WO2013141296A1 - Heat- or photocurable resin composition for forming optical pressure-sensitive adhesive sheet, and optical pressure-sensitive adhesive sheet - Google Patents

Heat- or photocurable resin composition for forming optical pressure-sensitive adhesive sheet, and optical pressure-sensitive adhesive sheet Download PDF

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Publication number
WO2013141296A1
WO2013141296A1 PCT/JP2013/058061 JP2013058061W WO2013141296A1 WO 2013141296 A1 WO2013141296 A1 WO 2013141296A1 JP 2013058061 W JP2013058061 W JP 2013058061W WO 2013141296 A1 WO2013141296 A1 WO 2013141296A1
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Prior art keywords
adhesive sheet
image display
sensitive adhesive
acrylate
resin composition
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PCT/JP2013/058061
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French (fr)
Japanese (ja)
Inventor
康剛 森
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デクセリアルズ株式会社
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Publication of WO2013141296A1 publication Critical patent/WO2013141296A1/en

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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
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • 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
    • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C09J5/06—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
    • 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
    • C09J2433/00—Presence of (meth)acrylic polymer

Definitions

  • the present invention is a heat or photo-curing property for forming an optical pressure-sensitive adhesive sheet for bonding and fixing an image display unit such as a liquid crystal panel or an organic EL panel in an image display device and a light-transmitting panel such as a protective panel or a touch panel.
  • the present invention relates to a resin composition and the optical pressure-sensitive adhesive sheet.
  • a light transmissive panel such as a protective panel is arranged on an image display unit such as a liquid crystal display panel or an organic EL panel. It has a structured.
  • a spacer is provided between the image display unit and the light transmissive panel so that an external force applied to the light transmissive panel is not relaxed and transmitted to the image display unit.
  • a transparent acrylic pressure-sensitive adhesive sheet is generally disposed between the image display unit and the protective panel and both panels are bonded and fixed.
  • reworkability is required for the transparent acrylic adhesive sheet that bonds them so that the image display unit and the protection panel can be easily separated.
  • a transparent adhesive sheet having low adhesiveness has been proposed (Patent Document 1).
  • the transparent adhesive sheet with low adhesion as in Patent Document 1 has a problem that the adhesion reliability is not sufficient.
  • an acrylic adhesive sheet sandwiched between the image display unit and the protective panel is made of stainless steel (SUS) or the like in order to reuse the component (particularly the image display unit) of the image display device in which the adhesion failure has occurred.
  • SUS stainless steel
  • the image display part and the protection panel are separated by cutting with a wire, they will be re-adhered immediately after cutting once with the wire, so the cutting operation must be repeated, and those surfaces will be re-attached to the surface. There were cases where scratches were hindered to use, and there was a problem with repairability.
  • the present invention is intended to solve the above-described problems of the prior art, and an image display unit such as a liquid crystal panel or an organic EL panel of an image display device and a light-transmitting panel such as a protective panel or a touch panel are excellent.
  • Heat or light that can form an optical pressure-sensitive adhesive sheet that can be separated while achieving good repairability when adhesion failure occurs and when the adhesion failure occurs. It aims at providing the curable resin composition and the said optical adhesive sheet.
  • the present inventor when forming an optical pressure-sensitive adhesive sheet from a heat or photocurable resin composition containing an acrylic monomer material, a polymerization initiator, and a crosslinking agent, as a main component of the acrylic monomer material, methoxyethyl It has been found that the above-mentioned object can be achieved by using acrylate in a predetermined amount range, and the present invention has been completed.
  • the present invention is a heat or photocurable resin composition for forming an optical pressure-sensitive adhesive sheet, comprising an acrylic monomer material, a polymerization initiator, and a crosslinking agent,
  • a thermosetting or photocurable resin composition having a methoxyethyl acrylate content of 15 to 40% by mass.
  • the present invention also provides an optical pressure-sensitive adhesive sheet obtained by film-forming and polymerizing the heat or photocurable resin composition.
  • the present invention is a method for manufacturing an image display device in which a light transmissive panel is bonded to an image display unit with an optical pressure-sensitive adhesive sheet, and includes the following steps (A) and (B) (B) a step of placing the above-described optical pressure-sensitive adhesive sheet of the present invention on one of the image display part and the light-transmitting panel; and (b) the image display part and the light-transmitting panel; A step of obtaining an image display device by bonding through When the image display device obtained in the step (b) is defective, the following step (c) is performed to repair the image display device: (C) a step of separating the image display unit and the light transmissive panel by passing a wire through the optical pressure-sensitive adhesive sheet bonding the image display unit and the light transmissive panel; The manufacturing method which further has these.
  • the thermal or photocurable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet contains 15 to 40% by mass of methoxyethyl acrylate in an acrylic monomer material. For this reason, the optical pressure-sensitive adhesive sheet formed from this resin composition has high rubber elasticity while exhibiting good adhesion reliability, has low resistance at the time of wire cutting, and re-uses the cut surface once cut. Adhesion can be suppressed. Therefore, when this optical adhesive sheet is used to bond and fix the image display unit of the image display device and the light transmissive panel, the image display unit and the light transmissive panel are damaged even if poor adhesion occurs. It can be easily separated without any problem and exhibits excellent repair properties.
  • the heat or photocurable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet contains an acrylic monomer material, a polymerization initiator, and a crosslinking agent, and methoxy as a main component of the acrylic monomer material. Ethyl acrylate is used.
  • the acrylic monomer material is a unit constituting an acrylic polymer, and imparts film-forming properties and tackiness to the polymer.
  • the methoxyethyl acrylate contained as the main component has a methoxyethyl group. Therefore, it gives good rubber elasticity to the acrylic polymer, reduces the cohesive force, reduces the resistance at the time of wire cutting of the optical adhesive sheet, and suppresses reattachment.
  • the content of methoxyethyl acrylate in the acrylic monomer material is too small, it will be easy to re-adhere from the cut surface cut during wire cutting, and if it is too much, the adhesive strength will decrease and the adhesive reliability will tend to decrease. Therefore, the content is preferably 15 to 40% by mass.
  • the acrylic monomer material can contain, in addition to methoxyethyl acrylate, other alkyl (meth) acrylates copolymerizable with methoxyethyl acrylate.
  • (meth) acrylate includes acrylate and methacrylate.
  • Alkyl (meth) acrylate other than methoxyethyl acrylate constituting the acrylic monomer material is a main monomer for forming an adhesive material.
  • alkyl (meth) acrylates include (meth) acrylic acid alkyl esters in which the alkyl group has 1 to 14 carbon atoms, preferably 4 to 12 carbon atoms.
  • the content of such alkyl (meth) acrylates other than methoxyethyl acrylate (especially 2-ethylhexyl acrylate) in the acrylic monomer material is too low, the adhesive properties will be reduced, and if it is too high, it will re-adhere after wire cutting. Since it tends to be easy, it is preferably 30 to 90% by mass, more preferably 50 to 85% by mass.
  • an acrylic monomer material (meth) acrylic acid that is, acrylic acid or methacrylic acid
  • acrylic acid or methacrylic acid can be used in combination.
  • acrylic acid when giving priority to the point of preventing corrosion of a metal, it is preferable not to use (meth) acrylic acid.
  • the content in the acrylic monomer material is too hard, and the adhesiveness tends to decrease. % Or less, more preferably 10% by mass or less.
  • the acrylic monomer material may contain a monomer copolymerizable with these monomers as long as the effects of the present invention are not impaired. it can.
  • the polymerization initiator constituting the heat or photocurable resin composition of the present invention provides an active species that initiates the polymerization of the acrylic monomer material, and the polymerization type of the resin composition (radical polymerization, cationic polymerization, anion).
  • a known thermal polymerization initiator or photopolymerization initiator can be used depending on the polymerization, etc., and a radical photopolymerization initiator or a thermal radical polymerization initiator can be preferably used from the viewpoint of excellent reactivity. .
  • the conditions for the photopolymerization treatment or thermal polymerization treatment can be appropriately determined according to the type and blending ratio of the components used. From the viewpoint of productivity, photopolymerization treatment by irradiation with light, particularly ultraviolet rays is preferable.
  • an acetophenone-based or benzophenone-based initiator can be preferably used.
  • 2- There are hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl methyl ketal and mixtures thereof.
  • the thermal radical polymerization initiator include organic peroxides such as t-butyl peroxide and benzoyl peroxide, and azo compounds such as azobisbutyronitrile.
  • the blending amount of such a polymerization initiator in the heat or photocurable resin composition can be appropriately determined according to the polymerization type and the like.
  • the amount of photoradical polymerization initiator in the heat or photocurable resin composition is too small, the amount of unreacted residual monomer increases and the adhesive properties decrease. If the amount is too large, the amount of unreacted initiator tends to increase and the light resistance tends to decrease. Therefore, the amount is preferably 0.05 to 1 part by weight, more preferably 100 parts by weight with respect to 100 parts by weight of the acrylic monomer material. 0.1 to 0.5 parts by mass.
  • the crosslinking agent constituting the heat- or photo-curable resin composition of the present invention is for forming a three-dimensional crosslinking in the produced acrylic polymer when the acrylic monomer material is polymerized.
  • (Meth) acrylate pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, 1 2-ethylene glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,12-dodecanediol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, glycerin propoxy tri (meth) acrylate
  • Polyfunctional (meth) acrylate crosslinking agents such as tetramethylol methane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, butyl di (meth) acrylate, hexyl di (meth) acrylate; tolylene diisocyanate, hexamethylene diisocyanate, Is
  • the amount of such a crosslinking agent in the heat or photocurable resin composition is preferably 0.05 to 1 part by mass, more preferably 0.1 to 0.5 part by mass with respect to 100 parts by mass of the acrylic monomer material.
  • the heat or photocurable resin composition of the present invention contains a tacky fire such as rosin tackifier, terpene tackifier, terpene phenol tackifier, acrylic tackifier, if necessary. Can do. Furthermore, a silicone coupling agent etc. can be contained as needed.
  • the heat or photocurable resin composition of the present invention can be prepared by uniformly mixing an acrylic monomer material, a polymerization initiator, and a crosslinking agent according to a conventional method.
  • the heat or photocurable resin composition of the present invention is formed by forming a film to a desired thickness by a known film formation method using a comma coater, roll coater, die coater, doctor blade, etc. It can be preferably used as an optical pressure-sensitive adhesive sheet by polymerizing in accordance with the polymerization type depending on the component being used. This sheet is useful for bonding and fixing an image display unit such as a liquid crystal panel or an organic EL panel in an image display device and a light transmissive panel such as a protective panel or a touch panel.
  • the thickness of such an optical pressure-sensitive adhesive sheet varies depending on the type and size of the image display device to be applied, but is generally 10 to 1000 ⁇ m, preferably 75 to 500 ⁇ m.
  • the optical pressure-sensitive adhesive sheet of the present invention allows a human to view an image through the optical adhesive sheet
  • the total light transmittance (thickness: 175 ⁇ m) according to JIS K7361 in the visible light wavelength region (380 to 810 nm) is 90%.
  • the haze value according to JIS K7136 is preferably less than 1.0%.
  • the storage elastic modulus at 25 ° C. according to JIS K7244 is 1 ⁇ 10 3 to 1 ⁇ 10 7 Pa, more preferably 1. ⁇ 10 4 to 1 ⁇ 10 6 .
  • the optical pressure-sensitive adhesive sheet of the present invention is obtained, for example, on a release-treated polyethylene terephthalate film by a known film formation method (for example, a comma coater, a roll coater, a die coater, etc.).
  • a film formation method for example, a comma coater, a roll coater, a die coater, etc.
  • the application conditions of heat and light can be appropriately determined according to the type of heat or photocurable resin composition.
  • the optical pressure-sensitive adhesive sheet of the present invention can be preferably applied when manufacturing an image display device in which a light-transmitting panel is formed on an image display portion, taking advantage of its repairability.
  • an image display device in which a light-transmitting panel is bonded on an image display unit with an optical pressure-sensitive adhesive sheet is a manufacturing method including the following steps (A) and (B).
  • the image display device obtained in (1) is a defective product
  • the image display device can be manufactured by a manufacturing method having the following step (c) in order to repair the image display device.
  • the optical pressure-sensitive adhesive sheet of the present invention described above is mounted on one of an image display unit such as a liquid crystal panel and an organic EL panel and a light transmissive panel such as a protective panel and a touch panel (usually on the image display unit).
  • an image display unit such as a liquid crystal panel and an organic EL panel
  • a light transmissive panel such as a protective panel and a touch panel
  • the light transmissive level of the light transmissive panel is not particularly limited as long as the image display unit can be visually recognized.
  • the mounting conditions of the optical pressure-sensitive adhesive sheet can also be appropriately selected according to the type of the optical pressure-sensitive adhesive sheet.
  • the image display unit and the light transmissive panel are bonded together via an optical adhesive sheet to obtain an image display device.
  • the bonding conditions can be appropriately selected according to the type of the optical pressure-sensitive adhesive sheet.
  • the wire is passed through the optical pressure-sensitive adhesive sheet bonding the image display unit and the light transmissive panel, The image display unit and the light transmissive panel are separated.
  • the image display device is a defective product means that a positional deviation between the image display unit and the protection panel, air or dust biting, wrinkles of the optical pressure-sensitive adhesive sheet, or the like occurred during bonding.
  • the wire for separating the image display portion and the light transmissive panel a stainless steel wire having a wire diameter of 10 to 200 ⁇ m can be preferably used.
  • a commercial item can be used as a separation apparatus provided with such a wire.
  • the residue of the optical adhesive sheet is stuck on the surface of the separated image display and / or light transmissive panel, the residue of the optical adhesive sheet is removed with an alcohol solvent such as ethanol or isopropyl alcohol or water. To do.
  • the image display unit and the light transmissive panel obtained in this way can be put into the step (a) again.
  • Examples 1 to 18 and Comparative Examples 1 to 7 The ingredients shown in Table 1 were mixed uniformly, purged with nitrogen for about 30 minutes to 1 hour, and irradiated with ultraviolet rays using a UV lamp to prepare a viscous material of about 500 mPa ⁇ s.
  • the solid is coated on a release-treated polyethylene terephthalate (PET) film to a thickness of 175 ⁇ m using a roll coater, and the coated surface is covered with a release-treated PET film, and a chemical lamp, high-pressure mercury lamp or metal halide lamp is used.
  • PET polyethylene terephthalate
  • an optical pressure-sensitive adhesive sheet was produced by polymerizing and curing by irradiating with an ultraviolet ray having an integrated light quantity of 1000 mJ.
  • the obtained optical adhesive sheet was subjected to the following repair evaluation, adhesion reliability evaluation, and optical characteristic evaluation. The obtained results are shown in Table 1.
  • the sample with both surfaces bonded with glass was fixed on a hot plate at 60 ° C. and left for 2 minutes, and then a SUS wire of 0.075 mm ⁇ , 0.1 mm ⁇ or 0.15 mn ⁇ was passed through the adhesive layer.
  • the ease of passing the wire at this time and whether the sample through the wire is difficult to re-adhere were evaluated according to the following criteria. Practically, it is desired that the evaluation rank is AA, A, or B.
  • the optical pressure-sensitive adhesive sheets of Examples 1 to 18 formed from the photo-curable resin composition of the present invention were evaluated as AA, A, or B in terms of cutting property and non-re-adhesion property. It had a level of repairability without any problems. Also, the adhesion reliability was a preferable level without any problem. Moreover, the total light transmittance in the visible light region was 90% or more and the haze value was less than 1%, and the optical characteristics were excellent.
  • optical pressure-sensitive adhesive sheet formed from the heat- or photo-curable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet has good optical properties, adhesion reliability, and repairability. Therefore, this optical pressure-sensitive adhesive sheet is useful for bonding and fixing the image display unit of the image display device and the light transmissive panel.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)
  • Electroluminescent Light Sources (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

