KR20170017914A - Uv-curable resin composition for use in touchscreen, and bonding method and article using said uv-curable resin - Google Patents

Abstract

Provided is an ultraviolet ray curable resin composition for a touch panel which can obtain an optical member such as a display unit having good productivity, low volatility, good curability and good adhesion, and excellent workability and storage stability. (A), a softening component (B), a photopolymerizable oligomer (A) having a branched chain and having a fat chain having 10 to 30 carbon atoms and a branching chain C), and a photopolymerization initiator (E).

Description

TECHNICAL FIELD [0001] The present invention relates to a UV-curable resin composition for a touch panel, an adhesion method and an article using the composition, and a UV-curable resin composition for a touch panel.

The present invention relates to an ultraviolet ray curable resin composition for bonding at least two optical substrates and a method for manufacturing an optical member using the same.

2. Description of the Related Art Recently, a display device capable of inputting a screen by pasting a touch panel on a display screen of a display device such as a liquid crystal display, a plasma display, or an organic EL display has been widely used. This touch panel has a structure in which a glass plate or a resin film formed with a transparent electrode is adhered to face each other with a slight clearance and, if necessary, a transparent protective plate made of glass or resin is laminated on the touch surface.

BACKGROUND ART There is a technique of using a double-sided pressure-sensitive adhesive sheet for bonding a glass plate or a film on which a transparent electrode is formed in a touch panel with a transparent protective plate made of glass or resin, or bonding the touch panel and a display unit. However, when the double-sided pressure-sensitive adhesive sheet is used, there is a problem that air bubbles easily enter. As a technique for replacing the double-sided pressure-sensitive adhesive sheet, there has been proposed a technique of curing with a flexible ultraviolet-curable resin composition.

On the other hand, it is known to use various photopolymerizable monomers as an ultraviolet curable resin composition for a touch panel used in a technique of bonding a touch panel and a display unit with an ultraviolet curable adhesive. For example, in Patent Document 1, use of isobornyl acrylate, dicyclopentenyloxyethyl methacrylate, 2-hydroxybutyl methacrylate or the like has been proposed. However, in these photopolymerizable monomers, the volatility is high, and under vacuum in the process of manufacturing a touch panel, the time elapses during use, and these compounds are volatilized to change the proportions of the components, There was no problem.

On the other hand, Patent Document 2 discloses the use of lauryl (meth) acrylate as the long chain (meth) acrylate in the ultraviolet-curable resin composition for a touch panel. However, in a long chain (meth) acrylate having no such branched chain, sufficient compatibility can not be exhibited when it is used in combination with a photo-polymerizable oligomer or a softening component, and an insoluble component is precipitated by long- And it is also difficult to lower the viscosity of the resin composition.

Japanese Patent No. 5470735 Japanese Patent No. 5563983

The present invention provides an ultraviolet ray curable resin composition for a touch panel which can obtain an optical member such as a display unit having good productivity, low volatility, low dielectric constant, and excellent curability and adhesion, and which is excellent in workability and storage stability .

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have completed the present invention. That is, the present invention relates to the following (1) to (17).

(1) A resin composition for use in bonding at least two optical substrates, which comprises a monofunctional (meth) acrylate (A) having a branched chain and a fatty chain having 10 to 30 carbon atoms, a softening component (B) (C), and a photopolymerization initiator (E). The ultraviolet-curing resin composition for a touch panel according to claim 1,

(2) a monofunctional (meth) acrylate (A) having a branched chain and having a fatty chain of 10 to 30 carbon atoms,

[Chemical Formula 1]

(Wherein R represents H or CH ₃ , and R ₂ represents an alkyl group having 10 to 20 carbon atoms.)

Wherein the ultraviolet curable resin composition for a touch panel according to (1)

(Meth) acrylate, polybutadiene or hydrogenated polybutadiene skeleton having a urethane (meth) acrylate, polyisoprene or hydrogenated polyisoprene skeleton, wherein the (meth) acrylate oligomer (C) (1) or (2), wherein the ultraviolet-curable resin composition for a touch panel comprises at least one member selected from the group consisting of a fluorine-

(4) The photopolymerizable oligomer (C) is a urethane (meth) acrylate having at least one skeleton selected from the group consisting of polypropylene / polybutadiene / hydrogenated polybutadiene / polyisoprene / hydrogenated polyisoprene Curable resin composition for a touch panel according to item (3).

(5) A photopolymerizable composition comprising a photopolymerizable monomer (D) other than the component (A), wherein the component (D)

(2)

(1) to (4), wherein R ₁ represents a hydrogen atom or CH ₃ , and n represents an integer of 1 to 3. Resin composition.

(6) The ultraviolet-curing resin composition for a touch panel according to (5), wherein the formula (1) is 4-hydroxybutyl acrylate.

(7) The ultraviolet ray for touch panel according to any one of (1) to (6), wherein the softening component (B) comprises either or both of a hydroxyl group- Curable resin composition.

(8) The touch panel according to any one of (1) to (7), which contains 1 to 30% by weight of a monofunctional (meth) acrylate (A) having a branched chain and a fatty chain having 10 to 30 carbon atoms UV curable resin composition.

(9) The positive resist composition as described in any one of (1) to (7), further comprising a photopolymerizable monomer (D) other than the component (A), wherein the component (D) contains a photopolymerizable monomer having no hydroxyl group Sensitive adhesive composition for a touch panel.

(10) The composition as described in any one of (1) to (9), wherein the monofunctional (meth) acrylate (A) having 10 to 30 carbon atoms and having branched chains contains isostearyl acrylate (EN) Disclosed is a UV curable resin composition for a panel.

(11) A method of manufacturing an optical member in which at least two optical substrates having the following steps 1 and 2 are bonded.

(Process 1) An ultraviolet curable resin composition for a touch panel as described in any one of (1) to (11) above is applied to at least one optical substrate to form a coated layer, and ultraviolet rays are irradiated to the coated layer A step of obtaining an optical substrate having a cured layer

(Step 2) A step of bonding another optical substrate to the cured layer of the optical substrate obtained in Step 1, or a process of curing a cured layer of another optical substrate obtained by Step 1

(12) The production method according to (11), wherein the cured layer obtained in the step (1) has a cured portion existing on the optical substrate side and an uncured portion present on the opposite side to the optical substrate side.

(13) The production method according to (12), further comprising the following step 3 after the steps 1 and 2.

(Process 3) A step of irradiating ultraviolet rays to a cured layer having an uncured portion in the bonded optical substrate to cure the cured layer.

(14) The ultraviolet curable resin composition according to the above (1), wherein the ultraviolet ray emitted from the ultraviolet curable resin composition has a maximum illuminance in the range of 200 to 320 nm of 30 or less when the maximum illuminance in the range of 320 nm to 450 nm is 100 (12) to (13).

(15) The ultraviolet curable resin composition according to the above (1), wherein the ultraviolet ray irradiated to the ultraviolet ray curable resin composition has a maximum illuminance in the range of 200 to 320 nm of 10 or less when the maximum illuminance in the range of 320 nm to 450 nm is 100 (12) to (13).

(16) A cured product obtained by irradiating an active energy ray to the ultraviolet-curable resin composition according to any one of (1) to (10).

(17) A touch panel comprising the ultraviolet-curing resin composition according to any one of (1) to (10).

1 is a process diagram showing a first embodiment of the production method of the present invention.
2 is a process diagram showing a second embodiment of the production method of the present invention.
3 is a process diagram showing a third embodiment of the production method of the present invention.
4 is a process diagram showing a fourth embodiment of the production method of the present invention.
5 is a schematic view of an optical member obtained by the present invention.

First, the ultraviolet-curing resin composition of the present invention will be described. The phrase " addable to an ultraviolet curable resin composition for optical use " means that the additive for reducing the transparency of the cured product to such an extent that it can not be used for optical purposes is not included. In the present specification, "(meth) acrylate" means either or both of methacrylate and acrylate. Quot ;, " (meth) acrylic acid ", and the like. Also, "acrylate" refers only to acrylate, and methacrylate is excluded.

When a sheet of a cured product having a thickness after curing of 200 占 퐉 is produced with the ultraviolet-curable resin composition used in the present invention, the average transmittance of the sheet in the light having a wavelength of 400 to 800 nm is at least 90% .

The ultraviolet ray curable resin composition for a touch panel of the present invention is a resin composition for use in bonding at least two optical substrates, which comprises a monofunctional (meth) acrylate (A) having a branched chain and a fatty chain having 10 to 30 carbon atoms, . ≪ / RTI > The carbon number is more preferably 16 to 25.

Specific examples of the (meth) acrylate which can be used as the monofunctional (meth) acrylate (A) having a branched chain and having a fatty chain having 10 to 30 carbon atoms include isoorail (meth) acrylate, isostearyl (Meth) acrylate, isocetyl (meth) acrylate, isobenyl (meth) acrylate, and the like. Commercially available products include, for example, isostearyl acrylate manufactured by Shin Nakamura Chemical Co., Ltd., and light acrylate IS-A manufactured by Kyowa Chemical Industry Co., Ltd.

By using the (meth) acrylate having a long chain fatty chain having a branched chain in this way, it functions as a medium for improving the compatibility with the softening component (B) to the polymerizable oligomer (C) It is possible to effectively prevent the insoluble component from being precipitated. In addition, it is possible to obtain a resin composition having a low dielectric constant while securing flexibility.

As the monofunctional (meth) acrylate (A) having a branched chain and having a fat chain of 10 to 30 carbon atoms contained in the ultraviolet-curing resin composition for a touch panel of the present invention,

(3)

(Wherein R is H or CH ₃ , R ₂ is an alkyl group having 10 to 20 carbon atoms, and n is an integer of 10 to 25.)

(Meth) acrylate is preferably used. Here, the carbon number of R ₂ is more preferably from 15 to 20.

By using the monofunctional (meth) acrylate of the formula (10), flexibility and reactivity can be improved. Among them, isostearyl (meth) acrylate is more preferable in view of low volatility, reactivity, and flexibility.

Two or more monofunctional (meth) acrylates (A) having a branched chain and having 10 to 30 carbon atoms and having a fat chain may be used in combination.

As the ultraviolet ray curable resin composition for a touch panel of the present invention, it is preferable that the monofunctional (meth) acrylate (A) having a fat chain having 10 to 30 carbon atoms having the branched chain and the number of carbon atoms having a branched chain And monofunctional (meth) acrylate (F) having a fatty chain of? 30 is preferably used in combination. As the monofunctional (meth) acrylate (F) having a chain of fatty acids having 8 to 30 carbon atoms, the following formula (11) can be used.

[Chemical Formula 4]

(Wherein R is H or CH ₃ , R ₃ is an alkyl group having 8 to 20 carbon atoms, and n is an integer of 10 to 25.)

(Meth) acrylate is preferably used. Here, the carbon number of R ₃ is more preferably from 15 to 20.

By using the monofunctional (meth) acrylate of the formula (11), flexibility and reactivity can be improved. Among them, lauryl (meth) acrylate is more preferable from the viewpoints of low volatility, reactivity, and flexibility.

Here, MR is the number of alkyl groups of R ₂ to R ₃ in the formula (10) and / or the formula (11) from the viewpoint of improving transparency while avoiding cloudiness of the resin composition itself, In the compound represented by the formula (1) described later, it is preferable that the total number of carbon atoms excluding the acryloyl group is MC and the number of branching chains of carbon is MB. Specifically, the resin composition is preferably a resin composition containing both compounds having an MR / (MC + MB) (hereinafter referred to as a specific ratio) of 5.5 or less, and particularly preferably 5 or less. From the viewpoint that the whitening resistance is particularly excellent, the resin composition is preferably a resin composition containing the above-mentioned low-volatility / whitened acrylate and a specific ratio of 5.5 or less, more preferably 5 or less.

The content of the component (A) in the composition is usually about 1 to 90% by weight, and preferably about 1 to 80% by weight.

Here, the content is preferably 1 to 40 wt% or less, and more preferably 1 to 30 wt% or less. Within this range, the compatibility with the softening component (B) and the photopolymerizable oligomer (C) to be described later is improved to exhibit a function of suppressing the improvement of the dielectric constant while imparting flexibility, and at the same time, This is because precipitation can be effectively prevented and the polarity of the resin composition can be suppressed from becoming too low.

