WO2019159960A1 - Film optique, plaque de polarisation et dispositif d'affichage d'image - Google Patents

Film optique, plaque de polarisation et dispositif d'affichage d'image Download PDF

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WO2019159960A1
WO2019159960A1 PCT/JP2019/005084 JP2019005084W WO2019159960A1 WO 2019159960 A1 WO2019159960 A1 WO 2019159960A1 JP 2019005084 W JP2019005084 W JP 2019005084W WO 2019159960 A1 WO2019159960 A1 WO 2019159960A1
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group
film
carbon atoms
formula
liquid crystal
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PCT/JP2019/005084
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English (en)
Japanese (ja)
Inventor
吉成　伸一
真裕美 野尻
寛 野副
隆史 飯泉
考浩 加藤
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富士フイルム株式会社
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Priority to CN201980013401.1A priority Critical patent/CN111727392B/zh
Priority to KR1020207022567A priority patent/KR102413463B1/ko
Priority to JP2020500516A priority patent/JP6916949B2/ja
Publication of WO2019159960A1 publication Critical patent/WO2019159960A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and 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 a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
    • C08F220/303—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and one or more carboxylic moieties in the chain
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
    • C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
    • 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
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
    • 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
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3462—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
    • 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
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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

Definitions

  • the present invention relates to an optical film, a polarizing plate, and an image display device.
  • the polymerizable compound exhibiting reverse wavelength dispersion has features such as being able to convert the light wavelength accurately in a wide wavelength range and being capable of thinning the retardation film because it has a high refractive index. Therefore, it has been actively studied (see, for example, Patent Documents 1 to 4).
  • a conventional retardation film using a rubbing alignment film is being replaced with a retardation film using a photo-alignment film (for example, Patent Documents). (See 5-7).
  • this invention makes it a subject to provide the optical film containing the optically anisotropic film which was excellent in reverse wavelength dispersion and wet heat durability, and the orientation defect was suppressed.
  • Another object of the present invention is to provide a polarizing plate using the optical film, and an image display device using the optical film or the polarizing plate.
  • the present inventors have formed an optically anisotropic film using a polymerizable liquid crystal composition containing a hydrophobic polymerizable liquid crystal compound on a polymer support.
  • a specific photo-alignment copolymer in the composition for forming a photo-alignment film the orientation of the optical anisotropic film can be controlled uniformly and precisely (an optical anisotropic film in which orientation defects are suppressed).
  • the present invention was completed. That is, it has been found that the above problem can be solved by the following configuration.
  • An optical film including an optically anisotropic film formed from a polymerizable liquid crystal composition, a photo-alignment film, and a polymer support in this order
  • the polymerizable liquid crystal composition includes a polymerizable liquid crystal compound represented by the following formula (1) described below,
  • the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition is 10.0 to 20.0,
  • the photo-alignment film is formed from a thermally crosslinkable photo-alignment film forming composition
  • the composition for forming a photo-alignment film is a photo-alignment copolymer containing a photo-alignment repeating unit represented by the formula (A) described later and a thermally crosslinkable repeating unit represented by the formula (B) described later.
  • the photo-alignment copolymer has a thermally crosslinkable group equivalent in the range of 340 to 500.
  • M in the above formula (1) is 1, A 1 and G 1 are both optionally substituted cyclohexylene groups, E 1 is a single bond, and In the above formula (1), n is 1, A 2 and G 2 are both optionally substituted cyclohexylene groups, and E 2 is a single bond, according to [1] Optical film.
  • the thermally crosslinkable group contained in the photo-alignment copolymer is chain polymerizable
  • the composition for forming a photo-alignment film includes any one of [1] to [3], including the photo-alignment copolymer and a thermal polymerization initiator that initiates chain polymerization of the thermally crosslinkable group.
  • the optically anisotropic film is provided so as to be peelable from the photoalignment film, or the photoalignment film is provided so as to be peelable from the polymer support.
  • the optical film in any one of.
  • a polarizing plate comprising the optical film according to any one of [1] to [5] and a polarizer.
  • An image display device comprising the optical film according to any one of [1] to [5] or the polarizing plate according to [6].
  • the optical film containing the optical anisotropic film which was excellent in reverse wavelength dispersion and wet heat durability, and the orientation defect was suppressed can be provided.
  • the polarizing plate using the said optical film and the image display apparatus using the said optical film or the said polarizing plate can be provided.
  • a numerical range expressed using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value.
  • (meth) acryl intends “one or both of acrylic and methacrylic”. Further, the description “(meth) acryloyl” intends “one or both of acryloyl and methacryloyl”.
  • the bonding direction of a divalent group represented is not particularly limited, and for example, D 1 in formula (1) described later is —CO—O—.
  • D 1 in formula (1) described later is —CO—O—.
  • D 1 may be * 1-CO—O— * 2. * 1-O-CO- * 2.
  • the optical film of the present invention includes an optically anisotropic film formed from a polymerizable liquid crystal composition, a photoalignment film, and a polymer support in this order.
  • FIG. 1 is a schematic cross-sectional view showing an example of the optical film of the present invention.
  • FIG. 1 is a schematic diagram, and the relationship between the thicknesses of each layer, the positional relationship, and the like do not necessarily match those of an actual one.
  • the optical film 10 shown in FIG. 1 includes a polymer support 16, a photo-alignment film 14, and an optical anisotropic film 12 in this order.
  • industrially usable films may contain various low molecular weight functional additives in the film in order to control film properties.
  • these additive components are hydrophobic in order to provide stable performance even under wet heat conditions.
  • the components constituting the polymer itself constituting the polymer support or the surface modification layer (for example, an easy-adhesion layer) provided for the purpose of modifying the surface physical properties of the polymer support are mixed during raw material production.
  • a low molecular weight oligomer component and / or a hydrophobic low molecular weight impurity due to a processing environment during processing into a film for example, processing into a polymer film and processing into a surface modified layer.
  • Molecular weight impurities are collectively referred to as hydrophobic low molecular weight components derived from the polymer support.
  • the molecular weight of the hydrophobic low molecular weight component is typically 3000 or less, preferably 300 to 3000, and more preferably 700 to 2000.
  • the inventors When forming an optically anisotropic film using the polymerizable liquid crystal composition containing the above-described reverse-wavelength-dispersible polymerizable liquid crystal compound excellent in wet heat durability, the inventors have used a glass plate and various polymers as a support. Examination of the film revealed that the polymerizable liquid crystal compound has many alignment defects on various polymer films even though a well-known photo-alignment film disposed on the glass plate can realize a good alignment state. I found out. As a result of investigating the cause of the alignment defect, the present inventors have found that the hydrophobic low molecular weight component derived from the polymer support has shifted to the optically anisotropic film and disturbs the alignment of the polymerizable liquid crystal compound. I got a hypothesis.
  • the inventors include an optically anisotropic film that exhibits a good alignment state even when various polymer films are used when a specific photo-alignment film is used. It has been found that an optical film can be obtained. That is, it was found that an optical film including an optically anisotropic film excellent in reverse wavelength dispersion and wet heat durability and having orientation defects suppressed can be obtained.
  • various members used in the optical film of the present invention will be described in detail.
  • the optically anisotropic film constituting the present invention is an optically anisotropic film formed from a polymerizable liquid crystal composition described later.
  • Examples of the method for forming the optically anisotropic film include a method in which a polymerizable liquid crystal composition described later is used to obtain a desired alignment state and then fixed by polymerization.
  • the optically anisotropic film exhibits reverse wavelength dispersion.
  • the thickness of the optically anisotropic film is not particularly limited, but is preferably 0.1 to 10 ⁇ m and more preferably 0.5 to 5 ⁇ m from the viewpoint that a thin film is desired for mounting on a display device.
  • the polymerizable liquid crystal composition used for forming the optically anisotropic film is a polymerizable liquid crystal composition containing a specific polymerizable liquid crystal compound described later, and each ClogP of the liquid crystal compound contained in the polymerizable liquid crystal composition.
  • the load average of the values is 10.0 to 20.0.
  • the target liquid crystal compound is not limited to the specific polymerizable liquid crystal compound, but includes all liquid crystal compounds included in the polymerizable liquid crystal composition.
  • the ClogP value of the compound is a value obtained by calculating the common logarithm logP of the distribution coefficient P between 1-octanol and water. Known methods and software can be used for calculating the ClogP value.
  • the present invention uses the ClogP program incorporated in ChemBioDraw Ultra 13.0 of Cambridge software.
  • the ClogP value is a value obtained by discarding two decimal places.
  • the load average is the sum of products of the ClogP value of each compound and the ratio (mass ratio) of each compound to the solid content of the entire liquid crystal compound.
  • the ClogP value of that compound is treated as a load average value.
  • High ClogP means that the affinity for hydrophobic molecules (1-octanol as an index) is higher than water molecules. Accordingly, although details are not clear, the liquid crystal molecular structure in the optically anisotropic film contains water molecules and other polar components that cause deterioration in wet heat durability by setting the load average of the ClogP value of the liquid crystal compound within the above range. It is speculated that the wet heat durability is improved as a result.
  • the polymerizable liquid crystal composition contains a polymerizable liquid crystal compound represented by the following formula (1) (hereinafter also referred to as “specific polymerizable liquid crystal compound”).
  • specific polymerizable liquid crystal compound represented by the following formula (1)
  • the optically anisotropic film When the optically anisotropic film is formed by curing the specific polymerizable liquid crystal compound, the optically anisotropic film exhibits reverse wavelength dispersion.
  • D 1 , D 2 , E 1 , E 2 , E 3 , and E 4 are each independently a single bond, —CO—O—, —C ( ⁇ S) O—, — CR 1 R 2 —, —CR 1 R 2 —CR 3 R 4 —, —O—CR 1 R 2 —, —CR 1 R 2 —O—CR 3 R 4 —, —CO—O—CR 1 R 2 —, —O—CO—CR 1 R 2 —, —CR 1 R 2 —O—CO—CR 3 R 4 —, —CR 1 R 2 —CO—O—CR 3 R 4 —, —NR 1 —CR 2 R 3 — or —CO—NR 1 — is represented.
  • R 1 , R 2 , R 3 , and R 4 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.
  • G 1 and G 2 each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms which may have a substituent.
  • One or more of —CH 2 — constituting the formula hydrocarbon group may be substituted with —O—, —S—, or —NH—.
  • a 1 and A 2 each independently have a divalent aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent or a substituent.
  • SP 1 and SP 2 are each independently a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear chain having 1 to 12 carbon atoms. Or a divalent linkage in which one or more of —CH 2 — constituting the branched alkylene group is substituted with —O—, —S—, —NH—, —N (Q) —, or —CO—.
  • L 1 and L 2 each independently represent a monovalent organic group, and at least one of L 1 and L 2 represents a polymerizable group.
  • Ar 1 is an aromatic ring represented by the following formula (Ar-3)
  • at least one of L 1 and L 2 and L 3 and L 4 in the following formula (Ar-3) is polymerizable.
  • m represents an integer of 0 to 2
  • the plurality of E 3 may be the same or different
  • the plurality of A 1 are May be the same or different.