A heat- or photocurable resin composition capable of forming an optical pressure-sensitive adhesive sheet which can satisfactorily reliably bond the image display part, e.g., a liquid-crystal panel or organic EL panel, of an image display device to a light-transmitting panel, e.g., a protective panel or touch panel and which, in cases where a bonding failure has occurred, enables the image display part to be separated from the light-transmitting panel while rendering satisfactory repairability possible. This composition comprises an acrylic monomeric material, a polymerization initiator, and a crosslinking agent. The acrylic monomeric material has a methoxyethyl acrylate content of 15-40 mass%.

Description

光学用粘着シートを形成するための熱又は光硬化性樹脂組成物及び光学用粘着シートThermal or photocurable resin composition and optical adhesive sheet for forming optical adhesive sheet
　本発明は、画像表示装置における液晶パネルや有機ＥＬパネル等の画像表示部と、保護パネルやタッチパネル等の光透過性パネルとを接着固定する光学用粘着シートを形成するための熱又は光硬化性樹脂組成物、及び当該光学用粘着シートに関する。 The present invention is a heat or photo-curing property for forming an optical pressure-sensitive adhesive sheet for bonding and fixing an image display unit such as a liquid crystal panel or an organic EL panel in an image display device and a light-transmitting panel such as a protective panel or a touch panel. The present invention relates to a resin composition and the optical pressure-sensitive adhesive sheet.
　携帯電話、スマートフォーン、携帯情報端末等の移動通信機器に設けられている画像表示装置の多くは、液晶表示パネルや有機ＥＬパネル等の画像表示部上に保護パネル等の光透過性パネルが配置された構造となっている。このような画像表示装置においては、光透過性パネルに加わった外力が緩和されずに画像表示部に伝わらないようにするために、画像表示部と光透過性パネルとの間にスペーサーを配して空気層が形成されるようにした上で、画像表示部と光透過性パネルとの積層体の周囲をフレームで固定して構成した場合、パネルと空気層との界面で光の反射が生じ、結果的に光出射効率の低下が避けられないという問題があった。 In many image display devices provided in mobile communication devices such as mobile phones, smart phones, and portable information terminals, a light transmissive panel such as a protective panel is arranged on an image display unit such as a liquid crystal display panel or an organic EL panel. It has a structured. In such an image display device, a spacer is provided between the image display unit and the light transmissive panel so that an external force applied to the light transmissive panel is not relaxed and transmitted to the image display unit. When an air layer is formed and the periphery of the laminate of the image display unit and the light transmissive panel is fixed with a frame, light is reflected at the interface between the panel and the air layer. As a result, there has been a problem that a decrease in light emission efficiency is unavoidable.
　そのため、画像表示部と保護パネルとの間に、透明アクリル系粘着シートを配置して両パネルを接着固定することが一般的に行われているが、接着不良が発生した画像表示装置の比較的高価な画像表示部の再利用を図るため、画像表示部と保護パネルとを容易に分離できるように、それらを接着している透明アクリル系粘着シートに対してリワーク性が求められており、それを実現するために低接着性とした透明粘着シートが提案されている（特許文献１）。 For this reason, a transparent acrylic pressure-sensitive adhesive sheet is generally disposed between the image display unit and the protective panel and both panels are bonded and fixed. In order to reuse the expensive image display unit, reworkability is required for the transparent acrylic adhesive sheet that bonds them so that the image display unit and the protection panel can be easily separated. In order to realize this, a transparent adhesive sheet having low adhesiveness has been proposed (Patent Document 1).
特開２００５－１５４５８１号公報JP 2005-154581 A
　しかしながら、特許文献１のような低接着性の透明粘着シートは、接着信頼性が十分とは言えないという問題があった。それに加え、接着不良が生じた画像表示装置の構成部材（特に画像表示部）の再利用を図るために、画像表示部と保護パネルとに挟持されたアクリル系粘着シートをステンレススチール（ＳＵＳ）等のワイヤーでカッティングして画像表示部と保護パネルとを分離する場合、一旦ワイヤーでカッティングしても直ぐに再接着してしまうため、カッティング操作を繰り返さざるを得ず、それらの表面に、それらの再利用を阻むようなキズをつけてしまう場合があり、リペア性に問題があった。 However, the transparent adhesive sheet with low adhesion as in Patent Document 1 has a problem that the adhesion reliability is not sufficient. In addition, an acrylic adhesive sheet sandwiched between the image display unit and the protective panel is made of stainless steel (SUS) or the like in order to reuse the component (particularly the image display unit) of the image display device in which the adhesion failure has occurred. When the image display part and the protection panel are separated by cutting with a wire, they will be re-adhered immediately after cutting once with the wire, so the cutting operation must be repeated, and those surfaces will be re-attached to the surface. There were cases where scratches were hindered to use, and there was a problem with repairability.
　本発明は、以上の従来技術の課題を解決しようとするものであり、画像表示装置の液晶パネルや有機ＥＬパネル等の画像表示部と、保護パネルやタッチパネル等の光透過性パネルとを、良好な接着信頼性で接着でき、しかも、接着不良が発生した場合に、画像表示部と光透過性パネルとを、良好なリペア性を実現しつつ分離可能な光学用粘着シートを形成できる熱又は光硬化性樹脂組成物、並びに当該光学用粘着シートを提供することを目的とする。 The present invention is intended to solve the above-described problems of the prior art, and an image display unit such as a liquid crystal panel or an organic EL panel of an image display device and a light-transmitting panel such as a protective panel or a touch panel are excellent. Heat or light that can form an optical pressure-sensitive adhesive sheet that can be separated while achieving good repairability when adhesion failure occurs and when the adhesion failure occurs. It aims at providing the curable resin composition and the said optical adhesive sheet.
　本発明者は、光学用粘着シートを、アクリル系モノマー材料と重合開始剤と架橋剤とを含有する熱又は光硬化性樹脂組成物から形成する際に、アクリル系モノマー材料の主要成分としてメトキシエチルアクリレートを所定量範囲で使用することにより、上述の目的を達成できることを見出し、本発明を完成させるに至った。 The present inventor, when forming an optical pressure-sensitive adhesive sheet from a heat or photocurable resin composition containing an acrylic monomer material, a polymerization initiator, and a crosslinking agent, as a main component of the acrylic monomer material, methoxyethyl It has been found that the above-mentioned object can be achieved by using acrylate in a predetermined amount range, and the present invention has been completed.
　即ち、本発明は、光学用粘着シートを形成するための熱又は光硬化性樹脂組成物であって、アクリル系モノマー材料と重合開始剤と架橋剤とを含有し、該アクリル系モノマー材料中のメトキシエチルアクリレートの含有量が１５～４０質量％であることを特徴とする熱又は光硬化性樹脂組成物を提供する。 That is, the present invention is a heat or photocurable resin composition for forming an optical pressure-sensitive adhesive sheet, comprising an acrylic monomer material, a polymerization initiator, and a crosslinking agent, Provided is a thermosetting or photocurable resin composition having a methoxyethyl acrylate content of 15 to 40% by mass.
　また、本発明は、この熱又は光硬化性樹脂組成物を成膜し、重合させて得られた光学用粘着シートを提供する。 The present invention also provides an optical pressure-sensitive adhesive sheet obtained by film-forming and polymerizing the heat or photocurable resin composition.
　更に、本発明は、画像表示部上に光透過性パネルが光学用粘着シートで接着されている画像表示装置の製造方法であって、以下の工程（イ）及び（ロ）： 
（イ）画像表示部及び光透過性パネルの一方に、前述の本発明の光学用粘着シートを載置する工程；及び
（ロ）画像表示部と光透過性パネルとを、光学用粘着シートを介して貼り合わせて画像表示装置を得る工程、
を有し、該工程（ロ）で得られた画像表示装置が不良品である場合に、そのリペアをするために以下の工程（ハ）：
（ハ）画像表示部と光透過性パネルとを接着している光学用粘着シートにワイヤーを通過させ、画像表示部と光透過性パネルとを分離する工程、
を更に有する製造方法を提供する。 Furthermore, the present invention is a method for manufacturing an image display device in which a light transmissive panel is bonded to an image display unit with an optical pressure-sensitive adhesive sheet, and includes the following steps (A) and (B)
(B) a step of placing the above-described optical pressure-sensitive adhesive sheet of the present invention on one of the image display part and the light-transmitting panel; and (b) the image display part and the light-transmitting panel; A step of obtaining an image display device by bonding through
When the image display device obtained in the step (b) is defective, the following step (c) is performed to repair the image display device:
