WO2021090804A1 - Stratifié optique, plaque de polarisation et dispositif d'affichage d'image - Google Patents

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

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Publication number
WO2021090804A1
WO2021090804A1 PCT/JP2020/041054 JP2020041054W WO2021090804A1 WO 2021090804 A1 WO2021090804 A1 WO 2021090804A1 JP 2020041054 W JP2020041054 W JP 2020041054W WO 2021090804 A1 WO2021090804 A1 WO 2021090804A1
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group
carbon atoms
layer
optically anisotropic
liquid crystal
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PCT/JP2020/041054
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English (en)
Japanese (ja)
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晃治 飯島
義明 久門
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富士フイルム株式会社
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Priority to JP2021554938A priority Critical patent/JP7417623B2/ja
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • 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
    • 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
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • 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
    • H05B33/04—Sealing arrangements, e.g. against humidity
    • 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 laminate, a polarizing plate, and an image display device.
  • a polarizing plate having an optical laminate including an optically anisotropic layer and a polarizer has been used for a liquid crystal display device and organic electroluminescence (hereinafter, also abbreviated as "EL") for the purpose of optical compensation and antireflection. It is used for display devices and the like.
  • an optical laminate for example, a broadband ⁇ / 4 wave plate
  • a broadband ⁇ / 4 wave plate capable of giving the same effect to light rays of all wavelengths with respect to white light, which is a synthetic wave in which light rays in the visible light region are mixed.
  • Patent Documents 1 and 2 propose the use of an inverse wavelength-dispersible polymerizable liquid crystal compound as a polymerizable compound particularly used for forming an optically anisotropic layer. ..
  • the present inventors have studied an optical laminate having an optically anisotropic layer obtained by polymerizing a polymerizable liquid crystal composition containing the compounds (polymerizable liquid crystal compounds) described in Patent Documents 1 and 2.
  • the durability against ammonia which is a basic nucleating substance, is very weak.
  • the durability against ammonia is simply referred to as "durability". It is known that ammonia is generated from certain members and the like, and it is necessary to improve the durability.
  • the present inventors have changed from a type in which a film on which a touch sensor is formed externally attached to an organic EL element (out-cell type) to a type in which a touch sensor is directly formed on the organic EL element (out-cell type). It was clarified that the problem of durability of the optically anisotropic layer became apparent when the type was changed to the on-cell type.
  • An object of the present invention is to provide an optical laminate having excellent durability. Another object of the present invention is to provide a polarizing plate and an image display device.
  • the optically anisotropic layer is a layer formed by using a composition for forming an optically anisotropic layer containing a polymerizable liquid crystal compound exhibiting reverse wavelength dispersibility.
  • An optical laminate in which the barrier layer is a layer formed from a composition for forming a barrier layer containing a polyfunctional (meth) acrylamide monomer.
  • the barrier layer is formed from a composition containing a polyfunctional (meth) acrylamide compound having a (meth) acrylic equivalent of 100 or less.
  • the optically anisotropic layer is a ⁇ / 4 wave plate, and the angle formed by the slow axis of the optically anisotropic layer and the absorption axis of the polarizer is 45 ° ⁇ 10 ° (7).
  • Polarizing plate is 45 ° ⁇ 10 ° (7).
  • the polarizing plate is the polarizing plate according to (8).
  • the polarizing plate is provided so that the barrier layer side of the polarizing plate faces the image display panel side.
  • the image display panel is an organic electroluminescence panel including an organic electroluminescence element.
  • the present invention it is possible to provide an optical laminate having excellent durability. Further, according to the present invention, a polarizing plate and an image display device can be provided.
  • the present invention will be described in detail.
  • the description of the constituent elements described below may be based on typical embodiments of the present invention, but the present invention is not limited to such embodiments.
  • the numerical range represented by using "-" means a range including the numerical values before and after "-" as the lower limit value and the upper limit value.
  • a substance corresponding to each component may be used alone or in combination of two or more.
  • the content of the component means the total content of the substances used in combination unless otherwise specified.
  • the bonding direction of the divalent group (for example, -O-CO-) described is not particularly limited unless the bonding position is specified, and for example, the formula (for example, which will be described later) will be described.
  • D 1 in II) is -CO-O-, assuming that the position bonded to the G 1 side is * 1 and the position bonded to the Ar side is * 2, D 1 is * 1-. It may be CO-O- * 2 or * 1-O-CO- * 2.
  • (meth) acrylate is a general term for “acrylate” and “methacrylate”
  • (meth) acrylic is a general term for “acrylic” and “methacrylic”
  • (meth) acrylic is a general term for "(meth) acrylic”.
  • Acryloyl is a general term for "acryloyl” and “methacryloyl”.
  • “orthogonal” and “parallel” with respect to an angle mean a range of a strict angle of ⁇ 10 °, and “same” and “different” with respect to an angle have a difference of less than 5 °. It can be judged based on whether or not it is.
  • “visible light” means 380 to 780 nm.
  • the measurement wavelength is 550 nm.
  • slow phase axis means the direction in which the refractive index becomes maximum in the plane.
  • the slow axis of the optically anisotropic layer is intended to be the slow axis of the entire optically anisotropic layer.
  • Re ( ⁇ ) and “Rth ( ⁇ )” represent in-plane retardation at wavelength ⁇ and retardation in the thickness direction, respectively.
  • the values of in-plane retardation and retardation in the thickness direction refer to values measured using light of a measurement wavelength using AxoScan OPMF-1 (manufactured by Optoscience). Specifically, by inputting the average refractive index ((nx + ny + nz) / 3) and the film thickness (d ( ⁇ m)) in AxoScan OPMF-1.
  • Slow phase axial direction (°) Re ( ⁇ ) R0 ( ⁇ )
  • Rth ( ⁇ ) ((nx + ny) /2-nz) ⁇ d Is calculated.
  • R0 ( ⁇ ) is displayed as a numerical value calculated by AxoScan OPMF-1, it means Re ( ⁇ ).
  • the optical laminate of the present invention has an optically anisotropic layer and a barrier layer in this order.
  • the optically anisotropic layer is a layer formed from a composition for forming an optically anisotropic layer containing a polymerizable liquid crystal compound (hereinafter, also simply referred to as “specific liquid crystal compound”) exhibiting anti-wavelength dispersibility.
  • the barrier layer is a layer formed from a composition for forming a barrier layer containing a polyfunctional (meth) acrylamide monomer.
  • optical laminate of the present invention having a predetermined optically anisotropic layer and a predetermined barrier layer is excellent in durability (ammonia durability). This is not clear in detail, but the present inventors speculate as follows.
  • Polymerizable liquid crystal compounds exhibiting reverse wavelength dispersibility are susceptible to decomposition by nucleophiles such as water and ammonia, and this problem tends to become more prominent especially in the presence of ammonia, which is a basic compound.
  • nucleophiles such as water and ammonia
  • ammonia which is a basic compound.
  • the present inventors decompose the structure derived from the specific liquid crystal compound contained in the optically anisotropic layer. It has been found that it occurs abruptly, the fluctuation of the in-plane retardation value becomes large, and the inverse wavelength anisotropy decreases. The reason for this is presumed to be the following phenomenon.
  • the specific liquid crystal compound may have an electron attracting property.
  • the present invention by blocking the infiltration of ammonia into the optically anisotropic layer by a predetermined barrier layer, the decomposition reaction of the structure derived from the specific liquid crystal compound is suppressed, and the improvement effect is obtained. Conceivable.
  • FIG. 2 and FIG. 3 show a schematic cross-sectional view showing an example of the optical laminate of the present invention.
  • the optical laminate 10 shown in FIG. 1 is an optical laminate having a layer structure having a support 11, an alignment film 12, a positive A plate 13, and a barrier layer 14 in this order.
  • the optical laminate 20 shown in FIG. 2 is an optical laminate having a layer structure having a support 11, a positive C plate 15, and a barrier layer 14 in this order.
  • the optical laminate 30 shown in FIG. 3 has a layered optical laminate having a support 11, an alignment film 12, a positive A plate 13, a vertically oriented forward wavelength dispersive liquid crystal curing layer 16 and a barrier layer 14 in this order.
  • the body is an optical laminate having a layer structure having a support 11, an alignment film 12, a positive A plate 13, a vertically oriented forward wavelength dispersive liquid crystal curing layer 16 and a barrier layer 14 in this order.
  • FIG. 4 shows a schematic cross-sectional view showing an example of an embodiment of the polarizing plate of the present invention
  • FIG. 5 shows a schematic cross-sectional view showing an example of an embodiment of the image display device of the present invention
  • the polarizing plate 40 shown in FIG. 4 includes a polarizing element protective film 41, a polarizing element 42, a support 11, an alignment film 12, a positive A plate 13, a vertically oriented forward wavelength dispersive liquid crystal curing layer 16 and a barrier layer. It is a polarizing plate having a layer structure having 14 in this order.
