysis reaction) in which water is involved. For example, the reaction can be promoted by a base generated from a photobase generator or a photoradical polymerization initiator that generates a base.

Examples of the radical polymerizable group included in the component (B1) include a (meth) acrylfluorenyl group, a vinyl group, an ethynyl group, an isopropenyl group, a vinyl ether group, and a vinyl sulfide group. Examples of the component (B1) include 3-propenyloxypropyltrimethoxysilane (trade name: KBM5103, Shin-Etsu Chemical Co., Ltd.), and 3-methacryloxypropyltrimethoxysilane ( Trade name: KBM503, Shin-Etsu Chemical Co., Ltd.), methacryloxy octyl trimethoxysilane (trade name: KBM5803, Shin-Etsu Chemical Co., Ltd.), etc. (Meth) acryl fluorenyl and trialkoxy Silyl compounds. The (B3) component may be a compound having a (meth) acrylfluorenyl group and a dialkoxysilyl group, such as methacryloxypropylmethyldiethoxysilane.

(B1) A component may be used individually by 1 type, or may use 2 or more types together.

From the viewpoint of reactivity, the viewpoint of improving the adhesive force, and the viewpoint of stability when the curable resin composition is a solution, the content of the component (B1) may be 0.1 mass relative to the total amount of the curable resin composition. % Or more, 1 mass% or more, or 3 mass% or more, and may be 15 mass% or less, 10 mass% or less, or 5 mass% or less.

Examples of the (B2) component include a monofunctional monomer having one radical polymerizable group. Examples of the radical polymerizable group which the monomer component has include a (meth) acrylfluorenyl group, a vinyl group, an ethynyl group, an isopropenyl group, a vinyl ether group, and a vinyl sulfide group. The monofunctional monomer may be a compound having a (meth) acrylfluorenyl group.

The monofunctional monomer having a (meth) acrylfluorenyl group may be an alkyl (meth) acrylate, and from the viewpoint of imparting flexibility to a curable resin composition, the carbon number of the alkyl group in this case may be 4 or more, 6 or more, or 8 or more, and may be 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 the monofunctional monomer having a (meth) acrylfluorenyl group include n-butyl (meth) acrylate, third butyl (meth) acrylate, isobutyl (meth) acrylate, ( N-amyl methacrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, (methyl ) Alkyl (meth) acrylates such as n-hexyl acrylate, stearyl (meth) acrylate, lauryl (meth) acrylate, and tridecyl (meth) acrylate; 2-hydroxy (meth) acrylate Ethyl ester, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 1-hydroxypropyl (meth) acrylate, (methyl ) Hydroxyl-containing (meth) acrylates such as 4-hydroxybutyl acrylate, 3-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and 1-hydroxybutyl (meth) acrylate Esters; (meth) acrylamide, such as dimethyl (meth) acrylamide, isopropyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide; hydroxyethyl Hydroxy-containing (methyl) ) Acrylamide; polyethylene glycol mono (meth) acrylates such as diethylene glycol and triethylene glycol; polypropylene glycol mono (meth) acrylates such as dipropylene glycol mono (meth) acrylate and tripropylene glycol mono (meth) acrylate (Meth) acrylates; polybutylene glycol mono (meth) acrylates such as dibutyl glycol mono (meth) acrylate, tributyl glycol mono (meth) acrylate, etc. Morpholinyl (meth) acrylates; dicyclopentyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyl ethyl methacrylate, (methyl Based) isobornyl acrylate. These compounds may be used alone or in combination of two or more. From the viewpoints of the solubility of the dye, adhesion, moist heat resistance reliability, and pressure-sensitive adhesiveness after hardening, the monofunctional monomer may include a dicyclopentyl (meth) acrylate, (meth) acrylic acid A compound selected from the group consisting of dicyclopentenyl ester and isobornyl (meth) acrylate, or a compound selected from dicyclopentenyl (meth) acrylate and isobornyl (meth) acrylate.

(B2) A component may be used individually by 1 type, and may use 2 or more types together.

In the first curable resin composition of the present embodiment, the component (B) may include one or more components (B2) in addition to the component (B1). In the first curable resin composition of the present embodiment, the (B2) component is a compound other than the (B1) component.

From the viewpoint of obtaining a curable resin composition having a moderate viscosity, the viewpoint of adjusting the cure shrinkage and the elastic coefficient of the cured product, and the viewpoint of the solubility of the colorant, the total amount of the curable resin composition is, (B2) The content of the component may be 10% by mass or more, 15% by mass or more, or 20% by mass or more, and may be 80% by mass or less, 70% by mass or less, or 60% by mass or less. When the content of the (B2) component is 10% by mass or more, a curable resin composition having a moderate viscosity that contributes to good coatability is easily obtained, and the solubility of the colorant tends to be improved. When the content of the (B2) component is 80% by mass or less, the curing shrinkage rate tends to be low. When the curing shrinkage rate is low, a decrease in the adhesive force due to stress can be suppressed.

The monomer component of the component (B) may further include a polyfunctional monomer having two or more radical 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) component).

(C) Component: Colorant A colorant is a component which colors a curable resin composition and a light-shielding layer, and provides a suitable light-shielding property to the formed light-shielding layer. The hue of the colorant is not particularly limited, and a colorant having various hue can be used, but the colorant is typically black. The colorant may include, for example, a dye and / or a pigment. From the viewpoint of obtaining a uniform curable resin composition, a coloring agent dissolved in a monomer component can be selected.

The dissolution of the colorant in the monomer component can be confirmed by the following method. In a 50 mL beaker, add 10 mL of monomer component (temperature 25 ° C) and 10 mg of coloring agent (solid content mass), and stir with a glass rod for 1 minute. Then, when the solid content of the colorant cannot be visually confirmed, it is determined that the colorant is dissolved in the monomer component.

