WO2014162985A1 - 光学フィルム用粘着剤組成物および粘着型光学フィルム - Google Patents

光学フィルム用粘着剤組成物および粘着型光学フィルム Download PDF

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WO2014162985A1
WO2014162985A1 PCT/JP2014/058956 JP2014058956W WO2014162985A1 WO 2014162985 A1 WO2014162985 A1 WO 2014162985A1 JP 2014058956 W JP2014058956 W JP 2014058956W WO 2014162985 A1 WO2014162985 A1 WO 2014162985A1
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mass
group
sensitive adhesive
pressure
general formula
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PCT/JP2014/058956
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English (en)
French (fr)
Japanese (ja)
Inventor
佐知 室井
竜太 大岡
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綜研化学株式会社
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Priority to CN201480019240.4A priority Critical patent/CN105073937B/zh
Priority to JP2015510048A priority patent/JP6321629B2/ja
Priority to KR1020157031124A priority patent/KR102156462B1/ko
Publication of WO2014162985A1 publication Critical patent/WO2014162985A1/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
    • 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
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • 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
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • 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]
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025—Crosslinking or vulcanising agents; including accelerators
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34924—Triazines containing cyanurate groups; Tautomers thereof
    • 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
    • C09J2301/40—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
    • 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
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/11—Anti-reflection coatings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/02—Diffusing elements; Afocal elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to an adhesive composition for optical films and an adhesive optical film.
  • image display devices have been used under various applications and conditions. For example, they are often used not only under room temperature conditions but also under severe conditions such as high temperature and high temperature and humidity. .
  • high temperature or high temperature and humidity condition examples include use in a tropical region, use inside a vehicle, and inside an outdoor measuring instrument.
  • an optical film such as a polarizing film constituting the image display device is produced by adsorbing a dichroic dye to a polymer film such as polyvinyl alcohol, and stretching and orienting the film. For this reason, the optical film is easily shrunk under a high temperature or high humidity environment, and dimensional deformation is likely to occur. Moreover, once dimensional deformation occurs in the optical film, it is difficult to completely return to the original dimensions even if the temperature and humidity conditions are changed. As a result, the pressure-sensitive adhesive layer is cracked, peeled off or floated due to the influence of the stress caused by the dimensional change of the optical film, or light leakage due to the polarization axis distortion occurs in the image display device.
  • the present invention exhibits excellent durability under high temperature and high humidity conditions, and can reduce light leakage when used for adhesion between an adherend such as a liquid crystal cell and an optical film such as a polarizing film.
  • An object of the present invention is to provide a pressure-sensitive adhesive composition for an optical film, and a pressure-sensitive adhesive optical film using the same.
  • the present inventors formed a pressure-sensitive adhesive layer using a pressure-sensitive adhesive composition containing a cross-linking agent having a predetermined structure, such as an adherend such as a liquid crystal cell and a polarizing film. It has been found that light leakage can be reduced when used for adhesion to an optical film.
  • the pressure-sensitive adhesive composition for an optical film according to one aspect of the present invention, (A) (a1) a (meth) acrylate monomer represented by the following general formula (1) and (a2) a monomer having one olefinic double bond and at least one hydroxyl group in the molecule An acrylic polymer that is a polymer of a monomer mixture containing a monomer; (B) a crosslinking agent represented by the following general formula (2) or the following general formula (3).
  • R 1 represents a hydrogen atom or a methyl group
  • R 2 represents an alkyl group or an aralkyl group having 1 to 14 carbon atoms.
  • R 1A, R 1B, R 1C is independently a group containing a group represented by the group and / or the following general formula represented by the following general formula (4) (5), R 2A , R 2B and R 2C are independently a group containing an alkylene group having 2 to 10 carbon atoms.
  • R 1A, R 1B, R 1C is independently a group containing a group represented by the group and / or the following general formula represented by the following general formula (4) (5), R 2A , R 2B and R 2C are each independently a group containing an alkylene group having 2 to 10 carbon atoms, and R 3A , R 3B , R 3C , R 3D , R 3E and R 3F are independently carbon It is a group containing an alkylene group having 2 to 10 atoms.
  • Said 1 adhesive composition for optical films WHEREIN 0.05 mass part or more and 5 mass parts or less of said (B) crosslinking agent can be included with respect to 100 mass parts of said (A) acrylic polymers.
  • the monomer mixture is 90% by mass or more and (99) 99% by mass or more of the (meth) acrylate monomer represented by the general formula (1). 9% by mass or less and (a2) 0.1% by mass or more and 10% by mass or less of a monomer having one olefinic double bond and at least one hydroxyl group in the molecule can be contained.
  • the optical film pressure-sensitive adhesive composition according to any one of 1 to 3, wherein the monomer mixture is (a1) a (meth) acrylic acid ester monomer represented by the general formula (1).
  • a micro creep value at 60 ° C. may be 0.50 mm or less.
  • a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive composition for optical films according to any one of 1 to 7 above is provided on one side or both sides of the optical film.
  • the adhesive optical film described in 8 above can be an optical film selected from the group consisting of a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a brightness enhancement film, and a light diffusion film.
  • the optical film pressure-sensitive adhesive composition contains the component (B), the group represented by the general formula (4) and / or the group represented by the general formula (5) contained in the component (B). Due to the group containing, suitable cohesive force and elasticity are imparted to the pressure-sensitive adhesive composition while the pressure-sensitive adhesive composition has a certain degree of hardness. Accordingly, the pressure-sensitive adhesive composition can have both cohesive force and elasticity, which are often often in a trade-off relationship.
