WO2022209279A1 - Polarizing plate protective film - Google Patents
Polarizing plate protective film Download PDFInfo
- Publication number
- WO2022209279A1 WO2022209279A1 PCT/JP2022/004298 JP2022004298W WO2022209279A1 WO 2022209279 A1 WO2022209279 A1 WO 2022209279A1 JP 2022004298 W JP2022004298 W JP 2022004298W WO 2022209279 A1 WO2022209279 A1 WO 2022209279A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- film
- polarizing plate
- plate protective
- protective film
- mass
- Prior art date
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- VBJPJCCADDYOSB-UHFFFAOYSA-N phenyl 3-methoxy-2-prop-2-enoyloxybenzoate Chemical compound COC1=CC=CC(C(=O)OC=2C=CC=CC=2)=C1OC(=O)C=C VBJPJCCADDYOSB-UHFFFAOYSA-N 0.000 description 1
- ABLABINHTJNBGN-UHFFFAOYSA-N phenyl 3-methyl-2-prop-2-enoyloxybenzoate Chemical compound CC1=CC=CC(C(=O)OC=2C=CC=CC=2)=C1OC(=O)C=C ABLABINHTJNBGN-UHFFFAOYSA-N 0.000 description 1
- VHDQRJJAZGSSIV-UHFFFAOYSA-N phenyl 5-methyl-2-prop-2-enoyloxybenzoate Chemical compound CC1=CC=C(OC(=O)C=C)C(C(=O)OC=2C=CC=CC=2)=C1 VHDQRJJAZGSSIV-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000005424 photoluminescence Methods 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920005673 polypropylene based resin Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- WTGQALLALWYDJH-WYHSTMEOSA-N scopolamine hydrobromide Chemical compound Br.C1([C@@H](CO)C(=O)OC2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 WTGQALLALWYDJH-WYHSTMEOSA-N 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- JLQFVGYYVXALAG-CFEVTAHFSA-N yasmin 28 Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C([C@]12[C@H]3C[C@H]3[C@H]3[C@H]4[C@@H]([C@]5(CCC(=O)C=C5[C@@H]5C[C@@H]54)C)CC[C@@]31C)CC(=O)O2 JLQFVGYYVXALAG-CFEVTAHFSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- 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
- G02B1/14—Protective coatings, e.g. hard coatings
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
- H10K59/80—Constructional details
- H10K59/8793—Arrangements for polarized light emission
Definitions
- the present invention relates to a polarizing plate protective film. More specifically, it is a polarizing plate protective film containing a resin and a dye compound, and when used in a display device, particularly an organic electroluminescence display device, can protect the display element from external light and prevent light emission from the display element.
- the present invention relates to a polarizing plate protective film that does not cause light emission loss, does not bleed out, and has excellent light resistance.
- an optical film such as a polarizing plate protective film with the ability to cut light rays in a wide wavelength range including the ultraviolet region and short wavelength visible light
- a method of adding an ultraviolet absorber or the like to the base material or a method of adding the base material
- the ultraviolet absorber is contained at a high concentration in order to cut short-wave visible light, or the ultraviolet absorber is contained at a high concentration as the film becomes thinner.
- undesirable coloring on the long wavelength side, whitening, and precipitation (bleed-out) may occur.
- the emission region of the display element (longer wavelength side than 430 nm) ), it is necessary to ensure sufficient transmittance in this area, and there is a technology that suppresses light absorption in this area, uses materials that can sufficiently ensure light transmittance, and suppresses deterioration of the display element due to external light. is necessary.
- Patent Document 1 describes a light selective absorption compound (such as a compound containing a merocyanine structure in the molecule) having light absorption on the short wavelength side of visible light to adjust the light absorption in a specific wavelength region. is disclosed in a resin, but there is no description regarding the light resistance of the selective light absorption compound.
- a light selective absorption compound such as a compound containing a merocyanine structure in the molecule
- Patent document 2 contains at least one light-absorbing material selected from a resin, an ultraviolet absorber, and a visible light-absorbing dye, and has a light transmittance of 10% or less at a light wavelength of 380 to 410 nm and a light transmittance at a light wavelength of 440 nm. It discloses a highly transparent optical film having a rate of 80% or more, no bleed-out during film formation, and excellent UV-cutting properties and sharp wavelength-cutting properties in the short wavelength region of visible light. However, in the optical film containing the light-absorbing material, similarly, there is no description regarding the light resistance of the ultraviolet absorber and the visible light-absorbing dye.
- image display is performed by containing a specific resin (alicyclic structure-containing polymer) and an ultraviolet absorber, and by containing a dye compound capable of controlling the light transmittance of a specific wavelength.
- An optical film is disclosed that can protect a device from ultraviolet rays and improve the hue when the image display device is viewed from the front.
- the present invention has been made in view of the above problems and circumstances, and the problem to be solved is a polarizing plate protective film containing a resin and a dye compound, which is used in a display device, particularly an organic electroluminescence display device. It is an object of the present invention to provide a polarizing plate protective film that can protect a display element from external light, does not cause light emission loss in the light emitted from the display element, does not bleed out, and has excellent light resistance.
- a display element is protected from external light by incorporating a compound having a specific structure shown below into a polarizing plate protective film.
- a polarizing plate protective film containing a resin and a dye compound that is excellent in light resistance without causing luminescence loss and bleed-out with respect to the luminescence of the display element.
- a polarizing plate protective film comprising a compound having a structure represented by Formula 1 below.
- the polarizing plate protective film containing the resin and the dye compound can protect the display element from external light when used in a display device, particularly an organic electroluminescence display device. It is possible to provide a polarizing plate protective film which does not cause light emission loss and does not bleed out with respect to the light emitted from the polarizing plate, and which has excellent light resistance.
- the hydrophobicity of the compound is increased, and the hydrophobicity makes it possible to interact with resins and other additives.
- the decomposability of the compound by light can be suppressed and the light resistance (also referred to as “light fastness”) can be improved.
- the sp value (also referred to as "solubility parameter") of the resin and the compound is compatible with each other, and even if the amount required to form the desired absorption spectrum is added, bleed out and whitening phenomenon do not occur. It does not occur and durability is improved.
- FIG. 1 is a plan view schematically showing the schematic configuration of a diagonally stretched film manufacturing apparatus.
- FIG. 6 is a plan view schematically showing an example of a rail pattern of a stretching section provided in the obliquely stretched film manufacturing apparatus shown in FIG.
- the polarizing plate protective film of the present invention is characterized by containing a compound having a structure represented by Formula 1 above. This feature is a technical feature common to or corresponding to the following embodiments.
- the polarizing plate protective film of the present invention is characterized by containing a compound having a structure represented by Formula 1 below.
- FIG. 1 is a cross section showing a configuration example of a preferable polarizing plate 10A of the present invention, which has a polarizing plate protective film 1 of the present invention, a polarizer layer 2 and a retardation film 3 in this order from the viewing side. It is a diagram.
- the polarizing plate protective film 1 the polarizer layer 2 and the retardation film 3 are respectively laminated, they are preferably adhered by a pressure-sensitive adhesive layer or an adhesive layer (not shown).
- the retardation film 3 is a polarizing plate protective film that adjusts the retardation depending on the intended use of the polarizing plate.
- the polarizing plate used in the present invention preferably has various functional layers in addition to the polarizing plate protective film 1, the polarizer layer 2 and the retardation film 3.
- the hard coat layer 4 as a functional layer as an upper layer of the polarizing plate protective film 1 from the viewpoint of improving the scratch resistance of the outermost surface when the polarizing plate is attached to the display device.
- the polarizing plate used in the present invention is, for example, an example using the polarizing plate 10A.
- the pressure-sensitive adhesive layer 5 is disposed on the surface of the organic EL element 11 and adhered to the viewing side surface of the organic EL element 11 . be.
- Dye compound The dye compound according to the present invention (hereinafter also referred to as “compound (D)”) is a compound having the structure represented by Formula 1 above.
- the dye compound is a compound having a maximum absorption wavelength in the wavelength range of 365 to 430 nm in the absorption spectrum of the wavelength range of 300 to 460 nm.
- the maximum absorption wavelength of the above compound can be determined by measuring the absorption spectrum of the dye compound or ultraviolet absorber in chloroform using, for example, an ultraviolet-visible spectrophotometer UV-2450 manufactured by Shimadzu Corporation.
- the “maximum absorption wavelength” in the present invention refers to the wavelength (nm) at which the maximum and maximum absorbance (absorption intensity) is exhibited in the absorption spectrum of the compound obtained by measuring the absorption spectrum of the compound.
- the display element is protected from external light and deterioration is suppressed, and no light emission loss occurs in the light emitted from the display element.
- the dye compound has the above-described light absorption properties, it preferably does not have fluorescence and phosphorescence performance (photoluminescence) that impairs the display properties of the organic EL element.
- the dye compound is contained in the polarizing plate protective film, and is useful from the viewpoint of maintaining the dispersibility and transparency in the resin component such as the base polymer, which is the film-forming component of the polarizing plate protective film. That is, the specific substituent structure substituted on the benzotriazole skeleton increases the hydrophobicity of the compound, and the hydrophobicity strengthens the interaction with the resin and other additives, suppressing the degradability of the compound by light. It is compatible with the resin from the viewpoint of the sp value of the compound, and does not cause bleeding out or whitening even when added in the amount necessary to form the desired absorption spectrum, and is durable. improve sexuality.
- a 300 mL four-necked flask was equipped with a condenser with a ball, a thermometer, and a stirrer, and (a1) 4.0 g (0.0134 mol), toluene 200 mL, octanoic acid 7.67 g (0.0532 mol), methanesulfonic acid. 0.2 g (0.002 mol) was added and dehydrated under reflux at 110 to 115° C. for 4 hours.
- the content of the dye compound according to the present invention is preferably in the range of 0.01 to 10 parts by weight, preferably 0.02 to 8 parts by weight, based on 100% by weight of the resin component, which is the film-forming component in the polarizing plate protective film. It is more preferable to be within the range of parts by mass.
- the polarizing plate having the polarizing plate protective film of the present invention when used in an organic EL display device, the light in the region that does not affect the light emission of the organic EL element is sufficiently emitted. can be absorbed into the organic EL element, and deterioration of the organic EL element can be suppressed.
- thermoplastic resins used for polarizing plate protective films include cellulose ester resins such as triacetyl cellulose (TAC), cellulose acetate propionate (CAP), and diacetyl cellulose (DAC), and cycloolefin polymers ( cyclic olefin resins such as COP and cycloolefin resins, polypropylene resins such as polypropylene (PP), acrylic resins such as polymethyl methacrylate (PMMA), and polyethylene terephthalate (PET).
- TAC triacetyl cellulose
- CAP cellulose acetate propionate
- DAC diacetyl cellulose
- cycloolefin polymers cyclic olefin resins such as COP and cycloolefin resins
- polypropylene resins such as polypropylene (PP)
- acrylic resins such as polymethyl methacrylate (PMMA)
- PET polyethylene terephthalate
- the highly hydrophobic resin has a high affinity with the dye compound according to the present invention, controls the waveform of the light absorption wavelength, and has a sharp wavelength cut property in the short wavelength region of visible light and UV cut property.
- the effect of reducing the light emission loss of the display device can be enhanced. From that point of view, considering the polarity, hydrophilicity, and water absorption of the resin, it is possible to preferably use the cyclic olefin-based resin (cycloolefin-based resin), the acrylic resin, and the cellulose ester-based resin in this order.
- the cycloolefin-based resin contained in the polarizing plate protective film of the present invention is a polymer of a cycloolefin monomer, or a copolymerizable monomer other than a cycloolefin monomer. It is preferably a copolymer with a polymer.
- the cycloolefin monomer is preferably a cycloolefin monomer having a norbornene skeleton, and a cycloolefin monomer having a structure represented by the following general formula (A-1) or (A-2) It is more preferable to have
- R 1 to R 4 each independently represent a hydrogen atom, a hydrocarbon group having 1 to 30 carbon atoms, or a polar group.
- p represents an integer of 0 to 2; However, all of R 1 to R 4 do not represent hydrogen atoms at the same time, R 1 and R 2 do not represent hydrogen atoms at the same time, and R 3 and R 4 do not represent hydrogen atoms at the same time. do.
- the hydrocarbon group having 1 to 30 carbon atoms represented by R 1 to R 4 in general formula (A-1) is preferably, for example, a hydrocarbon group having 1 to 10 carbon atoms. Hydrocarbon groups of numbers 1 to 5 are more preferred.
- a hydrocarbon group having 1 to 30 carbon atoms may further have a linking group containing, for example, a halogen atom, an oxygen atom, a nitrogen atom, a sulfur atom or a silicon atom. Examples of such linking groups include divalent polar groups such as carbonyl groups, imino groups, ether bonds, silyl ether bonds and thioether bonds. Examples of hydrocarbon groups having 1 to 30 carbon atoms include methyl, ethyl, propyl, butyl and the like.
- Examples of polar groups represented by R 1 to R 4 in general formula (A-1) include a carboxy group, a hydroxy group, an alkoxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an amino group, an amido group and a cyano group. is included. Among them, a carboxy group, a hydroxy group, an alkoxycarbonyl group and an aryloxycarbonyl group are preferred, and an alkoxycarbonyl group and an aryloxycarbonyl group are preferred from the viewpoint of ensuring solubility during solution film formation.
- p in general formula (A-1) is preferably 1 or 2. This is because when p is 1 or 2, the resulting polymer becomes bulky and the glass transition temperature tends to be improved.
- R 5 represents a hydrogen atom, a hydrocarbon group having 1 to 5 carbon atoms, or an alkylsilyl group having an alkyl group having 1 to 5 carbon atoms.
- R6 represents a carboxy group, a hydroxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an amino group, an amido group, a cyano group, or a halogen atom (fluorine atom, chlorine atom, bromine atom or iodine atom).
- p represents an integer of 0 to 2;
- R 5 in general formula (A-2) preferably represents a hydrocarbon group having 1 to 5 carbon atoms, more preferably a hydrocarbon group having 1 to 3 carbon atoms.
- R 6 in general formula (A-2) preferably represents a carboxy group, a hydroxy group, an alkoxycarbonyl group and an aryloxycarbonyl group.
- An oxycarbonyl group is more preferred.
- p in general formula (A-2) preferably represents 1 or 2. This is because when p is 1 or 2, the resulting polymer becomes bulky and the glass transition temperature tends to be improved.
- a cycloolefin monomer having a structure represented by general formula (A-2) is preferable from the viewpoint of improving the solubility in organic solvents.
- breaking the symmetry of an organic compound lowers the crystallinity, thereby improving the solubility in an organic solvent.
- R 5 and R 6 in general formula (A-2) are substituted only on one ring-constituting carbon atom with respect to the symmetry axis of the molecule, the symmetry of the molecule is low, that is, general formula (A- Since the cycloolefin monomer having the structure represented by 2) is highly soluble, it is suitable for producing a polarizing plate protective film by a solution casting method.
- the content of the cycloolefin monomer having the structure represented by the general formula (A-2) in the cycloolefin monomer polymer is based on the total of all cycloolefin monomers constituting the cycloolefin resin. For example, 70 mol % or more, preferably 80 mol % or more, more preferably 100 mol %.
- the cycloolefin monomer having the structure represented by the general formula (A-2) is contained in a certain amount or more, the orientation of the resin is enhanced, so that the retardation value tends to increase.
- cycloolefin monomers having a structure represented by general formula (A-1) are shown below in structural formulas 1 to 14, and cycloolefin monomers having a structure represented by general formula (A-2) Specific examples of the mers are shown in Structural Formulas 15-34.
- copolymerizable monomers copolymerizable with cycloolefin monomers examples include copolymerizable monomers capable of ring-opening copolymerization with cycloolefin monomers, and addition copolymerization with cycloolefin monomers. possible copolymerizable monomers and the like.
- copolymerizable monomers capable of ring-opening copolymerization include cycloolefins such as cyclobutene, cyclopentene, cycloheptene, cyclooctene and dicyclopentadiene.
- Examples of addition-copolymerizable copolymerizable monomers include unsaturated double bond-containing compounds, vinyl-based cyclic hydrocarbon monomers, and (meth)acrylates.
- Examples of unsaturated double bond-containing compounds include olefinic compounds having 2 to 12 (preferably 2 to 8) carbon atoms, examples of which include ethylene, propylene, butene, and the like.
- Examples of vinyl-based cyclic hydrocarbon monomers include vinylcyclopentene-based monomers such as 4-vinylcyclopentene and 2-methyl-4-isopropenylcyclopentene.
- (meth)acrylates include C1-C20 alkyl (meth)acrylates such as methyl (meth)acrylate, 2-ethylhexyl (meth)acrylate and cyclohexyl (meth)acrylate.
- the content of the cycloolefin monomer in the copolymer of the cycloolefin monomer and the copolymerizable monomer is, for example, 20 to 80 mol% with respect to the total of all monomers constituting the copolymer, Preferably, it can be 30 to 70 mol %.
- the cycloolefin resin is obtained by polymerizing or polymerizing a cycloolefin monomer having a norbornene skeleton, preferably a cycloolefin monomer having a structure represented by general formula (A-1) or (A-2).
- Polymers obtained by copolymerization examples of which include the following.
- a ring-opening polymer of a cycloolefin monomer (2) A ring-opening copolymer of a cycloolefin monomer and a copolymerizable monomer capable of ring-opening copolymerization thereof (3) Above (1) or a hydrogenated product of the ring-opening (co)polymer of (2); Co) Polymer (5) Saturated copolymer of cycloolefin monomer and unsaturated double bond-containing compound (6) Addition copolymer of cycloolefin monomer and vinyl cyclic hydrocarbon monomer And hydrogenated products thereof (7) Alternating copolymers of cycloolefin monomers and (meth)acrylates
- the polymers of (1) to (7) are all produced by known methods, for example, JP-A-2008- It can be obtained by the methods described in JP-A-107534 and JP-A-2005-227606.
- the catalyst and solvent used for the ring-opening copolymerization of (2) above can be those described in paragraphs 0019 to 0024 of JP-A-2008-107534.
- the catalyst used for hydrogenation in (3) and (6) above for example, those described in paragraphs 0025 to 0028 of JP-A-2008-107534 can be used.
- the acidic compound used in the Friedel-Crafts reaction of (4) above for example, those described in paragraph 0029 of JP-A-2008-107534 can be used.
- the catalyst used in the addition polymerization of (5) to (7) above for example, those described in paragraphs 0058 to 0063 of JP-A-2005-227606 can be used.
- the alternating copolymerization reaction of (7) above can be carried out, for example, by the method described in paragraphs 0071 and 0072 of JP-A-2005-227606.
- the polymers (1) to (3) and (5) above are preferred, and the polymers (3) and (5) above are more preferred.
- the cycloolefin-based resin can increase the glass transition temperature of the obtained cycloolefin-based resin and can increase the light transmittance. It preferably contains at least one of the structural units represented by the following general formula (B-2), and contains only the structural unit represented by the general formula (B-2), or the general formula (B-1) It is more preferable to include both the structural unit represented by formula (B-2) and the structural unit represented by general formula (B-2).
- the structural unit represented by general formula (B-1) is a structural unit derived from the cycloolefin monomer represented by general formula (A-1) described above, and is represented by general formula (B-2). is a structural unit derived from the cycloolefin monomer represented by the general formula (A-2) described above.
- R 1 to R 4 and p have the same definitions as R 1 to R 4 and p in formula (A-1), respectively.
- R 5 to R 6 and p have the same meanings as R 5 to R 6 and p in formula (A-2), respectively.
- the cycloolefin-based resin used in the present invention may be a commercially available product.
- Examples of commercially available cycloolefin-based resins include JSR Corporation's Arton G (e.g., G7810), Arton F, Arton R (e.g., R4500, R4900 and R5000), and Arton RX. included.
- the intrinsic viscosity [ ⁇ ]inh of the cycloolefin resin is preferably in the range of 0.2 to 5 cm 3 /g, more preferably in the range of 0.3 to 3 cm 3 /g, as measured at 30°C. It is preferably in the range of 0.4 to 1.5 cm 3 /g, more preferably.
- the number average molecular weight (Mn) of the cycloolefin resin is preferably in the range of 8,000 to 100,000, more preferably in the range of 10,000 to 80,000, and even more preferably in the range of 12,000 to 50,000.
- the weight average molecular weight (Mw) of the cycloolefin resin is preferably in the range of 20,000 to 300,000, more preferably in the range of 30,000 to 250,000, even more preferably in the range of 40,000 to 200,000.
- the number average molecular weight and weight average molecular weight of the cycloolefin resin can be measured by gel permeation chromatography (GPC) in terms of polystyrene.
- the glass transition temperature (Tg) of the cycloolefin resin is usually 110°C or higher, preferably in the range of 110 to 350°C, more preferably in the range of 120 to 250°C, and 120 to 220°C. is more preferably in the range of
- Tg is 110°C or higher
- deformation under high temperature conditions is easily suppressed.
- the Tg is 350° C. or less
- the molding process becomes easy, and deterioration of the resin due to heat during the molding process can be easily suppressed.
- the content of the cycloolefin resin is preferably 70% by mass or more, more preferably 80% by mass or more, relative to the film.
- Acrylic resin used in the present invention is a polymer of acrylic acid ester or methacrylic acid ester, including copolymers with other monomers.
- the acrylic resins used in the present invention also include methacrylic resins.
- the resin is not particularly limited, it contains 50 to 99% by mass of methyl methacrylate units and 1 to 50% by mass of other monomer units copolymerizable therewith. is preferred.
- alkyl methacrylates having an alkyl group having 2 to 18 carbon atoms alkyl acrylates having an alkyl group having 1 to 18 carbon atoms, isobornyl methacrylate, 2- Hydroxyalkyl acrylates such as hydroxyethyl acrylate, ⁇ , ⁇ -unsaturated acids such as acrylic acid and methacrylic acid, acrylamides such as acryloylmorpholine and N-hydroxyphenylmethacrylamide, N-vinylpyrrolidone, maleic acid, fumaric acid, itaconic acid unsaturated group-containing divalent carboxylic acids such as styrene, aromatic vinyl compounds such as ⁇ -methylstyrene, acrylonitrile, ⁇ , ⁇ -unsaturated nitriles such as methacrylonitrile, maleic anhydride, maleimide, N-substituted maleimide, Glutarimide, gluta
- Examples of copolymerizable monomers forming units other than glutarimide and glutaric anhydride from the above units include monomers corresponding to the above units. That is, alkyl methacrylates having an alkyl group having 2 to 18 carbon atoms, alkyl acrylates having an alkyl group having 1 to 18 carbon atoms, isobornyl methacrylate, hydroxyalkyl acrylates such as 2-hydroxyethyl acrylate, acrylic acid, methacrylic acid, etc.
