WO2024176900A1 - 液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置および共重合体 - Google Patents

液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置および共重合体 Download PDF

Info

Publication number
WO2024176900A1
WO2024176900A1 PCT/JP2024/004911 JP2024004911W WO2024176900A1 WO 2024176900 A1 WO2024176900 A1 WO 2024176900A1 JP 2024004911 W JP2024004911 W JP 2024004911W WO 2024176900 A1 WO2024176900 A1 WO 2024176900A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
liquid crystal
repeating unit
formula
substituent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2024/004911
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
智則 三村
顕夫 田村
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Corp
Original Assignee
Fujifilm Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fujifilm Corp filed Critical Fujifilm Corp
Priority to JP2025502291A priority Critical patent/JPWO2024176900A1/ja
Priority to KR1020257019700A priority patent/KR20250110294A/ko
Priority to CN202480012727.3A priority patent/CN120693550A/zh
Publication of WO2024176900A1 publication Critical patent/WO2024176900A1/ja
Priority to US19/271,174 priority patent/US20250340780A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing boron
    • C08F230/065—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing boron the monomer being a polymerisable borane, e.g. dimethyl(vinyl)borane
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
    • C08F230/085—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J143/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Adhesives based on derivatives of such polymers
    • C09J143/02—Homopolymers or copolymers of monomers containing phosphorus
    • 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
    • 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
    • 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
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/60—Pleochroic dyes
    • 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
    • C09K19/60—Pleochroic dyes
    • C09K19/601—Azoic
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • 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
    • H10K59/10—OLED displays
    • 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
    • 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

