WO2015145633A1 - 粘着性組成物、粘着剤および粘着シート - Google Patents

粘着性組成物、粘着剤および粘着シート Download PDF

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WO2015145633A1
WO2015145633A1 PCT/JP2014/058649 JP2014058649W WO2015145633A1 WO 2015145633 A1 WO2015145633 A1 WO 2015145633A1 JP 2014058649 W JP2014058649 W JP 2014058649W WO 2015145633 A1 WO2015145633 A1 WO 2015145633A1
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pressure
sensitive adhesive
meth
active energy
energy ray
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PCT/JP2014/058649
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English (en)
French (fr)
Japanese (ja)
Inventor
達己 倉本
仁 又野
隆行 荒井
所司　悟
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リンテック株式会社
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Priority to JP2016509725A priority Critical patent/JP6198931B2/ja
Priority to PCT/JP2014/058649 priority patent/WO2015145633A1/ja
Priority to CN201480077475.9A priority patent/CN106133079B/zh
Priority to KR1020167029141A priority patent/KR102232335B1/ko
Priority to TW104109691A priority patent/TWI670344B/zh
Publication of WO2015145633A1 publication Critical patent/WO2015145633A1/ja

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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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • 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
    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/003—Additives being defined by their diameter
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/005—Additives being defined by their particle size in general
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • 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
    • 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
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive (a material obtained by curing a pressure-sensitive adhesive composition), and a pressure-sensitive adhesive sheet, and in particular, a pressure-sensitive adhesive composition suitable for optical members such as polarizing plates, a pressure-sensitive adhesive, and
  • the present invention relates to an adhesive sheet.
  • a pressure-sensitive adhesive layer formed from a pressure-sensitive adhesive composition is often used to adhere a polarizing plate or a retardation plate to a glass substrate of a liquid crystal cell.
  • optical members such as polarizing plates and retardation plates tend to shrink due to heat, etc.
  • shrinkage occurs due to thermal history, and as a result, stress remains in the adhesive layer laminated on the optical member.
  • a problem of durability such as peeling at the interface (so-called floating or peeling).
  • the liquid crystal panel has an advantage that it is thin and consumes less power, but has a problem that it is insufficient in terms of luminance and viewing angle.
  • a pressure-sensitive adhesive layer used for the optical member may be required to have light diffusibility.
  • fine particles are usually added to the pressure-sensitive adhesive layer.
  • misalignment occurs at the interface between the fine particles and the pressure-sensitive adhesive due to thermal history, generating bubbles. Such a problem is concerned.
  • the pressure-sensitive adhesive layer is also deformed accordingly, and there is a concern that a problem arises in that a gap occurs at the interface between the foreign particles and the pressure-sensitive adhesive, and bubbles are generated.
  • the pressure-sensitive adhesive layer to which fine particles are added is used for an optical member, the floating and peeling due to the heat history are worsened and the durability tends to be lower than when no fine particles are added.
  • the pressure-sensitive adhesive for optical members can provide a high-definition optical member while having sufficient light diffusibility.
  • the need for is increasing.
  • the present invention has been made in view of such a situation, and a pressure-sensitive adhesive composition capable of obtaining a high-definition optical member while having sufficient durability and light diffusibility as a light-diffusing pressure-sensitive adhesive. It aims at providing an adhesive and an adhesive sheet.
  • the present invention includes an active energy ray-curable adhesive component and light diffusing fine particles, and the refractive index of the active energy ray curable adhesive component and the light diffusing fine particles
  • the pressure-sensitive adhesive composition is characterized in that a difference in refractive index is 0.005 to 0.2, and an average particle diameter of the light diffusing fine particles by a centrifugal sedimentation light transmission method is 0.8 to 2.9 ⁇ m. (Invention 1).
  • the active energy ray-curable adhesive component preferably contains a (meth) acrylic acid ester polymer and an active energy ray-curable compound (Invention 2).
  • the active energy ray-curable compound is preferably a polyfunctional acrylate monomer having a molecular weight of 1000 or less (Invention 3).
  • the said active energy ray hardening adhesive component contains a crosslinking agent further,
  • the said (meth) acrylic acid ester polymer is the said bridge
  • the light diffusing fine particles are preferably fine particles made of a silicon-containing compound having an intermediate structure between inorganic and organic (Invention 5).
  • the present invention provides an adhesive obtained by curing the above-mentioned adhesive composition (Invention 1 to 5) (Invention 6).
  • the haze value is preferably 10 to 80% (Invention 7).
  • the present invention provides a pressure-sensitive adhesive sheet comprising a base material and a pressure-sensitive adhesive layer, wherein the pressure-sensitive adhesive layer comprises the pressure-sensitive adhesive (Inventions 6 and 7). (Invention 8).
  • the present invention includes two release sheets and an adhesive layer sandwiched between the release sheets so as to be in contact with the release surfaces of the two release sheets, and the adhesive layer is the adhesive (
  • An adhesive sheet comprising Inventions 6 and 7) is provided (Invention 9).
  • a high-definition optical member can be obtained while having sufficient durability and light diffusibility.
  • the pressure-sensitive adhesive composition according to this embodiment contains an active energy ray-curable pressure-sensitive adhesive component and light diffusing fine particles.
  • the difference between the refractive index of the active energy ray-curable adhesive component and the refractive index of the light diffusing fine particles is 0.005 to 0.2, and the average particle size of the light diffusing fine particles by the centrifugal sedimentation light transmission method is 0. .8 to 2.9 ⁇ m.