- ⁇ , ⁇ -unsaturated acids acryloylmorpholine, acrylamides such as N-hydroxyphenylmethacrylamide, N-vinylpyrrolidone, unsaturated group-containing divalent carboxylic acids such as maleic acid, fumaric acid, itaconic acid, styrene, ⁇ -methylstyrene monomers such as aromatic vinyl compounds such as acrylonitrile, ⁇ , ⁇ -unsaturated nitriles such as methacrylonitrile, maleic anhydride, maleimide, and N-substituted maleimide.
- acrylamides such as N-hydroxyphenylmethacrylamide
- N-vinylpyrrolidone unsaturated group-containing divalent carboxylic acids
- unsaturated group-containing divalent carboxylic acids such as maleic acid, fumaric acid, itaconic acid
- styrene ⁇ -methylstyrene monomers
- aromatic vinyl compounds such as acrylonit
- the glutarimide unit can be formed, for example, by reacting an intermediate polymer having (meth)acrylic acid ester units with a primary amine (imidizing agent) to imidize the intermediate polymer (see JP-A-2011-26563). ).
- a glutaric anhydride unit can be formed, for example, by heating an intermediate polymer having a (meth)acrylate unit (see Japanese Patent No. 4961164).
- the acrylic resin used in the present invention includes, from the viewpoint of mechanical strength, isobornyl methacrylate, acryloylmorpholine, N-hydroxyphenylmethacrylamide, N-vinylpyrrolidone, styrene, hydroxyethyl methacrylate, Particular preference is given to including maleic anhydride, maleimide, N-substituted maleimide, glutaric anhydride or glutarimide.
- the acrylic resin used in the present invention has a viewpoint of controlling dimensional changes due to changes in environmental temperature and humidity atmosphere, peelability from a metal support during film production, drying property of organic solvents, heat resistance and mechanical strength.
- the weight average molecular weight (Mw) is preferably in the range of 50,000 to 1,000,000, more preferably in the range of 100,000 to 1,000,000, and in the range of 200,000 to 800,000. is particularly preferred.
- the method for producing the acrylic resin used in the present invention is not particularly limited, and any known method such as suspension polymerization, emulsion polymerization, bulk polymerization, or solution polymerization may be used.
- the polymerization initiator usual peroxide-based and azo-based initiators can be used, and redox-based initiators can also be used.
- the polymerization temperature may be 30 to 100° C. for suspension or emulsion polymerization, and 80 to 160° C. for bulk or solution polymerization.
- the polymerization can be carried out using alkyl mercaptan or the like as a chain transfer agent.
- the glass transition temperature Tg of the acrylic resin is preferably within the range of 80 to 120°C.
- Acrylic resin used in the present invention.
- Delpet 60N, 80N, 980N, SR8200 manufactured by Asahi Kasei Chemicals Corporation
- Dianal BR52, BR80, BR83, BR85, BR88 EMB-143, EMB-159, EMB-160, EMB-161, EMB-218, EMB-229, EMB-270, EMB-273 (manufactured by Mitsubishi Rayon Co., Ltd.)
- KT75, TX400S, IPX012 manufactured by Denki Kagaku Kogyo KK
- Acrylic resin can also use 2 or more types together.
- the acrylic resin used in the present invention preferably contains an additive.
- the additive include acrylic particles (rubber elastic particles) described in International Publication No. WO 2010/001668. It is preferably contained for improving the strength and adjusting the dimensional change rate.
- Commercially available examples of such multi-layered acrylic granular composites include, for example, "Metabrene W-341" manufactured by Mitsubishi Rayon Co., Ltd., "Kaneace” manufactured by Kaneka Corporation, "Paraloid” manufactured by Kureha Corporation, Rohm and "Acryloid” manufactured by Haas, "Staphyloid” manufactured by Aika, Chemisnow MR-2G, MS-300X (manufactured by Soken Chemical Co., Ltd.) and "Parapet SA” manufactured by Kuraray Co., Ltd., and the like. can be used singly or in combination of two or more.
- the volume average particle size of the acrylic particles is 0.35 ⁇ m or less, preferably in the range of 0.01 to 0.35 ⁇ m, more preferably in the range of 0.05 to 0.30 ⁇ m. If the particle size is above a certain level, the film can be easily stretched under heating, and if the particle size is below a certain level, the transparency of the resulting film is less likely to be impaired.
- the polarizing plate protective film of the present invention preferably has a bending elastic modulus (JIS K7171) of 1.5 GPa or less.
- This bending elastic modulus is more preferably 1.3 GPa or less, and still more preferably 1.2 GPa or less.
- the flexural modulus varies depending on the type and amount of acrylic resin and rubber elastic particles in the film. For example, the greater the rubber elastic particle content, the lower the flexural modulus. In general, the flexural modulus is smaller when a copolymer of alkyl methacrylate and alkyl acrylate is used than when a homopolymer of alkyl methacrylate is used as the acrylic resin.
- cellulose ester resin used in the present invention examples include triacetyl cellulose (TAC), cellulose acetate propionate, cellulose diacetate, and cellulose acetate butyrate.
- polyester resins such as polyethylene terephthalate and polyethylene naphthalate, polycarbonate resins, polyolefin resins such as polyethylene and polypropylene, norbornene resins, fluororesins, cycloolefin resins, and the like may be used in combination.
- the cellulose ester used in the polarizing plate protective film of the present invention is preferably a carboxylic acid ester having about 2 to 22 carbon atoms, and may be an ester of an aromatic carboxylic acid or a lower fatty acid ester of cellulose. is preferred.
- the "lower fatty acid” in the lower fatty acid ester of cellulose means a fatty acid having 6 or less carbon atoms.
- the acyl group bonded to the hydroxy group of the glucose unit constituting the cellulose ester may be a linear hydrocarbon group, a branched hydrocarbon group, or a cyclic hydrocarbon group.
- the acyl group may be substituted with another substituent.
- the group preferably has 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, and still more preferably 2 to 3 carbon atoms.
- acyl groups derived from mixed acids can also be used for the cellulose ester.
- acyl groups having 2 and 3 carbon atoms or acyl groups having 2 and 4 carbon atoms are used.
- Specific examples of such cellulose esters include cellulose acetate propionate, cellulose acetate butyrate, cellulose acetate propionate butyrate, and other mixed fatty acid esters of cellulose in which propionate groups or butyrate groups are bonded in addition to acetyl groups. can be used.
- the butyryl group forming the butyrate may be linear or branched.
- the cellulose ester is preferably cellulose acetate, cellulose acetate butyrate, cellulose acetate propionate, or cellulose acetate phthalate.
- the retardation value of the protective film can be appropriately controlled by the type of acyl group contained in the cellulose ester and the degree of substitution of the acyl group to the pyranose ring of the cellulose resin skeleton.
- the substituents that bind to the hydroxy groups of the glucose units that constitute the cellulose ester used in the protective film preferably satisfy the following formulas (a) and (b) at the same time.
- X is the degree of substitution of the acetyl group
- Y is the degree of substitution of the propionyl or butyryl group.
- cellulose esters triacetyl cellulose and cellulose acetate propionate are preferably used.
- Cellulose acetate propionate has an acetyl group substitution degree X of 1.0 ⁇ X ⁇ 2.5 and 0.1 ⁇ Y ⁇ 1.5 and 2.0 ⁇ X+Y ⁇ 3.0. preferable.
- the method for measuring the degree of substitution of acyl groups can be measured according to ASTM-D817-96. If the degree of substitution with the acyl group is too low, the hydroxy groups of the pyranose ring constituting the skeleton of the cellulose resin will have many unreacted portions, and many of the hydroxy groups will remain. For this reason, the retardation value of the polarizing plate protective film changes depending on humidity, which is not preferable, and the ability of the polarizing plate protective film to protect the polarizer layer is lowered, which is not preferable.
- the number average molecular weight of the cellulose ester is preferably 60,000 to 300,000, more preferably 70,000 to 200,000.
- the mechanical strength of the polarizing plate protective film can be enhanced.
- the number average molecular weight of this cellulose ester a value measured by high performance liquid chromatography under the following conditions is adopted.
- Solvent Acetone Column: MPW ⁇ 1 (manufactured by Tosoh Corporation) Sample concentration: 0.2 (mass/volume)% Flow rate: 1.0 mL/min Sample injection volume: 300 ⁇ L Standard sample: Standard polystyrene Temperature: 23°C
- the synthesis of the cellulose ester can be prepared by a conventional method.
- the cellulose used as the raw material for the cellulose ester is not particularly limited, but cotton linter, wood pulp, kenaf and the like can be mentioned. Also, cellulose esters obtained from these materials may be mixed in an arbitrary ratio and used.
- an acid anhydride such as acetic anhydride, propionic anhydride, or butyric anhydride
- the reaction occurs with an organic acid such as acetic acid or an organic solvent such as dichloromethane and a protic catalyst such as sulfuric acid.
- a protic catalyst such as sulfuric acid.
- acid chlorides CH 3 COCl, C 2 H 5 COCl, C 3 H 7 COCl
- basic compounds such as amines are used as catalysts.
- Acylation of cellulose raw materials can be synthesized by the method described in JP-A-10-45804.
- the polarizing plate protective film of the invention may further contain other additives such as antioxidants, plasticizers, fine particles, antistatic agents, release agents, and thickeners. Among them, from the viewpoint of further enhancing the effects of the present invention, it is preferable to use an antioxidant and fine particles.
- the polarizing plate protective film of the invention preferably contains an antioxidant.
- Antioxidants are also called anti-deterioration agents, and play a role in delaying or preventing decomposition of the film due to, for example, halogen in the amount of residual solvent in the film and phosphoric acid in the phosphoric acid-based plasticizer.
- the effect of sharpening the light absorption waveform of the dye compound can be obtained.
- an antioxidant a hindered phenol-based compound is particularly preferable.
- the hindered phenol-based compound and the dye compound according to the present invention have a high affinity, and their interaction tends to make the light absorption waveform sharper, It has the effect of suppressing light absorption on the long wavelength side and suppressing light emission loss.
- hindered phenol antioxidants examples include 2,6-di-t-butyl-p-cresol, pentaerythrityl-tetrakis[3-(3,5-di-t-butyl-4 -hydroxyphenyl)propionate], triethylene glycol-bis[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6-hexanediol-bis[3-(3,5- di-t-butyl-4-hydroxyphenyl)propionate], 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-t-butylanilino)-1,3,5- Triazine, 2,2-thio-diethylenebis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], octadecyl-3-(3,5-di-t-butyl-4-hydroxy phenyl)propionate
- 2,6-di-t-butyl-p-cresol, pentaerythrityl-tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], triethylene glycol-bis[3 -(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate] is preferred.
- hydrazine-based metal deactivators such as N,N'-bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyl]hydrazine and tris(2,4-di- Phosphorus-based processing stabilizers such as t-butylphenyl)phosphite may be used in combination.
- the amount of these compounds added is 5% by mass or less, preferably 2% by mass or less, more preferably 0.5 to 1% by mass based on 100% by mass of the resin.
- the polarizing plate protective film of the invention preferably contains fine particles.
- fine particles used in the present invention include inorganic compounds such as silicon dioxide, titanium dioxide, aluminum oxide, zirconium oxide, calcium carbonate, calcium carbonate, talc, clay, calcined kaolin, calcined calcium silicate, and hydrated silicic acid. Mention may be made of calcium, aluminum silicate, magnesium silicate and calcium phosphate. Fine particles of organic compounds can also be preferably used. Examples of organic compounds include polytetrafluoroethylene, cellulose acetate, polystyrene, polymethyl methacrylate, polypropyl methacrylate, polymethyl acrylate, polyethylene carbonate, acrylic styrene resins, silicone resins, polycarbonate resins, benzoguanamine resins, and melamine resins.
- inorganic compounds such as silicon dioxide, titanium dioxide, aluminum oxide, zirconium oxide, calcium carbonate, calcium carbonate, talc, clay, calcined kaolin, calcined calcium silicate, and hydrated silicic acid. Mention may be
- polyolefin-based powder polyester-based resin, polyamide-based resin, polyimide-based resin, polyfluoroethylene-based resin, and pulverized classified products of organic polymer compounds such as starch.
- a polymer compound synthesized by a suspension polymerization method, a polymer compound formed into a spherical shape by a spray drying method, a dispersion method, or the like, or an inorganic compound can be used.
- the average particle diameter of the primary particles of the fine particles is preferably in the range of 5 to 400 nm, more preferably in the range of 10 to 300 nm.
- These may be mainly contained as secondary aggregates with a particle size in the range of 0.05 to 0.3 ⁇ m, and particles with an average particle size in the range of 100 to 400 nm are included as primary particles without agglomeration. It is also preferred that
- Fine particles containing silicon are preferable in terms of lowering the turbidity of the film, and silicon dioxide is particularly preferable. Fine particles of silicon dioxide are commercially available, for example, under the trade names of Aerosil R972, R972V, R974, R812, 200, 200V, 300, R202, OX50, and TT600 (manufactured by Nippon Aerosil Co., Ltd.), and can be used. can.
- silicon-containing fine particles have a high affinity with the dye compound according to the present invention, and when used together, the light absorption waveform becomes sharper, the light absorption on the long wavelength side is suppressed, and the light emission loss of the display device is suppressed. can do.
- the silicon-containing particles R812 or R972 is particularly preferable. Silicon-containing particles with higher hydrophobicity have a high affinity with the dye compound according to the present invention, and the interaction between them has the effect of reducing the emission loss. can get.
- fine particles may be used singly or in combination of two or more.
- the content of the fine particles is 10% by mass or less, preferably 5% by mass or less, more preferably 0.5 to 2% by mass or less with respect to 100% by mass of the resin.
- in order to add fine particles in the manufacturing process it is preferable to perform mixing by in-line addition.
- An in-line mixer or the like is preferably used.
- the polarizing plate protective film of the present invention can also contain an ultraviolet absorber as another dye compound, if necessary.
- the "ultraviolet absorber” is preferably a compound having a maximum absorption wavelength in the range of 300 to 359 nm in the absorption spectrum in the wavelength range of 300 to 460 nm, and the maximum absorption wavelength is in the wavelength range of 300 to 359 nm. It is not particularly limited as long as it exists.
- ultraviolet absorbers examples include triazine-based ultraviolet absorbers, benzotriazole-based ultraviolet absorbers, benzophenone-based ultraviolet absorbers, oxybenzophenone-based ultraviolet absorbers, salicylic acid ester-based ultraviolet absorbers, cyanoacrylate-based ultraviolet absorbers, and the like. These can be used singly or in combination of two or more.
- triazine-based UV absorbers and benzotriazole-based UV absorbers are preferred, triazine-based UV absorbers having two or less hydroxy groups in one molecule, and benzotriazole having one benzotriazole skeleton in one molecule.
- At least one UV absorber selected from the group consisting of triazole-based UV absorbers is preferred.
- These ultraviolet absorbers are preferred because they have good solubility in resin components such as base polymers, which are film-forming components of optical films containing the ultraviolet absorbers.
- these ultraviolet absorbers are preferable because they have a high ability to absorb ultraviolet light at a wavelength of around 380 nm.
- triazine-based UV absorbers having two or less hydroxy groups in one molecule include 2,4-bis-[ ⁇ 4-(4-ethylhexyloxy)-4-hydroxy ⁇ -phenyl]-6 -(4-methoxyphenyl)-1,3,5-triazine (Tinosorb S, manufactured by BASF), 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl )-1,3,5-triazine (TINUVIN 460, manufactured by BASF), 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)-5- Reaction products of hydroxyphenyl and [(C10-C16 (mainly C12-C13) alkyloxy)methyl]oxirane (TINUVIN 400, manufactured by BASF), 2-[4,6-bis(2,4-dimethylphenyl) -1,3,5-triazin-2-yl]-5-[3-(
- benzotriazole-based UV absorber having one benzotriazole skeleton in one molecule, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4- (1,1,3,3-tetramethylbutyl) phenol (TINUVIN 928, manufactured by BASF), 2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole (TINUVIN PS, manufactured by BASF) , an ester compound (TINUVIN 384- 2, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol (TINUVIN 900, manufactured by BASF), methyl-3-( 3-(2H-benzotriazol-2-yl)-5-t-butyl-4-hydroxyphenyl)propionate/polyethylene glycol 300 reaction product (TINUVIN 1130, manufactured by BASF), 2-(2H-benzo
- benzophenone-based ultraviolet absorber (benzophenone-based compound) and oxybenzophenone-based ultraviolet absorber (oxybenzophenone-based compound)
- examples of the benzophenone-based ultraviolet absorber (benzophenone-based compound) and oxybenzophenone-based ultraviolet absorber (oxybenzophenone-based compound) include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy -4-methoxybenzophenone-5-sulfonic acid (anhydrous and trihydrate), 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 4-benzyloxy-2-hydroxybenzophenone, 2, 2',4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone (SeeSorb 106, manufactured by Shipro Kasei Co., Ltd.)
- salicylic acid ester-based ultraviolet absorber examples include phenyl-2-acryloyloxybenzoate, phenyl-2-acryloyloxy-3-methylbenzoate, and phenyl-2-acryloyl.
- oxy-4-methylbenzoate phenyl-2-acryloyloxy-5-methylbenzoate, phenyl-2-acryloyloxy-3-methoxybenzoate, phenyl-2-hydroxybenzoate, phenyl-2- hydroxy-3-methylbenzoate, phenyl-2-hydroxy-4-methylbenzoate, phenyl-2-hydroxy-5-methylbenzoate, phenyl 2-hydroxy-3-methoxybenzoate, 2,4-di- tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate (TINUVIN120, manufactured by BASF) and the like can be mentioned.
- TINUVIN120 2,4-di- tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate
- cyanoacrylate-based ultraviolet absorbers examples include alkyl-2-cyanoacrylates, cycloalkyl-2-cyanoacrylates, alkoxyalkyl-2-cyanoacrylates, alkenyl-2-cyanoacrylates, alkynyl- 2-cyanoacrylate and the like can be mentioned.
- the ultraviolet absorbers may be used alone or in combination of two or more.
- the content of the ultraviolet absorber is shown as parts by mass of the ultraviolet absorber with respect to 100 parts by mass of the resin component that is the film-forming component of the optical film.
- the content of the ultraviolet absorber with respect to 100 parts by weight of the constituent resin of the optical film is preferably in the range of 0.1 to 8 parts by weight, and 0.5 parts by weight. It is more preferably within the range of to 5 parts by mass.
- the ultraviolet absorber-containing layer can sufficiently exhibit the ultraviolet absorbing function, which is preferable. Then, when the polarizing plate used in the present invention is used in an organic EL display device, the compound (D) is contained, and an ultraviolet absorber is further contained, thereby functioning to protect the organic EL display element from external light. Therefore, the quality of the organic EL display device is maintained for a long period of time.
- the film forming method is preferably a solution casting method or a melt casting method from the viewpoint of suppressing coloring, suppressing foreign matter defects, suppressing optical defects such as die lines, etc., particularly the solution casting method. This is more preferable from the viewpoint of imparting high functionality by using various additives because the temperature in the processing step is low.
- the "solution casting method" preferred for the present invention will be described below.
- a production method including the following steps (1) to (3) is used to produce the polarizing plate protective film by the solution casting method. Further, the production method preferably has step (4).
- Step of obtaining a dope containing a film-forming component containing a thermoplastic resin, a compound (D) to be added, optional additives and a solvent (2) After casting the obtained dope on a support , drying and peeling to obtain a film-like material (3) drying the obtained film-like material while stretching as necessary (4) winding the obtained polarizing plate protective film and rolling it the process of getting a body
- a dope is prepared by dissolving or dispersing in a solvent film-forming components containing a thermoplastic resin, compound (D) to be added, and additives such as antioxidants and fine particles.
- the solvent used for the dope contains at least an organic solvent (good solvent) capable of dissolving the thermoplastic resin.
- the organic solvent preferably has high solubility for these additives.
- good solvents include chlorinated organic solvents such as dichloromethane; and non-chlorinated organic solvents such as methyl acetate, ethyl acetate, acetone, tetrahydrofuran. Among them, dichloromethane is preferred.
- the solvent used for the dope may further contain a poor solvent.
- poor solvents include linear or branched aliphatic alcohols having 1 to 4 carbon atoms. When the ratio of alcohol in the dope becomes high, the film-like material tends to gel and is easily peeled off from the metal support.
- linear or branched aliphatic alcohols having 1 to 4 carbon atoms include methanol, ethanol, n-propanol, iso-propanol, n-butanol, sec-butanol and tert-butanol. Of these, ethanol is preferred because of its dope stability, relatively low boiling point, and good drying properties.
- Step (2) The obtained dope is cast on a support. Casting of the dope can be performed by discharging from a casting die.
- the solvent in the dope cast on the support is evaporated and dried.
- the dried dope is peeled off from the support to obtain a film.
- the amount of residual solvent in the dope when peeled off from the support (the amount of residual solvent in the film-like substance when peeled) is, for example, preferably 20% by mass or more, more preferably 20 to 30% by mass.
- the residual solvent amount at the time of peeling is 30% by mass or less, it is easy to suppress excessive stretching of the film-like material due to peeling.
- the amount of residual solvent in the dope at the time of peeling is defined by the following formula. The same applies to the following.
- the amount of residual solvent at the time of peeling can be adjusted by the drying temperature and drying time of the dope on the support, the temperature of the support, and so on.
- Step (3) The resulting film-like material is dried. Drying may be performed in one step or in multiple steps. Moreover, you may perform drying, extending
- the drying process of the film-like material includes a process of pre-drying the film-like material (pre-drying process), a process of stretching the film-like material (stretching process), and a process of drying the film-like material after stretching (main drying process). drying step).
- the pre-drying temperature (drying temperature before stretching) can be higher than the stretching temperature.
- the glass transition temperature of the thermoplastic resin is Tg, it is preferably (Tg-50) to (Tg+50)°C.
