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WO2019016963A1 - Adhésif durcissable aux ultraviolets, et procédé de stratification et article utilisant celui-ci - Google Patents

Adhésif durcissable aux ultraviolets, et procédé de stratification et article utilisant celui-ci Download PDF

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Publication number
WO2019016963A1
WO2019016963A1 PCT/JP2017/026561 JP2017026561W WO2019016963A1 WO 2019016963 A1 WO2019016963 A1 WO 2019016963A1 JP 2017026561 W JP2017026561 W JP 2017026561W WO 2019016963 A1 WO2019016963 A1 WO 2019016963A1
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Prior art keywords
curable adhesive
adhesive composition
acrylate
meth
touch panel
Prior art date
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Ceased
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PCT/JP2017/026561
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English (en)
Japanese (ja)
Inventor
隼 本橋
貴文 水口
英照 亀谷
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Nippon Kayaku Co Ltd
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Nippon Kayaku Co Ltd
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Priority to PCT/JP2017/026561 priority Critical patent/WO2019016963A1/fr
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Anticipated expiration legal-status Critical
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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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • 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
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • 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
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements

Definitions

  • the present invention relates to a UV-curable adhesive composition for laminating at least two optical substrates, and a method of manufacturing an optical member using the same.
  • a display device in which a touch panel is attached to a display screen of a display device such as a liquid crystal display, a plasma display, an organic EL display, etc. to enable screen input has been widely used.
  • a glass plate or a resin film on which a transparent electrode is formed is bonded facing each other with a slight gap, and if necessary, a transparent protection made of glass or resin on the touch surface It has a structure in which plates are laminated.
  • Patent Document 1 As a method of producing an optical member by bonding an optical substrate by using an ultraviolet curable resin composition, in Patent Document 1, mixing of air bubbles at the time of bonding is achieved by a method of moving the pressing means on the substrate and wetting it. There is disclosed a technology for preventing the Moreover, in patent document 2, the technique which prevents bubble mixing to the inside of an optical member is disclosed by bonding a base material together in vacuum.
  • Patent Document 1 and Patent Document 2 air bubbles present inside the resin composition are not taken into consideration at all, which is insufficient as a means for solving the problem. That is, even if air bubbles generated at the interface between the bonded base material and the resin composition can be prevented by the conventional technology, an effective solution means is proposed for air bubbles generated inside the ultraviolet curable resin composition. It did not happen.
  • the present invention has good coatability and curability, and can suppress air bubbles generated inside the resin composition as well as air bubbles at the interface between the optical member and the resin composition at the time of bonding, and can obtain high visibility.
  • An object of the present invention is to provide a UV-curable resin composition and a production method using the same.
  • the present inventors completed the present invention as a result of earnest research in order to solve the above-mentioned subject. That is, the present invention relates to the following (1) to (12).
  • UV curable adhesive composition for a touch panel characterized by an internal pressure of 500 Pa and a time until disappearance of bubbles of 100 ⁇ m or more in a reduced pressure environment is 30 minutes or less
  • It is a resin composition used to bond together, characterized by containing an antifoamer (A), a photopolymerizable oligomer (B), a photopolymerizable monomer (C), and a photopolymerization initiator (D)
  • A antifoamer
  • B photopolymerizable oligomer
  • C photopolymerizable monomer
  • D photopolymerization initiator
  • the photopolymerizable oligomer (B) is a urethane (meth) acrylate having at least one skeleton selected from the group consisting of polypropylene, polybutadiene, hydrogenated polybutadiene, polyisoprene and hydrogenated polyisoprene
  • the ultraviolet curable adhesive composition for touch panels as described in any one of (1) to (3).
  • Agent composition (6)
  • the softening component (E) is characterized by containing at least one selected from the group consisting of hydroxyl group-containing polymers, terpene resins, hydrogenated terpene resins, rosin resins, and hydrogenated rosin resins.
  • Step 1 The UV curable adhesive composition for a touch panel according to any one of (1) to (9) is applied to at least one optical substrate to form a coating layer, Step of obtaining an optical substrate having a cured product layer by irradiating the applied layer with ultraviolet light (step 2) Whether the other optical substrate is bonded to the cured product layer of the optical substrate obtained in step 1 Or the ultraviolet curable adhesive composition according to any one of the steps (11) (1) to (9), wherein the cured product layer of the other optical substrate obtained in the step 1 is bonded Cured product obtained by irradiating a line. (12) A touch panel comprising the ultraviolet curable adhesive composition according to any one of (1) to (9).
  • the UV curable adhesive composition for a touch panel according to the present invention is a resin composition used to bond at least two optical substrates, and the photopolymerizable oligomer (B), the photopolymerizable monomer (C), the light It contains a polymerization initiator (D). Moreover, the other component which can be added to the ultraviolet curable adhesive composition used for optics as an optional component can be included.
  • the resin composition is placed in a container under a 25 ° C.
  • the preferable average transmittance of the sheet at a wavelength of 400 to 800 nm is At least 90%.
  • the composition ratio of the ultraviolet curable resin composition is preferably 0.001 to 10% by weight of the antifoaming agent (A), 5 to 90% by weight of the photopolymerizable oligomer (B), and a photopolymerizable monomer ( 5 to 90% by weight of C), 0.1 to 5% by weight of the photopolymerization initiator (D), and the remaining components.
  • any of the photopolymerization initiators usually used can be used as the photopolymerization initiator (D).
  • a resin composition having good foamability is used.
  • the defoaming time can be measured as follows. Ingredients (A) to (D) of the resin composition are blended. Then, the resin composition is stored for one week or more after compounding. After storage, the resin composition is removed from the storage place, left at room temperature (25 ° C.), and stirred with a disper at 200 rpm for 30 minutes to mix a large amount of air bubbles into the composition. Thereafter, 100 g of the composition is placed in a 300 mL beaker having an inner diameter of 78 mm, and the beaker is placed in a vacuum degassing vessel (for example, bell-type vacuum degassing vessel).
  • a vacuum degassing vessel for example, bell-type vacuum degassing vessel
  • the time until the bubbles (bubbles of 100 ⁇ m or more) disappear is measured. And in this invention, mixing of the bubble in the inside of hardened
  • the time required for all the bubbles to disappear by the above-mentioned method is preferably 20 minutes or less, more preferably 15 minutes or less, particularly preferably 10 minutes or less, and preferably 5 minutes or less It is highly preferred that It is because the effect
  • the viscosity of the resin composition is low.
  • the viscosity is preferably 300 to 50000 mPa ⁇ s at room temperature (25 ° C.), more preferably 1500 to 10000 mPa ⁇ s, and particularly preferably 3000 to 5000 mPa ⁇ s.
  • the rate of bubble disappearance can be improved.