  • the pressure-sensitive adhesive composition has an appropriate pressure-sensitive adhesive force, exhibits excellent durability under high-temperature conditions or high-temperature and high-humidity conditions (wet heat durability), and adherends such as liquid crystal cells and polarizing films When used for adhesion to an optical film such as the above, light leakage can be reduced.
  • the pressure-sensitive adhesive optical film using the pressure-sensitive adhesive composition for an optical film is adhered to an adherend such as a liquid crystal cell with an appropriate adhesive force, and has excellent durability under high temperature conditions or high temperature and high humidity conditions. When it is used for adhesion to an adherend such as a liquid crystal cell, light leakage can be reduced.
  • FIG. 1 is a diagram schematically illustrating a method for measuring the luminance of an image display device (liquid crystal display panel, VA method) in an embodiment of the present invention.
  • FIG. 2 is a diagram schematically illustrating a method for measuring the luminance of the image display device (liquid crystal display panel, TN method) in the embodiment of the present invention.
  • parts means “parts by mass” and “%” means “mass%” unless otherwise specified.
  • optical film pressure-sensitive adhesive composition is an acrylic polymer (A) (hereinafter referred to as “pressure-sensitive adhesive composition”). May be simply referred to as “component (A)”) and a crosslinking agent (B) represented by the following general formula (2) or the following general formula (3) (hereinafter simply referred to as “component (B)”). In some cases).
  • R 1A, R 1B, R 1C is independently a group containing a group represented by the group and / or the following general formula represented by the following general formula (4) (5), R 2A , R 2B and R 2C are independently a group containing an alkylene group having 2 to 10 carbon atoms.
  • R 1A, R 1B, R 1C is independently a group containing a group represented by the group and / or the following general formula represented by the following general formula (4) (5), R 2A , R 2B and R 2C are each independently a group containing an alkylene group having 2 to 10 carbon atoms, and R 3A , R 3B , R 3C , R 3D , R 3E and R 3F are independently carbon It is a group containing an alkylene group having 2 to 10 atoms.
  • Component (A) is composed of (a1) a (meth) acrylic acid ester monomer represented by the following general formula (1) and (a2) one olefinic double bond in the molecule and at least 1 It is an acrylic polymer obtained from a monomer mixture containing a monomer having a number of hydroxyl groups.
  • R 1 represents a hydrogen atom or a methyl group
  • R 2 represents an alkyl group or an aralkyl group having 1 to 14 carbon atoms.
  • the “acrylic polymer” means at least one selected from acrylic acid, acrylic acid salt, acrylic acid ester, methacrylic acid, methacrylic acid salt, and methacrylic acid ester in a structural unit of 50% by mass or more. Refers to the polymer containing.
  • olefinic double bond refers to a carbon-carbon double bond (C ⁇ C). Therefore, “a monomer having one olefinic double bond in the molecule” means a monomer having a carbon-carbon double bond site.
  • the alkyl group having 1 to 14 carbon atoms represented by R 2 is a linear or branched alkyl group having 1 to 14 carbon atoms, such as a methyl group, an ethyl group, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 2-methylbutyl, 1-methylbutyl, n-hexyl Group, isohexyl group, 3-methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, n-heptyl group, n-octyl group, isooctyl group, 2-ethylhexyl group, n-nonyl group, n-decyl group N-undecyl group, n-dodecyl group,
  • the “aralkyl group” refers to an alkyl group in which one of the hydrogen atoms of the alkyl group is substituted with an aryl group.
  • Examples of the aralkyl group having 1 to 14 carbon atoms represented by R 2 in the general formula (1) include a benzyl group (phenylmethyl group) and a phenethyl group (phenylethyl group).
  • the content of the component (A) in the pressure-sensitive adhesive composition according to this embodiment can be 90 parts by mass or more and 99.4 parts by mass or less with respect to 100 parts by mass of the pressure-sensitive adhesive composition according to this embodiment. It is preferably 95 parts by mass or more and 99.4 parts by mass or less.
  • the component (A) when exhibiting better adhesive strength and superior durability, and used for bonding an adherend such as a liquid crystal cell and an optical film such as a polarizing film
  • the component (A) is (a1) a (meth) acrylate monomer represented by the general formula (1) (hereinafter simply referred to as “(a1) component”).
  • component (a2) 90 mass% or more and 99.9 mass% or less (preferably 92 mass% or more and 98.9 mass% or less) and (a2) at least one olefinic double bond in the molecule and at least Monomer having one hydroxyl group (hereinafter sometimes simply referred to as “component (a2)”) 0.1% by mass to 10% by mass (preferably 0.6% by mass to 7% by mass) Or less, more preferably 0.6 mass% or more and 6 mass% It is preferably a polymer of a monomer mixture containing the following). In this case, the total amount of the component (a1) and the component (a2) is preferably 90.1% by mass or more and 100% by mass or less.
  • a component can contribute to the adhesive force and durability of the adhesive composition which concerns on this embodiment.
  • (A1) As the (meth) acrylic acid ester monomer represented by the general formula (1), for example, (a1-1) the glass transition temperature (Tg) when assuming that a homopolymer is formed is 0 ° C.
  • the (meth) acrylic acid ester monomer represented by the above general formula (1) (hereinafter sometimes simply referred to as “component (a1-1)”) can be used.
  • Examples of the (meth) acrylic acid ester monomer represented by the above general formula (1) having a Tg of 0 ° C. or more assuming that a homopolymer is formed as the component (a1-1) include: Linear alkyl groups such as methyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, n-butyl methacrylate, n-hexadecyl acrylate, n-hexadecyl methacrylate, stearyl acrylate, stearyl methacrylate, etc.
