CN103589347A - Photocurable resin composition for laminating optically functional material - Google Patents
Photocurable resin composition for laminating optically functional material Download PDFInfo
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- CN103589347A CN103589347A CN201310495118.1A CN201310495118A CN103589347A CN 103589347 A CN103589347 A CN 103589347A CN 201310495118 A CN201310495118 A CN 201310495118A CN 103589347 A CN103589347 A CN 103589347A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/006—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/04—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to rubbers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Position Input By Displaying (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
- Laminated Bodies (AREA)
Abstract
The invention provides a photocurable adhesive composition, which comprises (A) a (meth)acrylate oligomer having a polyisoprene, polybutadiene, or polyurethane skeleton, (B) a softening component, and optionally (C) (C1) a (meth)acrylate monomer selected from phenoxyethyl(meth)acrylate, phenoxy polyethylene glycol(meth)acrylate, 2-hydroxy-3-phenoxypropyl(meth)acrylate, and cyclohexyl(meth)acrylate, (C2) or a thiol compound; and provides a photocurable resin composition having a modulus of elasticity and an elongation at break both of which fall within given ranges.
Description
The application is that application number is dividing an application of 2009801345088 application, and female case applying date is on September 4th, 2009, and female case priority date is on September 5th, 2008, and this division is identical with the denomination of invention of female case.
Technical field
The present invention relates to the gluing light-cured type sizing composition of using of a kind of touch panel, wherein, contain (methyl) origoester acrylate and the softening ingredient on skeleton with polyisoprene, polyhutadiene or urethane; Relate to a kind of light-cured type sizing composition, wherein, contain described (methyl) origoester acrylate, softening ingredient and specific (methyl) acrylate monomer or mercaptan compound, elongation when its cured article has specific Young's modulus and fracture; And touch panel or the display panel with above-mentioned light-cured type sizing composition, pasted.
Background technology
The touch panel carrying in the display body such as LCD, has resistance membrane type, electrostatic capacitive, induction, optical profile type etc.On these touch panels, stickup is used for the icon sheet (ア イ コ Application シ mono-ト) of improving the decorative sheet of appearance design or being used to specify touch location sometimes.In addition, capacitive touch panel has the structure that forms transparency electrode and paste transparent panel thereon on transparency carrier.
In the past, with the double-sided adhesive sheet of sheet, carry out being formed with the stickup of transparency carrier and the transparent panel of transparency electrode in the stickup of stickup, icon sheet and touch panel of above-mentioned decorative sheet and touch panel and capacitive touch panel, or the one side of adherend is carried out to bonding processing.In the technology of such use jointing material, exist gluing insufficient or in sticking veneer, sneak into the problem of bubble.Particularly at sticking veneer, carry out printing and added man-hour, had the easily problem of entrapped air pockets of printing place and difference of height part without printing place.
In addition, in recent years, the attenuation gradually of the glass of the display body such as LCD.During glass attenuation, LCD is easily because external stress is out of shape.When the optical functional materialses such as the display body such as the LCD of this thin glass and acrylic resin board, polycarbonate plate are pasted, due to the strain of the plastic shaping materials such as the difference of the polar expansion of glass and acrylic resin etc. and acrylic resin board, polycarbonate when the moulding, in oven test, humidity test, there is the relaxation of moulding strain and moisture absorption/dry, thereby produce the surface accuracies such as dimensional change or warpage, change.For example, in the situation that utilizing existing tackiness agent (patent documentation 1) to suppress this distortion, exist gluing surface to peel off, LCD breaks or LCD occur to show the problem of spot.
Prior art document
Patent documentation
Patent documentation 1: TOHKEMY 2004-77887 communique
Summary of the invention
Therefore, problem of the present invention is to provide a kind of sizing composition, it can solve following prior art problem: when decorative sheet, icon sheet are pasted on touch panel or when being formed with the transparency carrier of transparency electrode and transparent panel in capacitive touch panel and pasting, be difficult to give sufficient tackiness and paste the in the situation that of bubbles not; Or when display body and optical functional material are pasted, gluing surface is peeled off or the glass breakage of display body.
The discoveries such as the inventor, by containing (methyl) origoester acrylate and the softening ingredient on skeleton with polyisoprene, polyhutadiene or urethane in light-cured type sizing composition; Or, except containing described (methyl) origoester acrylate and softening ingredient, also contain specific (methyl) acrylate monomer or mercaptan compound and make the Young's modulus of cured article of said composition and elongation during fracture in specific scope, can realize above-mentioned problem, thereby complete the present invention.
A first aspect of the present invention is the gluing light-cured type sizing composition of using of a kind of touch panel, wherein, contains and on (A) skeleton, has (methyl) origoester acrylate of polyisoprene, polyhutadiene or urethane and (B) softening ingredient.
In addition, the present invention is a kind of sticking body, it is with the gluing light-cured type sizing composition of using of above-mentioned touch panel, to in capacitive touch panel, be formed with that the transparency carrier of transparency electrode and transparent panel are pasted and the sticking body that obtains, or the sticking body that touch panel and sheet or plate stickup are obtained.
A second aspect of the present invention is a kind of light-cured type resin combination, contain: (A) on skeleton, there is polyisoprene, (methyl) origoester acrylate of polyhutadiene or urethane, (B) softening ingredient and (C1) be selected from (methyl) vinylformic acid phenoxy ethyl, (methyl) vinylformic acid phenoxy group macrogol ester, (methyl) vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester, (methyl) cyclohexyl acrylate, nonyl phenol EO affixture (methyl) acrylate, (methyl) acrylate monomer in (methyl) vinylformic acid methoxyl group triglycol ester and (methyl) tetrahydrofurfuryl acrylate, be used for pasting display body and optical functional materials, it is characterized in that, the Young's modulus of cured article is less than 12kPa, and elongation during cured article fracture is more than 300%.