  • the composition can be confirmed by transferring the composition to a transparent container and placing it under a reduced pressure environment.
  • the surface tension of the obtained resin composition is within a certain range.
  • the surface tension of the resin composition is preferably 20 to 40 mN / m, and particularly preferably 22 to 32 mN / m.
  • an antifoaming agent (A) as the ultraviolet curable adhesive composition of the present invention in order to realize the above-mentioned defoaming.
  • the antifoaming agent (A) is not particularly limited, and any agent that is generally sold as an industrial antifoaming agent / defoaming agent / foaming agent can be used.
  • defoaming agent (A) for example, BYK series manufactured by BICK CHEMY (BYK-051 / 052/054/055/2017063/065/066 N / 067/087/088/088/088/088 A / 141/354/392/1752 / 1790/1791/1794/01/012/014/017/018/019/019/02/02/024/025/028/038/044/093/04/1610/1615/1650/1710/1711 / 1730/1740/1770/1780/1785/1798 / A530 / A555), manufactured by Kyoeisha Chemical Co., Ltd.
  • AK Series (AK-350/12500/60000), AF98 / 1000, Momentive Performance Materials Co., Ltd. TSA series (TSA750 / 720 / 750S), and the like.
  • TSA series (TSA750 / 720 / 750S), and the like.
  • the SP (solubility parameter) value of the non-silicone polymer is preferably in the range of 8.0 to 9.5, and particularly preferably in the range of 8.2 to 8.8. If necessary, two or more may be used in combination, and a non-silicone polymer antifoam agent and a silicone antifoam agent may be used in combination.
  • the defoaming property in order to improve the defoaming property, it is preferable to use a combination of the defoaming property having poor compatibility with the resin component and the resin component.
  • Solubility parameters can be used as a measure of compatibility.
  • the factor having a large effect on the solubility parameter of the resin composition is the component that occupies the maximum content in the resin composition (hereinafter, the maximum content component), the SP value of the maximum content component and Makes it possible to obtain a suitable combination of antifoam and resin composition.
  • (SP value of non-silicone polymer antifoaming agent)-(SP value of maximum content component) is preferably -0.1 to 0.6, and -0.05 to 0.3 Is particularly preferred.
  • the content of the component (A) is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, and still more preferably 0.02 to 2% by weight.
  • the content of the component (A) is less than 0.001%, the defoaming property is reduced.
  • the coating property may be reduced, the compatibility with other components may be deteriorated, and the solution may become cloudy.
  • the photopolymerizable oligomer (B) in the UV-curable adhesive composition of the present invention is not particularly limited, and may be, for example, a urethane (meth) acrylate, a polyisoprene or a (meth) acrylate having a hydrogenated polyisoprene skeleton, polybutadiene or water. It is preferred to use any one selected from the group consisting of (meth) acrylates having a conjugated polybutadiene backbone.
  • urethane (meth) acrylate is preferable from the viewpoint of adhesive strength, and further, from the viewpoint of moisture resistance, it has at least one skeleton selected from the group consisting of polybutadiene / hydrogenated polybutadiene / polyisoprene / hydrogenated polyisoprene. Urethane (meth) acrylate is more preferred.
  • the urethane (meth) acrylate is obtained, for example, by reacting a polyhydric alcohol, a polyisocyanate and a hydroxyl group-containing (meth) acrylate.
  • polyhydric alcohols examples include polybutadiene glycol, hydrogenated polybutadiene glycol, polyisoprene glycol, hydrogenated polyisoprene glycol, neopentyl glycol, 3-methyl-1,5-pentanediol, ethylene glycol, propylene glycol, 1,4 Alkylene glycol having 1 to 10 carbon atoms such as butanediol and 1,6-hexanediol, triol such as trimethylolpropane and pentaerythritol, tricyclodecane dimethylol and cyclic skeleton such as bis- [hydroxymethyl] -cyclohexane
  • polyhydric alcohols and polybasic acids eg, succinic acid, phthalic acid, hexahydrophthalic anhydride, terephthalic acid, adipic acid, azelaic acid, tetrahydrophthalic anhydride, etc.
  • propylene glycol, polybutadiene glycol, hydrogenated polybutadiene glycol, polyisoprene glycol and hydrogenated polyisoprene glycol are preferable as the polyhydric alcohol, and weight average molecular weight from the viewpoint of transparency and flexibility Particularly preferred are propylene glycol having a molecular weight of 2000 or more, hydrogenated polybutadiene glycol and hydrogenated polyisoprene glycol. Hydrogenated polybutadiene glycol or polypropylene glycol is preferable from the viewpoint of color-changing properties such as heat-resistant colorability and compatibility.
  • the upper limit of the weight average molecular weight at this time is not particularly limited, it is preferably 10000 or less, more preferably 5000 or less. Moreover, you may use together 2 or more types of polyhydric alcohol as needed.
  • organic polyisocyanate examples include isophorone diisocyanate, hexamethylene diisocyanate, tolylene diisocyanate, xylene diisocyanate, diphenylmethane-4,4'-diisocyanate and dicyclopentanyl isocyanate.
  • isophorone diisocyanate is preferable from the viewpoint of toughness.
  • hydroxyl group-containing (meth) acrylate for example, hydroxy C2 to C4 alkyl (meth) acrylate such as hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, etc., dimethylol cyclohexyl mono ( Meta) acrylate, hydroxycaprolactone (meth) acrylate, hydroxyl group-terminated polyalkylene glycol (meth) acrylate and the like can be used.
  • the reaction for obtaining the urethane (meth) acrylate is performed, for example, as follows. That is, the organic polyisocyanate is mixed with the polyhydric alcohol per equivalent of hydroxyl group so that the isocyanate group is preferably 1.1 to 2.0 equivalents, more preferably 1.1 to 1.5 equivalents, and the reaction temperature is Are reacted preferably at 70 to 90.degree. C. to synthesize a urethane oligomer. Next, a hydroxy (meth) acrylate compound is mixed so that the hydroxyl group is preferably 1 to 1.5 equivalents per equivalent of isocyanate groups of the urethane oligomer, and the reaction is carried out at 70 to 90 ° C. ) Acrylates can be obtained.
  • the weight average molecular weight of the urethane (meth) acrylate is preferably about 7000 to 100000, and more preferably 10000 to 60000.
  • Mw / Mn molecular weight distribution
  • the urethane (meth) acrylate can be used by mixing one or two or more in any ratio.
  • the proportion by weight of the urethane (meth) acrylate in the photocurable transparent adhesive composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight.
  • the (meth) acrylate having a polyisoprene backbone has a (meth) acryloyl group at the terminal or side chain of the polyisoprene molecule.
  • a (meth) acrylate having a polyisoprene backbone can be obtained as "UC-203" (manufactured by Kuraray Co., Ltd.).
