KR20170023972A - Ultraviolet-ray-curable resin composition and laminate using same - Google Patents

Abstract

An ultraviolet ray curable resin composition excellent in transparency and a laminate using the composition are provided. The ultraviolet-curable resin composition comprises (A) at least one polymer selected from the group consisting of a (meth) acrylate-modified hydrocarbon polymer, polyoxyalkylene and polyurethane, (B) a photopolymerization initiator, and (C) a naphthalimide compound having a naphthalimide skeleton and / or a benzoxazoline compound having a benzoxazoline skeleton, (D) a compound having at least one (meth) acryloyloxy group in one molecule (Meth) acryloyloxy group-containing monomer and / or a plasticizer, wherein the amount of the naphthalimide compound and / or the benzoxazoline compound is such that the amount of the polymer, the photopolymerization initiator and the (meth) acryloyloxy Is 0.001 to 5 parts by mass based on 100 parts by mass of the total amount of the monomer containing the amino group-containing monomer and / or the plasticizer.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention [0001] The present invention relates to an ultraviolet ray-curable resin composition,

The present invention relates to an ultraviolet ray curable resin composition and a laminate using the same.

BACKGROUND ART [0002] Conventionally, it has been proposed to bond a functional film or the like constituting an electronic device part for display use, such as a touch panel, with a photo-curable adhesive composition (for example, Patent Document 1).

Japanese Unexamined Patent Application Publication No. 2012-46658

In the case of coating a hard coat material exhibiting a blue light cut function on the surface or the back surface of the function film, separately providing a layer having a blue light cut function and an adhesive layer on the function film is low in productivity . Thus, the inventors of the present invention found that when the blue light cut function is given to the adhesive layer, transparency may be lowered. The present invention has been made in view of the above points, and it is an object of the present invention to provide an ultraviolet ray curable resin composition excellent in transparency and a laminate using the composition.

Means for Solving the Problems The inventors of the present invention have made intensive studies in order to solve the above problems, and have found that the above problems can be solved by the following constitutions.

(A) at least one polymer selected from the group consisting of (A) (meth) acrylate-modified hydrocarbon polymers, polyoxyalkylene and polyurethane,

(B) a photopolymerization initiator,

(C) a naphthalimide-based compound having a naphthalimide skeleton and / or a benzoxazoline-based compound having a benzoxazoline skeleton,

(D) a (meth) acryloyloxy group-containing monomer having at least one (meth) acryloyloxy group in one molecule and / or a plasticizer

Wherein the amount of the naphthalimide compound and / or the benzoxazoline compound is at least 100 (the sum of the polymer, the photopolymerization initiator, the (meth) acryloyloxy group-containing monomer and / or the plasticizer) And 0.001 to 5 parts by mass with respect to 100 parts by mass of the ultraviolet curable resin composition.

Wherein the (meth) acrylate-modified hydrocarbon-based polymer has at least one hydrocarbon polymer selected from the group consisting of polyisobutylene, polyolefin, polyisoprene, polybutadiene and hydrogenated polybutadiene as main chains, And / or a group having a (meth) acryloyloxy group or a (meth) acryloyloxy group in its side chain.

3. The (meth) acrylate-modified polyoxyalkylene having a polyoxypropylene as a main chain and a group having a (meth) acryloyloxy group or a (meth) acryloyloxy group at a terminal and / or side chain , And the ultraviolet-curable resin composition according to the above-mentioned 1 or 2,

4. The ultraviolet-curing resin composition according to any one of 1 to 3 above, wherein the polymer has a weight average molecular weight of 1,000 to 100,000.

5. The ultraviolet-curable resin composition according to any one of 1 to 4 above, wherein the naphthalimide compound is represented by the following formula (1).

[Chemical Formula 1]

(Wherein R ¹ represents a hydrogen atom or a hydrocarbon group which may have a hetero atom, R ² represents a hydrogen atom or an organic group, and a plurality of R ^{2 s} may be the same or different)

6. Optical display panels and touch panel mating, optical display panel and protective panel mating, touch panel and protective panel mating, optical display panel and optical display panel mating, or optical film and parallax barrier 5. The ultraviolet-curable resin composition according to any one of 1 to 5 above, which is used as an antistatic agent.

7. An ultraviolet ray curable resin composition according to any one of the above 1 to 6, wherein the optical display panel and the touch panel, the optical display panel and the protection panel, the touch panel and the protection panel, the optical display panel and the optical display panel, Wherein the laminate is adhered by an adhesive layer formed of a composition.