Definitions

  • the present invention relates to a liquid crystal composition, a liquid crystal cured layer, an optical film, a polarizing plate, an image display device, and a copolymer.
  • Optical films such as optical compensation sheets and retardation films are used in various image display devices from the viewpoints of eliminating image coloration and widening the viewing angle.
  • a stretched birefringent film has been used, but in recent years, it has been proposed to use a liquid crystal cured layer using a liquid crystal compound instead of the stretched birefringent film.
  • Patent Document 1 describes a retardation film that is made of a cured product of a composition for forming a retardation layer, the composition containing a liquid crystal compound, a surfactant, and a solvent, and the surfactant is a polyether-modified silicone having a repeating unit represented by the following general formula (I) as a component contained in the liquid crystal composition for forming the liquid crystal cured layer.
  • the surfactant is a polyether-modified silicone having a repeating unit represented by the following general formula (I) as a component contained in the liquid crystal composition for forming the liquid crystal cured layer.
  • the present inventors have studied liquid crystal compositions containing a copolymer and a liquid crystal compound as described in Patent Document 1 and the like, and have found that, depending on the structure of the copolymer, it is difficult to balance the leveling property of the liquid crystal composition, the compatibility between the copolymer and the liquid crystal compound, and the adhesion to a member adjacent to the film when a film formed using the liquid crystal composition is adhered to an adherend, and that there is room for improvement.
  • excellent adhesion when a film formed using a liquid crystal composition is adhered to an object, excellent adhesion between the film and an adjacent member will be simply referred to as "excellent adhesion".
  • a liquid crystal composition comprising a copolymer including a repeating unit A and a repeating unit B, and a liquid crystal compound
  • the repeating unit A is a repeating unit represented by formula (A1) described later or a repeating unit represented by formula (A2) described later
  • a liquid crystal composition, wherein the repeating unit B is a repeating unit having at least one group selected from the group consisting of a hydroxy group, a boronic acid group, a boronic acid ester group, a boronic acid amide group, an epoxy group, an oxetane group, a vinyl group, a styryl group, a (meth)acryloyl group, and a maleimide group.
  • a polarizing plate comprising the optical film according to [11] and a polarizer.
  • a copolymer having a repeating unit A and a repeating unit B the repeating unit A is a repeating unit represented by formula (A1) described later or a repeating unit represented by formula (A2) described later, A copolymer, wherein the repeating unit B is a repeating unit having at least one group selected from the group consisting of a boronic acid group, a boronic ester group, an epoxy group, an oxetane group, and a (meth)acryloyl group.
  • the present invention it is possible to provide a liquid crystal composition which contains a copolymer having excellent compatibility with a liquid crystal compound and has excellent leveling properties and adhesive properties.
  • the present invention can also provide a liquid crystal cured layer, an optical film, a polarizing plate, an image display device, and a copolymer.
  • FIG. 1 is a schematic cross-sectional view showing an example of an optical film.
  • a numerical range expressed using "to” means a range that includes the numerical values before and after "to” as the lower and upper limits.
  • the various components may be used as a single substance corresponding to each component, or as a combination of two or more substances.
  • the content of the component means the total content of the substances used in combination, unless otherwise specified.
  • the bonding direction of a divalent group (for example, -O-CO-) is not particularly limited.
  • L2 when L2 is -O-CO- in the bond of " L1 - L2 - L3 ", when the position bonded to L1 is *1 and the position bonded to L3 is *2, L2 may be *1-O-CO-*2 or *1-CO-O-*2.
  • the compounds described in this specification may contain isomers.
  • the isomers may be any of the structural isomers, geometric isomers, and optical isomers that each compound may have.
  • the specific isomer is preferred among the isomers that the compound may have.
  • (meth)acrylic acid includes the concepts of both acrylic acid and methacrylic acid.
  • (meth)acryloyl group includes the concepts of both acryloyl group and methacryloyl group.
  • the "solid content" of a liquid crystal composition means the components that form a layer (e.g., a liquid crystal cured layer) formed using the liquid crystal composition, and in the case where the composition contains a solvent (e.g., an organic solvent and water, etc.), it means all components excluding the solvent.
  • a solvent e.g., an organic solvent and water, etc.
  • liquid components that form a layer are also considered to be solid content.
  • Re( ⁇ ) and Rth( ⁇ ) respectively represent the in-plane retardation and the retardation in the thickness direction at a wavelength ⁇ , which is 550 nm unless otherwise specified.
  • the liquid crystal composition of the present invention is a liquid crystal composition containing a copolymer having repeating units A and B (hereinafter also referred to as a "specific copolymer”), and a liquid crystal compound.
  • the repeating unit A is a repeating unit represented by formula (A1) or a repeating unit represented by formula (A2)
  • the repeating unit B is a repeating unit having at least one group (hereinafter also referred to as "specific group B") selected from the group consisting of a hydroxy group, a boronic acid group, a boronic acid ester group, a boronic acid amide group, an epoxy group, an oxetane group, a vinyl group, a styryl group, a (meth)acryloyl group, and a maleimide group.
  • the present invention can provide a liquid crystal composition excellent in both leveling property and adhesive property by containing the specific copolymer having excellent compatibility with the liquid crystal compound.
  • the specific copolymer which contains repeating unit A and repeating unit B, has excellent leveling properties and adhesion properties in a liquid crystal composition due to the structural characteristics of these repeating units, and also has excellent compatibility with liquid crystal compounds.
  • liquid crystal composition of the present invention may contain are described in detail below.
  • the liquid crystal composition contains a specific copolymer.
  • the specific copolymer is a copolymer containing a repeating unit A and a repeating unit B.
  • the repeating unit A is a repeating unit represented by formula (A1) or a repeating unit represented by formula (A2). It is preferable that the repeating unit A is a repeating unit represented by formula (A1), and that Rh in formula (A1) has two or more groups represented by formula (S) and is a substituent that does not have a fluorine atom (hereinafter also referred to as "substituent SI").
  • R 11 and R 12 each independently represent a hydrogen atom or an alkyl group.
  • R 13 represents a hydrogen atom or a substituent.
  • L11 represents a single bond or a divalent linking group.
  • Rh represents a substituent having two or more groups represented by formula (S) and having no fluorine atom (substituent SI), or a hydrocarbon group having 10 or more carbon atoms and having two or more terminal methyl groups (hereinafter also referred to as "substituent LQ").
  • R 21 and R 22 each independently represent a hydrogen atom or an alkyl group.
  • R23 represents a hydrogen atom or a substituent.
  • L21 represents a single bond or a divalent linking group.
  • L22 represents an (n+1)-valent linking group having a heteroatom.
  • X represents an alkyl group having 5 to 40 carbon atoms and having two or more terminal methyl groups (hereinafter, also referred to as "substituent LR").
  • n represents an integer of 2 or more. However, each of the multiple X's may be the same or different.
  • R 11 and R 12 each independently represent a hydrogen atom or an alkyl group.
  • alkyl group represented by one embodiment of R 11 and R 12 include linear alkyl groups having 1 to 18 carbon atoms, branched alkyl groups having 3 to 18 carbon atoms, and cyclic alkyl groups. Specific examples include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group (e.g., an n-butyl group, a sec-butyl group, an iso-butyl group, and a tert-butyl group), and a cyclohexyl group.
  • R 11 and R 12 are preferably a hydrogen atom.
  • R 13 represents a hydrogen atom or a substituent.
  • substituent represented by one embodiment of R 13 include a hydroxy group, an alkyl group, an alkenyl group, and an aryl group.
  • substituent represented by one embodiment of R 13 include, for example, -L R -hydroxy group, -L R -alkyl group, -L R -alkenyl group, and -L R -aryl group.
  • L R represents a divalent linking group.
  • R N represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • the alkyl group represented by one embodiment of R 13 is preferably a linear alkyl group having 1 to 4 carbon atoms, and more preferably a methyl group or an ethyl group.
  • R 13 is preferably a hydrogen atom or a methyl group.
  • L 11 represents a single bond or a divalent linking group.
  • the divalent linking group represented by one embodiment of L11 include a divalent hydrocarbon group having 1 to 20 carbon atoms, preferably an alkylene group having 1 to 20 carbon atoms, and more preferably a linear alkylene group having 1 to 18 carbon atoms, a branched alkylene group having 3 to 18 carbon atoms, or a cyclic alkylene group having 3 to 20 carbon atoms.
  • L 11 is preferably a single bond or a linear alkylene group having 1 to 18 carbon atoms, and more preferably a single bond, a methylene group, an ethylene group or a propylene group.
  • Rh represents a substituent SI or a substituent LQ.
  • the substituent SI is preferable from the viewpoint of providing a liquid crystal composition with better leveling properties.
  • the substituent SI represented by one embodiment of Rh is not particularly limited as long as it has two or more groups represented by formula (S) and does not have a fluorine atom.
  • R 31 , R 32 and R 33 each independently represent an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group.
  • R 31 , R 32 and R 33 each independently represent an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group.
  • substituent SI having two or more groups represented by formula (S) and having no fluorine atom
  • a plurality of R 31 may be the same or different
  • a plurality of R 32 may be the same or different
  • a plurality of R 33 may be the same or different.
  • Examples of the alkyl group represented by one embodiment of R 31 , R 32 and R 33 include linear alkyl groups having 1 to 18 carbon atoms, branched alkyl groups having 3 to 18 carbon atoms and cyclic alkyl groups.
  • the alkenyl group represented by one embodiment of R 31 , R 32 and R 33 includes, for example, an alkenyl group having 2 to 12 carbon atoms.
  • the aryl group represented by one embodiment of R 31 , R 32 and R 33 includes, for example, an aryl group having a carbon number of 6 to 12. Specific examples include a phenyl group, an ⁇ -methylphenyl group and a naphthyl group.
  • An example of the alkylenearyl group represented by one embodiment of R 31 , R 32 and R 33 is an alkylenearyl group having 7 to 30 carbon atoms.
  • R 31 , R 32 and R 33 in formula (S) are preferably an alkyl group, more preferably a linear alkyl group having 1 to 18 carbon atoms.
  • the number of groups represented by formula (S) in the substituent SI is 2 or more, and from the viewpoint of reducing the surface tension of the liquid crystal composition and suppressing unevenness when forming the liquid crystal cured layer, 2 to 8 are preferable, 3 to 6 are more preferable, and 3 to 5 are even more preferable.
  • R 31 , R 32 and R 33 each independently represent an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group, provided that multiple R 31 may be the same or different, multiple R 32 may be the same or different, and multiple R 33 may be the same or different.
  • L S1 represents an n s +1 valent linking group having no fluorine atom. n s represents an integer of 2 or more.
  • R 31 , R 32 and R 33 in formula (S1) have the same meanings as R 31 , R 32 and R 33 in formula (S), respectively, and the preferred embodiments are also the same.
  • L S1 represents an n s +1 valent linking group having no fluorine atom.
  • the n s +1-valent linking group having no fluorine atom represented by L S1 is, for example, preferably a n s +1-valent hydrocarbon group having 1 to 15 carbon atoms which may have a substituent other than a fluorine atom, in which some of the carbon atoms constituting the hydrocarbon group may be substituted with a heteroatom.
  • n s +1 linking group is a trivalent hydrocarbon group
  • one or two or more non-adjacent -CH 2 - groups among the -CH 2 - groups constituting a part of the trivalent hydrocarbon group may each be independently substituted with -O-, -CO-, -S-, -NH-, or -N(Q)-.
  • Q represents a substituent
  • the substituent represented by Q is preferably an alkyl group, more preferably a linear alkyl group having 1 to 4 carbon atoms, and even more preferably a methyl group or an ethyl group.
  • an alkyl group is preferable, a linear alkyl group having 1 to 4 carbon atoms is more preferable, and a methyl group or an ethyl group is further preferable.
  • the heteroatom include a silicon atom, an oxygen atom, and a nitrogen atom, with a silicon atom or an oxygen atom being preferred.
  • n s +1 a linking group (n s +1) having no fluorine atom and having a hetero atom is also preferred.
  • An example of the n s +1 valent linking group as one embodiment of L S1 is a trivalent or higher linking group consisting of a combination of a group selected from an ether group and a thioether group, an alkylene group, and a group selected from a tertiary carbon atom and a quaternary carbon atom bonded to the alkylene group.
