WO2021079773A1 - Film à différence de phase, son procédé de fabrication, plaque de polarisation circulaire et dispositif d'affichage d'image utilisant ledit film à différence de phase - Google Patents

Film à différence de phase, son procédé de fabrication, plaque de polarisation circulaire et dispositif d'affichage d'image utilisant ledit film à différence de phase Download PDF

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WO2021079773A1
WO2021079773A1 PCT/JP2020/038470 JP2020038470W WO2021079773A1 WO 2021079773 A1 WO2021079773 A1 WO 2021079773A1 JP 2020038470 W JP2020038470 W JP 2020038470W WO 2021079773 A1 WO2021079773 A1 WO 2021079773A1
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group
resin
retardation film
film
structural unit
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PCT/JP2020/038470
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English (en)
Japanese (ja)
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寛教 柳沼
清水　享
中西　貞裕
敏行 飯田
慎悟 並木
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日東電工株式会社
三菱ケミカル株式会社
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Priority to SG11202107851QA priority Critical patent/SG11202107851QA/en
Priority to KR1020217026557A priority patent/KR102580448B1/ko
Priority to CN202080017294.2A priority patent/CN113544552B/zh
Publication of WO2021079773A1 publication Critical patent/WO2021079773A1/fr

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • 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
    • 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
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C55/00—Shaping by stretching, e.g. drawing through a die; Apparatus therefor
    • B29C55/02—Shaping by stretching, e.g. drawing through a die; Apparatus therefor of plates or sheets
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00634—Production of filters
    • B29D11/00644—Production of filters polarizing
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • 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
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • 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
    • G02B1/08—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of polarising materials
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • 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
    • H10K59/50—OLEDs integrated with light modulating elements, e.g. with electrochromic elements, photochromic elements or liquid crystal elements

Definitions

  • the present invention relates to a retardation film and a method for producing the same, and a circular polarizing plate and an image display device using the retardation film.
  • a retardation film showing a so-called inverse dispersion wavelength dependence in which the retardation value increases according to the wavelength of the measurement light (hereinafter, simply reverse). (Sometimes referred to as a dispersed retardation film) is under development. In the development of the inverse dispersion retardation film, continuous studies are being carried out to further improve the characteristics.
  • a main object of the present invention is to provide a reverse dispersion retardation film having excellent extensibility and phase difference expression and having a small haze.
  • the retardation film of the present invention is represented by at least one bonding group selected from the group consisting of carbonate bonds and ester bonds, structural units represented by the following general formula (1), and the following general formula (2). It contains at least one structural unit selected from the group consisting of structural units, and contains a resin having a positive refractive index anisotropy; an acrylic resin; The content of the acrylic resin is 0.5% by mass to 2.0% by mass. The acrylic resin contains 70% by mass or more of a structural unit derived from methyl methacrylate, and its weight average molecular weight Mw is 10,000 to 200,000. Further, the Re (550) of the retardation film is 100 nm to 200 nm, and the Re (450) / Re (550) is more than 0.5 and less than 1.0.
  • R 1 to R 3 are independently bonded, substituted or unsubstituted alkylene groups having 1 to 4 carbon atoms, and R 4 to R 9 are independent of each other.
  • Hydrogen atom substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, substituted or unsubstituted aryl group having 4 to 10 carbon atoms, substituted or unsubstituted acyl group having 1 to 10 carbon atoms, substituted or unsubstituted.
  • Substituted alkoxy group with 1-10 carbon atoms substituted or unsubstituted aryloxy group with 1-10 carbon atoms, substituted or unsubstituted amino group, substituted or unsubstituted vinyl group with 1-10 carbon atoms, substituted or unsubstituted It is an unsubstituted ethynyl group having 1 to 10 carbon atoms, a sulfur atom having a substituent, a silicon atom having a substituent, a halogen atom, a nitro group, or a cyano group; however, R 4 to R 9 are the same as each other.
  • Re (550) is the in-plane phase difference of the film measured with light having a wavelength of 550 nm at 23 ° C.
  • Re (450) is the in-plane phase difference of the film measured with light having a wavelength of 450 nm at 23 ° C.
  • the resin having positive refractive index anisotropy is selected from the group consisting of the structural unit represented by the general formula (1) and the structural unit represented by the general formula (2). Contains 1% by mass to 40% by mass of at least one structural unit.
  • the resin having a positive refractive index anisotropy further includes a structural unit represented by the following general formula (3). In one embodiment, the resin having positive refractive index anisotropy further includes a structural unit represented by the following general formula (4).
  • the retardation film has a haze value of 1.5% or less. In one embodiment, the retardation film has a breaking elongation of 200% or more. In one embodiment, the retardation film has a limit birefringence ⁇ n of 0.0039 or more. According to another aspect of the present invention, there is provided a method for producing the above retardation film.
  • This production method includes stretching a resin film containing the resin having a positive refractive index anisotropy and the acrylic resin, and the stretching includes stretching the resin having a positive refractive index anisotropy. It is carried out at a temperature equal to or lower than the glass transition temperature. In one embodiment, the stretching is performed while transporting the elongated resin film in the elongated direction, and the delayed axial direction of the obtained elongated retardation film is relative to the elongated direction. The direction is 40 ° to 50 ° or 130 ° to 140 °. According to yet another aspect of the present invention, a circularly polarizing plate is provided.
  • This circularly polarizing plate has a polarizer and the above-mentioned retardation film, and the angle formed by the absorption axis of the polarizer and the slow axis of the retardation film is 40 ° to 50 ° or 130 ° to 140 °. Is.
  • an image display device is provided. This image display device is provided with the above-mentioned circularly polarizing plate on the viewing side, and the polarizer of the circularly polarizing plate is arranged on the viewing side.
  • a resin having a specific positive refractive index anisotropy typically, a polycarbonate resin, a polyester resin or a polyester carbonate resin
  • an acrylic resin typically, a polycarbonate resin, a polyester resin or a polyester carbonate resin
  • Refractive index (nx, ny, nz) "Nx" is the refractive index in the direction in which the in-plane refractive index is maximized (that is, the slow-phase axis direction), and "ny” is the in-plane direction orthogonal to the slow-phase axis (that is, the phase-advance axis direction). Is the refractive index of, and "nz” is the refractive index in the thickness direction.
  • In-plane phase difference (Re) “Re ( ⁇ )” is the in-plane phase difference of the film measured with light having a wavelength of ⁇ nm at 23 ° C.
  • Re (450) is an in-plane phase difference of a film measured with light having a wavelength of 450 nm at 23 ° C.
  • Phase difference in the thickness direction (Rth) is a phase difference in the thickness direction of the film measured with light having a wavelength of ⁇ nm at 23 ° C.
  • Rth (450) is the phase difference in the thickness direction of the film measured with light having a wavelength of 450 nm at 23 ° C.
  • the retardation film according to the embodiment of the present invention contains a resin containing at least one bonding group selected from the group consisting of carbonate bonds and ester bonds.
  • the retardation film contains a polycarbonate-based resin, a polyester-based resin, or a polyester carbonate-based resin (hereinafter, these may be collectively referred to as a polycarbonate-based resin or the like).
  • the polycarbonate-based resin or the like contains at least one structural unit selected from the group consisting of the structural unit represented by the general formula (1) and / or the structural unit represented by the general formula (2). These structural units are structural units derived from divalent oligofluorene, and may be hereinafter referred to as oligofluorene structural units.
  • Such polycarbonate-based resins and the like have positive refractive index anisotropy.
  • the retardation film further contains an acrylic resin.
  • the content of the acrylic resin is 0.5% by mass to 1.5% by mass.
  • the percentage or part of "mass” unit is synonymous with the percentage or part of "weight” unit.
  • the oligofluorene structural unit is represented by the above general formula (1) or (2).
  • R 1 to R 3 are independently bonded, substituted or unsubstituted alkylene groups having 1 to 4 carbon atoms, and R 4 to R 9 are independent of each other.
