WO2024075584A1 - Composition de résine (méth)acrylique, film et plaque de polarisation - Google Patents

Composition de résine (méth)acrylique, film et plaque de polarisation Download PDF

Info

Publication number
WO2024075584A1
WO2024075584A1 PCT/JP2023/034843 JP2023034843W WO2024075584A1 WO 2024075584 A1 WO2024075584 A1 WO 2024075584A1 JP 2023034843 W JP2023034843 W JP 2023034843W WO 2024075584 A1 WO2024075584 A1 WO 2024075584A1
Authority
WO
WIPO (PCT)
Prior art keywords
meth
acrylic resin
film
less
resin composition
Prior art date
Application number
PCT/JP2023/034843
Other languages
English (en)
Japanese (ja)
Inventor
直優 北川
未央 安井
沛▲ウェイ▼ 陳
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2023148991A external-priority patent/JP2024053539A/ja
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Publication of WO2024075584A1 publication Critical patent/WO2024075584A1/fr

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00—Compositions of unspecified rubbers
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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 a (meth)acrylic resin composition and a film formed therefrom, as well as a polarizing plate.
  • Polarizing plates which are widely used in image display devices such as liquid crystal display devices and organic EL display devices, usually have a structure in which a thermoplastic resin film is laminated as a protective film on one or both sides of a polarizer.
  • JP 2008-102274 A Patent Document 1 describes that an acrylic resin film can be used as the protective film.
  • the (meth)acrylic resin composition When producing a (meth)acrylic resin film from a (meth)acrylic resin composition, the (meth)acrylic resin composition is subjected to a thermal load due to the film forming process and, if necessary, a stretching process. Therefore, the (meth)acrylic resin composition is required to be resistant to degradation due to thermal load.
  • the object of the present invention is to provide a (meth)acrylic resin composition having excellent heat resistance, a film formed therefrom, and a polarizing plate including the film.
  • the present invention provides a (meth)acrylic resin composition, a film, and a polarizing plate described below.
  • a composition comprising a (meth)acrylic resin (A), an elastomer component (B), and an antioxidant (C), a mass ratio of a content of the antioxidant (C) to a content of the elastomer component (B) is 0.006 or more and 0.2 or less.
  • [3] The (meth)acrylic resin composition according to [1] or [2], wherein the content of the antioxidant (C) is 0.4 parts by mass or more and 3.5 parts by mass or less per 100 parts by mass of the (meth)acrylic resin (A).
  • [4] The (meth)acrylic resin composition according to any one of [1] to [3], which has a mass reduction rate of 60% or less when heated in an air atmosphere at a temperature of 270° C. or more and 275° C. or less for 3 hours, or when heated in an air atmosphere at a temperature of 250° C. or more and 255° C. or less for 6 hours.
  • FIG. 1 is a schematic cross-sectional view showing an example of a layer structure of a polarizing plate according to the present invention.
  • FIG. 4 is a schematic cross-sectional view showing another example of the layer structure of the polarizing plate according to the present invention.
  • the (meth)acrylic resin composition according to the present invention contains a (meth)acrylic resin (A), an elastomer component (B), and an antioxidant (C).
  • the (meth)acrylic resin (A), the elastomer component (B), and the antioxidant (C) are also referred to as “component (A)", “component (B)", and “component (C)", respectively.
  • (meth)acrylic refers to at least one selected from the group consisting of acrylic and methacrylic. The same applies to expressions such as “(meth)acryloyl” and “(meth)acrylate”.
  • Component (A) is a thermoplastic (meth)acrylic resin.
  • Component (A) may contain (meth)acrylic resin (A-1) and (meth)acrylic resin (A-2) having different syndiotacticity.
  • (meth)acrylic resin (A-1) and (meth)acrylic resin (A-2) are also referred to as “component (A-1)” and “component (A-2)", respectively.
  • Component (A-1) has a higher syndiotacticity than component (A-2).
  • component (A) may be composed of one type of (meth)acrylic resin (for example, component (A-1) or component (A-2)).
  • Component (A-1) is preferably a polymer containing methacrylic acid ester as the main monomer (containing 50% by mass or more).
  • Component (A-1) may be a homopolymer of methacrylic acid ester or a copolymer of methacrylic acid ester and another copolymerization component.
  • component (A-1) The content of structural units derived from methacrylic acid ester in component (A-1) is preferably 90% by mass or more, more preferably 95% by mass or more, even more preferably 98% by mass or more, still more preferably 99% by mass or more, and particularly preferably 100% by mass.
  • component (A-1) is a homopolymer of a methacrylic acid ester.
  • component (A-1) is a homopolymer of methyl methacrylate.
  • methacrylic acid ester examples include methyl methacrylate, ethyl methacrylate, n-, i-, or t-butyl methacrylate, cyclohexyl methacrylate, phenyl methacrylate, benzyl methacrylate, 2-ethylhexyl methacrylate, 2-hydroxyethyl methacrylate, etc.
  • Component (A-1) may contain structural units derived from one or more methacrylic acid esters.
  • the methacrylic acid ester preferably comprises methyl methacrylate, more preferably methyl methacrylate.
  • Examples of the other copolymerization components include acrylic acid esters such as ethyl acrylate, n-, i- or t-butyl acrylate, cyclohexyl acrylate, phenyl acrylate, benzyl acrylate, 2-ethylhexyl acrylate, and 2-hydroxyethyl acrylate; Hydroxyalkyl acrylates such as methyl 2-(hydroxymethyl)acrylate, methyl 2-(1-hydroxyethyl)acrylate, ethyl 2-(hydroxymethyl)acrylate, and n-, i-, or t-butyl 2-(hydroxymethyl)acrylate; Unsaturated acids such as methacrylic acid and acrylic acid; Halogenated styrenes such as chlorostyrene and bromostyrene; Substituted styrenes such as vinyltoluene and ⁇ -methylstyrene; Unsaturated nitriles such as acrylonitrile and me
  • a polyfunctional monomer may be used as the other copolymerization component.
  • the polyfunctional monomer include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, nonaethylene glycol di(meth)acrylate, and tetradecaethylene glycol di(meth)acrylate, which are esters of both terminal hydroxyl groups of ethylene glycol or its oligomers with (meth)acrylic acid; Propylene glycol or its oligomer, both terminal hydroxyl groups of which are esterified with (meth)acrylic acid; esters of hydroxyl groups of dihydric alcohols, such as neopentyl glycol di(meth)acrylate, hexanediol di(meth)acrylate, and butanediol di(meth)acrylate, with (meth)acrylic acid; Bisphenol A, an alky
  • the weight average molecular weight Mw of component (A-1) is, for example, 40,000 or more and 150,000 or less, and from the viewpoint of the heat resistance of the film formed from the (meth)acrylic resin composition and the moldability into a film, it is preferably 40,000 or more and 120,000 or less, and more preferably 50,000 or more and 100,000 or less.
  • the molecular weight distribution (weight average molecular weight Mw/number average molecular weight Mn) of component (A-1) is, for example, 1.01 or more and 1.8 or less, and from the viewpoint of the heat resistance of the film formed from the (meth)acrylic resin composition, is preferably 1.03 or more and 1.5 or less, and more preferably 1.05 or more and 1.3 or less.
  • Mw and Mn can be controlled by adjusting the type and/or amount of the polymerization initiator used when preparing component (A-1). Mw and Mn are measured by gel permeation chromatography (GPC) (standard polystyrene equivalent).
  • the glass transition temperature Tg of component (A-1) is preferably 110°C or higher and 160°C or lower, more preferably 120°C or higher and 150°C or lower, and even more preferably 125°C or higher and 140°C or lower.