  • the n s +1-valent linking group is preferably a trivalent linking group consisting of an alkylene group having 1 to 6 carbon atoms, a tertiary carbon atom bonded to the alkylene group, and two ether groups bonded to the tertiary carbon atom; or a tetravalent linking group consisting of an alkylene group having 1 to 6 carbon atoms, a quaternary carbon atom bonded to the alkylene group, and three ether groups bonded to the quaternary carbon atom.
  • the alkylene group may be linear, branched or cyclic, and is preferably linear.
  • the n s +1 valent linking group is preferably *-Si(R 34 ) m2 (-O-*) m1 , a group represented by formula (LA-1) or a group represented by formula (LA-2), and more preferably *-Si(R 34 ) m2 (-O-*) m1 .
  • m1 represents 2 or 3.
  • m2 represents 0 or 1.
  • m1+m2 is 3.
  • R 34 represents an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group.
  • n s represents an integer of 2 or more. n s is preferably an integer of 2 to 8, more preferably an integer of 3 to 6, and even more preferably an integer of 3 to 5.
  • R 31 , R 32 , R 33 and R 34 each independently represent an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group, provided that each of the R 31 may be the same or different, each of the R 32 may be the same or different, and each of the R 33 may be the same or different.
  • m1 represents 2 or 3.
  • m2 represents 0 or 1.
  • m1+m2 is 3.
  • R 31 , R 32 and R 33 in formula (S2) have the same meanings as R 31 , R 32 and R 33 in formula (S), respectively, and the preferred embodiments are also the same.
  • R 34 has the same meaning as R 31 , R 32 and R 33 , and the preferred embodiments are also the same.
  • the substituent LQ represented by one embodiment of Rh will be described in detail below.
  • the substituent LQ is not particularly limited so long as it is a hydrocarbon group having 10 or more carbon atoms and two or more terminal methyl groups.
  • terminal methyl group refers to a methyl group that constitutes the terminal of a straight or side chain of a hydrocarbon group.
  • straight-chain alkyl groups such as n-propyl and n-butyl groups are alkyl groups having one terminal methyl group
  • an isopropyl group is an alkyl group having two terminal methyl groups
  • a t-butyl group is an alkyl group having three terminal methyl groups.
  • an n-decane group is an alkyl group having 10 carbon atoms and one terminal methyl group, and therefore does not fall under the category of the substituent LQ.
  • any of the groups represented by formulae (a-1) to (a-4) each has 10 or more carbon atoms and two or more terminal methyl groups (the methyl groups surrounded by dotted lines in the following formulas), and therefore falls under the category of the substituent LQ.
  • the number of terminal methyl groups that the substituent LQ has is 2 or more, preferably 3 or more, and more preferably 3 to 10.
  • the hydrocarbon group having 10 or more carbon atoms constituting the substituent LQ is preferably a hydrocarbon group having 10 to 20 carbon atoms, more preferably an alkyl group having 10 to 20 carbon atoms, still more preferably a linear alkyl group having 10 to 18 carbon atoms, a branched alkyl group having 10 to 18 carbon atoms, or a cyclic alkyl group having 10 to 20 carbon atoms, and particularly preferably a branched alkyl group having 10 to 18 carbon atoms.
  • a group represented by any one of formulas (a-1) to (a-4) is also preferred.
  • R 21 and R 22 have the same meanings as R 11 and R 12 in formula (A1), respectively, and the preferred embodiments are also the same.
  • R 23 has the same meaning as R 13 in formula (A1), and the preferred embodiments are also the same.
  • L 21 represents a single bond or a divalent linking group.
  • R 1 to R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • the divalent linking group is preferably —O—, —S—, —CO—O—, —CO—N(R 5 )— or —CO—S—, and more preferably —CO—O— or —CO—N(R 5 )—.
  • L 22 represents an (n+1)-valent linking group having a heteroatom.
  • the n+1-valent linking group having a heteroatom represented by L22 include trivalent or higher linking groups consisting of a combination of a group selected from an ether group and a thioether group, an alkylene group, and a group selected from a tertiary carbon atom and a quaternary carbon atom bonded to the alkylene group.
  • the alkylene group may be linear, branched or cyclic, and is preferably linear.
  • L 22 is preferably a group represented by the above formula (LA-1) or a group represented by the above formula (LA-2).
  • X represents a substituent LR.
  • the "terminal methyl group" in the substituent LR has the same meaning as the terminal methyl group in the substituent LQ.
  • the number of terminal methyl groups that the substituent LR has is 2 or more, preferably 3 to 15, and more preferably 3 to 10.
  • the substituent LR preferably has 5 to 30 carbon atoms, and more preferably has 5 to 20 carbon atoms.
  • the ratio of the number of terminal methyl groups to the number of carbon atoms of the substituent LR is preferably 0.4 or more, more preferably 0.4 to 0.6.
  • the substituent LR is preferably a group represented by any one of formulas (a-1) to (a-6).
  • n represents an integer of 2 or more. n is preferably an integer of 2 to 10, more preferably an integer of 2 to 8, and further preferably 2 or 3.
  • the repeating unit A is preferably a repeating unit represented by formula (a1).
  • R 51 and R 52 each independently represent a hydrogen atom or an alkyl group.
  • R 53 represents a hydrogen atom or a substituent.
  • L 51 represents a single bond or an alkylene group having 1 to 6 carbon atoms.
  • L 52 represents an (m+1)-valent linking group having no fluorine atom.
  • R 31 , R 32 and R 33 each independently represent an alkyl group, an alkenyl group, an aryl group or an alkylenearyl group, provided that each of the R 31 may be the same or different, each of the R 32 may be the same or different, and each of the R 33 may be the same or different.
  • m represents an integer of 2 or more.
  • R 51 and R 52 in formula (a1) have the same meanings as R 11 and R 12 in formula (A1), respectively, and the preferred embodiments are also the same.
  • R 53 in formula (a1) has the same meaning as R 13 in formula (A1), and the preferred embodiments are also the same.
  • R 31 , R 32 and R 31 in formula (a1) have the same meanings as R 31 , R 32 and R 33 in formula (S), respectively, and the preferred embodiments are also the same.
  • L 51 represents a single bond or an alkylene group having 1 to 6 carbon atoms.
  • L 51 is preferably a single bond or a linear alkylene group having 1 to 6 carbon atoms, and more preferably a single bond, a methylene group, an ethylene group or a propylene group.
  • L 52 represents an (m+1)-valent linking group having no fluorine atom.
  • the m+1-valent linking group having no fluorine atom represented by L 52 has the same meaning as the n s +1-valent linking group having no fluorine atom represented by one embodiment of L S1 in formula (S1), and preferred embodiments are also the same.
  • m represents an integer of 2 or more.
  • m is preferably an integer of 2 to 8, more preferably an integer of 3 to 6, and even more preferably an integer of 3 to 5.
  • repeating unit A examples include the repeating units shown below. In the examples described below, the repeating unit represented by the following formula K-1 will be referred to as "K-1". The same applies to other repeating units.
  • the repeating unit A may be used alone or in combination of two or more kinds.
  • the content of the repeating unit A is preferably from 10 to 90 mol %, more preferably from 30 to 80 mol %, and even more preferably from 40 to 70 mol %, based on the total repeating units of the specific copolymer.
  • the repeating unit B is a repeating unit having a specific group B.
  • the specific group B is a group having at least one group selected from the group consisting of a hydroxy group, a boronic acid group, a boronic acid ester group, a boronic acid amide group, an epoxy group, an oxetane group, a vinyl group, a styryl group, a (meth)acryloyl group (including a (meth)acrylamide group), and a maleimide group.
  • the specific group B may be a group having the above-exemplified group as a part of its structure, or may be the above-exemplified group itself.
  • a group having at least one (preferably at least two) groups selected from the group consisting of a boronic acid group, a boronic acid ester group, an epoxy group, an oxetane group, a vinyl group, and a (meth)acryloyl group is preferred, and a group having at least one (preferably at least two) groups selected from the group consisting of a boronic acid group, a boronic acid ester group, a vinyl group, and a (meth)acryloyl group is more preferred.
  • the specific group B is preferably a group having at least two groups selected from the group consisting of a hydroxy group, a boronic acid group, a boronic acid ester group, an epoxy group, an oxetane group, a vinyl group, and a (meth)acryloyl group.
  • the specific group B is also preferably a group having at least one group selected from the group consisting of a boronic acid group, a boronic ester group, an epoxy group, an oxetane group, and a (meth)acryloyl group.
  • the number of specific groups B contained in the repeating unit B may be one or more, and is preferably 1 to 10, more preferably 2 to 10, and even more preferably 2 to 4.
  • the number of specific groups B indicates the number of specific groups B contained in that one type of repeating unit B
  • the specific polymer contains two or more types of repeating units B
  • the number indicates the total number of specific groups B contained in the two or more types of repeating units B.
  • the specific copolymer contains two types of repeating units B, H-1 and H-2
  • the number of specific groups B contained in the repeating unit is two.
  • repeating unit B a repeating unit represented by formula (B1) is preferable, and a repeating unit represented by any one of formulas (b1) to (b3) is more preferable.
  • R 41 and R 42 each independently represent a hydrogen atom or an alkyl group.
  • R 43 represents a hydrogen atom or a substituent.
  • L 41 represents —O— or —NR Z —, where R Z represents a hydrogen atom or a substituent.
  • L 42 represents a single bond or a divalent linking group.
  • Rk represents a group having at least one group selected from the group consisting of a boronic acid group, a boronic ester group, an epoxy group, an oxetane group, a vinyl group, and a (meth)acryloyl group.
  • R 41 and R 42 in formula (B1) have the same meanings as R 11 and R 12 in formula (A1), respectively, and the preferred embodiments are also the same.
  • R 43 in formula (B1) has the same meaning as R 13 in formula (A1), and the preferred embodiments are also the same.
  • L 41 represents —O— or —NR Z —, where R Z represents a hydrogen atom or a substituent.
  • R Z represents a hydrogen atom or a substituent.
  • the substituent represented by one embodiment of R Z is preferably an alkyl group, more preferably a linear alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group or an ethyl group.
  • L 41 is preferably —O— or —NH—, and more preferably —O—.
  • L 42 represents a single bond or a divalent linking group.
  • Examples of the divalent linking group represented by one embodiment of L 42 include a spacer group represented by SP b1 in formula (b2) and formula (b3) described later, a mesogenic group represented by M b1 , and a group formed by combining these.
  • Rk represents a group having at least one group selected from the group consisting of a boronic acid group, a boronic ester group, an epoxy group, an oxetane group, a vinyl group, and a (meth)acryloyl group.
  • Rk is preferably a group having at least one (preferably at least two) groups selected from the group consisting of a boronic acid group, a boronic ester group, a vinyl group, and a (meth)acryloyl group.
  • Rk is preferably a boronic acid group, a boronic acid ester-containing group, an epoxy-containing group, an oxetane-containing group, a vinyl group, or a (meth)acryloyl group, more preferably a boronic acid group, a boronic acid ester-containing group, a vinyl group, or a (meth)acryloyl group.
  • the boronic acid ester-containing group, the epoxy-containing group, and the oxetane-containing group will be described later.
  • the repeating unit B is preferably a repeating unit represented by any one of formulas (b1) to (b3).
  • R b1 and R b2 each independently represent a hydrogen atom or an alkyl group.
  • Each R b3 independently represents a hydrogen atom or a substituent.
  • Each L b1 independently represents -O- or -NR Zb -, where R Zb represents a hydrogen atom or a substituent.
  • L b2 represents a single bond or a divalent linking group.
  • A represents an alkylene group, provided that multiple As may be the same or different.
  • p represents a number of 2 or more.
  • SP b1 represents a spacer group.
  • M b1 represents a mesogenic group.
  • T b1 and T b2 each independently represent a hydroxy group, a boronic acid group, a boronic acid ester-containing group, a boronic acid amide-containing group, an epoxy-containing group, an oxetane-containing group, a vinyl group, a styryl group, a (meth)acryloyl group, or Represents a maleimide group.
  • R b1 and R b2 in formulae (b1) to (b3) have the same meanings as R 11 and R 12 in formula (A1), respectively, and the preferred embodiments are also the same.
  • R b3 in formulae (b1) to (b3) has the same meaning as R 13 in formula (A1), and the preferred embodiments are also the same.
  • L b1 in formulae (b1) to (b3) has the same meaning as L 41 in formula (B1), and the preferred embodiments are also the same.
  • L b2 in formula (b1) may be a divalent hydrocarbon group having 1 to 20 carbon atoms, preferably an alkylene group having 1 to 20 carbon atoms, and more preferably a linear alkylene group having 1 to 18 carbon atoms, a branched alkylene group having 3 to 18 carbon atoms, or a cyclic alkylene group having 3 to 20 carbon atoms.
  • A represents an alkylene group, provided that multiple As may be the same or different.
  • the number of carbon atoms in the alkylene group represented by A is preferably 1 to 4, and more preferably 2 or 3.
  • -A-O- in formula (b1) represents an oxymethylene group (-CH 2 O-)
  • -A-O- in formula (b1) represents an oxyethylene group (-CH 2 CH 2 O-)
  • the alkylene group may be either linear or branched.
