WO2021157694A1 - 光学フィルム、液晶フィルム - Google Patents

光学フィルム、液晶フィルム Download PDF

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Publication number
WO2021157694A1
WO2021157694A1 PCT/JP2021/004316 JP2021004316W WO2021157694A1 WO 2021157694 A1 WO2021157694 A1 WO 2021157694A1 JP 2021004316 W JP2021004316 W JP 2021004316W WO 2021157694 A1 WO2021157694 A1 WO 2021157694A1
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Prior art keywords
liquid crystal
group
compound
mass
alkyl group
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English (en)
French (fr)
Japanese (ja)
Inventor
一茂 中川
西川　秀幸
真人 中尾
峻也 加藤
浩之 萩尾
寛 野副
邦浩 加瀬澤
祐貴 中村
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2021575883A priority Critical patent/JP7454597B2/ja
Priority to KR1020227026359A priority patent/KR102778586B1/ko
Priority to KR1020257005592A priority patent/KR20250029284A/ko
Priority to CN202180012054.8A priority patent/CN115066637B/zh
Publication of WO2021157694A1 publication Critical patent/WO2021157694A1/ja
Priority to US17/878,873 priority patent/US11966008B2/en
Anticipated expiration legal-status Critical
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    • 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
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • C09K19/542—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/38—Polymers
    • C09K19/3833—Polymers with mesogenic groups in the side chain
    • C09K19/3842—Polyvinyl derivatives
    • C09K19/3852—Poly(meth)acrylate derivatives
    • C09K19/3861—Poly(meth)acrylate derivatives containing condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • C09K19/56—Aligning agents
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/11—Anti-reflection coatings
    • G02B1/111—Anti-reflection coatings using layers comprising organic materials
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3016—Polarising elements involving passive liquid crystal elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/731—Liquid crystalline materials
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K2019/528—Surfactants
    • 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
    • G02F1/133502—Antiglare, refractive index matching layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/86—Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • 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
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/141—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE

Definitions

  • the present invention relates to an optical film and a liquid crystal film.
  • the liquid crystal layer formed by using a liquid crystal compound is used for an optical film used in the display field.
  • a method for forming a liquid crystal layer a method using a photoalignment film containing a photoalignment compound is known (Patent Document 1).
  • the liquid crystal layer is required to have better durability. Specifically, it is required that the retardation of the liquid crystal layer does not change in a high temperature and high humidity environment.
  • the present inventors further improved the durability of the liquid crystal layer. I found it necessary.
  • an object of the present invention to provide an optical film having a liquid crystal layer having excellent durability. Another object of the present invention is to provide a liquid crystal film having excellent durability.
  • the liquid crystal layer contains a photo-aligned compound and contains An optical film in which photoalignment compounds are unevenly distributed on the organic substrate side in the liquid crystal layer.
  • An interaction in which the photoalignment compound is selected from the group consisting of a hydrogen-binding group, a group having a salt structure, a boronic acid group, a boronic acid ester group, and a group represented by the formula (1) described later.
  • the liquid crystal layer is formed by using a composition containing a liquid crystal compound and a photoalignment compound. The optical film according to any one of (1) to (6), wherein the content of the photoalignment compound in the composition is 0.01 to 30% by mass with respect to the total mass of the liquid crystal compound.
  • the liquid crystal film contains a photo-aligning compound and a leveling agent.
  • the leveling agent is unevenly distributed on one main surface side.
  • the liquid crystal film according to (9), wherein the uneven distribution degree obtained by the uneven distribution degree calculation method 3 described later is 3.5 or more.
  • (11) The liquid crystal film according to (9) or (10), wherein the leveling agent has a fluorine atom or a silicon atom.
  • the liquid crystal film is formed by using a composition containing a liquid crystal compound and a photoalignment compound.
  • an object of the present invention to provide an optical film having a liquid crystal layer having excellent durability. Another object of the present invention is to provide a liquid crystal film having excellent durability.
  • Re ( ⁇ ) and Rth ( ⁇ ) represent in-plane retardation and thickness direction retardation at wavelength ⁇ , respectively. Unless otherwise specified, the wavelength ⁇ is 550 nm.
  • Re ( ⁇ ) and Rth ( ⁇ ) are values measured at a wavelength ⁇ in AxoScan and Axometrics.
  • Slow phase axial direction (°) Re ( ⁇ ) R0 ( ⁇ )
  • Rth ( ⁇ ) ((nx + ny) /2-nz) ⁇ d Is calculated.
  • R0 ( ⁇ ) is displayed as a numerical value calculated by AxoScan, it means Re ( ⁇ ).
  • cellulose acylate (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethylmethacrylate (1.49), And polystyrene (1.59).
  • light means active light or radiation, for example, the emission line spectrum of a mercury lamp, far ultraviolet rays typified by an excimer laser, extreme ultraviolet rays (EUV light: Extreme Ultraviolet), X-rays, ultraviolet rays, and the like. And, it means an electron beam (EB: Electron Beam) and the like. Of these, ultraviolet rays are preferable.
  • the bonding direction of the divalent group (for example, -O-CO-) described in the present specification is not particularly limited, and for example, L 2 is-in the bonding of "L 1- L 2- L 3".
  • L 2 is * 1-O-CO- * 2. It may be * 1-CO-O- * 2.
  • a feature of the optical film of the present invention is that the photoalignment compounds are unevenly distributed on one surface side in the liquid crystal layer of the optical film.
  • the photo-aligned compounds are unevenly distributed as described above, they function as a barrier layer and can prevent moisture and the like from entering the liquid crystal from the surface side thereof, and as a result, the durability of the liquid crystal layer is excellent.
  • the side on which the photo-aligned compounds are unevenly distributed is the surface. It will be on the side (air side), and the function as a barrier layer will be more easily exhibited.
  • the liquid crystal film of the present invention also has excellent durability due to the same mechanism.
  • FIG. 1 shows an example of the optical film of the present invention.
  • the optical film 10 has an organic base material 12 and a liquid crystal layer 14.
  • the photo-aligned compounds are unevenly distributed on the organic substrate 12 side. That is, the photo-aligned compounds are unevenly distributed near the surface 14a of the liquid crystal layer 14 on the organic substrate 12 side.
  • the liquid crystal layer 14 contains a leveling agent, and the leveling agent is unevenly distributed on the side opposite to the organic base material 12 side in the liquid crystal layer 14. That is, the leveling agent is unevenly distributed in the vicinity of the surface 14b on the side opposite to the organic base material 12 side in the liquid crystal layer 14.
  • the liquid crystal layer 14 containing the leveling agent and the photoalignment compound corresponds to the liquid crystal film of the present invention. That is, such a liquid crystal film of the present invention has two main surfaces, the liquid crystal film contains a photoalignment compound and a leveling agent, and the leveling agent is unevenly distributed on one main surface side in the liquid crystal film. In the liquid crystal film, the photoaligned compounds are unevenly distributed on the other main surface side. As will be described later, the leveling agent may or may not be contained in the liquid crystal layer.
  • the photo-aligned compounds are unevenly distributed on the organic substrate 12 side.
  • the fact that the photo-aligned compounds are unevenly distributed on the organic substrate 12 side corresponds to the fact that the uneven distribution degree calculated by the uneven distribution degree calculation method 1 described later is 2.0 or more.
  • FIG. 2 is an example of the secondary ionic strength distribution derived from the photo-aligned compound obtained by TOF-SIMS analysis.
  • the horizontal axis is the distance (nm) from the surface of the liquid crystal layer opposite to the organic substrate side
  • the vertical axis is the intensity of the secondary ion derived from the photoaligned compound.
  • points S1 to E1 represent the secondary ionic strength derived from the photo-aligned compound in the liquid crystal layer
  • points E1 and after represent the secondary ionic strength derived from the photo-aligned compound in the organic substrate. That is, points S1 to E1 correspond to the liquid crystal layer, and points E1 and thereafter correspond to the organic substrate.
  • a part of the photo-aligned compound may invade the inside of the organic base material. In this case, as shown in FIG. 2, the secondary ionic strength derived from the photo-aligned compound is observed in the organic base material.
  • a depth position corresponding to 80% of the total thickness of the liquid crystal layer (hereinafter, also referred to as "depth position M1").
  • the region up to) is the upper layer region and the region from the depth position M1 to the surface of the liquid crystal layer on the organic substrate side is the lower layer region, the average value of the secondary ion intensity derived from the photoalignment compound in the upper layer region. If the ratio of the maximum value I A1 of the secondary ion intensity derived from the photo-aligned compound in the lower layer region to I A2 is 2.0 or more, it is assumed that the photo-aligned compounds are unevenly distributed on the organic substrate side.
  • FIG. 2 it corresponds to 80% of the total thickness of the liquid crystal layer from the point S1 corresponding to the surface of the liquid crystal layer opposite to the organic base material side toward the organic base material side.
  • the region up to the M1 point corresponding to the depth position is defined as the upper layer region, and the region from the M1 point to the E1 point corresponding to the surface of the liquid crystal layer on the organic substrate side is defined as the lower layer region.