A third aspect of the present invention is a kind of light-cured type resin combination, contain: (A) on skeleton, there is (methyl) origoester acrylate, (B) softening ingredient of polyisoprene, polyhutadiene or urethane and (C2) mercaptan compound, be used for pasting display body and optical functional materials, it is characterized in that, the Young's modulus of cured article is less than 10kPa, and the elongation in cured article when fracture is more than 300%.More than the Young's modulus of cured article is preferably 1kPa, elongation during cured article fracture is preferably below 1000%.
In addition, the present invention is a kind of display panel, comprises display body and the optical functional materials with the light-cured type resin combination of above-mentioned second aspect or the third aspect, pasted.
Invention effect
According to a first aspect of the invention, when decorative sheet, icon sheet are pasted on touch panel or when being formed with the transparency carrier of transparency electrode and transparent panel in capacitive touch panel and pasting, thereby can possess sufficient adhesive power, the in the situation that of bubbles not, paste.
According to of the present invention second and the third aspect, when display body and optical functional material are pasted, can there is not peeling off of gluing surface or breaking of display body glass.
Embodiment
first aspect present invention
A first aspect of the present invention is the gluing light-cured type sizing composition of using of a kind of touch panel, wherein, contains and on (A) skeleton, has (methyl) origoester acrylate of polyisoprene, polyhutadiene or urethane and (B) softening ingredient.
Composition of the present invention (A) is for having (methyl) origoester acrylate of polyisoprene, polyhutadiene or urethane on skeleton.These (methyl) origoester acrylates can be used one or more.
(methyl) origoester acrylate on skeleton with polyisoprene, also referred to as (methyl) acrylic acid modified polyisoprene, preferably has 1000～100000, more preferably has 100000～50000 molecular weight.As commercially available product, " UC-1 " (molecular weight 25000) that for example has Kuraray company to manufacture.
(methyl) origoester acrylate on skeleton with polyhutadiene, also referred to as (methyl) acrylic acid modified polyhutadiene, preferably has 500～100000, more preferably has 1000～30000 molecular weight.As commercially available product, " TE2000 " (molecular weight 2000) that for example has Japan National Oil Corporation to manufacture.
(methyl) origoester acrylate on skeleton with urethane, also referred to as (methyl) acrylic acid modified polyurethane, preferably has 1000～100000, more preferably has 10000～50000 molecular weight.As commercially available product, " UA-1 " that for example has ラ イト ケミカル company to manufacture.
As (methyl) origoester acrylate of composition (A), particularly preferably on skeleton, there is (methyl) origoester acrylate of polyisoprene.
Composition of the present invention (B) is softening ingredient.As softening ingredient, can enumerate the polymkeric substance compatible with composition (A), oligopolymer, phthalate, castor-oil plant oils etc.As oligopolymer or polymkeric substance, can illustration polyisoprene class, oligopolymer or the polymkeric substance of polybutadiene or xylene.The commercially available product of these softening ingredients has the LIR series of Kuraray company, the Polyoil series of デ グッ サ company.These softening ingredients can be used one or more.
Touch panel of the present invention is gluing, and with in light-cured type sizing composition, with respect to composition (A) 100 mass parts, composition (B) is preferably 10～400 mass parts, and more preferably 50～300 mass parts, most preferably are 100～300 mass parts.
Touch panel of the present invention is gluing preferably also contains (C) specific (methyl) acrylate monomer (C1) or mercaptan compound (C2) with light-cured type sizing composition.
Specifically (methyl) acrylate monomer (C1), is selected from (methyl) vinylformic acid phenoxy ethyl (PO), (methyl) vinylformic acid phenoxy group macrogol ester, (methyl) vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester, (methyl) cyclohexyl acrylate (CH), nonyl phenol EO affixture (methyl) acrylate, (methyl) vinylformic acid methoxyl group triglycol ester and (methyl) tetrahydrofurfuryl acrylate.These (methyl) acrylate monomers can be used one or more.Composition (C1) is for cured article being given to the composition of elongation.
Composition of the present invention (C2) is mercaptan compound.As mercaptan compound, can illustration such as thiohydracrylic acid tridecyl ester, thiohydracrylic acid methoxyl group butyl ester, thiohydracrylic acid monooctyl ester, trimethylolpropane tris mercaptopropionic acid ester, tetramethylolmethane four mercaptopropionic acid esters, Dipentaerythritol six (3-mercaptopropionic acid ester), three [(3-sulfydryl propionyloxy) ethyl] isocyanuric acid ester and 3-sulfydryl butyric ester derivative etc.These mercaptan compounds can be used one or more.
Composition (C2) is preferably 3-sulfydryl butyric ester derivative, can illustration for example: 1, two (the 3-sulfydryl butyryl acyloxy) butane, 1,3 of 4-, 5-tri-(3-sulfydryl butoxyethyl group)-1,3,5-triazine-2,4,6-(1H, 3H, 5H)-triketone, tetramethylolmethane four (3-sulfydryl butyric ester), trimethylolpropane tris (3-mercaptopropionic acid ester) etc.The trade(brand)name of the commercially available product You Zhaohe electrician company of these mercaptan compounds: the trade(brand)name of カ レ Application ズ MT BD1, カ レ Application ズ MT PE1, カ レ Application ズMTNR1, Sakai chemical company: TMMP.