  • polarizer protective film 41 includes a polarizer protective film 41, a polarizer 42, a support 11, an alignment film 12, a positive A plate 13, a vertically oriented forward wavelength dispersive liquid crystal curing layer 16, and a barrier layer.
  • An image display device having a layer structure having 14, a silicon nitride layer 53, a touch sensor 52, and an organic electroluminescence element 51 in this order.
  • the positive A plate corresponds to the optically anisotropic layer contained in the optical laminate of the present invention.
  • the positive C plate corresponds to the optically anisotropic layer contained in the optical laminate of the present invention.
  • an adhesive layer, an easy-adhesive layer, or the like may be included.
  • the optical laminate of the present invention includes at least an optically anisotropic layer and a barrier layer.
  • the barrier layer is formed from a composition for forming a barrier layer containing a polyfunctional (meth) acrylamide monomer.
  • the composition for forming a barrier layer may contain a polymerization initiator, other monomers, additives and the like, if necessary.
  • (meth) acrylamide monomers and polymers formed from them are used for various purposes due to their high hydrophilicity.
  • Highly hydrophobic resin materials for example, olefin-based polymers
  • olefin-based polymers have been considered suitable as barriers for highly polar molecules such as ammonia, but as a result of studies, the present inventors have made polyfunctional (meth) acrylamide. It has been found that by forming a barrier layer using a composition for forming a barrier layer containing a monomer, an optical laminate having an excellent barrier ability against highly polar molecules such as ammonia can be obtained.
  • the number of functional groups of the polyfunctional (meth) acrylamide monomer is preferably bifunctional or higher, more preferably trifunctional or higher, and even more preferably 3 to 4 functional.
  • the polyfunctional (meth) acrylamide monomer is preferably a (meth) acrylate compound having a (meth) acrylic equivalent of 150 or less, and a (meth) acrylic equivalent, for the reason of better durability. More preferably, it is a (meth) acrylate compound having a value of 100 or less.
  • the lower limit of the (meth) acrylic equivalent is not particularly limited, but is often 80 or more.
  • the (meth) acrylic equivalent means the molecular weight per (meth) acryloyl group. That is, the (meth) acrylic equivalent is the molecular weight divided by the number of (meth) acryloyl groups.
  • the molecular weight of the polyfunctional (meth) acrylamide monomer is not particularly limited, but 1000 or less is preferable, and 600 or less is more preferable, because the effect of the present invention is more excellent.
  • the lower limit is not particularly limited, but is preferably 200 or more.
  • the polyfunctional (meth) acrylamide monomer can be obtained from, for example, a polyvalent amine compound (for example, diethylenetriamine, triethylenetetramine, etc.), polyethyleneimine, and the like, and (meth) acrylic acid. It can also be obtained as (meth) acrylamide obtained from various compounds containing a plurality of primary or secondary amino groups and (meth) acrylic acid. Specific examples of polyfunctional (meth) acrylamide monomers include N, N', N "-triacryloyl diethylenetriamine, N, N', N" -triacryloyl-3, 3'-diaminodipropylamine, N, N'.
  • the content of the polyfunctional (meth) acrylamide monomer in the barrier layer forming composition is not particularly limited, but is preferably 50% by mass or more, preferably 75% by mass or more, based on the solid content in the barrier layer forming composition. More preferably, 90% by mass or more is further preferable.
  • the upper limit of the content of the polyfunctional (meth) acrylamide monomer with respect to the solid content in the composition is not particularly limited, and may be 100% by mass.
  • other monomers may be added to the barrier layer forming composition.
  • the other monomer may be copolymerizable with the polyfunctional (meth) acrylamide monomer described above.
  • Other copolymerizable monomers include known (meth) acrylate compounds and monofunctional (meth) acrylamide monomers.
  • the composition for forming a barrier layer may contain a polymerization initiator.
  • a polymerization initiator when the barrier layer is hardened by light or heat, it is preferable to add a photopolymerization initiator or a thermal polymerization initiator. It is preferable to use a radical polymerization initiator as the polymerization initiator because the reaction between the monomers proceeds sufficiently and desired durability can be imparted.
  • a known radical polymerization initiator can be used.
  • the content of the polymerization initiator in the barrier layer forming composition is not particularly limited, but is preferably 0.1 to 15% by mass, preferably 0.3 to 5% by mass, based on the solid content in the barrier layer forming composition. 0% by mass is more preferable.
  • the composition for forming a barrier layer may contain a solvent.
  • the solvent include water and organic solvents.
  • the organic solvent include various solvents exemplified as organic solvents which may be contained in the polymerizable liquid crystal composition described later.
  • the solvent may be used alone or in combination of two or more.
  • the composition for forming a barrier layer may contain components other than those described above.
  • Other components include surfactants (including so-called leveling agents). By adding a surfactant, the occurrence of surface defects such as unevenness and repellent can be suppressed, and a high-quality optical laminate having an excellent appearance can be obtained.
  • the method for forming the barrier layer using the composition for forming the barrier layer is not particularly limited, but as a preferred embodiment, the composition for forming the barrier layer is applied onto a predetermined base material (for example, an optically anisotropic layer described later). Then, a coating film is formed, and the coating film is cured.
  • a predetermined base material for example, an optically anisotropic layer described later.
  • the above coating can be carried out by known methods (for example, wire bar coating method, extrusion coating method, direct gravure coating method, reverse gravure coating method, and die coating method).
  • Examples of the curing treatment for the coating film include known methods, and energy ray irradiation, light irradiation treatment or heat treatment is preferable, and light irradiation treatment is particularly preferable. It is preferable to use ultraviolet rays in the light irradiation treatment.
  • the conditions of the light irradiation treatment are not particularly limited, but 10 mJ / cm 2 to 50 J / cm 2 is preferable, and 20 mJ / cm 2 to 5 J / cm 2 is more preferable. Further, in order to promote the polymerization reaction, the light irradiation treatment may be carried out under heating conditions.
  • the film thickness of the barrier layer is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more.
  • the upper limit is not particularly limited, but is preferably 10 ⁇ m or less, and more preferably 8 ⁇ m or less, from the viewpoint of ensuring the flexibility of the optical laminate.
  • a composition for forming a barrier layer is applied onto a temporary support for transfer to form a coating film, and the coating film is cured, and then the transferred body (transferred body ()
  • a method of transferring a barrier layer formed on an optically anisotropic layer (described later) to remove a temporary support for transfer, for forming a barrier layer on a predetermined base material (support or temporary support for transfer).
  • Examples thereof include a method in which the composition is applied to form a coating film, the coating film is subjected to a curing treatment, and then the composition for forming an optically anisotropic layer, which will be described later, is applied and cured.
  • the optically anisotropic layer is a layer formed by using a composition for forming an optically anisotropic layer containing a specific liquid crystal compound (hereinafter, also referred to as “polymerizable liquid crystal composition”).
  • the specific liquid crystal compound is a polymerizable liquid crystal compound, and is a compound exhibiting "reverse wavelength dispersibility".
  • the compound exhibiting "reverse wavelength dispersibility" in the present specification refers to an in-plane retardation (Re) value at a specific wavelength (visible light range) of an optically anisotropic layer produced using the compound. When measured, the Re value becomes equal or higher as the measurement wavelength increases.
  • One of the preferred embodiments of the specific liquid crystal compound is a compound represented by the following formula (II).
  • R 1 , R 2 , R 3 and R 4 independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.
  • the plurality of R 1 , the plurality of R 2 , the plurality of R 3 and the plurality of R 4 may be the same or different from each other.
  • G 1 and G 2 are independently divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms, a group formed by linking a plurality of the alicyclic hydrocarbon groups, an aromatic hydrocarbon group, or an aromatic hydrocarbon group.
  • the group formed by linking a plurality of the alicyclic hydrocarbon groups means a group formed by connecting divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms in a single bond. Further, the group formed by linking the plurality of the aromatic hydrocarbon groups means a group formed by connecting the aromatic hydrocarbon groups with a single bond.
  • L 1 and L 2 each independently represent a monovalent organic group, and at least one of L 1 and L 2 represents a monovalent group having a polymerizable group.
  • Ar represents any aromatic ring selected from the group consisting of the groups represented by the formulas (Ar-1) to (Ar-7). In the following formulas (Ar-1) to (Ar-7), * represents the bonding position with D 1 or D 2.
  • Q 1 represents N or CH
  • Q 2 represents -S-, -O-, or -N (R 7 )-
  • R 7 is a hydrogen atom or Representing an alkyl group having 1 to 6 carbon atoms
  • Y 1 represents an aromatic hydrocarbon group having 6 to 12 carbon atoms or an aromatic heterocyclic group having 3 to 12 carbon atoms, which may have a substituent. Represent.
  • Examples of the alkyl group having 1 to 6 carbon atoms indicated by R 7 include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group and an n-pentyl group. Groups and n-hexyl groups can be mentioned.
  • Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms indicated by Y 1 include a phenyl group, a 2,6-diethylphenyl group, and an aryl group of a naphthyl group.
  • Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms indicated by Y 1 include a thienyl group, a thiazolyl group, a frill group, and a heteroaryl group of a pyridyl group.
  • examples of the substituent that Y 1 may have include an alkyl group, an alkoxy group, and a halogen atom.
  • the alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group).
  • alkyl groups having 1 to 4 carbon atoms are even more preferred, and methyl or ethyl groups are particularly preferred.
  • the alkyl group may be linear, branched, or cyclic.
  • 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.
  • the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and among them, a fluorine atom or a chlorine atom is preferable.
  • Z 1 , Z 2 and Z 3 are independently hydrogen atoms, monovalent aliphatic hydrocarbon groups having 1 to 20 carbon atoms, and carbons, respectively.
  • a monovalent alicyclic hydrocarbon group having a number of 3 to 20, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR 8 , -NR 9 R 10 , or , -SR 11 and R 8 to R 11 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and Z 1 and Z 2 may be bonded to each other to form an aromatic ring.
  • an alkyl group having 1 to 15 carbon atoms is preferable, an alkyl group having 1 to 8 carbon atoms is more preferable, and a methyl group, an ethyl group, an isopropyl group, and tert are preferable.
  • -Pentyl group (1,1-dimethylpropyl group), tert-butyl group, or 1,1-dimethyl-3,3-dimethyl-butyl group is more preferable, and methyl group, ethyl group, or tert-butyl group. Is particularly preferable.
  • Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclodecyl group, a methylcyclohexyl group, and the like.
  • Monocyclic saturated hydrocarbon groups such as ethylcyclohexyl 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 cyclodecadien; 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 [6.2.1.1 3,6 .
  • 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, and an aryl group having 6 to 12 carbon atoms (an aryl group having 6 to 12 carbon atoms). Especially phenyl group) is preferable.
  • halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and among them, a fluorine atom, a chlorine atom, or a bromine atom is preferable.
  • alkyl group having 1 to 6 carbon atoms represented by R 8 to R 11 include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. Examples thereof include an n-pentyl group and an n-hexyl group.
  • a 1 and A 2 are independently derived from -O-, -N (R 12 )-, -S-, and -CO-, respectively.
  • R 12 represents a hydrogen atom or substituent.
  • Examples of the substituent represented by R 12 include the same substituents that Y 1 in the above formula (Ar-1) may have.
  • X represents a non-metal atom of Groups 14 to 16 to which a hydrogen atom or a substituent may be bonded.
  • RC1 represents a hydrogen atom or a substituent. ] Can be mentioned.
  • substituents include an alkyl group, an alkoxy group, an alkyl substituted alkoxy group, a cyclic alkyl group, an aryl group (for example, a phenyl group, a naphthyl group, etc.), a cyano group, an amino group, a nitro group, and an alkyl group.
  • substituents include a carbonyl group, a sulfo group, and a hydroxyl group.
  • R 2a- , -CR 3a CR 4a- , -NR 5a- , or a divalent linking group consisting of a combination of two or more of these, and R 1a to R 5a are independent hydrogen atoms, respectively.
  • R 1b , R 2b and R 3b independently represent a hydrogen atom, a fluorine atom, or an alkyl
  • SP 1 and SP 2 are independently single-bonded, linear or branched alkylene groups having 1 to 12 carbon atoms, or 1 to 12 carbon atoms.
  • One or more of -CH 2- constituting the linear or branched alkylene group was replaced with -O-, -S-, -NH-, -N (Q)-, or -CO-.
  • It represents a divalent linking group and Q represents a substituent. Examples of the substituent include the same substituents that Y 1 in the above formula (Ar-1) may have.
  • examples of the linear or branched alkylene group having 1 to 12 carbon atoms include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, a hexylene group, a methylhexylene group, and the like.
  • a petitene group is preferred.
  • L 3 and L 4 each independently represent a monovalent organic group.
  • the monovalent organic group include an alkyl group, an aryl group, and a heteroaryl group.
  • the alkyl group may be linear, branched or cyclic, but linear is preferred.
  • the number of carbon atoms of the alkyl group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 10.
  • the aryl group may be monocyclic or polycyclic, but monocyclic is preferable.
  • 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 heteroaryl group preferably has 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms.
  • the alkyl group, the aryl group, and the heteroaryl group may be unsubstituted or have a substituent. Examples of the substituent include the same substituents that Y 1 in the above formula (Ar-1) may have.
  • Ax has at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocycle, and has 2 to 30 carbon atoms. Represents an organic group.
  • Ay is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring and aromatic. It represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of group heterocycles.
  • the aromatic rings in Ax and Ay may have a substituent, and Ax and Ay may be bonded to each other to form a ring.
  • Q 3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent.
  • Examples of Ax and Ay include those described in paragraphs [0039] to [0995] of Patent Document 1 (International Publication No. 2014/010325).
  • each substituent of the polymerizable liquid crystal compound represented by the above formula (II) refers to D 1 , D 2 , G 1 , G regarding the compound (A) described in JP2012-021068. 2 , L 1 , L 2 , R 4 , R 5 , R 6 , R 7 , X 1 , Y 1 , Q 1 , Q 2 respectively D 1 , D 2 , G 1 , G 2 , L 1 , L 2 , R 1 , R 2 , R 3 , R 4 , Q 1 , Y 1 , Z 1 , and Z 2 can be referred to, and are represented by the general formula (I) described in JP-A-2008-107767.
  • references to A 1 , A 2 , and X for compounds can be found for A 1 , A 2 , and X, respectively, and Ax for compounds represented by the general formula (I) in WO 2013/018526.
  • Ay the description with respect to Q 1 can refer Ax, Ay, for Q 3 respectively.
  • Z 3 can refer to the description for Q 1 relates to compounds (A) described in JP-A-2012-21068.
  • the organic group represented by L 1 and L 2 is preferably a group represented by -D 3- G 3- Sp-P 3, respectively.
  • D 3 is synonymous with D 1.
  • G 3 is a single bond, a divalent aromatic ring group or heterocyclic group having 6 to 12 carbon atoms, a group formed by linking a plurality of the aromatic ring groups or heterocyclic groups, and a divalent aromatic ring group having 5 to 8 carbon atoms. It represents an alicyclic hydrocarbon group or a group formed by linking a plurality of the alicyclic hydrocarbon groups, and the methylene group contained in the alicyclic hydrocarbon group is -O-, -S- or-.
  • R 7 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the group in which the plurality of aromatic ring groups or heterocyclic groups are linked means a group in which divalent aromatic ring groups or heterocyclic groups having 6 to 12 carbon atoms are linked by a single bond.
  • the group in which a plurality of the alicyclic hydrocarbon groups are linked means a group in which divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms are linked by a single bond.
  • the G 3 preferred group wherein two cyclohexane rings are linked via a single bond.
  • n represents an integer of 2 to 12
  • m represents an integer of 2 to 6
  • R 8 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • -CH 2 in the above group - hydrogen atoms may be substituted with a methyl group.
  • P 3 represents a polymerizable group.
  • the polymerizable group is not particularly limited, but a polymerizable group capable of radical polymerization or cationic polymerization is preferable.
  • examples of the radically polymerizable group include known radically polymerizable groups, and an acryloyl group or a methacryloyl group is preferable. It is known that the acryloyl group is generally faster in terms of polymerization rate, and the acryloyl group is preferable from the viewpoint of improving productivity, but the methacryloyl group can also be used as the polymerizable group of the highly birefringent liquid crystal.
  • Examples of the cationically polymerizable group include known cationically polymerizable groups, and examples thereof include an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiroorthoester group, and a vinyloxy group. Of these, an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group or a vinyloxy group is more preferable. Examples of particularly preferable polymerizable groups include the following.
  • alkyl group may be linear, branched or cyclic, and may be, for example, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group or an isobutyl.
  • the group adjacent to the acryloyloxy group in the above formulas II-2-8 and II-2-9 represents a propylene group (a group in which a methyl group is replaced with an ethylene group), and the positions of the methyl groups are different. Represents a mixture of bodies.
  • a compound represented by the following formula (V) can also be mentioned.
  • A is a non-aromatic carbocyclic or heterocyclic group having 5 to 8 carbon atoms, or an aromatic or heteroaromatic group having 6 to 20 carbon atoms;
  • E 1 , E 2 , D 1 and D 2 are independently single-bonded or divalent linking groups;
  • m and n are independently integers from 1 to 5; if m or n is 2 or more, they are repeated 2 or more-(D 1- G 1 )-or-(G 2- D 2 ).
  • -Each repeating unit may be the same or different from each other;
  • G 1 and G 2 are independently non-aromatic carbocyclic groups or heterocyclic groups having 5 to 8 carbon atoms, or aromatic groups or heteroaromatic groups having 6 to 20 carbon atoms.