It is preferable to use the component (A) and the component (F) in combination. In this case, the content of the component (A) is preferably at least the content of the component (F). The component (A) and the component (F) are preferably in a ratio of 9.9: 0.1 to 0.1: 9.9, more preferably 9: 1 to 3: 7, , More preferably from 9: 1 to 6: 4

In the present invention, a photopolymerizable monomer having no hydroxyl group is preferably used as the photopolymerizable monomer (D) to be used in combination with the component (A). In this way, by using a photopolymerizable monomer having no hydroxyl group in combination, the polarity can be suppressed from increasing too high, and the polarity can be suppressed to a certain degree. This is because it is easy to obtain a resin composition hard to contain moisture. As such a photopolymerizable monomer having no hydroxyl group, those obtained by removing a photopolymerizable monomer having a hydroxyl group from a photopolymerizable monomer (D) described later can be used.

The ultraviolet-curing resin composition for a touch panel of the present invention contains a softening component (B). The softening component (B) is not crosslinked by ultraviolet rays but exists between the crosslinking of the photopolymerizable oligomer and the photopolymerizable monomer, thereby giving flexibility and reducing the shrinkage rate. In addition, it has a function of improving stickiness by imparting stickiness.

Examples of such a softening component (B) include polymers, oligomers, phthalates, phosphoric esters, glycol esters, citric acid esters, aliphatic dibasic acid esters, fatty acid esters, epoxy plasticizers, Terpene resins, hydrogenated terpene resins, and liquid terpenes. Examples of the oligomer and polymer include oligomers or polymers and oligomers having a polyisoprene skeleton, a hydrogenated polyisoprene skeleton, a polybutadiene skeleton, a hydrogenated polybutadiene skeleton or a xylene skeleton, adipate ester oligomers, polybutene, etc. Can be exemplified. From the viewpoint of transparency, a hydrogenated terpene resin, hydrogenated polyisoprene, hydrogenated polybutadiene, polybutene, and liquid terpene are preferable. From the viewpoint of adhesion strength and compatibility of other materials, hydrogenated terpene resins containing a hydroxyl group at the terminal or side chain, hydrogenated polyisoprene containing hydroxyl groups at the terminal or side chain, hydroxyl groups Containing polymer such as hydrogenated polybutadiene containing terminal group or side chain, and liquid terpene resin are particularly preferable.

The weight ratio of the softening component in the ultraviolet curable resin composition can be used both as a solid and a liquid phase. The softening component (B) can be used usually in an amount of 5 to 70% by weight, preferably 10 to 60% to be. The softening component of the solid is usually from 5 to 40% by weight, preferably from 10 to 35% by weight. The amount of the softening component in the liquid phase is usually 10 to 70% by weight, preferably 20 to 60% by weight.

The ultraviolet-curable resin composition of the present invention contains a photopolymerizable oligomer (C). Examples of the photopolymerizable oligomer (C) in the ultraviolet-curable resin composition of the present invention include, but are not limited to, (meth) acrylate, polyisoprene or a (meth) acrylate having a hydrogenated polyisoprene skeleton, polybutadiene And a (meth) acrylate having a hydrogenated polybutadiene skeleton are preferably used. Among them, urethane (meth) acrylate is preferable from the viewpoint of adhesion strength, and from the viewpoint of moisture resistance, at least one kind selected from the group consisting of polybutadiene / hydrogenated polybutadiene / polyisoprene / hydrogenated polyisoprene (Meth) acrylate having a skeleton of the above formula is more preferable.

The urethane (meth) acrylate is obtained by reacting a polyhydric alcohol, a polyisocyanate and a hydroxyl group-containing (meth) acrylate.

Examples of polyhydric alcohols include polybutadiene glycols, hydrogenated polybutadiene glycols, polyisoprene glycols, hydrogenated polyisoprene glycols, neopentyl glycols, 3-methyl-1,5-pentanediol, ethylene glycols, propylene glycols, , Alkylene glycols having 1 to 10 carbon atoms such as 4-butanediol and 1,6-hexanediol, triols such as trimethylol propane and pentaerythritol, tricyclodecane dimethylol, bis- [hydroxymethyl] -cyclohexane , And alcohols having a cyclic skeleton such as benzoic acid and the like, and alcohols having a cyclic skeleton such as those obtained by the reaction of these polyhydric alcohols with polybasic acids (for example, succinic acid, phthalic acid, hexahydrophthalic anhydride, terephthalic acid, adipic acid, azelaic acid and tetrahydrophthalic anhydride) Polyester polyols, caprolactone alcohols obtained by the reaction of polyhydric alcohols with? -Caprolactone, polycarbonate polyols (for example, 1,6-hexanediol (E.g., a polycarbonate diol obtained by the reaction of diphenyl carbonate and diphenyl carbonate), or a polyether polyol (e.g., polyethylene glycol, polypropylene glycol, polytetramethylene glycol, ethylene oxide modified bisphenol A and the like). From the viewpoint of adhesion strength and moisture resistance, propylene glycol, polybutadiene glycol, hydrogenated polybutadiene glycol, polyisoprene glycol and hydrogenated polyisoprene glycol are preferable as the polyhydric alcohol, and from the viewpoint of transparency and flexibility, Particularly preferred are propylene glycol, hydrogenated polybutadiene glycol and hydrogenated polyisoprene glycol having a molecular weight of 2000 or more. Hydrogenated polybutadiene glycol is preferable from the viewpoints of discoloration such as heat resistance and compatibility and compatibility. The upper limit of the weight average molecular weight at this time is not particularly limited, but is preferably 10,000 or less, more preferably 5000 or less. If necessary, two or more polyhydric alcohols may be used in combination.

Examples of the organic polyisocyanate include isophorone diisocyanate, hexamethylene diisocyanate, tolylene diisocyanate, xylene diisocyanate, diphenylmethane-4,4'-diisocyanate, dicyclopentanyl isocyanate, and the like. Among them, isophorone diisocyanate is preferable from the viewpoint of toughness.

Examples of the hydroxyl group-containing (meth) acrylate include hydroxy C2 to C4 alkyl (meth) acrylates such as hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate and hydroxybutyl (Meth) acrylate, dimethylolcyclohexyl mono (meth) acrylate, hydroxycaprolactone (meth) acrylate, and hydroxyl group-terminated polyalkylene glycol (meth) acrylate.

The reaction for obtaining the urethane (meth) acrylate is carried out, for example, in the following manner. That is, the polyol is mixed with the organic polyisocyanate per 1 equivalent of the hydroxyl group so that the isocyanate group is preferably 1.1 to 2.0 equivalents, more preferably 1.1 to 1.5 equivalents, and the reaction temperature is preferably 70 to 90 ° C To synthesize a urethane oligomer. Then, the hydroxy (meth) acrylate compound is mixed so that the hydroxyl group is preferably 1 to 1.5 equivalents per equivalent of the isocyanate group of the urethane oligomer, and the reaction is carried out at 70 to 90 ° C to obtain the objective urethane (meth) Rate can be obtained.

The weight average molecular weight of the urethane (meth) acrylate is preferably about 7000 to 100000, more preferably 10000 to 60000. If the weight average molecular weight is less than 7000, the shrinkage is increased. If the weight average molecular weight is more than 100000, the curing property is insufficient.

In the ultraviolet-curable resin composition of the present invention, urethane (meth) acrylate may be used alone or in combination of two or more in an arbitrary ratio. The weight ratio of the urethane (meth) acrylate in the photo-curable resin composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight.

The (meth) acrylate having the polyisoprene skeleton has a (meth) acryloyl group at the terminal or side chain of the polyisoprene molecule. (Meth) acrylate having a polyisoprene skeleton can be obtained as UC-203, UC102, and UC-1 (Kuraray Co., Ltd.). The (meth) acrylate having a polyisoprene skeleton preferably has a number average molecular weight in terms of polystyrene of 1,000 to 50,000, more preferably 25,000 to 45,000.

The weight ratio of the (meth) acrylate having a polyisoprene skeleton in the photo-curable resin composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight.

The ultraviolet curable resin composition of the present invention contains a photopolymerizable monomer (D). As the photopolymerizable monomer (D), (meth) acrylate having one (meth) acryloyl group in the molecule is preferably used. Herein, the photopolymerizable monomer (D) means a (meth) acrylate having a skeleton of a urethane (meth) acrylate, a polyisoprene or a hydrogenated polyisoprene, a (meth) acrylate having a polybutadiene or a hydrogenated polybutadiene skeleton (Meth) acrylate.

As the photopolymerizable monomer (D) contained in the ultraviolet-curable resin composition of the present invention,

[Chemical Formula 5]

(Wherein R ₁ represents a hydrogen atom or CH ₃ and n represents an integer of 1 to 3)

Is preferably used as the monofunctional acrylate.

The composition ratio of the ultraviolet-curable resin composition is preferably 1 to 20% by weight of the monofunctional acrylate represented by the formula (1), 5 to 90% by weight of the photopolymerizable oligomer (C) , 5 to 90% by weight of the photopolymerizable monomer (D), 0.1 to 5% by weight of the photopolymerization initiator (E), and the balance of the other components.

Examples of the monofunctional acrylate (A) represented by the formula (1) in the ultraviolet-curable resin composition of the present invention include 4-hydroxybutyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 2-hydroxyethyl acrylate, and the like, and two or more of them may be used in combination if necessary. In the formula (1), when n is 2 or less (particularly when n is 1 or less), it is preferable that R ₁ is a methyl group. When n is 3 or more, it is preferable that R ₁ is a hydrogen atom. In the above formula (1), a total of 2 or more carbon atoms is preferable because a resin composition having little volatility and low whitishness can be obtained. Among them, from the viewpoint of adhesion strength and whitening resistance, the following formula (2)

[Chemical Formula 6]

(Wherein n represents an integer of 2 to 4)

Is preferably a monofunctional acrylate. Examples of the monofunctional acrylate represented by the formula (2) include 4-hydroxybutyl acrylate, 3-hydroxypropyl acrylate, and 2-hydroxyethyl acrylate. Further, 4-hydroxybutyl acrylate is particularly preferable from the viewpoint of low volatility. When a methacrylate resin is used, the curing rate tends to be slowed down, and it takes time for curing to actually use the resin composition.

In the compound represented by the formula (1), MOH / (MC +) represents the total number of carbon atoms excluding the acryloyl group, and the number of branching groups of carbon is MB, MB) is preferably 0.3 or less, more preferably 0.28 or less, and particularly preferably 0.25 or less. In such a range, it is possible to realize that the volatilization and clouding are suppressed in that the amount of the polymer becomes a certain amount, and that it is advantageous to prevent the whitening by the hydroxyl group. The monofunctional acrylate represented by the above formula (1) which satisfies this condition is hereinafter referred to as low-volatility / white-backed acrylate.

The content of the photopolymerizable monomer represented by the above formula (1) is preferably from 1 to 20% by weight, more preferably from 2 to 10% by weight, and particularly preferably from 5.5 to 8% by weight. If the content of the component (1) is less than 1%, the whitening resistance deteriorates. On the other hand, when it is 20% by weight or more, bubbles tend to enter at the time of bonding, and compatibility with other components becomes poor, and the liquid may become cloudy.

Further, in the present invention, it is not preferable that methacrylate having a hydroxyl group is contained in the ultraviolet ray hardening type resin composition because it adversely affects physical properties such as low curing rate and whitening resistance. In the case of containing a methacrylate having a hydroxyl group, it is preferably 10% by weight or less, particularly preferably 5% by weight or less.

Specific examples of the (meth) acrylate having one (meth) acryloyl group in the molecule other than the photopolymerizable monomer represented by the formula (1) include isooctyl (meth) acrylate, isoamyl (meth) (Meth) acrylate, isostearyl (meth) acrylate, isodecyl (meth) acrylate, stearyl (meth) acrylate, cetyl (Meth) acrylates such as benzyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, acryloylmorpholine, phenylglycidyl (meth) acrylate Acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyethyl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentanyl (meth) acrylate, Acrylate, 1-adamantyl acrylate, 2-methyl-2-adamantyl acrylate, 2-ethyl-2-adamantyl acrylate, 1- adamantyl methacrylate, polypropylene oxide- (Meth) acrylates having a cyclic skeleton such as phenyl (meth) acrylate and dicyclopentadienooxyethyl (meth) acrylate, alkyl (meth) acrylates having 5 to 7 carbon atoms having a hydroxyl group, ethoxydiethylene Polyalkylene glycol (meth) acrylates such as glycol (meth) acrylate, polypropylene glycol (meth) acrylate and polypropylene oxide modified nonylphenyl (meth) acrylate, ethylene oxide modified phenoxyphosphoric acid (Meth) acrylate and ethylene oxide-modified octyloxyphosphoric acid (meth) acrylate, caprolactone-modified tetrafurfuryl (meth) acrylate The site can be like.