Touch panel of the present invention is gluing with in light-cured type sizing composition, and with respect to composition (A) 100 mass parts, composition (C1) is preferably 1～100 mass parts, more preferably 5～50 mass parts.In addition, with respect to composition (A) 100 mass parts, composition (C2) is preferably 0.05～100 mass parts, more preferably 0.1～10 mass parts.
The gluing light-cured type sizing composition of using of touch panel of the present invention, in the situation that the consistency of composition is poor or viscosity is high, workability is poor, as reaction diluent, can contain composition (C1) general (methyl) acrylate monomer in addition.As general (methyl) acrylate monomer, can illustration for example: (methyl) 2-EHA, (methyl) n-butyl acrylate, (methyl) isobutyl acrylate, (methyl) tert-butyl acrylate, (methyl) lauryl acrylate, (methyl) alkyl acrylate, (methyl) vinylformic acid methoxyl group ethyl ester, (methyl) vinylformic acid 2-hydroxy methacrylate, (methyl) vinylformic acid 2-hydroxy propyl ester, (methyl) vinylformic acid 2-hydroxyl butyl ester, (methyl) benzyl acrylate, (methyl) phenyl acrylate, two (methyl) vinylformic acid glycol ester, two (methyl) vinylformic acid binaryglycol ester, two (methyl) vinylformic acid triglycol ester, (methyl) Hydroxyethyl acrylate, two (methyl) vinylformic acid 1, 3-butanediol ester, two (methyl) vinylformic acid 1, 4-butanediol ester, two (methyl) vinylformic acid DOPCP, two (methyl) vinylformic acid 1, 6-hexylene glycol ester, (methyl) vinylformic acid dicyclopentenyl oxygen base ethyl ester, (methyl) vinylformic acid norbornylene ester.These (methyl) acrylate can be used one or more.
The gluing light-cured type sizing composition of using of touch panel of the present invention, can also contain light trigger.As light trigger, can use general initiator, can illustration for example: 1-[4-(2-hydroxyl-oxethyl) phenyl]-2-hydroxy-2-methyl-1-propane-1-ketone, 1-hydroxycyclohexylphenylketone, benzophenone, 2,2-dimethoxy-1,2-diphenylethane-1-ketone, TMDPO, 2,4,6-trimethylbenzoyl phenyl ethoxy phosphine oxide, 2-benzyl-2-dimethylamino-1-(4-N-morpholinyl phenyl) butanone-1, 2-hydroxy-2-methyl-1-phenyl-acetone-1, 2-methyl isophthalic acid-[4-methylthio group] phenyl]-2-N-morpholinyl acetone-1, benzoin methylether, ethoxybenzoin, bitter almond oil camphor isobutyl ether, bitter almond oil camphor isopropyl ether, two (2,4,6-trimethylbenzoyl)-phenyl phosphine oxide, 2-hydroxy-2-methyl-[4-(1-methyl ethylene) phenyl] propyl alcohol oligopolymer, 2-hydroxy-2-methyl-[4-(1-methyl ethylene) phenyl] propyl alcohol oligopolymer, 2-hydroxy-2-methyl-1-phenyl-1-acetone, isopropyl thioxanthone, methyl o-benzoylbenzoate, [4-(methylbenzene sulfenyl) phenyl] phenylmethane, 2,4-diethyl thioxanthone, CTX, benzophenone, EAQ, benzophenone ammonium salt, thioxanthone ammonium salt, two (2,6-dimethoxy benzoyls)-2,4,4-tri-methyl-amyl phosphine oxide, two (2,6-dimethoxy benzoyls)-2,4,4-tri-methyl-amyl phosphine oxide, 2,4,6-tri-methyl benzophenone, 4-methyldiphenyl ketone, 4,4 '-bis-(diethylamino) benzophenone, Isosorbide-5-Nitrae-dibenzoyl benzene, 10-butyl-2-chloro-acridine ketone, 2,2 '-bis-(Chloro-O-Phenyl)-4,5,4 ', 5 '-tetra-(3,4,5-trimethoxyphenyls)-1,2 '-di-imidazoles, 2,2 '-bis-(Chloro-O-Phenyl)-4,5,4 ', 5 '-tetraphenyl-1,2 '-di-imidazoles, 2-benzoyl naphthalene, 4-benzoyl biphenyl, 4-benzoyl diphenyl ether, acrylated benzophenone, two (η 5-2,4-cyclopentadiene-1-yls)-bis-(the fluoro-3-of 2,6-bis-(1H-pyrroles-1-yl)-phenyl) titanium, methyl o-benzoylbenzoate, (dimethylamino)-ethyl benzoate, p-(dimethylamino)-benzoic acid isopentyl ethyl ester, active tertiary amine, carbazole-benzophenone class Photoepolymerizationinitiater initiater, acridine Photoepolymerizationinitiater initiater, triazines Photoepolymerizationinitiater initiater, benzoyl class Photoepolymerizationinitiater initiater etc.These light triggers can be used one or more.The amount of light trigger is 0.1～10 mass parts with respect to composition (A) 100 mass parts.
In the present invention, as light trigger, preferably enumerate 2,4,6-trimethylbenzoyl phenyl ethoxy phosphine oxide, 1-hydroxycyclohexylphenylketone, can use separately separately, also can be used in combination.