  • the average value I A2 of the secondary ionic strength derived from the photo-aligned compound in the upper layer region and the maximum value I A1 of the secondary ionic strength derived from the photo-aligned compound in the lower layer region are calculated, and the ratio ( IA1 / If I A2 ) is 2.0 or more, it is assumed that the photo-aligned compounds are unevenly distributed on the organic substrate side.
  • the above ratio (IA1 / IA2 ) is preferably 3.0 or more in that the durability of the liquid crystal layer or the liquid crystal film is more excellent (hereinafter, also simply referred to as “the effect of the present invention is more excellent”). 3.5 or more is more preferable, and 5.0 or more is further preferable.
  • the upper limit is not particularly limited, but it is often 30.0 or less, and more often 20.0 or less.
  • the leveling agent is unevenly distributed on the side opposite to the organic base material 12 side.
  • the fact that the leveling agent is unevenly distributed on the side opposite to the organic base material 12 side corresponds to the fact that the uneven distribution degree calculated by the uneven distribution degree calculation method 2 described later is 2.0 or more.
  • FIG. 3 is an example of the secondary ion intensity distribution derived from the leveling agent obtained by TOF-SIMS analysis.
  • the horizontal axis is the distance (nm) from the surface of the liquid crystal layer opposite to the organic substrate side, and the vertical axis is the intensity of secondary ions derived from the leveling agent.
  • points S2 to E2 represent the secondary ionic strength derived from the leveling agent in the liquid crystal layer, and points E2 and after represent the secondary ionic strength derived from the leveling agent in the organic substrate. That is, points S2 to E2 correspond to the liquid crystal layer, and points E2 and thereafter correspond to the organic substrate.
  • a depth position corresponding to 20% of the total thickness of the liquid crystal layer (hereinafter, also referred to as "depth position M2").
  • depth position M2 a depth position corresponding to 20% of the total thickness of the liquid crystal layer.
  • the liquid crystal layer corresponds to 20% of the total thickness of the liquid crystal layer from the point S2 corresponding to the surface opposite to the organic base material side toward the organic base material side.
  • the region up to the M2 point corresponding to the depth position is defined as the upper layer region, and the region from the M2 point to the E2 point corresponding to the surface of the liquid crystal layer on the organic substrate side is defined as the lower layer region.
  • the average value I B2 of the secondary ion intensity derived from the leveling agent in the lower layer region and calculates the maximum value I B1 of the secondary ion intensity derived from the leveling agent in the upper layer region, the ratio (I B1 / I B2 ) Is 2.0 or more, it is assumed that the leveling agent is unevenly distributed on the side opposite to the organic base material side.
  • the above ratio (IB1 / IB2 ) is preferably 30.0 or more, more preferably 60.0 or more, in that the effect of the present invention is more excellent.
  • the upper limit is not particularly limited, but it is often 300.0 or less, and more often 150.0 or less.
  • the liquid crystal layer in the optical film may be transferred to the transfer target. That is, the optical film may function as a so-called transfer film.
  • the organic base material is a member that supports the liquid crystal layer.
  • the organic base material may be composed of an organic material, and a resin base material is preferable.
  • Materials for the resin substrate include cellulose-based polymers; polymethylmethacrylate and acrylic polymers such as acrylate ring-containing polymers, acrylic acid ester 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 copolymers; Polyethylene-based polymers such as polyethylene, polypropylene, and ethylene-propylene copolymers; , And amide-based polymers such as aromatic polyamides; imide-based polymers; sulfone-based polymers; polyether sulfone-based polymers; polyether ether ketone-based polymers; polypheny
  • the organic base material preferably has a hydrogen-bonding group on the surface on the liquid crystal layer side.
  • the hydrogen-bonding group include a hydroxy group, a thiol group, a carboxy group, an amino group, an amide group, a urea group, and a urethane group, and the hydroxy group is preferable in that the effect of the present invention is more excellent.
  • the method for introducing a hydrogen-bonding group onto the surface of the organic substrate is not particularly limited, and examples thereof include known surface treatment methods such as corona treatment and ultraviolet irradiation treatment. Further, the material (for example, polymer) itself constituting the organic base material may have a hydrogen-bonding group.
  • the organic base material may contain an additive having a hydrogen-bonding group in addition to the main component constituting the organic base material. Further, the organic base material contains a compound that is decomposed by heat or light to generate a hydrogen-bonding group, and is subjected to a predetermined treatment (for example, light irradiation treatment or heat treatment) to obtain the organic base material. Hydrogen-bonding groups may be introduced on the surface.
  • the organic base material may have a single-layer structure or a multi-layer structure.
  • the organic base material may have a support and an optically anisotropic layer arranged on the support.
  • the optically anisotropic layer include an optically anisotropic layer having a phase difference in the in-plane direction and an optically anisotropic layer having a phase difference in the thickness direction.
  • the thickness of the organic base material is not particularly limited, and is preferably 5 to 200 ⁇ m, more preferably 10 to 100 ⁇ m, and even more preferably 20 to 90 ⁇ m.
  • the liquid crystal layer is a layer arranged on the organic base material.
  • the liquid crystal layer is a layer obtained by orienting a liquid crystal compound and has optical anisotropy. That is, the liquid crystal layer is an optically anisotropic layer.
  • the liquid crystal layer contains a photoaligned compound. Further, as described above, the liquid crystal layer may contain a leveling agent.
  • the liquid crystal layer is preferably a layer in which the oriented liquid crystal compound is fixed.
  • the orientation state of the liquid crystal compound can be easily fixed by the curing treatment described later.
  • the "fixed" state is a state in which the orientation of the liquid crystal compound is maintained. Specifically, in the temperature range of 0 to 50 ° C., and more severely, -30 to 70 ° C., the layer has no fluidity, and the orientation form is changed by an external field or an external force. It is preferable that the state is such that the fixed orientation form can be kept stable.
  • the state in which the liquid crystal compound is oriented is not particularly limited, and a known oriented state can be mentioned.
  • the orientation state include homogeneous orientation and homeotropic orientation.
  • the orientation states include, for example, nematic orientation (state in which a nematic phase is formed), smectic orientation (state in which a smectic phase is formed), and cholesteric. Orientation (a state in which a cholesteric phase is formed) and hybrid orientation can be mentioned.
  • the orientation state includes nematic orientation, columnar orientation (a state in which a columnar phase is formed), and cholesteric orientation.
  • the homogeneously oriented liquid crystal compound is fixed in the surface region on the organic substrate side in the liquid crystal layer.
  • the surface region on the organic substrate side in the liquid crystal layer corresponds to 20% of the total thickness of the liquid crystal layer from the surface of the liquid crystal layer on the organic substrate side toward the side opposite to the organic substrate side. It corresponds to the area up to the depth position (thickness position). That is, when the position corresponding to 20% of the total thickness of the liquid crystal layer is set as the intermediate position from the surface of the organic base material of the liquid crystal layer, the region from the surface of the organic base material of the liquid crystal layer to the intermediate position is the surface region. Corresponds to.
  • the homogeneous orientation is a state in which the molecular axes of the liquid crystal compound (for example, the major axis in the case of a rod-shaped liquid crystal compound) are arranged horizontally and in the same orientation with respect to the layer surface (for example, in the case of a rod-shaped liquid crystal compound).
  • Optical uniaxiality does not require that the liquid crystal compound be strictly horizontal, but means that the average molecular axis of the liquid crystal compound in the layer is oriented at an inclination angle (average tilt angle) of less than 2 ° with the layer surface. It shall be.
  • the same direction does not require that the directions are exactly the same, and when the directions of the slow axis are measured at any 20 positions in the plane, the slow axes at 20 points are measured. It is assumed that the maximum difference between the slow axis orientations (the difference between the two slow axis orientations having the largest difference among the 20 slow axis orientations) is less than 10 °. .. Examples of the method for measuring the orientation state of the liquid crystal compound in the surface region include the methods described in Examples described later.
  • the thickness of the liquid crystal layer is not particularly limited, but is preferably 0.1 to 10 ⁇ m, more preferably 0.5 to 5 ⁇ m.
  • the in-plane retardation of the liquid crystal layer is not particularly limited, but for example, when an optical film is used for an antireflection film application, the in-plane retardation of the liquid crystal layer at a wavelength of 550 nm is preferably 110 to 160 nm.
  • the content of the photoalignment compound in the liquid crystal layer is not particularly limited, but is preferably 0.01 to 30% by mass, preferably 0.1 to 10% by mass, based on the total mass of the liquid crystal layer, in that the effect of the present invention is more excellent. % Is more preferable.
  • the liquid crystal layer is preferably a layer formed by using a composition containing a liquid crystal compound and a photoalignment compound (hereinafter, also simply referred to as “composition”).
  • composition a composition containing a liquid crystal compound and a photoalignment compound
  • the liquid crystal compound is not particularly limited, and examples thereof include compounds capable of any of homeotropic orientation, homogeneous orientation, hybrid orientation, and cholesteric orientation.
  • a liquid crystal compound can be classified into a rod-shaped type (rod-shaped liquid crystal compound) and a disk-shaped type (disk-shaped liquid crystal compound) according to its shape.
  • a polymer generally refers to a polymer having a degree of polymerization of 100 or more (Polymer Physics / Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).
  • any liquid crystal compound can be used, but a rod-shaped liquid crystal compound or a discotic liquid crystal compound (disk-shaped liquid crystal compound) is preferable. Further, a liquid crystal compound which is a monomer or has a relatively low molecular weight having a degree of polymerization of less than 100 is preferable.