The composition of the present invention may contain (a (meth) acrylate other than the (meth) acrylate having one (meth) acryloyl group in the molecule within the range not hindering the characteristics of the present invention. (Meth) acrylate, polypropylene glycol di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, alkylene oxide modified (meth) acrylate, (Meth) acrylate, caprolactone-modified hydroxypivalic neopentyl glycol di (meth) acrylate and ethylene oxide modified di (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylol Trimethylol C2-C10 alkane tri (meth) acrylate such as trimethylolpropane tri (meth) acrylate, trimethylol propane polyethoxy tri (meth) acrylate, trimethylol propane poly propoxy tri (meth) Trimethylol C2-C10 alkane polyalkoxytri (meth) acrylates such as propane polyethoxy polypropoxy tri (meth) acrylate (Meth) acrylate, propylene oxide modified trimethylolpropane tri (meth) acrylate, ethylene oxide modified trimethylolpropane tri (meth) acrylate, propylene oxide modified trimethylolpropane tri (meth) acrylate, (Meth) acrylate, trimethylolpropane tri (meth) acrylate pentaerythritol polyethoxy tetra (meth) acrylate, pentaerythritol polypropoxytetra (meth) acrylate, pentaerythritol tetra (Meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, have.

In the present invention, when used in combination, (meth) acrylate having one or two functionalities is preferably used in order to suppress curing shrinkage.

In the ultraviolet-curable resin composition of the present invention, these (meth) acrylate monomer components may be used alone or in combination of two or more in an arbitrary ratio. The weight ratio of the photopolymerizable monomer (D) other than the formula (1) in the photocurable transparent resin composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight. When the amount is less than 5% by weight, the curability becomes insufficient, while when it is more than 90% by weight, the shrinkage increases.

In the present invention, the ratio (weight ratio) of the component (1) to the component (10) is preferably in the range of 1: 2 to 1:25, more preferably in the range of 1: 3 to 1:15 desirable.

Epoxy (meth) acrylate can be used in the ultraviolet-curable resin composition of the present invention within a range that does not impair the properties of the present invention. Epoxy (meth) acrylate has a function of improving the curability and improving the hardness and curing rate of the cured product. As the epoxy (meth) acrylate, any of those obtained by reacting a glycidyl ether type epoxy compound with (meth) acrylic acid can be used, but glycidyl ethers for obtaining an epoxy (meth) Type epoxy compounds include diglycidyl ether of bisphenol A or alkylene oxide adduct thereof, diglycidyl ether of bisphenol F or an alkylene oxide adduct thereof, hydrogenated bisphenol A or alkylene oxide adduct thereof Glycidyl ether, hydrogenated bisphenol F or a diglycidyl ether of an alkylene oxide adduct thereof, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, butanediol di Glycidyl ether, hexanediol diglycidyl ether, cyclohexanedimethanol diglycidyl ether, polypropylene glycol Koldi glycidyl ether and the like.

Epoxy (meth) acrylate is obtained by reacting these glycidyl ether type epoxy compounds with (meth) acrylic acid under the following conditions.

(Meth) acrylic acid is reacted at a ratio of 0.9 to 1.5 mol, more preferably 0.95 to 1.1 mol, per equivalent of the epoxy group of the glycidyl ether type epoxy compound. The reaction temperature is preferably 80 to 120 占 폚, and the reaction time is about 10 to 35 hours. In order to accelerate the reaction, it is preferable to use a catalyst such as triphenylphosphine, TAP, triethanolamine, tetraethylammonium chloride or the like. Further, in order to prevent polymerization during the reaction, for example, para-methoxyphenol, methylhydroquinone, etc. may be used as the polymerization inhibitor.

The epoxy (meth) acrylate which can be preferably used in the present invention is a bisphenol A type epoxy (meth) acrylate obtained from an epoxy compound of bisphenol A type. The weight average molecular weight of the epoxy (meth) acrylate is preferably 500 to 10000.

The weight ratio of the epoxy (meth) acrylate in the ultraviolet-curable resin composition of the present invention is usually 1 to 80% by weight, preferably 5 to 30% by weight.

Examples of the photopolymerization initiator (E) contained in the composition of the present invention include, but are not limited to, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoylphenylethoxyphosphine (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide, 1-hydroxycyclohexyl Phenyl] propanol oligomer (Esacure ONE, manufactured by Ranburetti), 1- [4- (1-methylvinyl) phenyl] (IRGACURE 2959, BASF), 2-hydroxy-1- {4- [4- (4-fluorophenyl) Phenyl) -2-methyl-propan-1-one (Irgacure 127 from BASF), 2,2-dimethoxy-2-phenyl Acetophenone (Irgacure 651, manufactured by BASF), 2-hydroxy-2-methyl-1- Methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane-1-one (Irgacure 907; manufactured by BASF) Hydroxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid solution were prepared by reacting 2- [2-oxo-2-phenyl-acetoxy- 2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, 2-chlorothioxanthone, 2,4- Dimethyl thioxanthone, 2,4-diisopropyl thioxanthone, and isopropyl thioxanthone.

In the present invention, in the photopolymerization initiator (E), the molar extinction coefficient at a wavelength of 302 nm or 313 nm measured in acetonitrile or methanol is 300 ml / (g · cm) or more, It is preferable to use a photopolymerization initiator having an extinction coefficient of 100 ml / (g · cm) or less. By using such a photopolymerization initiator, it is possible to contribute to the improvement of the bonding strength. When the molar extinction coefficient at 302 nm or 313 nm is 300 ml / (g · cm) or more, curing at the time of curing at Step 3 is sufficient. On the other hand, since the molar extinction coefficient at 365 nm is 100 ml / (g · cm) or less, excessive curing can be appropriately suppressed at the time of curing in Step 1, and adhesion can be improved.

Examples of such a photopolymerization initiator (E) include 1-hydroxycyclohexyl phenyl ketone (Irgacure 184; manufactured by BASF), 2-hydroxy-2-methyl- 1-propan-1-one (Irgacure 2959; BASF, manufactured by BASF), 1- [4- (2- hydroxyethoxy) ), Phenylglyoxylic acid liquid methyl ester (Darocure MBF; manufactured by BASF), and the like.

In the ultraviolet curable resin composition of the present invention, these photopolymerization initiators (E) may be used alone or in combination of two or more in an arbitrary ratio. The weight ratio of the photopolymerization initiator (E) in the photocurable resin composition of the present invention is usually 0.2 to 5% by weight, preferably 0.3 to 3% by weight. If it is more than 5% by weight, an uncured portion can not be formed or the transparency of the resin cured layer may be deteriorated when a cured layer having uncured portions existing on the side opposite to the cured portion and the optical substrate side is obtained .

The ultraviolet-curable resin composition of the present invention may further contain additives as other components.

In addition, amines or the like which can be a photopolymerization initiator may be used in combination with the photopolymerization initiator. Examples of amines which can be used include 2-dimethylaminoethyl benzoate, dimethylaminoacetophenone, p-dimethylaminobenzoic acid ethyl ester or p-dimethylaminobenzoic acid isoamyl ester. When a photopolymerization initiator such as an amine is used, the content in the adhesive resin composition of the present invention is usually 0.005 to 5% by weight, preferably 0.01 to 3% by weight.

The ultraviolet curable resin composition of the present invention may contain additives such as antioxidants, organic solvents, silane coupling agents, polymerization inhibitors, leveling agents, antistatic agents, surface lubricants, fluorescent whitening agents, light stabilizers (for example, hindered amine compounds Etc.), fillers and the like may be added.

Specific examples of the antioxidant include BHT, 2,4-bis- (n-octylthio) -6- (4-hydroxy-3,5-di-t-butyl anilino) (3,5-di-t-butyl-4-hydroxyphenyl) propionate], 2,2-thio-diethylenebis [3- (3-t-butyl-5-methyl-4-hydroxyphenyl) propionate], triethylene glycol- (3-tert-butyl-5-methyl-4-hydroxyphenyl) propionate], octadecyl-3- (3,5- 4-hydroxyphenyl) propionate, N, N-hexamethylenebis (3,5-di-t-butyl-4-hydroxy-hydrosinnamide), 1,3,5-trimethyl- (3,5-di-t-butyl-4-hydroxybenzyl) benzene, tris Amine, 2,4-bis [(octylthio) methyl-O-cresol, isooctyl-3- Di-t-butyl-4-hydroxyphenyl) propionate], dibutylhydroxytoluene and the like.

Specific examples of the organic solvent include alcohols such as methanol, ethanol and isopropyl alcohol, dimethylsulfone, dimethylsulfoxide, tetrahydrofuran, dioxane, toluene and xylene.

Specific examples of the silane coupling agent include, for example, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4 (Epoxycyclohexyl) ethyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyldimethoxysilane,? -Mercapropyltrimethoxysilane, N- Aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, vinyltrimethoxysilane, N- (2- (vinylbenzylamino) ethyl) 3-aminopropyltrimethoxy Silane coupling agents such as silane hydrochloride, 3-methacryloxypropyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane and 3-chloropropyltrimethoxysilane, isopropyl (N-ethylaminoethylamino) titanate , Isopropyl triisostearoyl titanate, titanium di (dioctyl pyrophosphate Titanium coupling agents such as polyoxyethylene (polyoxyethylene) oxyacetate, tetraisopropyl di (dioctylphosphite) titanate and neoalkoxytri (pN- (p-aminoethyl) aminophenyl) titanate; Zr-acetylacetonate, Zr- Neoalkoxytris (ethylenediaminoethyl) benzoate sulfonate, neoalkoxytris (dodecanoylethyl) benzene sulfonylate, neoalkoxytris (ethylenediaminoethyl) benzoate, Zirconium such as neoalkoxytris (m-aminophenyl) zirconate, ammonium zirconium carbonate, Al-acetylacetonate, Al-methacrylate and Al-propionate, or aluminum- .

Specific examples of the polymerization inhibitor include p-methoxyphenol and methylhydroquinone.

Specific examples of the light stabilizer include 1,2,2,6,6-pentamethyl-4-piperidyl alcohol, 2,2,6,6-tetramethyl-4-piperidyl alcohol, 2,2,6,6-pentamethyl-4-piperidyl (meth) acrylate (LA-82 manufactured by Adeka Corporation), tetrakis (1,2,2,6,6- 4-piperidyl) -1,2,3,4-butanetetracarboxylate, tetrakis (2,2,6,6-tetramethyl-4-piperidyl) -1,2,3,4-butane Tetracarboxylate, 1,2,3,4-butanetetracarboxylic acid and 1,2,2,6,6-pentamethyl-4-piperidino and 3,9-bis (2-hydroxy- -Dimethylethyl) -2,4,8,10-tetraoxaspiro [5.5] undecane, decanedic acid bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, Bis (1-undecaneoxy-2,2,6,6-tetramethylpiperidin-4-yl) carbonate, 2,2,6,6-tetramethyl- (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 1- [2- [3- (3,5-di-tert- butyl-4-hydroxyphenyl) propionyloxy] Ethyl] -4- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyloxy] -2,2,6,6-tetramethylpiperidine, Pentamethyl-4-piperidinyl-methacrylate, bis (1,2,2,6,6-pentamethyl-4-piperidinyl) [[3,5- Dimethylethyl) -4-hydroxyphenyl] methyl] butyl malonate, decanedic acid bis (2,2,6,6-tetramethyl-1 (octyloxy) -4-piperidinyl) ester, 1,1- N, N ', N''-tetrakis- (4,6-bis- (butyl- (N-methyl-2,2,6,6-tetramethyl) ethylhydroperoxide and the reaction product of octane Yl) -4, 7-diazadecane-1,10-diamine, dibutylamine 1,3,5-triazine N, N ' Bis (2,2,6,6-tetramethyl-4-piperidyl-1,6-hexamethylenediamine and N- (2,2,6,6-tetramethyl-4-piperidyl) butyl Amine Condensate, poly [[6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-2,4-diyl] [(2,2,6,6-tetramethyl Piperidyl) imino] hexamethylene [(2,2,6,6-tetramethyl-4-piperidyl) imino]], dimethyl succinate and 4-hydroxy- Tetramethyl-1-piperidine ethanol, a polymer of 2,2,4,4-tetramethyl-20- (beta -lauryloxycarbonyl) ethyl-7-oxa-3,20-diazadis [ Alanine, N, - (2,2,6,6-tetramethyl-4-piperidinyl) -dodecyl ester / tetradecyl ester, N-acetyl-3-dodecyl-1- (2,2,6,6, -tetramethyl-4-piperidinyl) pyrrolidine- 2,5-dione, 2,2,4,4- -7-oxa-3,20-diazadis pyrrolo [5,1,11,2] heneic acid-21-one, 2,2,4,4-tetramethyl- [(4-methoxyphenyl) -methylene] -bis (1,2,3,4-tetrahydropyran-2-yl) propane dodecyl ester / tetradecyl ester, 2,6,6-pentamethyl-4 (2,2,6,6-tetramethyl-4-piperidino) ester, 1,3-benzenedicarboxamide, N, N'-bis (2,2,6,6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethyl-4-piperidinyl) 2- (2-hydroxy-3- (3,4,5,6-tetrahydropyrimid- yl) phenol, 2- (2-hydroxy- Methylphenyl] benzotriazole, 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5- chlorobenzotriazole, 2- -tert-pentylphenyl) benzotriazole, the reaction product of methyl 3- (3- (2H-benzotriazol-2-yl) -5-tert- butyl-4-hydroxyphenyl) propionate with polyethylene glycol, Benzotriazole-based compounds such as 2- (2H-benzotriazol-2-yl) -6-dodecyl-4-methylphenol, 2,4-di-tert- -4-hydroxybenzoate < / RTI > Based compounds such as 2- (4,6-diphenyl-1,3,5-triazin-2-yl) -5 - [(hexyl) oxy] phenol and the like, Is a hindered amine compound.