  • the (meth) acrylate having a polyisoprene skeleton preferably has a number average molecular weight in terms of polystyrene of 1,000 to 50,000, and more preferably about 25,000 to 45,000.
  • the weight ratio of the (meth) acrylate having a polyisoprene skeleton in the photocurable transparent adhesive composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight.
  • the photopolymerizable monomer (C) a (meth) acrylate having one (meth) acryloyl group in the molecule can be suitably used.
  • the photopolymerizable monomer (C) excludes urethane (meth) acrylate, polyisoprene or (meth) acrylate having a hydrogenated polyisoprene skeleton, (meth) acrylate having polybutadiene, or a polybutadiene or hydrogenated polybutadiene skeleton ((meth) acrylate ( 1 shows meta) acrylate.
  • (meth) acrylates having one (meth) acryloyl group in the molecule include octyl (meth) acrylate, isooctyl (meth) acrylate, amyl (meth) acrylate, isoamyl (meth) acrylate and lauryl ( Carbon such as meta) acrylate, decyl (meth) acrylate, isodecyl (meth) acrylate, stearyl (meth) acrylate, cetyl (meth) acrylate, isomyristyl (meth) acrylate, isostearyl (meth) acrylate, tridecyl (meth) acrylate Alkyl (meth) acrylate of the number 5-25, benzyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, acryloyl morpholine, phenyl glycidyl (meth) acrylate
  • the following formula (3) X-O-R 2 (3) (Wherein, X represents an acryloyl group, and R 2 represents an alkyl group having 8 to 20 carbon atoms)
  • the monofunctional acrylate represented by is preferable, and also from the viewpoint of adhesive strength, the following formula (4) X-O-R 3 (4) (Wherein, X represents an acryloyl group, and R 3 represents an alkyl group having 12 to 18 carbon atoms)
  • the monofunctional acrylate represented by is more preferable.
  • isostearyl acrylate is more preferable from the viewpoint of low volatility, reactivity, and flexibility.
  • the number of alkyl groups of R 2 in the above formula (3) is MR, and in the above formula (1)
  • the resin composition contains both compounds such that MR / (MC + MB) (hereinafter, referred to as a special ratio) is 5.5 or less, and it is particularly preferably 5 or less. preferable.
  • composition of the present invention can contain (meth) acrylates other than (meth) acrylates having one (meth) acryloyl group in the molecule, as long as the properties of the present invention are not impaired.
  • Trimethylol C2 to C10 alkanes such as caprolactone modified hydroxypivalate neopentyl glycol di (meth) acrylate and ethylene oxide modified phosphoric acid di (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethyloloctane tri (meth) acrylate, etc.
  • these (meth) acrylate monomer components can be used by mixing one kind or two or more kinds in an arbitrary ratio.
  • the proportion by weight of the photopolymerizable monomer (C) in the photocurable transparent adhesive composition of the present invention is usually 5 to 90% by weight, preferably 10 to 50% by weight. When the amount is less than 5% by weight, the curability is poor, and when it is more than 90% by weight, the shrinkage is large.
  • the total content of the components (B) and (C) in the ultraviolet-curable adhesive composition is usually 20 to 90% by weight, preferably 20 to 70% by weight, based on the total amount of the adhesive composition. %, More preferably 30 to 60% by weight.
  • Epoxy (meth) acrylate can be used for the ultraviolet curable adhesive composition of the present invention as long as the properties of the present invention are not impaired.
  • Epoxy (meth) acrylates have the function of improving the curability and improving the hardness and curing speed of the cured product.
  • any epoxy (meth) acrylate obtained by reacting a glycidyl ether type epoxy compound and (meth) acrylic acid can be used, but preferably used epoxy (meth) acrylate
  • a glycidyl ether type epoxy compound for obtaining diglycidyl ether of bisphenol A or its alkylene oxide adduct, diglycidyl ether of bisphenol F or its alkylene oxide adduct, diglycidyl of hydrogenated bisphenol A or its alkylene oxide adduct Ether, diglycidyl ether of hydrogenated bisphenol F or its alkylene oxide adduct, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether Neopentyl glycol diglycidyl ether, butanediol diglycidyl ether hexanediol diglycidyl ether to, cyclohexanedimethanol digly
  • the epoxy (meth) acrylate is obtained by reacting these glycidyl ether type epoxy compounds with (meth) acrylic acid under the following conditions.
  • (Meth) acrylic acid is reacted in a ratio of 0.9 to 1.5 mol, more preferably 0.95 to 1.1 mol, per equivalent of the epoxy group of the glycidyl ether type epoxy compound.
  • the reaction temperature is preferably 80 to 120 ° C., and the reaction time is about 10 to 35 hours.
  • a catalyst such as triphenylphosphine, TAP, triethanolamine, tetraethylammonium chloride and the like.
  • paramethoxyphenol, methylhydroquinone and the like can be used as a polymerization inhibitor to prevent polymerization during the reaction.
  • the epoxy (meth) acrylate which can be suitably used in the present invention is bisphenol A epoxy (meth) acrylate obtained from a bisphenol A type epoxy compound.
  • the weight average molecular weight of the epoxy (meth) acrylate is preferably 500 to 10,000.
  • the proportion by weight of the epoxy (meth) acrylate in the ultraviolet-curable adhesive composition of the present invention is usually 1 to 80% by weight, preferably 5 to 30% by weight.
  • the photopolymerization initiator (D) contained in the composition of the present invention is not particularly limited, and, for example, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoylphenylethoxyphos Fin oxide, bis (2,4,6-trimethyl benzoyl) -phenyl phosphine oxide, bis (2,6-dimethoxy benzoyl) -2,4,4-trimethyl-pentyl phosphine oxide, 1-hydroxycyclohexyl phenyl ketone ( Irgacure 184; manufactured by BASF), 2-hydroxy-2-methyl- [4- (1-methylvinyl) phenyl] propanol oligomer (Esacure ONE; manufactured by Lambarty), 1- [4- (2-hydroxyethoxy) -phenyl ] -2-Hydroxy-2-methi -1-propan-1-one (IRGACURE 2959; manufactured by BASF), 2-
  • the molar absorption coefficient at 302 nm or 313 nm measured in acetonitrile or methanol is 300 ml / (g ⁇ cm) or more, and the molar absorption coefficient at 365 nm is 100 ml It is preferable to use a photopolymerization initiator which is at most / (g ⁇ cm). Use of such a photopolymerization initiator can contribute to the improvement of adhesive strength.
  • the molar absorption coefficient at 302 nm or 313 nm is 300 ml / (g ⁇ cm) or more, curing at the time of curing in the following step 3 is sufficient.