From the viewpoint of light-shielding properties, the average transmittance of 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 having a wavelength of 400 nm to 700 nm. The average transmittance of visible light can be measured by using a spectrophotometer (such as "CM-3700A" manufactured by Konica Minolta Co., Ltd.) in the range of 400 nm to 700 nm. The light transmittance of the toner solution containing 100 parts by mass of the solvent in which the colorant was dissolved and 0.1 part by mass of the colorant was measured in units of 1 nm, and the average value of each obtained measurement value was determined as the average transmittance. The dissolution of the colorant in the solvent can be confirmed by the same method as the "colorant is dissolved in the monomer component".

The light transmittance (hereinafter also referred to as "irradiation transmittance") of the toner at the peak wavelength of light (active energy ray) irradiated for the curing reaction may be 10% or more and 20% or more than the average transmittance of visible light 30% 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 light transmittance, it is possible to efficiently perform a curing reaction by photoradical polymerization while ensuring sufficient light shielding properties. The light transmittance of the colorant can be determined by a method for curing the colorant solution containing 100 parts by mass of a solvent in which the colorant is dissolved and 0.1 part by mass of the colorant under a condition of a decomposition wavelength of 1 nm. The light transmittance of the toner at the peak wavelength of the light (active energy ray) irradiated by the reaction was measured. As a measuring device, a visible ultraviolet spectrophotometer (for example, "UV-2400PC" manufactured by Shimadzu Corporation) can be used. The measurement range is set to, for example, 300 nm to 780 nm.

The colorant may include, for example, a member selected from the group consisting of phthalocyanine blue, phthalocyanine green, iodine green, diazo yellow, aniline black, perylene black, and fluoran. At least one of the group.

From the viewpoint of obtaining an effect of blocking visible light, 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 with respect to the total amount of the curable resin composition, and may be 10% by mass. % Or less, 7.5% by mass or less, or 5% by mass or less.

Examples of the component (D) include a compound having a carboxylic anhydride group and a trimethoxysilyl group (for example, "X-12-967C", manufactured by Shin-Etsu Chemical Co., Ltd.), an isocyanurate group, and trimethoxy group. Silyl-based compounds (eg "KBM9659", manufactured by Shin-Etsu Chemical Co., Ltd.), compounds having epoxy groups and trimethoxysilyl groups (eg, "KBM403", manufactured by Shin-Etsu Chemical Co., Ltd.), mercapto groups and trimethoxy groups Silyl-based compounds (such as "KBM803", manufactured by Shin-Etsu Chemical Co., Ltd.) and other compounds having trialkoxysilyl; dimethyldimethoxysilane, 3-glycidyloxypropyldimethoxy Silane, 3-mercaptopropylmethyldimethoxysilane, and other compounds having a dialkoxysilane; tetramethoxysilane, tetraethoxysilane, tetrapropoxysilane, tetrabutoxysilane, etc. Alkoxysilanes or oligomers thereof. The compound having a silanol group and / or an alkoxysilyl group may be used alone or in combination of two or more. Among these, from the viewpoint of improving reactivity, a compound having a trialkoxysilyl group, a tetraalkoxysilane, or an oligomer thereof may be selected. From the viewpoint of improving the stability when the curable resin composition is a solution, a compound having a trialkoxysilyl group, a tetraalkoxysilane or an oligomer thereof, and a compound having a dialkoxysilyl group can also be used. Compound combination.

Other examples of the component (D) include at least one compound selected from the group consisting of a compound having a trialkoxysilyl group, a compound having a dialkoxysilyl group, and a tetraalkoxysilane and an oligomer thereof. Partial hydrolysates (such as partial hydrolysates of tetramethoxysilane oligomers, partial hydrolysates of tetraethoxysilane and dimethyldimethoxysilane); selected from compounds having trialkoxysilyl groups , A compound having a dialkoxysilyl group, and a reaction product of at least one of the tetraalkoxysilane and its oligomer with a tetraalkoxytitanium and / or a tetraalkoxyzirconium (for example, tetramethoxysilane Reactants of oligomers and tetrabutoxytitanium, reactants of tetraethoxysilane and tetrabutoxytitanium, reactants of tetraethoxysilane and tetraethoxyzirconium) and the like. These may be used alone or in combination of two or more. Among these, from the viewpoint of improving reactivity, a compound selected from a compound having a trialkoxysilyl group, a compound having a dialkoxysilyl group, and a tetraalkoxysilane and an oligomer thereof may be selected. A partial hydrolysate of at least one compound. The component (D) may be an oligomer having a silanol group and / or an alkoxysilyl group.

(D) A component may be used individually by 1 type, and may use 2 or more types together.

From the viewpoint of reactivity, the viewpoint of improving adhesion, and the viewpoint of stability when the curable resin composition is a solution, the second curable resin composition of the present embodiment is relative to the total amount of the curable resin composition. The content of the (D) component may be 1% by mass or more, 5% by mass or more, or 10% by mass or more, and may be 70% by mass or less, 50% by mass or less, or 30% by mass or less.

The first curable resin composition of the present embodiment may further contain a component (D). In this case, from the viewpoint of hardenability, the content of the (D) component may be 0.1% by mass or more, 1% by mass or more, or 3% by mass or more with respect to the total amount of the curable resin composition, and self-preserved From the viewpoint of stability, the content of the (D) component may be 15% by mass or less, 10% by mass or less, or 5% by mass with respect to the total amount of the curable resin composition.

The curable resin composition of the present embodiment may further contain a polymer (hereinafter also referred to as "(E) component"). The polymer contained in the curable resin composition may be an oligomer. In the present specification, the "oligomer" means a polymer having a weight average molecular weight of 1 × 10 ⁴ or more. When the curable resin composition contains a polymer (especially an oligomer), the curable resin layer after light irradiation is likely to have a moderate pressure-sensitive adhesiveness. In the present specification, the weight average molecular weight refers to a value converted into a standard polystyrene measured by gel permeation chromatography (Gel Permeation Chromatography). In this specification, a "polymer" as a component (E) is a component other than said (A) component-(D) component.