  • Tg can be controlled by adjusting the molecular weight, syndiotacticity, copolymerization components, etc.
  • the syndiotacticity (rr) of component (A-1) in triplet notation is, for example, 50% or more, and from the viewpoint of increasing the toughness and heat resistance of a film formed from the (meth)acrylic resin composition, is preferably 55% or more, more preferably 60% or more, even more preferably 65% or more, and even more preferably 70% or more.
  • the syndiotacticity (rr) of component (A-1) in triplet notation is usually 90% or less, and may be 85% or less.
  • the syndiotacticity (rr) expressed as a triad is the proportion of two chains (diads) in a chain (triad) of three consecutive constitutional units that are both racemo (denoted as rr).
  • the syndiotacticity (rr) (%) expressed as a triad is calculated by measuring a 1 H-NMR spectrum at 30° C. in CDCL 3 , measuring the area (X) of the region from 0.6 to 0.95 ppm and the area (Y) of the region from 0.6 to 1.35 ppm from the spectrum when the internal standard TMS is set to 0 ppm, and calculating (X/Y) ⁇ 100.
  • Component (A-1) having a triad syndiotacticity (rr) in the above range can be prepared, for example, according to the method described in WO 2016/080124, and the proportion of triad syndiotacticity (rr) can be increased by lowering the polymerization temperature or lengthening the polymerization time.
  • Component (A-2) can be, for example, a polymer containing a methacrylic acid ester as a main monomer (containing 50% by mass or more), and is preferably a copolymer in which a methacrylic acid ester is copolymerized with another copolymerization component.
  • component (A-2) is a copolymer containing a structural unit derived from methyl methacrylate.
  • component (A-2) is a copolymer containing a structural unit derived from methyl methacrylate and a structural unit derived from methyl acrylate. Examples of the copolymerization components other than methyl acrylate include the methacrylic acid esters and other copolymerization components exemplified for component (A-1).
  • the weight average molecular weight Mw of component (A-2) is, for example, 40,000 or more and 150,000 or less, and from the viewpoint of the heat resistance of the film formed from the (meth)acrylic resin composition and the moldability into a film, is preferably 40,000 or more and 130,000 or less, and more preferably 50,000 or more and 120,000 or less.
  • the molecular weight distribution (weight average molecular weight Mw/number average molecular weight Mn) of component (A-2) is, for example, 1.01 or more and 3.0 or less, and from the viewpoint of the heat resistance of the film formed from the (meth)acrylic resin composition, is preferably 1.03 or more and 2.8 or less, and more preferably 1.05 or more and 2.7 or less.
  • Mw and Mn can be controlled by adjusting the type and/or amount of the polymerization initiator used when preparing component (A-2). Mw and Mn are measured by gel permeation chromatography (GPC) (standard polystyrene equivalent).
  • the glass transition temperature Tg of component (A-2) is preferably 80°C or higher and 140°C or lower, more preferably 90°C or higher and 130°C or lower, and even more preferably 90°C or higher and lower than 125°C. Tg can be controlled by adjusting the molecular weight, syndiotacticity, copolymerization components, etc.
  • syndiotacticity (rr) of component (A-2) in triplet notation is, for example, 25% or more and 60% or less, preferably 30% or more and 55% or less, and more preferably 40% or more and 54% or less.
  • Component (A-2) can be prepared by referring to the methods described in, for example, JP 2009-145397 A or JP 2021-155698 A.
  • Component (A-2) may be prepared by radical polymerization.
  • the (meth)acrylic resin composition may contain resin components other than component (A).
  • the content of component (A) in the resin components (excluding component (B)) contained in the (meth)acrylic resin composition is high, and the content is preferably 80% by mass or more, more preferably 90% by mass or more, even more preferably 95% by mass or more, still more preferably 99% by mass or more, and particularly preferably 100% by mass.
  • the content of component (A-1) is A1 (parts by mass) and the content of component (A-2) is A2 (parts by mass), from the viewpoint of enhancing the toughness of a film formed from the (meth)acrylic resin composition, it is preferable that A2 is larger than A1. More preferably, the (meth)acrylic resin composition has a structure represented by the following formula: 0 ⁇ A1/(A1+A2) ⁇ 0.5 It is advantageous for enhancing the toughness to satisfy this formula. A1/(A1+A2) is preferably 0.40 or less, more preferably 0.35 or less, and further preferably 0.30 or less.
  • Elastomer component (B) The (meth)acrylic resin composition contains component (B).
  • component (B) is advantageous in terms of increasing the toughness of a film formed from the (meth)acrylic resin composition.
  • Examples of component (B) include rubber particles.
  • the rubber particles are rubber elastomer particles that include a layer that exhibits rubber elasticity.
  • the rubber particles may be particles that consist only of a layer that exhibits rubber elasticity (rubber elastomer layer), or may be particles of a multi-layer structure that has a layer that exhibits rubber elasticity as well as other layers, and are preferably particles of the above multi-layer structure.
  • the layer that exhibits rubber elasticity includes a rubber elastomer.
  • rubber elastomers include olefin-based elastic polymers, diene-based elastic polymers, styrene-diene-based elastic copolymers, and acrylic-based elastic polymers. Among these, acrylic-based elastic polymers are preferably used from the viewpoint of the light resistance and transparency of the film formed from the (meth)acrylic resin composition.
  • the acrylic elastomer can be a polymer that is mainly composed of alkyl acrylate, that is, a polymer that contains 50% by mass or more of structural units derived from alkyl acrylate based on the total amount of monomers.
  • the acrylic elastomer can be a homopolymer of alkyl acrylate, or a copolymer that contains 50% by mass or more of structural units derived from alkyl acrylate and 50% by mass or less of structural units derived from other polymerizable monomers.
  • the alkyl acrylate constituting the acrylic elastic polymer is usually one having an alkyl group having 4 to 8 carbon atoms.
  • the other polymerizable monomers include monofunctional monomers such as alkyl methacrylates, such as methyl methacrylate and ethyl methacrylate; styrene-based monomers, such as styrene and alkylstyrene; unsaturated nitriles, such as acrylonitrile and methacrylonitrile; and polyfunctional monomers such as alkenyl esters of unsaturated carboxylic acids, such as allyl (meth)acrylate and methallyl (meth)acrylate; dialkenyl esters of dibasic acids, such as diallyl maleate; and unsaturated carboxylic acid diesters of glycols, such as alkylene glycol di(meth)acrylate.
  • the rubber particles containing an acrylic elastic polymer are preferably particles with a multilayer structure having a layer of an acrylic elastic polymer.
  • examples include a two-layer structure having a hard polymer layer mainly made of alkyl methacrylate on the outside of the acrylic elastic polymer layer, and a three-layer structure having a hard polymer layer mainly made of alkyl methacrylate on the inside of the acrylic elastic polymer layer.
  • the alkyl methacrylate is preferably methyl methacrylate.
  • the rubber particles preferably have an average particle size in the range of 10 nm to 350 nm up to the rubber elastomer layer (layer of acrylic elastomer) contained therein.
  • An average particle size in this range is advantageous in terms of increasing the toughness of the optical film and adhesion to the polarizer.