The ultraviolet-curable resin composition of the present invention and the laminate of the present invention are excellent in transparency.

BRIEF DESCRIPTION OF DRAWINGS FIG. 1 is a cross-sectional view schematically showing an example of a laminate of the present invention.

[UV Curable Resin Composition]

The present invention will be described in detail below. First, the ultraviolet ray curable resin composition of the present invention will be described below. The ultraviolet ray curable resin composition (composition of the present invention)

(A) at least one polymer selected from the group consisting of (meth) acrylate-modified hydrocarbon polymers, polyoxyalkylene and polyurethane, and

(B) a photopolymerization initiator,

(C) a naphthalimide compound having a naphthalimide skeleton, and

(Meth) acryloyloxy group-containing monomer and / or a plasticizer having at least one (meth) acryloyloxy group in one molecule of the polymer (D), wherein the amount of the naphthalimide compound Is 0.001 to 5 parts by mass relative to the total 100 parts by mass of the photopolymerization initiator, the (meth) acryloyloxy group-containing monomer and / or the plasticizer.

In the present specification, the polymer (A) may be referred to as a polymer, (A) or (A). (B) to (E). In addition, there is a case where the effect of the present invention is excellent in transparency.

<(A) Polymer>

The (A) polymer will be described below. The (A) polymer is at least one member selected from the group consisting of (meth) acrylate-modified hydrocarbon polymers, polyoxyalkylene and polyurethane.

The (A) polymer is not particularly limited as long as it has at least one member selected from the group consisting of a (meth) acrylate-modified group and a hydrocarbon-based polymer as a main chain, polyoxyalkylene and polyurethane. As the (meth) acrylate modifying group, a group having a (meth) acryloyloxy group or a (meth) acryloyloxy group is one of preferred embodiments. (Meth) acryloyloxy group means acryloyloxy group (CH2 = CHCOO-) or methacryloyloxy group (CH2 = C (CH3) COO-) Quot; rate &quot; means acrylate or methacrylate.

The number of the (meth) acrylate trans- formers having one polymer (A) per molecule is one or more. From the viewpoint that the effect of the present invention is more excellent and the blue light-cutting performance, appearance at the time of curing, and adhesion performance are excellent, the number of the (meth) acrylate modifiers is preferably from 2 to 8 per one molecule of the polymer (A) More preferably 2 to 4 carbon atoms. The (meth) acrylate-modified group may be bonded to the terminal and / or side chain of the main chain directly or via an organic group. The organic group is not particularly limited. The organic group may have, for example, a urethane bond.

The weight average molecular weight of the (A) polymer is preferably from 1,000 to 100,000, more preferably from 5,000 to 50,000, from the viewpoint of excellent effects of the present invention, excellent blue light cut performance, appearance at the time of curing, desirable. In the present invention, the weight average molecular weight is a standard polystyrene equivalent value determined by gel permeation chromatography (GPC) using tetrahydrofuran (THF) as a solvent.

The (meth) acrylate-modified hydrocarbon polymer is preferably a poly (isobutylene), a polyolefin, a polyisoprene, a polyisoprene, a polyisoprene, a polyisoprene, or a polyisoprene as the main chain, It is preferable to have at least one hydrocarbon polymer selected from the group consisting of polybutadiene and hydrogenated polybutadiene.

(Meth) acrylate-modified polyoxyalkylene has a polyoxyalkylene skeleton as a main chain. From the viewpoint that the effect of the present invention is more excellent and the (meth) acrylate-modified polyoxyalkylene has excellent blue light cut performance, appearance at the time of curing, and adhesion performance, it is preferable to use polyoxyethylene having polyoxyethylene and polyoxypropylene .

The (meth) acrylate-modified polyurethane has a polyurethane skeleton as a main chain.

(A) The polymer is not particularly limited for its production. For example, conventionally known ones can be mentioned.