(C) a step of separating the image display unit and the light transmissive panel by passing a wire through the optical pressure-sensitive adhesive sheet bonding the image display unit and the light transmissive panel;
The manufacturing method which further has these.
　光学用粘着シートを形成するための本発明の熱又は光硬化性樹脂組成物は、アクリル系モノマー材料中に１５～４０質量％のメトキシエチルアクリレートを含有する。このため、この樹脂組成物から形成した光学用粘着シートは、良好な接着信頼性を示しながらも、高いゴム弾性を有し、ワイヤーカッティング時の抵抗が少なく、また、一度カッティングした切断面の再接着を抑制できる。従って、この光学用粘着シートを用いて、画像表示装置の画像表示部と光透過性パネルとの接着固定を行った場合、接着不良が生じても、画像表示部と光透過性パネルとを傷つけずに簡便に分離でき、優れたリペア性を示す。 The thermal or photocurable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet contains 15 to 40% by mass of methoxyethyl acrylate in an acrylic monomer material. For this reason, the optical pressure-sensitive adhesive sheet formed from this resin composition has high rubber elasticity while exhibiting good adhesion reliability, has low resistance at the time of wire cutting, and re-uses the cut surface once cut. Adhesion can be suppressed. Therefore, when this optical adhesive sheet is used to bond and fix the image display unit of the image display device and the light transmissive panel, the image display unit and the light transmissive panel are damaged even if poor adhesion occurs. It can be easily separated without any problem and exhibits excellent repair properties.
　光学用粘着シートを形成するための本発明の熱又は光硬化性樹脂組成物は、アクリル系モノマー材料と重合開始剤と架橋剤とを含有するものであり、アクリル系モノマー材料の主要成分としてメトキシエチルアクリレートを使用する。 The heat or photocurable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet contains an acrylic monomer material, a polymerization initiator, and a crosslinking agent, and methoxy as a main component of the acrylic monomer material. Ethyl acrylate is used.
　アクリル系モノマー材料は、アクリル系ポリマーを構成するユニットとなるものであり、ポリマーに膜形成性と粘着性とを付与するものであり、主要成分として含有するメトキシエチルアクリレートは、メトキシエチル基を有するため、アクリル系ポリマーに良好なゴム弾性を付与すると共に、凝集力を低減させ、光学粘着シートのワイヤーカッティング時の抵抗を低下させ、再付着を抑制する。 The acrylic monomer material is a unit constituting an acrylic polymer, and imparts film-forming properties and tackiness to the polymer. The methoxyethyl acrylate contained as the main component has a methoxyethyl group. Therefore, it gives good rubber elasticity to the acrylic polymer, reduces the cohesive force, reduces the resistance at the time of wire cutting of the optical adhesive sheet, and suppresses reattachment.
　このようなメトキシエチルアクリレートのアクリル系モノマー材料中の含有量は、少な過ぎるとワイヤーカッティング時にカットした切断面から再接着し易くなり、多すぎると接着力が低下し、接着信頼性が低下する傾向があるので、好ましくは１５～４０質量％である。 If the content of methoxyethyl acrylate in the acrylic monomer material is too small, it will be easy to re-adhere from the cut surface cut during wire cutting, and if it is too much, the adhesive strength will decrease and the adhesive reliability will tend to decrease. Therefore, the content is preferably 15 to 40% by mass.
　アクリル系モノマー材料は、メトキシエチルアクリレートの他に、メトキシエチルアクリレートと共重合可能な他のアルキル（メタ）アクリレートを含有することができる。ここで、“（メタ）アクリレート”は、アクリレートとメタクリレートとを包含する。 The acrylic monomer material can contain, in addition to methoxyethyl acrylate, other alkyl (meth) acrylates copolymerizable with methoxyethyl acrylate. Here, “(meth) acrylate” includes acrylate and methacrylate.
　アクリル系モノマー材料を構成する、メトキシエチルアクリレート以外のアルキル（メタ）アクリレートは、粘着材を形成する為の主モノマーである。このようなアルキル（メタ）アクリレートとしては、アルキル基の炭素数が１～１４、好ましくは４～１２の（メタ）アクリル酸アルキルエステルを好ましく挙げることができる。中でも、例えば、ブチル（メタ）アクリレート、イソアミル（メタ）アクリレート、２－エチルヘキシル（メタ）アクリレート、ノニル（メタ）アクリレート、イソノニル（メタ）アクリレート、イソオクチル（メタ）アクリレート、ラウリル（メタ）アクリレート、デシル（メタ）アクリレート、エトキシ－ジエチレングリコール（メタ）アクリレート、又はメトキシ－トリエチレングリコール（メタ）アクリレートが挙げられ、これらは１種又は２種以上を使用することができる。特に、２－エチルヘキシルアクリレート、ブチルアクリレート及びイソオクチルアクリレートから選択される１種又は２種以上を好ましく使用することができる。 Alkyl (meth) acrylate other than methoxyethyl acrylate constituting the acrylic monomer material is a main monomer for forming an adhesive material. Preferred examples of such alkyl (meth) acrylates include (meth) acrylic acid alkyl esters in which the alkyl group has 1 to 14 carbon atoms, preferably 4 to 12 carbon atoms. Among them, for example, butyl (meth) acrylate, isoamyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, isononyl (meth) acrylate, isooctyl (meth) acrylate, lauryl (meth) acrylate, decyl ( Examples thereof include meth) acrylate, ethoxy-diethylene glycol (meth) acrylate, and methoxy-triethylene glycol (meth) acrylate, and these can be used alone or in combination. In particular, one or more selected from 2-ethylhexyl acrylate, butyl acrylate and isooctyl acrylate can be preferably used.
　メトキシエチルアクリレート以外のこのようなアルキル（メタ）アクリレート（特に、２－エチルヘキシルアクリレート）のアクリル系モノマー材料中の含有量は、少な過ぎると粘着特性が低下し、多すぎるとワイヤーカッティング後に再接着しやすい傾向があるので、好ましくは３０～９０質量％、より好ましくは５０～８５質量％である。 If the content of such alkyl (meth) acrylates other than methoxyethyl acrylate (especially 2-ethylhexyl acrylate) in the acrylic monomer material is too low, the adhesive properties will be reduced, and if it is too high, it will re-adhere after wire cutting. Since it tends to be easy, it is preferably 30 to 90% by mass, more preferably 50 to 85% by mass.
　また、アクリル系モノマー材料には、ガラス面等の無機表面に対する光学用粘着シートの接着力を向上させるための極性基であるカルボキシル基をアクリル系ポリマーに導入するために、（メタ）アクリル酸（即ち、アクリル酸又はメタクリル酸）を併用することができる。なお、金属の腐食を防止するという点を優先させる場合には、（メタ）アクリル酸を使用しないことが好ましい。 In addition, in order to introduce a carboxyl group, which is a polar group for improving the adhesive force of the optical pressure-sensitive adhesive sheet to an inorganic surface such as a glass surface, into the acrylic polymer, an acrylic monomer material (meth) acrylic acid ( That is, acrylic acid or methacrylic acid) can be used in combination. In addition, when giving priority to the point of preventing corrosion of a metal, it is preferable not to use (meth) acrylic acid.
　このような（メタ）アクリル酸（特に、アクリル酸）を使用した場合、そのアクリル系モノマー材料中の含有量は、多すぎると硬くなり、接着性が低下する傾向があるので、好ましくは１２質量％以下、より好ましくは１０質量％以下である。 When such (meth) acrylic acid (especially acrylic acid) is used, the content in the acrylic monomer material is too hard, and the adhesiveness tends to decrease. % Or less, more preferably 10% by mass or less.
　アクリル系モノマー材料は、メトキシエチルアクリレートやその他の（メタ）アクリル酸やアルキル（メタ）アクリレートに加え、本発明の効果を損なわない範囲で、これらのモノマーと共重合可能なモノマーを含有することができる。例えば、Ｎ－ビニルピロリドン、イタコン酸、テトラヒドロフルフリルアクリレート、メチル（メタ）アクリレート、エチル（メタ）アクリレート、２－ヒドロキシエチル（メタ）アクリレート、２－ヒドロキシプロピル（メタ）アクリレート、２－ヒドロキシブチル（メタ）アクリレート、４－ヒドロキシブチル（メタ）アクリレート、イソボニル（メタ）アクリレート、エトキシエチル（メタ）アクリレート、ブトキシエチル（メタ）アクリレート、フェノキシエチル（メタ）アクリレート、フェニル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、フェノキシエチルアクリレート、又は２－ヒドロキシ－３－フェノキシプロピルアクリレートを挙げることができ、これらは１種又は２種以上を使用することができる。 In addition to methoxyethyl acrylate, other (meth) acrylic acid and alkyl (meth) acrylate, the acrylic monomer material may contain a monomer copolymerizable with these monomers as long as the effects of the present invention are not impaired. it can. For example, N-vinylpyrrolidone, itaconic acid, tetrahydrofurfuryl acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl ( (Meth) acrylate, 4-hydroxybutyl (meth) acrylate, isobornyl (meth) acrylate, ethoxyethyl (meth) acrylate, butoxyethyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenyl (meth) acrylate, cyclohexyl (meth) Examples thereof include acrylate, phenoxyethyl acrylate, and 2-hydroxy-3-phenoxypropyl acrylate, and these may be used alone or in combination of two or more.
　本発明の熱又は光硬化性樹脂組成物を構成する重合開始剤は、アクリル系モノマー材料の重合を開始させる活性種をもたらすものであり、樹脂組成物の重合形式（ラジカル重合、カチオン重合、アニオン重合等）に応じて公知の熱重合開始剤又は光重合開始剤を使用することができ、優れた反応性の点から光ラジカル重合開始剤、又は熱ラジカル重合開始剤を好ましく使用することができる。 The polymerization initiator constituting the heat or photocurable resin composition of the present invention provides an active species that initiates the polymerization of the acrylic monomer material, and the polymerization type of the resin composition (radical polymerization, cationic polymerization, anion). A known thermal polymerization initiator or photopolymerization initiator can be used depending on the polymerization, etc., and a radical photopolymerization initiator or a thermal radical polymerization initiator can be preferably used from the viewpoint of excellent reactivity. .
