Optical film, polarizing plate, and image display device
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Filing Date
- 2026-02-06
- Publication Date
- 2026-06-17
AI Technical Summary
In existing optical films, the liquid crystal cured layer is prone to precipitation (string-like unevenness) and material damage during application, which affects its performance and stability.
By controlling the content of repeating unit H in the liquid crystal composition, ensuring that it is at 8 mol % or less, in combination with a liquid crystal compound with a reverse wavelength dispersible liquid crystal compound, which contains repeating unit H with an alkyl fluorine group or a silicon-containing group, and in the liquid crystal composition-immobilizes the liquid crystal compound in vertical alignment.
It effectively suppresses precipitation and material damage in the liquid crystal cured layer, and improves the stability and performance of the optical film.
Abstract
Description
Optical film, polarizing plate and image display device
[0001] The present invention relates to an optical film, a polarizing plate, and an image display device.
[0002] Optical films such as optical compensation sheets and retardation films are used in various image display devices to eliminate image coloration or widen the viewing angle. Stretched birefringent films have been used as optical films, but in recent years, the use of optical films having a liquid crystal cured layer instead of stretched birefringent films has been proposed.
[0003] As such an optical film, for example, Patent Document 1 describes an optical film having an optically anisotropic layer formed by curing a polymerizable liquid crystal composition containing a rod-shaped liquid crystal compound and a monofunctional compound, and fixing the alignment state of the rod-shaped liquid crystal compound (see, for example, [Claim 1], [Claim 13], etc.).
[0004] International Publication No. 2021 / 193825
[0005] The present inventors have studied the optical film described in Patent Document 1 and have found that deposits (streaky irregularities) may occur in the optically anisotropic layer formed by applying (particularly continuous application) a polymerizable liquid crystal composition and fixing the alignment state, and that the optically anisotropic layer may be subject to material damage when peeled off.
[0006] Therefore, an object of the present invention is to provide an optical film, a polarizing plate, and an image display device having an optically anisotropic layer in which both the generation of precipitates and material destruction are suppressed.
[0007] As a result of intensive research to achieve the above object, the present inventors have found that, when the content of a repeating unit having an I / O value difference of 0.9 or more with respect to a surfactant contained in a liquid crystal composition is 8 mol % or less, a liquid crystal cured layer (optically anisotropic layer) in which a liquid crystal compound is fixed in a vertically aligned state can be suppressed from both the generation of precipitates and material damage, and have completed the present invention. That is, the present inventors have found that the above object can be achieved by the following configuration.
[0008] [1] An optical film having an optically anisotropic layer, the optically anisotropic layer being a liquid crystal cured layer formed by using a liquid crystal composition containing a liquid crystal compound and a surfactant and fixing the liquid crystal compound in a vertically aligned state, the liquid crystal compound being a liquid crystal compound exhibiting reverse wavelength dispersion, the surfactant being a surfactant having a repeating unit H containing a fluorinated alkyl group or a silicon-containing group, at least one of the surfactants having the repeating unit H, a repeating unit K containing a functional group crosslinkable with the liquid crystal compound, and a repeating unit M containing a mesogenic group, the content of the repeating unit X in the surfactant having an I / O value difference of 0.9 or more with the liquid crystal compound being 8 mol % or less. Here, when the liquid crystal composition contains two or more liquid crystal compounds, the respective specifications regarding the liquid crystal compound apply to the liquid crystal compound with the largest content. Furthermore, when the liquid crystal composition contains two or more surfactants, the specifications regarding the content of the repeating unit X in the surfactant apply to all of the surfactants independently. [2] The optical film according to [1], wherein the repeating unit X contains a carboxy group. [3] The optical film according to [1] or [2], wherein the content of the repeating unit X is 5 mol % or less. [4] The optical film according to any one of [1] to [3], wherein the content of the surfactant is 0.05 mol % or more, based on the total mass of the solid content of the liquid crystal composition. [5] The optical film according to any one of [1] to [4], wherein the content of the repeating unit K is 10 mol % or more. [6] The optical film according to any one of [1] to [5], wherein the content (unit: mol %) of the repeating unit M is m and the content (unit: mol %) of the repeating unit K is k, and the following formulas (1) and (2) are satisfied: m / k≦1 (1) m≦50 (2) [7] The optical film according to any one of [1] to [6], wherein the liquid crystal composition further contains 0.5 mol % or more, based on the total mass of the solid content of the liquid crystal composition, of a compound having a mesogenic group having the same structure as the mesogenic group contained in the repeating unit M. [8] The optical film according to any one of [1] to [7], wherein the repeating unit M further contains a boronic acid group in addition to the mesogen group. [9] The optical film according to any one of [1] to [8], further comprising a substrate.
[10] The optical film according to [9], wherein the substrate is a positive A plate.
[11] The optical film according to [9] or
[10] , wherein the substrate is a liquid crystal cured layer, different from the optically anisotropic layer, formed by fixing the alignment state of a liquid crystal compound.
[12] A polarizing plate comprising the optical film according to any one of [1] to
[11] and a polarizer.
[13] An image display device comprising the optical film according to any one of [1] to
[11] .
[14] An image display device comprising the polarizing plate according to
[12] .
[15] The image display device according to
[13] or
[14] , which is a liquid crystal display device.
[16] The image display device according to
[13] or
[14] , which is an organic electroluminescence (hereinafter abbreviated as "EL (Electro Luminescence)") display device.
[0009] According to the present invention, it is possible to provide an optical film, a polarizing plate, and an image display device having an optically anisotropic layer in which both the generation of precipitates and material destruction are suppressed.
[0010] The present invention will be described in detail below. The following description of the constituent elements may be based on a representative embodiment of the present invention, but the present invention is not limited to such an embodiment. In this specification, a numerical range expressed using "to" means a range that includes the numerical values before and after "to" as the upper and lower limits. In this specification, the upper or lower limit of a numerical range described in a stepwise manner may be replaced with the upper or lower limit of another stepwise manner. In this specification, the upper or lower limit of a numerical range described in a stepwise manner may be replaced with a value shown in the Examples. In this specification, each component may be a single substance corresponding to the component, or two or more substances may be used in combination. When two or more substances are used in combination for each component, the content of that component refers to the total content of the substances used in combination, unless otherwise specified. In this specification, "(meth)acrylic" is a notation that represents "acrylic" or "methacrylic." In the present specification, the bonding direction of a divalent group (for example, —CO—O—) is not particularly limited unless the bonding position is clearly indicated. For example, D 1 When is —CO—NR—, G 1 The position bonded to the Ar side is *1, and the position bonded to the Ar side is *2. 1 may be *1-CO-NR-*2 or *1-NR-CO-*2.
[0011] In this specification, Re(λ) and Rth(λ) represent the in-plane retardation and the thickness direction retardation, respectively, at a wavelength λ. Unless otherwise specified, the wavelength λ is 550 nm. In this specification, Re(λ) and Rth(λ) are values measured at a wavelength λ using an AxoScan OPMF-1 (manufactured by OptoScience). Specifically, by inputting the average refractive index ((nx+ny+nz) / 3) and film thickness (d (μm)) into the AxoScan OPMF-1, the following slow axis direction (°) is calculated: Re(λ) = R0(λ) Rth(λ) = ((nx+ny) / 2-nz)×d. Although R0(λ) is displayed as a numerical value calculated by the AxoScan OPMF-1, it means Re(λ).
[0012] In this specification, examples of the substituent (monovalent substituent) include the substituents described below in Substituent Group A. In this specification, the phrase "optionally having a substituent" includes not only an embodiment in which no substituent is present, but also an embodiment in which one or more substituents are present. <Substituent Group A> Examples of the substituent include halogen atoms (for example, fluorine atoms, chlorine atoms, and bromine atoms, preferably chlorine atoms and fluorine atoms, and more preferably fluorine atoms); alkyl groups (preferably linear, branched, or cyclic alkyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, and particularly preferably 1 to 8 carbon atoms, such as linear alkyl groups having 1 to 6 carbon atoms (for example, methyl, ethyl, n-propyl, n-butyl, n-pentyl, and n-hexyl), branched alkyl groups having 3 to 6 carbon atoms (for example, isopropyl, isobutyl, tert-butyl, sec-butyl, neopentyl, isohexyl, and 3-methylpentyl), and cyclic alkyl groups having 3 to 12 carbon atoms (for example, cyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, and 1-adamantyl)); alkenyl groups (preferably alkenyl groups having 2 to 48 carbon atoms, more preferably 2 to 18 carbon atoms, such as vinyl groups, allyl groups, 1-butenyl groups, and 2-butenyl groups); alkynyl groups (preferably alkynyl groups having 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, such as ethynyl groups, 1-propynyl groups, propargyl groups, 1-butynyl groups, and 2-butynyl groups); aryl groups (preferably aryl groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, such as phenyl groups, oligoaryl groups (naphthyl groups, anthryl groups), phenanthrenyl groups, fluorenyl groups, pyrenyl groups, triphenylenyl groups, and biphenyl groups); Heteroaryl groups (preferably heterocyclic groups having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, such as a 2-thienyl group, a 4-pyridyl group, a 2-furyl group, a 2-pyrimidinyl group, a 1-pyridyl group, a 2-benzothiazolyl group, a 1-imidazolyl group, a 1-pyrazolyl group, or a benzotriazol-1-yl group);arylalkyl groups (preferably arylalkyl groups having 7 to 15 carbon atoms, for example, benzyl group, phenethyl group, methylbenzyl group, phenylpropyl group, 1-methylphenylethyl group, phenylbutyl group, 2-methylphenylpropyl group, tetrahydronaphthyl group, naphthylmethyl group, naphthylethyl group, indenyl group, fluorenyl group, anthracenylmethyl group (anthrylmethyl group), phenanthrenylmethyl group (phenanthrylmethyl group)); silyl groups (preferably silyl groups having 3 to 38 carbon atoms, more preferably 3 to 18 carbon atoms, for example, trimethylsilyl group, triethylsilyl group, tributylsilyl group, t-butyldimethylsilyl group, t-hexyldimethylsilyl group); hydroxy groups; cyano groups; nitro groups; morpholino groups; Alkoxy groups (preferably alkoxy groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methoxy, ethoxy, 1-butoxy, 2-butoxy, isopropoxy, t-butoxy, dodecyloxy, and cycloalkyloxy groups (for example, cyclopentyloxy and cyclohexyloxy)); aryloxy groups (preferably aryloxy groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, for example, phenoxy and 1-naphthoxy); alkenyloxy groups (preferably alkenyloxy groups having 2 to 6 carbon atoms, for example, vinyloxy, 1-propenyloxy, 2-n-propenyloxy (allyloxy), 1-n-butenyloxy, and prenyloxy); heterocyclic oxy groups (preferably heterocyclic oxy groups having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, such as a 1-phenyltetrazole-5-oxy group or a 2-tetrahydropyranyloxy group); silyloxy groups (preferably silyloxy groups having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, such as a trimethylsilyloxy group, a t-butyldimethylsilyloxy group or a diphenylmethylsilyloxy group); acyloxy groups (preferably acyloxy groups having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, such as an acetoxy group, a pivaloyloxy group, a benzoyloxy group, a dodecanoyloxy group, an acryloyloxy group or a methacryloyloxy group);hydroxyalkyleneoxy groups (preferably hydroxyalkyleneoxy groups having 2 to 10 carbon atoms, for example, a hydroxyethyleneoxy group); alkoxycarbonyloxy groups (preferably alkoxycarbonyloxy groups having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, or a cycloalkyloxycarbonyloxy group (for example, a cyclohexyloxycarbonyloxy group)); aryloxycarbonyloxy groups (preferably aryloxycarbonyloxy groups having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, for example, a phenoxycarbonyloxy group); carbamoyloxy groups (preferably carbamoyloxy groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, an N,N-dimethylcarbamoyloxy group, an N-butylcarbamoyloxy group, an N-phenylcarbamoyloxy group, or an N-ethyl-N-phenylcarbamoyloxy group); sulfamoyloxy groups (preferably sulfamoyloxy groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as an N,N-diethylsulfamoyloxy group or an N-propylsulfamoyloxy group); alkylsulfonyloxy groups (preferably alkylsulfonyloxy groups having 1 to 38 carbon atoms, more preferably 1 to 24 carbon atoms, such as a methylsulfonyloxy group, a hexadecylsulfonyloxy group or a cyclohexylsulfonyloxy group); arylsulfonyloxy groups (preferably arylsulfonyloxy groups having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, such as a phenylsulfonyloxy group); acyl groups (preferably acyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as a formyl group, an acetyl group, an acryloyl group, a methacryloyl group, a pivaloyl group, a benzoyl group, a tetradecanoyl group or a cyclohexanoyl group); an alkoxycarbonyl group (preferably an alkoxycarbonyl group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, a methoxycarbonyl group, an ethoxycarbonyl group, an octadecyloxycarbonyl group, a cyclohexyloxycarbonyl group, or a 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl group);an aryloxycarbonyl group (preferably an aryloxycarbonyl group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, such as a phenoxycarbonyl group); a carbamoyl group (preferably a carbamoyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as a carbamoyl group, N,N-diethylcarbamoyl group, N-ethyl-N-octylcarbamoyl group, N,N-dibutylcarbamoyl group, N-propylcarbamoyl group, N-phenylcarbamoyl group, N-methyl-N-phenylcarbamoyl group, or N,N-dicyclohexylcarbamoyl group); an amino group (preferably an amino group having 32 or less carbon atoms, more preferably 24 or less carbon atoms, such as an amino group, methylamino group, N,N-dimethylamino group, N,N-dibutylamino group, tetradecylamino group, 2-ethylhexylamino group, or cyclohexylamino group); anilino group (preferably an anilino group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, for example, an anilino group, an N-methylanilino group); heterocyclic amino group (preferably a heterocyclic amino group having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, for example, a 4-pyridylamino group); carbonamido group (preferably a carbonamido group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, an acetamido group, a benzamido group, a tetradecanamido group, a pivaloylamido group, a cyclohexanamido group); ureido group (preferably a ureido group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, a ureido group, an N,N-dimethylureido group, an N-phenylureido group); imido group (preferably an imido group having 36 or less carbon atoms, more preferably 24 or less carbon atoms, for example, an N-succinimido group, an N-phthalimido group); an alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, a methoxycarbonylamino group, an ethoxycarbonylamino group, a t-butoxycarbonylamino group, an octadecyloxycarbonylamino group, or a cyclohexyloxycarbonylamino group); an aryloxycarbonylamino group (preferably an aryloxycarbonylamino group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, for example, a phenoxycarbonylamino group);sulfonamido groups (preferably sulfonamido groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methanesulfonamido groups, butanesulfonamido groups, benzenesulfonamido groups, hexadecanesulfonamido groups, and cyclohexanesulfonamido groups); sulfamoylamino groups (preferably sulfamoylamino groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, N,N-dipropylsulfamoylamino groups, and N-ethyl-N-dodecylsulfamoylamino groups); azo groups (preferably azo groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, phenylazo groups and 3-pyrazolylazo groups); alkylthio groups (preferably alkylthio groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methylthio groups, ethylthio groups, octylthio groups, and cyclohexylthio groups); an arylthio group (preferably an arylthio group having 6 to 48 carbon atoms, more preferably an arylthio group having 6 to 24 carbon atoms, for example, a phenylthio group); a heterocyclic thio group (preferably a heterocyclic thio group having 1 to 32 carbon atoms, more preferably a heterocyclic thio group having 1 to 18 carbon atoms, for example, a 2-benzothiazolylthio group, a 2-pyridylthio group, or a 1-phenyltetrazolylthio group); an alkylsulfinyl group (preferably an alkylsulfinyl group having 1 to 32 carbon atoms, more preferably an alkylsulfinyl group having 1 to 24 carbon atoms, for example, a dodecanesulfinyl group); an arylsulfinyl group (preferably an arylsulfinyl group having 6 to 32 carbon atoms, more preferably an arylsulfinyl group having 6 to 24 carbon atoms, for example, a phenylsulfinyl group); alkylsulfonyl groups (preferably alkylsulfonyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, isopropylsulfonyl, 2-ethylhexylsulfonyl, hexadecylsulfonyl, octylsulfonyl, and cyclohexylsulfonyl groups); arylsulfonyl groups (preferably arylsulfonyl groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, for example, phenylsulfonyl, and 1-naphthylsulfonyl groups);sulfamoyl groups (preferably sulfamoyl groups having 32 or less carbon atoms, more preferably 24 or less carbon atoms, for example, a sulfamoyl group, an N,N-dipropylsulfamoyl group, an N-ethyl-N-dodecylsulfamoyl group, an N-ethyl-N-phenylsulfamoyl group, an N-cyclohexylsulfamoyl group, or an N-(2-ethylhexyl)sulfamoyl group); phosphonyl groups (preferably phosphonyl groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, a phenoxyphosphonyl group, an octyloxyphosphonyl group, or a phenylphosphonyl group); phosphinoylamino groups (preferably phosphinoylamino groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, a diethoxyphosphinoylamino group, or a dioctyloxyphosphinoylamino group); epoxy groups; —NHCOCH; 3 ;-SO 2 NHC 2 H 4 OCH 3 ;-NHSO 2 CH 3 and the like, and two or more of these may be combined. These substituents may be further substituted with other substituents. When two or more substituents are present, they may be the same or different. If possible, they may be bonded to each other to form a ring.