  • an optical member provided with a pressure-sensitive adhesive layer obtained by curing such a pressure-sensitive adhesive composition P, particularly in a polarizing plate it has excellent light diffusibility and high glare suppression while having sufficient durability. It can be fine.
  • the adhesive composition P contains an active energy ray-curable adhesive component.
  • the “active energy ray-curable adhesive component” in the present specification refers to a component that is cured by irradiation with an active energy ray and exhibits adhesiveness, and may consist of a single component or a plurality of components (compositions). ). In the case of the latter, the component hardened
  • the pressure-sensitive adhesive containing light diffusing fine particles often causes a problem in durability when applied to an optical member such as a polarizing plate.
  • the pressure-sensitive adhesive composition P containing the active energy ray-curable pressure-sensitive adhesive component is excellent in durability.
  • the pressure-sensitive adhesive containing light diffusing fine particles generally has a reduced cohesive force, and when the release sheet is peeled from the pressure-sensitive adhesive layer, the pressure-sensitive adhesive layer may be taken on the release sheet side.
  • the pressure-sensitive adhesive composition P containing the energy ray-curable pressure-sensitive adhesive component is less likely to cause the above-described problems when cured, and the resulting pressure-sensitive adhesive layer has excellent handling properties.
  • the active energy ray-curable adhesive component those containing a (meth) acrylic acid ester polymer and an active energy ray-curable compound are preferable.
  • (meth) acrylic acid ester means both acrylic acid ester and methacrylic acid ester. The same applies to other similar terms.
  • the “polymer” includes the concept of “copolymer”.
  • the active energy ray-curable adhesive component containing the (meth) acrylic acid ester polymer and the active energy ray-curable compound will be mainly described.
  • (Meth) acrylic acid ester polymer (Meth) acrylic acid ester polymer (hereinafter sometimes referred to as “(meth) acrylic acid ester polymer (A)”) is a monomer constituting the polymer.
  • the alkyl group preferably contains (meth) acrylic acid alkyl ester having 1 to 20 carbon atoms.
  • the (meth) acrylic acid ester polymer (A) includes a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms and a monomer having a reactive functional group (reactive functional group-containing monomer). And a copolymer with other monomer used as desired.
  • a reactive functional group-containing monomer as a monomer constituting the polymer (meth) acrylic acid ester polymer (A), it is possible to improve adhesion with a glass surface such as a liquid crystal cell, Moreover, it can react with a crosslinking agent (C) described later to form a crosslinked structure.
  • Examples of (meth) acrylic acid alkyl ester having 1 to 20 carbon atoms in the alkyl group include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, and n- (meth) acrylate.
  • examples thereof include n-dodecyl, myristyl (meth) acrylate, palmityl (meth) acrylate, stearyl (meth) acrylate, and the like.
  • (meth) acrylic acid esters having an alkyl group having 1 to 8 carbon atoms are preferred, and n-butyl (meth) acrylate is particularly preferred.
  • these may be used independently and may be used in combination of 2 or more type.
  • the (meth) acrylic acid ester polymer (A) contains 50 to 99% by mass of a (meth) acrylic acid alkyl ester having 1 to 20 carbon atoms as the monomer unit constituting the polymer.
  • the content is preferably 65 to 97% by mass, more preferably 80 to 95% by mass.
  • the reactive functional group-containing monomer a monomer having a hydroxyl group in the molecule (hydroxyl group-containing monomer), a monomer having a carboxyl group in the molecule (carboxyl group-containing monomer), a monomer having an amino group in the molecule (amino group-containing) Monomer) and the like.
  • hydroxyl group-containing monomer a monomer having a hydroxyl group in the molecule
  • carboxyl group in the molecule carboxyl group in the molecule
  • amino group-containing monomer a monomer having an amino group in the molecule
  • hydroxyl group-containing monomer examples include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, (meth And (meth) acrylic acid hydroxyalkyl esters such as 3-hydroxybutyl acrylate and 4-hydroxybutyl (meth) acrylate.
  • 2-hydroxyethyl (meth) acrylate is preferred from the viewpoint of the reactivity of the resulting (meth) acrylic acid ester polymer (A) with the crosslinking agent (C) of the hydroxyl group and the copolymerizability with other monomers. Is preferred. These may be used alone or in combination of two or more.
  • carboxyl group-containing monomer examples include ethylenically unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, and citraconic acid.
  • carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, and citraconic acid.
  • acrylic acid is preferred from the viewpoint of the reactivity of the resulting (meth) acrylic acid ester polymer (A) with the crosslinking agent (C) of the carboxyl group and the copolymerizability with other monomers.
  • acrylic acid is preferred from the viewpoint of the reactivity of the resulting (meth) acrylic acid ester polymer (A) with the crosslinking agent (C) of the carboxyl group and the copolymerizability with other monomers.
  • amino group-containing monomer examples include aminoethyl (meth) acrylate, n-butylaminoethyl (meth) acrylate, and the like. These may be used alone or in combination of two or more.
  • the (meth) acrylic acid ester polymer (A) preferably contains 1 to 25% by mass, particularly 2 to 15% by mass of a reactive functional group-containing monomer as a monomer unit constituting the polymer.
  • the content is preferably 3 to 10% by mass.
  • Examples of the other monomer include aliphatic rings such as (meth) acrylic acid alkoxyalkyl esters such as methoxyethyl (meth) acrylate and ethoxyethyl (meth) acrylate, and cyclohexyl (meth) acrylate (meth)
  • Non-crosslinkable acrylamide such as acrylic ester, acrylamide, methacrylamide, etc.