Specific examples of the polymer (oligomer) include butadiene rubber, isoprene rubber, silicone rubber, styrene butadiene rubber, chloroprene rubber, nitrile rubber, butyl rubber, and ethylene. Liquid or solid components of various rubbers such as acrylic rubber, urethane rubber, acrylic rubber, chlorosulfonated polyethylene rubber, fluorine rubber, hydrogenated nitrile rubber, epichlorohydrin rubber, etc .; polyα-olefins such as polybutene; Hydrogenated α-olefin oligomers such as hydrogenated polybutene; polyvinyl oligomers such as atactic polypropylene; aromatic oligomers such as biphenyl and bitriphenyl; hydrogenated liquid polybutadiene Hydrogenated polyene oligomers such as olefin; paraffin oligomers such as paraffin oil and chlorinated paraffin oil; cycloparaffin oligomers such as naphthenic oil; Polyester oligomer produced by transesterification or polycondensation reaction of a compound having an ester group or a carboxyl group at the terminal; it can be obtained by polymerization reaction of polyether, polycarbonate, or polyester with polyisocyanate having hydroxyl groups at both ends. Urethane Ester oligomer; (meth) acrylic polymer. Among these, from the viewpoint of pressure-sensitive adhesiveness, a (meth) acrylic polymer is preferred.

The (meth) acrylic polymer is a polymer containing one or two or more kinds of monomer units derived from a monomer having one (meth) acrylfluorene group. To the extent that the effects of the present invention are not significantly impaired, the (meth) acrylic polymer may include a compound having two or more (meth) acrylfluorenyl groups, and a compound having no (meth) acrylfluorenyl group. Polymerizable compounds (for example, acrylonitrile, styrene, vinyl acetate, ethylene, propylene is equal to a compound having one polymerizable unsaturated bond in the molecule, and divinylbenzene is equal to one having two or more polymerizable unsaturated bonds in the molecule. Compounds) as comonomers.

Specific examples of the monomer constituting the (meth) acrylic polymer include (meth) acrylic acid; ammonium (meth) acrylate; methyl (meth) acrylate, ethyl (meth) acrylate, N-butyl (meth) acrylate, isobutyl (meth) acrylate, third butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, ( (Meth) acrylic acid alkyl esters such as n-lauryl methacrylate and stearyl (meth) acrylate; benzyl (meth) acrylate, phenoxyethyl (meth) acrylate, and other aromatic ( (Meth) acrylates; butoxyethylene glycol (meth) acrylate, butoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (meth) acrylate, etc. have alkoxy (Meth) acrylate; cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentyl (meth) acrylate, etc. (Meth) acrylic acid esters of alicyclic group; 2-methyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, etc. Base) acrylic ; Tetraethylene glycol monomethyl ether (meth) acrylate, hexaethylene glycol monomethyl ether (meth) acrylate, octaethylene glycol monomethyl ether (meth) acrylate, nonaethylene glycol methyl ether ( Polyethylene glycol monomethyl ether (meth) acrylates such as meth) acrylates; Polypropylene glycol monomethyl ether (meth) acrylates such as heptapropylene glycol monomethyl ether (meth) acrylates; tetraethylene glycol ether ( Polyethylene glycol ether (meth) acrylates such as meth) acrylates; tetraethylene glycol mono (meth) acrylates, hexaethylene glycol mono (meth) acrylates, octapropylene glycol mono (meth) acrylates Ester, polyester oligomer with (meth) acrylfluorene group, urethane polymer with (meth) acrylfluorene group, polyethylene glycol mono (meth) acrylate, polyethylene glycol di (Meth) acrylate, polypropylene glycol mono (meth) acrylate, polypropylene glycol di (meth) acrylate, butadiene polymer with (meth) acrylfluorenyl group, and (meth) acrylfluorene Isoprene polymer and so on. The (meth) acrylic polymer may be a homopolymer or a copolymer containing these monomers as monomer units. The (meth) acrylic polymer may be a homopolymer or a copolymer containing a monofunctional monomer having one (meth) acrylfluorene group as a monomer unit. The (meth) acrylic polymer may include a (meth) acrylic acid ester having an alkyl group as a monomer unit, and may also include a (meth) acrylic acid ester having an alkyl group having 4 to 18 carbons as a monomer unit.

Relative to the mass of the (meth) acrylic polymer, the proportion of the (meth) acrylic acid ester having an alkyl group contained as a monomer unit in each molecule of the (meth) acrylic polymer may be 5% by mass It is more than 10 mass%, and it can be 95 mass% or less and 90 mass% or less. When the ratio of the (meth) acrylate having an alkyl group is within the above range, the hardened resin layer (light-shielding layer) after hardening adheres to adherends such as glass, plastic, polarizing plate, and polycarbonate. Sexual tendency.

From the viewpoint of improving pressure-sensitive adhesiveness with substrates such as plastics, the (meth) acrylic polymer may include polarities such as hydroxyl, morpholino, amine, carboxyl, cyano, carbonyl, and nitro groups. Copolymers of (meth) acrylic acid esters as monomer units.

The weight average molecular weight of the (meth) acrylic 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 that does not cause peeling on a substrate or the like can be obtained particularly easily in an environment of high temperature (for example, 80 ° C or higher) and high humidity (for example, 90% or higher). force. In addition, it is easy to obtain a curable resin composition having a viscosity suitable for coating and good processability.

The (meth) acrylic polymer can be prepared by known polymerization methods such as solution polymerization, emulsion polymerization, suspension polymerization, and block polymerization.