  • n represents an integer of 0 to 2
  • the plurality of E 4 may be the same or different
  • the plurality of A 2 are May be the same or different.
  • Ar 1 represents any aromatic ring selected from the group consisting of groups represented by formulas (Ar-1) to (Ar-5) described later.
  • the alkyl group having 1 to 4 carbon atoms represented by R 1 , R 2 , R 3 , and R 4 may be linear, branched, or cyclic. Specifically, methyl Group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group and the like.
  • the divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms represented by G 1 and G 2 is preferably a 5-membered ring or a 6-membered ring.
  • the alicyclic hydrocarbon group may be saturated or unsaturated, but is preferably a saturated alicyclic hydrocarbon group.
  • the divalent alicyclic hydrocarbon group represented by G 1 and G 2 for example, the description in paragraph [0078] of JP2012-21068A can be referred to, and the contents thereof are incorporated in the present specification. .
  • a cyclohexylene group (a divalent group derived from a cyclohexane ring) is preferable, a 1,4-cyclohexylene group is more preferable, and a trans-1,4-cyclohexylene group is still more preferable.
  • the substituent that the divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms represented by G 1 and G 2 may have is represented by the following formula (Ar-1 And the same substituents as those which may be possessed by the aromatic hydrocarbon group having 6 to 12 carbon atoms and the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 in the formula ( 1 ).
  • the divalent aromatic hydrocarbon group having 6 to 12 carbon atoms represented by A 1 and A 2 includes 1,2-phenylene group, 1,3-phenylene group, 1,4-phenylene Group, 1,4-naphthylene group, 1,5-naphthylene group, 2,6-naphthylene group and the like. Among them, 1,4-phenylene group is preferable, and trans-1,4-phenylene group is more preferable. preferable.
  • Examples of the divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms represented by A 1 and A 2 include the same groups as those described for G 1 and G 2 in the above formula (1).
  • a cyclohexylene group (a divalent group derived from a cyclohexane ring) is preferred, a 1,4-cyclohexylene group is more preferred, and a trans-1,4-cyclohexylene group is still more preferred.
  • the divalent aromatic hydrocarbon group having 6 to 12 carbon atoms and the divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms represented by A 1 and A 2 have.
  • the substituent may be an aromatic hydrocarbon group having 6 to 12 carbon atoms and an aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 in the formula (Ar-1) described later. The thing similar to a good substituent is mentioned.
  • examples of the linear or branched alkylene group having 1 to 12 carbon atoms represented by SP 1 and SP 2 include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, A hexylene group, a methylhexylene group, a heptylene group, or the like is preferable.
  • SP 1 and SP 2 are as described above, wherein one or more of —CH 2 — constituting a linear or branched alkylene group having 1 to 12 carbon atoms is —O—, —S—, — It may be a divalent linking group substituted by NH—, —N (Q) —, or —CO—, and examples of the substituent represented by Q include Y in formula (Ar-1) described later.
  • 1 is an aromatic heterocyclic group of aromatic hydrocarbon group and having 3 to 12 carbon atoms of 6 to 12 carbon atoms include the same substituent which may have indicated.
  • examples of the monovalent organic group represented by L 1 and L 2 include an alkyl group, an aryl group, a heteroaryl group, and a cyano group.
  • the alkyl group may be linear, branched or cyclic, but is preferably linear.
  • the alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 10 carbon atoms.
  • the aryl group may be monocyclic or polycyclic but is preferably monocyclic.
  • the aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 10 carbon atoms.
  • the heteroaryl group may be monocyclic or polycyclic.
  • the number of heteroatoms constituting the heteroaryl group is preferably 1 to 3.
  • the hetero atom constituting the heteroaryl group is preferably a nitrogen atom, a sulfur atom, or an oxygen atom.
  • the carbon number of the heteroaryl group is preferably 6-18, more preferably 6-12.
  • the alkyl group, aryl group, and heteroaryl group may be unsubstituted or may have a substituent. Examples of the substituent include a substituent that may be possessed by an aromatic hydrocarbon group having 6 to 12 carbon atoms and an aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 in formula (Ar-1) described later. The same thing is mentioned.
  • the polymerizable group represented by at least one of L 1 and L 2 is not particularly limited, but a polymerizable group capable of radical polymerization (radical polymerizable group) or a polymerizable group capable of cationic polymerization. (Cationically polymerizable group) is preferred.
  • a radical polymerizable group a generally known radical polymerizable group can be used, and an acryloyl group or a methacryloyl group is preferable.
  • the acryloyl group and the methacryloyl group it is generally known that the polymerization rate of the acryloyl group is faster, and the acryloyl group is preferable from the viewpoint of productivity improvement, but the methacryloyl group is also used as the polymerizable group. it can.
  • the cationic polymerizable group generally known cationic polymerizable can be used. Specifically, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiro orthoester group, and A vinyloxy group etc. are mentioned.
  • an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is more preferable.
  • an epoxy group, an oxetanyl group, or a vinyloxy group is more preferable.
  • the polymerizable group those exemplified below are preferable.
  • L 1 and L 2 in the above formula (1) are both polymerizable groups, and are an acryloyl group or a methacryloyl group, for better wet heat durability. It is more preferable.
  • Ar 1 represents any aromatic ring selected from the group consisting of groups represented by the following formulas (Ar-1) to (Ar-5).
  • * represents a bonding position with D 1 or D 2 in the above formula (I).
  • formulas (Ar-1) to (Ar-5) will be described.
  • Q 1 represents N or CH.
  • Q 2 represents —S—, —O—, or —N (R 5 ) —, and R 5 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • Y 1 represents an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent or an aromatic heterocyclic group having 3 to 12 carbon atoms which may have a substituent.
  • alkyl group having 1 to 6 carbon atoms represented by R 5 include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, Examples thereof include an n-pentyl group and an n-hexyl group.
  • aromatic hydrocarbon group having 6 to 12 carbon atoms represented by Y 1 include aryl groups such as a phenyl group, a 2,6-diethylphenyl group, and a naphthyl group.
  • Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 include heteroaryl groups such as thienyl group, thiazolyl group, furyl group, and pyridyl group.
  • Examples of the substituent that the aromatic hydrocarbon group having 6 to 12 carbon atoms and the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 may have include an alkyl group, an alkoxy group, and a halogen atom. An atom etc. are mentioned.
  • alkyl group for example, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms is preferable, and an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, isopropyl group) Group, n-butyl group, isobutyl group, sec-butyl group, t-butyl group, cyclohexyl group, etc.), more preferably an alkyl group having 1 to 4 carbon atoms, and particularly preferably a methyl group or an ethyl group.
  • an alkyl group having 1 to 8 carbon atoms for example, methyl group, ethyl group, propyl group, isopropyl group
  • an alkyl group having 1 to 4 carbon atoms for example,
  • an alkoxy group having 1 to 18 carbon atoms is preferable, and an alkoxy group having 1 to 8 carbon atoms (for example, a methoxy group, an ethoxy group, an n-butoxy group, and a methoxyethoxy group) is more preferable.
  • An alkoxy group having 1 to 4 carbon atoms is more preferable, and a methoxy group or an ethoxy group is particularly preferable.
  • a halogen atom a fluorine atom, a chlorine atom, a bromine atom, an iodine atom etc. are mentioned, for example, Among these, a fluorine atom or a chlorine atom is preferable.
  • Z 1 , Z 2 , and Z 3 are each independently a hydrogen atom, a monovalent straight chain having 1 to 20 carbon atoms, or Branched aliphatic hydrocarbon group, monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, halogen atom, cyano group, nitro group, —OR 6 , —NR 7 R 8 , —SR 9 , —COOR X , or —OCOR Y is represented, and R 6 to R 9 , R X , and R Y each independently represent a hydrogen atom or a carbon number of 1 to 6 represents an alkyl group, and Z 1 and Z 2 may combine with each other to form an aromatic ring.
  • an alkyl group having 1 to 15 carbon atoms is preferable, and an alkyl group having 1 to 8 carbon atoms is more preferable.
  • methyl group (Me) ethyl group, isopropyl group, tert-pentyl group (1,1-dimethylpropyl group), tert-butyl group (tBu), or 1,1-dimethyl-3,3-dimethyl group
  • a -butyl group is more preferable, and a methyl group, an ethyl group, or a tert-butyl group is particularly preferable.
  • Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, cyclodecyl group, methylcyclohexyl group, and ethyl.
  • Monocyclic saturated hydrocarbon groups such as cyclohexyl group; cyclobutenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, cyclooctenyl group, cyclodecenyl group, cyclopentadienyl group, cyclohexadienyl group, cyclooctadienyl group, and Monocyclic unsaturated hydrocarbon groups such as cyclodecadiene; bicyclo [2.2.1] heptyl group, bicyclo [2.2.2] octyl group, tricyclo [5.2.1.0 2,6 ] decyl Group, tricyclo [3.3.1.1 3,7 ] decyl group, tetracyclo [6.
  • dodecyl group polycyclic saturated hydrocarbon group such as adamantyl group, and the like.
  • the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a 2,6-diethylphenyl group, a naphthyl group, and a biphenyl group. Twelve aryl groups (especially phenyl groups) are preferred.
  • a halogen atom a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are mentioned, for example, Among these, a fluorine atom, a chlorine atom, or a bromine atom is preferable.
  • alkyl group having 1 to 6 carbon atoms represented by R 6 to R 9 , R X , and R Y include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and an isobutyl group.
  • a 3 and A 4 are each independently —O—, —N (R 10 ) —, —S—, and —CO—.
  • R 10 represents a hydrogen atom or a substituent.
  • the substituent include a substituent that may be possessed by the aromatic hydrocarbon group having 6 to 12 carbon atoms and the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 in the formula (Ar-1). The same thing is mentioned.
  • X represents a hydrogen atom or a non-metal atom of Groups 14 to 16 to which a substituent may be bonded.
  • examples of the non-metal atoms of Group 14 to 16 represented by X include an oxygen atom, a sulfur atom, a nitrogen atom having a substituent, and a carbon atom having a substituent.
  • substituents include Include an alkyl group, an alkoxy group, an alkyl-substituted alkoxy group, a cyclic alkyl group, an aryl group (eg, phenyl group, naphthyl group, etc.), cyano group, amino group, nitro group, alkylcarbonyl group, sulfo group, hydroxyl group, etc. Is mentioned.
  • D 3 and D 4 each independently represent a single bond, —CO—O—, —C ( ⁇ S) O—, —CR 1 R 2 —, —CR 1 R 2 —CR 3 R 4 —, —O—CR 1 R 2 —, —CR 1 R 2 —O—CR 3 R 4 —, —CO—O—CR 1 R 2 —, —O—CO—CR 1 R 2 —, —CR 1 R 2 —O—CO—CR 3 R 4 —, —CR 1 R 2 —CO—O—CR 3 R 4 —, —NR 1 —CR 2 R 3 —, or —CO— NR 1 -is represented.
  • R 1 , R 2 , R 3 , and R 4 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.
  • the alkyl group having 1 to 4 carbon atoms represented by R 1 , R 2 , R 3 , and R 4 may be linear, branched, or cyclic. Specifically, methyl Group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group and the like.