  • the component (a1-1) is represented by the general formula (1) in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to the present embodiment can further reduce light leakage of the image display device.
  • the chain is preferably a linear or branched alkyl chain, and more preferably has a branched alkyl chain.
  • the number of carbon atoms of the alkyl chain is 1 or more and 10 or less in that the adhesive layer formed using the adhesive composition according to this embodiment can further reduce the light leakage of the image display device. Is more preferable, and it is particularly preferably 1 or more and 6 or less.
  • the content of the component (a1-1) in the monomer mixture for obtaining the polymer as the component (A) is less than 5% by mass, light leakage may not be sufficiently suppressed, On the other hand, when it exceeds 55% by mass, the pressure-sensitive adhesive layer becomes too hard, and the workability of sticking may be deteriorated or the durability may be adversely affected.
  • the content of the component (a1-1) in the monomer mixture for obtaining the polymer as the component (A) The amount is preferably 5% by mass or more and 55% by mass or less, and more preferably 5% by mass or more and 40% by mass or less.
  • (A1) As the (meth) acrylic acid ester monomer represented by the general formula (1), for example, (a1-2) the glass transition temperature (Tg) when a homopolymer is assumed to be formed It is possible to use a (meth) acrylic acid ester monomer represented by the above general formula (1) (hereinafter sometimes simply referred to as “component (a1-2)”) having a temperature of less than 0 ° C. it can.
  • the (meth) acrylic acid ester represented by the above general formula (1) having a Tg of less than 0 ° C. assuming that a homopolymer is formed as the component (a1-2) is, for example, ethyl acrylate , N-propyl acrylate, n-butyl acrylate, n-pentyl acrylate, n-hexyl acrylate, n-hexyl methacrylate, n-pentyl acrylate, n-octyl acrylate, n-octyl methacrylate, n-nonyl acrylate, lauryl methacrylate, lauryl (Meth) acrylic acid alkyl ester monomers having a linear alkyl group such as acrylate and n-tetradecyl methacrylate; isopropyl acrylate, isobutyl acrylate, isooctyl acrylate, isooctyl methacryl
  • the component (a1-2) is Tg when it is assumed that a homopolymer is formed in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to the present embodiment can further reduce light leakage.
  • the number of carbon atoms of the alkyl chain is 1 or more and 10 or less in that the adhesive layer formed using the adhesive composition according to this embodiment can further reduce the light leakage of the image display device. Is more preferable.
  • the content of the component (a1-2) in the monomer mixture for obtaining the polymer as the component (A) is less than 44.5% by mass, the balance of the adhesive physical properties is lost and the adherend is adhered to. On the other hand, if it exceeds 94.5% by mass, light leakage may not be sufficiently suppressed.
  • the content of the component (a1-2) in the monomer mixture for obtaining the polymer as the component (A) The amount is preferably 44.5 mass% or more and 94.5 mass% or less, more preferably 59.5 mass% or more and 90 mass% or less, and 69.5 mass% or more and 90 mass% or less. More preferably.
  • the total amount of the component (a1-1) and the component (a1-2) in the component (a1) is preferably 49.5% by mass or more and 100% by mass or less, and 64.5% by mass or more and 100% by mass or less. It is more preferable that
  • Component (a2) A hydroxyl group contained in component (a2) reacts with an isocyanate group in component (B) to form a crosslinked structure.
  • the component (a2) include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, 2-hydroxy-3 -Hydroxyl group-containing (meth) acrylate monomers such as chloropropyl acrylate, 2-hydroxy-3-chloropropyl methacrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxypropyl methacrylate Of these, one or a combination of two or more can be used. Especially, it is preferable that it is a C1-C6 hydroxyl-containing (meth) acrylic acid ester monomer.
  • the monomer mixture for obtaining the polymer as the component (A) is (a3) a reactive functional group other than one olefinic double bond and at least one hydroxyl group in the molecule.
  • component (a3) a reactive functional group other than one olefinic double bond and at least one hydroxyl group in the molecule.
  • the “reactive functional group” means a functional group capable of reacting with the component (B), and examples of the reactive functional group contained in the component (a3) include a carboxyl group, an amino group, and an amide group. And at least one group selected from acid anhydride groups.
  • the reactive functional group contained in the component (a3) acts on the isocyanate group in the component (B) and the hydroxyl group in the component (a2), so that a crosslinked structure can be efficiently formed.
  • the component (a3) include carboxyethyl acrylate, N, N-dimethylaminoethyl acrylate, N, N-dimethylaminoethyl methacrylate, N, N-diethylaminoethyl methacrylate, acrylamide, N, N-dimethylaminopropyl acrylamide, Examples include diacetone acrylamide, acryloylmorpholine, acrylic acid, methacrylic acid, maleic acid, and itaconic acid.
  • the component (a3) is more preferably at least one selected from acrylic acid and alkylamide, and more preferably acrylic acid, from the viewpoint of excellent efficiency for forming a crosslinked structure.
  • the content of the component (a3) in the monomer mixture for obtaining the polymer as the component (A) is The content is preferably 0% by mass or more and 5% by mass or less, and more preferably 0.1% by mass or more and 2% by mass or less.
  • the total amount of the component (a1), component (a2) and (a3) can be 90.1% by mass or more and 100% by mass or less, and more preferably 95% by mass or more and 100% by mass or less.
  • Component (a4) The monomer mixture for obtaining the polymer as the component (A) is a monomer other than the components (a4), (a1) to (a3), and one monomer in the molecule. And a monomer having an olefinic double bond (hereinafter sometimes simply referred to as “component (a4)”).