[0013] [Optical Film] The optical film of the present invention has an optically anisotropic layer. The optically anisotropic layer of the optical film of the present invention is a cured liquid crystal layer formed by using a liquid crystal composition containing a liquid crystal compound and a surfactant and fixing the liquid crystal compound in a vertically aligned state. The liquid crystal compound is a liquid crystal compound exhibiting reverse wavelength dispersion (hereinafter also abbreviated as "reverse dispersion liquid crystal compound"). The surfactant is a surfactant having a repeating unit H containing a fluorinated alkyl group or a silicon-containing group. At least one of the surfactants has the repeating unit H, a repeating unit K containing a functional group crosslinkable with the liquid crystal compound, and a repeating unit M containing a mesogenic group. The surfactant has a content of a repeating unit X that exhibits a difference in I / O value (hereinafter also abbreviated as "ΔI / O value") from the liquid crystal compound of 0.9 or more, of 8 mol% or less. Hereinafter, a surfactant having the repeating unit H, the repeating unit K, and the repeating unit M and having a content of the repeating unit X of 8 mol% or less will also be abbreviated as a "specific surfactant." Here, when the liquid crystal composition contains two or more liquid crystal compounds, the respective definitions regarding the liquid crystal compound are those regarding the liquid crystal compound with the largest content (hereinafter also abbreviated as "main liquid crystal"). Furthermore, when the liquid crystal composition contains two or more surfactants, the definitions regarding the content of the repeating unit X in the surfactant are those that are independently satisfied by all of the surfactants. Note that the repeating unit X is a repeating unit defined from a different perspective than the repeating units H, K, and M described above. Therefore, for example, the repeating unit H may also be considered as the repeating unit X. Naturally, a repeating unit other than the repeating units H, K, and M described above may also be considered as the repeating unit X.
[0014] In the present invention, as described above, when the content of the repeating unit having a ΔI / O value with the liquid crystal compound of 0.9 or more in the surfactant contained in the liquid crystal composition is 8 mol % or less, the occurrence of precipitates and material damage can be suppressed in a cured liquid crystal layer (optically anisotropic layer) formed by fixing the liquid crystal compound in a vertically aligned state. The reason for this effect is not clear in detail, but the inventors speculate as follows. Specifically, when the content of the repeating unit having a ΔI / O value with the liquid crystal compound of 0.9 or more in the surfactant contained in the liquid crystal composition is 8 mol % or less, the surface of the coating liquid is covered with a material that is highly compatible with the liquid crystal compound during coating, thereby suppressing precipitation of the liquid crystal compound during the drying process. Furthermore, the high compatibility between the surfactant and the liquid crystal compound improves their adhesion, thereby suppressing material damage.
[0015] [Optically Anisotropic Layer] As described above, the optically anisotropic layer of the optical film of the present invention is a cured liquid crystal layer formed by using a liquid crystal composition containing a reverse dispersion liquid crystal compound and a specific surfactant, and by fixing the reverse dispersion liquid crystal compound in a vertically aligned state. Here, when the liquid crystal compound is a rod-shaped liquid crystal compound, vertical alignment, also referred to as homeotropic alignment, refers to an alignment in which the angle between the surface (main surface) of the optically anisotropic layer and the director of the rod-shaped liquid crystal compound is in the range of 70° to 90°, preferably in the range of 80° to 90°, and more preferably in the range of 85° to 90°. Furthermore, when the liquid crystal compound is a discotic liquid crystal compound, vertical alignment refers to an alignment in which the angle between the surface (main surface) of the optically anisotropic layer and the discotic plane of the discotic liquid crystal compound is in the range of 70° to 90°, preferably in the range of 80° to 90°, and more preferably in the range of 85° to 90°.
[0016] The liquid crystal composition used to form the optically anisotropic layer (cured liquid crystal layer) is, as described above, a composition containing a reverse dispersion liquid crystal compound and a specific surfactant, and may also be a composition containing a solvent, a polymerization initiator, etc., which will be described later. In the present invention, the liquid crystal composition preferably contains a dichroic substance (i.e., a dye whose absorbance varies depending on the direction) in an amount of less than 1% by mass relative to the total mass of the solid content of the liquid crystal composition, and more preferably does not contain a dichroic substance.
[0017] <Reverse-Dispersion Liquid Crystal Compound> The reverse-dispersion liquid crystal compound contained in the liquid crystal composition is a liquid crystal compound that exhibits reverse wavelength dispersion, as described above. Here, the term "liquid crystal compound having reverse wavelength dispersion" refers to a liquid crystal compound that, when a retardation film produced using the compound is measured for in-plane retardation (Re) or thickness direction retardation (Rth) at a specific wavelength (visible light range), exhibits an increase in Re or Rth as the measured wavelength increases.
[0018] The reverse dispersion liquid crystal compound is not particularly limited, and any conventionally known liquid crystal compound exhibiting reverse wavelength dispersion can be used. Generally, liquid crystal compounds can be classified into rod-shaped and discotic types based on their shape. Each type can further be divided into low-molecular-weight and high-molecular-weight types. High-molecular-weight compounds generally refer to compounds with a degree of polymerization of 100 or more (see "Polymer Physics: Phase Transition Dynamics," by Masao Doi, p. 2, Iwanami Shoten, 1992). While any liquid crystal compound can be used in the present invention, rod-shaped or discotic liquid crystal compounds (discotic liquid crystal compounds) are preferred. 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 may also be used. As the rod-shaped liquid crystal compound, for example, those described in claim 1 of JP-A-11-513019 and paragraphs
[0026] to
[0098] of JP-A-2005-289980 can be preferably used, and as the discotic liquid crystal compound, for example, those described in paragraphs
[0020] to
[0067] of JP-A-2007-108732 and paragraphs
[0013] to
[0108] of JP-A-2010-244038 can be preferably used, but are not limited to these.
[0019] In the present invention, the reverse dispersion liquid crystal compound preferably has a polymerizable group, more preferably two or more polymerizable groups, for the reason of improving the durability of the optically anisotropic layer. Here, the polymerizable group is not particularly limited, but a polymerizable group capable of radical polymerization or cation polymerization is preferred. As the radical polymerizable group, known radical polymerizable groups can be used, and preferred examples include an acryloyloxy group or a methacryloyloxy group. In this case, the acryloyloxy group is generally known to have a faster polymerization rate, and from the viewpoint of improving productivity, an acryloyloxy group is preferred, but a methacryloyloxy group can also be used as the polymerizable group. As the cationically polymerizable group, known cationically polymerizable groups can be used, and specific examples include an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiro orthoester group, and a vinyloxy group. Among these, an alicyclic ether group or a vinyloxy group is preferred, and an epoxy group, an oxetanyl group, or a vinyloxy group is particularly preferred. Particularly preferred examples of the polymerizable group include polymerizable groups represented by any one of the following formulae (P-1) to (P-20).
[0020]
[0021] In the present invention, the reverse dispersion liquid crystal compound is more preferably a compound represented by the following formula (A) because it provides good alignment properties: 1 -SP 1 -D 5 - (A 1 ) a1 -D 3 - (G 1 ) g1 -D 1 -Ar-D 2 - (G 2 ) g2 -D 4 - (A 2 ) a2 -D 6 -SP 2 -L 2 (A)
[0022] In the above formula (A), a1, a2, g1, and g2 each independently represent 0 or 1. However, at least one of a1 and g1 represents 1, and at least one of a2 and g2 represents 1. 1 , D 2 , D 3 , D 4 , D 5 and D 6 each independently represents a single bond, or —CO—, —O—, —S—, —C(═S)—, or —CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group formed by a combination of two or more thereof, R 1 ~R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. 1 and G 2 each independently represents an aromatic ring having 6 to 20 carbon atoms which may have a substituent, or a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms which may have a substituent, and -CH 2 One or more of - may be substituted with -O-, -S- or -NH-. 1 and A 2 each independently represents an aromatic ring having 6 to 20 carbon atoms which may have a substituent, or a divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms which may have a substituent, and -CH 2 One or more of - may be substituted with -O-, -S- or -NH-. 1 and SP 2 each independently represents a single bond or a divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, provided that —CH 2 One or more of - may be substituted with -O-, -S-, -NH-, -N(Q)- or -CO-. Q represents a substituent. 1 and L 2 each independently represents a monovalent organic group; 1 and L2 At least one of the groups represented by the formula (Ar-3) below represents a polymerizable group. 1 and L 2 and L in the following formula (Ar-3): 3 and L 4 At least one of the following represents a polymerizable group. Ar represents an aromatic ring selected from the group consisting of groups represented by formulas (Ar-1) to (Ar-7) described below.
[0023] In the above formula (A), a1, a2, g1, and g2 are preferably all 1, because this makes the liquid crystal composition more likely to exhibit a smectic liquid crystal state. Furthermore, it is preferable that a1 and a2 are all 0 and g1 and g2 are all 1, because this improves the durability of the optically anisotropic layer.
[0024] In the above formula (A), D 1 , D 2 , D 3 , D 4 , D 5 and D 6 Examples of the divalent linking group represented by one embodiment of the formula (I) include -CO-, -O-, -S-, -C(=S)-, and -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group formed by a combination of two or more thereof. 1 ~R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. Specific examples of the divalent linking group include -CO-, -O-, -CO-O-, -C(=S)O-, and -CR 1 R 2 -, -CR 1 R 2 -CR 1 R 2 -, -O-CR 1 R 2 -, -CR 1 R 2 -O-CR 1 R 2 -, -CO-O-CR1 R 2 -, -O-CO-CR 1 R 2 -, -CR 1 R 2 -O-CO-CR 1 R 2 -, -CR 1 R 2 -CO-O-CR 1 R 2 -, -NR 5 -CR 1 R 2 - and -CO-NR 5 -, etc. 1 , R 2 and R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. Among these, any of —CO—, —O—, and —CO—O— is preferred.
[0025] In the above formula (A), G 1 and G 2 Examples of the aromatic ring having 6 to 20 carbon atoms represented by one embodiment of the formula (1) include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthroline ring; and aromatic heterocycles such as a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, a thiazole ring, and a benzothiazole ring. Of these, a benzene ring (for example, a 1,4-phenyl group) is preferred.
[0026] In the above formula (A), G 1 and G 2 The divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms represented by one embodiment of the formula (1) is preferably a 5-membered or 6-membered ring. The alicyclic hydrocarbon group may be saturated or unsaturated, but is preferably a saturated alicyclic hydrocarbon group. 1 and G 2 For the divalent alicyclic hydrocarbon group represented by the formula (I), reference can be made to, for example, paragraph
[0078] of JP-A-2012-21068, the contents of which are incorporated herein by reference.
[0027] In the present invention, the durability of the optically anisotropic layer is improved by the above formula (A). 1 and G 2is preferably a cycloalkane ring. Specific examples of the cycloalkane ring include a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a cyclododecane ring, and a cyclodocosane ring. Of these, a cyclohexane ring is preferred, a 1,4-cyclohexylene group is more preferred, and a trans-1,4-cyclohexylene group is even more preferred.
[0028] In addition, in the above formula (A), G 1 and G 2 With regard to the above, examples of the substituent that the aromatic ring having 6 to 20 carbon atoms or the divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms may have include the substituents described in the above-mentioned substituent group A, and among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable.
[0029] In the above formula (A), A 1 and A 2 The aromatic ring having 6 to 20 carbon atoms in one embodiment of the formula (A) is G 1 and G 2 In addition, in the above formula (A), A 1 and A 2 The divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms represented by one embodiment of the formula (A) is G 1 and G 2 The same as those explained in A 1 and A 2 With respect to the above, examples of the substituent that the aromatic ring having 6 to 20 carbon atoms or the divalent alicyclic hydrocarbon group having 5 to 20 carbon atoms may have include G 1 and G 2 Examples of the substituents include the same as those that may be possessed by the group.
[0030] In the above formula (A), SP 1 and SP 2Examples of the divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms represented by one embodiment of the formula (1) include a linear or branched alkylene group having 1 to 20 carbon atoms, a linear or branched alkenylene group having 1 to 20 carbon atoms, and a linear or branched alkynylene group having 1 to 20 carbon atoms. As the linear or branched alkylene group having 1 to 20 carbon atoms, an alkylene group having 1 to 12 carbon atoms is preferred, and an alkylene group having 1 to 10 carbon atoms is more preferred, and suitable examples include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, and a hexylene group. As the linear or branched alkenylene group having 1 to 20 carbon atoms, an alkenylene group having 2 to 10 carbon atoms is preferred, and an alkenylene group having 2 to 4 carbon atoms is more preferred, and suitable examples include an ethenylene group. As the linear or branched alkynylene group having 1 to 20 carbon atoms, an alkynylene group having 2 to 10 carbon atoms is preferred, an alkynylene group having 2 to 4 carbon atoms is more preferred, and a suitable example is an ethynylene group. As described above, -CH 2 One or more of - may be substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-. Examples of the substituent represented by Q include the substituents described in the above-mentioned substituent group A. Among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable.
[0031] In the above formula (A), L 1 and L 2Examples of the monovalent organic group represented by include the substituents described in the above-mentioned Substituent Group A, and among these, alkyl groups, aryl groups, heteroaryl groups, alkoxy groups, cyano groups, and carboxy groups are preferred. The alkyl group may be linear, branched, or cyclic, but linear groups are preferred. The alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 20, and even more preferably 1 to 10. The aryl group may be monocyclic or polycyclic, but monocyclic groups are preferred. The aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 10. The heteroaryl group may be monocyclic or polycyclic. The number of heteroatoms constituting the heteroaryl group is preferably 1 to 3. The heteroatoms constituting the heteroaryl group are preferably nitrogen atoms, sulfur atoms, or oxygen atoms. The heteroaryl group preferably has 6 to 18 carbon atoms, more preferably 6 to 12. The alkyl group, aryl group, and heteroaryl group may be unsubstituted or may have a substituent. Examples of the substituent include the substituents described in the above-mentioned substituent group A, and among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable. 1 and L 2 The polymerizable group represented by at least one of the formulae (P-1) to (P-20) is preferably a polymerizable group represented by any one of the formulae (P-1) to (P-20) above.
[0032] In the formula (A), Ar represents any one of aromatic rings selected from the group consisting of groups represented by the following formulae (Ar-1) to (Ar-7), as described above. In the following formulae (Ar-1) to (Ar-7), * represents D in the formula (A). 1 or D 2 represents the bonding position with
[0033] In the above formula (Ar-1), Q 1 represents N or CH, and Q 2 is -S-, -O-, or -N(R 6 )-, R 6 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; Y 1represents an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent, an aromatic heterocyclic group having 3 to 12 carbon atoms which may have a substituent, or an alicyclic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and -CH 2 One or more of - may be replaced by -O-, -S- or -NH-. 6 Specific examples of the alkyl group having 1 to 6 carbon atoms represented by one embodiment of the formula (1) include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, and an n-hexyl group. 1 Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms represented by one embodiment of the formula (I) include aryl groups such as a phenyl group, a 2,6-diethylphenyl group, and a naphthyl group. 1 Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms represented by one embodiment of the formula (1) include heteroaryl groups such as a thienyl group, a thiazolyl group, a furyl group, a pyridyl group, a benzofuryl group, and a benzothiazolyl group; and groups formed by removing one hydrogen atom from an indole ring, a benzofuran ring, a benzothiophene ring, a benzimidazole ring, a benzothiazole ring, or a benzoxazole ring. 1 The aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y is preferably a group obtained by removing one hydrogen atom from a benzofuran ring or a benzothiazole ring. 1 Examples of the alicyclic hydrocarbon group having 6 to 20 carbon atoms represented by one embodiment of the formula (1) include a cyclohexylene group, a cyclopentylene group, a norbornylene group, and an adamantylene group. 1 Examples of the substituent that may be possessed by the group include the substituents described in the above-mentioned substituent group A, and among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, a nitro group, a cyano group, or a halogen atom is preferable.