  • each of SP 3 and SP 4 independently represents a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a straight chain having 1 to 12 carbon atoms.
  • Q represents a substituent.
  • Examples of the linear or branched alkylene group having 1 to 12 carbon atoms represented by SP 3 and SP 4 include the same as those described for SP 1 and SP 2 in the above formula (1).
  • the substituent represented by Q may have an aromatic hydrocarbon group having 6 to 12 carbon atoms and an aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y 1 in the formula (Ar-1). The same thing as a substituent is mentioned.
  • L 3 and L 4 each independently represent a monovalent organic group
  • L 3 and L 4 and at least one of L 1 and L 2 in the formula (1) Represents a polymerizable group.
  • Examples of the monovalent organic group represented by L 3 and L 4 include the same groups as those described for L 1 and L 2 in the above formula (1).
  • the polymerizable group include the same as those described in L 1 and L 2 in the formula (1).
  • Ax has at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring, and has 2 to 30 organic groups are represented.
  • Ay represents a hydrogen atom, an optionally substituted alkyl group having 1 to 12 carbon atoms, or an aromatic hydrocarbon ring.
  • the aromatic ring in Ax and Ay may have a substituent, and Ax and Ay may combine to form a ring.
  • Q 3 represents a hydrogen atom or an optionally substituted alkyl group having 1 to 6 carbon atoms.
  • Examples of Ax and Ay include those described in paragraphs [0039] to [0095] of Patent Document 2 (International Publication No. 2014/010325).
  • Specific examples of the alkyl group having 1 to 6 carbon atoms represented by Q 3 include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, and tert-butyl. Group, n-pentyl group, n-hexyl group and the like.
  • examples of the substituent that the alkyl group having 1 to 6 carbon atoms represented by Q 3 may have include an aromatic hydrocarbon group having 6 to 12 carbon atoms represented by Y 1 in the above formula (Ar-1). And the same substituents that the aromatic heterocyclic group having 3 to 12 carbon atoms may have.
  • m is 1, and A 1 and A 1 because the ClogP value is high and the wet-heat durability of the formed optically anisotropic film becomes better
  • G 1 is an optionally substituted cyclohexylene group
  • E 1 is a single bond
  • n is 1, and A 2 and G 2 both have a substituent.
  • a compound which is a good cyclohexylene group and E 2 is a single bond is preferable.
  • Ar 1 is the formula (Ar-1) or the above formula (Ar) because the ClogP value is high and the wet-heat durability of the formed optically anisotropic film is better. -2) is preferred.
  • the pKa of the diphenol compound represented by HO—Ar 1 —OH derived from the structure of Ar 1 in the above formula (1) is preferably 11 or less.
  • THF tetrahydrofuran
  • the alkali titration method described on pages 215 to 217 of Experimental Chemistry Course Second Edition published by Maruzen Co., Ltd. can be used.
  • the specific polymerizable liquid crystal compound for example, compounds represented by the following formulas (1-1) to (1-14) are preferable, and specifically, the following formulas (1-1) to (1-14) ) (Side chain structure) in () includes compounds having side chain structures shown in Table 1 and Table 2 below.
  • “*” shown in the side chain structure of K represents the bonding position with the aromatic ring.
  • the groups adjacent to the acryloyloxy group and the methacryloyl group are each a propylene group (a methyl group is an ethylene group). Represents a substituted group), and represents a mixture of positional isomers having different methyl group positions.
  • the polymerizable liquid crystal composition may contain other polymerizable compound having one or more polymerizable groups in addition to the specific polymerizable liquid crystal compound described above.
  • the polymerizable group that the other polymerizable compound has is not particularly limited, and examples thereof include a (meth) acryloyl group, a vinyl group, a styryl group, and an allyl group. Among these, a (meth) acryloyl group is preferable as the polymerizable group.
  • the other polymerizable compound is preferably another polymerizable compound having 1 to 4 polymerizable groups because the durability of the formed optically anisotropic film is further improved. More preferred are other polymerizable compounds having 2-4.
  • Such other polymerizable compounds are represented by the formula (M1), formula (M2), and formula (M3) described in paragraphs [0030] to [0033] of JP2014-077068A. Compounds, and more specifically, specific examples described in paragraphs [0046] to [0055] of the publication.
  • a known polymerizable liquid crystal compound may be added for the purpose of adjusting the size of wavelength dispersion and refractive index anisotropy and adjusting the liquid crystal phase transition temperature of the coating film.
  • examples of such polymerizable liquid crystal compounds include various polymerizable liquid crystal compounds described in “Liquid Crystal Handbook” (edited by Liquid Crystal Handbook Editorial Committee, Maruzen).
  • the polymerizable liquid crystal composition preferably contains a polymerization initiator.
  • the polymerization initiator is preferably a photopolymerization initiator capable of initiating a polymerization reaction by ultraviolet irradiation.
  • Examples of the photopolymerization initiator include ⁇ -carbonyl compounds (described in US Pat. Nos. 2,367,661 and 2,367,670), acyloin ether (described in US Pat. No. 2,448,828), ⁇ -hydrocarbon substitution, and the like.
  • Aromatic acyloin compounds described in US Pat. No. 2,722,512
  • polynuclear quinone compounds described in US Pat. Nos.
  • the polymerization initiator is an oxime type polymerization initiator because the wet heat durability becomes better.
  • the polymerization initiator is represented by the following formula (I). More preferably.
  • X 2 represents a hydrogen atom or a halogen atom.
  • Ar 3 represents a divalent aromatic group
  • D 5 represents a divalent organic group having 1 to 12 carbon atoms.
  • R 11 represents an alkyl group having 1 to 12 carbon atoms
  • Y 2 represents a monovalent organic group.
  • examples of the halogen atom represented by X 2 include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Among them, a chlorine atom is preferable.
  • examples of the aromatic ring constituting the divalent aromatic group represented by Ar 3 include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthroline ring.
  • examples of the divalent organic group having 1 to 12 carbon atoms represented by D 5 include a linear or branched alkylene group having 1 to 12 carbon atoms. Specifically, a methylene group, an ethylene group, or a propylene group is preferable.
  • the alkyl group having 1 to 12 carbon atoms represented by R 11 is specifically preferably, for example, a methyl group, an ethyl group, or a propyl group.
  • examples of the monovalent organic group represented by Y 2 include a functional group containing a benzophenone skeleton ((C 6 H 5 ) 2 CO).
  • a functional group containing a benzophenone skeleton in which the terminal benzene ring is unsubstituted or mono-substituted such as groups represented by the following formula (Ia) and the following formula (Ib), is preferable.
  • * represents a bonding position, that is, a bonding position with the carbon atom of the carbonyl group in the above formula (I).
  • Examples of the oxime type polymerization initiator represented by the above formula (I) include a compound represented by the following formula (S-1) and a compound represented by the following formula (S-2). .
  • a polymerization initiator may be used individually by 1 type, and may use 2 or more types together.
  • the content of the polymerization initiator (the total content when plural types are included) is not particularly limited, but may be 0.01 to 20% by mass of the solid content of the polymerizable liquid crystal composition. Preferably, the content is 0.5 to 5% by mass.
  • the polymerizable liquid crystal composition preferably contains a solvent from the viewpoint of workability and the like for forming the optically anisotropic film.
  • a solvent from the viewpoint of workability and the like for forming the optically anisotropic film.
  • the solvent include ketones (eg, acetone, 2-butanone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone), ethers (eg, dioxane, tetrahydrofuran, etc.), aliphatic hydrocarbons.
  • hexane alicyclic hydrocarbons (for example, cyclohexane), aromatic hydrocarbons (for example, toluene, xylene, trimethylbenzene, etc.), halogenated carbons (for example, dichloromethane, dichloroethane, di) Chlorobenzene and chlorotoluene), esters (for example, methyl acetate, ethyl acetate, and butyl acetate), water, alcohols (for example, ethanol, isopropanol, butanol, and cyclohexanol), cellosolves (for example, methyl) Cellosolve and ethyl Cellosolve, etc.), cellosolve acetates, sulfoxides (e.g., dimethyl sulfoxide, etc.), and amides (e.g., dimethylformamide, and dimethylacetamide, etc.) and the like.
  • An organic solvent may be used
  • the polymerizable liquid crystal composition preferably contains a leveling agent from the viewpoint of keeping the surface of the optical anisotropic film smooth and facilitating alignment control.
  • a leveling agent is preferably a fluorine-based leveling agent or a silicon-based leveling agent because of its high leveling effect with respect to the amount added, and from the viewpoint of preventing crying (bloom, bleed), a fluorine-based leveling agent.
  • Specific examples of the leveling agent include compounds described in paragraphs [0079] to [0102] of JP2007-069471, and general formula (I) described in JP2013-047204A.
  • the polymerizable liquid crystal composition may contain an alignment control agent as necessary.
  • Various orientation states such as tilted orientation, hybrid orientation, and cholesteric orientation as well as homogeneous orientation can be formed by the orientation control agent, and a specific orientation state is controlled more uniformly and precisely. be able to.
  • a low molecular alignment control agent and a high molecular alignment control agent can be used.
  • the low molecular orientation control agent include paragraphs [0009] to [0083] in JP-A No. 2002-20363, paragraphs [0111] to [0120] in JP-A No. 2006-106662, and JP-A 2012-2012.
  • the description in paragraphs [0021] to [0029] of the 211306 gazette can be referred to, the contents of which are incorporated herein.
  • the polymer orientation control agent for example, refer to paragraphs [0021] to [0057] of JP-A No. 2004-198511 and paragraphs [0121] to [0167] of JP-A No. 2006-106662. The contents of which are incorporated herein by reference.
  • the content of the alignment control agent (the total content when there are a plurality of alignment control agents) is 0.01 to based on the total solid mass in the polymerizable liquid crystal composition.
  • the content is preferably 10% by mass, and more preferably 0.05 to 5% by mass.
  • the content of the alignment control agent is within this range, it is possible to obtain a uniform and highly transparent optically anisotropic film without realizing precipitation, phase separation, alignment defects and the like while realizing a desired alignment state.
  • These alignment control agents may further have a polymerizable functional group, in particular, a polymerizable functional group that can be polymerized with the specific polymerizable liquid crystal compound constituting the polymerizable liquid crystal composition used in the present invention.
  • the polymerizable liquid crystal composition may contain other components other than the components described above.
  • other components include liquid crystal compounds other than the polymerizable liquid crystal compounds described above, surfactants, tilt angle control agents, alignment aids, plasticizers, and crosslinking agents.
  • alignment aid Hisolv MTEM (manufactured by Toho Chemical Co., Ltd.), NK ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) and the like are preferable.
  • the photo-alignment film constituting the optical film of the present invention is a photo-alignment film formed using a thermally crosslinkable photo-alignment film-forming composition containing a photo-alignment copolymer described later.
  • the film thickness of the photo-alignment film is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 10 to 1000 nm, and more preferably 10 to 700 nm. Within this range, the alignment regulating force can be sufficiently imparted, and the surface of the alignment film can be flattened even if there are irregularities and other foreign matters on the surface of the polymer support. Uniform orientation can be realized.