- the pre-drying temperature is (Tg-50) ° C. or higher, the solvent is easily volatilized appropriately, so it is easy to improve the transportability (handling property). , the stretchability in the subsequent stretching process is less likely to be impaired.
- the initial drying temperature can be measured as (a) the temperature inside the stretching machine or the ambient temperature such as the temperature of hot air when the film is dried by non-contact heating while being conveyed by a tenter stretching machine or rollers.
- the stretching may be carried out according to the required optical properties, for example, the retardation value, preferably in at least one direction, and in two directions perpendicular to each other (for example, the width direction (TD direction) of the film). and biaxial stretching in the transport direction (MD direction) orthogonal thereto).
- the draw ratio when producing the polarizing plate protective film is preferably 5 to 100%, more preferably 20 to 100%.
- the stretching ratio in each direction is preferably within the above ranges.
- the stretch ratio (%) is defined as (stretching direction size of the film after stretching ⁇ stretching direction size of the film before stretching)/(stretching direction size of the film before stretching) ⁇ 100.
- the stretching temperature (drying temperature during stretching) is preferably Tg (° C.) or higher, where Tg is the glass transition temperature of the thermoplastic resin, and is (Tg+10) to (Tg+50)° C. is more preferable.
- Tg glass transition temperature of the thermoplastic resin
- Tg+10° C. or higher the solvent is easily volatilized appropriately, so that the stretching tension is easily adjusted to an appropriate range. does not volatilize too much, so stretchability is less likely to be impaired.
- the stretching temperature during production of the polarizing plate protective film can be, for example, 115° C. or higher.
- the stretching temperature it is preferable to measure (a) the ambient temperature such as the temperature inside the stretching machine, as described above.
- the amount of residual solvent in the filmy material at the start of stretching is preferably about the same as the amount of residual solvent in the filmy material at the time of peeling, for example, preferably 20 to 30% by mass, preferably 25 to 30% by mass. % is more preferable.
- Stretching in the TD direction (width direction) of the film can be performed, for example, by fixing both ends of the film with clips or pins and widening the distance between the clips or pins in the direction of travel (tenter method).
- the film-like material can be stretched in the MD direction, for example, by a method (roll method) in which a plurality of rolls are provided with different peripheral speeds and the difference in peripheral speeds of the rolls is utilized.
- the main drying temperature (drying temperature when not stretched) is preferably (Tg-50) to (Tg-30) ° C., where Tg is the glass transition temperature of the thermoplastic resin, and (Tg-40). ⁇ (Tg-30)°C is more preferable.
- Tg glass transition temperature of the thermoplastic resin
- Tg-40 glass transition temperature of the thermoplastic resin
- Tg-40 glass transition temperature of the thermoplastic resin
- Tg-40 glass transition temperature of the thermoplastic resin
- ⁇ (Tg-30)°C is more preferable.
- the post-drying temperature is (Tg-50)° C. or higher, the solvent can be sufficiently volatilized and removed from the film after stretching. can be suppressed to As for the actual drying temperature, it is preferable to measure (a) the ambient temperature such as the hot air temperature, as described above.
- the obtained polarizing plate protective film is preferably elongated.
- a long polarizing plate protective film is wound into a roll to form a roll.
- the length of the long polarizing plate protective film is not particularly limited, but can be, for example, about 100 to 10,000 m.
- the width of the polarizing plate protective film is preferably 1 m or more, more preferably 1.3 to 4 m.
- the thickness of the polarizing plate protective film can be determined as appropriate, but in general, it is preferably within the range of 1 to 500 ⁇ m from the viewpoints of strength, workability such as handleability, and thinness.
- the thickness of the polarizing plate protective film is more preferably in the range of 5 to 50 ⁇ m, still more preferably in the range of 10 to 45 ⁇ m.
- the dye compound according to the present invention has improved compatibility with resins, does not cause bleeding out or whitening, and has improved durability. It can also be preferably applied to a thin polarizing plate protective film.
- a thin polarizing plate can be produced using a thin polarizing plate protective film (hereinafter also referred to as a “thin polarizing plate protective film”).
- a method for producing a thin polarizing plate protective film includes the steps of: 1) obtaining a thin polarizing plate protective film solution; and 3) removing the solvent from the thin polarizing plate protective film solution to form a thin polarizing plate protective film.
- Step of obtaining solution for thin polarizing plate protective film The step of obtaining the solution for thin polarizing plate protective film is the same as the step of preparing the aforementioned "dope", and reference can be made to it.
- the obtained solution for thin film polarizing plate protective film is applied to the surface of the support.
- the obtained thin film polarizing plate protective film solution is applied to the surface of the support.
- a laminate of a support and a thin film polarizing plate protective film is also referred to as a "laminate film".
- the support supports the formation of the protective film for the thin polarizing plate, and usually contains a resin film.
- the film thickness of the support is preferably 50 ⁇ m or less.
- the film thickness of the support is preferably in the range of 15 to 45 ⁇ m, more preferably in the range of 20 to 40 ⁇ m, since the support is thin but requires a certain degree of strength (elasticity and rigidity).
- resins examples include cellulose ester-based resins, cyclic olefin-based resins, polypropylene-based resins, acrylic-based resins, polyester-based resins, polyarylate-based resins, and styrene-based resins or composite resins thereof. It is preferable to use a polyester-based resin as a resin that is excellent in storage stability under a humid environment.
- polyester resins examples include polyester resins (e.g., polyethylene terephthalate (PET), polytrimethylene terephthalate (PTT), polybutylene terephthalate (PBT), polyethylene naphthalate (PEN), polybutylene naphthalate (PBN), etc.). and so on.
- PET polyethylene terephthalate
- PBT polytrimethylene terephthalate
- PEN polybutylene terephthalate
- PBN polybutylene naphthalate
- a polyester resin film containing polyethylene terephthalate (PET) or polyethylene naphthalate (PEN) is preferable from the viewpoint of ease of handling.
- the resin film may be heat-treated (heat-relaxed) or stretched.
- the heat treatment is for reducing the residual stress of the resin film (for example, the residual stress associated with stretching), and is not particularly limited. Tg+180)°C.
- the purpose of the stretching treatment is to increase the residual stress of the resin film, and the stretching treatment is preferably carried out, for example, in the biaxial directions of the resin film.
- the stretching treatment can be performed under arbitrary conditions, for example, at a stretching ratio of about 120 to 900%. Whether or not the resin film is stretched can be confirmed by checking, for example, whether or not there is an in-plane slow axis (an axis extending in the direction in which the refractive index is maximized).
- the stretching treatment may be performed before laminating the thin polarizing plate protective film or after lamination, but it is preferable that the film is stretched before lamination.
- polyester resin film (simply referred to as a polyester film).
- polyethylene terephthalate film TN100 (manufactured by Toyobo Co., Ltd.), MELINEX ST504 (manufactured by Teijin DuPont Films Ltd.), etc. are preferably used. can be done.
- the support may further have a release layer provided on the surface of the resin film.
- the release layer can facilitate peeling of the support from the thin film polarizing plate protective film when the polarizing plate is produced.
- the release layer may contain a known release agent, and is not particularly limited.
- release agents contained in the release layer include silicone release agents and non-silicone release agents.
- silicone-based release agents include known silicone-based resins.
- non-silicone release agents include long-chain alkyl pendant polymers obtained by reacting polyvinyl alcohol or ethylene-vinyl alcohol copolymer with long-chain alkyl isocyanate, olefin-based resins (e.g.
- copolymerized polyethylene cyclic polyolefin, polymethylpentene
- polyarylate resin e.g., polycondensate of aromatic dicarboxylic acid component and dihydric phenol component
- fluororesin e.g., polytetrafluoroethylene (PTFE), polyvinylidene fluoride (PVDF), polyvinyl fluoride (PVF), PFA (copolymer of tetrafluoroethylene and perfluoroalkoxyethylene
- FEP copolymer of tetrafluoroethylene and hexafluoropropylene
- ETFE copolymer of tetrafluoroethylene and ethylene
- the thickness of the release layer is not particularly limited as long as it can exhibit the desired releasability.
- the support may contain a plasticizer as an additive.
- a plasticizer is not particularly limited, polyhydric alcohol ester plasticizers, phthalate ester plasticizers, citric acid plasticizers, fatty acid ester plasticizers, phosphate ester plasticizers, polycarboxylic ester plasticizers It is preferably selected from the following: agents, polyester plasticizers, and the like.
- the support can contain the above-mentioned ultraviolet absorber and fine particles.
- the film forming method is preferably a solution casting method or a melt casting method. Furthermore, the solution casting method requires a low temperature in the processing step, so that various additives can be used to impart high functionality.
- the thin film polarizing plate protective film of the present invention by the following method using the support produced as described above.
- the method of applying the solution for a thin polarizing plate protective film is not particularly limited, and may be a known method such as a back roll coating method, a gravure coating method, a spin coating method, a wire bar coating method, or a roll coating method.
- the back coating method is preferable from the viewpoint of forming a coating film having a thin and uniform film thickness.
- Step 3 Step of forming a thin polarizing plate protective film
- the solvent is removed from the thin polarizing plate protective film solution applied to the support to form a thin polarizing plate protective film.
- the thin film polarizing plate protective film solution applied to the support is dried. Drying can be carried out, for example, by blowing air or heating. Above all, from the viewpoint of facilitating the suppression of curling of the protective film for thin polarizing plate, it is preferable to dry the film by blowing air.
- the length of the strip-shaped thin film polarizing plate protective film is not particularly limited, but can be, for example, about 100 to 10,000 m.
- the width of the strip-shaped laminated film is preferably 1 m or more, more preferably 1.1 to 4 m. From the viewpoint of improving the uniformity of the film, it is more preferably 1.3 to 2.5 m.
- the thin film polarizing plate protective film used in the present invention can be manufactured, for example, by the manufacturing apparatus shown in FIG.
- FIG. 4 is a schematic diagram of a manufacturing apparatus B200 for carrying out the method for manufacturing a thin polarizing plate protective film according to the present embodiment.
- the manufacturing apparatus B200 has a supply section B210, a coating section B220, a drying section B230, a cooling section B240, and a winding section B250.
- Ba to Bd indicate transport rolls that transport the support B110.
- the supply unit B210 has a feeding device (not shown) that feeds out the roll B201 of the strip-shaped support B110 wound around the winding core.
- the coating unit B220 is a coating device comprising a backup roll B221 that holds the support B110, a coating head B222 that coats the support B110 held by the backup roll B221 with a solution for a thin polarizing plate protective film, and a coating head B222. and a decompression chamber B223 provided upstream of the head B222.
- the flow rate of the thin film polarizing plate protective film solution discharged from the coating head B222 can be adjusted by a pump (not shown).
- the flow rate of the thin film polarizing plate protective film solution discharged from the coating head B222 is set to an amount that can stably form a coating layer of a predetermined thickness when continuously coating under the conditions of the coating head B222 adjusted in advance.
- the decompression chamber B223 is a mechanism for stabilizing a bead (collection of coating solution) formed between the solution for thin polarizing plate protective film from the coating head B222 and the support B110 during coating. It is adjustable.
- the decompression chamber B223 is connected to a decompression blower (not shown) so that the inside is decompressed.
- the decompression chamber B223 is in a state without air leakage, and the gap with the backup roll is adjusted to be narrow, so that a stable bead of the coating liquid can be formed.
- the drying section B230 is a drying device that dries the coating film applied to the surface of the support B110, and has a drying chamber B231, a drying gas inlet B232, and an outlet B233.
- the temperature and air volume of the drying air are appropriately determined according to the type of coating film and the type of support B110.
- the amount of residual solvent in the coating film after drying can be adjusted.
- the amount of residual solvent in the coating film after drying can be measured by comparing the unit mass of the coating film after drying with the mass after sufficiently drying the coating film.
- the solvent derived from the solution may remain.
- the amount of residual solvent depends on the solvent used, the concentration of the coating solution, the wind speed applied to dry the protective film for the thin polarizer, the drying temperature and time, the conditions of the drying chamber (outside air or inside air circulation), the heating temperature of the back roll during coating, etc. controllable.
- the residual solvent amount of the thin polarizing plate protective film preferably satisfies the following inequality 1 , where S1 is the residual solvent amount of the thin polarizing plate protective film.
- the amount of residual solvent in the thin film polarizing plate protective film is more preferably less than 800 ppm, more preferably 500 to less than 700 ppm, considering the curl balance of the thin film polarizing plate protective film. Further, by selecting a solvent and a coating process in which the solvent remains on the support, the adhesiveness between the support and the protective film for thin polarizing plate is improved.
- the residual solvent content of the support is preferably in the range of 10 to 100 ppm.
- the amount of residual solvent in the support and thin polarizing plate protective film can be measured by headspace gas chromatography.
- a sample is sealed in a container, heated, and with the container filled with volatile components, the gas in the container is quickly injected into the gas chromatograph, and mass spectrometry is performed to identify the compound. Volatile components are quantified while the measurement is being carried out.
- the headspace method makes it possible to observe all peaks of volatile components by gas chromatograph, and quantifies volatile substances and monomers with high accuracy by using an analytical method that uses electromagnetic interaction. It can be done together.
- the cooling section B240 cools the support B110 having the coating film (thin film polarizing plate protective film) obtained by drying in the drying section B230 to adjust the temperature to an appropriate temperature.
- the cooling part B240 has a cooling chamber B241, a cooling air inlet B242, and a cooling air outlet B243.
- the temperature and air volume of the cooling air can be appropriately determined according to the type of coating film and the type of support B110. In addition, if the proper cooling temperature can be obtained without providing the cooling part B240, the cooling part B240 may be omitted.
- the winding unit B250 is a winding device (not shown) for winding the support B110 on which the thin polarizing plate protective film is formed to obtain a roll B251.
- the polarizer layer is an element layer that transmits only light with a plane of polarization in a certain direction.
- a hydrophilic polymer film such as a polyvinyl alcohol film, a partially formalized polyvinyl alcohol film, an ethylene/vinyl acetate copolymer system partially saponified film, and a dichroic dye such as iodine or a dichroic dye are applied.
- oriented polyene films such as dehydrated polyvinyl alcohol and dehydrochlorinated polyvinyl chloride.
- a polarizer layer composed of a polyvinyl alcohol-based film and a dichroic substance such as iodine is suitable.
- the thickness of these polarizer layers is not particularly limited, it is generally about 5 to 80 ⁇ m.
- a polarizer layer obtained by dyeing a polyvinyl alcohol-based film with iodine and uniaxially stretching it can be produced, for example, by dyeing polyvinyl alcohol by immersing it in an aqueous solution of iodine and stretching it to 3 to 7 times its original length. . It can also be immersed in an aqueous solution of potassium iodide or the like, which may contain boric acid, zinc sulfate, zinc chloride or the like, if necessary. Further, if necessary, the polyvinyl alcohol film may be immersed in water and washed with water before dyeing.
- Stretching may be performed after dyeing with iodine, stretching may be performed while dyeing, or dyeing with iodine may be performed after stretching. It can also be stretched in an aqueous solution of boric acid or potassium iodide or in a water bath.
- a thin polarizer layer having a thickness of 10 ⁇ m or less can also be used. From the viewpoint of thinning, the thickness is preferably 1 to 7 ⁇ m. Such a thin polarizer layer has less unevenness in thickness, excellent visibility, and less dimensional change, so it has excellent durability, and it is preferable that the thickness of the polarizing film can be reduced.
- a thin polarizer layer typically, JP-A-51-069644, JP-A-2000-338329, International Publication No. 2010/100917, International Publication No. 2010/100917, or Japanese Patent No. 4751481
- These thin polarizing films can be obtained by a manufacturing method including a step of stretching a laminate of a polyvinyl alcohol-based resin (hereinafter also referred to as a PVA-based resin) layer and a stretching resin substrate, and a step of dyeing. According to this manufacturing method, even if the PVA-based resin layer is thin, it can be stretched without problems such as breakage due to stretching because it is supported by the stretching resin substrate.
- the thin polarizing film among the production methods including the step of stretching and the step of dyeing in the state of a laminate, in that it can be stretched at a high magnification and can improve the polarizing performance, International Publication 2010/100917, International Publication No. 2010/100917, or those obtained by a manufacturing method including a step of stretching in an aqueous boric acid solution as described in Japanese Patent No. 4751481 or Japanese Patent Application Laid-Open No. 2012-073563, particularly Japanese Patent No. 4751481. It is preferably obtained by a production method including a step of auxiliary stretching in the air before stretching in an aqueous boric acid solution, as described in Japanese Patent Application Laid-Open No. 2012-073563.
- Retardation Film Any retardation film that has retardation and can function as an optical compensation layer can be used. When a transparent film having a retardation is used, the retardation property can be appropriately adjusted to a value required for optical compensation.
- nx is the refractive index in the in-plane slow axis direction
- ny is the refractive index in the in-plane fast axis direction
- nz is the refractive index in the thickness direction
- nx ny >nz
- nx>ny nz
- nx>nz>ny nz>nx>ny
- nz>nx ny
- the retardation film is preferably a 1/4 wavelength plate with in-plane retardation of 1/4 wavelength (about 100 to 170 nm).
- the retardation film By laminating a polarizer layer and a quarter-wave plate (retardation film), it functions as an antireflection circularly polarizing plate of an organic EL display device, which is preferable.
- This linearly polarized light is generally elliptically polarized by the retardation film, but is circularly polarized especially when the retardation film is a quarter-wave plate and the angle formed by the polarization direction with the retardation film is ⁇ /4.
- This circularly polarized light passes through the transparent substrate, transparent electrode, and organic thin film in the organic EL panel, is reflected by the metal electrode, passes through the organic thin film, transparent electrode, and transparent substrate again, and is again linearly polarized by the retardation film. becomes. Since this linearly polarized light is orthogonal to the polarization direction of the polarizer layer, it cannot pass through the polarizer layer. As a result, the mirror surfaces of the metal electrodes can be completely shielded.
- thermoplastic resin the same thermoplastic resins as those described as the constituent material of the polarizing plate protective film can be used.
- the retardation film may contain other additives such as fine particles, retardation modifiers, antioxidants, plasticizers, antistatic agents, release agents, and thickeners within a range that does not impair the effects of the present embodiment. good.
- the retardation film may be a single layer or a laminated film of two or more layers.
- the thermoplastic resin used for forming each layer may be the same or different.
- the method for producing the laminated film conventionally known methods can be applied without particular limitation.
- thermoplastic resin used for forming the retardation film a polycarbonate resin is preferably used in addition to the cycloolefin resin, cellulose ester resin, and acrylic resin described above. In particular, it is preferable to use a polycarbonate resin when producing an obliquely stretched film, which will be described later.
- a combination of a cellulose ester resin and a polycarbonate resin layer is preferable.
- polycarbonate resin As the polycarbonate resin, various ones can be used without particular limitation. From the viewpoint of chemical properties and physical properties, aromatic polycarbonate resins are preferable, and polycarbonates having a fluorene skeleton and bisphenol A-based polycarbonate resins are particularly preferable. Among them, a bisphenol A derivative obtained by introducing a benzene ring, a cyclohexane ring, an aliphatic hydrocarbon group, or the like into bisphenol A is more preferable. Further, a polycarbonate resin having a structure in which the anisotropy within the unit molecule is reduced, which is obtained by using a derivative in which the functional group is introduced asymmetrically with respect to the central carbon of bisphenol A, is particularly preferred.
- polycarbonate resins examples include those in which two methyl groups at the central carbon of bisphenol A are replaced with benzene rings, and hydrogen at each benzene ring position of bisphenol A replaced by a methyl group or a phenyl group at the center.
- Polycarbonate resins obtained by using asymmetric substitution with respect to carbon are particularly preferred. Specifically, those obtained from 4,4'-dihydroxydiphenylalkanes or halogen-substituted derivatives thereof by the phosgene method or transesterification method, such as 4,4'-dihydroxydiphenylmethane, 4,4'-dihydroxydiphenyl ethane, 4,4'-dihydroxydiphenylbutane and the like.
- the retardation film can be produced by a known molding method such as a melt casting method, a solution casting method, a calendering method, and the like, similarly to the polarizing plate protective film described above.
- a melt casting method or a solution casting method is preferably used, and a solution casting method is particularly preferred.
- the retardation film can be produced using a resin and optional additives in the step of obtaining the dope in (1) in the solution casting method described for the polarizing plate protective film. Further, in the solution casting method described for the polarizing plate protective film, the film substrate obtained in the step (3) or (4) can be further obliquely stretched by the following method to obtain a retardation film. .
- FIG. 5 is a plan view schematically showing the general configuration of the obliquely stretched film manufacturing apparatus 80.
- FIG. 6 is a plan view schematically showing an example of the rail pattern of the stretching section provided in the obliquely stretched film manufacturing apparatus 80.
- the manufacturing apparatus 80 includes, in order from the upstream side in the transport direction of the film substrate, a film feeding section 81, a transport direction changing section 82, a guide roll 83, a stretching section 84, a guide roll 85, and a transport direction changing section 86. , and a film winding section 87 .
- the film feeding section 81 feeds the film base material produced as described above and supplies it to the stretching section 84 .
- the conveying direction changing section 82 changes the conveying direction of the film substrate fed out from the film feeding section 81 to the direction toward the entrance of the stretching section 84 as an oblique stretching tenter.
- At least one guide roll 83 is provided on the upstream side of the stretching section 84 in order to stabilize the trajectory of the film substrate during travel.
- At least one guide roll 85 is provided on the downstream side of the stretching section 84 in order to stabilize the trajectory of the film diagonally stretched in the stretching section 84 during running.
- the conveying direction changing section 86 changes the conveying direction of the stretched film conveyed from the stretching section 84 to the direction toward the film winding section 87 .
- the film winding section 87 winds up the film transported from the stretching section 84 via the transport direction changing section 86 .
- the details of the extending portion 84 will be described with reference to FIG.
- the obliquely stretched film can be produced, for example, by using a tenter (diagonal stretching machine) capable of obliquely stretching as shown in FIG.
- This tenter is a device that heats a film substrate to an arbitrary stretchable temperature and stretches it obliquely. and a large number of grippers Ci and Co (only one set of grippers is shown in FIG. 6) for transporting the film. Details of the heating zone Z will be described later.
- Each of the rails Ri and Ro is configured by connecting a plurality of rail portions with connecting portions (white circles in FIG. 6 are examples of connecting portions).