<(B) Photopolymerization initiator>

The photopolymerization initiator will be described below. The photopolymerization initiator contained in the composition of the present invention is not particularly limited as long as it can polymerize an ethylenic functional group (e.g., (meth) acryloyloxy group) by light. Examples of the photopolymerization initiator include an acetophenone compound, a benzoin ether compound, a benzophenone compound, a sulfur compound, an azo compound, a peroxide compound, and a phosphine oxide compound. Specific examples thereof include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, acetone, butyroin, toluoin, benzyl, benzophenone, p-methoxybenzophenone, Diethoxyacetophenone,?,? -Dimethoxy-? -Phenylacetophenone, methylphenylglyoxylate, ethylphenylglyoxylate, 4,4'-bis (dimethylaminobenzophenone), 2-hydroxy- -1-phenylpropan-1-one, 2,2-dimethoxy-1,2-diphenylethane-1-one, 1-hydroxycyclohexyl phenyl ketone and the like; Sulfur compounds such as tetramethylthiuram monosulfide and tetramethylthiuram disulfide; Azo compounds such as azobisisobutyronitrile and azobis-2,4-dimethylvalero; Peroxide compounds such as benzoyl peroxide and di-t-butyl peroxide; And the like.

Among them, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propane-1-carboxylate and the like are preferable from the viewpoints of light stability, high efficiency of light cleavage, surface hardening property, miscibility, low volatility, 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-2-methyl-1-propan-1-one are preferred. The photopolymerization initiator may be used alone or in combination of two or more.

The amount of the photopolymerization initiator is preferably 1 to 10 parts by mass with respect to 100 parts by mass of the (A) polymer.

&Lt; (C) Naphthalimide compound and / or benzoxazoline compound &gt;

(Naphthalimide compound)

The naphthalimide compound is described below. The naphthalimide compound contained in the composition of the present invention is a compound having a naphthalimide skeleton. The composition of the present invention is excellent in blue light cut performance by containing a naphthalimide compound. The naphthalimide compound is preferably a compound represented by the following general formula (1) from the viewpoint that the effect of the present invention is more excellent and the blue light cut ratio is high.

(In the formula (1), R ¹ represents a hydrogen atom or a hydrocarbon group which may have a hetero atom, and R ² represents a hydrogen atom or an organic group, and the plurality of R ² may be the same or different.)

Examples of the hydrocarbon group which may have a hetero atom represented by R ¹ in the general formula (1) include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof. The hydrocarbon group may have an unsaturated bond. The hydrocarbon group represented by R ¹ is preferably a linear or branched alkyl group, and the number of carbon atoms is preferably 1 to 12. Examples of the organic groups represented by R ² in the formula (1) include, independently of each other, functional groups such as an amino group and a hydroxyl group; Hydrocarbon groups such as aliphatic hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups; A hydrocarbon group in which these are combined; And the like. Incidentally, the hydrocarbon group may have a hetero atom or an unsaturated bond. Of the organic groups represented by R ² , the hydrocarbon group is preferably an alkoxy group, more preferably a methoxy group or an ethoxy group.

The naphthalimide compound can reduce the light transmittance of at least part of the wavelength range of 385 to 495 nm. As a commercially available product of such a naphthalimide compound, for example, Lemogen F Violet 570 (manufactured by BASF) is preferably used.

(Benzoxazoline-based compound)

The benzoxazoline-based compound is described below. The benzoxazoline-based compound contained in the composition of the present invention is a compound having a benzoxazoline skeleton. The composition of the present invention is excellent in blue light-cutting performance by containing a benzoxazoline-based compound. The compound having a benzoxazoline skeleton is not particularly limited as long as it is a compound having a benzoxazoline ring, but is preferably a compound represented by the following formula (2) for the reason that the blue light cut function becomes better overall, Is more preferable.

(In the formula (2), R ^a represents a hydrogen atom or an organic group, and a plurality of R ^a may be the same or different.)

Examples of the organic group represented by R ^a in the above formula (2) include hydrocarbon groups which may have a hetero atom, and specific examples thereof include aliphatic hydrocarbon groups, alicyclic hydrocarbon groups, aromatic hydrocarbon groups, A combination thereof, and may have an unsaturated bond. The hydrocarbon group represented by R ^a is preferably a linear or branched alkyl group, more preferably a branched alkyl group. The number of carbon atoms of the hydrocarbon group represented by R ^a is preferably 1 to 12, more preferably 3 to 6.

Examples of commercially available products of such benzoxazoline-based compounds include Tinopearl OB CO (manufactured by BASF) and Nikka Flow OB (manufactured by Nippon Kayaku Kikoshi Co., Ltd.).