  • the photo-alignment copolymer contained in the photo-alignment film constituting the present invention comprises a photo-alignment repeating unit represented by the following formula (A) and a thermally crosslinkable repeating unit represented by the following formula (B). And the thermally crosslinkable group equivalent is in the range of 340-500.
  • the photoalignable repeating unit represented by the following formula (A) is a repeating unit containing a photoalignable group
  • the thermally crosslinkable repeating unit represented by the following formula (B) is a thermally crosslinkable group.
  • the heat-crosslinkable group equivalent represents the mass of the solid content containing 1 mol of a heat-crosslinkable group described later.
  • thermally crosslinkable group when employed as the thermally crosslinkable group, it is equal to the epoxy equivalent described in JIS K 7236.
  • a hydroxyl group and a free acid group are used as the thermally crosslinkable group, a hydroxyl group equivalent or a free acid equivalent (mol) per gram of solid content is obtained using a titration method described in JIS K 0700, and the reciprocal number is taken.
  • the heat crosslinkable group equivalent can be determined by
  • the polymer solid content refers to a component having a molecular weight exceeding 3000 in the total solid content contained in the composition for forming a photo-alignment film.
  • B 1 and B 2 each independently represent —O—, —CO—O—, —O—CO—O—, or a phenylene group.
  • R 1 and R 2 each independently represents a hydrogen atom or a methyl group.
  • Sp 1 and Sp 2 are each independently a single bond or a linear or branched alkylene group which may have a substituent, an alicyclic alkylene group which may have a substituent, and It represents a divalent linking group composed of one or more selected from the group consisting of an aromatic group which may have a substituent.
  • the alkylene group which may have the above-mentioned substituent and the alicyclic alkylene group which may have the above-mentioned substituent have an arbitrary carbon atom, an ether bond, an ester bond, an amide bond, a urethane bond, And may be substituted with a carbonate bond, but it does not become an —O—O— bond at the connection portion with B 1 and B 2 .
  • P 2 represents a thermally crosslinkable group.
  • Cin 1 represents a photo-alignment group represented by the following formula (3-1) or (3-2).
  • the linear or branched alkylene group preferably has 1 to 12 carbon atoms, more preferably 1 to 8 carbon atoms. 1-6 are more preferable.
  • the carbon number of the alicyclic alkylene group is preferably 1-12.
  • the aromatic ring constituting the aromatic group include aromatic hydrocarbon rings such as benzene ring, naphthalene ring, anthracene ring, and phenanthroline ring; furan ring, pyrrole ring, thiophene ring, pyridine ring, Aromatic heterocyclic rings such as thiazole ring and benzothiazole ring; and the like.
  • Examples of the substituent that the linear or branched alkylene group, the alicyclic alkylene group, and the aromatic group may have include, for example, Y in the above-described formula (Ar-1).
  • 1 is an aromatic heterocyclic group of aromatic hydrocarbon group and having 3 to 12 carbon atoms of 6 to 12 carbon atoms include the same substituent which may have indicated.
  • the divalent linking group represented by Sp 1 and Sp 2 is preferably a linear or branched alkylene group.
  • examples of the substituent represented by R 3 include an aromatic group having 6 to 12 carbon atoms represented by Y 1 in the formula (Ar-1) described above. Examples thereof include the same substituents that the hydrocarbon group and the aromatic heterocyclic group having 3 to 12 carbon atoms may have.
  • the photo-alignment film in the optical film of the present invention is formed of a composition for forming a photo-alignment film containing such a photo-alignment copolymer, even if it is disposed on a polymer support with a thin film thickness,
  • the alignment regulating power for the liquid crystal compound can be sufficiently exhibited.
  • the optically anisotropic film formed on the photo-alignment film using the polymerizable liquid crystal composition exhibits a uniform alignment state in which disorder of alignment is suppressed. The reason for this is not clear in detail, but the present inventors speculate as follows.
  • a photo-alignment film is provided on a polymer support, and then a polymerizable liquid crystal composition is applied onto the photo-alignment film.
  • the solvent contained in the coating film of the polymerizable liquid crystal composition permeates the photo-alignment film and extracts the hydrophobic low molecular weight component derived from the polymer support to the coating film side.
  • the liquid crystal compound constituting the polymerizable liquid crystal composition has a high load average CLOGP value, and therefore has a high affinity with the hydrophobic component. A relatively large amount can be extracted.
  • the optically anisotropic film obtained by curing the coating film is visible because the interaction between liquid crystal molecules is disturbed. It is presumed that the liquid crystal molecules are affected by the fact that the reverse wavelength dispersibility is lowered by generating random alignment defects and / or partially randomizing the refractive index anisotropy of the liquid crystal molecules. On the other hand, it can be inferred that the above-described photo-alignment film inhibited the extraction of the hydrophobic low molecular weight component derived from the polymer support into the coating film, so that a good alignment state was obtained.
  • the heat-crosslinkable group equivalent of the photo-alignable copolymer is 500 or less (that is, when the content of the heat-crosslinkable group contained per 1 g of the composition is large), the content of the heat-crosslinkable group is sufficient. Yes, the above-described extraction inhibition effect can be sufficiently exerted.
  • the photocrosslinkable copolymer has a heat crosslinkable group equivalent of 340 or more (that is, when the content of the heat crosslinkable group contained per 1 g of the composition is small)
  • the photoalignable group is a photoalignment film. A large proportion of the surface occupies the surface, and the photo-alignment film can exert a high alignment regulating force by being imparted with an appropriate degree of mobility.
  • the thermally crosslinkable group equivalent is in the range of 340 to 500, it is estimated that these two effects can be achieved. Although details are unknown, it is presumed that the structure of the photo-alignment copolymer contributes to the extraction inhibition effect.
  • the thermally crosslinkable group includes, for example, an oxirane group, oxetanyl group, 3,4-epoxycyclohexyl group, amide group, N-alkoxymethyl group, N-hydroxymethyl group, phenolic hydroxyl group, carboxyl group, And a hydroxyl group.
  • the oxirane group, the oxetanyl group, and the 3,4-epoxycyclohexyl group can be chain-polymerized under cationic polymerization conditions, and are referred to as chain-polymerizable in this specification.
  • the photo-alignment copolymer has other repeating units in addition to the repeating unit represented by the above formula (A) and the repeating unit represented by the above formula (B) unless the effects of the present invention are inhibited. May be included.
  • Examples of such a monomer that forms another repeating unit include a radical polymerizable monomer.
  • Examples of the radical polymerizable monomer include acrylic acid ester compounds, methacrylic acid ester compounds, maleimide compounds, acrylamide compounds, acrylonitrile, maleic anhydride, styrene compounds, and vinyl compounds.
  • the photo-alignment copolymer contains a repeating unit other than the repeating unit represented by the above-described formula (A) and the repeating unit represented by the above-described formula (B), the above-described formula (A)
  • the total content of the repeating unit represented by formula (B) and the repeating unit represented by the above-described formula (B) is preferably 70 mol% or more, more than 80 mol%, based on all repeating units of the photoalignable copolymer. Is more preferable, 90 mol% or more is further preferable, and 95 mol% or more is particularly preferable.
  • the upper limit is not particularly limited, but may be less than 100 mol%.
  • the method for synthesizing the photo-alignment copolymer is not particularly limited, and examples thereof include a monomer that forms the repeating unit represented by the above-described formula (A), and a monomer that forms the repeating unit represented by the above-described formula (B). , And any other monomer that forms a repeating unit, and can be synthesized by polymerization using a radical polymerization initiator in an organic solvent.
  • the weight average molecular weight (Mw) of the photo-alignment copolymer is preferably 10,000 to 500,000, more preferably 25,000 to 200,000, and more preferably 25,000 or more, 50, More preferably, it is less than 000.
  • the weight average molecular weight and the number average molecular weight in the present invention are values measured by a gel permeation chromatograph (GPC) method under the following conditions.
  • GPC gel permeation chromatograph
  • the content of the photo-alignment copolymer is not particularly limited. However, when the composition for forming a photo-alignment film contains an organic solvent described later, the content of the photo-alignment film is 0.
  • the amount is preferably 1 to 50 parts by mass, and more preferably 0.5 to 10 parts by mass.
  • the composition for forming a photo-alignment film used in the present invention preferably contains an organic solvent from the viewpoint of workability for producing the photo-alignment film.
  • organic solvent include ketones (for example, methyl ethyl ketone, acetone, 2-butanone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone), ethers (for example, dioxane, tetrahydrofuran, and the like), Aliphatic hydrocarbons (for example, hexane, etc.), alicyclic hydrocarbons (for example, cyclohexane, etc.), aromatic hydrocarbons (for example, toluene, xylene, trimethylbenzene, etc.), halogenated carbons (for example, Dichloromethane, dichloroethane, dichlorobenzene, and chlorotoluene), esters (eg, methyl acetate, ethyl
  • the composition for forming a photo-alignment film may contain components other than those described above, for example, a polymer compound, a crosslinking agent or a crosslinking reaction initiator, a polymer crosslinking catalyst, an adhesion improver, a leveling agent, and a sensitization. Agents and the like. These compounds may further have a functional group capable of reacting with the above-described photoalignable copolymer.
  • the composition for forming a photoalignment film preferably further contains a thermal polymerization initiator (preferably a thermal cationic polymerization initiator) as a thermal crosslinking reaction initiator.
  • the film-forming composition preferably further contains a crosslinking agent and a crosslinking catalyst.
  • the optical film of the present invention includes a polymer support.
  • the polymer support is preferably elongate for application to a roll-to-roll process.
  • Such a support is preferably transparent, and specifically has a light transmittance of 80% or more.
  • the upper limit value of the light transmittance is, for example, 100% or less.
  • the configuration of the polymer support is not particularly limited, but may be a configuration composed of a single polymer film, for example, or a polymer film and a surface modified layer (for example, easy adhesion) disposed on the polymer film. Layer).
  • Materials for such a polymer film include: cellulose polymers; acrylic polymers such as polymethyl methacrylate and acrylic polymers having an acrylate polymer such as a lactone ring-containing polymer; thermoplastic norbornene polymers; polycarbonate Polymers: Polyester polymers such as polyethylene terephthalate and polyethylene naphthalate; Styrene polymers such as polystyrene and acrylonitrile / styrene copolymers (AS resin); Polyolefins such as polyethylene, polypropylene, and ethylene / propylene copolymers Polymers; vinyl chloride polymers; amide polymers such as nylon and aromatic polyamide; imide polymers; sulfone polymers; polyethersulfone polymers; -Ether ether ketone polymer; polyphenylene sulfide polymer; vinylidene chloride polymer; vinyl alcohol polymer; vinyl butyral polymer; arylate polymer; polyoxymethylene polymer; epoxy poly
  • the polymer support is capable of controlling transparency, adhesion to other members, and birefringence from zero to any direction / size.
  • a cellulose polymer, an acrylic polymer, or a thermoplastic norbornene polymer is preferable. That is, the polymer support is preferably a film made of a cellulose polymer, a film made of an acrylic polymer, or a film made of a thermoplastic norbornene polymer. Among them, a cellulose acylate film is more preferable as the polymer support.