  • the average particle size is more preferably 30 nm or more, or even 50 nm or more, and more preferably 320 nm or less, or even 300 nm or less.
  • the average particle size of rubber particles up to the rubber elastomer layer can be measured as follows. That is, when such rubber particles are mixed with (meth)acrylic resin to form a film and the cross section is stained with an aqueous solution of ruthenium oxide, only the rubber elastomer layer is colored and observed to be almost circular, while the (meth)acrylic resin of the parent layer is not stained. From the cross section of the film thus stained, a thin section is prepared using a microtome or the like and observed under an electron microscope. Then, 100 dyed rubber particles are randomly selected, and the particle diameter of each (diameter up to the rubber elastomer layer) is calculated, and the number average value is taken as the average particle size. Because it is measured in this way, the average particle size obtained is the number average particle size.
  • the outermost layer is a hard polymer mainly made of methyl methacrylate and a rubber elastomer layer (a layer of an acrylic elastomer) is enclosed within it
  • the rubber particles when the rubber particles are mixed with the parent (meth)acrylic resin, the outermost layer of the rubber particles is mixed with the parent (meth)acrylic resin. Therefore, when the cross section is stained with ruthenium oxide and observed under an electron microscope, the rubber particles are observed as particles without the outermost layer.
  • the acrylic elastomer part of the inner layer is stained and observed as a particle with a single layer structure.
  • the middle layer is an acrylic elastomer
  • the outermost layer is a hard polymer mainly made of methyl methacrylate
  • the content of component (B) is preferably 17.5 parts by mass or more, more preferably 20 parts by mass or more, and even more preferably 24 parts by mass or more, per 100 parts by mass of (meth)acrylic resin (A) from the viewpoint of increasing the toughness of the film formed from the (meth)acrylic resin composition.
  • the content is preferably 80 parts by mass or less, more preferably 70 parts by mass or less, and even more preferably 60 parts by mass or less, per 100 parts by mass of (meth)acrylic resin (A) from the viewpoint of the elastic modulus of the film formed from the (meth)acrylic resin composition.
  • the mass ratio of the content of component (B) to the content of (meth)acrylic resin (A) is preferably 0.175 or more, more preferably 0.20 or more, and even more preferably 0.24 or more.
  • the mass ratio is preferably 0.80 or less, more preferably 0.70 or less, and even more preferably 0.60 or less.
  • the (meth)acrylic resin composition contains component (C).
  • the content of component (C) is an amount such that the mass ratio of the content of component (C) to the content of elastomer component (B) is 0.006 or more and 0.2 or less.
  • the above mass ratio is preferably 0.007 or more, more preferably 0.010 or more, even more preferably 0.015 or more, even more preferably 0.020 or more, and particularly preferably 0.022 or more.
  • the above mass ratio is 0.20 or less, preferably 0.18 or less, more preferably 0.16 or less, even more preferably 0.14 or less, and even more preferably 0.12 or less.
  • the content of component (C) is preferably 0.4 parts by mass or more, more preferably 0.45 parts by mass or more, even more preferably 0.5 parts by mass or more, and even more preferably 0.55 parts by mass or more, relative to 100 parts by mass of (meth)acrylic resin (A) from the viewpoint of improving the heat resistance of the film formed from the (meth)acrylic resin composition.
  • the content is preferably 5.0 parts by mass or less, more preferably 4.5 parts by mass or less, even more preferably 4.0 parts by mass or less, and even more preferably 3.5 parts by mass or less, relative to 100 parts by mass of (meth)acrylic resin (A) from the viewpoint of avoiding bleed-out of component (C) from the film formed from the (meth)acrylic resin composition.
  • the mass ratio of the content of component (C) to the content of (meth)acrylic resin (A) is preferably 0.004 or more, more preferably 0.0045 or more, even more preferably 0.005 or more, and even more preferably 0.0055 or more.
  • the mass ratio is preferably 0.05 or less, more preferably 0.045 or less, even more preferably 0.04 or less, and even more preferably 0.035 or less.
  • Component (C) may be a primary antioxidant, a secondary antioxidant, or a combination thereof.
  • phenol-based antioxidants and amine-based antioxidants can be used as primary antioxidants, and for example, phosphorus-based antioxidants and sulfur-based antioxidants can be used as secondary antioxidants.
  • phosphorus/phenol complex antioxidants can be used as component (C).
  • Phosphorus/phenol complex antioxidants are compounds that have one or more phosphorus atoms and one or more phenol structures in the molecule, and have the functions of both a primary antioxidant and a secondary antioxidant. Two or more types of component (C) may be used in combination.
  • phenol-based antioxidants examples include Irganox (registered trademark) 1010 (Irganox 1010: pentaerythritol tetrakis [3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], manufactured by BASF Corporation), Irganox 1076 (Irganox 1076: octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, manufactured by BASF Corporation), Irganox 1330 (Irganox 1330: 3,3',3'',5,5',5''-hexa-tert-butyl-a,a',a''-(mesitylene-2,4,6-triyl)propionate, manufactured by BASF Corporation), and Irganox 1330 (Irganox 1330: 3,3',3'',5,5',5''-hexa-tert-butyl-
  • Irganox 3114 Irganox 3114: 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, manufactured by BASF Co., Ltd.
  • Irganox 3790 Irganox 3790: 1,3,5-tris((4-tert-butyl-3-hydroxy-2,6-xylyl)methyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, manufactured by BASF Co., Ltd.
  • Irganox 1035 Irganox 1035: thiodiethylenebis[3-(3,5-di-tert t-butyl-4-hydroxyphenyl)propionate, manufactured by BASF Corporation
  • Irganox 1135 Irganox 1135:
  • Amine-based antioxidants include, for example, Sumilizer (registered trademark) BPA (N,N'-di-sec-butyl-p-phenylenediamine), Sumilizer (registered trademark) BPA-M1, Sumilizer (registered trademark) 4ML (p-phenylenediamine derivative), Sumilizer (registered trademark) 9A (alkalinated diphenylamine), etc.
  • Examples of phosphorus-based antioxidants include Irgafos (registered trademark) 168 (Irgafos 168: tris(2,4-di-tert-butylphenyl)phosphite, manufactured by BASF Co., Ltd.), Irgafos 12 (Irgafos 12: tris[2-[[2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphine-6-yl]oxy]ethyl]amine, manufactured by BASF Co., Ltd.), and Irgafos 38 (I rgafos 38: bis(2,4-bis(1,1-dimethylethyl)-6-methylphenyl)ethyl ester phosphorous acid, manufactured by BASF Corporation; Adekastab (registered trademark) 329K, Adekastab PEP36, Adekastab PEP-8 (all manufactured by ADE
  • phosphorus/phenol complex antioxidants examples include Sumilizer (registered trademark) GP (6-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propoxy]-2,4,8,10-tetra-tert-butyldibenz[d,f][1.3.2]dioxaphosphepine) (manufactured by Sumitomo Chemical Co., Ltd.).
  • Sulfur-based antioxidants include, for example, dialkyl thiodipropionate compounds such as dilauryl, dimyristyl, or distearyl thiodipropionate, and ⁇ -alkyl mercaptopropionate compounds of polyols such as tetrakis[methylene(3-dodecylthio)propionate]methane.
  • component (C) is preferably a combination of a primary antioxidant and a secondary antioxidant, and more preferably a combination of a phenolic antioxidant and a phosphorus-based antioxidant.
  • a secondary antioxidant preferably a phosphorus-based antioxidant
  • a primary antioxidant preferably a phenolic antioxidant