  • Non-crosslinkable tertiary such as N, N-dimethylaminoethyl (meth) acrylate, N, N-dimethylaminopropyl (meth) acrylate
  • Examples thereof include (meth) acrylic acid ester having an amino group, vinyl acetate, and styrene. These may be used alone or in combination of two or more.
  • the polymerization mode of the (meth) acrylic acid ester polymer (A) may be a random copolymer or a block copolymer.
  • a (meth) acrylic acid ester polymer (A) is a component which provides adhesiveness, it is preferable not to have active energy ray curability.
  • the (meth) acrylic acid ester polymer (A) preferably has a weight average molecular weight of 400,000 to 2,500,000, particularly preferably 1,000,000 to 2,200,000, and more preferably 1,400,000 to 2,000,000. preferable.
  • a weight average molecular weight of the (meth) acrylic acid ester polymer (A) relatively high, durability can be further improved.
  • the weight average molecular weight in this specification is the value of polystyrene conversion measured by the gel permeation chromatography (GPC) method.
  • the (meth) acrylic acid ester polymer (A) may be used alone or in combination of two or more.
  • active energy ray-curable compound (B) The active energy ray-curable compound contained in the active energy ray-curable adhesive component in the present embodiment (hereinafter may be referred to as “active energy ray-curable compound (B)”).
  • active energy ray-curable compound (B) may be any of a monomer, an oligomer, or a polymer. It may be a mixture thereof.
  • a polyfunctional acrylate monomer having a molecular weight of 1000 or less that is excellent in compatibility with the (meth) acrylic acid ester polymer (A) and the like can be preferably exemplified.
  • the active energy ray-curable compound (B) forms a chemical bond with each other by irradiation with active energy rays to generate a three-dimensional network structure. Then, by capturing the (meth) acrylic acid ester polymer (A) in the structure, the cohesive force is improved, and as a result, the durability is excellent.
  • polyfunctional acrylate monomers having a molecular weight of 1000 or less examples include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and polyethylene glycol diene.
  • the content of the active energy ray-curable compound (B) is preferably 1 to 50 parts by mass, particularly 5 to 30 parts by mass with respect to 100 parts by mass of the (meth) acrylic acid ester polymer (A). It is preferable that the amount is 10 to 20 parts by mass.
  • the content of the active energy ray-curable compound (B) is within the above range, the resulting pressure-sensitive adhesive is superior in durability, and the resulting pressure-sensitive adhesive layer has excellent handling properties. Become. Furthermore, the adhesiveness by the (meth) acrylic acid ester polymer (A) is maintained well.
  • the adhesive composition P contains a crosslinking agent (C) as an active energy ray-curable adhesive component.
  • the adhesive component of the adhesive composition P contains a (meth) acrylic acid ester polymer (A) containing a reactive functional group-containing monomer as a monomer unit constituting the polymer, and a crosslinking agent (C)
  • the crosslinking agent (C) reacts with the reactive functional group of the reactive functional group-containing monomer constituting the (meth) acrylic acid ester polymer (A).
  • crosslinked with the crosslinking agent (C) is formed, and the cohesion force of the adhesive which is obtained improves.
  • the above-mentioned active energy ray-curable compound (B) improves the cohesive force of the obtained adhesive to improve durability.
  • the crosslinking agent (C) it is more preferable to use the crosslinking agent (C) in combination from the viewpoint of further improving the cohesive force while maintaining the appropriate adhesive strength of the adhesive and further improving the durability.
  • the crosslinking agent (C) may be any one that reacts with the reactive functional group of the (meth) acrylic acid ester polymer (A).
  • an isocyanate crosslinking agent for example, an isocyanate crosslinking agent, an epoxy crosslinking agent, and an amine crosslinking agent.
  • Melamine crosslinking agent aziridine crosslinking agent, hydrazine crosslinking agent, aldehyde crosslinking agent, oxazoline crosslinking agent, metal alkoxide crosslinking agent, metal chelate crosslinking agent, metal salt crosslinking agent, ammonium salt crosslinking agent, etc. Is mentioned.
  • a crosslinking agent (C) can be used individually by 1 type or in combination of 2 or more types.
  • the isocyanate-based crosslinking agent contains at least a polyisocyanate compound.
  • the polyisocyanate compound include aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate and xylylene diisocyanate, aliphatic polyisocyanates such as hexamethylene diisocyanate, alicyclic polyisocyanates such as isophorone diisocyanate and hydrogenated diphenylmethane diisocyanate, etc.
  • biuret bodies, isocyanurate bodies, and adduct bodies that are a reaction product with low molecular active hydrogen-containing compounds such as ethylene glycol, propylene glycol, neopentyl glycol, trimethylolpropane, and castor oil.
  • low molecular active hydrogen-containing compounds such as ethylene glycol, propylene glycol, neopentyl glycol, trimethylolpropane, and castor oil.
  • trimethylolpropane-modified aromatic polyisocyanate, particularly trimethylolpropane-modified tolylene diisocyanate is preferable from the viewpoint of reactivity with hydroxyl groups.
  • the content of the crosslinking agent (C) is preferably 0.01 to 10 parts by weight, particularly 0.05 to 5 parts by weight, with respect to 100 parts by weight of the (meth) acrylic acid ester polymer (A). It is preferable that the amount is 0.1 to 1 part by mass.
  • the active energy ray-curable adhesive component may be various additives, for example, a photopolymerization initiator, a silane coupling agent, a refractive index adjusting agent, an antistatic agent, a tackifier, an antioxidant, if desired. You may contain a ultraviolet absorber, a light stabilizer, a softening agent, a filler, etc.