As a polymerization initiator in these polymerization methods, a compound that generates a radical by heat can be used. Specific examples thereof include benzamyl peroxide, third butyl peroxide benzoate, cumene hydroperoxide, diisopropyl peroxide dicarbonate, di-n-propyl peroxydicarbonate, and peroxidation. Di (2-ethoxyethyl) dicarbonate, tertiary butyl peroxydecanoate, tert-butyl peroxypivalate (t-butyl peroxypivalate), (3,5,5-trimethyl Hexamyl) peroxide, dipropylfluorenyl peroxide, diethylfluorenyl peroxide, di-dodecyl peroxide and other organic peroxides; 2,2'-azobisisobutyronitrile , 2,2'-azobis (2-methylbutyronitrile), 1,1'-azobis (cyclohexane-1-carbonitrile), 2,2'-azobis (2,4- Dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), 2,2'-azobis (2-methylpropionic acid) di Methyl ester, 4,4'-azobis (4-cyanovaleric acid), 2,2'-azobis (2-hydroxymethylpropionitrile), 2,2'-azobis [2- ( Azo compounds such as imidazolin-2-yl) propane].

The content of the (E) component may be 1 mass% or more, 5 mass% or more, and 10 mass% or more with respect to the total amount of the curable resin composition, and may be 90 mass% or less, 80 mass% or less, and 70 mass%. the following. When the content of the polymer is within the above range, it is easy to obtain a curable resin composition having viscosity suitable for coating and good processability. In addition, the pressure-sensitive adhesiveness of the hardened resin layer after light irradiation to adherends such as glass, plastic, polarizing plates, and polycarbonate tends to be particularly good.

The curable resin composition may contain a gelling agent such as 1,2-hydroxystearic acid and a thixotropic agent in place of the polymer or in combination with the polymer.

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

The curable resin composition may not substantially contain an organic solvent from the viewpoint of reliability in damp heat resistance and the viewpoint of suppressing generation of bubbles in the cured product. In the present specification, the "organic solvent" refers to an organic compound that does not have a radical polymerizable group and is liquid at 25 ° C and has a boiling point of 250 ° C or lower at atmospheric pressure. In the present specification, "substantially free of an organic solvent" means that the organic solvent is not added intentionally, and a state in which a small amount of an organic solvent is present in the curable resin composition is not excluded. Specifically, 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 with respect to the total amount of the curable resin composition. The curable resin composition may be completely free of organic solvents.

From the viewpoint of processability, the viscosity of the curable resin composition at a temperature in at least a part of the range of 25 ° C. to 70 ° C. may be 10 mPa · s or more, 4.0 × 10 ² mPa · s or more, and 5.0 × 10 ² mPa · s or more, 1.0 × 10 ³ mPa · s or more, 2.0 × 10 ³ mPa · s or more, or 3.0 × 10 ³ mPa · s or more, and may be 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 × 10 ⁴ mPa · s or less, or 1.0 × 10 ⁴ mPa · s or less. The viscosity at 25 ° C. is a value measured based on Japanese Industrial Standards (JIS) Z 8803, and specifically a value measured using a B-type viscosity meter (for example, manufactured by Toki Sangyo Co., Ltd., BL2). The B-type viscometer can be calibrated based on JIS Z 8809-JS14000. The viscosity at a temperature exceeding 25 ° C can be measured according to a method for measuring the viscosity at 25 ° C.

When the curable resin composition is irradiated with active energy rays, pressure-sensitive adhesiveness can be exhibited.

The curable resin composition preferably has a pressure-sensitive adhesive force of 10 N / cm ² or more, more preferably 20 N / cm ² or more, and even more preferably 40 N / cm ² . The measurement of the pressure-sensitive adhesive force was performed by the following method and conditions.

(Measurement method of pressure-sensitive adhesive force) A curable resin composition was applied to a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and the lengthwise direction of the curable resin layer and the first glass substrate were applied. orthogonal to the long side width of material disposed 0.6 mm, a length of 25 mm, a thickness of 50 μm of the resin layer, an irradiation intensity of 3000 mW / cm ² and the total irradiation amount becomes 5000 mJ / cm ² for curing mode The flexible resin layer is irradiated with light having a wavelength of 365 nm. On the hardening resin layer within one minute from the light irradiation, the long sides of the first glass substrate and the long sides of the second glass substrate are consistent when viewed from the vertical direction. A second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm was arranged, and a load of 1 N was applied for 10 seconds to perform bonding, thereby obtaining a measurement sample (FIG. 1). Measure the test force when the first glass substrate and the second glass substrate of the measurement sample are pulled away from each other in the opposite long side direction within 1 hour from the bonding, and divide the test force by the curable resin. The value obtained by the contact area between the layer and the second glass substrate was set as a pressure-sensitive adhesive force. In FIG. 1, 101 indicates a first glass substrate, 102 indicates a second glass substrate, 103 indicates a curable resin layer, and D indicates a pulling-out direction.

From the viewpoint of the wettability of the resin, the curable resin composition preferably has resin characteristics such that the aspect ratio after bonding of the formed curable resin layer becomes high. The specific aspect ratio value 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, it is easy to ensure wettability, and it is easy to obtain adhesiveness to a member. The measurement of the value of the aspect ratio was performed by the following method and conditions.

(Measurement method of aspect ratio) A curable resin composition was applied to a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm. The lengthwise direction of the curable resin layer was equal to the length of the first glass substrate. A curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm was provided orthogonally, and the curable resin layer was irradiated with an intensity of 3000 mW / cm ² and a total irradiation amount of 5000 mJ / cm ² . The light is irradiated with a wavelength of 365 nm, and the width is arranged on the curable resin layer within one minute from the light irradiation so that the long side of the first glass substrate and the long side of the second glass substrate are viewed from the vertical direction. A second glass substrate having a length of 25 mm, a length of 75 mm, and a thickness of 1 mm was bonded by applying a load of 1 N for 10 seconds to obtain a measurement sample (Fig. 2 (a) and Fig. 2 (b)). When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is set to B (unit: mm), B / 0.6 is set to the aspect ratio. 2 (a) and 2 (b), 104 indicates the first glass substrate, 106 indicates the second glass substrate, 105 indicates the curable resin layer, and A indicates 0.6 (the width of the curable resin layer). .

The curable resin composition according to this embodiment can be used to form a light-shielding layer when an image display device is manufactured, and the light-shielding layer has a light-shielding property that suppresses light leakage from the image display portion and the frame portion, and even in a narrow area It can also be formed efficiently.