  • the content of the secondary antioxidant (preferably a phosphorus-based antioxidant) in the (meth)acrylic resin composition:the content of the primary antioxidant (preferably a phenolic antioxidant) is preferably 1:5 to 2:1, more preferably 1:2 to 2:1, in mass ratio.
  • the (meth)acrylic resin composition may contain other components in addition to those described above, as necessary.
  • other components include lubricants, antiblocking agents, heat stabilizers, UV absorbers, antistatic agents, impact resistance modifiers, surfactants, and mold release agents.
  • an ultraviolet absorber By including an ultraviolet absorber, it is possible to suppress deterioration of the (meth)acrylic resin composition, and in turn, the film formed therefrom, caused by ultraviolet light. In addition, by including an ultraviolet absorber, it is possible to suppress the generation of gel when a film formed from the (meth)acrylic resin composition is subjected to a thermal load.
  • the ultraviolet absorber examples include oxybenzophenone compounds, benzotriazole compounds, salicylic acid ester compounds, benzophenone compounds, cyanoacrylate compounds, nickel complex compounds, etc. Among these, benzotriazole compounds are preferred from the viewpoint of suppressing the generation of gel.
  • the blending amount is usually 1 part by mass or more, preferably 1.5 parts by mass or more, and usually 3 parts by mass or less, preferably 2.5 parts by mass or less, per 100 parts by mass of the (meth)acrylic resin (A).
  • the (meth)acrylic resin composition may be in a solid state or in a liquid state.
  • the shape of the (meth)acrylic resin composition is not particularly limited, and examples thereof include amorphous, granular, pellet-shaped, and granular.
  • the (meth)acrylic resin composition is preferably in a pellet-shaped state.
  • the (meth)acrylic resin composition can have excellent heat resistance.
  • the (meth)acrylic resin composition having excellent heat resistance preferably has a mass loss rate of 60% or less when subjected to Heating Test I (heating in an air atmosphere at a temperature of 270° C. or more and 275° C. or less for 3 hours) or Heating Test II (heating in an air atmosphere at a temperature of 250° C. or more and 255° C. or less for 6 hours).
  • the mass reduction rate when a heating test is performed can be measured according to the method shown in the Examples section below.
  • the mass reduction rate when heating test I or II is performed is more preferably 55% or less, even more preferably 50% or less, even more preferably 45% or less, particularly preferably 40% or less, even more particularly preferably 35% or less, even more particularly preferably 30% or less, and most preferably 25% or less, and may even be 20% or less, and even more preferably 15% or less.
  • the mass reduction rate is usually 1% or more.
  • the (meth)acrylic resin composition having excellent heat resistance has an IR intensity ratio when subjected to Heating Test I or II of preferably 0.070 or less, more preferably 0.065 or less, even more preferably 0.060 or less, still more preferably 0.050 or less, particularly preferably 0.040 or less, and most preferably 0.030 or less.
  • the IR intensity ratio is usually 0.005 or more. More specifically, the IR intensity ratio is measured and calculated according to the method shown in the following [Examples] section.
  • the peak intensity at a wave number of 1725 cm -1 means the signal intensity value at that wave number.
  • the peak at a wave number of 1725 cm ⁇ 1 is a peak derived from the carbonyl group of the carboxylate group or carboxy group of the monomer units constituting the components (A) and (B).
  • the signal at a wave number of 1785 ⁇ 5 cm ⁇ 1 is a signal derived from the acid anhydride group contained in the gel generated by the heat load in the heating test. It can be said that the larger the IR intensity ratio, the more gel has been generated in the (meth)acrylic resin composition, and the IR intensity ratio can be an index of the heat resistance (suppression of gel generation) of the (meth)acrylic resin composition.
  • the (meth)acrylic resin composition is formed into a film, and then, if necessary, stretched to obtain a (meth)acrylic resin film.
  • the (meth)acrylic resin film contains components (A), (B) and (C).
  • the (meth)acrylic resin film can be suitably used as an optical film, for example, a protective film for a polarizer.
  • the (meth)acrylic resin film may be either an unstretched film or a uniaxially or biaxially stretched film.
  • the biaxial stretching may be simultaneous biaxial stretching in which the film is stretched simultaneously in two stretching directions, or may be sequential biaxial stretching in which the film is stretched in a first direction and then stretched in a second direction different from the first direction.
  • the thickness of the film is usually 5 ⁇ m or more and 200 ⁇ m or less, preferably 10 ⁇ m or more and 120 ⁇ m or less, more preferably 10 ⁇ m or more and 85 ⁇ m or less, and even more preferably 15 ⁇ m or more and 65 ⁇ m or less.
  • the thickness of the film may be 60 ⁇ m or less, or may be 50 ⁇ m or less. Reducing the thickness of the film is advantageous for reducing the thickness of a polarizing plate containing the film, and ultimately of an image display device to which the film is applied.
  • the (meth)acrylic resin film may have a surface treatment layer (coating layer) on one or both sides.
  • the surface treatment layer include a hard coat layer, an anti-glare layer, an anti-reflection layer, a light diffusion layer, an antistatic layer, an antifouling layer, a conductive layer, etc., and a hard coat layer is preferable.
  • the surface treatment layer include a cured layer of a curable resin composition containing an active energy ray curable compound.
  • the active energy ray curable compound is a compound that is polymerized and cured by irradiation with active energy rays such as ultraviolet rays and electron beams.
  • the active energy ray curable compound include monofunctional, bifunctional, or trifunctional or higher (meth)acrylate compounds.
  • One or more types of active energy ray curable compounds can be used.
  • the thickness of the surface treatment layer is, for example, 0.1 ⁇ m or more and 50 ⁇ m or less, preferably 0.5 ⁇ m or more and 30 ⁇ m or less, more preferably 1 ⁇ m or more and 20 ⁇ m or less, and even more preferably 1 ⁇ m or more and 10 ⁇ m or less.
  • the term "polarizing plate” refers to an optical laminate including a polarizer and a thermoplastic resin film laminated on one or both sides of the polarizer.
  • the polarizer and the thermoplastic resin film are laminated via an adhesive layer.
  • the adhesive layer is a layer formed from an adhesive composition, for example, a layer of a cured product of the adhesive composition.
  • the polarizing plate may include a film or layer other than the polarizer and the thermoplastic resin film.
  • the polarizing plate according to the present invention comprises a polarizer, an adhesive layer, and the above-mentioned (meth)acrylic resin film as a thermoplastic resin film, in this order.
  • the (meth)acrylic resin film is a film formed from the (meth)acrylic resin composition according to the present invention.
  • the polarizer and the adhesive layer are in contact, and the adhesive layer and the (meth)acrylic resin film are in contact.
  • the polarizing plate according to the present invention uses the (meth)acrylic resin film according to the present invention as a protective film for the polarizer, so that the adhesion between the polarizer and the (meth)acrylic resin film can be good, and thus the durability of the polarizing plate can be good.
  • the polarizing plate according to the present invention can be suitably used in image display devices such as liquid crystal display devices and organic EL devices.