  • the liquid crystal compound preferably has a polymerizable group. That is, the liquid crystal compound is preferably a polymerizable liquid crystal compound.
  • the polymerizable group contained in the polymerizable liquid crystal compound include an acryloyl group, a methacryloyl group, an epoxy group, and a vinyl group.
  • the rod-shaped liquid crystal compound for example, those described in claim 1 of JP-A No. 11-513019 or paragraphs [0026] to [0098] of JP-A-2005-289980 are preferable, and the discotic liquid crystal compound is preferably a discotic liquid crystal compound.
  • the discotic liquid crystal compound is preferably a discotic liquid crystal compound.
  • those described in paragraphs [0020] to [0067] of JP2007-108732 or paragraphs [0013] to [0108] of JP2010-2404038 are preferable.
  • the polymerizable liquid crystal compound a liquid crystal compound having a reverse wavelength dispersibility can be used.
  • the liquid crystal compound having "reverse wavelength dispersibility” means that the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using this compound is measured. In this case, it means that the Re value becomes equal or higher as the measurement wavelength becomes larger.
  • the reverse wavelength dispersible liquid crystal compound is not particularly limited as long as it can form a reverse wavelength dispersive film as described above, and is represented by, for example, the general formula (I) described in JP-A-2008-297210. (In particular, the compounds described in paragraphs [0034] to [0039]), and the compounds represented by the general formula (1) described in JP-A-2010-084032 (particularly, paragraphs [0067] to [0073]. ], And compounds represented by the general formula (1) described in JP-A-2016-081035 (particularly, compounds described in paragraphs [0043] to [0055]).
  • the content of the liquid crystal compound in the composition is not particularly limited, but is preferably 50% by mass or more, preferably 70% by mass or more, based on the total solid content (total solid content) in the composition in that the effect of the present invention is more excellent. % Or more is more preferable, and 90% by mass or more is further preferable.
  • the upper limit is not particularly limited, but in many cases it is 99% by mass or less.
  • the solid content in the composition is intended as a component constituting the liquid crystal layer and does not contain a solvent. Further, as long as it is a component constituting the liquid crystal layer, it is a solid content even if the property is liquid.
  • the photo-oriented compound is a compound having a photo-oriented group.
  • the "photo-oriented group” refers to a group having a photo-alignment function in which rearrangement or an heterogeneous chemical reaction is induced by irradiation with light having anisotropy (for example, plane polarized light).
  • a photo-oriented group in which at least one of dimerization and isomerization is generated by the action of light is preferable from the viewpoint of excellent orientation uniformity and good thermal stability or chemical stability.
  • Examples of photo-oriented groups that dimerize by the action of light include cinnamic acid derivatives (M. Schadt et al., J. Appl. Phys., Vol. 31, No. 7, page 2155 (1992)) and coumarins. Derivatives (M. Schadt et al., Nature., Vol. 381, page 212 (1996)), coumarin derivatives (Toshihiro Ogawa et al. Examples include groups having a skeleton of at least one derivative selected from the group consisting of (YK Jang et al., SID Int. Symposium Digest, P-53 (1997)).
  • examples of photo-oriented groups that are isomerized by the action of light include azobenzene compounds (K.
  • the photooriented group is preferably selected from the group consisting of a cinnamoyl group, an azobenzene group, a chalconyl group, and a coumarin group.
  • the photo-aligned compound is preferably a polymer because the effect of the present invention is more excellent.
  • the photo-oriented compound preferably has a repeating unit having a photo-aligned group.
  • the structure of the main chain of the repeating unit having a photo-oriented group is not particularly limited, and known structures can be mentioned. For example, (meth) acrylic type, styrene type, siloxane type, cycloolefin type, methylpentene type, and amide type. , And a skeleton selected from the group consisting of aromatic esters are preferred.
  • a skeleton selected from the group consisting of (meth) acrylic-based, siloxane-based, and cycloolefin-based skeletons is more preferable, and (meth) acrylic-based skeletons are even more preferable.
  • the repeating unit having a photo-oriented group As the repeating unit having a photo-oriented group, the repeating unit represented by the formula (W) is preferable.
  • RW1 represents a hydrogen atom or a methyl group.
  • L W represents a single bond or a divalent linking group. Preferred embodiments of the divalent linking group are the same as preferred embodiment of the divalent linking group represented by L 1 to be described later.
  • RW2 , RW3 , RW4 , RW5 and RW6 each independently represent a hydrogen atom or substituent. Of R W2, R W3, R W4 , R W5 and R W6, may form a ring by bonding two groups adjacent. Type of the substituent is not particularly limited, include groups exemplified in the alkyl group has optionally may substituent represented by R 1 described later. Of these, an alkoxy group is preferable.
  • the content of the repeating unit having a photo-oriented group in the photo-aligned compound is not particularly limited, but 15 to 98% by mass is based on all the repeating units in the photo-aligned compound in that the effect of the present invention is more excellent. It is preferable, and 30 to 95% by mass is more preferable.
  • the photo-orientation compound has a hydrogen-binding group, a group having a salt structure, a boronic acid group (-B (OH) 2 ), a boronic acid ester group, and a formula (1), in that the effect of the present invention is more excellent. It preferably has an interacting group selected from the group consisting of the represented groups.
  • the photo-aligned compound has the above-mentioned interacting group, it easily interacts with the organic base material, and as a result, the photo-aligned compound tends to be unevenly distributed on the organic base material side.
  • Examples of the hydrogen-binding group include a hydroxy group, a thiol group, a carboxy group, an amino group, an amide group, a urea group, and a urethane group.
  • the group having a salt structure is a group having a salt-derived structure composed of an acid-derived anion and a base-derived cation.
  • Examples of the salt structure include a carboxylate structure, a sulfonate structure, a phosphonate structure, and a quaternary ammonium salt structure.
  • R 1 represents an alkyl group having 1 to 20 carbon atoms, which may have a substituent.
  • the alkyl group preferably has 1 to 10 carbon atoms, and more preferably 1 to 5 carbon atoms.
  • the type of the substituent is not particularly limited, and examples thereof include known substituents. Examples of the substituent include an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an amino group, an alkoxy group, an aryloxy group, an aromatic heterocyclic oxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group and an acyloxy group.
  • R 1 is an alkyl group having 2 to 20 carbon atoms
  • one or more of -CH 2- constituting the alkyl group are -O-, -S-, -N (Q)-, and -CO-O.
  • -, -O-CO- or -CO- may be substituted.
  • Q represents a substituent.
  • the kind of the substituent is not particularly limited, include known substituents, include the groups exemplified in the alkyl group has optionally may substituent represented by R 1. * Represents the bond position.
  • the photo-oriented compound preferably contains a repeating unit having an interacting group in that the effect of the present invention is more excellent.
  • the photo-alignment compound preferably contains at least one of the repeating units represented by the formulas (2) to (6).
  • the photo-aligned compound is represented by a repeating unit represented by the formula (2), a repeating unit represented by the formula (3), or a repeating unit represented by the formula (6) in that the effect of the present invention is more excellent. It is preferable to include repeating units.
  • R 2 , R 3 , R 4 , R 5 and R 8 each independently represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may have a substituent.
  • the number of carbon atoms of the alkyl group is preferably 1 to 10, and more preferably 1 to 5.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • Type of the substituents which may be possessed by the alkyl group is not particularly limited, include known substituents, include the groups exemplified in the alkyl group has optionally may substituent represented by R 1 Be done.
  • L 1 , L 2 , L 3 , L 4 and L 5 each independently represent a single bond or a divalent linking group.
  • the divalent linking group is not particularly limited, and for example, a divalent hydrocarbon group which may have a substituent (for example, an alkylene group having 1 to 10 carbon atoms, an alkenylene group having 1 to 10 carbon atoms, and an alkenylene group having 1 to 10 carbon atoms).
  • a divalent aliphatic hydrocarbon group such as an alkynylene group having 1 to 10 carbon atoms, and a divalent aromatic hydrocarbon group such as an arylene group
  • a divalent heterocycle which may have a substituent.
  • Ra represents a hydrogen atom or an alkyl group.
  • Divalent kinds of hydrocarbon group and a divalent heterocyclic group substituent which may be possessed is not particularly limited, include known substituents, have an alkyl group represented by R 4 Examples of the substituents may be exemplified.
  • X + represents a cation group.
  • a cation group is a group having a positive charge.
  • the cation group is not particularly limited, and examples thereof include a quaternary ammonium group and a pyridinium group. Of these, a quaternary ammonium group is preferable.
  • Y - represents an anion. The type of anion is not particularly limited, and known anions can be mentioned.
  • halogen ions F -, Cl -, Br -, I -
  • NO 3 -, CIO 4 -, BF 4 -, CO 3 2- and, inorganic anions such as SO 4 2-, as well, CH 3 OSO 3 -, C 2 H 5 OSO 3 -, more acetic acid, malonic acid, succinic acid, maleic acid, fumaric acid, p- toluenesulfonic acid, and organic anions consisting of organic acid residues such as trifluoroacetic acid
  • halogen ions are preferable because the effects of the present invention are more excellent.
  • D - represents an anion group.