The amount of the naphthalimide-based compound and / or the benzoxazoline-based compound is preferably in the range of from (A) the sum of the polymer, (B) the photopolymerization initiator, (D) the (meth) acryloyloxy group-containing monomer and / ) When the acryloyloxy group-containing monomer and the plasticizer are used in combination, the amount of the (meth) acryloyloxy group-containing monomer is preferably 0.001 to 100 parts by mass based on 100 parts by mass of the polymer (A), the photopolymerization initiator To 5 parts by mass, and is preferably from 0.001 to 2.0 parts by mass, more preferably from 0.001 to 0.5 parts by mass, from the viewpoint that the effect of the present invention is more excellent.

(Perylene compound)

The composition of the present invention may further contain a compound having a perylene skeleton (perylene compound). The compound having a perylene skeleton is not particularly limited. The perylene skeleton may have a substituent. The perylene skeleton is represented by the following formula (4).

As a commercially available product of the compound having a perylene skeleton, for example, Lemogen F Yellow 083 (manufactured by BASF) can be mentioned. Compounds having a perylene skeleton can absorb a region (420 to 495 nm) on the longer wavelength side of a compound having a naphthalimide skeleton even in blue light.

(Benzotriazole-based compound)

The composition of the present invention may further contain a compound having a benzotriazole skeleton (benzotriazole-based compound). The compound having a benzotriazole skeleton is not particularly limited. The benzotriazole skeleton may have a substituent. The benzotriazole skeleton is represented by the following formula (5).

(In the general formula (5), R ³ represents a hydrogen atom or a hydrocarbon group which may or may not have a hetero atom.)

Examples of the hydrocarbon group which may have a hetero atom represented by R ³ in the above formula (5) include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof, and may have an unsaturated bond . The hydrocarbon group represented by R ³ is preferably a linear or branched alkyl group, and preferably has 1 to 12 carbon atoms. Examples of commercially available products of compounds having a benzotriazole skeleton include tinubine Carbo protect (manufactured by BASF), Tinuvin 384-2 (manufactured by BASF), and the like. Compounds having a benzotriazole skeleton can absorb light having a wavelength of 220 to 430 nm.

(Distyrylbiphenyl derivative)

The composition of the present invention may further contain a distyrylbiphenyl derivative as a fluorescent whitening agent. The distyrylbiphenyl derivative is a derivative of a compound in which two styryl groups are bonded to biphenyl. Specific examples thereof include compounds represented by the following formula (6). Incidentally, the compound represented by the following formula (6) is available as tinophal NFW LIQ (manufactured by BASF).

(Hydroxyphenyltriazine-based compound)

The composition of the present invention may further contain a compound having a hydroxyphenyltriazine skeleton (a hydroxyphenyltriazine-based compound) as an ultraviolet absorber. The hydroxyphenyltriazine-based compound is not particularly limited as long as it has a hydroxyphenyl group and a triazine ring and these are bonded to each other through a single bond. (Manufactured by BASF), Tinuvin 405 (manufactured by BASF), Tinuvin 460 (manufactured by BASF), Tinuvin 477 (manufactured by BASF), Tinuvin 479 (manufactured by BASF), and the like can be used as commercially available products of the hydroxyphenyltriazine- BASF).

The amount of the above-mentioned perylene-based compound, benzotriazole-based compound, distyrylbiphenyl derivative, and hydroxyphenyltriazine-based compound is not particularly limited, 0.001 to 5 parts by mass, preferably 0.001 to 2.0 parts by mass, and more preferably 0.001 to 0.5 parts by mass, relative to 100 parts by mass of the total of 100 parts by mass of the (meth) acryloyloxy group-containing monomer and /

<(D) (Meth) acryloyloxy group-containing monomer and / or plasticizer>

((Meth) acryloyloxy group-containing monomer)

The (meth) acryloyloxy group-containing monomer will be described below. The (meth) acryloyloxy group-containing monomer that the composition of the present invention may contain is not particularly limited as long as it is a monomer having at least one (meth) acryloyloxy group in one molecule. The (meth) acryloyloxy group may be bonded to an organic group. The organic group is not particularly limited. For example, a hydrocarbon group which may have a hetero atom such as an oxygen atom, a nitrogen atom or a sulfur atom. The hydrocarbon group includes, for example, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, or a combination thereof. At least one of the carbon atoms or hydrogen atoms of the hydrocarbon group may be substituted with a substituent.