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

FIG. 3 is a sectional view showing an embodiment of the image display device. The image display device 100 shown in FIG. 3 includes an image display unit 1 including a liquid crystal panel 41 having an image display surface 41S, a cover member 20, and a light-transmissive pressure-sensitive adhesive layer 42. A backlight portion 43 is provided to the liquid crystal panel. 41 supplies light; the frame portion 5 supports the image display portion 1 and houses the liquid crystal panel 41 and the backlight portion 43; and the light shielding layer 3 is formed between the frame portion 5 and the image display portion 1. The cover member 20 includes a cover glass 21 having a light-transmitting portion 25 facing the image display surface 41S, and a frame portion 22 provided on a peripheral portion of the main surface on the image display surface 41S side of the cover glass 21. The light-transmissive pressure-sensitive adhesive layer 42 combines the liquid crystal panel 41 and the cover member 20 at the same time. In general, the light-transmissive pressure-sensitive adhesive layer 42 is sometimes referred to as an optical clear adhesive (OCA). The backlight portion 43 includes a light source 45 and an optical sheet portion 46 for supplying light from the light source 45 to the liquid crystal panel 41.

The frame portion 5 includes a resin frame 51 provided around the liquid crystal panel 41 and the backlight portion 43, a backlight frame 52 that houses the backlight portion 43 outside the resin frame 51, and a case frame 53 that houses the backlight frame 52. The resin frame 51 supports the image display portion 1 by being in contact with the peripheral edge portion of the liquid crystal panel 41 and the frame portion 22 of the cover member 20 while interposing the light shielding layer 3. The backlight frame 52 supports the image display section 1 by adhering to the frame section 22 while interposing the light shielding layer 3. The housing frame 53 supports the image display unit 1 by adhering to the frame portion 22 while interposing the light shielding layer 3.

The image display device 100 in FIG. 3 includes four light-shielding layers 3 which are respectively provided between the liquid crystal panel 41 or the cover member 20 (the frame portion 22) and the frame portion 5. The light-shielding layer 3 may have a light-transmitting property to such an extent that the light leakage from the backlight portion 43 is substantially invisible. Specifically, the average light transmittance of the light shielding layer 3 at 400 nm to 700 nm may be less than 10%. This average light transmittance can be a value measured under the condition that light is irradiated to the thickness direction of the light shielding layer 3, for example.

The light-shielding layer 3 may form a closed frame body that completely surrounds the periphery of the backlight portion 43, or may form an open frame body that surrounds a part of the periphery of the backlight portion 43 in a range where light leakage is sufficiently suppressed. As described below, at least one selected from the resin frame 51, the backlight frame 52, and the case frame 53 and an image can be formed by a method including coating of a curable resin composition and irradiation of active energy rays. The light-shielding layer 3 between the display portions 1. A part of the light-shielding layer included in the image display device may be formed of 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 bezel portion and excellent designability can be obtained. The lower limit of the width W is not particularly limited, and may be about 0.2 mm.

Respective members constituting the image display section 1 and the frame section 5 can be appropriately selected from those generally used in the field of image display devices. Generally, the optical sheet portion 46 of the backlight portion 43 includes a lens sheet, a diffusion sheet, a light guide plate, a reflection sheet, and the like. The configuration of the optical sheet-type image display device is not limited to the configuration shown in FIG. 3, and the number and shape of the frames and the portion where the light-shielding layer is provided can be appropriately changed. For example, instead of providing the frame portion 22, the peripheral portion of the cover glass 21 and the frame portion 5 may be adhered while the light shielding layer 3 is interposed.

4 (a), 4 (b), 5 (a), and 5 (b) are perspective views illustrating an embodiment of a method of manufacturing an image display device. The method shown in FIG. 4 (a), FIG. 4 (b), FIG. 5 (a), and FIG. 5 (b) includes, in order, a prescribed portion (on the back side) of the image display unit 1 (for example, a cover member). The peripheral edge portion of the main surface) is a step of applying a curable resin composition to form a frame-shaped curable resin layer 3A (FIG. 4 (a), FIG. 4 (b)); irradiating the curable resin layer 3A with active energy Line hν to perform the curing reaction of the curable resin layer 3A (FIG. 4 (b)); and the image display portion 1 and the frame portion 5 are attached while the curable resin layer 3A subjected to the curing reaction is interposed. (5 (a), 5 (b)). The light-shielding layer 3 is formed by the curing reaction in the curable resin layer 3A.

6 (a), 6 (b), 7 (a), and 7 (b) are perspective views showing an embodiment of a method of manufacturing an image display device. In the case of this method, a curable resin composition is applied to the frame portion 5 to form a frame-shaped curable resin layer 3A. The other points are the same as the methods of FIGS. 4 (a), 4 (b), and 5 (a), 5 (b).

Hereinafter, embodiments of the method of manufacturing the image display device 100 of FIG. 3 will be described in more detail by taking the methods of FIGS. 4 (a), 4 (b), 5 (a), and 5 (b) as examples. Instructions.

Step (I) (coating step) As shown in FIGS. 4 (a) and 4 (b), the peripheral portion of the main surface of the image display unit 1 is coated with the curable resin composition of the present embodiment. A frame-shaped curable resin layer 3A is formed. It is possible to efficiently form a curable resin layer in a narrow area by adjusting a coating mechanism. For example, a method of spraying a liquid curable resin composition from an opening can be used to efficiently and accurately apply the curable resin composition.

Step (II) (active energy ray irradiation step) Then, the curable resin layer 3A is irradiated with the active energy ray hν to perform a curing reaction of the curable resin layer 3A. In the curable resin layer 3A, after the active energy ray is irradiated, a curing reaction by a radical polymerization reaction is mainly performed immediately. With the progress of the curing reaction, an appropriate pressure-sensitive adhesiveness can be imparted to the curable resin layer 3A. The silanol group and alkoxysilyl group contained in the curable resin layer 3A undergo a hardening reaction by an ionic reaction (hydrolysis reaction) in which moisture (water) participates, and this reaction can be effected by the action of active energy rays Catalyzed by a base generated from a photobase generator or a photoradical polymerization initiator that generates a base, the ionic reaction proceeds at a relatively slower reaction rate than the radical polymerization reaction. Therefore, at the stage of irradiating the active energy ray, the curable resin layer 3A can also be semi-cured by a radical polymerization reaction.