Specific examples of the filler include powders such as crystalline silica, fused silica, alumina, zircon, calcium silicate, calcium carbonate, silicon carbide, silicon nitride, boron nitride, zirconia, forsterite, stearate, spinel, titania, Or spherical beads.

When present in the composition of various additives, the weight ratio of various additives in the photo-curable transparent resin composition is 0.01 to 3% by weight, preferably 0.01 to 1% by weight, more preferably 0.02 to 0.5% by weight.

The ultraviolet-curable resin composition of the present invention can be obtained by mixing and dissolving the components described above at room temperature to 80 캜, and if necessary, the impurities may be removed by an operation such as filtration. In the resin composition for bonding according to the present invention, it is preferable to appropriately adjust the compounding ratio of the components so that the viscosity at 25 캜 is in the range of 300 to 40000 mPa 생각, considering the applicability.

Next, preferred embodiments of the process for producing an optical member using the ultraviolet-curable resin composition of the present invention will be described.

In the method for producing an optical member of the present invention, it is preferable that at least two optical substrates are bonded by the following (Step 1) to (Step 3). Further, when it is judged that sufficient adhesive strength can be ensured in the step of (Step 2), (Step 3) can be omitted.

(Process 1) The ultraviolet-curable resin composition is applied to at least one optical substrate to form a coating layer. By irradiating the coating layer with ultraviolet rays, the optical substrate side of the coating layer (Hereinafter referred to as " cured portion of the cured layer " or simply " cured portion ") existing on the side of the optical substrate (the upper side of the coated layer, A step of obtaining an optical substrate having a cured layer having an uncured portion present (hereinafter referred to as " uncured portion of a cured layer " or simply " uncured portion "). In the step 1, the curing rate of the coated layer after ultraviolet irradiation is not particularly limited. As long as an uncured portion exists on the surface opposite to the optical substrate side (upper side of the coated layer, usually at the air side) do. After irradiating ultraviolet rays, when a liquid component is adhered to a finger by contacting the opposite side of the optical substrate side (the upper side of the coated layer, usually the atmosphere side) with a finger, it can be judged that the liquid component has an uncured portion.

(Process 2) A process of bonding another optical substrate to the uncured portion of the cured layer of the optical substrate obtained in Step 1, or of curing the uncured portion of the cured layer of another optical substrate obtained by Step 1 .

(Process 3) A step of irradiating ultraviolet rays through an optical substrate having a light-shielding portion to a cured layer having an uncured portion in the bonded optical substrate to cure the cured layer.

Hereinafter, with reference to the drawings, a description will be given of a specific embodiment of a method for manufacturing an optical member of the present invention via steps 1 to 3, wherein a liquid crystal display unit and a transparent substrate having a light shielding part are bonded.

Here, the ultraviolet-curable resin composition of the present invention is applied in a state of liquid resin to at least one substrate when two or more substrates are laminated, and a state of having a liquid resin state or an uncured portion , It is particularly preferable to use it in such a case because it is possible to prevent the interposition of air by exerting a particularly excellent adhesive effect when cured by ultraviolet rays.

(First Embodiment)

BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a process diagram showing a first embodiment of a process for producing an optical member using the ultraviolet-curable resin composition of the present invention. Fig.

This method is a method of obtaining an optical member by bonding the liquid crystal display unit 1 and the transparent substrate 2 together.

The liquid crystal display unit 1 refers to a liquid crystal material sealed between a pair of substrates on which an electrode is formed and provided with a polarizing plate, a driving circuit, a signal input cable, and a backlight unit.

The transparent substrate 2 is a transparent substrate such as a glass plate, a polymethyl methacrylate (PMMA) plate, a polycarbonate (PC) plate, an alicyclic polyolefin polymer (COP) plate, an acrylic resin or a polyethylene terephthalate. The transparent substrate may be subjected to hard coat treatment or antireflection treatment on one side or both sides.

Here, the transparent substrate 2 preferably has a black frame shielding portion 4 on the surface of a transparent substrate, and the light shielding portion 4 is formed by pasting a tape, applying paint, printing or the like have. In the present invention, the present invention can be applied to a case in which the light-shielding portion 4 is not provided. In the following description of the first to third embodiments, the case where the light-shielding portion 4 is provided is described as a specific example . In the case where the light-shielding portion 4 is not provided, the "transparent substrate having the light-shielding portion" may be replaced with a "transparent substrate", and the light-shielding portion may be omitted.

(Step 1)

First, as shown in Fig. 1 (a), the ultraviolet-curable resin composition is applied to the surface of the surface of the liquid crystal display unit 1 where the shielding portion of the transparent substrate 2 having the shielding portion is formed. Examples of the application method include a slit coater, a roll coater, a spin coater, and a screen printing method. Here, the ultraviolet-curable resin composition to be applied to the surface of the transparent substrate 2 having the liquid crystal display unit 1 and the light-shielding portion may be the same or different, and a different ultraviolet curable resin composition may be used. It is usually preferable that both are the same ultraviolet-curable resin composition. Here, when the light-shielding layer is formed on the transparent substrate 2, it is preferable that the difference in height between the substrate and the light-shielding layer is filled, and the resin composition reaches the light-shielding layer.

The film thickness of the cured product of each ultraviolet curable resin is adjusted so that the cured resin layer 7 after the curing is 50 to 500 占 퐉, preferably 50 to 350 占 퐉, more preferably 100 to 350 占 퐉. Here, the thickness of the cured layer of the ultraviolet-curable resin existing on the surface of the transparent substrate 2 having a light-shielding portion may vary depending on the film thickness, but is usually present on the surface of the liquid crystal display unit 1 It is preferable that the thickness is about the same as or larger than the thickness of the cured layer of the ultraviolet-curable resin. In the later Step 3, even after irradiating ultraviolet rays, the portion remaining unchanged in the uncured state is minimized, thereby eliminating the possibility of poor curing.

The ultraviolet curable resin composition layer 5 after application is irradiated with ultraviolet rays 8 to form a cured portion (not shown in the drawing) present on the lower side of the coated layer (on the liquid crystal display unit side or the transparent substrate side as viewed from the ultraviolet- And a cured layer 6 having an uncured portion (not shown in the figure) existing on the upper side (opposite to the liquid crystal display unit side or the transparent substrate side) of the coating layer . The irradiation dose is preferably 5 to 2000 mJ / cm2, and particularly preferably 10 to 1000 mJ / cm2. If the irradiation amount is too small, the degree of curing of the resin of the finally combined optical member may become insufficient, and if the irradiation amount is too large, the amount of uncured components decreases, and the amount of the cured component of the liquid crystal display unit 1 and the transparent substrate 2 There is a possibility that the coupling becomes poor.

In the present invention, " uncured " indicates a state of fluidity under an environment of 25 ° C. Further, when the resin composition layer is contacted with fingers after ultraviolet irradiation and the liquid component adheres to the finger, it is judged that the layer has an uncured portion.

For curing by ultraviolet rays irradiation from ultraviolet to near ultraviolet rays, any light source may be used for a lamp which irradiates a light beam from ultraviolet to near ultraviolet rays. For example, low-pressure, high-pressure or ultra-high-pressure mercury lamps, metal halide lamps, (pulse) xenon lamps, or electrodeless lamps can be cited.

In Step 1 of the present invention, the wavelength of the ultraviolet light to be irradiated to the ultraviolet-curable resin composition is not particularly limited, but when the maximum illuminance in the range of 320 nm to 450 nm is taken as 100, (Roughness ratio) is preferably 30 or less, particularly preferably 200 to 320 nm, of 10 or less.

When the maximum illuminance in the range of 320 nm to 450 nm is taken as 100 and the ratio of the maximum illuminance in 200 to 320 nm (illuminance ratio) is more than 30, the adhesive strength of the finally obtained optical member is deteriorated. This is because if the illuminance at a low wavelength is high, the ultraviolet-curable resin composition is excessively cured at the time of curing in the step 1, and the contribution to the adhesion at the time of curing in the ultraviolet irradiation in the step 3 is reduced I think it is because it does.

Here, the method of irradiating the ultraviolet ray to the illuminance ratio is, for example, a method of applying a lamp that satisfies the condition of the illuminance ratio as a lamp which emits light of ultraviolet to near-ultraviolet rays, (For example, a short-wave ultraviolet cut filter, a glass plate, a film, or the like) that cuts ultraviolet rays of a short wavelength at the time of irradiation of Step 1 can be used, It becomes. Examples of the substrate for adjusting the illuminance ratio of ultraviolet rays include, but are not limited to, a glass plate subjected to a short-wave ultraviolet cut treatment, soda lime glass, a PET film, and the like. In addition, a damping plate or the like obtained by subjecting the surface of quartz glass or the like to irregularities is not very effective. These are not suitable for selectively reducing the illuminance of a short wavelength of 320 nm or less because light is scattered to lower the illuminance.

In step 1, irradiation with ultraviolet rays is typically carried out in the atmosphere by irradiating (irradiating) ultraviolet light onto the upper side surface of the application side (the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side as viewed from the ultraviolet- . It is also possible to irradiate ultraviolet rays while spraying a hardening inhibiting gas on the upper surface of the coating layer after the vacuum is applied. When the resin composition is cured in the air, the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side is the atmosphere side. When it is desired to increase the tackiness of the surface of the coating layer formed in Step 1, ultraviolet rays may be irradiated under a vacuum environment or in an environment of a gas which does not cause inhibition of curing such as nitrogen.

On the other hand, in the case of omitting Step 3, it is preferable to carry out curing in vacuum or while spraying a gas (for example, nitrogen) promoting curing. As a result, even if Step 3 is omitted, sufficient adhesion can be performed.

By spraying oxygen or ozone onto the surface of the ultraviolet curable resin layer (coating layer) during ultraviolet irradiation, the state of the uncured portion and the film thickness of the uncured portion can be adjusted.

That is, when oxygen or ozone is sprayed onto the surface of the coating layer, oxygen hardening of the ultraviolet-curable resin composition is inhibited on the surface thereof, so that the uncured portion of the surface thereof is ensured, or the thickness of the uncured portion Can be thickened.

(Step 2)

Next, as shown in Fig. 1 (b), the liquid crystal display unit 1 and the transparent substrate 2 having a light shielding portion are bonded to each other in such a manner that the uncured portions are opposed to each other. The bonding can be performed either in air or in vacuum.

Here, in order to prevent air bubbles from forming at the time of bonding, it is preferable to perform bonding in vacuum.