  • Substituted alkoxy group with 1-10 carbon atoms substituted or unsubstituted aryloxy group with 1-10 carbon atoms, substituted or unsubstituted amino group, substituted or unsubstituted vinyl group with 1-10 carbon atoms, substituted or unsubstituted It is an unsubstituted ethynyl group having 1 to 10 carbon atoms, a sulfur atom having a substituent, a silicon atom having a substituent, a halogen atom, a nitro group, or a cyano group.
  • R 4 to R 9 may be the same or different from each other, and at least two adjacent groups of R 4 to R 9 may be bonded to each other to form a ring.
  • R 1 and R 2 for example, the following alkylene groups can be adopted: linear alkylene groups such as methylene group, ethylene group, n-propylene group, n-butylene group; methylmethylene group, dimethyl. Methylene group, ethylmethylene group, propylmethylene group, (1-methylethyl) methylene group, 1-methylethylene group, 2-methylethylene group, 1-ethylethylene group, 2-ethylethylene group, 1-methylpropylene group, An alkylene group having a branched chain such as a 2-methylpropylene group, a 1,1-dimethylethylene group, a 2,2-dimethylpropylene group, or a 3-methylpropylene group.
  • the positions of the branched chains in R 1 and R 2 are indicated by numbers assigned so that the carbon on the fluorene ring side is at the 1st position.
  • R 1 and R 2 may be related to the development of inverse dispersion wavelength dependence.
  • Polycarbonate-based resins and the like show the strongest inverse dispersion wavelength dependence when the fluorene ring is oriented perpendicular to the main chain direction (stretching direction).
  • R 1 and R 2 having 2 to 3 carbon atoms on the main chain of the alkylene group should be adopted. Is preferable. When the number of carbon atoms is 1, unexpectedly, the inverse dispersion wavelength dependence may not be shown.
  • the orientation of the fluorene ring is fixed in a direction that is not perpendicular to the main chain direction due to steric hindrance of the carbonate group and / or ester group that are the linking groups of the oligofluorene structural unit. Conceivable.
  • the orientation of the fluorene ring is weakly fixed, and the inverse dispersion wavelength dependence may be insufficient. Further, the heat resistance of the polycarbonate resin or the like may decrease.
  • the R 3, for example, can be adopted an alkylene group of the following: a methylene group, an ethylene group, n- propylene, n- linear alkylene group such as a butylene group; a methylmethylene group, dimethylmethylene group, Ethylmethylene group, propylmethylene group, (1-methylethyl) methylene group, 1-methylethylene group, 2-methylethylene group, 1-ethylethylene group, 2-ethylethylene group, 1-methylpropylene group, 2-methyl An alkylene group having a branched chain such as a propylene group, a 1,1-dimethylethylene group, a 2,2-dimethylpropylene group, or a 3-methylpropylene group.
  • R 3 preferably has 1 to 2 carbon atoms on the main chain of the alkylene group, and more preferably 1 carbon atom.
  • the immobilization of the fluorene ring is weakened as in the case of R 1 and R 2 , and the inverse dispersion wavelength dependence is reduced, the photoelastic coefficient is increased, the heat resistance is decreased, and the like. There is a risk of inviting.
  • the smaller the number of carbon atoms on the main chain the better the optical characteristics and heat resistance, but if the 9-positions of the two fluorene rings are directly connected by a direct bond, the thermal stability may deteriorate.
  • Examples of the substituent in R 1 to R 3 include a halogen atom (fluorine atom, chlorine atom, bromine atom or iodine atom); an alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group; an acetyl group and a benzoyl group.
  • a halogen atom fluorine atom, chlorine atom, bromine atom or iodine atom
  • an alkoxy group having 1 to 10 carbon atoms such as a methoxy group and an ethoxy group
  • an acetyl group and a benzoyl group an alkoxy group having 1 to 10 carbon atoms
  • the substituted or unsubstituted alkyl group in R 4 to R 9 for example, the following alkyl groups can be adopted: methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, Linear alkyl groups such as n-hexyl and n-decyl; alkyl groups having branched chains such as isopropyl group, 2-methylpropyl group, 2,2-dimethylpropyl group and 2-ethylhexyl group; cyclopropyl group, Cyclic alkyl group such as cyclopentyl group, cyclohexyl group, cyclooctyl group.
  • the number of carbon atoms of the alkyl group is preferably 4 or less, and more preferably 2 or less. When the number of carbon atoms is within this range, steric hindrance between fluorene rings is unlikely to occur, and desired optical characteristics derived from the fluorene ring can be easily obtained.
  • substituent of the alkyl group include the above-mentioned substituents for R 1 to R 3.
  • the substituted or unsubstituted aryl group in R 4 to R 9 for example, the following aryl group can be adopted: an aryl group such as a phenyl group, a 1-naphthyl group, a 2-naphthyl group; a 2-pyridyl group. , 2-thienyl group, 2-furyl group and other heteroaryl groups.
  • the aryl group preferably has 8 or less carbon atoms, and more preferably 7 or less carbon atoms. When the number of carbon atoms is within this range, steric hindrance between fluorene rings is unlikely to occur, and desired optical characteristics derived from the fluorene ring can be easily obtained.
  • the substituent of the aryl group include the above-mentioned substituents for R 1 to R 3.
  • acyl groups can be adopted: formyl group, acetyl group, propionyl group, 2-methylpropionyl group, 2,2-dimethylpropionyl.
  • Group aliphatic acyl group such as 2-ethylhexanoyl group; aromatic acyl group such as benzoyl group, 1-naphthylcarbonyl group, 2-naphthylcarbonyl group, 2-furylcarbonyl group.
  • the number of carbon atoms of the acyl group is preferably 4 or less, and more preferably 2 or less.
  • the substituted or unsubstituted alkoxy group or aryloxy group in R 4 to R 9 for example, the following can be adopted: methoxy group, ethoxy group, isopropoxy group, tert-butoxy group, trifluoromethoxy group, Phenoxy group.
  • the number of carbon atoms of the alkoxy group or the aryloxy group is preferably 4 or less, and more preferably 2 or less. When the number of carbon atoms is within this range, steric hindrance between fluorene rings is unlikely to occur, and desired optical characteristics derived from the fluorene ring can be easily obtained.
  • the substituent of the alkoxy group or the aryloxy group include the above-mentioned substituents for R 1 to R 3.
  • amino group N-methylamino group, N, N-dimethylamino group, N-ethylamino.
  • An aliphatic group such as a group, N, N-diethylamino group, N, N-methylethylamino group, N-propylamino group, N, N-dipropylamino group, N-isopropylamino group, N, N-diisopropylamino group.
  • Aromatic amino group such as N-phenylamino group, N, N-diphenylamino group; Acylamino group such as formamide group, acetamide group, decanoylamide group, benzoylamide group, chloroacetamide group; benzyloxycarbonylamino Group, alkoxycarbonylamino group such as tert-butyloxycarbonylamino group.
  • N, N-dimethylamino group, N-ethylamino group, or N, N-diethylamino group is preferable, and N, N-dimethylamino group is more preferable. They do not have highly acidic protons, have a small molecular weight, and can increase the fluorene ratio.
  • the substituted or unsubstituted vinyl group or ethynyl group in R 4 to R 9 for example, the following can be adopted: vinyl group, 2-methylvinyl group, 2,2-dimethylvinyl group, 2-phenylvinyl. Group, 2-acetylvinyl group, ethynyl group, methylethynyl group, tert-butylethynyl group, phenylethynyl group, acetylethynyl group, trimethylsilylethynyl group.
  • the vinyl group or ethynyl group preferably has 4 or less carbon atoms.
  • sulfur-containing groups can be adopted: sulfo group; alkyl such as methyl sulfonyl group, ethyl sulfonyl group, propyl sulfonyl group, isopropyl sulfonyl group and the like.