  • An anionic group is a group having a negative charge.
  • Anionic group is not particularly limited, -COO -, and, -SO 3 - and the like.
  • E + represents a cation.
  • the type of cation is not particularly limited, and inorganic cations such as lithium ion, sodium ion, magnesium ion, potassium ion, calcium ion, and aluminum ion, as well as organic ammonium cation, organic sulfonium cation, organic iodonium cation, and organic Examples include organic cations such as phosphonium cations. Of these, organic cations are preferable because the effects of the present invention are more excellent.
  • R 6 and R 7 independently have a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a hetero which may have a substituent. Representing an aryl group, either R 6 or R 7 is a hydrogen atom.
  • the number of carbon atoms of the alkyl group is not particularly limited, and is preferably 1 to 10, and more preferably 1 to 5.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • the aryl group may have a monocyclic structure or a polycyclic structure.
  • the hetero atom contained in the heteroaryl group is not particularly limited, and examples thereof include a nitrogen atom, an oxygen atom, and a sulfur atom.
  • the type of substituent that the above group (alkyl group, aryl group, heteroaryl group) may have is not particularly limited, and known substituents can be mentioned, and the alkyl group represented by R 1 has. Examples of the substituents may be exemplified.
  • R 9 represents an alkyl group having 1 to 20 carbon atoms.
  • the number of carbon atoms of the alkyl group is preferably 1 to 10, and more preferably 1 to 5.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • the type of the substituent is not particularly limited, and examples thereof include known substituents, and examples thereof include the groups exemplified by the substituents that the alkyl group represented by R 1 may have.
  • R 9 is an alkyl group having 2 to 20 carbon atoms , one or more of -CH 2- constituting the alkyl group are -O-, -S-, -N (Q)-, and -CO-O.
  • Q represents a substituent.
  • the type of the substituent is not particularly limited, and examples thereof include known substituents, and examples thereof include the groups exemplified by the substituents that the alkyl group represented by R 1 may have. * Represents the bond position.
  • the photoaligned compound preferably has at least one of the repeating units represented by the formulas (7) to (9) in that the effect of the present invention is more excellent.
  • R 10 , R 14 and R 15 each independently represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may have a substituent.
  • the alkyl group preferably has 1 to 10 carbon atoms, and more preferably 1 to 5 carbon atoms.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • Type of the substituents which may be possessed by the alkyl group is not particularly limited, include known substituents, include the groups exemplified in the alkyl group has optionally may substituent represented by R 1 Be done.
  • L 6 , L 7 and L 8 each independently represent a single bond or a divalent linking group.
  • the divalent linking group include the groups exemplified by the divalent linking groups represented by L 1 , L 2 , L 3 , L 4 and L 5 described above.
  • Y - represents an anion.
  • Y in the formula (7) - is, Y in the formula (2) - as synonymous.
  • E + represents a cation.
  • E + in equation (8) is synonymous with E + in equation (3).
  • R 11 , R 12 and R 13 each independently represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may have a substituent.
  • the alkyl group preferably has 1 to 10 carbon atoms, and more preferably 1 to 5 carbon atoms.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • Type of the substituents which may be possessed by the alkyl group is not particularly limited, include known substituents, include the groups exemplified in the alkyl group has optionally may substituent represented by R 1 Be done.
  • the content of the repeating unit having an interacting group in the photo-aligned compound is not particularly limited, but 2 to 85% by mass is added to all the repeating units in the photo-aligned compound in that the effect of the present invention is more excellent. Preferably, 5 to 70% by mass is more preferable.
  • the photo-oriented compound preferably contains the above-mentioned repeating unit having a photo-oriented group and the repeating unit having an interacting group.
  • the photo-oriented compound may contain other repeating units other than the repeating unit having a photo-oriented group and the repeating unit having an interacting group.
  • repeating units include repeating units having a polymerizable group.
  • the polymerizable group include a radically polymerizable group and a cationically polymerizable group.
  • examples of the radically polymerizable group include an acryloyl group and a methacryloyl group
  • examples of the cationically polymerizable group include an epoxy group and an oxetanyl group.
  • the photo-aligned compound contains a repeating unit having a polymerizable group
  • the content of the repeating unit having a polymerizable group in the photo-aligned compound is not particularly limited, but the effect of the present invention is more excellent in the photo-aligned compound. 20 to 80% by mass is preferable, and 30 to 70% by mass is more preferable, based on all the repeating units of.
  • repeating units include repeating units having an alkyl group, which are different from any of a repeating unit having a photo-oriented group, a repeating unit having an interacting group, and a repeating unit having a polymerizable group.
  • the number of carbon atoms of the alkyl group is not particularly limited, and is preferably 1 to 20 and more preferably 1 to 15.
  • the alkyl group may be linear, branched or cyclic, or may have a structure in which these are combined.
  • a cyclic alkyl group is preferable because it can suppress the relaxation of the orientation of the photo-aligned compound due to heat. Examples of the cyclic alkyl group include adamantane and the like.
  • the content of the repeating unit having an alkyl group in the photo-aligned compound is not particularly limited, but the effect of the present invention is more excellent in the photo-aligned compound. It is preferably 20 to 80% by mass, more preferably 30 to 70% by mass, based on all the repeating units.
  • the weight average molecular weight (Mw) of the photo-aligned compound is not particularly limited, but 10,000 to 500,000 is preferable, and 20,000 to 300,000 is more preferable, because the effect of the present invention is more excellent.
  • the weight average molecular weight and the number average molecular weight in the present invention are values measured by a gel permeation chromatography (GPC) method under the following conditions.
  • the photo-aligned compound can be synthesized by a known method.
  • the content of the photoalignment compound in the composition is not particularly limited, but in that the effect of the present invention is more excellent, it is 0.01 to 0.01 to the content of the liquid crystal compound in the composition (total mass of the liquid crystal compound). It is preferably 30% by mass, more preferably 0.1 to 10% by mass.
  • the composition may contain a compound other than the liquid crystal compound and the photoalignment compound described above.
  • the composition may include a leveling agent.
  • the leveling agent preferably has a fluorine atom or a silicon atom. That is, as the leveling agent, a fluorine-based leveling agent or a silicon-based leveling agent is preferable, and a fluorine-based leveling agent is more preferable.
  • the leveling agent examples include the compounds represented by the general formula (I) described in paragraphs [0079] to [0102] of JP-A-2007-069471, JP-A-2013-047244, and JP-A-2013.
  • the content of the leveling agent in the composition is preferably 0.01 to 5% by mass, more preferably 0.05 to 1% by mass, based on the total solid content in the composition.
  • the composition may contain a polymerization initiator.
  • the polymerization initiator used is selected according to the type of polymerization reaction, and examples thereof include a thermal polymerization initiator and a photopolymerization initiator.
  • examples of the photopolymerization initiator include ⁇ -carbonyl compounds, acyloin ethers, ⁇ -hydrocarbon-substituted aromatic acyloin compounds, polynuclear quinone compounds, and combinations of triarylimidazole dimers and p-aminophenyl ketones. Be done.
  • the content of the polymerization initiator in the composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 10% by mass, based on the total solid content of the composition.
  • the composition may contain a thermoacid generator.
  • a thermoacid generator when the photo-alignment compound has a cationically polymerizable group, a liquid crystal layer having excellent heat resistance can be obtained by polymerizing the cationically polymerizable group using a thermoacid generator when forming the liquid crystal layer.
  • the content of the thermoacid generator in the composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 10% by mass, based on the total solid content of the composition.
  • the composition may contain a polymerizable monomer.
  • the polymerizable monomer include radically polymerizable or cationically polymerizable compounds. Of these, a polyfunctional radically polymerizable monomer is preferable.
  • a monomer copolymerizable with the above-mentioned liquid crystal compound having a polymerizable group is preferable.
  • the content of the polymerizable monomer in the composition is preferably 1 to 50% by mass, more preferably 2 to 30% by mass, based on the total mass of the liquid crystal compound in the composition.
  • the composition may contain a solvent.
  • a solvent an organic solvent is preferable.
  • Organic solvents include amines (eg diisopropylethylamine), amides (eg N, N-dimethylformamide), sulfoxides (eg dimethyl sulfoxide), heterocyclic compounds (eg pyridine, 1,3-dioxolane), hydrocarbons.
  • benzene, hexane alkyl halides (eg, chloroform, dichloromethane), esters (eg, methyl acetate, ethyl acetate, butyl acetate), ketones (eg, acetone, methyl ethyl ketone, cyclopentanone), and ethers (eg, eg, acetone, methyl ethyl ketone, cyclopentanone).
  • Tetrahydrofuran, 1,2-dimethoxyethane Two or more kinds of organic solvents may be used in combination.
  • the composition may contain various orientation control agents such as a vertical alignment agent and a horizontal alignment agent. These orientation control agents are compounds capable of horizontally or vertically controlling the orientation of the liquid crystal compound on the interface side.
  • the composition may contain a polymerization inhibitor, an adhesion improver, and a plasticizer in addition to the above components.
  • the composition for forming a liquid crystal layer may contain a polymerization inhibitor for the purpose of suppressing the polymerization of the liquid crystal compound in step 2 described later.
  • the method for forming the liquid crystal layer is not particularly limited as long as it is formed by using the above composition and the photoalignment compound can be unevenly distributed on the organic substrate side as described above.