Step (III) (adhesion step) As shown in FIG. 5 (a), the image display section 1 and the frame section are interposed while the curable resin layer 3A having pressure-sensitive adhesiveness is irradiated with the active energy ray, and 5 fit. If necessary, the image display portion 1 and the frame portion 5 may be bonded together while heating the curable resin layer 3A.

From the viewpoint of making the step absorbency, pressure-sensitive adhesive force (adhesive force), and the wettability balance to show the adhesive force, the storage elasticity coefficient of the hardening resin layer at 25 ° C at the time of bonding is higher than It is preferably 10,000 Pa to 500,000 Pa, more preferably 30,000 Pa to 250,000 Pa, and even more preferably 50,000 Pa to 200,000 Pa.

In the bonding step, the image display portion 1 and the frame portion 5 are preferably bonded so that the aspect ratio represented by the following formula becomes 0.4 or more. The following aspect ratio is more preferably 0.6 or more, and even more preferably 0.8 or more. Aspect ratio = B '/ A' In the formula, A 'represents the width of a predetermined portion of the frame-shaped curable resin layer 3A applied to the image display portion 1, and B' represents the image display portion 1 and the frame portion 5 The width of the predetermined portion of the cured curable resin layer 3A that is in contact with the frame portion 5. Here, A 'and B' represent widths at the same positions as A and B shown in Figs. 2 (a) and 2 (b).

Regarding the widths of A ′ and B ′, for example, the curable resin layer 3A before and after the image display portion 1 and the frame portion 5 are bonded to each other at a predetermined position on the same surface perpendicular to the direction in which the curable resin layer 3A extends. In the case of a cut surface, the line width of the curable resin layer 3A before bonding and the image display portion 1 is A ′, and the line of the curable resin layer 3A after bonding and the frame portion 5 is connected. The width is B '. In addition, when the curable resin layer 3A is formed on the frame portion 5, the line width of the curable resin layer 3A before the bonding on the cut surface and the frame portion 5 is A '. The line width of the curable resin layer 3A in contact with the image display portion 1 is B ′.

When the aspect ratio (B '/ A') is within the above range, it is easy to ensure wettability, and it is easy to obtain adhesion to the image display section 1 or the frame section 5.

Step (IV) (Hardening step) As shown in FIG. 5 (b), the curable resin layer 3A may be formed in a state where the laminated body having the image display portion 1 and the frame portion 5 is bonded. The hardening reaction is further hardened. In this specification, the curing reaction which progresses after bonding may be called "retarded hardening." The delayed hardening can be performed in an environment of 10 ° C. or higher, 15 ° C. or higher, or 20 ° C. or higher, and humidity of 30% or higher, 40% or higher, or 50% or higher, for 12 hours or longer. Regarding the environment for delayed hardening, the temperature may be 80 ° C or lower, and the humidity may be 95% or lower. During the delayed curing, 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.

The delayed hardening may be a radical polymerization, and more typically a hardening reaction using an ionic reaction (hydrolysis reaction) having a slower reaction rate than the radical polymerization. Delayed curing is performed by the ion reaction (hydrolysis reaction) of the silanol group and / or alkoxysilyl group in the component (B1) or (D) contained in the curable resin layer 3A. The ion reaction (hydrolysis reaction) can be promoted by a base generated from a photobase generator or a photoradical polymerization initiator that generates a base. The hardening resin layer 3A (that is, the light-shielding layer 3) after the delayed hardening can adhere the cover member to the image display portion with a higher adhesive force. [Example]

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

Raw material of hardening resin composition (A) Photoinitiator (A1) Photoradical polymerization initiator: IRG-651 (manufactured by BASF Corporation, IRGACURE) -651, 2,2- Dimethoxy-1,2-diphenylethane-1-one) Photo-radical polymerization initiator for generating base: IRG-907 (manufactured by BASF Corporation, Japan, IRGACURE) -907 2, 2-methyl-1- (4-methylthiophenyl) -2-morpholinylpropane-1-one) (B) The monomer component (B1) has a radical polymerizable group and a silanol group and Monomer of alkoxysilyl group · KBM-5103 (manufactured by Shin-Etsu Chemical Industry Co., Ltd., KBM-5103, 3-propenyloxypropyltrimethoxysilane) (B2) has one radical polymerizable group Monofunctional monomer · NOAA (manufactured by Osaka Organic Chemical Industry Co., Ltd., NOAA, n-octyl acrylate) · IBXA (manufactured by Kyoeisha Chemical Co., Ltd., Light Acrylate IB-XA, isobornyl acrylate Esters) · HPA (manufactured by Osaka Organic Chemical Industry Co., Ltd., HPA, hydroxypropyl acrylate) (C Colorants Sa · Eric Black (elixa Black) 850 (Orient Chemical Industries (Orient Chemical Industries) Limited manufacturing, black dye)

(E) Polymer (oligomer) An oligomer (copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate) was synthesized by the following procedure. Put 2-ethylhexyl acrylate (90.0 g), 2-hydroxyethyl acrylate (10.0 g), methyl ethyl ketone (30.0 g), and ethyl acetate (170.0 g) into the container. Nitrogen was replaced at a flow rate per minute, and heated to 65 ° C from normal temperature (25 ° C). After reaching 65 ° C, azobisisobutyronitrile (0.3 g) was added, and the temperature was maintained for 8 hours while maintaining the temperature. Next, isostearyl acrylate (100.0 g) was added, and the solvents methyl ethyl ketone and ethyl acetate were slipped away, thereby obtaining a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate ( Weight average molecular weight 600,000) isostearyl acrylate solution (heating residue 50%).