  • the active energy ray-curable adhesive component preferably contains a photopolymerization initiator.
  • the active energy ray-curable adhesive component can be efficiently cured, and the polymerization curing time and the irradiation amount of the active energy ray can be reduced.
  • photopolymerization initiator examples include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, acetophenone, dimethylaminoacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- [4- (methylthio) phenyl]- 2-morpholino-propan-1-one, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy-2-propyl) ketone, benzophenone, p-phenylbenzophenone, 4,4′-diethyla Nobenzophenone, dichlorobenzophenone, 2-methylanthraquinone, 2-ethylanthr
  • the photopolymerization initiator is used in an amount in the range of 0.1 to 20 parts by weight, particularly 1 to 12 parts by weight with respect to 100 parts by weight of the active energy ray curable compound (B) in the active energy ray curable adhesive component. It is preferable to be used.
  • the active energy ray-curable adhesive component preferably contains a silane coupling agent from the viewpoint of improving the adhesive force of the obtained adhesive to the glass surface or the like.
  • the silane coupling agent is preferably an organosilicon compound having at least one alkoxysilyl group in the molecule, having good compatibility with the adhesive component and having light transmittance.
  • silane coupling agents include polymerizable unsaturated group-containing silicon compounds such as vinyltrimethoxysilane, vinyltriethoxysilane, and methacryloxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 2- ( 3,4-epoxycyclohexyl) silicon compounds having an epoxy structure such as ethyltrimethoxysilane, mercapto group-containing silicon compounds such as 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, and 3-mercaptopropyldimethoxymethylsilane Amino group-containing compounds such as 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, etc.
  • silicon compounds such as
  • the content of the silane coupling agent is preferably 0.01 to 10 parts by mass, particularly 0.05 to 5 parts by mass with respect to 100 parts by mass of the (meth) acrylic acid ester polymer (A). More preferably, the content is 0.1 to 1 part by mass.
  • the light diffusing fine particle contained in the pressure sensitive adhesive composition P according to the present embodiment has a refractive index difference of 0.005 to 0.2 with respect to the active energy ray-curable pressure sensitive adhesive component, and is determined by a centrifugal sedimentation light transmission method.
  • the average particle size is 0.8 to 2.9 ⁇ m.
  • the light diffusing fine particles include inorganic fine particles such as silica, calcium carbonate, aluminum hydroxide, magnesium hydroxide, clay, talc and titanium dioxide; organic fine particles such as acrylic resin, polystyrene resin, polyethylene resin and epoxy resin. Translucent fine particles; fine particles comprising a silicon-containing compound having an intermediate structure between inorganic and organic such as silicone resin (for example, Tospearl series manufactured by Momentive Performance Materials Japan). Among these, acrylic resin fine particles and fine particles made of a silicon-containing compound having an intermediate structure between inorganic and organic are preferable from the viewpoint of high definition of the pressure-sensitive adhesive layer.
  • inorganic fine particles such as silica, calcium carbonate, aluminum hydroxide, magnesium hydroxide, clay, talc and titanium dioxide
  • organic fine particles such as acrylic resin, polystyrene resin, polyethylene resin and epoxy resin.
  • Translucent fine particles fine particles comprising a silicon-containing compound having an intermediate structure between inorganic and organic such as silicone resin (for example, To
  • fine particles made of a silicon-containing compound having an intermediate structure between inorganic and organic are particularly preferable because they exert their effect even when added in a small amount and the adhesiveness of the active energy ray-curable adhesive component is maintained well.
  • the above light diffusing fine particles may be used alone or in combination of two or more.
  • acrylic resin fine particles examples include those composed of a homopolymer of methyl methacrylate or a copolymer of monomers such as methyl methacrylate and vinyl acetate, styrene, methyl acrylate, and ethyl methacrylate. .
  • the shape of the light diffusing fine particles is preferably spherical fine particles with uniform light diffusion.
  • the average particle diameter of the light diffusing fine particles by the centrifugal sedimentation light transmission method needs to be 0.8 to 2.9 ⁇ m, preferably 1 to 2.7 ⁇ m, particularly 1.2 to 2.2 ⁇ m. It is preferable.
  • the average particle size of the light diffusing fine particles is relatively small, and due to the interaction between the above-mentioned active energy ray-curable adhesive component and the refractive index difference of the light diffusing fine particles, while having sufficient light diffusibility, A high-definition optical member with a pressure-sensitive adhesive layer in which glare is suppressed is obtained.
  • the average particle diameter of the light diffusing fine particles exceeds 2.9 ⁇ m, glare occurs in the optical member with the pressure-sensitive adhesive layer to which the obtained pressure-sensitive adhesive is applied.
  • the average particle size of the light diffusing fine particles is less than 0.8 ⁇ m, the light diffusibility becomes insufficient.
  • the average particle diameter by the centrifugal sedimentation light transmission method was obtained by sufficiently stirring 1.2 g of fine particles and 98.8 g of isopropyl alcohol as a measurement sample, and using a centrifugal automatic particle size distribution measuring apparatus (manufactured by Horiba, Ltd., Measured using CAPA-700).
  • the content of the light diffusing fine particles in the adhesive composition P is preferably 1 to 30 parts by mass, particularly 2 to 15 parts by mass with respect to 100 parts by mass of the active energy ray-curable adhesive component. And more preferably 6 to 12 parts by mass.