　なお、光重合処理又は熱重合処理の条件は、使用する成分の種類や配合割合等に応じて適宜決定することができる。生産性の点からは、光、特に紫外線照射による光重合処理が好ましい。 It should be noted that the conditions for the photopolymerization treatment or thermal polymerization treatment can be appropriately determined according to the type and blending ratio of the components used. From the viewpoint of productivity, photopolymerization treatment by irradiation with light, particularly ultraviolet rays is preferable.
　光ラジカル重合開始剤としては、アセトフェノン系又はベンゾフェノン系開始剤を好ましく使用することができ、具体的には、４－フェノキシジシクロアセトフェノン、４－ｔ－ブチル－ジクロロアセトフェノン、ジフェノキシアセトフェノン、２－ヒドロキシ－２－メチル－１－フェニルプロパン－１－オン、１－ヒドロキシシクロヘキシルフェニルケトン、ベンゾイン、ベンゾインメチルエーテル、ベンゾインイソブチルエーテル、ベンジルメチルケタール及びこれらの混合物がある。また、熱ラジカル重合開始剤としては、t-ブチルパーオキシド、ベンゾイルパーオキシド等の有機過酸化物、アゾビスブチロニトリル等のアゾ化合物等が挙げられる。 As the radical photopolymerization initiator, an acetophenone-based or benzophenone-based initiator can be preferably used. Specifically, 4-phenoxydicycloacetophenone, 4-t-butyl-dichloroacetophenone, diphenoxyacetophenone, 2- There are hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl methyl ketal and mixtures thereof. Examples of the thermal radical polymerization initiator include organic peroxides such as t-butyl peroxide and benzoyl peroxide, and azo compounds such as azobisbutyronitrile.
　このような重合開始剤の熱又は光硬化性樹脂組成物中の配合量は、重合形式等に応じて適宜決定することができる。例えば、重合形式が光ラジカル重合である場合には、光ラジカル重合開始剤の熱又は光硬化性樹脂組成物中の配合量は、少なすぎると未反応の残存モノマーが多くなって粘着特性が低下する傾向があり、多すぎると未反応の開始剤が多くなって耐光性が低下する傾向があるので、アクリル系モノマー材料１００質量部に対し、好ましくは０．０５～１質量部、より好ましくは０．１～０．５質量部である。 The blending amount of such a polymerization initiator in the heat or photocurable resin composition can be appropriately determined according to the polymerization type and the like. For example, when the polymerization type is photoradical polymerization, if the amount of photoradical polymerization initiator in the heat or photocurable resin composition is too small, the amount of unreacted residual monomer increases and the adhesive properties decrease. If the amount is too large, the amount of unreacted initiator tends to increase and the light resistance tends to decrease. Therefore, the amount is preferably 0.05 to 1 part by weight, more preferably 100 parts by weight with respect to 100 parts by weight of the acrylic monomer material. 0.1 to 0.5 parts by mass.
　本発明の熱又は光硬化性樹脂組成物を構成する架橋剤は、アクリル系モノマー材料を重合させる際に生成アクリル系ポリマーに３次元架橋を形成するためのものであり、従来公知の架橋剤を使用することができる。例えば、ヘキサンジオールジ（メタ）アクリレート、ヒドロキシヒバリン酸ネオペンチルグリコールジ（メタ）アクリレート、トリプロピレングリコールジ（メタ）アクリレート、ジプロピレングリコールジ（メタ）アクリレート、（ポリ）エチレングリコールジ（メタ）アクリレート、（ポリ）プロピレングリコールジ（メタ）アクリレート、ネオペンチルグリコールジ（メタ）アクリレート、トリメチロールプロパントリ（メタ）アクリレート、ヘキサンジオールジ（メタ）アクリレート、ジペンタエリスリトールヘキサ（メタ）アクリレート等の多官能（メタ）アクリレート；ペンタエリスリトールジ（メタ）アクリレート、ペンタエリスリトールトリ（メタ）アクリレート、ジペンタエリスリトールヘキサ（メタ）アクリレート、１，２－エチレングリコールジ（メタ）アクリレート、１，６－ヘキサンジオールジ（メタ）アクリレート、１，１２－ドデカンジオールジ（メタ）アクリレート、トリメチロールプロパントリ（メタ）アクリレート、グリセリンプロポキシトリ（メタ）アクリレート、テトラメチロールメタントリ（メタ）アクリレート、ジトリメチロールプロパンテトラ（メタ）アクリレート、ブチルジ（メタ）アクリレート、ヘキシルジ（メタ）アクリレート等の多官能（メタ）アクリレート系架橋剤；トリレンジイソシアネート、ヘキサメチレンジイソシアネート、イソホロンジイソシアネート、キシリレンジイソシアネート、水添キシリレンジイソシアネート、ジフェニルメタンジイソシアネート、水添ジフェニルメタンジイソシアネート、テトラメチルキシリレンジイソシアネート、ナフタリンジイソシアネート、トリフェニルメタントリイソシアネート、ポリメチレンポリフェニルイソシアネートおよびこれらのトリメチロールプロパン等のポリオールとのアダクト体等のイソシアネート系架橋剤；ビスフェノールＡ、エピクロルヒドリン型のエポキシ系樹脂、エチレングリシジルエーテル、ポリエチレングリコールジグリシジルエーテル、グリセリンジグリシジルエーテル、グリセリントリグリシジルエーテル、１,６-ヘキサンジオールグリシジルエーテル、トリメチロールプロパントリグリシジルエーテル、ジグリシジルアニリン、ジアミングリシジルアミン、Ｎ,Ｎ,Ｎ′,Ｎ′-テトラグリシジル-ｍ-キシリレンジアミンおよび１,３-ビス（Ｎ,Ｎ'-ジアミングリシジルアミノメチル）シクロヘキサン等のエポキシ系架橋剤；他にシリコーン系架橋剤；オキサゾリン系架橋剤；アジリジン系架橋剤；シラン系架橋剤；アルキルエーテル化メラミン系架橋剤；及び金属キレート系架橋剤等を挙げることができる。これらは、単独又は２種以上を組み合わせて使用することができるが、好ましくは多官能（メタ）アクリレート、例えばジアクリレート系の架橋剤が用いられる。 The crosslinking agent constituting the heat- or photo-curable resin composition of the present invention is for forming a three-dimensional crosslinking in the produced acrylic polymer when the acrylic monomer material is polymerized. Can be used. For example, hexanediol di (meth) acrylate, hydroxyhyvalic acid neopentyl glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, (poly) ethylene glycol di (meth) acrylate , (Poly) propylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, hexanediol di (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc. (Meth) acrylate; pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, 1 2-ethylene glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,12-dodecanediol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, glycerin propoxy tri (meth) acrylate Polyfunctional (meth) acrylate crosslinking agents such as tetramethylol methane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, butyl di (meth) acrylate, hexyl di (meth) acrylate; tolylene diisocyanate, hexamethylene diisocyanate, Isophorone diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, tetramethyl Isocyanate-based cross-linking agents such as adducts with ruxylylene diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, polymethylene polyphenylisocyanate and polyols such as trimethylolpropane; bisphenol A, epoxy resin of epichlorohydrin type, ethylene glycidyl Ether, polyethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, 1,6-hexanediol glycidyl ether, trimethylolpropane triglycidyl ether, diglycidyl aniline, diamine glycidyl amine, N, N, N ', N '-Tetraglycidyl-m-xylylenediamine and 1,3-bis (N, N'-diamineglycidylaminomethyl) Examples include epoxy-based crosslinking agents such as rhohexane; silicone-based crosslinking agents; oxazoline-based crosslinking agents; aziridine-based crosslinking agents; silane-based crosslinking agents; alkyl etherified melamine-based crosslinking agents; and metal chelate-based crosslinking agents. . These can be used singly or in combination of two or more, but preferably a polyfunctional (meth) acrylate, for example, a diacrylate-based crosslinking agent is used.
　このような架橋剤の熱又は光硬化性樹脂組成物中の配合量は、少なすぎると凝集力が低下して耐熱性が低下する傾向があり、多すぎると硬くなって接着力が低下する傾向があるので、アクリル系モノマー材料１００質量部に対し、好ましくは０．０５～１質量部、より好ましくは０．１～０．５質量部である。 If the amount of such a crosslinking agent in the heat or photocurable resin composition is too small, the cohesive force tends to decrease and the heat resistance tends to decrease, and if it is too large, it tends to become hard and the adhesive strength decreases. Therefore, the amount is preferably 0.05 to 1 part by mass, more preferably 0.1 to 0.5 part by mass with respect to 100 parts by mass of the acrylic monomer material.
　本発明の熱又は光硬化性樹脂組成物は、必要に応じて、ロジン系粘着付与剤、テルペン系粘着付与剤、テルペンフェノール系粘着付与剤、アクリル系粘着付与剤等のタッキーファイヤーを含有することができる。さらに必要に応じてシリコーンカップリング剤等を含有することができる。 The heat or photocurable resin composition of the present invention contains a tacky fire such as rosin tackifier, terpene tackifier, terpene phenol tackifier, acrylic tackifier, if necessary. Can do. Furthermore, a silicone coupling agent etc. can be contained as needed.
　本発明の熱又は光硬化性樹脂組成物は、アクリル系モノマー材料と重合開始剤と架橋剤とを常法に従って均一に混合することにより調製することができる。 The heat or photocurable resin composition of the present invention can be prepared by uniformly mixing an acrylic monomer material, a polymerization initiator, and a crosslinking agent according to a conventional method.
　本発明の熱又は光硬化性樹脂組成物は、それをコンマコーター、ロールコーター、ダイコーター、ドクターブレート等を用いた公知の成膜法により所期の厚さとなるように成膜し、含有している成分に依存する重合形式に応じて重合させることにより光学用粘着シートとして好ましく使用することができる。このシートは、画像表示装置における液晶パネルや有機ＥＬパネル等の画像表示部と、保護パネルやタッチパネル等の光透過性パネルとを接着固定するために有用である。 The heat or photocurable resin composition of the present invention is formed by forming a film to a desired thickness by a known film formation method using a comma coater, roll coater, die coater, doctor blade, etc. It can be preferably used as an optical pressure-sensitive adhesive sheet by polymerizing in accordance with the polymerization type depending on the component being used. This sheet is useful for bonding and fixing an image display unit such as a liquid crystal panel or an organic EL panel in an image display device and a light transmissive panel such as a protective panel or a touch panel.