- the grippers Ci and Co consist of clips that grip both ends of the film in the width direction.
- the feeding direction D1 of the film substrate is different from the winding direction D2 of the long diagonally stretched film after stretching, and forms a feeding angle ⁇ i with the winding direction D2.
- the delivery angle ⁇ i can be arbitrarily set to a desired angle within a range of more than 0° and less than 90°.
- the rail pattern of the tenter has a left-right asymmetrical shape.
- the rail pattern can be manually or automatically adjusted according to the orientation angle ⁇ given to the long obliquely stretched film to be produced, the stretching ratio, and the like.
- both ends of the film substrate are gripped by left and right grippers Ci and Co, and are transported in the heating zone Z as the grippers Ci and Co run.
- the left and right grippers Ci and Co face each other in a direction substantially perpendicular to the film traveling direction (feeding direction D1) at the entrance portion (position A in the figure) of the stretching portion 84, and are asymmetrical rails. It travels on Ri and Ro, respectively, and releases the gripped film at the exit portion (position B in the figure) at the end of stretching.
- the film released from the grippers Ci and Co is wound around the winding core by the film winding section 87 described above.
- one of the gripping tools Ci and Co which are facing each other in a direction substantially perpendicular to the film feeding direction D1 at the position A in the drawing, moves first to the position B at the end of the stretching of the film.
- the straight line connecting the grippers Ci and Co is inclined by an angle ⁇ L with respect to the direction substantially perpendicular to the film winding direction D2.
- the film substrate is obliquely stretched at an angle of ⁇ L with respect to the widthwise direction.
- substantially perpendicular means within the range of 90 ⁇ 1°.
- the heating zone Z of the stretching section 84 is composed of a preheating zone Z1, a stretching zone Z2 and a heat setting zone Z3.
- the film gripped by the grippers Ci and Co sequentially passes through a preheating zone Z1, a stretching zone Z2, and a heat setting zone Z3.
- the preheating zone Z1 and the drawing zone Z2 are separated by a partition wall, and the drawing zone Z2 and the heat setting zone Z3 are separated by a partition wall.
- the preheating zone Z1 refers to a section at the entrance of the heating zone Z in which the grippers Ci and Co gripping both ends of the film travel while maintaining a constant spacing (in the film width direction) on the left and right.
- the stretching zone Z2 refers to a section from when the gap between the grippers Ci and Co gripping both ends of the film begins to open to a predetermined gap.
- the oblique stretching as described above is performed. That is, in the stretching zone Z2, an oblique stretching step of obtaining an obliquely stretched film by stretching a long film (film substrate) in an oblique direction that is inclined with respect to both the width direction and the longitudinal direction in the film plane. is done. Before and after the oblique stretching, the film may be stretched in the vertical direction or the horizontal direction, if necessary.
- the thermal fixation zone Z3 is a section after the stretching zone Z2, in which the distance between the grippers Ci and Co becomes constant again, and refers to a section in which the grippers Ci and Co at both ends run parallel to each other. . That is, in the heat setting zone Z3, a heat setting process is performed in which the obliquely stretched film is conveyed while keeping the width constant.
- the stretched film After passing through the heat setting zone Z3, the stretched film passes through a section (cooling zone) in which the temperature in the zone is set to the glass transition temperature Tg (° C.) or lower of the thermoplastic resin constituting the film. may At this time, considering shrinkage of the film due to cooling, the rail pattern may be such that the gap between the opposing grippers Ci and Co is narrowed in advance.
- the temperature of the preheating zone Z1 is Tg to Tg+30°C
- the temperature of the stretching zone Z2 is Tg to Tg+30°C
- the temperature of the heat setting zone Z3 and the cooling zone is Tg-30 to Tg+20°C. It is preferable to set
- the lengths of the preheating zone Z1, the stretching zone Z2, and the heat setting zone Z3 can be selected as appropriate.
- the length is usually 50-100%.
- the stretching ratio R (W/Wo) in the stretching step is preferably 1.3 to 3.0. 0, more preferably 1.5 to 2.8.
- the above draw ratio R is equal to the ratio (W/Wo) when the distance Wo between both ends of the clip gripped at the entrance of the tenter becomes the distance W at the exit of the tenter.
- the thickness of the retardation film can be determined as appropriate, but in general, it is preferably in the range of 1 to 500 ⁇ m in terms of optical properties, workability such as strength and handleability, and thin film properties.
- the thickness of the retardation film is more preferably in the range of 5-100 ⁇ m, more preferably in the range of 15-80 ⁇ m.
- the pressure-sensitive adhesive layer may be a layer obtained by drying a water-based pressure-sensitive adhesive, or a cured product layer of an actinic ray-curable pressure-sensitive adhesive. Also, the pressure-sensitive adhesive layer may contain a metallic compound filler.
- a pressure-sensitive adhesive layer is optionally provided on the polarizing plate used in the present invention.
- the pressure-sensitive adhesive layer workability is improved when manufacturing an organic EL display device in which the polarizing plate is attached to the viewing side of the organic EL element.
- a polarizing plate 10A whose cross-sectional view is shown in FIG. 3 is an example of a polarizing plate having an adhesive layer.
- the polarizing plate 10A has an adhesive layer on the side opposite to the polarizer layer of the retardation film.
- the type of adhesive that forms the adhesive layer is not particularly limited, and examples thereof include rubber-based adhesives, acrylic-based adhesives, silicone-based adhesives, urethane-based adhesives, vinyl alkyl ether-based adhesives, Polyvinyl alcohol-based pressure-sensitive adhesives, polyvinylpyrrolidone-based pressure-sensitive adhesives, polyacrylamide-based pressure-sensitive adhesives, cellulose-based pressure-sensitive adhesives, and the like can be mentioned.
- acrylic pressure-sensitive adhesives are preferably used because they have excellent optical transparency, exhibit appropriate adhesion, cohesiveness, and adhesive properties, and are excellent in weather resistance and heat resistance.
- an acrylic pressure-sensitive adhesive containing a (meth)acrylic polymer as a base polymer is preferred.
- the method for forming the pressure-sensitive adhesive layer is not particularly limited, and it can be formed by a method commonly used in this field. Specifically, a pressure-sensitive adhesive composition containing the pressure-sensitive adhesive or its raw material and a solvent is applied to at least one surface of a substrate, and a coating film formed from the pressure-sensitive adhesive composition is dried to form it, or can be formed by irradiating actinic rays such as ultraviolet rays.
- the pressure-sensitive adhesive composition contains monomers that form the structural units of the polymer, a polymerization initiator, and a solvent.
- the base material to which the adhesive composition is applied is, for example, a release film or a retardation film.
- the pressure-sensitive adhesive layer is formed on the release film, the formed pressure-sensitive adhesive layer is transferred to the retardation film, and the release film is peeled off.
- the pressure-sensitive adhesive layer may be protected with a release film until the polarizing plate 10B is put into practical use.
- the thickness of the adhesive layer is not particularly limited, it is preferably about 10 to 75 ⁇ m, more preferably about 12 to 50 ⁇ m.
- the polarizer layer and the polarizing plate protective film and the polarizer layer and the retardation film can also be adhered via an adhesive layer, for example.
- the adhesive layer may be a layer obtained by drying a water-based adhesive, or a cured product layer of an actinic ray-curable adhesive. Also, the adhesive layer may contain a metallic compound filler.
- water-based adhesives examples include isocyanate-based adhesives, polyvinyl alcohol-based adhesives, gelatin-based adhesives, vinyl-based latex-based adhesives, water-based polyurethanes, and water-based polyesters.
- polyvinyl alcohol-based adhesives include completely saponified aqueous polyvinyl alcohol solutions (water glue).
- Actinic ray-curable adhesives include UV-curable adhesives, electron beam-curable adhesives, and the like.
- FIG. 10B Another embodiment of the polarizing plate has a hard coat layer as shown by polarizing plate 10B in FIG. , the retardation film 3 is obtained by stacking.
- the hard coat layer 4 preferably exhibits a hardness of "HB" or higher in the pencil hardness test specified in JISK5600-2014, and preferably contains a cured product of an actinic ray-curable resin to obtain the hardness.
- an actinic radiation-curable resin a component containing a monomer having an ethylenically unsaturated double bond is preferably used.
- actinic ray-curable resins include ultraviolet-curable resins and electron beam-curable resins, but resins that are cured by ultraviolet irradiation are preferable from the viewpoint of excellent mechanical film strength (scratch resistance, pencil hardness).
- An acrylic material is preferably used as the actinic ray-curable resin.
- the acrylic material is synthesized from a monofunctional or polyfunctional (meth)acrylate compound such as a polyhydric alcohol (meth)acrylic acid ester, a diisocyanate, a polyhydric alcohol, and a (meth)acrylic acid hydroxy ester.
- a polyfunctional urethane (meth)acrylate compound such as can be used.
- polyether resins, polyester resins, epoxy resins, alkyd resins, spiroacetal resins, polybutadiene resins, polythiol polyene resins, etc. having acrylate-based functional groups can be used.
- ultraviolet-curable acrylate-based resins ultraviolet-curable urethane acrylate-based resins, ultraviolet-curable polyester acrylate-based resins, ultraviolet-curable epoxy acrylate-based resins, ultraviolet-curable polyol acrylate-based resins, or ultraviolet-curable epoxy resins are preferred.
- an ultraviolet curable acrylate resin is preferred.
- the hard coat layer is formed, for example, using a hard coat layer-forming composition containing an actinic ray-curable resin, a polymerization initiator, and a solvent.
- the solvent contained in the hard coat layer-forming composition is preferably a solvent that dissolves or swells the primer layer.
- the composition for forming a hard coat layer easily permeates from the surface of the polarizing plate protective film or primer layer into the interior, thereby forming a polarizing plate protective film or primer layer. Adhesion with the hard coat layer can be improved.
- a layer in which the resin component of the polarizing plate protective film or primer layer and the resin component of the hard coat layer are mixed is formed.
- the refractive index of the primer layer and the hard coat layer can be graded, and the occurrence of interference unevenness can be prevented.
- the composition for forming a hard coat layer includes properties that increase the hardness of the hard coat layer, suppress cure shrinkage, prevent blocking, control the refractive index, impart antiglare properties, and improve the properties of the hard coat layer surface.
- properties that increase the hardness of the hard coat layer, suppress cure shrinkage, prevent blocking, control the refractive index, impart antiglare properties, and improve the properties of the hard coat layer surface.
- conventionally known fine particles, dispersants, surfactants, antistatic agents, silane coupling agents, thickeners, anti-coloring agents, coloring agents (pigments, dyes), antifoaming agents, Leveling agents, flame retardants, tackifiers, polymerization inhibitors, antioxidants, surface modifiers and the like may be added.
- the composition for forming a hard coat layer may also contain a photosensitizer, and specific examples thereof include n-butylamine, triethylamine, poly-n-butylphosphine and the like.
- the hard coat layer preferably contains fine particles.
- the fine particles here are not particularly limited, but are preferably fine particles composed of a metal oxide (hereinafter also referred to as "metal oxide particles"). Examples of metal oxides used herein include silica, alumina, zirconia, titanium oxide, antimony pentoxide, and the like. Among these, the metal oxide particles are preferably composed of silica.
- the silica fine particles may be hollow particles having a hollow inside.
- the fine particles are preferably coated with a polymer silane coupling agent.
- a polymer silane coupling agent By coating the surface of the fine particles with the polymer silane coupling agent, the fine particles can be uniformly dispersed in the composition for forming the hard coat layer.
- the average particle diameter of the fine particles coated with the polymer silane coupling agent is preferably 5-500 nm, more preferably 10-200 nm. By using fine particles having such an average particle size, the optical properties of the hard coat layer can be enhanced.
- the polymer silane coupling agent is prepared by reacting a polymerizable monomer and a silane coupling agent (reactive silane compound).
- the polymerizable monomer includes a monomer having an ethylenically unsaturated double bond, preferably a monomer selected from (meth)acrylic acid and its derivatives.
- a hydrolyzable silane compound in which three alkoxy groups and one functional group are bonded to a silicon atom is preferred.
- Examples of functional groups bonded to silicon atoms include groups having one or more groups selected from (meth)acryloxy groups, epoxy groups (glycidide groups), urethane groups, amino groups, fluoro groups, and mercapto groups. be done.
- the polymer silane coupling agent can be produced, for example, according to the method for producing a reaction product of a polymerizable monomer and a reactive silane compound disclosed in JP-A-11-116240.
- the number average molecular weight of the polymer silane coupling agent is preferably 2,500 to 150,000, more preferably 2,000 to 100,000 in terms of polystyrene.
- a dispersion is prepared by dispersing silica fine particles and a polymer silane coupling agent in an organic solvent.
- An alkali is added to this dispersion to generate hydroxyl groups on the surface of the silica fine particles, and the polymer silane coupling agent is adsorbed on the hydroxyl groups.
- the hydroxy group and the hydroxy group of the polymer silane coupling agent are combined by a dehydration reaction.
- the silica fine particles to which the polymer silane coupling agent is adsorbed or bonded are separated from the dispersion and dried to obtain the silica fine particles coated with the polymer silane coupling agent.
- the method for preparing the hard coat layer-forming composition is not particularly limited as long as the solid components contained in the hard coat layer can be uniformly mixed with the solvent. It can be prepared by mixing or dissolving using known devices such as kneaders and mixers.
- the hard coat layer-forming composition is applied to the surface of the polarizing plate protective film or primer layer, and the hard coat layer is formed by curing the actinic ray-curable resin in the coating film.
- a method for applying the composition for forming a hard coat layer conventionally known methods can be applied without particular limitation. For example, a micro gravure coating method is preferred when forming a uniform thin film layer, and a die coating method is preferred when a thick film layer needs to be formed.
- a hard coat layer can be obtained by curing the actinic ray-curable resin by irradiation with actinic rays after removing the solvent from the coating film as necessary.
- the average thickness of the hard coat layer is preferably in the range of 0.01 to 20 ⁇ m, more preferably in the range of 0.5 to 10 ⁇ m.
- primer layer Any material that can improve adhesion and adhesiveness between the polarizing plate protective film and the hard coat layer or the polarizer layer can be used as the material constituting the primer layer. Moreover, as for the properties of the material, it is preferable that the material should be excellent in transparency, thermal stability, etc., in addition to adhesion and adhesiveness. Examples of such materials include resins composed of polyurethanes, polyolefins, polyesters, polyvinylidene chloride, acrylic polymers, modified silicone polymers, styrene-butadiene rubbers, carbodiimide compounds, isocyanates, and the like.
- the primer layer may contain any additive as necessary.
- additives include leveling agents, polymerization initiators, polymerization accelerators, viscosity modifiers, slip agents, dispersants, plasticizers, heat stabilizers, light stabilizers, lubricants, antioxidants, flame retardants, Colorants, antistatic agents, compatibilizers, cross-linking agents and the like can be mentioned.
- the type and amount of additive used can be appropriately set according to the purpose.
- the amount of the additive used is preferably 30 parts by mass or less, more preferably 20 parts by mass or less, with respect to 100 parts by mass of the total solid content in the primer layer.
- those containing polyurethane as a main component are preferably used as the material constituting the primer layer.
- polyurethanes include those manufactured by DIC Corporation under the trade names of "Hydran Series" AP-201, AP-40F, HW-140SF, and WLS-202, manufactured by Daiichi Kogyo Seiyaku Co., Ltd. under the trade name of Super Flex.
- a resin such as polyurethane having a carboxyl group in a side chain can be crosslinked with a crosslinking agent such as isocyanate, oxazoline, or carbodiimide to improve the strength of the primer layer.
- the light transmittance of the layer containing the dye compound (compound (D)) according to the present invention is preferably within the following range.
- Light transmittance of the layer containing the compound (D) is preferably 9% or less, more preferably 7% or less. % or less, and particularly preferably 3% or less.
- incident ultraviolet rays can be blocked to a higher degree, and deterioration of the organic EL element can be significantly suppressed, which is preferable.
- the light transmittance of the layer containing the compound (D) at a wavelength of 410 nm is preferably 60% or less, preferably 50% or less, and more preferably 40% or less.
- the light transmittance at a wavelength of 410 nm is within the above range, incident ultraviolet rays can be blocked to a higher degree, and deterioration of the organic EL element can be significantly suppressed, which is preferable.
- the light transmittance of the layer containing the compound (D) at a wavelength of 430 nm is preferably 50% or more, preferably 60% or more, and more preferably 70% or more.
- the light transmittance at a wavelength of 430 nm is within the above range, the light emitted from the organic EL element can be sufficiently transmitted, and sufficient display performance can be secured in the organic EL display device, which is preferable.
- the light transmittance at a wavelength of 380 nm is preferably 9% or less, more preferably 7% or less, and 5% or less. It is more preferable that the content is 3% or less, and it is particularly preferable that the content is 3% or less. Further, the light transmittance of the polarizing plate at a wavelength of 400 nm is preferably 20% or less, preferably 15% or less, and more preferably 10% or less.
- the light transmittance of the polarizing plate used in the present invention at a wavelength of 450 nm is preferably 25% or more, preferably 30% or more, and more preferably 33% or more. Since the light transmittance at a wavelength of 450 nm is within the above range, when used in an organic EL display device, the light emitted from the organic EL element can be sufficiently transmitted, and sufficient display performance can be ensured in the organic EL display device. It is preferable because it can be done.
- a polarizing plate provided with the polarizing plate protective film of the present invention can be used for various display devices such as a liquid crystal display device (LCD), an organic EL display device (OLED), and a touch panel.
- LCD liquid crystal display device
- OLED organic EL display device
- touch panel a touch panel
- FIG. 3 shows a cross-sectional view of one structural example of an organic EL display device equipped with the polarizing plate protective film of the present invention.
- An organic EL display device 20 shown in FIG. 3 has an organic EL element 11 and a polarizing plate 10A or 10B according to the present invention on the viewing side thereof.
- the organic EL display element 11 has, for example, a light reflecting electrode, a light emitting layer, a transparent electrode layer, and a transparent plastic film substrate.
- the organic EL display device 20 when an electric current is applied between the light reflecting electrode and the transparent electrode layer, the light emitting layer emits light and can display an image. Further, all light incident on the organic EL display device from the outside is absorbed by the polarizer layer 2 of the polarizing plate 10A or 10B. It is possible to suppress deterioration of display characteristics due to reflection of the background.
- the polarizing plate protective film preferably contains the compound (D) and further contains an ultraviolet absorber.
- the polarizing plate covers the light emitting region (430 nm) of the organic EL element. (longer wavelength side than )) can sufficiently absorb light of shorter wavelength side to protect the organic EL device from external light.
- the polarizing plate protective film containing a dye compound, a purple antioxidant, and fine particles in the above-mentioned specific order, internally generated heat can be easily released to the outside from the surface of the polarizing plate protective film.
- Example 1 Measurement of maximum absorption wavelength
- the maximum absorption wavelength of the dye compound used in the examples (hereinafter referred to as compound (D)) is determined by measuring the absorption spectrum of the dye compound in chloroform using an ultraviolet-visible spectrophotometer UV-2450 manufactured by Shimadzu Corporation. and listed in Table I.
- “Compound 1" in the table is a compound having a structure represented by formula 1 according to the present invention.
- the “maximum absorption wavelength” in the present invention refers to the wavelength (nm) at which the maximum and maximum absorbance (absorption intensity) is exhibited in the absorption spectrum of the compound obtained by measuring the absorption spectrum of the compound.
- the temperature was raised from room temperature at a rate of 5°C/min, dissolved in 30 minutes, and then lowered at a rate of 3°C/min.
- the resulting solution was filtered through Azumi Filter Paper No. 1 (Azumi Filter Paper Co., Ltd.). 244 was used to prepare the dope.
- composition of dope COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D): Compound 1 6 parts by mass
- the obtained film-like material was dried at 40°C until the amount of residual solvent reached 10% by mass, and then stretched in the width direction at a draw ratio of 1.4 times (40%). Then, the obtained film-like material was further dried at 150° C. while being conveyed by a number of rolls, to obtain a polarizing plate protective film 101 having a length of 3000 m and a thickness of 20 ⁇ m.
- Polarizing plate protective film 102 was prepared in the same manner as in preparation of polarizing plate protective film 101 except that the following dope was used.
- composition of dope COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D): Compound 1 6 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 part by mass
- Polarizing plate protective film 103 was prepared in the same manner as in preparation of polarizing plate protective film 101, except that the following dope was used.
- composition of dope COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D): Compound 1 6 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 part by mass fine particles: silicon dioxide dispersion (in terms of solid content) 1 part by mass
- Silicon dioxide dispersion First, 10 parts by mass of Aerosil R812 (trade name, manufactured by Nippon Aerosil Co., Ltd.) and 90 parts by mass of ethanol were stirred and mixed with a dissolver for 30 minutes, and then silicon dioxide was dispersed in ethanol using a Manton Gaulin. 88 parts by mass of methylene chloride was added to this dispersion while stirring, and the dispersion was diluted by stirring and mixing with a dissolver for 30 minutes. A silicon dioxide dispersion was obtained by filtering this diluted dispersion through a fine particle dispersion diluent filter (manufactured by Advantech Toyo Co., Ltd.: polypropylene wound cartridge filter TCW-PPS-1N).
- a fine particle dispersion diluent filter manufactured by Advantech Toyo Co., Ltd.: polypropylene wound cartridge filter TCW-PPS-1N).
- a polarizing plate protective film 104 was prepared in the same manner as in the preparation of the polarizing plate protective film 101 except that the following dope was used.
- composition of dope COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D): Compound 1 6 parts by mass Fine particles: Silicon dioxide dispersion (in terms of solid content) 1 part by mass
- Polarizing plate protective films 105 to 107 were prepared in the same manner as in the preparation of polarizing plate protective films 102 to 104, except that the antioxidant described in Table II was changed to Irganox 1010 (manufactured by BASF Japan Ltd.) and the fine particles were changed to R972. made.
- ⁇ Production of Polarizing Plate Protective Film 108 Production of Cellulose Ester Resin Film> (Preparation of dope)
- a dope having the following composition was prepared. First, dichloromethane and ethanol were added to the pressurized dissolution tank. Then, the cellulose ester was put into a pressurized dissolution tank containing a solvent while being stirred, and was completely dissolved while being heated and stirred.
- Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed ester compound N 2 parts by mass Polycondensed ester compound M 7 parts by mass Dichloromethane 540 parts by mass Ethanol 35 parts by mass Compound (D): Compound 1 6 parts by mass
- the above additive components are put into a closed container, dissolved while stirring, and then filtered through Azumi Filter Paper No. 2 manufactured by Azumi Filter Paper Co., Ltd. 244 was used to prepare the dope.
- the polycondensed ester compound N and the polycondensed ester compound M were prepared as follows.
- ester compound N had an acid value of 0.30 and a number average molecular weight of 400.
- the peeled web is evaporated at 35 ° C. to evaporate the solvent, slit to a width of 1.6 m, and then, using a tenter stretching machine, at a temperature of 160 ° C. in the width direction (TD direction) 1 .1 stretched. At this time, the amount of residual solvent was 4% by mass when stretching with a tenter was started.
- the film is dried while being transported through a drying zone of 120°C and 140°C by a large number of rollers. By winding it around a core, a polarizing plate protective film 108 was produced.
- the film thickness of the polarizing plate protective film 108 was 25 ⁇ m, and the winding length was 6000 m.
- a polarizing plate protective film 109 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
- Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed ester compound N 2 parts by mass Polycondensed ester compound M 7 parts by mass Dichloromethane 540 parts by mass Ethanol 35 parts by mass Compound (D): Compound 1 6 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 part by mass
- a polarizing plate protective film 110 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
- Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed ester compound N 2 parts by mass Polycondensed ester compound M 7 parts by mass Dichloromethane 540 parts by mass Ethanol 35 parts by mass Compound (D): Compound 1 6 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 parts by mass fine particles (R812): silicon dioxide dispersion (in terms of solid content) 1 part by mass
- a polarizing plate protective film 111 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
- Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed ester compound N 2 parts by mass Polycondensed ester compound M 7 parts by mass Dichloromethane 540 parts by mass Ethanol 35 parts by mass Compound (D): Compound 1 6 parts by mass Fine particles (R812): Silicon dioxide dispersion (in terms of solid content) 1 part by mass
- ⁇ Polarizing Plate Protective Film 112 Fabrication of Acrylic Resin Film> A dope having the following composition was prepared. First, dichloromethane and ethanol were added to a pressurized dissolution tank. The resin was then charged into a pressurized dissolution tank while stirring. Then, a rubber particle dispersion prepared below was added and completely dissolved with stirring. This was filtered using SHP150 manufactured by Roki Techno Co., Ltd. to obtain a dope.
- composition of dope Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass
- Compound (D) Compound 1 6 parts by mass Rubber particle dispersion 200 parts by mass
- the (meth)acrylic resin used above is methyl methacrylate (MMA)/N-phenylmaleimide (PMI)/butyl acrylate (BA to copolymer (80/10/10 mass ratio), Tg: 120°C, Mw: 2 million).
- the glass transition temperature (Tg) of the acrylic resin was measured according to JISK7121-2012 using DSC (Differential Scanning Colorimetry).
- the weight average molecular weight (Mw) of the acrylic resin was measured using gel permeation chromatography (HLC8220GPC manufactured by Tosoh Corporation) and a column (TSK-GELG6000HXL-G5000HXL-G5000HXL-G4000HXL-G3000HXL series manufactured by Tosoh Corporation). 20 mg ⁇ 0.5 mg of sample was dissolved in 10 mL of tetrahydrofuran and filtered through a 0.45 mm filter. 100 mL of this solution was injected into a column (temperature of 40° C.), measured at a detector RI temperature of 40° C., and converted into styrene.
- the rubber particle dispersion used above contains acrylic rubber particles M-210 (core part: multi-layered acrylic rubber-like polymer, shell part: methacrylic acid ester polymer containing methyl methacrylate as a main component, 10 parts by mass of the core-shell type rubber particles of the acrylic rubber-like polymer, Tg: about ⁇ 10° C., average particle diameter: 220 nm) and 190 parts by mass of dichloromethane were stirred and mixed with a dissolver for 50 minutes, followed by milder It was obtained by dispersing at 1500 rpm using a disperser (manufactured by Taihei Kiko Co., Ltd.).
- the average particle size of the rubber particles was obtained by measuring the dispersed particle size of the rubber particles in the dispersion with a zeta potential/particle size measuring system (ELSZ-2000ZS manufactured by Otsuka Electronics Co., Ltd.).
- a polarizing plate protective film 113 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
- composition of dope Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D): Compound 1 6 parts by mass Rubber particle dispersion 200 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 part by mass
- a polarizing plate protective film 114 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
- composition of dope Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D): Compound 1 6 parts by mass Rubber particle dispersion 200 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 parts by mass fine particles (R812): silicon dioxide dispersion (in terms of solid content) 1 part by mass
- a polarizing plate protective film 115 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
- composition of dope Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D): Compound 1 6 parts by mass Rubber particle dispersion 200 parts by mass Fine particles (R812): Silicon dioxide dispersion (in terms of solid content) 1 part by mass
- Polarizing plate protective films 101 to 104 and polarizing plate protective films 108 to 115 were prepared in the same manner, except that the compound (D): compound 1 was changed to comparative compounds 1, 2 and 3, to prepare polarizing plate protective films 116 to 116. 127 was made.
- PC film polycarbonate resin film
- the oligomerized reaction liquid in the first reactor was transferred to the second reactor.
- the temperature rise and pressure reduction in the second reactor were started, and the internal temperature was brought to 240° C. and the pressure to 0.2 kPa in 50 minutes.
- the polymerization was allowed to proceed until a predetermined stirring power was obtained.
- a polycarbonate resin A having a copolymer composition of 16.2 [mol %] was obtained.
- the polycarbonate resin A had a reduced viscosity of 0.430 dL/g and a glass transition temperature of 138°C.
- the roll body (film roll) of the PC film 1 produced above was set in the obliquely stretched film manufacturing apparatus 80 (see FIGS. 5 and 6), and the PC film 1 was fed out. Then, the PC film 1 is passed through the preheating zone Z1 of the stretching section to heat the PC film 1 to the preheating temperature, and then passed through the stretching zone Z2 to be diagonally stretched at a draw ratio of 3 times. After passing through the fixing zone Z3, an obliquely stretched PC film ( ⁇ /4 plate) having a film thickness of 50 ⁇ m, a width of 1500 mm and an orientation angle ⁇ of 45° (value at the center of the width) was produced. The obliquely stretched PC film thus produced was taken up to form a film roll.
- the temperature T1 (preheating temperature) of the preheating zone Z1 in the stretching section is (Tg+15)° C.
- the temperature T2 (stretching temperature) of the stretching zone Z2 is (Tg+11)° C.
- the temperature T3 of the heat setting zone Z3 is , (Tg+9)°C.
- polarizing plate protective films 101 to 127, the polarizer layer and the retardation film were laminated in this order to prepare the polarizing plates 101 to 127.
- the retardation film and the polarizer layer, and the polarizing plate protective film and the polarizer layer were adhered using a completely saponified polyvinyl alcohol aqueous solution (water glue).
- the prepared polarizing plate protective film was continuously irradiated with light from a xenon lamp (60 W/m 2 ) for 100 hours, and the absorbance of the thin film before irradiation (0 hours) and after irradiation (100 hours) was measured with a spectrophotometer. , the dye retention rate of compound (D) was measured according to the following formula (R).
- Formula (R) Pigment residual rate (%) ⁇ (A 100 )/(A 0 ) ⁇ x 100 (However, A0 is the absorbance before xenon lamp irradiation, and A100 is the absorbance after xenon lamp irradiation.)
- the "absorbance” represents the absorbance at the absorption maximum wavelength of each compound, and the higher the dye residual rate, the more difficult the compound is to be decomposed by light, and the higher the light resistance. Light resistance was evaluated according to the following criteria.
- Residual dye rate is 65% or more
- B Residual dye rate is 40% or more and less than 65%
- C Residual dye rate is 10% or more and less than 40%
- D Residual dye rate is less than 10%
- ⁇ No occurrence of bleeding out on the surface of the polarizing plate protective film ⁇ : Slight partial bleeding out on the surface of the polarizing plate protective film ⁇ : Bleeding out over the entire surface of the polarizing plate protective film is slightly observed ⁇ : On the surface of the polarizing plate protective film, a clear bleed-out is observed over the entire surface
- Table II shows the structure and evaluation results of the polarizing plate protective film.
- the polarizing plate protective films 101 to 115 using the dye compound according to the present invention are excellent in light resistance and bleed-out, and have a short wavelength side of visible light. It can be seen that the cut property of the light transmittance is excellent.
- the light transmittance controllability of the polarizing plate protective film of the present invention was further improved by adding an antioxidant and fine particles in addition to the dye compound.
- Example 2 Using the polarizing plate protective films 101 to 127 produced in Example 1, a primer layer was formed, a hard coat layer was formed, and a pressure-sensitive adhesive layer was provided on the surface opposite to the polarizer layer of the retardation film, and an organic An organic EL display device was produced by bonding with an EL element.
- Primer Layer Formation of Hard Coat Layer Side Primer Layer Coating Solution
- Thermosetting water-based polyolefin resin (Arrowbase SB-1200 (trade name), solid content 25%, manufactured by Unitika Ltd.) 100 parts by mass
- the surface of the polarizing plate protective films 101 to 127 opposite to the polarizer layer side is coated with the primer layer coating liquid 1 prepared above with a bar coater, and dried in a drying oven at 80° C. for 40 seconds. A film was formed to form a primer layer on the hard coat layer side so that the dry film thickness was 0.4 ⁇ m.
- the polymer-silane coupling agent-coated silica was prepared as follows. Methyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd.: Light Ester M) 30 mL, 3-mercaptopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd.: KBM-803) 1 mL, tetrahydrofuran 100 mL as a solvent, and azo as a polymerization initiator are placed in a container. After adding 50 mg of isobutyronitrile (AIBN manufactured by Kanto Kagaku Co., Ltd.) and purging with N 2 gas, the mixture was heated at 80° C. for 3 hours to prepare a polymer silane coupling agent. The polymer silane coupling agent obtained had a molecular weight of 16,000. The molecular weight was measured using a gel permeation chromatography device.
- silica sol manufactured by Nikki Shokubai Kasei Kogyo Co., Ltd.: Si-45P, trade name, SiO 2 concentration 30% by mass, average particle size 45 nm, dispersion medium: water
- Si-45P trade name, SiO 2 concentration 30% by mass, average particle size 45 nm, dispersion medium: water
- 100 g of an ethanol dispersion of fine silica particles was prepared by substituting water with ethanol by a filtration membrane method.
- silica fine particle ethanol dispersion and 1.5 g of the polymer silane coupling agent were dispersed in 20 g (25 mL) of acetone, and 20 mg of ammonia water having a concentration of 29.8% by mass was added thereto, followed by stirring at room temperature for 30 hours.
- a polymeric silane coupling agent was adsorbed onto silica microparticles.
- silica particles having an average particle diameter of 5 ⁇ m were added, and the solution was stirred for 2 hours to adsorb the unadsorbed polymer silane coupling agent in the solution to the silica particles.
- Silica particles with an average particle size of 5 ⁇ m that adsorbed the agent were removed.
- 1,000 g of ethanol is added to the silica fine particle dispersion liquid adsorbed with the polymer silane coupling agent to precipitate the silica fine particles, which are separated, dried under reduced pressure, and then dried at 25° C. for 8 hours to obtain polymer silane coupling agent-coated silica. rice field.
- the average particle size of the resulting polymer-silane coupling agent-coated silica was 57 nm. The average particle size was measured with a laser particle size measuring device.
- the hard coat layer forming composition prepared above was coated with a bar coater so that the dry film thickness was 2.5 ⁇ m. and dried in a drying oven at 50° C. for 40 seconds to volatilize the solvent. In this state, while purging with nitrogen so that the atmosphere has an oxygen concentration of 1.0% by volume or less, an ultraviolet lamp is used to set the illuminance of the irradiation part to 100 mW/cm 2 and the irradiation amount to 0.2 J/cm 2 . The coating layer was cured to produce a polarizing plate protective film with a hard coat layer.
- a polarizing plate is prepared using the polarizing plate protective film with a hard coat layer, a polarizer layer and a retardation film, and the following release films are used.
- the organic EL display devices 201 to 227 were produced and evaluated by bonding the polarizing plate and the organic EL element via the peeled adhesive layer.
- SAMSUNG's GALAXY S10 (trade name) equipped with an organic EL panel is disassembled, the circularly polarizing plate is peeled off from the organic EL element, and the polarizing plates 101 to 127 are placed on the peeled surface via an adhesive layer. were laminated with the hard coat layer side as the viewing side and the retardation film side as the organic EL element side to fabricate an organic EL display device.
- 1-hydroxycyclohexylphenyl ketone (trade name: Irgacure 184, manufactured by BASF Japan Ltd.) 0.035 parts by mass, 2,2-dimethoxy-1,2-diphenylethan-1-one (trade name: Irgacure 651, manufactured by BASF Japan Co., Ltd.) 0.035 parts by mass, and then irradiated with ultraviolet rays until the viscosity (measurement conditions: BH viscometer No. 5 rotor, 10 rpm, measurement temperature 30 ° C.) reaches about 20 Pa s. As a result, a prepolymer composition (polymerization rate: 8%) in which a part of the above monomer component was polymerized was obtained.
- acrylic pressure-sensitive adhesive composition (a) (the monomer component forming the acrylic polymer is 100 parts by mass) and bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide (A pressure-sensitive adhesive composition was obtained by adding 0.2 parts by mass of Irgacure 819 (trade name, manufactured by BASF Japan Ltd.) and stirring.
- the pressure-sensitive adhesive composition was applied onto the retardation film so that the thickness of the pressure-sensitive adhesive layer after formation was 150 ⁇ m, and then a release film was attached to the surface of the pressure-sensitive adhesive composition layer. Thereafter, ultraviolet irradiation was performed under the conditions of illumination intensity of 6.5 mW/cm 2 , light quantity of 1500 mJ/cm 2 and peak wavelength of 350 nm to photo-cure the pressure-sensitive adhesive composition layer to form a pressure-sensitive adhesive layer.
- the produced organic EL display device was continuously irradiated with light from a xenon lamp (60 W/m 2 ) for 100 hours, and the light emission luminance before irradiation (0 hours) and after irradiation (100 hours) was measured and calculated according to Equation 2 below. Emission luminance changes were measured.
- Luminance was measured at room temperature (25° C.) under constant current density conditions of 2.5 mA/cm 2 using a spectral radiance meter CS-2000 (manufactured by Konica Minolta, Inc.). Emission luminance of the EL display device was measured.
- Luminance change rate (%) ⁇ (A 100 )/(A 0 ) ⁇ x 100 (However, A0 is the luminescence brightness before irradiation with the xenon lamp, and A100 is the luminescence brightness after irradiation with the xenon lamp.) It should be noted that the larger the value of the "light emission luminance change rate", the higher the light resistance of the display element. Light resistance was evaluated according to the following criteria.
- Emission luminance change rate of 90% or more B: Emission luminance change rate of 80% or more and less than 90%
- C Emission luminance change rate of 70% or more and less than 80%
- D Emission luminance change rate of less than 70% or more
- the polarizing plate protective film of the present invention can protect the display element from external light, does not cause light emission loss with respect to the light emission of the display element, and does not cause bleeding. It was confirmed that the film is a polarizing plate protective film that is free from out, has excellent light resistance, and can provide a polarizing plate and an organic EL display device that are excellent in functionality and durability.
- Example 3 ⁇ Production of polarizing plate protective film 301> (support)
- a polyethylene terephthalate film (PET film) (TN100 manufactured by Toyobo Co., Ltd., with a release layer containing a non-silicone release agent, thickness 38 ⁇ m) was used.
- a coating solution for the base film 301 was obtained by mixing the following components.
- dichloromethane and ethanol were added to the pressurized dissolution tank.
- a cycloolefin resin (COP) was put into a pressurized dissolution tank containing a mixed solution of dichloromethane and ethanol while being stirred.
- the fine particle dispersion prepared above and compound (D): compound 1 were added, heated to 80° C., and completely dissolved with stirring.
- the temperature was raised from room temperature at a rate of 5°C/min, dissolved in 30 minutes, and then lowered at a rate of 3°C/min.
- the resulting solution was filtered through Azumi Filter Paper No. 1 (Azumi Filter Paper Co., Ltd.). 244 to prepare a coating solution for polarizing plate protective film 301 .
- composition of coating solution COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D): Compound 1 6 parts by mass Antioxidant: Irganox 1076 (manufactured by BASF Japan Ltd.) 0.5 parts by mass fine particles (R812): silicon dioxide dispersion 1 part by mass
- polarizing plate protective film 301 (Production of polarizing plate protective film 301) Using the coating apparatus shown in FIG. 4, the coating solution for the polarizing plate protective film 301 is coated on the release layer of the support by a back coating method using a die. A polarizing plate protective film having a thickness of 5 ⁇ m was formed by drying, and a polarizing plate protective film 301 was obtained.
- polarizing plate protective film 302 ⁇ Production of polarizing plate protective film 302>
- the coating solution for the polarizing plate protective film 301 is applied by a back coating method using a die, and then the base film is dried in the drying step to obtain a polarizing plate having a thickness of 10 ⁇ m.
- a protective film was produced.
- Tg 126 ° C.
- a single-screw extruder equipped with a gear pump and a filter was prepared, and the resin composition was charged into the single-screw extruder and melted.
- the melted resin composition was passed through a gear pump and then through a filter, extruded from a T-die, and passed through cooling rolls to obtain a polarizing plate protective film 303 having a thickness of 10 ⁇ m.
- the maximum absorption wavelength was 368 nm.
- polarizing plate protective film Using the obtained polarizing plate protective film, light resistance and durability: bleeding out were evaluated in the same manner as in Example 1.
- the polarizing plate protective films 301 and 302 were evaluated after the support was peeled off.
- the thin polarizing plate protective films 301 and 302 exhibit excellent light resistance (“A”) and durability (bleed-out: “ ⁇ ”), and the effects of the present invention can be obtained even with the thin polarizing plate protective films. Do you get it.
- the polarizing plate protective film 303 was excellent in light resistance, but when 10 film samples were evaluated, the bleed-out evaluation was in the range of " ⁇ to ⁇ ", and the durability was slightly inferior.
- the polarizing plate protective film of the present invention is a polarizing plate protective film containing a resin and a dye compound, which can protect a display element from external light, does not cause emission loss with respect to light emitted from the display element, and prevents bleeding. Since it is free from out-of-light and has excellent light resistance, it can be suitably used for display devices, particularly organic electroluminescence display devices.
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Abstract
Description
本発明の偏光板保護フィルムは、下記式1で表される構造を有する化合物を含有することを特徴とする。 <<Outline of the polarizing plate protective film of the present invention>>
The polarizing plate protective film of the present invention is characterized by containing a compound having a structure represented by Formula 1 below.
図1は、本発明の偏光板保護フィルム1、偏光子層2及び位相差フィルム3を視認側からこの順に有する、本発明の好ましい偏光板10Aの構成例を示す断面図である。前記偏光板保護フィルム1、偏光子層2及び位相差フィルム3を各々積層する際は、粘着剤層又は接着剤層(不図示)によって接着されていることが好ましい。位相差フィルム3は、偏光板の使用目的によって、位相差を調整する偏光板保護フィルムをいう。 [1] Configuration of Polarizing Plate FIG. 1 is a cross section showing a configuration example of a preferable polarizing
本発明に係る色素化合物(以下、「化合物(D)」ともいう。)は、前記式1で表される構造を有する化合物である。 [2] Dye compound The dye compound according to the present invention (hereinafter also referred to as “compound (D)”) is a compound having the structure represented by
上記化合物の最大吸収波長は、例えば、株式会社島津製作所製紫外可視分光光度計UV-2450を用いて、色素化合物や紫外線吸収剤のクロロホルム中での吸収スペクトルを測定することによって求めることができる。 (Measurement of maximum absorption wavelength)
The maximum absorption wavelength of the above compound can be determined by measuring the absorption spectrum of the dye compound or ultraviolet absorber in chloroform using, for example, an ultraviolet-visible spectrophotometer UV-2450 manufactured by Shimadzu Corporation.
色素化合物(化合物1)の合成 <Synthesis example>
Synthesis of dye compound (compound 1)
本発明に用いられる樹脂は、熱可塑性樹脂材料であることが好ましく、製膜後フィルムとして扱えるものであれば限定はない。例えば、偏光板保護フィルム用途として使用されている熱可塑性樹脂としては、トリアセチルセルロース(TAC)、セルロースアセテートプロピオネート(CAP)、ジアセチルセルロース(DAC)などのセルロースエステル系樹脂やシクロオレフィンポリマー(以下、COP、シクロオレフィン系樹脂ともいう。)などの環状オレフィン系樹脂、ポリプロピレン(PP)などのポリプロピレン系樹脂、ポリメチルメタクリレート(PMMA)などのアクリル系樹脂、及びポリエチレンテレフターレート(PET)などのポリエステル系樹脂が適用できる。 [3] Resin The resin used in the present invention is preferably a thermoplastic resin material, and is not limited as long as it can be treated as a film after film formation. For example, thermoplastic resins used for polarizing plate protective films include cellulose ester resins such as triacetyl cellulose (TAC), cellulose acetate propionate (CAP), and diacetyl cellulose (DAC), and cycloolefin polymers ( cyclic olefin resins such as COP and cycloolefin resins, polypropylene resins such as polypropylene (PP), acrylic resins such as polymethyl methacrylate (PMMA), and polyethylene terephthalate (PET). can be applied.
本発明の偏光板保護フィルムに含有されるシクロオレフィン系樹脂は、シクロオレフィン単量体の重合体、又はシクロオレフィン単量体とそれ以外の共重合性単量体との共重合体であることが好ましい。 [3.1] Cycloolefin-based resin The cycloolefin-based resin contained in the polarizing plate protective film of the present invention is a polymer of a cycloolefin monomer, or a copolymerizable monomer other than a cycloolefin monomer. It is preferably a copolymer with a polymer.