  • G 1 and G 2 are at least one carbocyclic group or heterocyclic group, and any one hydrogen atom contained in the carbocyclic group or heterocyclic group is described below.
  • R 1 and R 2 are independently alkyls having ⁇ H or 1 to 12 carbon atoms.
  • the content of the specific liquid crystal compound in the polymerizable liquid crystal composition is not particularly limited, but is preferably 50 to 100% by mass, more preferably 70 to 99% by mass, based on the total solid content in the polymerizable liquid crystal composition.
  • the specific liquid crystal compound may be used alone or in combination of two or more.
  • the solid content means other components in the polymerizable liquid crystal composition excluding the solvent, and is calculated as a solid content even if the property is liquid.
  • the polymerizable liquid crystal composition may contain a polymerizable rod-shaped compound in addition to the above-mentioned specific liquid crystal compound from the viewpoint of controlling the liquid crystal orientation.
  • the polymerizable rod-like compound may or may not be liquid crystal.
  • the above-mentioned polymerizable rod-shaped compound is a compound having a cyclohexane ring in which one hydrogen atom is substituted with a linear alkyl group (hereinafter, "alkylcyclohexane ring”) from the viewpoint of compatibility with the above-mentioned specific liquid crystal compound. It is also abbreviated as “containing compound”).
  • alkylcyclohexane ring in which one hydrogen atom is substituted with a linear alkyl group
  • the "cyclohexane ring in which one hydrogen atom is substituted with a linear alkyl group” is, for example, as shown in the following formula (2), when it has two cyclohexane rings, it is on the molecular terminal side.
  • a cyclohexane ring in which one hydrogen atom of the cyclohexane ring present in is substituted with a linear alkyl group.
  • alkylcyclohexane ring-containing compound examples include compounds having a group represented by the following formula (2).
  • a (meth) acryloyl group is used from the viewpoint of imparting moist heat durability to the optically anisotropic layer. It is preferably a compound represented by the following formula (3).
  • * represents a coupling position.
  • R 2 represents an alkyl group having 1 to 10 carbon atoms
  • n represents 1 or 2
  • W 1 and W 2 independently represent an alkyl group and an alkoxy. It represents a group or halogen atom, and W 1 and W 2 may be bonded to each other to form a ring structure which may have a substituent.
  • Z represents -COO-
  • L represents an alkylene group having 1 to 6 carbon atoms
  • R 3 represents a hydrogen atom or a methyl group.
  • alkylcyclohexane ring-containing compound examples include compounds represented by the following formulas A-1 to A-5.
  • R 4 represents an ethyl group or a butyl group.
  • the content of the above-mentioned polymerizable rod-like compound is preferably 1 to 30% by mass with respect to the total mass of the above-mentioned specific liquid crystal compound and the above-mentioned polymerizable rod-like compound. More preferably, 1 to 20% by mass.
  • the polymerizable liquid crystal composition may contain a polymerizable liquid crystal compound (hereinafter, also abbreviated as “another polymerizable liquid crystal compound”) other than the above-mentioned specific liquid crystal compound and the polymerizable rod-shaped compound.
  • a polymerizable liquid crystal compound hereinafter, also abbreviated as “another polymerizable liquid crystal compound”
  • the polymerizable group contained in the other polymerizable liquid crystal compound is not particularly limited, and examples thereof include a (meth) acryloyl group, a vinyl group, a styryl group, and an allyl group. Of these, the (meth) acryloyl group is preferable.
  • the other polymerizable liquid crystal compound is preferably a polymerizable compound having 2 to 4 polymerizable groups, and more preferably a polymerizable compound having 2 polymerizable groups. preferable.
  • Examples of such other polymerizable liquid crystal compounds include compounds represented by the formula (M1) and compounds represented by the formula (M2) described in paragraphs 0030 to 0033 of JP-A-2014-0770668.
  • a compound represented by the formula (M3) can be mentioned, and more specifically, specific examples described in paragraphs 0046 to 0055 of the same publication can be mentioned.
  • Other polymerizable liquid crystal compounds may be used alone or in combination of two or more.
  • the content of the other polymerizable liquid crystal compound is based on the total mass of the specific liquid crystal compound, the polymerizable rod-shaped compound and the other polymerizable liquid crystal compound described above. 1 to 40% by mass is preferable, and 1 to 10% by mass is more preferable.
  • the polymerizable liquid crystal composition preferably contains a non-liquid crystal polyfunctional polymerizable compound from the viewpoint of further improving the durability of the polarizing plate having the optically anisotropic layer to be formed. This is because the increase in the density of cross-linking points suppresses the movement of the compound that catalyzes the hydrolysis reaction (presumed to be a liquid crystal decomposition product), and as a result, the rate of the hydrolysis reaction slows down, while the water ends It is presumed that this is due to the progress of diffusion.
  • the non-liquid crystal polyfunctional polymerizable compound is preferably a compound having a low acrylic equivalent from the viewpoint of the orientation of the specific liquid crystal compound described above. Specifically, a compound having a (meth) acrylic equivalent of 120 or less is preferable, a compound having a (meth) acrylic equivalent of 100 or less is more preferable, and a compound having a (meth) acrylic equivalent of 90 or less is further preferable.
  • Non-liquid polyfunctional polymerizable compounds include esters of polyhydric alcohols with (meth) acrylic acid, vinylbenzene and its derivatives, vinylsulfone, acrylamide, and methacrylamide.
  • ester of the polyhydric alcohol and the (meth) acrylic acid specifically, for example, ethylene glycol di (meth) acrylate, 1,4-cyclohexanediacrylate, pentaerythritol tetra (meth) acrylate, penta.
  • vinylbenzene and its derivatives include 1,4-divinylbenzene, 4-vinylbenzoic acid-2-acryloyl ethyl ester, and 1,4-divinylcyclohexanone.
  • vinyl sulfone include divinyl sulfone.
  • acrylamide include methylenebisacrylamide and the like.
  • the content of the non-liquid crystal polyfunctional polymerizable compound is determined from the viewpoint of expressing the phase difference of the formed optically anisotropic layer. It is preferably 0.1 to 20% by mass, more preferably 0.1 to 10% by mass, still more preferably 1 to 6% by mass, based on the total solid content in the polymerizable liquid crystal composition.
  • the polymerizable liquid crystal composition preferably contains a polymerization initiator.
  • a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet rays is preferable.
  • the photopolymerization initiator include ⁇ -carbonyl compounds (described in US Pat. No. 2,376,661 and US Pat. No. 2,376,670), acidoin ether (described in US Pat. No. 2,448,828), and ⁇ -hydrogen-substituted fragrance.
  • Group acidoine compounds described in US Pat. No. 2722512
  • polynuclear quinone compounds described in US Pat. Nos.
  • an oxime-type polymerization initiator is preferable as the polymerization initiator, and a polymerization initiator represented by the following formula (III) is more preferable.
  • X represents a hydrogen atom or a halogen atom
  • Y represents a monovalent organic group.
  • Ar 3 represents a divalent aromatic group
  • L 6 represents a divalent organic group having 1 to 12 carbon atoms
  • R 10 represents an alkyl group having 1 to 12 carbon atoms.
  • examples of the halogen atom represented by X include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a chlorine atom is preferable.
  • examples of 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; a furan ring.
  • examples thereof include a divalent group having an aromatic heterocycle such as a pyrrole ring, a thiophene ring, a pyridine ring, a thiazole ring, and a benzothiazole ring.
  • examples of the divalent organic group having 1 to 12 carbon atoms represented by L 6 include a linear or branched alkylene group having 1 to 12 carbon atoms, and specific examples thereof. Examples include a methylene group, an ethylene group, and a propylene group.
  • examples of the alkyl group having 1 to 12 carbon atoms represented by R 10 include a methyl group, an ethyl group, and a propyl group.
  • examples of the monovalent organic group represented by Y include a functional group containing a benzophenone skeleton ((C 6 H 5 ) 2 CO). Specifically, a functional group containing a benzophenone skeleton in which the terminal benzene ring is unsubstituted or monosubstituted, such as the group represented by the following formula (3a) and the group represented by the following formula (3b), is preferable. ..
  • * represents the bond position, that is, the bond position of the carbonyl group in the above formula (III) with the carbon atom.
  • Examples of the oxime-type polymerization initiator represented by the above formula (III) include a compound represented by the following formula S-1 and a compound represented by the following formula S-2.
  • the content of the polymerization initiator is not particularly limited, but the content of the polymerization initiator is preferably 0.5 to 10 parts by mass with respect to 100 parts by mass of the specific liquid crystal compound contained in the polymerizable liquid crystal composition. Up to 5 parts by mass is more preferable.
  • the polymerizable liquid crystal composition may contain an orientation control agent, if necessary.
  • the orientation control agent include a low molecular weight orientation control agent and a polymer orientation control agent.