Examples of the substituent include monovalent substituents such as a hydroxyl group, an amino group, a mercapto group and a halogen; An ether bond, an imino bond, a sulfide bond, a polysulfide bond, a urethane bond, a urea bond, an ester bond and an amide bond. Examples of the (meth) acryloyloxy group-containing monomer include (meth) acrylic acid esters of polyhydric alcohols.

Examples of the (meth) acrylic acid esters of polyhydric alcohols include bifunctional compounds such as neopentyl glycol diacrylate; Trifunctional compounds such as trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate and dipentaerythritol tri (meth) acrylate; Tetrafunctional compounds such as pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate and tripentaerythritol tetra (meth) acrylate; (Meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, tripentaerythritol hexa (metha) acrylate, tripentaerythritol hepta Compounds having five or more functionalities such as tripentaerythritol octa (meth) acrylate; And the like.

Among them, a bifunctional compound and a trifunctional compound are preferable, and neopentyl glycol diacrylate is more preferable from the viewpoint that the effect of the present invention is more excellent and blue light cut performance, curability, and tackiness are excellent. The (meth) acryloyloxy group-containing monomers may be used alone or in combination of two or more.

The amount of the (meth) acryloyloxy group-containing monomer is preferably from 10 to 60 parts by mass based on 100 parts by mass of the polymer (A) from the viewpoint that the effect of the present invention is more excellent and the blue light cut performance, curability and viscosity are excellent And more preferably 10 to 50 parts by mass.

(Plasticizer)

The plasticizer will be described below. The plasticizer that the composition of the present invention may contain is not particularly limited. For example, phthalic esters such as diisononyl phthalate (DINP), dioctyl phthalate, dibutyl phthalate, and butyl benzyl phthalate; Aliphatic dibasic acid esters such as dioctyl adipate, isodecyl succinate, and dibutyl sebacate; Glycol esters such as diethylene glycol dibenzoate and pentaerythritol ester; Aliphatic esters such as butyl oleate and methyl acetyl ricinoleate; Phosphoric acid esters such as tricresyl phosphate, trioctyl phosphate and octyldiphenyl phosphate; Adipic acid propylene glycol polyester, adipic acid butylene glycol polyester; Epoxy plasticizers such as epoxidized soybean oil, epoxidized linseed oil, and benzyl epoxystearate; Polyester; Polyethers such as polypropylene glycol and derivatives thereof; Polystyrene such as poly-? -Methylstyrene and polystyrene; Polybutadiene, butadiene-acrylonitrile copolymer, polychloroprene, polyisoprene, polybutene; Paraffinic oils, naphthenic oils, aroma oils; And the like.

Among them, dioctyl phthalate and liquid polybutadiene are preferable from the viewpoint that the effect of the present invention is more excellent and the blue light cut performance, miscibility with other components, viscosity, and adhesion are excellent. The plasticizers may be used alone or in combination of two or more.

The amount of the plasticizer is preferably from 10 to 60 parts by mass, more preferably from 10 to 50 parts by mass, per 100 parts by mass of the polymer (A) from the viewpoint that the effect of the present invention is more excellent and the blue light cut performance, curability and viscosity are excellent. Is more preferable.

In the present invention, when the (meth) acryloyloxy group-containing monomer is used in combination with a plasticizer, the total amount of the (meth) acryloyloxy group-containing monomer and the ) Is preferably 10 to 60 parts by mass, more preferably 10 to 50 parts by mass, per 100 parts by mass of the polymer.

&Lt; (E) Epoxy polymer, fluorine polymer, silicone>

The composition of the present invention is preferably at least one selected from the group consisting of (E) an epoxy polymer, a fluorine-based polymer, silicone and a modified silicone rubber composition obtained by modifying It is preferable to contain species.

The epoxy-based polymer is not particularly limited as long as it is a polymer having at least one epoxy group in one molecule. The fluorine-based polymer is not particularly limited as long as it is a polymer having at least one fluorine atom in one molecule. Silicon is not particularly limited as long as it is a polymer having a polysiloxane in its main chain.

(E) is preferably 1,000 to 100,000, and more preferably 5,000 to 50,000, from the viewpoint that the effect of the present invention is more excellent and the blue light-cutting performance and adhesion are excellent.

(A) a polymer and (B) a photopolymerization initiator (B), from the viewpoint that the effect of the present invention is better and the blue light cut performance and adhesion are excellent, Is preferably 0.1 to 3 parts by mass, more preferably 0.1 to 1 part by mass, based on 100 parts by mass of the total of (D) the (meth) acryloyloxy group-containing monomer and / or the plasticizer.