  • a film made of a cellulose-based polymer because it is excellent in film strength and easily available, Or a polyethylene terephthalate film is preferable.
  • the thickness of the polymer support is not particularly limited, but is preferably 5 to 60 ⁇ m, and more preferably 5 to 30 ⁇ m.
  • Cellulose acylate film As a preferred embodiment of the polymer support, a cellulose acylate film can be used. Cellulose acylate is obtained by acylating a hydroxyl group of cellulose, and the substituent can be any acetyl group having 2 carbon atoms in the acyl group to those having 22 carbon atoms.
  • the acyl group having 2 to 22 carbon atoms substituted for the hydroxyl group of cellulose is not particularly limited, and may be an aliphatic group or an aromatic group, and may be a single group or a mixture of two or more types.
  • Examples of cellulose acylate substituted with these groups include cellulose alkylcarbonyl ester, cellulose alkenylcarbonyl ester, cellulose aromatic carbonyl ester, cellulose aromatic alkylcarbonyl ester, and the like. It may have a group.
  • the acyl group include acetyl group, propionyl group, butanoyl group, benzoyl group, naphthylcarbonyl group, and cinnamoyl group.
  • an acetyl group, a propionyl group, a butanoyl group, a benzoyl group, a naphthylcarbonyl group, or a cinnamoyl group is preferable, and an acetyl group, a propionyl group, or a butanoyl group is more preferable.
  • an acetyl group or a propionyl group is more preferable, and an acetyl group is particularly preferable from the viewpoints of ease of synthesis, cost, and ease of control of substituent distribution.
  • the combination of an acetyl group and a propionyl group is preferable.
  • the acyl substitution degree to the hydroxyl group of cellulose is not particularly limited, but when used for applications such as a polarizing plate protective film and an optical film, the higher the acyl substitution degree, the better the various additives It is preferable because it dissolves. Therefore, the acyl substitution degree (total substitution degree) of the hydroxyl group of cellulose is preferably 2.50 to 3.00, more preferably 2.70 to 2.96, and 2.80 to 2 More preferred is .95. Further, when only the acetyl group is substituted in cellulose acylate, the degree of substitution of the acetyl group is preferably 2.70 to 2.96, and more preferably 2.80 to 2.95.
  • the degree of substitution of the propionyl group is preferably 0.20 to 2.60.
  • the method for measuring the degree of substitution (acyl substitution degree) of acetic acid and / or a fatty acid having 3 to 22 carbon atoms substituted on the hydroxyl group of cellulose is a method according to ASTM D-817-91, and An example is NMR (nuclear magnetic resonance).
  • cellulose acylate in the cellulose acylate film, can be used by mixing two or more kinds of cellulose acylates, which are single or different, from the viewpoint of substituent, substitution degree, polymerization degree, molecular weight distribution, and the like.
  • the cellulose acylate film may further contain an additive.
  • the additive include a plasticizer, a hydrophobizing agent, an ultraviolet absorber, and a retardation adjusting agent.
  • Specific examples of the additive include polyester oligomers, sugar ester compounds, and phosphate ester compounds.
  • a polyester oligomer or a sugar ester compound is preferable from the viewpoint of excellent wet heat durability.
  • the polyester oligomer has a repeating unit composed of a dicarboxylic acid and a diol, and can be synthesized by a known method such as a dehydration condensation reaction of a dicarboxylic acid and a diol, or an addition of a dicarboxylic anhydride to a diol and a dehydration condensation reaction. .
  • dicarboxylic acid aliphatic dicarboxylic acid and aromatic dicarboxylic acid can be used.
  • aliphatic dicarboxylic acid include oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, and 1,4-cyclohexanedicarboxylic acid.
  • aromatic dicarboxylic acid include phthalic acid, isophthalic acid, terephthalic acid, and 1,4-naphthalenedicarboxylic acid.
  • diol examples include aliphatic or alicyclic diols having 2 to 12 carbon atoms, alkyl ether diols having 4 to 20 carbon atoms, and aromatic ring-containing diols having 6 to 20 carbon atoms. Two or more selected may be used in combination.
  • the aromatic diol preferably has 6 to 12 carbon atoms.
  • the terminal is an aliphatic group having 1 to 22 carbon atoms, an aromatic ring-containing group having 6 to 20 carbon atoms, an aliphatic carbonyl group having 1 to 22 carbon atoms, and an aromatic carbonyl group having 6 to 20 carbon atoms. It is preferably at least one selected from
  • the polyester oligomer When both ends are sealed, the polyester oligomer is less likely to be in a solid form at room temperature, and handling is good. As a result, a polymer film excellent in humidity stability and polarizing plate durability can be obtained.
  • the content of the polyester oligomer as an additive is preferably 1 to 30% by mass with respect to the cellulose acylate, and preferably 5 to 20% by mass. More preferred is 5 to 15% by mass.
  • the sugar ester compound is a compound in which at least one substitutable group (for example, a hydroxyl group and a carboxyl group) in the sugar skeleton structure constituting the compound and at least one substituent are ester-bonded.
  • the sugar ester compound referred to here includes a wide range of sugar derivatives, for example, a compound containing a sugar residue such as gluconic acid as a structure. That is, the sugar ester compound includes an ester of glucose and carboxylic acid and an ester of gluconic acid and alcohol.
  • the sugar ester compound is a sugar ester compound obtained by alkylating all or part of the OH groups of the compound (M) having one furanose structure or one pyranose structure, or at least one of a furanose structure or a pyranose structure.
  • a sugar ester compound in which all or a part of the OH group of the compound (D) in which two species are bonded is alkylesterified is preferable.
  • it is a sugar ester compound that is a monocycle of a furanose structure or a pyranose structure, and in which all or part of the hydroxyl groups of the structure are alkyl esterified, and a sugar in which all or part of the hydroxyl groups of the glucose structure are alkyl esterified More preferably, it is an ester compound.
  • Examples of the compound (M) include glucose, galactose, mannose, fructose, xylose, and arabinose. Glucose or fructose is preferable, and glucose is more preferable.
  • Examples of the compound (D) include lactose, sucrose, nystose, 1F-fructosyl nystose, stachyose, maltitol, lactitol, lactulose, cellobiose, maltose, cellotriose, maltotriose, raffinose, and kestose.
  • gentiobiose gentiotriose, gentiotetraose, xylotriose, galactosyl sucrose, etc.
  • compounds having both a furanose structure and a pyranose structure are particularly preferable, sucrose, kestose, nystose, 1F-fructosyl nystose, or stachyose is more preferable, and sucrose is more preferable.
  • an aliphatic monocarboxylic acid examples include acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, 2-ethyl-hexanecarboxylic acid, undecylic acid, lauric acid , Saturated fatty acids such as tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, heptadecylic acid, stearic acid, nonadecanoic acid, arachidic acid, behenic acid, lignoceric acid, serotic acid, heptacosanoic acid, montanic acid, melicic acid, and laccelic acid Unsaturated fatty acids such as unde
  • the aliphatic monocarboxylic acid used to alkylate all or part of the OH group may be two or more aliphatic monocarboxylic acids, at least one of which is branched. Of these, an aliphatic monocarboxylic acid is more preferable. Among them, isobutyric acid is more preferable as the branched aliphatic monocarboxylic acid.
  • the above embodiment will be described more specifically. Specifically, it is preferable to esterify all or part of the OH group with acetic acid and isobutyric acid.
  • the substituent in the sugar ester compound is preferably an acetyl group and an isobutyryl group.
  • a method for producing an aliphatic sugar ester compound substituted with an aliphatic monocarboxylic acid is described, for example, in JP-A-8-245678.
  • the content of the above additives (the total content when a plurality of additives are included) is preferably 5 to 20% by mass with respect to the cellulose acylate.
  • the compound of following General formula (4) may be added to the cellulose acylate film to be used from a viewpoint of suppressing the wet heat deterioration of a polarizer. it can.
  • each of R 11 , R 13 and R 15 is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or an alkyl group having 2 to 20 carbon atoms.
  • An alkenyl group, an aralkyl group having 1 to 20 carbon atoms, or an aromatic group having 6 to 20 carbon atoms is represented.
  • the content of JP 2013-174861 A (compounds described in paragraph numbers 0090 to 0122 of the same publication can be used) can be referred to.
  • the cellulose acylate film contains the compound represented by the general formula (4)
  • the content of the compound represented by the general formula (4) is 1 to 20% by mass with respect to the cellulose acylate polymer. It is preferable.
  • the cellulose acylate film preferably contains fine particles as a matting agent.
  • fine particles silicon dioxide, titanium dioxide, aluminum oxide, zirconium oxide, calcium carbonate, talc, clay, calcined kaolin, calcined calcium silicate, hydrated calcium silicate, aluminum silicate, magnesium silicate, calcium phosphate, etc. can be used. .
  • the fine particles preferably have a primary average particle diameter of 20 nm or less and an apparent specific gravity of 70 g / liter or more. These fine particles usually form secondary particles having an average particle diameter of 0.1 to 3.0 ⁇ m and form irregularities of 0.1 to 3.0 ⁇ m on the film surface.
  • the fine particles may be added so that both surfaces of the cellulose acylate film are provided with irregularities.
  • the cellulose acylate film is required to make the surface of the photo-alignment film flat. It is preferable to add so that unevenness is provided only on the surface opposite to the side where the photo-alignment film is provided.
  • polyethylene terephthalate film refers to a film containing polyethylene terephthalate as a main component.
  • Polyethylene terephthalate is a polyester having a repeating unit derived from terephthalic acid as a dicarboxylic acid component and a repeating unit derived from ethylene glycol as a diol component, and 80 mol% or more of all repeating units are converted to ethylene terephthalate. It is a repeating unit derived from it, and may further contain a repeating unit derived from another copolymerization component, if necessary.
  • any production method such as a so-called transesterification reaction in which a dimethyl ester of another dicarboxylic acid and / or another diol is transesterified can be applied.
  • the polyethylene terephthalate film may have a surface modification layer on the surface for the purpose of effectively forming various functional layers.
  • a surface modification layer those coated with various binder resins can be used.
  • the binder resin include a polyester resin, an acrylic resin, a urethane resin, a polyalkylene glycol, a polyalkyleneimine, methylcellulose, and hydroxycellulose.
  • a polyester resin, an acrylic resin, or a urethane resin is preferable.
  • crosslinking agents such as melamine compounds, epoxy compounds, oxazoline compounds, isocyanate compounds, and carbodiimide compounds can be used in combination as necessary.
  • the surface modification layer can be provided by various known methods. For example, in the case of providing by in-line coating, a coating solution prepared by adjusting the above-described components such as the binder resin and the crosslinking agent as an aqueous solution or an aqueous dispersion with a solid content concentration of about 0.1 to 50% by mass as a guide is applied to the polyethylene terephthalate film. By applying, a film provided with a surface modification layer can be obtained.
  • the thickness of the surface modification layer is usually 0.002 to 1.0 ⁇ m, preferably 0.03 to 0.5 ⁇ m, and more preferably 0.04 to 0.2 ⁇ m. Within the above range, it is possible to suppress occurrence of blocking and increase in haze while exhibiting a sufficient surface modification function.