Light-cured type sizing composition of the present invention, can also contain adhesion promotor.As adhesion promotor, can illustration: silane coupling agent, for example vinyltrimethoxy silane, 2-(3,4-epoxycyclohexyl) ethyl trimethoxy silane, 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxy propyl group methyldiethoxysilane, 3-glycidoxy propyl-triethoxysilicane, to styryl Trimethoxy silane, 3-methacryloxypropyl methyl dimethoxysilane, 3-methacryloxypropyl trimethoxy silane, 3-methacryloxypropyl methyldiethoxysilane, 3-methacryloxypropyl triethoxyl silane, 3-acryloxy propyl trimethoxy silicane, N-2-(amino-ethyl)-3-aminopropyl methyl dimethoxysilane, N-2-(amino-ethyl)-3-TSL 8330, N-2-(amino-ethyl)-APTES, 3-TSL 8330, APTES, 3-triethoxysilyl-N-(1,3-dimethyl butylidene) propylamine, N-phenyl-3-TSL 8330, 3-urea groups propyl-triethoxysilicane, 3-r-chloropropyl trimethoxyl silane, 3-sulfydryl propyl group methyl dimethoxysilane, 3-sulfydryl propyl trimethoxy silicane, two (triethoxysilylpropyltetrasulfide) tetrasulfide, 3-isocyanic ester propyl-triethoxysilicane etc.Can use one or more of these adhesion promotors.About the amount of adhesion promotor, with respect to composition (A) 100 mass parts, be 0.01～10 mass parts, be preferably 0.5～5 mass parts.
Light-cured type sizing composition of the present invention can also contain antioxidant.As antioxidant, can illustration: BHT, 2, two (n-octyl the sulfenyl)-6-of 4-(4-hydroxyl-3, 5-di-tert-butyl amido)-1, 3, 5-triazine, [3-(3 for tetramethylolmethane four, 5-di-tert-butyl-hydroxy phenyl) propionic ester], 2, [3-(3 for 2-sulphur diethylidene two, 5-di-tert-butyl-hydroxy phenyl) propionic ester], triethylene glycol two [3-(the 3-tertiary butyl-5-methyl-4-hydroxy phenyl) propionic ester], 1, [3-(3 for 6-hexylene glycol two, 5-di-tert-butyl-hydroxy phenyl) propionic ester], 3-(3, 5-di-tert-butyl-hydroxy phenyl) propionic acid stearyl, N, N '-hexa-methylene two (3, 5-di-t-butyl-4-hydroxyl hydrocinnamamide), 1, 3, 5-trimethylammonium-2, 4, 6-tri-(3, 5-di-tert-butyl-4-hydroxyl benzyl) benzene, three (3, 5-di-tert-butyl-4-hydroxyl benzyl) isocyanuric acid ester, octylated diphenylamine, 2, 4,-bis-[(pungent sulfenyl) methyl] ortho-cresol, iso-octyl-3-(3, 5-di-tert-butyl-hydroxy phenyl) propionic ester, butylated hydroxytoluene.These antioxidants can be used one or more.The amount of antioxidant is 0.01～10 mass parts with respect to composition (A) 100 mass parts, is preferably 0.5～5 mass parts.
Light-cured type sizing composition of the present invention, in the situation that irradiate less than light because the structure of optical functional materials makes a part for the sizing composition that is coated with on gluing surface, can form illumination part by light be cured, unglazed according to part by add organo-peroxide carry out thermofixation such, combination utilizes the sizing composition of the type of photocuring and thermofixation.As the example of organo-peroxide, can illustration peroxidation ketone, ketal peroxide class, hydroperoxide kind, dialkyl class, peroxidation diacyl class, peroxyesters, peroxy dicarbonates etc.These organo-peroxides can be used one or more.These organo-peroxides can be used one or more, and its amount is 0.1～10 mass parts, is preferably 1～5 mass parts with respect to composition (A) 100 mass parts.
In addition, as the curing catalyst of these organo-peroxides, can use naphthenic acid metal complex, xylidine, quaternary ammonium salt, phosphoric acid ester.
Light-cured type sizing composition of the present invention, is preferably for capacitive touch panel being formed with to the transparency carrier of transparency electrode and the tackiness agent that transparent panel is pasted.The material of transparency carrier for example has complex body, COC, the COP of glass, PC, PMMA, PC and PMMA.The material of transparent panel for example has complex body, COC, the COP of glass, PC, PMMA, PC and PMMA.
Light-cured type sizing composition of the present invention, is preferably the tackiness agent for touch panel and the sheet on it or plate are pasted.As sheet, for example there are icon sheet, screening glass, cosmetic sheet, its material for example has PET, PC, COC, COP.As plate, for example there are decorative sheet, protecting sheet, its material for example has complex body, COC, the COP of PET, glass, PC, PMMA, PC and PMMA.The material on the touch panel surface of pasting with sheet or plate for example has complex body, COC, the COP of glass, PET, PC, PMMA, PC and PMMA.
In addition, the invention still further relates to above-mentioned light-cured type sizing composition and will in capacitive touch panel, be formed with that the transparency carrier of transparency electrode and transparent panel are pasted and the sticking body that obtains or sticking body that touch panel and sheet or plate stickup are obtained.
second aspect present invention
A second aspect of the present invention is a kind of light-cured type resin combination, contain: (A) on skeleton, there is polyisoprene, (methyl) origoester acrylate of polyhutadiene or urethane, (B) softening ingredient and (C1) be selected from (methyl) vinylformic acid phenoxy ethyl, (methyl) vinylformic acid phenoxy group macrogol ester, (methyl) vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester, (methyl) cyclohexyl acrylate, nonyl phenol EO affixture (methyl) acrylate, (methyl) acrylate monomer in (methyl) vinylformic acid methoxyl group triglycol ester and (methyl) tetrahydrofurfuryl acrylate, be used for pasting display body and optical functional materials, it is characterized in that, the Young's modulus of cured article is less than 12kPa, and elongation during cured article fracture is more than 300%.