  • component (a4) examples include vinyl monomers, styrene, acrylonitrile, macromonomers having a radical polymerizable vinyl group at the monomer terminal obtained by polymerizing a vinyl group.
  • the content of the component (a4) in the monomer mixture for obtaining the polymer as the component (A) is preferably 0% by mass or more and 2% by mass or less.
  • Total amount of component (a1), (a2) and (a3) and (a4) in the pressure-sensitive adhesive composition according to this embodiment good adhesiveness and durability, and reduction of light leakage can be achieved more reliably.
  • the total amount of the components (a1), (a2), (a3) and (a4) in the monomer mixture for obtaining the polymer as the component (A) is 90.1% by mass or more and 100% by mass. More preferably, it is 95 mass% or more and 100 mass% or less, More preferably, it is 100 mass% or less.
  • the pressure-sensitive adhesive composition according to this embodiment is a content of a monomer having an alkylene oxide group in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to this embodiment can further reduce light leakage. Is preferably 5% by mass or less, and more preferably not containing a monomer having an alkylene oxide group.
  • the reactive emulsifier which has the (meth) acryl monomer which has an alkylene oxide group in a side chain, and an alkylene oxide group is mentioned, for example.
  • the pressure-sensitive adhesive composition does not contain a monomer having an alkylene oxide group
  • the content of the monomer having an alkylene oxide group in the pressure-sensitive adhesive composition is 2% by mass or less.
  • the content of the monomer having an alkylene oxide group in the pressure-sensitive adhesive composition is preferably 0% by mass or more and 2% by mass or less.
  • the Tg of the component (A) is ⁇ 70 ° C. or higher and 0 ° C. or lower from the viewpoint of more reliably achieving good adhesiveness and durability and light leakage reduction.
  • the temperature is preferably ⁇ 60 ° C. or higher and ⁇ 10 ° C. or lower.
  • the Tg of the component (A) is a value calculated by the following formula (6) (FOX formula).
  • Tg A represents the glass transition temperature (K) of the component (A)
  • Tg a1 , Tg a2 , Tg a3 , and Tg a4 are the constituent monomers (a1), (a2), (a3)
  • Tg (K)) of the homopolymer prepared from (a4) is shown, and W a1 , W a2 , W a3 and W a4 are each contained in the component (A), the constituent monomer (a1) , (A2), (a3), (a4) indicates the weight fraction.
  • Tg A is calculated as an absolute temperature (K) by the above equation (6), it is converted to a Celsius temperature (° C.) as necessary.
  • the glass transition temperatures of homopolymers prepared from typical monomers are shown in Table 1 below. More specifically, for example, Polymer Handbook 4th Edition (Polymer Handbook Third Edition, Wiley-Interscience, 1999) It is described in.
  • the component (A) has a weight average molecular weight (Mw) of 500,000 or more. It is preferably 2 million or less, and more preferably 800,000 to 1.8 million.
  • the weight average molecular weight of the component (A) is obtained by using GPC (gel permeation chromatography) and calculating the weight average molecular weight (Mw) in terms of standard polystyrene under the following conditions.
  • ⁇ GPC measurement conditions Measuring device: HLC-8120GPC (manufactured by Tosoh Corporation) GPC column configuration: The following five columns (all manufactured by Tosoh Corporation) (1) TSK-GEL HXL-H (guard column) (2) TSK-GEL G7000HXL (3) TSK-GEL GMHXL (4) TSK-GEL GMHXL (5) TSK-GEL G2500HXL Diluted with tetrahydrofuran so that the sample concentration is 1.0 mg / cm 3 Mobile phase solvent: Tetrahydrofuran Flow rate: 1.0 cm 3 / min Column temperature: 40 ° C.
  • the component (A) according to this embodiment preferably has a molecular weight distribution (weight average molecular weight / number average molecular weight) determined by the GPC in the range of 4 to 7.
  • the molecular weight distribution of 7 or less means that the proportion of the high molecular weight component is high and the proportion of the low molecular weight component is smaller. Therefore, under the durability test conditions, the component (A) Since the cohesive force of the pressure-sensitive adhesive layer obtained by use can be maintained, it is preferable in that the durability of the pressure-sensitive adhesive layer can be further increased.
  • the component (A) since the molecular weight distribution is 4 or more, the component (A) becomes a polymer having a distribution with a certain degree of molecular weight, so that it is suitable for the pressure-sensitive adhesive composition containing the component (A). Stress relaxation can be provided.
  • the crosslinking agent as component (B) is a crosslinking agent represented by the general formula (2) or the general formula (3). ,including.
  • the above general formula (2) or general formula (3) is used.
  • x is more preferably an integer of 2 or more and 10 or less (more preferably an integer of 4 or more and 8 or less).
  • M is more preferably an integer of 1 to 10, more preferably an integer of 1 to 6.
  • y is an integer of 2 or more and 10 or less.
  • R 1A , R 1B , and R 1C may be the same, different, or a plurality of combinations.
  • Examples of the alkylene group contained in R 2A , R 2B , R 2C , R 3A , R 3B , R 3C , R 3D , R 3E , and R 3F in the general formula (2) or the general formula (3) include It may be linear, branched, or cyclic, and is preferably linear.
  • Examples of the alkylene group include a methylene group, an ethylene group, a propylene group, a butylene group, a hexylene group, an octylene group, a dodecylene group, a cyclohexylene group, and a cyclohexanedimethylene group.
  • the alkylene group preferably has 2 or more and 10 or less carbon atoms, more preferably 4 or less and 8 or less.
  • R 2A , R 2B , R 2C , R 3A , R 3B , R 3C , R 3D , R 3E , and R 3F themselves may each be an alkylene group.