As described above, when a cured product of an ultraviolet-curable resin having a cured portion and an uncured portion is obtained in each of the liquid crystal display unit and the transparent substrate, the resultant adhesive can be expected to improve adhesion.

The bonding can be carried out by pressing, pressing or the like.

(Step 3)

Next, as shown in Fig. 1 (c), ultraviolet rays 8 are irradiated from the side of the transparent substrate 2 having a light shielding portion to the optical member obtained by joining the transparent substrate 2 and the liquid crystal display unit 1 , And the ultraviolet ray curable resin composition (coating layer) is cured.

The irradiation amount of ultraviolet rays is preferably about 100 to 4000 mJ / cm2, and particularly preferably about 200 to 3000 mJ / cm2 in terms of the accumulated light quantity. Regarding the light source used for curing by ultraviolet to near-ultraviolet light irradiation, the light source does not matter whether it is a lamp that emits light other than ultraviolet to near-ultraviolet light. For example, low-pressure, high-pressure or ultra-high-pressure mercury lamps, metal halide lamps, (pulse) xenon lamps, or electrodeless lamps can be cited.

Thus, an optical member as shown in Fig. 5 can be obtained.

(Second Embodiment)

In addition to the first embodiment, the optical member of the present invention may be manufactured by the following modified second embodiment. Since the details of each step are the same as those of the first embodiment, the description of the same parts is omitted.

(Step 1)

First, as shown in Fig. 2 (a), the ultraviolet curable composition is coated on the surface of the transparent substrate 2 having the light shielding portion on which the light shielding portion 4 is formed, and the resulting coating layer (ultraviolet curable resin composition layer 5 ) On the upper side (opposite to the transparent substrate side) of the coated layer and the cured portion existing on the lower side of the coated layer (on the side of the transparent substrate as viewed from the ultraviolet-curable resin composition) A cured layer 6 having a cured portion is obtained. Here, when the light-shielding layer is formed on the transparent substrate 2, it is preferable that the difference in height between the substrate and the light-shielding layer is filled, and the resin composition reaches the light-shielding layer.

At this time, although the wavelength of the ultraviolet ray to be irradiated on the ultraviolet-curable resin composition is not particularly limited, when the maximum illuminance in the range of 320 nm to 450 nm is 100, the ratio of the maximum illuminance in 200 to 320 nm is 30 And particularly preferably 200 to 320 nm, is 10 or less. When the maximum roughness in the range of 320 nm to 450 nm is taken as 100, if the ratio of the maximum roughness at 200 to 320 nm is higher than 30, the adhesive strength of the finally obtained optical member is deteriorated.

(Step 2)

Next, as shown in Fig. 2 (b), the liquid crystal display unit 1 and the liquid crystal display unit 1 are laminated in the form that the uncured portion of the obtained cured layer 6 is opposed to the display surface of the liquid crystal display unit 1 The substrate 2 is bonded. The bonding can be performed either in air or in vacuum.

(Step 3)

Next, as shown in Fig. 2 (c), ultraviolet rays 8 are irradiated from the side of the transparent substrate 2 having the light-shielding portion to the optical member obtained by joining the transparent substrate 2 and the liquid crystal display unit 1 , And the cured layer (6) having an uncured portion of the ultraviolet-curable resin composition is cured.

Thus, the optical member shown in Fig. 5 can be obtained.

(Third Embodiment)

Fig. 3 is a process diagram showing a third embodiment of a method for producing an optical member using the ultraviolet-curing resin composition of the present invention. Since the details of each step are the same as those of the first embodiment, the description of the same parts is omitted.

The same members as those in the above-described first embodiment are denoted by the same reference numerals, and description thereof will not be repeated here.

(Step 1)

First, as shown in Fig. 3 (a), the ultraviolet curable composition was applied to the surface of the liquid crystal display unit 1. Thereafter, the ultraviolet curable resin composition layer 5 is irradiated with ultraviolet rays 8 to form a cured portion on the lower side (8) of the ultraviolet-curable resin composition and present on the transparent substrate side) (The side opposite to the transparent substrate side) is obtained.

At this time, although the wavelength of the ultraviolet ray to be irradiated on the ultraviolet-curable resin composition is not particularly limited, the maximum illuminance at 200 to 320 nm is preferably 30 or less when the maximum illuminance in the range of 320 nm to 450 nm is 100 And particularly preferably 200 to 320 nm, is 10 or less. When the maximum illuminance in the range of 320 nm to 450 nm is 100, the maximum illuminance at 200 to 320 nm is higher than 30, the adhesive strength of the finally obtained optical member is deteriorated.

(Step 2)

Next, as shown in Fig. 3 (b), the liquid crystal display unit 1 and the liquid crystal display unit 1 are formed in such a manner that the uncured portion of the obtained cured layer 6 and the surface on which the light shielding portion on the transparent substrate 2 having the shielding portion are opposed face each other The transparent substrate 2 having the light shielding portion is bonded. The bonding can be performed either in air or in vacuum.

(Step 3)

Next, as shown in Fig. 3 (c), ultraviolet rays 8 are irradiated from the side of the transparent substrate 2 having the light-shielding portion to the optical member obtained by bonding the transparent substrate 2 and the liquid crystal display unit 1 , And the cured layer (6) having an uncured portion of the ultraviolet-curable resin composition is cured.

Thus, the optical member shown in Fig. 5 can be obtained.

(Fourth Embodiment)

In addition to the first embodiment, the optical member of the present invention may be manufactured by the following modified fourth embodiment. Since the details of each step are the same as those of the first embodiment, the description of the same parts is omitted. Although the fourth embodiment is described based on the second embodiment in which the step 3 is omitted, the same can be carried out in the first to third embodiments.

(Step 1)

First, as shown in Fig. 4 (a), the ultraviolet curable composition is coated on the surface of the transparent substrate 2 having the light shielding portion on which the light shielding portion 4 is formed, and the resulting coating layer (ultraviolet curable resin composition layer 5 ) On the upper side (opposite to the transparent substrate side) of the coated layer and the cured portion existing on the lower side of the coated layer (on the side of the transparent substrate as viewed from the ultraviolet-curable resin composition) A cured layer 6 having a cured portion is obtained. Here, when the light-shielding layer is formed on the transparent substrate 2, it is preferable that the difference in height between the substrate and the light-shielding layer is filled, and the resin composition reaches the light-shielding layer.

At this time, although the wavelength of the ultraviolet ray to be irradiated on the ultraviolet-curable resin composition is not particularly limited, when the maximum illuminance in the range of 320 nm to 450 nm is 100, the ratio of the maximum illuminance in 200 to 320 nm is 30 And particularly preferably 200 to 320 nm, is 10 or less. When the maximum roughness in the range of 320 nm to 450 nm is taken as 100, if the ratio of the maximum roughness at 200 to 320 nm is higher than 30, the adhesive strength of the finally obtained optical member is deteriorated.

(Step 2)

Next, as shown in Fig. 4 (b), the liquid crystal display unit 1 and the liquid crystal display unit 1 are laminated in the form that the uncured portion of the obtained cured layer 6 faces the display surface of the liquid crystal display unit 1 The substrate 2 is bonded. The bonding can be performed either in air or in vacuum.

Thus, the optical member shown in Fig. 5 can be obtained.

Each of the above-described embodiments describes several embodiments of the method for producing an optical member of the present invention with one specific optical substrate. In each of the embodiments, a transparent substrate having a liquid crystal display unit and a light shielding portion is used. However, in the manufacturing method of the present invention, various members described below as an optical substrate can be used in place of the liquid crystal display unit, As the substrate, various members described later can be used.

Furthermore, as optical substrates such as a liquid crystal display unit and a transparent substrate, it is also possible to use various optical substrate layers (for example, a film formed by curing a cured layer of an ultraviolet ray hardening resin composition or other optical substrates Layer) may be used.

The method of coating the ultraviolet-curable resin composition described in the first embodiment, the film thickness of the resin cured product, the irradiation amount and the light source at the time of ultraviolet irradiation, and spraying oxygen or nitrogen or ozone onto the surface of the ultraviolet- And the method of adjusting the film thickness of the uncured portion by the above method are not limited to the above embodiments and can be applied to any manufacturing method included in the present invention.

Specific examples of the optical member that can be manufactured in the first to third embodiments, including the above liquid crystal display unit, are shown below.

(i) the optical substrate having a light-shielding portion is at least one optical substrate selected from the group consisting of a transparent glass substrate having a light-shielding portion, a transparent resin substrate having a light-shielding portion, and a glass substrate having a light- Is an at least one display unit selected from the group consisting of a liquid crystal display unit, a plasma display unit and an organic EL unit, and the obtained optical member is a display body unit having an optical substrate having the light shielding part.

(ii) an optical member in which one optical substrate is a protective substrate having a light shielding portion, and another optical substrate to which the optical substrate is attached is a display body unit having a touch panel or a touch panel, A touch panel having a protective substrate or a display body unit having the touch panel.

In this case, in step 1, it is preferable to apply the above-mentioned ultraviolet-curable resin composition to the surface of the protective substrate having the light-shielding portion on which the light-shielding portion is formed, or to one surface or both of the touch surface of the touch panel.

(iii) An optical element in which one of the optical substrates is a light-shielding unit, the other optical substrate to which the optical substrate is bonded is a display unit, and the optical member in which at least two optical substrates are bonded is a display unit mode.

In this case, it is preferable to apply the above-mentioned ultraviolet-curable resin composition to either or both of the surface of the optical substrate having the light-shielding portion on which the light shielding portion is formed or the display surface of the display unit in Step 1 Do.

Specific examples of the optical substrate having a light-shielding portion include a protective plate for a display screen having a light-shielding portion or a touch panel having a protective substrate having a light-shielding portion formed thereon.

The side of the optical substrate having the light-shielding portion on which the light shielding portion is formed is, for example, the side of the shielding plate on which the light shielding portion is formed when the optical substrate having the light shielding portion is a shielding plate for a display screen having a light shielding portion. When the optical substrate having the light-shielding portion is a touch panel having the protective substrate having the light-shielding portion, the protective substrate having the light-shielding portion has a function of shielding the optical substrate having the light- The face on the side with the added portion means the base face of the touch panel opposite to the touch face of the touch panel.

The light-shielding portion of the optical substrate having the light-shielding portion may be located at any position of the optical substrate, but is usually formed in a frame-like shape around a transparent plate or sheet-like optical substrate and has a width of about 0.5 mm to 10 mm Is about 1 to 8 mm, and more preferably about 2 to 8 mm.

The ultraviolet-curing resin composition of the present invention is a method of producing an optical member by bonding at least two optical substrates by the above (Step 1) to (Step 2) and optionally (Step 3) Can be used.

The curing shrinkage of the cured product of the ultraviolet-curable resin composition of the present invention is preferably 4.0% or less, particularly preferably 3.0% or less. Thereby, when the ultraviolet ray hardening resin composition is cured, the internal stress accumulated in the hardened resin can be reduced, and deformation of the interface between the substrate and the hardener layer of the ultraviolet ray hardening resin composition can be effectively prevented have.

Further, when the base material such as glass is thin, when the hardening shrinkage ratio is large, the warping at the time of hardening becomes large, and the display performance is greatly affected. Therefore, from this viewpoint, the hardening shrinkage ratio is preferably small.

It is preferable that the cured product of the ultraviolet-curable resin composition of the present invention has a transmittance of 90% or more at 400 nm to 800 nm. When the transmittance is less than 90%, light is difficult to transmit, and visibility is lowered when used in a display device.

From the viewpoint that a higher transmittance at 400 to 450 nm of the cured product can improve the visibility, it is preferable that the transmittance at 400 to 450 nm is 90% or more.

The ultraviolet curable resin composition of the present invention can be suitably used as an adhesive for producing an optical member by adhering a plurality of optical substrates by the above (Step 1) to (Step 3).

Examples of the optical substrate used in the optical member manufacturing method of the present invention include a transparent plate, a sheet, a touch panel, and a display unit.

In the present invention, " optical substrate " means both an optical substrate having no light-shielding portion on its surface and an optical substrate having a light-shielding portion on its surface. In the method for manufacturing an optical member of the present invention, preferably, at least one of the plurality of optical substrates to be used is an optical substrate having a light-shielding portion.