  • the optical film of the present invention may further contain other functional layers in addition to the above-described optically anisotropic film, photoalignment film, and polymer support.
  • the functional layer include an adhesive layer, a hard coat layer, an optically anisotropic film other than those described above, and a colored layer.
  • the method for providing the functional layer include a method in which the functional layer is separately prepared and transferred via an adhesive layer, and a method in which the functional layer is separately provided on a support and bonded together with the support.
  • the surface of the optical anisotropic film constituting the optical film of the present invention opposite to the photo-alignment film, or the polymer support constituting the optical film of the present invention is used as another method of providing the functional layer. There is a method in which a coating liquid for forming the functional layer is directly applied on the surface opposite to the photo-alignment film.
  • the optical anisotropic film may be provided so as to be peelable.
  • the optically anisotropic film when it is detachably provided, it may be peeled off at the interface between the photoalignment film and the optically anisotropic film (in other words, the optically anisotropic film is It may be provided so as to be peelable) or may be peeled off at the interface between the photo-alignment film and the polymer support (in other words, the photo-alignment film is peelable from the polymer support). May be provided).
  • the photo-alignment film can be produced by a conventionally known production method except that the above-described composition for forming a photo-alignment film is used.
  • the above-mentioned composition for forming a photo-alignment film is applied to the surface of a polymer support to form a coating film, and the coating film is thermally crosslinked by heating. Examples include a heating step and a light irradiation step of irradiating polarized light to the heated coating film or irradiating non-polarized light from the oblique direction to the surface of the heated coating film.
  • the said manufacturing method may include the heating process further after the light irradiation process as needed.
  • the application method in the application step is not particularly limited and can be appropriately selected depending on the purpose. Examples thereof include spin coating, die coating, gravure coating, flexographic printing, and inkjet printing.
  • coating is performed using the die
  • the heating method in the heating step is not particularly limited, and the coated polymer support obtained through the coating step may be heated by a known method.
  • a heating method for example, a method of heating a polymer support with a coating by exposing it to a heating atmosphere, or a method of heating a polymer support with a coating by bringing it into contact with a transport roll or the like through which a heat medium is passed And the method of heating the polymer support body with a coating film by irradiating with a heat ray is mentioned.
  • the heating temperature is preferably 30 to 200 ° C.
  • the adhesion between the polymer support and the photo-alignment film is strengthened, and it is derived from the polymer support.
  • Control of the extraction of the hydrophobic low molecular weight component to be performed can improve the orientation control of the optically anisotropic film.
  • the polymer support with a coating film is heated by the heating device 33.
  • the polarized light applied to the coating film after heating is not particularly limited, and examples thereof include linearly polarized light, circularly polarized light, and elliptically polarized light. Among these, linearly polarized light is preferable.
  • the “oblique direction” for irradiating non-polarized light is not particularly limited as long as it is a direction inclined by a polar angle ⁇ (0 ⁇ ⁇ 90 °) with respect to the normal direction of the coating film surface. However, ⁇ is preferably 20 to 80 °.
  • the wavelength in polarized light or non-polarized light is not particularly limited as long as it is a wavelength capable of controlling the orientation of the liquid crystalline molecules contained in the coating film after heating. Can be mentioned. Of these, near ultraviolet rays having a wavelength of 250 nm to 450 nm are preferable.
  • the light source for irradiating polarized light or non-polarized light include a xenon lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, and a metal halide lamp.
  • an interference filter, a color filter, or the like to ultraviolet rays and visible rays from such a light source, the wavelength range to be irradiated can be adjusted as appropriate.
  • linearly polarized light can be obtained by applying a polarizing filter and a polarizing prism to the light from these light sources.
  • the accumulated light quantity of polarized light or non-polarized light is not particularly limited as long as it is a wavelength capable of controlling the orientation of liquid crystalline molecules contained in the coating film after heating, but is preferably 1 to 300 mJ / cm 2 , and preferably 5 to 100 mJ / cm 2 is more preferable.
  • the illuminance of polarized light or non-polarized light is not particularly limited as long as it is a wavelength capable of controlling the orientation of liquid crystalline molecules contained in the coating film after heating, but is preferably 0.1 to 300 mW / cm 2. More preferably, it is ⁇ 100 mW / cm 2 .
  • the polymer support body 1 when performing light irradiation with respect to the said coating film after a heating, is a point which does not produce the nonuniformity and variation in the orientation of the liquid crystal molecule contained in a coating film. It is preferable to provide a backup roll 38 for preventing the camera from swinging with respect to the light source.
  • optically anisotropic film examples include a method in which the above-described polymerizable liquid crystal composition is used to obtain a desired alignment state and then fixed by polymerization.
  • a coating step of coating a polymerizable liquid crystal composition on a photo-alignment film to form a coating film, and a liquid crystal molecule such as a specific polymerizable liquid crystal compound contained in the coating film with a desired alignment state The alignment aging step and the alignment fixing step for fixing the alignment state by polymerization are performed in this order, and various known methods can be applied as the coating method and the alignment aging method.
  • the polymerization conditions are not particularly limited, but in polymerization by light irradiation, it is preferable to use ultraviolet rays.
  • the irradiation amount is preferably 10 mJ / cm 2 to 50 J / cm 2 , more preferably 20 mJ / cm 2 to 5 J / cm 2 , and still more preferably 30 mJ / cm 2 to 3 J / cm 2. 50 to 1000 mJ / cm 2 is particularly preferable.
  • heating conditions As the exposure method, various known methods can be used.
  • the coating process of the polymerizable liquid crystal composition is performed by the die 35
  • the alignment aging process is performed by the heating device 36
  • the alignment fixing process is performed by the exposure process using the light source 37.
  • the produced optical film can be wound as a wound body (roll) 39.
  • the optical film of the present invention can impart various optical properties depending on the purpose.
  • the optically anisotropic film can be a positive A plate.
  • the A plate is defined as follows.
  • the refractive index in the slow axis direction (direction in which the in-plane refractive index is maximum) in the optically anisotropic film is nx
  • the refractive index in the direction orthogonal to the in-plane slow axis is ny
  • the thickness When the refractive index in the direction is nz, the positive A plate satisfies the relationship of the formula (A1).
  • Formula (A1) nx> ny ⁇ nz The above “ ⁇ ” includes not only the case where both are completely the same, but also the case where both are substantially the same. “Substantially the same” means, for example, that (ny ⁇ nz) ⁇ d (where d is the film thickness) is ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm, “ny ⁇ nz”. And (nx ⁇ nz) ⁇ d is also included in “nx ⁇ nz” when ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm.
  • the positive A plate can be typically obtained by horizontal alignment (homogeneous alignment) of rod-like liquid crystal compounds.
  • the specific polymerizable liquid crystal compound described above is a rod-like liquid crystal compound, a positive A plate can be obtained by horizontal alignment on the photo-alignment film.
  • the optically anisotropic film constituting the optical film of the present invention can satisfy the following formula (3) or formula (4) by using the above-mentioned specific polymerizable liquid crystal compound. Furthermore, it is preferable that the following formula (5) is satisfied.
  • Re (450) represents the in-plane retardation of the optically anisotropic film at a wavelength of 450 nm
  • Re (550) represents the in-plane of the optically anisotropic film at a wavelength of 550 nm. Represents retardation.
  • the measurement wavelength is 550 nm.
  • Rth (450) represents retardation in the thickness direction at a wavelength of 450 nm of the optically anisotropic film
  • Rth (550) represents thickness direction of the optically anisotropic film in the thickness of 550 nm. Represents retardation.
  • Re (550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, and 130 to It is more preferably 150 nm, and particularly preferably 130 to 140 nm. Within this range, in correlation with satisfying the above-mentioned formula (3) or formula (5), it is possible to obtain an optically anisotropic film that provides polarization conversion for a quarter wavelength over a wide band in the visible light region. it can.
  • the polymer support can be of any optical property.
  • nx ⁇ ny ⁇ nz are to read the definition of optical anisotropy described above as a polymer support. That is, Re (550) can be ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm, and Rth (550) can be ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm.
  • Re (550) can be ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm
  • Rth (550) can be ⁇ 10 to 10 nm, preferably ⁇ 5 to 5 nm.
  • the polymer support can be a positive A plate, a negative A plate, a negative biaxial plate, a positive biaxial plate, a positive C plate, or a negative C plate.
  • the optical anisotropy of nx>nz> ny can be shown.
  • optical anisotropy film and the optical anisotropy of the polymer support can be appropriately designed according to the use of the optical film of the present invention as described later.
  • a polarizing plate can be formed by bonding the optical film of the present invention and a polarizer.
  • a polarizing plate is also formed by bonding the optical anisotropic film transferred from the optical film and a polarizer. can do.
  • An example of using such a polarizing plate is a circularly polarizing plate with a positive C plate 18 schematically shown in FIG. 2 (note that the pressure-sensitive adhesive layer is omitted in FIG. 2).
  • the polarizer is not particularly limited as long as it is a member having a function of converting light into specific linearly polarized light, and conventionally known absorption polarizers and reflection polarizers can be used.
  • the absorption polarizer include iodine-based polarizers, dye-based polarizers using dichroic dyes, and polyene-based polarizers.
  • Iodine polarizer and dye polarizer include coating polarizers and stretchable polarizers, both of which can be applied. Polarized light produced by adsorbing iodine or dichroic dye to polyvinyl alcohol and stretching. A child is preferred.
  • Patent No. 5048120, Patent No. 5143918, Patent No. 4691205, Patent No. 4751481 and Japanese Patent No. 4751486 can be cited, and known techniques relating to these polarizers can also be preferably used.
  • the reflective polarizer a polarizer in which thin films having different birefringence are laminated, a wire grid polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region and a quarter wavelength plate are combined, or the like is used. .
  • At least one selected from the group consisting of polyvinyl alcohol resins (polymers containing —CH 2 —CHOH— as a repeating unit, in particular, polyvinyl alcohol and ethylene-vinyl alcohol copolymers, in terms of better adhesion. are preferably included.
  • the thickness of the polarizer is not particularly limited, but is preferably 3 ⁇ m to 60 ⁇ m, more preferably 5 ⁇ m to 30 ⁇ m, and even more preferably 5 ⁇ m to 15 ⁇ m.
  • an adhesive layer may be disposed between the optically anisotropic film transferred from the optical film of the present invention and the polarizer.
  • the adhesive that can be used in the present invention include, but are not limited to, a polyvinyl alcohol-based adhesive.
  • the optical film of the present invention can be incorporated into an image display device by incorporating it as an optical film as it is, or by peeling off an optical anisotropic film and incorporating it.
  • the display elements used in these image display devices are not particularly limited.
  • a liquid crystal cell an organic electroluminescence (hereinafter abbreviated as “EL”) display panel, a plasma display panel, and a micro LED (light emitting diode) display.
  • EL organic electroluminescence
  • a panel etc. are mentioned.
  • it when applied to a liquid crystal cell, it can be used as an optical compensation film or a viewing angle compensation film.
  • the optically anisotropic film has a retardation of ⁇ / 4 wavelength, and its slow axis is a linear polarizer.