  • the polarizing plate of the present invention can include, in this order, a polarizer 30, a first adhesive layer 15, and a first thermoplastic resin film 10 which is the (meth)acrylic resin film of the present invention. That is, the polarizing plate can include a polarizer 30 and a first thermoplastic resin film 10 laminated to one surface of the polarizer 30 via a first adhesive layer 15. A primer layer may be interposed between the first adhesive layer 15 and the first thermoplastic resin film 10, or the first adhesive layer 15 may be in direct contact with the first thermoplastic resin film 10. It is preferable that the polarizer 30 and the first adhesive layer 15 are in direct contact with each other.
  • the polarizing plate of the present invention may include a polarizer 30, a first thermoplastic resin film 10 which is the (meth)acrylic resin film of the present invention and is laminated to one surface of the polarizer 30 via a first adhesive layer 15, and a second thermoplastic resin film 20 which is laminated to the other surface of the polarizer 30 via a second adhesive layer 25.
  • the first adhesive layer 15 and the first thermoplastic resin film 10 are preferably in direct contact with each other.
  • the polarizer 30 and the first adhesive layer 15 are preferably in direct contact with each other.
  • the second adhesive layer 25 and the second thermoplastic resin film 20 are preferably in direct contact with each other.
  • the polarizer 30 and the second adhesive layer 25 are preferably in direct contact with each other.
  • the polarizing plate according to the present invention is preferably incorporated into an image display device so that the first thermoplastic resin film 10 side is the viewing side.
  • the optical film according to the present invention is preferably a protective film laminated on the viewing side of the polarizer 30.
  • the polarizing plate according to the present invention may include layers (or films) other than those described above, without being limited to the examples shown in Figs. 1 and 2.
  • the other layers include an adhesive layer laminated on the outer surface of the first thermoplastic resin film 10, the second thermoplastic resin film 20, and/or the polarizer 30; a separate film (also called a "release film”) laminated on the outer surface of the adhesive layer; a protective film (also called a "surface protection film”) laminated on the outer surface of the first thermoplastic resin film 10, the second thermoplastic resin film 20, and/or the polarizer 30; and an optically functional film (or layer) laminated on the outer surface of the first thermoplastic resin film 10, the second thermoplastic resin film 20, and/or the polarizer 30 via an adhesive layer or adhesive layer.
  • the polarizer 30 is a film having a function of selectively transmitting linearly polarized light in one direction from natural light.
  • the polarizer 30 include an iodine-based polarizer in which iodine as a dichroic pigment is adsorbed and oriented on a polyvinyl alcohol-based resin film, a dye-based polarizer in which a dichroic dye as a dichroic pigment is adsorbed and oriented on a polyvinyl alcohol-based resin film, and a coating-type polarizer in which a dichroic dye in a lyotropic liquid crystal state is coated, oriented, and fixed.
  • These polarizers are called absorption-type polarizers because they selectively transmit linearly polarized light in one direction from natural light and absorb linearly polarized light in the other direction.
  • the polarizer 30 is not limited to an absorptive polarizer, and may be a reflective polarizer that selectively transmits linearly polarized light in one direction from natural light and reflects linearly polarized light in the other direction, or a scattering polarizer that scatters linearly polarized light in the other direction, but an absorptive polarizer is preferred because it provides excellent visibility when the polarizing plate is applied to an image display device, etc.
  • the polarizer 30 is more preferably a polyvinyl alcohol-based polarizer made of a polyvinyl alcohol-based resin, even more preferably a polyvinyl alcohol-based polarizer in which a dichroic pigment such as iodine or a dichroic dye is adsorbed and oriented in a polyvinyl alcohol-based resin film, and particularly preferably a polyvinyl alcohol-based polarizer in which iodine is adsorbed and oriented in a polyvinyl alcohol-based resin film (a polyvinyl alcohol-iodine-based polarizer).
  • the polyvinyl alcohol-based polarizer can be produced by a conventionally known method using a polyvinyl alcohol-based resin film (or layer).
  • the thickness of the polarizer 30 can be 30 ⁇ m or less, and is preferably 25 ⁇ m or less (for example, 20 ⁇ m or less, further 15 ⁇ m or less, further 10 ⁇ m or less, and further 8 ⁇ m or less).
  • the thickness of the polarizer 30 is usually 2 ⁇ m or more. Reducing the thickness of the polarizer 30 is advantageous for reducing the thickness of the polarizing plate, and therefore the image display device to which it is applied.
  • the second thermoplastic resin film 20 can be a film made of a light-transmitting (preferably optically transparent) thermoplastic resin, for example, a polyolefin-based resin such as a linear polyolefin-based resin (polyethylene resin, polypropylene-based resin, etc.) or a cyclic polyolefin-based resin (norbornene-based resin, etc.); a cellulose ester-based resin such as triacetyl cellulose or diacetyl cellulose; a polyester-based resin such as polyethylene terephthalate, polyethylene naphthalate, or polybutylene terephthalate; a polycarbonate-based resin; or a (meth)acrylic-based resin.
  • a polyolefin-based resin such as a linear polyolefin-based resin (polyethylene resin, polypropylene-based resin, etc.) or a cyclic polyolefin-based resin (norbornene-based resin, etc.);
  • the second thermoplastic resin film 20 may be the (meth)acrylic resin film of the present invention.
  • the resin components constituting the second thermoplastic resin film 20 may differ in composition, etc. from the resin components constituting the (meth)acrylic resin film of the present invention.
  • the second thermoplastic resin film 20 may be either an unstretched film or a uniaxially or biaxially stretched film.
  • the biaxial stretching may be simultaneous biaxial stretching in which the film is stretched simultaneously in two stretching directions, or sequential biaxial stretching in which the film is stretched in a first direction and then stretched in a second direction different from the first direction.
  • the second thermoplastic resin film 20 may be a protective film that protects the polarizer 30, or may be a protective film that also has an optical function such as a retardation film.
  • a film made of the above-mentioned thermoplastic resin may be stretched (uniaxially or biaxially stretched, etc.) or a liquid crystal layer may be formed on the thermoplastic resin film, thereby making it possible to obtain a retardation film with an arbitrary retardation value.
  • the second thermoplastic resin film 20 may contain additives as necessary.
  • additives include lubricants, antiblocking agents, heat stabilizers, antioxidants, UV absorbers, antistatic agents, impact resistance improvers, surfactants, and release agents.
  • the first thermoplastic resin film 10 is a (meth)acrylic resin film according to the present invention
  • the second thermoplastic resin film 20 is a polyolefin-based resin film (preferably a cyclic polyolefin-based resin film), a cellulose ester-based resin film, or a polyester-based resin film.
  • the first thermoplastic resin film 10 is the (meth)acrylic resin film according to the present invention
  • the second thermoplastic resin film 20 is the (meth)acrylic resin film.
  • the (meth)acrylic resin film that is the second thermoplastic resin film 20 may be the (meth)acrylic resin film according to the present invention.