[0034] In addition, in the above formulas (Ar-1) to (Ar-7), Z 1 , Z 2 and Z 3each independently represents a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a monovalent aromatic heterocyclic group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR 7 , -NR 8 R 9 , -SR 10 , -COOR 11 , or -COR 12 represents R 7 ~R 12 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; Z 1 and Z 2 may be bonded to each other to form an aromatic ring. As the monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alkyl group having 1 to 15 carbon atoms is preferred, an alkyl group having 1 to 8 carbon atoms is more preferred, specifically, a methyl group, an ethyl group, an isopropyl group, a tert-pentyl group (1,1-dimethylpropyl group), a tert-butyl group, or a 1,1-dimethyl-3,3-dimethyl-butyl group is further preferred, and a methyl group, an ethyl group, or a tert-butyl group is particularly preferred. Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include monocyclic saturated hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl, methylcyclohexyl, and ethylcyclohexyl groups; monocyclic unsaturated hydrocarbon groups such as cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, cyclodecenyl, cyclopentadienyl, cyclohexadienyl, cyclooctadienyl, and cyclodecadiene; bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, and tricyclo[5.2.1.0]diene; 2,6 ]decyl group, tricyclo[3.3.1.1 3,7 ]decyl group, tetracyclo[6.2.1.1 3,6 .0 2,7] dodecyl group, adamantyl group, and other polycyclic saturated hydrocarbon groups. Specific examples of the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group, a 2,6-diethylphenyl group, a naphthyl group, and a biphenyl group, with an aryl group having 6 to 12 carbon atoms (particularly a phenyl group) being preferred. Specific examples of the monovalent aromatic heterocyclic group having 6 to 20 carbon atoms include a 4-pyridyl group, a 2-furyl group, a 2-thienyl group, a 2-pyrimidinyl group, and a 2-benzothiazolyl group. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, with a fluorine atom, a chlorine atom, and a bromine atom being preferred. On the other hand, R 7 ~R 10 Specific examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, and an n-hexyl group.
[0035] Z 1 and Z 2 As described above, may be bonded to each other to form an aromatic ring. For example, Z 1 and Z 2 Examples of the structure in which the groups bond to each other to form an aromatic ring include a group represented by the following formula (Ar-1a): In the following formula (Ar-1a), * represents D in the above formula (A). 1 or D 2 represents the bonding position with In the above formula (Ar-1a), Q 1 , Q 2 and Y 1 The examples of the group include those similar to those explained in the above formula (Ar-1).
[0036] In addition, in the above formulas (Ar-2) and (Ar-3), A 3 and A 4 are each independently —O—, —N(R 13 represents a group selected from the group consisting of —, —S—, and —CO—; R 13 represents a hydrogen atom or a substituent.13 Examples of the substituent represented by one embodiment of the formula (I) include the substituents described in the above-mentioned Substituent Group A, and among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferable.
[0037] In the formula (Ar-2), X represents a nonmetallic atom of Groups 14 to 16. However, the nonmetallic atom may have a hydrogen atom or a substituent bonded thereto. Examples of the nonmetallic atom of Groups 14 to 16 represented by X include an oxygen atom, a sulfur atom, a hydrogen atom, or a nitrogen atom bonded to a substituent [=N-R N1 , R N1 represents a hydrogen atom or a substituent.], a carbon atom to which a hydrogen atom or a substituent is bonded [═C—(R C1 ) 2 , R C1 represents a hydrogen atom or a substituent.] Examples of the substituent include the substituents described in the above-mentioned substituent group A, and among them, preferred examples include an alkyl group, an alkoxy group, an alkyl-substituted alkoxy group, a cyclic alkyl group, an aryl group (for example, a phenyl group, a naphthyl group, etc.), a cyano group, an amino group, a nitro group, an alkylcarbonyl group, a sulfo group, and a hydroxyl group.
[0038] In addition, in the above formula (Ar-3), D 7 and D 8 each independently represents a single bond, or —CO—, —O—, —S—, —C(═S)—, or —CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group formed by a combination of two or more thereof, R 1 ~R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. Here, the divalent linking group is D in the above formula (A). 1 , D 2 , D 3 , D 4 , D 5 and D 6 Examples of the above-described examples are the same as those described above.
[0039] In addition, in the above formula (Ar-3), SP 3 and SP 4 each independently represents a single bond or a divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, provided that —CH 2 One or more of - may be substituted with -O-, -S-, -NH-, -N(Q)- or -CO-. Q represents a substituent. Examples of the substituent represented by Q include the substituents described in the above-mentioned substituent group A, and among these, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferred. Here, the divalent aliphatic hydrocarbon group is a group represented by the formula (A) above, 1 and SP 2 Examples of the above-described examples are the same as those described above.
[0040] In addition, in the above formula (Ar-3), L 3 and L 4 Each independently represents a monovalent organic group. Here, examples of the monovalent organic group include L 1 and L 2 Examples of the above-described examples are the same as those described above.
[0041] In the above formulae (Ar-4) to (Ar-7), Ax represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles. In the above formulae (Ar-4) to (Ar-7), Ay represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, or an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles. Here, the aromatic rings in Ax and Ay may have a substituent, and Ax and Ay may be bonded to form a ring. In addition, Q 3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent. Examples of Ax and Ay include those described in paragraphs
[0039] to
[0095] of WO 2014 / 010325. 3Specific examples of the alkyl group having 1 to 6 carbon atoms represented by include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, and an n-hexyl group. Examples of the substituent include the substituents described in the above-mentioned substituent group A. Among these, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferred.
[0042] Examples of such reverse dispersion liquid crystal compounds include compounds represented by the general formula (1) described in JP-A-2010-084032 (particularly, compounds described in paragraphs
[0067] to
[0073] ), compounds represented by the general formula (II) described in JP-A-2016-053709 (particularly, compounds described in paragraphs
[0036] to
[0043] ), and compounds represented by the general formula (1) described in JP-A-2016-081035 (particularly, compounds described in paragraphs
[0043] to
[0055] ), and compounds described in paragraphs
[0025] to
[0056] of WO 2021 / 060427.
[0043] The content of the reverse dispersion liquid crystal compound is preferably 40 to 99% by mass, more preferably 50 to 99% by mass, and even more preferably more than 50% by mass but not more than 99% by mass, based on the total mass of the solid content of the liquid crystal composition.
[0044] <Specific Surfactant> As described above, the specific surfactant contained in the liquid crystal composition is a surfactant that has a repeating unit H containing a fluorinated alkyl group or a silicon-containing group, a repeating unit K containing a functional group capable of crosslinking with the reverse dispersion liquid crystal compound, and a repeating unit M containing a mesogenic group, and that has a content of repeating units X that give a ΔI / O value of 0.9 or more with the reverse dispersion liquid crystal compound of 8 mol % or less. Here, the "I / O value" is used as a means for predicting various physicochemical properties of organic compounds. Organicity can be determined by comparing the number of carbon atoms, and inorganicity can be determined by comparing the boiling points of hydrocarbons with the same number of carbon atoms. For example, (-CH 2The inorganic value of one of the groups (-) (actually C) was determined to be 20, and the inorganic value of the hydroxyl group (-OH) was determined to be 100 due to the influence it has on the boiling point. The inorganic value of this (-OH) group, 100, was used as the basis to calculate the values of other substituents (inorganic groups), which are shown in the "Inorganic Group Table." The ratio I / O, the inorganic value (I) to the organic value (O) obtained for each molecule according to this Inorganic Group Table, is defined as the "I / O value." This indicates that the larger the I / O value, the greater the hydrophilicity, and the smaller the I / O value, the stronger the hydrophobicity. In this invention, the "I / O value" is the "inorganic (I) / organic (O)" value calculated using the method described in "Yoshio Koda et al., New Edition: Organic Conceptual Diagram - Fundamentals and Applications," November 2008, Sankyo Publishing."
[0045] (Repeating Unit H: Repeating Unit Containing a Fluorinated Alkyl Group) Among the repeating units H, examples of repeating units containing a fluorinated alkyl group include repeating units represented by the following formula (H-1).
[0046] In the above formula (H-1), R 1 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. 1 represents a single bond or a divalent linking group. 1 represents a group containing a fluorine atom.
[0047] In the above formula (H-1), R 1 As described above, represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. Among these, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms is preferable, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms is more preferable, and a hydrogen atom or a methyl group is even more preferable.
[0048] In addition, in the above formula (H-1), LF 1 As described above, represents a single bond or a divalent linking group, and among these, a divalent linking group selected from the group consisting of -O-, -COO-, -OCO-, a divalent aliphatic group, and a combination thereof is preferred. 1 The carbon bonded to C=O is bonded to RF 1represents a bond between R and O, and -OCO- represents a bond between R 1 The carbon bonded to and O bond, RF 1 and C═O bonded together. Here, examples of the divalent aliphatic group include divalent aliphatic chain groups and aliphatic cyclic groups. As the divalent aliphatic chain group, an alkylene group having 1 to 20 carbon atoms is preferred, and an alkylene group having 1 to 10 carbon atoms is more preferred. As the divalent aliphatic cyclic group, a cycloalkylene group having 3 to 20 carbon atoms is preferred, and a cycloalkylene group having 3 to 15 carbon atoms is more preferred. Of these, LF 1 As the alkyl group, —COO— or —OCO— is preferable, and —COO— is more preferable.
[0049] In addition, in the above formula (H-1), RF 1 As described above, represents a group containing a fluorine atom, and among these, an alkyl group having 1 to 20 carbon atoms in which at least one hydrogen atom has been substituted with a fluorine atom (hereinafter also referred to as a "fluoroalkyl group") is preferred, a fluoroalkyl group having 1 to 18 carbon atoms is more preferred, and a fluoroalkyl group having 2 to 15 carbon atoms is even more preferred. In addition, the fluoroalkyl group has at least one -CF 3 The number of fluorine atoms is preferably 1 to 25, more preferably 3 to 21, and most preferably 5 to 21.
[0050] In the present invention, the repeating unit represented by the above formula (H-1) is preferably a repeating unit represented by the following formula (H-1-1):
[0051] In the above formula (H-1-1), R 1 represents R in the above formula (H-1). 1Similarly, each represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the preferred embodiments are also the same. In addition, in the above formula (H-1-1), ma and na each independently represent an integer of 0 to 19. In particular, from the viewpoint of raw material availability, ma is preferably an integer of 1 to 8, and more preferably an integer of 1 to 5. In addition, na is preferably an integer of 1 to 15, more preferably an integer of 1 to 12, even more preferably an integer of 2 to 10, and most preferably an integer of 3 to 7. However, ma and na together represent an integer of 0 to 19. In addition, in the above formula (H-1-1), X represents a hydrogen atom or a fluorine atom.
[0052] Specific examples of the monomer forming the repeating unit represented by formula (H-1) or (H-1-1) include 2,2,2-trifluoroethyl (meth)acrylate, 2,2,3,3,3-pentafluoropropyl (meth)acrylate, 2-(perfluorobutyl)ethyl (meth)acrylate, 2-(perfluorohexyl)ethyl (meth)acrylate, 2-(perfluorooctyl)ethyl (meth)acrylate, 2-(perfluorodecyl)ethyl (meth)acrylate, 2-(perfluoro-3-methylbutyl)ethyl (meth)acrylate, 2-(perfluoro-5-methylhexyl)ethyl (meth)acrylate, acrylate, 2-(perfluoro-7-methyloctyl)ethyl (meth)acrylate, 3-perfluorobutyl-2-hydroxypropyl (meth)acrylate, 3-perfluorohexyl-2-hydroxypropyl (meth)acrylate, 3-perfluorooctyl-2-hydroxypropyl (meth)acrylate, 3-(perfluoro-3-methylbutyl)-2-hydroxypropyl (meth)acrylate, 3-(perfluoro-5-methylhexyl)-2-hydroxypropyl (meth)acrylate, 3-(perfluoro-7-methyloctyl)-2-hydroxypropyl (meth)acrylate, and the like.
[0053] (Repeating Unit H: Repeating Unit Containing a Silicon-Containing Group) Among the repeating units H, examples of repeating units containing a silicon-containing group include repeating units represented by the following formula (H-2).
[0054] In the above formula (H-2), R A1 and R A2 R each independently represents a hydrogen atom or an alkyl group. A1 and R A2 Examples of the alkyl group in R include linear alkyl groups having 1 to 18 carbon atoms (preferably 1 to 6 carbon atoms, more preferably 1 to 4 carbon atoms) and branched or cyclic alkyl groups having 3 to 18 carbon atoms (preferably 3 to 9 carbon atoms, more preferably 3 to 6 carbon atoms). Specific examples include methyl, ethyl, propyl, butyl, isopropyl, tert-butyl, and cyclohexyl groups. A1 and R A2 are preferably all hydrogen atoms.
[0055] In the above formula (H-2), R A3 represents a hydrogen atom, a halogen atom or a substituent. A3 Examples of the substituent in the formula (a) include an alkyl group, an alkenyl group, an aryl group, or a substituent having a linking group and a structure of formula (a) at the end, which will be described later. Specific examples of the substituent having a linking group and a structure of formula (a) at the end, include -CH 2 -CO-L A1 -L A2 -(Si(R a1 ) (R a2 ) (R a3 )) m In addition, -L A1 -L A2 -(Si(R a1 ) (R a2 ) (R a3 )) m The definition of -L in formula (H-2-1) described below is A1 -L A2 -(Si(R a1 ) (R a2 ) (R a3 )) m The definition and preferred embodiments are the same as those of R. A3 The substituent in R 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.A3 is preferably a hydrogen atom or a methyl group.
[0056] In the above formula (H-2), X represents a substituent (hereinafter also referred to as a "substituent X") containing one or more structures represented by the below-described formula (a) (hereinafter also referred to as a "group a").
[0057] The substituent X is preferably a monovalent hydrocarbon group having one or more groups a. The monovalent hydrocarbon group in the substituent X may be linear, branched, or cyclic, and is preferably linear or branched. Examples of the monovalent hydrocarbon group in the substituent X include monovalent aliphatic hydrocarbon groups and monovalent aromatic hydrocarbon groups. The monovalent hydrocarbon group is preferably a monovalent aliphatic hydrocarbon group, and more preferably an alkyl group. The alkyl group may be linear, branched, or cyclic, and is preferably linear or branched. The number of carbon atoms in the alkyl group is preferably 1 to 30, more preferably 2 to 25, and even more preferably 2 to 20. Here, -CH constituting a part of the monovalent hydrocarbon group in the substituent X 2 -, one or more -CH 2 - each independently represents -O-, -CO-, -C(O)-O-, or -C(O)-N(R X10 )-,-[O-Si(R X11 ) 2 ] nx -, -Si(R X12 ) 2 -, and is preferably substituted with such a divalent group. X10 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, preferably a hydrogen atom. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. R X11 and R X12 are each independently a hydrogen atom, a hydroxy group, group a (i.e., a group represented by the following formula (a)), or an alkyl group having 1 to 6 carbon atoms, with an alkyl group having 1 to 6 carbon atoms or the above group a being preferred. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. Two R X11may be the same or different. X12 may be the same or different. nx is a number of 1 or more, preferably a number from 1 to 100, and more preferably a number from 1 to 11. When nx is a number of 2 or more, a plurality of [O—Si(R X11 ) 2 ] may be the same or different.
[0058] One preferred embodiment of the substituent X is a group represented by the following formula (X1): X10 -Q(R X20 ) mx (L X11 -a) 3-mx Formula (X1)
[0059] In formula (X1), * represents a bonding position.
[0060] In formula (X1), L X10 represents a divalent hydrocarbon group, L X11 represents —O— or a divalent hydrocarbon group, provided that —CH 2 -, one or more -CH 2 - each independently represents -O-, -CO-, -C(O)-O-, or -C(O)-N(R X10 )-,-[O-Si(R X11 ) 2 ] nx -, -Si(R X12 ) 2 - or other divalent groups. X10 , R X11 , R X12 The definitions of and nx are as described above. X11 may be the same or different. X12 may be the same or different. When nx is a number of 2 or more, a plurality of [O—Si(R X11 ) 2 ] may be the same or different. X10 and L X11Examples of the divalent hydrocarbon group in include a divalent aliphatic hydrocarbon group and a divalent aromatic hydrocarbon group. The divalent hydrocarbon group is preferably a divalent aliphatic hydrocarbon group, and more preferably an alkylene group. The alkylene group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 2 to 25, and even more preferably 2 to 20 carbon atoms.
[0061] In formula (X1), R X20 represents a hydrogen atom or a monovalent hydrocarbon group. X20 The definition of the monovalent hydrocarbon group in is the same as that of the monovalent hydrocarbon group explained above for the substituent X.