  • Sulfonyl group arylsulfonyl group such as phenylsulfonyl group and p-tolylsulfonyl group; alkylsulfinyl group such as methylsulfinyl group, ethylsulfinyl group, propylsulfinyl group and isopropylsulfinyl group; Arylsulfinyl groups; alkylthio groups such as methylthio groups and ethylthio groups; arylthio groups such as phenylthio groups and p-tolylthio groups; alkoxysulfonyl groups such as methoxysulfonyl groups and ethoxysulfonyl groups; aryloxysulfonyl groups such as phenoxysulfonyl groups; amino Sulfonyl groups; N-methylaminosulfonyl groups, N-ethylaminosulfon
  • the sulfo group may form a salt with lithium, sodium, potassium, magnesium, ammonium or the like.
  • a methylsulfinyl group, an ethylsulfinyl group, or a phenylsulfinyl group is preferable, and a methylsulfinyl group is more preferable. They do not have highly acidic protons, have a small molecular weight, and can increase the fluorene ratio.
  • the silicon atom having a substituent in R 4 to R 9 for example, the following silyl groups can be adopted: a trialkylsilyl group such as a trimethylsilyl group and a triethylsilyl group; a trimethoxysilyl group and a triethoxysilyl group. Such as trialkoxysilyl groups.
  • a trialkylsilyl group is preferred. This is because it is excellent in stability and handleability.
  • the content of the oligofluorene structural unit in the polycarbonate resin or the like is preferably 1% by mass to 40% by mass, more preferably 10% by mass to 35% by mass, and further preferably 15% by mass with respect to the entire resin. It is% to 30% by mass, and particularly preferably 18% by mass to 25% by mass. If the content of the oligofluorene structural unit is too large, problems such as an excessively large photoelastic coefficient, insufficient reliability, and insufficient phase difference expression may occur. Furthermore, since the proportion of oligofluorene structural units in the resin is high, the range of molecular design is narrowed, and it may be difficult to improve the resin when modification is required.
  • Examples of the method for adjusting the ratio of the oligofluorene structural unit in the resin include a method of copolymerizing a monomer having an oligofluorene structural unit with another monomer, and a method of copolymerizing a resin containing an oligofluorene structural unit with another resin. There is a method of blending. Since the content of oligofluorene structural units can be precisely controlled, high transparency can be obtained, and uniform properties can be obtained over the entire surface of the film, a monomer having oligofluorene structural units can be copolymerized with another monomer. The method of doing is preferable.
  • Polycarbonate-based resins and the like may typically contain other structural units in addition to the oligofluorene structural units.
  • the other structural unit may preferably be derived from a dihydroxy compound or a diester compound.
  • the oligofluorene structural unit having negative intrinsic birefringence and the structural unit having positive intrinsic birefringence into the polymer structure.
  • a dihydroxy compound or a diester compound which is a raw material of a structural unit having positive birefringence is more preferable.
  • Examples of the copolymerization monomer include a compound into which a structural unit containing an aromatic ring can be introduced and a compound in which a structural unit containing an aromatic ring is not introduced, that is, a compound having an aliphatic structure. Specific examples of the compound having the aliphatic structure are given below.
  • Ethylene glycol 1,3-propanediol, 1,2-propanediol, 1,4-butanediol, 1,3-butanediol, 1,2-butanediol, 1,5-heptanediol, 1,6-hexane
  • Dihydroxy compounds of linear aliphatic hydrocarbons such as diols, 1,9-nonanediols, 1,10-decanediols and 1,12-dodecanediols; dihydroxys of branched aliphatic hydrocarbons such as neopentyl glycols and hexylene glycols.
  • Oxyalkylene glycols such as glycols; dihydroxy compounds having a cyclic ether structure such as isosorbide; dihydroxy compounds having a cyclic acetal structure such as spiroglycol and dioxane glycol; 1,2-cyclohexanedicarboxylic acid, 1,3-cyclohexanedicarboxylic acid, Alicyclic dicarboxylic acids such as 1,4-cyclohexanedicarboxylic acid; aliphatic dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, pimelli acid, suberic acid, azelaic acid and sebacic acid.
  • Aromatic bisphenol compound 2,2-bis (4- (2-hydroxyethoxy) phenyl) propane, 2,2-bis (4- (2-hydroxypropoxy) phenyl) propane, 1,3-bis (2-hydroxy) Dihydroxy compound having an ether group bonded to an aromatic group such as ethoxy) benzene, 4,4'-bis (2-hydroxyethoxy) biphenyl, bis (4- (2-hydroxyethoxy) phenyl) sulfone; terephthalic acid, phthalic acid.
  • Aromatic dicarboxylic acids such as acids, 4,4'-benzophenonedicarboxylic acids, 4,4'-diphenoxyetanedicarboxylic acids, 4,4'-diphenylsulfonedicarboxylic acids, and 2,6-naphthalenedicarboxylic acids.
  • the aliphatic dicarboxylic acid and the aromatic dicarboxylic acid component mentioned above can be used as a raw material for the polyester carbonate as the dicarboxylic acid itself, but a dicarboxylic acid such as a methyl ester or a phenyl ester can be used depending on the production method.
  • Dicarboxylic acid derivatives such as esters and dicarboxylic acid halides can also be used as raw materials.
  • Dihydroxy compounds having a fluorene ring such as hydroxyphenyl) fluorene and 9,9-bis (4-hydroxy-3-methylphenyl) fluorene, and dicarboxylic acid compounds having a fluorene ring can also be used in combination with oligofluorene compounds.
  • the resin used in the present invention is a structural unit other than the oligofluorene structural unit that does not contain an aromatic component. That is, it is preferable to use a compound having an aliphatic structure as the copolymerization monomer.
  • the inclusion of aromatic components in the main chain of the polymer cancels out the inverse wavelength dispersibility developed by the oligofluorene structural units, which requires an increase in the content of the oligofluorene structural units, thereby light.
  • the elastic coefficient and mechanical properties may deteriorate.
  • the other structural unit that does not contain an aromatic component it is possible to prevent the aromatic component from being incorporated into the main chain due to the structural unit.
  • the compounds having an aliphatic structure a compound having an alicyclic structure having excellent mechanical properties and heat resistance is more preferable.
  • the content of the structural unit containing an aromatic group (excluding the oligofluorene structural unit) in the resin is preferably 5% by mass or less.
  • the resin used in the present invention preferably contains a structural unit represented by the following formula (3) as a copolymerization component among the structural units that can be introduced by the compound having an alicyclic structure.
  • Spiroglycol can be used as the dihydroxy compound into which the structural unit of the formula (3) can be introduced.
  • the structural unit represented by the formula (3) is preferably contained in an amount of 5% by mass or more and 90% by mass or less.
  • the upper limit is more preferably 70% by mass or less, and particularly preferably 50% by mass or less.
  • the lower limit is more preferably 10% by mass or more, more preferably 20% by mass or more, and particularly preferably 25% by mass or more.
  • the resin used in the present invention preferably further contains a structural unit represented by the following formula (4) as a copolymerization component.
  • dihydroxy compound into which the structural unit represented by the above formula (4) can be introduced examples include isosorbide (ISB), isomannide, and isoidet, which are in a stereoisomeric relationship. These may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the structural unit represented by the formula (4) is preferably contained in an amount of 5% by mass or more and 90% by mass or less.
  • the upper limit is more preferably 70% by mass or less, and particularly preferably 50% by mass or less.
  • the lower limit is more preferably 10% by mass or more, and particularly preferably 15% by mass or more.
  • the structural unit represented by the formula (4) has a characteristic of high water absorption, if the content of the structural unit represented by the formula (4) is equal to or less than the upper limit, the molded product by water absorption The dimensional change can be suppressed within an allowable range.
  • the resin used in the present invention may contain still another structural unit.
  • such a structural unit may be referred to as "another structural unit”.
  • 1,4-cyclohexanedimethanol, tricyclodecanedimethanol, and 1,4-cyclohexanedicarboxylic acid (and its derivatives) are more preferable, and 1,4-cyclohexanedimethanol is more preferable.
  • Methanol and tricyclodecanedimethanol are particularly preferred.