  • R 2A , R 2B and R 2C may be the same or different.
  • R 3A , R 3B , R 3C , R 3D , R 3E , and R 3F may be the same or different.
  • the component (B) is an isocyanate-based crosslinking agent. More specifically, the component (B) is a skeleton derived from trimethylolpropane as represented by the general formula (2) or the general formula (3) ( — (O—CH 2 —) 3 —C—CH 2 CH 3 ) and an isocyanate (—N ⁇ C ⁇ O) group.
  • the component (B) has, for example, a crosslinking degree (the number of isocyanate groups contained in one molecule of the component (B)) of 1 or more and 9 or less. It is preferable that the degree of crosslinking is 3 or more and 6 or less.
  • the component (B) can be obtained, for example, by condensing trimethylolpropane and an acid halide (or ester or carboxylic acid) having an isocyanate group.
  • the molecular weight of the component (B) is preferably 500 or more and 10,000 or less, more preferably 2,000 or more, from the viewpoint of more reliably achieving cohesion and elasticity. More preferably, it is 7,000 or less.
  • the pressure-sensitive adhesive composition according to this embodiment contains the component (B), the group represented by the general formula (4) and / or the general formula (5) contained in the component (B) is represented. Due to the group containing the group, an appropriate cohesive force and elasticity are imparted to the pressure-sensitive adhesive composition. Accordingly, the pressure-sensitive adhesive composition can have both cohesive force and elasticity, which are often often in a trade-off relationship. Therefore, when the pressure-sensitive adhesive composition is used to form a pressure-sensitive adhesive layer of an image display device, light leakage can be prevented and adhesion and durability (wet heat durability) can be improved. .
  • the pressure-sensitive adhesive composition when the pressure-sensitive adhesive composition is too hard (when the cohesive force of the pressure-sensitive adhesive composition is high and the elasticity is low), the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition may crack, On the other hand, when the pressure-sensitive adhesive composition is too soft (when the cohesive force of the pressure-sensitive adhesive composition is low and the elasticity is high), air bubbles enter the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition, which is preferable in terms of appearance. There may not be. On the other hand, since the pressure-sensitive adhesive composition according to the present embodiment contains the component (B), the pressure-sensitive adhesive composition has an appropriate cohesive force and elasticity, thereby preventing the pressure-sensitive adhesive layer from cracking, and Air bubbles can be prevented from entering the pressure-sensitive adhesive layer.
  • the content of the component (B) in the pressure-sensitive adhesive composition according to the present embodiment is 100 masses of the component (A) according to the present embodiment from the viewpoint of preventing light leakage and enhancing the adhesive strength and durability. 0.05 parts by mass or more and 5 parts by mass or less, and preferably 0.1 parts by mass or more and 4 parts by mass or less with respect to parts.
  • a commercially available crosslinking agent can be used as the component (B).
  • component (B) A commercially available crosslinking agent can be used as component (B).
  • D-94 distributed component: Soken Chemical Co., Ltd.
  • E405-70B distributed component: Asahi Kasei Co., Ltd.
  • MFA-75B distributed component: Asahi Kasei Co., Ltd.
  • the pressure-sensitive adhesive composition for an optical film by including the (B) crosslinking agent represented by the general formula (2) or the general formula (3), the general formula (2) or A crosslinking agent having no structure represented by the general formula (3) (for example, NY730A (distributor: Mitsubishi Chemical Corporation) which is a commercially available isocyanate crosslinking agent, L-45 (distributor: Soken Chemical Co., Ltd.) ), Coronate HL (Distributor: Nippon Polyurethane Co., Ltd.), etc.), light leakage can be reduced more reliably and durability (wet heat durability) is excellent.
  • the (B) crosslinking agent represented by the general formula (2) or the general formula (3) the general formula (2) or A crosslinking agent having no structure represented by the general formula (3)
  • NY730A distributedtor: Mitsubishi Chemical Corporation
  • L-45 distributedtor: Soken Chemical Co., Ltd.
  • Coronate HL distributedtor: Nippon Polyurethane Co., Ltd.
  • the adhesive composition for optical films which concerns on this embodiment can further contain components other than (A) component and (B) component as needed.
  • the pressure-sensitive adhesive composition according to the present embodiment includes (C) a silane coupling agent (hereinafter sometimes simply referred to as “component (C)”), as long as the effects of the present invention are not impaired.
  • component (D) An ionic compound (hereinafter sometimes simply referred to as “component (D)”), an antioxidant, an ultraviolet absorber, a tackifier, a plasticizer, and the like may be blended.
  • Component (C) is, for example, a polymerizable unsaturated group-containing silicon compound such as vinyltrimethoxysilane, vinyltriethoxysilane, or methacryloxypropyltrimethoxysilane; 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl Silicon compounds having an epoxy structure such as methyldimethoxysilane and 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane; 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropyltrimethoxysilane And amino group-containing silicon compounds such as N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane; and 3-chloropropyltrimethoxysilane; oligomer-type silane coupling agents, etc. Meta) Acrylic Copo Silane coupling agents having a functional
  • the content of the component (C) in the optical film pressure-sensitive adhesive composition according to the present embodiment is 0. 0 parts by mass with respect to 100 parts by mass of the component (A) from the viewpoint of maintaining good adhesion to the adherend. It can be 01 parts by mass or more and 0.5 parts by mass or less, and preferably 0.05 parts by mass or more and 0.3 parts by mass or less.
  • the adhesive composition which concerns on this embodiment may contain the ionic compound (D).