  • a photopolymerization initiator for example, 1-hydroxycyclohexyl phenyl ketone (IRGACURE 184; manufactured by BASF), 2-hydroxy-2-methyl-1-phenyl-propan-1-one (Darocure 1173) From BASF), 1- [4- (2-hydroxyethoxy) -phenyl-]-2-hydroxy-2-methyl-1-propan-1-one (IRGACURE 2959; from BASF), phenylglyoxylic acid Methyl ester (Darocure MBF; made by BASF) etc. are mentioned.
  • D photopolymerization initiator
  • these photopolymerization initiators (D) can be used by mixing one or two or more kinds in any ratio.
  • the proportion by weight of the photopolymerization initiator (D) in the photocurable adhesive composition of the present invention is usually 0.2 to 5% by weight, preferably 0.3 to 3% by weight. If it is more than 5% by weight, the transparency of the cured resin layer may be deteriorated.
  • the ultraviolet curable adhesive composition of the present invention can contain, as other components, a softening component (E) described later, an additive described later, and the like. From the total amount, the content ratio of the other components to the total amount of the ultraviolet curable adhesive composition of the present invention is the total amount of the components (A), (B), (C) and (D). It is the reduced remainder. Specifically, the total amount of the other components is about 5 to 75% by weight, preferably 15 to 75% by weight, more preferably about 35 to 65% by weight, based on the total amount of the ultraviolet curable adhesive composition of the present invention. It is.
  • amines and the like that can be a photopolymerization initiation aid can be used in combination with the above-mentioned photopolymerization initiator.
  • examples of amines which can be used include benzoic acid 2-dimethylaminoethyl ester, dimethylaminoacetophenone, p-dimethylaminobenzoic acid ethyl ester and p-dimethylaminobenzoic acid isoamyl ester.
  • the content in the adhesive composition for adhesion of the present invention is usually 0.005 to 5% by weight, preferably 0.01 to 3% by weight.
  • a softening component (E) can be used in the ultraviolet curable adhesive composition of the present invention as required.
  • Specific examples of the softening component that can be used include polymers compatible with the composition, oligomers, phthalic acid esters, hydrogenated phthalic acid esters, phosphoric acid esters, glycol esters, citric acid esters, fats Group dibasic acid esters, fatty acid esters, epoxy plasticizers, castor oils, rosin resins, hydrogenated rosin resins, terpene resins, hydrogenated terpene resins, and liquid terpenes.
  • oligomers and polymers examples include oligomers or polymers having a polyisoprene backbone, a hydrogenated polyisoprene backbone, a polybutadiene backbone, a hydrogenated polybutadiene backbone or a xylene backbone, and esters thereof, polybutenes and the like.
  • oligomers or polymers having a polyisoprene backbone, a hydrogenated polyisoprene backbone, a polybutadiene backbone, a hydrogenated polybutadiene backbone or a xylene backbone, and esters thereof, polybutenes and the like.
  • hydrogenated rosin resins, hydrogenated terpene resins, hydrogenated polyisoprene, hydrogenated polybutadiene, polybutene, liquid terpenes, hydrogenated phthalic esters are preferable.
  • hydrogenated terpene resins containing a hydroxyl group at the end or side chain hydrogenated polyisoprene containing a hydroxyl group at the end or side chain, or a hydroxyl group
  • hydroxyl group-containing polymers such as hydrogenated polybutadiene and the like which are contained in side chains, hydrogenated rosin resins, and hydrogenated phthalic esters are particularly preferable.
  • the proportion by weight of such a softening component in the UV-curable adhesive composition is usually 5 to 40% by weight, preferably 10 to 35% by weight when a solid softening component is used.
  • a liquid softening component is used, it is generally 10 to 70% by weight, preferably 20 to 60% by weight.
  • an antioxidant an organic solvent, a silane coupling agent, a polymerization inhibitor, a leveling agent, an antistatic agent, a surface lubricant, a fluorescent brightening agent, light
  • Additives such as stabilizers (for example, hindered amine compounds), fillers and the like may be added.
  • antioxidants include, for example, BHT, 2,4-bis- (n-octylthio) -6- (4-hydroxy-3,5-di-t-butylanilino) -1,3,5-triazine , Pentaerythrityl tetrakis [3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate], 2,2-thio-diethylene bis [3- (3,5-di-t-butyl- 4-hydroxyphenyl) propionate], triethylene glycol-bis [3- (3-t-butyl-5-methyl-4-hydroxyphenyl) propionate], 1,6-hexanediol-bis [3- (3-t -Butyl-5-methyl-4-hydroxyphenyl) propionate], octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, N-hexamethylene bis (3,5-di-t-t
  • organic solvent examples include, for example, alcohols such as methanol, ethanol and isopropyl alcohol, dimethyl sulfone, dimethyl sulfoxide, tetrahydrofuran, dioxane, toluene, xylene and the like.
  • silane coupling agent examples include, for example, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxy Cyclohexyl) ethyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyldimethoxysilane, ⁇ -mercaptopropyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyltrimethoxysilane, 3 -Aminopropyltriethoxysilane, 3-mercaptopropyltrimethoxysilane, vinyltrimethoxysilane, N- (2- (vinylbenzylamino) ethyl) 3-aminopropyltrimethoxysilane hydrochloride, 3-methacryloxypropyltrime
  • polymerization inhibitor paramethoxyphenol, methylhydroquinone and the like can be mentioned.
  • the light stabilizer include, for example, 1,2,2,6,6-pentamethyl-4-piperidyl alcohol, 2,2,6,6-tetramethyl-4-piperidyl alcohol, 1,2,2, 6,6-pentamethyl-4-piperidyl (meth) acrylate (Adeka Co., Ltd.
  • the filler include, for example, crystalline silica, fused silica, alumina, zircon, calcium silicate, calcium carbonate, silicon carbonate, silicon nitride, boron nitride, zirconia, forsterite, steatite, spinel, titania, talc, etc. Powders or beads obtained by spheronizing them may be mentioned.
  • the weight ratio of the various additives in the photocurable transparent adhesive composition is 0.01 to 3% by weight, preferably 0.01 to 1% by weight, more preferably Is 0.02 to 0.5% by weight.
  • the ultraviolet-curable adhesive composition of the present invention can be obtained by mixing and dissolving the above-described components at normal temperature to 80 ° C., and if necessary, impurities may be removed by an operation such as filtration. From the viewpoint of coating properties and defoaming properties, the adhesive composition of the present invention preferably adjusts the compounding ratio of the components appropriately such that the viscosity at 25 ° C. is in the range of 300 to 50000 mPa ⁇ s.
  • Step 1 it is preferable that at least two optical substrates be bonded by the following (Step 1) to (Step 3).
  • Step 3 When it is judged that sufficient adhesive strength can be secured at the stage of (Step 2), it is possible to omit (Step 3).