[0062] In formula (X1), Q represents a carbon atom or a silicon atom, and in formula (X1), a represents a structure (group) represented by formula (a) described below.
[0063] In formula (X1), mx represents an integer of 0 to 2. When mx is an integer of 0 or 1, a plurality of (L X11 -a) may be the same or different. When mx is 2, two R X20 may be the same or different.
[0064]
[0065] In formula (a), * represents a bonding position. a1 , R a2 and R a3each independently represents an alkyl group, alkenyl group, aryl group, or alkylenearyl group, each of which may have a substituent. Specific examples of the substituent include the substituent W described above, with halogen atoms, alkyl groups, alkylcarbonyl groups, alkyloxycarbonyl groups, alkylcarbonyloxy groups, and alkoxy groups being preferred. Examples of the alkyl group include linear alkyl groups having 1 to 18 carbon atoms, and branched or cyclic alkyl groups having 3 to 18 carbon atoms. Specific examples include methyl groups, ethyl groups, propyl groups, butyl groups, isopropyl groups, tert-butyl groups, and cyclohexyl groups. Examples of the alkenyl group include alkenyl groups having 2 to 12 carbon atoms. Specific examples include vinyl groups, 1-propenyl groups, 1-butenyl groups, 1-methyl-1-propenyl groups, 1-cyclopentenyl groups, and 1-cyclohexenyl groups. Examples of the aryl group include aryl groups having 6 to 12 carbon atoms. Specific examples include a phenyl group, an α-methylphenyl group, a naphthyl group, etc. Examples of the alkylene aryl group include alkylene aryl groups having 7 to 30 carbon atoms.
[0066] The number of groups a contained in the substituent X is 1 or more, preferably 2 or more, and more preferably 3 or more, from the viewpoint of obtaining a better degree of alignment of the optically anisotropic layer, and is preferably 18 or less, more preferably 12 or less, even more preferably 9 or less, and particularly preferably 6 or less, from the viewpoint of further suppressing alignment defects.
[0067] The repeating unit H is preferably a repeating unit represented by the following formula (H-2-1), in terms of achieving better effects of the present invention and a better degree of orientation of the optically anisotropic layer.
[0068] In formula (H-2-1), R A1 , R A2 and R A3 is the same as that explained in the above formula (A), and R a1 , R a2 and R a3 is the same as that explained in (a) above. When m in formula (H-2-1) is an integer of 2 or more, a plurality of Ra1 may be the same or different, and multiple R a2 may be the same or different, and multiple R a3 may be the same or different.
[0069] In formula (H-2-1), L A1 represents a single bond, —O—, or NR Z - where R Z represents a hydrogen atom or a substituent. A1 -NR in Z -Regarding R Z The substituent in L 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. A1 is preferably —O— or NH—, more preferably —O—.
[0070] In formula (H-2-1), L A2 represents a single bond or an (m+1)-valent linking group. A2 In the formula (I), the (m+1)-valent linking group is, for example, an (m+1)-valent hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, and in which some of the carbon atoms constituting the hydrocarbon group may be substituted with heteroatoms. Specifically, as a tetravalent linking group, -(CH 2 ) p -Si(-O-*) 3 Here, p represents an integer of 1 to 6, and * represents the bonding position with Si in the above formula (H-2-1). Here, the substituent that the hydrocarbon group may have 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. Furthermore, examples of heteroatoms include a silicon atom, an oxygen atom, and a nitrogen atom.
[0071] In formula (H-2-1), m represents an integer of 1 or greater. From the viewpoint of achieving a better degree of orientation of the optically anisotropic layer, m is preferably an integer of 2 or greater, and more preferably an integer of 3 or greater. From the viewpoint of further suppressing orientation defects, m is preferably an integer of 18 or less, more preferably an integer of 12 or less, even more preferably an integer of 9 or less, and particularly preferably an integer of 6 or less.
[0072] Specific examples of the repeating unit H include repeating units corresponding to the monomers represented by the following formulae K-1 to K-33. The monomer represented by formula K-29 is -(O-Si(CH 3 ) 2 Since it is a mixture of monomers with different numbers of )-, it is expressed as an average value with n ≈ 11. The same applies to the monomer represented by K-30.
[0073]
[0074] (Repeating Unit K) Examples of the repeating unit K containing a functional group capable of crosslinking with the reverse dispersion liquid crystal compound include repeating units represented by the following formula (K).
[0075] In the above formula (K), R 1 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and among these, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms is preferred, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms is more preferred, and a hydrogen atom or a methyl group is even more preferred.
[0076] In addition, in the above formula (K), X 1 represents a single bond, or —O—, —S—, —COO—, —OCO—, or —CONR 2 -, -NR 2 COO-, -CR 2 represents a divalent linking group selected from the group consisting of N-, a substituted or unsubstituted divalent aliphatic group, a substituted or unsubstituted divalent aromatic group, and a combination thereof; R 2 represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or -X 1 -P 1 It is noted that R 2 Ga-X 1 -P1 P when 1 is P in (K) above 1 Similarly, represents a polymerizable group.
[0077] Here, X 1 Examples of the substituted or unsubstituted divalent aliphatic group represented by the formula (I) include an alkylene group having 1 to 20 carbon atoms which may have a substituent, or a cycloalkylene group having 3 to 20 carbon atoms which may have a substituent (e.g., a cyclohexylene group), among which an alkylene group having 1 to 15 carbon atoms is preferred, an alkylene group having 1 to 8 carbon atoms is more preferred, and a methylene group, an ethylene group, a propylene group, or a butylene group is even more preferred. 1 The substituted or unsubstituted divalent aromatic group represented by can be a divalent aromatic hydrocarbon group which may have a substituent or a divalent aromatic heterocyclic group which may have a substituent.The divalent aromatic hydrocarbon group can be, for example, a group obtained by removing one hydrogen atom from each of two carbon atoms constituting the ring structure of an aromatic hydrocarbon ring such as a benzene ring, a naphthalene ring, an anthracene ring, a triphenylene ring, or a fluorene ring, and among these, a phenylene group or a naphthylene group obtained by removing one hydrogen atom from each of two carbon atoms constituting the ring structure of a benzene ring or a naphthalene ring is preferred.On the other hand, the divalent aromatic heterocyclic group can be, for example, a group obtained by removing one hydrogen atom from each of two carbon atoms constituting the ring structure of an aromatic heterocyclic ring such as a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, a thiazole ring, a benzothiazole ring, an oxadiazole ring, a thiazolothiazole ring, or a phenanthroline ring.
[0078] Examples of the substituent that the divalent aliphatic group or the divalent aromatic group may have include a halogen atom, a hydroxyl group, an amino group, an acryloyloxy group, a methacryloyloxy group, an alkyl group having 1 to 20 carbon atoms, a carboxyl group, a cyano group, -X 1 -P 1 , or these and —O—, —S—, —COO—, —OCO—, —CONR 2 -, -NR 2 COO-, -HC=CH- and -CR 2and groups in which one or more of R- and N- are combined. 2 represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or -X 1 -P 1 It is noted that R 2 Ga-X 1 -P 1 P when 1 is P in (K) above 1 Similarly, represents a polymerizable group.
[0079] The above-mentioned R 2 The alkyl group having 1 to 20 carbon atoms represented by the formula (I) is preferably an alkyl group having 1 to 6 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, and an n-hexyl group.
[0080] In addition, in the above formula (K), P 1 represents a polymerizable group. Suitable examples of the polymerizable group include those represented by any of the above formulas (P-1) to (P-20), and among these, an acryloyloxy group or a methacryloyloxy group is preferred.
[0081] In the present invention, from the viewpoints of ease of production, economic efficiency, and radical polymerizability, the repeating unit represented by the above formula (K) is 1 is a hydrogen atom or a methyl group, and X in the above formula (K) 1 is a divalent linking group selected from the group consisting of —O—, —COO—, —OCO—, and combinations of substituted or unsubstituted divalent aliphatic groups (preferably alkylene groups having 2 to 8 carbon atoms).
[0082] Specific examples of the repeating unit represented by formula (K) include repeating units represented by the following formula:
[0083] In the present invention, the content of repeating unit K is preferably 10 mol % or more, more preferably 10 to 40 mol %, and even more preferably 15 to 35 mol %, because this further suppresses material destruction.
[0084] (Repeating Unit M) Examples of the repeating unit M containing a mesogenic group include a repeating unit represented by the following formula (M): Here, the mesogenic group is a group that represents the main skeleton of a liquid crystal molecule that contributes to the formation of liquid crystals, and details are as described below in relation to M1 in formula (M), and specific examples thereof are also the same.
[0085] In the above formula (M), P1 represents the main chain of the repeating unit, L1 represents a single bond or a divalent linking group, SP1 represents a spacer group, M1 represents a mesogenic group containing two or more cyclic structures, and T1 represents a terminal group.
[0086] In the above formula (M), specific examples of the main chain of the repeating unit represented by P1 include groups represented by the following formulae (P1-A) to (P1-D). Among these, the group represented by the following formula (P1-A) is preferred from the viewpoints of the variety of monomers that serve as raw materials and ease of handling.
[0087]
[0088] In the above formulas (P1-A) to (P1-D), "*" represents the bonding position with L1 in the above formula (M). 1 , R 2 , R 3 and R 4each independently represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. The alkyl group may be a linear or branched alkyl group, or an alkyl group having a cyclic structure (a cycloalkyl group). The alkyl group preferably has 1 to 5 carbon atoms. The group represented by formula (P1-A) is preferably a unit of a partial structure of a poly(meth)acrylic acid ester obtained by polymerization of a (meth)acrylic acid ester. The group represented by formula (P1-B) is preferably an ethylene glycol unit formed by ring-opening polymerization of an epoxy group in a compound having an epoxy group. The group represented by formula (P1-C) is preferably a propylene glycol unit formed by ring-opening polymerization of an oxetane group in a compound having an oxetane group. The group represented by formula (P1-D) is preferably a siloxane unit of a polysiloxane obtained by condensation polymerization of a compound having at least one of an alkoxysilyl group and a silanol group. Here, the compound having at least one of an alkoxysilyl group and a silanol group is a compound represented by the formula SiR 14 (OR 15 ) 2 In the formula, R 14 is R in (P1-D) 14 and plural R 15 each independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.
[0089] In the formula (M), L1 is a single bond or a divalent linking group. Examples of the divalent linking group represented by L1 include —C(O)O—, —OC(O)—, —O—, —S—, and —C(O)NR 3 -, -NR 3 C(O)-, -SO 2 - and -NR 3 R 4 In the formula, R 3 and R 4each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent (for example, the above-mentioned substituent W). When P1 is a group represented by formula (P1-A), L1 is preferably a group represented by -C(O)O-, because this improves the degree of alignment of the optically anisotropic layer. When P1 is a group represented by formulas (P1-B) to (P1-D), L1 is preferably a single bond, because this improves the degree of alignment of the optically anisotropic layer.
[0090] In the above formula (M), the spacer group represented by SP1 preferably contains at least one structure selected from the group consisting of an alkyleneoxy structure, an oxyethylene structure, an oxypropylene structure, a polysiloxane structure, and an alkylene fluoride structure, for reasons such as the ease of exhibiting liquid crystallinity and the availability of raw materials. 1 - (CH 2 ) n1 -O-* 2 In the formula, n1 represents an integer of 1 to 20, and * 1 represents the bonding position with L1 in the above formula (1), and * 2 represents the bonding position with M1 in the above formula (1). n1 is preferably an integer of 1 to 10, more preferably an integer of 2 to 8, and most preferably an integer of 2 to 6, because this improves the degree of alignment of the optically anisotropic layer. The oxyethylene structure represented by SP1 is preferably an integer of *-(CH 2 -CH 2 O) n2 In the formula, n2 represents an integer of 1 to 20, and * represents the bonding position with L1 or M1 in the above formula (1). n2 is preferably an integer of 2 to 10, more preferably an integer of 2 to 4, and most preferably 3, because the degree of alignment of the optically anisotropic layer is improved. In addition, the oxypropylene structure represented by SP1 is preferably *-(CH(CH 3 )-CH 2 O) n3In the formula, n3 represents an integer of 1 to 3, and * represents the bonding position with L1 or M1. The polysiloxane structure represented by SP1 is preferably a group represented by *-(Si(CH 3 ) 2 -O) n4 In the formula, n4 represents an integer of 6 to 10, and * represents the bonding position with L1 or M1. In addition, the fluorinated alkylene structure represented by SP1 is preferably *-(CF 2 -CF 2 ) n5 A group represented by -* is preferred, in which n5 represents an integer of 6 to 10, and * represents the bonding position to L1 or M1.
[0091] In the above formula (M), the mesogenic group represented by M1 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. The mesogenic group is not particularly limited, and reference can be made, for example, to the description in "Flussige Kristalle in Tablellen II" (VEB Deutsche Verlag fur Grundstoff Industrie, Leipzig, published in 1984), particularly pages 7 to 16, and the description in "Liquid Crystal Handbook" edited by the Liquid Crystal Handbook Editorial Committee (Maruzen, published in 2000), particularly Chapter 3. As the mesogenic group, for example, 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 is preferred. The mesogenic group preferably has an aromatic hydrocarbon group, more preferably has 2 to 4 aromatic hydrocarbon groups, and even more preferably has 2 or 3 aromatic hydrocarbon groups, for the reason that the degree of alignment of the optically anisotropic layer is improved.
[0092] As the mesogenic group, from the viewpoints of the expression of liquid crystallinity, adjustment of the liquid crystal phase transition temperature, availability of raw materials, and suitability for synthesis, as well as the reason for improving the degree of alignment of the optically anisotropic layer, a group represented by the following formula (M1-A) or (M1-B) is preferred, and a group represented by the following formula (M1-B) is more preferred.
[0093]
[0094] In the above formula (M1-A), A1 is a divalent group selected from the group consisting of aromatic hydrocarbon groups, heterocyclic groups, and alicyclic groups. These groups may be substituted with an alkyl group, a fluorinated alkyl group, an alkoxy group, or a substituent (for example, the above-mentioned substituent W). The divalent group represented by A1 is preferably a 4- to 6-membered ring. In addition, the divalent group represented by A1 may be a monocyclic ring or a fused ring. * indicates the bonding position with SP1 or T1.
[0095] Examples of the divalent aromatic hydrocarbon group represented by A1 include a phenylene group, a naphthylene group, a fluorene-diyl group, an anthracene-diyl group, and a tetracene-diyl group. From the viewpoints of the diversity of mesogenic skeleton designs and the availability of raw materials, a phenylene group or a naphthylene group is preferred, and a phenylene group is more preferred.
[0096] The divalent heterocyclic group represented by A1 may be either aromatic or non-aromatic, but is preferably a divalent aromatic heterocyclic group from the viewpoint of further improving the degree of orientation. Examples of atoms other than carbon constituting the divalent aromatic heterocyclic group include nitrogen atoms, sulfur atoms and oxygen atoms. When the aromatic heterocyclic group has a plurality of atoms constituting the ring other than carbon, these atoms may be the same or different. Specific examples of the divalent aromatic heterocyclic group include a pyridylene group (pyridine-diyl group), a pyridazine-diyl group, an imidazole-diyl group, a thienylene (thiophene-diyl group), a quinolylene group (quinoline-diyl group), an isoquinolylene group (isoquinoline-diyl group), an oxazole-diyl group, a thiazole-diyl group, an oxadiazole-diyl group, a benzothiazole-diyl group, a benzothiadiazole-diyl group, a phthalimido-diyl group, a thienothiazole-diyl group, a thiazolothiazole-diyl group, a thienothiophene-diyl group, and a thienoxazole-diyl group.
[0097] Specific examples of the divalent alicyclic group represented by A1 include a cyclopentylene group and a cyclohexylene group.
[0098] In the above formula (M1-A), a1 represents an integer of 1 to 10. When a1 is 2 or more, multiple A1s may be the same or different.
[0099] In the above formula (M1-B), A2 and A3 are each independently a divalent group selected from the group consisting of an aromatic hydrocarbon group, a heterocyclic group, and an alicyclic group. Specific examples and preferred embodiments of A2 and A3 are the same as those of A1 in the above formula (M1-A), and therefore their description will be omitted. In the above formula (M1-B), a2 represents an integer of 1 to 10. When a2 is 2 or more, multiple A2s may be the same or different, multiple A3s may be the same or different, and multiple LA1s may be the same or different. a2 is preferably 1 or 2 because this improves the degree of alignment of the optically anisotropic layer. In the above formula (M1-B), when a2 is 1, LA1 is a divalent linking group. When a2 is 2 or more, multiple LA1s are each independently a single bond or a divalent linking group, and at least one of the multiple LA1s is a divalent linking group. When a2 is 2, it is preferred that both of the two LA1s are divalent linking groups, since this improves the degree of alignment of the optically anisotropic layer.