  • Resins containing structural units derived from these monomers have an excellent balance of optical properties, heat resistance, mechanical properties, and the like. Further, since the polymerization reactivity of the diester compound is relatively low, it is preferable not to use a diester compound other than the diester compound containing an oligofluorene structural unit from the viewpoint of increasing the reaction efficiency.
  • the dihydroxy compound or diester compound for introducing other structural units may be used alone or in combination of two or more, depending on the required performance of the obtained resin.
  • the content of other structural units in the resin is preferably 1% by mass or more and 50% by mass or less, more preferably 5% by mass or more and 40% by mass or less, and particularly preferably 10% by mass or more and 30% by mass or less.
  • Other structural units play a role in adjusting the heat resistance of the resin and imparting flexibility and toughness. Therefore, if the content is too low, the mechanical properties and melt processability of the resin deteriorate, and the content is too high. As a result, heat resistance and optical characteristics may deteriorate.
  • the molecular weight of the polycarbonate resin can be expressed, for example, by the reduced viscosity.
  • the reduced viscosity is measured by using methylene chloride as a solvent, precisely adjusting the concentration of the polycarbonate resin to 0.6 g / dL, and using a Ubbelohde viscous tube at a temperature of 20.0 ° C. ⁇ 0.1 ° C.
  • the lower limit of the reduction viscosity is usually preferably 0.30 dL / g or more, more preferably 0.35 dL / g or more, and particularly preferably 0.40 dL / g or more.
  • the upper limit of the reduction viscosity is usually preferably 1.00 dL / g or less, more preferably 0.80 dL / g or less, and particularly preferably 0.60 dL / g or less. If the reduced viscosity is less than the lower limit, the mechanical strength of the obtained film may be insufficient. On the other hand, if the reduced viscosity is larger than the upper limit, moldability, handleability and productivity may be insufficient.
  • the melt viscosity of the polycarbonate resin is preferably 700 Pa ⁇ s or more and 5000 Pa ⁇ s or less under the measurement conditions of a temperature of 240 ° C. and a shear rate of 91.2 sec -1.
  • the upper limit is more preferably 4000 Pa ⁇ s or less, more preferably 3500 Pa ⁇ s or less, and particularly preferably 3000 Pa ⁇ s or less.
  • the lower limit is more preferably 1000 Pa ⁇ s or more, more preferably 1500 Pa ⁇ s or more, and particularly preferably 2000 Pa ⁇ s or more.
  • the melt viscosity is measured using a capillary rheometer (manufactured by Toyo Seiki Co., Ltd.).
  • the glass transition temperature (Tg) of the resin used in the present invention is preferably 110 ° C. or higher and 160 ° C. or lower.
  • the upper limit is more preferably 155 ° C. or lower, more preferably 150 ° C. or lower, and particularly preferably 145 ° C. or lower.
  • the lower limit is more preferably 120 ° C. or higher, and particularly preferably 130 ° C. or higher. If the glass transition temperature is out of the above range, the heat resistance tends to deteriorate, which may cause a dimensional change after film molding or deteriorate the reliability of quality under the usage conditions of the retardation film. On the other hand, if the glass transition temperature is excessively high, unevenness in the film thickness may occur during film molding, the film may become brittle, the stretchability may deteriorate, and the transparency of the film may be impaired.
  • composition and manufacturing method of the polycarbonate resin and the like are described in, for example, International Publication No. 2015/159928 pamphlet. This description is incorporated herein by reference.
  • Acrylic resin an acrylic resin as a thermoplastic resin is used.
  • the monomer that becomes the structural unit of the acrylic resin include the following compounds: methyl methacrylate, methacrylic acid, methyl acrylate, acrylic acid, benzyl (meth) acrylate, n-butyl (meth) acrylate.
  • two or more kinds of monomers may be used alone or in combination of two or more.
  • examples of the form in which two or more kinds of monomers are used in combination include copolymerization of two or more kinds of monomers, two or more blends of homopolymers of one kind of monomer, and combinations thereof.
  • other monomers copolymerizable with these acrylic monomers for example, olefin-based monomers and vinyl-based monomers may be used in combination.
  • Acrylic resin contains structural units derived from methyl methacrylate.
  • the content of the structural unit derived from methyl methacrylate in the acrylic resin is preferably 70% by mass or more and 100% by mass or less.
  • the lower limit is more preferably 80% by mass or more, further preferably 90% by mass or more, and particularly preferably 95% by mass or more. Within this range, excellent compatibility with the polycarbonate resin of the present invention can be obtained.
  • As the structural unit other than methyl methacrylate it is preferable to use methyl acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, and styrene. Thermal stability can be improved by copolymerizing methyl acrylate.
  • the refractive index of the acrylic resin can be adjusted by using phenyl (meth) acrylate, benzyl (meth) acrylate, and styrene
  • the transparency of the obtained resin composition can be adjusted by adjusting to the refractive index of the combined resin.
  • the sex can be improved.
  • the weight average molecular weight Mw of the acrylic resin is 10,000 or more and 200,000 or less.
  • the lower limit is preferably 30,000 or more, and particularly preferably 50,000 or more.
  • the upper limit is preferably 180,000 or less, and particularly preferably 150,000 or less.
  • the above weight average molecular weight is a polystyrene-equivalent molecular weight measured by GPC. The details of the measurement method will be described later. Further, it is preferable that the acrylic resin does not substantially contain a branched structure from the viewpoint of compatibility. The fact that it does not contain a branched structure can be confirmed by the fact that the GPC curve of the acrylic resin is monomodal.
  • A-1-3 Blending of Polycarbonate Resin, etc. and Acrylic Resin Polycarbonate Resin, etc. and Acrylic Resin are blended and used as a resin composition in a method for producing a retardation film (the production method will be described later in Section A-3).
  • the polycarbonate-based resin or the like and the acrylic-based resin can preferably be blended in a molten state.
  • a typical method for blending in a molten state is melt kneading using an extruder.
  • the kneading temperature is preferably 200 ° C. to 280 ° C., more preferably 220 ° C. to 270 ° C., and even more preferably 230 ° C. to 260 ° C.
  • pellets of a resin composition in which both resins are uniformly blended can be obtained while suppressing thermal decomposition. If the temperature of the molten resin in the extruder exceeds 280 ° C., coloration and / or thermal decomposition of the resin may occur. On the other hand, if the temperature of the molten resin in the extruder is lower than 200 ° C., the viscosity of the resin may become too high and an excessive load may be applied to the extruder, or the resin may be insufficiently melted. Any appropriate configuration can be adopted as the configuration of the extruder, the configuration of the screw, and the like.
  • twin-screw extruder it is preferable to use a twin-screw extruder in order to obtain transparency of the resin that can withstand the application of optical films. Furthermore, the residual low molecular weight components in the resin and the low molecular weight thermal decomposition components during extrusion kneading may contaminate the cooling rolls and transport rolls in the film forming process and the drawing process, so that they can be removed. , It is preferable to use an extruder equipped with a vacuum vent.
  • the content of the acrylic resin in the resin composition (as a result, the retardation film) is 0.5% by mass or more and 2.0% by mass or less as described above.
  • the lower limit is more preferably 0.6% by mass or more.
  • the upper limit is preferably 1.5% by mass or less, more preferably 1.0% by mass or less, further preferably 0.9% by mass or less, and particularly preferably 0.8% by mass or less.
  • the resin composition contains aromatic polycarbonate, aliphatic polycarbonate, aromatic polyester, aliphatic polyester, polyamide, polystyrene, polyolefin, acrylic, amorphous polyolefin, for the purpose of modifying properties such as mechanical properties and / or solvent resistance.
  • Synthetic resins such as ABS, AS, polylactic acid, polybutylene succinate, rubber, and combinations thereof may be further blended.
  • the resin composition may further contain additives.
  • additives include heat stabilizers, antioxidants, catalyst deactivators, ultraviolet absorbers, light stabilizers, mold release agents, dye pigments, impact improvers, antistatic agents, lubricants, lubricants, and plasticizers.