　このような光学用粘着シートの厚さは、適用される画像表示装置の種類、サイズ等により異なるが、一般に１０～１０００μｍ、好ましくは７５～５００μｍである。 The thickness of such an optical pressure-sensitive adhesive sheet varies depending on the type and size of the image display device to be applied, but is generally 10 to 1000 μm, preferably 75 to 500 μm.
　また、本発明の光学用粘着シートは、それを介して人間が画像を視認するものであるから、可視光波長領域（３８０～８１０ｎｍ）におけるＪＩＳ　Ｋ７３６１による全光線透過率（１７５μｍ厚）が９０％以上で且つＪＩＳ　Ｋ７１３６によるヘイズ値が１．０％未満であるものが好ましい。 In addition, since the optical pressure-sensitive adhesive sheet of the present invention allows a human to view an image through the optical adhesive sheet, the total light transmittance (thickness: 175 μm) according to JIS K7361 in the visible light wavelength region (380 to 810 nm) is 90%. The haze value according to JIS K7136 is preferably less than 1.0%.
　また、本発明の光学用粘着シートは、十分な応力緩和能を示す必要があることから、ＪＩＳ　Ｋ７２４４による２５℃における貯蔵弾性率が、１×１０３～１×１０７Ｐａ、より好ましくは１×１０４～１×１０６である。 Further, since the optical pressure-sensitive adhesive sheet of the present invention needs to exhibit sufficient stress relaxation ability, the storage elastic modulus at 25 ° C. according to JIS K7244 is 1 × 10 3 to 1 × 10 7 Pa, more preferably 1. × 10 4 to 1 × 10 6 .
　本発明の光学用粘着シートは、例えば、剥離処理ポリエチレンテレフタレートフィルム上に、公知の成膜法（例えば、コンマコーター、ロールコーター、ダイコーター等）により、本発明の熱又は光硬化性樹脂組成物を所期の厚さに成膜し、必要に応じて更に剥離処理したポリエチレンテレフタレートフィルムで挟み込み、熱又は光を印加して重合させることにより製造することができる。ここで、熱や光の印加条件は、熱又は光硬化性樹脂組成物の種類等に応じて適宜決定することができる。 The optical pressure-sensitive adhesive sheet of the present invention is obtained, for example, on a release-treated polyethylene terephthalate film by a known film formation method (for example, a comma coater, a roll coater, a die coater, etc.). Can be produced by forming a film in the desired thickness, sandwiching it with a polyethylene terephthalate film that has been further peeled off as necessary, and applying heat or light to polymerize the film. Here, the application conditions of heat and light can be appropriately determined according to the type of heat or photocurable resin composition.
　本発明の光学用粘着シートは、そのリペア性を生かして、画像表示部上に光透過性パネルが形成されている画像表示装置を製造する際に好ましく適用することができる。具体的には、画像表示部上に光透過性パネルが光学用粘着シートで接着されている画像表示装置は、以下の工程（イ）及び（ロ）を有する製造方法であって、工程（ロ）で得られた画像表示装置が不良品である場合に、そのリペアをするために以下の工程（ハ）を有する製造方法により製造することができる。 The optical pressure-sensitive adhesive sheet of the present invention can be preferably applied when manufacturing an image display device in which a light-transmitting panel is formed on an image display portion, taking advantage of its repairability. Specifically, an image display device in which a light-transmitting panel is bonded on an image display unit with an optical pressure-sensitive adhesive sheet is a manufacturing method including the following steps (A) and (B). When the image display device obtained in (1) is a defective product, the image display device can be manufactured by a manufacturing method having the following step (c) in order to repair the image display device.
＜工程（イ）＞
　この工程では、まず、液晶パネル、有機ＥＬパネル等の画像表示部及び保護パネルやタッチパネルなど光透過性パネルの一方に（通常、画像表示部に）、前述の本発明の光学用粘着シートを載置する。ここで、光透過性パネルの光透過性のレベルは、画像表示部が視認できる限り、特に制限はない。また、光学用粘着シートの載置条件も、光学用粘着シートの種類等に応じて適宜選択することができる。 <Process (I)>
In this step, first, the optical pressure-sensitive adhesive sheet of the present invention described above is mounted on one of an image display unit such as a liquid crystal panel and an organic EL panel and a light transmissive panel such as a protective panel and a touch panel (usually on the image display unit). Put. Here, the light transmissive level of the light transmissive panel is not particularly limited as long as the image display unit can be visually recognized. Moreover, the mounting conditions of the optical pressure-sensitive adhesive sheet can also be appropriately selected according to the type of the optical pressure-sensitive adhesive sheet.
＜工程（ロ）＞
　次に、画像表示部と光透過性パネルとを、光学用粘着シートを介して貼り合わせて画像表示装置を得る。貼り合わせ条件は、光学用粘着シートの種類等に応じて適宜選択することができる。 <Process (b)>
Next, the image display unit and the light transmissive panel are bonded together via an optical adhesive sheet to obtain an image display device. The bonding conditions can be appropriately selected according to the type of the optical pressure-sensitive adhesive sheet.
＜工程（ハ）＞
　工程（ロ）で得られた画像表示装置が不良品である場合に、そのリペアをするために、画像表示部と光透過性パネルとを接着している光学用粘着シートにワイヤーを通過させ、画像表示部と光透過性パネルとを分離する。ここで、画像表示装置が不良品であるとは、貼り合わせの際に、画像表示部と保護パネルとの間の位置ズレ、空気やゴミの噛み込み、光学用粘着シートの皺等が発生した場合をいう。画像表示部と光透過性パネルとを分離するためにワイヤーとしては、線径１０～２００μｍのステンレススチールワイヤーを好ましく使用することができる。また、このようなワイヤーを備えた分離装置としては、市販品を使用することができる。 <Process (C)>
When the image display device obtained in the step (b) is a defective product, in order to repair the image display device, the wire is passed through the optical pressure-sensitive adhesive sheet bonding the image display unit and the light transmissive panel, The image display unit and the light transmissive panel are separated. Here, the image display device is a defective product means that a positional deviation between the image display unit and the protection panel, air or dust biting, wrinkles of the optical pressure-sensitive adhesive sheet, or the like occurred during bonding. Refers to cases. As the wire for separating the image display portion and the light transmissive panel, a stainless steel wire having a wire diameter of 10 to 200 μm can be preferably used. Moreover, a commercial item can be used as a separation apparatus provided with such a wire.
　分離した画像表示部及び／又は光透過性パネルの表面には、光学用粘着シートの残渣が貼り付いているので、エタノールやイソプロピルアルコール等のアルコール系溶剤又は水で光学用粘着シートの残渣を除去する。これにより得られた画像表示部や光透過性パネルは、再度、工程（イ）に投入することができる。 Since the residue of the optical adhesive sheet is stuck on the surface of the separated image display and / or light transmissive panel, the residue of the optical adhesive sheet is removed with an alcohol solvent such as ethanol or isopropyl alcohol or water. To do. The image display unit and the light transmissive panel obtained in this way can be put into the step (a) again.
　以下、本発明を実施例により具体的に説明する。 Hereinafter, the present invention will be specifically described with reference to examples.
　　実施例１～１８及び比較例１～７
　表１の配合成分を均一に混合し、３０分～１時間程度、窒素パージをし、ＵＶランプを用いて紫外線照射を行うことで、５００ｍＰａ・ｓ程度の粘稠体を調製した後、その粘稠体を剥離処理ポリエチレンテレフタレート（ＰＥＴ）フィルム上に１７５μｍ厚になるように、ロールコーターを用いて塗布し、その塗布面を剥離処理ＰＥＴフィルムで被い、ケミカルランプ、高圧水銀灯又はメタルハライドランプを用いて積算光量１０００ｍＪの紫外線を照射して重合硬化させることにより光学用粘着シートを作製した。 Examples 1 to 18 and Comparative Examples 1 to 7
The ingredients shown in Table 1 were mixed uniformly, purged with nitrogen for about 30 minutes to 1 hour, and irradiated with ultraviolet rays using a UV lamp to prepare a viscous material of about 500 mPa · s. The solid is coated on a release-treated polyethylene terephthalate (PET) film to a thickness of 175 μm using a roll coater, and the coated surface is covered with a release-treated PET film, and a chemical lamp, high-pressure mercury lamp or metal halide lamp is used. Then, an optical pressure-sensitive adhesive sheet was produced by polymerizing and curing by irradiating with an ultraviolet ray having an integrated light quantity of 1000 mJ.
　得られた光学用粘着シートについて、以下のリペア性評価、接着信頼性評価、光学特性評価を行った。得られた結果を表１に示す。 The obtained optical adhesive sheet was subjected to the following repair evaluation, adhesion reliability evaluation, and optical characteristic evaluation. The obtained results are shown in Table 1.