  • Step 1 The ultraviolet curable adhesive composition is applied to at least one optical substrate to form a coated layer, and the coated layer is irradiated with ultraviolet light to form an optical layer in the coated layer.
  • the cured portion (hereinafter referred to as “cured portion of the cured product layer” or simply “cured portion”) present on the substrate side (the lower side of the coated layer) and the opposite side to the optical substrate side (the upper portion of the coated layer)
  • a step of obtaining an optical substrate having a cured product layer having an uncured portion (hereinafter referred to as "uncured portion of the cured product layer” or simply “uncured portion") present on the side, usually the atmospheric side) .
  • the curing rate of the coating layer after ultraviolet irradiation is not particularly limited, and an uncured portion exists on the surface opposite to the optical substrate side (upper side of the coating layer, usually the air side).
  • Step 2 Another optical substrate is bonded to the uncured portion of the cured product layer of the optical substrate obtained in Step 1, or the other optical substrate obtained in Step 1 is cured A process of bonding together the uncured portions of the product layer.
  • Step 3 A step of irradiating the cured material layer having an uncured portion in the bonded optical substrate with ultraviolet light through the optical substrate having a light shielding portion to cure the cured material layer.
  • the UV curable adhesive composition of the present invention is applied in the state of liquid resin to at least one substrate when bonding two or more substrates together, and to the other substrate.
  • a particularly excellent adhesion effect can be obtained, and the presence of air can be prevented, so use in such a case Particularly preferred.
  • FIG. 1 is a process chart showing a first embodiment of a manufacturing process of an optical member using the ultraviolet curable adhesive composition of the present invention.
  • This method is a method of obtaining an optical member by bonding the liquid crystal display unit 1 and the transparent substrate 2.
  • the liquid crystal display unit 1 refers to one in which a liquid crystal material is sealed between a pair of substrates on which electrodes are formed, and in which a polarizing plate, a drive circuit, a signal input cable, and a backlight unit are provided.
  • the transparent substrate 2 is a transparent substrate such as a glass plate, a polymethyl methacrylate (PMMA) plate, a polycarbonate (PC) plate, and an alicyclic polyolefin polymer (COP) plate.
  • PMMA polymethyl methacrylate
  • PC polycarbonate
  • COP alicyclic polyolefin polymer
  • the transparent substrate 2 one having a black frame-shaped light shielding portion 4 on the surface of the transparent substrate can be suitably used, and the light shielding portion 4 is formed by sticking of a tape, coating of paint, printing or the like.
  • the present invention can be applied to those not having the light shielding portion 4, in the following description of the first to third embodiments, the case where the light shielding portion 4 is provided will be described as a specific example. In the case where the light shielding portion 4 is not provided, if “a transparent substrate having a light shielding portion” is read as a “transparent substrate”, it can be considered as an example where the light shielding portion is not provided.
  • a UV curable adhesive composition is applied to the surface of the liquid crystal display unit 1 and the surface of the transparent substrate 2 having the light shielding portion on which the light shielding portion is formed.
  • the coating method may, for example, be a slit coater, a roll coater, a spin coater, or a screen printing method.
  • the UV curable adhesive composition applied to the surface of the liquid crystal display unit 1 and the transparent substrate 2 having the light shielding portion may be the same, or different UV curable adhesive compositions may be used. . It is usually preferred that both be the same UV curable adhesive composition.
  • the film thickness of the cured product of each ultraviolet curable resin is adjusted so that the thickness of the cured resin layer 7 after bonding is 50 to 500 ⁇ m, preferably 50 to 350 ⁇ m, and more preferably 100 to 350 ⁇ m.
  • the film thickness of the cured product layer of the UV curable resin present on the surface of the transparent substrate 2 having the light shielding part depends on the film thickness, the UV curing normally present on the surface of the liquid crystal display unit 1 It is preferable that the thickness be equal to or larger than the thickness of the cured product layer of the mold resin. This is to minimize the portion remaining uncured even after irradiation with ultraviolet light in step 3 described later, thereby eliminating the possibility of curing failure.
  • the UV curable adhesive composition layer 5 after application is irradiated with UV light 8 to cure the lower portion of the coated layer (on the liquid crystal display unit side or the transparent substrate side as viewed from the UV curable adhesive composition) (
  • the uncured part (not shown in the figure) present on the upper side of the coating layer (the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side) (air side when performed in the atmosphere)
  • a cured product layer 6 is obtained.
  • the irradiation dose is preferably 5 to 2000 mJ / cm 2 , particularly preferably 10 to 1000 mJ / cm 2 . If the amount of irradiation is too small, the degree of curing of the resin of the finally bonded optical member may be insufficient.
  • uncured refers to a fluidizable state at 25 ° C. environment. Moreover, when an adhesive composition layer is touched with a finger after ultraviolet irradiation and a liquid component adheres to a finger, it is judged that it has an unhardened part.
  • any light source may be used as long as it is a lamp that emits ultraviolet to near-ultraviolet light.
  • the wavelength of the ultraviolet light irradiated to the ultraviolet-curable adhesive composition is not particularly limited, but when the maximum illuminance in the range of 320 nm to 450 nm is 100, the maximum illuminance at 200 to 320 nm
  • the ratio (illumination ratio) is preferably 30 or less, and particularly preferably 10 or less at 200 to 320 nm.
  • the adhesive strength of the finally obtained optical member will be poor. This is because if the illuminance at a low wavelength is high, the curing of the ultraviolet curable adhesive composition proceeds excessively at the time of curing in Step 1, and the contribution to the adhesion at the time of curing in ultraviolet irradiation in Step 3 decreases. It is thought that it is because it does.
  • a method of irradiating the ultraviolet ray so as to obtain the above illumination ratio for example, a method of applying a lamp satisfying the condition of the illumination ratio as a lamp for irradiating ultraviolet to near-ultraviolet light rays;
  • a base material for example, a short wave ultraviolet cut filter, a glass plate, a film, etc.
  • a base material for example, a short wave ultraviolet cut filter, a glass plate, a film, etc.
  • step 1 irradiation with ultraviolet light is usually performed in the air at the upper surface on the coating side (the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side from the ultraviolet curable adhesive composition) (normal air) It is preferable to irradiate from surface.
  • UV rays may be irradiated in a vacuum environment or environment of a gas such as nitrogen that does not cause curing inhibition.
  • a gas for example, nitrogen
  • the state of the uncured portion and the film thickness of the uncured portion can be adjusted. That is, by blowing oxygen or ozone to the surface of the coating layer, oxygen inhibition of the curing of the ultraviolet curable adhesive composition occurs on the surface, so that the uncured portion of the surface is ensured, or uncured.
  • the film thickness of the portion can be increased.