  • agents include agents, compatibilizers, nucleating agents, flame retardants, inorganic fillers and effervescent agents.
  • the type, number, combination, content, etc. of the additives contained in the resin composition can be appropriately set according to the purpose.
  • the in-plane retardation Re (550) of the retardation film is 100 nm to 200 nm, preferably 110 nm to 180 nm, more preferably 120 nm to 160 nm, and further preferably 130 nm to 130 nm as described above. It is 150 nm. That is, the retardation film can function as a so-called ⁇ / 4 plate.
  • the retardation film typically satisfies the relationship of Re (450) ⁇ Re (550) ⁇ Re (650). That is, the retardation film exhibits a wavelength dependence of inverse dispersion in which the retardation value increases according to the wavelength of the measurement light.
  • the Re (450) / Re (550) of the retardation film is more than 0.5 and less than 1.0 as described above, preferably 0.7 to 0.95, and more preferably 0.75 to 0.75. It is 0.92, more preferably 0.8 to 0.9.
  • Re (650) / Re (550) is preferably 1.0 or more and less than 1.15, and more preferably 1.03 to 1.1.
  • the retardation film Since the retardation film has an in-plane retardation as described above, it has a relationship of nx> ny.
  • the retardation film exhibits any suitable index of refraction ellipsoid as long as it has an nx> ny relationship.
  • the refractive index ellipsoid of the retardation film typically shows a relationship of nx> ny ⁇ nz.
  • the Nz coefficient of the retardation film is preferably 0.9 to 2.0, more preferably 0.9 to 1.5, and even more preferably 0.9 to 1.2. By satisfying such a relationship, a very excellent reflected hue can be achieved when a circularly polarizing plate including a retardation film is used in an image display device.
  • the thickness of the retardation film can be set so that it can function most appropriately as a ⁇ / 4 plate.
  • the thickness can be set to obtain the desired in-plane phase difference.
  • the thickness is preferably 15 ⁇ m to 60 ⁇ m, more preferably 20 ⁇ m to 55 ⁇ m, and most preferably 20 ⁇ m to 45 ⁇ m. According to the embodiment of the present invention, since a retardation film having excellent retardation expression can be obtained, the thickness of the retardation film can be remarkably reduced as compared with a normal ⁇ / 4 plate.
  • the haze value of the retardation film is preferably 1.5% or less, more preferably 1.0% or less, and further preferably 0.5% or less. According to the embodiment of the present invention, it is possible to realize a reverse dispersion retardation film excellent in both retardation expression and haze value. The smaller the haze value, the more preferable. The lower limit of the haze value can be, for example, 0.1%.
  • the elongation at break of the retardation film is preferably 200% or more, more preferably 210% or more, further preferably 220% or more, and particularly preferably 245% or more.
  • the upper limit of elongation at break can be, for example, 500%. Since the retardation film according to the embodiment of the present invention is excellent in extensibility in addition to being excellent in phase difference expression, a desired in-plane retardation is realized with a very thin thickness by these synergistic effects. obtain.
  • breaking elongation means the elongation rate at the time of breaking of a film in fixed-end uniaxial stretching at a predetermined stretching temperature (for example, Tg-2 ° C.).
  • the limit birefringence ⁇ n of the retardation film is preferably 0.0039 or more, more preferably 0.0040 or more, still more preferably 0.0041 or more, and particularly preferably 0.0044 or more.
  • the upper limit of the limit birefringence ⁇ n can be, for example, 0.0070.
  • "limit birefringence” means birefringence at the maximum stretching ratio which does not break when the stretching ratio is increased at a predetermined stretching temperature. Birefringence can be obtained by dividing the in-plane retardation Re of the film at the maximum unbreakable draw ratio by the film thickness d.
  • the absolute value of the photoelastic coefficient of the retardation film is preferably 20 ⁇ 10-12 (m 2 / N) or less, more preferably 1.0 ⁇ 10-12 (m 2 / N) to 15 ⁇ 10. It is -12 (m 2 / N), more preferably 2.0 ⁇ 10 -12 (m 2 / N) to 12 ⁇ 10 -12 (m 2 / N).
  • the absolute value of the photoelastic coefficient is in such a range, display unevenness can be suppressed when the retardation film is applied to an image display device.
  • Method for producing a retardation film The retardation film according to the above items A-1 and A-2 can be obtained by forming a film from the resin composition according to the item A-1 and further stretching the film. ..
  • any suitable molding processing method can be adopted. Specific examples include a compression molding method, a transfer molding method, an injection molding method, an extrusion molding method, a blow molding method, a powder molding method, an FRP molding method, a cast coating method (for example, a casting method), a calendar molding method, and a hot press. Law etc. can be mentioned. Of these, an extrusion molding method or a cast coating method, which can improve the smoothness of the obtained film and obtain good optical uniformity, is preferable.
  • the extrusion molding method particularly the melt extrusion molding method using a T-die, is particularly preferable from the viewpoint of film productivity and ease of subsequent stretching treatment.
  • the molding conditions can be appropriately set according to the composition and type of the resin used, the characteristics desired for the retardation film, and the like. In this way, a resin film containing a polycarbonate-based resin or the like and an acrylic-based resin can be obtained.
  • the thickness of the resin film can be set to an arbitrary appropriate value according to the desired thickness of the obtained retardation film, desired optical characteristics, stretching conditions described later, and the like. It is preferably 50 ⁇ m to 300 ⁇ m.
  • any appropriate stretching method and stretching conditions for example, stretching temperature, stretching ratio, stretching direction
  • various stretching methods such as free-end stretching, fixed-end stretching, free-end contraction, and fixed-end contraction can be used alone or simultaneously or sequentially.
  • the stretching direction it can be performed in various directions and dimensions such as a length direction, a width direction, a thickness direction, and an oblique direction.
  • a retardation film having the desired optical characteristics for example, refractive index characteristics, in-plane retardation, Nz coefficient
  • the retardation film is produced by uniaxially stretching or fixed end uniaxially stretching the resin film.
  • the uniaxial stretching include a method of stretching the resin film in the traveling direction (long direction) while traveling in the elongated direction.
  • Specific examples of the fixed-end uniaxial stretching include a method of stretching the resin film in the width direction (lateral direction) while running the resin film in the long direction.
  • the draw ratio is preferably 1.1 times to 3.5 times.
  • the retardation film can be produced by continuously obliquely stretching a long resin film in a direction of a predetermined angle with respect to the long direction.
  • a long stretched film having an orientation angle (delayed axis in the direction of a predetermined angle) at a predetermined angle with respect to the long direction of the film can be obtained, for example, with a polarizer.
  • Roll-to-roll is possible at the time of laminating, and the manufacturing process can be simplified.
  • the predetermined angle may be an angle formed by the absorption axis of the polarizer and the slow axis of the retardation film in the circularly polarizing plate (described later).
  • the angle is preferably 40 ° to 50 °, more preferably 42 ° to 48 °, still more preferably 44 ° to 46 °, and particularly preferably about 45 °; as described below; It is preferably 130 ° to 140 °, more preferably 132 ° to 138 °, still more preferably 134 ° to 136 °, and particularly preferably about 135 °.
  • Examples of the stretching machine used for diagonal stretching include a tenter type stretching machine capable of applying a feeding force, a pulling force, or a pulling force at different speeds in the horizontal and / or vertical directions.
  • the tenter type stretching machine includes a horizontal uniaxial stretching machine, a simultaneous biaxial stretching machine, and the like, but any suitable stretching machine can be used as long as the long resin film can be continuously and diagonally stretched.
  • Examples of the method of diagonal stretching include JP-A-50-83482, JP-A-2-113920, JP-A-3-182701, JP-A-2000-9912, and JP-A-2002-86554. Examples thereof include the methods described in JP-A-2002-22944.
  • the stretching temperature of the film is a temperature equal to or lower than the glass transition temperature (Tg) of a polycarbonate resin or the like.
  • Tg glass transition temperature
  • a film such as a polycarbonate resin
  • the film is in a glass state at a temperature of Tg or less, so that stretching is practically impossible.