  • -(AO) p - may be an oxyalkylene group formed by linking an oxymethylene group with an oxypropylene group.
  • the bonding order of each repeating unit may be either random or block.
  • p represents a number of 2 or more.
  • the number represented by p is preferably a number from 2 to 1,000, and more preferably a number from 2 to 25.
  • SP b1 represents a spacer group.
  • the spacer group represented by SP b1 is not particularly limited as long as it is a divalent linking group that does not contain a ring structure.
  • Examples of the spacer group represented by SP b1 include divalent aliphatic hydrocarbon groups having 1 to 20 carbon atoms.
  • divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms an alkylene group having 1 to 15 carbon atoms is preferable, and an alkylene group having 1 to 8 carbon atoms is more preferable.
  • one or two or more non-adjacent -CH 2 - groups among -CH 2 - groups constituting a part of the divalent aliphatic hydrocarbon group may each independently be substituted with -O-, -CO-, -S-, -NH-, -CH(Q)-, -C(Q) 2 - or -N(Q)-.
  • Each Q independently represents a substituent.
  • the substituent represented by Q is preferably a hydroxy group, an alkyl group or the specific group B.
  • the alkyl group is preferably a linear alkyl group having 1 to 4 carbon atoms, more preferably a methyl group or an ethyl group.
  • M b1 represents a mesogenic group.
  • the mesogenic group represented by M b1 is a group that represents the main skeleton of the liquid crystal molecule that contributes to the formation of liquid crystals.
  • the liquid crystal molecules exhibit liquid crystallinity, which is an intermediate state (mesophase) between a crystalline state and an isotropic liquid state.
  • mesogenic group reference can be made to, for example, "Flussige Kristalle in Tablellen II” (VEB Manual Verlag fur Grundstoff Industrie, Leipzig, published in 1984), particularly the description on pages 7 to 16, and to "Liquid Crystal Handbook” edited by the Liquid Crystal Handbook Editorial Committee (Maruzen, published in 2000), particularly the description in Chapter 3.
  • the mesogenic group is preferably a group having at least one cyclic structure selected from the group consisting of an aromatic hydrocarbon group, a heterocyclic group, and an alicyclic group, more preferably a group having an aromatic hydrocarbon group (preferably 1 to 5 groups) or a group having an alicyclic group (preferably 1 to 5 groups), and even more preferably a group having 2 to 4 aromatic hydrocarbon groups.
  • the mesogenic group may have a substituent from the viewpoint of improving the degree of alignment of the liquid crystal cured layer.
  • the substituent is preferably an alkyl group, an alkoxy group, an alkyl ester group, or an acetyl group, and more preferably a methyl group, a tert-butyl group, a methoxy group, or a methyl ester group.
  • a mesogenic group represented by formula (M1-A) is preferable from the viewpoint of further suppressing repelling during the formation of a cured liquid crystal layer.
  • Ph 11 and Ph 12 each independently represent a divalent aromatic ring group which may have a substituent, provided that when n m represents an integer of 2 or more, multiple Ph 11 may be the same or different.
  • L m1 represents a single bond or a divalent linking group, provided that when n m represents an integer of 2 or more, each of the multiple L m1 may be the same or different.
  • n represents an integer of 0 or 1 or more;
  • Ph 11 and Ph 12 each independently represent a divalent aromatic ring group which may have a substituent, provided that when n m represents an integer of 2 or greater, the multiple Ph 11s may be the same or different.
  • Examples of the divalent aromatic ring group represented by Ph 11 and Ph 12 include a group in which two hydrogen atoms have been removed from an aromatic hydrocarbon ring, and a group in which two hydrogen atoms have been removed from an aromatic heterocycle.
  • the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthroline ring.
  • the aromatic heterocycle examples include a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, a thiazole ring, and a benzothiazole ring.
  • the divalent aromatic ring group represented by Ph 11 and Ph 12 is preferably a group in which two hydrogen atoms have been removed from a benzene ring (eg, a 1,4-phenyl group, etc.).
  • the substituent that the divalent aromatic ring group may have is preferably an alkyl ester group, an alkyl group, or an acetyl group, more preferably a methyl ester group or a linear alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group or an ethyl group.
  • L m1 represents a single bond or a divalent linking group, provided that when n m represents an integer of 2 or greater, multiple L m1 may be the same or different.
  • R 1 to R 5 each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms.
  • n and m represent 0 or an integer of 1 or more. Each of n and m is preferably an integer of 1 to 10. Each of n and m is also preferably an integer of 0 to 10.
  • T b1 and T b2 each independently represent a hydroxy group, a boronic acid group, a boronic acid ester-containing group, a boronic acid amide-containing group, an epoxy-containing group, an oxetane-containing group, a vinyl group, a styryl group, a (meth)acryloyl group, or a maleimide group.
  • T b1 and T b2 are preferably a boronic acid group, a boronic acid ester-containing group, a boronic acid amide-containing group, a vinyl group, a styryl group, a (meth)acryloyl group or a maleimide group.
  • T b1 is preferably an epoxy-containing group, an oxetane-containing group, a vinyl group, a (meth)acryloyl group or a maleimide group, more preferably a vinyl group or a (meth)acryloyl group.
  • T b2 is preferably a hydroxy group, a boronic acid group, a boronic acid ester-containing group, a boronic acid amide-containing group, or a (meth)acryloyl group, more preferably a boronic acid group, a boronic acid ester-containing group, a boronic acid amide-containing group, or a (meth)acryloyl group, and even more preferably a boronic acid group, a boronic acid ester-containing group, or a (meth)acryloyl group.
  • the boronic acid ester-containing group is a group having a boronic acid ester group in a part of the structure of the group, and is preferably a group represented by *-B(-OR) 2 .
  • * represents a bonding position.
  • R represents a substituent.
  • the substituent is preferably an alkyl group.
  • R groups may be bonded to each other to form a ring.
  • Examples of the boronic acid ester-containing group include a dioxaborolane group and a dioxaborinane group.
  • the boronic acid amide-containing group is a group having a boronic acid amide group in a partial structure of the group, and is preferably a group represented by *-B(-NR N 2 ) 2.
  • R N each independently represents a hydrogen atom or a substituent.
  • the substituent is preferably an alkyl group.
  • R N may be bonded to each other to form a ring.
  • the epoxy-containing group is an epoxy group itself or a group having an epoxy group in a part of the structure of the group. Examples of the epoxy-containing group include an epoxy group, a glycidyl ether group, and an alicyclic epoxy group.
  • An alicyclic epoxy group is a condensed polycyclic group formed by condensing an alicyclic group and an epoxy group. Examples of the alicyclic epoxy group include an epoxycyclopentyl group, an epoxycyclohexyl group, and an epoxycyclohexyl group.
  • the oxetane-containing group is an oxetane group (oxetane ring group) itself or a group having an oxetane group in a part of the structure of the group.
  • Examples of the oxetane-containing group include an oxetane group and an oxetanyl group.
  • epoxy-containing group and the oxetane-containing group a group represented by any one of formulas (C1) to (C3) is preferred.
  • R C2 represents a hydrogen atom, a methyl group or an ethyl group.
  • repeating unit B examples include the repeating units shown below. In the following repeating units, s and t each independently represent a number of 1 or more.
  • the repeating unit B may be used alone or in combination of two or more, preferably in combination of two or more, more preferably in combination of two or three. When two or more types of repeating units B are used, it is preferable that the specific groups B possessed by each repeating unit B are different.
  • the content of the repeating unit B is preferably from 10 to 90 mol %, more preferably from 20 to 70 mol %, and even more preferably from 25 to 60 mol %, based on the total repeating units of the specific copolymer.
  • the specific copolymer may contain repeating units other than the repeating unit A and the repeating unit B described above.
  • Examples of other repeating units include repeating units derived from compounds such as (meth)acrylic acid, acrylic acid ester compounds, methacrylic acid ester compounds, maleimide compounds, acrylamide compounds, acrylonitrile, maleic anhydride, styrene compounds, and vinyl compounds.
  • repeating units derived from alkoxypolyalkylene glycol acrylates such as methoxytetraethylene glycol acrylate and methoxypolyethylene glycol acrylate are also preferred.
  • the other repeating units may be used alone or in combination of two or more.
  • the content of the other repeating units is preferably from 0.1 to 30 mol %, more preferably from 0.1 to 10 mol %, and even more preferably from 0.1 to 5 mol %.
  • the total content of the repeating units A and B is preferably from 80 to 100 mol %, more preferably from 90 to 100 mol %, and even more preferably from 95 to 100 mol %, based on the total repeating units of the specific copolymer.
  • the total content of the repeating unit A, the repeating unit B and the repeating units derived from (meth)acrylic acid is preferably from 90 to 100 mol %, more preferably from 99 to 100 mol %, based on the total repeating units of the specific copolymer.
  • the specific copolymer may be used alone or in combination of two or more kinds.
  • the content of the specific copolymer is preferably from 0.01 to 10% by mass, more preferably from 0.02 to 1% by mass, and further preferably from 0.04 to 0.5% by mass, based on the total solid content (100% by mass) of the liquid crystal composition.
  • the weight average molecular weight (Mw) of the specific copolymer is preferably from 2,000 to 1,000,000, and from the viewpoint of superior leveling properties of the liquid crystal composition, is more preferably from 8,000 to less than 80,000.
  • the weight average molecular weight is a value measured by gel permeation chromatography (GPC).
  • the liquid crystal composition of the present invention contains a liquid crystal compound.
  • the type of liquid crystal compound is not particularly limited. In general, liquid crystal compounds can be classified into rod-shaped and disc-shaped types based on their shape. Furthermore, each type can be classified into low molecular weight and high molecular weight types.
  • the high molecular weight type generally refers to a compound with a degree of polymerization of 100 or more (Polymer Physics: Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).
  • the liquid crystal compound is preferably a rod-shaped liquid crystal compound or a discotic liquid crystal compound (discotic liquid crystal compound).
  • the liquid crystal compound may be a mixture of two or more rod-shaped liquid crystal compounds, two or more discotic liquid crystal compounds, or a mixture of rod-shaped and discotic liquid crystal compounds.
  • the liquid crystal compound is preferably a polymerizable liquid crystal compound having a polymerizable group.
  • the polymerizable liquid crystal compound is preferably at least one type of polymerizable liquid crystal compound selected from the group consisting of polymerizable rod-like liquid crystal compounds and polymerizable discotic liquid crystal compounds.
  • the polymerizable group include a (meth)acryloyl group, an epoxy group, and a vinyl group.
  • the orientation of the liquid crystal compound can be fixed by polymerizing the liquid crystal compound having the above-mentioned polymerizable group. Note that the liquid crystal compound does not need to show liquid crystallinity after being fixed by polymerization.
  • the rod-shaped liquid crystal compound those described in claim 1 of JP-A-11-513019 or paragraphs [0026] to [0098] of JP-A-2005-289980 are preferred.
  • the discotic liquid crystal compound those described in paragraphs [0020] to [0067] of JP-A No. 2007-108732 or paragraphs [0013] to [0108] of JP-A No. 2010-244038 are preferred.
  • the liquid crystal compound a liquid crystal compound having reverse wavelength dispersion may be used.
  • the liquid crystal compounds may be used alone or in combination of two or more.
  • the content of the liquid crystal compound is preferably from 10 to 99% by mass, and more preferably from 50 to 95% by mass, based on the total solid content (100% by mass) of the liquid crystal composition.
  • the liquid crystal composition of the present invention preferably contains a solvent.
  • the solvent include ketones (e.g., acetone, 2-butanone, methyl ethyl ketone, methyl isobutyl ketone, cyclopentanone, and cyclohexanone), ethers (e.g., dioxane, tetrahydrofuran, tetrahydropyran, dioxolane, tetrahydrofurfuryl alcohol, propylene glycol monomethyl ether acetate, and cyclopentyl methyl ether), aliphatic hydrocarbons (e.g., hexane), alicyclic hydrocarbons (e.g., cyclohexane), aromatic hydrocarbons (e.g., benzene, toluene, xylene, and trimethylbenzene), halogenated carbons (e.g., dichloromethane, acetone, 2-butanone, methyl
  • organic solvents examples include organic solvents such as benzene and chlorotoluene, esters (e.g., methyl acetate, ethyl acetate, ethyl propionate, butyl acetate, and diethyl carbonate), alcohols (e.g., methanol, ethanol, isopropanol, butanol, and cyclohexanol), cellosolves (e.g., methyl cellosolve, ethyl cellosolve, and 1,2-dimethoxyethane), cellosolve acetates, sulfoxides (e.g., dimethyl sulfoxide), amides (e.g., dimethylformamide, dimethylacetamide, N-methylpyrrolidone, N-ethylpyrrolidone, and 1,3-dimethyl-2-imidazolidinone), and heterocyclic compounds (e.g., pyridine), and water.
  • the solvent may
  • the solvent is preferably an organic solvent, and more preferably a ketone and/or an ester.
  • the liquid crystal composition of the present invention may contain a polymerization initiator.