<Other additives>

The composition of the present invention may further contain an additive to the extent that the object of the present invention is not impaired. Examples of the additive include a blue light absorbent other than (C), a monomer other than the (meth) acryloyloxy group-containing monomer, an ultraviolet absorber, a filler, an antioxidant, an antistatic agent, a flame retardant, , Antifoaming agents, leveling agents, antistatic agents, light stabilizers, dyes and pigments.

<Manufacturing Method>

The composition of the present invention is not particularly limited for its production. For example, it can be produced by uniformly mixing the above (A) to (D), (E) which can be used if necessary, and additives.

<Applications>

The composition of the present invention has a blue light-cutting function and can form a transparent one-layer coating. Further, the composition of the present invention can form a coating film having tackiness. The composition of the present invention can be suitably used as a composition for forming a film having a blue light cut function, a composition for forming an adhesive layer, a plastic surface protective agent, a hard coat paint, a hard coat agent, an ultraviolet ray curable paint, .

The member to which the composition of the present invention can be applied is not particularly limited. Examples thereof include an optical display panel, a touch panel, a protective panel, an optical film, and a parallax barrier. Each of the above members is not particularly limited. For example, conventionally known ones can be mentioned.

The material of the member to which the composition of the present invention can be applied is not particularly limited. Examples thereof include plastic, rubber, glass, metal, and ceramic. The shape of the member can be, for example, a film. The plastic to which the composition of the present invention can be applied may be either a thermosetting resin or a thermoplastic resin. Examples of the plastic include polyethylene terephthalate (PET), cycloolefin polymers (including homopolymers, copolymers and hydrogenated products), polymethylmethacrylate resins (PMMA resins), polycarbonate resins, polystyrene resins , An acrylonitrile styrene copolymer resin, a polyvinyl chloride resin, an acetate resin, an ABS resin, a polyester resin, and a polyamide resin.

The member may be subjected to surface treatment such as, for example, corona treatment. A method (application method) of applying the composition of the present invention to a member is not particularly limited, and a known coating method such as brush application, flow application, immersion application, spray application, spin coating and the like can be employed .

As a curing method of the composition of the present invention, a curing method by ultraviolet rays can be mentioned. When the composition of the present invention is cured by irradiation with ultraviolet rays, the irradiation amount (accumulated light amount) of ultraviolet rays used when curing the composition of the present invention is preferably 50 to 3,000 mJ / cm ² from the viewpoint of quick curability and workability . The apparatus used for irradiating ultraviolet rays is not particularly limited. For example, conventionally known ones can be mentioned. When curing, heating may be used in combination.

The composition of the present invention can be used for various applications such as, for example, a combination of an optical display panel and a touch panel, a combination of an optical display panel and a protective panel, a combination of a touch panel and a protective panel, Or may be used as a countermeasure for the optical film and the parallax barrier.

[Laminate]

The laminate of the present invention is described below.

The laminate of the present invention is a layered product in which the optical display panel and the touch panel, the optical display panel and the protection panel, the touch panel and the protection panel, the optical display panel and the optical display panel, or the optical film and the parallax barrier, And the adhesive layer is adhered to the adhesive layer.

The laminate of the present invention is excellent in at least one of blue light cut performance and transparency in order to have an adhesive layer formed using the composition of the present invention. The composition used in the laminate of the present invention is not particularly limited as long as it is a composition of the present invention. The optical display panel, the touch panel, the protective panel, the optical film, and the parallax barrier as members used in the laminate of the present invention are not particularly limited. For example, conventionally known ones can be mentioned.

The structure of the laminate of the present invention will be described below with reference to the accompanying drawings. The present invention is not limited to the accompanying drawings. 1 is a cross-sectional view schematically showing an example of the laminate of the present invention. 1, the laminate 100 has a member 102 as a first member, a member 106 as a second member, and an adhesive layer 104 formed using the composition of the present invention. The member (102) and the member (106) are adhered by the adhesive layer (104). The thickness of the member and the adhesive layer is not particularly limited. The thickness of each member is preferably about 50 to 300 mu m. The thickness of the adhesive layer is preferably about 0.05 to 2,000 mu m.