  • an acrylic resin typically, polymethylmethacrylate
  • stretching at Tg or less can be performed without substantially changing the Tg of the polycarbonate resin or the like. It will be possible.
  • stretching at Tg or less it is possible to realize a reverse dispersion retardation film having excellent extensibility and phase difference expression and having a small haze.
  • the stretching temperature is preferably Tg to Tg-10 ° C, more preferably Tg to Tg-8 ° C, and even more preferably Tg to Tg-5 ° C.
  • the film can be appropriately stretched even at a temperature higher than Tg as long as it is, for example, about Tg + 5 ° C., and for example, about Tg + 2 ° C.
  • the intrinsic birefringence of a single acrylic resin is almost zero, the intrinsic birefringence of the resin composition is reduced by blending the acrylic resin, and the orientation birefringence developed by stretching is reduced. Is expected.
  • the blending amount of the acrylic resin is very small, it has succeeded in improving the stretching strength of the resin composition while suppressing the influence of the decrease in the intrinsic birefringence due to the acrylic resin to almost zero. It is considered that the orientation birefringence was improved.
  • FIG. 1 is a schematic cross-sectional view of a circularly polarizing plate according to one embodiment of the present invention.
  • the circularly polarizing plate 100 of the illustrated example has a polarizing plate 10 and a retardation film 20.
  • the retardation film 20 is a retardation film according to the embodiment of the present invention according to the above item A.
  • the polarizing plate 10 includes a polarizer 11, a first protective layer 12 arranged on one side of the polarizer 11, and a second protective layer 13 arranged on the other side of the polarizer 11.
  • first protective layer 12 and the second protective layer 13 may be omitted.
  • the second protective layer 13 may be omitted.
  • the angle formed by the slow axis of the retardation film 20 and the absorption axis of the polarizer 11 is preferably 40 ° to 50 °, more preferably 42 ° to 48 °, and even more preferably 44 ° to 46 °. It is particularly preferably about 45 °; or preferably 130 ° to 140 °, more preferably 132 ° to 138 °, still more preferably 134 ° to 136 °, and particularly preferably about. It is 135 °.
  • another retardation layer 50 and / or a conductive layer or an isotropic base material 60 with a conductive layer may be provided.
  • Another retardation layer 50 and the conductive layer or the isotropic base material 60 with the conductive layer are typically provided on the outside of the retardation film 20 (opposite to the polarizing plate 10).
  • Another retardation layer 50 and the conductive layer or the isotropic base material 60 with the conductive layer are typically provided in this order from the retardation film 20 side.
  • the other retardation layer 50 and the conductive layer or the isotropic base material 60 with the conductive layer are typically arbitrary layers provided as needed, and one or both of them may be omitted.
  • the circularly polarizing plate is a so-called inner touch panel type input in which a touch sensor is incorporated between an image display cell (for example, an organic EL cell) and the polarizing plate. Can be applied to display devices.
  • the circularly polarizing plate may have an additional retardation layer.
  • the additional retardation layer may be provided in combination with another retardation layer 50, or may be provided alone (that is, without providing another retardation layer 50).
  • the optical characteristics for example, refractive index characteristics, in-plane retardation, Nz coefficient, photoelastic coefficient), thickness, arrangement position, and the like of the further retardation layer can be appropriately set according to the purpose.
  • the circularly polarizing plate may be single-wafered or elongated.
  • the term "long” means an elongated shape having a length sufficiently long with respect to the width, and for example, an elongated shape having a length of 10 times or more, preferably 20 times or more with respect to the width. Including.
  • the elongated circularly polarizing plate can be wound in a roll shape.
  • the polarizing plate and the retardation film are also elongated.
  • the polarizer preferably has an absorption axis in the longitudinal direction.
  • the retardation film is preferably an obliquely stretched film having a slow phase axis in a direction forming an angle of 40 ° to 50 ° or 130 ° to 140 ° with respect to the elongated direction. If the polarizer and the retardation film have such a configuration, a circularly polarizing plate can be produced by roll-to-roll.
  • an adhesive layer (not shown) is provided on the opposite side of the retardation film to the polarizing plate, and the circular polarizing plate can be attached to the image display cell. Further, it is preferable that a release film is temporarily attached to the surface of the pressure-sensitive adhesive layer until the circularly polarizing plate is used. By temporarily attaching the release film, the pressure-sensitive adhesive layer can be protected and a roll of a circularly polarizing plate can be formed.
  • any suitable polarizer can be adopted.
  • the resin film forming the polarizer may be a single-layer resin film or a laminated body having two or more layers.
  • the polarizer composed of a single-layer resin film include a hydrophilic polymer film such as a polyvinyl alcohol (PVA) -based film, a partially formalized PVA-based film, and an ethylene / vinyl acetate copolymer system partially saponified film.
  • a hydrophilic polymer film such as a polyvinyl alcohol (PVA) -based film, a partially formalized PVA-based film, and an ethylene / vinyl acetate copolymer system partially saponified film.
  • PVA polyvinyl alcohol
  • a partially formalized PVA-based film ethylene / vinyl acetate copolymer system partially saponified film
  • examples thereof include those which have been dyed and stretched with a bicolor substance such as iodine or a bicolor dye, and polyene-based oriented films such as a dehydrated product of PVA and a dehydrogenated product of polyvinyl chloride.
  • the above-mentioned dyeing with iodine is performed, for example, by immersing a PVA-based film in an aqueous iodine solution.
  • the draw ratio of the uniaxial stretching is preferably 3 to 7 times. Stretching may be performed after the dyeing treatment or while dyeing. Alternatively, it may be stretched and then dyed. If necessary, the PVA-based film is subjected to a swelling treatment, a cross-linking treatment, a washing treatment, a drying treatment and the like.
  • the polarizer obtained by using the laminate include a laminate of a resin base material and a PVA-based resin layer (PVA-based resin film) laminated on the resin base material, or a resin base material and the resin.
  • Examples thereof include a polarizer obtained by using a laminate with a PVA-based resin layer coated and formed on a base material.
  • the polarizer obtained by using the laminate of the resin base material and the PVA-based resin layer coated and formed on the resin base material is, for example, a resin base material obtained by applying a PVA-based resin solution to the resin base material and drying the resin base material.
  • stretching typically includes immersing the laminate in an aqueous boric acid solution for stretching. Further, stretching may further include, if necessary, stretching the laminate in the air at a high temperature (eg, 95 ° C. or higher) prior to stretching in boric acid aqueous solution.
  • a high temperature eg, 95 ° C. or higher
  • the obtained resin base material / polarizer laminate may be used as it is (that is, the resin base material may be used as a protective layer for the polarizer), and the resin base material is peeled off from the resin base material / polarizer laminate. Then, an arbitrary appropriate protective layer according to the purpose may be laminated on the peeled surface. Details of the method for producing such a polarizer are described in, for example, Japanese Patent Application Laid-Open No. 2012-73580 and Japanese Patent No. 6470455. The description of these patent documents is incorporated herein by reference.
  • the thickness of the polarizer is preferably 15 ⁇ m or less, more preferably 1 ⁇ m to 12 ⁇ m, further preferably 3 ⁇ m to 10 ⁇ m, and particularly preferably 3 ⁇ m to 8 ⁇ m.
  • the thickness of the polarizer is in such a range, curling during heating can be satisfactorily suppressed, and good appearance durability during heating can be obtained. Further, if the thickness of the polarizer is in such a range, it can contribute to the thinning of the circularly polarizing plate (as a result, the organic EL display device).
  • the polarizer preferably exhibits absorption dichroism at any wavelength of 380 nm to 780 nm.
  • the simple substance transmittance of the polarizer is preferably 43.0% to 46.0%, more preferably 44.5% to 46.0%.
  • the degree of polarization of the polarizer is preferably 97.0% or more, more preferably 99.0% or more, and further preferably 99.9% or more.