The concrete example of composition of the present invention (A), composition (B) and composition (C1) is described in first aspect present invention.
Photocurable resin composition of the present invention, for pasting display body and optical functional materials.As display body, can enumerate: at the display elements such as LCD, EL indicating meter, EL illumination, Electronic Paper or plasma display that are pasted with polaroid on glass.As optical functional materials, can enumerate: for improving visuality, prevent transite plate, chilled glass (can post the anti-film that disperses) and the touch panel input pickups etc. such as acrylic resin board (can carry out the processing of one or two sides hard coat or AR coating processes) that display element breaks because of external impact, polycarbonate plate, PET plate, PEN plate.
Light-cured type resin combination of the present invention, the Young's modulus of its cured article is less than 12kPa, and the elongation in cured article when fracture is more than 300%.By making cured article there is the elongation in such Young's modulus and when fracture, light-cured type resin combination of the present invention, when display body and optical functional materials are pasted, there will not be breaking or form and showing spot of the peeling off of gluing surface, display body glass.The elongation when Young's modulus of cured article and fracture can be measured by the method described in embodiment described later.
In the present invention, the Young's modulus of preferred consolidation thing is that 1kPa is above and be less than 12kPa, and the elongation during fracture of cured article is more than 300% and below 700%.
Light-cured type resin combination of the present invention, preferably its cured article is more than 95% to the initial transmission of the light of 400～800nm, the transmissivity of placing after 500 hours for 90% time at 60 ℃, humidity is more than 70%, and the transmissivity of placing at 85 ℃ after 500 hours is more than 90%.
Light-cured type resin combination of the present invention, preferably the specific refractory power of its cured article is 1.45～1.55.
In light-cured type resin combination of the present invention, when increasing composition (C1) and comparing with respect to the amount of composition (A), can reduce the Young's modulus of cured article, and can increase the cured article elongation in when fracture, in addition, the amount that increases composition (B) than time, can reduce the Young's modulus of cured article.Therefore, by regulating the proportioning of composition (A), composition (B) and composition (C1), the elongation in the time of can giving the required Young's modulus of cured article and fracture.
Light-cured type resin combination of the present invention, (A) (methyl) origoester acrylate that preferably contains 100 mass parts, contain 100～400 mass parts, preferably 100～300 mass parts (B) softening ingredient and contain 1～100 mass parts, preferred (C1) (methyl) acrylate monomer of 5～50 mass parts.
Light-cured type resin combination of the present invention, more preferably contain: polyisoprene methacrylate oligomers (100 mass parts) is as the oligopolymer of composition (A), liquid polybutadiene (10～300 mass parts, preferred 50～200 mass parts) and/or polyisoprene (10～300 mass parts, preferred 50～200 mass parts) as the softening ingredient of composition (B), and cyclohexyl methacrylate (1～100 mass parts, preferred 5～50 mass parts) and/or methacrylic acid phenoxy ethyl (1～100 mass parts, preferred 5～50 mass parts) as (methyl) Acrylic Acid Monomer of composition (C1).
Light-cured type resin combination of the present invention, in the situation that the consistency of composition (A) and composition (C1) is poor or viscosity is high, workability is poor, can contain composition (C1) general (methyl) acrylate monomer in addition as reaction diluent.As general (methyl) acrylate monomer, can illustration for example: (methyl) 2-EHA, (methyl) n-butyl acrylate, (methyl) isobutyl acrylate, (methyl) tert-butyl acrylate, (methyl) lauryl acrylate, (methyl) alkyl acrylate, (methyl) vinylformic acid methoxyl group ethyl ester, (methyl) vinylformic acid 2-hydroxy methacrylate, (methyl) vinylformic acid 2-hydroxy propyl ester, (methyl) vinylformic acid 2-hydroxyl butyl ester, (methyl) benzyl acrylate, (methyl) phenyl acrylate, two (methyl) vinylformic acid glycol ester, two (methyl) vinylformic acid binaryglycol ester, two (methyl) vinylformic acid triglycol ester, (methyl) Hydroxyethyl acrylate, two (methyl) vinylformic acid 1, 3-butanediol ester, two (methyl) vinylformic acid 1, 4-butanediol ester, two (methyl) vinylformic acid DOPCP, two (methyl) vinylformic acid 1, 6-hexylene glycol ester, (methyl) vinylformic acid dihydro dicyclopentadiene (dicyclopentenyl) oxygen base ethyl ester, (methyl) vinylformic acid norbornylene ester.These (methyl) acrylate can be used one or more.
Light-cured type resin combination of the present invention can also contain light trigger.As light trigger, can use the light trigger of recording in first aspect present invention.The amount of light trigger is 0.1～10 mass parts with respect to composition (A) 100 mass parts.
Light-cured type resin combination of the present invention can also contain adhesion promotor.As adhesion promotor, can use the adhesion promotor of recording in first aspect present invention.The amount of adhesion promotor is 0.01～10 mass parts with respect to composition (A) 100 mass parts, is preferably 0.5～5 mass parts.
Light-cured type resin combination of the present invention can also contain antioxidant.As antioxidant, can use the antioxidant of recording in first aspect present invention.The amount of antioxidant is 0.01～10 mass parts with respect to composition (A) 100 mass parts, is preferably 0.5～5 mass parts.