  • the polymerization initiator is preferably a compound having photosensitivity (that is, a photopolymerization initiator).
  • the photopolymerization initiator include ⁇ -carbonyl compounds, acyloin ethers, ⁇ -hydrocarbon substituted aromatic acyloin compounds, polynuclear quinone compounds, combinations of triaryl imidazole dimers and p-aminophenyl ketones, acridines, phenazine compounds, oxadiazole compounds, o-acyloxime compounds, acylphosphine oxide compounds, and oxime-type polymerization initiators.
  • photopolymerization initiator examples include Irgacure-184, Irgacure-907, Irgacure-369, Irgacure-651, Irgacure (Ominirad)-819, Irgacure-OXE-01, and Irgacure-OXE-02, all manufactured by BASF Corporation.
  • the polymerization initiator may be used alone or in combination of two or more.
  • the content of the polymerization initiator is preferably 0.01 to 30 mass %, and more preferably 0.1 to 15 mass %, based on the total solid content (100 mass %) of the liquid crystal composition.
  • the liquid crystal composition may contain a chiral agent.
  • Chiral agents can be selected according to the purpose, since the direction of helical twist or the helical pitch induced by the agent varies depending on the compound.
  • Examples of the chiral agent include known compounds (for example, those described in Liquid Crystal Device Handbook, Chapter 3, Section 4-3, Chiral Agents for TN (twisted nematic) and STN (Super Twisted Nematic), p. 199, edited by the 142nd Committee of the Japan Society for the Promotion of Science, 1989), isosorbide and isomannide derivatives.
  • the chiral agent may be either an asymmetric compound containing an asymmetric carbon atom, or an axially asymmetric or planarly asymmetric compound not containing an asymmetric carbon atom.
  • Examples of the axially asymmetric or planarly asymmetric compound include binaphthyl, helicene, paracyclophane, and derivatives thereof.
  • the chiral agent may have a polymerizable group.
  • the polymerizable group is preferably an unsaturated polymerizable group, an epoxy group or an aziridinyl group, more preferably an unsaturated polymerizable group, and even more preferably an ethylenically unsaturated polymerizable group.
  • the chiral agent may have a photoisomerization site.
  • the photoisomerizable moiety is preferably a cinnamoyl moiety, a chalcone moiety, an azobenzene moiety, or a stilbene moiety, and more preferably a cinnamoyl moiety, a chalcone moiety, or a stilbene moiety.
  • Examples of chiral agents include the optically active isosorbide derivatives described in paragraphs [0015] to [0049] of JP 2003-313187 A, the optically active isomannide derivatives described in paragraphs [0015] to [0057] of JP 2003-313188 A, the optically active polyester/amides described in paragraphs [0015] to [0052] of JP 2003-313292 A, and the chiral agents described in paragraphs [0012] to [0053] of WO 2018/194157 A.
  • the chiral agents may be used alone or in combination of two or more.
  • the content of the chiral agent is preferably 5.0% by mass or less, more preferably 3.0% by mass or less, even more preferably 2.0% by mass or less, and particularly preferably less than 1.0% by mass, based on the total mass of the liquid crystal compound, from the viewpoint of facilitating uniform alignment of the liquid crystal compound.
  • the lower limit is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, and even more preferably 0.05% by mass or more.
  • chiral agents including chiral agent A and chiral agent B that induces a helix in the opposite direction to that of chiral agent A as the chiral agents used in the liquid crystal composition.
  • the chiral agents used in the liquid crystal composition For example, if the helix induced by chiral agent A is right-handed, the helix induced by chiral agent B will be left-handed.
  • the liquid crystal composition may contain other components in addition to the above-mentioned various components.
  • other components include polyfunctional monomers, alignment aids such as a horizontal alignment agent and a vertical alignment agent, an adhesion improver, and a plasticizer.
  • the cured liquid crystal layer of the present invention is a cured liquid crystal layer obtained by fixing the alignment state of the above-mentioned liquid crystal composition of the present invention.
  • a method for forming the liquid crystal cured layer for example, a method in which the above-mentioned liquid crystal composition of the present invention is used to obtain a desired alignment state, and then the liquid crystal composition is fixed by polymerization.
  • the polymerization conditions are not particularly limited, but in the polymerization by light irradiation, it is preferable to use ultraviolet light.
  • the light irradiation amount is preferably 10 mJ/cm 2 to 50 J/cm 2 , more preferably 20 mJ/cm 2 to 5 J/cm 2 , further preferably 30 mJ/cm 2 to 3 J/cm 2 , and particularly preferably 50 to 1000 mJ/cm 2.
  • light irradiation may be performed under heating conditions.
  • the liquid crystal cured layer can be formed on any support or alignment film in an optical film described later, or on a polarizer in a polarizing plate described later.
  • the alignment state of the liquid crystal compound in the liquid crystal cured layer of the present invention may be any of horizontal alignment, vertical alignment, tilt alignment and twist alignment.
  • a single layer may have a plurality of orientation states, such as a liquid crystal cured layer having, along the thickness direction, a first region in which the orientation state of liquid crystal compounds twisted along a helical axis extending along the thickness direction is fixed, and a second region in which the orientation state of liquid crystal compounds homogeneously aligned is fixed, as described in WO2021/033640.
  • the term “horizontal alignment” refers to a state in which the major surface of the cured liquid crystal layer (or, when the cured liquid crystal layer is formed on a member such as a support or an alignment film, the surface of the member) is parallel to the long axis direction of the liquid crystal compound. However, it is not required to be strictly parallel, and in this specification, it refers to an alignment in which the angle between the major surface of the cured liquid crystal layer and the long axis direction of the liquid crystal compound is less than 10°.
  • the term “vertical alignment” means that the normal to the main surface of the cured liquid crystal layer is parallel to the long axis direction of the liquid crystal compound. However, it is not required that they are strictly parallel, and in this specification, it means that the angle between the long axis direction of the liquid crystal compound and the normal to the main surface of the cured liquid crystal layer is less than 10°.
  • the liquid crystal cured layer of the present invention is preferably an optically anisotropic layer.
  • optically anisotropic layers include a positive A plate, a positive C plate, and an optically anisotropic layer having, along the thickness direction, a first region in which the orientation state of liquid crystal compounds twistedly oriented along a helical axis extending along the thickness direction is fixed, and a second region in which the orientation state of liquid crystal compounds homogeneously oriented is fixed (hereinafter, this embodiment will be referred to as "optically anisotropic layer A").
  • the positive A plate and the positive C plate are defined as follows.
  • the refractive index in the slow axis direction the direction in which the in-plane refractive index is maximum
  • the refractive index in the direction perpendicular to the in-plane slow axis is ny
  • the refractive index in the thickness direction is nz
  • the positive A plate satisfies the relationship of formula (A1)
  • the positive C plate satisfies the relationship of formula (C1).
  • the positive A plate has a positive Rth value
  • the positive C plate has a negative Rth value.
  • Re(550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, further preferably 130 to 150 nm, particularly preferably 130 to 145 nm.
  • the term "lambda/4 plate” refers to a plate having a lambda/4 function, specifically, a plate having the function of converting linearly polarized light of a certain wavelength into circularly polarized light (or circularly polarized light into linearly polarized light).
  • optically anisotropic layer having, along the thickness direction, a first region in which the orientation state of liquid crystal compounds twistedly oriented along a helical axis extending along the thickness direction is fixed, and a second region in which the orientation state of liquid crystal compounds homogeneously oriented is fixed
  • d1 thickness of the first region of the optically anisotropic layer A
  • the refractive index anisotropy of the first region measured at a wavelength of 550 nm is ⁇ n1
  • the first region satisfies the following formula (1-1), in order to suitably apply the optically anisotropic layer to a circular polarizing plate.
  • Formula (1-1) 100nm ⁇ n1d1 ⁇ 240nm Among these, it is more preferable to satisfy the formula (1-2), and it is even more preferable to satisfy the formula (1-3).
  • Formula (1-2) 120nm ⁇ n1d1 ⁇ 220nm
  • Formula (1-3) 140nm ⁇ n1d1 ⁇ 200nm
  • the refractive index anisotropy ⁇ n1 means the refractive index anisotropy of the first region.
  • the absolute value of the twist angle of the liquid crystal compound in the first region is not particularly limited, but in terms of suitability for application of the optically anisotropic layer to a circular polarizer, a value of 60 to 120° is preferred, and a value of 70 to 110° is more preferred.
  • the twist angle is measured using an Axoscan from Axometrics, Inc., and the company's instrument analysis software.
  • the second region of the optically anisotropic layer A is d2 (nm) and the refractive index anisotropy of the second region measured at a wavelength of 550 nm is ⁇ n2, it is preferable that the second region satisfies the following formula (2-1), in order to suitably apply the optically anisotropic layer to a circular polarizing plate.
  • Formula (2-1) 100nm ⁇ n2d2 ⁇ 240nm Among these, it is more preferable to satisfy the formula (2-2), and it is even more preferable to satisfy the formula (2-3).
  • Formula (2-2) 120nm ⁇ n2d2 ⁇ 220nm
  • the refractive index anisotropy ⁇ n2 means the refractive index anisotropy of the second region.
  • the liquid crystal cured layer of the present invention may be a light absorbing anisotropic layer.
  • the light absorbing anisotropic layer is a liquid crystal layer containing a dichroic material.
  • the light absorption anisotropic layer is more preferably a layer in which the alignment state of the liquid crystal compound and the dichroic substance is fixed vertically (a vertically aligned layer).
  • optically absorptive anisotropic layer examples include the optically absorptive anisotropic layers described in paragraphs [0014] to [0147] of WO 2021/131792, paragraphs [0024] to [0186] of WO 2021/230019, and paragraphs [0015] to [0247] of WO 2022/138555.
  • the dichroic material refers to a material that has different absorbance depending on the direction.
  • the dichroic material may or may not exhibit liquid crystallinity.
  • the dichroic substance is not particularly limited, and examples thereof include visible light absorbing substances (dichroic dyes), luminescent substances (fluorescent substances, phosphorescent substances), ultraviolet absorbing substances, infrared absorbing substances, nonlinear optical substances, carbon nanotubes, and inorganic substances (e.g., quantum rods), and any conventionally known dichroic substance (dichroic dye) can be used. Specifically, see paragraphs [0067] to [0071] of JP 2013-228706 A, paragraphs [0008] to [0026] of JP 2013-227532 A, paragraphs [0008] to [0015] of JP 2013-209367 A, and paragraph [004] of JP 2013-014883 A.
  • a dichroic azo dye compound As the dichroic substance, a dichroic azo dye compound is preferable.
  • the dichroic azo dye compound means an azo dye compound whose absorbance varies depending on the direction.
  • the dichroic azo dye compound may or may not exhibit liquid crystallinity. When the dichroic azo dye compound exhibits liquid crystallinity, it may exhibit either nematic or smectic properties.
  • the temperature range in which the compound exhibits a liquid crystal phase is preferably room temperature (about 20 to 28° C.) to 300° C., and more preferably 50 to 200° C. from the viewpoints of handling and manufacturing suitability.
  • three or more dichroic azo dye compounds may be used in combination.
  • a first dichroic azo dye compound a second dichroic azo dye compound, and at least one dye compound (a third dichroic azo dye compound) having a maximum absorption wavelength in the wavelength range of 380 nm or more and less than 455 nm in combination.
  • the dichroic azo dye compound preferably has a crosslinkable group.
  • the crosslinkable group include a (meth)acryloyl group, an epoxy group, an oxetanyl group, and a styryl group, and a (meth)acryloyl group is preferred.
  • the content of the dichroic substance is not particularly limited, but because the degree of orientation of the light-absorptive anisotropic layer to be formed is high, the content is preferably 3% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, and particularly preferably 10 to 30% by mass, based on the total mass of the light-absorptive anisotropic layer.
  • the total amount of the multiple dichroic substances is preferably in the above-mentioned range.
  • the content of the first dichroic azo dye compound is preferably 9 to 12 mass % relative to the total mass of the optically absorptive anisotropic layer
  • the content of the second dichroic azo dye compound is preferably 1 to 2 mass % relative to the total mass of the optically absorptive anisotropic layer
  • the content of the third dichroic azo dye compound is preferably 4 to 7 mass % relative to the total mass of the optically absorptive anisotropic layer.
  • the optically absorptive anisotropic layer has a central axis of transmittance.
  • the central axis of transmittance means the direction showing the highest transmittance when the transmittance is measured by changing the polar angle and azimuth angle with respect to the normal direction to the surface of the light absorptive anisotropic layer.