  • the low-molecular-weight orientation control agent include paragraphs 0009 to 0083 of JP-A-2002-020363, paragraphs 0111 to 0120 of JP-A-2006-106662, and paragraphs 0021- of JP-2012-2011306A. The description of 0029 can be taken into consideration and this content is incorporated herein by reference.
  • the polymer orientation control agent for example, paragraphs 0021 to 0057 of JP-A-2004-198511 and paragraphs 0121 to 0167 of JP-A-2006-106662 can be referred to.
  • the amount of the orientation control agent used is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass, based on the total solid content of the polymerizable liquid crystal composition.
  • the orientation control agent for example, a homogeneous orientation state oriented parallel to the surface of the optically anisotropic layer can be formed.
  • the polymerizable liquid crystal composition preferably contains an organic solvent from the viewpoint of workability for forming an optically anisotropic layer.
  • organic solvent include ketones (for example, acetone, 2-butanone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone), ethers (for example, dioxane and tetrahydrofuran), and aliphatic hydrocarbons.
  • hexane alicyclic hydrocarbons (eg, cyclohexane), aromatic hydrocarbons (eg, toluene, xylene, and trimethylbenzene), carbon halides (eg, dichloromethane, dichloroethane, dichlorobenzene, etc.) And chlorotoluene), esters (eg, methyl acetate, ethyl acetate, and butyl acetate), water, alcohols (eg, ethanol, isopropanol, butanol, and cyclohexanol), cellosolves (eg, methyl cellosolves, etc.) And ethyl cellosolve), cellosolve acetates, sulfoxides (eg, dimethylsulfoxide), amides (eg, dimethylformamide, and dimethylacetamide), and these may be used alone or in combination of two or more. May be used together.
  • sulfoxides
  • the polymerizable liquid crystal composition may contain components other than the above-mentioned components, for example, liquid crystal compounds other than the above-mentioned specific liquid crystal compounds, surfactants, tilt angle control agents, orientation aids, plasticizers, and Examples include cross-linking agents.
  • the optically anisotropic layer is formed by using the above-mentioned polymerizable liquid crystal composition.
  • the method for producing the optically anisotropic layer is not particularly limited, but for example, on a predetermined substrate (for example, a polarizer described later, a support described later or an alignment layer provided on the support, or a barrier layer described above).
  • a predetermined substrate for example, a polarizer described later, a support described later or an alignment layer provided on the support, or a barrier layer described above.
  • a method in which a polymerizable liquid crystal composition is applied to form a coating film, the coating film is subjected to an orientation treatment to bring a specific liquid crystal compound into a predetermined orientation state, and then the coating film is cured. Be done.
  • the above coating can be carried out by a known method (for example, wire bar coating method, extrusion coating method, direct gravure coating method, reverse gravure coating method, die coating method, etc.).
  • the orientation treatment can be carried out by drying or heating at room temperature (for example, 20 to 25 ° C.).
  • room temperature for example, 20 to 25 ° C.
  • the liquid crystal phase formed by the orientation treatment can generally be transferred by a change in temperature or pressure.
  • the transfer can also be carried out by the composition ratio of the amount of the solvent.
  • the heating time heat aging time
  • the heating time is preferably 10 seconds to 5 minutes, more preferably 10 seconds to 3 minutes, still more preferably 10 seconds to 2 minutes.
  • the curing treatment (irradiation of active energy rays (light irradiation treatment) and / or heat treatment) on the coating film can also be said to be an immobilization treatment for fixing the orientation of the specific liquid crystal compound. Above all, it is preferable to carry out the light irradiation treatment. In the polymerization by light irradiation, it is preferable to use ultraviolet rays. Irradiation dose is preferably 10mJ / cm 2 ⁇ 50J / cm 2, more preferably 20mJ / cm 2 ⁇ 5J / cm 2, more preferably 30mJ / cm 2 ⁇ 3J / cm 2, particularly 50 ⁇ 1000mJ / cm 2 preferable.
  • the light irradiation treatment may be carried out under heating conditions.
  • the optically anisotropic layer can be formed on the support described later, on the polarizer described later, and on the barrier layer described above.
  • the thickness of the optically anisotropic layer is not particularly limited, and is preferably 1 to 5 ⁇ m, more preferably 1 to 4 ⁇ m, and even more preferably 1 to 3 ⁇ m.
  • the optically anisotropic layer preferably satisfies the following formula (IV) because the display quality in the viewing angle direction of the image display device having the optical laminate is improved.
  • Re (450) ⁇ Re (550) ⁇ Re (650) ...
  • Re (IV) represents the in-plane lettering of the optically anisotropic film at a wavelength of 450 nm
  • Re (550) represents the in-plane letter of the optically anisotropic film at a wavelength of 550 nm
  • Re (650) represents the in-plane retardation of the optically anisotropic film at a wavelength of 650 nm.
  • the optically anisotropic layer is preferably a positive A plate.
  • the positive A plate is defined as follows.
  • the positive A plate (positive A plate) has a refractive index of nx in the slow axis direction in the film plane (the direction in which the refractive index in the plane is maximized), and is orthogonal to the slow axis in the plane in the plane.
  • the refractive index in the direction is ny and the refractive index in the thickness direction is nz
  • the positive A plate shows a positive value for Rth. Equation (A1) nx> ny ⁇ nz
  • Equation (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.
  • ny ⁇ nz when (ny-nz) ⁇ d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm. include.
  • a positive A plate can be obtained by horizontally orienting a rod-shaped polymerizable liquid crystal compound.
  • Japanese Patent Application Laid-Open No. 2008-225281 and Japanese Patent Application Laid-Open No. 2008-026730 can be referred to.
  • the optically anisotropic layer (positive A plate) preferably functions as a ⁇ / 4 plate.
  • the ⁇ / 4 plate is a plate having a function of converting linearly polarized light of a specific wavelength into circularly polarized light (or converting circularly polarized light into linearly polarized light), and has an in-plane retardation Re ( ⁇ ) at a specific wavelength of ⁇ nm.
  • a plate that satisfies Re ( ⁇ ) ⁇ / 4. This equation may be achieved at any wavelength in the visible light region (for example, 550 nm), but the in-plane retardation Re (550) at a wavelength of 550 nm has a relationship of 110 nm ⁇ Re (550) ⁇ 160 nm. It is preferable to satisfy, and it is more preferable to satisfy 110 nm ⁇ Re (550) ⁇ 150 nm.
  • the optically anisotropic layer may be used as a positive C plate.
  • the positive C plate is defined as follows.
  • the positive C plate (positive C plate) has a refractive index of nx in the slow axis direction in the film plane (the direction in which the refractive index in the plane is maximized), and is orthogonal to the slow axis in the plane in the plane.
  • the refractive index in the direction is ny and the refractive index in the thickness direction is nz
  • the positive C plate shows a negative value for Rth.
  • Equation (A2) nx ⁇ ny ⁇ nz
  • ⁇ 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, “nx ⁇ ny” when (nx ⁇ ny) ⁇ d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm. include. Further, in the positive C plate, Re ⁇ 0 is obtained from the above definition.
  • a positive C plate can be obtained by vertically orienting a rod-shaped polymerizable liquid crystal compound.
  • JP-A-2017-187732, JP-A-2016-53709, and JP-A-2015-200861 can be referred to.
  • the optical laminate of the present invention further comprises one or more liquid crystals between the optically anisotropic layer and the barrier layer for the reason that the display quality in the viewing angle direction of the image display device having the optical laminate is improved. It is preferable to have a cured layer.
  • the liquid crystal curing layer for example, when the optically anisotropic layer is a positive A plate, the above-mentioned positive C plate is preferably mentioned, and when the optically anisotropic layer is a positive C plate, the above is described. Positive A plates are preferred.
  • the optical laminate of the present invention may have a support for supporting the optical laminate.
  • the support is preferably transparent, and specifically, the light transmittance is preferably 80% or more.
  • the support may have optical anisotropy or may be optically isotropic.
  • a polymer film is preferable from the viewpoint of making the optical laminate flexible.
  • Materials for the polymer film include cellulose-based polymers; (meth) acrylic polymers having acrylic acid ester polymers such as polymethylmethacrylate and lactone ring-containing polymers; thermoplastic norbornene-based polymers; polycarbonate-based polymers; polyethylene terephthalates, and , Polyester-based polymers such as polyethylene naphthalate; Polystyrene and styrene-based polymers such as acrylonitrile-styrene copolymer (AS resin); Polyethylene-based polymers such as polyethylene, polypropylene, and ethylene-propylene copolymers; Vinyl-based polymers; Nylon and amide-based polymers such as aromatic polyamides; Imid-based polymers; Sulfon-based polymers; polyether sulfone-based polymers; polyether ether ketone-based polymers; Polyphenylene sulfide-based polymers;
  • the thickness of the support is not particularly limited, but is preferably 5 to 80 ⁇ m, more preferably 10 to 40 ⁇ m, from the viewpoint of imparting independence and flexibility to the optical laminate.
  • the support may be adjacent to the optically anisotropic layer (or adjacent via an alignment film described later), or may be adjacent to the barrier layer.