<Manufacturing Method>

The method for producing a laminate of the present invention is a method for producing a laminate of the present invention, for example, a method comprising coating a composition of the present invention on a first member, drying it, and superimposing the second member and irradiating ultraviolet rays thereto . Here, the method of coating (applying) the composition of the present invention is not particularly limited, and for example, a known coating method such as brush application, flow coating, dip coating, spray coating, spin coating and the like can be adopted. The drying temperature after coating is preferably 20 to 110 ° C. The irradiation with ultraviolet rays after drying is preferably 50 to 3,000 mJ / cm ² from the viewpoint of fast curability and workability as an irradiation dose (accumulated light amount) of ultraviolet rays used when curing the composition of the present invention. The apparatus used for irradiating ultraviolet rays is not particularly limited. For example, conventionally known ones can be mentioned. When curing, heating may be used in combination.

Example

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

&Lt; Preparation of composition &gt;

Each component in the following Table 1 was mixed with the composition (mass part) shown in the same table using a stirrer to prepare a composition.

<Evaluation of Adhesive Strength>

A test piece for measuring the adhesive strength was prepared as follows. First, each composition prepared as described above was applied to the glass in a circular shape having a diameter of 5 mm, and the glass was heat-cured with another glass so as to have an adhesive thickness of 0.3 mm and UV-cured. The UV irradiation conditions were an illumination of 300 mW / cm ² , a cumulative light amount of 300 mJ / cm ² , and a UV irradiation device of high pressure mercury. The adhesive strength was measured in the following manner. One side of the glass with the cross-over was fixed, the other glass was pulled at a tensile test speed of 5 mm / min, and the maximum value when the glass with the cross-over peeled off was regarded as the adhesive strength. The results are shown in Table 1.

&Lt; Preparation of laminate &gt;

Each composition thus prepared was applied to a polyethylene terephthalate film (PET base paper: trade name: A-4300, Toyobo Co., Ltd., thickness: 125 袖 m) using a bar coater and dried at 80 캜 for 1 minute, (UV irradiation condition: illumination 300 mW / cm ² , cumulative light quantity 300 mJ / cm ² , and UV irradiation apparatus is high-pressure mercury lamp) using a GS UV system manufactured by Eka Kawaguchi Spring Seisakusho Was cured to form a pressure-sensitive adhesive layer, thereby producing a laminate. The film thickness of the adhesive layer was 0.1 mu m.

&Lt; Evaluation of blue light average cut rate, total light transmittance and haze &

The following evaluation was conducted using the laminate prepared as described above. The results are shown in Table 1.

(Average blue light cut rate)

The laminate prepared as described above was irradiated with light in the 800 to 300 nm region using a Hitachi spectrophotometer 3900 H as an apparatus, and the average transmittance (%) in the 385 nm to 495 nm region was measured. The average cut rate of the blue light of the laminate was calculated by applying the measurement result to the following formula. (%) Of blue light of the adhesive layer = 100- (average transmittance in the region of 385 to 495 nm)

(Total light transmittance)

Using a haze meter (HM-150, manufactured by Murakami Color Research Laboratory), the total light transmittance of the laminate prepared as described above was measured according to JIS K 7361. The result is shown as an average value of n = 3 samples. The total light transmittance is preferably 90% or more.

(Hayes)

Using a haze meter (HM-150, manufactured by Murakami Color Research Laboratory), the haze of the laminate prepared as described above was measured according to JIS K 7105. The result is shown as an average value of n = 3 samples. In the present invention, when the haze is 1.0 or less, transparency is excellent.

The details of Mixtures 1 to 4 shown in Table 1 are as follows. As the mixture 1 to 4, each component in the second table was used as the composition (mass part) shown in the table below as follows.

Details of each component shown in Table 2 are as follows.

(Meth) acrylate-modified polyisoprene: trade name UC-1, manufactured by Kuraray Co., Ltd., weight average molecular weight: 25,000, and three (meth) acrylate groups per molecule.

(Meth) acrylate-modified polyurethane: trade name UA-1, manufactured by Light Chemical Co., Ltd., weight average molecular weight 2,400, and two (meth) acrylate groups per molecule.

(Meth) acrylate-modified polybutadiene: TE-2000, manufactured by Nippon Soda Co., Ltd., weight average molecular weight: 2,000, and two (meth) acrylate groups per molecule.

(Meth) acrylate-modified hydrogenated polybutadiene: TEAI-1000, manufactured by Nippon Soda Co., Ltd., has a weight average molecular weight of 1,000 and two (meth) acrylate groups per molecule.