  • the content of the light diffusing fine particles is within the above range, the glare is effectively suppressed while having sufficient light diffusibility, and the adhesiveness of the active energy ray-curable adhesive component is not inhibited. .
  • the difference in refractive index between the active energy ray-curable pressure-sensitive adhesive component and the light diffusing fine particles is from the viewpoint of achieving both light diffusibility and high definition. It needs to be 0.005 to 0.2, preferably 0.007 to 0.1, and particularly preferably 0.01 to 0.08. Thus, since the difference in refractive index between the active energy ray-curable adhesive component and the light diffusing fine particles is relatively small, high definition is facilitated.
  • the refractive index of the active energy ray-curable adhesive component is preferably 1.40 to 1.55, particularly preferably 1.42 to 1.50, and more preferably 1.44 to 1.49. It is preferable that Further, the refractive index of the light diffusing fine particles is preferably 1.40 to 1.55, particularly preferably 1.41 to 1.52, and further preferably 1.42 to 1.45. preferable.
  • the refractive index of the active energy ray-curable adhesive component is a value measured according to JIS K0062 using an Abbe refractometer.
  • the refractive index of an active energy ray hardening adhesive component may be a value measured before curing or a value measured after curing.
  • the refractive index of the light diffusing fine particles is a value measured using a refractive index standard solution, as shown in a test example described later.
  • Adhesive composition P can be produced by mixing an active energy ray-curable adhesive component and light diffusing fine particles.
  • the active energy ray-curable adhesive component contains the (meth) acrylic acid ester polymer (A)
  • the (meth) acrylic acid ester polymer (A) is first prepared, and the active energy ray-curable compound ( B), and optionally a cross-linking agent (C) and additives.
  • the (meth) acrylic acid ester polymer (A) can be produced by polymerizing a mixture of monomer units constituting the polymer by an ordinary radical polymerization method.
  • the polymerization of the (meth) acrylic acid ester polymer (A) can be performed by a solution polymerization method or the like using a polymerization initiator as desired.
  • the polymerization solvent include ethyl acetate, n-butyl acetate, isobutyl acetate, toluene, acetone, hexane, methyl ethyl ketone and the like, and two or more kinds may be used in combination.
  • Examples of the polymerization initiator include azo compounds and organic peroxides, and two or more kinds may be used in combination.
  • Examples of the azo compound include 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 1,1′-azobis (cyclohexane 1-carbonitrile), 2 2,2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl 2,2'-azobis (2-methylpropionate) 4,4′-azobis (4-cyanovaleric acid), 2,2′-azobis (2-hydroxymethylpropionitrile), 2,2′-azobis [2- (2-imidazolin-2-yl) Propane] and the like.
  • organic peroxides examples include benzoyl peroxide, t-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, and di (2-ethoxyethyl) peroxy.
  • organic peroxides include benzoyl peroxide, t-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, and di (2-ethoxyethyl) peroxy.
  • examples thereof include dicarbonate, t-butyl peroxyneodecanoate, t-butyl peroxybivalate, (3,5,5-trimethylhexanoyl) peroxide, dipropionyl peroxide, diacetyl peroxide and the like.
  • the weight average molecular weight of the resulting polymer can be adjusted by adding a chain transfer agent such as 2-mercaptoethanol.
  • the solution of the (meth) acrylic acid ester polymer (A) is added to the active energy ray-curable compound (B), the light diffusing fine particles, and optionally a crosslinking agent. (C) and an additive are added and mixed thoroughly to obtain an adhesive composition P (coating solution) diluted with a solvent.
  • Examples of the dilution solvent for diluting the adhesive composition P to form a coating solution include aliphatic hydrocarbons such as hexane, heptane, and cyclohexane, aromatic hydrocarbons such as toluene and xylene, methylene chloride, ethylene chloride, and the like.
  • Halogenated hydrocarbons alcohols such as methanol, ethanol, propanol, butanol and 1-methoxy-2-propanol, ketones such as acetone, methyl ethyl ketone, 2-pentanone, isophorone and cyclohexanone, esters such as ethyl acetate and butyl acetate, ethyl
  • a cellosolv solvent such as cellosolve is used.
  • the concentration / viscosity of the coating solution prepared in this manner is not particularly limited as long as it is within a coatable range, and can be appropriately selected according to the situation. For example, dilution is performed so that the concentration of the adhesive composition P is 10 to 40% by mass. In addition, when obtaining a coating solution, addition of a dilution solvent etc. is not a necessary condition, and if a viscosity etc. which can be coated with the adhesive composition P are not necessary, a dilution solvent does not need to be added.
  • the pressure-sensitive adhesive according to the present embodiment is obtained by curing the pressure-sensitive adhesive composition P. After the pressure-sensitive adhesive composition P is applied to a desired object and dried, the pressure-sensitive adhesive composition is irradiated with active energy rays. It can preferably be obtained by curing the product P.
  • drying of the adhesive composition P may be performed by air drying, it is usually performed by heat treatment (preferably hot air drying).
  • the heating temperature is preferably 50 to 150 ° C., particularly preferably 70 to 120 ° C.
  • the heating time is preferably 10 seconds to 10 minutes, particularly preferably 50 seconds to 2 minutes.
  • active energy rays ultraviolet rays, electron beams and the like are usually used.
  • the dose of the active energy ray varies depending on the type of the energy ray, for example, in the case of ultraviolet rays, preferably 50 ⁇ 1000mJ / cm 2 in quantity, especially 100 ⁇ 500mJ / cm 2 preferably.
  • an electron beam about 10 to 1000 krad is preferable.