Light-cured type resin combination of the present invention can with first aspect present invention similarly, form the resin combination that combination utilizes the type of photocuring and thermofixation.The amount of organo-peroxide is 0.1～10 mass parts with respect to composition (A) 100 mass parts, is preferably 1～5 mass parts.
In addition, as the curing catalyst of organo-peroxide, can use naphthenic acid metal complex, xylidine, quaternary ammonium salt, phosphoric acid ester.
The present invention is the display panel that paste, that comprise display body and optical functional materials with above-mentioned light-cured type resin combination, and it can insert in electronicss such as televisor, digital camera, mobile telephone, computer, monitor.
third aspect present invention
A third aspect of the present invention is a kind of light-cured type resin combination, contain: (A) on skeleton, there is (methyl) origoester acrylate, (B) softening ingredient of polyisoprene, polyhutadiene or urethane and (C2) mercaptan compound, be used for pasting display body and optical functional materials, it is characterized in that, the Young's modulus of cured article is less than 10kPa, and the elongation in cured article when fracture is more than 300%.
The concrete example of composition of the present invention (A), composition (B) and composition (C2), described in first aspect present invention.
Photocurable resin composition of the present invention, for pasting display body and optical functional materials.As display body, can enumerate: at the display elements such as LCD, EL indicating meter, EL illumination, Electronic Paper or plasma display that are pasted with polaroid on glass.As optical functional materials, can enumerate: for improving visuality, prevent transite plate, chilled glass (can post the anti-film that disperses) and the touch panel input pickups etc. such as acrylic resin board (can carry out the processing of one or two sides hard coat or AR coating processes) that display element breaks because of external impact, polycarbonate plate, PET plate, PEN plate.
Light-cured type resin combination of the present invention, the Young's modulus of its cured article is less than 10kPa, and the elongation in cured article when fracture is more than 300%.By making cured article there is the elongation in such Young's modulus and when fracture, light-cured type resin combination of the present invention, when display body and optical functional materials are pasted, there will not be breaking or form and showing spot of the peeling off of gluing surface, display body glass.The elongation when Young's modulus of cured article and fracture can be measured by the method described in embodiment described later.
In the present invention, the Young's modulus of preferred consolidation thing is that 1kPa is above and be less than 10kPa, and elongation during cured article fracture is more than 300% and below 700%, more preferably more than 350% and below 600%.
Light-cured type resin combination of the present invention, preferably its cured article is more than 95% to the initial transmission of the light of 400～800nm, the transmissivity of placing after 500 hours for 90% time at 60 ℃, humidity is more than 70%, and the transmissivity of placing at 85 ℃ after 500 hours is more than 90%.
Light-cured type resin combination of the present invention, preferably the specific refractory power of its cured article is 1.45～1.55.
In light-cured type resin combination of the present invention, when increasing composition (C2) and comparing with respect to the amount of composition (A), can reduce the Young's modulus of cured article, and can increase the cured article elongation in when fracture, the amount that increases composition (B) than time, can reduce the Young's modulus of cured article.Therefore, by regulating the proportioning of composition (A), composition (B) and composition (B), the elongation in the time of can giving the required Young's modulus of cured article and fracture.
Light-cured type resin combination of the present invention, (A) (methyl) origoester acrylate that contains 100 mass parts, preferably 10～300 mass parts, more preferably (B) softening ingredient of 100～200 mass parts, and preferably 0.05～100 mass parts, more preferably (C2) mercaptan compound of 0.1～10 mass parts.
Light-cured type resin combination of the present invention, particularly preferably contain polyisoprene methacrylic ester (100 mass parts) as the oligopolymer of composition (A), liquid polybutadiene (10～300 mass parts, preferably 100～200 mass parts) and/or liquid polyisoprene (10～300 mass parts, preferably 100～200 mass parts) be as the softening ingredient of composition (B), and tetramethylolmethane four (3-sulfydryl butyric ester) (0.05～100 mass parts, preferably 0.1～10 mass parts) is as the mercaptan compound of composition (C2).
Light-cured type resin combination of the present invention, when consistency is poor or in order to improve workability, can contain (methyl) acrylate monomer.As (methyl) acrylate monomer, can use (methyl) acrylate monomer of recording in first aspect present invention.By adding (methyl) acrylate monomer, can regulate the addition of mercaptan compound and softening ingredient.Acrylate monomer adds in the scope that can give required consistency, but with respect to composition (A) 100 mass parts, is preferably 1～100 mass parts, more preferably 10～50 mass parts.
Light-cured type resin combination of the present invention can also contain light trigger.As light trigger, can use the light trigger of recording in first aspect present invention.The amount of light trigger is 0.1～10 mass parts with respect to composition (A) 100 mass parts.
Light-cured type resin combination of the present invention can also contain adhesion promotor.As adhesion promotor, can use the adhesion promotor of recording in first aspect present invention.The amount of adhesion promotor is 0.01～20 mass parts with respect to composition (A) 100 mass parts, is preferably 0.5～5 mass parts.
Light-cured type resin combination of the present invention can also contain antioxidant.As antioxidant, can use the antioxidant of recording in first aspect present invention.The amount of antioxidant is 0.01～10 mass parts with respect to composition (A) 100 mass parts, is preferably 0.5～5 mass parts.
Light-cured type resin combination of the present invention, can with first aspect present invention similarly, form the resin combination that combination utilizes the type of photocuring and thermofixation.The amount of organo-peroxide is 0.1～10 mass parts with respect to composition (A) 100 mass parts, is preferably 1～5 mass parts.