(Meth) acrylate-modified polypropylene glycol: (meth) acrylate-modified polyoxypropylene, trade name FA-P270A, Hitachi Chemical Co., Ltd., weight average molecular weight 823, and two (meth) acrylate groups per molecule.

Photopolymerization initiator: Irgacure 184 (BASF)

(Meth) acryloyloxy group-containing monomer 1: trimethylolpropane triacrylate, trade name TMPTA, manufactured by Diesell Ornex Co.,

(Meth) acryloyloxy group-containing monomer 2: neopentyl glycol diacrylate, trade name FA-125 M, manufactured by Hitachi Chemical Co.,

Plasticizer 1: liquid polybutadiene, trade name L-LIR, manufactured by Kuraray Co., Ltd.

Details of the components other than the compounds 1 to 4 shown in Table 1 are as follows.

Naphthalimide compound 1: Lemogen F Violet 570 (manufactured by BASF)

Benzooxazoline compound 1: Tinopearl OB CO (manufactured by BASF)

Perylene-based compound 1: Lemogen F Yellow 083 (BASF)

Benzotriazole compound 1: Tinuvin Carbo protect (manufactured by BASF)

Distyrylbiphenyl derivative 1: Tinopearl NFW LIQ (manufactured by BASF)

Hydroxyphenyltriazine compound 1: Tinuvin 479 (manufactured by BASF)

As is apparent from the results shown in Table 1, Comparative Examples 1 to 3 in which the naphthalimide compound exceeds a predetermined amount have high haze and low transparency.

On the other hand, Examples 1 to 16 were excellent in transparency. In Examples 1 to 16, the adhesive strength was high, the adhesiveness was excellent, and the blue light cut performance was high. In comparison between Example 5 and Example 8, Example 8 containing a (meth) acrylate-modified polyurethane was superior in adhesiveness to Example 5 which did not contain the same.

Claims (7)

(A) at least one polymer selected from the group consisting of (meth) acrylate-modified hydrocarbon polymers, polyoxyalkylene and polyurethane,
(B) a photopolymerization initiator,
(C) a naphthalimide-based compound having a naphthalimide skeleton and / or a benzoxazoline-based compound having a benzoxazoline skeleton,
(D) a (meth) acryloyloxy group-containing monomer having at least one (meth) acryloyloxy group in one molecule and / or a plasticizer
Wherein the amount of the naphthalimide compound and / or the benzoxazoline-based compound is 100% of the sum of the polymer, the photopolymerization initiator, the (meth) acryloyloxy group-containing monomer and / or the plasticizer And 0.001 to 5 parts by mass with respect to 100 parts by mass of the ultraviolet curable resin composition. The method according to claim 1,
Wherein the (meth) acrylate-modified hydrocarbon-based polymer has at least one hydrocarbon polymer selected from the group consisting of polyisobutylene, polyolefin, polyisoprene, polybutadiene and hydrogenated polybutadiene as main chains, Or a group having a (meth) acryloyloxy group or a (meth) acryloyloxy group in its side chain. 3. The method according to claim 1 or 2,
Wherein the (meth) acrylate-modified polyoxyalkylene has polyoxypropylene as a main chain and a group having a (meth) acryloyloxy group or a (meth) acryloyloxy group at a terminal and / or side chain. UV-curable resin composition. 4. The method according to any one of claims 1 to 3,
Wherein the polymer has a weight average molecular weight of 1,000 to 100,000. 5. The method according to any one of claims 1 to 4,
Wherein the naphthalimide compound is a compound represented by the following formula (1).
[Chemical Formula 1]

(Wherein R ¹ represents a hydrogen atom or a hydrocarbon group which may have a hetero atom, R ² represents a hydrogen atom or an organic group, and a plurality of R ^{2 s} may be the same or different) 6. The method according to any one of claims 1 to 5,
Optical display panel and touch panel mating, Optical display panel and protective panel mating, Touch panel and protective panel mating, Optical display panel and optical display panel mating, Optical film and parallax barrier mating Is used as the ultraviolet ray-curable resin composition. The optical display device according to any one of claims 1 to 6, wherein the optical display panel and the touch panel, the optical display panel and the protection panel, the touch panel and the protection panel, the optical display panel and the optical display panel, Wherein the laminate is adhered by an adhesive layer formed of a curable resin composition.

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