  • a production method having the following steps 1 to 3 is preferable.
  • Step 1 A composition containing a polymerizable liquid crystal compound and a photoalignment compound having an interacting group is applied onto an organic substrate to form a coating film.
  • Step 2 Polarization of the formed coating film.
  • Step 3 A step of orienting the polymerizable liquid crystal compound in the coating film obtained in Step 2 and then performing a curing treatment to form a liquid crystal layer.
  • the procedures of Steps 1 to 3 will be described in detail below. ..
  • Step 1 is a step of applying a composition containing a polymerizable liquid crystal compound and a photoalignment compound having an interacting group onto an organic substrate to form a coating film.
  • a composition containing a polymerizable liquid crystal compound and a photoalignment compound having an interacting group onto an organic substrate to form a coating film.
  • composition used is as described above.
  • organic base material used is as described above.
  • the method of applying the composition onto the organic substrate is not particularly limited, and is limited to curtain coating method, dip coating method, spin coating method, print coating method, spray coating method, slot coating method, roll coating method, slide coating method, and blade.
  • Examples include a coating method, a gravure coating method, and a wire bar method.
  • the coating film may be heat-treated after the coating film is formed and before the step 2 described later. By performing the heat treatment, the photo-aligned compounds are more likely to be unevenly distributed on the organic substrate side.
  • the heating temperature during the heat treatment is preferably 50 to 250 ° C., more preferably 50 to 150 ° C., and preferably 10 seconds to 10 minutes as the heating time because the effect of the present invention is more excellent. ..
  • Step 2 is a step of irradiating the formed coating film with polarized light.
  • the photoalignment compounds unevenly distributed in the coating film are oriented in a predetermined direction, and a part of the region in the coating film can function as a photoalignment film.
  • the polarization applied to the coating film is not particularly limited, and examples thereof include linearly polarized light, circularly polarized light, and elliptically polarized light, and linearly polarized light is preferable.
  • the wavelength of polarized light is not particularly limited, and examples thereof include ultraviolet rays, near ultraviolet rays, and visible light. Of these, near-ultraviolet rays of 250 to 450 nm are preferable.
  • the light source for irradiating polarized light include a xenon lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, and a metal halide lamp.
  • an interference filter, a color filter, or the like for ultraviolet rays or visible rays obtained from such a light source the wavelength range to be irradiated can be limited.
  • linearly polarized light can be obtained by using a polarizing filter or a polarizing prism for the light from these light sources.
  • the irradiation direction of polarized light is not particularly limited, and irradiation may be performed from the coating film side or from the organic substrate side. Irradiation from the organic substrate side is preferable because the effect of the present invention is more excellent.
  • the integrated light amount of polarized light is not particularly limited , but is preferably 1 to 300 mJ / cm 2 and more preferably 2 to 100 mJ / cm 2 .
  • Step 3 is a step of orienting the polymerizable liquid crystal compound in the coating film obtained in step 2 and then performing a curing treatment to form a liquid crystal layer.
  • the polymerizable liquid crystal compound is oriented based on the orientation restricting force of the photoaligned compound oriented in the predetermined direction obtained in step 2, and the polymerizable liquid crystal compound is cured.
  • a liquid crystal layer formed by immobilizing the oriented liquid crystal compound is formed.
  • Examples of the method for orienting the polymerizable liquid crystal compound include heat treatment.
  • the conditions for heating the coating film are not particularly limited, but the heating temperature is preferably 50 to 250 ° C, more preferably 50 to 150 ° C, and the heating time is preferably 10 seconds to 10 minutes. Further, after heating the coating film, the coating film may be cooled, if necessary, before the curing treatment described later.
  • the cooling temperature is preferably 20 to 200 ° C, more preferably 30 to 150 ° C.
  • the coating film in which the polymerizable liquid crystal compound is oriented is subjected to a curing treatment.
  • the method of curing treatment performed on the coating film on which the polymerizable liquid crystal compound is oriented is not particularly limited, and examples thereof include light irradiation treatment and heat treatment. Among them, the light irradiation treatment is preferable, and the ultraviolet irradiation treatment is more preferable from the viewpoint of manufacturing suitability.
  • the irradiation conditions of the light irradiation treatment are not particularly limited, but an irradiation amount of 50 to 1000 mJ / cm 2 is preferable.
  • the atmosphere during the light irradiation treatment is not particularly limited, but a nitrogen atmosphere is preferable.
  • an optical film in which the photoalignment compounds are unevenly distributed on the organic substrate side in the liquid crystal layer can be obtained.
  • the composition used in the above step 1 contains a leveling agent
  • the leveling agent is unevenly distributed on the side opposite to the organic base material side of the formed liquid crystal layer. That is, the liquid crystal layer formed in the optical film when the composition contains a leveling agent has two main surfaces formed by using the composition containing the liquid crystal compound, the photoalignment compound, and the leveling agent. This corresponds to a liquid crystal film in which the leveling agent is unevenly distributed on one surface main surface side and the photoalignment compound is unevenly distributed on the other main surface side in the liquid crystal film.
  • the fact that the photo-aligned compound is unevenly distributed on the other main surface side corresponds to the fact that the uneven distribution degree calculated by the uneven distribution degree calculation method 3 described later is 2.0 or more.
  • Uneven distribution calculation method 3 When the main surface of the two main surfaces of the liquid crystal film on the side where the leveling agent is unevenly distributed is the main surface A and the other surface is the main surface B, the main surface A of the liquid crystal film is the main surface.
  • the secondary ion intensity derived from the photoaligned compound in the liquid crystal film was measured by the flight time type secondary ion mass spectrometry while irradiating the surface B side with an ion beam, the secondary ion intensity derived from the photoaligned compound was measured from the main surface A of the liquid crystal film.
  • the region up to the depth position corresponding to 80% of the total thickness of the liquid crystal film is defined as the upper layer region toward the main surface B side, and the above-mentioned depth position (depth position corresponding to 80% of the total thickness of the liquid crystal film).
  • the maximum secondary ion intensity derived from the photoaligned compound in the lower layer region is relative to the average value IC2 of the secondary ion intensity derived from the photoaligned compound in the upper layer region.
  • the ratio of the values IC1 (IC1 / IC2 ) is defined as the degree of uneven distribution.
  • main surface X one of the two main surfaces of the liquid crystal film (hereinafter, also simply referred to as “main surface X”) to the other main surface (hereinafter, simply “main surface Y”). Also referred to as) side, while irradiating an ion beam, the time-of-flight secondary ion mass spectrometry (TOF-SIMS) is performed to obtain the secondary ion intensity derived from the leveling agent in the liquid crystal layer and the secondary ion intensity derived from the photoalignment compound. Measure the secondary ion intensity.
  • the type of ion beam include an ion beam using an argon gas cluster ion gun (Ar-GCIB gun).
  • the region from the main surface X to the depth position (hereinafter, also referred to as “depth position MX”) corresponding to 20% of the total thickness of the liquid crystal film from the main surface Y side is the upper layer region X.
  • the secondary ionic strength derived from the leveling agent in the upper layer region X is relative to the average value I X2 of the secondary ionic strength derived from the leveling agent in the lower layer region X.
  • the ratio of the maximum value IX1 of the ionic strength (IX1 / IX2 ) is obtained.
  • the region from the main surface Y toward the main surface X side to the depth position (hereinafter, also referred to as “depth position MY”) corresponding to 20% of the total thickness of the liquid crystal film is defined as the upper layer region Y.
  • the region from the depth position MY to the main surface X is defined as the lower layer region Y
  • the ratio of the maximum value I Y1 of the intensity (I Y1 / I Y2 ) is obtained.
  • the main surface A is the main surface on the side, and when the ratio (I Y1 / I Y2 ) is large, the main surface Y is the main surface A on the side where the leveling agent is unevenly distributed.
  • the ratio ( IC1 / IC2 ) is calculated according to the procedure of the uneven distribution degree calculation method 3 described above.
  • the ratio (IC1 / IC2 ) is preferably 3.5 or more, more preferably 5.0 or more, in that the effect of the present invention is more excellent.
  • the upper limit is not particularly limited, but it is often 30.0 or less, and more often 20.0 or less.
  • the uneven distribution of the leveling agent on one main surface side corresponds to the uneven distribution degree calculated by the uneven distribution degree calculation method 4 described later being 2.0 or more.
  • Uneven distribution calculation method 4 From one of the two main surfaces of the liquid crystal film (hereinafter, also simply referred to as "main surface X") to the other main surface (hereinafter, also simply referred to as “main surface Y"). ) The intensity of the secondary ion derived from the leveling agent in the liquid crystal film is measured by the time-of-flight secondary ion mass spectrometry while irradiating the ion beam toward the side. Next, the region from the main surface X to the depth position (hereinafter, also referred to as “depth position MX”) corresponding to 20% of the total thickness of the liquid crystal layer from the main surface Y side is the upper layer region X.
  • depth position MX the depth position corresponding to 20% of the total thickness of the liquid crystal layer from the main surface Y side is the upper layer region X.
  • the secondary ionic strength derived from the leveling agent in the upper layer region X is relative to the average value I X2 of the secondary ionic strength derived from the leveling agent in the lower layer region X.