  • the Mueller matrix at a wavelength of 550 nm is measured using AxoScan OPMF-2 (manufactured by Optoscience).
  • the azimuth angle at which the transmittance central axis is tilted is first found, and then, within a plane including the normal direction of the optically absorptive anisotropic layer along that azimuth angle (a plane including the transmittance central axis and perpendicular to the layer surface), the polar angle, which is the angle with respect to the normal direction of the optically absorptive anisotropic layer surface, is changed from -70 to 70° in 1° increments, and the Mueller matrix at a wavelength of 550 nm is measured, and the transmittance of the optically absorptive anisotropic layer is derived.
  • the direction with the highest transmittance is taken as the transmittance central axis.
  • the central axis of transmittance is also the absorption axis of the light absorption anisotropic layer, and often corresponds to the direction of the absorption axis (the long axis direction of the molecule) of the dichroic material contained in the light absorption anisotropic layer.
  • the central axis of transmittance can function as the absorption axis.
  • the optical film of the present invention is an optical film having the liquid crystal cured layer of the present invention.
  • the structure of the optical film will be described with reference to Fig. 1.
  • Fig. 1 is a schematic cross-sectional view showing an example of the optical film. It should be noted that FIG. 1 is a schematic diagram, and the thickness and positional relationships of the layers do not necessarily correspond to the actual ones, and the support and alignment film shown in FIG. 1 are both optional components.
  • An optical film 10 shown in FIG. 1 comprises, in this order, a support 16, an alignment film 14, and a liquid crystal cured layer 12 which is a cured product of the liquid crystal composition of the present invention.
  • the liquid crystal cured layer 12 may be a laminate of two or more different liquid crystal cured layers.
  • the liquid crystal cured layer 12 is preferably a laminate of a positive A plate and a positive C plate.
  • the liquid crystal cured layer may be peeled off from the support or the alignment film, and the liquid crystal cured layer alone may be used as an optical film.
  • Various members used in the optical film will be described in detail below.
  • the liquid crystal cured layer in the optical film of the present invention is the above-mentioned liquid crystal cured layer of the present invention.
  • the thickness of the cured liquid crystal layer in the optical film is not particularly limited, but is preferably 0.1 to 10 ⁇ m, and more preferably 0.5 to 5 ⁇ m.
  • the optical film may have a support as a substrate for forming the liquid crystal cured layer.
  • the support is preferably transparent, and more specifically, preferably has a light transmittance of 80% or more.
  • the above-mentioned support may, for example, be a glass substrate or a polymer film.
  • the materials of the polymer film may, for example, be cellulose-based polymers; acrylic polymers having acrylic acid ester polymers such as polymethyl methacrylate and lactone ring-containing polymers; thermoplastic norbornene-based polymers; polycarbonate-based polymers; polyester-based polymers such as polyethylene terephthalate and polyethylene naphthalate; styrene-based polymers such as polystyrene and acrylonitrile-styrene copolymers (AS resin); polyolefin-based polymers such as polyethylene, polypropylene and ethylene-propylene copolymers; vinyl chloride-based polymers; amide-based polymers such as nylon and aromatic polyamide; imide-based polymers; sulfone-based polymers; polyethersulfone-based polymers; polyetheretherketone-based polymers; polyphenylene sulfide
  • the thickness of the support is not particularly limited, but is preferably 5 to 100 ⁇ m, and more preferably 5 to 50 ⁇ m. It is preferable that the support is peelable.
  • the liquid crystal cured layer is preferably formed on the surface of the alignment film.
  • the alignment film may be sandwiched between the support and the liquid crystal cured layer.
  • the above-mentioned support may also serve as the alignment film.
  • the alignment film is not particularly limited as long as it has the function of aligning the polymerizable liquid crystal compound contained in the composition.
  • Alignment layers are generally made mainly of polymers. Polymer materials for alignment layers are described in many publications and many commercial products are available.
  • the polymer material for the alignment film is preferably polyvinyl alcohol, polyimide or any of their derivatives, and more preferably modified or unmodified polyvinyl alcohol.
  • a photo-alignment film As the alignment film, since no object comes into contact with the alignment film surface during formation of the alignment film, and deterioration of the surface condition can be prevented.
  • the photo-alignment film include, but are not limited to, an alignment film formed from a polymer material such as a polyamide compound and a polyimide compound described in paragraphs [0024] to [0043] of WO 2005/096041; a liquid crystal alignment film formed from a liquid crystal alignment agent having a cinnamoyl group described in JP 2012-155308 A; and a product name LPP-JP265CP manufactured by Rolic Technologies.
  • the thickness of the alignment film is not particularly limited, but from the viewpoint of mitigating surface irregularities that may exist on the support and forming a liquid crystal cured layer with a uniform thickness, the thickness is preferably 0.01 to 10 ⁇ m, more preferably 0.01 to 1 ⁇ m, and even more preferably 0.01 to 0.5 ⁇ m.
  • the cured liquid crystal layer of the present invention may be formed on the surface of another cured liquid crystal layer, or another cured liquid crystal layer may be formed on the surface of the cured liquid crystal layer of the present invention.
  • the liquid crystal cured layer include a liquid crystal cured layer obtained by fixing the liquid crystal composition of the present invention described above in a desired alignment state, and a liquid crystal cured layer (light absorption anisotropic film) obtained by fixing the alignment state of a composition containing the liquid crystal compound described above, a polymerization initiator, a dichroic material described above, a surfactant, a solvent, and the like.
  • the optical film may contain an ultraviolet (UV) absorbing agent in consideration of the influence of external light (particularly ultraviolet light).
  • the ultraviolet absorbing agent may be contained in the cured liquid crystal layer, or may be contained in a member other than the cured liquid crystal layer constituting the optical film.
  • a suitable example of the member other than the cured liquid crystal layer is the support.
  • Any conventionally known ultraviolet absorbent capable of expressing ultraviolet absorbing properties can be used as the ultraviolet absorbent.
  • benzotriazole-based or hydroxyphenyltriazine-based ultraviolet absorbents are preferred from the viewpoint of obtaining ultraviolet absorbing ability (ultraviolet ray blocking ability) that is high in ultraviolet absorbing properties and is used in image display devices.
  • ultraviolet absorbers examples include Tinuvin 400, Tinuvin 405, Tinuvin 460, Tinuvin 477, Tinuvin 479, and Tinuvin 1577 (all manufactured by BASF).
  • the optical film of the present invention may have a barrier layer.
  • the barrier layer is also called a gas barrier layer (oxygen barrier layer), and has a function of protecting against gases such as oxygen in the atmosphere, moisture, or compounds contained in adjacent layers.
  • the barrier layer is, for example, described in paragraphs [0014] to [0054] of JP 2014-159124 A, paragraphs [0042] to [0075] of JP 2017-121721 A, paragraphs [0045] to [0054] of JP 2017-115076 A, paragraphs [0010] to [0061] of JP 2012-213938 A, paragraphs [0021] to [0031] of JP 2005-169994 A, and paragraphs [0122] to [0132] of WO 2020/045216.
  • the polarizing plate of the present invention has the above-mentioned optical film of the present invention and a polarizer.
  • the liquid crystal cured layer (optically anisotropic layer) of the optical film is a positive A plate, from the viewpoint of suitably applying the plate to a circular polarizing plate or the like, the angle between the slow axis of the positive A plate and the absorption axis of a polarizer described later is preferably 30 to 60°, more preferably 40 to 50°, further preferably 42 to 48°, and particularly preferably 45°.
  • the “slow axis” refers to the direction in the plane of the cured liquid crystal layer in which the refractive index is maximum
  • the “absorption axis” of the polarizer refers to the direction in which the absorbance is highest.
  • the absolute value of the angle between the in-plane slow axis of the second region in which the orientation state of the homogeneously oriented liquid crystal compound is fixed and the absorption axis of the polarizer is preferably 5 to 25°, and more preferably 10 to 20°.
  • the polarizing plate can also be used as an optical compensation film in an IPS or FFS liquid crystal display device.
  • the polarizing plate is used as an optical compensation film for an IPS-type or FFS-type liquid crystal display device, it is preferable that the above-mentioned optically anisotropic layer is at least one plate of a laminate of a positive A plate and a positive C plate, and the angle between the slow axis of the positive A plate layer and the absorption axis of a polarizer described later is perpendicular or parallel, and specifically, the angle between the slow axis of the positive A plate layer and the absorption axis of a polarizer described later is more preferably 0 to 5° or 85 to 95°.
  • the angle between the slow axis of the cured liquid crystal layer and the absorption axis of the polarizer described later is preferably parallel or perpendicular.
  • parallel does not require strict parallelism (angle of 0°), but means that the angle between one and the other is less than 10°.
  • orthogonal does not require strict perpendicularity (angle of 90°), but means that the angle between one and the other is more than 80° and less than 100°.
  • the polarizer is not particularly limited as long as it is a member having a function of converting light into a specific linearly polarized light, and a conventionally known absorptive polarizer, reflective polarizer, and coating type polarizer can be used.
  • the absorption-type polarizer include an iodine-based polarizer, a dye-based polarizer using a dichroic dye, and a polyene-based polarizer.
  • the iodine-based polarizer and the dye-based polarizer include a coating-type polarizer and a stretching-type polarizer, both of which can be applied.
  • a polarizer produced by adsorbing iodine or a dichroic dye to polyvinyl alcohol and stretching the resulting product is preferred.
  • the coating type polarizer include a polarizer containing a cured liquid crystal compound and a dichroic dye.
  • Examples of reflective polarizers include polarizers in which thin films with different birefringence are laminated, wire grid polarizers, and polarizers in which a cholesteric liquid crystal having a selective reflection region is combined with a quarter-wave plate.
  • the thickness of the polarizer is not particularly limited, but is preferably 3 to 60 ⁇ m, more preferably 3 to 30 ⁇ m, and even more preferably 3 to 10 ⁇ m.
  • a pressure-sensitive adhesive layer may be disposed between the cured liquid crystal layer in the optical film and the polarizer.
  • pressure-sensitive adhesives include polyvinyl alcohol-based pressure-sensitive adhesives.
  • the polarizing plate may have an adhesive layer disposed between the cured liquid crystal layer and the polarizer in the optical film.
  • the adhesive layer used for laminating the cured product and the polarizer is preferably a curable adhesive composition that is cured by irradiation with active energy rays or by heating.
  • the curable adhesive composition include a curable adhesive composition containing a cationically polymerizable compound, and a curable adhesive composition containing a radically polymerizable compound.
  • the thickness of the adhesive layer is preferably 0.01 to 20 ⁇ m, more preferably 0.01 to 10 ⁇ m, and even more preferably 0.05 to 5 ⁇ m.
  • the thickness of the adhesive layer is preferably 0.4 ⁇ m or more.
  • paragraphs [0062] to [0080] of JP 2016-035579 A can be referred to, the contents of which are incorporated herein by reference.
  • the polarizing plate may have an easy-adhesion layer disposed between the liquid crystal cured layer and the polarizer in the optical film.
  • the easy-adhesion layer preferably has a storage modulus of 1.0 ⁇ 10 6 to 1.0 ⁇ 10 7 Pa at 85° C.
  • Constituent materials of the easy-adhesion layer include polyolefin-based components and polyvinyl alcohol-based components.
  • the thickness of the easy-adhesion layer is preferably 500 nm to 1 ⁇ m.
  • paragraphs [0048] to [0053] of JP2018-036345A can be referred to, the contents of which are incorporated herein by reference.
  • the image display of the present invention is an image display having the optical film of the present invention or the polarizing plate of the present invention.
  • the display element used in the image display device is not particularly limited, and examples thereof include a liquid crystal cell, an organic electroluminescence (hereinafter referred to as "organic EL (Electro Luminescence)" display panel, and a plasma display panel, with a liquid crystal cell or an organic EL display panel being preferred.
  • a liquid crystal display device which is an example of an image display device, is a liquid crystal display device having the above-mentioned polarizing plate and a liquid crystal cell.
  • the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the above-mentioned polarizing plate as the front-side polarizing plate, and it is more preferable to use the above-mentioned polarizing plate as the front-side and rear-side polarizing plates.
  • the liquid crystal cell used in the liquid crystal display device is preferably of VA (Vertical Alignment) mode, OCB (Opticaly Compensated Bend) mode, IPS (In-Plane-Switching) mode, FFS (Fringe-Field-Switching) mode, or TN (Twisted Nematic) mode.