The position of the light-shielding portion in the optical substrate having the light-shielding portion is not particularly limited. In a preferred embodiment, a band-shaped shielding portion having a width of about 0.05 to 20 mm, preferably about 0.05 to 10 mm, and more preferably about 0.1 to 6 mm is formed at the periphery of the optical substrate have. The light shielding portion on the optical substrate can be formed by attaching a tape, applying a paint, or printing.

As the material of the optical substrate used in the present invention, various materials can be used. Specifically, resins such as PET, PC, PMMA, a complex of PC and PMMA, glass, COC, COP, plastic (acrylic resin, etc.) Examples of the optical substrate, such as a transparent plate or sheet, used in the present invention include a sheet such as a polarizing plate or a sheet or a laminate of a plurality of sheets, a sheet or a transparent plate which is not laminated, and a transparent plate An inorganic glass plate and processed products thereof, for example, a lens, a prism, and an ITO glass).

The optical substrate used in the present invention may be a laminate composed of a plurality of functional plates or sheets such as a touch panel (touch panel input sensor) or a display unit described below (hereinafter referred to as " functional laminate &Quot;).

Examples of the sheet usable as the optical substrate used in the present invention include an icon sheet, a decorative sheet and a protective sheet. Examples of the plate (transparent plate) that can be used in the method for producing an optical member of the present invention include a bright plate and a protective plate. As a material of these sheets or plates, those listed as materials of transparent plates can be applied.

Examples of the material of the surface of the touch panel that can be used as the optical substrate used in the present invention include glass, PET, PC, PMMA, a complex of PC and PMMA, COC and COP.

The thickness of the plate or sheet-like optical substrate such as a transparent plate or sheet is not particularly limited and is usually about 5 to about 5 cm, preferably about 10 to about 10 mm, more preferably about 50 ~ 3 mm thick.

Preferred examples of the optical member obtained by the production method of the present invention include a plate-shaped or sheet-shaped transparent optical substrate having a light-shielding portion and an optical member in which the functional laminate is formed by a cured product of the ultraviolet-curable resin composition of the present invention.

Further, in the manufacturing method of the present invention, by using a display unit such as a liquid crystal display as one of the optical substrates and using an optical functional material as another optical substrate, Panel) can be manufactured. Examples of the display unit include a display device such as an LCD, an EL display, an EL light, an electronic paper or a plasma display in which a polarizing plate is attached to a glass, for example. Examples of optically functional materials include transparent plastic plates such as acrylic plates, PC plates, PET plates, and PEN plates, tempered glass, and touch panel input sensors.

When used as an adhesive material for bonding an optical substrate, the visibility of a display image is further improved when the refractive index of the cured product is 1.45 to 1.55 in order to improve the visibility.

When the refractive index is within the range of this refractive index, the difference in the refractive index from the substrate used as the optical substrate can be reduced, and the light reflection can be suppressed by suppressing irregular reflection of light.

Preferred examples of the optical member obtained by the production method of the present invention include the following (i) to (vii).

(i) An optical member in which an optical substrate having a light-shielding portion and the functional laminate are stacked using a cured product of the ultraviolet-curable resin composition of the present invention.

(ii) the optical substrate having the light-shielding portion is an optical substrate selected from the group consisting of a transparent glass substrate having a light-shielding portion, a transparent resin substrate having a light-shielding portion, and a glass substrate having a light-shielding material and a transparent electrode formed thereon, The optical member according to (i) above, wherein the optical member is a display unit or a touch panel.

(iii) The optical member according to (ii), wherein the display unit is any one of a liquid crystal display unit, a plasma display unit, and an organic EL display unit.

(iv) A touch panel (or touch panel input sensor) in which a plate or sheet-like optical substrate having a light-shielding portion is bonded to a surface of a touch panel side of a touch panel using a cured product of the ultraviolet curable resin composition of the present invention.

(v) A display panel in which a plate-like or sheet-like optical substrate having a light-shielding portion is laminated on a display screen of a display unit using a cured product of the ultraviolet-curable resin composition of the present invention.

(vi) A display panel according to the above (v), wherein the plate-like or sheet-like optical substrate having the shielding portion is a protective substrate or a touch panel for protecting the display screen of the display unit.

(vii) The ultraviolet-curable resin composition according to any one of the above items (i) to (vi), which is the ultraviolet-curable resin composition according to any one of (1) panel.

By using the ultraviolet-curable resin composition of the present invention, a plurality of optical substrates selected from the respective optical substrates described above are bonded to each other by the method described in the above-mentioned (Step 1) to (Step 3) . In the above Step 1, the ultraviolet-curing resin composition may be applied to only one side of the two optical substrates to be bonded to each other with the cured layer interposed therebetween, or may be applied to both sides.

For example, in the case of the optical member described in (ii) above in which the functional laminate is a touch panel or a display unit, it is preferable that in any one of the surfaces of the protective substrate having the light shielding portion, And the resin composition may be applied only to either the touch surface of the touch panel or the display surface of the display unit, or both of them may be applied.

In the case of the optical member (vi) in which the protective substrate or the touch panel for protecting the display screen of the display unit is attached to the display unit, the surface of the protective substrate of the protective substrate on which the light- The resin composition may be applied only to either one of the substrate surface opposite to the touch surface and the display surface of the display unit, or may be applied to both of them.

The optical member including the display knit obtained by the manufacturing method of the present invention and the optical substrate having the light shielding portion can be inserted into electronic equipment such as a television, a small game machine, a cellular phone, a PC, and the like.

Example

Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited thereto at all.

Synthesis Example 1

GI-2000 (iodine value: 12.2, hydroxyl value: 46.8 mg. KOH / g) manufactured by Nippon Soda Co., Ltd. as a hydrogenated polybutadiene polyol compound was charged at 569.73 7.5 g (0.0024 mol) of Exenol 3020 (polypropylene glycol, hydroxyl value: 35.9 mg.KOH / g) manufactured by Asahi Glass Co., Ltd. as a diol compound, ) 171.49 g of S-1800A (isostearyl acrylate) and 0.41 g of 4-methoxyphenol as a polymerization inhibitor were added and stirred until uniform, and the internal temperature was set to 50 캜. Subsequently, 80.03 g (0.36 mol) of isophorone diisocyanate as a polyisocyanate compound was added and reacted at 80 DEG C until the target NCO content was reached. Next, 28.70 g (0.247 mol) of 2-hydroxyethyl acrylate manufactured by Osaka Organic Chemical Industry Co., Ltd. as a (meth) acrylate compound having at least one hydroxyl group and 0.20 g, and the reaction was carried out at 80 占 폚. When the NCO content became 0.1% or less, the polyurethane compound (E-1) was obtained as the end point of the reaction.

Synthesis Example 2

GI-2000 (iodine value: 12.2, hydroxyl value: 46.8 mg.KOH / g) manufactured by Nippon Soda Co., Ltd. as a hydrogenated polybutadiene polyol compound was added to the reactor having a reflux condenser, a stirrer, a thermometer, , 7.19 g (0.0023 mol) of Exenol 3020 (polypropylene glycol, hydroxyl value: 35.9 mg.KOH / g) manufactured by Asahi Glass Co., Ltd. as a diol compound, ) 208.51 g of S-1800A (isostearyl acrylate) and 0.37 g of 4-methoxyphenol as a polymerization inhibitor were added and stirred until homogeneous, and the internal temperature was adjusted to 50 캜. Subsequently, 61.35 g (0.28 mol) of isophorone diisocyanate as a polyisocyanate compound was added and reacted at 80 DEG C until the target NCO content was reached. Next, 11.00 g (0.095 mol) of 2-hydroxyethyl acrylate manufactured by Osaka Organic Chemical Industry Co., Ltd. as a (meth) acrylate compound having at least one hydroxyl group and 0.20 g, and the reaction was carried out at 80 캜. When the NCO content became 0.1% or less, the polyurethane compound (E-2) was obtained as the end point of the reaction.

Synthesis Example 3

KRASTOL HLBH-P 2000 (iodine value: 13.5, hydroxyl value: 0.89 meq / g) manufactured by CRAY VALLEY as a hydrogenated polybutadiene polyol compound was added to a reactor equipped with a stirrer, , 7.19 g (0.0023 mol) of Exenol 3020 (polypropylene glycol, hydroxyl value: 35.9 mg.KOH / g) manufactured by Asahi Glass Co., Ltd. as a diol compound, S 197.08 g of -1800A (isostearyl acrylate) and 0.36 g of 4-methoxyphenol as a polymerization inhibitor were added and stirred until uniform, and the internal temperature was adjusted to 50 占 폚. Subsequently, 61.35 g (0.28 mol) of isophorone diisocyanate as a polyisocyanate compound was added and reacted at 80 DEG C until the target NCO content was reached. Next, 11.00 g (0.095 mol) of 2-hydroxyethyl acrylate manufactured by Osaka Organic Chemical Industry Co., Ltd. as a (meth) acrylate compound having at least one hydroxyl group and 0.20 g, and the reaction was carried out at 80 캜. When the NCO content became 0.1% or less, the polyurethane compound (E-3) was obtained as the end point of the reaction.

Example 1

, 20 parts by mass of the polyurethane compound (E-1) of Synthesis Example 1, 22 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of GI-2000 (1,2-hydrogenated polybutadiene glycol) manufactured by Nippon Soda Co., Ltd., 0.5 parts by mass of Speed Cure TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) manufactured by LAMBSON, 0.5 part by mass of IRGACURE 184 (1-hydroxycyclohexylphenylketone), PBD (2- (4-biphenyl) -5- (4-t-butylphenyl) -Oxadiazole were heated to 70 DEG C and mixed to obtain a resin composition of the present invention. The viscosity of this resin composition was 3200 mPa · s.

Example 2

, 20 parts by mass of the polyurethane compound (E-2) of Synthesis Example 2, 22 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of GI-2000 (1,2-hydrogenated polybutadiene glycol) manufactured by Nippon Soda Co., Ltd., 0.5 parts by mass of Speed Cure TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) manufactured by LAMBSON, 0.5 part by mass of IRGACURE 184 (1-hydroxycyclohexylphenylketone), PBD (2- (4-biphenyl) -5- (4-t-butylphenyl) -Oxadiazole were heated to 70 deg. C and mixed to obtain a resin composition of the present invention. The viscosity of this resin composition was 5000 mPa · s.

Example 3

, 20 parts by mass of the polyurethane compound (E-3) of Synthesis Example 3, 22 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of GI-2000 (1,2-hydrogenated polybutadiene glycol) manufactured by Nippon Soda Co., Ltd., 0.5 parts by mass of Speed Cure TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) manufactured by LAMBSON, 0.5 part by mass of IRGACURE 184 (1-hydroxycyclohexylphenylketone), PBD (2- (4-biphenyl) -5- (4-t-butylphenyl) -Oxadiazole were heated to 70 DEG C and mixed to obtain a resin composition of the present invention. The viscosity of this resin composition was 5500 mPa · s.

Examples 1 to 3 are shown in Table 1, and the following evaluations were carried out.

(Viscosity)

Was measured at 25 占 폚 using an E-type viscometer (TV-200: Toki Industry Co., Ltd.).

(Refractive index)

The refractive index (25 DEG C) of the resin was measured with an Abbe's refractive index meter (DR-M2: manufactured by Atago Co., Ltd.).

(Hardening shrinkage ratio)

Two slide glasses having a thickness of 1 mm coated with a fluorine-based releasing agent were prepared, and the obtained ultraviolet-curable adhesive composition was coated on one release agent-applied surface thereof so as to have a film thickness of 200 m. Thereafter, two pieces of the slide glass were adhered so that the surfaces of the respective releasing agents were opposed to each other. The resin composition was irradiated with ultraviolet light of 3000 mJ / cm < 2 > in an integrated amount of light with a high-pressure mercury lamp (80 W / cm, ozoneless) over the glass to cure the resin composition. Thereafter, the two slide glasses were peeled off to produce a cured product for measuring the specific gravity of the film. The specific gravity (DS) of the cured product was measured in accordance with JIS K7112 B method. The liquid specific gravity (DL) of the resin composition was measured at 25 캜. From the measurement results of DS and DL, the hardening shrinkage ratio was calculated by the following formula, and it was found to be less than 2.5%.

Cure shrinkage (%) = (DS - DL) ÷ DS × 100

(Stiffness)

Two PET films subjected to releasing treatment were prepared, and the resulting ultraviolet-curable adhesive composition was applied to one of the release faces so that the film thickness became 200 占 퐉. Thereafter, two PET films were bonded so that the release surfaces faced each other. Over the PET film, the resin composition was irradiated with an ultraviolet ray having an accumulated light quantity of 3000 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone-less), and the resin composition was cured. Thereafter, the two PET films were peeled off to produce a cured product for measuring the rigidity. The stiffness was measured by ARES (manufactured by TA Instruments).