  • the adhesive composition P contains the (meth) acrylic acid ester polymer (A), the active energy ray-curable compound (B), and the crosslinking agent (C)
  • the adhesive composition By drying (heat treatment) of P, the (meth) acrylic acid ester polymer (A) is crosslinked with the crosslinking agent (C) to form a crosslinked structure.
  • the plurality of active energy ray-curable compounds (B) are bonded to each other to form a three-dimensional network structure, and are crosslinked by the crosslinking agent (C) (meta ) It is presumed that the acrylate polymer (A) is trapped in the three-dimensional network structure.
  • the haze value (value measured according to JIS K7105) of the pressure-sensitive adhesive according to this embodiment is preferably 10 to 80%, particularly preferably 20 to 70%, and more preferably 25 to 66%. Preferably there is.
  • the pressure-sensitive adhesive according to the present embodiment is more excellent in the glare suppression effect while being excellent in light diffusibility.
  • the storage elastic modulus (G ′) at 80 ° C. of the pressure-sensitive adhesive according to this embodiment is preferably 0.2 to 5 MPa, particularly preferably 0.2 to 2 MPa. Further, it is preferably 0.3 to 1 MPa.
  • the storage elastic modulus (G ′) is a value measured by the following method.
  • ⁇ Method for measuring storage elastic modulus (G ′)> A cylindrical test piece having a diameter of 8 mm and a thickness of 3 mm is prepared by laminating and punching the pressure-sensitive adhesive layer, and the storage elastic modulus (G ′) is measured by the torsional shear method under the following conditions.
  • the pressure-sensitive adhesive sheet 1 ⁇ / b> A according to the first embodiment is laminated on the pressure-sensitive adhesive layer 11, the pressure-sensitive adhesive layer 11 stacked on the release surface of the release sheet 12, and the pressure-sensitive adhesive layer 11. And the formed base material 13.
  • the adhesive sheet 1B includes the two release sheets 12a and 12b and the two release sheets 12a and 12b so as to be in contact with the release surfaces of the two release sheets 12a and 12b. And the pressure-sensitive adhesive layer 11 sandwiched between the release sheets 12a and 12b.
  • the release surface of the release sheet in this specification refers to a surface having peelability in the release sheet, and includes both a surface that has been subjected to a release treatment and a surface that exhibits peelability without being subjected to a release treatment. .
  • the pressure-sensitive adhesive layer 11 is made of a pressure-sensitive adhesive formed by curing the above-described pressure-sensitive adhesive composition P.
  • the thickness of the pressure-sensitive adhesive layer 11 is appropriately determined according to the purpose of use of the pressure-sensitive adhesive sheets 1A and 1B, but is usually in the range of 5 to 100 ⁇ m, preferably 10 to 60 ⁇ m.
  • the pressure-sensitive adhesive for functional films When used as a layer it is preferably 10 to 50 ⁇ m, more preferably 15 to 30 ⁇ m.
  • woven or non-woven fabrics using fibers such as rayon, acrylic, polyester, etc .; papers such as fine paper, glassine paper, impregnated paper, coated paper; metal foils such as aluminum and copper; urethane Foams, foams such as polyethylene foams; polyethylene terephthalate films, polybutylene terephthalate films, polyester films such as polyethylene naphthalate films, polyolefin films such as polyethylene films and polypropylene films, cellulose films such as triacetyl cellulose, polyvinyl chloride Film, polyvinylidene chloride film, polyvinyl alcohol film, ethylene-vinyl acetate copolymer film, polyurethane film, polystyrene film, polycarbonate film, acrylic resin film Lum, norbornene resin film, a plastic film such as a cycloo
  • the optical member examples include a polarizing plate (polarizing film), a polarizer, a retardation plate (retarding film), a viewing angle compensation film, a brightness enhancement film, a contrast enhancement film, a liquid crystal polymer film, a diffusion film, and a transflective film.
  • polarizing plate polarizing film
  • the polarizing plate polarizing film
  • it is suitable as a target for forming the pressure-sensitive adhesive of the present embodiment (the pressure-sensitive adhesive layer 11) from the viewpoint of durability.
  • the thickness of the substrate 13 varies depending on the type, for example, in the case of an optical member, it is usually 10 to 500 ⁇ m, preferably 50 to 300 ⁇ m, and particularly preferably 80 to 150 ⁇ m.
  • release sheets 12, 12a, 12b for example, polyethylene film, polypropylene film, polybutene film, polybutadiene film, polymethylpentene film, polyvinyl chloride film, vinyl chloride copolymer film, polyethylene terephthalate film, polyethylene naphthalate film, Polybutylene terephthalate film, polyurethane film, ethylene vinyl acetate film, ionomer resin film, ethylene / (meth) acrylic acid copolymer film, ethylene / (meth) acrylic acid ester copolymer film, polystyrene film, polycarbonate film, polyimide film A fluororesin film or the like is used. These crosslinked films are also used. Furthermore, these laminated films may be sufficient.
  • the release surface of the release sheet (particularly the surface in contact with the pressure-sensitive adhesive layer 11) is preferably subjected to a release treatment.
  • the release agent used for the release treatment include alkyd, silicone, fluorine, unsaturated polyester, polyolefin, and wax release agents.
  • the release sheets 12a and 12b one release sheet is preferably a heavy release release sheet having a high release force, and the other release sheet is preferably a light release release sheet having a low release force.
  • the thickness of the release sheets 12, 12a and 12b is not particularly limited, but is usually about 20 to 150 ⁇ m.