  • VA Vertical Alignment
  • OCB Opticaly Compensated Bend
  • IPS In-Plane-Switching
  • FFS Feringe-Field-Switching
  • TN Transmission Nematic
  • An organic EL display device which is one example of an image display device, may have, from the viewing side, a polarizer, a ⁇ /4 plate made of the above-mentioned liquid crystal cured layer, and an organic EL display panel in this order. can be done.
  • An organic EL display panel is a display panel configured using organic EL elements in which an organic light-emitting layer (organic electroluminescence layer) is sandwiched between electrodes (cathode and anode).
  • the configuration is not particularly limited, and a known configuration may be adopted.
  • the present invention also relates to the following specific copolymers.
  • a copolymer having a repeating unit A and a repeating unit B The repeating unit A is a repeating unit represented by formula (A1) or a repeating unit represented by formula (A2),
  • the repeating unit represented by formula (A1), the repeating unit represented by formula (A2), and the repeating unit B except that the specific group B is limited to some groups are as described above.
  • a solution of 31.5 g of a monomer forming the repeating unit K-1 (Silaplane TM-0701T, manufactured by JNC Corporation), 4.4 g of a boronic acid monomer forming the repeating unit H-28, 2.1 g of acrylic acid (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.), 1.1 g of 1,3-propanediol (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.), 0.6 g of 2,2'-azobis(isobutyric acid) dimethyl (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.), and 72.2 g of cyclohexanone/isopropanol 8/2 (mass ratio) was added dropwise over 3 hours.
  • the weight average molecular weight of copolymer B-1 was 15,300, and the molecular weight distribution was 2.7.
  • the weight average molecular weight and the molecular weight distribution were calculated in terms of polystyrene by gel permeation chromatography (EcoSEC HLC-8320GPC (manufactured by Tosoh Corporation) using tetrahydrofuran as an eluent, a flow rate of 0.35 mL/min, and a temperature of 40° C., and the columns used were TSKgel SuperHZM-H, TSKgel SuperHZ4000, and TSKgel SuperHZ200 (manufactured by Tosoh Corporation)).
  • Copolymers other than copolymer B-1 and comparative polymer C-1 were obtained by the same method as copolymer B-1 or by referring to the method of copolymer B-1, except that the monomers and composition ratios forming the repeating units of the copolymers having the structures shown in the table below were changed.
  • Comparative polymer C-1 is a polyether-modified silicone (FLOW425 manufactured by Evonik Tego Chemie), and comparative polymer C-2 is a polymer obtained by polymerization using only monomer K-1. The structures of the respective copolymers and comparative polymers are shown below.
  • Example 1 [Preparation of Optical Film]
  • the liquid crystal composition (1) was applied to the corona-treated surface of the obtained cycloolefin polymer film using a wire bar of #2.6.
  • the liquid crystal composition (1) was heated for 90 seconds with hot air at 70°C to dry the solvent contained therein and to mature the orientation of the liquid crystal compound.
  • ultraviolet irradiation (irradiation dose: 300 mJ/ cm2 ) was performed at 40°C with an oxygen concentration of 100 ppm by volume to fix the orientation of the liquid crystal compound, and an optical film having a liquid crystal cured layer was produced.
  • the film thickness of the liquid crystal cured layer was 0.7 ⁇ m.
  • Liquid crystal compound G1 A mixture of liquid crystal compounds, liquid crystal compound (RA): liquid crystal compound (RB): liquid crystal compound (RC) 83:15:2 (mass ratio)
  • Monomer K1 Viscoat #360 (Osaka Organic Chemical Industry Ltd.)
  • Polymerization initiator L1 OXE-01 (manufactured by BASF)
  • PGEMA Propylene glycol monomethyl ether acetate
  • a cellulose acetate film (FUJITAC TD40UC, manufactured by FUJIFILM Corporation) was immersed in a 1.5 mol/L aqueous sodium hydroxide solution (saponification solution) adjusted to 37° C. for 1 minute, and then the obtained cellulose acetate film was washed with water, immersed in a 0.05 mol/L aqueous sulfuric acid solution for 30 seconds, and passed through a water washing bath. Then, the film was repeatedly drained three times with an air knife, and after removing the water, the film was allowed to stay in a drying zone at 70° C. for 15 seconds and dried to prepare a saponified cellulose acetate film.
  • the saponified cellulose acetate film was then continuously transported by a guide roll, immersed in a water bath at 30° C. to swell it to 1.5 times its original size, and stretched to a stretch ratio of 2 times, then immersed in a dye bath (30° C.) containing iodine and potassium iodide to dye it and stretch it to a stretch ratio of 3 times, and then crosslinked in an acid bath (60° C.) containing boric acid and potassium iodide to stretch it to a stretch ratio of 6.5 times, and dried at 50° C. for 5 minutes to prepare a polarizer stretched in the longitudinal direction and having a thickness of 12 ⁇ m.
  • an adhesive layer was formed on the surface of the prepared optical film on the liquid crystal cured layer side using a 3% by mass aqueous solution of polyvinyl alcohol (PVA-117H, manufactured by Kuraray) as an adhesive, and the prepared polarizer was placed on the adhesive layer.
  • the polarizer was placed so that the absorption axis of the polarizer was parallel to the longitudinal direction of the optical film.
  • an adhesive layer was formed on the surface of the polarizer opposite to the optical film side in the same manner as above, and the prepared saponified cellulose acetate film was placed on the adhesive layer, and then laminated using a roll-to-roll method to obtain a laminate.
  • the obtained laminate was cured by drying at 70° C.
  • the polarizing plate of Example 1 had an optical film (a cycloolefin polymer film and a cured liquid crystal layer), a polarizer, and a saponified cellulose acetate film in this order.
  • Example 2 to 19, 23 to 25 and Comparative Examples liquid crystal compositions were prepared and polarizing plates were obtained in the same manner as in Example 1, except that the copolymer B-1 in Example 1 was changed to the copolymers shown in the table below.
  • Polymer PA-1 (where the numerical value for each repeating unit indicates the content (mass%) of each repeating unit relative to the total repeating units) (weight average molecular weight: 18,000)
  • the following liquid crystal composition (22) was continuously applied to the surface of the alignment film side of the obtained alignment film-attached TAC film 1 using a wire bar, heated at 120° C. for 60 seconds, and then cooled to room temperature (23° C.). It was then heated at 85° C. for 60 seconds and cooled again to room temperature. Thereafter, an LED (light emitting diode) lamp (center wavelength 365 nm) was used to irradiate the film from the normal direction thereof at an illumination intensity of 200 mW/cm2 for 2 seconds to form an optically absorptive anisotropic layer 1 on the alignment film.
  • the optically absorptive anisotropic layer 1 had a thickness of 4.5 ⁇ m.
  • Polymer liquid crystal compound P-1 (weight average molecular weight: 18000)
  • the following composition for forming a barrier layer 1 was continuously applied with a wire bar to form a coating film.
  • the support on which the coating film was formed was dried with hot air at 60° C. for 60 seconds and then with hot air at 100° C. for 120 seconds to form a barrier layer 1, thereby producing an optical film of Example 20.
  • the thickness of the barrier layer was 0.5 ⁇ m.
  • the optical film of Example 20 had a TAC film, an alignment film 1, an optically absorptive anisotropic layer 1 and a barrier layer 1 in that order, and when the transmittance central axis angle was measured using the method described above, it was found to be a polar angle of 0°, confirming that the dichroic material contained in the optically absorptive anisotropic layer was vertically oriented.
  • Barrier layer-forming composition 1 ⁇ - 3.88 parts by mass of modified polyvinyl alcohol PVA-1 (listed below) - 0.20 parts by mass of IRGACURE 2959 - 70 parts by mass of water - 30 parts by mass of methanol ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
  • Modified polyvinyl alcohol PVA-1 (weight average molecular weight: 14,000)
  • Example 20 Using the obtained optical film of Example 20, a polarizer and a polarizing plate were produced in the same manner as in Example 1.
  • the obtained polarizing plate had, in this order, the optical film (the TAC film, the alignment film 1, the light absorption anisotropic layer 1 and the barrier layer 1), the polarizer and the saponified cellulose acetate film.
  • Example 21 An optical film of Example 21 was produced and a polarizing plate was obtained in the same manner as in Example 20, except that the barrier layer-forming composition 1 in Example 20 was changed to the following barrier layer-forming composition 2.
  • the transmittance central axis angle of the optical film of Example 21 was a polar angle of 0°.
  • Example 22 An optical film of Example 22 was produced in the same manner as in Example 20, except that the liquid crystal composition (22) in Example 20 was changed to the following liquid crystal composition (23), and a polarizing plate was obtained.
  • the transmittance central axis angle of the optical film of Example 22 was a polar angle of 0°.
  • A Less than 26.0 mN/m
  • B 26.0 mN/m or more
  • C 26.5 mN/m or more
  • D 27.5 mN/m or more
  • E 28.5 mN/m or more
  • the absorbance of each of the compatibility evaluation compositions was measured using an ultraviolet-visible-near infrared spectrophotometer (model: UV-2600) manufactured by Shimadzu Corporation with a cell length of 10 mm, a measurement wavelength range of 500 to 700 nm, a scan speed of high speed, a sampling pitch of 1 nm, and a slit width of 1 mm, and the absorbance at a wavelength of 660 nm was evaluated according to the following evaluation criteria.
  • the above absorbance values were values taken as a reference using a reference composition containing the same components in the same amounts except that the copolymer was not included in each of the compatibility evaluation compositions. The lower the absorbance value, the better the compatibility, and a rating of C or higher is preferable.
  • the adhesion was evaluated by the cross-cut method described in JIS-K-5600-5-6-1. For each of the prepared polarizing plates, 100 grids were made at 1 mm intervals on the surface of the optical film, and an adhesion test was performed using cellophane tape (manufactured by Nichiban Co., Ltd.). The cellophane tape was peeled off, and evaluation was performed according to the following evaluation criteria.
  • the grids were made by making cuts from the cycloolefin polymer film (support) side of the optical film until they reached the surface of the polarizer, and in the case of Examples 20 to 22, the grids were made by making cuts from the TAC film (support) side of the optical film until they reached the surface of the barrier layer 1. If the evaluation result is any of Evaluation A, Evaluation B, and Evaluation C, there is no practical problem, and Evaluation A is preferable.
  • A 100 squares in the grid that are not peeled off
  • B 60 to 99 squares in the grid that are not peeled off
  • C 40 to 59 squares in the grid that are not peeled off
  • D 20 to 39 squares in the grid that are not peeled off
  • E 19 or less squares in the grid that are not peeled off
  • the column “specific group B” of “repeating unit B” indicates the type of specific group B.
  • the “Type” column of “Repeating unit C” indicates the type of repeating unit C, and "AA” indicates a repeating unit derived from acrylic acid (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.).
  • the “Type” column of “Repeating unit D” indicates the type of repeating unit D, and "PEGMA” indicates a repeating unit derived from methoxypolyethylene glycol methacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd.).
  • “Mw” indicates the weight average molecular weight of the copolymer or comparative polymer. The method for measuring the weight average molecular weight is as described above.
  • the "mol %” of each repeating unit indicates the content (mol %) of each repeating unit relative to the total repeating units of the copolymer or comparative polymer.
  • liquid crystal composition contains a specific copolymer, it has excellent leveling properties, compatibility, and adhesion (Examples 1 to 22).
  • repeating unit B has at least two groups selected from the group consisting of hydroxyl groups, boronic acid groups, boronic acid ester groups, epoxy groups, oxetane groups, vinyl groups, and (meth)acryloyl groups, the adhesiveness is superior (Examples 1, 10 to 12).
  • the repeating unit B is a group having at least one group selected from the group consisting of a boronic acid group, a boronic acid ester group, a vinyl group, and a (meth)acryloyl group, the adhesiveness is superior (Examples 1, 10 to 12, and 15).
  • repeating unit A is a repeating unit represented by formula (a1) (when the repeating unit A is a repeating unit represented by formula (A1) and Rh in formula (A1) is a substituent SI), it was found that the leveling properties were superior (Examples 1, 17, and 18).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Nonlinear Science (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Mathematical Physics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Theoretical Computer Science (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polarising Elements (AREA)
  • Liquid Crystal (AREA)
PCT/JP2024/004911 2023-02-24 2024-02-14 液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置および共重合体 Ceased WO2024176900A1 (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2025502291A JPWO2024176900A1 (https=) 2023-02-24 2024-02-14
KR1020257019700A KR20250110294A (ko) 2023-02-24 2024-02-14 액정 조성물, 액정 경화층, 광학 필름, 편광판, 화상 표시 장치 및 공중합체
CN202480012727.3A CN120693550A (zh) 2023-02-24 2024-02-14 液晶组合物、液晶固化层、光学膜、偏振片、图像显示装置及共聚物
US19/271,174 US20250340780A1 (en) 2023-02-24 2025-07-16 Liquid crystal composition, liquid crystal cured layer, optical film, polarizing plate, image display apparatus, and copolymer