(Transmittance)

Two slide glasses having a thickness of 1 mm were prepared, and one of them was coated with the resulting ultraviolet-curable adhesive composition so that the film thickness after curing became 200 占 퐉. Thereafter, two pieces of slide glass were bonded. (80 W / cm, ozone-less) over ultraviolet rays of 3000 mJ / cm 2 in total light intensity over the glass to cure the resin composition to prepare a cured product for measuring the transmittance. The transparency of the resulting cured product was measured using a spectrophotometer (U-3310, Hitachi High-Technologies Corporation) in the wavelength range of 400 to 800 nm and 400 to 450 nm. As a result, the transmittance of 400 to 800 nm was 90% or more, and the transmittance of 400 to 450 nm was 90% or more.

(Heat resistance, moisture-resistant adhesive property)

A glass plate having a thickness of 1 mm and a glass plate having a thickness of 1 mm or a glass plate having a thickness of 1 mm and a polarizing film attached to one side were prepared and the obtained ultraviolet curing type adhesive composition was applied to a thickness of 200 m, . Over the glass, the resin composition was irradiated with an ultraviolet ray having an accumulated light quantity of 3000 mJ / cm 2 with a high pressure mercury lamp (80 W / cm, ozone resistance), and the resin composition was cured to prepare a sample for evaluation of adhesion. Using this, a heat resistance test at 85 占 폚 and a humidity resistance test at 60 占 폚 and 90% RH were carried out and left for 100 hours. In the sample for evaluation, peeling of the resin cured product from glass or polarizing film was confirmed with naked eyes, but peeling was not observed.

Example 4

20 parts by mass of the polyurethane compound (E-1) of Synthesis Example 1, 19 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of GI-2000 (1,2-hydrogenated polybutadiene glycol) manufactured by Nippon Soda Co., Ltd., 3 parts by mass of 4-HBA (4-hydroxybutyl acrylate) manufactured by Osaka Organic Chemical Industry Co., , 0.5 parts by mass of Speed Cure TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) and 0.5 parts by mass of IRGACURE 184 (1-hydroxycyclohexyl phenyl ketone), manufactured by BASF, were heated to 70 ° C and mixed, To obtain a resin composition.

Example 5

20 parts by mass of the polyurethane compound (E-2) of Synthesis Example 2, 19 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of GI-2000 (1,2-hydrogenated polybutadiene glycol) manufactured by Nippon Soda Co., Ltd., 3 parts by mass of 4-HBA (4-hydroxybutyl acrylate) manufactured by Osaka Organic Chemical Industry Co., , 0.5 parts by mass of Speed Cure TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) and 0.5 parts by mass of IRGACURE 184 (1-hydroxycyclohexyl phenyl ketone), manufactured by BASF, were heated to 70 ° C and mixed, To obtain a resin composition.

Example 6

20 parts by mass of the polyurethane compound (E-3) obtained in Synthesis Example 3, 19 parts by mass of S-1800A (isostearyl acrylate) manufactured by Shin Nakamura Chemical Co., Ltd., Brena LA (lauryl acrylate 18 parts by mass of Cryaron M-105 (aromatic modified hydrogenated terpene resin) manufactured by Yasuhara Chemical Co., Ltd., 10 parts by mass of LV-100 (polybutene) manufactured by JX Nikkosuke Energy Co., 20 parts by mass of T-5652 (polycarbonate polyol) manufactured by Asahi Chemical Industry Co., Ltd., 3 parts by mass of 4-HBA (4-hydroxybutyl acrylate) manufactured by Osaka Organic Chemical Industry Co., (2,4,6-trimethylbenzoyldiphenylphosphine oxide) and 0.5 parts by mass of IRGACURE 184 (1-hydroxycyclohexylphenylketone), manufactured by BASF Co., were heated to 70 ° C and mixed to prepare a resin composition of the present invention .

Examples 4 to 6 are shown in Table 2, and the following evaluations were carried out.

(Viscosity)

Was measured at 25 占 폚 using an E-type viscometer (TV-200: Toki Industry Co., Ltd.).

(Refractive index)

The refractive index (25 DEG C) of the resin was measured with an Abbe's refractive index meter (DR-M2: manufactured by Atago Co., Ltd.).

(Hardening shrinkage ratio)

Two slide glasses each having a thickness of 1 mm coated with a fluorine-based releasing agent were prepared, and the resulting ultraviolet-curable resin composition was coated on one release agent-applied surface thereof so as to have a film thickness of 200 占 퐉. Thereafter, two pieces of the slide glass were adhered so that the surfaces of the respective releasing agents were opposed to each other. The resin composition was irradiated with ultraviolet light of 3000 mJ / cm < 2 > in an integrated amount of light with a high-pressure mercury lamp (80 W / cm, ozoneless) over the glass to cure the resin composition. Thereafter, the two slide glasses were peeled off to produce a cured product for measuring the specific gravity of the film. The specific gravity (DS) of the cured product was measured in accordance with JIS K7112 B method. The liquid specific gravity (DL) of the resin composition was measured at 25 캜. From the measurement results of DS and DL, the hardening shrinkage ratio was calculated by the following formula.

Cure shrinkage (%) = (DS - DL) ÷ DS × 100

(Stiffness)

Two PET films subjected to releasing treatment were prepared, and the resulting ultraviolet-curable resin composition was applied to one of the release faces so that the film thickness became 200 占 퐉. Thereafter, two PET films were bonded so that the release surfaces faced each other. Over the PET film, the resin composition was irradiated with an ultraviolet ray having an accumulated light quantity of 3000 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone-less), and the resin composition was cured. Thereafter, the two PET films were peeled off to produce a cured product for measuring the rigidity. The stiffness was measured by ARES (manufactured by TA Instruments).

(Transmittance)

Two slide glasses having a thickness of 1 mm were prepared, and one of the slide glasses was coated with the resulting ultraviolet-curable resin composition so that the film thickness after curing became 200 占 퐉. Thereafter, two pieces of slide glass were bonded. (80 W / cm, ozone-less) over ultraviolet light of 3000 mJ / cm 2 in total light intensity over the glass to cure the resin composition to prepare a cured product for measuring the transmittance. The transparency of the resulting cured product was measured using a spectrophotometer (U-3310, Hitachi High-Technologies Corporation) in the wavelength range of 400 to 800 nm and 400 to 450 nm. As a result, the transmittance of 400 to 800 nm was 90% or more, and the transmittance of 400 to 450 nm was 90% or more.

(Heat resistance, moisture-resistant adhesive property)

A 1 mm thick glass slide having a thickness of 1 mm and a glass plate having a thickness of 1 mm or a glass plate having a thickness of 1 mm having a polarizing film attached to one side thereof were prepared and the resulting ultraviolet curable resin composition was coated so as to have a thickness of 200 占 퐉, . Over the glass, the resin composition was irradiated with ultraviolet light having an integrated light quantity of 3000 mJ / cm 2 with a high pressure mercury lamp (80 W / cm, ozone resistance), and the resin composition was cured to prepare a sample for evaluation of adhesion. Using this, a heat resistance test at 85 占 폚 and a humidity resistance test at 60 占 폚 and 90% RH were carried out and left for 100 hours. In the sample for evaluation, peeling of the resin cured product from glass or polarizing film was confirmed with naked eyes, but peeling was not observed.

Using the obtained resin compositions of Examples 1 to 6 of the present invention, evaluation was made below.

(White Mars)

Two slide glasses having a thickness of 1 mm were prepared and coated on one of the slide glasses so that the film thicknesses of Examples 4 to 6 were 200 占 퐉 and the other slide glass was stuck to the coated surface. Thereafter, the composition was irradiated with ultraviolet light having an accumulated light quantity of 4000 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone less / IR cut filter) over the glass. The obtained test piece was put into an environment of 80 ° C and 85% RH for 48 hours, and then taken out to an environment of 25 ° C and 45% RH. After that, the state of the film after 15 minutes and the state of the cured film after 3 hours from the take out were visually confirmed.

Coated on a slide glass having a thickness of 1 mm such that the film thicknesses of Examples 4 to 6 were 200 占 퐉 and a peelable PET film was applied to the coated surfaces. Thereafter, the composition was irradiated with ultraviolet light of 4000 mJ / cm 2 in total intensity with a high-pressure mercury lamp (80 W / cm, ozone less / IR cut filter attached) over the peeled PET film. The obtained bonded body was placed under the environment of 80 DEG C and 85% RH for 48 hours, and then taken out to the environment of 25 DEG C and 45% RH. After that, the state of the film after 15 minutes and the state of the cured film after 3 hours from the removal were visually confirmed. As a result of evaluation, the compositions of Examples 4 to 6 were all?.

○: No whitening of membrane

B: White after 15 minutes, but not white after 3 hours

X: white after 15 minutes, and white after 3 hours

(Adhesive strength 1)

A PET film and a glass plate having a thickness of 1 mm were laminated so that the film thickness after curing in Examples 1 to 6 was 200 占 퐉 and then the PET film was irradiated with a cumulative light quantity (with 80 W / cm, ozone less / IR cut filter) The composition was irradiated with ultraviolet rays of 4000 mJ / cm 2. Adhesion was measured by the method according to JIS Z0237 using the obtained bonded body. The bonded body of the PET film and the glass plate with a thickness of 1 mm was measured for the force required to fix the glass plate horizontally so that the PET film was the upper surface and to release the PET film from the end portion in the vertical direction (90 degrees upward). The evaluation result and the judgment result were all?.

○: Adhesive strength 6.0 N / cm or more

B: Adhesive strength: 1.5 N / cm or more and 6.0 N / cm or less

X: Adhesion strength Less than 1.5 N / cm

(Curing speed)

Two slide glasses having a thickness of 1 mm were prepared and applied in such a manner that the film thicknesses of Examples 1 to 6 were 200 占 퐉 and the other slide glass was applied to the coated surfaces. Thereafter, the composition was irradiated with ultraviolet light having an accumulated light quantity of 100 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone less / IR cut filter) over the glass. Thereafter, the slide glass was peeled off, and the state of the composition was confirmed. The evaluation results were all ○.

○: No liquidity

X: Insufficient curing and fluidity

(Adhesive Strength 2) A bonded body of glass was obtained according to the following Experimental Example.

Experimental Example 1 Two glass plates each having a width of 2 cm, a length of 3.5 cm and a thickness of 1 mm were prepared, and the composition C was applied to the center of one of the glass plates so as to have a thickness of 200 탆 and a diameter of 1 cm . Thereafter, an ultraviolet ray cut filter having a wavelength of 320 nm or less was cut off using an electrodeless ultraviolet lamp (Heraeus, Noble Light, Fusion, Inc., D valve) And a cured layer having uncured portions existing on the upper side (atmospheric side) of the coated layer and a cured portion existing on the lower side (glass plate side) of the coated layer were formed by irradiation with ultraviolet rays of 100 mJ / cm 2. At this time, the ultraviolet rays irradiated in Examples 1 to 6 had a maximum illuminance ratio of 3 in the range of 200 to 320 nm when the maximum illuminance in the range of 320 nm to 450 nm was 100. The uncured portions existing on the upper side (atmospheric side) of the applied layer and one of the other glass plates were cross-linked in a cross direction (direction crossing 90 캜), and the amount of accumulated light of 2000 mJ / The resin cured layer was cured by irradiating ultraviolet rays to obtain a bonded body.

EXPERIMENTAL EXAMPLE 2 The procedure of Experimental Example 1 was repeated except that the ultraviolet ray cut filter having a wavelength of 320 nm or less was changed to a glass plate having a thickness of 0.5 mm to form a cured portion And a non-cured portion existing on the upper side (atmospheric side) of the coating layer were formed. At this time, ultraviolet rays irradiated in Examples 1 to 6 had a maximum illuminance ratio of 21 in the range of 200 to 320 nm when the maximum illuminance in a range of 320 nm to 450 nm was 100. The uncured portions existing on the upper side (atmospheric side) of the applied layer and one of the other glass plates were cross-linked in a cross direction (direction crossing 90 캜), and the amount of accumulated light of 2000 mJ / The resin cured layer was cured by irradiating ultraviolet rays to obtain a bonded body.