(2)シクロオレフィン単量体と、それと開環共重合可能な共重合性単量体との開環共重合体
(3)上記(1)又は(2)の開環(共)重合体の水素添加物
(4)上記(1)又は(2)の開環(共)重合体をフリーデルクラフツ反応により環化した後、水素添加した(共)重合体
(5)シクロオレフィン単量体と、不飽和二重結合含有化合物との飽和共重合体
(6)シクロオレフィン単量体のビニル系環状炭化水素単量体との付加共重合体及びその水素添加物
(7)シクロオレフィン単量体と、(メタ)アクリレートとの交互共重合体
上記(1)~(7)の重合体は、いずれも公知の方法、例えば、特開2008-107534号公報や特開2005-227606号公報に記載の方法で得ることができる。例えば、上記(2)の開環共重合に用いられる触媒や溶媒は、例えば、特開2008-107534号公報の段落0019~0024に記載のものを使用できる。上記(3)及び(6)の水素添加に用いられる触媒は、例えば、特開2008-107534号公報の段落0025~0028に記載のものを使用できる。上記(4)のフリーデルクラフツ反応に用いられる酸性化合物は、例えば、特開2008-107534号公報の段落0029に記載のものを使用できる。上記(5)~(7)の付加重合に用いられる触媒は、例えば、特開2005-227606号公報の段落0058~0063に記載のものを使用できる。上記(7)の交互共重合反応は、例えば、特開2005-227606号公報の段落0071及び0072に記載の方法で行うことができる。 (1) A ring-opening polymer of a cycloolefin monomer (2) A ring-opening copolymer of a cycloolefin monomer and a copolymerizable monomer capable of ring-opening copolymerization thereof (3) Above (1) or a hydrogenated product of the ring-opening (co)polymer of (2); Co) Polymer (5) Saturated copolymer of cycloolefin monomer and unsaturated double bond-containing compound (6) Addition copolymer of cycloolefin monomer and vinyl cyclic hydrocarbon monomer And hydrogenated products thereof (7) Alternating copolymers of cycloolefin monomers and (meth)acrylates The polymers of (1) to (7) are all produced by known methods, for example, JP-A-2008- It can be obtained by the methods described in JP-A-107534 and JP-A-2005-227606. For example, the catalyst and solvent used for the ring-opening copolymerization of (2) above can be those described in paragraphs 0019 to 0024 of JP-A-2008-107534. As the catalyst used for hydrogenation in (3) and (6) above, for example, those described in paragraphs 0025 to 0028 of JP-A-2008-107534 can be used. As the acidic compound used in the Friedel-Crafts reaction of (4) above, for example, those described in paragraph 0029 of JP-A-2008-107534 can be used. As the catalyst used in the addition polymerization of (5) to (7) above, for example, those described in paragraphs 0058 to 0063 of JP-A-2005-227606 can be used. The alternating copolymerization reaction of (7) above can be carried out, for example, by the method described in paragraphs 0071 and 0072 of JP-A-2005-227606.
溶媒: メチレンクロライド
カラム: Shodex K806、K805、K803G(昭和電工(株)製を3本接続して使用した)
カラム温度:25℃
試料濃度: 0.1質量%
検出器: RI Model 504(GLサイエンス社製)
ポンプ: L6000(日立製作所(株)製)
流量: 1.0mL/min
校正曲線: 標準ポリスチレンSTK standard ポリスチレン(東ソー(株)製)Mw=500~2800000の範囲内の13サンプルによる校正曲線を使用した。13サンプルは、ほぼ等間隔に用いることが好ましい。 <Gel permeation chromatography>
Solvent: methylene chloride Column: Shodex K806, K805, K803G (3 columns manufactured by Showa Denko Co., Ltd. were connected and used)
Column temperature: 25°C
Sample concentration: 0.1% by mass
Detector: RI Model 504 (manufactured by GL Science)
Pump: L6000 (manufactured by Hitachi, Ltd.)
Flow rate: 1.0 mL/min
Calibration curve: Standard polystyrene STK standard polystyrene (manufactured by Tosoh Corporation) A calibration curve with 13 samples within the range of Mw = 500 to 2800000 was used. The 13 samples are preferably used at approximately equal intervals.
本発明に用いられるアクリル系樹脂は、アクリル酸エステル又はメタアクリル酸エステルの重合体であって、ほかのモノマーとの共重合体も含まれる。 [3.2] Acrylic resin The acrylic resin used in the present invention is a polymer of acrylic acid ester or methacrylic acid ester, including copolymers with other monomers.
本発明で用いられるセルロースエステル樹脂としては、例えば、トリアセチルセルロース(TAC)、セルロースアセテートプロピオネート、セルロースジアセテート、セルロースアセテートブチレート等が挙げられる。また、セルロースエステル樹脂と共に、ポリエチレンテレフタレート、ポリエチレンナフタレート等のポリエステル樹脂、ポリカーボネート樹脂、ポリエチレン、ポリプロピレン等のポリオレフィン樹脂、ノルボルネン樹脂、フッ素樹脂、シクロオレフィン樹脂等を併用してもよい。 [3.3] Cellulose Ester Resin Examples of the cellulose ester resin used in the present invention include triacetyl cellulose (TAC), cellulose acetate propionate, cellulose diacetate, and cellulose acetate butyrate. Moreover, together with the cellulose ester resin, polyester resins such as polyethylene terephthalate and polyethylene naphthalate, polycarbonate resins, polyolefin resins such as polyethylene and polypropylene, norbornene resins, fluororesins, cycloolefin resins, and the like may be used in combination.
式(b):0≦Y≦2.0
上記式(a)中、Xはアセチル基の置換度であり、式(a)及び式(b)中、Yはプロピオニル基またはブチリル基の置換度である。上記2式を満足することにより、優れた光学特性を示す偏光板保護フィルムを製造することができる。上記セルロースエステルの中で、トリアセチルセルロース、セルロースアセテートプロピオネートが好ましく用いられる。セルロースアセテートプロピオネートは、アセチル基の置換度Xが1.0≦X≦2.5であり、かつ0.1≦Y≦1.5、2.0≦X+Y≦3.0であることが好ましい。 Formula (a): 2.0≤X+Y≤3.0
Formula (b): 0≤Y≤2.0
In formula (a) above, X is the degree of substitution of the acetyl group, and in formulas (a) and (b), Y is the degree of substitution of the propionyl or butyryl group. By satisfying the above two formulas, it is possible to produce a polarizing plate protective film exhibiting excellent optical properties. Among the above cellulose esters, triacetyl cellulose and cellulose acetate propionate are preferably used. Cellulose acetate propionate has an acetyl group substitution degree X of 1.0≦X≦2.5 and 0.1≦Y≦1.5 and 2.0≦X+Y≦3.0. preferable.
カラム:MPW×1(東ソー株式会社製)
試料濃度:0.2(質量/容量)%
流量:1.0mL/分
試料注入量:300μL
標準試料:標準ポリスチレン
温度:23℃ Solvent: Acetone Column: MPW × 1 (manufactured by Tosoh Corporation)
Sample concentration: 0.2 (mass/volume)%
Flow rate: 1.0 mL/min Sample injection volume: 300 μL
Standard sample: Standard polystyrene Temperature: 23°C
例えば、セルロースエステルの原料となるセルロースは、特に限定されないが、綿花リンター、木材パルプ、ケナフなどを挙げることができる。またこれらの材料から得られたセルロースエステルはそれぞれ任意の割合で混合して使用してもよい。 The synthesis of the cellulose ester can be prepared by a conventional method.
For example, the cellulose used as the raw material for the cellulose ester is not particularly limited, but cotton linter, wood pulp, kenaf and the like can be mentioned. Also, cellulose esters obtained from these materials may be mixed in an arbitrary ratio and used.
本発明の偏光板保護フィルムは、さらに酸化防止剤、可塑剤、微粒子、帯電防止剤、剥離剤、増粘剤等のその他の添加剤を含んでもよい。
中でも、本発明の効果をより高める観点から、酸化防止剤及び微粒子を用いることが好ましい。 [4] Other Additives The polarizing plate protective film of the invention may further contain other additives such as antioxidants, plasticizers, fine particles, antistatic agents, release agents, and thickeners.
Among them, from the viewpoint of further enhancing the effects of the present invention, it is preferable to use an antioxidant and fine particles.
本発明の偏光板保護フィルムは、酸化防止剤を含有することが好ましい。酸化防止剤は劣化防止剤ともいわれ、例えば、フィルム中の残留溶媒量のハロゲンやリン酸系可塑剤のリン酸等によりフィルムが分解するのを遅らせたり、防いだりする役割を有する。 <Antioxidant>
The polarizing plate protective film of the invention preferably contains an antioxidant. Antioxidants are also called anti-deterioration agents, and play a role in delaying or preventing decomposition of the film due to, for example, halogen in the amount of residual solvent in the film and phosphoric acid in the phosphoric acid-based plasticizer.
本発明の偏光板保護フィルムは、微粒子を含有することが好ましい。 <Fine particles>
The polarizing plate protective film of the invention preferably contains fine particles.
本発明の偏光板保護フィルムは必要に応じて、他の色素化合物として紫外線吸収剤を含有することもできる。 <Ultraviolet absorber>
The polarizing plate protective film of the present invention can also contain an ultraviolet absorber as another dye compound, if necessary.
本発明の偏光板保護フィルムの製造方法としては、通常のインフレーション法、T-ダイ法、カレンダー法、切削法、流延法、エマルジョン法、ホットプレス法等の製造法が使用できるが、着色抑制、異物欠点の抑制、ダイラインなどの光学欠点の抑制などの観点から製膜方法は、溶液流延法と溶融流延法が好ましく、特に溶液流延法であることが、加工工程での温度が低く、このため種々の添加剤を用いることによる高機能化付与の観点からより好ましい。以下、本発明に好ましい「溶液流延法」について説明する。 [5] Production of polarizing plate protective film As the production method of the polarizing plate protective film of the present invention, the usual inflation method, T-die method, calendering method, cutting method, casting method, emulsion method, hot press method and the like can be used. Although any manufacturing method can be used, the film forming method is preferably a solution casting method or a melt casting method from the viewpoint of suppressing coloring, suppressing foreign matter defects, suppressing optical defects such as die lines, etc., particularly the solution casting method. This is more preferable from the viewpoint of imparting high functionality by using various additives because the temperature in the processing step is low. The "solution casting method" preferred for the present invention will be described below.
(1)熱可塑性樹脂を含む成膜成分と、添加される化合物(D)及び任意の添加剤と溶媒とを含むドープを得る工程
(2)得られたドープを支持体上に流延した後、乾燥及び剥離して、膜状物を得る工程
(3)得られた膜状物を、必要に応じて延伸しながら乾燥させる工程
(4)得られた偏光板保護フィルムを巻き取って、ロール体を得る工程 Specifically, a production method including the following steps (1) to (3) is used to produce the polarizing plate protective film by the solution casting method. Further, the production method preferably has step (4).
(1) Step of obtaining a dope containing a film-forming component containing a thermoplastic resin, a compound (D) to be added, optional additives and a solvent (2) After casting the obtained dope on a support , drying and peeling to obtain a film-like material (3) drying the obtained film-like material while stretching as necessary (4) winding the obtained polarizing plate protective film and rolling it the process of getting a body
熱可塑性樹脂を含む成膜成分と、添加される化合物(D)及び酸化防止剤や微粒子等の添加剤を溶媒に溶解又は分散させて、ドープを調製する。 Regarding Step (1) A dope is prepared by dissolving or dispersing in a solvent film-forming components containing a thermoplastic resin, compound (D) to be added, and additives such as antioxidants and fine particles.
得られたドープを、支持体上に流延する。ドープの流延は、流延ダイから吐出させて行うことができる。 Regarding Step (2) The obtained dope is cast on a support. Casting of the dope can be performed by discharging from a casting die.
なお、残留溶媒量を測定する際の加熱処理とは、140℃、30分の加熱処理をいう。 Amount of residual solvent in dope (% by mass)=(mass of dope before heat treatment−mass of dope after heat treatment)/mass of dope after heat treatment×100
Note that the heat treatment for measuring the amount of residual solvent means heat treatment at 140° C. for 30 minutes.
得られた膜状物を乾燥させる。乾燥は、一段階で行ってもよいし、多段階で行ってもよい。また、乾燥は、必要に応じて延伸しながら行ってもよい。 Regarding Step (3) The resulting film-like material is dried. Drying may be performed in one step or in multiple steps. Moreover, you may perform drying, extending|stretching as needed.
予備乾燥温度(延伸前の乾燥温度)は、延伸温度よりも高い温度でありうる。具体的には、熱可塑性樹脂のガラス転移温度をTgとしたとき(Tg-50)~(Tg+50)℃であることが好ましい。予備乾燥温度が(Tg-50)℃以上であると、溶媒を適度に揮発させやすいため、搬送性(ハンドリング性)を高めやすく、(Tg+50)℃以下であると、溶媒が揮発しすぎないため、この後の延伸工程における延伸性が損なわれにくい。初期乾燥温度は、(a)テンター延伸機やローラーで搬送しながら非接触加熱型で乾燥させる場合は、延伸機内温度又は熱風温度などの雰囲気温度として測定されうる。 (Pre-drying step)
The pre-drying temperature (drying temperature before stretching) can be higher than the stretching temperature. Specifically, when the glass transition temperature of the thermoplastic resin is Tg, it is preferably (Tg-50) to (Tg+50)°C. When the pre-drying temperature is (Tg-50) ° C. or higher, the solvent is easily volatilized appropriately, so it is easy to improve the transportability (handling property). , the stretchability in the subsequent stretching process is less likely to be impaired. The initial drying temperature can be measured as (a) the temperature inside the stretching machine or the ambient temperature such as the temperature of hot air when the film is dried by non-contact heating while being conveyed by a tenter stretching machine or rollers.
延伸は、求められる光学特性、例えばリターデーション値に応じて行えばよく、少なくとも一方の方向に延伸することが好ましく、互いに直交する二方向に延伸(例えば、膜状物の幅方向(TD方向)と、それと直交する搬送方向(MD方向)の二軸延伸)してもよい。 (Stretching process)
The stretching may be carried out according to the required optical properties, for example, the retardation value, preferably in at least one direction, and in two directions perpendicular to each other (for example, the width direction (TD direction) of the film). and biaxial stretching in the transport direction (MD direction) orthogonal thereto).
残留溶媒量をより低減させる観点から、延伸後に得られた膜状物をさらに乾燥させることが好ましい。例えば、延伸後に得られた膜状物を、ロールなどで搬送しながらさらに乾燥させることが好ましい。 (Main drying process)
From the viewpoint of further reducing the amount of residual solvent, it is preferable to further dry the film-like material obtained after stretching. For example, it is preferable to further dry the film-like material obtained after the stretching while transporting it with a roll or the like.
得られた偏光板保護フィルムは、長尺状であることが好ましい。長尺状の偏光板保護フィルムは、ロール状に巻き取られて、ロール体となる。 Regarding Step (4) The obtained polarizing plate protective film is preferably elongated. A long polarizing plate protective film is wound into a roll to form a roll.
本発明の別の実施形態である薄膜偏光板保護フィルムの製造方法は、1)薄膜偏光板保護フィルム用溶液を得る工程と、2)得られた薄膜偏光板保護フィルム用溶液を、支持体の表面に付与する工程と、3)付与された薄膜偏光板保護フィルム用溶液から溶媒を除去して、薄膜偏光板保護フィルムを形成する工程とを有する。 <Production of thin film polarizing plate protective film>
A method for producing a thin polarizing plate protective film, which is another embodiment of the present invention, includes the steps of: 1) obtaining a thin polarizing plate protective film solution; and 3) removing the solvent from the thin polarizing plate protective film solution to form a thin polarizing plate protective film.
薄膜偏光板保護フィルム用溶液を得る工程は、前述の「ドープ」を調製する工程と同じであり、参照することができる。 1) Step of obtaining solution for thin polarizing plate protective film The step of obtaining the solution for thin polarizing plate protective film is the same as the step of preparing the aforementioned "dope", and reference can be made to it.
次いで、得られた薄膜偏光板保護フィルム用溶液を、支持体の表面に付与する。具体的には、得られた薄膜偏光板保護フィルム用溶液を、支持体の表面に塗布する。支持体と薄膜偏光板保護フィルムの積層体は、「積層フィルム」ともいう。 2) Step of Applying Solution for Thin Film Polarizing Plate Protective Film Next, the obtained solution for thin film polarizing plate protective film is applied to the surface of the support. Specifically, the obtained thin film polarizing plate protective film solution is applied to the surface of the support. A laminate of a support and a thin film polarizing plate protective film is also referred to as a "laminate film".
支持体は、薄膜偏光板保護フィルム形成時に支持するものであり、通常、樹脂フィルムを含む。支持体の膜厚は、50μm以下であることが好ましい。支持体の膜厚は、薄膜だがある程度の強度(腰や剛性)が支持体として必要であることから、好ましくは、15~45μmの範囲であり、より好ましくは20~40μmの範囲内である。 <Support>
The support supports the formation of the protective film for the thin polarizing plate, and usually contains a resin film. The film thickness of the support is preferably 50 μm or less. The film thickness of the support is preferably in the range of 15 to 45 μm, more preferably in the range of 20 to 40 μm, since the support is thin but requires a certain degree of strength (elasticity and rigidity).
次いで、支持体に付与された薄膜偏光板保護フィルム用溶液から溶媒を除去して、薄膜偏光板保護フィルムを形成する。 3) Step of forming a thin polarizing plate protective film Next, the solvent is removed from the thin polarizing plate protective film solution applied to the support to form a thin polarizing plate protective film.
得られた帯状の薄膜偏光板保護フィルムを、その幅方向に直交する方向にロール状に巻き取り、ロール体とする。 4) Step of Winding the Thin Film Polarizing Plate Protective Film to Obtain a Roll Body The strip-shaped thin film polarizing plate protective film thus obtained is wound into a roll in a direction orthogonal to the width direction thereof to form a roll.
本発明に用いられる薄膜偏光板保護フィルムの製造は、例えば図4に示される製造装置によって行うことができる。 [manufacturing device]
The thin film polarizing plate protective film used in the present invention can be manufactured, for example, by the manufacturing apparatus shown in FIG.
薄膜偏光板保護フィルムは、薄膜偏光板保護フィルム用溶液を塗布して得られることから、当該溶液に由来する溶媒が残留していることがある。残留溶媒量は、使用溶媒・塗布液濃度、薄膜偏光板保護フィルムの乾燥に当てる風速、乾燥温度・時間、乾燥室の条件(外気か内気循環か)、塗布時のバックロールの加熱温度等によって制御しうる。 (Residual solvent amount)
Since the thin polarizing plate protective film is obtained by applying a thin polarizing plate protective film solution, the solvent derived from the solution may remain. The amount of residual solvent depends on the solvent used, the concentration of the coating solution, the wind speed applied to dry the protective film for the thin polarizer, the drying temperature and time, the conditions of the drying chamber (outside air or inside air circulation), the heating temperature of the back roll during coating, etc. controllable.
具体的には、薄膜偏光板保護フィルムの残留溶媒量は、800ppm未満であることがより好ましく、500~700ppm未満であることが、薄膜偏光板保護フィルムのカールバランスを考慮するとより好ましい。また、支持体にも溶媒が残存するような溶媒・塗布プロセスを選ぶことで、支持体と薄膜偏光板保護フィルムとの接着性が向上する。支持体の残存溶媒量としては10~100ppmの範囲が好ましい。
Specifically, the amount of residual solvent in the thin film polarizing plate protective film is more preferably less than 800 ppm, more preferably 500 to less than 700 ppm, considering the curl balance of the thin film polarizing plate protective film. Further, by selecting a solvent and a coating process in which the solvent remains on the support, the adhesiveness between the support and the protective film for thin polarizing plate is improved. The residual solvent content of the support is preferably in the range of 10 to 100 ppm.
偏光子層は、一定方向の偏波面の光だけを通す素子層である。偏光子層としては、例えば、ポリビニルアルコール系フィルム、部分ホルマール化ポリビニルアルコール系フィルム、エチレン・酢酸ビニル共重合体系部分ケン化フィルム等の親水性高分子フィルムに、ヨウ素や二色性染料の二色性物質を吸着させて一軸延伸したもの、ポリビニルアルコールの脱水処理物やポリ塩化ビニルの脱塩酸処理物等ポリエン系配向フィルム等が挙げられる。これらの中でも、ポリビニルアルコール系フィルムとヨウ素等の二色性物質からなる偏光子層が好適である。これらの偏光子層の厚さは特に制限されないが、一般的に5~80μm程度である。 [6] Polarizer Layer The polarizer layer is an element layer that transmits only light with a plane of polarization in a certain direction. As the polarizer layer, for example, a hydrophilic polymer film such as a polyvinyl alcohol film, a partially formalized polyvinyl alcohol film, an ethylene/vinyl acetate copolymer system partially saponified film, and a dichroic dye such as iodine or a dichroic dye are applied. oriented polyene films such as dehydrated polyvinyl alcohol and dehydrochlorinated polyvinyl chloride. Among these, a polarizer layer composed of a polyvinyl alcohol-based film and a dichroic substance such as iodine is suitable. Although the thickness of these polarizer layers is not particularly limited, it is generally about 5 to 80 μm.
位相差フィルムは、位相差を有し、光学補償層として機能し得るもののいずれも用いることができる。位相差を有する透明フィルムを用いる場合、その位相差特性は、光学補償に必要とされる値に適宜調整することができる。 [7] Retardation Film Any retardation film that has retardation and can function as an optical compensation layer can be used. When a transparent film having a retardation is used, the retardation property can be appropriately adjusted to a value required for optical compensation.
ポリカーボネート樹脂としては、特に限定なく種々のものを使用でき、化学的性質及び物性の点から、芳香族ポリカーボネート樹脂が好ましく、特に、フルオレン骨格を有するポリカーボネートや、ビスフェノールA系ポリカーボネート樹脂が好ましい。その中でも、ビスフェノールAにベンゼン環、シクロヘキサン環、及び脂肪族炭化水素基等を導入したビスフェノールA誘導体を用いたものがより好ましい。さらに、ビスフェノールAの中央の炭素に対して、非対称に上記官能基が導入された誘導体を用いて得られた、単位分子内の異方性を減少させた構造のポリカーボネート樹脂が特に好ましい。 (polycarbonate resin)
As the polycarbonate resin, various ones can be used without particular limitation. From the viewpoint of chemical properties and physical properties, aromatic polycarbonate resins are preferable, and polycarbonates having a fluorene skeleton and bisphenol A-based polycarbonate resins are particularly preferable. Among them, a bisphenol A derivative obtained by introducing a benzene ring, a cyclohexane ring, an aliphatic hydrocarbon group, or the like into bisphenol A is more preferable. Further, a polycarbonate resin having a structure in which the anisotropy within the unit molecule is reduced, which is obtained by using a derivative in which the functional group is introduced asymmetrically with respect to the central carbon of bisphenol A, is particularly preferred.