  • the component (D) when the pressure-sensitive adhesive composition according to the present embodiment contains the component (D), when the pressure-sensitive adhesive layer is formed on the surface of the adherend using the pressure-sensitive adhesive composition according to the present embodiment, charging of the adherend is performed. Can be effectively prevented.
  • the component (D) include an ionic compound that is composed of an anion and a cation and is liquid or solid at 25 ° C., specifically, an alkali metal salt, an ionic liquid (liquid at 25 ° C. Shape), surfactants and the like.
  • alkali metal salt examples include compounds comprising an alkali metal cation such as lithium, sodium and potassium and an anion.
  • cation constituting the ionic liquid piperidinium cation, pyrrolidinium cation, cation having pyrroline skeleton, cation having pyrrole skeleton, imidazolium cation, tetrahydropyrimidinium cation, dihydropyrimidinium cation, pyra Zolium cation, pyrazolinium cation, tetraalkylammonium cation, trialkylsulfonium cation, tetraalkylphosphonium cation and the like.
  • anions constituting the ionic liquid include Cl ⁇ , Br ⁇ , I ⁇ , AlCl 4.
  • ionic compound it is comprised from these cations and anions, and a liquid ionic compound is mentioned at 25 degreeC.
  • ionic compounds include 2-methyl-1-pyrroline tetrafluoroborate, 1-ethyl-2-phenylindole tetrafluoroborate, 1,2-dimethylindole tetrafluoroborate, and 1-ethyl.
  • Carbazole tetrafluoroborate 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium acetate, 1-ethyl-3-methylimidazolium trifluoroacetate, 1-ethyl-3-methylimidazole Lithium heptafluorobutyrate, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, 1-ethyl-3-methylimidazolium perfluorobutanesulfonate, 1-ethyl-3-methylimidazolium dicyanamide, 1 Ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide, 1-ethyl-3-methylimidazolium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-3-methylimidazolium tris (trifluoromethanesulf
  • any of nonionic surfactants, cationic surfactants, anionic surfactants and amphoteric surfactants can be used.
  • nonionic surfactant examples include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether and polyoxyethylene stearyl ether, polyoxyethylene alkylphenyls such as polyoxyethylene octylphenyl ether and polyoxyethylene nonielphenyl ether.
  • Sorbitan higher fatty acid esters such as ethers, sorbitan monolaurate, sorbitan monostearate, sorbitan trioleate, polyoxyethylene sorbitan higher fatty acid esters such as polyoxyethylene sorbitan monolaurate, polyoxyethylene monolaurate, poly Polyoxyethylene higher fatty acid esters such as oxyethylene monostearate; for example, oleic acid monoglyceride, stearic acid monoglyceride Glycerine higher fatty acid esters such as id, polyoxyethylene, polyoxypropylene, polyoxyalkylenes and their block copolymers such as polyoxyethylene butylene.
  • cationic surfactant examples include alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, benzalkonium chloride, alkyldimethylammonium ethosulphate and the like.
  • anionic surfactant examples include sodium laurate, sodium oleate, N-acyl-N-methylglycine sodium salt, sodium carboxylate such as sodium polyoxyethylene lauryl ether carboxylate, sodium dodecylbenzenesulfonate, dialkylsulfosuccinate.
  • amphoteric surfactant examples include carboxybetaine surfactants, aminocarboxylates, imidazolinium petines, lecithins, and alkylamine oxides.
  • conductive polymers, conductive carbon, ammonium chloride, aluminum chloride, copper chloride, iron chloride, ammonium sulfate, and the like can be used.
  • organic salts that are liquid at 25 ° C. are preferably used.
  • Content of (D) component in the adhesive composition for optical films which concerns on this embodiment is 0.01 mass part or more and 3 mass parts or less with respect to 100 mass parts of (A) component which concerns on this embodiment. It is preferably 0.05 parts by mass or more and 2.5 parts by mass or less.
  • the polymerization method of component (A) is not particularly limited and can be polymerized by known methods such as solution polymerization, emulsion polymerization, suspension polymerization, etc. In producing the pressure-sensitive adhesive composition of the present invention using a mixture of coalesces, it is preferable to perform polymerization by solution polymerization from the viewpoint that the treatment process is relatively simple and can be performed in a short time.
  • solution polymerization generally, a predetermined organic solvent, each monomer, a polymerization initiator, a chain transfer agent used as necessary, and the like are charged in a polymerization tank, under a nitrogen stream or a reflux temperature of the organic solvent, The reaction is carried out by heating for several hours with stirring.
  • the organic solvent include aromatic hydrocarbons such as benzene, toluene, ethylbenzene, n-propylbenzene, tert-butylbenzene, o-xylene, m-xylene, p-xylene, tetralin, decalin, aromatic naphtha;
  • aromatic hydrocarbons such as benzene, toluene, ethylbenzene, n-propylbenzene, tert-butylbenzene, o-xylene, m-xylene, p-xylene, tetralin, decalin, aromatic naphtha
  • aliphatic or alicyclic hydrocarbons such as n-hexane, n-heptane, n-octane, isooctane, n-decane, dipentene, petroleum spirit, petroleum naphtha, turpentine oil;
  • Esters such
  • organic solvents for polymerization in the polymerization of the component (A), it is preferable to use an organic solvent that hardly causes chain transfer during the polymerization reaction, for example, esters and ketones.
  • an organic solvent that hardly causes chain transfer during the polymerization reaction for example, esters and ketones.
  • use of ethyl acetate, methyl ethyl ketone, acetone or the like is preferable.
  • organic peroxides and azo compounds that can be used in ordinary solution polymerization.