  • a solution (coating solution) containing the pressure-sensitive adhesive composition P is applied to the release surface of the release sheet 12 and dried to form a coating layer of the pressure-sensitive adhesive composition P.
  • a base material 13 is laminated on the coating layer. And it hardens
  • the active energy ray irradiation conditions are as described above.
  • the coating solution containing the said adhesive composition P is apply
  • the other release sheet 12b (or 12a) is laminated on the coating layer. And it hardens
  • the adhesive layer 11 replaces with forming an adhesive layer 11 by irradiating an active energy ray through a peeling sheet as mentioned above, and forms the coating-film layer of the adhesive composition P on a peeling sheet,
  • the coating-film layer With the exposed state the active energy ray may be irradiated to form the pressure-sensitive adhesive layer 11, and then a base material or a release sheet may be laminated on the pressure-sensitive adhesive layer 11.
  • the adhesive layer 11 may be formed by directly forming a coating layer of the adhesive composition P on the substrate and irradiating the coating layer with active energy rays.
  • a bar coating method for example, a bar coating method, a knife coating method, a roll coating method, a blade coating method, a die coating method, a gravure coating method, or the like can be used.
  • a polarizing plate is used as the base material 13 of the pressure-sensitive adhesive sheet 1A, and the release sheet 12 of the pressure-sensitive adhesive sheet 1A is peeled off. What is necessary is just to bond the exposed adhesive layer 11 and a liquid crystal cell.
  • a liquid crystal display device in which a retardation plate is disposed between a liquid crystal cell and a polarizing plate
  • first, one release sheet 12a (or 12b) of the adhesive sheet 1B is released.
  • the pressure-sensitive adhesive layer 11 exposed from the pressure-sensitive adhesive sheet 1B and the phase difference plate are bonded together.
  • the release sheet 12 of the pressure-sensitive adhesive sheet 1A using a polarizing plate as the base material 13 is peeled off, and the pressure-sensitive adhesive layer 11 exposed from the pressure-sensitive adhesive sheet 1A and the retardation plate are bonded.
  • the other release sheet 12b (or 12a) is peeled from the pressure-sensitive adhesive layer 11 of the pressure-sensitive adhesive sheet B, and the pressure-sensitive adhesive layer 11 exposed from the pressure-sensitive adhesive sheet B is bonded to the liquid crystal cell.
  • a high-definition optical member with reduced glare can be obtained while exhibiting light diffusibility by the pressure-sensitive adhesive layer 11.
  • the pressure-sensitive adhesive layer 11 is extremely excellent in form stability, even when applied to adhesion of a polarizing plate, for example, deformation of the polarizing plate can be suppressed by the pressure-sensitive adhesive layer 11, thereby exhibiting high durability. It is estimated to be. Thereby, high-definition property, excellent temporal stability, and light diffusibility can be imparted to the optical member even in an environment where a heat history is applied.
  • the release sheet 12 of the adhesive sheet 1A may be omitted, or one of the release sheets 12a and 12b in the adhesive sheet 1B may be omitted.
  • Example 1 Preparation of (meth) acrylic acid ester polymer 94.5 parts by mass of n-butyl acrylate, 5 parts by mass of acrylic acid and 0.5 parts by mass of 2-hydroxyethyl acrylate were copolymerized to give (meth) acrylic acid ester. A polymer (A) was prepared. When the molecular weight of this (meth) acrylic acid ester polymer (A) was measured by the method described later, the weight average molecular weight was 1.8 million.
  • Adhesive Composition 83.5 parts by mass of the (meth) acrylic acid ester polymer (A) obtained in the above step (converted to a solid content; the same applies hereinafter) and the active energy ray-curable compound (B) 15 parts by mass of tris (acryloxyethyl) isocyanurate (manufactured by Toa Gosei Co., Ltd., product name “Aronix M-315”; molecular weight 423) and trimethylolpropane-modified tolylene diisocyanate (manufactured by Nippon Polyurethane Co., Ltd.) as a crosslinking agent (C) , Product name “Coronate L”) 0.3 parts by mass and then mixed with benzophenone and 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator at a mass ratio of 1: 1 (Ciba Specialty Chemicals) Product name “Irgacure 500”) 1.5 parts by mass,
  • Table 1 shows the composition of the adhesive composition. Details of the abbreviations and the like described in Table 1 are as follows.
  • (Meth) acrylic acid ester polymer (A)] BA: n-butyl acrylate AA: acrylic acid HEA: 2-hydroxyethyl acrylate
  • Silicone fine particles (2 ⁇ m) Fine particles composed of silicon-containing compounds having an intermediate structure between inorganic and organic (Momotive Performance Materials Japan, product name “Tospearl 120”, average particle size: 2.0 ⁇ m, refraction Rate: 1.430)
  • Silicone fine particles (4.5 ⁇ m) Fine particles composed of silicon-containing compounds having an intermediate structure between inorganic and organic (Momentive Performance Materials Japan, product name “Tospearl 145”, average particle size: 4.5 ⁇ m) , Refractive index: 1.430)
  • a release sheet (SP-PET3811, manufactured by Lintec Corporation, thickness) of a coating solution of the pressure-sensitive adhesive composition obtained in the above-described process was prepared by peeling one side of a polyethylene terephthalate film with a silicone-based release agent. : 38 ⁇ m) was applied to the release-treated surface with a knife coater, followed by heat treatment at 90 ° C. for 1 minute to form a coating layer of the adhesive composition.
  • a polarizing plate made of a polarizing film with a discotic liquid crystal layer and integrated with a polarizing film and a viewing angle widening film was bonded to the exposed surface side of the coating layer.