  • the second thermoplastic resin film 20 may have a coating layer (surface treatment layer) such as a hard coat layer, an anti-glare layer, an anti-reflection layer, a light diffusion layer, an antistatic layer, an anti-fouling layer, or a conductive layer on its outer surface (the surface opposite the polarizer 30).
  • a coating layer surface treatment layer
  • a hard coat layer such as a hard coat layer, an anti-glare layer, an anti-reflection layer, a light diffusion layer, an antistatic layer, an anti-fouling layer, or a conductive layer on its outer surface (the surface opposite the polarizer 30).
  • the thickness of the second thermoplastic resin film 20 is usually 5 ⁇ m or more and 200 ⁇ m or less, preferably 10 ⁇ m or more and 120 ⁇ m or less, more preferably 10 ⁇ m or more and 85 ⁇ m or less, and even more preferably 15 ⁇ m or more and 65 ⁇ m or less.
  • the thickness of the second thermoplastic resin film 20 may be 60 ⁇ m or less, or may be 50 ⁇ m or less. Reducing the thickness of the second thermoplastic resin film 20 is advantageous for reducing the thickness of the polarizing plate, and ultimately the image display device to which it is applied, etc.
  • a polarizing plate having the configuration shown in FIG. 1 can be obtained by laminating and adhering a first thermoplastic resin film 10, which is the (meth)acrylic resin film of the present invention, to one surface of a polarizer 30 via a first adhesive layer 15, and a polarizing plate having the configuration shown in FIG. 2 can be obtained by further laminating and adhering a second thermoplastic resin film 20 to the other surface of the polarizer 30 via a second adhesive layer 25.
  • thermoplastic resin films When manufacturing a polarizing plate having both the first thermoplastic resin film 10 and the second thermoplastic resin film 20 (hereinafter, these are collectively referred to simply as “thermoplastic resin films”), these thermoplastic resin films may be laminated and bonded in stages, one side at a time, or the thermoplastic resin films on both sides may be laminated and bonded simultaneously.
  • Examples of the adhesive composition forming the first adhesive layer 15 and the second adhesive layer 25 include a water-based adhesive or an active energy ray-curable adhesive.
  • the adhesive composition forming the first adhesive layer 15 and the adhesive composition forming the second adhesive layer 25 may be the same or different.
  • the adhesive used for bonding the (meth)acrylic resin film according to the present invention to the polarizer is preferably an active energy ray-curable adhesive.
  • water-based adhesives include conventionally known adhesive compositions that use polyvinyl alcohol resin or urethane resin as the main component.
  • Active energy ray-curable adhesives are adhesives that are cured by exposure to active energy rays such as ultraviolet light, visible light, electron beams, and X-rays. When an active energy ray-curable adhesive is used, the adhesive layer of the polarizing plate is a cured layer of the adhesive.
  • the active energy ray curable adhesive can be an adhesive containing an epoxy-based compound that cures by cationic polymerization as a curable component, and is preferably an ultraviolet ray curable adhesive containing such an epoxy-based compound as a curable component.
  • An epoxy-based compound means a compound having an average of one or more epoxy groups, preferably two or more epoxy groups, in the molecule. Only one type of epoxy-based compound may be used, or two or more types may be used in combination.
  • Epoxy compounds include hydrogenated epoxy compounds (glycidyl ethers of polyols having alicyclic rings) obtained by reacting epichlorohydrin with alicyclic polyols obtained by hydrogenating the aromatic rings of aromatic polyols; aliphatic epoxy compounds such as polyglycidyl ethers of aliphatic polyhydric alcohols or their alkylene oxide adducts; and alicyclic epoxy compounds, which are epoxy compounds having one or more epoxy groups bonded to an alicyclic ring in the molecule.
  • the active energy ray curable adhesive can contain a radically polymerizable (meth)acrylic compound as a curable component, instead of or together with the above-mentioned epoxy compound.
  • the (meth)acrylic compound include (meth)acryloyloxy group-containing compounds such as (meth)acrylate monomers having one or more (meth)acryloyloxy groups in the molecule; and (meth)acrylate oligomers obtained by reacting two or more types of functional group-containing compounds and having at least two (meth)acryloyloxy groups in the molecule.
  • the active energy ray-curable adhesive contains an epoxy compound that cures by cationic polymerization as a curable component, it preferably contains a photocationic polymerization initiator.
  • the photocationic polymerization initiator include aromatic diazonium salts, onium salts such as aromatic iodonium salts and aromatic sulfonium salts, and iron-allene complexes.
  • the active energy ray-curable adhesive contains a radical polymerizable component such as a (meth)acrylic compound, it is preferable that the active energy ray-curable adhesive contains a photoradical polymerization initiator.
  • photoradical polymerization initiator examples include acetophenone-based initiators, benzophenone-based initiators, benzoin ether-based initiators, thioxanthone-based initiators, xanthone, fluorenone, camphorquinone, benzaldehyde, and anthraquinone.
  • the bonding between the polarizer 30 and the thermoplastic resin film can include a process of applying an adhesive composition to the bonding surface of the polarizer 30 and/or the bonding surface of the thermoplastic resin film, or injecting the adhesive composition between the polarizer 30 and the thermoplastic resin film, overlapping the two films with a layer of the adhesive composition between them, and laminating them by pressing them from above and below using, for example, a laminating roll.
  • the adhesive composition layer can be formed by various coating methods, such as using a doctor blade, wire bar, die coater, comma coater, gravure coater, etc.
  • the adhesive composition can be cast between the polarizer 30 and the thermoplastic resin film while the polarizer 30 and the thermoplastic resin film are continuously fed so that the bonding surfaces of both are on the inside.
  • one or both of the bonding surfaces of the polarizer 30 and the thermoplastic resin film may be subjected to an easy-adhesion treatment (surface activation treatment) such as saponification treatment, corona discharge treatment, plasma treatment, flame treatment, primer treatment, anchor coating treatment, etc.
  • an easy-adhesion treatment such as saponification treatment, corona discharge treatment, plasma treatment, flame treatment, primer treatment, anchor coating treatment, etc.
  • the adhesive composition layer is cured by irradiating with active energy rays.
  • the light source used for irradiating the active energy rays may be any light source capable of generating ultraviolet rays, electron beams, X-rays, etc.
  • light sources having an emission distribution at a wavelength of 400 nm or less such as low pressure mercury lamps, medium pressure mercury lamps, high pressure mercury lamps, ultra-high pressure mercury lamps, chemical lamps, black light lamps, microwave excited mercury lamps, and metal halide lamps, are preferably used.
  • the thickness of the first adhesive layer 15 and the second adhesive layer 25 is, for example, 0.1 ⁇ m or more and 100 ⁇ m or less, preferably 0.5 ⁇ m or more and 80 ⁇ m or less, more preferably 1 ⁇ m or more and 60 ⁇ m or less, and even more preferably 2 ⁇ m or more and 50 ⁇ m or less in the polarizing plate. From the viewpoint of thinning the polarizing plate, it is also preferable to set the thickness of the adhesive layer to 30 ⁇ m or less, and further 20 ⁇ m or less. When a water-based adhesive is used, the thickness of the adhesive layer may be smaller than the above.