  • Step 2 Next, as shown in FIG. 1B, the liquid crystal display unit 1 and the transparent substrate 2 having the light shielding portion are bonded to each other such that the uncured portions face each other. Bonding can be performed either in the air or in a vacuum. Here, in order to prevent the formation of air bubbles during bonding, bonding in vacuum is preferable. As described above, when a cured product of an ultraviolet curable resin having a cured portion and an uncured portion on each of the liquid crystal display unit and the transparent substrate is obtained and then bonded, improvement in adhesion can be expected. Bonding can be performed by pressing, pressing or the like.
  • UV rays 8 are irradiated to the optical member obtained by bonding the transparent substrate 2 and the liquid crystal display unit 1 from the side of the transparent substrate 2 having the light shielding portion.
  • the adhesive composition (coated layer) is cured.
  • the dose of ultraviolet rays is preferably about 100 ⁇ 4000mJ / cm 2 in accumulated light quantity, particularly preferably 200 ⁇ 3000mJ / cm 2 approximately.
  • any light source may be used as long as it is a lamp that irradiates ultraviolet to near-ultraviolet light.
  • low-pressure, high-pressure or ultra-high pressure mercury lamps, metal halide lamps, (pulsed) xenon lamps, electrodeless lamps and the like can be mentioned.
  • an optical member as shown in FIG. 8 can be obtained.
  • the optical member of the present invention may be manufactured by the following modified second embodiment.
  • the details of each step are the same as those in the first embodiment described above, and thus the description of the same parts will be omitted.
  • Step 1 First, as shown in FIG. 2 (a), an ultraviolet-curable composition is applied to the surface of the transparent substrate 2 having the light-shielding portion on the surface on which the light-shielding portion 4 is formed.
  • the adhesive composition layer 5) is irradiated with ultraviolet light 8, and the cured portion present on the lower side of the coating layer (the transparent substrate side as viewed from the ultraviolet curable adhesive composition) and the upper side of the coating layer (transparent substrate side) And a cured product layer 6 having an uncured portion present on the opposite side of
  • the wavelength of the ultraviolet light irradiated to the ultraviolet curable adhesive composition is not particularly limited, but when the maximum illuminance in the range of 320 nm to 450 nm is 100, the ratio of the maximum illuminance at 200 to 320 nm is 30 or less
  • the illuminance at 200 to 320 nm is preferably 10 or less. Assuming that the maximum illuminance in the range of 320 nm to
  • Step 2 Next, as shown in FIG. 2 (b), the transparent substrate 2 having the liquid crystal display unit 1 and the light shielding portion in such a manner that the uncured portion of the obtained cured product layer 6 and the display surface of the liquid crystal display unit 1 Paste together. Bonding can be performed either in the air or in a vacuum.
  • Step 3 Next, as shown in FIG. 2 (c), ultraviolet rays 8 are irradiated to the optical member obtained by bonding the transparent substrate 2 and the liquid crystal display unit 1 from the side of the transparent substrate 2 having the light shielding portion.
  • the cured product layer 6 having the uncured portion of the adhesive composition is cured.
  • FIG. 3 is a process chart showing a third embodiment of a method for producing an optical member using the ultraviolet-curable adhesive composition of the present invention.
  • the details of each step are the same as those in the first embodiment described above, and thus the description of the same parts will be omitted.
  • the same members as those in the first embodiment described above are designated by the same reference numerals in the drawings, and the description thereof will not be repeated here.
  • Step 1 First, as shown in FIG. 3A, the ultraviolet curable composition was applied to the surface of the liquid crystal display unit 1. Thereafter, the ultraviolet curable adhesive composition layer 5 is irradiated with the ultraviolet light 8 so that the lower side 8 of the coating layer 8 the cured portion present on the transparent substrate side as viewed from the ultraviolet curable adhesive composition, and the upper portion of the coating layer A cured product layer 6 having uncured portions present on the side (opposite to the transparent substrate side) is obtained.
  • the wavelength of the ultraviolet light irradiated to the ultraviolet curable adhesive composition is not particularly limited, but when the maximum illuminance in the range of 320 nm to 450 nm is 100, the maximum illuminance at 200 to 320 nm is preferably 30 or less Particularly preferably, the illuminance at 200 to 320 nm is 10 or less. Assuming that the maximum illuminance in the range of 320 nm to 450 nm is 100, if the maximum illuminance at 200 to 320 nm is higher than 30, the adhesive strength of the finally obtained optical member is inferior.
  • Step 2 Next, as shown in FIG. 3B, the liquid crystal display unit 1 is formed such that the surface on which the light shielding portion is formed on the transparent substrate 2 having the light shielding portion and the uncured portion of the obtained cured product layer 6 faces each other. And a transparent substrate 2 having a light shielding portion. Bonding can be performed either in the air or in a vacuum.
  • Step 3 Next, as shown in FIG. 3C, ultraviolet rays 8 are irradiated to the optical member obtained by bonding the transparent substrate 2 and the liquid crystal display unit 1 from the side of the transparent substrate 2 having the light shielding portion, thereby achieving ultraviolet curing.
  • the cured product layer 6 having the uncured portion of the adhesive composition is cured.
  • each of the above-described embodiments describes some of the embodiments of the method for producing an optical member of the present invention as one specific optical substrate.
  • a transparent substrate having a liquid crystal display unit and a light shielding portion is used.
  • various members described later can be used as an optical substrate in place of the liquid crystal display unit, and various members described later can be used as an optical substrate also for the transparent substrate. be able to.
  • optical substrates such as liquid crystal display units and transparent substrates, other optical substrate layers (for example, a cured product layer of an ultraviolet curable adhesive composition) are further bonded to these various members.
  • a laminated film or other optical substrate layer may be used.
  • the coating method of the ultraviolet curable adhesive composition, the film thickness of the resin cured product, the irradiation amount and the light source at the time of ultraviolet irradiation described in the section of the first embodiment, and the ultraviolet curable resin layer surface The method of adjusting the film thickness of the uncured portion by blowing oxygen or nitrogen or ozone is not limited to the above embodiment, but can be applied to any manufacturing method included in the present invention.
  • At least one optical substrate having a light shielding portion is selected from the group consisting of a transparent glass substrate having a light shielding portion, a transparent resin substrate having a light shielding portion, and a glass substrate on which a light shielding portion and a transparent electrode are formed.
  • One optical substrate is a protective substrate having a light shielding portion, and another optical substrate bonded thereto is a touch panel or a display unit having a touch panel, and at least two optical substrates are bonded
  • the ultraviolet curable adhesive composition as described above is applied to the surface provided with the light shielding portion of the protective substrate having the light shielding portion, or to one or both surfaces of the touch surface of the touch panel. Is preferably applied.
  • One optical substrate is an optical substrate having a light shielding portion, another optical substrate to be bonded thereto is a display unit, and an optical member to which at least two optical substrates are bonded is
  • the aspect which is a display body unit which has an optical base material which has a light-shielding part.