位相差フィルムは、上で説明した偏光板保護フィルムと同様に、溶融流延法、溶液流延法、カレンダー成形法等の公知の成形方法により製造できる。溶融流延法、溶液流延法を用いることが好ましく、溶液流延法が特に好ましい。 (Production of retardation film)
The retardation film can be produced by a known molding method such as a melt casting method, a solution casting method, a calendering method, and the like, similarly to the polarizing plate protective film described above. A melt casting method or a solution casting method is preferably used, and a solution casting method is particularly preferred.
偏光子層と偏光板保護フィルム及び偏光子層と位相差フィルムとは、例えば、後述する粘着剤層を介して接着されることが好ましい。粘着剤層は、水系粘着剤を乾燥させて得られる層であってもよいし、活性線硬化性粘着剤の硬化物層であってもよい。また、粘着剤層には、金属化合物フィラーを含有させることができる。 [8] Production of Polarizing Plate It is preferable that the polarizer layer and the polarizing plate protective film and the polarizer layer and the retardation film are adhered via, for example, an adhesive layer to be described later. The pressure-sensitive adhesive layer may be a layer obtained by drying a water-based pressure-sensitive adhesive, or a cured product layer of an actinic ray-curable pressure-sensitive adhesive. Also, the pressure-sensitive adhesive layer may contain a metallic compound filler.
粘着剤層は、本発明に用いられる偏光板に任意に設けられる。粘着剤層を有することで、当該偏光板を有機EL素子の視認側に貼合した有機EL表示装置を作製する際の作業性が向上する。図3に断面図を示す偏光板10Aは、偏光板が粘着剤層を有する場合の一例である。偏光板10Aは、位相差フィルムの偏光子層とは反対側に粘着剤層を有する。 [Adhesive layer]
A pressure-sensitive adhesive layer is optionally provided on the polarizing plate used in the present invention. By having the pressure-sensitive adhesive layer, workability is improved when manufacturing an organic EL display device in which the polarizing plate is attached to the viewing side of the organic EL element. A
偏光子層と偏光板保護フィルム及び偏光子層と位相差フィルムとは、例えば、接着剤層を介して接着されることもできる。接着剤層は、水系接着剤を乾燥させて得られる層であってもよいし、活性線硬化性接着剤の硬化物層であってもよい。また、接着剤層には、金属化合物フィラーを含有させることができる。 [Adhesive layer]
The polarizer layer and the polarizing plate protective film and the polarizer layer and the retardation film can also be adhered via an adhesive layer, for example. The adhesive layer may be a layer obtained by drying a water-based adhesive, or a cured product layer of an actinic ray-curable adhesive. Also, the adhesive layer may contain a metallic compound filler.
偏光板の別の実施態様としては、図2の偏光板10Bで示すようにハードコート層を有し、当該偏光板は、視認側からハードコート層4、偏光板保護フィルム1、偏光子層2、位相差フィルム3となるように積層することで得られる。 [Other functional layers of the polarizing plate]
Another embodiment of the polarizing plate has a hard coat layer as shown by polarizing
ハードコート層4は、JISK5600-2014に規定される鉛筆硬度試験で「HB」以上の硬度を示すことが好ましく、該硬度を得るために活性線硬化性樹脂の硬化物を含有することが好ましい。活性線硬化性樹脂としては、エチレン性不飽和二重結合を有するモノマーを含む成分が好ましく用いられる。活性線硬化性樹脂としては、紫外線硬化性樹脂や電子線硬化性樹脂が挙げられるが、紫外線照射により硬化する樹脂が、機械的膜強度(耐擦傷性、鉛筆硬度)に優れる点から好ましい。 (Hard coat layer)
The
プライマー層を構成する材料としては、偏光板保護フィルムとハードコート層又は偏光子層との密着性及び接着性を改善し得る任意の材料を用いることができる。また、材料の特性としては、密着性・接着性以外に、透明性、熱安定性などに優れることが好ましい。このような材料としては、ポリウレタン、ポリオレフィン、ポリエステル、ポリ塩化ビニリデン、アクリル系ポリマー、変性シリコーン系ポリマー、スチレンブタジエンゴム、カルボジイミド化合物、イソシアネート等で構成される樹脂が挙げられる。 (primer layer)
Any material that can improve adhesion and adhesiveness between the polarizing plate protective film and the hard coat layer or the polarizer layer can be used as the material constituting the primer layer. Moreover, as for the properties of the material, it is preferable that the material should be excellent in transparency, thermal stability, etc., in addition to adhesion and adhesiveness. Examples of such materials include resins composed of polyurethanes, polyolefins, polyesters, polyvinylidene chloride, acrylic polymers, modified silicone polymers, styrene-butadiene rubbers, carbodiimide compounds, isocyanates, and the like.
本発明に用いられる偏光板において、本発明に係る色素化合物(化合物(D))を含有する層の光透過率は以下の範囲にあることが好ましい。 [Optical Characteristics of Polarizing Plate]
In the polarizing plate used in the present invention, the light transmittance of the layer containing the dye compound (compound (D)) according to the present invention is preferably within the following range.
化合物(D)を含む層の波長390nmにおける光透過率は、9%以下であることが好ましく、7%以下であることがより好ましく、5%以下であることがさらに好ましく、3%以下であることが特に好ましい。波長390nmにおける光透過率が前記範囲であることにより、入射する紫外線をより高度に遮断することができるため、有機EL素子の劣化を著しく抑制することができるため、好ましい。 (i) Light transmittance of the layer containing the compound (D) The light transmittance of the layer containing the compound (D) at a wavelength of 390 nm is preferably 9% or less, more preferably 7% or less. % or less, and particularly preferably 3% or less. When the light transmittance at a wavelength of 390 nm is within the above range, incident ultraviolet rays can be blocked to a higher degree, and deterioration of the organic EL element can be significantly suppressed, which is preferable.
本発明に用いられる偏光板においては、波長380nmにおける光透過率が、9%以下であることが好ましく、7%以下であることがより好ましく、5%以下であることがさらに好ましく、3%以下であることが特に好ましい。また、偏光板の波長400nmにおける光透過率は、20%以下であることが好ましく、15%以下であることが好ましく、10%以下であることがより好ましい。 (ii) Light transmittance of polarizing plate In the polarizing plate used in the present invention, the light transmittance at a wavelength of 380 nm is preferably 9% or less, more preferably 7% or less, and 5% or less. It is more preferable that the content is 3% or less, and it is particularly preferable that the content is 3% or less. Further, the light transmittance of the polarizing plate at a wavelength of 400 nm is preferably 20% or less, preferably 15% or less, and more preferably 10% or less.
本発明の偏光板保護フィルムを具備した偏光板は、液晶表示装置(LCD)、有機EL表示装置(OLED)やタッチパネル等の各種表示装置に用いることができる。特に、有機EL表示装置の円偏光板として本発明に係る偏光板を用いることが好ましい。 [9] Organic EL Display Device A polarizing plate provided with the polarizing plate protective film of the present invention can be used for various display devices such as a liquid crystal display device (LCD), an organic EL display device (OLED), and a touch panel. In particular, it is preferable to use the polarizing plate according to the present invention as a circularly polarizing plate for an organic EL display device.
(最大吸収波長の測定)
実施例で用いる色素化合物(以下、化合物(D)という。)の最大吸収波長は、株式会社島津製作所製紫外可視分光光度計UV-2450を用いて、色素化合物のクロロホルム中での吸収スペクトルを測定することによって求め、表Iに記載した。表中「化合物1」とは、本発明に係る式1で表される構造を有する化合物である。 Example 1
(Measurement of maximum absorption wavelength)
The maximum absorption wavelength of the dye compound used in the examples (hereinafter referred to as compound (D)) is determined by measuring the absorption spectrum of the dye compound in chloroform using an ultraviolet-visible spectrophotometer UV-2450 manufactured by Shimadzu Corporation. and listed in Table I. "
<偏光板保護フィルム101:シクロオレフィン樹脂フィルムの作製>
(ドープの調製)
下記組成のドープを調製した。まず、加圧溶解タンクにジクロロメタンとエタノールを添加した。ジクロロメタンとエタノールの混合溶液の入った加圧溶解タンクに、シクロオレフィン系樹脂(COP):アートンG7810(JSR(株)製ARTON G7810、Mw:14万、カルボン酸基を有するシクロオレフィン系樹脂)JSR株式会社製)と化合物(D)として化合物1を撹拌しながら投入した。更に、溶媒投入開始後15分後に、下記で調製した微粒子添加液を投入して、これを80℃に加熱し、撹拌しながら、完全に溶解した。このとき、室温から5℃/minの昇温し、30分間で溶解した後、3℃/minで降温した。得られた溶液を安積濾紙(株)製の安積濾紙No.244を使用して濾過し、ドープを調製した。 [1] Production of polarizing plate protective film <Polarizing plate protective film 101: Production of cycloolefin resin film>
(Preparation of dope)
A dope having the following composition was prepared. First, dichloromethane and ethanol were added to a pressurized dissolution tank. Cycloolefin resin (COP): Arton G7810 (ARTON G7810 manufactured by JSR Corporation, Mw: 140,000, cycloolefin resin having a carboxylic acid group) JSR Co., Ltd.) and
COP(G7810) 100質量部
ジクロロメタン 200質量部
エタノール 10質量部
化合物(D):化合物1 6質量部 (Composition of dope)
COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D):
得られたドープを30℃に保ち、30℃に保温された金属支持体であるステンレスベルト上にドープを均一に流延した。そして、流延したドープを、残留溶媒量が30質量%になるまで乾燥させた後、ステンレスベルト上から剥離して膜状物を得た。 (Formation of polarizing plate protective film 101)
The obtained dope was kept at 30°C and uniformly cast on a stainless steel belt which was a metal support kept at 30°C. The cast dope was dried until the amount of residual solvent reached 30% by mass, and then peeled off from the stainless belt to obtain a film.
偏光板保護フィルム101の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム102を作製した。 <Production of polarizing plate protective film 102>
Polarizing plate protective film 102 was prepared in the same manner as in preparation of polarizing plate protective film 101 except that the following dope was used.
COP(G7810) 100質量部
ジクロロメタン 200質量部
エタノール 10質量部
化合物(D):化合物1 6質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部 (Composition of dope)
COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D):
0.5 part by mass
偏光板保護フィルム101の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム103を作製した。 <Production of polarizing plate protective film 103>
Polarizing plate protective film 103 was prepared in the same manner as in preparation of polarizing plate protective film 101, except that the following dope was used.
COP(G7810) 100質量部
ジクロロメタン 200質量部
エタノール 10質量部
化合物(D):化合物1 6質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部
微粒子:二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D):
0.5 part by mass fine particles: silicon dioxide dispersion (in terms of solid content) 1 part by mass
まず、10質量部のアエロジルR812(商品名、日本アエロジル株式会社製)と、90質量部のエタノールとをディゾルバーで30分間撹拌混合した後、マントンゴーリンでエタノール中に二酸化ケイ素を分散させた。この分散液に88質量部のメチレンクロライドを撹拌しながら投入し、ディゾルバーで30分間撹拌混合することにより分散液を希釈した。この希釈した分散液を微粒子分散希釈液濾過器(アドバンテック東洋株式会社製:ポリプロピレンワインドカートリッジフィルターTCW-PPS-1N)で濾過することにより二酸化ケイ素分散液を得た。 (Silicon dioxide dispersion)
First, 10 parts by mass of Aerosil R812 (trade name, manufactured by Nippon Aerosil Co., Ltd.) and 90 parts by mass of ethanol were stirred and mixed with a dissolver for 30 minutes, and then silicon dioxide was dispersed in ethanol using a Manton Gaulin. 88 parts by mass of methylene chloride was added to this dispersion while stirring, and the dispersion was diluted by stirring and mixing with a dissolver for 30 minutes. A silicon dioxide dispersion was obtained by filtering this diluted dispersion through a fine particle dispersion diluent filter (manufactured by Advantech Toyo Co., Ltd.: polypropylene wound cartridge filter TCW-PPS-1N).
偏光板保護フィルム101の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム104を作製した。 <Production of polarizing plate protective film 104>
A polarizing plate protective film 104 was prepared in the same manner as in the preparation of the polarizing plate protective film 101 except that the following dope was used.
COP(G7810) 100質量部
ジクロロメタン 200質量部
エタノール 10質量部
化合物(D):化合物1 6質量部
微粒子:二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D):
偏光板保護フィルム102~104の作製において、表II記載の酸化防止剤をIrganox1010(BASFジャパン(株)製)に、微粒子をR972に変更した以外は同様にして、偏光板保護フィルム105~107を作製した。 <Preparation of polarizing plate protective films 105 to 107>
Polarizing plate protective films 105 to 107 were prepared in the same manner as in the preparation of polarizing plate protective films 102 to 104, except that the antioxidant described in Table II was changed to Irganox 1010 (manufactured by BASF Japan Ltd.) and the fine particles were changed to R972. made.
(ドープの調製)
下記組成のドープを調製した。すなわち、まず加圧溶解タンクにジクロロメタンとエタノールを添加した。そして、溶媒の入った加圧溶解タンクにセルロースエステルを撹拌しながら投入し、これを加熱し、撹拌しながら完全に溶解した。 <Production of Polarizing Plate Protective Film 108: Production of Cellulose Ester Resin Film>
(Preparation of dope)
A dope having the following composition was prepared. First, dichloromethane and ethanol were added to the pressurized dissolution tank. Then, the cellulose ester was put into a pressurized dissolution tank containing a solvent while being stirred, and was completely dissolved while being heated and stirred.
トリアセチルセルロース(TAC:アセチル置換度2.8のアセチルセルロース、富士フイルム和光純薬(株)製) 95質量部
重縮合エステル化合物N 2質量部
重縮合エステル化合物M 7質量部
ジクロロメタン 540質量部
エタノール 35質量部
化合物(D):化合物1 6質量部 (Composition of dope)
Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed
まず、1,2-プロピレングリコール251g、テレフタル酸354g、p-トロイル酸680g、エステル化触媒としてテトライソプロピルチタネート0.191gを、温度計、撹拌器、緩急冷却管を備えた2Lの四つ口フラスコに仕込んだ。次に、四つ口フラスコ内に窒素気流を吹き込んで、溶液の温度が230℃になるまで溶液を撹拌しながら徐々に溶液を昇温させて重合度を観察しながら脱水縮合反応させた。反応終了後に、200℃で未反応の1,2-プロピレングリコールを減圧留去することにより重縮合エステル化合物Nを得た。このエステル化合物Nは、酸価0.30、数平均分子量400であった。 (Ester compound N)
First, 251 g of 1,2-propylene glycol, 354 g of terephthalic acid, 680 g of p-toroyl acid, and 0.191 g of tetraisopropyl titanate as an esterification catalyst were added to a 2 L four-necked flask equipped with a thermometer, a stirrer, and a slow cooling tube. planted in Next, a stream of nitrogen was blown into the four-necked flask, and the temperature of the solution was gradually raised while stirring until the temperature of the solution reached 230° C., and dehydration condensation reaction was carried out while observing the degree of polymerization. After completion of the reaction, unreacted 1,2-propylene glycol was distilled off under reduced pressure at 200° C. to obtain a polycondensed ester compound N. This ester compound N had an acid value of 0.30 and a number average molecular weight of 400.
まず、1,2-プロピレングリコール251g、無水フタル酸244g、アジピン酸103g、安息香酸610g、エステル化触媒としてテトライソプロピルチタネート0.191gを、温度計、撹拌器、緩急冷却管を備えた2Lの四つ口フラスコに仕込んだ。次に、四つ口フラスコ内に窒素気流を吹き込んで、溶液の温度が230℃になるまで溶液を撹拌しながら徐々に溶液を昇温させることにより重合度を観察しながら脱水縮合反応させた。反応終了後に、200℃で未反応の1,2-プロピレングリコールを減圧留去することにより、重縮合エステル化合物Mを得た。このエステル化合物Mは、酸価0.10、数平均分子量450であった。 (Ester compound M)
First, 251 g of 1,2-propylene glycol, 244 g of phthalic anhydride, 103 g of adipic acid, 610 g of benzoic acid, and 0.191 g of tetraisopropyl titanate as an esterification catalyst were added to a 2-liter four-way flask equipped with a thermometer, a stirrer, and a slow cooling tube. Poured into a 1-necked flask. Next, a stream of nitrogen was blown into the four-necked flask, and the temperature of the solution was gradually raised while stirring until the temperature of the solution reached 230° C., thereby conducting a dehydration-condensation reaction while observing the degree of polymerization. After completion of the reaction, unreacted 1,2-propylene glycol was distilled off under reduced pressure at 200° C. to obtain a polycondensed ester compound M. This ester compound M had an acid value of 0.10 and a number average molecular weight of 450.
上記調製したドープを、ベルト流延装置を用い、温度22℃、1.8m幅でステンレスバンド支持体に均一に流延した。ステンレスバンド支持体で、残留溶媒量が20%になるまで溶媒を蒸発させ、ステンレスバンド支持体上からドープ膜(ウェブ)を剥離した。 (Formation of polarizing plate protective film 108)
The dope prepared above was uniformly cast on a stainless steel band support at a temperature of 22° C. and a width of 1.8 m using a belt casting apparatus. A stainless steel band support was used to evaporate the solvent until the residual solvent amount reached 20%, and the dope film (web) was peeled off from the stainless steel band support.
偏光板保護フィルム108の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム109を作製した。 <Production of polarizing plate protective film 109>
A polarizing plate protective film 109 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
トリアセチルセルロース(TAC:アセチル置換度2.8のアセチルセルロース、富士フィルム和光純薬(株)製) 95質量部
重縮合エステル化合物N 2質量部
重縮合エステル化合物M 7質量部
ジクロロメタン 540質量部
エタノール 35質量部
化合物(D):化合物1 6質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部 (Composition of dope)
Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed
0.5 part by mass
偏光板保護フィルム108の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム110を作製した。 <Production of polarizing plate protective film 110>
A polarizing plate protective film 110 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
トリアセチルセルロース(TAC:アセチル置換度2.8のアセチルセルロース、富士フィルム和光純薬(株)製) 95質量部
重縮合エステル化合物N 2質量部
重縮合エステル化合物M 7質量部
ジクロロメタン 540質量部
エタノール 35質量部
化合物(D):化合物1 6質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部
微粒子(R812):二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed
0.5 parts by mass fine particles (R812): silicon dioxide dispersion (in terms of solid content) 1 part by mass
偏光板保護フィルム108の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム111を作製した。 <Production of polarizing plate protective film 111>
A polarizing plate protective film 111 was prepared in the same manner as in the preparation of the polarizing plate protective film 108 except that the following dope was used.
トリアセチルセルロース(TAC:アセチル置換度2.8のアセチルセルロース、富士フィルム和光純薬(株)製) 95質量部
重縮合エステル化合物N 2質量部
重縮合エステル化合物M 7質量部
ジクロロメタン 540質量部
エタノール 35質量部
化合物(D):化合物1 6質量部
微粒子(R812):二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
Triacetyl cellulose (TAC: Acetyl cellulose having a degree of acetyl substitution of 2.8, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) 95 parts by mass Polycondensed
下記組成のドープを調製した。まず、加圧溶解タンクにジクロロメタン、及びエタノールを添加した。次いで、加圧溶解タンクに、樹脂を撹拌しながら投入した。次いで、下記調製したゴム粒子分散液を投入して、これを撹拌しながら、完全に溶解させた。これを、(株)ロキテクノ製のSHP150を使用して濾過し、ドープを得た。 <Polarizing Plate Protective Film 112: Fabrication of Acrylic Resin Film>
A dope having the following composition was prepared. First, dichloromethane and ethanol were added to a pressurized dissolution tank. The resin was then charged into a pressurized dissolution tank while stirring. Then, a rubber particle dispersion prepared below was added and completely dissolved with stirring. This was filtered using SHP150 manufactured by Roki Techno Co., Ltd. to obtain a dope.
樹脂((メタ)アクリル系樹脂:Ac) 95質量部
ジクロロメタン 200質量部
化合物(D):化合物1 6質量部
ゴム粒子分散液 200質量部 (Composition of dope)
Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D):
偏光板保護フィルム112の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム113を作製した。 <Production of polarizing plate protective film 113>
A polarizing plate protective film 113 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
樹脂((メタ)アクリル系樹脂:Ac) 95質量部
ジクロロメタン 200質量部
化合物(D):化合物1 6質量部
ゴム粒子分散液 200質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部 (Composition of dope)
Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D):
0.5 part by mass
偏光板保護フィルム112の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム114を作製した。 <Production of polarizing plate protective film 114>
A polarizing plate protective film 114 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
樹脂((メタ)アクリル系樹脂:Ac) 95質量部
ジクロロメタン 200質量部
化合物(D):化合物1 6質量部
ゴム粒子分散液 200質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部
微粒子(R812):二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D):
0.5 parts by mass fine particles (R812): silicon dioxide dispersion (in terms of solid content) 1 part by mass
偏光板保護フィルム112の作製において、以下のドープを用いた以外は同様にして、偏光板保護フィルム115を作製した。 <Production of polarizing plate protective film 115>
A polarizing plate protective film 115 was prepared in the same manner as in the preparation of the polarizing plate protective film 112 except that the following dope was used.