  • the first adhesive layer 15 and the second adhesive layer 25 may have the same thickness or different thicknesses.
  • the polarizing plate may include optically functional films other than the polarizer 30 in order to impart desired optical functions, and a suitable example of such a film is a retardation film.
  • the second thermoplastic resin film 20 can also serve as a retardation film, but a retardation film can also be laminated separately from the thermoplastic resin film. In the latter case, the retardation film can be laminated on the outer surface of the second thermoplastic resin film 20 via a pressure-sensitive adhesive layer or an adhesive layer. In addition, a retardation film can be laminated instead of the second thermoplastic resin film 20.
  • a specific example of this is a configuration in which a retardation film is laminated on the other surface of the polarizer 30 in a single-sided protected polarizing plate in which the first thermoplastic resin film 10 is laminated on one surface of the polarizer 30 shown in FIG. 1.
  • the retardation film can be laminated on the surface of the polarizer 30 via a pressure-sensitive adhesive layer or an adhesive layer.
  • the retardation film examples include a birefringent film composed of a stretched film of a thermoplastic resin having light transmission properties; a film in which discotic liquid crystal or nematic liquid crystal is oriented and fixed; and a film in which the above-mentioned liquid crystal layer is formed on a substrate film.
  • the substrate film is usually a film made of a thermoplastic resin, and an example of the thermoplastic resin is a cellulose ester resin such as triacetyl cellulose.
  • the thermoplastic resin forming the birefringent film those described for the second thermoplastic resin film 20 can be used.
  • optically functional films examples include a light collecting plate, a brightness enhancing film, a reflective layer (reflective film), a semi-transmissive reflective layer (semi-transmissive reflective film), a light diffusing layer (light diffusing film), etc. These are generally provided when the polarizing plate is a polarizing plate that is placed on the back side (backlight side) of the liquid crystal cell.
  • the polarizing plate according to the present invention may contain a pressure-sensitive adhesive layer for attaching it to an image display element such as a liquid crystal cell or an organic EL element, or to other optical members.
  • the pressure-sensitive adhesive layer may be laminated on the outer surface (the surface opposite to the first thermoplastic resin film 10) of the polarizer 30 in the polarizing plate having the configuration shown in Fig. 1, or on the outer surface of the first thermoplastic resin film 10 or the second thermoplastic resin film 20 in the polarizing plate having the configuration shown in Fig. 2.
  • the adhesive layer is laminated on the outer surface of the second thermoplastic resin film 20, i.e., the surface opposite the first thermoplastic resin film 10 side relative to the polarizer 30.
  • the polarizing plate when the polarizing plate is attached to an image display element, the polarizing plate is attached to the image display element via the adhesive layer so that the first thermoplastic resin film 10 side is the viewing side.
  • the adhesive used in the adhesive layer may be one whose base polymer is a (meth)acrylic resin, silicone resin, polyester resin, polyurethane resin, polyether resin, or the like.
  • (meth)acrylic adhesives are preferred from the standpoints of transparency, adhesive strength, reliability, weather resistance, heat resistance, reworkability, and the like.
  • the thickness of the adhesive layer is determined according to its adhesive strength, etc., but is preferably in the range of 1 ⁇ m to 50 ⁇ m, and more preferably 2 ⁇ m to 40 ⁇ m.
  • the polarizing plate may include a separate film laminated on the outer surface of the adhesive layer.
  • the separate film may be a film made of a polyethylene-based resin such as polyethylene, a polypropylene-based resin such as polypropylene, a polyester-based resin such as polyethylene terephthalate, or the like. Of these, a stretched film of polyethylene terephthalate is preferred.
  • the adhesive layer may contain fillers such as glass fibers, glass beads, resin beads, metal powders and other inorganic powders, pigments, colorants, antioxidants, ultraviolet absorbers, antistatic agents, etc., as required.
  • the polarizing plate according to the present invention may contain a protective film for protecting its surface (such as the thermoplastic resin film surface or the polarizer surface).
  • the protective film is peeled off and removed together with the pressure-sensitive adhesive layer thereof after the polarizing plate is attached to, for example, an image display element or other optical members.
  • the polarizing plate is laminated on the surface of the first thermoplastic resin film 10 which is the (meth)acrylic resin film according to the present invention.
  • the protective film is, for example, composed of a base film and an adhesive layer laminated thereon.
  • the adhesive layer is as described above.
  • the resin constituting the base film may be, for example, a thermoplastic resin such as a polyethylene-based resin such as polyethylene, a polypropylene-based resin such as polypropylene, a polyester-based resin such as polyethylene terephthalate or polyethylene naphthalate, or a polycarbonate-based resin.
  • a polyester-based resin such as polyethylene terephthalate is preferred.
  • Mass reduction rate 100 ⁇ 1 ⁇ (total mass after heating test I ⁇ mass of combustion boat)/mass of sample before heating test I ⁇
  • the peak intensity at a wave number of 1725 cm ⁇ 1 means the signal intensity value at that wave number.
  • Examples 8 to 13> Among the components shown in Table 3, the components other than the antioxidant were blended in the amounts (parts by mass) shown in Table 3, and extrusion-kneaded at 240° C. to obtain pellets. Then, a predetermined amount of antioxidant (C-1) and/or (C-2) was mixed with the pellets to obtain a (meth)acrylic resin composition (mixed pellets) which is a mixture of the pellets and the antioxidant.
  • (C)/(B) represents the ratio of the content of component (C) (the total content of components (C-1) and (C-2)) to the content of component (B).
  • (B)/(A) represents the ratio of the content of component (B) to the content of component (A) (the total content of components (A-1) and (A-2)).
  • (C)/(A) represents the ratio of the content of component (C) (the total content of components (C-1) and (C-2)) to the content of component (A) (the total content of components (A-1) and (A-2)).
  • Mass reduction rate 100 ⁇ 1 ⁇ (total mass after Heating Test II ⁇ mass of aluminum cup)/mass of sample before Heating Test II ⁇
  • (Meth)acrylic resin (A-1) A methacrylic resin having a triad syndiotacticity (rr) of 76% (a homopolymer of methyl methacrylate)
  • Antioxidant (C-1) "ADEKA STAB AO-80" (3,9-bis(2-(3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy)-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5,5)undecane, manufactured by ADEKA Corporation)
  • Antioxidant (C-2) "ADEKA STAB PEP36” (3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, manufactured by ADEKA Corporation)
  • Ultraviolet absorber "ADEKA STAB LA-31RG”(2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol], manufactured by ADEKA Corporation)
  • the IR intensity ratios of the (meth)acrylic resin compositions obtained in Examples 1 to 13 were smaller than those of the (meth)acrylic resin compositions obtained in Comparative Examples 1 and 2, and the generation of gel when subjected to thermal load was suppressed.
  • the (meth)acrylic resin compositions obtained in Examples 1 to 13 had a low mass loss rate due to heating and were excellent in heat resistance.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)