  • organic peroxides include tert-butyl hydroperoxide, cumene hydroxide, dicumyl peroxide, benzoyl peroxide, lauroyl peroxide, caproyl peroxide, diisopropyl peroxydicarbonate, and di-2.
  • Examples of the azo compound include 2,2′-azobis-isobuty Examples include rhonitrile, 2,2′-azobis-2,4-dimethylvaleronitrile, 2,2′-azobis-4-methoxy-2,4-dimethylvaleronitrile, and the like.
  • polymerization initiators that do not cause a graft reaction during the polymerization reaction of component (A) are preferable, and azo polymerization initiators are particularly preferable.
  • the amount used is usually 0.01 parts by weight or more and 2 parts by weight or less, preferably 0.1 parts by weight or more and 1.0 parts by weight or less, with respect to 100 parts by weight of the total amount of monomers.
  • the component (A) contained in the pressure-sensitive adhesive composition of the present invention it is normal not to use a chain transfer agent, but as long as it does not impair the object and effect of the present invention. It is possible to use.
  • chain transfer agents examples include cyanoacetic acid; alkyl esters having 1 to 8 carbon atoms of cyanoacetic acid; bromoacetic acid; alkyl esters having 1 to 8 carbon atoms of bromoacetic acid; anthracene, phenanthrene, and fluorene.
  • Aromatic compounds such as 9-phenylfluorene; aromatic nitro compounds such as p-nitroaniline, nitrobenzene, dinitrobenzene, p-nitrobenzoic acid, p-nitrophenol and p-nitrotoluene; benzoquinone, 2,3, Benzoquinone derivatives such as 5,6-tetramethyl-p-benzoquinone; borane derivatives such as tributylborane; carbon tetrabromide, carbon tetrachloride, 1,1,2,2-tetrabromoethane, tribromoethylene, trichloroethylene, Bromotrichloromethane, tribromomethane, 3- Halogenated hydrocarbons such as lolo-1-propene; Aldehydes such as chloral and furaldehyde: Alkyl mercaptans having 1 to 18 carbon atoms; Aromatic mercaptans such as thiophenol and toluene mercaptan; Mercapto
  • the polymerization temperature of the component (A) is generally about 30 ° C. or higher and 180 ° C. or lower, preferably 40 ° C. or higher and 150 ° C. or lower, more preferably 50 ° C. or higher and 90 ° C. or lower.
  • an unreacted monomer is contained in a polymer obtained by a solution polymerization method or the like, it can be purified by a reprecipitation method using methanol or the like in order to remove the monomer.
  • micro creep value Furthermore, in the pressure-sensitive adhesive composition according to this embodiment, from the viewpoint of more reliably preventing light leakage and further enhancing the adhesive force and durability, the pressure-sensitive adhesive composition according to this embodiment
  • the micro creep value at 60 ° C. is preferably 0.50 mm or less, more preferably 0.35 mm or less when an 800 g load is applied for 1000 seconds.
  • the minute creep value can be measured using the method described in Examples.
  • the pressure-sensitive adhesive composition according to the present embodiment suppresses the shrinkage of the optical film provided with the pressure-sensitive adhesive layer.
  • the difference between the micro creep value at 60 ° C. and the micro creep value at 23 ° C. is small.
  • the difference between the micro creep value at 60 ° C. and the micro creep value at 23 ° C. Is preferably within 0.30 mm.
  • the adhesive composition which concerns on this embodiment is normally prepared by mixing the said (A) and (B) component and arbitrary components as needed simultaneously or in arbitrary orders. Moreover, when mixing (A) component and (B) component, when preparing (A) component by solution polymerization, (B) component is added to the solution containing (A) component after the completion of polymerization. In addition, when the component (A) is prepared by bulk polymerization, uniform mixing becomes difficult after the completion of the polymerization. Therefore, it is preferable to add and mix the component (B) during the polymerization.
  • the pressure-sensitive adhesive composition according to this embodiment can be suitably used as an adhesive for optical films (described in detail later). According to the pressure-sensitive adhesive composition according to the present embodiment, it exhibited excellent durability under high temperature and high humidity conditions, and was used for adhesion between an adherend such as a liquid crystal cell and an optical film such as a polarizing film. In this case, light leakage can be reduced.
  • the image display device includes a retardation film, since the retardation film is provided between the liquid crystal cell and the polarizing film, the pressure-sensitive adhesive composition according to this embodiment is provided between the retardation film and the polarizing film. An adhesive layer using can be provided.
  • the pressure-sensitive adhesive composition according to this embodiment when used for adhesion between an adherend such as a liquid crystal cell and an optical film such as a polarizing film, it achieves good light leakage prevention characteristics and high durability. Therefore, high image quality of the image display device can be achieved.
  • the pressure-sensitive adhesive composition according to the present embodiment can be used as an adhesive having a VA mode polarizing film, a TN mode polarizing film, or an IPS mode polarizing film as an adherend.
  • the pressure-sensitive adhesive composition when a pressure-sensitive adhesive composition is provided on the surface of an optical film (polarizing film) using the pressure-sensitive adhesive composition according to this embodiment, the pressure-sensitive adhesive composition has the component (B), so that the component (B)
  • the pressure-sensitive adhesive composition has a certain degree of hardness due to the group represented by the general formula (4) and / or the group containing the group represented by the general formula (5).
  • Moderate cohesive force and elasticity are imparted to the pressure-sensitive adhesive composition.
  • the pressure-sensitive adhesive composition can have both cohesive force and elasticity, which are often often in a trade-off relationship. Therefore, when the pressure-sensitive adhesive composition is used to form a pressure-sensitive adhesive layer of an image display device, light leakage can be prevented and adhesion and durability (wet heat durability) can be improved.