＜リペア性評価＞（カッティング性、非再接着性）
　実施例及び比較例で得られた光学用粘着シートの片面の剥離処理ＰＥＴフィルムを剥離し、光学用粘着シートの露出面を、スライドガラス（松浪硝子工業（株）製、商品名「Ｓ９２１３」）に貼合し、もう片面の剥離処理ＰＥＴを剥離し、スライドガラス（同上）に貼合した。その後、６０℃、０．５ＭＰａ、２０分間オートクレーブ処理をし、完全に密着させた。 <Repairability evaluation> (Cutting property, non-re-adhesion property)
The PET adhesive film on one side of the optical pressure-sensitive adhesive sheet obtained in Examples and Comparative Examples was peeled off, and the exposed surface of the optical pressure-sensitive adhesive sheet was slid into a glass slide (trade name “S9213” manufactured by Matsunami Glass Industry Co., Ltd.). The other side of the peel-treated PET was peeled off and pasted on a slide glass (same as above). Thereafter, autoclave treatment was performed at 60 ° C., 0.5 MPa for 20 minutes, and the films were completely adhered.
　両面をガラスで貼合したサンプルを６０℃のホットプレート上に固定し、２分間放置した後、０．０７５ｍｍφ、０．１ｍｍφ又は０．１５ｍｎφのＳＵＳワイヤーを粘着層に通した。この時のワイヤーの通り易さ並びにワイヤーを通したサンプルが再接着しにくいかを以下の基準で評価した。実用上、評価ランクがＡＡ、Ａ又はＢであることが望まれる。 The sample with both surfaces bonded with glass was fixed on a hot plate at 60 ° C. and left for 2 minutes, and then a SUS wire of 0.075 mmφ, 0.1 mmφ or 0.15 mnφ was passed through the adhesive layer. The ease of passing the wire at this time and whether the sample through the wire is difficult to re-adhere were evaluated according to the following criteria. Practically, it is desired that the evaluation rank is AA, A, or B.
（カッティング性）
ランク　　　　　基準
　ＡＡ　：抵抗が極めて小さく、０．０７５ｍｍφワイヤー切れが極めて生じ難い場合
　Ａ　：抵抗が小さく、０．１ｍｍφワイヤー切れが生じ難い場合
　Ｂ　：抵抗はあるが０．１５ｍｍφワイヤー切れが生じ難い場合
　Ｃ　：抵抗が極めて大きく、０．１５ｍｍφワイヤー切れが容易に生じる場合 (Cutting property)
Rank Criteria AA: When resistance is very small and 0.075mmφ wire breakage hardly occurs A: When resistance is small and 0.1mmφ wire breakage hardly occurs B: When resistance exists but 0.15mmφ wire breakage hardly occurs C : When resistance is extremely large and 0.15mmφ wire breakage easily occurs
（非再接着性）
ランク　　　　　基準
　ＡＡ　：ワイヤー１回通過で分割できる場合
　Ａ　：ワイヤー２又は３回通過で分割できる場合
　Ｂ　：ワイヤー４又は５回通過で分割できる場合
　Ｃ　：ワイヤー６回以上通過で分割ができる場合又はワイヤー通過だけでは分割できない場合 (Non-re-adhesive)
Rank Criteria AA: When the wire can be divided by one pass A: When the wire can be divided by two or three passes B: When the wire can be divided by four or five passes C: When the wire can be divided by six or more passes or wire When you cannot divide by passing alone
＜接着信頼性評価＞
（クリープ）
　実施例及び比較例で得られた光学用粘着シートを２５ｍｍ幅にカットし、片面の剥離処理ＰＥＴフィルムを剥離し、粘着シートの露出面をプライマー処理しているＰＥＴフィルムで裏打ちをした。その後、もう片面の剥離処理ＰＥＴフィルムを剥離し、粘着シートの露出面をＳＵＳ板に貼合し、１時間室温に放置後、ＳＵＳ板の端から２５ｍｍのところに切れ込みを入れ、１００℃のオーブンに入れ、１ｋｇの荷重をかけ、１時間後のズレを観察した。実用上、ズレが１ｍｍ以下で落下しないことが望まれる。 <Adhesion reliability evaluation>
(Creep)
The optical pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples were cut to a width of 25 mm, the single-sided release-treated PET film was peeled off, and the exposed surface of the pressure-sensitive adhesive sheet was lined with a primer-treated PET film. After that, the other side peeled PET film was peeled off, and the exposed surface of the pressure-sensitive adhesive sheet was bonded to a SUS plate, left at room temperature for 1 hour, cut into 25 mm from the edge of the SUS plate, and a 100 ° C. oven. 1 kg, a 1 kg load was applied, and the shift after 1 hour was observed. In practice, it is desirable that the deviation is 1 mm or less and does not fall.
（１８０°ピール）
　実施例及び比較例の光学用粘着シートを２０ｍｍ幅にカットし、片面の剥離処理ＰＥＴフィルムを剥離し、ＳＵＳ板に貼合した。さらに、もう片面の剥離処理ＰＥＴフィルムを剥離し、粘着シートの露出面を生ＰＥＴフィルムで裏打ちをした。その後、室温に３０分～１時間放置後、３００ｍｍ／ｍｉｎの速度で１８０°ピールをし、接着強度を測定した。実用上、剥離強度が５Ｎ／２０ｍｍ以上であることが望まれる。 (180 ° peel)
The optical pressure-sensitive adhesive sheets of Examples and Comparative Examples were cut to a width of 20 mm, the single-sided release-treated PET film was peeled off, and bonded to a SUS plate. Further, the other side peeled PET film was peeled, and the exposed surface of the pressure-sensitive adhesive sheet was lined with a raw PET film. Thereafter, after standing at room temperature for 30 minutes to 1 hour, 180 ° peeling was performed at a speed of 300 mm / min, and the adhesive strength was measured. Practically, it is desired that the peel strength is 5 N / 20 mm or more.
＜光学特性評価＞（全光線透過率、ヘイズ）
　実施例及び比較例で得られた光学粘着シートの片面の剥離処理ＰＥＴフィルムを剥離し、粘着シートの露出面を、スライドガラス（松浪硝子工業（株）製、商品名「Ｓ１１１１」）に貼合し、もう片面の剥離処理ＰＥＴフィルムを剥離し、粘着シート／スライドガラスの構成で、１７５μｍ厚の場合の可視光領域における全光線透過率（％）及びヘイズ（％）を、ＨＡＺＥＭＥＴＥＲ（村上色彩技術研究所製、商品名「ＨＭ－１５０」）を用いて、全光線透過率は、ＪＩＳ　Ｋ７３６１、ヘイズはＪＩＳ　Ｋ７１３６に準拠した方法で測定を行った。実用上、全光線透過率は９０％以上、ヘイズ値は１．０％未満であることが望まれる。 <Evaluation of optical properties> (total light transmittance, haze)
Peeling of PET film on one side of optical adhesive sheet obtained in Examples and Comparative Examples is performed, and the exposed surface of the adhesive sheet is bonded to a slide glass (Matsunami Glass Industry Co., Ltd., trade name “S1111”). Then, the other side peeled PET film was peeled off, and the total light transmittance (%) and haze (%) in the visible light region in the case of a thickness of 175 μm in the configuration of the pressure-sensitive adhesive sheet / slide glass, The total light transmittance was measured by a method in accordance with JIS K7361, and the haze was measured by a method in accordance with JIS K7136. Practically, it is desirable that the total light transmittance is 90% or more and the haze value is less than 1.0%.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　表１からわかるように、本発明の光硬化性樹脂組成物から形成した実施例１～１８の光学用粘着シートは、カッティング性及び非再接着性の評価はＡＡ、Ａ又はＢであり、実用上問題のないレベルのリペア性を有していた。また、接着信頼性も問題のない好ましいレベルであった。しかも、可視光領域における全光線透過率が９０％以上でヘイズ値が１％未満であり、光学特性にも優れていた。 As can be seen from Table 1, the optical pressure-sensitive adhesive sheets of Examples 1 to 18 formed from the photo-curable resin composition of the present invention were evaluated as AA, A, or B in terms of cutting property and non-re-adhesion property. It had a level of repairability without any problems. Also, the adhesion reliability was a preferable level without any problem. Moreover, the total light transmittance in the visible light region was 90% or more and the haze value was less than 1%, and the optical characteristics were excellent.
　一方、比較例１及び２の光学用粘着シートの場合、メトキシエチルアクリレートの含有量が多過ぎるため、リペア性には優れているものの、１８０°ピール強度は低く、接着信頼性に問題があった。比較例３の光学用粘着シートの場合、架橋剤成分が入っていないため、再接着し易く、また、クリープ試験で落下してしまい、リペア性及び接着信頼性の双方に問題があった。比較例４～７の光学用粘着シートの場合、そもそもメトキシエチルアクリレートを使用していないため、非再接着性がＣ評価であった。 On the other hand, in the case of the optical pressure-sensitive adhesive sheets of Comparative Examples 1 and 2, since the content of methoxyethyl acrylate is too much, the repair property is excellent, but the 180 ° peel strength is low and there is a problem in the adhesion reliability. . In the case of the optical pressure-sensitive adhesive sheet of Comparative Example 3, since the crosslinking agent component was not contained, it was easy to re-adhere, and it dropped in the creep test, and there was a problem in both repairability and adhesion reliability. In the case of the optical pressure-sensitive adhesive sheets of Comparative Examples 4 to 7, since methoxyethyl acrylate was not used in the first place, the non-re-adhesiveness was C evaluation.
　光学用粘着シートを形成するための本発明の熱又は光硬化性樹脂組成物から形成した光学用粘着シートは、良好な光学特性と接着信頼性とリペア性とを有する。従って、この光学用粘着シートは、画像表示装置の画像表示部と光透過性パネルとを接着固定するために有用である。 The optical pressure-sensitive adhesive sheet formed from the heat- or photo-curable resin composition of the present invention for forming an optical pressure-sensitive adhesive sheet has good optical properties, adhesion reliability, and repairability. Therefore, this optical pressure-sensitive adhesive sheet is useful for bonding and fixing the image display unit of the image display device and the light transmissive panel.