In addition, as the curing catalyst of these organo-peroxides, can use naphthenic acid metal complex, xylidine, quaternary ammonium salt, phosphoric acid ester.
The present invention is the display panel that paste, that comprise display body and optical functional materials with above-mentioned light-cured type resin combination, and it can insert in electronicss such as televisor, digital camera, mobile phone, computer, monitor, televisor.
Embodiment
By following embodiment, the present invention will be described, but the invention is not restricted to these embodiment.
(embodiment 1)
Composition shown in table 1 and 2 is coordinated with the amount (mass parts) shown in table 1 and 2, obtain the light-cured type resin combination of embodiment A～I.
Table 1
Table 2
UC-1: polyisoprene methacrylate oligomers (molecular weight 25000)
QM657: methacrylic acid dihydride dicyclopentadiene oxygen base ethyl ester
LA: lauryl acrylate
CH: cyclohexyl methacrylate
PO: methacrylic acid phenoxy ethyl
AMP-20GY: vinylformic acid phenoxy group macrogol ester
702A: vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester
THF: tetrahydrofurfuryl methacrylate
NP-4EA: nonyl phenol EO affixture acrylate
MTG-A: vinylformic acid methoxyl group triglycol ester
Lucirin TPO:2,4,6-trimethylbenzoyl phenyl ethoxy phosphine oxide
Irgacure184:1-hydroxycyclohexylphenylketone
Polyoil110: liquid polybutadiene
L-LIR: liquid polyisoprene
Irganox1010: tetramethylolmethane four [3-(3,5-di-tert-butyl-hydroxy phenyl) propionic ester]
(test example 1)
Use the light-cured type resin combination of the embodiment A～I manufacturing in embodiment 1, by following various analysis of experiments characteristic values.Result is as shown in table 3～5., in thermal shock test, oven test and humidity test, all there is not bubble in any one in embodiment A～I.
Elongation during about Young's modulus and fracture, the autoplotter that uses Shimadzu Seisakusho Ltd. to manufacture, measures JISZ1702No.3 dumbbell shape test film (thickness 1mmt) with the speed of 10m/ minute.In addition, dumbbell shape test film is used the diffuse metal halide lamp with travelling belt, with 6000mJ/cm
2accumulative total light quantity be cured.
Shrinking percentage is to measure liquid specific gravity and cured article proportion according to JIS-K-6833, by both volume ratios, is calculated.
The UV, visible light spectrometer that transmissivity is used Japanese light splitting to manufacture, under the wavelength of 400nm～800nm, reference side is used glass (1mm is thick), sample chamber side to use to be solidified with the resin combination that 1mm is thick between the thick glass of 1mm and is measured the test film of preparing.Transmissivity after 85 ℃/500 hours and after 60 ℃/90%500 hours is measured too.
The Abbe refractomecer (D line, 25 ℃) that specific refractory power is used ア タ go to manufacture, measures being prepared into the test film of the sheet of thickness 300 μ m.
Thermal shock test is used test film (glass/acrylic resin test film) that the thick sheet glass (30 * 40mm) of the thick acrylic resin board (MR-200 processed of Li Yang company of Mitsubishi) of 0.8mm and 0.8mm is formed with the cured thickness stickup of 100 μ m with Photocurable resin composition or the thick sheet glass of 0.8mm and the thick sheet glass (30 * 40mm) of 0.7mm is carried out with the test film (glass/glass test film) that Photocurable resin composition is made with the cured thickness stickup of 100 μ m.By test film with
each 30min is 1 and loops 500 circulations, after test range estimation confirm to have or not peel off, bubble and breakage.
In oven test, the test film that the test film with using in thermal shock test is identical keeps 500 hours in the baking oven of 85 ℃, after test range estimation confirm to have or not peel off, bubble and breakage.
In humidity test, the test film that the test film with using in thermal shock test is identical keeps 500 hours in 60 ℃/90% constant-temperature constant-humidity environment, after test range estimation confirm to have or not peel off, bubble and breakage.
In addition, by utilizing the test of glass/glass test film, the adhesive property of the gluing use of touch panel can be measured, by utilizing the test of glass/acrylic resin test film, the adhesive property of display body and optical functional materials can be measured.
Table 3
Table 4
Table 5
(embodiment 2)
Composition shown in table 6 is coordinated with the amount shown in table 6, obtained the light-cured type resin combination of embodiment A 2～H2.
Table 6
UC-1: polyisoprene methacrylate oligomers (molecular weight 25000)
HOB: methacrylic acid 2-hydroxyl butyl ester
QM657: methacrylic acid dihydride dicyclopentadiene oxygen base ethyl ester
BZ: benzyl methacrylate
カ レ Application ズ PE-1: tetramethylolmethane four (3-sulfydryl butyric ester)
TMMP: trimethylolpropane tris (3-mercaptopropionic acid ester)
LucirinTPO:2,4,6-trimethylbenzoyl phenyl ethoxy phosphine oxide
Irgacure184:1-hydroxycyclohexylphenylketone
Polyoil110: liquid polybutadiene
L-LIR: liquid polyisoprene
Irganox1010: tetramethylolmethane four [3-(3,5-di-tert-butyl-hydroxy phenyl) propionic ester]
Irganox1520L:4,6-bis-(octyl group thiomethyl) ortho-cresol
(test example 2)
The light-cured type resin combination that uses the embodiment A 2～H2 manufacturing in embodiment 2, carries out various tests, analytical characteristics value.