  • Adhesive Optical Film An adhesive optical film according to another embodiment of the present invention is provided with an adhesive layer containing the optical film adhesive composition according to the above embodiment on one or both sides of the optical film.
  • the pressure-sensitive adhesive layer is formed by applying the pressure-sensitive adhesive composition on the optical film with a gravure coater, Mayer bar coater, air knife coater, roll coater, or the like. It may be formed by drying and crosslinking the pressure-sensitive adhesive composition applied thereon at room temperature or by heating, or by forming a pressure-sensitive adhesive layer on a release film and transferring it to the optical film. Good.
  • the thickness of the pressure-sensitive adhesive layer is usually 1 ⁇ m or more and 50 ⁇ m or less, preferably about 5 ⁇ m or more and 30 ⁇ m or less.
  • Examples of the pressure-sensitive adhesive optical film according to the present embodiment include those used in image display devices such as FPD, such as a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a brightness enhancement film, and the like. It can be an optical film selected from the group consisting of light diffusing films. The thickness of the optical film can be appropriately selected according to the purpose of use, but is usually from 10 ⁇ m to 500 ⁇ m, and preferably from about 15 ⁇ m to 300 ⁇ m.
  • crosslinking agents 1 to 6 were used as the component (B).
  • Each of the crosslinking agents 1 to 6 has a structure represented by the following structural formulas (7) to (12).
  • the weight average molecular weight (MW) of the crosslinking agent 1 is about 3,700
  • the weight average molecular weight (MW) of the crosslinking agent 2 is about 4,000
  • the weight average molecular weight (MW) of the crosslinking agent 3 is about 4,000.
  • the range (R) where light leakage occurred near the corner of the display monitor is visually measured.
  • the range (R) where light leakage occurred near the outer periphery of the display monitor was measured visually. The smaller the area where light leakage occurs, the smaller the light leakage.
  • R is less than 20 mm, it can be used as a liquid crystal display panel. More preferably, it is less than 16.5.
  • Each pressure-sensitive adhesive polarizing plate for evaluation was cut into a width of 10 mm and a length of 100 mm, and each pressure-sensitive adhesive polarizing plate for evaluation obtained by peeling off the peeled polyester film was in contact with glass and 100 mm 2.
  • the layers were bonded so as to have a bonding area of (10 mm ⁇ 10 mm), autoclaved (50 ° C., 5 atm), and then allowed to stand in a 23 ° C./50% RH atmosphere for 24 hours. This was used as a sample for a micro creep test.
  • test sample was set at a length of 15 mm of the fixing chuck portion in the chamber BOX of a micro creep measuring machine (manufactured by Eiko Seiki Co., Ltd., model name: TA.TX.PLUS).
  • a micro creep measuring machine manufactured by Eiko Seiki Co., Ltd., model name: TA.TX.PLUS.
  • the adhesive processing polarizing plate for evaluation which peeled off the peeled polyester film was cut into a 15 inch size (233 mm ⁇ 309 mm), and an adhesive layer was formed on one surface of a non-alkali glass plate having a thickness of 0.5 mm. It stuck using the laminator roll so that the said glass plate might be touched. After pasting, a test plate was obtained by pressurizing in an autoclave (manufactured by Kurihara Seisakusho) under conditions of 0.5 MPa, 50 ° C., and 20 minutes. The test plate thus obtained was left under conditions of 60 ° C./90% RH for 500 hours.
  • test plate After completion of the test, the test plate is taken out from the test environment and left to stand for 2 hours in a 23 ° C./50% RH atmosphere, and then visually observed for foaming (cohesion insufficient) and tearing (overcrosslinking) in the adhesive layer
  • the wet heat durability was evaluated according to the following evaluation criteria.
  • Foaming-Size No foaming is observed ⁇ : Foam diameter is 1 mm or less ⁇ : Foam diameter is greater than 1 mm
  • Foaming-generation amount No foaming is observed ⁇ : The number of foams is 10 or less ⁇ : The number of foams is more than 10
  • AA acrylic acid
  • BA n-butyl acrylate t-BA: tert- (tertiary) butyl acrylate
  • 4-HBA 4-hydroxybutyl acrylate
  • HEA 2-hydroxyethyl acrylate
  • L-45 TDI isocyanate compound (Soken Chemical Co., Ltd.)
  • MA methyl acrylate
  • KBM-403 3-glycidoxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd.)
  • compositions of Examples 1 to 15 described above contain the crosslinking agents 1 to 3 represented by the general formula (2) or the general formula (3) as the component (B).
  • the compositions of Comparative Examples 1 to 11 do not contain the crosslinking agent represented by the general formula (2) or the general formula (3) as the component (B) (the used crosslinking agent).
  • 4 to 6 do not have the structure represented by the above general formula (2) or the above general formula (3)) (Comparative Examples 1 to 11), and the light leakage could not be sufficiently reduced. Can understand.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • Adhesive Tapes (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)
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KR20170042231A (ko) * 2015-10-07 2017-04-18 스미또모 가가꾸 가부시키가이샤 점착제 조성물, 점착제층 및 점착제층 부착 광학 부재
CN106566445A (zh) * 2015-10-07 2017-04-19 住友化学株式会社 粘合剂组合物，粘合剂层，以及带粘合剂层的光学部件
KR102595697B1 (ko) * 2015-10-07 2023-10-30 스미또모 가가꾸 가부시키가이샤 점착제 조성물, 점착제층 및 점착제층 부착 광학 부재

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KR102156462B1 (ko) 2020-09-15
JPWO2014162985A1 (ja) 2017-02-16
CN105073937B (zh) 2017-08-01
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