[0100] In the above formula (M1-B), the divalent linking group represented by LA1 includes —O—, —(CH 2 ) g -, - (CF 2 ) g -, -Si(CH 3 ) 2 -, -(Si(CH 3 ) 2 O) g -, -(OSi(CH 3 ) 2 ) g -(g represents an integer of 1 to 10), -N(Z)-, -C(Z)=C(Z')-, -C(Z)=N-, -N=C(Z)-, -C(Z) 2 -C(Z') 2-, -C(O)-, -OC(O)-, -C(O)O-, -O-C(O)O-, -N(Z)C(O)-, -C(O)N(Z )-, -C(Z)=C(Z')-C(O)O-, -O-C(O)-C(Z)=C(Z')-, -C(Z)=N-, -N= C(Z)-,-C(Z)=C(Z')-C(O)N(Z")-,-N(Z")-C(O)-C(Z)=C(Z')-,- C(Z)=C(Z')-C(O)-S-, -S-C(O)-C(Z)=C(Z')-, -C(Z)=N-N=C(Z') Examples include -(Z, Z', and Z" independently represent hydrogen, a C1 to C4 alkyl group, a cycloalkyl group, an aryl group, a cyano group, or a halogen atom), -C≡C-, -N=N-, -S-, -S(O)-, -S(O)(O)-, -(O)S(O)O-, -O(O)S(O)O-, -SC(O)-, and -C(O)S-. Of these, -C(O)O- is preferred because it improves the degree of alignment of the optically anisotropic layer. LA1 may be a group formed by combining two or more of these groups.
[0101] Specific examples of M1 include the following structures: In the following specific examples, "Ac" represents an acetyl group.
[0102]
[0103]
[0104] In the above formula (M), examples of the terminal group represented by T1 include a hydrogen atom, a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, an alkoxycarbonyloxy group having 1 to 10 carbon atoms, an alkoxycarbonyl group having 1 to 10 carbon atoms (ROC(O)-: R is an alkyl group), an acyloxy group having 1 to 10 carbon atoms, an acylamino group having 1 to 10 carbon atoms, an alkoxycarbonylamino group having 1 to 10 carbon atoms, a sulfonylamino group having 1 to 10 carbon atoms, a sulfamoyl group having 1 to 10 carbon atoms, a carbamoyl group having 1 to 10 carbon atoms, a sulfinyl group having 1 to 10 carbon atoms, a ureido group having 1 to 10 carbon atoms, a (meth)acryloyloxy group-containing group, and a boronic acid group (-B(OR) 2 ) [R represents a hydrogen atom or an alkyl group, and two R may be linked to each other]. Examples of the (meth)acryloyloxy group-containing group include a group represented by -LA (L represents a single bond or a linking group. Specific examples of the linking group are the same as those of L1 and SP1 described above. A represents a (meth)acryloyloxy group). T1 is preferably an alkoxy group having 1 to 10 carbon atoms or a boronic acid group, and more preferably a boronic acid group, because this improves the degree of alignment of the optically anisotropic layer and further suppresses material damage. These terminal groups may be further substituted with these groups or with the polymerizable groups described in JP 2010-244038 A.
[0105] Specific examples of the repeating unit M include repeating units represented by the following structural formula:
[0106]
[0107] In the present invention, the repeating unit M preferably contains a boronic acid group in addition to the mesogenic group, for the reason that material destruction is further suppressed, and an embodiment in which T1 in the above formula (M) is a boronic acid group is more preferable. Specifically, suitable examples of the repeating unit include the repeating units represented by the following formula:
[0108] In addition, in the present invention, the optical film according to claim 1 satisfies the following formulas (1) and (2), where m is the content (unit: mol%) of the repeating unit M for the reason that material breakdown is further suppressed, and k is the content (unit: mol%) of the repeating unit K for the reason that material breakdown is further suppressed.
[0109] (Repeating Unit X) In the specific surfactant, the content of repeating unit X, which results in a difference in I / O value from the reverse dispersion liquid crystal compound of 0.9 or more, is 8 mol% or less. Here, as described above, the provision regarding the content of repeating unit X (8 mol% or less) is a requirement that is imposed independently on all types of surfactants when the liquid crystal composition contains two or more types of surfactants (i.e., surfactants having repeating unit H). Therefore, for example, the liquid crystal composition described in paragraph
[0145] of Patent Document 1 (WO 2021 / 193825) contains two types of leveling agents (surfactants). However, when a surfactant having the structure described below (weight average molecular weight: 15,000, the numerical values in the following formula indicate the content (mass%) of each repeating unit relative to all repeating units) is included, the content of repeating unit X, which results in a difference in I / O value from the liquid crystal compound of 0.9 or more, is 63 mol% (i.e., more than 8 mol%), and therefore this is a comparative example, similar to Comparative Example 1 in this specification.
[0110] In the present invention, the repeating unit X preferably contains a carboxy group, and more preferably is a repeating unit represented by the following formula (X-1) or (X-2), because this further suppresses the generation of precipitates.
[0111] In the above formulas (X-1) and (X-2), R 30represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and among these, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms is preferred, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms is more preferred, and a hydrogen atom or a methyl group is even more preferred. Specific examples of monomers that form the repeating unit represented by formula (X-1) above include acrylic acid and methacrylic acid.
[0112] R in the above formula (X-2) 30 is the same as that explained in the above formula (X-1). X1 represents a single bond, —O—, or NR X - where R X represents a hydrogen atom or a substituent. X1 -NR in X -Regarding R X The substituent in L 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. X1 is preferably —O— or NH—, and more preferably —O—. X2 represents a divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms. Examples of the divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms include a linear or branched alkylene group having 1 to 20 carbon atoms, a linear or branched alkenylene group having 1 to 20 carbon atoms, and a linear or branched alkynylene group having 1 to 20 carbon atoms. Of these, a linear or branched alkylene group having 1 to 20 carbon atoms is preferred, an alkylene group having 1 to 12 carbon atoms is more preferred, and an alkylene group having 2 to 8 carbon atoms is even more preferred.
[0113] In the present invention, the content of the repeating unit X is preferably 5 mol % or less, and more preferably 0 to 3 mol %, in order to further suppress the formation of precipitates. As described above, when the liquid crystal composition contains two or more surfactants, the requirement regarding the content of the repeating unit X (5 mol % or less) is a requirement that is imposed independently on all of the types of surfactants.
[0114] Furthermore, in the present invention, since unevenness other than precipitates (i.e., streaky unevenness) can also be improved, the content of the specific surfactant is preferably 0.05 mass % or more, more preferably 0.05 to 0.80 mass %, and even more preferably 0.05 to 0.50 mass %, relative to the total mass of the solid content of the liquid crystal composition.
[0115] <Alignment assistant> The liquid crystal composition preferably contains a compound having a mesogenic group with the same structure as the mesogenic group contained in the repeating unit M (hereinafter also referred to as "alignment assistant"), for the reason that the alignment of the optically anisotropic layer (cured liquid crystal layer) is improved.
[0116] The alignment aid is preferably, for example, a boronic acid monomer having a polymerizable group and a boronic acid group represented by the following formula (B). The polymerizable group possessed by the boronic acid monomer is not particularly limited, and suitable examples include polymerizable groups represented by any of the above-mentioned formulas (P-1) to (P-20). The number of boronic acid groups represented by the following formula (B) possessed by the boronic acid monomer is not particularly limited, and may be one or multiple (two or more).
[0117] In the above formula (B), * represents a bonding position. 1 and R 2 each independently represents a hydrogen atom, an optionally substituted aliphatic hydrocarbon group, an optionally substituted aryl group, or an optionally substituted heterocyclic group; R 1 and R 2 may be linked to each other to form a ring.
[0118] R 1 and R 2 Examples of the aliphatic hydrocarbon group represented by one embodiment of R include substituted or unsubstituted linear or branched alkyl groups having 1 to 20 carbon atoms (e.g., methyl, ethyl, isopropyl, etc.), substituted or unsubstituted cyclic alkyl groups having 3 to 20 carbon atoms (e.g., cyclohexyl, etc.), and alkenyl groups having 2 to 20 carbon atoms (e.g., vinyl, etc.). 1 and R 2Examples of the aryl group represented by one embodiment of R include a substituted or unsubstituted phenyl group having 6 to 20 carbon atoms (e.g., a phenyl group, a tolyl group, etc.), and a substituted or unsubstituted naphthyl group having 10 to 20 carbon atoms. 1 and R 2 Examples of the heterocyclic group represented by one embodiment of R include a substituted or unsubstituted 5- or 6-membered ring group containing at least one heteroatom (e.g., a nitrogen atom, an oxygen atom, a sulfur atom, etc.), and examples thereof include a pyridyl group, an imidazolyl group, a furyl group, a piperidyl group, and a morpholino group. 1 and R 2 may be linked together to form a ring, for example, R 1 and R 2 may be linked to form a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane ring. Examples of the substituents that these aliphatic hydrocarbon groups, aryl groups, and heterocyclic groups may have include the substituents described in the above-mentioned Substituent Group A.
[0119] In the above formula (B), R 1 and R 2 is a hydrogen atom, a linear or branched alkyl group having 1 to 3 carbon atoms, or R 1 and R 2 are preferably linked to form a ring, and more preferably are hydrogen atoms.
[0120] The molecular weight of the boronic acid monomer is not particularly limited, but is preferably 120 to 1,200, more preferably 180 to 800, in terms of excellent compatibility with polyfunctional monomers.
[0121] A preferred embodiment of the boronic acid monomer is a boronic acid monomer represented by the following formula (B-1), which further suppresses material destruction.
[0122]
[0123] R in formula (B-1) 1 and R 2 is as defined above. Z represents a polymerizable group. The polymerizable group is as defined above. X 1represents a single bond or a divalent linking group. Examples of the divalent linking group include -O-, -CO-, -NH-, -CO-NH-, -COO-, -O-COO-, alkylene groups, arylene groups, heterocyclic groups (heteroaryl groups), and divalent linking groups selected from combinations thereof. Examples of combinations include -arylene group-COO-arylene group-O-alkylene group-, -arylene group-COO-alkylene group-, etc.
[0124] Specific examples of the boronic acid monomer are shown below, but the present invention is not limited thereto.
[0125]
[0126]
[0127]
[0128]
[0129] When the liquid crystal composition contains an alignment aid, the content of the alignment aid is preferably 0.5% by mass or more, more preferably 1 to 10% by mass, based on the total mass of the solid content of the liquid crystal composition.
[0130] <Solvent> The liquid crystal composition preferably contains a solvent. Examples of the solvent include ketones (e.g., acetone, 2-butanone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, cyclopentanone, etc.), ethers (e.g., dioxane, tetrahydrofuran, etc.), aliphatic hydrocarbons (e.g., hexane, etc.), alicyclic hydrocarbons (e.g., cyclohexane, etc.), aromatic hydrocarbons (e.g., toluene, xylene, trimethylbenzene, etc.), halogenated carbons (e.g., dichloromethane, dichloroethane, dichlorobenzene, chlorotoluene, etc.), esters (e.g., methyl acetate, ethyl acetate, butyl acetate, etc.), water, alcohols (e.g., ethanol, isopropanol, butanol, cyclohexanol, etc.), cellosolves (e.g., methyl cellosolve, ethyl cellosolve, etc.), cellosolve acetates, sulfoxides (e.g., dimethyl sulfoxide, etc.), and amides (e.g., dimethylformamide, dimethylacetamide, etc.). The solvent may be used alone or in combination of two or more kinds.
[0131] <Polymerization initiator> The liquid crystal composition preferably contains a polymerization initiator. The polymerization initiator is preferably a photopolymerization initiator capable of initiating a polymerization reaction by ultraviolet irradiation. Examples of the photopolymerization initiator include α-carbonyl compounds (described in U.S. Pat. Nos. 2,367,661 and 2,367,670), acyloin ethers (described in U.S. Pat. No. 2,448,828), α-hydrocarbon-substituted aromatic acyloin compounds (described in U.S. Pat. No. 2,722,512), polynuclear quinone compounds (described in U.S. Pat. Nos. 3,046,127 and 2,951,758), and compounds of triarylimidazole dimer and p-aminophenyl ketone. (described in U.S. Pat. No. 3,549,367), acridine and phenazine compounds (described in JP-A-60-105667 and U.S. Pat. No. 4,239,850), oxadiazole compounds (described in U.S. Pat. No. 4,212,970), acylphosphine oxide compounds (described in JP-B-63-40799, JP-B-5-29234, JP-A-10-95788, and JP-A-10-29997), and the like. Oxime-type polymerization initiators are also preferred as polymerization initiators. Specific examples thereof include the initiators described in paragraphs
[0049] to
[0052] of WO 2017 / 170443.
[0132] <Other Components> The liquid crystal composition may contain other components in addition to the above-described components, such as a liquid crystal compound other than the above-described reverse dispersion liquid crystal compound (e.g., a liquid crystal compound exhibiting forward wavelength dispersion), a tilt angle controller, a plasticizer, and a crosslinking agent.
[0133] <Method of Forming Optically Anisotropic Layer (Cured Liquid Crystal Layer)> The optically anisotropic layer of the optical film of the present invention is a cured liquid crystal layer formed by using the liquid crystal composition described above and fixing a reverse-dispersion liquid crystal compound in a vertically aligned state. Examples of methods for forming the optically anisotropic layer include a method in which the reverse-dispersion liquid crystal compound is vertically aligned using the liquid crystal composition described above and then fixed by polymerization. The conditions for achieving the desired vertical alignment are not particularly limited, but a heat treatment is preferably performed, and a cooling treatment after the heat treatment is more preferred. From the viewpoint of manufacturability, the heating temperature in the heat treatment is preferably 10 to 250°C, more preferably 50 to 200°C, and even more preferably 70 to 150°C. The heating time in the heat treatment is preferably 1 to 300 seconds, more preferably 1 to 60 seconds. The temperature in the cooling treatment after the heat treatment is not particularly limited as long as it is lower than the heating temperature in the heat treatment, but room temperature (23°C) to 80°C is preferred. The polymerization conditions are not particularly limited, but it is preferable to use ultraviolet light in the polymerization by light irradiation. The irradiation dose is 10 mJ / cm 2 ~50 J / cm 2 is preferred, and 20 mJ / cm 2 ~5 J / cm 2 More preferably, 30 mJ / cm 2 ~3 J / cm 2 is more preferably 50 to 1000 mJ / cm 2 In order to accelerate the polymerization reaction, the reaction may be carried out under heating conditions.
[0134] The optically anisotropic layer of the optical film of the present invention is preferably a positive C plate. Here, a positive C plate (positive C plate) is defined as follows. Specifically, a positive C plate satisfies the relationship of formula (C1), where nx is the refractive index in the slow axis direction (the direction in which the in-plane refractive index is maximum) of the film, ny is the refractive index in the direction perpendicular to the in-plane slow axis, and nz is the refractive index in the thickness direction. A positive C plate exhibits a negative Rth. Formula (C1) nz>nx≒ny. The above "≒" encompasses not only the case where the two are completely identical, but also the case where the two are substantially identical. "Substantially identical" includes, for example, the case where (nx-ny)×d (where d is the film thickness) is 0 to 10 nm, preferably 0 to 5 nm, in "nx≒ny."
[0135] The thickness of the optically anisotropic layer of the optical film of the present invention is not particularly limited, but is preferably from 0.1 to 10 μm, more preferably from 0.5 to 5 μm.
[0136] [Substrate] The optical film of the present invention may have a substrate for supporting the optically anisotropic layer. Such a substrate is preferably transparent. In the present invention, "transparent" means that the transmittance of visible light is 60% or more, preferably 80% or more, and more preferably 90% or more.
[0137] In the present invention, the substrate is preferably a positive A plate because it provides good display performance when used in an image display device (particularly a liquid crystal display device). In this specification, a positive A plate is defined as follows. Specifically, a positive A plate satisfies the relationship of formula (A1), where nx is the refractive index in the in-plane slow axis direction (the direction in which the in-plane refractive index is maximum), ny is the refractive index in the in-plane direction perpendicular to the in-plane slow axis, and nz is the refractive index in the thickness direction. A positive A plate exhibits a positive Rth. Formula (A1) nx>ny≒nz. The above "≒" encompasses not only the case where the two are completely identical, but also the case where the two are substantially identical. "Substantially identical" also includes, for example, the case where (ny-nz)×d (where d is the film thickness) is −10 to 10 nm, preferably −5 to 5 nm, in "ny≒nz."