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2023-027263 2023-02-24
JP2023027263 2023-02-24
JP2023067928 2023-04-18
JP2023-067928 2023-04-18

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US19/271,174 Continuation US20250340780A1 (en) 2023-02-24 2025-07-16 Liquid crystal composition, liquid crystal cured layer, optical film, polarizing plate, image display apparatus, and copolymer

Publications (1)

Publication Number Publication Date
WO2024176900A1 true WO2024176900A1 (ja) 2024-08-29

Family

ID=92500832

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2024/004911 Ceased WO2024176900A1 (ja) 2023-02-24 2024-02-14 液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置および共重合体

Country Status (5)

Country Link
US (1) US20250340780A1 (https=)
JP (1) JPWO2024176900A1 (https=)
KR (1) KR20250110294A (https=)
CN (1) CN120693550A (https=)
WO (1) WO2024176900A1 (https=)

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11148080A (ja) * 1997-11-18 1999-06-02 Dainippon Ink & Chem Inc 重合性液晶組成物及び該組成物からなる光学異方体
JP2007033712A (ja) * 2005-07-25 2007-02-08 Fujifilm Corp 光学フィルムおよびこれを用いた偏光板、液晶表示装置
JP2008225281A (ja) * 2007-03-15 2008-09-25 Fujifilm Corp 光学フィルム、及び偏光板
JP2012003114A (ja) * 2010-06-18 2012-01-05 Konica Minolta Opto Inc 光学異方性フィルム、偏光板及び液晶表示装置
WO2018003653A1 (ja) * 2016-06-27 2018-01-04 Dic株式会社 重合性液晶組成物、それを用いた光学異方体及び液晶表示素子
JP2020042149A (ja) * 2018-09-10 2020-03-19 富士フイルム株式会社 液晶フィルム、光学積層体、円偏光板、および、有機エレクトロルミネッセンス表示装置
JP2020143301A (ja) * 2016-09-30 2020-09-10 富士フイルム株式会社 高分子化合物
WO2022071410A1 (ja) * 2020-09-29 2022-04-07 富士フイルム株式会社 光学積層体、偏光板および画像表示装置
WO2023276611A1 (ja) * 2021-06-28 2023-01-05 富士フイルム株式会社 偏光板の製造方法、有機エレクトロルミネッセンス表示装置の製造方法、偏光板、有機エレクトロルミネッセンス表示装置、液晶表示装置
JP2024003997A (ja) * 2022-06-28 2024-01-16 富士フイルム株式会社 高分子化合物、組成物、光学フィルムおよび光学積層体

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6398639B2 (ja) 2014-11-14 2018-10-03 大日本印刷株式会社 位相差フィルム

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11148080A (ja) * 1997-11-18 1999-06-02 Dainippon Ink & Chem Inc 重合性液晶組成物及び該組成物からなる光学異方体
JP2007033712A (ja) * 2005-07-25 2007-02-08 Fujifilm Corp 光学フィルムおよびこれを用いた偏光板、液晶表示装置
JP2008225281A (ja) * 2007-03-15 2008-09-25 Fujifilm Corp 光学フィルム、及び偏光板
JP2012003114A (ja) * 2010-06-18 2012-01-05 Konica Minolta Opto Inc 光学異方性フィルム、偏光板及び液晶表示装置
WO2018003653A1 (ja) * 2016-06-27 2018-01-04 Dic株式会社 重合性液晶組成物、それを用いた光学異方体及び液晶表示素子
JP2020143301A (ja) * 2016-09-30 2020-09-10 富士フイルム株式会社 高分子化合物
JP2020042149A (ja) * 2018-09-10 2020-03-19 富士フイルム株式会社 液晶フィルム、光学積層体、円偏光板、および、有機エレクトロルミネッセンス表示装置
WO2022071410A1 (ja) * 2020-09-29 2022-04-07 富士フイルム株式会社 光学積層体、偏光板および画像表示装置
WO2023276611A1 (ja) * 2021-06-28 2023-01-05 富士フイルム株式会社 偏光板の製造方法、有機エレクトロルミネッセンス表示装置の製造方法、偏光板、有機エレクトロルミネッセンス表示装置、液晶表示装置
JP2024003997A (ja) * 2022-06-28 2024-01-16 富士フイルム株式会社 高分子化合物、組成物、光学フィルムおよび光学積層体

Also Published As

Publication number Publication date
JPWO2024176900A1 (https=) 2024-08-29
CN120693550A (zh) 2025-09-23
US20250340780A1 (en) 2025-11-06
KR20250110294A (ko) 2025-07-18

Similar Documents

Publication Publication Date Title
JP7265024B2 (ja) 液晶組成物、光学異方性層、光学フィルム、偏光板および画像表示装置
KR102899899B1 (ko) 액정 조성물, 액정 경화층, 광학 필름, 편광판 및 화상 표시 장치
JP7182533B2 (ja) 液晶組成物、光学異方性層、光学フィルム、偏光板および画像表示装置
JP7386256B2 (ja) 重合性液晶組成物、硬化物、光学フィルム、偏光板および画像表示装置
JP6718464B2 (ja) 光学フィルム、偏光板および画像表示装置
JP7382414B2 (ja) 光学異方性層、光学フィルム、偏光板、画像表示装置
JP7686500B2 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板および画像表示装置
WO2016194999A1 (ja) 光学フィルム、偏光板および画像表示装置
JP2025066128A (ja) 偏光板、有機エレクトロルミネッセンス表示装置
JP7385669B2 (ja) 光学異方性層、光学フィルム、偏光板、画像表示装置
JP7118153B2 (ja) 重合性液晶組成物、光学異方性膜、光学フィルム、偏光板および画像表示装置
CN108885300B (zh) 光学薄膜、偏振片及图像显示装置
WO2016125839A1 (ja) 光学フィルム、偏光板および画像表示装置
WO2020022429A1 (ja) 液晶組成物、光学異方性膜、光学フィルム、偏光板および画像表示装置
JP7335856B2 (ja) 重合性液晶組成物、光学異方性膜、光学フィルム、偏光板および画像表示装置
JP7340617B2 (ja) 重合性液晶組成物、化合物、光学異方性膜、光学フィルム、偏光板および画像表示装置
JP7285227B2 (ja) 重合性液晶組成物、化合物、光学異方性膜、光学フィルム、偏光板および画像表示装置
WO2024176900A1 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置および共重合体
JP7440647B2 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板および画像表示装置
WO2024128146A1 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板および画像表示装置
WO2024128186A1 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板および画像表示装置
WO2024057812A1 (ja) 液晶組成物、液晶硬化層、光学フィルム、偏光板、画像表示装置、単量体および共重合体
WO2025164255A1 (ja) 組成物、膜、光学フィルム、偏光板、画像表示装置、重合体、化合物
WO2024195456A1 (ja) 光学異方性膜、光学フィルム、偏光板および画像表示装置
CN117980789A (zh) 液晶组合物、液晶固化层、光学膜、偏振片及图像显示装置

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 24760202

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2025502291

Country of ref document: JP

WWE Wipo information: entry into national phase

Ref document number: 1020257019700

Country of ref document: KR

WWP Wipo information: published in national office

Ref document number: 1020257019700

Country of ref document: KR

WWE Wipo information: entry into national phase

Ref document number: 202480012727.3

Country of ref document: CN

WWP Wipo information: published in national office

Ref document number: 202480012727.3

Country of ref document: CN

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 24760202

Country of ref document: EP

Kind code of ref document: A1