EXPERIMENTAL EXAMPLE 3 In the same manner as in Experimental Example 1, except that an ultraviolet cut filter for blocking a wavelength of 320 nm or less was not used, the cured portion existing on the lower side (glass plate side) of the applied layer and the upper side A cured layer having uncured portions existing on the surface (atmospheric side) was formed. At this time, the ultraviolet ray irradiated to the composition C had a maximum illuminance ratio of 45 in the range of 200 to 320 nm when the maximum illuminance in the range of 320 nm to 450 nm was 100. The uncured portions existing on the upper side (atmospheric side) of the applied layer and one of the other glass plates were cross-linked in a cross direction (direction crossing 90 캜), and the amount of accumulated light of 2000 mJ / The resin cured layer was cured by irradiating ultraviolet rays to obtain a bonded body.

Experimental Example 4 Using an applicator, the composition C was coated on a peelable PET film having a thickness of 100 mm x 100 mm and a thickness of 100 m so as to have a thickness of 200 m, and then covered with a peelable PET film having a thickness of 25 m. Subsequently, the composition C was cured by irradiating ultraviolet rays at an integrated light quantity of 2000 mJ / cm 2 using an electrodeless ultraviolet lamp (manufactured by Heraeus Noble Light Fusion Co., Ltd., D valve) to obtain a transparent To obtain a pressure-sensitive adhesive sheet. Thereafter, the pressure-sensitive adhesive sheet was cut into a circle having a diameter of 1 cm, and a release PET film having a thickness of 100 占 퐉 was peeled off. Next, the transparent pressure-sensitive adhesive sheet, from which the peeled PET film was peeled off, was attached to the center of the glass plate having a size of 2 cm in width, 3.5 cm in length, and 1 mm in thickness by making one round of a rubber roller having a mass of 1 kg and a width of 20 mm. Thereafter, a peeled PET film having a thickness of 25 占 was peeled off, and a glass plate having a size of 2 cm in width × 3.5 cm in length × 1 mm in thickness was cross-linked to the transparent adhesive sheet in a cross direction (direction crossing 90 ° C.) .

One of the glass plates of the bonded objects obtained in Experimental Examples 1 to 4 was fixed and the other glass plate was peeled in the vertical direction and the state of the cured film after peeling was visually confirmed. The evaluation results were all ○. Further, the cohesion peeling indicates not the interface between the substrate and the resin cured product but the resin cured product itself is being cut off, and the interface peeling indicates that the interface between the substrate and the resin cured product is peeled off.

○: aggregation peeling only

DELTA: Cohesive peeling portion and interface peeling portion occurred at the same time

×: interface peeling only

From the above results, it can be seen that the ultraviolet-curable resin composition and the production method of the present invention are excellent in curability, high whitening resistance, strong adhesion to a substrate, and directly applied on a substrate to be bonded, , And it is found that even when the substrates of the other one are laminated, it has a high adhesive force.

The following evaluations were carried out using Examples 1 to 6 of the present invention.

(Hardening shrinkage ratio)

Two slide glasses each having a thickness of 1 mm coated with a fluorine-based releasing agent were prepared, and the composition was coated on one releasing agent-applied surface thereof so as to have a film thickness of 200 占 퐉. Thereafter, two pieces of the slide glass were adhered so that the surfaces of the respective releasing agents were opposed to each other. The resin composition was irradiated with ultraviolet light having an accumulated light quantity of 2000 mJ / cm < 2 > with a high-pressure mercury lamp (80 W / cm, ozone resistance) over the glass to cure the resin composition. Thereafter, the two slide glasses were peeled off to produce a cured product for measuring the specific gravity of the film. The specific gravity (DS) of the cured product was measured in accordance with JIS K7112 B method. The liquid specific gravity (DL) of the resin composition was measured at 25 캜. From the measurement results of DS and DL, the hardening shrinkage ratio was calculated by the following formula, and it was found to be less than 3.0%.

Cure shrinkage (%) = (DS - DL) ÷ DS × 100

(Heat resistance, moisture-resistant adhesive property)

A slide glass having a thickness of 0.8 mm and an acrylic plate having a thickness of 0.8 mm were prepared, and the composition obtained on one side was applied so as to have a film thickness of 200 占 퐉, and the other side was bonded to the coated surface. Over the glass, the resin composition was irradiated with an ultraviolet ray having an accumulated light quantity of 2000 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone resistance), and the resin composition was cured to prepare a sample for evaluation of adhesiveness. This was allowed to stand under the environment of 85 ° C and 85% RH for 250 hours. In the sample for evaluation, peeling from a resin cured product of a slide glass or an acrylic plate was visually observed, and as a result, peeling was not observed.

(flexibility)

The obtained composition was sufficiently cured and durometer E hardness was measured by a durometer hardness tester (Type E) by the method in accordance with JIS K7215, and the flexibility was evaluated. More specifically, the ultraviolet-curable resin composition was poured into a cylindrical mold so as to have a film thickness of 1 cm, and irradiated with ultraviolet rays to sufficiently cure the resin composition. The hardness of the resulting cured product was measured with a durometer hardness tester (Type E). As a result, the measured value was less than 10, and the flexibility was excellent.

(Transparency)

Two slide glasses each having a thickness of 1 mm coated with a fluorine-based releasing agent were prepared, and the obtained composition was coated on the releasing agent-applied surface of one of them so that the film thickness after curing became 200 占 퐉. Thereafter, two pieces of the slide glass were adhered so that the surfaces of the respective releasing agents were opposed to each other. The resin composition was cured by irradiating ultraviolet light with an accumulated light quantity of 2000 mJ / cm 2 with a high-pressure mercury lamp (80 W / cm, ozone less) over the glass. Thereafter, the two slide glasses were peeled off to produce a cured product for measuring transparency. The transparency of the resulting cured product was measured using a spectrophotometer (U-3310, Hitachi High-Technologies Corporation) in the wavelength range of 400 to 800 nm and 400 to 450 nm. As a result, the transmittance of 400 to 800 nm was 90% or more, and the transmittance of 400 to 450 nm was 90% or more.

(Curability of resin of light shielding load)

On each of the display surfaces of the liquid crystal display unit with an area of 3.5 inches and the outer peripheral portion thereof, the surface on which the light shielding portion on the transparent substrate having the light shielding portion (width of 5 mm) was formed was coated on each substrate so as to have a film thickness of 125 탆. Then, using an electrodeless ultraviolet lamp (manufactured by Heraeus Noble Light Fusion Co., Ltd., D valve), an ultraviolet ray cut filter having a wavelength of 320 nm or less was cut into the obtained coating layer, / Cm < 2 > to form a cured layer having a cured portion and an uncured portion existing at the air side. At this time, the ultraviolet ray irradiated to the composition had a maximum illuminance ratio of 3 in the range of 200 to 320 nm when the maximum illuminance in the range of 320 nm to 450 nm was 100.

Thereafter, the liquid crystal display unit and the transparent substrate having the light-shielding portion were bonded to each other in such a manner that the uncured portions faced each other. Finally, an ultraviolet ray of an accumulated light quantity of 2000 mJ / cm 2 was irradiated from a glass substrate side having a light-shielding portion with an ultra-high pressure mercury lamp (TOSCURE752, manufactured by Harrison Toshiba Lighting) to cure the resin cured layer to prepare an optical member. The transparent substrate was removed from the obtained optical member to wash the resin cured layer of the light shielding portion with heptane, and then the cured state was confirmed. There was no pattern in which the uncured resin composition was removed, and the resin in the light-shielding portion was sufficiently cured.

While the invention has been described in detail with reference to specific embodiments thereof, it is evident to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention.

The present application is based on Japanese patent application (2014-120621) filed on June 11, 2014, and Japanese patent application (2015-114861) filed on June 5, 2015, Quot; Also, all references cited herein are taken as a whole.

1: Liquid crystal display unit
2: a transparent substrate having a light shielding portion
3: transparent substrate
4:
5: Ultraviolet ray hardening type resin composition (ultraviolet ray hardening type resin composition)
6: a cured layer having an uncured portion
7: Cured resin layer
8: Ultraviolet ray

Claims (17)

(A), a softening component (B), a photopolymerizable oligomer (A) having a fat chain having 10 to 30 carbon atoms having branching chains C), and a photopolymerization initiator (E). The method according to claim 1,
(Meth) acrylate (A) having a branched chain and having a fatty chain having 10 to 30 carbon atoms is represented by the following formula (10)
[Chemical Formula 1]

(Wherein R represents H or CH ₃ , and R ₂ represents an alkyl group having 10 to 20 carbon atoms.)
Wherein the ultraviolet ray curable resin composition for a touch panel comprises: 3. The method according to claim 1 or 2,
Wherein the photopolymerizable oligomer (C) is at least one member selected from the group consisting of urethane (meth) acrylate, polyisoprene or a (meth) acrylate having a hydrogenated polyisoprene skeleton, a polybutadiene or a (meth) acrylate having a hydrogenated polybutadiene skeleton Wherein the ultraviolet ray-curable resin composition for a touch panel contains at least one selected from the group consisting of the following. The method of claim 3,
The photopolymerizable oligomer (C) is a urethane (meth) acrylate having at least one skeleton selected from the group consisting of polypropylene / polybutadiene / hydrogenated polybutadiene / polyisoprene / hydrogenated polyisoprene Wherein the ultraviolet ray-curable resin composition for a touch panel comprises: 5. The method according to any one of claims 1 to 4,
Further comprising a photopolymerizable monomer (D) other than the component (A), wherein the component (D)
(2)

(Wherein R ₁ represents a hydrogen atom or CH ₃ and n represents an integer of 1 to 3)
Wherein the ultraviolet ray-curable resin composition for a touch panel is represented by the following formula. 6. The method of claim 5,
Wherein the formula (1) is 4-hydroxybutyl acrylate. 7. The method according to any one of claims 1 to 6,
The ultraviolet-curing resin composition for a touch panel, which comprises either or both of a hydroxyl group-containing polymer and a liquid-phase terpene resin as the softening component (B). 8. The method according to any one of claims 1 to 7,
1 to 30% by weight of a monofunctional (meth) acrylate (A) having a branched chain and having a fatty chain having 10 to 30 carbon atoms. 8. The method according to any one of claims 1 to 7,
The ultraviolet-curing resin composition for a touch panel further comprising a photopolymerizable monomer (D) other than the component (A), wherein the component (D) contains a photopolymerizable monomer having no hydroxyl group. 10. The method according to any one of claims 1 to 9,
The ultraviolet-curing resin composition for a touch panel, wherein the monofunctional (meth) acrylate (A) having a branched chain and having 10 to 30 carbon atoms contains isostearyl acrylate. A manufacturing method of an optical member in which at least two optical substrates having the following steps 1 and 2 are bonded.
(Process 1) An ultraviolet-curing resin composition for a touch panel as described in any one of claims 1 to 10 is applied to at least one optical substrate to form a coating layer, and ultraviolet rays are applied to the coating layer A step of obtaining an optical substrate having a cured layer
(Step 2) A step of bonding another optical substrate to the cured layer of the optical substrate obtained in Step 1, or a process of curing a cured layer of another optical substrate obtained by Step 1 12. The method of claim 11,
Wherein the cured layer obtained in the step 1 has a cured portion existing on the optical substrate side and an uncured portion present on the opposite side to the optical substrate side. 13. The method of claim 12,
Wherein after the steps 1 to 2, the method further comprises the following step 3.
(Process 3) A step of irradiating ultraviolet rays to a cured layer having an uncured portion in the bonded optical substrate to cure the cured layer. The method according to claim 12 or 13,
Wherein a maximum illuminance in a range of 200 to 320 nm is 30 or less when the ultraviolet ray irradiated to the ultraviolet ray hardening resin composition in the step 1 has a maximum illuminance of 100 to 320 nm to 450 nm, ≪ / RTI > The method according to claim 12 or 13,
Wherein the maximum illuminance in a range of 200 to 320 nm is 10 or less when the ultraviolet ray irradiating the ultraviolet ray hardening resin composition in the step 1 has a maximum illuminance of 100 to 320 nm to 450 nm, ≪ / RTI > A cured product obtained by irradiating an active energy ray to the ultraviolet-curable resin composition according to any one of claims 1 to 10. A touch panel comprising the ultraviolet curable resin composition according to any one of claims 1 to 10.

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