Claims (11)

  1. 　光学用粘着シートを形成するための熱又は光硬化性樹脂組成物であって、アクリル系モノマー材料と重合開始剤と架橋剤とを含有し、該アクリル系モノマー材料中のメトキシエチルアクリレートの含有量が１５～４０質量％であることを特徴とする熱又は光硬化性樹脂組成物。 A heat or photocurable resin composition for forming an optical pressure-sensitive adhesive sheet, comprising an acrylic monomer material, a polymerization initiator, and a crosslinking agent, and the content of methoxyethyl acrylate in the acrylic monomer material Is a heat- or photo-curable resin composition characterized by comprising 15 to 40% by mass.
  2. 　アクリル系モノマー材料が、メトキシエチルアクリレート以外のアルキル（メタ）アクリレートを含有する請求項１記載の熱又は光硬化性樹脂組成物。 The heat- or photo-curable resin composition according to claim 1, wherein the acrylic monomer material contains an alkyl (meth) acrylate other than methoxyethyl acrylate.
  3. 　アルキル（メタ）アクリレートが、２－エチルヘキシルアクリレート、ブチルアクリレート及びイソオクチルアクリレートから選択される１種又は２種以上である請求項２記載の熱又は光硬化性樹脂組成物。 The heat or photocurable resin composition according to claim 2, wherein the alkyl (meth) acrylate is one or more selected from 2-ethylhexyl acrylate, butyl acrylate and isooctyl acrylate.
  4. 　アクリル系モノマー材料中の、メトキシエチルアクリレート以外のアルキル（メタ）アクリレートの含有量が５０～８５質量％であり、（メタ）アクリル酸の含有量が１０質量％以下である請求項２又は３記載の熱又は光硬化性樹脂組成物。 The content of alkyl (meth) acrylates other than methoxyethyl acrylate in the acrylic monomer material is 50 to 85% by mass, and the content of (meth) acrylic acid is 10% by mass or less. Thermal or photo-curable resin composition.
  5. 　アクリル系モノマー材料１００質量部に対し、０．０５～１質量部の架橋剤を含有する請求項１～４のいずれかに記載の熱又は光硬化性樹脂組成物。 The heat- or photo-curable resin composition according to any one of claims 1 to 4, comprising 0.05 to 1 part by mass of a crosslinking agent with respect to 100 parts by mass of the acrylic monomer material.
  6. 　架橋剤が、多官能（メタ）アクリレートから選択される一種以上である請求項１～５のいずれかに記載の熱又は光硬化性樹脂組成物。 The thermal or photocurable resin composition according to any one of claims 1 to 5, wherein the crosslinking agent is one or more selected from polyfunctional (meth) acrylates.
  7. 　請求項１～６のいずれかに記載の熱又は光硬化性樹脂組成物を成膜し、重合させて得られた光学用粘着シート。 An optical pressure-sensitive adhesive sheet obtained by film-forming and polymerizing the heat- or photo-curable resin composition according to any one of claims 1 to 6.
  8. 　可視光波長領域におけるＪＩＳ　Ｋ７３６１による全光線透過率（１７５μｍ厚）が９０％以上であり、ＪＩＳ　Ｋ７１３６によるヘイズ値が１．０％未満である請求項７記載の光学用粘着シート。 The optical pressure-sensitive adhesive sheet according to claim 7, wherein the total light transmittance (175 µm thickness) according to JIS K7361 in the visible light wavelength region is 90% or more, and the haze value according to JIS K7136 is less than 1.0%.
  9. 　ＪＩＳ　Ｋ７２４４による２５℃における貯蔵弾性率が、１×１０３～１×１０７Ｐａである請求項７又は８記載の光学用粘着シート。 9. The optical pressure-sensitive adhesive sheet according to claim 7 , wherein the storage elastic modulus at 25 ° C. according to JIS K7244 is 1 × 10 3 to 1 × 10 7 Pa.
  10. 　画像表示部上に光透過性パネルが光学用粘着シートで接着されている画像表示装置の製造方法であって、以下の工程（イ）及び（ロ）：
    （イ）画像表示部及び光透過性パネルの一方に、請求項７～９のいずれかに記載の光学用粘着シートを載置する工程；及び
    （ロ）画像表示部と光透過性パネルとを、光学用粘着シートを介して貼り合わせて画像表示装置を得る工程、
    を有し、該工程（ロ）で得られた画像表示装置が不良品である場合に、そのリペアをするために以下の工程（ハ）：
    （ハ）画像表示部と光透過性パネルとを接着している光学用粘着シートにワイヤーを通過させ、画像表示部と光透過性パネルとを分離する工程、
    を更に有する製造方法。     A method of manufacturing an image display device in which a light-transmitting panel is bonded on an image display unit with an optical pressure-sensitive adhesive sheet, and includes the following steps (A) and (B):
    (B) placing the optical adhesive sheet according to any one of claims 7 to 9 on one of the image display unit and the light transmissive panel; and (b) the image display unit and the light transmissive panel. , A process of obtaining an image display device by bonding through an optical adhesive sheet,
    When the image display device obtained in the step (b) is defective, the following step (c) is performed to repair the image display device:
    (C) a step of separating the image display unit and the light transmissive panel by passing a wire through the optical pressure-sensitive adhesive sheet bonding the image display unit and the light transmissive panel;
    The manufacturing method which has further.
  11. 　工程（ハ）で分離した画像表示部及び／又は光透過性パネルの表面に存在する光学用粘着シートの残渣を水又はアルコール系溶剤で除去する工程を有する請求項１０記載の製造方法。 The manufacturing method of Claim 10 which has the process of removing the residue of the optical adhesive sheet which exists in the surface of the image display part isolate | separated at the process (c) and / or the light transmissive panel with water or an alcohol solvent.
PCT/JP2013/058061 2012-03-23 2013-03-21 Heat- or photocurable resin composition for forming optical pressure-sensitive adhesive sheet, and optical pressure-sensitive adhesive sheet WO2013141296A1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018086285A1 (en) * 2016-11-10 2018-05-17 深圳飞世尔新材料股份有限公司 Photo-thermal dual-curing optical adhesive for gluing of capacitive touch screens and preparation method therefor