[0138] In the present invention, the substrate is preferably a liquid crystal cured layer other than the optically anisotropic layer (liquid crystal cured layer). Examples of the other liquid crystal cured layer include a liquid crystal cured layer obtained by fixing the orientation state (particularly, horizontal orientation state) of a liquid crystal compound contained in a liquid crystal composition that does not contain the above-mentioned reverse dispersion liquid crystal compound and / or the specific surfactant; a liquid crystal cured layer obtained by using a liquid crystal composition that contains the above-mentioned reverse dispersion liquid crystal compound and the specific surfactant and fixing the reverse dispersion liquid crystal compound in a horizontally aligned state; and the like. Here, with regard to horizontal orientation, when the liquid crystal compound is a rod-shaped liquid crystal compound, horizontal orientation is also called homogeneous orientation, and refers to an orientation in which the angle between the surface (main surface) of the liquid crystal cured layer and the director of the rod-shaped liquid crystal compound is in the range of 0° to 20°, preferably in the range of 0° to 10°, and more preferably in the range of 0° to 5°. Furthermore, when the liquid crystal compound is a discotic liquid crystal compound, horizontal alignment means alignment in which the angle between the surface (main surface) of the cured liquid crystal layer and the discotic plane of the discotic liquid crystal compound is in the range of 0° to 20°, preferably in the range of 0° to 10°, and more preferably in the range of 0° to 5°.
[0139] Furthermore, in the present invention, a polymer film, which will be explained later in relation to the support, may be used as the substrate.
[0140] [Support] When the optical film of the present invention has the other cured liquid crystal layer described above as the substrate, it may have a support for supporting the other cured liquid crystal layer. Such a support is preferably transparent. In addition, "transparent" in the present invention means that the transmittance of visible light is 60% or more, preferably 80% or more, and more preferably 90% or more.
[0141] Examples of the support include glass substrates and polymer films. Polymer film materials include 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 resins); polyolefin-based polymers such as polyethylene, polypropylene, and ethylene-propylene copolymers; vinyl chloride-based polymers; amide-based polymers such as nylon and aromatic polyamides; imide-based polymers; sulfone-based polymers; polyethersulfone-based polymers; polyetheretherketone-based polymers; polyphenylene sulfide-based polymers; vinylidene chloride-based polymers; vinyl alcohol-based polymers; vinyl butyral-based polymers; arylate-based polymers; polyoxymethylene-based polymers; epoxy-based polymers; and mixtures of these polymers. The thickness of the support is not particularly limited, but is preferably 1 to 200 μm, and more preferably 2 to 100 μm.
[0142] [Alignment Film] The optically anisotropic layer (liquid crystal cured layer) and any other liquid crystal cured layer in the optical film of the present invention may be formed on the surface of an alignment film (particularly a photo-alignment film described later).
[0143] The alignment film may be any film that has the function of aligning the liquid crystal compound contained in the composition. Alignment films are generally primarily composed of polymers. Polymer materials for alignment films are described in numerous literature, and many commercially available products are available. Preferred polymer materials for alignment films are polyvinyl alcohol, polyimide, or derivatives thereof, with modified or unmodified polyvinyl alcohol being more preferred. Examples of alignment films that may be included in the optical film include the alignment film described in WO 01 / 88574, page 43, line 24 to page 49, line 8; the alignment film made of modified polyvinyl alcohol described in paragraphs
[0071] to
[0095] of Japanese Patent No. 3907735; and the liquid crystal alignment film formed from the liquid crystal aligning agent described in JP 2012-155308 A.
[0144] It is preferable to use a photo-alignment film as the alignment film, since the surface of the alignment film is not in contact with any object during the formation of the alignment film, and it is possible to prevent deterioration of the surface condition. The photo-alignment film is not particularly limited, but it can be an alignment film formed from a polymer material such as a polyamide compound and a polyimide compound described in paragraphs
[0024] to
[0043] of International Publication No. 2005 / 096041; a liquid crystal alignment film formed from a liquid crystal alignment agent having a photo-alignment group described in Japanese Patent Laid-Open No. 2012-155308; and a product name LPP-JP265CP manufactured by Rolic Technologies, Inc., or the like.
[0145] The thickness of the alignment film is not particularly limited, but is preferably 0.01 to 10 μm, more preferably 0.01 to 1 μm, and even more preferably 0.01 to 0.5 μm.
[0146] [Polarizing Plate] The polarizing plate of the present invention is a polarizing plate having the above-described optical film of the present invention and a polarizer.
[0147] [Polarizer] The polarizer of the polarizing plate of the present invention is not particularly limited as long as it has the function of converting light into specific linearly polarized light, and conventionally known absorptive polarizers and reflective polarizers can be used. Examples of absorptive polarizers include iodine-based polarizers, dye-based polarizers using dichroic dyes, and polyene-based polarizers. Iodine-based polarizers and dye-based polarizers include coated polarizers and stretched polarizers, and either type can be used. However, polarizers produced by adsorbing iodine or a dichroic dye onto polyvinyl alcohol and stretching the resulting film are preferred. Furthermore, methods for obtaining polarizers by stretching and dyeing a laminated film having a polyvinyl alcohol layer formed on a substrate are described in Japanese Patent Nos. 5,048,120, 5,143,918, 4,691,205, 4,751,481, and 4,751,486. These known techniques related to polarizers can also be preferably used. As the reflective polarizer, a polarizer in which thin films with different birefringence are laminated, a wire grid polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region is combined with a quarter-wave plate, etc. are used. Among them, a polyvinyl alcohol-based resin (-CH 2 A polymer containing —CHOH— as a repeating unit, particularly at least one selected from the group consisting of polyvinyl alcohol and an ethylene-vinyl alcohol copolymer, is preferred.
[0148] In the present invention, the thickness of the polarizer is not particularly limited, but is preferably 5 to 40 μm, more preferably 5 to 30 μm, and even more preferably 5 to 20 μm. The above thickness allows for the reduction in thickness of display devices.
[0149] [Image Display Device] The image display device of the present invention is an image display device having the optical film of the present invention or the polarizing plate of the present invention (hereinafter, these are collectively abbreviated as "the optical film of the present invention, etc."). The display element used in the image display device is not particularly limited, and examples thereof include a liquid crystal cell, an organic EL display panel, and a plasma display panel. Of these, a liquid crystal cell and an organic EL display panel are preferred, and a liquid crystal cell is more preferred. That is, as the image display device, a liquid crystal display device using a liquid crystal cell as the display element or an organic EL display device using an organic EL display panel as the display element is preferred, and a liquid crystal display device is more preferred.
[0150] [Liquid Crystal Display Device] A liquid crystal display device, which is an example of an image display device, is a liquid crystal display device having the optical film of the present invention or the like and a liquid crystal cell. Of the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the optical film of the present invention or the like as the front polarizing plate, and it is more preferable to use the optical film of the present invention or the like as the front and rear polarizing plates. The liquid crystal cell constituting the liquid crystal display device will be described in detail below.
[0151] <Liquid Crystal Cell> The liquid crystal cell used in the liquid crystal display device is preferably, but not limited to, a VA (Vertical Alignment) mode, an OCB (Optically Compensated Bend) mode, an IPS (In-Plane-Switching) mode, an FFS (Fringe-Field-Switching) mode, or a TN (Twisted Nematic) mode. In a TN mode liquid crystal cell, rod-shaped liquid crystal molecules are aligned substantially horizontally when no voltage is applied, and are further twisted at an angle of 60 to 120 degrees. TN mode liquid crystal cells are most commonly used in color TFT liquid crystal displays, and are described in numerous literature. In a VA mode liquid crystal cell, rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied. VA mode liquid crystal cells include (1) narrowly defined VA mode liquid crystal cells in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied and substantially horizontally when voltage is applied (described in Japanese Patent Laid-Open No. 2-176625), (2) multi-domain VA mode liquid crystal cells (described in SID97, Digest of tech. Papers (Proceedings) 28 (1997) 845) in order to widen the viewing angle (described in SID97, Digest of tech. Papers (Proceedings) 28 (1997) 845), (3) n-ASM mode liquid crystal cells in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied and are aligned in a twisted multi-domain manner when voltage is applied (described in Japan Liquid Crystal Symposium Proceedings 58-59 (1998)), and (4) SURVIVAL mode liquid crystal cells (announced at LCD International 98). Furthermore, VA-mode liquid crystal cells may be any of PVA (Patterned Vertical Alignment) type, optical alignment type, and PSA (Polymer-Sustained Alignment) type. Details of these modes are described in Japanese Patent Application Laid-Open No. 2006-215326 and Japanese Patent Application Laid-Open No. 2008-538819. In IPS-mode liquid crystal cells, rod-shaped liquid crystal molecules are aligned substantially parallel to the substrates, and the liquid crystal molecules respond in a planar manner when an electric field parallel to the substrate surface is applied. In IPS-mode cells, black is displayed when no electric field is applied, and the absorption axes of a pair of upper and lower polarizing plates are perpendicular to each other.Methods of using an optical compensation sheet to reduce light leakage in oblique directions during black display and improve the viewing angle are disclosed in JP-A Nos. 10-54982, 11-202323, 9-292522, 11-133408, 11-305217, and 10-307291.
[0152] [Organic EL Display Device] An organic EL display device, which is one example of an image display device, may have, in this order from the viewing side, the polarizing plate of the present invention (a polarizing plate with a polarizer disposed on the viewing side). The organic EL display panel is a display panel configured using organic EL elements each having an organic light-emitting layer (organic electroluminescence layer) sandwiched between electrodes (a cathode and an anode). The configuration of the organic EL display panel is not particularly limited, and a known configuration may be used.
[0153] The present invention will be described in more detail below with reference to examples. The materials, amounts used, ratios, treatment contents, treatment procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be construed as being limited by the examples shown below.
[0154] Example 1 Preparation of Cellulose Acylate Film 1 (Support) Preparation of Core Layer Cellulose Acylate Dope 1 The following composition was charged into a mixing tank and stirred to dissolve each component, thereby preparing core layer cellulose acylate dope 1. Core Layer Cellulose Acylate Dope 1 Cellulose acetate having an acetyl substitution degree of 2.88: 100 parts by mass Polyester as follows: 12 parts by mass Durability improver as follows: 4 parts by mass Methylene chloride (first solvent): 430 parts by mass Methanol (second solvent): 64 parts by mass
[0155] Polyester (number average molecular weight 800)
[0156] Durability improver
[0157] <Preparation of Outer Layer Cellulose Acylate Dope 1> 10 parts by mass of the following matting agent dispersion 1 was added to 90 parts by mass of the above core layer cellulose acylate dope 1 to prepare outer layer cellulose acylate dope 1. ---------------------------------------------------------------- Matting agent dispersion 1 ---------------------------------------------------------------- - Silica particles having an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass - Methylene chloride (first solvent) 76 parts by mass - Methanol (second solvent) 11 parts by mass - Core layer cellulose acylate dope 1 1 part by mass
[0158] <Preparation of Cellulose Acylate Film 1 (Support)> The core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 were filtered using filter paper with an average pore size of 34 μm and a sintered metal filter with an average pore size of 10 μm. Then, using a band casting machine, the core layer cellulose acylate dope 1 and the outer layer cellulose acylate dope 1 on both sides were simultaneously cast onto a drum at 20°C from the casting nozzle. The film was then peeled off from the drum while the solvent content of the film on the drum was approximately 20% by mass. Both ends of the resulting film in the width direction were fixed with tenter clips, and the film was stretched 1.1 times in the width direction while drying while the solvent content of the film was 3 to 15% by mass. The resulting film was then further dried by transporting it between the rolls of a heat treatment device to produce a cellulose acylate film with a thickness of 60 μm. The dried cellulose triacetate film was cooled to 30° C. or below, and both edges were cut to a width of 1,340 mm, after which knurling (formation of uneven portions) was performed on both edges of the film to prepare a cellulose acylate film 1 (support). The uneven portions were formed by embossing from one side.
[0159] [Formation of photo-alignment film 1 and optically anisotropic layer 1-1 (other liquid crystal cured layer)] <Preparation of composition 1-1 for photo-alignment film> 8.4 parts by mass of copolymer C3 below and 0.3 parts by mass of thermal acid generator D1 below were added to a mixed liquid containing 80 parts by mass of butyl acetate and 20 parts by mass of methyl ethyl ketone, respectively, to prepare composition 1 for photo-alignment film.
[0160] Copolymer C3 (weight average molecular weight: 40,000)
[0161] Thermal Acid Generator D1
[0162] <Preparation of Polymerizable Liquid Crystal Composition 1-1> A polymerizable liquid crystal composition 1-1 for forming an optically anisotropic layer having the following composition was prepared.
[0163] -------------------------------- Polymerizable liquid crystal composition 1-1 -------------------------------------------------- 42.00 parts by mass of liquid crystal compound R1 shown below 42.00 parts by mass of liquid crystal compound R2 shown below 12.00 parts by mass of liquid crystal compound A1 shown below 4.00 parts by mass of liquid crystal compound T1 shown below 0.50 parts by mass of polymerization initiator S1 shown below 0.20 parts by mass of surfactant P1-1 shown below 2.00 parts by mass of Hisorb MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 1.00 part by mass of NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 424.80 parts by mass ------------------------------------------------
[0164] The group adjacent to the acryloyloxy group in the following rod-shaped liquid crystal compounds R1 and R2 represents a propylene group (a group in which a methyl group is substituted with an ethylene group), and the following rod-shaped liquid crystal compounds R1 and R2 represent a mixture of positional isomers in which the positions of the methyl groups are different.
[0165] Liquid crystal compound R1 [Δn(450) / Δn(550): 0.80]
[0166] Liquid crystal compound R2 [Δn(450) / Δn(550): 0.80]
[0167] Liquid crystal compound A1 [Δn(450) / Δn(550): 1.03]
[0168] Liquid crystal compound T1 [Δn(450) / Δn(550): 1.06]
[0169] Polymerization initiator S1
[0170] Surfactant P1-1 (In the following formula, 32.5 and 67.5 represent the content (mass %) of each repeating unit relative to the total repeating units in surfactant P1.)
[0171] The previously prepared composition 1 for a photo-alignment film was applied to the surface of the knurled convex side of the prepared cellulose acylate film 1 (support) using a die coater. The solvent was then removed by drying at 80°C for 5 minutes, forming a photoisomerizable composition layer with a thickness of 0.2 µm. The obtained photoisomerizable composition layer was irradiated with polarized ultraviolet light (10 mJ / cm). 2 , using an ultra-high pressure mercury lamp) to form a photo-alignment film 1 with a thickness of 0.2 μm. Next, the polymerizable liquid crystal composition 1-1 prepared above was applied to the surface of the photo-alignment film 1 using a die coater to form a composition layer. The formed composition layer was heated to a temperature at which it exhibited an isotropic phase, and then cooled to a temperature at which it exhibited a smectic phase, thereby stabilizing the alignment. Thereafter, while maintaining the temperature, the layer was irradiated with ultraviolet light (500 mJ / cm) in a nitrogen atmosphere (oxygen concentration 100 ppm). 2 , using an ultra-high pressure mercury lamp), the orientation was fixed, and an optically anisotropic layer 1-1 with a thickness of 2 μm was formed. In this way, the photo-alignment film 1 and the optically anisotropic layer 1-1 were continuously applied to the cellulose acylate film 1 for 3,000 m, and the film was wound around a core to produce a long film F1. The peel strength at the interface with the photo-alignment film 1 of the obtained optically anisotropic layer 1-1 was 0.05 N / 25 mm. When the phase difference of the optically anisotropic layer 1-1 was measured after peeling, the slow axis direction was the longitudinal direction of the film, the in-plane retardation Re(550) was 130 nm, and Re(450) / Re(550) was 0.85, confirming that the optically anisotropic layer 1-1 was a positive A plate.