  • the first protective layer 12 and the second protective layer 13 are each formed of any suitable film that can be used as a protective layer for the polarizer.
  • the material that is the main component of the film include cellulose-based resins such as triacetyl cellulose (TAC), polyester-based, polyvinyl alcohol-based, polycarbonate-based, polyamide-based, polyimide-based, polyethersulfone-based, and polysulfone-based. , Polystyrene-based, polycarbonate-based, polyolefin-based, (meth) acrylic-based, acetate-based transparent resins and the like.
  • TAC triacetyl cellulose
  • polyester-based polyvinyl alcohol-based
  • polycarbonate-based polyamide-based
  • polyimide-based polyimide-based
  • polyethersulfone-based polysulfone-based
  • thermosetting resins such as (meth) acrylic, urethane, (meth) acrylic urethane, epoxy, and silicone, or ultraviolet curable resins can also be mentioned.
  • glassy polymers such as siloxane-based polymers can also be mentioned.
  • the polymer film described in JP-A-2001-343529 (WO01 / 37007) can also be used.
  • a resin composition containing a thermoplastic resin having a substituted or unsubstituted imide group in the side chain and a thermoplastic resin having a substituted or unsubstituted phenyl group and a nitrile group in the side chain.
  • the polymer film can be, for example, an extruded product of the above resin composition.
  • the circularly polarizing plate is typically arranged on the visible side of the image display device, and the first protective layer 12 is typically arranged on the visible side. Therefore, the first protective layer 12 may be subjected to surface treatment such as hard coat treatment, antireflection treatment, anti-sticking treatment, and anti-glare treatment, if necessary. Further / or, if necessary, the first protective layer 12 is provided with a process for improving visibility when visually recognizing through polarized sunglasses (typically, a (elliptical) circularly polarized light function is imparted. (Giving an ultra-high phase difference) may be applied. By performing such a process, excellent visibility can be realized even when the display screen is visually recognized through a polarized lens such as polarized sunglasses. Therefore, the circularly polarizing plate can be suitably applied to an image display device that can be used outdoors.
  • polarized sunglasses typically, a (elliptical) circularly polarized light function is imparted.
  • the thickness of the first protective layer is typically 300 ⁇ m or less, preferably 100 ⁇ m or less, more preferably 5 ⁇ m to 80 ⁇ m, and even more preferably 10 ⁇ m to 60 ⁇ m.
  • the thickness of the outer protective layer is the thickness including the thickness of the surface treatment layer.
  • the second protective layer 13 is preferably optically isotropic in one embodiment.
  • optically isotropic means that the in-plane retardation Re (550) is 0 nm to 10 nm and the thickness direction retardation Rth (550) is -10 nm to +10 nm.
  • the circularly polarizing plate according to item B above can be applied to an image display device. Therefore, the embodiment of the present invention also includes an image display device using such a circularly polarizing plate. Typical examples of the image display device include a liquid crystal display device and an organic EL display device.
  • the image display device according to the embodiment of the present invention includes the circularly polarizing plate according to the above item B on the visual side thereof. The circularly polarizing plate is arranged so that the polarizer is on the viewing side.
  • the glass transition temperature of the resin was measured using a differential scanning calorimeter DSC6220 manufactured by SII Nanotechnology. About 10 mg of a resin sample was placed in an aluminum pan manufactured by the same company, sealed, and heated from 30 ° C. to 200 ° C. at a heating rate of 20 ° C./min under a nitrogen stream of 50 mL / min. After maintaining the temperature for 3 minutes, it was cooled to 30 ° C. at a rate of 20 ° C./min. The temperature was maintained at 30 ° C. for 3 minutes, and the temperature was raised again to 200 ° C. at a rate of 20 ° C./min.
  • the outer glass transition start temperature which is the temperature at the intersection of the above, was determined and used as the glass transition temperature.
  • the refractive index of each wavelength was n C , using a multi-wavelength Abbe refractive index meter DR-M4 / 1550 manufactured by Atago Co., Ltd. n D and n F were measured. The measurement was carried out at 20 ° C. using monobromonaphthalene as the interface liquid.
  • Photoelasticity A device that combines a birefringence measuring device consisting of a He-Ne laser, a polarizer, a compensator, an analyzer, and a photodetector and a viscoelastic measuring device (DVE-3 manufactured by Rheology) is used. (For details, refer to Journal of the Society of Rheology, Vol. 19, p93-97 (1991)). A sample having a width of 5 mm and a length of 20 mm was cut out from the film produced by the same method as in (5) above, fixed to a viscoelasticity measuring device, and the storage elastic modulus E'was measured at a room temperature of 25 ° C. at a frequency of 96 Hz. did.
  • the emitted laser light is passed through the polarizer, the sample, the compensator, and the analyzer in this order, picked up by a photodetector (photon), and passed through a lock-in amplifier for the amplitude and distortion of the waveform with an angular frequency of ⁇ or 2 ⁇ .
  • the phase difference was obtained, and the strain optical coefficient O'was obtained.
  • the directions of the absorption axes of the polarizer and the analyzer were adjusted so as to be orthogonal to each other and to form an angle of ⁇ / 4 with respect to the extension direction of the sample.
  • the photoelastic coefficient C was obtained from the following equation using the storage elastic modulus E'and the strain optical coefficient O'.
  • C O'/ E'
  • Phase difference value of retardation film A sample of 50 mm ⁇ 50 mm was cut out from the retardation film obtained in Examples and Comparative Examples and used as a measurement sample. Re (450) and Re (550) were measured using Axoscan manufactured by Axometrics for this measurement sample. The measurement temperature was 23 ° C.
  • the in-plane retardation Re and the film thickness d of the film at the maximum unbreakable draw ratio were measured, and the in-plane retardation Re was divided by the film thickness d to obtain the limit birefringence ⁇ n.
  • the film thickness was measured with a dial gauge as described above.
  • the in-plane phase difference Re was measured using "Axoscan" manufactured by Axometrics. The measurement wavelength was 590 nm.
  • ISB Isosorbide [Rocket Foil]
  • SPG Spiroglycol [manufactured by Mitsubishi Gas Chemical Company, Inc.]
  • DPC Diphenyl carbonate [manufactured by Mitsubishi Chemical Holdings, Inc.]
  • BPEF 9,9-bis (4- (2-hydroxyethoxy) phenyl) fluorene [manufactured by Osaka Gas Chemical Co., Ltd.]
  • -PEG1000 Polyethylene glycol, number average molecular weight 1000 [manufactured by Sanyo Chemical Industries, Ltd.]
  • Example 1 Polymerization was carried out using a batch polymerization apparatus consisting of two vertical stirring reactors equipped with a stirring blade and a reflux condenser.
  • BPFM is 30.31 parts by mass (0.047 mol)
  • ISB is 39.94 parts by mass (0.273 mol)
  • SPG is 30.20 parts by mass (0.099 mol)
  • DPC is 69.67 parts by mass (0.325 mol).
  • 7.88 ⁇ 10 -4 parts by mass (4.47 ⁇ 10 -6 mol) of calcium acetate monohydrate was charged as a catalyst. After substituting nitrogen under reduced pressure in the reactor, heating was performed with a heat medium, and stirring was started when the internal temperature reached 100 ° C. The internal temperature was brought to 220 ° C.
  • PC1 This resin is referred to as "PC1".
  • the reduced viscosity of PC1 is 0.46 dL / g, Mw 48,000, refractive index n D is 1.526, a melt viscosity of 2480Pa ⁇ s, a glass transition temperature of 139 ° C., the photoelastic coefficient of 9 ⁇ 10 -12 [ m 2 / N] and the wavelength dispersion Re (450) / Re (550) were 0.85.
  • BR80 as an acrylic resin
  • extrusion kneading with the obtained polyester carbonate was performed.
  • a mixture of polycarbonate pellets (99.5 parts by mass) and BR80 powder (0.5 parts by mass) was put into a twin-screw extruder TEX30HSS manufactured by Japan Steel Works, Ltd. using a quantitative feeder.