  • the polarizing plate with an adhesive layer was obtained by irradiating an ultraviolet-ray on the following conditions through a peeling sheet, and making the said coating-film layer into an adhesive layer.
  • the thickness of the formed adhesive layer was 25 micrometers.
  • Table 1 shows the blending amount of the (meth) acrylic acid ester polymer (A), the active energy ray-curable compound (B) and the photopolymerization initiator, the kind and blending amount of the light diffusing fine particles, and the thickness of the pressure-sensitive adhesive layer.
  • a polarizing plate with a pressure-sensitive adhesive layer was produced in the same manner as in Example 1, except for changing as shown.
  • the above-mentioned weight average molecular weight (Mw) is a polystyrene-reduced weight average molecular weight measured under the following conditions (GPC measurement) using gel permeation chromatography (GPC).
  • GPC measurement device manufactured by Tosoh Corporation, HLC-8020 GPC column (passed in the following order): TSK guard column HXL-H manufactured by Tosoh Corporation TSK gel GMHXL ( ⁇ 2) TSK gel G2000HXL ⁇ Measurement solvent: Tetrahydrofuran ⁇ Measurement temperature: 40 ° C.
  • the refractive index of the adhesive component used in Examples and Comparative Examples was measured by the following method.
  • the adhesive compositions of Examples and Comparative Examples no light diffusing fine particles were added, and instead of the polarizing plate used for the preparation of the polarizing plate with the adhesive layer, one side of the polyethylene terephthalate film was replaced with a silicone-based release agent.
  • the release sheet (SP-PET3801, manufactured by Lintec, thickness: 38 ⁇ m) was used, and the pressure-sensitive adhesive layer was 25 ⁇ m in thickness. Otherwise, the release sheet (SP-PET3801) / pressure-sensitive adhesive layer A pressure-sensitive adhesive sheet having a structure of (thickness: 25 ⁇ m) / release sheet (SP-PET3811) was produced.
  • a single pressure-sensitive adhesive layer obtained by peeling two release sheets from the pressure-sensitive adhesive sheet was used as a measurement sample.
  • the refractive index was measured according to JIS K0062-1992 using an Abbe refractometer, and this was taken as the refractive index of the active energy ray-curable adhesive component.
  • haze value (%) was measured according to JIS K7105 using the haze meter (Nippon Denshoku Industries Co., Ltd. make, NDH2000). The results are shown in Table 2.
  • the release sheet of the polarizing plate with the pressure-sensitive adhesive layer obtained in Examples and Comparative Examples is peeled off, and placed on the lattice pattern so that the polarizing plate side of the polarizing plate with the pressure-sensitive adhesive layer is down, The location where glare occurred was confirmed. And when the polarizing plate with the pressure-sensitive adhesive layer is moved in a direction parallel to the glass plate on the lattice pattern, and the occurrence of glare that has been confirmed in advance has moved together with the polarizing plate with the pressure-sensitive adhesive layer, It was judged that the occurrence of the glare was due to the polarizing plate with the pressure-sensitive adhesive layer.
  • the glare caused by the polarizing plate with the pressure-sensitive adhesive layer is more likely to occur as ppi in the lattice pattern increases, in other words, as the display becomes higher definition. Therefore, it means that generation
  • the evaluation sample was put in an environment of 80 ° C. in a dry state (relative humidity of less than 35%) for 500 hours, and then the presence or absence of lifting or peeling was confirmed using a 10 ⁇ loupe. And durability was evaluated by the following evaluation criteria. The results are shown in Table 2. A: No lifting or peeling was confirmed. ⁇ : Lifting or peeling of a size of 0.5 mm or less was confirmed. X: Floating or peeling of a size exceeding 0.5 mm was confirmed.
  • the refractive index difference between the active energy ray-curable adhesive component and the light diffusing fine particles is in the range of 0.005 to 0.2, and the average particle size of the light diffusing fine particles is 0.8 to 2.
  • the polarizing plate with the pressure-sensitive adhesive layer of the example in the range of 9 ⁇ m is capable of obtaining a high-definition optical member having light diffusibility and further suppressing glare while having sufficient durability. did it.
  • the pressure-sensitive adhesive composition, pressure-sensitive adhesive and pressure-sensitive adhesive sheet according to the present invention are suitable for providing an optical member having high definition and light diffusibility.
  • Adhesive sheet 11 Adhesive layer 12, 12a, 12b ... Release sheet 13 ... Base material

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JP2019136892A (ja) * 2018-02-07 2019-08-22 スリーエム イノベイティブ プロパティズ カンパニー 光投影用熱延伸性加飾フィルム及びそれを貼り付けた物品
JP7071141B2 (ja) 2018-02-07 2022-05-18 スリーエム イノベイティブ プロパティズ カンパニー 光投影用熱延伸性加飾フィルム及びそれを貼り付けた物品
JP2020002239A (ja) * 2018-06-27 2020-01-09 リンテック株式会社 粘着シートおよび光学積層体
KR102670338B1 (ko) * 2018-06-27 2024-05-30 린텍 가부시키가이샤 점착 시트 및 광학 적층체
JP2020007511A (ja) * 2018-07-12 2020-01-16 リンテック株式会社 粘着シートおよび防眩性シート
JP7164980B2 (ja) 2018-07-12 2022-11-02 リンテック株式会社 粘着シートおよび防眩性シート
CN112442325A (zh) * 2019-09-05 2021-03-05 琳得科株式会社 粘着片及光学层叠体

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