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

Evaluation method 1. Adhesive force (initial phase, after delayed hardening) FIGS. 8 and 9 are schematic diagrams showing a method for measuring an adhesive force. As shown in FIG. 8, a curable resin composition is applied to both ends of the center of the long glass substrate 60 having a length of 25 cm × 75 cm × 0.1 cm, and two opposite curable properties are formed on the glass substrate 60. Resin layer 3A (0.05 mm height, 0.4 mm to 0.6 mm width, 30 mm to 40 mm length). For the formed curable resin layer 3A, an ultraviolet irradiation device (manufactured by Eyegraphics Co., Ltd., US5-X0401) was used. A light source was used: manufactured by Eyegraphics Co., Ltd., and metal halide lamps (metal halide lamp) M04-L41), irradiating ultraviolet rays at an irradiation intensity of 400 mW / cm ² and a total irradiation amount of 2000 mJ / cm ² to advance the curing reaction portion of the curable resin layer 3A. The illuminance meter ("UIT-250" manufactured by Ushio Electric Co., Ltd.) was used to measure the irradiation output.

Next, as shown in FIG. 9, while the curable resin layer 3A after the ultraviolet irradiation is interposed, the glass substrate 60 and another long glass substrate 61 (25 cm × 75 cm × 0.1 cm) are made of glass. The short side of the base 60 is oriented parallel to the long side of the glass base 61, and bonding is performed while applying a load of 5 kgf.

Both ends 61E of the glass substrate 61 of the obtained glass bonded body were fixed in a state where the glass substrate 61 was horizontal with respect to the ground and the glass substrate 60 was positioned below the glass substrate 61. In this state, a load is applied to the glass substrate 60 in the vertical direction (in the direction of the arrow F), and the load is increased until the glass substrate 60 is peeled. The test force (load) when the glass substrate 60 was peeled off was measured, and the value obtained by dividing the test force by the bonding area between the curable resin layer 3A (or the light shielding layer 3) and the glass substrate 61 was recorded as the bonding force.

According to this method, the initial adhesion force measured within 2 hours after obtaining the glass bonded body, and the post-cured adhesion force measured after the glass bonded body was allowed to stand in a room at 25 ° C. and 50% RH for 48 hours were measured.

2. Light-shielding property Use a non-woven fabric ("Bemcot" manufactured by Asahi Kasei Fiber Co., Ltd.) impregnated with acetone to carefully wipe the plate-shaped soda glass 62 (float glass, "MICRO glass slide made by Songlang glass" SLIDE GLASS) S9213 ", size 76 mm x 52 mm, thickness 1.2 mm to 1.5 mm, and 90% transmittance of irradiated light). It was used as a glass substrate for testing. As shown in FIG. 10, four pieces of stickers along one of the main surfaces of the soda glass 62 are attached ("No. 402 tape", 50 mm width, manufactured by okamoto Co., Ltd.) to form a frame-shaped guide 65 .

Next, a hardening resin composition (1 mL) was dropped on the surface 62S of the soda glass 62 inside the guide 65, and the hardening resin composition was expanded by a glass rod to form a hardening resin layer. For the formed curable resin layer, an ultraviolet irradiation device (manufactured by Eyegraphics Co., Ltd., US5-X0401) was used, and a light source was used: manufactured by Eyegraphics Co., Ltd., metal halide lamp M04-L41 ), Irradiation was performed at an irradiation intensity of 400 mW / cm ² and the total irradiation amount became 2000 mJ / cm ² to advance the curing reaction of the curable resin layer. The illuminance meter ("UIT-250" manufactured by Ushio Electric Co., Ltd.) was used to measure the irradiation output. The thickness of the curable resin layer after light irradiation was 150 μm.

A visible ultraviolet spectrophotometer ("UV-2400PC" manufactured by Shimadzu Corporation) was used to measure the light transmittance of the curable resin layer at a wavelength of 400 nm to 700 nm after light irradiation. Based on the average light transmittance at 400 nm to 700 nm, the light-shielding property was evaluated on the following basis. A: The average light transmittance at 400 nm to 700 nm is less than 10% F: The average light transmittance at 400 nm to 700 nm is more than 10%

[Table 1]

Table 1 shows the evaluation results of the adhesion and light-shielding properties related to each hardenable tree composition. It was confirmed that in each of the examples, a light-shielding layer having sufficient light-shielding properties can be easily formed in a narrow area by a method of applying a curable resin composition. Furthermore, the formed light-shielding layer exhibited high adhesion. [Industrial availability]

According to the present invention, it is possible to provide a curable resin composition that can be used to form a light-shielding layer when an image display device is manufactured. A narrow area can also be formed efficiently. In addition, according to the present invention, it is possible to provide a method for manufacturing an image display device having a light-shielding layer, which can obtain a member (for example, a fine adhesive surface) that can suppress a drop impact and constitute an image display device (for example, The peeling and floating adhesion caused by the repulsive force of a flexible wiring board (FPC)), and the prevention of light leakage are excellent. These are useful for the industrial manufacture of information terminals such as smart phones, touch pads, personal computers, and televisions.