Analytical results is as shown in table 7., in thermal shock test, oven test and humidity test, all there is not bubble in any one in embodiment A 2～H2.
Table 7
Industrial applicability
According to a first aspect of the invention, can be provided in when decorative sheet, icon sheet are pasted on touch panel or when being formed with the transparency carrier of transparency electrode and transparent panel in capacitive touch panel and pasting, thus the light-cured type sizing composition of pasting the bubbles not in the situation that for giving sufficient tackiness.
According to of the present invention second or the third aspect, can be provided in the situation that do not produce that gluing surface is peeled off or light-cured type resin combination that the glass breakage of display body is pasted display body and optical functional material and display body and optical functional material are pasted the display panel forming.
Claims (12)
1. the gluing light-cured type sizing composition of using of touch panel, wherein, contains and on (A) skeleton, has (methyl) origoester acrylate of polyisoprene, polyhutadiene or urethane and (B) softening ingredient.
2. light-cured type sizing composition as claimed in claim 1, wherein, also contain: (C) be selected from (methyl) acrylate monomer (C1) in (methyl) vinylformic acid phenoxy ethyl, (methyl) vinylformic acid phenoxy group macrogol ester, (methyl) vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester, (methyl) cyclohexyl acrylate, nonyl phenol EO affixture (methyl) acrylate, (methyl) vinylformic acid methoxyl group triglycol ester and (methyl) tetrahydrofurfuryl acrylate.
3. light-cured type sizing composition as claimed in claim 1 or 2, it,, at capacitive touch panel, is pasted the transparency carrier and the transparent panel that are formed with transparency electrode, or for touch panel and the sheet on it or plate are pasted.
4. a sticking body, it is the light-cured type sizing composition with described in claim 2 or 3, to in capacitive touch panel, be formed with that the transparency carrier of transparency electrode and transparent panel are pasted and the sticking body that obtains, or the sticking body that touch panel and sheet or plate stickup are obtained.
5. a light-cured type resin combination, contain: (A) on skeleton, there is polyisoprene, (methyl) origoester acrylate of polyhutadiene or urethane, (B) softening ingredient and (C1) be selected from (methyl) vinylformic acid phenoxy ethyl, (methyl) vinylformic acid phenoxy group macrogol ester, (methyl) vinylformic acid 2-hydroxyl-3-phenoxy group propyl ester, (methyl) cyclohexyl acrylate, nonyl phenol EO affixture (methyl) acrylate, (methyl) acrylate monomer in (methyl) vinylformic acid methoxyl group triglycol ester and (methyl) tetrahydrofurfuryl acrylate, be used for pasting display body and optical functional materials, it is characterized in that,
The Young's modulus of cured article is less than 12kPa, and the elongation in cured article when fracture is more than 300%.
6. light-cured type resin combination as claimed in claim 5, its cured article is more than 95% to the initial transmission of the light of 400～800nm, the transmissivity of placing after 500 hours for 90% time at 60 ℃, humidity is more than 70%, and the transmissivity of placing at 85 ℃ after 500 hours is more than 90%.
7. the light-cured type resin combination as described in claim 5 or 6, the specific refractory power of its cured article is 1.45～1.55.
8. the light-cured type resin combination as described in any one in claim 5～7, wherein, contain: (A) (methyl) origoester acrylate 100 mass parts, (B) softening ingredient 10～400 mass parts and (C1) (methyl) acrylate monomer 1～100 mass parts.
9. light-cured type resin combination as claimed in claim 8, wherein, (C1) amount of (methyl) acrylate monomer is 5～50 mass parts.
10. the light-cured type resin combination as described in any one in claim 5～9, wherein, (A) (methyl) origoester acrylate is (methyl) origoester acrylate on skeleton with polyisoprene.
11. Photocurable resin compositions as described in any one in claim 5～10, wherein, (C1) (methyl) acrylate monomer is cyclohexyl methacrylate and/or methacrylic acid phenoxy ethyl.
12. 1 kinds of display panels, it is display panel that paste, that comprise display body and optical functional materials with the light-cured type resin combination described in any one in claim 5～12.
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| Application Number | Priority Date | Filing Date | Title |
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| JP2008228595 | 2008-09-05 | ||
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| CN200980134508.8A Division CN102144009B (en) | 2008-09-05 | 2009-09-04 | For pasting the photocurable resin composition of optical functional materials |
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| CN201310495118.1A Pending CN103589347A (en) | 2008-09-05 | 2009-09-04 | Photocurable resin composition for laminating optically functional material |
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| KR (4) | KR101805275B1 (en) |
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Also Published As
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|---|---|
| KR101805275B1 (en) | 2017-12-05 |
| JPWO2010027041A1 (en) | 2012-02-02 |
| JP5563983B2 (en) | 2014-07-30 |
| TW201026801A (en) | 2010-07-16 |
| KR101643511B1 (en) | 2016-07-27 |
| CN102144009B (en) | 2016-04-20 |
| KR101823196B1 (en) | 2018-01-29 |
| JP5947275B2 (en) | 2016-07-06 |
| CN102144009A (en) | 2011-08-03 |
| KR20140048346A (en) | 2014-04-23 |
| KR20110050711A (en) | 2011-05-16 |
| WO2010027041A1 (en) | 2010-03-11 |
| TWI485214B (en) | 2015-05-21 |
| JP2014095080A (en) | 2014-05-22 |
| KR20150038554A (en) | 2015-04-08 |
| KR20150038553A (en) | 2015-04-08 |
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