  • the above-mentioned UV-curable adhesive is applied to the optical substrate having the light shielding portion on the side provided with the light shielding portion, the display surface of the display unit, or both of them. It is preferred to apply the agent composition.
  • the optical member is It can be used in the method of manufacturing.
  • the cure shrinkage of the cured product of the ultraviolet-curable adhesive composition of the present invention is preferably 4.0% or less, and particularly preferably 3.0% or less.
  • the transmittance of the cured product of the ultraviolet curable adhesive composition of the present invention at 400 nm to 800 nm is preferably 90% or more.
  • the transmittance at 400 to 450 nm is 90% or more, since the visibility can be further improved when the transmittance at 400 to 450 nm of the cured product is high.
  • the UV curable adhesive composition of the present invention is for producing an optical member by laminating a plurality of optical substrates according to the above (Step 1) to (Step 2), and if necessary, (Step 3).
  • an optical base material used in the manufacturing method of the optical member of this invention a transparent plate, a sheet
  • optical substrate means both an optical substrate having no light shielding portion on the surface and an optical substrate having a light shielding portion on the surface.
  • at least one of a plurality of optical substrates used is an optical substrate having a light shielding portion.
  • the optical substrate having a light shielding portion for example, a protective plate for a display screen having a light shielding portion or a touch panel provided with a protective substrate having a light shielding portion can be mentioned.
  • the optical substrate having the light shielding portion is a protective plate for a display screen having the light shielding portion
  • the light shielding portion has a light shielding portion. It is the surface on the side where the part is provided.
  • the protective substrate having the light shielding portion has the surface having the light shielding portion bonded to the touch surface of the touch panel.
  • the surface on the side where the light shielding portion of the optical base material having the light shielding portion is provided means the substrate surface of the touch panel opposite to the touch surface of the touch panel.
  • the position of the light shielding portion in the optical substrate having the light shielding portion is not particularly limited.
  • a band-shaped light shielding portion having a width of about 0.05 to 20 mm, preferably about 0.05 to 10 mm, and more preferably about 0.1 to 6 mm is formed at the periphery of the optical substrate. Cases may be mentioned.
  • the light shielding portion on the optical substrate can be formed by sticking of a tape, coating of a paint, printing, or the like.
  • the optical substrate used in the present invention is a sheet or transparent plate obtained by laminating a plurality of films or sheets such as polarizing plates, a sheet or transparent plate not laminated, and a transparent plate made of inorganic glass Plates (inorganic glass plates and their processed products such as lenses, prisms, ITO glass) and the like can be used.
  • a transparent plate or sheet is a sheet or transparent plate obtained by laminating a plurality of films or sheets such as polarizing plates, a sheet or transparent plate not laminated, and a transparent plate made of inorganic glass Plates (inorganic glass plates and their processed products such as lenses, prisms, ITO glass) and the like can be used.
  • the optical base material used in the present invention is a laminate comprising a plurality of functional plates or sheets such as a touch panel (touch panel input sensor) or a display unit described below in addition to the above-mentioned polarizing plate etc. Also referred to as "body”.
  • a sheet which can be used as an optical base material used for the present invention an icon sheet, a makeup sheet, and a protection sheet are mentioned.
  • a board (transparent board) which can be used for the manufacturing method of the optical member of the present invention a decorative board and a guard board are mentioned.
  • materials of these sheets or plates those listed as materials of the transparent plate can be applied. Examples of the material of the touch panel surface that can be used as an optical substrate used in the present invention include glass, PET, PC, PMMA, a composite of PC and PMMA, COC, and COP.
  • the thickness of the plate-like or sheet-like optical substrate such as a transparent plate or sheet is not particularly limited, and usually about 5 ⁇ m to about 5 cm, preferably about 10 ⁇ m to about 10 mm, more preferably about 50 ⁇ m to about 3 mm It is a thickness.
  • a display unit with an optical functional material is used by using a display unit such as a liquid crystal display as one of the optical substrates and using an optical functional material as another optical substrate.
  • a display panel As said display unit, display apparatuses, such as LCD which stuck the polarizing plate to glass, EL display, EL illumination, electronic paper, and a plasma display, are mentioned, for example.
  • transparent plastic boards such as an acrylic board, PC board, PET board, PEN board, tempered glass, a touch panel input sensor are mentioned.
  • the optical substrate When the optical substrate is used as an adhesive to bond, when the refractive index of the cured product is 1.45 to 1.55 to improve visibility, the visibility of the displayed image is further improved. . If it is in the range of the said refractive index, the difference of the refractive index with the base material used as an optical base material can be reduced, and it becomes possible to suppress irregular reflection of light and to reduce an optical loss.
  • optical member in which an optical substrate having a light shielding portion and the functional laminate are bonded together using a cured product of the ultraviolet curable adhesive composition of the present invention.
  • An optical base selected from the group consisting of a transparent glass substrate having a light shielding part, a transparent resin substrate having a light shielding part, and a glass substrate on which a light shielding material and a transparent electrode are formed.
  • the display unit is any of a liquid crystal display unit, a plasma display unit and an organic EL display unit.
  • a touch panel or touch panel input in which a plate-like or sheet-like optical substrate having a light shielding portion is bonded to the surface on the touch surface side of the touch panel using the cured product of the ultraviolet curable adhesive composition of the present invention sensor).
  • V A display panel in which a plate-like or sheet-like optical substrate having a light shielding portion is pasted on a display screen of a display unit using a cured product of the ultraviolet curable adhesive composition of the present invention.
  • the UV curable adhesive composition may be applied to only one of the surfaces facing each other through the cured material layer in the two optical substrates to be bonded, or may be applied to both surfaces. Also good.
  • any one surface of the protective substrate having a light shielding portion, preferably the light shielding portion in Step 1
  • the adhesive composition may be applied to only one of the provided surface and the touch surface of the touch panel or the display surface of the display unit, or may be applied to both of them.
  • the optical member of said (vi) which bonded the display base unit to the protection base material or touch panel for protecting the display screen of a display body unit the light-shielding part of the protection base material was provided in process 1.
  • the adhesive composition may be applied to only one of the substrate surface opposite to the surface or the touch surface of the touch panel and the display surface of the display unit, or may be applied to both of them.
  • the optical member including the display body knit obtained by the manufacturing method of the present invention and the optical base having the light shielding portion can be incorporated into an electronic device such as a television, a small game machine, a mobile phone, a personal computer and the like.
  • B1 Urethane acrylate (polypropylene glycol (molecular weight: 3000), isophorone diisocyanate, and a reactant of three components of 2-hydroxyethyl acrylate in a molar ratio of 1: 1.3: 2)
  • B2 Urethane acrylate (hydrogenated polybutadiene diol (molecular weight 2000), isophorone diisocyanate, and a reactant of three components of 2-hydroxyethyl acrylate in a molar ratio of 1: 1.2: 2)
  • C2 S-1800A (isostearyl acrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.)