[0172] [Formation of Optically Anisotropic Layer 2-1] <Preparation of Polymerizable Liquid Crystal Composition 2-1> A polymerizable liquid crystal composition 2-1 for forming an optically anisotropic layer was prepared having the following composition: The amount of surfactant P2-1 (0.17 parts by mass) was 0.14% by mass based on the total mass of the solid content of the polymerizable liquid crystal composition 2-1. -------------------------------- Polymerizable liquid crystal composition 2-1------------------------------------------------ 10.00 parts by mass of the above liquid crystal compound R1 54.00 parts by mass of the above liquid crystal compound R2 28.00 parts by mass of the following liquid crystal compound R3 8.00 parts by mass of the above liquid crystal compound T1 4.50 parts by mass of the following compound B1 (alignment aid) 12.00 parts by mass of NK Ester A-600 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.50 parts by mass of the above polymerization initiator S1 0.17 parts by mass of the following surfactant P2-1 225.00 parts by mass of methyl ethyl ketone 25.00 parts by mass of methanol ------------------------------------------------
[0173] Liquid crystal compound R3 (a mixture of the following liquid crystal compounds (RA), (RB), and (RC) in a mass ratio of 83:15:2. Me in the following liquid crystal compounds (RB) and (RC) represents a methyl group.) [Δn(450) / Δn(550): 1.06]
[0174] Compound B1 (alignment aid)
[0175] Surfactant P2-1 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, and D3 in Table 2 below.)
[0176] [Preparation of Optical Film] The surface of the optically anisotropic layer 1-1 was subjected to a discharge of 150 W·min / m 2 The corona-treated surface was then coated with polymerizable liquid crystal composition 2-1 prepared according to the following formulation using a die coater to form a composition layer. The composition was then heated at 65°C for 60 seconds to dry the solvent and ripen the liquid crystal compound into an aligned state. The composition was then irradiated with ultraviolet light (150 mJ / cm) at 50°C under a nitrogen purge with an oxygen concentration of 100 ppm. 2 ) to fix the vertical alignment state, and a 1.5 μm thick optically anisotropic layer 2-1 was formed. In this way, 3000 m of the optically anisotropic layer 2-1 was continuously applied to the long film F1, and a long optical film L1 was produced. The laminate of the optically anisotropic layers 1-1 and 2-1 was peeled off from the produced optical film L1, and the phase difference of the laminate was measured. The phase difference of the optically anisotropic layer 2-1 was calculated by subtracting the phase difference of the optically anisotropic layer 1-1 measured in advance. The thickness direction retardation RthC(550) was -90 nm, and RthC(450) / RthC(550) was 0.88, confirming that the optically anisotropic layer 2-1 was a positive C plate (nz>nx=ny).
[0177] Example 2 A continuous optical film L2 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-2.
[0178] Surfactant P2-2 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D4 in Table 2 below.)
[0179] Example 3 A continuous optical film L3 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-3.
[0180] Surfactant P2-3 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D4 in Table 2 below.)
[0181] Example 4 A continuous optical film L4 was produced in the same manner as in Example 3, except that the amount of surfactant P2-3 added was changed to 0.08 parts by mass (0.07% by mass relative to the total mass of the solid content).
[0182] [Example 5] [Formation of Optically Anisotropic Layer 1-5] An optically anisotropic layer 1-5, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-5 having the following composition was used instead of polymerizable liquid crystal composition 1-1. 20.00 parts by mass of liquid crystal compound R5 below; 16.50 parts by mass of liquid crystal compound R6 below; 16.50 parts by mass of liquid crystal compound R7 below; 15.00 parts by mass of liquid crystal compound A2 below; 3.00 parts by mass of non-liquid crystal compound M1 below; 0.50 parts by mass of polymerization initiator S1 above; 0.09 parts by mass of surfactant P1-2 below; 179.67 parts by mass of cyclopentanone; 53.67 parts by mass of methyl ethyl ketone.
[0183] Liquid crystal compound R4 [Δn(450) / Δn(550): 0.58]
[0184] Liquid crystal compound R5 [Δn(450) / Δn(550): 0.68] (in the following formula, t-Bu represents a tert-butyl group.)
[0185] Liquid crystal compound R6 [Δn(450) / Δn(550): 1.03]
[0186] Liquid crystal compound R7 [Δn(450) / Δn(550): 1.02]
[0187] Liquid crystal compound A2 [Δn(450) / Δn(550): 1.03]
[0188] Non-liquid crystal compound M1
[0189] Surfactant P1-2 (The numbers in the formula below indicate the content (% by mass) of each repeating unit relative to the total repeating units in Surfactant P1-2.)
[0190] [Formation of Optically Anisotropic Layer 2-5] Except for using an optically anisotropic layer 1-5 instead of the optically anisotropic layer 1-1 and a polymerizable liquid crystal composition 2-5 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L5 was produced in the same manner as in Example 1. The blending amount (0.21 parts by mass) of surfactant P2-4 in polymerizable liquid crystal composition 2-5 was 0.18% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-5. 4.00 parts by mass of the liquid crystal compound R6; 20.20 parts by mass of the liquid crystal compound R7; 10.00 parts by mass of the liquid crystal compound A2; 3.00 parts by mass of the compound B1; 8.00 parts by mass of the compound C3 described below; 3.00 parts by mass of the polymerization initiator S1; 0.21 parts by mass of the surfactant P2-4 described below; Cyclopentanone 232.80 parts by mass; Methyl ethyl ketone 60.50 parts by mass; Methanol 9.10 parts by mass ----------------------------------------------------------------------------------
[0191] Compound C3 (mixture of the following compounds)
[0192] Surfactant P2-4 (Weight average molecular weight: 12,600. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D8, D3, D2, and D4 in Table 2 below.)
[0193] Example 6 A long optical film L6 was produced in the same manner as in Example 1, except that the surfactant P1-1 was changed to the surfactant P1-2 and the surfactant P2-1 was changed to the surfactant P2-4.
[0194] Example 7 A long optical film L7 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-5.
[0195] Surfactant P2-5 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D5 in Table 2 below.)
[0196] Example 8 A long optical film L8 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-6.
[0197] Surfactant P2-6 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D6 in Table 2 below.)
[0198] Example 9 A continuous optical film L9 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-7.
[0199] Surfactant P2-7 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D4 in Table 2 below.)
[0200] Example 10 A continuous optical film L10 was produced in the same manner as in Example 3, except that the amount of surfactant P2-3 added was changed to 0.05 parts by mass (0.04% by mass relative to the total mass of the solid content).
[0201] Example 11 A continuous optical film L11 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-8.
[0202] Surfactant P2-8 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D4 in Table 2 below.)
[0203] Example 12 A long optical film L12 was produced in the same manner as in Example 4, except that the compound B-1 (alignment aid) was omitted from the polymerizable liquid crystal composition 2-1.
[0204] Example 13 A continuous optical film L13 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-9.
[0205] Surfactant P2-9 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D7, and D4 in Table 2 below.)
[0206] Example 14 Formation of Optically Anisotropic Layer 1-14 An optically anisotropic layer 1-14, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-14 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ------------------------------------------------ Polymerizable Liquid Crystal Composition 1-14 ---------------------------------------------------------------- Liquid crystal compound R8 (shown below) 100.00 parts by mass Polymerization initiator S1 (shown below) 0.50 parts by mass Surfactant P1-1 (shown below) 0.20 parts by mass Hysolve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 2.00 parts by mass NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.00 part by mass Methyl ethyl ketone 424.80 parts by mass
[0207] Liquid crystal compound R8 [Δn(450) / Δn(550): 0.81]
[0208] [Formation of Optically Anisotropic Layer 2-14] Except for using an optically anisotropic layer 1-14 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-14 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L14 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in polymerizable liquid crystal composition 2-14 was 0.14% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-14. ------------------------------------------------ Polymerizable liquid crystal composition 2-14---------------------------------------------------------------- Liquid crystal compound R8 100.00 parts by mass Compound B1 (alignment aid) 4.50 parts by mass NK Ester A-600 (Shin-Nakamura Chemical Co., Ltd.) 12.00 parts by mass Polymerization initiator S1 1.50 parts by mass Surfactant P2-1 0.17 parts by mass Methyl ethyl ketone 225.00 parts by mass Methanol 25.00 parts by mass
[0209] Example 15 Formation of Optically Anisotropic Layer 1-15 An optically anisotropic layer 1-15, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-15 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ---------------------------------------------------------------- Polymerizable Liquid Crystal Composition 1-15 ---------------------------------------------------------------- Liquid crystal compound R9 (shown below) 100.00 parts by mass Polymerization initiator S1 (described above) 0.50 parts by mass Surfactant P1-1 (described above) 0.20 parts by mass Hysolve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 2.00 parts by mass NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.00 parts by mass Methyl ethyl ketone 424.80 parts by mass
[0210] Liquid crystal compound R9 [Δn(450) / Δn(550): 0.82]
[0211] [Formation of Optically Anisotropic Layer 2-15] Except for using an optically anisotropic layer 1-15 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-15 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L15 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in polymerizable liquid crystal composition 2-15 was 0.14% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-15. ------------------------------------------------ Polymerizable liquid crystal composition 2-15---------------------------------------------------------------- Liquid crystal compound R9 100.00 parts by mass Compound B1 (alignment aid) 4.50 parts by mass NK Ester A-600 (Shin-Nakamura Chemical Co., Ltd.) 12.00 parts by mass Polymerization initiator S1 1.50 parts by mass Surfactant P2-1 0.17 parts by mass Methyl ethyl ketone 225.00 parts by mass Methanol 25.00 parts by mass
[0212] Example 16 Formation of Optically Anisotropic Layer 1-16 An optically anisotropic layer 1-16, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-16 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ---------------------------------------------------------------- Polymerizable Liquid Crystal Composition 1-16 ---------------------------------------------------------------- Liquid crystal compound R10 (shown below) 100.00 parts by mass Polymerization initiator S1 described above 0.50 parts by mass Surfactant P1-1 described above 0.20 parts by mass Hysolve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 2.00 parts by mass NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.00 part by mass Methyl ethyl ketone 424.80 parts by mass
[0213] Liquid crystal compound R10 [Δn(450) / Δn(550): 0.80]
[0214] [Formation of Optically Anisotropic Layer 2-16] Except for using an optically anisotropic layer 1-16 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-16 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L16 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in polymerizable liquid crystal composition 2-16 was 0.14% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-16. ------------------------------------------------ Polymerizable liquid crystal composition 2-16---------------------------------------------------------------- Liquid crystal compound R10 100.00 parts by mass Compound B1 (alignment aid) 4.50 parts by mass NK Ester A-600 (Shin-Nakamura Chemical Co., Ltd.) 12.00 parts by mass Polymerization initiator S1 1.50 parts by mass Surfactant P2-1 0.17 parts by mass Methyl ethyl ketone 225.00 parts by mass Methanol 25.00 parts by mass
[0215] Example 17 Formation of Optically Anisotropic Layer 1-17 An optically anisotropic layer 1-17, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-17 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ---------------------------------------------------------------- Polymerizable Liquid Crystal Composition 1-17 ---------------------------------------------------------------- Liquid crystal compound R11 (shown below) 100.00 parts by mass 0.50 parts by mass of polymerization initiator S1 described above 0.20 parts by mass of surfactant P1-1 described above 2.00 parts by mass of Hysolve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 1.00 parts by mass of NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 424.80 parts by mass
[0216] Liquid crystal compound R11 [Δn(450) / Δn(550): 0.72]
[0217] [Formation of Optically Anisotropic Layer 2-17] Except for using an optically anisotropic layer 1-17 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-17 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L17 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in polymerizable liquid crystal composition 2-17 was 0.14% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-17. ------------------------------------------------ Polymerizable liquid crystal composition 2-17---------------------------------------------------------------- Liquid crystal compound R11 100.00 parts by mass Compound B1 (alignment aid) 4.50 parts by mass NK Ester A-600 (Shin-Nakamura Chemical Co., Ltd.) 12.00 parts by mass Polymerization initiator S1 1.50 parts by mass Surfactant P2-1 0.17 parts by mass Methyl ethyl ketone 225.00 parts by mass Methanol 25.00 parts by mass
[0218] Example 18 Formation of Optically Anisotropic Layer 1-18 An optically anisotropic layer 1-18, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-18 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ---------------------------------------------------------------- Polymerizable Liquid Crystal Composition 1-18 ---------------------------------------------------------------- Liquid crystal compound R12 (shown below) 100.00 parts by mass 0.50 parts by mass of polymerization initiator S1 described above 0.20 parts by mass of surfactant P1-1 described above 2.00 parts by mass of Hisorb MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 1.00 parts by mass of NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 424.80 parts by mass
[0219] Liquid crystal compound R12 [Δn(450) / Δn(550): 0.80]
[0220] [Formation of Optically Anisotropic Layer 2-18] Except for using an optically anisotropic layer 1-18 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-18 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L18 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in polymerizable liquid crystal composition 2-18 was 0.14% by mass with respect to the total mass of the solid content of polymerizable liquid crystal composition 2-18. ------------------------------------------------ Polymerizable liquid crystal composition 2-18------------------------------------------------ - 100.00 parts by mass of the liquid crystal compound R12 - 4.50 parts by mass of the compound B1 (alignment aid) - 12.00 parts by mass of NK Ester A-600 (manufactured by Shin-Nakamura Chemical Co., Ltd.) - 1.50 parts by mass of the polymerization initiator S1 - 0.17 parts by mass of the surfactant P2-1 - 225.00 parts by mass of methyl ethyl ketone - 25.00 parts by mass of methanol------------------------------------------------
[0221] Example 19 Formation of Optically Anisotropic Layer 1-19 An optically anisotropic layer 1-19, which is a positive A plate, was formed in the same manner as in Example 1, except that polymerizable liquid crystal composition 1-19 having the following composition was used instead of polymerizable liquid crystal composition 1-1. ------------------------------------------------ Polymerizable Liquid Crystal Composition 1-19 ---------------------------------------------------------------- Liquid crystal compound R13 (shown below) 100.00 parts by mass Polymerization initiator S1 (described above) 0.50 parts by mass Surfactant P1-1 (described above) 0.20 parts by mass Hysolve MTEM (manufactured by Toho Chemical Industry Co., Ltd.) 2.00 parts by mass NK Ester A-200 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.00 part by mass Methyl ethyl ketone 424.80 parts by mass
[0222] Liquid crystal compound R13 [Δn(450) / Δn(550): 0.74]
[0223] [Formation of Optically Anisotropic Layer 2-19] Except for using an optically anisotropic layer 1-19 instead of the optically anisotropic layer 1-1 and using a polymerizable liquid crystal composition 2-19 having the following composition instead of the polymerizable liquid crystal composition 2-1, a long optical film L19 was produced in the same manner as in Example 1. The blending amount (0.17 parts by mass) of surfactant P2-1 in the polymerizable liquid crystal composition 2-19 was 0.14% by mass with respect to the total mass of the solid content of the polymerizable liquid crystal composition 2-19. ------------------------------------------------ Polymerizable liquid crystal composition 2-19 -------------------------------------------------- Liquid crystal compound R13 described above: 100.00 parts by mass Compound B1 (alignment aid): 4.50 parts by mass NK Ester A-600 (Shin-Nakamura Chemical Co., Ltd.): 12.00 parts by mass Polymerization initiator S1 described above: 1.50 parts by mass Surfactant P2-1 described below: 0.17 parts by mass Methyl ethyl ketone: 225.00 parts by mass Methanol: 25.00 parts by mass
[0224] Comparative Example 1 A long optical film LH1 was produced in the same manner as in Example 1, except that the polymerizable liquid crystal composition 2-20 having the following composition was used instead of the polymerizable liquid crystal composition 2-1. -------------------------------- Polymerizable liquid crystal composition 2-20------------------------------------------------ 10.00 parts by mass of the liquid crystal compound R1 54.00 parts by mass of the liquid crystal compound R2 28.00 parts by mass of the liquid crystal compound R3 8.00 parts by mass of the liquid crystal compound T1 4.50 parts by mass of the compound B1 12.00 parts by mass of NK ester A-600 (manufactured by Shin-Nakamura Chemical Co., Ltd.) 1.50 parts by mass of the polymerization initiator S1 0.17 parts by mass of the surfactant P2-1 0.17 parts by mass of the surfactant P2-10 below 225.00 parts by mass of methyl ethyl ketone 25.00 parts by mass of methanol ------------------------------------------------
[0225] Surfactant P2-10 (Weight average molecular weight: 15,000. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. When the numerical values (mol %) in the formula below are expressed as the content (mass %) of each repeating unit relative to all repeating units, the repeating units from the left are 90 mass % and 10 mass %, respectively. Furthermore, the repeating units in the formula below correspond, from left to right, to D9 and D4 in Table 2 below.)
[0226] Comparative Example 2 A continuous optical film LH2 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-11.
[0227] Surfactant P2-11 (weight average molecular weight: 11,200; the numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D3, and D4 in Table 2 below.)
[0228] Comparative Example 3 A continuous optical film LH3 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-12.
[0229] Surfactant P2-12 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D4 in Table 2 below.)
[0230] Comparative Example 4 A long optical film LH4 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-13.
[0231] Surfactant P2-13 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D5 in Table 2 below.)