  • a circularly polarizing plate is formed by combining at 45 ° with the absorption axis, and arranged in the order of polarizer / (polymer support / photo-alignment film) / optical anisotropic film / display element (description of the adhesive layer, etc. is omitted). By doing so, it is possible to provide a function of preventing light reflected from outside the panel from reaching the observer.
  • SK-2057 manufactured by Soken Chemical Co., Ltd. was used as the adhesive unless otherwise specified.
  • a flask equipped with a condenser, a thermometer, and a stirrer was charged with 5 parts by mass of 2-butanone as a solvent, and refluxed by heating in a water bath while flowing 5 mL / min of nitrogen into the flask.
  • a solution prepared by mixing 1 part by mass with 5 parts by mass of 2-butanone as a solvent was added dropwise over 3 hours, and the mixture was further stirred for 3 hours while maintaining the reflux state.
  • the mixture was allowed to cool to room temperature and diluted by adding 30 parts by mass of 2-butanone to obtain a polymer solution of about 20% by mass.
  • the obtained polymer solution is poured into a large excess of methanol to precipitate the polymer, and the collected precipitate is filtered off, washed with a large amount of methanol, and then blown and dried at 50 ° C. for 12 hours, A polymer PA-1 having a thermally crosslinkable group and a photoalignable group was obtained.
  • the obtained polymer PA-1 had an epoxy equivalent of 396 and a weight average molecular weight of 28,000.
  • photo-alignment film P-1 (Preparation of photo-alignment film P-1) The following photo-alignment is performed on an additive-containing polymer support (specifically, an additive-containing cellulose acylate film) produced by the method described in paragraphs [0120] to [0122] of JP-A-2018-124528.
  • the film-forming composition PC-1 was continuously applied with a # 2.4 wire bar.
  • the support on which the coating film was formed was dried with warm air of 140 ° C. for 120 seconds, followed by irradiation with polarized ultraviolet rays (10 mJ / cm 2 , using an ultrahigh pressure mercury lamp), whereby the photo-alignment film P-1 Formed.
  • polyester compound B (specifically, 1,2-cyclohexanedicarboxylic acid and ethylene glycol described in Examples of JP-A-2015-227955 is used as an additive.
  • content of the said polyester compound B is 12 mass% with respect to a cellulose acylate polymer
  • content of the said compound F is 2 mass% with respect to a cellulose acylate polymer.
  • Photoalignment film forming composition PC-1 ⁇ Polymer PA-1 100.00 parts by mass Photopolymerization initiator (Sun-Aid SI-B3A, manufactured by Sanshin Chemical) 5.00 parts by mass Isopropyl alcohol 16.50 parts by mass Butyl acetate 1072.00 parts by mass Methyl ethyl ketone 268.00 parts by mass ⁇
  • Formation of optical film 1 The following polymerizable liquid crystal composition A-1 was coated on the photo-alignment film P-1 using a bar coater.
  • the coating film formed on the photo-alignment film P-1 was heated to 180 ° C. with warm air, then cooled to 120 ° C., and ultraviolet rays of 100 mJ / cm 2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere.
  • Re (550) of the optically anisotropic film A-1 was 144 nm, and it was a positive A plate showing optical anisotropy of nx> ny ⁇ nz.
  • Table 3 shows the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition A-1 shown below.
  • the polymerizable liquid crystal compound L-1, the polymerizable liquid crystal compound L-2, and the mesogenic compound A-1 correspond to the liquid crystal compounds.
  • TD80UL manufactured by FUJIFILM Corporation
  • a support was subjected to alkali saponification treatment. Specifically, the support was immersed in an aqueous 1.5 N sodium hydroxide solution at 55 ° C. for 2 minutes, and the taken-out support was washed in a water bath at room temperature and 0.1 N sulfuric acid at 30 ° C. Was neutralized. Thereafter, the obtained support was washed again in a room temperature water tub and further dried with hot air at 100 ° C.
  • a rolled polyvinyl alcohol film having a thickness of 80 ⁇ m was continuously stretched 5 times in an iodine aqueous solution, and the stretched film was dried to obtain a polarizer having a thickness of 20 ⁇ m.
  • the obtained polarizer and a support (TD80UL) subjected to alkali saponification treatment were bonded together to obtain a polarizing plate with the polarizer exposed on one side.
  • the positive alignment plate A-1 alone was transferred to the polarizing plate by peeling off the photo-alignment film and the polymer support of the optical film 1 from the polarizing plate. Subsequently, the surface of the positive C plate C-1 in the film C-1 is bonded to the surface of the transferred positive A plate A-1 using an adhesive, and the temporary support for forming the film C1 is peeled off. Thus, only the positive C plate C-1 was transferred onto the optically anisotropic film A-1, and the circularly polarizing plate 1 was produced.
  • the optically anisotropic film A-2 was formed by changing the polymerizable liquid crystal composition A-1 to the following polymerizable liquid crystal composition A-2 and adjusting the thickness so that Re (550) was 144 nm.
  • the optical film 2 was produced by the same method as in Example 1, and then the circularly polarizing plate 2 was produced.
  • the refractive index anisotropy of the optically anisotropic film A-2 was a positive A plate with nx> ny ⁇ nz.
  • Table 3 shows the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition A-2 below.
  • the polymerizable liquid crystal compound L-1, the polymerizable liquid crystal compound L-2, and the mesogenic compound A-1 correspond to the liquid crystal compounds.
  • the optically anisotropic film A-3 was formed by changing the polymerizable liquid crystal composition A-1 to the following polymerizable liquid crystal composition A-3 and adjusting the thickness so that Re (550) was 144 nm.
  • the optical film 3 was produced by the same method as in Example 1, and then the circularly polarizing plate 3 was produced.
  • the refractive index anisotropy of the optically anisotropic film A-3 was a positive A plate with nx> ny ⁇ nz.
  • Table 3 shows the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition A-3 shown below. In the polymerizable liquid crystal composition A-3, the polymerizable liquid crystal compound L-1 and the mesogenic compound A-1 correspond to the liquid crystal compounds.
  • the optically anisotropic film A-4 was formed by changing the polymerizable liquid crystal composition A-1 to the following polymerizable liquid crystal composition A-4 and adjusting the thickness so that Re (550) was 144 nm.
  • the optical film 4 was produced by the same method as in Example 1, and then the circularly polarizing plate 4 was produced.
  • the refractive index anisotropy of the optically anisotropic film A-4 was a positive A plate with nx> ny ⁇ nz.
  • Table 3 shows the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition A-4 below. In the polymerizable liquid crystal composition A-4, the polymerizable liquid crystal compound L-2 and the mesogenic compound A-1 correspond to the liquid crystal compounds.
  • Example 5 A positive A plate A-5 was prepared in the same manner as in Example 1 except that the polymerizable liquid crystal composition A-1 was changed to the following polymerizable composition A-5 and the thickness was adjusted, and circularly polarized light was prepared. A plate 5 was produced. Table 3 shows the load average of the CLogP values of the liquid crystal compounds contained in the polymerizable liquid crystal composition A-5 shown below. In the polymerizable liquid crystal composition A-5, the polymerizable liquid crystal compound L-3 corresponds to the liquid crystal compound.
  • Polymerizable liquid crystal composition A-5 The following polymerizable liquid crystal compound L-3 100.00 parts by mass The polymerization initiator S-1 (oxime type) 3.00 parts by mass The leveling agent (the compound T-1) 0.20 parts by mass Cyclopentanone 219.30 parts by mass ⁇
  • a positive A plate A-11 was produced in the same manner as in Example 1 except that the polymerizable liquid crystal composition A-1 was changed to the following polymerizable liquid crystal composition A-11 and the thickness was adjusted, and a circular A plate A-11 was prepared. A polarizing plate 11 was produced. Table 3 shows the load average of the CLogP values of the liquid crystal compounds included in the polymerizable liquid crystal composition A-11 shown below. In the polymerizable liquid crystal composition A-11, the polymerizable liquid crystal compound L-4, the polymerizable liquid crystal compound L-5, and the mesogenic compound A-2 correspond to the liquid crystal compounds.
  • Example 2 In place of the polymer PA-1 having a thermally crosslinkable group and a photoalignable group in Example 1, a composition PC-2 for forming a photoalignment film using a polymer PA-2 synthesized by the following method was used. Except for the above, the optical film 12 and the circularly polarizing plate 12 were produced in the same manner as in Example 1.
  • the obtained polymer solution is poured into a large excess of methanol to precipitate the polymer, and the collected precipitate is filtered off, washed with a large amount of methanol, and then blown and dried at 50 ° C. for 12 hours, A polymer PA-2 having a thermally crosslinkable group and a photoalignable group was obtained.
  • the obtained polymer PA-2 had an epoxy equivalent of 566 and a weight average molecular weight of 28,000.
  • Example 3 In place of the polymer PA-1 having a thermally crosslinkable group and a photoalignment group in Example 1, a composition PC-3 for forming a photoalignment film using a polymer PA-3 synthesized by the following method was used. Except for the above, an optical film 13 and a circularly polarizing plate 13 were produced in the same manner as in Example 1.
  • the obtained polymer solution is poured into a large excess of methanol to precipitate the polymer, and the collected precipitate is filtered off, washed with a large amount of methanol, and then blown and dried at 50 ° C. for 12 hours, A polymer PA-3 having a thermally crosslinkable group and a photoalignable group was obtained.
  • the obtained polymer PA-3 had an epoxy equivalent of 330 and a weight average molecular weight of 28,000.
  • Example 1 A photo-alignment film GP-1 was formed on the glass substrate in the same manner as in Example 1 except that a glass substrate was used instead of the polymer support and the thickness of the optically anisotropic film was adjusted so that Re (550) was 144 nm. A laminated body G1 in which the optically anisotropic film GA-1 was formed in this order was produced. Next, a circularly polarizing plate was produced in the same manner as in Example 1. The refractive index anisotropy of the optically anisotropic film GA-1 was a positive A plate with nx> ny ⁇ nz.
  • Example 6> Synthesis of polymer PA-4 having thermally crosslinkable group and photo-alignment group
  • polymer PA-1 of Example 1 instead of 5 parts by mass of monomer m-1 and 5 parts by mass of cyclomer M100, 6 parts by mass of monomer m-1 and 4 parts by mass of OXE-10 ( (3-Ethyloxetane-3-yl) methyl acrylate, manufactured by Osaka Organic Chemical Industry Co., Ltd.) was used to obtain a polymer PA-4.
  • OXE-10 (3-Ethyloxetane-3-yl) methyl acrylate, manufactured by Osaka Organic Chemical Industry Co., Ltd.
  • Example 7 (Synthesis of polymer PA-5 having thermally crosslinkable group and photo-alignable group) In the synthesis of the polymer PA-1 of Example 1, instead of 5 parts by mass of monomer m-1 and 5 parts by mass of cyclomer M100, 6 parts by mass of monomer m-1 and 4 parts by mass of glycidyl methacrylate (Tokyo) Polymer PA-5 was obtained using Kasei Kogyo Co., Ltd.
  • optical film 7 (Preparation of optical film 7)
  • an optical film 7 was produced by the same method except that the above-described photoalignment film-forming composition PC-5 was used instead of the photoalignment film-forming composition PC-1.