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015157451A (en) * 2014-02-25 2015-09-03 旭硝子株式会社 Method for producing laminate, laminate, and adhesive layer-equipped transparent face material
US11111419B2 (en) * 2014-09-18 2021-09-07 Mitsubishi Chemical Corporation Photocrosslinkable transparent adhesive material, transparent adhesive material layered body, and layered body for constituting optical device
KR102268328B1 (en) * 2014-10-21 2021-06-24 삼성디스플레이 주식회사 Light-transmitting adhesive film and display device having employing the same
JP6948078B2 (en) * 2015-04-28 2021-10-13 Ｋｊケミカルズ株式会社 A polymerizable composition using N-substituted (meth) acrylamide, a polymer thereof, and a molded product comprising them.
JP6634556B2 (en) * 2015-04-28 2020-01-22 Ｋｊケミカルズ株式会社 Polymerizable composition using N-substituted (meth) acrylamide, its polymer, and molded article comprising them
WO2018235217A1 (en) 2017-06-22 2018-12-27 株式会社寺岡製作所 Acrylic resin composition, adhesive agent composition, base for adhesive sheet, and adhesive sheet
JP7293313B2 (en) * 2017-06-22 2023-06-19 株式会社寺岡製作所 Acrylic resin composition, pressure-sensitive adhesive composition, base material for pressure-sensitive adhesive sheet, and pressure-sensitive adhesive sheet

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007161909A (en) * 2005-12-15 2007-06-28 Soken Chem & Eng Co Ltd Photopolymerizable adhesive composition and adhesive sheet using the same
JP2009229538A (en) * 2008-03-19 2009-10-08 Hitachi Displays Ltd Liquid crystal display device
JP2010189545A (en) * 2009-02-18 2010-09-02 Nitto Denko Corp Double-sided self-adhesive sheet and self-adhesive optical member

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007161909A (en) * 2005-12-15 2007-06-28 Soken Chem & Eng Co Ltd Photopolymerizable adhesive composition and adhesive sheet using the same
JP2009229538A (en) * 2008-03-19 2009-10-08 Hitachi Displays Ltd Liquid crystal display device
JP2010189545A (en) * 2009-02-18 2010-09-02 Nitto Denko Corp Double-sided self-adhesive sheet and self-adhesive optical member

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018086285A1 (en) * 2016-11-10 2018-05-17 深圳飞世尔新材料股份有限公司 Photo-thermal dual-curing optical adhesive for gluing of capacitive touch screens and preparation method therefor

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