  • the optical laminate of the present invention has an alignment film between the support and the optically anisotropic layer when the above-mentioned arbitrary support is provided on the surface opposite to the barrier layer of the optically anisotropic layer. Is preferable.
  • the support described above may also serve as an alignment film.
  • a technique for aligning the molecules of the specific liquid crystal compound in a desired orientation state is used.
  • a specific liquid crystal is used by using an alignment film.
  • a technique for orienting a compound in a desired direction is common.
  • the alignment film a rubbing-treated film of a layer containing an organic compound such as a polymer, an oblique vapor-deposited film of an inorganic compound, a film having microgrooves, or ⁇ -tricosanoic acid, dioctadecylmethylammonium chloride, or methyl stearylate.
  • Examples thereof include a membrane obtained by accumulating LB (Langmuir-Blodgett) membranes obtained by the Langmuir-Blodget method of organic compounds such as.
  • LB Liuir-Blodgett
  • the alignment film there is also a photoalignment film in which an alignment function is generated by irradiation with light.
  • the alignment film a film formed by rubbing the surface of a layer (polymer layer) containing an organic compound such as a polymer can be preferably used.
  • the rubbing treatment is carried out by rubbing the surface of the polymer layer with paper or cloth several times in a certain direction (preferably in the longitudinal direction of the support).
  • the polymer used for forming the alignment film include polyimide, polyvinyl alcohol, modified polyvinyl alcohol described in paragraphs 0071 to 0095 of Japanese Patent No. 3907735, and polymerizable groups described in JP-A-9-152509.
  • the polymer having is preferable.
  • the barrier layer described above may also serve as an alignment film.
  • the thickness of the alignment film is not particularly limited as long as it can exhibit the alignment function, but is preferably 0.01 to 5 ⁇ m, more preferably 0.05 to 2 ⁇ m.
  • the alignment film it is also preferable to use a so-called photo-alignment film (photo-alignment layer) in which a photo-alignable material is irradiated with polarized light or non-polarized light to form an alignment layer. It is preferable to impart an orientation regulating force to the photoalignment film by a step of irradiating polarized light from a vertical direction or an oblique direction or a step of irradiating non-polarized light from an oblique direction. By using the photoalignment film, it is possible to horizontally orient the specific liquid crystal compound with excellent symmetry.
  • the positive A plate formed by using the photoalignment film can be used for optical compensation in a liquid crystal display device that does not require a pre-tilt angle of the driving liquid crystal, such as an IPS (In-Place-Switching) mode liquid crystal display device. It is useful for ⁇ / 4 wave plates used for circularly polarizing plates that require uniform circular polarization conversion when observed from any direction.
  • IPS In-Place-Switching
  • Examples of the photoalignment material used for the photoalignment film include JP-A-2006-285197, JP-A-2007-076839, JP-A-2007-138138, JP-A-2007-094071, and JP-A-2007-.
  • photodimerizable compounds particularly cinnamate compounds, chalcone compounds, and coumarin compounds.
  • Particularly preferred examples include azo compounds, photocrosslinkable polyimides, polyamides, polyesters, synnate compounds, and chalcone compounds.
  • the thickness of the photoalignment film is not particularly limited, but is preferably 0.01 to 10 ⁇ m, preferably 0, from the viewpoint of alleviating the surface irregularities that may exist on the support and forming an optically anisotropic layer having a uniform film thickness. 0.01 to 1 ⁇ m is more preferable, and 0.01 to 0.5 ⁇ m is even more preferable.
  • the optical laminate of the present invention may be provided with a layer having optical anisotropy, which is different from the adhesive layer, the easy-adhesion layer, and the above-mentioned optically anisotropic layer, as other layers.
  • the layer having optical anisotropy can be composed of any material such as a polymer film, a liquid crystal cured layer, and an inorganic layer, but from the viewpoint of thinning the optical laminate and achieving both flexibility and toughness, the liquid crystal cured layer. Is preferable.
  • a liquid crystal composition containing a polymerizable rod-shaped liquid crystal compound or a discotic liquid crystal compound having forward dispersibility or flat dispersibility was oriented and fixed in the same manner as the above-mentioned optically anisotropic layer. Things can be applied.
  • the orientation state, optical characteristics, strength, and the like of these liquid crystal cured layers can be appropriately designed so that desired characteristics can be imparted to the optical laminate of the present invention.
  • an optical laminate including an optically anisotropic layer / vertically oriented forward wavelength dispersive liquid crystal cured layer / barrier layer (for example, the optical laminate shown in FIG. 3) can be mentioned.
  • the optical laminate of the present invention can form a highly functional polarizing plate by laminating it with a polarizer.
  • the polarizing plate of the present invention has the above-mentioned optical laminate of the present invention and a polarizer, and the polarizer, the optically anisotropic layer of the optical laminate, and the barrier layer of the optical laminate are in this order. Included is a polarizing plate.
  • the polarizer is a so-called linear polarized light having a function of converting light into specific linearly polarized light.
  • the polarizer is not particularly limited, but an absorption type polarizer can be used.
  • the type of the polarizer is not particularly limited, and examples thereof include a commonly used polarizer containing a polyvinyl alcohol-based resin as a main component. For example, it is produced by adsorbing iodine or a dichroic dye on a polyvinyl alcohol-based resin and stretching it.
  • the fact that the polyvinyl alcohol-based resin is the main component means that the content of the polyvinyl alcohol-based resin with respect to the total mass of the polarizer is 50% by mass or more.
  • Polyvinyl alcohol resin is a resin containing a repeating unit of -CH 2 -CHOH-, e.g., polyvinyl alcohol, and an ethylene - vinyl alcohol copolymer.
  • a liquid crystal compound and a dichroic azo dye for example, a light-absorbing anisotropic film described in WO2017 / 195833
  • a coating type polarizer produced by coating using the dichroic azo dye used is also preferable.
  • it may be a polyene polarizer, a reflection polarizer, a wire grid polarizer, or the like.
  • the thickness of the polarizer is not particularly limited, but is preferably 5 to 20 ⁇ m, more preferably 3 to 15 ⁇ m, and even more preferably 2 to 13 ⁇ m. By reducing the thickness of the polarizer, a lighter and thinner display device can be obtained when mounted on the display device. Further, when the display device is flexible or curved, a thin polarizing plate can be more preferably applied.
  • the relationship between the transmission axis of the polarizer and the slow axis of the optically anisotropic layer in the polarizing plate is not particularly limited and can be appropriately set according to a desired function.
  • the optically anisotropic layer is a ⁇ / 4 wave plate, and the angle between the transmission axis of the polarizer and the slow axis of the optically anisotropic layer is 45 ⁇ 10 °.
  • the range of (35 to 55 °) is preferable.
  • the optically anisotropic layer is a multi-layer of a positive A plate and a positive C plate of a ⁇ / 4 wave plate.
  • the structure and the angle formed by the transmission axis of the polarizer and the slow axis of the optically anisotropic layer are in the range of 0 ⁇ 10 ° (-10 to 10 °) or 90 ⁇ 10 ° (80 to 100). °) is preferred.
  • the polarizing plate may have a polarizer protective film on the surface of the polarizer.
  • the polarizer protective film may be arranged only on one side of the polarizer (on the surface opposite to the optically anisotropic layer side), or may be arranged on both sides of the polarizer.
  • the support constituting the optical laminate may also serve as a polarizing plate protective film.
  • the structure of the polarizer protective film is not particularly limited, and may be, for example, a so-called transparent support or a hard coat layer, or a laminate of a transparent support and a hard coat layer.
  • As the hard coat layer a known layer can be used, and for example, a layer obtained by polymerizing and curing a known polyfunctional monomer may be used.
  • the coating may have antiglare, antifouling and antireflection properties.
  • a known transparent support can be used as the transparent support.
  • the material for forming the transparent support is a cellulosic polymer represented by triacetyl cellulose (hereinafter, referred to as "cellulose acylate”. ), Thermoplastic norbornen-based resin (Zeonex and Zeonoa manufactured by Nippon Zeon Co., Ltd., Arton manufactured by JSR Co., Ltd.), acrylic resin, polyester resin, and polystyrene resin.
  • the thickness of the polarizer protective film is not particularly limited, but is preferably 40 ⁇ m or less, more preferably 25 ⁇ m or less, further preferably 10 ⁇ m or less, and particularly preferably 5 ⁇ m or less, from the viewpoint that the thickness of the polarizing plate can be reduced.
  • the lower limit is not particularly limited, but is often 1 ⁇ m or more.
  • An adhesive layer or an adhesive layer may be arranged between the layers to ensure the adhesion between the layers. Further, a transparent support may be arranged between the layers.
  • the polarizing plate has another optical laminate of the present invention or an optically anisotropic layer other than the optical laminate of the present invention on the side opposite to the side having the optical laminate of the present invention. You may be.