  • a circularly polarizing plate 7 was produced.
  • ⁇ Liquid crystal alignment evaluation> The prepared optical film was placed on a polarizing microscope and the polarizing plate was made cross Nicol, and then the angle of the optical film was adjusted and set to the extinction position. Microscopic observation was performed in this state, and 10 fields of a 500 ⁇ m ⁇ 500 ⁇ m region were observed while changing the location, and the average value of the number of bright spots observed therein was evaluated as an index of liquid crystal alignment.
  • the evaluation criteria were as follows. A: The number of bright spots observed in an area of 500 ⁇ m ⁇ 500 ⁇ m is less than 3 on average D: The number of bright spots observed in an area of 500 ⁇ m ⁇ 500 ⁇ m is 3 or more on average
  • a positive A plate with a pressure-sensitive adhesive was prepared by pasting a pressure-sensitive adhesive on the prepared positive A plate, and the ReA (550) after maintaining this in an environment of 85 ° C. and 85% for 500 hours was evaluated according to the following criteria. did.
  • C The ratio of ReA (550) after holding is 90% or more with respect to ReA (550) before holding at 85 ° C. and 85%.
  • the polarizing plates 12 and 13 produced in Comparative Examples 2 and 3 have a bright spot even during black display, and in the front reflection and the 45 ° direction squint reflection, the color is different from that of neutral black. It was something you could feel.
  • optically anisotropic film in the optical films of the examples exhibited reverse wavelength dispersion and excellent wet heat durability.
  • the optically anisotropic film is disposed on a polymer support containing a hydrophobic low molecular weight component, extraction of the hydrophobic low molecular weight component does not occur in Reference Example 1 (example using a glass support). Applicable)). That is, it is clear that the optical film of the present invention is suitable for a roll-to-roll process, and the optically anisotropic film exhibits excellent optical properties and wet heat durability.

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  • Chemical & Material Sciences (AREA)
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  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
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  • Mathematical Physics (AREA)
  • Manufacturing & Machinery (AREA)
  • Theoretical Computer Science (AREA)
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  • Liquid Crystal (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

La présente invention concerne un film optique qui comprend un film optiquement anisotrope qui a une excellente dispersion de longueur d'onde inverse, une excellente résistance à la chaleur humide et des défauts d'alignement réduits. L'invention concerne en outre : une plaque de polarisation qui utilise le film optique ; et un dispositif d'affichage d'image qui utilise le film optique ou la plaque de polarisation. Ce film optique comprend, dans l'ordre : un film optiquement anisotrope qui est formé à partir d'une composition de cristaux liquides polymérisable ; un film de photo-alignement; et un corps de support polymère. La composition de cristaux liquides polymérisable comprend des composés de cristaux liquides polymérisables qui ont une structure prescrite. La moyenne en poids des valeurs de CLogP Des composés de cristaux liquides inclus dans la composition de cristaux liquides polymérisable va de 10,0 à 20,0. Le film de photo-alignement est formé à partir d'une composition de formation de film de photo-alignement thermiquement réticulable. La composition de formation de film de photo-alignement comprend un copolymère pouvant être photo-aligné qui comprend un monomère de répétition photo-aligné qui a une structure prescrite et un monomère répétitif thermiquement réticulable qui a une structure prescrite. L'équivalent de groupe thermiquement réticulable du copolymère pouvant être photo-aligné va de 340 à 500.
PCT/JP2019/005084 2018-02-14 2019-02-13 Film optique, plaque de polarisation et dispositif d'affichage d'image WO2019159960A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020184463A1 (fr) * 2019-03-08 2020-09-17 日産化学株式会社 Agent d'alignement de cristaux liquides pour photo-alignement, matériau d'alignement et matériau de différence de phase

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015227947A (ja) * 2014-05-30 2015-12-17 富士フイルム株式会社 積層体およびその製造方法、偏光板、液晶表示装置、有機ｅｌ表示装置
WO2018174015A1 (fr) * 2017-03-23 2018-09-27 富士フイルム株式会社 Dispositif d'affichage électroluminescent organique, film à différence de phase et plaque de polarisation circulaire
WO2018216812A1 (fr) * 2017-05-26 2018-11-29 富士フイルム株式会社 Polymère de photo-alignement, composition de liant, couche de liant, stratifié optique, procédé de production de stratifié optique, et dispositif d'affichage d'image
WO2019017445A1 (fr) * 2017-07-19 2019-01-24 富士フイルム株式会社 Composé de cristaux liquides polymérisable, composition de cristaux liquides polymérisable, membrane optiquement anisotrope, film optique, plaque de polarisation, et dispositif d'affichage d'image
WO2019017444A1 (fr) * 2017-07-19 2019-01-24 富士フイルム株式会社 Composé de cristaux liquides polymérisable, composition de cristaux liquides polymérisable, membrane optiquement anisotrope, film optique, plaque de polarisation, et dispositif d'affichage d'image

Family Cites Families (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0689084B1 (fr) 1994-06-24 2003-06-04 Rolic AG Composant optique comprenant des couches en monomères liquides cristallins réticulés et procédé de sa production
US6791649B1 (en) * 1999-09-28 2004-09-14 Fuji Photo Film Co., Ltd. Anti-reflection film, polarizing plate comprising the same, and image display device using the anti-reflection film or the polarizing plate
JP2005017574A (ja) * 2003-06-25 2005-01-20 Fuji Photo Film Co Ltd 光学補償シート、偏光板および液晶表示装置
DE102005031966B4 (de) * 2005-07-08 2011-10-27 Günter Grau Herstellung eines polarisationsempfindlichen Filters mit gezielter Ausdehnung und Orientierung für CCD- oder CMOS-Bildsensoren
US7763181B2 (en) * 2005-09-07 2010-07-27 Fujifilm Corporation Optical compensation film, method of producing the same, and polarizing plate and liquid crystal display device using the same
CN101379895A (zh) * 2006-02-08 2009-03-04 株式会社普利司通 显示器用光学滤波器的制造方法、显示器用光学滤波器、带有此滤波器的显示器和等离子显示器面板
JP5401032B2 (ja) 2006-12-15 2014-01-29 富士フイルム株式会社 光学異方性膜、輝度向上フィルム、位相差板および液晶表示装置
JP5391682B2 (ja) 2007-12-28 2014-01-15 住友化学株式会社 化合物、光学フィルム及び光学フィルムの製造方法
JP2010052273A (ja) 2008-08-28 2010-03-11 Jsr Corp 積層フィルムおよび積層フィルムの製造方法、ならびにそれを備える偏光板および液晶表示素子
JP5504601B2 (ja) 2008-10-15 2014-05-28 Ｄｉｃ株式会社 配向膜用組成物、配向膜の製造方法、及び光学異方体
KR101820966B1 (ko) * 2011-10-20 2018-01-23 삼성디스플레이 주식회사 액정표시장치, 배향막 및 이들을 제조하는 방법들
KR101397697B1 (ko) * 2011-12-01 2014-05-22 제일모직주식회사 광학 점착제, 이를 포함하는 광학 부재 및 이를 포함하는 화상 표시 장치
CN102702987B (zh) * 2012-03-21 2015-02-18 北京京东方光电科技有限公司 封框胶组合物、防止液晶污染方法、液晶面板及显示装置
CN107253935B (zh) 2012-07-09 2020-10-09 日本瑞翁株式会社 肼化合物、聚合性化合物的制备方法及将肼化合物作为聚合性化合物的制造原料使用的方法
CN104704404A (zh) * 2012-10-12 2015-06-10 富士胶片株式会社 光学膜、光学膜的制造方法、偏振片以及图像显示装置
CN105283783A (zh) * 2013-06-06 2016-01-27 富士胶片株式会社 光学片部件及使用该光学片部件的图像显示装置
JP6265559B2 (ja) * 2013-07-10 2018-01-24 富士フイルム株式会社 光学フィルム、それを用いた偏光板および液晶表示装置
JP6250324B2 (ja) * 2013-08-02 2017-12-20 大阪有機化学工業株式会社 光配向膜用組成物および新規重合体
KR101731148B1 (ko) * 2013-08-09 2017-04-27 스미또모 가가꾸 가부시키가이샤 광학 필름
CN105980917B (zh) * 2014-02-13 2019-08-23 大日本印刷株式会社 具有光取向性的热固化性组合物、取向层、带有取向层的基板、相位差板及装置
JP6363566B2 (ja) 2014-10-21 2018-07-25 富士フイルム株式会社 光学異方性層とその製造方法、積層体、偏光板、表示装置、液晶化合物とその製造方法、カルボン酸化合物
US10059877B2 (en) * 2014-10-21 2018-08-28 Fujifilm Corporation Optically anisotropic layer, method for producing the optically anisotropic layer, a laminate, polarizing plate, display device, liquid crystal compound, method for producing the liquid crystal compound, and carboxylic acid compound
WO2016143860A1 (fr) * 2015-03-11 2016-09-15 日産化学工業株式会社 Composition permettant de former un film durci, matériau d'alignement et matériau à différence de phase
JP6648462B2 (ja) * 2015-09-30 2020-02-14 大日本印刷株式会社 光配向性を有する熱硬化性組成物、配向層、配向層付基板及びその製造方法、並びに、位相差板及びその製造方法
EP3214154B1 (fr) * 2016-03-01 2019-06-26 Merck Patent GmbH Milieux cristaux liquides et élément de modulation de lumière
JP6191754B1 (ja) * 2016-11-22 2017-09-06 日本ゼオン株式会社 重合性化合物、混合物、重合性液晶組成物、高分子、光学フィルム、光学異方体、偏光板、表示装置および反射防止フィルム

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015227947A (ja) * 2014-05-30 2015-12-17 富士フイルム株式会社 積層体およびその製造方法、偏光板、液晶表示装置、有機ｅｌ表示装置
WO2018174015A1 (fr) * 2017-03-23 2018-09-27 富士フイルム株式会社 Dispositif d'affichage électroluminescent organique, film à différence de phase et plaque de polarisation circulaire
WO2018216812A1 (fr) * 2017-05-26 2018-11-29 富士フイルム株式会社 Polymère de photo-alignement, composition de liant, couche de liant, stratifié optique, procédé de production de stratifié optique, et dispositif d'affichage d'image
WO2019017445A1 (fr) * 2017-07-19 2019-01-24 富士フイルム株式会社 Composé de cristaux liquides polymérisable, composition de cristaux liquides polymérisable, membrane optiquement anisotrope, film optique, plaque de polarisation, et dispositif d'affichage d'image
WO2019017444A1 (fr) * 2017-07-19 2019-01-24 富士フイルム株式会社 Composé de cristaux liquides polymérisable, composition de cristaux liquides polymérisable, membrane optiquement anisotrope, film optique, plaque de polarisation, et dispositif d'affichage d'image

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020184463A1 (fr) * 2019-03-08 2020-09-17 日産化学株式会社 Agent d'alignement de cristaux liquides pour photo-alignement, matériau d'alignement et matériau de différence de phase
JPWO2020184463A1 (fr) * 2019-03-08 2020-09-17

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