Abstract

La présente invention a pour but de procurer une composition de résine (méth)acrylique présentant une excellente résistance à la chaleur, un film constitué à partir de cette composition et une plaque de polarisation contenant ce film. La solution selon la présente invention consiste en une composition de résine (méth)acrylique contenant une résine (méth)acrylique (A), un composant élastomère (B) et un inhibiteur d'oxydation (C), le rapport de masse entre le contenu de l'inhibiteur d'oxydation (C) et le contenu du composant élastomère (B) étant compris entre 0,006 et 0,2 ; un film constitué à partir de cette composition ; et une plaque de polarisation contenant le film en question. Drawing_references_to_be_translated:
PCT/JP2023/034843 2022-10-03 2023-09-26 Composition de résine (méth)acrylique, film et plaque de polarisation WO2024075584A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2022-159422 2022-10-03
JP2022159422 2022-10-03
JP2023148991A JP2024053539A (ja) 2022-10-03 2023-09-14 （メタ）アクリル樹脂組成物、フィルム及び偏光板
JP2023-148991 2023-09-14

Publications (1)

Publication Number Publication Date
WO2024075584A1 true WO2024075584A1 (fr) 2024-04-11

Family

ID=90608297

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2023/034843 WO2024075584A1 (fr) 2022-10-03 2023-09-26 Composition de résine (méth)acrylique, film et plaque de polarisation

Country Status (1)

Country Link
WO (1) WO2024075584A1 (fr)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010126550A (ja) * 2008-11-25 2010-06-10 Asahi Kasei Chemicals Corp 熱可塑性樹脂組成物
JP2013083907A (ja) * 2011-02-04 2013-05-09 Nippon Shokubai Co Ltd 位相差フィルム
JP2013155218A (ja) * 2012-01-26 2013-08-15 Nippon Shokubai Co Ltd 樹脂組成物
WO2018003788A1 (fr) * 2016-06-27 2018-01-04 株式会社クラレ Corps moulé comprenant une composition de résine acrylique
WO2020111082A1 (fr) * 2018-11-30 2020-06-04 株式会社クラレ Composition de résine (méth)acrylique et film de résine (méth)acrylique
WO2022176848A1 (fr) * 2021-02-19 2022-08-25 住友化学株式会社 Film optique et plaque de polarisation
WO2022176849A1 (fr) * 2021-02-19 2022-08-25 住友化学株式会社 Film optique et plaque de polarisation

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010126550A (ja) * 2008-11-25 2010-06-10 Asahi Kasei Chemicals Corp 熱可塑性樹脂組成物
JP2013083907A (ja) * 2011-02-04 2013-05-09 Nippon Shokubai Co Ltd 位相差フィルム
JP2013155218A (ja) * 2012-01-26 2013-08-15 Nippon Shokubai Co Ltd 樹脂組成物
WO2018003788A1 (fr) * 2016-06-27 2018-01-04 株式会社クラレ Corps moulé comprenant une composition de résine acrylique
WO2020111082A1 (fr) * 2018-11-30 2020-06-04 株式会社クラレ Composition de résine (méth)acrylique et film de résine (méth)acrylique
WO2022176848A1 (fr) * 2021-02-19 2022-08-25 住友化学株式会社 Film optique et plaque de polarisation
WO2022176849A1 (fr) * 2021-02-19 2022-08-25 住友化学株式会社 Film optique et plaque de polarisation

Similar Documents

Publication Publication Date Title
KR101959340B1 (ko) 편광판 및 액정 패널
KR20120086706A (ko) 액정 표시 장치 및 액정 표시 장치용 광학 부재 세트
JP2019152880A (ja) 偏光板及び液晶表示装置
WO2011040541A1 (fr) Stratifié optique et procédé de production d'un stratifié optique
TW201303440A (zh) 偏光板及液晶顯示裝置
KR20110046311A (ko) 액정 표시 장치
KR20170066393A (ko) 광경화성 접착제와, 그것을 이용한 편광판, 적층 광학 부재 및 액정 표시 장치
KR102505692B1 (ko) 적층체 및 화상 표시 장치
WO2021100698A1 (fr) Composition adhésive durcissable et plaque polarisante
JP6654203B2 (ja) 偏光板保護フィルム及びその製造方法並びに偏光板及び液晶表示装置
JP2012226290A (ja) 拡散シートおよび液晶表示装置
JP5105065B2 (ja) 位相差フィルム付き偏光板の製造方法
TW201629548A (zh) 偏光板
WO2024075584A1 (fr) Composition de résine (méth)acrylique, film et plaque de polarisation
JP2024053539A (ja) （メタ）アクリル樹脂組成物、フィルム及び偏光板
WO2022176848A1 (fr) Film optique et plaque de polarisation
WO2022176849A1 (fr) Film optique et plaque de polarisation
JP2018109660A (ja) アクリル系樹脂フィルムおよびその製造方法
KR102094761B1 (ko) 액정표시장치
JP2016155988A (ja) 硬化性接着剤、硬化物、積層体及び偏光板
WO2022145367A1 (fr) Composition d'adhésif durcissable, et plaque polarisante
WO2022145370A1 (fr) Composition d'adhésif durcissable, et plaque polarisante
WO2017204327A1 (fr) Plaque de polarisation ignifuge, et dispositif d'affichage à cristaux liquides mettant en œuvre celle-ci
WO2022145368A1 (fr) Composition d'adhésif durcissable, et plaque polarisante
WO2024117124A1 (fr) Stratifié, et dispositif d'affichage

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 23874712

Country of ref document: EP

Kind code of ref document: A1