  • the polarizing plate can be preferably used in an image display device, for example, a liquid crystal display device, an organic electroluminescence display device, a micro LED display device, electronic paper, or the like.
  • the image display device of the present invention is an image display device having the above-mentioned optical laminate of the present invention or the polarizing plate of the present invention, and is, for example, an organic electroluminescence display device even if it is a liquid crystal display device. May be good.
  • the liquid crystal display device of the present invention is an example of an image display device, and includes the above-mentioned polarizing plate of the present invention and a liquid crystal cell.
  • the polarizing element in the polarizing plate of the present invention among the polarizing elements provided on both sides of the liquid crystal cell, it is preferable to use the polarizing element in the polarizing plate of the present invention as the front side polarizing element, and either the front side or the rear side polarizing element. It is more preferable to use the polarizer in the polarizing plate of the present invention.
  • the optical laminate of the present invention contained in the polarizing plate can be arranged on the liquid crystal cell side of the polarizing element.
  • the barrier layer included in the optical laminate can be arranged closer to the liquid crystal cell than the above-mentioned optically anisotropic layer.
  • the optically anisotropic layer contains deterioration source substances such as trace amounts of ammonia molecules that may be generated from the liquid crystal cell and its constituent members, a touch sensor that can be provided between the liquid crystal cell and the optically anisotropic layer, and an adhesive. It is possible to prevent the infiltration into the liquid crystal and impart preferable durability.
  • the optically anisotropic layer acts as an optical compensation function.
  • the liquid crystal cell used in the liquid crystal display device is preferably in a VA (Vertical Alignment) mode, an OCB (Optical Compensated Bend) mode, an IPS (In-Place-Switching) mode, or a TN (Twisted Nematic) mode. , Not limited to these.
  • VA Vertical Alignment
  • OCB Optical Compensated Bend
  • IPS In-Place-Switching
  • TN Transmission Nematic
  • the optically anisotropic layer can have optical characteristics suitable for improving or controlling its viewing angle characteristics according to each of these modes.
  • the optical laminate of the present invention contained in the polarizing plate can be arranged outside the polarizer when viewed from the liquid crystal cell.
  • the barrier layer included in the optical laminate can be arranged on the side farther from the liquid crystal cell than the above-mentioned optically anisotropic layer.
  • polar molecules such as ammonia generated and infiltrated from the external environment on the front side and from the backlight on the rear side are prevented from reaching the optically anisotropic layer, and preferable durability is imparted. can do.
  • the optically anisotropic layer is, for example, a ⁇ / 4 wave plate, so that when it is arranged on the front side, the effect of improving visibility due to wearing polarized sunglasses is improved, and when it is arranged on the rear side, polarized light is recycled. It is possible to impart the effect of enhancing the effect of improving the brightness due to the above or the effect of improving the color unevenness caused by the backlight member. Further, by using a ⁇ / 2 wave plate, it is possible to provide a function of preventing reflection on a window or a windshield of an automobile.
  • the organic electroluminescence display device of the present invention preferably has a structure in which the polarizing plate of the present invention and the image display panel are provided in this order from the visual side, that is, the polarizer and the optical laminate of the present invention. And an organic EL display panel in this order.
  • the optically anisotropic layer is a ⁇ / 4 wave plate, and the angle formed by the transmission axis of the polarizer and the slow axis of the optically anisotropic layer is 45 ⁇ 10 °.
  • the barrier layer contained in the polarizing plate is arranged on the organic EL display panel side.
  • ammonia that can be generated from the silicon nitride layer is transferred to the optically anisotropic layer.
  • the desired durability can be obtained by preventing the barrier layer from infiltrating. That is, the polarizing plate of the present invention can be used as a so-called antireflection film.
  • the organic EL display panel is a display panel configured by using an organic EL element having an organic light emitting layer (organic electroluminescence layer) sandwiched between electrodes (between the cathode and the anode).
  • the configuration of the organic EL display panel is not particularly limited, and a known configuration is adopted.
  • an adhesive layer is present between the polarizing plate and the silicon nitride layer, but another layer, for example, a metal mesh electrode or the like is provided. You can also. Since the effect of the present invention is remarkably exhibited, the thickness of the layer existing between the circularly polarizing plate and the silicon nitride layer is preferably less than 40 ⁇ m, and more preferably 1 to 30 ⁇ m.
  • the optical laminate of the present invention can be arranged on the visible side of the polarizing element of the circularly polarizing plate arranged on the visible side of the organic EL panel.
  • the effect of the optical laminate of the present invention obtained at this time and the gain as a display device obtained at this time are the same as those when arranged on the front side of the liquid crystal display device.
  • ⁇ Production example 1> (Preparation of support) The following composition was put into a mixing tank and stirred to prepare a cellulose acetate solution to be used as a core layer cellulose acylate dope.
  • Core layer Cellulose acylate dope ⁇ 100 parts by mass of cellulose acetate having an acetyl substitution degree of 2.88 ⁇ 12 parts by mass of the polyester compound B described in Examples of JP-A-2015-227955 ⁇ 2 parts by mass of the following compound G ⁇ Methylene chloride (first solvent) 430 Parts by mass / methanol (second solvent) 64 parts by mass ⁇
  • the following matting solution was added to 90 parts by mass of the above core layer cellulose acylate dope to prepare a cellulose acetate solution to be used as the outer layer cellulose acylate dope.
  • Matte solution ⁇ -Silica particles with an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass-Methylene chloride (first solvent) 76 parts by mass-Methanol (second solvent) 11 parts by mass-The above core layer cellulose acid Rate Dope 1 part by mass ⁇
  • the core layer cellulose acylate dope and the outer layer cellulose acylate dope are filtered through a filter paper having an average pore size of 34 ⁇ m and a sintered metal filter having an average pore size of 10 ⁇ m, and then the core layer cellulose acylate dope and the outer layer cellulose acylate dope on both sides thereof. And three layers were simultaneously cast on a drum at 20 ° C. from the casting port (band casting machine). The film was peeled off from the drum with a solvent content of about 20% by mass, both ends of the film in the width direction were fixed with tenter clips, and the film was dried while being stretched in the lateral direction.
  • the obtained film was conveyed between the rolls of the heat treatment apparatus to be further dried to prepare a cellulose acylate film 1 having a thickness of 20 ⁇ m.
  • the Re (550) of the obtained cellulose acylate film 1 was 0 nm.
  • a coating liquid 1 for a photoalignment film was prepared and coated on a cellulose acylate film 1 with a wire bar. Then, the obtained cellulose acylate film 1 was dried with warm air at 60 ° C. for 60 seconds to prepare a coating film 1 having a thickness of 300 nm.
  • composition A1 for forming a positive A plate having the following composition was prepared.
  • ⁇ Composition of composition A1 for forming a positive A plate ⁇ -The following polymerizable liquid crystal compound X-1 16.00 parts by mass-The following specific liquid crystal compound L-1 42.00 parts by mass-The following specific liquid crystal compound L-2 42.00 parts by mass-The following polymerization initiator S-1 0. 50 parts by mass, the following polymerizable compound B-1 2.00 parts by mass, the leveling agent (the following compound T-1) 0.20 parts by mass, methyl ethyl ketone (solvent) 230.00 parts by mass, cyclopentanone (solvent) 70. 00 parts by mass ⁇
  • each repeating unit in compound T-1 represents the content (mass%) of each repeating unit with respect to all the repeating units.
  • the prepared coating film 1 was irradiated with ultraviolet rays in the atmosphere using an ultra-high pressure mercury lamp.
  • a wire grid polarizer (ProFlux PPL02 manufactured by Moxtek, Inc.) was set so as to be parallel to the surface of the coating film 1 and exposed, and photoalignment treatment was performed to obtain a photoalignment film 1.
  • the illuminance of the ultraviolet rays was set to 10 mJ / cm 2 in the UV-A region (ultraviolet A wave, integration of wavelengths of 320 to 380 nm).
  • the positive A plate forming composition A1 was applied onto the photoalignment film 1 using a bar coater.
  • the obtained coating film is heat-aged at a film surface temperature of 100 ° C. for 20 seconds, cooled to 90 ° C., and then exposed to ultraviolet rays of 300 mJ / cm 2 using an air-cooled metal halide lamp (manufactured by Eye Graphics Co., Ltd.) under air.
  • a positive A plate A1 (corresponding to an optically anisotropic layer) was formed by immobilizing the nematic orientation state, and an optical film L containing the positive A plate A1 was produced.
  • the formed positive A plate A1 had a film thickness of 2.5 ⁇ m.
  • Re (550) of positive A plate A1 is 145 nm, Rth (550) is 73 nm, Re (550) / Re (450) is 1.13, Re (650) / Re (550) is 1.01, and the optical axis is The tilt angle was 0 °, and the liquid crystal compound had a homogeneous orientation.