  • the ratio of the maximum value IX1 of the ionic strength (IX1 / IX2 ) is obtained.
  • the region from the main surface Y toward the main surface X side to the depth position (hereinafter, also referred to as “depth position MY”) corresponding to 20% of the total thickness of the liquid crystal layer is defined as the upper layer region Y.
  • the ratio of the maximum value I Y1 of the intensity (I Y1 / I Y2 ) is obtained. Comparing the obtained ratio ( IX1 / I X2 ) with the ratio (I Y1 / I Y2 ), if the ratio ( IX1 / I X2 ) is large, the leveling agent is unevenly distributed on the main surface X.
  • the main surface A which is the main surface on the side, is used, and the ratio ( IX1 / I X2 ) is the degree of uneven distribution.
  • the ratio (I Y1 / I Y2 ) is large, the leveling agent is unevenly distributed on the main surface Y.
  • the main surface A which is the main surface on the side, is used, and the ratio (I Y1 / I Y2 ) is used as the degree of uneven distribution.
  • the higher the degree of uneven distribution the more the leveling agent is unevenly distributed on one main surface side.
  • the degree of uneven distribution is preferably 30.0 or more, more preferably 60.0 or more, in that the effect of the present invention is more excellent.
  • the upper limit is not particularly limited, but it is often 300.0 or less, and more often 150.0 or less.
  • the liquid crystal film has the same structure as the liquid crystal layer shown in FIG. 1 described above, and the description thereof will be omitted.
  • the liquid crystal layer and the liquid crystal film in the optical film of the present invention are less likely to cause uneven film thickness caused by dry air during formation. More specifically, in the liquid crystal layer or the liquid crystal film in the optical film of the present invention, unevenness in film thickness caused by dry air when forming the liquid crystal layer from a predetermined coating film is unlikely to occur.
  • film thickness unevenness is also referred to as “wind unevenness”.
  • the optical film of the present invention may further have another optically anisotropic layer on the liquid crystal layer described above (on the surface of the liquid crystal layer opposite to the organic substrate).
  • the other optically anisotropic layer is preferably an optically anisotropic layer formed by using a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound.
  • examples of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition for forming another optically anisotropic layer include the polymerizable liquid crystal compound used for forming the above-mentioned liquid crystal layer.
  • the polymerizable liquid crystal composition for forming another optically anisotropic layer may be used for forming the above-mentioned liquid crystal layer, such as a leveling agent, a polymerization initiator, a polymerizable monomer, a solvent, and orientation control. It may contain an agent and other components such as an adhesion improver.
  • the liquid crystal layer may be surface-treated before the other optically anisotropic layer described above is formed on the liquid crystal layer.
  • the surface treatment include glow discharge treatment, corona discharge treatment (corona treatment), and ultraviolet (UV) treatment, and corona treatment is preferable from the viewpoint of enhancing the orientation of other optically anisotropic layers.
  • the corona treatment method include methods as shown in Japanese Patent Application Laid-Open No. 05-140355.
  • an optically anisotropic layer having a phase difference in the thickness direction is preferable because it can reduce light leakage in the oblique direction when the optical film is applied as a viewing angle compensating plate for a liquid crystal cell. ..
  • the retardation in the thickness direction of the optically anisotropic layer having a phase difference in the thickness direction is not particularly limited, but the wavelength can be reduced from the viewpoint of reducing light leakage in the oblique direction when the optical film is applied as a viewing angle compensating plate for a liquid crystal cell.
  • the retardation in the thickness direction at 550 nm is preferably ⁇ 10 to ⁇ 160 nm, more preferably ⁇ 20 to ⁇ 130 nm.
  • the thickness of the other optically anisotropic layer is not particularly limited, and is preferably 0.1 to 10 ⁇ m, more preferably 0.1 to 5 ⁇ m.
  • the optical film and the liquid crystal film can be applied to various uses.
  • an image display device including a display element and an optical film or a liquid crystal film can be mentioned.
  • the liquid crystal layer of the optical film may be transferred onto the display element to peel off the organic base material to form an image display device including the display element and the liquid crystal layer.
  • the display element used in the image display device of the present invention is not particularly limited, and examples thereof include a liquid crystal cell, an organic electroluminescence (hereinafter abbreviated as "EL") display panel, and a plasma display panel, and the liquid crystal cell or An organic EL display panel is preferred. That is, as the image display device of the present invention, a liquid crystal display device using a liquid crystal cell as a display element or an organic EL display device using an organic EL display panel as a display element is preferable.
  • the liquid crystal cell used in the liquid crystal display device is preferably a VA (Vertical Element) mode, an OCB (Optically Compensated Bend) mode, an IPS (In-Plane-Switching) mode, or a TN (Twisted Nematic) mode. ..
  • a polarizer As the liquid crystal display device which is an example of the image display device of the present invention, for example, it is preferable to have a polarizer, an optical film (or a liquid crystal layer, a liquid crystal film), and a liquid crystal cell in this order from the visual side.
  • the polarizer From the viewing side, the polarizer, the above-mentioned other optically anisotropic layer (preferably an optically anisotropic layer having a phase difference in the thickness direction), and the above-mentioned liquid crystal layer (preferably an optical difference having a phase difference in the in-plane direction). It is more preferable to have a square layer) and a liquid crystal cell in this order.
  • the organic EL display device which is an example of the image display device of the present invention, includes, for example, a polarizer, an optical film (or a liquid crystal layer, a liquid crystal film), and an organic EL display panel in this order from the viewing side. Is preferable.
  • the polarizer is not particularly limited as long as it is a member having a function of converting light into specific linearly polarized light, and conventionally known absorption type polarizers and reflection type polarizers can be used.
  • absorption type polarizer an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, and the like are used.
  • the iodine-based polarizer and the dye-based polarizer include a coating type polarizing element and a stretching type polarizing element, and both of them can be applied.
  • Japanese Patent No. 5048120 Japanese Patent No. 5143918, Japanese Patent No. 46910205, and Japanese Patent No.
  • the methods described in Japanese Patent No. 4751481 and Japanese Patent No. 4751486 can be mentioned, and known techniques for these polarizers can also be preferably used.
  • the reflective polarizer include a polarizer in which thin films having different birefringences are laminated, a wire grid polarizer, and a polarizer in which a cholesteric liquid crystal having a selective reflection region and a 1/4 wave plate are combined.
  • a polymer containing a polyvinyl alcohol-based resin (-CH 2- CHOH- as a repeating unit.
  • a polyvinyl alcohol-based resin (-CH 2- CHOH- as a repeating unit.
  • a polarizer containing (1) is preferable.
  • the thickness of the polarizer is not particularly limited, and is preferably 3 to 60 ⁇ m, more preferably 5 to 30 ⁇ m.
  • the organic EL display panel is a member in which a light emitting layer or a plurality of organic compound thin films including a light emitting layer are formed between a pair of electrodes of an anode and a cathode.
  • the organic EL display panel may have a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a protective layer, and the like in addition to the light emitting layer, and each of these layers has other functions. It may be provided.
  • reaction solution was stirred at 50 ° C. for 6 hours.
  • the reaction mixture was cooled to room temperature, washed separately with water, and the obtained organic phase was dried over anhydrous magnesium sulfate. Magnesium sulfate was filtered off, and the obtained solution was concentrated to obtain a yellowish white solid.
  • the obtained yellowish white solid was dissolved by heating in methyl ethyl ketone (400 g) and recrystallized to obtain 76 g of the following monomer mA-1 as a white solid (yield 40%).
  • Me represents a methyl group.
  • the reaction solution was stirred while maintaining the reaction solution. After completion of the reaction, the reaction solution was allowed to cool to room temperature, and dimethylacetamide (60 g) was added to the reaction solution for dilution to obtain a polymer solution having a polymer concentration of about 20% by mass.
  • the obtained polymer solution is poured into a large excess of methanol to precipitate the polymer, the precipitate is filtered off, the obtained solid content is washed with a large amount of methanol, and then air-dried at room temperature for 24 hours. As a result, polymer P-1 was obtained.
  • each repeating unit in the following structural formula represent the content (mass%) of each repeating unit with respect to all the repeating units, and below, 91% by mass and 9% by mass from the repeating unit on the left side. Met.
  • the weight average molecular weight of the polymer P-1 measured by the above method was 58,000.
  • reaction solution was allowed to cool to room temperature, and cyclohexanone (30 g) was added to the reaction solution for dilution to obtain a polymer solution having a polymer concentration of about 20% by mass.
  • the obtained polymer solution is poured into a large excess of methanol to precipitate the polymer, the precipitate is filtered off, the obtained solid content is washed with a large amount of methanol, and then air-dried at room temperature for 24 hours. As a result, a polymer of monomer mA-1 and methacrylic acid was obtained.
  • the obtained polymer of monomer mA-1 and methacrylic acid (1.0 g) was added to a mixed solvent (4.0 g) of cyclohexanone / isopropyl alcohol (2/1) and dissolved at 50 ° C. Then, diisopropylethylamine (418 ⁇ L) was added to the obtained solution, and the mixture was stirred at 50 ° C. for 30 minutes to obtain a polymer P-2 (solid content concentration: 20%).