1‧‧‧Image display section

3‧‧‧ shading layer

3A, 103, 105‧‧‧‧curable resin layer

5‧‧‧Frame Department

20‧‧‧Cover member

21‧‧‧ cover glass

22‧‧‧Frame section

25‧‧‧Transmission Department

41‧‧‧LCD Panel

41S‧‧‧Image display surface

42‧‧‧Translucent sexy laminating layer

43‧‧‧ backlight

45‧‧‧light source

46‧‧‧Optical Sheet Division

51‧‧‧ resin frame

52‧‧‧ backlight frame

53‧‧‧shell frame

60, 61‧‧‧ glass substrate

61E‧‧‧ glass substrate 61 both ends

62‧‧‧Sodium glass

62S‧‧‧ Surface of Sodium Glass 62

65‧‧‧Guide

100‧‧‧Image display device

101, 104‧‧‧The first glass substrate

102, 106‧‧‧ 2nd glass substrate

A‧‧‧Width of hardening resin layer

B‧‧‧ width of the curable resin layer in contact with the second glass substrate

D‧‧‧Pull off direction

F‧‧‧ Arrow

hν‧‧‧ Active Energy Ray

W‧‧‧ Width of light-shielding layer

FIG. 1 is a diagram for explaining a method for measuring the pressure-sensitive adhesive force of a curable resin layer. 2 (a) and 2 (b) are diagrams for describing a method for measuring the aspect ratio at the time of bonding of the curable resin layer. FIG. 3 is a sectional view showing an embodiment of the image display device. 4 (a) and 4 (b) are perspective views showing an embodiment of a method of manufacturing an image display device. 5 (a) and 5 (b) are perspective views showing an embodiment of a method of manufacturing an image display device. 6 (a) and 6 (b) are perspective views illustrating an embodiment of a method of manufacturing an image display device. 7 (a) and 7 (b) are perspective views showing an embodiment of a method of manufacturing an image display device. FIG. 8 is a perspective view showing a method of measuring an adhesive force. FIG. 9 is a perspective view showing a method of measuring an adhesive force. FIG. 10 is a perspective view showing a method of evaluating light shielding properties.

Claims (12)

A curable resin composition comprising a photoinitiator, a monomer component, and a coloring agent, and the photoinitiator includes a photoradical polymerization initiator, or a photoradical polymerization initiator and photo An alkali generator, wherein the monomer component includes a monomer having one radically polymerizable group and a silanol group and / or an alkoxysilyl group. A curable resin composition comprising a photoinitiator, a monomer component, a colorant, and a compound having a silanol group and / or an alkoxysilyl group, and the photoinitiator includes photoradical polymerization An initiator, or a photoradical polymerization initiator and a photobase generator, and the monomer component includes a monomer having one radical polymerizable group. The curable resin composition according to item 1 or 2 of the scope of patent application, further comprising a polymer. The curable resin composition according to any one of claims 1 to 3 of the scope of patent application, which is used to form a light-shielding layer. The curable resin composition according to any one of claims 1 to 4 of the scope of patent application, which exhibits pressure-sensitive adhesiveness when irradiated with active energy rays. The hardening resin composition according to item 5 of the scope of patent application, wherein the pressure-sensitive adhesive force obtained by the following method is 10 N / cm ² or more: 25 mm in width, 75 mm in length, and 1 in thickness A 1 mm glass substrate was coated with a curable resin composition, and a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm were set so that the longitudinal direction of the curable resin layer was orthogonal to the long side of the first glass substrate. The hardening resin layer is irradiated with light at a wavelength of 365 nm so that the irradiation intensity is 3000 mW / cm ² and the total irradiation amount is 5000 mJ / cm ^2. The hardening property is less than one minute from the light irradiation. On the resin layer, a second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm was placed so that the long sides of the first glass substrate and the long sides of the second glass substrate were consistent when viewed from the vertical direction. A 1 N load was applied for 10 seconds to obtain a measurement sample, and the first glass substrate and the second glass substrate of the measurement sample were pulled in opposite long-side directions within 1 hour from the bonding. The test force at the time of separation is measured, and the test force is divided by the curable resin layer and the second glass. The value obtained by the contact area of the substrate was set as a pressure-sensitive adhesive force. The curable resin composition according to item 5 or item 6 of the patent application scope, wherein the aspect ratio obtained by the following method is 0.4 or more: In the case of a width of 25 mm, a length of 75 mm, and a thickness of 1 mm 1 A curable resin composition is applied to a glass substrate, and a curable resin having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is provided so that the longitudinal direction of the curable resin layer is orthogonal to the long side of the first glass substrate. The resin layer is irradiated with light having a wavelength of 365 nm so that the irradiation intensity is 3000 mW / cm ² and the total irradiation amount is 5000 mJ / cm ² on the curable resin layer within one minute from the light irradiation A second glass substrate having a width of 25 mm, 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 consistent from the vertical direction, and 1 N was applied. A measurement sample was obtained by bonding for 10 seconds, and when the width of the curable resin layer in contact with the second glass substrate in the measurement sample was set to B (unit: mm), B / 0.6 was set to vertical and horizontal. ratio. An image display device includes: an image display section including a liquid crystal panel having an image display surface and a cover member having a light-transmitting section facing the image display surface; and a frame section provided on the image display section. The periphery of the image display portion supports the image display portion; and a light shielding layer is formed between the frame portion and the image display portion, and the light shielding layer includes the first to The hardened | cured material of the hardenable resin layer of the hardenable resin composition in any one of the 7th item. A method for manufacturing an image display device, the image display device comprising: an image display section including a liquid crystal panel having an image display surface and a light transmission having a surface facing the image display A cover member of the frame; a frame portion provided around the image display portion to support the image display portion; and a light shielding layer formed between the frame portion and the image display portion, the method Sequentially including: coating the image display portion or the frame portion with the curable resin composition according to any one of claims 1 to 7 to form a frame-shaped curable resin layer; A step of performing a curing reaction of the curable resin layer by irradiating the curable resin layer with an active energy ray; and interposing the curable resin layer with the image display portion and The step of bonding the frame portions, and the light-shielding layer is the curable resin layer that undergoes a curing reaction. The method according to claim 9, wherein the curable resin layer when the image display portion is bonded to the frame portion has pressure-sensitive adhesiveness. The method according to claim 9 or claim 10, wherein the image display portion and the frame portion are bonded so that the aspect ratio represented by the following formula becomes 0.4 or more, and the aspect ratio = B ' / A ′ In the formula, A ′ represents a width of 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 width of the predetermined portion of the curable resin layer after the image display portion and the frame portion are bonded to each other in contact with the other of the image display portion and the frame portion. The method according to any one of claims 9 to 11, further including the step of hardening after the step of bonding the image display portion to the frame portion. Step of curing reaction of the resin layer.