  • the extruder cylinder temperature was set to 250 ° C., and extrusion was performed at a processing rate of 12 kg / hr and a screw rotation speed of 120 rpm. Further, the extruder is equipped with a vacuum vent, and the molten resin is extruded while devolatile under reduced pressure.
  • the pellets of the resin composition thus obtained are vacuum-dried at 100 ° C.
  • the retardation film obtained at a stretching temperature of Tg and a stretching magnification of 2.4 times exhibited a refractive index characteristic of nx> ny> nz.
  • the Re (550) of the obtained retardation film was 145 nm, the Re (450) / Re (550) was 0.85, and the haze was 0.3%. The results are shown in Table 1.
  • Example 2 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 0.7% by mass. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 3 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 0.9% by mass. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 4 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 1.5% by mass. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 1 A retardation film was produced in the same manner as in Example 1 except that an acrylic resin was not used (that is, the content of the acrylic resin was set to zero) and the stretching temperature was set to Tg + 2 ° C. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 2 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 0.3% by mass. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 3 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 3.0% by mass. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 4 A retardation film was produced in the same manner as in Example 1 except that the compounding ratio of BR80 was 10% by mass and the stretching temperature was Tg + 2 ° C. The obtained retardation film was subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • BR85 was used as the acrylic resin, and extrusion kneading and unstretched film were produced in the same manner as in Example 1 except that the compounding ratio of BR85 was 1% by mass.
  • the unstretched film was seemingly transparent, but fine insoluble components were generated.
  • LA4285 was used as the acrylic resin, and extrusion kneading was carried out in the same manner as in Example 1 except that the blending ratio of LA4285 was 1% by mass. The pellets after kneading were cloudy.
  • Example 7 Extrusion kneading was carried out in the same manner as in Example 1 except that P570A was used as the acrylic resin and the blending ratio of P570A was 1% by mass. The pellets after kneading were cloudy.
  • Example 9 Extrusion kneading was carried out in the same manner as in Example 1 except that MS-200 was used as the acrylic resin and the blending ratio of MS-200 was 1% by mass. The pellets after kneading were cloudy.
  • Example 10 Extrusion kneading was carried out in the same manner as in Example 1 except that G9504, a non-acrylic resin, was used as the modifier resin and the blending ratio of G9504 was 1% by mass. The pellets after kneading were cloudy.
  • the reduced viscosity of PC2 is 0.35 dL / g, Mw is 36,000, refractive index nD is 1.599, melt viscosity is 3100 Pa ⁇ s, glass transition temperature is 145 ° C, and photoelastic coefficient is 30 ⁇ 10-12 [m.
  • Comparative Examples 3 and 4 in which the amount of the acrylic resin added exceeds 2.0% by mass, the haze is high, the transparency is insufficient, and if the amount of the acrylic resin added is too large, the limit birefringence is reached. On the contrary, it can be seen that it decreases. From Comparative Examples 6 to 10, the acrylic resin and the non-acrylic resin containing a large amount of components other than methyl methacrylate are not compatible with the resin of the present invention, and therefore, the resin required as an optical film is transparent. It turns out that sex cannot be obtained. In Comparative Example 8, the resin composition after extrusion was transparent, but the haze increased after stretching. This is because the polyester carbonate resin and MS-600 have similar refractive indexes, so they are transparent in appearance, but they are practically incompatible and phase-separated. It is probable that interphase separation occurred and the haze increased.
  • Example 5 (Making a polarizer) A long roll of a polyvinyl alcohol (PVA) -based resin film (manufactured by Kuraray, product name "PE3000") having a thickness of 30 ⁇ m is uniaxially stretched in the longitudinal direction so as to be 5.9 times in the longitudinal direction by a roll stretching machine at the same time.
  • a polarizer having a thickness of 12 ⁇ m was prepared by performing swelling, dyeing, cross-linking, and washing treatment, and finally performing a drying treatment. Specifically, the swelling treatment was carried out by stretching 2.2 times while treating with pure water at 20 ° C. Next, the dyeing treatment was carried out in an aqueous solution at 30 ° C.
  • the weight ratio of iodine and potassium iodide was adjusted so that the simple substance transmittance of the obtained polarizer was 45.0% and the weight ratio was 1: 7. However, it was stretched 1.4 times.
  • the cross-linking treatment adopted a two-step cross-linking treatment, and the first-step cross-linking treatment was carried out 1.2 times while being treated with an aqueous solution in which boric acid and potassium iodide were dissolved at 40 ° C.
  • the boric acid content of the aqueous solution of the first-step cross-linking treatment was 5.0% by weight, and the potassium iodide content was 3.0% by weight.
  • the second-step cross-linking treatment was carried out 1.6 times while treating with an aqueous solution in which boric acid and potassium iodide were dissolved at 65 ° C.
  • the boric acid content of the aqueous solution of the second step cross-linking treatment was 4.3% by weight, and the potassium iodide content was 5.0% by weight.
  • the washing treatment was carried out with an aqueous potassium iodide solution at 20 ° C.
  • the potassium iodide content of the aqueous solution of the washing treatment was set to 2.6% by weight.
  • the drying treatment was carried out at 70 ° C. for 5 minutes to obtain a polarizer.
  • a triacetyl cellulose film (thickness 40 ⁇ m, manufactured by Konica Minolta, trade name “KC4UYW”) is attached to one side of the above-mentioned polarizing element via a polyvinyl alcohol-based adhesive, and a polarizing plate having a protective layer / polarizer configuration is attached.
  • the organic EL panel is taken out from a commercially available organic EL display device (manufactured by Samsung, product name "Galaxy 5"), the polarizing film attached to the organic EL panel is peeled off, and instead, the circle obtained above is used. A polarizing plate was attached to obtain an image display device (organic EL display device). The obtained organic EL display device was displayed in black on the entire surface, and the image (black display screen) was visually observed. The image was good with little reflection and no unwanted coloring.
  • the retardation film of the present invention can be suitably used for a circularly polarizing plate, and the circularly polarizing plate can be suitably used for an image display device (typically, a liquid crystal display device or an organic EL display device).
  • an image display device typically, a liquid crystal display device or an organic EL display device.
  • Polarizing plate 11 Polarizer 12 First protective layer 13 Second protective layer 20
  • Phase difference film 100 Circularly polarizing plate 101 Circularly polarizing plate

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Abstract

L'invention concerne un film à différence de phase de dispersion réciproque qui présente une extensibilité et une expression de différence de phase exceptionnelles et a également un faible trouble. Un film à différence de phase selon la présente invention contient : une résine qui comprend au moins un groupe de liaison choisi dans le groupe constitué par une liaison carbonate et une liaison ester, une unité structurale dérivée d'un oligofluorène bivalent et qui a une isotropie d'indice de réfraction positif ; et une résine acrylique. La teneur en résine acrylique est de 0,5 % à 2,0 % en masse. La résine acrylique contient au moins 70 % en masse d'une unité structurelle dérivée de méthacrylate de méthyle et a un poids moléculaire moyen en poids Mw de 10 000 à 200 000. Re (550) du film à différence de phase est de 100 à 190 nm et Re (450) / Re (550) est supérieur ou égal à 0,5 et inférieur à 1,0.
PCT/JP2020/038470 2019-10-21 2020-10-12 Film à différence de phase, son procédé de fabrication, plaque de polarisation circulaire et dispositif d'affichage d'image utilisant ledit film à différence de phase WO2021079773A1 (fr)

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SG11202107851QA SG11202107851QA (en) 2019-10-21 2020-10-12 Retardation film and method of producing the same, and circularly polarizing plate and image display apparatus each using the retardation film
KR1020217026557A KR102580448B1 (ko) 2019-10-21 2020-10-12 위상차 필름 및 그의 제조 방법과, 해당 위상차 필름을 이용한 원편광판 및 화상 표시 장치
CN202080017294.2A CN113544552B (zh) 2019-10-21 2020-10-12 相位差膜及其制造方法以及使用了该相位差膜的圆偏振片及图像显示装置

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