  • the numerical values described in each repeating unit in the following structural formula represent the content (mass%) of each repeating unit with respect to all the repeating units, and below, 79% by mass and 21% by mass from the repeating unit on the left side. Met.
  • the reaction solution was allowed to cool to room temperature, and the obtained polymer solution was poured into a large excess of methanol to precipitate the polymer. Then, the precipitate was collected by filtration, and the recovered solid content was washed with a large amount of methanol and then vacuum dried at 40 ° C. for 6 hours to obtain a polymer P-10c.
  • each repeating unit in the following structural formula represent the content (mass%) of each repeating unit with respect to all the repeating units, and below, 12% by mass and 78% by mass from the repeating unit on the left side. It was 10% by mass.
  • Base material B-1 By corona-treating one side of a cycloolefin polymer film (ZF-14, manufactured by Zeon Corporation) once under the conditions of an output of 0.3 kW and a processing speed of 7.6 m / min using a corona treatment apparatus. Substrate B-1 was obtained.
  • the base material B-1 had a hydrogen-bonding group such as a hydroxy group on the corona-treated surface.
  • a cellulose acylate film (Fujitac ZRD40, manufactured by FUJIFILM Corporation) is passed through a dielectric heating roll having a temperature of 60 ° C. to raise the film surface temperature to 40 ° C., and then an alkaline solution having the following composition is applied to one side of the film.
  • the film was applied at a coating rate of 14 ml / m 2 using a bar coater and heated to 110 ° C.
  • the obtained film was conveyed for 10 seconds under a steam-type far-infrared heater manufactured by Noritake Company Limited.
  • 3 ml / m 2 of pure water was applied onto the obtained film using the same bar coater.
  • the obtained film was washed with water by a fountain coater and drained with an air knife three times, and then transported to a drying zone at 70 ° C. for 10 seconds to be dried to prepare an alkali saponified cellulose acylate film. did.
  • the alignment layer coating liquid having the following composition was applied to the saponified cellulose acylate film as described above using a bar coater. After coating, the obtained film was dried with warm air at 60 ° C. for 60 seconds and further dried with warm air at 100 ° C. for 120 seconds to obtain an oriented layer Y1.
  • polymerization initiator (IN1)” represents a photopolymerization initiator (IRGACURE2959, manufactured by BASF).
  • composition 1 for forming a vertically oriented liquid crystal layer was applied onto the oriented layer Y1 using a bar coater.
  • the coating film formed on the alignment layer was heated at 60 ° C. for 1 minute with warm air, and then 300 mJ / cm at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere while maintaining 60 ° C.
  • the ultraviolet rays of 2 were irradiated from the coating film side.
  • the liquid crystal layer side on which the vertically oriented liquid crystal compound of the laminate obtained above is fixed is treated once using a corona treatment device under the conditions of an output of 0.3 kW and a treatment speed of 7.6 m / min. Obtained the base material B-2.
  • the base material B-2 had a hydrogen-bonding group such as a hydroxy group on the corona-treated surface.
  • composition 1 for forming a liquid crystal layer was applied to the surface of the base material B-1 on the corona-treated side using a bar coater.
  • the coating film formed on the substrate is dried at room temperature for 30 seconds, and then the substrate is passed through a bandpass filter (BPF313, manufactured by Asahi Spectrometer Co., Ltd.) having a wavelength of 313 nm and a wire grid polarizer using a high-pressure mercury lamp.
  • BPF313 manufactured by Asahi Spectrometer Co., Ltd.
  • Polarized ultraviolet rays were irradiated from the surface side opposite to the surface on which the coating film of the material was formed (the side opposite to the coating film forming surface) (50 mJ / cm 2 at a wavelength of 313 nm).
  • the obtained laminate was heated with warm air at 120 ° C. for 1 minute, then cooled to 60 ° C., and then ultraviolet rays of 80 mJ / cm 2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere.
  • the optical film of Example 1 which is a laminate of the base material B-1 and the liquid crystal layer (thickness 2.7 ⁇ m) was produced.
  • the Re (550) of the obtained optical film was 140 nm.
  • Example 2 An optical film was produced according to the same procedure as in Example 1 except that the liquid crystal layer forming composition 1 was changed to the following liquid crystal layer forming composition 2.
  • ⁇ Liquid crystal layer forming composition 2 ⁇ -The above-mentioned polymerizable liquid crystal compound L-1 7.1 parts by mass-The above-mentioned polymerizable liquid crystal compound L-2 1.3 parts by mass-The above-mentioned polymerizable liquid crystal compound L-3 0.2 parts by mass-The above-mentioned polymerizable liquid crystal compound L- 4 46.5 parts by mass, the polymerizable liquid crystal compound L-5 25.0 parts by mass, the polymerizable liquid crystal compound L-6 15.0 parts by mass, the polymerizable compound A-1 5.0 parts by mass, and the polymerization Sex compound A-2 5.0 parts by mass, polymerization initiator (Irgacure2959, manufactured by Ciba Specialty Chemicals) 4.0 parts by mass ⁇ 0.2 parts by mass of the leveling agent T-1
  • Example 3 The following liquid crystal layer forming composition 3 was applied to the surface of the base material B-1 on the corona-treated side using a bar coater.
  • the coating film formed on the substrate was dried at room temperature for 30 seconds, and then heated with warm air at 120 ° C. for 1 minute. Subsequently, using a high-pressure mercury lamp, the surface side opposite to the surface on which the coating film of the base material was formed (BPF 313, manufactured by Asahi Spectrometer Co., Ltd.) and a wire grid polarizer (BPF 313). Polarized ultraviolet rays were irradiated from the side opposite to the coating film forming surface (50 mJ / cm 2 at a wavelength of 313 nm).
  • the obtained laminate was heated with warm air at 120 ° C. for 1 minute, then cooled to 60 ° C., and then ultraviolet rays of 80 mJ / cm 2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere.
  • the coating film side was subsequently irradiated from the coating film side, and then ultraviolet rays of 300 mJ / cm 2 were irradiated from the coating film side while heating at 120 ° C.
  • the optical film of Example 3 which is a laminate of the base material B-1 and the liquid crystal layer (thickness 2.7 ⁇ m) was produced.
  • Example 4 An optical film was produced according to the same procedure as in Example 3 except that the polymer P-3 was changed to the polymer P-4.
  • Example 5 An optical film was produced according to the same procedure as in Example 1 except that the polymer P-1 was changed to the polymer P-5.
  • Liquid crystal layer forming composition 4 ⁇ -The above-mentioned polymerizable liquid crystal compound L-1 7.1 parts by mass-The above-mentioned polymerizable liquid crystal compound L-2 1.3 parts by mass-The above-mentioned polymerizable liquid crystal compound L-3 0.2 parts by mass-The above-mentioned polymerizable liquid crystal compound L- 4 46.5 parts by mass, the polymerizable liquid crystal compound L-5 25.0 parts by mass, the polymerizable liquid crystal compound L-6 15.0 parts by mass, the polymerizable compound A-1 5.0 parts by mass, and the polymerization Sex compound A-2 5.0 parts by mass, polymerization initiator (Irgacure2959, manufactured by Ciba Specialty Chemicals) 4.0 parts by mass, 0.2 parts by mass of the leveling agent T-1, 3.
  • Example 7 An optical film was produced according to the same procedure as in Example 1 except that the polymer P-1 was changed to the polymer P-7.
  • Example 8> The following liquid crystal layer forming composition 5 was applied to one side of a cellulose acylate film (Fujitac ZRD40, manufactured by FUJIFILM Corporation) (film thickness 40 ⁇ m) using a bar coater.
  • the surface on which the liquid crystal layer forming composition 5 of the cellulose acylate film was applied had a hydroxy group.
  • the coating film formed on the substrate (cellulose acylate film) was dried at room temperature for 30 seconds, and then a bandpass filter (BPF313, manufactured by Asahi Spectroscopy Co., Ltd.) having a wavelength of 313 nm was used using a high-pressure mercury lamp.
  • a bandpass filter BPF313, manufactured by Asahi Spectroscopy Co., Ltd.
  • Polarized ultraviolet rays were irradiated from the surface side opposite to the surface on which the coating film of the base material was formed (the side opposite to the coating film forming surface) via the wire grid polarizer (50 mJ / cm 2 at a wavelength of 313 nm). .. Then, the obtained laminate was heated with warm air at 120 ° C. for 1 minute, then cooled to 60 ° C., and then ultraviolet rays of 80 mJ / cm 2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere. Was subsequently irradiated from the coating film side, and then ultraviolet rays of 300 mJ / cm 2 were irradiated from the coating film side while heating at 120 ° C.
  • Example 8 which is a laminate of a cellulose acylate film and a liquid crystal layer (thickness 2.7 ⁇ m) was produced.
  • ⁇ Liquid crystal layer forming composition 5 ⁇ -The above-mentioned polymerizable liquid crystal compound L-1 7.1 parts by mass-The above-mentioned polymerizable liquid crystal compound L-2 1.3 parts by mass-The above-mentioned polymerizable liquid crystal compound L-3 0.2 parts by mass-The above-mentioned polymerizable liquid crystal compound L- 4 46.5 parts by mass, the polymerizable liquid crystal compound L-5 25.0 parts by mass, the polymerizable liquid crystal compound L-6 15.0 parts by mass, the polymerizable compound A-1 5.0 parts by mass, and the polymerization Sex compound A-2 5.0 parts by mass, polymerization initiator (Irgacure2959, manufactured by Ciba Specialty Chemicals) 4.0 parts by mass, 0.2 parts by mass of the above leveling agent T-1
  • Example 9 An optical film was produced according to the same procedure as in Example 1 except that the base material B-1 was changed to the base material B-2.