  • composition C-1) ⁇ -The following forward wavelength-dispersible rod-shaped liquid crystal compound M-1 83 parts by mass-The following forward wavelength-dispersible rod-shaped liquid crystal compound M-2 15 parts by mass-The following forward wavelength-dispersible rod-shaped liquid crystal compound M-3 2 parts by mass-The following Compound B1 4.5 parts by mass-The following polymerization initiator (IrgacureOXE01, BASF) 5 parts by mass ⁇ Viscote # 360 (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 8 parts by mass ⁇
  • the following surfactant T-2 0.3 parts by mass ⁇
  • the following surfactant T-3 0.5 parts by mass ⁇ The following onium compound S01 2.0 parts by mass, acetone 229.6 parts by mass, propylene glycol monomethyl ether acetate 42.0 parts by mass, methanol 8.4 parts by mass ⁇ ⁇
  • Surfactant T-2 [Mw: 15k. In the formula, the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units. ]
  • Surfactant T-3 Weight average molecular weight: 11,200 (the numerical value described in each repeating unit represents the content (mass%) of each repeating unit with respect to all repeating units)]
  • composition B1 for forming a barrier layer having the following composition was prepared.
  • Barrier layer forming composition B1 ⁇ -The following polyfunctional (meth) acrylamide compound BM-1 14.35 parts by mass-The following polymerization initiator S-2 0.57 parts by mass-The above surfactant T-3 0.07 parts by mass-Methanol (solvent) 85. 00 parts by mass ⁇
  • Polyfunctional (meth) acrylamide compound BM-1 (Number of functional groups: 3, molecular weight: 265, acrylic equivalent: 88)
  • the surface of the optical film M produced above on the positive C plate C1 side is corona-treated, and the barrier layer forming composition B1 is coated thereto with a wire bar coater, and 1 in a drying oven at 120 ° C. Allowed to stand for minutes. Then, using a high-pressure mercury lamp of 150 mW / cm 2 , the obtained coating film was cured to form a barrier layer B1 to form a cellulose acylate film 1 (support) / photoalignment film 1 / positive A plate. An optical laminate 1 in which A1 (optically anisotropic layer) / positive C plate C1 / barrier layer B1 was laminated in this order was obtained. The thickness of the barrier layer was 1.0 ⁇ m.
  • the cellulose acylate film 1 (support) / photoalignment film 1 / positive was the same as in Production Example 1 except that the bar coater count was changed and the thickness of the barrier layer was 0.5 ⁇ m.
  • An optical laminate 4 in which A plate A1 (optically anisotropic layer) / positive C plate C1 / barrier layer B1 was laminated in this order was obtained.
  • Polyfunctional (meth) acrylamide compound BM-4 (Number of functional groups: 4, molecular weight: 509, acrylic equivalent: 127)
  • a sheet-like pressure-sensitive adhesive (Soken) is applied to the surface of the obtained optical laminates 1 to 5 on the support side and the side of the polyvinyl alcohol polarizer having the polarizing plate protective film on only one side and not provided with the polarizing plate protective film.
  • SK2057) manufactured by Kagaku Co., Ltd. is used for bonding, and polarizing plate protective film / polarizer / cellulose acylate film 1 (support) / photoalignment film 1 / positive
  • a plate A1 (optically anisotropic layer) / positive C Polarizing plates (Examples 1 to 5) laminated in the order of plate C1 / barrier layer B1 were obtained.
  • a polarizing plate (Comparative Example 1) was obtained in the same manner as described above except that the optical laminate 6 was used instead of the optical laminate 1.
  • the polarizing element protective film side of the polarizing plates of Examples 1 to 5 and Comparative Example 1 cut into 40 mm squares was attached to a glass plate, and a screw cap bottle containing a methanol solution of 2 mol% ammonia. By placing on top, it was exposed to ammonia for 16 hours. The exposed surface was arranged on the screw cap bottle so that the optical laminate side (that is, the barrier layer B1) was the exposed surface.
  • the values of in-plane retardation Re (450) and Re (550) at wavelengths of 450 nm and 550 nm were measured using an Axo Scan (0PMF-1, manufactured by Axometrics) for the polarizing plate after exposure.
  • the optical laminate and the polarizing plate of the present invention show excellent durability even under exposure conditions of a deterioration source substance such as ammonia. Therefore, it is clear that it exhibits excellent durability even when it is incorporated into various image display devices and the like. Further, from the comparison between Example 1 and Example 5, when the barrier layer is formed from a composition containing a polyfunctional (meth) acrylamide compound having an acrylic equivalent of 100 or less, the durability is further improved. I found out.
  • ⁇ Production example 7> Among the components of the positive A plate forming composition A1 used for forming the optically anisotropic layer, the polymerizable liquid crystal compound X-1, the specific liquid crystal compound L-1, and the specific liquid crystal compound L-2 (total 100 parts by mass). Instead, 100 parts by mass of the polymerizable liquid crystal compound shown below was used to form a positive A plate A2 (corresponding to an optically anisotropic layer). Cellulose acylate film 1 (support) / photoalignment film 1 / positive A plate A2 (optical anisotropic) in the same manner as in Production Example 1 except that the positive A plate A2 was used instead of the positive A plate A1. An optical laminate 7 in which the sex layer) / positive C plate C1 / barrier layer B1 was laminated in this order was obtained.
  • ⁇ Production example 8> Among the components of the positive A plate forming composition A1 used for forming the optically anisotropic layer, the polymerizable liquid crystal compound X-1, the specific liquid crystal compound L-1, and the specific liquid crystal compound L-2 (total 100 parts by mass). Instead, 100 parts by mass of the polymerizable liquid crystal compound shown below was used to form a positive A plate A3 (corresponding to an optically anisotropic layer). Cellulose acylate film 1 (support) / photoalignment film 1 / positive A plate A3 (optical anisotropic) in the same manner as in Production Example 1 except that the positive A plate A3 was used instead of the positive A plate A1. An optical laminate 8 laminated in the order of (sexual layer) / positive C plate C1 / barrier layer B1 was obtained.
  • a sheet-like pressure-sensitive adhesive (Soken Kagaku Co., Ltd.) is used to attach the surface of the obtained optical laminate 7 on the support side and the side of the polyvinyl alcohol polarizer having the polarizing plate protective film on only one side without the polarizing plate protective film.
  • a polarizing plate (Example 6) laminated in the order of / barrier layer B1 was obtained.
  • the surface of the obtained optical laminate 8 on the support side and the side of the polyvinyl alcohol polarizer having the polarizing plate protective film on only one side are not provided with the polarizing plate protective film in the form of a sheet.
  • SK2057) manufactured by Soken Kagaku Co., Ltd. is used for bonding, and polarizing plate protective film / polarizing element / cellulose acylate film 1 (support) / photoalignment film 1 / positive A plate A3 (optically anisotropic layer) / positive A polarizing plate (Example 7) in which the C plate C1 / barrier layer B1 was laminated in this order was obtained.
  • a polarizing plate (Comparative Example 2) was obtained in the same manner as described above except that the optical laminate 9 was used instead of the optical laminate 7.
  • a polarizing plate (Comparative Example 3) was obtained in the same manner as above except that the optical laminate 10 was used instead of the optical laminate 8.
  • the polarizing element protective film side of the polarizing plates of Examples 6 to 7 and Comparative Examples 2 to 3 cut into 40 mm squares was attached to a glass plate, and a screw containing a methanol solution of 2 mol% ammonia. By placing on a mouth bottle, ammonia was exposed for 36 hours. The exposed surface was arranged on the screw cap bottle so that the exposed surface was the exposed surface on the optical laminate side (that is, the barrier layer B1).
  • An organic EL display device was manufactured by laminating on a touch panel so as to be on the side. Further, as another embodiment, the FlexPai manufactured by Royole Co., Ltd. mounted on the organic EL display panel (organic EL display element) was disassembled, and the circularly polarizing plate was peeled off from the organic EL display device. Next, the polarizing plate of the above-described embodiment was attached to the isolated organic EL display panel (the outermost surface is a silicon nitride layer) so that the barrier layer side was on the panel side to prepare an organic EL display device. ..
  • the antireflection effect when observed from the front and the oblique direction is exhibited. Confirmed that it will be done.

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Abstract

La présente invention aborde le problème consistant à fournir : un stratifié optique qui présente une excellente durabilité ; une plaque de polarisation ; et un dispositif d'affichage d'image. Un stratifié optique selon la présente invention comprend séquentiellement une couche optiquement anisotrope et une couche barrière dans cet ordre ; la couche optiquement anisotrope est formée à l'aide d'une composition de formation de couche optiquement anisotrope qui contient un composé à cristaux liquides polymérisable ayant des propriétés de dispersion de longueur d'onde inverse ; et la couche barrière est formée à partir d'une composition formant une couche barrière qui contient un composé multifonctionnel (méth)acrylamide.
PCT/JP2020/041054 2019-11-06 2020-11-02 Stratifié optique, plaque de polarisation et dispositif d'affichage d'image WO2021090804A1 (fr)

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