[0232] Comparative Example 5 A continuous optical film LH5 was produced in the same manner as in Example 1, except that the surfactant P2-1 was changed to the following surfactant P2-14.
[0233] Surfactant P2-14 (Weight average molecular weight: 11,200. The numerical values in the formula below indicate the content (mol %) of each repeating unit relative to all repeating units. The repeating units in the formula below correspond, from left to right, to D1, D2, D3, and D6 in Table 2 below.)
[0234] For the long optical films produced in the above-mentioned Examples and Comparative Examples, the structures and amounts of the liquid crystal compounds (limited to those with the maximum content), surfactants and alignment aids contained in the liquid crystal composition used to form the optically anisotropic layer that serves as the positive C plate, etc. are shown in Table 2 below.
[0235] [Suppression of Precipitate Occurrence (Streak Occurrence Length)] The end of 3000 m of coating of a long optical film was cut into a length of 1000 mm x width of 1340 mm. The film was set in a crossed Nicol arrangement with the length of the film aligned with the absorption axis of one of the polarizers, and one rotation (360°) in the azimuth direction was observed from a polar angle of 60° based on the axis perpendicular to the film surface. If streaky irregularities were visible in the length direction of the film, the number of streaks was evaluated according to the following criteria. <Evaluation Criteria> A: 0 B: 1 C: 2 or more, 6 or less D: 7 or more
[0236] [Unevenness] The end of 3000 m of coating on a long optical film was cut into a length of 1000 mm x width of 1340 mm. The film was set in a crossed Nicol system with the length of the film aligned with the absorption axis of one of the polarizers, and the film was observed in one azimuth (360°) from a polar angle of 60° based on the axis perpendicular to the film surface. Unevenness other than stripes in the length direction of the film was evaluated according to the following criteria. <Evaluation criteria> A: Unevenness was visible over an area of less than 10% of the entire film. B: Unevenness was visible over an area of 10% to less than 30% of the entire film. C: Unevenness was visible over an area of 30% or more of the entire film.
[0237] [Orientation] The end of 3000 m of coating of a long optical film was cut into a length of 1000 mm x width of 1340 mm. The film was set in a crossed Nicol arrangement with the length of the film aligned with the absorption axis of one of the polarizers, and observed from a polar angle of 0° with the axis perpendicular to the film surface as the reference. The orientation defect rate (light leakage points) observed at this time was evaluated according to the following criteria. <Evaluation criteria> A: Less than 10 bright spots (white spots) were observed in the observed area. B: 10 or more but less than 100 bright spots (white spots) were observed in the observed area. C: 100 or more bright spots (white spots) were observed in the observed area.
[0238] [Display performance] [Production of protective film 1] <Preparation of core layer cellulose acylate dope 1> The following composition was charged into a mixing tank and stirred to dissolve each component, thereby preparing core layer cellulose acylate dope 1. ------------------------------------------------ Core layer cellulose acylate dope 1 ---------------------------------------------------------------- Cellulose acetate having an acetyl substitution degree of 2.88: 100 parts by mass Ester oligomer (compound 1-1 below): 10 parts by mass Durability improver (compound 1-2 below): 4 parts by mass Ultraviolet absorber (compound 1-3 below): 3 parts by mass Methylene chloride (first solvent): 438 parts by mass Methanol (second solvent): 65 parts by mass
[0239] Compound 1-1
[0240] Compound 1-2
[0241] Compound 1-3
[0242] <Preparation of Outer Layer Cellulose Acylate Dope 1> 10 parts by mass of the following matting agent dispersion 1 was added to 90 parts by mass of the above core layer cellulose acylate dope 1 to prepare outer layer cellulose acylate dope 1. ---------------------------------------------------------------- Matting agent solution ---------------------------------------------------------------- Silica particles having an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass Methylene chloride (first solvent) 76 parts by mass Methanol (second solvent) 11 parts by mass Core layer cellulose acylate dope 1 1 part by mass
[0243] <Preparation of Protective Film 1> The above-mentioned core layer cellulose acylate dope 1 and outer layer cellulose acylate dope 1 on both sides were simultaneously cast onto a drum at 20°C from a casting nozzle. When the solvent content of the film on the drum was approximately 20% by mass, the film was peeled off from the drum, and both ends of the obtained film in the width direction were fixed with tenter clips. The film was then dried while being stretched 1.2 times in the transverse direction while the residual solvent in the film was 3 to 15% by mass. The obtained film was then transported between the rolls of a heat treatment device to prepare a 25 μm-thick cellulose acylate film 1, which was used as protective film 1.
[0244] [Preparation of Protective Film 1 with Hard Coat Layer] A curable composition for hard coat (Hard Coat 1) shown in the table below was prepared as a coating liquid for forming a hard coat layer.
[0245]
[0246] In Table 1 above, the structure of UV initiator 1 is shown below.
[0247] The curable composition for hard coating was applied to the surface of the protective film 1 prepared above, then dried at 100°C for 60 seconds, and cured by irradiating with UV at 1.5 kW and 300 mJ under conditions of nitrogen of 0.1% or less to prepare a protective film 1 with a hard coating layer having a thickness of 5 µm. The thickness of the hard coating layer was adjusted by adjusting the coating amount using a slot die in a die coating method.
[0248] [Preparation of Polarizing Plate 1 with One-Side Protective Film] (1) Saponification of Film The prepared hard-coat-layer-attached protective film 1 was immersed in a 4.5 mol / L aqueous sodium hydroxide solution (saponification solution) adjusted to 37°C for 1 minute, then washed with water. It was then immersed in a 0.05 mol / L aqueous sulfuric acid solution for 30 seconds and then passed through a water washing bath. The resulting film was then repeatedly drained with an air knife three times. After removing the water, it was retained in a drying zone at 70°C for 15 seconds and dried to prepare a saponified hard-coat-layer-attached protective film 1. (2) Preparation of Polarizer Following the example of JP 2016-148724 A, a difference in peripheral speed was applied between two pairs of nip rolls, and the film was stretched in the longitudinal direction to prepare a polarizer with a film thickness of 15 μm. The polarizer thus prepared was designated polarizer 1. (3) Bonding The polarizer 1 thus obtained and the saponified hard-coat-layer-attached protective film 1 were bonded together by roll-to-roll bonding using a 3% aqueous solution of PVA (PVA-117H, manufactured by Kuraray Co., Ltd.) as an adhesive so that the polarization axis and the longitudinal direction of the film were perpendicular to each other, thereby producing a polarizing plate 1 with a single-side protective film (hereinafter also simply referred to as "polarizing plate 1"). In this bonding, the cellulose acylate film side of the protective film was attached to the polarizer side.
[0249] [Preparation of first polarizing plate] The optically anisotropic layer of the prepared optical laminate and the polarizer surface of polarizing plate 1 were bonded together by roll-to-roll bonding using a 3% aqueous solution of PVA (PVA-117H, manufactured by Kuraray Co., Ltd.) as an adhesive so that the polarization axis and the longitudinal direction of the film were perpendicular to each other, thereby preparing a first polarizing plate.
[0250] [Preparation of Protective Film 2] <Preparation of PMMA (Polymethyl Methacrylate) Dope> The following dope composition was charged into a mixing tank and stirred to dissolve each component, thereby preparing a PMMA dope. ------------------------------------------------ PMMA dope ------------------------------------------------ PMMA resin 100 parts by mass Sumilizer GS (manufactured by Sumitomo Chemical Co., Ltd.) 0.1 parts by mass Dichloromethane 426 parts by mass Methanol 64 parts by mass
[0251] <Preparation of Protective Film 2> The PMMA dope described above was uniformly cast onto a stainless steel band (casting support) from a casting die (band casting machine). The film was peeled off when the solvent content in the cast film was approximately 20% by mass, and both ends of the film in the width direction were fixed with tenter clips. The film was then stretched in the transverse direction at a stretch ratio of 1.1 times while being dried. The resulting film was then transported between the rolls of a heat treatment device and further dried. A 20 μm-thick PMMA film was prepared, designated Protective Film 2.
[0252] [Preparation of Second Polarizing Plate] <Preparation of Adhesive Composition 1> The following compounds were mixed in the ratios shown below to prepare adhesive composition 1. Polymerizable compound (Aronix M-220, manufactured by Toagosei Co., Ltd.): 20 parts by mass Polymerizable compound (4-hydroxybutyl acrylate, manufactured by Nippon Kasei Co., Ltd.): 40 parts by mass Polymerizable compound (2-ethylhexyl acrylate, manufactured by Mitsubishi Chemical Corporation): 40 parts by mass Polymerization initiator (Irgacure 907, manufactured by BASF): 1.5 parts by mass Sensitizer (KAYACURE DETX-S, manufactured by Nippon Kayaku Co., Ltd.): 0.5 parts by mass
[0253] <Preparation of Second Polarizing Plate> The polarizer-attached surface of the protective film 2 was subjected to a discharge of 150 W·min / m 2After corona treatment, adhesive composition 1 was applied to a film thickness of 0.5 μm. Thereafter, the adhesive-coated surface was attached to the polarizer surface of polarizing plate 1 with a single-side protective film, and ultraviolet light was applied at 300 mJ / cm from the support side of protective film 2 at 40° C. in an atmospheric atmosphere. 2 Thereafter, the film was dried at 60° C. for 3 minutes to prepare a second polarizing plate.
[0254] [Preparation of Liquid Crystal Display Device] The front and back polarizing plates were peeled off from a commercially available liquid crystal display device (iPad (registered trademark), manufactured by Apple) (a liquid crystal display device including an FFS mode liquid crystal cell), and the first polarizing plate including the optical laminate prepared above was attached to the viewing side and the second polarizing plate was attached to the backlight side with a 20 μm acrylic adhesive so that the absorption axes of the polarizers in each polarizing plate were perpendicular to each other and so that the alignment direction of the liquid crystal in the liquid crystal cell was perpendicular to the absorption axis of the polarizer in the first polarizing plate, thereby preparing the liquid crystal display device of Example 1. The liquid crystal cell in the liquid crystal display device included a color filter layer on the substrate on the first polarizing plate side and a TFT layer on the substrate on the second polarizing plate side, and the Rth(550) of each was 10 nm and 2 nm. The Δn·d of the liquid crystal compound in the liquid crystal cell was 340, and the tilt angle of the liquid crystal compound with respect to the substrate surface was 0.1 °.
[0255] [Evaluation of Display Performance] In a darkroom, the black luminance of the liquid crystal display device was measured using a measuring device (EZ-Contrast XL88, manufactured by ELDIM) when the liquid crystal display device was in black display mode. The average value of the luminance at a polar angle of 60° at azimuth angles of 45°, 135°, 225°, and 315° was taken as light leakage Y, and the evaluation was based on the following criteria. The results are shown in Table 2. The azimuth angle was defined so that the absorption axis direction of the polarizer on the viewing side (first polarizer) was 0° (and 180°), and the absorption axis direction of the polarizer on the backlight side (second polarizer) was 90° (and 270°). A:Y<0.6 (cd / m 2 ) B: 0.6 (cd / m 2 )≦Y<0.8(cd / m 2 ) C: 0.8 (cd / m 2 ) ≦ Y
[0256] [Suppression of Material Destruction] A long optical film was cut into a 150 mm x 25 mm piece along the slow axis direction, and only an 80 mm x 25 mm portion was laminated to glass so that the SK1478 (manufactured by Soken Chemical & Engineering Co., Ltd.) surface and the optically anisotropic layer were in contact. For films with a photo-alignment film, the support and photo-alignment film were removed beforehand to prepare the sample. The sample was then peeled at a 90° angle, and FT-IR measurement (ATR method) was performed on the optical film side and the SK1478 side to confirm whether any material remained on the SK-1478 side, confirming interfacial delamination (evaluation A) or material destruction in the layer (evaluation B). The results are shown in Table 1 below.
[0257]
[0258] The results shown in Table 2 indicate that, for the surfactant contained in the liquid crystal composition used to form the optically anisotropic layer, if the content of repeating unit X, which has a ΔI / O value with the liquid crystal compound (main liquid crystal) of 0.9 or more, exceeds 8 mol %, precipitates (streaky unevenness) occur in the optically anisotropic layer (Comparative Examples 1 and 3 to 5). Furthermore, it was also found that, for the surfactant contained in the liquid crystal composition used to form the optically anisotropic layer, if the surfactant does not have repeating unit K containing a functional group capable of crosslinking with the liquid crystal compound (main liquid crystal), the optically anisotropic layer will be destroyed (Comparative Example 2).
[0259] In contrast, it was found that when the surfactant contained in the liquid crystal composition used to form the optically anisotropic layer had a repeating unit H containing a fluorinated alkyl group or a silicon-containing group, a repeating unit K containing a functional group capable of crosslinking with the liquid crystal compound, and a repeating unit M containing a mesogenic group, and the content of the repeating unit X, which has a ΔI / O value with the liquid crystal compound (main liquid crystal) of 0.9 or more, was 8 mol % or less, an optically anisotropic layer could be formed in which both the generation of precipitates and material damage were suppressed. In particular, a comparison of Examples 2 to 4 and Example 8 showed that when the repeating unit X contained in the surfactant contained a carboxy group, the generation of precipitates could be further suppressed. Furthermore, a comparison of Examples 2 to 4 and Example 9 showed that when the content of the repeating unit X contained in the surfactant was 5 mol % or less, the generation of precipitates could be further suppressed. Furthermore, a comparison of Examples 2 to 4 and Example 10 showed that when the content of the specific surfactant was 0.05 mass % or more relative to the total mass of the solids content of the liquid crystal composition, unevenness other than precipitates (i.e., streaky unevenness) could also be improved. Furthermore, by comparing Examples 2 to 4 and Example 12, it was found that when the liquid crystal composition contains 0.5 mass % or more of a compound having a mesogenic group with the same structure as the mesogenic group contained in the repeating unit M of the surfactant contained in the liquid crystal composition, based on the total mass of the solid content of the liquid crystal composition, the alignment of the optically anisotropic layer (cured liquid crystal layer) becomes good.
Claims
1. An optical film having an optically anisotropic layer, The optical anisotropy layer is a liquid crystal cured layer formed by using a liquid crystal composition containing a liquid crystal compound and a surfactant, and fixing the liquid crystal compound in a vertically oriented state. The aforementioned liquid crystal compound is a liquid crystal compound exhibiting inverse wavelength dispersion, The surfactant is a surfactant having repeating units H containing an alkyl fluoride group or a silicon-containing group. At least one of the surfactants comprises the repeating unit H, the repeating unit K containing a functional group that can crosslink with the liquid crystal compound, and the repeating unit M containing a mesogenic group. An optical film in which the surfactant contains 8 mol% or less of repeating units X such that the difference in I / O value with the liquid crystal compound is 0.9 or more. Here, each provision concerning the liquid crystal compound refers to the liquid crystal compound that is present in the largest quantity when the liquid crystal composition contains two or more liquid crystal compounds. Furthermore, the provision regarding the content of the repeating unit X in the surfactant is a provision that all types of surfactants must satisfy independently if the liquid crystal composition contains two or more types of surfactants.
2. The optical film according to claim 1, wherein the repeating unit X contains a carboxyl group.
3. The optical film according to claim 1, wherein the content of the repeating unit X is 5 mol% or less.
4. The optical film according to claim 1, wherein the amount of the surfactant is 0.05% by mass or more with respect to the total mass of the solid content of the liquid crystal composition.
5. The optical film according to claim 1, wherein the content of the repeating unit K is 10 mol% or more.
6. The optical film according to claim 1, wherein when the content (in mol%) of the repeating unit M is m and the content (in mol%) of the repeating unit K is k, the following formulas (1) and (2) are satisfied. m / k ≤ 1 (1) m ≤ 50 (2)
7. The optical film according to claim 1, wherein the liquid crystal composition further contains 0.5% by mass or more of a compound having a mesogenic group having the same structure as the mesogenic group contained in the repeating unit M, relative to the total mass of the solid content of the liquid crystal composition.
8. The optical film according to claim 1, wherein the repeating unit M further comprises a boronic acid group in addition to the mesogenic group.
9. Furthermore, the optical film according to claim 1, having a base material.
10. The optical film according to claim 9, wherein the substrate is a positive A plate.
11. The optical film according to claim 9, wherein the substrate is a liquid crystal cured layer in which the orientation state of a liquid crystal compound is fixed, different from that of the optical anisotropic layer.
12. A polarizing plate comprising an optical film according to any one of claims 1 to 11 and a polarizer.
13. An image display device having an optical film according to any one of claims 1 to 11.
14. An image display device having a polarizing plate as described in claim 12.
15. The image display device according to claim 13, which is a liquid crystal display device.
16. The image display device according to claim 13, which is an organic EL display device.