  • Example 10 The following liquid crystal layer forming composition 6 was applied to the surface of the base material B-1 on the corona-treated side using a bar coater.
  • the coating film formed on the substrate is dried at room temperature for 30 seconds, and then the substrate is passed through a bandpass filter (BPF313, manufactured by Asahi Spectrometer Co., Ltd.) having a wavelength of 313 nm and a wire grid polarizer using a high-pressure mercury lamp.
  • BPF313 manufactured by Asahi Spectrometer Co., Ltd.
  • Polarized ultraviolet rays were irradiated from the surface side opposite to the surface on which the coating film of the material was formed (the side opposite to the coating film forming surface) (50 mJ / cm 2 at a wavelength of 313 nm).
  • Example 9 which is a laminate of the base material B-1 and the liquid crystal layer (thickness 2.0 ⁇ m) was produced.
  • Liquid crystal layer forming composition 6 ⁇ -The following polymerizable liquid crystal compound L-7 10.0 parts by mass-The following polymerizable liquid crystal compound L-8 90.0 parts by mass-Polymerization initiator (Irgacure2959, manufactured by Ciba Specialty Chemicals) 4.0 parts by mass, fluorine-based leveling agent (S420, manufactured by AGC Seimi Chemical Co., Ltd.) 0.2 parts by mass, polymer P-1 3.0 parts by mass, cyclopentanone 162.3 parts by mass, 1,3-dioxolane 243.5 parts by mass ⁇ ⁇
  • mass-Polymerization initiator Irgacure2959, manufactured by Ciba Specialty Chemicals
  • fluorine-based leveling agent S420, manufactured by AGC Seimi Chemical Co., Ltd.
  • Example 11 An optical film was produced according to the same procedure as in Example 1 except that the amount of the polymer P-1 added was changed to 40.0 parts by mass.
  • composition 1 for forming a photo-alignment layer was applied to the surface of the base material B-1 on the corona-treated side using a bar coater. Then, the coating film formed on the substrate was dried with warm air at 125 ° C. for 2 minutes to remove the solvent, and a precursor layer having a thickness of 0.3 ⁇ m was formed.
  • polarized ultraviolet rays are irradiated from the precursor layer side via a bandpass filter (BPF313, manufactured by Asahi Spectrometer Co., Ltd.) and a wire grid polarizer (BPF313, manufactured by Asahi Spectrometer Co., Ltd.) (50 mJ / cm 2 at a wavelength of 313 nm).
  • a photoalignment layer (thickness 0.3 ⁇ m) was formed.
  • composition for forming a photo-aligned layer 1 Polymer P-10 100.00 parts by mass Thermal acid generator D-1 6.00 parts by mass Diisopropylethylamine 0.60 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ⁇ ⁇
  • the following composition 7 for forming a liquid crystal layer was applied onto the photoalignment layer using a bar coater.
  • the obtained laminate was heated with warm air at 120 ° C. for 1 minute, then cooled to 60 ° C., and then coated with ultraviolet rays of 80 mJ / cm 2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere. Irradiation was performed from the film side, and then ultraviolet rays of 300 mJ / cm 2 were irradiated from the coating film side while heating at 120 ° C.
  • the optical film of Comparative Example 2 which is a laminate of the base material B-1, the photoalignment layer, and the liquid crystal layer (thickness 2.7 ⁇ m) was produced.
  • ⁇ Liquid crystal layer forming composition 7 ⁇ -The above-mentioned polymerizable liquid crystal compound L-1 7.1 parts by mass-The above-mentioned polymerizable liquid crystal compound L-2 1.3 parts by mass-The above-mentioned polymerizable liquid crystal compound L-3 0.2 parts by mass-The above-mentioned polymerizable liquid crystal compound L- 4 46.5 parts by mass, the polymerizable liquid crystal compound L-5 25.0 parts by mass, the polymerizable liquid crystal compound L-6 15.0 parts by mass, the polymerizable compound A-1 5.0 parts by mass, and the polymerization Sex compound A-2 5.0 parts by mass, polymerization initiator (Irgacure2959, manufactured by Ciba Specialty Chemicals) 4.0 parts by mass, 0.2 parts by mass of the
  • the liquid crystal layer 0 to 20% (the region from the interface with air to the thickness position of 20% of the total film thickness) and 20 to 80% (the entire film) in the film thickness direction from the surface (air interface).
  • the average tilt angle of the liquid crystal compound at the position (region to the interface) was evaluated.
  • Re (550) in-plane retardation at a wavelength of 550 nm
  • Re (550) in-plane retardation at a wavelength of 550 nm
  • the ratio of Re (550) after holding is less than 96%.
  • Example 9 From the optical films obtained in Example 9 and Comparative Example 3, a square film having a side length of 40 mm was cut out. An adhesive was attached to the surface of the obtained film on the liquid crystal layer side, and the adhesive surface was attached to glass having the same size as the film.
  • the obtained square-shaped bonded product having a side length of 40 mm was held in an environment of a temperature of 100 ° C. and a humidity of 95% for 144 hours, and then, as shown in FIG. 4, the two opposite sides of the bonded product were opposed to each other.
  • Re (550) is measured at the intersection of the AA line passing through each midpoint of the above and the BB line orthogonal to the AA line and 2 mm away from one side of the bonded object, and the following criteria are used. Evaluated in. A: When the ratio of Re (550) after holding is 98% or more with respect to Re (550) before holding in an environment of temperature 100 ° C. and humidity 95% B: Environment of temperature 100 ° C. and humidity 95% When the ratio of Re (550) after holding to Re (550) before holding is 96% or more and less than 98% C: Re (550) before holding in an environment of temperature 100 ° C. and humidity 95% ), The ratio of Re (550) after holding is less than 96%.
  • the liquid crystal compound homogenically oriented was fixed on the surface of the liquid crystal layer on the organic substrate side.
  • the optical film and the liquid crystal film of the present invention exerted a predetermined effect.
  • the photo-aligned compound is a repeating unit represented by the formula (2), a repeating unit represented by the formula (3), or a repeating unit represented by the formula (6). It was confirmed that a better effect can be obtained when the unit is included.
  • Example 12 An optical film 12 was produced according to the same procedure as in Example 1 except that the liquid crystal layer forming composition 1 was changed to the following liquid crystal layer forming composition 8.
  • Liquid crystal layer forming composition 8 ⁇ -The following liquid crystal compound R1 42.00 parts by mass-The following liquid crystal compound R2 42.00 parts by mass-The following polymerizable compound A1 12.00 parts by mass-The following polymerizable compound A2 4.00 parts by mass-The following polymerization initiator S1 0.
  • leveling agent T1 0.23 parts by mass
  • high solve MTEM manufactured by Toho Kagaku Kogyo Co., Ltd.
  • NK ester A-200 Shin Nakamura Kagaku Kogyo Co., Ltd.
  • methyl ethyl ketone 300.00 parts by mass ⁇
  • the group adjacent to the acryloyloxy group of the following liquid crystal compounds R1 and R2 represents a propylene group (a group in which the methyl group is replaced with an ethylene group), and the following liquid crystal compounds R1 and R2 have different positions of the methyl groups. Represents a mixture of bodies.
  • Example 13 Optical according to the same procedure as in Example 12 except that the liquid crystal compounds R1 and R2 in the liquid crystal layer forming composition 8 were changed to the following liquid crystal compound Z1 and the polymerizable compounds A1 and A2 were changed to the following polymerizable compound A3. A film 13 was produced.
  • Example 14 (surface treatment) The surface of the optical film 12 produced in Example 12 on the liquid crystal layer side was subjected to corona treatment with a discharge amount of 150 W ⁇ min / m 2.
  • a composition for forming an optically anisotropic layer prepared with the following composition was applied to the corona-treated surface with a wire bar coater # 4. Then, for drying of the solvent of the composition and orientation aging of the liquid crystal compound, it was heated with warm air at 70 ° C. for 90 seconds. Under a nitrogen purge, ultraviolet irradiation (300 mJ / cm 2 ) was performed at an oxygen concentration of 0.1% at 40 ° C. to fix the orientation of the liquid crystal compound, and another optically anisotropic layer was formed on the liquid crystal layer of the optical film 12. Made.
  • the other optically anisotropic layer obtained was a positive C plate satisfying the formula (C1): nz> nx ⁇ ny, and the thickness was about 1.5 ⁇ m.
  • Liquid crystal compound R3 A mixture of the following liquid crystal compounds (RA), (RB) and (RC) at 83/15/2 (mass ratio).
  • Example 15 The same as in Example 14 except that the optical film 12 was changed to the optical film 13, the liquid crystal compounds R1 to R3 in the composition for forming the optically anisotropic layer were changed to the liquid crystal compound Z1, and the polymerizable compound A2 was changed to the polymerizable compound A3.
  • An optical film containing another optically anisotropic layer was produced according to the procedure of.

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