樹脂((メタ)アクリル系樹脂:Ac) 95質量部
ジクロロメタン 200質量部
化合物(D):化合物1 6質量部
ゴム粒子分散液 200質量部
微粒子(R812):二酸化ケイ素分散液(固形分換算) 1質量部 (Composition of dope)
Resin ((meth)acrylic resin: Ac) 95 parts by mass Dichloromethane 200 parts by mass Compound (D):
偏光板保護フィルム101~104、偏光板保護フィルム108~115の作製において、化合物(D):化合物1を、比較化合物1、2及び3に変更した以外は同様にして、偏光板保護フィルム116~127を作製した。 <Preparation of polarizing plate protective films 116 to 127>
Polarizing plate protective films 101 to 104 and polarizing plate protective films 108 to 115 were prepared in the same manner, except that the compound (D):
<偏光子層の作製>
厚さ25μmのポリビニルアルコール系フィルムを、35℃の水で膨潤させた。得られたフィルムを、ヨウ素0.075g、ヨウ化カリウム5g及び水100gからなる水溶液に60秒間浸漬し、さらにヨウ化カリウム3g、ホウ酸7.5g及び水100gからなる45℃の水溶液に浸漬した。得られたフィルムを、延伸温度55℃、延伸倍率5倍の条件で一軸延伸した。この一軸延伸フィルムを、水洗した後、乾燥させて、厚さ12μmの偏光子層を得た。 [2] Production of polarizing plate <Production of polarizer layer>
A polyvinyl alcohol-based film having a thickness of 25 µm was swollen with water at 35°C. The resulting film was immersed in an aqueous solution of 0.075 g of iodine, 5 g of potassium iodide and 100 g of water for 60 seconds, and further immersed in an aqueous solution of 3 g of potassium iodide, 7.5 g of boric acid and 100 g of water at 45°C. . The obtained film was uniaxially stretched under conditions of a stretching temperature of 55° C. and a stretching ratio of 5 times. This uniaxially stretched film was washed with water and then dried to obtain a polarizer layer with a thickness of 12 μm.
ポリカーボネート樹脂フィルム(PCフィルム)を、以下の製造方法(溶融流延製膜法)によって作製した。 <Preparation of retardation film>
A polycarbonate resin film (PC film) was produced by the following manufacturing method (melt casting film forming method).
上記偏光板保護フィルム101~127、偏光子層及び位相差フィルムを各々この順に積層して、偏光板101~127を作製した。なお、位相差フィルムと偏光子層の間、偏光板保護フィルムと偏光子層の間は完全鹸化型ポリビニルアルコール水溶液(水糊)を用いて接着した。 <Preparation of polarizing plate>
The polarizing plate protective films 101 to 127, the polarizer layer and the retardation film were laminated in this order to prepare the polarizing plates 101 to 127. The retardation film and the polarizer layer, and the polarizing plate protective film and the polarizer layer were adhered using a completely saponified polyvinyl alcohol aqueous solution (water glue).
〈1〉耐光性試験
上記作製した偏光板保護フィルム101~127について、耐光性試験を行った。 ≪Evaluation≫
<1> Light Resistance Test The polarizing plate protective films 101 to 127 prepared above were subjected to a light resistance test.
(ただし、A0はキセノンランプ照射前の吸光度、A100はキセノンランプ照射後の吸光度である。) Formula (R) Pigment residual rate (%) = {(A 100 )/(A 0 )} x 100
(However, A0 is the absorbance before xenon lamp irradiation, and A100 is the absorbance after xenon lamp irradiation.)
B:色素残存率が40%以上、65%未満
C:色素残存率が10%以上、40%未満
D:色素残存率が10%未満 A: Residual dye rate is 65% or more B: Residual dye rate is 40% or more and less than 65% C: Residual dye rate is 10% or more and less than 40% D: Residual dye rate is less than 10%
各偏光板保護フィルムを、60℃、90%RHの高温高湿雰囲気下で1000時間放置後、偏光板保護フィルム表面のブリードアウト(結晶析出)の有無を目視観察で行い、下記に記載の基準に従ってブリードアウトの評価を行った。 <2> Durability: Evaluation of Bleed-out Each polarizing plate protective film was left in a high-temperature, high-humidity atmosphere of 60° C. and 90% RH for 1000 hours. Visual observation was performed, and bleed out was evaluated according to the criteria described below.
○:偏光板保護フィルム表面で、部分的なブリードアウトが僅かに認められる
△:偏光板保護フィルム表面で、全面に亘りブリードアウトが僅かに認められる
×:偏光板保護フィルム表面で、全面に亘り明確なブリードアウトが認められる ◎: No occurrence of bleeding out on the surface of the polarizing plate protective film ○: Slight partial bleeding out on the surface of the polarizing plate protective film △: Bleeding out over the entire surface of the polarizing plate protective film is slightly observed ×: On the surface of the polarizing plate protective film, a clear bleed-out is observed over the entire surface
上記作製した偏光板保護フィルムの光透過率を、測定波長を変えて(390nm、410nm及び430nm)、分光光度計(日立ハイテクサイエンス製U-3300)を用いて測定した。得られた結果を表IIに示す。 <3> Evaluation of light transmittance The light transmittance of the polarizing plate protective film prepared above is measured using a spectrophotometer (U-3300 manufactured by Hitachi High-Tech Science) at different measurement wavelengths (390 nm, 410 nm and 430 nm). did. The results obtained are shown in Table II.
実施例1で作製した偏光板保護フィルム101~127を用いて、プライマー層の形成、ハードコート層の形成、及び位相差フィルムの偏光子層とは反対側の面に粘着剤層を設け、有機EL素子と貼合して、有機EL表示装置を作製した。 Example 2
Using the polarizing plate protective films 101 to 127 produced in Example 1, a primer layer was formed, a hard coat layer was formed, and a pressure-sensitive adhesive layer was provided on the surface opposite to the polarizer layer of the retardation film, and an organic An organic EL display device was produced by bonding with an EL element.
(ハードコート層側プライマー層塗工液の調液)
熱硬化性の水系ポリオレフィン系樹脂(アローベースSB-1200(商品名)、固形分25%、ユニチカ株式会社製)100質量部と、オキサゾリン系架橋剤(WS-700、株式会社日本触媒製)8質量部とを、希釈剤(水/メタノール=30/70(質量%))で固形分濃度が5%となるまで希釈した後、室温で撹拌し、プライマー層塗工液1を調液した。 (1) Formation of Primer Layer (Preparation of Hard Coat Layer Side Primer Layer Coating Solution)
Thermosetting water-based polyolefin resin (Arrowbase SB-1200 (trade name), solid content 25%, manufactured by Unitika Ltd.) 100 parts by mass, and oxazoline-based cross-linking agent (WS-700, manufactured by Nippon Shokubai Co., Ltd.) 8 parts by mass were diluted with a diluent (water/methanol=30/70 (mass %)) until the solid content concentration reached 5%, and then stirred at room temperature to prepare a primer
偏光板保護フィルム101~127の偏光子層側とは反対側の面に、上記で調液したプライマー層塗工液1をバーコーターで塗布し、80℃の乾燥炉で40秒間ドライヤー乾燥させて造膜し、ドライ膜厚が0.4μmになるようにハードコート層側プライマー層を形成した。 (Formation of hard coat layer side primer layer)
The surface of the polarizing plate protective films 101 to 127 opposite to the polarizer layer side is coated with the primer
(ハードコート層形成用組成物の調液)
ハードコート樹脂;
ペンタエリスリトールトリ/テトラアクリレート(NKエステルA-TMM-3L、商品名、新中村化学工業(株)製) 100質量部
光重合開始剤;
イルガキュア184(商品名、BASFジャパン(株)製) 9質量部
溶媒;
プロピレングリコールモノメチルエーテル 20質量部
酢酸メチル 30質量部
メチルエチルケトン 70質量部
添加剤;
界面活性剤;KF-351A(商品名、ポリエーテル変性シリコーンオイル、信越化学工業株式会社製) 2質量部
微粒子;ポリマーシランカップリング剤被覆シリカ 100質量部 (2) Formation of hard coat layer (Preparation of composition for forming hard coat layer)
hard coat resin;
Pentaerythritol tri/tetraacrylate (NK Ester A-TMM-3L, trade name, manufactured by Shin-Nakamura Chemical Co., Ltd.) 100 parts by mass Photopolymerization initiator;
Irgacure 184 (trade name, manufactured by BASF Japan Ltd.) 9 parts by mass Solvent;
Propylene glycol monomethyl
Surfactant; KF-351A (trade name, polyether-modified silicone oil, manufactured by Shin-Etsu Chemical Co., Ltd.) 2 parts by mass Fine particles; polymer silane coupling agent-coated silica 100 parts by mass
上記ポリマーシランカップリング剤被覆シリカは次のように作製した。容器にメタクリル酸メチル(共栄社化学(株)製:ライトエステルM)30mL、3-メルカプトプロピルトリメトキシシラン(信越化学(株)製:KBM-803)1mLと溶媒としてテトラヒドロフラン100mL、重合開始剤としてアゾイソブチロニトリル(関東化学(株)製:AIBN)50mgを添加し、N2ガスで置換した後、80℃で3時間加熱してポリマーシランカップリング剤を調製した。得られたポリマーシランカップリング剤の分子量は16000であった。なお、分子量の測定は、ゲルパーミエーションクロマトグラフィー装置で測定した。 (Preparation of fine particles)
The polymer-silane coupling agent-coated silica was prepared as follows. Methyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd.: Light Ester M) 30 mL, 3-mercaptopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd.: KBM-803) 1 mL, tetrahydrofuran 100 mL as a solvent, and azo as a polymerization initiator are placed in a container. After adding 50 mg of isobutyronitrile (AIBN manufactured by Kanto Kagaku Co., Ltd.) and purging with N 2 gas, the mixture was heated at 80° C. for 3 hours to prepare a polymer silane coupling agent. The polymer silane coupling agent obtained had a molecular weight of 16,000. The molecular weight was measured using a gel permeation chromatography device.
上記で作製したプライマー層付きの偏光板保護フィルムのハードコート層側プライマー層上に、上記で調液したハードコート層形成用組成物をバーコーターでドライ膜厚が2.5μmになるように塗布し、50℃の乾燥炉で40秒間ドライヤー乾燥させて溶媒を揮発させた。そして、この状態で酸素濃度が1.0体積%以下の雰囲気になるよう窒素パージしながら、紫外線ランプを用いて照射部の照度が100mW/cm2で、照射量を0.2J/cm2として塗布層を硬化させ、ハードコート層付き偏光板保護フィルムを作製した。 (Formation of hard coat layer)
On the primer layer on the hard coat layer side of the polarizing plate protective film with the primer layer prepared above, the hard coat layer forming composition prepared above was coated with a bar coater so that the dry film thickness was 2.5 μm. and dried in a drying oven at 50° C. for 40 seconds to volatilize the solvent. In this state, while purging with nitrogen so that the atmosphere has an oxygen concentration of 1.0% by volume or less, an ultraviolet lamp is used to set the illuminance of the irradiation part to 100 mW/cm 2 and the irradiation amount to 0.2 J/cm 2 . The coating layer was cured to produce a polarizing plate protective film with a hard coat layer.
実施例1と同様にして、上記ハードコート層付き偏光板保護フィルム、偏光子層及び位相差フィルムを用いて偏光板を作製し、それぞれ以下の離型フィルムを剥離した粘着剤層を介して、偏光板と有機EL素子と貼合し、有機EL表示装置201~227を作製し評価した。 (3) Preparation of organic EL display device In the same manner as in Example 1, a polarizing plate is prepared using the polarizing plate protective film with a hard coat layer, a polarizer layer and a retardation film, and the following release films are used. The organic EL display devices 201 to 227 were produced and evaluated by bonding the polarizing plate and the organic EL element via the peeled adhesive layer.
アクリル酸2-エチルヘキシル(2EHA)78質量部、N-ビニル-2-ピロリドン(NVP)18質量部、及びアクリル酸2-ヒドロキシエチル(HEA)15質量部から構成されるモノマー混合物に、光重合開始剤として、1-ヒドロキシシクロヘキシルフェニルケトン(商品名:イルガキュア184、BASFジャパン(株)製)0.035質量部、2,2-ジメトキシ-1,2-ジフェニルエタン-1-オン(商品名:イルガキュア651、BASFジャパン(株)製)0.035質量部を配合した後、粘度(計測条件:BH粘度計No.5ローター、10rpm、測定温度30℃)が約20Pa・sになるまで紫外線を照射して、上記モノマー成分の一部が重合したプレポリマー組成物(重合率:8%)を得た。次に、該プレポリマー組成物に、ヘキサンジオールジアクリレート(HDDA)0.15質量部、シランカップリング剤(商品名:KBM-403、信越化学工業(株)製)0.3質量部を添加して混合し、アクリル系粘着剤組成物(a)を得た。 (Preparation of adhesive composition)
A monomer mixture composed of 78 parts by mass of 2-ethylhexyl acrylate (2EHA), 18 parts by mass of N-vinyl-2-pyrrolidone (NVP), and 15 parts by mass of 2-hydroxyethyl acrylate (HEA) was photopolymerized. As agents, 1-hydroxycyclohexylphenyl ketone (trade name: Irgacure 184, manufactured by BASF Japan Ltd.) 0.035 parts by mass, 2,2-dimethoxy-1,2-diphenylethan-1-one (trade name: Irgacure 651, manufactured by BASF Japan Co., Ltd.) 0.035 parts by mass, and then irradiated with ultraviolet rays until the viscosity (measurement conditions: BH viscometer No. 5 rotor, 10 rpm, measurement temperature 30 ° C.) reaches about 20 Pa s. As a result, a prepolymer composition (polymerization rate: 8%) in which a part of the above monomer component was polymerized was obtained. Next, 0.15 parts by mass of hexanediol diacrylate (HDDA) and 0.3 parts by mass of a silane coupling agent (trade name: KBM-403, manufactured by Shin-Etsu Chemical Co., Ltd.) are added to the prepolymer composition. and mixed to obtain an acrylic pressure-sensitive adhesive composition (a).
粘着剤組成物を、位相差フィルム上に、粘着剤層形成後の厚さが150μmとなるように塗布し、次いで、該粘着剤組成物層の表面に、離型フィルムを貼り合わせた。その後、照度:6.5mW/cm2、光量:1500mJ/cm2、ピーク波長:350nmの条件で紫外線照射を行い、粘着剤組成物層を光硬化させて、粘着剤層を形成した。 (Formation of adhesive layer)
The pressure-sensitive adhesive composition was applied onto the retardation film so that the thickness of the pressure-sensitive adhesive layer after formation was 150 μm, and then a release film was attached to the surface of the pressure-sensitive adhesive composition layer. Thereafter, ultraviolet irradiation was performed under the conditions of illumination intensity of 6.5 mW/cm 2 , light quantity of 1500 mJ/cm 2 and peak wavelength of 350 nm to photo-cure the pressure-sensitive adhesive composition layer to form a pressure-sensitive adhesive layer.
〈4〉発光ロスの評価
光透過率は、JIS K 7375:2008「プラスチック-全光線透過率及び全光線反射率の求め方」に従って、分光光度計(日立ハイテクサイエンス製U-3300)を用いて測定した。なお、光透過率が85%以上であるときに「◎」とし、80%以上85%未満であるときに「〇」とし、80%未満のときは「△」とした。光透過率が80%以上であるときは、発光ロスが小さいといえる。 ≪Evaluation≫
<4> Evaluation of luminescence loss Light transmittance is measured using a spectrophotometer (U-3300 manufactured by Hitachi High-Tech Science) in accordance with JIS K 7375: 2008 “Plastics-How to determine total light transmittance and total light reflectance”. It was measured. In addition, when the light transmittance was 85% or more, it was evaluated as “⊚”, when it was 80% or more and less than 85%, it was evaluated as “◯”, and when it was less than 80%, it was evaluated as “Δ”. When the light transmittance is 80% or more, it can be said that the light emission loss is small.
上記作製した有機EL表示装置について、耐光性試験を行った。 <5> Light resistance test A light resistance test was performed on the organic EL display device produced above.
(ただし、A0はキセノンランプ照射前の発光輝度、A100はキセノンランプ照射後の発光輝度である。)
なお、「発光輝度変化率」は値が大きいほど、表示素子の耐光性が高いことを示す。耐光性は、下記基準により評価した。
(However, A0 is the luminescence brightness before irradiation with the xenon lamp, and A100 is the luminescence brightness after irradiation with the xenon lamp.)
It should be noted that the larger the value of the "light emission luminance change rate", the higher the light resistance of the display element. Light resistance was evaluated according to the following criteria.
B:発光輝度変化率が80%以上、90%未満
C:発光輝度変化率が70%以上、80%未満
D:発光輝度変化率が70%未満
以上の層構成及び評価結果を、下記表IIIに示す。 A: Emission luminance change rate of 90% or more B: Emission luminance change rate of 80% or more and less than 90% C: Emission luminance change rate of 70% or more and less than 80% D: Emission luminance change rate of less than 70% or more The layer structure and evaluation results are shown in Table III below.
<偏光板保護フィルム301の作製>
(支持体)
支持体として、ポリエチレンテレフタレートフィルム(PETフィルム):(東洋紡社製TN100、ノンシリコーン系剥離剤を含む離型層あり、厚さ38μm)を用いた。 Example 3
<Production of polarizing plate protective film 301>
(support)
As a support, a polyethylene terephthalate film (PET film) (TN100 manufactured by Toyobo Co., Ltd., with a release layer containing a non-silicone release agent, thickness 38 μm) was used.
下記成分を混合して、基材フィルム301用塗布溶液を得た。 (Preparation of coating solution for polarizing plate protective film 301)
A coating solution for the base film 301 was obtained by mixing the following components.
COP(G7810) 100質量部
ジクロロメタン 200質量部
エタノール 10質量部
化合物(D):化合物1 6質量部
酸化防止剤:Irganox1076(BASFジャパン(株)製)
0.5質量部
微粒子(R812):二酸化ケイ素分散液 1質量部 (Composition of coating solution)
COP (G7810) 100 parts by mass Dichloromethane 200 parts by mass Ethanol 10 parts by mass Compound (D):
0.5 parts by mass fine particles (R812):
図4で示す塗布装置を用いて、上記支持体の離型層上に、偏光板保護フィルム301用塗布溶液を、バックコート法によりダイを用いて塗布した後、下記の乾燥ステップで基材フィルムの乾燥を行うことで厚さ5μmの偏光板保護フィルムを形成し、偏光板保護フィルム301を得た。 (Production of polarizing plate protective film 301)
Using the coating apparatus shown in FIG. 4, the coating solution for the polarizing plate protective film 301 is coated on the release layer of the support by a back coating method using a die. A polarizing plate protective film having a thickness of 5 μm was formed by drying, and a polarizing plate protective film 301 was obtained.
第2ステップ:70℃で1分
第3ステップ:100℃で1分
第4ステップ:130℃で2分 1st step: 1 minute at 40°C 2nd step: 1 minute at 70°C 3rd step: 1 minute at 100°C 4th step: 2 minutes at 130°C
偏光板保護フィルム301の作製において、偏光板保護フィルム301用塗布溶液を、バックコート法によりダイを用いて塗布した後、前記乾燥ステップで基材フィルムの乾燥を行うことで厚さ10μmの偏光板保護フィルムを作製した。 <Production of polarizing plate protective film 302>
In the production of the polarizing plate protective film 301, the coating solution for the polarizing plate protective film 301 is applied by a back coating method using a die, and then the base film is dried in the drying step to obtain a polarizing plate having a thickness of 10 μm. A protective film was produced.
シクロオレフィン樹脂(日本ゼオン社製「ゼオノア」、ガラス転移温度Tg=126℃)を100質量部と、下記化合物(a2)を6質量部とを、二軸押出機を用いて混合して、樹脂組成物を得た。 <Production of polarizing plate protective film 303>
100 parts by mass of a cycloolefin resin (“Zeonor” manufactured by Nippon Zeon Co., Ltd., glass transition temperature Tg = 126 ° C.) and 6 parts by mass of the following compound (a2) are mixed using a twin-screw extruder to obtain a resin A composition was obtained.
1 偏光板保護フィルム
2 偏光子層
3 位相差フィルム
4 ハードコート層
5 粘着剤層
20 有機EL表示装置
11 有機EL素子
80 斜め延伸フィルムの製造装置
81 フィルム繰り出し部
82、86 搬送方向変更部
83、85 ガイドロール
84 延伸部
87 フィルム巻き取り部
B200 製造装置
B210 供給部
B220 塗布部
B230 乾燥部
B240 冷却部
B250 巻き取り部 10A,
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Publication number | Priority date | Publication date | Assignee | Title |
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JP2012025811A (en) * | 2010-07-21 | 2012-02-09 | Shinnakamura Kagaku Kogyo Kk | Ultraviolet absorptive benzotriazole-based (co)polymer, coating including the same, and film coated with the coating |
JP2012041333A (en) * | 2010-07-21 | 2012-03-01 | Shipro Kasei Kaisha Ltd | Benzotriazole derivative compound |
JP2017162669A (en) * | 2016-03-09 | 2017-09-14 | 大日本印刷株式会社 | Organic EL display device |
JP2019019301A (en) * | 2016-11-28 | 2019-02-07 | 三菱エンジニアリングプラスチックス株式会社 | Polycarbonate resin composition |
JP2019137809A (en) * | 2018-02-14 | 2019-08-22 | 三菱エンジニアリングプラスチックス株式会社 | Polycarbonate resin composition |
WO2020158468A1 (en) * | 2019-01-31 | 2020-08-06 | 日本ゼオン株式会社 | Optical film, polarizing plate, and image display device |
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JP6753118B2 (en) | 2016-04-06 | 2020-09-09 | 東レ株式会社 | Optical film |
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Publication number | Priority date | Publication date | Assignee | Title |
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JP2012025811A (en) * | 2010-07-21 | 2012-02-09 | Shinnakamura Kagaku Kogyo Kk | Ultraviolet absorptive benzotriazole-based (co)polymer, coating including the same, and film coated with the coating |
JP2012041333A (en) * | 2010-07-21 | 2012-03-01 | Shipro Kasei Kaisha Ltd | Benzotriazole derivative compound |
JP2017162669A (en) * | 2016-03-09 | 2017-09-14 | 大日本印刷株式会社 | Organic EL display device |
JP2019019301A (en) * | 2016-11-28 | 2019-02-07 | 三菱エンジニアリングプラスチックス株式会社 | Polycarbonate resin composition |
JP2019137809A (en) * | 2018-02-14 | 2019-08-22 | 三菱エンジニアリングプラスチックス株式会社 | Polycarbonate resin composition |
WO2020158468A1 (en) * | 2019-01-31 | 2020-08-06 | 日本ゼオン株式会社 | Optical film, polarizing plate, and image display device |
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TWI831132B (en) | 2024-02-01 |
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