  • compositions 1 to 20 were obtained using the obtained compositions a to d, the mixture was heated and mixed at the compounding ratio shown in Table 3 to prepare compositions 1 to 20.
  • the composition described in Table 3 was blended, and after blending, it was stored for one week in a 25 ° C. environment. After storage, the resin composition is taken out of the storage area, stirred at 200 rpm for 30 minutes with a disper (stirrer: Three-One Motor BL300 manufactured by Shinto Kagaku Co., Ltd., stirring blade: width x width x 1 cm x 10 cm x 10 cm) and stirred for 30 minutes. A lot of air bubbles were mixed in.
  • the composition was applied to a 10 cm ⁇ 10 cm size glass substrate to have a film thickness of 200 ⁇ m and an area of 8 cm ⁇ 8 cm. After application, it was allowed to stand at a flat place for 10 minutes, and the state of the applied composition was visually confirmed. The results are shown in Table 4. :: less than 8.4 cm on each of four sides of the surface on which the composition is applied. Fair: Any one or more sides of the surface on which the composition is applied is 8.4 cm or more. X: Any one or more sides of the surface to which the composition is applied is 8.4 cm or more, and the application surface is roughened in a rough shape.
  • compositions 1 to 20 were stirred with a disper at 200 rpm for 30 minutes to mix a large amount of air bubbles into the composition. Thereafter, 100 g of the composition obtained above is placed in a 300 mL beaker with an inner diameter of 78 mm, the beaker is placed in a bell-type vacuum degassing vessel, the internal pressure is allowed to stand for 10 minutes under a reduced pressure environment of 500 Pa, and the composition after reduced pressure processing I got a thing.
  • a slide glass of 0.8 mm in thickness and an acrylic plate of 0.8 mm in thickness were prepared, and the composition obtained on one side was coated to a film thickness of 200 ⁇ m, and then the other was attached to the coated surface. .
  • the resin composition was irradiated with ultraviolet light of an integrated light quantity of 2000 mJ / cm 2 with a high pressure mercury lamp (80 W / cm, ozone-free) through a glass to cure the resin composition, and a sample for evaluating adhesion was prepared. This was left for 250 hours in an 85 ° C., 85% RH environment. In the evaluation sample, peeling of the slide glass or the acrylic plate from the cured resin was confirmed visually, but no peeling was observed.
  • the transmittance in the wavelength region of 400 to 800 nm and 400 to 450 nm was measured using a spectrophotometer (U-3310, Hitachi High-Technologies Corporation). As a result, the transmittance of 400 to 800 nm was 90% or more, and the transmittance of 400 to 450 nm was 90% or more.
  • the composition is applied to a thickness of 125 ⁇ m on the surface of a transparent substrate having a light shielding portion (width 5 mm) on the display surface and outer peripheral portion of a liquid crystal display unit having an area of 3.5 inches It applied so that it might become. Then, using an electrodeless ultraviolet lamp (D bulb, manufactured by Heraeus Noble Light Fusion U.V.) in the coated layer obtained, the integrated light quantity 100 mJ / from the air side through an ultraviolet cut filter that blocks a wavelength of 320 nm or less. Ultraviolet irradiation of cm 2 was performed to form a cured product layer having a cured portion and an uncured portion present on the air side.
  • D bulb manufactured by Heraeus Noble Light Fusion U.V.
  • the ratio of the maximum illuminance in the range of 200 to 320 nm was 3 when the maximum illuminance in the range of 320 nm to 450 nm was 100, and the ultraviolet light irradiated to the composition at this time was 100.
  • the transparent substrate which has a liquid crystal display unit and a light-shielding part in the form which an unhardened part opposes was bonded.
  • the resin cured product layer is cured by irradiating ultraviolet rays with an integrated light quantity of 2000 mJ / cm 2 from the glass substrate side having the light shielding part with an ultra-high pressure mercury lamp (TOSCURE 752, manufactured by Harrison Toshiba Lighting Co., Ltd.), Made.
  • the transparent substrate was removed from the obtained optical member, and the cured resin layer in the light shielding portion was washed away with heptane, and then the cured state was confirmed. There was no evidence that the uncured resin composition had been removed, and the resin of the light shielding portion was sufficiently cured.

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Abstract

L'objet de la présente invention est de fournir : une composition de résine durcissable aux ultraviolets qui présente une bonne aptitude au revêtement et une bonne aptitude au durcissement, et dans laquelle sont supprimées les bulles générées à l'intérieur de la composition de résine ainsi que les bulles présentes à l'interface entre un élément optique et la composition de résine, lorsque l'élément optique et la composition de résine sont stratifiés, et une visibilité élevée peut être obtenue ; et un procédé de fabrication faisant appel à la composition de résine. L'invention concerne une composition adhésive durcissable aux ultraviolets pour panneaux tactiles, la composition adhésive durcissable aux ultraviolets étant une composition de résine pour panneaux tactiles et étant caractérisée en ce que, lorsque la composition de résine est placée dans un récipient et agitée avec un émulsifiant à 200 tours/minute pendant 30 minutes dans un environnement à 25 °C pour introduire des bulles, et puis que le récipient est placé dans un dispositif de démoussage sous vide de type cloche, les bulles ayant une taille d'au moins 100 µm disparaissent en 30 minutes dans un environnement sous pression réduite dans lequel la pression interne est de 500 Pa.
PCT/JP2017/026561 2017-07-21 2017-07-21 Adhésif durcissable aux ultraviolets, et procédé de stratification et article utilisant celui-ci Ceased WO2019016963A1 (fr)

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Cited By (2)

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CN110534026A (zh) * 2019-09-30 2019-12-03 京东方科技集团股份有限公司 用于3d曲面贴合脱泡的载具
CN116855218A (zh) * 2023-07-10 2023-10-10 上海森克电子科技有限公司 一种电容屏和液晶膜组零贴合的工艺

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JP2005530024A (ja) * 2002-06-19 2005-10-06 スリーエム イノベイティブ プロパティズ カンパニー 放射線硬化性、無溶剤型および印刷可能な感圧接着剤前駆物質
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110534026A (zh) * 2019-09-30 2019-12-03 京东方科技集团股份有限公司 用于3d曲面贴合脱泡的载具
CN116855218A (zh) * 2023-07-10 2023-10-10 上海森克电子科技有限公司 一种电容屏和液晶膜组零贴合的工艺
CN116855218B (zh) * 2023-07-10 2024-01-30 上海森克电子科技有限公司 一种电容屏和液晶膜组零贴合的工艺

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